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Apalutamide

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for apalutamide to the United States Food and Drug Administration on 11 October 2017. Apalutamide was approved by the Food and Drug Administration in the United States, under the brand name Erleada, for the treatment of non-metastatic castration-resistant prostate cancer in February 2018. It was
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of apalutamide at steady-state is 3 to 4 days. Fluctuations in apalutamide exposure are low and levels are stable throughout the day, with mean peak-to-trough ratios of 1.63 for apalutamide and 1.27–1.3 for N-desmethylapalutamide. After a single dose of apalutamide, its
3551: 2404:, Jung ME, Sawyers CL, Ouk S, Tran C, Wongvipat J, "Androgen receptor modulator for the treatment of prostate cancer and androgen receptor-associated diseases", published 8 November 2007, assigned to The Regents Of The University Of California. 2826:
Wu B, Shen P, Yin X, Yu L, Wu F, Chen C, et al. (March 2022). "Analysis of adverse event of interstitial lung disease in men with prostate cancer receiving hormone therapy using the Food and Drug Administration Adverse Event Reporting System".
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of apalutamide occur 2 hours following administration, with a range of 1 to 5 hours. Food delays the median time to peak levels of apalutamide by approximately 2 hours, with no significant changes in the peak levels themselves or in
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Apalutamide was first described in 2007, and was approved for the treatment of prostate cancer in February 2018. It is the first medication to be approved specifically for the treatment of non-metastatic castration-resistant prostate cancer.
3547: 1224:, is not affected by this mutation, nor has it been found to be affected by any other tested/well-known AR mutations. Apalutamide may be effective in a subset of prostate cancer patients with acquired resistance to 709: 2401: 1907: 3430:
A randomized double-blind, comparative study of ARN-509 plus androgen deprivation therapy (ADT) versus ADT alone in nonmetastatic castration-resistant prostate cancer (M0-CRPC): The SPARTAN trial
240: 3494:"TITAN: A randomized, double-blind, placebo-controlled, phase 3 trial of apalutamide (ARN-509) plus androgen deprivation therapy (ADT) in metastatic hormone-sensitive prostate cancer (mHSPC)" 2783:
Kobe H, Tachikawa R, Masuno Y, Matsunashi A, Murata S, Hagimoto H, et al. (September 2021). "Apalutamide-induced severe interstitial lung disease: A report of two cases from Japan".
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may be reduced to varying extents. In terms of effects of other drugs on apalutamide, strong CYP2C8 or CYP3A4 inhibitors may increase levels of apalutamide or its major active metabolite
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clinical studies, including ATLAS, SPARTAN, and TITAN, was published between 2014 and 2016. Positive results for phase III trials were first described in 2017, and Janssen submitted a
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The acquired F876L mutation of the AR identified in advanced prostate cancer cells has been found to confer resistance to both enzalutamide and apalutamide. A newer NSAA,
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for 160 mg/day apalutamide at steady-state are 6.0 μg/mL (12.5 μmol/L), relative to peak levels of 16.6 μg/mL (35.7 μmol/L) for 160 mg/day
3356:, Ouerfelli O, Dilhas A, Yang G, Zhao H, "Synthesis of thiohydantoins", issued 11 June 2013, assigned to Sloan Kettering Institute for Cancer Research. 1604:
that was published in November 2007 and in another that was submitted in July 2010. A March 2012 publication described the discovery and development of apalutamide. A
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for the treatment of people with metastatic castration-sensitive prostate cancer and the treatment of people with non-metastatic castration-resistant prostate cancer.
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InChI=1S/C21H15F4N5O2S/c1-27-17(31)13-4-3-11(8-15(13)22)30-19(33)29(18(32)20(30)5-2-6-20)12-7-14(21(23,24)25)16(9-26)28-10-12/h3-4,7-8,10H,2,5-6H2,1H3,(H,27,31)
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rate (CL/F) was 1.3 L/h, while its clearance rate increased to 2.0 L/h at steady-state. This change is considered to be likely due to CYP3A4
7043: 3705: 2030: 1875: 8021: 7048: 5528: 3548:"Janssen Submits New Drug Application to U.S. FDA for Apalutamide (ARN-509) to Treat Men with Non-Metastatic Castration-Resistant Prostate Cancer" 899: 9037: 7074: 3533: 8329: 7038: 5990: 4782: 4748: 4715: 2881: 1296: 7840: 7033: 5029: 4753: 3698: 9057: 8394: 7845: 5785: 5780: 5378: 4763: 3973: 2187:"Abiraterone and other novel androgen-directed strategies for the treatment of prostate cancer: a new era of hormonal therapies is born" 1342: 8467: 2239:"Targeting the androgen receptor in the management of castration-resistant prostate cancer: rationale, progress, and future directions" 1947: 9087: 8417: 7332: 5218: 2289:
Dellis AE, Papatsoris AG (June 2018). "Apalutamide: The established and emerging roles in the treatment of advanced prostate cancer".
8578: 7357: 2490:"Quo vadis: advanced prostate cancer-clinical care and clinical research in the era of multiple androgen receptor-directed therapies" 8570: 8447: 7067: 5447: 1638: 743: 8655: 7113: 6230: 1593: 8497: 8472: 6629: 5534: 5497: 5292: 5223: 4038: 4018: 2902:"A clinically relevant androgen receptor mutation confers resistance to second-generation antiandrogens enzalutamide and ARN-509" 3738: 1803: 5452: 3993: 3363: 1417: 1346: 414: 380: 225: 113: 3588: 3331: 1682: 8540: 8299: 8001: 4982: 4229: 8477: 6220: 2888:
ARN-509 is related structurally to enzalutamide with greater in vivo activity in CRPC xenograft models (Clegg et al., 2012).
2736:"Interstitial lung disease induced by apalutamide therapy for castration-resistant prostate cancer: A report of a rare case" 1020:. When used as a monotherapy (i.e., without surgical or medical castration) in men, NSAAs are known to produce additional, 8627: 8482: 4889: 4869: 4491: 4303: 1279: 3277:
Liu B, Su L, Geng J, Liu J, Zhao G (2010). "Developments in nonsteroidal antiandrogens targeting the androgen receptor".
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in the treatment of non-metastatic castration-resistant prostate cancer. It is also a promising potential treatment for
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levels of apalutamide are achieved following 4 weeks of administration, with an approximate 5-fold accumulation.
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of apalutamide was completed by March 2012, and the results of this study were published in 2013. Information on
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Kawahara T, Miyamoto H (June 2014). "Androgen Receptor Antagonists in the Treatment of Prostate Cancer".
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Ivachtchenko AV, Mitkin OD, Kudan EV, Rjahovsky AA, Vorobiev AA, Trifelenkov AS, et al. (2014).
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Chi K, Chowdhury S, Radziszewski P, Lebret T, Ozguroglu M, Sternberg C, et al. (2016).
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Rathkopf DE, Morris MJ, Fox JJ, Danila DC, Slovin SF, Hager JH, et al. (October 2013).
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Rathkopf DE, Morris MJ, Fox JJ, Danila DC, Slovin SF, Hager JH, et al. (October 2013).
1936: 1570: 1428:(1.2% as unchanged apalutamide and 2.7% as N-desmethylapalutamide) while 24% is excreted in 1104: 1017: 929: 836: 643: 444: 299: 3222:"Development of a second-generation antiandrogen for treatment of advanced prostate cancer" 2990:
Moilanen AM, Riikonen R, Oksala R, Ravanti L, Aho E, Wohlfahrt G, et al. (July 2015).
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Joseph JD, Lu N, Qian J, Sensintaffar J, Shao G, Brigham D, et al. (September 2013).
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Apalutamide is available in the United States, Canada, the European Union, and Australia.
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Bossi A, Dearnaley D, McKenzie M, Baskin-Bey E, Tyler R, Tombal B, et al. (2016).
3405: 3380: 3254: 3221: 3122: 3098:"Preclinical Development of ONC1-13B, Novel Antiandrogen for Prostate Cancer Treatment" 3097: 3073: 3048: 3024: 2991: 2967: 2942: 2760: 2735: 2662: 2637: 2610: 2462: 2437: 2375: 2350: 2263: 2238: 2211: 2186: 1998: 1973: 1898:"Drug and medical device highlights 2018: Helping you maintain and improve your health" 1608: 1283: 1264: 1237: 1124: 1064: 997: 977: 953: 872: 828: 804: 9006: 8689: 8379: 8186: 8074: 8055: 7991: 7918: 7830: 7780: 7746: 7709: 7670: 7620: 7460: 7455: 7445: 7409: 7312: 7247: 7197: 7146: 7090: 6869: 6814: 6789: 6365: 5763: 5663: 4874: 4103: 3190: 2856: 2812: 2703: 2686: 2349:
Clegg NJ, Wongvipat J, Joseph JD, Tran C, Ouk S, Dilhas A, et al. (March 2012).
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Apalutamide has been found to significantly and concentration-dependently increase
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of apalutamide. General supportive measures should be undertaken until clinical
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Cockshott ID (2004). "Bicalutamide: clinical pharmacokinetics and metabolism".
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Trenbolone hexahydrobenzylcarbonate (trenbolone cyclohexylmethylcarbonate)
2943:"Resistance emerges to second-generation antiandrogens in prostate cancer" 2687:"The role of antiandrogen monotherapy in the treatment of prostate cancer" 2600: 2583: 1833: 8909: 8839: 8829: 8789: 8764: 8704: 8607: 8515: 8389: 8319: 8274: 8205: 8145: 8130: 8045: 8006: 7905: 7785: 7694: 7634: 7614: 7606: 7499: 7485: 7469: 7419: 7317: 7307: 7287: 7257: 7241: 7132: 6970: 6849: 6844: 6839: 6834: 6829: 6635: 6390: 6325: 6141: 6096: 6091: 6086: 6081: 6076: 6031: 5970: 5965: 5905: 5086: 4928: 4692: 4594: 4183: 3860: 3733: 3721: 3220:
Tran C, Ouk S, Clegg NJ, Chen Y, Watson PA, Arora V, et al. (2009).
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Patel JC, Maughan BL, Agarwal AM, Batten JA, Zhang TY, Agarwal N (2013).
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with apalutamide exist similarly to with first-generation NSAAs however.
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CNC(=O)C1=C(C=C(C=C1)N2C(=S)N(C(=O)C23CCC3)C4=CN=C(C(=C4)C(F)(F)F)C#N)F
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Smith MR, Liu G, Shreeve SM, Matheny S, Sosa A, Kheoh TS, et al.
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and other central side effects. Apalutamide has 5- to 10-fold greater
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subsequently approved in Canada, the European Union, and Australia.
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Apalutamide is marketed under the brand names Erleada and Erlyand.
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Al-Salama ZT (April 2018). "Apalutamide: First Global Approval".
