860:
Fournier Freres, who were part of
Pharmuka, who in turn became part of RhĂ´ne-Poulenc. Indalpine was launched in 1983. Gr: It was withdrawn because of side effects, neutropenia supposedly but that was not all. This drug had been launched before all the carcinogenicity results were in and when they were all available the drug had to be withdrawn. Of 500,000 patients treated in 1984, the Pharmacovigilance committee had reports of 30 cases of neutropenia. Upstene in fact won the Prix Galien for pharmaceutical innovation in 1983.
259:
236:
469:
31:
639:
characterized indalpine as being "born at the wrong time" during a period when "indalpine and psychiatry was under siege" by different interest groups in some of the Common Market countries. In line with indalpine's fate, research and development was halted relating to the two other 4-alkylpiperidine
631:, a serious neurological disease. With lingering concerns among some Common Market countries and activist groups about the potential of SSRIs to induce adverse effects, and the reported association between indalpine and hematological effects, which emerged in the aftermath of Pharmuka's take over by
607:
were developed in the early 1970s, it was
Pharmuka's indalpine that was first to reach the market. Baron Shopsin was recruited as consultant to Pharmuka throughout a research and development process that resulted in the marketing of indalpine in France and then worldwide, in 1982. With FDA approval
859:
It now seems clomipramine is useful for OCD because of its action on the 5HT system. This leads on to a Rhône-Poulenc drug which as I understand it was the first SSRI to be released clinically – Upstene, Indalpine. Can you tell me anything about it? Br: Well it wasn't made in Rhône-Poulenc. It was
616:, Shopsin carried out and published the first clinical trials with these drugs in depressed outpatients in the United States. Astra's SSRI zimelidine was marketed within a year (1983), but the next crop of SSRIs didn't become commercially available until the 1986 marketing of
564:
in New York with providing the basis for their work. They were particularly influenced by the series of "synthesis inhibitor studies" carried out by
Shopsin's team during the early to mid 1970s, and in particular, the clinical report by Shopsin et al. (1976) relating to
4128:
1062:
Marcin LR, Mattson RJ, Gao Q, Wu D, Molski TF, Mattson GK, et al. (February 2010). "Synthesis and hSERT activity of homotryptamine analogs. Part 6: dipolar cycloaddition of 3-vinylindoles".
3820:
2263:
1368:
4163:
560:
It was discovered in 1977 by the pharmacologists Le Fur and Uzan at
Pharmuka, a small French pharmaceutical firm, who credit Baron Shopsin and his colleagues at NYU-Bellevue or
1254:
6196:
1335:
948:
Gueremy C, Audiau F, Uzan A, Le Fur G, Rataud J (December 1980). "3-(4-Piperidinylalkyl)indoles, selective inhibitors of neuronal 5-hydroxytryptamine uptake".
2150:
1401:
336:
3813:
2256:
592:
class antidepressants. The studies led to widespread recognition of a serotonin hypothesis of depression, contradicting theories that promoted the role of
486:
forms the organo-magnesium derivative (2) which reacts with 1-benzyloxycarbonyl-4-piperidyl-acetyl chloride (3) to give (4). Acid-catalyzed removal of the
4153:
4158:
1152:
6151:
3782:
1196:
4148:
3806:
3787:
2249:
446:
410:
387:
2207:
1111:
925:
852:
798:
750:
6135:
3276:
2316:
1434:
4501:
1302:
694:
432:(Zelmid), which was discovered in 1969 and was introduced to the market in 1981 (then similarly withdrawn due to toxicity in 1983).
356:
1008:
Shopsin B, Friedman E, Gershon S (July 1976). "Parachlorophenylalanine reversal of tranylcypromine effects in depressed patients".
6176:
5950:
69:
628:
6155:
5211:
1145:
660:
6131:
3848:
3829:
3777:
175:
322:
5495:
4771:
2224:
1807:
1740:
215:
4490:
4002:
3057:
1570:
1478:
983:
636:
578:
1582:
645:
503:
6201:
6181:
3087:
2558:
1138:
609:
585:
5991:
5986:
831:
6186:
5968:
2348:
2212:
550:
483:
254:
6147:
6143:
6046:
5550:
4826:
4256:
4209:
2978:
2047:
1518:
561:
204:
5268:
5200:
4674:
3976:
3693:
3670:
3487:
3469:
3238:
3141:
2283:
1488:
703:
1043:
Shopsin B, Lefebvre C, Maulet C (1983). "Indalpine (LM-5008): An open study in depressed outpatients".
6139:
6011:
5540:
5084:
4816:
4246:
4225:
3837:
2167:
2082:
487:
518:
for indalpine was filed in 1976 and granted in 1977. It was marketed by
Fournier Frères-Pharmuka in
231:
5825:
5670:
5535:
5263:
5120:
4946:
4811:
4466:
4241:
2943:
2488:
2301:
1993:
1933:
90:
3415:
3410:
3350:
3310:
3219:
3199:
2918:
2838:
2818:
917:
Let Them Eat Prozac: The
Unhealthy Relationship Between the Pharmaceutical Industry and Depression
666:
In 2010, revision of this molecular motif yielded SERT inhibitors with nanomolar and subnanomolar
627:
Meanwhile, zimelidine had been withdrawn soon after its marketing in 1983 due to the emergence of
5910:
3936:
3445:
3380:
3325:
3209:
2953:
2893:
2873:
2863:
2778:
2748:
2553:
2483:
2473:
2275:
2272:
1184:
1180:
6108:
5650:
5645:
4926:
4921:
4740:
3742:
3621:
3440:
3405:
3340:
3330:
3214:
3204:
3194:
3189:
2963:
2913:
2773:
2758:
2753:
2733:
3601:
3450:
3435:
3395:
3360:
3224:
2968:
2928:
2908:
2898:
2808:
428:. Indalpine has sometimes been said to be the first SSRI. However, it was preceded by the SSRI
5901:
5429:
4639:
4346:
3921:
3688:
3571:
3184:
3039:
2184:
2086:
1605:
1107:
1101:
1079:
1025:
965:
921:
848:
794:
746:
740:
574:
395:
43:
6026:
5767:
3566:
3561:
915:
788:
364:
InChI=1S/C15H20N2/c1-2-4-15-14(3-1)13(11-17-15)6-5-12-7-9-16-10-8-12/h1-4,11-12,16-17H,5-10H2
6191:
6006:
5861:
5233:
4629:
4326:
4266:
4083:
3997:
3165:
3032:
2648:
2508:
2428:
2157:
2100:
2036:
1883:
1071:
1017:
957:
840:
632:
491:
271:
184:
164:
99:
5976:
5851:
5793:
5781:
5449:
5088:
4720:
4654:
4068:
3956:
3931:
2568:
2528:
2503:
2388:
2096:
2090:
1903:
1277:
570:
538:
531:
1021:
620:
in
Belgium by Duphar, followed by approval in the United States later that year. Lilly's
258:
235:
5805:
5789:
5785:
5711:
5434:
5100:
5092:
4705:
4471:
4194:
3946:
3616:
3145:
3035:
2858:
2798:
2713:
2548:
2493:
2463:
2423:
2413:
2408:
2218:
1660:
1267:
1161:
653:
593:
391:
6170:
6061:
5845:
5841:
5811:
5777:
5751:
5741:
5696:
5660:
5520:
5464:
5303:
5243:
5165:
5145:
5128:
5106:
5027:
5022:
4972:
4936:
4796:
4735:
4461:
4078:
4073:
3981:
3966:
3926:
3131:
3127:
3091:
3051:
2994:
2990:
2853:
2803:
2693:
2678:
2603:
2598:
2403:
2108:
2055:
1843:
1715:
1690:
1685:
1625:
1600:
554:
546:
450:
414:
247:
883:
742:
The
Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies
5996:
5891:
5881:
5706:
5701:
5545:
5515:
5403:
5273:
5151:
5063:
5032:
4987:
4982:
4977:
4821:
4791:
4679:
4588:
4548:
4451:
4371:
4261:
4251:
4063:
4058:
4043:
4038:
4017:
3747:
3651:
3591:
3512:
3385:
3169:
3161:
3153:
3149:
3135:
3099:
3095:
3081:
3010:
2982:
2848:
2833:
2718:
2708:
2703:
2698:
2673:
2668:
2638:
2618:
2608:
2573:
2523:
2453:
2373:
2153:
2141:
2051:
1958:
1888:
1878:
1730:
1720:
1620:
1615:
1538:
1533:
1513:
1498:
1452:
1214:
1165:
690:
635:, indalpine was abruptly taken off the market by RhĂ´ne Poulenc. Irish psychiatrist
468:
124:
6066:
6056:
6001:
5972:
5922:
5866:
5819:
5801:
5736:
5716:
5665:
5655:
5630:
5590:
5585:
5530:
5500:
5479:
5469:
5459:
5419:
5358:
5338:
5328:
5308:
5288:
5248:
5238:
5185:
5114:
5096:
5068:
5053:
5012:
4992:
4941:
4931:
4906:
4866:
4861:
4806:
4776:
4755:
4745:
4730:
4695:
4659:
4624:
4553:
4543:
4533:
4528:
4476:
4456:
4446:
4421:
4401:
4331:
4306:
4281:
4276:
4271:
4236:
4231:
4189:
