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Moexipril

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As an ACE inhibitor, moexipril causes a decrease in ACE. This blocks the conversion of angiotensin I to angiotensin II. Blockage of angiotensin II limits hypertension within the vasculature. Additionally, moexipril has been found to possess cardioprotective properties. Rats given moexipril one week
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Klutchko S, Blankley CJ, Fleming RW, Hinkley JM, Werner AE, Nordin I, et al. (October 1986). "Synthesis of novel angiotensin converting enzyme inhibitor quinapril and related compounds. A divergence of structure-activity relationships for non-sulfhydryl and sulfhydryl types".
1346:, Hoefle ML, Klutchko S, "Substituted acyl derivatives of 1,2,3,4-tetrahydroisoquinoline-3-carboxylic acids, salts thereof, pharmaceutical compositions containing the derivatives or salts, and the production of the same", published 1982-04-14, assigned to 1136:
Youn TJ, Kim HS, Oh BH (August 1999). "Ventricular remodeling and transforming growth factor-beta 1 mRNA expression after nontransmural myocardial infarction in rats: effects of angiotensin converting enzyme inhibition and angiotensin II type 1 receptor blockade".
666:. Lipophilic ACE inhibitors are able to penetrate membranes more readily, thus tissue ACE may be a target in addition to plasma ACE. A significant reduction in tissue ACE (lung, myocardium, aorta, and kidney) activity has been shown after moexipril use. 604:
and nitric oxide, which cause vasodilation and continue to exert antiproliferative effects. Inhibition of angiotensin II by moexipril decreases remodeling effects on the cardiovascular system. Indirectly, angiotensin II stimulates of the production of
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Moexipril is generally well tolerated in elderly patients with hypertension. Hypotension, dizziness, increased cough, diarrhea, flu syndrome, fatigue, and flushing have been found to affect less than 6% of patients who were prescribed moexipril.
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Cawello W, Boekens H, Waitzinger J, Miller U (January 2002). "Moexipril shows a long duration of action related to an extended pharmacokinetic half-life and prolonged ACE inhibition".
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Belal F, Metwaly FH, Younes KM, Amer SM (2009). "Development of Membrane Electrodes for the Specific Determination of Moexipril Hydrochloride in Dosage Forms and Biological Fluids".
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Kalász H, Petroianu G, Tekes K, Klebovich I, Ludányi K, Gulyás Z (January 2007). "Metabolism of moexipril to moexiprilat: determination of in vitro metabolism using HPLC-ES-MS".
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Kaltenbronn JS, Dejohn D, Krolls U (2009). "Synthesis of – Ethyl Α––Benezenebutanoate, an Important Intermediate in the Synthesis of Angiotensin Converting Enzyme Inhibitors".
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White WB, Stimpel M (November 1995). "Long-term safety and efficacy of moexipril alone and in combination with hydrochlorothiazide in elderly patients with hypertension".
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moexipril hydrochloride, and is metabolized in the liver to form the pharmacologically active compound moexiprilat. Formation of moexiprilat is caused by hydrolysis of an
613:), all of which have tissue proliferative effects that are blocked by the actions of moexipril. The antiproliferative effects of moexipril have also been demonstrated by 2080: 51: 828:
Rodgers K, Vinson MC, Davis MW (1996). Breakthroughs: New drug approvals of 1995 -- part 1 (Report). Vol. 140. Advanstar Communications, Inc. p. 84.
593:, displayed decreased infarct size. The cardioprotective effects of ACE inhibitors are mediated through a combination of angiotensin II inhibition and 2494: 1826: 2504: 2073: 1929: 1877: 534: 2031: 879: 771: 1735: 850: 1631: 2565: 1852: 1761: 1856: 1788: 238: 125: 567:
It was patented in 1980 and approved for medical use in 1995. Moexipril is available from Schwarz Pharma under the trade name
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Hartman JC (September 1995). "The role of bradykinin and nitric oxide in the cardioprotective action of ACE inhibitors".
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Chrysant SG (February 1998). "Vascular remodeling: the role of angiotensin-converting enzyme inhibitors".
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from the adjacent chiral center. Reaction of the product with hydrogen chloride then cleaves the
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Cameron RT, Coleman RG, Day JP, Yalla KC, Houslay MD, Adams DR, et al. (May 2013).