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Pharmacology and Therapeutics of Constitutively Active Receptors
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of apalutamide at steady-state is approximately 276 L. The
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Apalutamide is used in conjunction with castration, either via
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Andarine (acetamidoxolutamide, androxolutamide, GTx-007, S-4)
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Adrenosterone (11-ketoandrostenedione, 11-oxoandrostenedione)
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4--8-oxo-6-sulfanylidene-5,7-diazaspirooctan-5-yl]-2-fluoro-
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17α-Alkylated 5α-dihydro-19-nortestosterone derivatives:
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7α-Methyl-19-norandrostenedione (MENT dione, trestione)
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Chemical structures of apalutamide and its predecessors
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List of antiandrogens § Nonsteroidal antiandrogens
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5α-Dihydro-17α-ethynyl-19-nortestosterone derivatives:
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similarly to enzalutamide. It is a strong inducer of
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Androstanolone (stanolone, dihydrotestosterone, DHT)
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Clinical Immunology, Endocrine & Metabolic Drugs
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Normethandrone (methylestrenolone, normethisterone)
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Normethandrone (methylestrenolone, normethisterone)
3895:
Drostanolone propionate (dromostanolone propionate)
3752: 3739: 3732: 2734:Kirishima F, Shigematsu Y, Kobayashi K (May 2022). 1718: 1716: 1714: 1712: 1710: 1708: 1706: 1704: 1702: 1700: 697: 684: 642: 637: 618: 586: 566: 546: 526: 506: 486: 461: 434: 405: 387: 370: 352: 331: 316: 306: 298: 224: 219: 194: 182: 168: 142: 112: 98: 80: 72: 62: 57: 5559:17α-Alkylated 5α-dihydrotestosterone derivatives: 3047:Fizazi K, Albiges L, Loriot Y, Massard C (2015). 4009:Metandienone (methandienone, methandrostenolone) 3324:"Apalutamide - Janssen Research and Development" 2941:Nelson WG, Yegnasubramanian S (September 2013). 2126: 2124: 2122: 1470:. Enzalutamide and RD-162 were derived from the 867:. In doing so, it prevents the effects of these 795:of apalutamide when added to castration include 475: 5778:5α-Dihydro-17α-ethynyltestosterone derivatives: 2631: 2629: 2577: 2575: 2573: 2431: 2429: 2427: 2425: 2423: 2396: 2394: 2344: 2342: 2340: 2338: 2336: 2334: 2332: 2330: 2328: 2284: 2282: 2232: 2230: 2180: 2178: 2176: 2174: 2172: 2170: 2120: 2118: 2116: 2114: 2112: 2110: 2108: 2106: 2104: 2102: 1373:of apalutamide is 96%, while that of its major 908:metastatic castration-resistant prostate cancer 450: 443: 5229:11β-Methyl-19-nortestosterone dodecylcarbonate 4061:17α-Alkylated dihydrotestosterone derivatives: 3318: 3316: 2483: 2481: 2070: 2068: 2066: 2064: 2062: 2060: 2058: 2039:(Press release). 24 March 2020. Archived from 1931: 1929: 1927: 1925: 360: 324: 9033:GABAA receptor negative allosteric modulators 7075: 5996:Tooltip Selective androgen receptor modulator 5641:17α-Alkylated 19-nortestosterone derivatives: 4790: 4101:17α-Alkylated 19-nortestosterone derivatives: 3706: 2237:Leibowitz-Amit R, Joshua AM (December 2012). 1403:, N-desmethylapalutamide, is formed by these 1305:Tooltip half-maximal inhibitory concentration 8: 6047:Enobosarm (ostarine, MK-2866, GTx-024, S-22) 3920:Metenolone enanthate (methenolone enanthate) 3575: 3573: 3571: 3569: 2185:Schweizer MT, Antonarakis ES (August 2012). 1675:"Apalutamide (Erleada) Use During Pregnancy" 1380:is 95%, both irrespective of concentration. 1263:. In addition, apalutamide is an inducer of 777:(NSAA) medication used for the treatment of 131: 32: 7091: 5798:17α-Ethynyl-19-nortestosterone derivatives: 4244: 291:In general: ℞ (Prescription only) 8651: 8339:Tooltip γ-Aminobutyric acid A-rho receptor 7109: 7082: 7068: 7060: 6908: 5520:Methylclostebol (chloromethyltestosterone) 5415:5α-Dihydro-19-nortestosterone derivatives: 4826: 4797: 4783: 4775: 4440: 4277: 3749: 3713: 3699: 3691: 1804:"Erleada- apalutamide tablet, film coated" 835:. The medication has a high potential for 629: 606: 515: 5741:17α-Vinyl-19-nortestosterone derivatives: 5357:Oxabolone cipionate (oxabolone cypionate) 4973:DHEA (androstenolone, prasterone; 5-DHEA) 4817: 4282: 3964:Oxabolone cipionate (oxabolone cypionate) 3808:Prasterone (dehydroepiandrosterone, DHEA) 3754: 3673: 3663: 3626: 3581:"Apalutamide Monograph for Professionals" 3509: 3468: 3404: 3253: 3121: 3072: 3023: 2966: 2917: 2759: 2702: 2661: 2609: 2599: 2505: 2461: 2374: 2262: 2210: 2025: 2023: 2021: 2019: 2017: 1997: 1866:"Regulatory Decision Summary for Erleada" 1067:have not been reported with apalutamide. 1012:in male infants if taken by women during 535: 5448:Chlorodehydromethylandrostenediol (CDMA) 3915:Metenolone acetate (methenolone acetate) 902:(GnRH analogue) therapy, as a method of 8987: 7049:List of androgens and anabolic steroids 5435:17α-Alkylated testosterone derivatives: 3981:17α-Alkylated testosterone derivatives: 1666: 1496: 900:gonadotropin-releasing hormone analogue 748: 728: 602: 495: 419: 104: 8664:Tooltip γ-Aminobutyric acid B receptor 7122:Tooltip γ-Aminobutyric acid A receptor 5453:Chlorodehydromethyltestosterone (CDMT) 5209:Testifenon (testiphenon, testiphenone) 3994:Chlorodehydromethyltestosterone (CDMT) 3525: 1592:system and was developed primarily by 1420:. Approximately 65% of apalutamide is 936:and a history of or susceptibility to 620: 31: 5734:Norvinisterone (vinylnortestosterone) 5268:Bolmantalate (nandrolone adamantoate) 5263:Bolandione (19-nor-4-androstenedione) 4978:DHEA enanthate (prasterone enanthate) 4134:Norvinisterone (vinylnortestosterone) 3813:Prasterone enanthate (DHEA enanthate) 3591:from the original on 10 December 2022 3554:from the original on 15 February 2018 3146:"Reference at www.accessdata.fda.gov" 2087:from the original on 24 November 2020 1950:from the original on 28 December 2020 1685:from the original on 29 November 2020 1103:Apalutamide has a high potential for 575: 90: 7: 8969:GABA metabolism/transport modulators 7004:Tooltip Sex hormone-binding globulin 5751:17α-Ethynyltestosterone derivatives: 5030:Polytestosterone phloretin phosphate 4258:Tooltip human chorionic gonadotropin 4141:17α-Ethynyltestosterone derivatives: 3438:10.1200/jco.2014.32.15_suppl.tps5100 1846:from the original on 3 November 2022 1814:from the original on 9 November 2020 1477:, which itself was derived from the 207: 7365:Positive modulators (abridged; see 5674:Methylhydroxynandrolone (MOHN, MHN) 5379:Trenbolone hexahydrobenzylcarbonate 5039:5α-Dihydrotestosterone derivatives: 4907:Androstenedione (4-androstenedione) 4764:List of androgens/anabolic steroids 3744:Tooltip anabolic–androgenic steroid 3334:from the original on 3 January 2019 3158:from the original on 27 August 2021 3053:Expert Review of Anticancer Therapy 2876:. Elsevier Science. pp. 351–. 984:. Other side effects have included 555: 466: 76:ARN-509; JNJ-56021927; JNJ-927; A52 5731:17α-Vinyltestosterone derivatives: 5493:Methandriol (methylandrostenediol) 4693:Androvax (androstenedione albumin) 4131:17α-Vinyltestosterone derivatives: 4014:Methandriol (methylandrostenediol) 3532:: CS1 maint: overridden setting ( 3330:. Springer Nature Switzerland AG. 1910:from the original on 17 April 2024 1594:Janssen Research & Development 1588:Apalutamide was originated by the 1095:, if any, diminishes or resolves. 25: 8900:Homotaurine (tramiprosate, 3-APS) 8398:-Chloroacetylcytosine arabinoside 7193:Homotaurine (tramiprosate, 3-APS) 5771:Ethisterone (ethynyltestosterone) 5488:Metandienone (methandrostenolone) 5318:Methoxydienone (methoxygonadiene) 4929:Boldione (1,4-androstadienedione) 4880:Androstenediol (5-androstenediol) 4845:4-Dehydroepiandrosterone (4-DHEA) 4759:Progestogens and antiprogestogens 4158:ethisterone (ethynyltestosterone) 3818:Prasterone sulfate (DHEA sulfate) 3646:Chong JT, Oh WK, Liaw BC (2018). 1878:from the original on 2 April 2024 1639:international nonproprietary name 1040:levels. Similarly to the related 948:Apalutamide has been found to be 8990: 7044:Progesterone receptor modulators 5535:Methyltestosterone 3-hexyl ether 5498:Methandriol bisenanthoyl acetate 5458:Chloromethylandrostenediol (CMA) 5293:Dimethandrolone dodecylcarbonate 5052:1-Androsterone (1-andro, 1-DHEA) 4039:Methyltestosterone 3-hexyl ether 4019:Methandriol bisenanthoyl acetate 3877:Dihydrotestosterone derivatives: 3191:10.2165/00003088-200443130-00003 2704:10.1046/j.1464-410x.2003.04026.x 2488:Kim W, Ryan CJ (February 2015). 1569: 1555: 1541: 1527: 1513: 1499: 1278:Apalutamide binds weakly to and 666: 660: 654: 49: 40: 8192:Pentylenetetrazol (pentetrazol) 5216:19-Nortestosterone derivatives: 3932:19-Nortestosterone derivatives: 2191:Therapeutic Advances in Urology 756:Key:HJBWBFZLDZWPHF-UHFFFAOYSA-N 6231:15β-Hydroxycyproterone acetate 6122:OPK-88004 (LY-2452473, TT-701) 4698:Ovandrotone albumin (Fecundin) 4170:norethisterone (norethindrone) 2075:Mulcahy N (14 February 2018). 1008:and has a theoretical risk of 678: 672: 648: 365:Tooltip N-Desmethylapalutamide 1: 9038:Hormonal antineoplastic drugs 8951:Receptor/signaling modulators 8106:Isopregnanolone (sepranolone) 7029:Receptor/signaling modulators 5786:17α-Ethynyl-3β-androstanediol 5781:17α-Ethynyl-3α-androstanediol 5224:11β-Methyl-19-nortestosterone 3065:10.1586/14737140.2015.1081566 2436:Rathkopf D, Scher HI (2013). 