4184:
4133:
3941:
3798:
3732:
3703:
3636:
3631:
3626:
3611:
3576:
3517:
3492:
3455:
3365:
3286:
3281:
3173:
3123:
3103:
3077:
3069:
3022:
3018:
3002:
2958:
2923:
2903:
2883:
2878:
2763:
2728:
2688:
2653:
2643:
2628:
2593:
2583:
2563:
2543:
2538:
2533:
2498:
2448:
2443:
2433:
2378:
2353:
2321:
2306:
2241:
2071:
1968:
1833:
1768:
1763:
1753:
1710:
1695:
1680:
1670:
1640:
1630:
1503:
1473:
1468:
1414:
1391:
1386:
1358:
1315:
1292:
1282:
1224:
649:
617:
527:
1369:
1075:
6115:
6071:
6036:
5963:
5926:
5886:
5856:
5833:
5797:
5746:
5731:
5615:
5600:
5570:
5560:
5555:
5510:
5505:
5444:
5439:
5424:
5398:
5368:
5363:
5348:
5343:
5318:
5313:
5283:
5278:
5258:
5253:
5177:
5156:
5139:
5134:
5017:
5007:
4891:
4876:
4846:
4836:
4831:
4786:
4781:
4715:
4710:
4669:
4649:
4634:
4609:
4593:
4568:
4563:
4441:
4431:
4416:
4361:
4351:
4341:
4321:
4311:
4296:
4291:
4214:
4204:
4199:
4012:
3905:
3900:
3752:
3641:
3606:
3586:
3581:
3525:
3430:
3425:
3420:
3400:
3390:
3370:
3355:
3345:
3335:
3320:
3315:
3115:
3043:
3014:
3006:
2933:
2868:
2828:
2823:
2788:
2783:
2743:
2738:
2663:
2588:
2513:
2478:
2468:
2438:
2418:
2398:
2358:
2189:
2175:
2161:
2067:
2063:
2059:
2013:
1983:
1978:
1973:
1953:
1923:
1913:
1873:
1858:
1838:
1725:
1705:
1675:
1655:
1635:
1595:
1543:
1528:
1523:
1483:
1447:
1419:
1348:
1325:
1320:
1272:
1244:
1239:
1234:
1219:
1209:
621:
604:
600:
566:
475:
429:
298:
155:
6103:
6051:
6021:
6016:
5936:
5918:
5914:
5871:
5829:
5772:
5721:
5640:
5610:
5474:
5393:
5383:
5378:
5373:
5298:
5173:
5169:
5058:
5048:
4997:
4916:
4886:
4750:
4700:
4619:
4614:
4583:
4578:
4538:
4436:
4426:
4391:
4316:
4286:
4219:
4179:
4143:
4048:
4033:
4007:
3971:
3961:
3890:
3885:
3880:
3875:
3737:
3698:
3646:
3596:
3497:
3375:
3271:
3256:
3119:
3107:
3073:
3061:
3047:
2998:
2986:
2948:
2938:
2888:
2843:
2793:
2768:
2683:
2658:
2633:
2623:
2613:
2578:
2518:
2458:
2393:
2383:
2363:
2311:
2077:
1963:
1898:
1893:
1868:
1863:
1853:
1848:
1758:
1700:
1665:
1645:
1610:
1566:
1424:
1381:
1353:
1287:
844:
641:
613:
581:
1083:
424:
in 1983. Two years later, in 1985, it was withdrawn from the market due to
5356:
Selective serotonin reuptake inhibitors and serotonin receptor modulators:
969:
584:(5-hydroxytryptamine, or 5HT) in the therapeutic effects of the available
22:
6090:
6041:
6031:
5930:
5876:
5837:
5815:
5605:
5595:
5388:
5181:
5124:
5110:
4881:
4871:
4573:
4558:
4523:
4381:
4376:
4366:
4336:
4138:
3895:
3757:
3716:
3656:
3551:
3546:
3530:
3266:
3261:
3157:
3065:
3026:
2813:
2368:
1828:
1784:
1508:
1493:
1130:
1029:
523:
425:
135:
961:
144:
5896:
5726:
5679:
5675:
5625:
5620:
5575:
5565:
5525:
5454:
5333:
5002:
4955:
4951:
4901:
4896:
4851:
4841:
4801:
4725:
4644:
4406:
4396:
4386:
4356:
4301:
4123:
4118:
4113:
4108:
4103:
4098:
4093:
4053:
3951:
3870:
3556:
3507:
3294:
3111:
2329:
1650:
420:
Indalpine was discovered by 1977 and was introduced for medical use in
110:
30:
5906:
5635:
5580:
5323:
5161:
4911:
4856:
4664:
4411:
4088:
3711:
3502:
519:
515:
495:
479:
421:
403:
399:
195:
1402:
1255:
1336:
790:
Before Prozac: The
Troubled History of Mood Disorders in Psychiatry
535:
499:
321:
312:
5980:
667:
612:(IND) submission to conduct clinical studies with indalpine and
589:
3802:
2245:
2130:
2034:
1805:
1564:
1374:
1197:
1177:
1134:
220:
1435:
4502:
1303:
577:
patients. This led to an understanding of the role of the
545:
years later in 1985. The drug was never introduced in the
1106:. Routledge Revivals. Taylor & Francis. p. 232.
695:
5951:
663:), both in different stages of development at the time.
884:"'Let Them Eat Prozac' - Introduction: The SSRI Issues"
878:
876:
874:
872:
870:
868:
522:
in 1983. The drug was withdrawn from the market due to
5493:
Serotonin–norepinephrine–dopamine reuptake inhibitors:
4769:
Serotonin–norepinephrine–dopamine reuptake inhibitors:
5212:
3849:
1407:
Tooltip Serotonin antagonist and reuptake inhibitors
1260:
Tooltip Serotonin–norepinephrine reuptake inhibitors
624:(Prozac) was approved in the United States in 1987.
6080:
5949:
5199:
4489:
3836:
3725:
3681:
3669:
3539:
3480:
3468:
3303:
3249:
3237:
2338:
2294:
2282:
1992:
1932:
1818:
1777:
1741:
1739:
1581:
1461:
1433:
1400:
1367:
1341:
Tooltip Norepinephrine–dopamine reuptake inhibitors
1334:
1301:
1253:
1195:
711:. It was also known by its developmental code name
310:
297:
270:
265:
246:
214:
194:
174:
154:
134:
109:
89:
60:
52:
42:
37:
4491:
793:. Oxford University Press. pp. 15, 175, 221.
715:. The drug was sold under the brand name Upstène.
1583:
569:'s rapid reversal of antidepressant response to
123:
2143:
1202:Tooltip Selective serotonin reuptake inhibitors
98:
782:
5417:Serotonin–norepinephrine reuptake inhibitors:
5201:
4693:Serotonin–norepinephrine reuptake inhibitors:
4521:Selective norepinephrine reuptake inhibitors:
3814:
2257:
1146:
780:
778:
776:
774:
772:
770:
768:
766:
764:
762:
704:
8:
4607:Norepinephrine–dopamine reuptake inhibitors:
3838:
1095:
1093:
1064:Bioorganic & Medicinal Chemistry Letters
21:
2177:
1994:
1934:
1440:Tooltip Serotonin modulator and stimulators
909:
907:
905:
903:
825:
823:
821:
819:
817:
5223:
4513:
4507:Tooltip Norepinephrine reuptake inhibitors
3860:
3821:
3807:
3799:
3678:
3477:
3246:
2291:
2264:
2250:
2242:
2127:
2031:
1815:
1802:
1578:
1561:
1308:Tooltip Norepinephrine reuptake inhibitors
1192:
1174:
1153:
1139:
1131:
734:
732:
730:
728:
257:
234:
163:
29:
700:Tooltip International Nonproprietary Name
183:
5956:Tooltip Vesicular monoamine transporters
5231:Selective serotonin reuptake inhibitors:
6197:Selective serotonin reuptake inhibitors
724:
390:(SSRI) that was briefly marketed as an
361:
341:
230:
143:
74:
447:selective serotonin reuptake inhibitor
411:selective serotonin reuptake inhibitor
388:selective serotonin reuptake inhibitor
248:
20:
5217:Tooltip Serotonin reuptake inhibitors
203:
16:Discontinued SSRI antidepressant drug
7:
3854:Tooltip Dopamine reuptake inhibitors
1022:10.1001/archpsyc.1976.01770070041003
1746:Tooltip Tetracyclic antidepressants
640:derivatives developed by Pharmuka,
114:
5551:Didesmethylsibutramine (BTS-54505)
4827:Didesmethylsibutramine (BTS-54505)
4496:Tooltip Norepinephrine transporter
4257:Didesmethylsibutramine (BTS-54505)
2529:Etybenzatropine (ethylbenztropine)
14:
4069:Etybenzatropine (ethybenztropine)
1588:Tooltip Tricyclic antidepressants
5541:Desmethylsibutramine (BTS-54354)
4817:Desmethylsibutramine (BTS-54354)
4247:Desmethylsibutramine (BTS-54354)
467:
288:
282:
6152:Monoamine metabolism modulators
3783:Monoamine metabolism modulators
369:Key:SADQVAVFGNTEOD-UHFFFAOYSA-N
1103:Drugs: Synonyms and Properties
1010:Archives of General Psychiatry
950:Journal of Medicinal Chemistry
276:
1:
6132:Receptor/signaling modulators
5206:Tooltip Serotonin transporter
3830:Monoamine reuptake inhibitors
3788:Monoamine reuptake inhibitors
3778:Receptor/signaling modulators
920:. NYU Press. pp. 20–22.
833:The Psychopharmacologists III
709:Tooltip British Approved Name
661:positive allosteric modulator
549:. Indalpine was derived from
5046:Tetracyclic antidepressants:
3843:Tooltip Dopamine transporter
1808:Monoamine oxidase inhibitors
1045:Current Therapeutic Research
382:, sold under the brand name
5496:3,3-Diphenylcyclobutanamine
4772:3,3-Diphenylcyclobutanamine
3411:Quisultazine (quisultidine)
3058:Tetracyclic antidepressants
2002:Tooltip Monoamine oxidase B
1942:Tooltip Monoamine oxidase A
1571:tetracyclic antidepressants
830:Healy D (14 October 2020).
745:. Springer. pp. 988–.
739:Elks J (14 November 2014).