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The synthesis of the all-important dipeptide-like side chain involves alkylation of the
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in rats. Other ACE inhibitors have also been found to produce these actions, as well.
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studies where moexipril inhibits the estrogen-stimulated growth of neonatal cardiac
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Phillips PA (July 1999). "Interaction between endothelin and angiotensin II".
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and persistent ACE inhibition of moexipril allows once-daily administration.
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group. Moexipril is incompletely absorbed after oral administration, and its
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proliferation. Increased levels of bradykinin stimulate in the production of
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Jaiswal N, Diz DI, Chappell MC, Khosla MC, Ferrario CM (February 1992).
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International Journal of Clinical Pharmacology and Therapeutics
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1 and 3 (ET1, ET3) and the transforming growth factor beta-1 (
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Clinical and Experimental Pharmacology & Physiology
933:"The renin-angiotensin system and vascular hypertrophy" 520: 2276: 545:. Moexipril can be administered alone or with other 2475: 2106: 2010: 1983: 1944: 1903: 1734: 1482: 729:-butyl ester in this product is again cleaved with 717:). Coupling of that acid to the secondary amine on 497: 464: 459: 427: 407: 387: 367: 347: 327: 316: 307: 282: 262: 229: 219: 206: 193: 183: 173: 165: 124: 119: 94: 82: 68: 50: 40: 35: 874:. Lippincott Williams & Wilkins. p. 647. 755: 1414:Organic Preparations and Procedures International 296: 250:)-2-amino]propanoyl]-6,7-dimethoxy-3,4-dihydro-1 16:Antihypertensive drug of the ACE inhibitor class 271: 2081: 1451: 937:Journal of the American College of Cardiology 791: 789: 8: 2108: 1217:"Moexipril and left ventricular hypertrophy" 19: 1254: 1252: 158:In general: â„ž (Prescription only) 2088: 2074: 2066: 1458: 1444: 1436: 868:"Angiotensin-Converting Enzyme Inhibitors" 654:, and is in the same hydrophobic range as 537:(ACE inhibitor) used for the treatment of 447: 356: 2495:Olmesartan/amlodipine/hydrochlorothiazide 1319: 1232: 1069: 1012: 1010: 1008: 972: 970: 968: 948: 823: 821: 819: 556:It works by inhibiting the conversion of 376: 2505:Valsartan/hydrochlorothiazide/amlodipine 899: 897: 701:) with ethyl 2-bromo-4-phenylbutanoate ( 1632:+bisoprolol, amlodipine, and indapamide 762:. Sterling Publishing Company. p.  746: 535:angiotensin converting enzyme inhibitor 443: 336: 243: 74: 845:. John Wiley & Sons. p. 468. 18: 725:) gives the corresponding amine. The 416: 215:1 hour; 2-9 hours (active metabolite) 60: 7: 713:-butyl group to give the half acid ( 107: 1221:Vascular Health and Risk Management 396: 287: 14: 643:is low. The long pharmacokinetic 1107:10.1046/j.1440-1681.1999.03069.x 754:Hochadel, Maryanne, ed. (2006). 