2367:10.1158/0008-5472.CAN-11-3948 2303:10.1080/13543784.2018.1484107 1637:of the medication and is its 1336:of apalutamide is 100%. Mean 8962:receptor positive modulators 7470:ergoloid (dihydroergotoxine) 7039:Estrogen receptor modulators 6486:Trimethyltrienolone (R-2956) 5858:Lynestrenol phenylpropionate 5246:19-Nordehydroepiandrosterone 4749:Androgen receptor modulators 4661:hydroxyprogesterone caproate 4124:Propetandrol (propethandrol) 4054:Tiomesterone (thiomesterone) 3432:. 2014 ASCO Annual Meeting. 3385:Journal of Clinical Oncology 2959:10.1158/2159-8290.CD-13-0405 2919:10.1158/2159-8290.CD-13-0226 2797:10.1016/j.resinv.2021.05.006 2642:Cancer Biology & Therapy 2556:10.2174/22127070114019990002 2454:10.1097/PPO.0b013e318282635a 2036:Food and Drug Administration 1978:Journal of Clinical Oncology 1839:. Janssen Inc. 6 July 2021. 916:androgen synthesis inhibitor 904:androgen deprivation therapy 769:, sold under the brand name 7034:Androgens and antiandrogens 6805:Ralaniten acetate (EPI-506) 6221:7α-Thiomethylspironolactone 5936:Medroxyprogesterone acetate 5298:Dimethandrolone undecanoate 5109:Dihydromethylandrostenediol 4900:Androstenediol dipropionate 4754:Estrogens and antiestrogens 4690:Androstenedione immunogens: 4669:medroxyprogesterone acetate 4249:Tooltip luteinizing hormone 4194:Medroxyprogesterone acetate 3948:nandrolone phenylpropionate 3853:testosterone ester mixtures 3773:Androstenediol dipropionate 1295:similarly to enzalutamide ( 1261:UDP-glucuronosyltransferase 1259:, as well as an inducer of 1121:UDP-glucuronosyltransferase 875:and elsewhere in the body. 9104: 9058:Nonsteroidal antiandrogens 8161:Nonsteroidal antiandrogens 5124:Dihydrotestosterone esters 5077:11-Ketodihydrotestosterone 4890:Androstenediol 17β-acetate 4870:11β-Hydroxyandrostenedione 4855:4,17α-Dimethyltestosterone 4619:ethinylestradiol sulfonate 3550:(Press release). Janssen. 2291:Expert Opin Investig Drugs 1439: 638:Chemical and physical data 379:Apalutamide: 3–4 days (at 9088:Trifluoromethyl compounds 8942: 7021: 5928:Progesterone derivatives: 5719:5α-Dihydronorethandrolone 5288:Dimethandrolone buciclate 5118:androstanolone, stanolone 5114:Dihydrotestosterone (DHT) 5072:7β-Hydroxyepiandrosterone 4961:Cloxotestosterone acetate 4885:Androstenediol 3β-acetate 4837:Testosterone derivatives: 4822:Tooltip Androgen receptor 4710: 4287:Tooltip Androgen receptor 4191:Progesterone derivatives: 3803:Cloxotestosterone acetate 3770:Testosterone derivatives: 3759:Tooltip Androgen receptor 3611:World Health Organization 2685:Anderson J (March 2003). 2636:Pinto Á (February 2014). 2145:10.1007/s40265-018-0900-z 1942:European Medicines Agency 1442:Nonsteroidal antiandrogen 1236:Apalutamide shows potent 1073:interstitial lung disease 1036:in general by increasing 775:nonsteroidal antiandrogen 739: 719: 410: 189:Nonsteroidal antiandrogen 48: 39: 7710:sulfonmethane (sulfonal) 6734:-Butylbenzenesulfonamide 5921:5α-Dihydronorethisterone 5916:5α-Dihydrolevonorgestrel 5878:norethisterone enanthate 5847:levonorgestrel butanoate 5724:5α-Dihydronormethandrone 5577:Mebolazine (dimethazine) 5567:Desoxymethyltestosterone 5508:Methandriol dipropionate 5305:LS-1727 (nandrolone 17β- 5241:19-Nor-5-androstenedione 5099:Dihydroethyltestosterone 4895:Androstenediol diacetate 4074:Mebolazine (dimethazine) 4024:Methandriol dipropionate 3849:testosterone undecanoate 3562:– via PR Newswire. 3511:10.1093/annonc/mdw372.54 3470:10.1093/annonc/mdw372.52 3397:10.1200/JCO.2013.50.1684 2203:10.1177/1756287212452196 1990:10.1200/JCO.2013.50.1684 1590:University of California 910:(mCRPC), which the NSAA 6865:Topilutamide (fluridil) 6226:11α-Hydroxyprogesterone 5236:19-Nor-5-androstenediol 5136:Drostanolone propionate 4424:Topilutamide (fluridil) 3845:testosterone propionate 3366:5 November 2021 at the 3246:10.1126/science.1168175 2870:Tao YX (11 June 2014). 2414:4 November 2021 at the 1153:Antiandrogenic activity 960:reported when added to 956:, with the most common 932:of apalutamide include 831:. Rarely, it can cause 785:inhibitor. It is taken 8589:5α-Dihydroprogesterone 8136:Morphine-3-glucuronide 7796:Hyenachin (mellitoxin) 7681:Retigabine (ezogabine) 6750:-Desmethylenzalutamide 6456:SC-5233 (spirolactone) 5874:norethisterone acetate 5513:Methandriol propionate 5384:Trenbolone undecanoate 5256:Bolandiol dipropionate 5104:Dihydrofluoxymesterone 5067:5α-Androst-2-en-17-one 4922:Boldenone undecylenate 4029:Methandriol propionate 3935:Bolandiol dipropionate 3841:testosterone enanthate 3837:testosterone cypionate 3778:Boldenone undecylenate 3291:10.1002/cmdc.201000259 1485:and by extension from 1378:N-desmethylapalutamide 1371:plasma protein binding 1367:volume of distribution 1255:and a weak inducer of 1196:central nervous system 1189:second-generation NSAA 1157:Apalutamide acts as a 1137:N-desmethylapalutamide 1061:elevated liver enzymes 1049:first-generation NSAAs 1042:second-generation NSAA 7977:Chlorophenylsilatrane 6742:-Desmethylapalutamide 6271:Chlormadinone acetate 6216:7α-Thiospironolactone 6087:LGD-2941 (LGD-122941) 6077:LG121071 (LGD-121071) 5951:3-Keto-5α-abiraterone 5931:6α-Methylprogesterone 5870:Norethisterone esters 5843:Levonorgestrel esters 5759:Ethinylandrostenediol 5609:Methyl-1-testosterone 5529:+esterified estrogens 5503:Methandriol diacetate 5168:Mesterolone cipionate 4850:4-Hydroxytestosterone 4653:chlormadinone acetate 4314:Chlormadinone acetate 3885:Androstanolone esters 1598:Johnson & Johnson 1472:nonsteroidal androgen 1409:elimination half-life 1215:first-generation NSAA 1179:. It is similar both 1173:ligand-binding domain 1018:impair male fertility 896:bilateral orchiectomy 8927:Negative modulators: 8807:Positive modulators: 8700:Arbaclofen placarbil 8586:Negative modulators: 8435:Positive modulators: 8220:Pregnenolone sulfate 7856:17-Phenylandrostenol 7838:Negative modulators: 7723:constituents (e.g., 7693:constituents (e.g., 7555:Neuroactive steroids 7532:constituents (e.g., 7268:Neuroactive steroids 6431:Potassium canrenoate 5899:Quingestanol acetate 5709:Tetrahydrogestrinone 5597:Metenolone enanthate 5423:5α-Dihydrotrestolone 5418:5α-Dihydronandrolone 5406:Trestolone enanthate 5374:Trenbolone enanthate 5340:Norclostebol acetate 4949:Clostebol propionate 4665:gestonorone caproate 4473:Saw palmetto extract 4364:Potassium canrenoate 3959:Norclostebol acetate 3944:nandrolone decanoate 3798:Clostebol propionate 3615:WHO Drug Information 1946:. 13 November 2018. 1617:New Drug Application 839:. Apalutamide is an 8516:Gabazine (SR-95531) 8506:CGP-36742 (SGS-742) 8214:dihydropicrotoxinin 7939:Bicyclic phosphates 7851:11-Ketoprogesterone 7786:Gabazine (SR-95531) 7611:pyrazolopyrimidines 6954:Dihydrotestosterone 6949:Dehydroandrosterone 6800:Ralaniten (EPI-002) 6681:Inocoterone acetate 6406:Nomegestrol acetate 6306:Delmadinone acetate 6296:Cyproterone acetate 6241:Abiraterone acetate 6211:7α-Thioprogesterone 5821:Etynodiol diacetate 5025:Testosterone esters 4968:Dehydroandrosterone 4865:11-Ketotestosterone 4657:cyproterone acetate 4565:prolactin releasers 4507:Cyproterone acetate 4489:Abiraterone acetate 4349:Nomegestrol acetate 4324:Delmadinone acetate 4319:Cyproterone acetate 4301:Abiraterone acetate 3833:Testosterone esters 3665:10.2147/OTT.S147168 3238:2009Sci...324..787T 3008:2015NatSR...512007M 2829:Br J Clin Pharmacol 2601:10.1155/2013/981684 2249:(Suppl 3): S22-31. 1906:. 14 October 2020. 1810:. 27 October 2020. 1633:Apalutamide is the 1624:Society and culture 1452:structural analogue 1351:Peak concentrations 1226:abiraterone acetate 921:are used to treat. 919:abiraterone acetate 865:dihydrotestosterone 829:underactive thyroid 813:high blood pressure 773:among others, is a 267:(Prescription only) 243:(Prescription only) 36: 8037:FG-7142 (ZK-31906) 7583:Nonbenzodiazepines 5791:Dihydroethisterone 5654:Dimethyltrienolone 5614:Methylepitiostanol 5592:Metenolone acetate 5525:Methyltestosterone 5428:19-Norandrosterone 5401:Trestolone acetate 5369:Trenbolone acetate 5313:-nitrosocarbamate) 5202:Stenbolone acetate 5092:Bolazine capronate 4944:Clostebol caproate 4737:Never to phase III 4603:diethylstilbestrol 4230:GnRH (gonadorelin) 4034:Methyltestosterone 3969:Trenbolone acetate 3925:Stenbolone acetate 3890:Bolazine capronate 3793:Clostebol caproate 3504:(suppl_6): vi265. 3498:Annals of Oncology 3463:(suppl_6): vi263. 3457:Annals of Oncology 3179:Clin Pharmacokinet 2996:Scientific Reports 2752:10.1002/iju5.12420 2507:10.1002/cncr.28929 2255:10.3747/co.19.1281 1602:patent application 1175:, and hence is an 1083:There is no known 1024:side effects like 966:medical castration 8978: 8977: 8938: 8937: 8860:2-Hydroxysaclofen 8641: 8640: 8531:Isonipecotic acid 7896:Anabolic steroids 7866:α5IA (LS-193,268) 7776:Dihydrosecurinine 7661:Pyrazolopyridines 7430:potassium bromide 7428:compounds (e.g., 7391:Anabolic steroids 7369:for a full list): 7223:Isonipecotic acid 7057: 7056: 7017: 7016: 6987: 6980: 6973: 6966: 6898: 6897: 6421:Osaterone acetate 6381:Megestrol acetate 6246:Allyltestosterone 6022:Acetothiolutamide 5941:Megestrol acetate 5744:Vinyltestosterone 5649:Dimethyldienolone 5468:Ethyltestosterone 5396:Trestolone (MENT) 5328:Nandrolone esters 5309:-(2-chloroethyl)- 5185:Nisterime acetate 5062:3α-Androstanediol 5047:1-Androstenedione 4956:Cloxotestosterone 4939:Clostebol acetate 4860:5-Androstenedione 4806:Androgen receptor 4772: 4771: 4706: 4705: 4673:megestrol acetate 4546:Antigonadotropins 4540: 4539: 4497:Aminoglutethimide 4354:Osaterone acetate 4344:Megestrol acetate 4267: 4266: 3940:Nandrolone esters 3788:Clostebol acetate 3587:. 10 April 2024. 3391:(28): 3525–3530. 