77:3-(2-Piperidin-4-ylethyl)-1
6218:
6136:Monoamine releasing agents
5694:Tricyclic antidepressants:
4970:Tricyclic antidepressants:
4039:Benzatropine (benztropine)
2374:Benzatropine (benztropine)
1479:Dextromethorphan/bupropion
1076:10.1016/j.bmcl.2009.12.043
579:monoamine neurotransmitter
266:Chemical and physical data
6124:
5760:
5689:
5488:
5412:
5226:
5077:
5041:
4965:
4764:
4688:
4602:
4516:
4172:
4026:
3990:
3914:
3863:
3770:
3088:Tricyclic antidepressants
2944:Sequifenadine (bicarphen)
2202:
2137:
2126:
2043:
2030:
1814:
1801:
1577:
1560:
1191:
1173:
988:Pharmaceutical Substances
646:serotonin releasing agent
504:lithium aluminium hydride
352:
332:
65:
28:
5420:Atomoxetine (tomoxetine)
4696:Atomoxetine (tomoxetine)
2726:Second/third-generation:
2559:Hydroxyethylpromethazine
2185:Rubidium chloride (RbCl)
990:. Georg Thieme Verlag KG
610:Investigational New Drug
344:c2(c1ccccc1c2)CCC3CCNCC3
6177:4-Piperidinyl compounds
5798:mepyramine (pyrilamine)
3366:Lavoltidine (loxtidine)
2979:Atypical antipsychotics
2924:Quifenadine (phencarol)
2589:Mepyramine (pyrilamine)
2349:4-Methyldiphenhydramine
2048:Atypical antipsychotics
845:10.4324/9781003058892-1
629:Guillain–Barré syndrome
551:structural modification
484:methyl magnesium iodide
6072:Vanoxerine (GBR-12909)
5919:pethidine (meperidine)
5174:pethidine (meperidine)
3962:Pethidine (meperidine)
3142:Typical antipsychotics
562:NYU School of Medicine
6156:Monoamine neurotoxins
5722:Dosulepin (dothiepin)
5269:Didesmethylcitalopram
4998:Dosulepin (dothiepin)
4675:Serdexmethylphenidate
3977:Serdexmethylphenidate
3108:dosulepin (dothiepin)
398:. It was marketed in
6047:Methoxytetrabenazine
6012:Dihydrotetrabenazine
5826:Arylcyclohexylamines
5121:Arylcyclohexylamines
4272:Dizocilpine (MK-801)
4226:Chaenomeles speciosa
3927:Benocyclidine (BTCP)
2169:Hypericum perforatum
2037:Adjunctive therapies
693:of the drug and its
5671:Threohydrobupropion
5536:Desmethylsertraline
5264:Desmethylcitalopram
4947:Threohydrobupropion
4812:Desmethylsertraline
4467:Threohydrobupropion
4242:Desmethylsertraline
2489:Dexchlorpheniramine
2302:2-Pyridylethylamine
1185:receptor modulators
1181:reuptake inhibitors
962:10.1021/jm00186a005
677:Society and culture
25:
5911:dextropropoxyphene
3937:Dexmethylphenidate
2554:Homochlorcyclizine
2484:Dexbrompheniramine
2273:Histamine receptor
2229:Never to phase III
787:Shorter E (2008).
506:yields indalpine.
6164:
6163:
6159:
5945:
5944:
5220:
5195:
5194:
4640:Levophacetoperane
4510:
4485:
4484:
4347:Levophacetoperane
3922:4-Fluoropethidine
3857:
3796:
3795:
3766:
3765:
3694:α-Methylhistamine
3689:4-Methylhistamine
3665:
3664:
3488:α-Methylhistamine
3464:
3463:
3233:
3232:
3182:Unknown/unsorted:
3040:hydroxynefazodone
2346:First-generation:
2239:
2238:
2198:
2197:
2171:(St. John's Wort)
2122:
2121:
2087:lithium carbonate
2026:
2025:
2022:
2021:
1797:
1796:
1793:
1792:
1606:Amitriptylinoxide
1556:
1555:
1552:
1551:
1113:978-1-351-78990-5
956:(12): 1306–1310.
927:978-0-8147-7300-0
854:978-1-003-05889-2
800:978-0-19-970933-5
752:978-1-4757-2085-3
488:benzyloxycarbonyl
394:for treatment of
377:
376:
323:Interactive image
216:CompTox Dashboard
6209:
6126:
6113:Antagonist-like:
6007:Deutetrabenazine
5957:
5953:
5897:MIN-117 (WF-516)
5862:Dextromethorphan
5234:6-Nitroquipazine
5224:
5218:
5214:
5209:
5207:
5203:
4630:Hydroxybupropion
4514:
4508:
4504:
4499:
4497:
4493:
4387:MIN-117 (WF-516)
4327:Hydroxybupropion
4267:Diphenylpyraline
3998:Diphenylprolinol
3861:
3855:
3851:
3846:
3844:
3840:
3823:
3816:
3809:
3800:
3706:
3679:
3520:
3478:
3289:
3247:
3166:prochlorperazine
3033:Phenylpiperazine
2649:Phenyltoloxamine
2509:Diphenylpyraline
2429:Chlorphenoxamine
2324:
2292:
2266:
2259:
2252:
2243:
2179:
2145:
2128:
2101:triiodothyronine
2097:Thyroid hormones
2032:
2003:
1999:
1943:
1939:
1884:Phenoxypropazine
1816:
1803:
1747:
1743:
1589:
1585:
1579:
1562:
1441:
1437:
1408:
1404:
1375:
1371:
1342:
1338:
1309:
1305:
1261:
1257:
1203:
1199:
1193:
1175:
1155:
1148:
1141:
1132:
1125:
1124:
1122:
1120:
1100:Milne G (2018).
1097:
1088:
1087:
1070:(3): 1027–1030.
1059:
1053:
1052:
1040:
1034:
1033:
1005:
999:
998:
996:
995:
980:
974:
973:
945:
939:
938:
936:
934:
914:Healy D (2004).
911:
898:
897:
895:
893:
888:
880:
863:
862:
838:
827:
812:
811:
809:
807:
784:
757:
756:
736:
710:
706:
701:
697:
544:
492:protecting group
471:
441:Pharmacodynamics
402:and a few other
325:
305:
290:
284:
278:
261:
250:
239:
238:
224:
222:
207:
187:
167:
147:
127:
117:
116:
102:
33:
26:
24:
6217:
6216:
6212:
6211:
6210:
6208:
6207:
6206:
6202:Withdrawn drugs
6182:Antidepressants
6167:
6166:
6165:
6160:
6120:
6098:DAT modulators:
6076:
5977:methamphetamine
5955:
5941:
5852:Cyclobenzaprine
5794:diphenhydramine
5782:brompheniramine
5756:
5685:
5484:
5450:Levomilnacipran
5408:
5216:
5208:
5205:
5191:
5089:brompheniramine
5073:
5037:
4961:
4760:
4721:Levomilnacipran
4684:
4655:Methylphenidate
4598:
4506:
4498:
4495:
4481:
4168:
4022:
3986:
3957:Methylphenidate
3932:Desoxypipradrol
3910:
3853:
3845:
3842:
3832:
3827:
3797:
3792:
3762:
3721:
3704:
3674:
3661:
3535:
3518:
3473:
3460:
3299:
3287:
3242:
3229:
3036:antidepressants
2569:Isopromethazine
2504:Diphenhydramine
2389:Brompheniramine
2334:
2322:
2287:
2278:
2270:
2240:
2235:
2234:
2219:Clinical trials
2194:
2133:
2118:
2114:
2106:
2091:lithium citrate
2039:
2018:
2001:
1998:
1988:
1941:
1938:
1928:
1904:Tranylcypromine
1810:
1789:
1773:
1745:
1735:
1587:
1573:
1548:
1457:
1439:
1429:
1406:
1396:
1373:
1363:
1340:
1330:
1307:
1297:
1278:Levomilnacipran
1259:
1249:
1201:
1187:
1169:
1162:Antidepressants
1159:
1129:
1128:
1118:
1116:
1114:
1099:
1098:
1091:
1061:
1060:
1056:
1042:
1041:
1037:
1007:
1006:
1002:
993:
991:
982:
981:
977:
947:
946:
942:
932:
930:
928:
913:
912:
901:
891:
889:
886:
882:
881:
866:
855:
836:
829:
828:
815:
805:
803:
801:
786:
785:
760:
753:
738:
737:
726:
721:
708:
699:
684:
679:
671:
657:
571:tranylcypromine
542:
539:carcinogenicity
532:agranulocytosis
512:
464:
459:
445:Indalpine is a
443:
438:
409:Indalpine is a
373:
370:
365:
360:
359:
348:
345:
340:
339:
328:
303:
293:
287:
281:
242:
218:
210:
190:
170:
150:
130:
113:
105:
85:
82:
73:
72:
17:
12:
11:
5:
6215:
6213:
6205:
6204:
6199:
6194:
6189:
6187:Antihistamines
6184:
6179:
6169:
6168:
6162:
6161:
6125:
6122:
6121:
6119:
6118:
6106:
6094:
6093:
6088:DAT enhancers:
6084:
6082:
6078:
6077:
6075:
6074:
6069:
6064:
6059:
6054:
6049:
6044:
6039:
6034:
6029:
6024:
6019:
6014:
6009:
6004:
5999:
5994:
5989:
5984:
5966:
5960:
5958:
5947:
5946:
5943:
5942:
5940:
5939:
5934:
5904:
5899:
5894:
5889:
5884:
5879:
5874:
5869:
5864:
5859:
5854:
5849:
5823:
5812:Antipsychotics
5809:
5806:tripelennamine
5790:dimenhydrinate
5786:chlorphenamine
5778:Antihistamines
5775:
5770:
5761:
5758:
5757:
5755:
5754:
5749:
5744:
5739:
5734:
5729:
5724:
5719:
5714:
5712:Cyanodothiepin
5709:
5704:
5699:
5690:
5687:
5686:
5684:
5683:
5673:
5668:
5663:
5658:
5653:
5648:
5643:
5638:
5633:
5628:
5623:
5618:
5613:
5608:
5603:
5598:
5593:
5588:
5583:
5578:
5573:
5568:
5563:
5558:
5553:
5548:
5543:
5538:
5533:
5528:
5523:
5518:
5513:
5508:
5503:
5498:
5489:
5486:
5485:
5483:
5482:
5477:
5472:
5467:
5462:
5457:
5452:
5447:
5442:
5437:
5435:Desvenlafaxine
5432:
5427:
5422:
5413:
5410:
5409:
5407:
5406:
5401:
5396:
5391:
5386:
5381:
5376:
5371:
5366:
5361:
5352:
5351:
5346:
5341:
5336:
5331:
5326:
5321:
5316:
5311:
5306:
5301:
5296:
5291:
5286:
5281:
5276:
5271:
5266:
5261:
5256:
5251:
5246:
5241:
5236:
5227:
5221:
5197:
5196:
5193:
5192:
5190:
5189:
5159:
5154:
5149:
5142:
5137:
5132:
5118:
5107:Antipsychotics
5104:
5101:tripelennamine
5093:chlorphenamine
5085:Antihistamines
5078:
5075:
5074:
5072:
5071:
5066:
5061:
5056:
5051:
5042:
5039:
5038:
5036:
5035:
5030:
5025:
5020:
5015:
5010:
5005:
5000:
4995:
4990:
4985:
4980:
4975:
4966:
4963:
4962:
4960:
4959:
4949:
4944:
4939:
4934:
4929:
4924:
4919:
4914:
4909:
4904:
4899:
4894:
4889:
4884:
4879:
4874:
4869:
4864:
4859:
4854:
4849:
4844:
4839:
4834:
4829:
4824:
4819:
4814:
4809:
4804:
4799:
4794:
4789:
4784:
4779:
4774:
4765:
4762:
4761:
4759:
4758:
4753:
4748:
4743:
4738:
4733:
4728:
4723:
4718:
4713:
4708:
4706:Desvenlafaxine
4703:
4698:
4689:
4686:
4685:
4683:
4682:
4677:
4672:
4667:
4662:
4657:
4652:
4647:
4642:
4637:
4632:
4627:
4622:
4617:
4612:
4603:
4600:
4599:
4597:
4596:
4591:
4586:
4581:
4576:
4571:
4566:
4561:
4556:
4551:
4546:
4541:
4536:
4531:
4526:
4517:
4511:
4487:
4486:
4483:
4482:
4480:
4479:
4474:
4472:Tripelennamine
4469:
4464:
4459:
4454:
4449:
4444:
4439:
4434:
4429:
4424:
4419:
4414:
4409:
4404:
4399:
4394:
4389:
4384:
4379:
4374:
4369:
4364:
4359:
4354:
4349:
4344:
4339:
4334:
4329:
4324:
4319:
4314:
4309:
4304:
4299:
4294:
4289:
4284:
4279:
4274:
4269:
4264:
4259:
4254:
4249:
4244:
4239:
4234:
4229:
4222:
4217:
4212:
4207:
4202:
4197:
4195:Amfonelic acid
4192:
4187:
4182:
4173:
4170:
4169:
4167:
4166:
4161:
4156:
4151:
4146:
4141:
4136:
4131:
4126:
4121:
4116:
4111:
4106:
4101:
4096:
4091:
4086:
4081:
4076:
4071:
4066:
4061:
4056:
4051:
4046:
4041:
4036:
4027:
4024:
4023:
4021:
4020:
4015:
4010:
4005:
4000:
3991:
3988:
3987:
3985:
3984:
3979:
3974:
3969:
3964:
3959:
3954:
3949:
3947:Ethylphenidate
3944:
3939:
3934:
3929:
3924:
3915:
3912:
3911:
3909:
3908:
3903:
3898:
3893:
3888:
3883:
3878:
3873:
3864:
3858:
3834:
3833:
3828:
3826:
3825:
3818:
3811:
3803:
3794:
3793:
3791:
3790:
3785:
3780:
3775:
3771:
3768:
3767:
3764:
3763:
3761:
3760:
3755:
3750:
3745:
3740:
3735:
3729:
3727:
3723:
3722:
3720:
3719:
3714:
3709:
3701:
3696:
3691:
3685:
3683:
3676:
3672:
3667:
3666:
3663:
3662:
3660:
3659:
3654:
3649:
3644:
3639:
3634:
3629:
3624:
3619:
3617:Iodophenpropit
3614:
3609:
3604:
3599:
3594:
3589:
3584:
3579:
3574:
3569:
3564:
3559:
3554:
3549:
3543:
3541:
3537:
3536:
3534:
3533:
3528:
3523:
3515:
3510:
3505:
3500:
3495:
3490:
3484:
3482:
3475:
3471:
3466:
3465:
3462:
3461:
3459:
3458:
3453:
3448:
3443:
3438:
3433:
3428:
3423:
3418:
3413:
3408:
3403:
3398:
3393:
3388:
3383:
3378:
3373:
3368:
3363:
3358:
3353:
3348:
3343:
3338:
3333:
3328:
3323:
3318:
3313:
3307:
3305:
3301:
3300:
3298:
3297:
3292:
3284:
3279:
3274:
3269:
3264:
3259:
3253:
3251:
3244:
3240:
3235:
3234:
3231:
3230:
3228:
3227:
3222:
3217:
3212:
3207:
3202:
3197:
3192:
3187:
3178:
3177:
3146:chlorpromazine
3139:
3085:
3055:
3030:
2972:
2971:
2966:
2961:
2956:
2951:
2946:
2941:
2936:
2931:
2926:
2921:
2916:
2911:
2906:
2901:
2896:
2891:
2886:
2881:
2876:
2871:
2866:
2861:
2859:Levocetirizine
2856:
2851:
2846:
2841:
2836:
2831:
2826:
2821:
2816:
2811:
2806:
2801:
2799:Clobenztropine
2796:
2791:
2786:
2781:
2776:
2771:
2766:
2761:
2756:
2751:
2746:
2741:
2736:
2731:
2722:
2721:
2716:
2714:Tripelennamine
2711:
2706:
2701:
2696:
2691:
2686:
2681:
2676:
2671:
2666:
2661:
2656:
2651:
2646:
2641:
2636:
2631:
2626:
2621:
2616:
2611:
2606:
2601:
2596:
2591:
2586:
2581:
2576:
2571:
2566:
2561:
2556:
2551:
2549:Histapyrrodine
2546:
2541:
2536:
2531:
2526:
2521:
2516:
2511:
2506:
2501:
2496:
2494:Dimenhydrinate
2491:
2486:
2481:
2476:
2471:
2466:
2464:Cyproheptadine
2461:
2456:
2451:
2446:
2441:
2436:
2431:
2426:
2424:Chlorphenamine
2421:
2416:
2414:Chloropyramine
2411:
2409:Chlorcyclizine
2406:
2401:
2396:
2391:
2386:
2381:
2376:
2371:
2366:
2361:
2356:
2351:
2342:
2340:
2336:
2335:
2333:
2332:
2327:
2319:
2314:
2309:
2304:
2298:
2296:
2289:
2285:
2280:
2279:
2271:
2269:
2268:
2261:
2254:
2246:
2237:
2236:
2233:
2232:
2231:
2230:
2227:
2216:
2210:
2204:
2203:
2200:
2199:
2196:
2195:
2193:
2192:
2187:
2182:
2173:
2165:
2148:
2142:Ademetionine (
2138:
2135:
2134:
2131:
2124:
2123:
2120:
2119:
2117:
2116:
2112:
2104:
2094:
2080:
2075:
2044:
2041:
2040:
2035:
2028:
2027:
2024:
2023:
2020:
2019:
2017:
2016:
2007:
2005:
1996:
1990:
1989:
1987:
1986:
1981:
1976:
1971:
1966:
1961:
1956:
1947:
1945:
1936:
1930:
1929:
1927:
1926:
1917:
1916:
1907:
1906:
1901:
1896:
1891:
1886:
1881:
1876:
1871:
1866:
1861:
1856:
1851:
1846:
1841:
1836:
1831:
1822:
1820:
1812:
1811:
1806:
1799:
1798:
1795:
1794:
1791:
1790:
1788:
1787:
1781:
1779:
1775:
1774:
1772:
1771:
1766:
1761:
1756:
1750:
1748:
1737:
1736:
1734:
1733:
1728:
1723:
1718:
1713:
1708:
1703:
1698:
1693:
1688:
1683:
1678:
1673:
1668:
1663:
1661:Imipraminoxide
1658:
1653:
1648:
1643:
1638:
1633:
1628:
1623:
1618:
1613:
1608:
1603:
1598:
1592:
1590:
1575:
1574:
1565:
1558:
1557:
1554:
1553:
1550:
1549:
1547:
1546:
1541:
1536:
1531:
1526:
1521:
1516:
1511:
1506:
1501:
1496:
1491:
1486:
1481:
1476:
1471:
1465:
1463:
1459:
1458:
1456:
1455:
1450:
1444:
1442:
1431:
1430:
1428:
1427:
1422:
1417:
1411:
1409:
1398:
1397:
1395:
1394:
1389:
1384:
1378:
1376:
1365:
1364:
1362:
1361:
1356:
1351:
1345:
1343:
1332:
1331:
1329:
1328:
1323:
1318:
1312:
1310:
1299:
1298:
1296:
1295:
1290:
1285:
1280:
1275:
1270:
1268:Desvenlafaxine
1264:
1262:
1251:
1250:
1248:
1247:
1242:
1237:
1232:
1227:
1222:
1217:
1212:
1206:
1204:
1189:
1188:
1178:
1171:
1170:
1160:
1158:
1157:
1150:
1143:
1135:
1127:
1126:
1112:
1089:
1054:
1035:
1016:(7): 811–819.