482: 476: 202:(active metabolite, moexiprilat) 27: 1215:Chrysant GS, Nguyen PK (2007). 839:Fischer J, Ganellin CR (2006). 798:Portugaliae Electrochimica Acta 254:-isoquinoline-3-carboxylic acid 1379:Journal of Medicinal Chemistry 1071:10.1161/01.hyp.19.2_suppl.ii49 1019:The Annals of Thoracic Surgery 488: 470: 1: 2500:Valsartan/hydrochlorothiazide 1356:; M. L. Hoefle, S. Klutchko, 950:10.1016/s0735-1097(96)00251-3 931:Rosendorff C (October 1996). 906:Journal of Human Hypertension 842:Analogue-based Drug Discovery 2113:Tooltip Angiotensin receptor 1139:Basic Research in Cardiology 1031:10.1016/0003-4975(95)00192-N 631:Moexipril is available as a 2582: 1628:+bisoprolol and amlodipine 1624:+amlodipine and indapamide 1194:10.2174/157340607779317490 991:10.1053/hj.1998.v135.86971 460:Chemical and physical data 2026: 1426:10.1080/00304948309355428 1312:10.1016/j.bcp.2013.02.026 510: 234: 225:50% (faeces), 13% (urine) 26: 1524:Dicarboxylate-containing 1471:renin–angiotensin system 1300:Biochemical Pharmacology 543:congestive heart failure 2566:Tetrahydroisoquinolines 758:The AARP Guide to Pills 1700:Phosphonate-containing 1467:Antihypertensive drugs 1064:(2 Suppl): II49–II55. 979:American Heart Journal 719:tetrahydroisoquinoline 686: 589:prior to induction of 2490:Olmesartan/amlodipine 1495:Sulfhydryl-containing 1359:U.S. patent 4,344,949 1151:10.1007/s003950050149 810:10.4152/pea.200904463 733:to afford moexipril ( 684: 591:myocardial infarction 2546:Norsalsolinol ethers 2485:Amlodipine/valsartan 2097:Angiotensin receptor 870:. In Dart RC (ed.). 707:asymmetric induction 685:Moexipril synthesis: 650:Moexipril is highly 1930:+amlodipine and HCT 1878:+amlodipine and HCT 1853:+amlodipine and HCT 1827:+amlodipine and HCT 1789:+amlodipine and HCT 1762:+amlodipine and HCT 1662:+amlodipine and HCT 1391:10.1021/jm00160a026 1182:Medicinal Chemistry 985:(2 Pt 2): S21–S30. 584:Mechanism of action 143:(Prescription only) 23: 2531:Carboxylate esters 2053:Never to phase III 1348:Warner Lambert Co. 872:Medical toxicology 866:Banerji S (2004). 687: 669:It has additional 2556:Methoxy compounds 2536:Enantiopure drugs 2513: 2512: 2409:Renin inhibitors: 2063: 2062: 1385:(10): 1953–1961. 881:978-0-7817-2845-4 773:978-1-4027-1740-6 731:hydrogen chloride 696: 547:antihypertensives 528: 527: 429:CompTox Dashboard 151: 138: 2573: 2278: 2114: 2110: 2090: 2083: 2076: 2067: 1998: 1919: 1905:Renin inhibitors 1867: 1846: 1820: 1803: 1782: 1755: 1723:Other/ungrouped: 1714: 1690: 1655: 1642: 1609: 1587: 1569: 1547: 1514: 1460: 1453: 1446: 1437: 1430: 1429: 1409: 1403: 1402: 1373: 1367: 1361: 1355: 1354: 1350: 1340: 1334: 1333: 1323: 1306:(9): 1297–1305. 