3102:Journal of Cancer 3016:10.1038/srep12007 2883:978-0-12-417206-7 2841:10.1111/bcp.15336 2654:10.4161/cbt.26724 1874:. 2 August 2023. 1450:Apalutamide is a 1401:active metabolite 1185:pharmacologically 1169:androgen receptor 1165:silent antagonist 1105:drug interactions 1026:breast tenderness 930:Contraindications 925:Contraindications 853:biological target 849:androgen receptor 843:, and acts as an 837:drug interactions 783:androgen receptor 764: 763: 710:Interactive image 588:CompTox Dashboard 287: 275: 262: 250: 238: 158: 125: 27:Chemical compound 16:(Redirected from 9095: 9063:Progonadotropins 8995: 8994: 8993: 8986: 8685:4-Fluorophenibut 8665: 8661: 8652: 8521:Gaboxadol (THIP) 8438:Allopregnanolone 8340: 8336: 8071:Fluoroquinolones 7826:Thiocolchicoside 7646:Piperidinediones 7603:imidazopyridines 7559:allopregnanolone 7466:Dihydroergolines 7381:drinking alcohol 7272:allopregnanolone 7188:Gaboxadol (THIP) 7123: 7119: 7110: 7093: 7084: 7077: 7070: 7061: 7005: 7001: 6985: 6978: 6971: 6964: 6909: 6691:Ketodarolutamide 6671:Hydroxyflutamide 6628:(via metabolite 5997: 5993: 5948:Others/unsorted: 5619:Methylstenbolone 5483:Hydroxystenozole 5042:1-Androstenediol 4840:4-Androstenediol 4827: 4823: 4819: 4799: 4792: 4785: 4776: 4639:GnRH antagonists 4615:ethinylestradiol 4611:estradiol esters 4441: 4288: 4284: 4278: 4259: 4255: 4250: 4246: 4204:Progonadotropins 3869:Testoviron Depot 3760: 3756: 3750: 3745: 3741: 3715: 3708: 3701: 3692: 3687: 3677: 3667: 3652:OncoTargets Ther 3633: 3632: 3630: 3607: 3601: 3600: 3598: 3596: 3577: 3564: 3563: 3561: 3559: 3544: 3538: 3537: 3531: 3523: 3513: 3489: 3483: 3482: 3472: 3448: 3442: 3441: 3425: 3419: 3418: 3408: 3376: 3370: 3362: 3361: 3357: 3350: 3344: 3343: 3341: 3339: 3320: 3311: 3310: 3274: 3268: 3267: 3257: 3232:(5928): 787–90. 3217: 3211: 3210: 3174: 3168: 3167: 3165: 3163: 3157: 3150: 3142: 3136: 3135: 3125: 3114:10.7150/jca.7773 3093: 3087: 3086: 3076: 3044: 3038: 3037: 3027: 2987: 2981: 2980: 2970: 2947:Cancer Discovery 2938: 2932: 2931: 2921: 2906:Cancer Discovery 2897: 2891: 2890: 2867: 2861: 2860: 2823: 2817: 2816: 2780: 2774: 2773: 2763: 2731: 2725: 2724: 2706: 2682: 2676: 2675: 2665: 2633: 2624: 2623: 2613: 2603: 2579: 2568: 2567: 2539: 2528: 2527: 2509: 2485: 2476: 2475: 2465: 2433: 2418: 2410: 2409: 2405: 2398: 2389: 2388: 2378: 2346: 2323: 2322: 2286: 2277: 2276: 2266: 2243:Current Oncology 2234: 2225: 2224: 2214: 2182: 2165: 2164: 2128: 2097: 2096: 2094: 2092: 2072: 2053: 2052: 2050: 2048: 2043:on 23 April 2019 2027: 2012: 2011: 2001: 1969: 1960: 1959: 1957: 1955: 1933: 1920: 1919: 1917: 1915: 1894: 1888: 1887: 1885: 1883: 1862: 1856: 1855: 1853: 1851: 1845: 1838: 1830: 1824: 1823: 1821: 1819: 1800: 1695: 1694: 1692: 1690: 1681:. 20 July 2020. 1671: 1596:, a division of 1573: 1559: 1545: 1531: 1517: 1503: 1479:first-generation 1343:area-under-curve 1322:Pharmacokinetics 1306: 1302: 1232:Other activities 1209:for the AR than 1148:Pharmacodynamics 712: 692: 680: 674: 668: 662: 656: 650: 633: 622: 611: 610: 596: 594: 579: 559: 539: 519: 499: 479: 469: 468: 454: 447: 426:-methylbenzamide 375: 366: 362: 326: 322:Apalutamide: 96% 285: 282: 273: 270: 260: 257: 249: 246: 236: 233: 211: 156: 153: 135: 124: 121: 108: 94: 53: 44: 37: 35: 21: 9103: 9102: 9098: 9097: 9096: 9094: 9093: 9092: 9078:Spiro compounds 9068:Prostate cancer 9023:CYP3A4 inducers 9003: 9002: 9001: 8991: 8989: 8981: 8979: 8974: 8961: 8934: 8663: 8660: 8637: 8365:Homohypotaurine 8338: 8334: 8324: 8197:Phenylsilatrane 7739:chloral hydrate 7706:Sulfonylalkanes 7595:cyclopyrrolones 7416:Benzodiazepines 7168:Dihydromuscimol 7121: 7118: 7099: 7088: 7058: 7053: 7013: 7003: 6894: 6616:Cyanonilutamide 6545:Bavdegalutamide 6356:Epitestosterone 6196: 6027:Acetoxolutamide 5995: 5985: 5694:Norethandrolone 5669:Methyldienolone 5473:Fluoxymesterone 5283:Dimethandrolone 5143:Epiandrosterone 4821: 4811: 4803: 4773: 4768: 4742: 4727:Clinical trials 4702: 4678: 4557: 4536: 4477: 4435: 4434:Steroidogenesis 4428: 4286: 4263: 4257: 4248: 4198: 4114:Norethandrolone 3999:Fluoxymesterone 3758: 3743: 3736: 3728: 3719: 3645: 3642: 3640:Further reading 3637: 3636: 3609: 3608: 3604: 3594: 3592: 3579: 3578: 3567: 3557: 3555: 3546: 3545: 3541: 3524: 3491: 3490: 3486: 3450: 3449: 3445: 3427: 3426: 3422: 3378: 3377: 3373: 3368:Wayback Machine 3359: 3352: 3351: 3347: 3337: 3335: 3322: 3321: 3314: 3285:(10): 1651–61. 3276: 3275: 3271: 3219: 3218: 3214: 3176: 3175: 3171: 3161: 3159: 3155: 3148: 3144: 3143: 3139: 3095: 3094: 3090: 3046: 3045: 3041: 2989: 2988: 2984: 2940: 2939: 2935: 2899: 2898: 2894: 2884: 2869: 2868: 2864: 2825: 2824: 2820: 2785:Respir Investig 2782: 2781: 2777: 2733: 2732: 2728: 2684: 2683: 2679: 2635: 2634: 2627: 2588:Prostate Cancer 2581: 2580: 2571: 2541: 2540: 2531: 2487: 2486: 2479: 2435: 2434: 2421: 2416:Wayback Machine 2407: 2400: 2399: 2392: 2361:(6): 1494–503. 2355:Cancer Research 2348: 2347: 2326: 2288: 2287: 2280: 2236: 2235: 2228: 2184: 2183: 2168: 2130: 2129: 2100: 2090: 2088: 2074: 2073: 2056: 2046: 2044: 2029: 2028: 2015: 1984:(28): 3525–30. 1971: 1970: 1963: 1953: 1951: 1935: 1934: 1923: 1913: 1911: 1896: 1895: 1891: 1881: 1879: 1864: 1863: 1859: 1849: 1847: 1843: 1836: 1832: 1831: 1827: 1817: 1815: 1802: 1801: 1698: 1688: 1686: 1673: 1672: 1668: 1663: 1655: 1647: 1631: 1626: 1586: 1581: 1580: 1577: 1574: 1565: 1560: 1551: 1546: 1537: 1532: 1523: 1518: 1509: 1504: 1494: 1448: 1438: 1383:Apalutamide is 1334:bioavailability 1324: 1311:in comparison. 1304: 1301: 1287: 1242:cytochrome P450 1234: 1155: 1150: 1145: 1101: 1081: 954:clinical trials 946: 927: 887:Apalutamide is 885: 779:prostate cancer 760: 757: 752: 747: 746: 735: 732: 727: 726: 715: 690: 677: 671: 665: 659: 653: 614: 590: 582: 562: 542: 522: 502: 482: 465: 457: 430: 427: 418: 417: 397: 373: 364: 323: 318:Protein binding 308:Bioavailability 300:Pharmacokinetic 294: 215: 171: 164: 145: 138: 68:Erleada, others 28: 23: 22: 15: 12: 11: 5: 9101: 9099: 9091: 9090: 9085: 9080: 9075: 9070: 9065: 9060: 9055: 9050: 9045: 9043:Imidazolidines 9040: 9035: 9030: 9025: 9020: 9015: 9005: 9004: 9000: 8999: 8976: 8975: 8973: 8972: 8965: 8959: 8954: 8947: 8943: 8940: 8939: 8936: 8935: 8933: 8932: 8923: 8922: 8917: 8912: 8907: 8902: 8897: 8892: 8887: 8882: 8877: 8872: 8867: 8862: 8853: 8852: 8847: 8842: 8837: 8832: 8827: 8822: 8817: 8812: 8803: 8802: 8797: 8792: 8787: 8782: 8780:Sodium oxybate 8777: 8772: 8767: 8762: 8757: 8752: 8747: 8742: 8737: 8732: 8727: 8722: 8717: 8712: 8707: 8702: 8697: 8692: 8687: 8682: 8677: 8675:1,4-Butanediol 8668: 8666: 8658: 8649: 8643: 8642: 8639: 8638: 8636: 8635: 8630: 8625: 8620: 8615: 8601: 8596: 8591: 8582: 8581: 8576: 8568: 8563: 8558: 8553: 8548: 8543: 8538: 8533: 8528: 8523: 8518: 8513: 8508: 8503: 8495: 8490: 8485: 8480: 8475: 8470: 8465: 8456: 8455: 8450: 8445: 8440: 8431: 8430: 8425: 8420: 8415: 8410: 8405: 8400: 8392: 8387: 8382: 8377: 8372: 8367: 8362: 8357: 8352: 8343: 8341: 8332: 8326: 8325: 8323: 8322: 8317: 8312: 8307: 8302: 8297: 8292: 8287: 8282: 8277: 8272: 8267: 8262: 8257: 8252: 8247: 8242: 8237: 8232: 8227: 8222: 8217: 8199: 8194: 8189: 8184: 8158: 8153: 8148: 8143: 8138: 8133: 8128: 8123: 8118: 8113: 8108: 8103: 8098: 8093: 8088: 8083: 8078: 8068: 8063: 8049: 8039: 8034: 8029: 8024: 8019: 8014: 8009: 8004: 7999: 7994: 7989: 7984: 7979: 7974: 7969: 7964: 7959: 7954: 7936: 7931: 7926: 7919:cephalosporins 7908: 7903: 7898: 7893: 7888: 7883: 7878: 7873: 7868: 7863: 7858: 7853: 7848: 7843: 7834: 7833: 7828: 7823: 7818: 7813: 7808: 7803: 7798: 7793: 7788: 7783: 7778: 7773: 7768: 7759: 7758: 7728: 7725:valerenic acid 7718: 7713: 7703: 7698: 7688: 7683: 7678: 7671:Quinazolinones 7668: 7658: 7653: 7643: 7638: 7628: 7623: 7618: 7580: 7575: 7570: 7552: 7547: 7542: 7537: 7527: 7517: 7512: 7507: 7493: 7490:mefenamic acid 7483: 7478: 7473: 7463: 7458: 7453: 7448: 7443: 7433: 7423: 7413: 7403: 7393: 7388: 7374: 7361: 7360: 7355: 7350: 7345: 7335: 7330: 7325: 7320: 7315: 7310: 7305: 7300: 7295: 7290: 7285: 7280: 7275: 7265: 7260: 7255: 7250: 7245: 7235: 7230: 7225: 7220: 7215: 7210: 7205: 7200: 7195: 7190: 7185: 7180: 7175: 7170: 7165: 7160: 7155: 7150: 7140: 7135: 7126: 7124: 7116: 7107: 7101: 7100: 7089: 7087: 7086: 7079: 7072: 7064: 7055: 7054: 7052: 7051: 7046: 7041: 7036: 7031: 7026: 7022: 7019: 7018: 7015: 7014: 7012: 7011: 7006: 6996: 6991: 6967:-α-Amino acids 6961: 6956: 6951: 6946: 6915: 6913: 6906: 6900: 6899: 6896: 6895: 6893: 6892: 6887: 6882: 6877: 6872: 6867: 6862: 6857: 6852: 6847: 6842: 6837: 6832: 6827: 6822: 6817: 6812: 6807: 6802: 6797: 6792: 6787: 6782: 6777: 6772: 6767: 6762: 6757: 6752: 6744: 6736: 6728: 6723: 6718: 6713: 6708: 6703: 6698: 6693: 6688: 6683: 6678: 6673: 6668: 6663: 6658: 6653: 6648: 6643: 6638: 6633: 6623: 6618: 6613: 6608: 6603: 6598: 6593: 6588: 6583: 6557: 6552: 6547: 6542: 6537: 6532: 6527: 6522: 6517: 6512: 6507: 6494: 6493: 6488: 6483: 6478: 6473: 6468: 6463: 6461:Spironolactone 6458: 6453: 6448: 6443: 6438: 6433: 6428: 6423: 6418: 6413: 6408: 6403: 6398: 6393: 6388: 6383: 6378: 6373: 6368: 6363: 6358: 6353: 6348: 6343: 6338: 6333: 6328: 6323: 6318: 6313: 6308: 6303: 6298: 6293: 6288: 6286:Cyproheptadine 6283: 6278: 6273: 6268: 6263: 6261:Canrenoic acid 6258: 6253: 6248: 6243: 6238: 6233: 6228: 6223: 6218: 6213: 6204: 6202: 6198: 6197: 6195: 6194: 6189: 6184: 6179: 6170: 6169: 6164: 6159: 6154: 6149: 6144: 6139: 6134: 6129: 6124: 6119: 6114: 6109: 6104: 6099: 6094: 6089: 6084: 6079: 6074: 6069: 6064: 6059: 6054: 6049: 6044: 6039: 6034: 6029: 6024: 6019: 6014: 6009: 6000: 5998: 5987: 5986: 5984: 5983: 5978: 5973: 5968: 5963: 5958: 5953: 5944: 5943: 5938: 5933: 5924: 5923: 5918: 5909: 5908: 5903: 5902: 5901: 5891: 5889:Norgestrienone 5886: 5881: 5867: 5865:Norethisterone 5862: 5861: 5860: 5850: 