1000:
975:
940:
926:
899:
864:
853:
813:
799:
758:
751:
723:
722:
720:
717:
683:
680:
678:
675:
669:
655:
608:of Pharmuka's
594:norepinephrine
555:antihistamines
511:
508:
473:
472:
463:
460:
458:
455:
442:
439:
437:
434:
392:antidepressant
375:
374:
372:
371:
368:
366:
363:
355:
354:
353:
350:
349:
347:
346:
343:
335:
334:
333:
330:
329:
327:
326:
318:
316:
308:
307:
301:
295:
294:
291:
285:
279:
274:
268:
267:
263:
262:
252:
244:
243:
241:
240:
232:DTXSID80213196
227:
225:
212:
211:
209:
208:
200:
198:
192:
191:
189:
188:
180:
178:
172:
171:
169:
168:
160:
158:
152:
151:
149:
148:
140:
138:
132:
131:
129:
128:
120:
118:
107:
106:
104:
103:
95:
93:
87:
86:
84:
83:
76:
68:
67:
66:
63:
62:
58:
57:
54:
50:
49:
46:
40:
39:
35:
34:
15:
13:
10:
9:
6:
4:
3:
2:
6214:
6203:
6200:
6198:
6195:
6193:
6190:
6188:
6185:
6183:
6180:
6178:
6175:
6174:
6172:
6158:
6157:
6153:
6149:
6148:Serotonergics
6145:
6144:Dopaminergics
6141:
6137:
6133:
6130:
6123:
6117:
6114:
6110:
6107:
6105:
6102:
6101:Agonist-like:
6099:
6096:
6095:
6092:
6089:
6086:
6085:
6083:
6079:
6073:
6070:
6068:
6065:
6063:
6062:Tetrabenazine
6060:
6058:
6055:
6053:
6050:
6048:
6045:
6043:
6040:
6038:
6035:
6033:
6030:
6028:
6025:
6023:
6020:
6018:
6015:
6013:
6010:
6008:
6005:
6003:
6000:
5998:
5995:
5993:
5990:
5988:
5985:
5982:
5978:
5974:
5970:
5967:
5965:
5962:
5961:
5959:
5954:
5948:
5938:
5935:
5932:
5928:
5924:
5920:
5916:
5912:
5908:
5905:
5903:
5900:
5898:
5895:
5893:
5890:
5888:
5885:
5883:
5880:
5878:
5875:
5873:
5870:
5868:
5865:
5863:
5860:
5858:
5855:
5853:
5850:
5847:
5846:phencyclidine
5843:
5842:methoxetamine
5839:
5835:
5831:
5827:
5824:
5821:
5817:
5813:
5810:
5807:
5803:
5799:
5795:
5791:
5787:
5783:
5779:
5776:
5774:
5771:
5769:
5766:
5763:
5762:
5759:
5753:
5752:Protriptyline
5750:
5748:
5745:
5743:
5742:Nortriptyline
5740:
5738:
5735:
5733:
5730:
5728:
5725:
5723:
5720:
5718:
5715:
5713:
5710:
5708:
5705:
5703:
5700:
5698:
5697:Amitriptyline
5695:
5692:
5691:
5688:
5681:
5677:
5674:
5672:
5669:
5667:
5664:
5662:
5661:Tedatioxetine
5659:
5657:
5654:
5652:
5649:
5647:
5644:
5642:
5639:
5637:
5634:
5632:
5629:
5627:
5624:
5622:
5619:
5617:
5614:
5612:
5609:
5607:
5604:
5602:
5599:
5597:
5594:
5592:
5589:
5587:
5584:
5582:
5579:
5577:
5574:
5572:
5569:
5567:
5564:
5562:
5559:
5557:
5554:
5552:
5549:
5547:
5544:
5542:
5539:
5537:
5534:
5532:
5529:
5527:
5524:
5522:
5521:Centanafadine
5519:
5517:
5514:
5512:
5509:
5507:
5504:
5502:
5499:
5497:
5494:
5491:
5490:
5487:
5481:
5478:
5476:
5473:
5471:
5468:
5466:
5465:N-Methyl-PPPA
5463:
5461:
5458:
5456:
5453:
5451:
5448:
5446:
5443:
5441:
5438:
5436:
5433:
5431:
5428:
5426:
5423:
5421:
5418:
5415:
5414:
5411:
5405:
5402:
5400:
5397:
5395:
5392:
5390:
5387:
5385:
5382:
5380:
5377:
5375:
5372:
5370:
5367:
5365:
5362:
5360:
5357:
5354:
5353:
5350:
5347:
5345:
5342:
5340:
5337:
5335:
5332:
5330:
5327:
5325:
5322:
5320:
5317:
5315:
5312:
5310:
5307:
5305:
5304:Norfluoxetine
5302:
5300:
5297:
5295:
5292:
5290:
5287:
5285:
5282:
5280:
5277:
5275:
5272:
5270:
5267:
5265:
5262:
5260:
5257:
5255:
5252:
5250:
5247:
5245:
5244:Centpropazine
5242:
5240:
5237:
5235:
5232:
5229:
5228:
5225:
5222:
5215:
5204:
5198:
5187:
5183:
5179:
5175:
5171:
5167:
5166:desmetramadol
5163:
5160:
5158:
5155:
5153:
5150:
5148:
5147:
5146:Ginkgo biloba
5143:
5141:
5138:
5136:
5133:
5130:
5129:phencyclidine
5126:
5122:
5119:
5116:
5112:
5108:
5105:
5102:
5098:
5094:
5090:
5086:
5083:
5080:
5079:
5076:
5070:
5067:
5065:
5062:
5060:
5057:
5055:
5052:
5050:
5047:
5044:
5043:
5040:
5034:
5031:
5029:
5028:Protriptyline
5026:
5024:
5023:Nortriptyline
5021:
5019:
5016:
5014:
5011:
5009:
5006:
5004:
5001:
4999:
4996:
4994:
4991:
4989:
4986:
4984:
4981:
4979:
4976:
4974:
4973:Amitriptyline
4971:
4968:
4967:
4964:
4957:
4953:
4950:
4948:
4945:
4943:
4940:
4938:
4937:Tedatioxetine
4935:
4933:
4930:
4928:
4925:
4923:
4920:
4918:
4915:
4913:
4910:
4908:
4905:
4903:
4900:
4898:
4895:
4893:
4890:
4888:
4885:
4883:
4880:
4878:
4875:
4873:
4870:
4868:
4865:
4863:
4860:
4858:
4855:
4853:
4850:
4848:
4845:
4843:
4840:
4838:
4835:
4833:
4830:
4828:
4825:
4823:
4820:
4818:
4815:
4813:
4810:
4808:
4805:
4803:
4800:
4798:
4797:Centanafadine
4795:
4793:
4790:
4788:
4785:
4783:
4780:
4778:
4775:
4773:
4770:
4767:
4766:
4763:
4757:
4754:
4752:
4749:
4747:
4744:
4742:
4739:
4737:
4736:N-Methyl-PPPA
4734:
4732:
4729:
4727:
4724:
4722:
4719:
4717:
4714:
4712:
4709:
4707:
4704:
4702:
4699:
4697:
4694:
4691:
4690:
4687:
4681:
4678:
4676:
4673:
4671:
4668:
4666:
4663:
4661:
4658:
4656:
4653:
4651:
4648:
4646:
4643:
4641:
4638:
4636:
4633:
4631:
4628:
4626:
4623:
4621:
4618:
4616:
4613:
4611:
4608:
4605:
4604:
4601:
4595:
4592:
4590:
4587:
4585:
4582:
4580:
4577:
4575:
4572:
4570:
4567:
4565:
4562:
4560:
4557:
4555:
4552:
4550:
4547:
4545:
4542:
4540:
4537:
4535:
4532:
4530:
4527:
4525:
4522:
4519:
4518:
4515:
4512:
4505:
4494:
4488:
4478:
4475:
4473:
4470:
4468:
4465:
4463:
4462:Tedatioxetine
4460:
4458:
4455:
4453:
4450:
4448:
4445:
4443:
4440:
4438:
4435:
4433:
4430:
4428:
4425:
4423:
4420:
4418:
4415:
4413:
4410:
4408:
4405:
4403:
4400:
4398:
4395:
4393:
4390:
4388:
4385:
4383:
4380:
4378:
4375:
4373:
4370:
4368:
4365:
4363:
4360:
4358:
4355:
4353:
4350:
4348:
4345:
4343:
4340:
4338:
4335:
4333:
4330:
4328:
4325:
4323:
4320:
4318:
4315:
4313:
4310:
4308:
4305:
4303:
4300:
4298:
4295:
4293:
4290:
4288:
4285:
4283:
4280:
4278:
4275:
4273:
4270:
4268:
4265:
4263:
4260:
4258:
4255:
4253:
4250:
4248:
4245:
4243:
4240:
4238:
4235:
4233:
4230:
4228:
4227:
4223:
4221:
4218:
4216:
4213:
4211:
4208:
4206:
4203:
4201:
4198:
4196:
4193:
4191:
4188:
4186:
4183:
4181:
4178:
4175:
4174:
4171:
4165:
4162:
4160:
4157:
4155:
4152:
4150:
4147:
4145:
4142:
4140:
4137:
4135:
4132:
4130:
4127:
4125:
4122:
4120:
4117:
4115:
4112:
4110:
4107:
4105:
4102:
4100:
4097:
4095:
4092:
4090:
4087:
4085:
4084:Ioflupane (I)
4082:
4080:
4077:
4075:
4072:
4070:
4067:
4065:
4062:
4060:
4057:
4055:
4052:
4050:
4047:
4045:
4042:
4040:
4037:
4035:
4032:
4029:
4028:
4025:
4019:
4016:
4014:
4011:
4009:
4006:
4004:
4001:
3999:
3996:
3995:Pyrrolidines:
3993:
3992:
3989:
3983:
3982:Tenocyclidine
3980:
3978:
3975:
3973:
3970:
3968:
3967:Phencyclidine
3965:
3963:
3960:
3958:
3955:
3953:
3950:
3948:
3945:
3943:
3940:
3938:
3935:
3933:
3930:
3928:
3925:
3923:
3920:
3917:
3916:
3913:
3907:
3904:
3902:
3899:
3897:
3894:
3892:
3889:
3887:
3884:
3882:
3879:
3877:
3874:
3872:
3869:
3866:
3865:
3862:
3859:
3852:
3841:
3835:
3831:
3824:
3819:
3817:
3812:
3810:
3805:
3804:
3801:
3789:
3786:
3784:
3781:
3779:
3776:
3773:
3772:
3769:
3759:
3756:
3754:
3751:
3749:
3746:
3744:
3741:
3739:
3736:
3734:
3731:
3730:
3728:
3724:
3718:
3715:
3713:
3710:
3708:
3702:
3700:
3697:
3695:
3692:
3690:
3687:
3686:
3684:
3680:
3677:
3675:
3668:
3658:
3655:
3653:
3650:
3648:
3645:
3643:
3640:
3638:
3635:
3633:
3630:
3628:
3625:
3623:
3620:
3618:
3615:
3613:
3610:
3608:
3605:
3603:
3600:
3598:
3595:
3593:
3590:
3588:
3585:
3583:
3580:
3578:
3575:
3573:
3570:
3568:
3565:
3563:
3560:
3558:
3555:
3553:
3550:
3548:
3545:
3544:
3542:
3538:
3532:
3529:
3527:
3524:
3522:
3516:
3514:
3511:
3509:
3506:
3504:
3501:
3499:
3496:
3494:
3491:
3489:
3486:
3485:
3483:
3479:
3476:
3474:
3467:
3457:
3454:
3452:
3449:
3447:
3444:
3442:
3439:
3437:
3434:
3432:
3429:
3427:
3424:
3422:
3419:
3417:
3414:
3412:
3409:
3407:
3404:
3402:
3399:
3397:
3394:
3392:
3389:
3387:
3384:
3382:
3379:
3377:
3374:
3372:
3369:
3367:
3364:
3362:
3359:
3357:
3354:
3352:
3349:
3347:
3344:
3342:
3339:
3337:
3334:
3332:
3329:
3327:
3324:
3322:
3319:
3317:
3314:
3312:
3309:
3308:
3306:
3302:
3296:
3293:
3291:
3285:
3283:
3280:
3278:
3275:
3273:
3270:
3268:
3265:
3263:
3260:
3258:
3255:
3254:
3252:
3248:
3245:
3243:
3236:
3226:
3223:
3221:
3218:
3216:
3213:
3211:
3208:
3206:
3203:
3201:
3198:
3196:
3193:
3191:
3188:
3186:
3183:
3180:
3179:
3175:
3171:
3167:
3163:
3159:
3155:
3151:
3147:
3143:
3140:
3137:
3133:
3132:protriptyline
3129:
3128:nortriptyline
3125:
3121:
3117:
3113:
3109:
3105:
3101:
3097:
3093:
3092:amitriptyline
3089:
3086:
3083:
3079:
3075:
3071:
3067:
3063:
3059:
3056:
3053:
3052:triazoledione
3049:
3045:
3041:
3037:
3034:
3031:
3028:
3024:
3020:
3016:
3012:
3008:
3004:
3000:
2996:
2995:brilaroxazine
2992:
2991:brexpiprazole
2988:
2984:
2980:
2977:
2974:
2973:
2970:
2967:
2965:
2962:
2960:
2957:
2955:
2952:
2950:
2947:
2945:
2942:
2940:
2937:
2935:
2932:
2930:
2927:
2925:
2922:
2920:
2917:
2915:
2912:
2910:
2907:
2905:
2902:
2900:
2897:
2895:
2892:
2890:
2887:
2885:
2882:
2880:
2877:
2875:
2872:
2870:
2867:
2865:
2862:
2860:
2857:
2855:
2854:Levocabastine
2852:
2850:
2847:
2845:
2842:
2840:
2837:
2835:
2832:
2830:
2827:
2825:
2822:
2820:
2817:
2815:
2812:
2810:
2807:
2805:
2804:Desloratadine
2802:
2800:
2797:
2795:
2792:
2790:
2787:
2785:
2782:
2780:
2777:
2775:
2772:
2770:
2767:
2765:
2762:
2760:
2757:
2755:
2752:
2750:
2747:
2745:
2742:
2740:
2737:
2735:
2732:
2730:
2727:
2724:
2723:
2720:
2717:
2715:
2712:
2710:
2707:
2705:
2702:
2700:
2697:
2695:
2694:Thenyldiamine
2692:
2690:
2687:
2685:
2682:
2680:
2679:Pyrrobutamine
2677:
2675:
2672:
2670:
2667:
2665:
2662:
2660:
2657:
2655:
2652:
2650:
2647:
2645:
2642:
2640:
2637:
2635:
2632:
2630:
2627:
2625:
2622:
2620:
2617:
2615:
2612:
2610:
2607:
2605:
2604:Methapyrilene
2602:
2600:
2599:Methafurylene
2597:
2595:
2592:
2590:
2587:
2585:
2582:
2580:
2577:
2575:
2572:
2570:
2567:
2565:
2562:
2560:
2557:
2555:
2552:
2550:
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2530:
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2510:
2507:
2505:
2502:
2500:
2497:
2495:
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2480:
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2432:
2430:
2427:
2425:
2422:
2420:
2417:
2415:
2412:
2410:
2407:
2405:
2404:Carbinoxamine
2402:
2400:
2397:
2395:
2392:
2390:
2387:
2385:
2382:
2380:
2377:
2375:
2372:
2370:
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2355:
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2328:
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2308:
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2300:
2299:
2297:
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2288:
2281:
2277:
2274:
2267:
2262:
2260:
2255:
2253:
2248:
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2244:
2228:
2226:
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2222:
2220:
2217:
2214:
2211:
2209:
2206:
2205:
2201:
2191:
2188:
2186:
2183:
2181:
2174:
2172:
2170:
2166:
2163:
2159:
2155:
2154:neurosteroids
2152:
2149:
2147:
2140:
2139:
2136:
2132:Miscellaneous
2129:
2125:
2110:
2109:levothyroxine
2102:
2098:
2095:
2092:
2088:
2084:
2081:
2079:
2076:
2073:
2069:
2065:
2061:
2057:
2056:brexpiprazole
2053:
2049:
2046:
2045:
2042:
2038:
2033:
2029:
2015:
2012:
2011:Irreversible:
2009:
2008:
2006:
2000:
1991:
1985:
1982:
1980:
1977:
1975:
1972:
1970:
1967:
1965:
1962:
1960:
1957:
1955:
1952:
1949:
1948:
1946:
1940:
1931:
1925:
1922:
1919:
1918:
1915:
1912:
1909:
1908:
1905:
1902:
1900:
1897:
1895:
1892:
1890:
1887:
1885:
1882:
1880:
1877:
1875:
1872:
1870:
1867:
1865:
1862:
1860:
1857:
1855:
1852:
1850:
1847:
1845:
1844:Isocarboxazid
1842:
1840:
1837:
1835:
1832:
1830:
1827:
1826:Irreversible:
1824:
1823:
1821:
1819:Non-selective
1817:
1813:
1809:
1804:
1800:
1786:
1783:
1782:
1780:
1776:
1770:
1767:
1765:
1762:
1760:
1757:
1755:
1752:
1751:
1749:
1744:
1738:
1732:
1729:
1727:
1724:
1722:
1719:
1717:
1716:Protriptyline
1714:
1712:
1709:
1707:
1704:
1702:
1699:
1697:
1694:
1692:
1691:Nortriptyline
1689:
1687:
1686:Nitroxazepine
1684:
1682:
1679:
1677:
1674:
1672:
1669:
1667:
1664:
1662:
1659:
1657:
1654:
1652:
1649:
1647:
1644:
1642:
1639:
1637:
1634:
1632:
1629:
1627:
1626:Demexiptiline
1624:
1622:
1619:
1617:
1614:
1612:
1609:
1607:
1604:
1602:
1601:Amitriptyline
1599:
1597:
1594:
1593:
1591:
1586:
1580:
1576:
1572:
1568:
1563:
1559:
1545:
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1527:
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1515:
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1510:
1507:
1505:
1502:
1500:
1497:
1495:
1492:
1490:
1487:
1485:
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1480:
1477:
1475:
1472:
1470:
1467:
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1460:
1454:
1451:
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1432:
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1423:
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1418:
1416:
1413:
1412:
1410:
1405:
1399:
1393:
1390:
1388:
1385:
1383:
1380:
1379:
1377:
1372:
1366:
1360:
1357:
1355:
1352:
1350:
1347:
1346:
1344:
1339:
1333:
1327:
1324:
1322:
1319:
1317:
1314:
1313:
1311:
1306:
1300:
1294:
1291:
1289:
1286:
1284:
1281:
1279:
1276:
1274:
1271:
1269:
1266:
1265:
1263:
1258:
1252:
1246:
1243:
1241:
1238:
1236:
1233:
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1228:
1226:
1223:
1221:
1218:
1216:
1213:
1211:
1208:
1207:
1205:
1200:
1194:
1190:
1186:
1182:
1176:
1172:
1167:
1163:
1156:
1151:
1149:
1144:
1142:
1137:
1136:
1133:
1115:
1109:
1105:
1104:
1096:
1094:
1090:
1085:
1081:
1077:
1073:
1069:
1065:
1058:
1055:
1051:(1): 239–252.
1050:
1046:
1039:
1036:
1031:
1027:
1023:
1019:
1015:
1011:
1004:
1001:
989:
985:
979:
976:
971:
967:
963:
959:
955:
951:
944:
941:
929:
923:
919:
918:
910:
908:
906:
904:
900:
885:
879:
877:
875:
873:
871:
869:
865:
861:
856:
850:
846:
842:
839:. CRC Press.