1291: 1285: 1284: 1273:10.5414/cpp40009 1256: 1247: 1246: 1236: 1212: 1206: 1205: 1177: 1171: 1170: 1133: 1127: 1126: 1090: 1084: 1083: 1073: 1049: 1043: 1042: 1014: 1003: 1002: 974: 963: 962: 952: 928: 922: 921: 901: 892: 891: 889: 888: 863: 857: 856: 836: 830: 829: 825: 814: 813: 793: 784: 783: 781: 780: 761: 751: 694: 693:-butyl ester of 524: 523: 516: 505: 490: 484: 478: 472: 452: 451: 437: 435: 420: 400: 380: 360: 340: 320: 300: 290: 289: 275: 211: 149: 146: 136: 133: 111: 78: 64: 31: 24: 22: 2581: 2580: 2576: 2575: 2574: 2572: 2571: 2570: 2516: 2515: 2514: 2509: 2471: 2462:Angiotensinogen 2129:Angiotensin III 2112: 2102: 2094: 2064: 2059: 2058: 2043:Clinical trials 2022: 2006: 1996: 1979: 1940: 1917: 1907: 1899: 1865: 1844: 1818: 1801: 1780: 1753: 1738: 1730: 1712: 1688: 1653: 1640: 1607: 1585: 1567: 1545: 1512: 1486: 1478: 1464: 1434: 1433: 1411: 1410: 1406: 1375: 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35–40. 1404: 1368: 1364:Warner-Lambert 1335: 1286: 1248: 1207: 1188:(1): 101–106. 1172: 1145:(4): 246–253. 1128: 1085: 1044: 1004: 964: 943:(4): 803–812. 923: 893: 880: 858: 851: 831: 815: 804:(4): 463–475. 785: 772: 745: 744: 742: 739: 678: 675: 628: 625: 600: 585: 582: 576: 573: 562:angiotensin II 526: 525: 508: 507: 501: 495: 494: 491: 485: 479: 473: 468: 462: 461: 457: 456: 454: 453: 440: 438: 425: 424: 422: 421: 413: 411: 405: 404: 402: 401: 393: 391: 385: 384: 382: 381: 373: 371: 365: 364: 362: 361: 353: 351: 345: 344: 342: 341: 333: 331: 325: 324: 322: 321: 313: 311: 305: 304: 302: 301: 293: 291: 280: 279: 277: 276: 268: 266: 260: 259: 257: 256: 245: 237: 236: 235: 232: 231: 227: 226: 223: 217: 216: 213: 204: 203: 197: 191: 190: 187: 181: 180: 177: 171: 170: 163: 162: 160: 159: 156: 144: 130: 128: 122: 121: 117: 116: 114: 113: 100: 98: 92: 91: 88: 86:administration 80: 79: 72: 66: 65: 58: 48: 47: 44: 38: 37: 33: 32: 15: 13: 10: 9: 6: 4: 3: 2: 2578: 2567: 2564: 2562: 2559: 2557: 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1537:+nitrendipine 1534: 1530: 1527: 1525: 1521: 1518: 1511: 1508: 1506: 1503: 1501: 1498: 1496: 1492: 1491: 1489: 1485: 1481: 1476: 1472: 1468: 1461: 1456: 1454: 1449: 1447: 1442: 1441: 1438: 1427: 1423: 1419: 1415: 1408: 1405: 1400: 1396: 1392: 1388: 1384: 1380: 1372: 1369: 1365: 1360: 1349: 1345: 1339: 1336: 1331: 1327: 1322: 1317: 1313: 1309: 1305: 1301: 1297: 1290: 1287: 1282: 1278: 1274: 1270: 1266: 1262: 1255: 1253: 1249: 1244: 1240: 1235: 1230: 1226: 1222: 1218: 1211: 1208: 1203: 1199: 1195: 1191: 1187: 1183: 1176: 1173: 1168: 1164: 1160: 1156: 1152: 1148: 1144: 1140: 1132: 1129: 1124: 1120: 1116: 1112: 1108: 1104: 1100: 1096: 1089: 1086: 1081: 1077: 1072: 1067: 1063: 1059: 1055: 1048: 1045: 1040: 1036: 1032: 1028: 1025:(3): 789–92. 1024: 1020: 1013: 1011: 1009: 1005: 1000: 996: 992: 988: 984: 980: 973: 971: 969: 965: 960: 956: 951: 946: 942: 938: 934: 927: 924: 919: 915: 911: 907: 900: 898: 894: 883: 877: 873: 869: 862: 859: 854: 852:9783527607495 848: 844: 843: 835: 832: 824: 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2561:Carboxamides 2541:Ethyl esters 2476: 2459:Propeptides: 2458: 2408: 2402:Zofenoprilat 2392:Trandolapril 2372:Rescinnamine 2336: 2322:Gemopatrilat 2275: 2151:Antagonists: 2150: 2120: 1960:Gemopatrilat 1722: 1698: 1686:Trandolapril 1599: 1522: 1493: 1417: 1413: 1407: 1382: 1378: 1371: 1338: 1303: 1299: 1289: 1264: 1260: 1227:(1): 23–30. 