5840: 5838:Levonorgestrel 5835: 5830: 5825: 5824: 5823: 5813: 5808: 5803: 5794: 5793: 5788: 5783: 5774: 5773: 5768: 5767: 5766: 5756: 5747: 5746: 5737: 5736: 5727: 5726: 5721: 5712: 5711: 5706: 5701: 5696: 5691: 5686: 5681: 5676: 5671: 5666: 5661: 5659:Ethyldienolone 5656: 5651: 5646: 5637: 5636: 5631: 5626: 5621: 5616: 5611: 5606: 5601: 5600: 5599: 5594: 5584: 5579: 5574: 5569: 5564: 5562:Androisoxazole 5555: 5554: 5549: 5544: 5539: 5538: 5537: 5522: 5517: 5516: 5515: 5510: 5505: 5500: 5490: 5485: 5480: 5475: 5470: 5465: 5460: 5455: 5450: 5445: 5440: 5431: 5430: 5425: 5420: 5411: 5410: 5409: 5408: 5403: 5393: 5388: 5387: 5386: 5381: 5376: 5371: 5361: 5360: 5359: 5349: 5344: 5343: 5342: 5332: 5331: 5330: 5320: 5315: 5302: 5301: 5300: 5295: 5290: 5280: 5275: 5270: 5265: 5260: 5259: 5258: 5248: 5243: 5238: 5233: 5232: 5231: 5221: 5212: 5211: 5206: 5205: 5204: 5194: 5189: 5188: 5187: 5177: 5175:Methyldiazinol 5172: 5171: 5170: 5160: 5155: 5150: 5145: 5140: 5139: 5138: 5128: 5127: 5126: 5111: 5106: 5101: 5096: 5095: 5094: 5084: 5079: 5074: 5069: 5064: 5059: 5057:1-Testosterone 5054: 5049: 5044: 5035: 5034: 5033: 5032: 5027: 5012: 5007: 5002: 4997: 4992: 4987: 4986: 4985: 4980: 4970: 4965: 4964: 4963: 4953: 4952: 4951: 4946: 4941: 4931: 4926: 4925: 4924: 4914: 4909: 4904: 4903: 4902: 4897: 4892: 4887: 4877: 4872: 4867: 4862: 4857: 4852: 4847: 4842: 4833: 4831: 4824: 4813: 4812: 4804: 4802: 4801: 4794: 4787: 4779: 4770: 4769: 4767: 4766: 4761: 4756: 4751: 4746: 4741: 4740: 4739: 4738: 4735: 4724: 4718: 4712: 4711: 4708: 4707: 4704: 4703: 4701: 4700: 4695: 4686: 4684: 4680: 4679: 4677: 4676: 4646: 4636: 4626: 4623:paroxypropione 4592: 4585:chlorpromazine 4573:metoclopramide 4555: 4550: 4548: 4542: 4541: 4538: 4537: 4535: 4534: 4532:Spironolactone 4529: 4524: 4519: 4514: 4509: 4504: 4499: 4494: 4485: 4483: 4479: 4478: 4476: 4475: 4470: 4465: 4460: 4455: 4449: 4447: 4438: 4430: 4429: 4427: 4426: 4421: 4416: 4411: 4406: 4401: 4396: 4391: 4386: 4381: 4372: 4371: 4369:Spironolactone 4366: 4361: 4356: 4351: 4346: 4341: 4336: 4331: 4326: 4321: 4316: 4311: 4306: 4294: 4292: 4275: 4269: 4268: 4265: 4264: 4262: 4261: 4237: 4223: 4208: 4206: 4200: 4199: 4197: 4196: 4187: 4186: 4181: 4178:norgestrienone 4162:levonorgestrel 4151: 4146: 4137: 4136: 4127: 4126: 4121: 4116: 4111: 4106: 4097: 4096: 4091: 4086: 4081: 4076: 4071: 4066: 4064:Androisoxazole 4057: 4056: 4051: 4046: 4041: 4036: 4031: 4026: 4021: 4016: 4011: 4006: 4001: 3996: 3991: 3986: 3977: 3976: 3971: 3966: 3961: 3956: 3951: 3937: 3928: 3927: 3922: 3917: 3912: 3907: 3902: 3897: 3892: 3887: 3882: 3873: 3872: 3830: 3825: 3820: 3815: 3810: 3805: 3800: 3795: 3790: 3785: 3780: 3775: 3766: 3764: 3747: 3730: 3729: 3720: 3718: 3717: 3710: 3703: 3695: 3689: 3688: 3641: 3638: 3635: 3634: 3602: 3565: 3539: 3484: 3443: 3420: 3371: 3354:US 20100190991 3345: 3312: 3269: 3212: 3185:(13): 855–78. 3169: 3137: 3088: 3059:(9): 1007–17. 3039: 2982: 2933: 2892: 2882: 2862: 2835:(2): 440–448. 2818: 2791:(5): 700–705. 2775: 2746:(3): 153–155. 2726: 2677: 2625: 2569: 2529: 2477: 2442:Cancer Journal 2419: 2390: 2324: 2297:(6): 553–559. 2278: 2226: 2166: 2139:(6): 699–705. 2098: 2054: 2013: 1961: 1937:"Erleada EPAR" 1921: 1889: 1857: 1825: 1696: 1665: 1664: 1662: 1659: 1654: 1651: 1646: 1643: 1630: 1627: 1625: 1622: 1609:clinical trial 1585: 1582: 1579: 1578: 1575: 1568: 1566: 1561: 1554: 1552: 1547: 1540: 1538: 1533: 1526: 1524: 1519: 1512: 1510: 1505: 1498: 1495: 1492: 1491: 1437: 1434: 1418:auto-induction 1323: 1320: 1299: 1285: 1265:P-glycoprotein 1233: 1230: 1171:(AR), via the 1154: 1151: 1149: 1146: 1144: 1141: 1125:P-glycoprotein 1100: 1097: 1080: 1077: 1065:hepatotoxicity 998:hypothyroidism 994:bone fractures 978:abdominal pain 950:well tolerated 945: 942: 926: 923: 884: 881: 873:prostate gland 825:bone fractures 805:abdominal pain 762: 761: 759: 758: 755: 753: 750: 742: 741: 740: 737: 736: 734: 733: 730: 722: 721: 720: 717: 716: 714: 713: 705: 703: 695: 694: 688: 682: 681: 675: 669: 663: 657: 651: 646: 640: 639: 635: 634: 624: 616: 615: 613: 612: 604:DTXSID40241899 599: 597: 584: 583: 581: 580: 572: 570: 564: 563: 561: 560: 552: 550: 544: 543: 541: 540: 532: 530: 524: 523: 521: 520: 512: 510: 504: 503: 501: 500: 492: 490: 484: 483: 481: 480: 472: 470: 459: 458: 456: 455: 448: 440: 438: 432: 431: 429: 428: 421: 413: 412: 411: 408: 407: 403: 402: 391: 385: 384: 377: 368: 367: 356: 350: 349: 335: 329: 328: 320: 314: 313: 310: 304: 303: 296: 295: 293: 292: 289: 280: 268: 255: 244: 230: 228: 222: 221: 217: 216: 214: 213: 200: 198: 192: 191: 186: 180: 179: 174: 172:administration 166: 165: 163: 162: 160: 150: 148: 140: 139: 137: 136: 118: 116: 110: 109: 102: 96: 95: 88: 78: 77: 74: 70: 69: 66: 60: 59: 55: 54: 46: 45: 26: 24: 14: 13: 10: 9: 6: 4: 3: 2: 9100: 9089: 9086: 9084: 9081: 9079: 9076: 9074: 9071: 9069: 9066: 9064: 9061: 9059: 9056: 9054: 9051: 9049: 9046: 9044: 9041: 9039: 9036: 9034: 9031: 9029: 9026: 9024: 9021: 9019: 9016: 9014: 9011: 9010: 9008: 8998: 8988: 8984: 8971: 8970: 8966: 8964: 8963: 8955: 8953: 8952: 8948: 8945: 8944: 8941: 8931: 8928: 8925: 8924: 8921: 8918: 8916: 8913: 8911: 8908: 8906: 8903: 8901: 8898: 8896: 8893: 8891: 8888: 8886: 8883: 8881: 8878: 8876: 8873: 8871: 8868: 8866: 8863: 8861: 8858: 8855: 8854: 8851: 8848: 8846: 8843: 8841: 8838: 8836: 8833: 8831: 8828: 8826: 8823: 8821: 8818: 8816: 8813: 8811: 8808: 8805: 8804: 8801: 8798: 8796: 8793: 8791: 8788: 8786: 8783: 8781: 8778: 8776: 8773: 8771: 8768: 8766: 8763: 8761: 8758: 8756: 8753: 8751: 8748: 8746: 8743: 8741: 8738: 8736: 8733: 8731: 8728: 8726: 8723: 8721: 8718: 8716: 8713: 8711: 8708: 8706: 8703: 8701: 8698: 8696: 8693: 8691: 8690:Aceburic acid 8688: 8686: 8683: 8681: 8678: 8676: 8673: 8670: 8669: 8667: 8662: 8653: 8650: 8648: 8644: 8634: 8631: 8629: 8626: 8624: 8621: 8619: 8616: 8613: 8609: 8605: 8602: 8600: 8597: 8595: 8592: 8590: 8587: 8584: 8583: 8580: 8577: 8575: 8573: 8569: 8567: 8564: 8562: 8559: 8557: 8554: 8552: 8549: 8547: 8544: 8542: 8539: 8537: 8534: 8532: 8529: 8527: 8524: 8522: 8519: 8517: 8514: 8512: 8509: 8507: 8504: 8502: 8500: 8496: 8494: 8491: 8489: 8486: 8484: 8481: 8479: 8476: 8474: 8471: 8469: 8466: 8464: 8461: 8458: 8457: 8454: 8451: 8449: 8446: 8444: 8441: 8439: 8436: 8433: 8432: 8429: 8426: 8424: 8421: 8419: 8416: 8414: 8411: 8409: 8406: 8404: 8401: 8399: 8397: 8393: 8391: 8388: 8386: 8383: 8381: 8380:Ibotenic acid 8378: 8376: 8373: 8371: 8368: 8366: 8363: 8361: 8358: 8356: 8353: 8351: 8348: 8345: 8344: 8342: 8337: 8327: 8321: 8318: 8316: 8313: 8311: 8308: 8306: 8303: 8301: 8298: 8296: 8293: 8291: 8288: 8286: 8283: 8281: 8278: 8276: 8273: 8271: 8268: 8266: 8263: 8261: 8258: 8256: 8253: 8251: 8248: 8246: 8243: 8241: 8238: 8236: 8233: 8231: 8228: 8226: 8225:Propybicyphat 8223: 8221: 8218: 8215: 8211: 8207: 8203: 8200: 8198: 8195: 8193: 8190: 8188: 8187:Oenanthotoxin 8185: 8182: 8178: 8174: 8170: 8166: 8162: 8159: 8157: 8154: 8152: 8149: 8147: 8144: 8142: 8139: 8137: 8134: 8132: 8129: 8127: 8124: 8122: 8119: 8117: 8114: 8112: 8109: 8107: 8104: 8102: 8099: 8097: 8096:Iomazenil (I) 8094: 8092: 8089: 8087: 8084: 8082: 8079: 8076: 8075:ciprofloxacin 8072: 8069: 8067: 8064: 8061: 8057: 8056:amentoflavone 8053: 8050: 8047: 8043: 8040: 8038: 8035: 8033: 8030: 8028: 8025: 8023: 8020: 8018: 8015: 8013: 8010: 8008: 8005: 8003: 8000: 7998: 7995: 7993: 7992:Cyclothiazide 7990: 7988: 7985: 7983: 7980: 7978: 7975: 7973: 7970: 7968: 7965: 7963: 7960: 7958: 7955: 7952: 7948: 7944: 7940: 7937: 7935: 7932: 7930: 7927: 7924: 7920: 7916: 7912: 7909: 7907: 7904: 7902: 7899: 7897: 7894: 7892: 7889: 7887: 7884: 7882: 7879: 7877: 7874: 7872: 7869: 7867: 7864: 7862: 7859: 7857: 7854: 7852: 7849: 7847: 7844: 7842: 7839: 7836: 7835: 7832: 7829: 7827: 7824: 7822: 7819: 7817: 7814: 7812: 7809: 7807: 7804: 7802: 7799: 7797: 7794: 7792: 7789: 7787: 7784: 7782: 7781:Famiraprinium 7779: 7777: 7774: 7772: 7769: 7767: 7764: 7761: 7760: 7756: 7752: 7748: 7747:diethyl ether 7744: 7740: 7736: 7732: 7729: 7726: 7722: 7719: 7717: 7714: 7711: 7707: 7704: 7702: 7699: 7696: 7692: 7689: 7687: 7684: 7682: 7679: 7676: 7672: 7669: 7666: 7662: 7659: 7657: 7654: 7651: 7647: 7644: 7642: 7639: 7636: 7632: 7629: 7627: 7624: 7622: 7621:Norfluoxetine 7619: 7616: 7612: 7608: 7604: 7600: 7596: 7592: 7588: 7584: 7581: 7579: 7576: 7574: 7571: 7568: 7564: 7560: 7556: 7553: 7551: 7548: 7546: 7543: 7541: 7538: 7535: 7531: 7528: 7525: 7521: 7518: 7516: 7513: 7511: 7508: 7505: 7501: 7497: 7494: 7491: 7487: 7484: 7482: 7479: 7477: 7474: 7471: 7467: 7464: 7462: 7461:Clomethiazole 7459: 7457: 7456:Chlormezanone 7454: 7452: 7449: 7447: 7446:Carbamazepine 7444: 7441: 7437: 7434: 7431: 7427: 7424: 7421: 7417: 7414: 7411: 7410:phenobarbital 7407: 7404: 7401: 7397: 7394: 7392: 7389: 7386: 7382: 7378: 7375: 7373: 7370: 7368: 7363: 7362: 7359: 7356: 7354: 7351: 7349: 7346: 7343: 7339: 7336: 7334: 7331: 7329: 7326: 7324: 7321: 7319: 7316: 7314: 7313:Quisqualamine 7311: 7309: 7306: 7304: 7301: 7299: 7296: 7294: 7291: 7289: 7286: 7284: 7281: 7279: 7276: 7273: 7269: 7266: 7264: 7261: 7259: 7256: 7254: 7251: 7249: 7248:Methylglyoxal 7246: 7243: 7239: 7236: 7234: 7231: 7229: 7226: 7224: 7221: 7219: 7216: 7214: 7211: 7209: 7206: 7204: 7201: 7199: 7198:Ibotenic acid 7196: 7194: 7191: 7189: 7186: 7184: 7181: 7179: 7176: 7174: 7171: 7169: 7166: 7164: 7161: 7159: 7156: 7154: 7151: 7148: 7147:phenobarbital 7144: 7141: 7139: 7136: 7134: 7131: 7128: 7127: 7125: 7120: 7111: 7108: 7106: 7102: 7098: 7095: 7085: 7080: 7078: 7073: 7071: 7066: 7065: 7062: 7050: 7047: 7045: 7042: 7040: 7037: 7035: 7032: 7030: 7027: 7024: 7023: 7020: 7010: 7007: 7002: 6997: 6995: 6992: 6989: 6982: 6975: 6968: 6962: 6960: 6957: 6955: 6952: 6950: 6947: 6944: 6940: 6936: 6932: 