305:
497:
31:
654:
40:
465:. Originally reported in 1942, the molecule consists of a thiophene group with an alkyl amine substituent at the 2-position. It appeared for public sale in the UK in December 2010 as a "research chemical" or "legal high", recently branded as Blow. It has limited popularity as a recreational stimulant.
707:
a week later which came into force on 27 November 2015. Though ordinarily the TCDO would only last 1 year, the ACMD reported that since its invocation prevalence of MPA had significantly decreased, and that it had been challenging to collect information about the drug. As a result of this, they
1121:
Treiber A, Dansette PM, El Amri H, Girault J, Ginderow D, Mornon J, Mansuy D (1997). "Chemical and
Biological Oxidation of Thiophene: Preparation and Complete Characterization of Thiophene S-Oxide Dimers and Evidence for Thiophene S-Oxide as an Intermediate in Thiophene Metabolism
1157:
Dansette PM, Thang DC, el Amri H, Mansuy D (August 1992). "Evidence for thiophene-S-oxide as a primary reactive metabolite of thiophene in vivo: formation of a dihydrothiophene sulfoxide mercapturic acid".
984:
Yoon HS, Cai WT, Lee YH, Park KT, Lee YS, Kim JH (September 2016). "The expression of methiopropamine-induced locomotor sensitization requires dopamine D2, but not D1, receptor activation in the rat".
3836:
723:. The DEA had planned to place methiopropamine in Schedule I of Controlled Substances and was accepting public comments until October 4, 2021. Later, the compound was placed in Schedule I.
711:
Methiopropanine was made a Class B controlled drug under the Misuse of Drugs Act 1971 (as amended) (Amendment)(No.2) Order 2017 , this came into effect on the 27th of
November 2017.
867:
Angelov D, O'Brien J, Kavanagh P (March 2013). "The syntheses of 1-(2-thienyl)-2-(methylamino) propane (methiopropamine) and its 3-thienyl isomer for use as reference standards".
745:
Methiopropamine is a "controlled substance" and therefore an "illegal drug" to import, possess or sell/traffic in without express authority of the relevant government agency.
819:
1236:"2-methiopropamine, a thiophene analogue of methamphetamine: studies on its metabolism and detectability in the rat and human using GC-MS and LC-(HR)-MS techniques"
4334:
481:
as a norepinephrine reuptake inhibitor and one fifth as much as a dopamine reuptake inhibitor. It displays negligible activity as a serotonin reuptake inhibitor.
3590:
814:[Collegiate Board Resolution No. 804 - Lists of Narcotic, Psychotropic, Precursor, and Other Substances under Special Control] (in Brazilian Portuguese).
3595:
3881:
1195:"Deamination of amphetamines by cytochromes P450: studies on substrate specificity and regioselectivity with microsomes and purified CYP2C subfamily isozymes"
111:
124:
60:
1076:
Vree TB, Gorgels JP, Muskens AT, van Rossum JM (September 1971). "Deuterium isotope effects in the metabolism of N-alkylsubstituted amphetamines in man".
1334:
517:
3575:
430:
99:
2357:
3387:
3304:
386:
1394:
3063:
3620:
3615:
474:
3610:
3585:
3580:
1444:
3876:
3771:
3605:
1029:"Acute toxicity associated with analytically confirmed recreational use of methiopropamine (1-(thiophen-2-yl)-2-methylaminopropane)"
3520:
3776:
3600:
477:
that is approximately 1.85 times more selective for norepinephrine than dopamine. It is approximately one third as potent as
1887:
1307:
1474:
1373:
902:
437:
811:
638:
There is a four-step synthesis of methiopropamine. It begins with (thiophen-2-yl)magnesium bromide, which is reacted with
3934:
3565:
2866:
2772:
1542:
807:
759:
136:
406:
2871:
567:
3271:
2965:
2876:
703:
suggested it be banned on 18 November 2015 as it had similar effects to ethylphenidate. The government enacted a
157:
84:
3560:
3530:
2856:
2851:
2551:
2467:
3550:
3535:
2935:
2846:
2841:
2382:
812:"RDC Nº 804 - Listas de Substâncias Entorpecentes, Psicotrópicas, Precursoras e Outras sob Controle Especial"
3364:
3354:
3208:
3108:
2881:
2663:
1419:
815:
372:
244:
3555:
3975:
3515:
3402:
3397:
3113:
2352:
1282:
615:
529:
284:
3630:
3048:
2970:
2344:
2521:
3683:
2447:
1862:
300:
188:
2516:
3118:
2955:
2007:
1602:
1467:
1387:
1438:
4329:
3417:
3412:
3103:
2536:
2477:
2427:
2422:
2372:
1972:
1193:
Yamada H, Shiiyama S, Soejima-Ohkuma T, Honda S, Kumagai Y, Cho AK, et al. (February 1997).
1398:
4015:
3891:
3640:
3359:
3043:
2546:
2432:
2392:
2377:
3856:
3492:
3216:
3038:
1872:
1857:
1849:
643:
525:
3954:
233:
183:
4190:
3701:
3098:
3005:
2975:
2782:
2619:
2397:
1867:
1547:
1537:
732:
704:
253:
3949:
304:
8:
4324:
4319:
3706:
3276:
3088:
2919:
2797:
2688:
2624:
2417:
2402:
2362:
1748:
1635:
1460:
174:
608:
transforming them into inactive 1-(thiophen-2-yl)-2-propan-2-one which can be seen as a
3466:
3452:
3407:
3392:
1892:
1877:
1529:
1263:
1053:
1028:
1009:
961:
936:
1171:
4240:
3625:
3477:
3128:
2496:
2223:
1987:
1927:
1882:
1255:
1216:
1175:
1103:
1089:
1058:
1001:
966:
884:
657:
Four-step synthesis of racemic methiopropamine from (thiophen-2-yl)magnesium bromide.