1224: 1220: 1210: 1185: 1181: 1175: 1142: 1138: 1131: 1101:(7): 517–8. 1098: 1094: 1088: 1061: 1058:Hypertension 1057: 1047: 1022: 1018: 982: 978: 940: 936: 926: 909: 905: 885:. 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Retrieved 757: 749: 734: 726: 722: 714: 710: 702: 698: 690: 688: 668: 649: 630: 627:Pharmacology 614: 587: 578: 575:Side effects 568: 566: 555: 539:hypertension 530: 529: 518:   512:   251: 247: 208:Elimination 126:Legal status 120:Legal status 2382:Spiraprilat 2357:Quinaprilat 2347:Perindopril 2342:Omapatrilat 2312:Enalaprilat 2279:inhibitors: 2259:Telmisartan 2244:Saprisartan 2234:Pratosartan 2219:Olodanrigan 2209:Milfasartan 2164:Candesartan 2154:Abitesartan 2039:from market 1975:Sampatrilat 1970:Omapatrilat 1922:+amlodipine 1894:+sacubitril 1874:+amlodipine 1849:+amlodipine 1842:Telmisartan 1823:+amlodipine 1806:+amlodipine 1785:+amlodipine 1758:+amlodipine 1751:Candesartan 1739:("-sartan") 1670:+felodipine 1666:+bisoprolol 1658:+amlodipine 1620:+indapamide 1616:+bisoprolol 1612:+amlodipine 1605:Perindopril 1590:+amlodipine 1572:+manidipine 1554:+pimobendan 1550:+amlodipine 1267:(1): 9–17. 637:ethyl ester 621:fibroblasts 506: g·mol 273:103775-10-6 230:Identifiers 70:MedlinePlus 42:Trade names 2520:Categories 2447:Terlakiren 2432:Imarikiren 2417:Ciprokiren 2397:Zofenopril 2387:Temocapril 2367:Rentiapril 2332:Lisinopril 2317:Fosinopril 2297:Cilazapril 2287:Benazepril 2269:Zolasartan 2254:Tasosartan 2249:Sparsentan 2239:Ripisartan 2229:Pomisartan 2214:Olmesartan 2199:Irbesartan 2194:Forasartan 2189:Fimasartan 2179:Eprosartan 2174:Embusartan 2159:Azilsartan 2100:modulators 2018:Sparsentan 2001:+valsartan 1994:Sacubitril 1987:inhibitors 1985:Neprilysin 1953:inhibitors 1908:("-kiren") 1890:+nebivolol 1870:+aliskiren 1837:Tasosartan 1816:Olmesartan 1778:Irbesartan 1773:Fimasartan 1768:Eprosartan 1746:Azilsartan 1710:Fosinopril 1705:Ceronapril 1693:+verapamil 1681:Temocapril 1583:Lisinopril 1560:Cilazapril 1543:Benazepril 1517:+nebivolol 1510:Zofenopril 1505:Rentiapril 887:2009-10-09 779:2009-10-09 741:References 697:-alanine ( 660:benazepril 652:lipophilic 607:endothelin 595:bradykinin 499:Molar mass 418:ChEMBL1165 378:WT87C52TJZ 349:ChemSpider 309:IUPHAR/BPS 264:CAS Number 239:IUPAC name 195:Metabolism 2442:Remikiren 2437:Pepstatin 2427:Enalkiren 2422:Ditekiren 2412:Aliskiren 2377:Spirapril 2352:Quinapril 2337:Moexipril 2327:Imidapril 2307:Enalapril 2292:Captopril 2282:Alacepril 2264:Valsartan 2169:Elisartan 2144:Saralasin 2139:L-163,491 2121:Agonists: 2049:Phase III 2037:Withdrawn 1965:Ilepatril 1936:Remikiren 1915:Aliskiren 1863:Valsartan 1726:Alacepril 1676:Spirapril 1638:Quinapril 1600:Moexipril 1578:Imidapril 1529:Enalapril 1500:Captopril 1487:("-pril") 1362:(1982 to 677:Synthesis 673:effects. 