835:
834:
826:
824:
822:
820:
818:
814:
802:
796:
792:
791:
783:
781:
779:
777:
775:
773:
771:
769:
767:
765:
763:
759:
754:
748:
744:
743:
735:
733:
731:
729:
725:
718:
716:
714:
707:
698:
692:
688:
681:
676:
674:
672:
664:
662:
659:
651:
647:
643:
638:
634:
633:RhĂ´ne Poulenc
630:
625:
623:
619:
615:
611:
606:
602:
597:
595:
591:
587:
583:
580:
576:
572:
568:
563:
558:
556:
552:
548:
547:United States
540:
537:
533:
529:
525:
521:
517:
509:
507:
505:
501:
497:
493:
489:
485:
481:
477:
470:
466:
465:
461:
456:
454:
452:
451:antihistamine
448:
440:
435:
433:
431:
427:
423:
418:
416:
415:antihistamine
412:
407:
405:
401:
397:
393:
389:
385:
381:
367:
362:
358:
351:
342:
338:
331:
324:
320:
319:
317:
314:
309:
302:
300:
296:
275:
273:
269:
264:
260:
256:
253:
251:
249:ECHA InfoCard
245:
237:
233:
229:
228:
226:
217:
213:
206:
202:
201:
199:
197:
193:
186:
182:
181:
179:
177:
173:
166:
162:
161:
159:
157:
153:
146:
142:
141:
139:
137:
133:
126:
122:
121:
119:
112:
108:
101:
97:
96:
94:
92:
88:
80:
75:
71:
64:
59:
55:
51:
47:
45:
41:
38:Clinical data
36:
32:
27:
19:
6128:
6127:
6112:
6100:
6097:
6087:
5997:Bietaserpine
5969:Amphetamines
5892:Mifepristone
5882:Medifoxamine
5764:
5707:Clomipramine
5702:Cianopramine
5693:
5546:Diclofensine
5516:Brasofensine
5492:
5416:
5404:Vortioxetine
5355:
5293:
5274:Escitalopram
5230:
5152:Indeloxazine
5144:
5081:
5064:Oxaprotiline
5045:
5033:Trimipramine
4988:Clomipramine
4983:Cianopramine
4978:Butriptyline
4969:
4822:Diclofensine
4792:Brasofensine
4768:
4692:
4680:Solriamfetol
4606:
4589:Teniloxazine
4549:Esreboxetine
4520:
4452:Solriamfetol
4372:Medifoxamine
4262:Dimethocaine
4252:Diclofensine
4224:
4176:
4064:Difluoropine
4059:Dichloropane
4044:Brasofensine
4030:
4018:Pyrovalerone
3994:
3919:Piperidines:
3918:
3868:Piperazines:
3867:
3748:Thioperamide
3652:Thioperamide
3592:Clobenpropit
3513:Immethridine
3416:Ramixotidine
3386:Niperotidine
3351:Isolamtidine
3311:Bisfentidine
3220:Trelnarizine
3200:Flotrenizine
3181:
3170:thioridazine
3162:perphenazine
3154:fluphenazine
3150:flupenthixol
3136:trimipramine
3100:clomipramine
3096:butriptyline
3082:oxaprotiline
3011:paliperidone
2983:aripiprazole
2975:
2919:Piclopastine
2849:Latrepirdine
2839:Flezelastine
2834:Fexofenadine
2819:Efletirizine
2725:
2719:Triprolidine
2709:Tolpropamine
2704:Thonzylamine
2699:Thiazinamium
2674:Propiomazine
2669:Promethazine
2639:Phenindamine
2619:Orphenadrine
2609:Methdilazine
2574:Isothipendyl
2524:Etodroxizine
2454:Cloperastine
2345:
2176:Oxitriptan (
2168:
2052:aripiprazole
2010:
1959:Metralindole
1950:
1920:
1910:
1889:Pivhydrazine
1879:Pheniprazine
1825:
1731:Trimipramine
1721:Quinupramine
1621:Clomipramine
1616:Butriptyline
1539:Teniloxazine
1534:Tandospirone
1519:Metryptamine
1514:Medifoxamine
1499:Indeloxazine
1453:Vortioxetine
1229:
1215:Escitalopram
1117:. Retrieved
1102:
1067:
1063:
1057:
1048:
1044:
1038:
1013:
1009:
1003:
992:. Retrieved
987:
978:
953:
949:
943:
931:. Retrieved
916:
890:. Retrieved
858:
832:
804:. Retrieved
789:
741:
712:
691:generic name
686:
685:
665:
626:
598:
559:
526:, including
513:
474:
444:
436:Pharmacology
419:
408:
383:
379:
378:
205:ChEMBL276520
78:
18:
6140:Adrenergics
6067:Valbenazine
6057:Rose bengal
6002:Deserpidine
5973:amphetamine
5923:levorphanol
5867:Dextrorphan
5820:ziprasidone
5802:pheniramine
5737:Lofepramine
5717:Desipramine
5666:Tesofensine
5656:Sibutramine
5631:Perafensine
5591:JNJ-7925476
5586:Indatraline
5531:Dasotraline
5501:Amifitadine
5480:Venlafaxine
5460:Milnacipran
5359:Etoperidone
5339:Seproxetine
5329:Pirandamine
5309:Omiloxetine
5289:Fluvoxamine
5249:Cericlamine
5239:Alaproclate
5186:levorphanol
5115:ziprasidone
5097:pheniramine
5069:Setiptiline
5054:Maprotiline
5013:Lofepramine
4993:Desipramine
4942:Tesofensine
4932:Sibutramine
4907:Perafensine
4867:JNJ-7925476
4862:Indatraline
4807:Dasotraline
4777:Amifitadine
4756:Venlafaxine
4731:Milnacipran
4660:Nomifensine
4625:Fencamfamin
4554:Lortalamine
4544:Edivoxetine
4534:Ciclazindol
4529:Alseroxylon
4477:Venlafaxine
4457:Tametraline
4447:Sibutramine
4422:Perafensine
4402:Nomifensine
4332:Indatraline
4307:Fencamfamin
4282:DOV-216,303
4277:DOV-102,677
4237:Dasotraline
4232:Ciclazindol
4190:Armodafinil
4185:Amifitadine
4134:Tesofensine
3942:Difemetorex
3733:JNJ-7777120
3726:Antagonists
3637:PF-03654746
3632:NNC 38-1049
3627:JNJ-5207852
3612:Impentamine
3577:Betahistine
3540:Antagonists
3493:Cipralisant
3456:Zolantidine
3446:Venritidine
3381:Mifentidine
3326:Dalcotidine
3304:Antagonists
3282:Impromidine
3210:Napactadine
3174:thiothixene
3124:lofepramine
3104:desipramine
3078:mirtazapine
3070:maprotiline
3023:ziprasidone
3019:risperidone
3003:iloperidone
2959:Terfenadine
2954:Temelastine
2904:Olopatadine
2894:Noberastine
2884:Mizolastine
2879:Mebhydrolin
2874:Mapinastine
2864:Linetastine
2779:Carebastine
2764:Bepotastine
2749:Bamirastine
2729:Acrivastine
2689:Thenalidine
2654:Pimethixene
2644:Pheniramine
2629:Oxomemazine
2594:Mequitazine
2584:Medrylamine
2564:Hydroxyzine
2544:Flunarizine
2539:Fenethazine
2534:Etymemazine
2499:Dimetindene
2474:Decloxizine
2449:Clocinizine
2444:Clobenzepam
2434:Cinnarizine
2379:Bepotastine
2354:Alimemazine
2339:Antagonists
2307:Betahistine
2215:from market
2158:brexanolone
2072:risperidone
1969:Moclobemide
1951:Reversible:
1911:Reversible:
1834:Iproclozide
1769:Setiptiline
1764:Mirtazapine
1754:Maprotiline
1711:Propizepine
1696:Noxiptiline
1681:Metapramine
1671:Lofepramine
1641:Dimetacrine
1631:Desipramine
1504:Flupentixol
1489:Etryptamine
1474:Amisulpride
1469:Agomelatine
1415:Etoperidone
1392:Setiptiline
1387:Mirtazapine
1359:Nomifensine
1316:Atomoxetine
1293:Venlafaxine
1283:Milnacipran
1225:Fluvoxamine
984:"Indalpine"
650:pipequaline
637:David Healy
618:fluvoxamine
528:neutropenia
449:(SSRI) and
413:(SSRI) and
406:countries.
306: g·mol
255:100.058.569
61:Identifiers
53:Other names
44:Trade names
6171:Categories
6116:SoRI-20041
6109:SoRI-20040
6037:Ketanserin
5964:Amiodarone
5927:tapentadol
5887:Mesembrine
5857:Delucemine
5834:esketamine
5747:Pipofezine
5732:Imipramine
5651:SEP-228432
5646:SEP-228431
5616:Nefazodone
5601:Liafensine
5571:Fezolamine
5561:DOV-216303
5556:DOV-102677
5511:Bicifadine
5506:Ansofaxine
5445:Eclanamine
5440:Duloxetine
5425:Bicifadine
5399:Vilazodone
5369:Lubazodone
5364:Litoxetine
5349:Zimelidine
5344:Sertraline
5319:Paroxetine
5314:Panuramine
5284:Fluoxetine
5279:Femoxetine
5259:Dapoxetine
5254:Citalopram
5178:tapentadol
5157:Nefazodone
5140:Ephenidine
5135:Dopexamine
5018:Melitracen
5008:Imipramine
4927:SEP-228432
4922:SEP-228431
4892:Nefazodone
4877:Liafensine
4847:Fezolamine
4837:DOV-216303
4832:DOV-102677
4787:Bicifadine
4782:Ansofaxine
4741:Nafenodone
4716:Eclanamine
4711:Duloxetine
4670:Radafaxine
4650:Manifaxine
4635:Lefetamine
4610:Amineptine
4594:Viloxazine
4569:Reboxetine
4564:Nisoxetine
4442:Sertraline
4432:Radafaxine
4417:Oroxylin A
4362:Manifaxine
4352:Liafensine
4342:Lefetamine
4322:GYKI-52895
4312:Fezolamine
4297:Esketamine
4292:Ephenidine
4215:BTS 74,398
4205:Ansofaxine
4200:Amineptine
4079:FP-β-CPPIT
4074:FE-β-CPPIT
4013:Prolintane
3906:Vanoxerine
3901:Nefazodone
3753:Toreforant
3743:Seliforant
3707:-Histidine
3642:Pitolisant
3622:Irdabisant
3607:GSK-189254
3587:Ciproxifan
3582:Burimamide
3526:Methimepip
3521:-Histidine
3441:Tuvatidine
3431:Sufotidine
3426:Roxatidine
3421:Ranitidine
3406:Pibutidine
3401:Oxmetidine
3391:Nizatidine
3371:Lupitidine
3356:Lafutidine
3346:Famotidine
3341:Etintidine
3336:Ebrotidine
3331:Donetidine
3321:Cimetidine
3316:Burimamide
3290:-Histidine
3215:Tagorizine
3205:GSK1004723
3195:Elbanizine