496:
478:
458:
1359:
1013:
3761:
3570:
3432:
3309:
3068:
2940:
2930:
2831:
2731:
2566:
2299:
1992:
1640:
1310:(in Chinese). China Food and Drug Administration. 27 September 2015. Archived from
1267:
1247:
1206:
1167:
1139:
1093:
1085:
1048:
1040:
993:
956:
948:
876:
849:
779:
455:
321:
213:
4314:
3678:
3487:
3462:
3422:
3261:
3178:
3133:
3000:
2995:
2915:
2911:
2727:
2500:
2482:
1952:
1650:
1311:
952:
771:
699:, authorities noticed an increase in methiopropamine use by injecting users. The
639:
597:
501:
462:
4295:
3944:
3939:
3919:
3914:
3909:
3904:
910:
22:
4180:
4175:
3980:
3442:
3147:
2985:
2693:
1761:
1655:
1610:
1572:
696:
485:
68:
1251:
1044:
997:
30:
4308:
4260:
4160:
4110:
4025:
3266:
3193:
3168:
3083:
3078:
3053:
3018:
2891:
2531:
2472:
2017:
1962:
1801:
1796:
1791:
1786:
1756:
1630:
1552:
1234:
Welter J, Meyer MR, Wolf EU, Weinmann W, Kavanagh P, Maurer HH (April 2013).
765:
720:
623:
609:
586:
509:
505:
3756:
3751:
653:
4215:
4165:
4085:
4065:
4060:
4040:
4035:
3990:
3746:
3741:
3731:
3716:
3655:
3226:
3221:
3198:
3158:
2990:
2896:
2812:
2742:
2723:
2718:
2703:
2576:
2506:
2457:
2135:
2100:
2065:
1932:
1771:
1592:
1577:
1259:
1062:
1005:
970:
888:
782:
549:
3929:
3924:
1220:
1179:
1107:
646:, yielding 1-(thiophen-2-yl)-2-bromopropane which is finally reacted with
4265:
4250:
4235:
4205:
4200:
4145:
4130:
4125:
4100:
4055:
4045:
4030:
4010:
4000:
3995:
3861:
3507:
3427:
3153:
3123:
3073:
3028:
2945:
2925:
2901:
2737:
2708:
2673:
2596:
2586:
2581:
2556:
2492:
2462:
2334:
2314:
2261:
2203:
2180:
2175:
2165:
2145:
2130:
2125:
2120:
2115:
2110:
2090:
2085:
2050:
1942:
1897:
1816:
1776:
1723:
1620:
1587:
1519:
787:
647:
619:
593:
563:
541:
513:
3899:
1360:"The Misuse of Drugs Act 1971 (Temporary Class Drug) (No. 3) Order 2015"
853:
4245:
4230:
4220:
4170:
4140:
4135:
4105:
4095:
4020:
3985:
3766:
3673:
3650:
3379:
3369:
3291:
3281:
3256:
3251:
3236:
3163:
3143:
3138:
3093:
3033:
3023:
3013:
2980:
2836:
2826:
2817:
2807:
2802:
2767:
2757:
2752:
2698:
2683:
2653:
2629:
2614:
2606:
2601:
2571:
2541:
2526:
2511:
2452:
2442:
2324:
2319:
2309:
2271:
2266:
2233:
2228:
2198:
2190:
2080:
1997:
1967:
1957:
1907:
1902:
1806:
1766:
1708:
1703:
1688:
1625:
1615:
1567:
1509:
1504:
1499:
1491:
1332:
1098:
932:
589:
348:
224:
1211:
1194:
1143:
4280:
4255:
4120:
4090:
4080:
4005:
3871:
3721:
3711:
3645:
3635:
3482:
3472:
3344:
3339:
3334:
3329:
3324:
2886:
2792:
2777:
2762:
2713:
2668:
2487:
2291:
2281:
2276:
2256:
2213:
2140:
2060:
2055:
2045:
2030:
2002:
1982:
1977:
1947:
1922:
1912:
1839:
1834:
1829:
1733:
1718:
1713:
1645:
1582:
1562:
1514:
1483:
775:
571:
556:
199:
3545:
3540:
880:
642:, yielding 1-(thiophen-2-yl)-2-hydroxypropane which is reacted with
4291:
4155:
4115:
4075:
4070:
3866:
3497:
3457:
3349:
3299:
3246:
3241:
3188:
3183:
3173:
3058:
2960:
2906:
2747:
2648:
2591:
2329:
2304:
2248:
2218:
2105:
2075:
2070:
2025:
1937:
1917:
1824:
1781:
1738:
1665:
1557:
273:
1445:
Florida
Statutes - Chapter 893 - DRUG ABUSE PREVENTION AND CONTROL
1395:"21 CFR — SCHEDULES OF CONTROLLED SUBSTANCES §1308.11 Schedule I."
1027:
Lee HM, Wood DM, Hudson S, Archer JR, Dargan PI (September 2014).
371:
39:
4270:
4195:
4150:
3851:
3846:
3841:
3831:
3826:
3821:
3816:
3811:
3806:
3801:
3796:
3736:
3693:
3665:
3525:
3447:
3437:
3319:
2678:
2561:
2437:
2238:
2160:
2155:
2150:
2040:
2035:
1728:
1698:
1335:"Methiopropamine (MPA): A review of the evidence of use and harm"
1192:
1078:
Clinica
Chimica Acta; International Journal of Clinical Chemistry
840:
Blicke FF, Burckhalter JH (March 1942). "α-Thienylaminoalkanes".