656:quinapril 645:half-life 551:diuretics 531:Moexipril 221:Excretion 210:half-life 84:Routes of 62:Monograph 56:Drugs.com 21:Moexipril 2551:Prodrugs 2452:Zankiren 2362:Ramipril 2302:Delapril 2224:PD123319 2204:Losartan 2184:EXP-3174 1799:Losartan 1651:Ramipril 1565:Delapril 1344:EP 49605 1330:23473803 1281:11837383 1243:17583172 1202:17266629 1167:24853463 1159:10505424 1123:27296727 1115:10405777 664:ramipril 616:in vitro 521:(verify) 329:DrugBank 96:ATC code 1399:3020249 1321:3625111 1234:1994034 1080:1735595 1039:7545893 999:9488609 959:8837552 918:8583466 633:prodrug 569:Univasc 533:was an 504:498.576 466:Formula 338:DB00691 284:PubChem 200:Hepatic 112:) 106: ( 104:C09AA13 76:a695018 46:Univasc 2032:WHO-EM 1997:  1918:  1866:  1845:  1819:  1802:  1781:  1754:  1736:AIIRAs 1713:  1689:  1654:  1641:  1608:  1586:  1568:  1546:  1513:  1397:  1353:  1328:  1318:  1279:  1241:  1231:  1200:  1165:  1157:  1121:  1113:  1078:  1037:  997:  957:  916:  878:  849:  770:  662:, and 611:TGF-β1 409:ChEMBL 398:D08225 179:13-22% 154:â„ž-only 152: 139: 2011:Other 1945:Dual 1163:S2CID 1119:S2CID 358:82418 298:91270 1926:+HCT 1882:+HCT 1857:+HCT 1831:+HCT 1810:+HCT 1793:+HCT 1717:+HCT 1645:+HCT 1594:+HCT 1395:PMID 1326:PMID 1277:PMID 1239:PMID 1198:PMID 1155:PMID 1111:PMID 1076:PMID 1035:PMID 995:PMID 955:PMID 914:PMID 876:ISBN 847:ISBN 768:ISBN 727:tert 711:tert 691:tert 541:and 389:KEGG 369:UNII 318:6571 169:data 90:Oral 52:AHFS 2277:ACE 2109:ATR 1951:NEP 1947:ACE 1475:C09 1422:doi 1387:doi 1316:PMC 1308:doi 1269:doi 1229:PMC 1190:doi 1147:doi 1103:doi 1066:doi 1027:doi 987:doi 983:135 945:doi 806:doi 764:640 737:). 564:. 560:to 553:. 549:or 434:EPA 288:CID 189:90% 141:POM 109:WHO 2522:: 2045:: 1928:, 1924:, 1892:, 1888:, 1884:, 1880:, 1876:, 1872:, 1855:, 1851:, 1829:, 1825:, 1808:, 1791:, 1787:, 1760:, 1703:: 1668:, 1664:, 1660:, 1630:, 1626:, 1622:, 1618:, 1614:, 1592:, 1552:, 1535:, 1526:: 1418:15 1416:. 1393:. 1383:29 1381:. 1366:). 1324:. 1314:. 1304:85 1302:. 1298:. 1275:. 1265:40 1263:. 1251:^ 1237:. 1223:. 1219:. 1196:. 1184:. 1161:. 1153:. 1143:94 1141:. 1117:. 1109:. 1099:26 1097:. 1074:. 1062:19 1060:. 1056:. 1033:. 1023:60 1021:. 1007:^ 993:. 981:. 967:^ 953:. 941:28 939:. 935:. 908:. 896:^ 818:^ 802:27 800:. 788:^ 766:. 658:, 571:. 480:34 474:27 246:(3 148:US 135:UK 2089:e 2082:t 2075:v 2003:) 1999:( 1949:/ 1932:) 1920:( 1896:) 1868:( 1859:) 1847:( 1833:) 1821:( 1812:) 1804:( 1795:) 1783:( 1764:) 1756:( 1719:) 1715:( 1695:) 1691:( 1672:) 1656:( 1647:) 1643:( 1634:) 1610:( 1596:) 1588:( 1574:) 1570:( 1556:) 1548:( 1539:) 1531:( 1519:) 1515:( 1497:: 1477:) 1473:( 1459:e 1452:t 1445:v 1428:. 1424:: 1401:. 1389:: 1332:. 1310:: 1283:. 1271:: 1245:. 1225:3 1204:. 1192:: 1186:3 1169:. 1149:: 1125:. 1105:: 1082:. 1068:: 1041:. 1029:: 1001:. 989:: 961:. 947:: 920:. 910:9 890:. 855:. 812:. 808:: 782:. 735:5 723:4 721:( 715:3 703:1 699:2 695:L 601:2 492:7 489:O 486:2 483:N 477:H 471:C 436:) 432:( 252:H 248:S 150:: 137:: 54:/

Index


Trade names
AHFS
Drugs.com
Monograph
MedlinePlus
a695018
Routes of
administration

ATC code
C09AA13
WHO
Legal status
POM
â„ž-only
Pharmacokinetic
Bioavailability
Protein binding
Metabolism
Hepatic
Elimination half-life
Excretion
IUPAC name
CAS Number
103775-10-6
PubChem
91270
IUPHAR/BPS
6571
DrugBank
DB00691

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