6928: 6924: 6920: 6917: 6916: 6914: 6910: 6907: 6905: 6901: 6891: 6888: 6886: 6883: 6881: 6878: 6876: 6873: 6871: 6870:Valproic acid 6868: 6866: 6863: 6861: 6858: 6856: 6853: 6851: 6848: 6846: 6843: 6841: 6838: 6836: 6833: 6831: 6828: 6826: 6823: 6821: 6818: 6816: 6815:Rezvilutamide 6813: 6811: 6808: 6806: 6803: 6801: 6798: 6796: 6793: 6791: 6790:Proxalutamide 6788: 6786: 6783: 6781: 6778: 6776: 6773: 6771: 6768: 6766: 6763: 6761: 6758: 6756: 6753: 6751: 6749: 6745: 6743: 6741: 6737: 6735: 6733: 6729: 6727: 6724: 6722: 6719: 6717: 6714: 6712: 6709: 6707: 6704: 6702: 6699: 6697: 6694: 6692: 6689: 6687: 6684: 6682: 6679: 6677: 6674: 6672: 6669: 6667: 6664: 6662: 6659: 6657: 6654: 6652: 6649: 6647: 6644: 6642: 6639: 6637: 6634: 6631: 6627: 6624: 6622: 6619: 6617: 6614: 6612: 6609: 6607: 6604: 6602: 6599: 6597: 6594: 6592: 6589: 6587: 6584: 6581: 6577: 6573: 6569: 6565: 6561: 6558: 6556: 6553: 6551: 6548: 6546: 6543: 6541: 6538: 6536: 6533: 6531: 6528: 6526: 6523: 6521: 6518: 6516: 6513: 6511: 6508: 6506: 6505:-Bicalutamide 6504: 6499: 6498:Nonsteroidal: 6496: 6495: 6492: 6489: 6487: 6484: 6482: 6479: 6477: 6474: 6472: 6469: 6467: 6464: 6462: 6459: 6457: 6454: 6452: 6449: 6447: 6444: 6442: 6439: 6437: 6434: 6432: 6429: 6427: 6424: 6422: 6419: 6417: 6414: 6412: 6409: 6407: 6404: 6402: 6399: 6397: 6394: 6392: 6389: 6387: 6384: 6382: 6379: 6377: 6374: 6372: 6369: 6367: 6366:Guggulsterone 6364: 6362: 6359: 6357: 6354: 6352: 6349: 6347: 6344: 6342: 6339: 6337: 6334: 6332: 6329: 6327: 6324: 6322: 6319: 6317: 6314: 6312: 6309: 6307: 6304: 6302: 6299: 6297: 6294: 6292: 6289: 6287: 6284: 6282: 6279: 6277: 6274: 6272: 6269: 6267: 6264: 6262: 6259: 6257: 6254: 6252: 6249: 6247: 6244: 6242: 6239: 6237: 6234: 6232: 6229: 6227: 6224: 6222: 6219: 6217: 6214: 6212: 6209: 6206: 6205: 6203: 6199: 6193: 6190: 6188: 6185: 6183: 6180: 6178: 6175: 6172: 6171: 6168: 6165: 6163: 6160: 6158: 6155: 6153: 6150: 6148: 6145: 6143: 6140: 6138: 6135: 6133: 6130: 6128: 6125: 6123: 6120: 6118: 6115: 6113: 6110: 6108: 6105: 6103: 6100: 6098: 6095: 6093: 6090: 6088: 6085: 6083: 6080: 6078: 6075: 6073: 6070: 6068: 6065: 6063: 6060: 6058: 6055: 6053: 6050: 6048: 6045: 6043: 6040: 6038: 6035: 6033: 6030: 6028: 6025: 6023: 6020: 6018: 6015: 6013: 6010: 6008: 6005: 6004:Nonsteroidal: 6002: 6001: 5999: 5994: 5988: 5982: 5979: 5977: 5974: 5972: 5969: 5967: 5964: 5962: 5959: 5957: 5956:5α-Androstane 5954: 5952: 5949: 5946: 5945: 5942: 5939: 5937: 5934: 5932: 5929: 5926: 5925: 5922: 5919: 5917: 5914: 5911: 5910: 5907: 5904: 5900: 5897: 5896: 5895: 5892: 5890: 5887: 5885: 5882: 5879: 5875: 5871: 5868: 5866: 5863: 5859: 5856: 5855: 5854: 5851: 5848: 5844: 5841: 5839: 5836: 5834: 5831: 5829: 5826: 5822: 5819: 5818: 5817: 5814: 5812: 5809: 5807: 5804: 5802: 5799: 5796: 5795: 5792: 5789: 5787: 5784: 5782: 5779: 5776: 5775: 5772: 5769: 5765: 5764:Ethandrostate 5762: 5761: 5760: 5757: 5755: 5752: 5749: 5748: 5745: 5742: 5739: 5738: 5735: 5732: 5729: 5728: 5725: 5722: 5720: 5717: 5714: 5713: 5710: 5707: 5705: 5702: 5700: 5697: 5695: 5692: 5690: 5687: 5685: 5682: 5680: 5677: 5675: 5672: 5670: 5667: 5665: 5664:Ethylestrenol 5662: 5660: 5657: 5655: 5652: 5650: 5647: 5645: 5642: 5639: 5638: 5635: 5632: 5630: 5627: 5625: 5622: 5620: 5617: 5615: 5612: 5610: 5607: 5605: 5602: 5598: 5595: 5593: 5590: 5589: 5588: 5585: 5583: 5580: 5578: 5575: 5573: 5570: 5568: 5565: 5563: 5560: 5557: 5556: 5553: 5550: 5548: 5545: 5543: 5540: 5536: 5533: 5532: 5530: 5526: 5523: 5521: 5518: 5514: 5511: 5509: 5506: 5504: 5501: 5499: 5496: 5495: 5494: 5491: 5489: 5486: 5484: 5481: 5479: 5476: 5474: 5471: 5469: 5466: 5464: 5461: 5459: 5456: 5454: 5451: 5449: 5446: 5444: 5441: 5439: 5436: 5433: 5432: 5429: 5426: 5424: 5421: 5419: 5416: 5413: 5412: 5407: 5404: 5402: 5399: 5398: 5397: 5394: 5392: 5389: 5385: 5382: 5380: 5377: 5375: 5372: 5370: 5367: 5366: 5365: 5362: 5358: 5355: 5354: 5353: 5350: 5348: 5345: 5341: 5338: 5337: 5336: 5333: 5329: 5326: 5325: 5324: 5321: 5319: 5316: 5314: 5312: 5308: 5303: 5299: 5296: 5294: 5291: 5289: 5286: 5285: 5284: 5281: 5279: 5276: 5274: 5271: 5269: 5266: 5264: 5261: 5257: 5254: 5253: 5252: 5249: 5247: 5244: 5242: 5239: 5237: 5234: 5230: 5227: 5226: 5225: 5222: 5220: 5217: 5214: 5213: 5210: 5207: 5203: 5200: 5199: 5198: 5195: 5193: 5190: 5186: 5183: 5182: 5181: 5178: 5176: 5173: 5169: 5166: 5165: 5164: 5161: 5159: 5156: 5154: 5151: 5149: 5146: 5144: 5141: 5137: 5134: 5133: 5132: 5129: 5125: 5122: 5121: 5119: 5115: 5112: 5110: 5107: 5105: 5102: 5100: 5097: 5093: 5090: 5089: 5088: 5085: 5083: 5080: 5078: 5075: 5073: 5070: 5068: 5065: 5063: 5060: 5058: 5055: 5053: 5050: 5048: 5045: 5043: 5040: 5037: 5036: 5031: 5028: 5026: 5023: 5022: 5020: 5016: 5013: 5011: 5008: 5006: 5003: 5001: 4998: 4996: 4993: 4991: 4988: 4984: 4981: 4979: 4976: 4975: 4974: 4971: 4969: 4966: 4962: 4959: 4958: 4957: 4954: 4950: 4947: 4945: 4942: 4940: 4937: 4936: 4935: 4932: 4930: 4927: 4923: 4920: 4919: 4918: 4915: 4913: 4910: 4908: 4905: 4901: 4898: 4896: 4893: 4891: 4888: 4886: 4883: 4882: 4881: 4878: 4876: 4873: 4871: 4868: 4866: 4863: 4861: 4858: 4856: 4853: 4851: 4848: 4846: 4843: 4841: 4838: 4835: 4834: 4832: 4828: 4825: 4820: 4814: 4810: 4807: 4800: 4795: 4793: 4788: 4786: 4781: 4780: 4777: 4765: 4762: 4760: 4757: 4755: 4752: 4750: 4747: 4744: 4743: 4736: 4734: 4731: 4730: 4728: 4725: 4722: 4719: 4717: 4714: 4713: 4709: 4699: 4696: 4694: 4691: 4688: 4687: 4685: 4681: 4674: 4670: 4666: 4662: 4658: 4654: 4650: 4647: 4644: 4640: 4637: 4634: 4630: 4629:GnRH agonists 4627: 4624: 4620: 4616: 4612: 4608: 4604: 4600: 4596: 4593: 4590: 4586: 4582: 4578: 4574: 4570: 4566: 4562: 4559: 4552: 4551: 4549: 4547: 4543: 4533: 4530: 4528: 4525: 4523: 4520: 4518: 4515: 4513: 4510: 4508: 4505: 4503: 4500: 4498: 4495: 4493: 4490: 4487: 4486: 4484: 4480: 4474: 4471: 4469: 4466: 4464: 4461: 4459: 4456: 4454: 4451: 4450: 4448: 4446: 4442: 4439: 4437: 4431: 4425: 4422: 4420: 4417: 4415: 4412: 4410: 4407: 4405: 4402: 4400: 4397: 4395: 4392: 4390: 4387: 4385: 4382: 4380: 4377: 4376:Nonsteroidal: 4374: 4373: 4370: 4367: 4365: 4362: 4360: 4357: 4355: 4352: 4350: 4347: 4345: 4342: 4340: 4337: 4335: 4332: 4330: 4327: 4325: 4322: 4320: 4317: 4315: 4312: 4310: 4307: 4305: 4302: 4299: 4296: 4295: 4293: 4291: 4285: 4279: 4276: 4274: 4273:Antiandrogens 4270: 4256: 4247: 4241: 4240:Gonadotropins 4238: 4235: 4231: 4227: 4226:GnRH agonists 4224: 4221: 4217: 4213: 4212:Antiestrogens 4210: 4209: 4207: 4205: 4201: 4195: 4192: 4189: 4188: 4185: 4182: 4179: 4175: 4171: 4167: 4163: 4159: 4155: 4152: 4150: 4147: 4145: 4142: 4139: 4138: 4135: 4132: 4129: 4128: 4125: 4122: 4120: 4117: 4115: 4112: 4110: 4107: 4105: 4104:Ethylestrenol 4102: 4099: 4098: 4095: 4092: 4090: 4087: 4085: 4082: 4080: 4077: 4075: 4072: 4070: 4067: 4065: 4062: 4059: 4058: 4055: 4052: 4050: 4047: 4045: 4042: 4040: 4037: 4035: 4032: 4030: 4027: 4025: 4022: 4020: 4017: 4015: 4012: 4010: 4007: 4005: 4002: 4000: 3997: 3995: 3992: 3990: 3987: 3985: 3982: 3979: 3978: 3975: 3972: 3970: 3967: 3965: 3962: 3960: 3957: 3955: 3952: 3949: 3945: 3941: 3938: 3936: 3933: 3930: 3929: 3926: 3923: 3921: 3918: 3916: 3913: 3911: 3908: 3906: 3903: 3901: 3898: 3896: 3893: 3891: 3888: 3886: 3883: 3881: 3878: 3875: 3874: 3870: 3866: 3862: 3858: 3854: 3850: 3846: 3842: 3838: 3834: 3831: 3829: 3826: 3824: 3821: 3819: 3816: 3814: 3811: 3809: 3806: 3804: 3801: 3799: 3796: 3794: 3791: 3789: 3786: 3784: 3781: 3779: 3776: 3774: 3771: 3768: 3767: 3765: 3763: 3757: 3751: 3748: 3742: 3735: 3731: 3727: 3726:antiandrogens 3723: 3716: 3711: 3709: 3704: 3702: 3697: 3696: 3693: 3685: 3681: 3676: 3671: 3666: 3661: 3658:: 2141–2147. 3657: 3653: 3649: 3644: 3643: 3639: 3629: 3624: 3620: 3616: 3612: 3606: 3603: 3590: 3586: 3582: 3576: 3574: 3572: 3570: 3566: 3553: 3549: 3543: 3540: 3535: 3529: 3521: 3517: 3512: 3507: 3503: 3499: 3495: 3488: 3485: 3480: 3476: 3471: 3466: 3462: 3458: 3454: 3447: 3444: 3439: 3435: 3431: 3424: 3421: 3416: 3412: 3407: 3402: 3398: 3394: 3390: 3386: 3382: 3375: 3372: 3369: 3365: 3355: 3349: 3346: 3333: 3329: 3325: 3319: 3317: 3313: 3308: 3304: 3300: 3296: 3292: 3288: 3284: 3280: 3273: 3270: 3265: 3261: 3256: 3251: 3247: 3243: 3239: 3235: 3231: 3227: 3223: 3216: 3213: 3208: 3204: 3200: 3196: 3192: 3188: 3184: 3180: 3173: 3170: 3154: 3147: 3141: 3138: 3133: 3129: 3124: 3119: 3115: 3111: 3108:(2): 133–42. 3107: 3103: 3099: 3092: 3089: 3084: 3080: 3075: 3070: 3066: 3062: 3058: 3054: 3050: 3043: 3040: 3035: 3031: 3026: 3021: 3017: 3013: 3009: 3005: 3001: 2997: 2993: 2986: 2983: 2978: 2974: 2969: 2964: 2960: 2956: 2952: 2948: 2944: 2937: 2934: 2929: 2925: 2920: 2915: 2912:(9): 1020–9. 2911: 2907: 2903: 2896: 2893: 2889: 2885: 2879: 2875: 2874: 2866: 2863: 2858: 2854: 2850: 2846: 2842: 2838: 2834: 2830: 2822: 2819: 2814: 2810: 2806: 2802: 2798: 2794: 2790: 2786: 2779: 2776: 2771: 2767: 2762: 2757: 2753: 2749: 2745: 2741: 2737: 2730: 2727: 2722: 2718: 2714: 2710: 2705: 2700: 2697:(5): 455–61. 2696: 2692: 2688: 2681: 2678: 2673: 2669: 2664: 2659: 2655: 2651: 2648:(2): 149–55. 2647: 2643: 2639: 2632: 2630: 2626: 2621: 2617: 2612: 2607: 2602: 2597: 2593: 2589: 2585: 2578: 2576: 2574: 2570: 2565: 2561: 2557: 2553: 2549: 2545: 2538: 2536: 2534: 2530: 2525: 2521: 2517: 2513: 2508: 2503: 2500:(3): 361–71. 2499: 2495: 2491: 2484: 2482: 2478: 2473: 2469: 2464: 2459: 2455: 2451: 2447: 2443: 2439: 2432: 2430: 2428: 2426: 2424: 2420: 2417: 2413: 2403: 2402:WO 2007126765 2397: 2395: 2391: 2386: 2382: 2377: 2372: 2368: 2364: 2360: 2356: 2352: 2345: 2343: 2341: 2339: 2337: 2335: 2333: 2331: 2329: 2325: 2320: 2316: 2312: 2308: 2304: 2300: 2296: 2292: 2285: 2283: 2279: 2274: 2270: 2265: 2260: 2256: 2252: 2248: 2244: 2240: 2233: 2231: 2227: 2222: 2218: 2213: 2208: 2204: 2200: 2197:(4): 167–78. 