736:
601:
1235:
4275:
4225:
4210:
3791:
3786:
3781:
3726:
2658:
2642:
2638:
2634:
2170:
2095:
1683:
1678:
1673:
754:
488:
with cardiovascular, gastrointestinal, and psychotic symptoms.
937:"Neurochemical profiles of some novel psychoactive substances"
532:. It is then excreted in urine. Compounds on red are inactive.
4050:
3970:
3314:
3231:
2950:
2787:
2412:
2367:
1693:
1452:
1120:
627:
605:
578:
553:
362:
1333:
Advisory
Council on the Misuse of Drugs (25 November 2015).
1075:
524:
is different, as is the end product which will probably be (
414:
InChI=1S/C8H13NS/c1-7(9-2)6-8-4-3-5-10-8/h3-5,7,9H,6H2,1-2H3
289:
2861:
2407:
2387:
2208:
700:
671:
As of
October 2015 MPA is a controlled substance in China.
264:
1156:
930:
866:
719:
Methiopropamine is scheduled at the federal level in the
622:
and is excreted in urine. Methiopropamine and especially
1233:
739:
making it illegal to buy, sell, or possess in
Florida.
708:
requested that the TCDO be extended a further year.
931:
Iversen L, Gibbons S, Treble R, Setola V, Huang XP,
1374:"Re: Temporary Class Drug Order on methiopropamine"
1160:
1026:
650:, yielding 1-(thiophen-2-yl)-2-methylaminopropane.
687:Methiopropamine is explicitly illegal in Germany.
500:Methiopropamine metabolism is somewhat similar to
484:Methiopropamine has the potential for significant
2358:1-Methylamino-1-(3,4-methylenedioxyphenyl)propane
1366:
839:
618:is the final major metabolic product. It is very
4306:
212:
3388:1-Benzyl-4-(2-(diphenylmethoxy)ethyl)piperidine
182:
983:
1468:
4335:Norepinephrine–dopamine reuptake inhibitors
1475:
1461:
1326:
1280:
475:norepinephrine-dopamine reuptake inhibitor
303:
232:
38:
29:
1210:
1097:
1052:
960:
252:
55:MPA; Methiopropamine; Methedrene; Syndrax
1283:"Methiopropamine: An Analytical Profile"
1132:Journal of the American Chemical Society
842:Journal of the American Chemical Society
652:
495:
679:Methiopropamine is illegal in Finland.
552:are the major elimination pathways and
299:
4307:
1240:Analytical and Bioanalytical Chemistry
806:
165:1-(thiophen-2-yl)-2-methylaminopropane
118:
1456:
1426:. National Archives. December 9, 2022
1199:The Journal of Toxicological Sciences
130:
16:Structural analog of methamphetamine
272:
203:
13:
1362:. UK Government. 23 November 2015.
141:Illegal in China, Finland, Florida
14:
4346:
690:
2353:1-(4-Methylphenyl)-2-aminobutane
941:European Journal of Pharmacology
731:Methiopropamine is a Schedule I
714:
338:
332:
114:(Authorized scientific use only)
3272:2-Phenyl-3,6-dimethylmorpholine
2966:N,alpha-Diethylphenylethylamine
1412:
1352:
1300:
1274:
1227:
1186:
1150:
822:from the original on 2023-08-27
661:
570:, 4-hydroxymethiopropamine and
473:Methiopropamine functions as a
468:
419:Key:HPHUWHKFQXTZPS-UHFFFAOYSA-N
106:
3867:Troparil (β-CPT, WIN 35,065-2)
2468:2-Amino-1,2-dihydronaphthalene
1482:
1114:
1069:
1020:
977:
924:
895:
860:
833:
800:
760:α-Pyrrolidinopentiothiophenone
341:
326:
93:
1:
1172:10.1016/S0006-291X(05)81594-3
1033:Journal of Medical Toxicology
793:
491:
1308:"关于印发《非药用类麻醉药品和精神药品列管办法》的通知"
1090:10.1016/0009-8981(71)90187-2
953:10.1016/j.ejphar.2012.12.006
705:temporary drug control order
633:
516:are in common. Formation of
7:
3976:3,3-Diphenylcyclobutanamine
3516:2-Diphenylmethylpyrrolidine
3403:3,4-Dichloromethylphenidate
3398:2-Methyl-3-phenylpiperidine
1281:Casale JF, Hays PA (2011).
774:, another ring substituted
748:
616:Thiophene-2-carboxylic acid
530:thiophene-2-carboxylic acid
10:
4351:
2971:N,N-Dimethylphenethylamine
986:Behavioural Brain Research
768:, demethylated counterpart
726:
682:
674:
316:Chemical and physical data
102:(Prohibited psychotropics)
4289:
3963:
3890:
3692:
3684:Phenylpiracetam hydrazide
3664:
3506:
3378:
3290:
3207:
2343:
2290:
2247:
2189:
2016:
1848:
1815:
1747:
1664:
1601:
1543:8-Cyclopentyltheophylline
1528:
1490:
1252:10.1007/s00216-013-6741-4
1045:10.1007/s13181-014-0399-y
998:10.1016/j.bbr.2016.05.060
869:Drug Testing and Analysis
427:
402:
382:
360:
347:
320:
315:
283:
263:
243:
223:
198:
173:
153:
148:
83:
78:
59:
51:
46:
37:
28:
2008:Phthalimidopropiophenone
903:"Methiopropamine Thread"
818:(published 2023-07-25).