3190:Belarizine
3116:imipramine
3044:nefazodone
3015:quetiapine
3007:olanzapine
2964:Vapitadine
2934:Rupatadine
2914:Pibaxizine
2869:Loratadine
2829:Epinastine
2824:Emedastine
2789:Clemastine
2784:Cetirizine
2774:Cabastinen
2759:Bepiastine
2754:Barmastine
2744:Azelastine
2739:Astemizole
2734:Alinastine
2664:Pipoxizine
2514:Doxylamine
2479:Deptropine
2469:Dacemazine
2439:Clemastine
2419:Chlorothen
2399:Captodiame
2359:Antazoline
2325:-Histidine
2276:modulators
2190:Tryptophan
2162:zuranolone
2068:quetiapine
2064:olanzapine
2060:lurasidone
2014:Selegiline
2004:-selective
1984:Toloxatone
1979:Tetrindole
1974:Pirlindole
1954:Eprobemide
1944:-selective
1924:Bifemelane
1914:Caroxazone
1874:Phenelzine
1859:Mebanazine
1839:Iproniazid
1726:Tianeptine
1706:Pipofezine
1676:Melitracen
1656:Imipramine
1636:Dibenzepin
1596:Amineptine
1544:Tianeptine
1529:Pivagabine
1524:Oxaflozane
1484:Esketamine
1448:Vilazodone
1420:Nefazodone
1349:Amineptine
1326:Viloxazine
1321:Reboxetine
1273:Duloxetine
1245:Zimelidine
1240:Sertraline
1235:Paroxetine
1220:Fluoxetine
1210:Citalopram
994:2024-07-16
719:References
622:fluoxetine
605:zimelidine
601:citalopram
494:gives the
482:(1) using
476:Metalation
430:zimelidine
396:depression
311:3D model (
299:Molar mass
185:V35562QSVT
156:ChemSpider
100:63758-79-2
91:CAS Number
70:IUPAC name
6129:See also:
6104:SoRI-9804
6052:Reserpine
6022:GBR-12935
6017:Efavirenz
5937:Roxindole
5915:methadone
5902:N-Me-5-HT
5872:Efavirenz
5830:3-MeO-PCP
5773:Amoxapine
5641:Pridefine
5611:Naphyrone
5475:Tofenacin
5394:Trazodone
5384:SB-649915
5379:Quipazine
5374:LY-393558
5299:Ifoxetine
5294:Indalpine
5170:methadone
5059:Mianserin
5049:Amoxapine
4917:Pridefine
4887:Naphyrone
4751:Tofenacin
4701:CP-39,332
4620:Fencamine
4615:Bupropion
4584:Tandamine
4579:Talsupram
4539:Daledalin
4437:Rimcazole
4427:Pridefine
4392:Modafinil
4317:Fluorenol
4287:Efavirenz
4220:Bupropion
4180:Adrafinil
4144:Tropoxane
4034:Altropane
4031:Tropanes:
4008:Naphyrone
3972:Pipradrol
3891:GBR-13098
3886:GBR-13069
3881:GBR-12935
3876:GBR-12783
3738:Mianserin
3699:Histamine
3647:SCH-79687
3602:Enerisant
3597:Conessine
3498:Histamine
3451:Xaltidine
3436:Tiotidine
3396:Osutidine
3376:Metiamide
3361:Lamtidine
3272:Histamine
3257:Amthamine
3225:Trenizine
3120:iprindole
3074:mianserin
3062:amoxapine
3048:trazodone
2999:clozapine
2987:asenapine
2969:Zepastine
2949:Talastine
2939:Setastine
2929:Rocastine
2909:Perastine
2899:Octastine
2889:Moxastine
2844:Ketotifen
2809:Dorastine
2794:Clemizole
2769:Bilastine
2684:Talastine
2659:Piperoxan
2634:Perlapine
2624:Oxatomide
2614:Moxastine
2579:Meclozine
2519:Embramine
2459:Cyclizine
2394:Buclizine
2384:Bromazine
2364:Azatadine
2312:Histamine
2225:Phase III
2213:Withdrawn
2078:Buspirone
1964:Minaprine
1899:Tedizolid
1894:Safrazine
1869:Octamoxin
1864:Nialamide
1854:Linezolid
1849:Isoniazid
1759:Mianserin
1701:Opipramol
1666:Iprindole
1646:Dosulepin
1611:Amoxapine
1567:Tricyclic
1425:Trazodone
1382:Mianserin
1354:Bupropion
1288:Tofenacin
1230:Indalpine
1179:Specific
1119:12 August
933:12 August
892:12 August
806:12 August
687:Indalpine
642:viqualine
614:viqualine
586:tricyclic
582:serotonin
575:depressed
500:Reduction
462:Synthesis
457:Chemistry
380:Indalpine
23:Indalpine
6091:Luteolin
6042:Lobeline
6032:Ibogaine
5931:tramadol
5877:Hypidone
5838:ketamine
5816:loxapine
5676:Tropanes
5606:Mazindol
5596:JZ-IV-10
5430:CP-39332
5389:TGBA01AD
5182:tramadol
5125:ketamine
5111:loxapine
4952:Tropanes
4882:Mazindol
4872:JZ-IV-10
4574:Talopram
4559:Mazindol
4524:Amedalin
4382:Metaphit
4377:Mesocarb
4367:Mazindol
4337:Ketamine
4139:Troparil
3896:JJC8-088
3774:See also
3758:VUF-6002
3717:VUF-8430
3682:Agonists
3657:VUF-5681
3572:Bavisant
3552:A-423579
3547:A-349821
3531:Proxyfan
3481:Agonists
3267:Dimaprit
3262:Betazole
3250:Agonists
3185:Azanator
3158:loxapine
3066:loxapine
3027:zotepine
2814:Ebastine
2369:Bamipine
2295:Agonists
2151:GABAkine
1829:Benmoxin
1785:Tiazesim
1509:Ketamine
1494:Gepirone
1084:20034793
673:values.
658:receptor
524:toxicity
426:toxicity
404:European
136:DrugBank
6192:Indoles
6027:GZ-793A
5971:(e.g.,
5909:(e.g.,
5907:Opioids
5828:(e.g.,
5814:(e.g.,
5780:(e.g.,
5768:A-80426
5765:Others:
5727:Doxepin
5680:cocaine
5678:(e.g.,
5626:NS-2359
5621:Nefopam
5576:HDMP-28
5566:EXP-561
5526:Cocaine
5455:McN5652
5334:RTI-353
5164:(e.g.,
5162:Opioids
5123:(e.g.,
5109:(e.g.,
5087:(e.g.,
5082:Others:
5003:Doxepin
4956:cocaine
4954:(e.g.,
4902:NS-2359
4897:Nefopam
4852:HDMP-28
4842:EXP-561
4802:Cocaine
4726:McN5652
4645:LR-5182
4407:NS-2359
4397:Nefopam
4357:LR-5182
4302:EXP-561
4177:Others:
4129:RTI-336
4124:RTI-229
4119:RTI-177
4114:RTI-150
4109:RTI-126
4104:RTI-121
4099:RTI-113
4094:RTI-112
4054:Cocaine
3952:HDMP-28
3871:DBL-583
3567:AZD5213
3562:ABT-652
3557:ABT-239
3508:Immepip
3295:UR-AK49
3144:(e.g.,
3112:doxepin
3090:(e.g.,
3060:(e.g.,
3038:(e.g.,
2981:(e.g.,
2976:Others:
2330:UR-AK49
2083:Lithium
1651:Doxepin
1183:and/or
970:7452682
713:LM-5008
689:is the
536:hepatic
510:History
386:, is a
384:Upstène
304:228.339
272:Formula
145:DB08953
111:PubChem
81:-indole
56:LM-5008
48:Upstène
6081:Others
5636:PRC200
5581:HP-505
5324:PIM-35
4912:PRC200
4857:HP-505
4665:O-2172
4412:O-2172
4089:RTI-55
3712:OUP-16
3503:Imetit
2208:WHO-EM
1921:Mixed:
1778:Others
1462:Others
1370:NaSSAs
1110:
1082:
1030:133650
1028:
968:
924:
851:
797:
749:
648:) and
599:While
543:
520:France
516:patent
496:ketone
490:(Cbz)
480:indole
422:France
400:France
337:SMILES
196:ChEMBL
5952:VMATs
4164:WF-33
4159:WF-31
4154:WF-23
4149:WF-11
2178:5-HTP
1742:TeCAs
1403:SARIs
1337:NDRIs
1256:SNRIs
1198:SSRIs
887:(PDF)
837:(PDF)
682:Names
502:with
498:(5).
357:InChI
313:JSmol
165:40643
125:44668
5992:AZIK
5981:MDMA
5470:PPPA
5213:SRIs
5202:SERT
4746:PPPA
4503:NRIs
4003:MDPV
3850:DRIs
3277:HTMT
2317:HTMT
2144:SAMe
1584:TCAs
1569:and
1304:NRIs
1166:N06A
1121:2024
1108:ISBN
1080:PMID
1026:PMID
966:PMID
935:2024
922:ISBN
894:2024
849:ISBN
808:2024
795:ISBN
747:ISBN
702:and
654:GABA
603:and
590:MAOI
588:and
567:PCPA
534:and
176:UNII
5987:APP
4492:NET
4210:BTQ
4049:CFT
3839:DAT
2107:),
1995:MAO
1935:MAO
1436:SMS
1072:doi
1018:doi
958:doi
841:doi
705:BAN
696:INN
652:(a
644:(a
573:in
553:of
541:, 2
530:or
478:of
221:EPA
115:CID
6173::
6154:•
6150:•
6146:•
6142:•
6138:•
6134:•
6111:;
5979:,
5975:,
5929:,
5925:,
5921:,
5917:,
5913:,
5844:,
5840:,
5836:,
5832:,
5818:,
5804:,
5800:,
5796:,
5792:,
5788:,
5784:,
5184:,
5180:,
5176:,
5172:,
5168:,
5127:,
5113:,
5099:,
5095:,
5091:,
3172:,
3168:,
3164:,
3160:,
3156:,
3152:,
3148:,
3134:,
3130:,
3126:,
3122:,
3118:,
3114:,
3110:,
3106:,
3102:,
3098:,
3094:,
3080:,
3076:,
3072:,
3068:,
3064:,
3050:,
3046:,
3042:,
3025:,
3021:,
3017:,
3013:,
3009:,
3005:,
3001:,
2997:,
2993:,
2989:,
2985:,
2221::
2160:,
2115:))
2111:(T
2103:(T
2089:,
2070:,
2066:,
2062:,
2058:,
2054:,
1092:^
1078:.
1068:20
1066:.
1049:34
1047:.
1024:.
1014:33
1012:.
986:.
964:.
954:23
952:.
902:^
867:^
857:.
847:.
816:^
761:^
727:^
670:50
668:IC
596:.
557:.
514:A
453:.
417:.
286:20
280:15
5983:)
5933:)
5848:)
5822:)
5808:)
5682:)
5219:)
5210:(
5188:)
5131:)
5117:)
5103:)
4958:)
4509:)
4500:(
3856:)
3847:(
3822:e
3815:t
3808:v
3705:L
3673:4
3671:H
3519:L
3472:3
3470:H
3288:L
3241:2
3239:H
3176:)
3138:)
3084:)
3054:)
3029:)
2323:L
2286:1
2284:H
2265:e
2258:t
2251:v
2180:)
2164:)
2156:(
2146:)
2113:4
2105:3
2099:(
2093:)
2085:(
2074:)
2050:(
1997:B
1937:A
1168:)
1164:(
1154:e
1147:t
1140:v
1123:.
1086:.
1074::
1032:.
1020::
997:.
972:.
960::
937:.
896:.
843::
810:.
755:.
656:A
315:)
292:2
289:N
283:H
277:C
223:)
219:(
79:H
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