2196: 2192: 2188: 2181: 2179: 2177: 2175: 2173: 2171: 2167: 2162: 2158: 2154: 2150: 2146: 2142: 2138: 2134: 2127: 2125: 2123: 2121: 2119: 2117: 2115: 2113: 2111: 2109: 2107: 2105: 2103: 2099: 2086: 2082: 2078: 2071: 2069: 2067: 2065: 2063: 2061: 2059: 2055: 2042: 2038: 2037: 2032: 2026: 2024: 2022: 2020: 2018: 2014: 2009: 2005: 2000: 1995: 1991: 1987: 1983: 1979: 1975: 1968: 1966: 1962: 1949: 1945: 1943: 1938: 1932: 1930: 1928: 1926: 1922: 1909: 1905: 1904: 1903:Health Canada 1899: 1893: 1890: 1877: 1873: 1872: 1871:Health Canada 1867: 1861: 1858: 1842: 1835: 1829: 1826: 1813: 1809: 1805: 1799: 1797: 1795: 1793: 1791: 1789: 1787: 1785: 1783: 1781: 1779: 1777: 1775: 1773: 1771: 1769: 1767: 1765: 1763: 1761: 1759: 1757: 1755: 1753: 1751: 1749: 1747: 1745: 1743: 1741: 1739: 1737: 1735: 1733: 1731: 1729: 1727: 1725: 1723: 1721: 1719: 1717: 1715: 1713: 1711: 1709: 1707: 1705: 1703: 1701: 1697: 1684: 1680: 1676: 1670: 1667: 1660: 1658: 1652: 1650: 1644: 1642: 1640: 1636: 1629:Generic names 1628: 1623: 1621: 1618: 1614: 1610: 1607: 1603: 1599: 1595: 1591: 1583: 1572: 1567: 1564: 1558: 1553: 1550: 1544: 1539: 1536: 1530: 1525: 1522: 1516: 1511: 1508: 1502: 1497: 1490: 1488: 1484: 1480: 1476: 1473: 1469: 1465: 1461: 1457: 1453: 1447: 1443: 1435: 1433: 1431: 1427: 1423: 1419: 1415: 1410: 1406: 1402: 1398: 1394: 1390: 1386: 1381: 1379: 1376: 1372: 1368: 1364: 1360: 1356: 1352: 1348: 1344: 1339: 1335: 1332: 1329: 1321: 1319: 1317: 1312: 1310: 1303: 1294: 1293: 1289: 1281: 1276: 1274: 1270: 1266: 1262: 1258: 1254: 1250: 1246: 1243: 1240:potential of 1239: 1231: 1229: 1227: 1223: 1218: 1216: 1212: 1208: 1204: 1200: 1197: 1193: 1190: 1186: 1182: 1178: 1174: 1170: 1166: 1163: 1160: 1152: 1147: 1142: 1140: 1138: 1134: 1130: 1126: 1122: 1118: 1114: 1110: 1106: 1098: 1096: 1094: 1090: 1086: 1078: 1076: 1074: 1070: 1066: 1062: 1058: 1054: 1050: 1046: 1043: 1039: 1035: 1031: 1027: 1023: 1019: 1015: 1011: 1010:birth defects 1007: 1003: 1000:, as well as 999: 995: 991: 987: 983: 979: 975: 971: 967: 963: 959: 955: 951: 943: 941: 939: 935: 931: 924: 922: 920: 917: 913: 909: 905: 901: 897: 892: 890: 882: 880: 876: 874: 870: 866: 862: 858: 854: 850: 846: 842: 838: 834: 830: 826: 822: 818: 814: 810: 806: 802: 798: 794: 790: 788: 784: 780: 776: 772: 768: 754: 749: 745: 738: 729: 725: 718: 711: 707: 706: 704: 701: 696: 689: 687: 683: 647: 645: 641: 636: 632: 628: 625: 623: 621:ECHA InfoCard 617: 609: 605: 601: 600: 598: 589: 585: 578: 577:ChEMBL3183409 574: 573: 571: 569: 565: 558: 554: 553: 551: 549: 545: 538: 534: 533: 531: 529: 525: 518: 514: 513: 511: 509: 505: 498: 494: 493: 491: 489: 485: 478: 474: 473: 471: 464: 460: 453: 449: 446: 442: 441: 439: 437: 433: 425: 420: 416: 409: 404: 400: 395: 392: 390: 386: 382: 378: 376: 369: 363: 357: 355: 351: 347: 343: 339: 336: 334: 330: 321: 319: 315: 311: 309: 305: 301: 297: 290: 288: Rx-only 281: 279: 269: 266: 256: 254: 245: 242: 232: 231: 229: 227: 223: 218: 210: 205: 202: 201: 199: 197: 193: 190: 187: 185: 181: 178: 175: 173: 167: 161: 152: 151: 149: 147: 141: 134: 129: 120: 119: 117: 115: 111: 107: 103: 101: 97: 93: 89: 87: 83: 79: 75: 71: 67: 65: 61: 58:Clinical data 56: 52: 47: 43: 38: 30: 19: 9028:Fluoroarenes 9018:Cyclobutanes 8967: 8956: 8949: 8926: 8857:Antagonists: 8856: 8806: 8671: 8647:Metabotropic 8618:Pregnanolone 8612:picrotoxinin 8585: 8571: 8498: 8468:(S)-4-ACPBPA 8463:(S)-2-MeGABA 8460:Antagonists: 8459: 8434: 8423:Thiomuscimol 8395: 8346: 8210:picrotoxinin 8173:enzalutamide 8169:bicalutamide 8164: 8091:Golexanolone 7987:Cloflubicyne 7837: 7763:Antagonists: 7762: 7675:methaqualone 7650:glutethimide 7626:Petrichloral 7587:β-carbolines 7406:Barbiturates 7364: 7348:Thiomuscimol 7153:Beta-Alanine 7143:Barbiturates 7133:(+)-Catechin 7129: 7009:Testosterone 6795:Pyrilutamide 6747: 6739: 6731: 6696:Lavender oil 6686:Ketoconazole 6651:Enzalutamide 6621:Darolutamide 6555:Bicalutamide 6530:Atraric acid 6524: 6502: 6497: 6481:Trimegestone 6436:Promegestone 6401:Mifepristone 6376:Medrogestone 6321:Drospirenone 6276:Clascoterone 6207: 6173: 6117:JNJ-37654032 6112:JNJ-28330835 6107:JNJ-26146900 6003: 5947: 5927: 5912: 5894:Quingestanol 5811:Etonogestrel 5797: 5777: 5750: 5740: 5730: 5715: 5699:Propetandrol 5640: 5629:Oxymetholone 5604:Methasterone 5558: 5552:Tiomesterone 5542:Oxymesterone 5434: 5414: 5335:Norclostebol 5310: 5306: 5215: 5153:Mepitiostane 5148:Epitiostanol 5131:Drostanolone 5082:Androsterone 5038: 5019:+dutasteride 5015:Testosterone 4983:DHEA sulfate 4836: 4689: 4649:Progestogens 4517:Ketoconazole 4445:5α-Reductase 4409:Ketoconazole 4399:Enzalutamide 4394:Darolutamide 4384:Bicalutamide 4378: 4375: 4339:Medrogestone 4334:Drospirenone 4297: 4190: 4140: 4130: 4100: 4089:Oxymetholone 4060: 4044:Oxymesterone 3980: 3954:Norclostebol 3931: 3905:Mepitiostane 3900:Epitiostanol 3876: 3828:Testosterone 3769: 3655: 3651: 3628:10665/331046 3618: 3614: 3605: 3593:. Retrieved 3584: 3556:. Retrieved 3542: 3528:cite journal 3501: 3497: 3487: 3460: 3456: 3446: 3429: 3423: 3388: 3384: 3374: 3348: 3336:. Retrieved 3327: 3282: 3278: 3272: 3229: 3225: 3215: 3182: 3178: 3172: 3160:. Retrieved 3140: 3105: 3101: 3091: 3056: 3052: 3042: 2999: 2995: 2985: 2953:(9): 971–4. 2950: 2946: 2936: 2909: 2905: 2895: 2887: 2872: 2865: 2832: 2828: 2821: 2788: 2784: 2778: 2743: 2740:IJU Case Rep 2739: 2729: 2694: 2690: 2680: 2645: 2641: 2591: 2587: 2550:(1): 11–19. 2547: 2543: 2497: 2493: 2445: 2441: 2358: 2354: 2294: 2290: 2246: 2242: 2194: 2190: 2136: 2132: 2089:. Retrieved 2080: 2045:. Retrieved 2041:the original 2034: 1981: 1977: 1952:. Retrieved 1940: 1912:. Retrieved 1901: 1892: 1880:. Retrieved 1869: 1860: 1848:. Retrieved 1828: 1816:. Retrieved 1807: 1689:28 September 1687:. Retrieved 1678: 1669: 1656: 1653:Availability 1648: 1635:generic name 1632: 1587: 1549:Enzalutamide 1456:enzalutamide 1449: 1382: 1363:bicalutamide 1358: 1355:enzalutamide 1347:Steady-state 1325: 1313: 1290: 1277: 1235: 1222:darolutamide 1219: 1211:bicalutamide 1199:distribution 1192:enzalutamide 1181:structurally 1177:antiandrogen 1156: 1143:Pharmacology 1102: 1099:Interactions 1082: 1069:Case reports 1057:bicalutamide 1045:enzalutamide 1034:feminization 1030:gynecomastia 958:side effects 947: 944:Side effects 928: 912:enzalutamide 893: 886: 883:Medical uses 877: 861:testosterone 841:antiandrogen 793:Side effects 791: 770: 766: 765: 452:1361232-32-7 423: 381:steady-state 372:Elimination 226:Legal status 220:Legal status 114:License data 29: 8930:Compound 14 8760:Lesogaberan 8599:Loreclezole 8536:Loreclezole 8473:(S)-4-ACPCA 8453:Lanthanides 8443:Alphaxolone 8385:Isoguvacine 8295:Terbequinil 8165:apalutamide 8156:Nicardipine 8116:Laudanosine 7923:carbapenems 7915:penicillins 7771:Coriamyrtin 7766:Bicuculline 7755:sevoflurane 7751:paraldehyde 7701:Stiripentol 7578:Niacinamide 7563:cholesterol 7545:Loreclezole 7440:meprobamate 7396:Avermectins 7263:Nefiracetam 7228:Kojic amine 7218:Isomuscimol 7213:Isoguvacine 6994:Osteocalcin 6875:Vinclozolin 6860:Thalidomide 6855:Seviteronel 6785:Procymidone 6721:Masofaniten 6676:Inocoterone 6580:bisphenol S 6576:bisphenol F 6572:bisphenol A 6550:BAY-1024767 6525:Apalutamide 6471:Spiroxasone 6466:Spirorenone 6446:Rosterolone 6386:Mespirenone 6331:Edogestrone 6301:Delanterone 6291:Cyproterone 6281:Clometerone 6251:Benorterone 6236:Abiraterone 6201:Antagonists 6132:PF-06260414 6037:BMS-564,929 5961:Alternariol 5853:Lynestrenol 5806:Desogestrel 5689:Norboletone 5679:Metribolone 5624:Oxandrolone 5582:Mestanolone 5547:Penmesterol 5478:Formebolone 5443:Calusterone 5438:Bolasterone 5192:Prostanozol 5163:Mesterolone 4723:from market 4633:leuprorelin 4581:haloperidol 4577:risperidone 4569:domperidone 4561:antagonists 4527:Seviteronel 4468:Finasteride 4463:Epristeride 4458:Dutasteride 4453:Alfatradiol 4419:Seviteronel 4379:Apalutamide 4290:antagonists 4234:leuprorelin 4174:lynestrenol 4084:Oxandrolone 4079:Mestanolone 4049:Penmesterol 4004:Formebolone 3989:Calusterone 3984:Bolasterone 3910:Mesterolone 3857:Deposterona 3558:15 February 3338:6 September 3328:AdisInsight 3279:ChemMedChem 3162:24 February 2448:(1): 43–9. 2047:15 February 1645:Brand names 1576:Apalutamide 1466:variant of 1385:metabolized 1365:. The mean 1338:peak levels 1316:QT interval 1162:competitive 1111:of CYP3A4, 1047:but unlike 781:. It is an 767:Apalutamide 693: g·mol 627:100.235.115 445:956104-40-8 406:Identifiers 354:Metabolites 100:MedlinePlus 73:Other names 64:Trade names 34:Apalutamide 9013:Benzamides 9007:Categories 8785:SKF-97,541 8695:Arbaclofen 8604:Picrotoxin 8594:Bilobalide 8270:Suritozole 8260:Sarmazenil 8245:Ro 19-4603 8240:Ro 15-4513 8235:Radequinil 8202:Picrotoxin 8181:nilutamide 8151:Naltrexone 8086:Furosemide 8066:Flumazenil 8060:oroxylin A 8052:Flavonoids 8032:Etbicyphat 7962:Bilobalide 7929:Basmisanil 7816:Sinomenine 7811:Securinine 7806:Pitrazepin 7791:Hydrastine 7743:chloroform 7716:Topiramate 7656:Propanidid 7520:Imidazoles 7515:Flupirtine 7510:Fluoxetine 7504:hispidulin 7496:Flavonoids 7451:Chloralose 7436:Carbamates 7400:ivermectin 7338:Terpenoids 7283:PF-6372865 7138:Bamaluzole 7105:Ionotropic 7097:modulators 6988:-ornithine 6931:gadolinium 6780:Prochloraz 6775:Phenothrin 6755:Nilutamide 6726:Methiocarb 6646:Endosulfan 6611:Cioteronel 6606:Cimetidine 6596:BMS-641988 6591:BMS-570511 6586:BMS-501949 6560:Bisphenols 6515:Antarlides 6491:Zanoterone 6426:Oxendolone 6371:Ludaterone 6361:Galeterone 6311:Dicirenone 6208:Steroidal: 6174:Steroidal: 6167:Vosilasarm 6062:GSK2881078 6017:AC-262,536 5976:Trilostane 5884:Norgestrel 5833:Gestrinone 5801:Δ-Tibolone 5684:Mibolerone 5634:Stanozolol 5587:Metenolone 5364:Trenbolone 5323:Nandrolone 5273:Dienedione 5197:Stenbolone 5158:Mesabolone 5010:Silandrone 5005:Quinbolone 5000:Plomestane 4995:Formestane 4990:Exemestane 4912:Atamestane 4809:modulators 4643:cetrorelix 4599:bifluranol 4522:Nilutamide 4502:Bifluranol 4492:+niraparib 4436:inhibitors 4414:Nilutamide 4389:Cimetidine 4359:Oxendolone 4304:+niraparib 4298:Steroidal: 4166:norgestrel 4154:Progestins 4149:Gestrinone 4109:Mibolerone 4094:Stanozolol 3823:Quinbolone 2594:: 981684. 