666:
3418:4-Methylmethylphenidate
3413:4-Fluoromethylphenidate
2522:β-Phenylmethamphetamine
2478:5-(2-Aminopropyl)indole
2413:4-Fluoromethamphetamine
2368:2-Fluoromethamphetamine
1973:Methylenedioxycathinone
816:Diário Oficial da União
3742:Dichloropane (RTI-111)
2547:3-Benzhydrylmorpholine
2517:β-Methylphenethylamine
2393:3-Fluoroethamphetamine
2378:2-Phenyl-3-aminobutane
907:UKChemicalResearch.org
658:
533:
3857:Salicylmethylecgonine
3493:Serdexmethylphenidate
3217:3-Fluorophenmetrazine
2916:Dextromethamphetamine
2862:MDMA (midomafetamine)
2448:a-Ethylphenethylamine
1858:3-Fluoromethcathinone
1530:Adenosine antagonists
695:Following the ban on
656:
644:phosphorus tribromide
540:-alkyl amphetamines,
499:
4191:Naphthylaminopropane
3702:4-fluorotropacocaine
2788:5-Iodo-2-aminoindane
2783:4-Hydroxyamphetamine
2620:Dimethoxyamphetamine
2398:3-Methoxyamphetamine
1749:Arylcyclohexylamines
1548:8-Phenyltheophylline
1538:8-Chlorotheophylline
743:Tasmania (Australia)
733:controlled substance
459:structurally related
3277:Pseudophenmetrazine
3089:Phenylpropanolamine
3009:-Norpseudoephedrine
2976:Naphthylamphetamine
2920:Levomethamphetamine
2847:MDA (tenamfetamine)
2689:Ethylnorepinephrine
2625:Dimethylamphetamine
2408:4-Fluoroamphetamine
2403:3-Methylamphetamine
2388:3-Fluoroamphetamine
2363:2-Fluoroamphetamine
1636:Levopropylhexedrine
854:10.1021/ja01255a001
562:Methiopropamine is
25:
3467:Dexmethylphenidate
3453:Isopropylphenidate
3408:4-Benzylpiperidine
3393:2-Benzylpiperidine
2798:Indanylamphetamine
1893:4-Methylpentedrone
1878:4-Methylbuphedrone
1420:"Federal Register"
659:
626:are also excreted
534:
21:
4302:
4301:
4241:Rubidium chloride
3712:Altropane (IACFT)
3626:Indapyrophenidone
3448:Methylnaphthidate
3209:Phenylmorpholines
3129:Propylamphetamine
3008:
2820:
2609:
2497:Dextroamphetamine
1988:N-Ethylbuphedrone
1928:Dimethylcathinone
1883:4-Methylcathinone
1641:Methylhexaneamine
1314:on 1 October 2015
1290:Microgram Journal
1212:10.2131/jts.22.65
1144:10.1021/ja962466g
479:dextroamphetamine
445:
444:
373:Interactive image
285:CompTox Dashboard
134:
122:
109:
97:
4342:
3722:CFT (WIN 35,428)
3707:4'-Fluorococaine
3571:Diphenylprolinol
3438:Ethylnaphthidate
3433:Diphenylpyraline
3069:Phenpromethamine
3006:
2941:Methoxyphenamine
2931:Methoxyphenamine
2832:Lisdexamfetamine
2818:
2732:Levofenfluramine
2607:
2567:Chlorphentermine
2300:4-Methylaminorex
1993:N-Ethylhexedrone
1477:
1470:
1463:
1454:
1453:
1447:
1442:
1436:
1435:
1433:
1431:
1424:Federal Register
1416:
1410:
1409:
1407:
1406:
1391:
1385:
1384:
1382:
1381:
1370:
1364:
1363:
1356:
1350:
1349:
1347:
1345:
1340:. UK Home Office
1339:
1330:
1324:
1323:
1321:
1319:
1304:
1298:
1297:
1287:
1278:
1272:
1271:
1231:
1225:
1224:
1214:
1190:
1184:
1183:
1154:
1148:
1147:
1118:
1112:
1111:
1101:
1073:
1067:
1066:
1056:
1024:
1018:
1017:
981:
975:
974:
964:
935:(January 2013).
928:
922:
921:
919:
918:
909:. Archived from
899:
893:
892:
864:
858:
857:
837:
831:
830:
828:
827:
804:
780:over-the-counter
735:in the state of
559:is a minor one.
456:organic compound
441:
440:
433:
394:CNC(C)CC1=CC=CS1
375:
355:
343:
340:
334:
328:
308:
307:
293:
291:
276:
256:
236:
216:
206:
205:
186:
132:
129:
120:
117:
108:
105:
95:
92:
42:
33:
26:
24:
20:
4350:
4349:
4345:
4344:
4343:
4341:
4340:
4339:
4305:
4304:
4303:
4298:
4285:
4186:Methiopropamine
3959:
3886:
3812:RTI-121 (IPCIT)
3688:
3679:Phenylpiracetam
3660:
3502:
3488:Propylphenidate
3463:Methylphenidate
3423:Desoxypipradrol
3374:
3286:
3262:Phendimetrazine
3203:
3179:Tranylcypromine
3134:Pseudoephedrine
3001:Normetanephrine
2996:Norfenfluramine
2912:Methamphetamine
2728:Dexfenfluramine
2501:Levoamphetamine
2483:2-Aminotetralin
2345:Phenethylamines
2339:
2286:
2243:
2185:
2012:
1953:Isoethcathinone
1844:
1811:
1743:
1660:
1651:Propylhexedrine
1597:
1524:
1486:
1481:
1451:
1450:
1443:
1439:
1429:
1427:
1418:
1417:
1413:
1404:
1402:
1393:
1392:
1388:
1379:
1377:
1372:
1371:
1367:
1358:
1357:
1353:
1343:
1341:
1337:
1331:
1327:
1317:
1315:
1306:
1305:
1301:
1285:
1279:
1275:
1246:(10): 3125–35.
1232:
1228:
1191:
1187:
1155:
1151:
1119:
1115:
1074:
1070:
1025:
1021:
982:
978:
947:(1–3): 147–51.