1954:9 November 1850:3 November 1818:8 November 1661:References 1521:Nilutamide 1483:nilutamide 1462:. It is a 1440:See also: 1399:. A major 1375:metabolite 1357:and mean ( 1109:substrates 1022:estrogenic 968:including 845:antagonist 698:3D model ( 686:Molar mass 537:4T36H88UA7 508:ChemSpider 436:CAS Number 415:IUPAC name 333:Metabolism 184:Drug class 9083:Thioureas 9073:Pyridines 8920:SKF-97541 8915:SCH-50911 8905:Phaclofen 8890:CGP-64213 8885:CGP-55845 8880:CGP-54626 8875:CGP-52432 8870:CGP-46381 8865:CGP-35348 8835:CGP-13501 8810:ADX-71441 8795:Tolgabide 8775:Progabide 8770:Picamilon 8755:Isovaline 8672:Agonists: 8574:-3-ACPBPA 8551:SKF-97541 8501:-3-ACPBPA 8428:Tolgabide 8408:Progabide 8403:Picamilon 8347:Agonists: 8255:RO4938581 8250:RO4882224 8177:flutamide 8111:L-655,708 8081:Flurothyl 7982:Cicutoxin 7967:Bupropion 7934:Bemegride 7911:β-Lactams 7901:Amiloride 7731:Volatiles 7665:etazolate 7641:Phenytoin 7599:zopiclone 7591:abecarnil 7550:Monastrol 7540:Lanthanum 7524:etomidate 7486:Fenamates 7481:Etifoxine 7476:Etazepine 7353:Tolgabide 7303:Progabide 7293:Picamilon 7278:Org 20599 7253:Monastrol 7233:L-838,417 7130:Agonists: 6974:-arginine 6959:Estradiol 6939:strontium 6935:magnesium 6923:aluminium 6890:YM-175735 6825:Ro 5-2537 6820:Ro 2-7239 6770:PF-998425 6765:Pentomone 6706:LG-120907 6666:Flutamide 6661:Fenarimol 6601:CH5137291 6540:Bakuchiol 6476:Topterone 6441:Prorenone 6416:Osaterone 6411:Nordinone 6396:Mexrenone 6316:Dienogest 6266:Canrenone 6187:TFM-4AS-1 6127:ORM-11984 6067:GSK-4336A 6057:GLPG-0492 5981:ZM-182345 5828:Gestodene 5816:Etynodiol 5572:Furazabol 5463:Enestebol 5391:Trendione 5352:Oxabolone 5278:Dienolone 5251:Bolandiol 5180:Nisterime 4934:Clostebol 4917:Boldenone 4733:Phase III 4721:Withdrawn 4607:estradiol 4595:Estrogens 4589:sulpiride 4567:) (e.g., 4512:Flutamide 4404:Flutamide 4329:Dienogest 4309:Canrenone 4220:clomifene 4216:tamoxifen 4069:Furazabol 3783:Clostebol 3734:Androgens 3722:Androgens 3595:16 August 3585:Drugs.com 3520:0923-7534 3479:0923-7534 3002:: 12007. 2857:247777754 2813:235481675 2564:2212-7070 2091:16 August 1679:Drugs.com 1613:phase III 1507:Flutamide 1487:flutamide 1436:Chemistry 1414:clearance 1326:The mean 1238:induction 1159:selective 1053:flutamide 1038:estradiol 1016:. It may 1014:pregnancy 1006:teratogen 934:pregnancy 889:indicated 857:androgens 827:, and an 389:Excretion 374:half-life 170:Routes of 144:Pregnancy 92:Monograph 86:Drugs.com 9053:Nitriles 8997:Medicine 8946:See also 8910:Saclofen 8845:rac-BHFF 8840:GS-39783 8830:CGP-7930 8790:SL 75102 8765:Phenibut 8720:Gabamide 8705:Baclofen 8608:picrotin 8561:SR-95813 8556:SR-95318 8478:2-MeTACA 8390:Muscimol 8320:ZK-93426 8290:TCS-1105 8275:TB-21007 8206:picrotin 8146:Naloxone 8131:Morphine 8126:MaxiPost 8046:fipronil 8042:Fiproles 8012:(+)-DMBB 8007:Dieldrin 7906:Anisatin 7821:SR-42641 7721:Valerian 7695:baicalin 7691:Skullcap 7635:propofol 7615:zaleplon 7607:zolpidem 7500:apigenin 7420:diazepam 7377:Alcohols 7318:SL-75102 7308:Propofol 7288:Phenibut 7258:Muscimol 7242:honokiol 7208:iso-THIP 7203:iso-THAZ 7178:Gabamide 7094:receptor 7025:See also 6912:Agonists 6885:YM-92088 6850:RU-58841 6845:RU-58642 6840:RU-57073 6835:RU-56187 6830:RU-22930 6760:ONC1-13B 6711:LGD-1331 6636:Dieldrin 6630:p,p’-DDE 6535:AZD-3514 6520:Arabilin 6451:RU-15328 6391:Metogest 6326:DU-41165 6162:S-101479 6142:RU-59063 6097:LGD-4033 6092:LGD-3303 6082:LGD-2226 6072:GSK-8698 5971:Drupanol 5966:Cl-4AS-1 5906:Tibolone 5087:Bolazine 4830:Agonists 4745:See also 4651:(incl., 4558:receptor 4184:Tibolone 3865:Sustanon 3861:Omnadren 3762:agonists 3684:29695920 3589:Archived 3552:Archived 3415:24002508 3364:Archived 3332:Archived 3307:23228778 3299:20853390 3264:19359544 3207:29912565 3199:15509184 3153:Archived 3132:24494031 3083:26313416 3034:26137992 2977:24019330 2928:23779130 2849:35349180 2805:34144936 2770:35509772 2713:12603397 2672:24100689 2620:23819055 2516:25236176 2472:23337756 2412:Archived 2385:22266222 2319:46925616 2311:29856649 2273:23355790 2221:22852027 2153:29626324 2085:Archived 2081:Medscape 2008:24002508 1948:Archived 1914:17 April 1908:Archived 1876:Archived 1841:Archived 1812:Archived 1808:DailyMed 1683:Archived 1535:RU-59063 1475:RU-59063 1422:excreted 1345:levels. 1328:absolute 1309:seizures 1292:in vitro 1288:receptor 1280:inhibits 1207:affinity 1203:seizures 1093:toxicity 1089:overdose 1085:antidote 1079:Overdose 1071:of rare 1002:seizures 982:diarrhea 962:surgical 938:seizures 914:and the 869:hormones 833:seizures 809:diarrhea 787:by mouth 517:28424131 488:DrugBank 477:24872560 196:ATC code 177:By mouth 146:category 128:DailyMed 9048:Lactams 8815:BHF-177 8800:Tolibut 8710:BL-1020 8623:ROD-188 8488:4-ACPAM 8483:3-APMPA 8350:BL-1020 8310:U-93631 8305:Thujone 8230:PWZ-029 8204:(i.e., 8163:(e.g., 8141:MRK-016 8121:Lindane 8073:(e.g., 8054:(e.g., 8044:(e.g., 7913:(e.g., 7891:β-EMGBL 7801:PHP-501 7737:(e.g., 7708:(e.g., 7686:ROD-188 7673:(e.g., 7663:(e.g., 7648:(e.g., 7633:(e.g., 7631:Phenols 7613:(e.g., 7605:(e.g., 7597:(e.g., 7589:(e.g., 7585:(e.g., 7557:(e.g., 7522:(e.g., 7498:(e.g., 7488:(e.g., 7468:(e.g., 7438:(e.g., 7426:Bromide 7418:(e.g., 7408:(e.g., 7398:(e.g., 7379:(e.g., 7372:α-EMTBL 7342:borneol 7340:(e.g., 7323:Taurine 7270:(e.g., 7240:(e.g., 7238:Lignans 7158:BL-1020 7145:(e.g., 6981:-lysine 6969:(incl. 6927:calcium 6921:(incl. 6919:Cations 6716:Linuron 6656:EPI-001 6562:(e.g., 6351:EM-6537 6346:EM-5855 6341:EM-5854 6336:EM-4350 6182:MK-0773 6177:EM-9017 6157:S-40503 6012:ACP-105 6007:198RL26 5872:(e.g., 5845:(e.g., 5754:Danazol 5704:RU-2309 5644:Bolenol 4641:(e.g., 4631:(e.g., 4597:(e.g., 4242:(e.g., 4228:(e.g., 4214:(e.g., 4156:(e.g., 4144:Danazol 3942:(e.g., 3835:(e.g., 3737:(incl. 3675:5905496 3406:3782148 3255:2981508 3234:Bibcode 3226:Science 3123:3909768 3074:4673554 3025:4490394 3004:Bibcode 2968:3800038 2761:9057741 2721:8639102 2691:BJU Int 2663:3928129 2611:3684034 2524:6309403 2463:3788593 2376:3306502 2264:3553559 2212:3398601 2161:4653827 1999:3782148 1882:2 April 1606:phase I 1584:History 1464:pyridyl 1405:enzymes 1387:in the 1273:OATP1B1 1253:CYP2C19 1245:enzymes 1187:to the 1167:of the 1133:OATP1B1 1113:CYP2C19 970:fatigue 871:in the 847:of the 797:fatigue 771:Erleada 644:Formula 497:DB11901 463:PubChem 251:: 212:) 206: ( 204:L02BB05 159: D 133:Erleada 130::  106:a618018 18:Erleada 8983:Portal 8850:KK-92A 8680:3-APPA 8448:ATHDOC 8002:DHEA-S 7841:1,3M1B 7573:Niacin 7534:kavain 6904:GPRC6A 6880:YM-580 6810:RD-162 6701:LG-105 6052:FTBU-1 4716:WHO-EM 4683:Others 4482:Others 3682:  3672:  3518:  3477:  3413:  3403:  3360:  3305:  3297:  3262:  3252:  3205:  3197:  3130:  3120:  3081:  3071:  3032:  3022:  2975:  2965:  2926:  2880:  2855:  2847:  2811:  2803:  2768:  2758:  2719:  2711:  2670:  2660:  2618:  2608:  2562:  2522:  2514:  2494:Cancer 2470:  2460:  2408:  2383:  2373:  2317:  2309:  2271:  2261:  2219:  2209:  2159:  2151:  2006:  1996:  1563:RD-162 1468:RD-162 1460:RD-162 1397:CYP3A4 1393:CYP2C8 1271:, and 1257:CYP2C9 1249:CYP3A4 1117:CYP2C9 1032:, and 996:, and 980:, and 974:nausea 851:, the 801:nausea 724:SMILES 691:477.44 568:ChEMBL 557:D11040 346:CYP3A4 342:CYP2C8 278:℞-only 276: 263: 253:℞-only 239: 126:  8740:GHBAL 8725:GABOB 8628:THDOC 8572:trans 8566:TPMPA 8541:P4MPA 8493:4-GBA 8375:GABOB 8101:IPTBO 7951:IPTBO 7886:β-CCP 7881:β-CCM 7876:β-CCE 7871:β-CCB 7831:Tutin 7735:gases 7567:THDOC 7183:GABOB 6568:BFDGE 6564:BADGE 6510:AA560 6192:YK-11 6102:LY305 5992:SARMs 3621:(1). 3303:S2CID 3203:S2CID 3156:(PDF) 3149:(PDF) 2853:S2CID 2809:S2CID 2717:S2CID 2520:S2CID 2315:S2CID 2157:S2CID 2133:Drugs 1944:(EMA) 1844:(PDF) 1837:(PDF) 1481:NSAA 1430:feces 1426:urine 1389:liver 1269:ABCG2 1131:, or 1129:ABCG2 1051:like 990:falls 859:like 821:falls 744:InChI 700:JSmol 401:: 24% 399:Feces 396:: 65% 394:Urine 338:Liver 327:: 95% 8958:GABA 8895:DAVA 8825:BSPP 8820:BHFF 8715:GABA 8657:GABA 8633:Zinc 8579:ZAPA 8526:I4AA 8511:DAVA 8418:TAMP 8413:TACA 8370:GABA 8360:CAMP 8355:CACA 8331:GABA 8315:Zinc 8300:TETS 8285:TBPS 8280:TBOB 8212:and 8027:EBOB 8022:DMPC 8017:DMCM 7997:DHEA 7972:CHEB 7957:BIDN 7947:TBPO 7943:TBPS 7861:α3IA 7846:3M2B 7530:Kava 7385:2M2B 7367:here 7358:ZAPA 7333:TAMP 7328:TACA 7173:GABA 7163:DAVA 7115:GABA 7092:GABA 7000:SHBG 6943:zinc 6641:DIMP 6256:BOMT 6152:S-23 6042:DTIB 3724:and 3680:PMID 3597:2024 3560:2018 3534:link 3516:ISSN 3475:ISSN 3411:PMID 3340:2015 3295:PMID 3260:PMID 3195:PMID 3164:2018 3128:PMID 3079:PMID 3030:PMID 2973:PMID 2924:PMID 2878:ISBN 2845:PMID 2801:PMID 2766:PMID 2709:PMID 2668:PMID 2616:PMID 2592:2013 2560:ISSN 2512:PMID 2468:PMID 2381:PMID 2307:PMID 2269:PMID 2217:PMID 2149:PMID 2093:2024 2049:2018 2004:PMID 1956:2020 1916:2024 1884:2024 1852:2022 1820:2020 1691:2020 1458:and 1444:and 1395:and 1331:oral 1284:GABA 1282:the 1251:and 1213:, a 1183:and 1087:for 1063:and 1055:and 992:and 986:rash 863:and 817:rash 548:KEGG 528:UNII 361:NDMA 325:NDMA 312:100% 302:data 82:AHFS 8750:GVL 8745:GHV 8735:GHB 8730:GBL 8546:P4S 8499:cis 8265:SCS 7609:), 7601:), 7593:), 7298:P4S 6626:DDT 6147:S-1 6137:R-1 4254:hCG 3740:AAS 3670:PMC 3660:doi 3623:hdl 3506:doi 3465:doi 3434:doi 3401:PMC 3393:doi 3287:doi 3250:PMC 3242:doi 3230:324 3187:doi 3118:PMC 3110:doi 3069:PMC 3061:doi 3020:PMC 3012:doi 2963:PMC 2955:doi 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