929:
925:
916:
914:
901:
900:
896:
881:10.1002/dta.298
865:
861:
838:
834:
825:
823:
805:
801:
796:
772:Propylhexedrine
751:
729:
717:
693:
685:
677:
669:
664:
640:propylene oxide
636:
598:cytochrome P450
502:methamphetamine
494:
471:
463:methamphetamine
448:Methiopropamine
436:
434:
431:(what is this?)
428:
423:
420:
415:
410:
409:
398:
395:
390:
389:
378:
353:
337:
331:
311:
301:DTXSID701016914
287:
279:
259:
239:
219:
202:
194:
191:(hydrochloride)
187:
169:
166:
161:
160:
144:
74:
23:Methiopropamine
17:
12:
11:
5:
4348:
4338:
4337:
4332:
4330:Designer drugs
4327:
4322:
4317:
4300:
4299:
4290:
4287:
4286:
4284:
4283:
4278:
4273:
4268:
4263:
4258:
4253:
4248:
4243:
4238:
4233:
4228:
4223:
4218:
4213:
4208:
4203:
4198:
4193:
4188:
4183:
4181:Methastyridone
4178:
4176:Methamnetamine
4173:
4168:
4163:
4158:
4153:
4148:
4143:
4138:
4133:
4128:
4123:
4118:
4113:
4108:
4103:
4098:
4093:
4088:
4083:
4078:
4073:
4068:
4063:
4058:
4053:
4048:
4043:
4038:
4033:
4028:
4023:
4018:
4013:
4008:
4003:
3998:
3993:
3988:
3983:
3981:Amfonelic acid
3978:
3973:
3967:
3965:
3961:
3960:
3958:
3957:
3952:
3947:
3942:
3937:
3932:
3927:
3922:
3917:
3912:
3907:
3902:
3896:
3894:
3888:
3887:
3885:
3884:
3879:
3874:
3869:
3864:
3859:
3854:
3849:
3844:
3839:
3834:
3829:
3824:
3819:
3814:
3809:
3804:
3799:
3794:
3789:
3784:
3779:
3774:
3769:
3764:
3759:
3754:
3749:
3744:
3739:
3734:
3729:
3727:β-CIT (RTI-55)
3724:
3719:
3714:
3709:
3704:
3698:
3696:
3690:
3689:
3687:
3686:
3681:
3676:
3670:
3668:
3662:
3661:
3659:
3658:
3653:
3648:
3643:
3638:
3633:
3628:
3623:
3618:
3613:
3608:
3603:
3598:
3593:
3588:
3583:
3578:
3573:
3568:
3563:
3558:
3553:
3548:
3543:
3538:
3533:
3528:
3523:
3518:
3512:
3510:
3504:
3503:
3501:
3500:
3495:
3490:
3485:
3480:
3475:
3470:
3460:
3455:
3450:
3445:
3443:Ethylphenidate
3440:
3435:
3430:
3425:
3420:
3415:
3410:
3405:
3400:
3395:
3390:
3384:
3382:
3376:
3375:
3373:
3372:
3367:
3362:
3357:
3352:
3347:
3342:
3337:
3332:
3327:
3322:
3317:
3312:
3307:
3302:
3296:
3294:
3288:
3287:
3285:
3284:
3279:
3274:
3269:
3264:
3259:
3254:
3249:
3244:
3239:
3234:
3229:
3224:
3219:
3213:
3211:
3205:
3204:
3202:
3201:
3196:
3191:
3186:
3181:
3176:
3171:
3166:
3161:
3156:
3151:
3148:Levosalbutamol
3141:
3136:
3131:
3126:
3121:
3116:
3111:
3106:
3101:
3096:
3091:
3086:
3081:
3076:
3071:
3066:
3061:
3056:
3051:
3046:
3041:
3036:
3031:
3026:
3021:
3016:
3011:
3003:
2998:
2993:
2988:
2986:Norepinephrine
2983:
2978:
2973:
2968:
2963:
2958:
2953:
2948:
2943:
2938:
2933:
2928:
2923:
2909:
2904:
2899:
2894:
2889:
2884:
2879:
2874:
2869:
2864:
2859:
2854:
2849:
2844:
2839:
2834:
2829:
2824:
2815:
2810:
2805:
2800:
2795:
2790:
2785:
2780:
2775:
2770:
2765:
2760:
2755:
2750:
2745:
2740:
2735:
2721:
2716:
2711:
2706:
2701:
2696:
2694:Etilamfetamine
2691:
2686:
2681:
2676:
2671:
2666:
2661:
2656:
2651:
2646:
2632:
2627:
2622:
2617:
2612:
2604:
2599:
2594:
2589:
2584:
2579:
2574:
2569:
2564:
2559:
2554:
2549:
2544:
2539:
2534:
2529:
2524:
2519:
2514:
2509:
2504:
2490:
2485:
2480:
2475:
2470:
2465:
2460:
2455:
2450:
2445:
2440:
2435:
2430:
2425:
2420:
2415:
2410:
2405:
2400:
2395:
2390:
2385:
2380:
2375:
2370:
2365:
2360:
2355:
2349:
2347:
2341:
2340:
2338:
2337:
2332:
2327:
2322:
2317:
2312:
2307:
2302:
2296:
2294:
2288:
2287:
2285:
2284:
2279:
2274:
2269:
2264:
2259:
2253:
2251:
2245:
2244:
2242:
2241:
2236:
2231:
2226:
2221:
2216:
2211:
2206:
2201:
2195:
2193:
2187:
2186:
2184:
2183:
2178:
2173:
2168:
2163:
2158:
2153:
2148:
2143:
2138:
2133:
2128:
2123:
2118:
2113:
2108:
2103:
2098:
2093:
2088:
2083:
2078:
2073:
2068:
2063:
2058:
2053:
2048:
2043:
2038:
2033:
2028:
2022:
2020:
2014:
2013:
2011:
2010:
2005:
2000:
1995:
1990:
1985:
1980:
1975:
1970:
1965:
1960:
1955:
1950:
1945:
1940:
1935:
1930:
1925:
1920:
1915:
1910:
1905:
1900:
1895:
1890:
1885:
1880:
1875:
1870:
1865:
1860:
1854:
1852:
1846:
1845:
1843:
1842:
1837:
1832:
1827:
1821:
1819:
1813:
1812:
1810:
1809:
1804:
1799:
1794:
1789:
1784:
1779:
1774:
1769:
1764:
1762:Dieticyclidine
1759:
1753:
1751:
1745:
1744:
1742:
1741:
1736:
1731:
1726:
1721:
1716:
1711:
1706:
1701:
1696:
1691:
1686:
1681:
1676:
1670:
1668:
1662:
1661:
1659:
1658:
1656:Tuaminoheptane
1653:
1648:
1643:
1638:
1633:
1628:
1623:
1618:
1613:
1611:Cyclopentamine
1607:
1605:
1599:
1598:
1596:
1595:
1590:
1585:
1580:
1575:
1573:Istradefylline
1570:
1565:
1560:
1555:
1550:
1545:
1540:
1534:
1532:
1526:
1525:
1523:
1522:
1517:
1512:
1507:
1502:
1496:
1494:
1488:
1487:
1480:
1479:
1472:
1465:
1457:
1449:
1448:
1437:
1411:
1397:Archived from
1386:
1365:
1351:
1325:
1299:
1273:
1226:
1185:
1166:(3): 1624–30.
1149:
1138:(7): 1565–71.
1113:
1068:
1039:(3): 299–302.
1019:
976:
923:
894:
859:
832:
810:(2023-07-24).
798:
797:
795:
792:
791:
790:
785:
769:
763:
757:
750:
747:
728:
725:
716:
713:
697:ethylphenidate
692:
691:United Kingdom
689:
684:
681:
676:
673:
668:
665:
663:
660:
635:
632:
493:
490:
486:acute toxicity
470:
467:
443:
442:
425:
424:
422:
421:
418:
416:
413:
405:
404:
403:
400:
399:
397:
396:
393:
385:
384:
383:
380:
379:
377:
376:
368:
366:
358:
357:
351:
345:
344:
335:
329:
324:
318:
317:
313:
312:
310:
309:
296:
294:
281:
280:
278:
277:
269:
267:
261:
260:
258:
257:
249:
247:
241:
240:
238:
237:
229:
227:
221:
220:
218:
217:
209:
207:
196:
195:
193:
192:
179:
177:
171:
170:
168:
167:
164:
156:
155:
154:
151:
150:
146:
145:
143:
142:
139:
127:
115:
103:
89:
87:
81:
80:
76:
75:
73:
72:
65:
63:
57:
56:
53:
49:
48:
44:
43:
35:
34:
15:
9:
6:
4:
3:
2:
4347:
4336:
4333:
4331:
4328:
4326:
4323:
4321:
4318:
4316:
4313:
4312:
4310:
4297:
4293:
4288:
4282:
4279:
4277:
4274:
4272:
4269:
4267:
4264:
4262:
4261:Thiopropamine
4259:
4257:
4254:
4252:
4249:
4247:
4244:
4242:
4239:
4237:
4234:
4232:
4229:
4227:
4224:
4222:
4219:
4217:
4214:
4212:
4209:
4207:
4204:
4202:
4199:
4197:
4194:
4192:
4189:
4187:
4184:
4182:
4179:
4177:
4174:
4172:
4169:
4167:
4164:
4162:
4161:Meclofenoxate
4159:
4157:
4154:
4152:
4149:
4147:
4144:
4142:
4139:
4137:
4134:
4132:
4129:
4127:
4124:
4122:
4119:
4117:
4114:
4112:
4111:Hexacyclonate
4109:
4107:
4104:
4102:
4099:
4097:
4094:
4092:
4089:
4087:
4084:
4082:
4079:
4077:
4074:
4072:
4069:
4067:
4064:
4062:
4059:
4057:
4054:
4052:
4049:
4047:
4044:
4042:
4039:
4037:
4034:
4032:
4029:
4027:
4026:Centanafadine
4024:
4022:
4019:
4017:
4014:
4012:
4009:
4007:
4004:
4002:
3999:
3997:
3994:
3992:
3989:
3987:
3984:
3982:
3979:
3977:
3974:
3972:
3969:
3968:
3966:
3962:
3956:
3953:
3951:
3948:
3946:
3943:
3941:
3938:
3936:
3933:
3931:
3928:
3926:
3923:
3921:
3918:
3916:
3913:
3911:
3908:
3906:
3903:
3901:
3898:
3897:
3895:
3893:
3889:
3883:
3880:
3878:
3875:
3873:
3870:
3868:
3865:
3863:
3860:
3858:
3855:
3853:
3850:
3848:
3845:
3843:
3840:
3838:
3835:
3833:
3830:
3828:
3825:
3823:
3820:
3818:
3815:
3813:
3810:
3808:
3805:
3803:
3800:
3798:
3795:
3793:
3790:
3788:
3785:
3783:
3780:
3778:
3775:
3773:
3770:
3768:
3765:
3763:
3762:Ioflupane (I)
3760:
3758:
3755:
3753:
3750:
3748:
3745:
3743:
3740:
3738:
3735:
3733:
3730:
3728:
3725:
3723:
3720:
3718:
3715:
3713:
3710:
3708:
3705:
3703:
3700:
3699:
3697:
3695:
3691:
3685:
3682:
3680:
3677:
3675:
3672:
3671:
3669:
3667:
3663:
3657:
3654:
3652:
3649:
3647:
3644:
3642:
3639:
3637:
3634:
3632:
3629:
3627:
3624:
3622:
3619:
3617:
3614:
3612:
3609:
3607:
3604:
3602:
3599:
3597:
3594:
3592:
3589:
3587:
3584:
3582:
3579:
3577:
3574:
3572:
3569:
3567:
3564:
3562:
3559:
3557:
3554:
3552:
3549:
3547:
3544:
3542:
3539:
3537:
3534:
3532:
3529:
3527:
3524:
3522:
3519:
3517:
3514:
3513:
3511:
3509:
3505:
3499:
3496:
3494:
3491:
3489:
3486:
3484:
3481:
3479:
3478:Phacetoperane
3476:
3474:
3471:
3468:
3464:
3461:
3459:
3456:
3454:
3451:
3449:
3446:
3444:
3441:
3439:
3436:
3434:
3431:
3429:
3426:
3424:
3421:
3419:
3416:
3414:
3411:
3409:
3406:
3404:
3401:
3399:
3396:
3394:
3391:
3389:
3386:
3385:
3383:
3381:
3377:
3371:
3368:
3366:
3363:
3361:
3358:
3356:
3353:
3351:
3348:
3346:
3343:
3341:
3338:
3336:
3333:
3331:
3328:
3326:
3323:
3321:
3318:
3316:
3313:
3311:
3308:
3306:
3303:
3301:
3298:
3297:
3295:
3293:
3289:
3283:
3280:
3278:
3275:
3273:
3270:
3268:
3267:Phenmetrazine
3265:
3263:
3260:
3258:
3255:
3253:
3250:
3248:
3245:
3243:
3240:
3238:
3235:
3233:
3230:
3228:
3225:
3223:
3220:
3218:
3215:
3214:
3212:
3210:
3206:
3200:
3197:
3195:
3194:Xylopropamine
3192:
3190:
3187:
3185:
3182:
3180:
3177:
3175:
3172:
3170:
3169:Theodrenaline
3167:
3165:
3162:
3160:
3157:
3155:
3152:
3149:
3145:
3142:
3140:
3137:
3135:
3132:
3130:
3127:
3125:
3122:
3120:
3117:
3115:
3112:
3110:
3107:
3105:
3102:
3100:
3097:
3095:
3092:
3090:
3087:
3085:
3084:Phenylephrine
3082:
3080:
3079:Phenylalanine
3077:
3075:
3072:
3070:
3067:
3065:
3062:
3060:
3057:
3055:
3052:
3050:
3047:
3045:
3042:
3040:
3037:
3035:
3032:
3030:
3027:
3025:
3022:
3020:
3019:Orciprenaline
3017:
3015:
3012:
3010:
3004:
3002:
2999:
2997:
2994:
2992:
2989:
2987:
2984:
2982:
2979:
2977:
2974:
2972:
2969:
2967:
2964:
2962:
2959:
2957:
2954:
2952:
2949:
2947:
2944:
2942:
2939:
2937:
2934:
2932:
2929:
2927:
2924:
2921:
2917:
2913:
2910:
2908:
2905:
2903:
2900:
2898:
2895:
2893:
2892:Mephentermine
2890:
2888:
2885:
2883:
2880:
2878:
2875:
2873:
2870:
2868:
2865:
2863:
2860:
2858:
2855:
2853:
2850:
2848:
2845:
2843:
2840:
2838:
2835:
2833:
2830:
2828:
2825:
2822:
2816:
2814:
2811:
2809:
2806:
2804:
2801:
2799:
2796:
2794:
2791:
2789:
2786:
2784:
2781:
2779:
2776:
2774:
2771:
2769:
2766:
2764:
2761:
2759:
2756:
2754:
2751:
2749:
2746:
2744:
2741:
2739:
2736:
2733:
2729:
2725:
2722:
2720:
2717:
2715:
2712:
2710:
2707:
2705:
2702:
2700:
2697:
2695:
2692:
2690:
2687:
2685:
2682:
2680:
2677:
2675:
2672:
2670:
2667:
2665:
2662:
2660:
2657:
2655:
2652:
2650:
2647:
2644:
2640:
2636:
2633:
2631:
2628:
2626:
2623:
2621:
2618:
2616:
2613:
2611:
2605:
2603:
2600:
2598:
2595:
2593:
2590:
2588:
2585:
2583:
2580:
2578:
2575:
2573:
2570:
2568:
2565:
2563:
2560:
2558:
2555:
2553:
2550:
2548:
2545:
2543:
2540:
2538:
2535:
2533:
2532:Benzphetamine
2530:
2528:
2525:
2523:
2520:
2518:
2515:
2513:
2510:
2508:
2505:
2502:
2498:
2494:
2491:
2489:
2486:
2484:
2481:
2479:
2476:
2474:
2473:2-Aminoindane
2471:
2469:
2466:
2464:
2461:
2459:
2456:
2454:
2451:
2449:
2446:
2444:
2441:
2439:
2436:
2434:
2431:
2429:
2426:
2424:
2421:
2419:
2416:
2414:
2411:
2409:
2406:
2404:
2401:
2399:
2396:
2394:
2391:
2389:
2386:
2384:
2381:
2379:
2376:
2374:
2371:
2369:
2366:
2364:
2361:
2359:
2356:
2354:
2351:
2350:
2348:
2346:
2342:
2336:
2333:
2331:
2328:
2326:
2323:
2321:
2318:
2316:
2313:
2311:
2308:
2306:
2303:
2301:
2298:
2297:
2295:
2293:
2289:
2283:
2280:
2278:
2275:
2273:
2270:
2268:
2265:
2263:
2260:
2258:
2255:
2254:
2252:
2250:
2246:
2240:
2237:
2235:
2232:
2230:
2227:
2225:
2222:
2220:
2217:
2215:
2212:
2210:
2207:
2205:
2202:
2200:
2197:
2196:
2194:
2192:
2188:
2182:
2179:
2177:
2174:
2172:
2169:
2167:
2164:
2162:
2159:
2157:
2154:
2152:
2149:
2147:
2144:
2142:
2139:
2137:
2134:
2132:
2129:
2127:
2124:
2122:
2119:
2117:
2114:
2112:
2109:
2107:
2104:
2102:
2099:
2097:
2094:
2092:
2089:
2087:
2084:
2082:
2079:
2077:
2074:
2072:
2069:
2067:
2064:
2062:
2059:
2057:
2054:
2052:
2049:
2047:
2044:
2042:
2039:
2037:
2034:
2032:
2029:
2027:
2024:
2023:
2021:
2019:
2015:
2009:
2006:
2004:
2001:
1999:
1996:
1994:
1991:
1989:
1986:
1984:
1981:
1979:
1976:
1974:
1971:
1969:
1966:
1964:
1963:Methcathinone
1961:
1959:
1956:
1954:
1951:
1949:
1946:
1944:
1941:
1939:
1936:
1934:
1931:
1929:
1926:
1924:
1921:
1919:
1916:
1914:
1911:
1909:
1906:
1904:
1901:
1899:
1896:
1894:
1891:
1889:
1886:
1884:
1881:
1879:
1876:
1874:
1871:
1869:
1866:
1864:
1861:
1859:
1856:
1855:
1853:
1851:
1847:
1841:
1838:
1836:
1833:
1831:
1828:
1826:
1823:
1822:
1820:
1818:
1814:
1808:
1805:
1803:
1802:Tenocyclidine
1800:
1798:
1797:Rolicyclidine
1795:
1793:
1792:Phencyclidine
1790:
1788:
1787:Phencyclamine
1785:
1783:
1780:
1778:
1775:
1773:
1770:
1768:
1765:
1763:
1760:
1758:
1757:Benocyclidine
1755:
1754:
1752:
1750:
1746:
1740:
1737:
1735:
1732:
1730:
1727:
1725:
1722:
1720:
1717:
1715:
1712:
1710:
1707:
1705:
1702:
1700:
1697:
1695:
1692:
1690:
1687:
1685:
1682:
1680:
1677:
1675:
1672:
1671:
1669:
1667:
1663:
1657:
1654:
1652:
1649:
1647:
1644:
1642:
1639:
1637:
1634:
1632:
1631:Isometheptene
1629:
1627:
1624:
1622:
1619:
1617:
1614:
1612:
1609:
1608:
1606:
1604:
1600:
1594:
1591:
1589:
1586:
1584:
1581:
1579:
1576:
1574:
1571:
1569:
1566:
1564:
1561:
1559:
1556:
1554:
1553:Aminophylline
1551:
1549:
1546:
1544:
1541:
1539:
1536:
1535:
1533:
1531:
1527:
1521:
1518:
1516:
1513:
1511:
1508:
1506:
1503:
1501:
1498:
1497:
1495:
1493:
1489:
1485:
1478:
1473:
1471:
1466:
1464:
1459:
1458:
1455:
1446:
1441:
1425:
1421:
1415:
1401:on 2009-08-27
1400:
1396:
1390:
1375:
1369:
1361:
1355:
1336:
1329:
1313:
1309:
1303:
1295:
1291:
1284:
1277:
1269:
1265:
1261:
1257:
1253:
1249:
1245:
1241:
1237:
1230:
1222:
1218:
1213:
1208:
1204:
1200:
1196:
1189:
1181:
1177:
1173:
1169:
1165:
1161:
1153:
1145:
1141:
1137:
1133:
1129:
1125:
1117:
1109:
1105:
1100:
1095:
1091:
1087:
1084:(2): 333–44.
1083:
1079:
1072:
1064:
1060:
1055:
1050:
1046:
1042:
1038:
1034:
1030:
1023:
1015:
1011:
1007:
1003:
999:
995:
991:
987:
980:
972:
968:
963:
958:
954:
950:
946:
942:
938:
934:
927:
913:on 2015-07-04
912:
908:
904:
898:
890:
886:
882:
878:
874:
870:
863:
855:
851:
848:(3): 477–80.
847:
843:
836:
821:
817:
813:
809:
803:
799:
789:
786:
784:
781:
777:
773:
770:
767:
766:Thiopropamine
764:
761:
758:
756:
753:
752:
746:
744:
740:
738:
734:
724:
722:
721:United States
715:United States
712:
709:
706:
702:
698:
688:
680:
672:
655:
651:
649:
645:
641:
631:
630:, unchanged.
629:
625:
624:thiopropamine
621:
617:
613:
611:
610:phenylacetone
607:
603:
599:
595:
591:
588:
584:
580:
576:
573:
569:
568:thiopropamine
565:
560:
558:
555:
551:
547:
543:
539:
531:
527:
523:
521:
515:
511:
510:demethylation
507:
506:Hydroxylation
503:
498:
489:
487:
482:
480:
476:
466:
464:
460:
457:
453:
449:
439:
432:
426:
417:
412:
411:
408:
401:
392:
391:
388:
381:
374:
370:
369:
367:
364:
359:
352:
350:
346:
325:
323:
319:
314:
306:
302:
298:
297:
295:
286:
282:
275:
271:
270:
268:
266:
262:
255:
251:
250:
248:
246:
242:
235:
231:
230:
228:
226:
222:
215:
211:
210:
208:
201:
197:
190:
185:
181:
180:
178:
176:
172:
163:
162:
159:
152:
147:
140:
138:
128:
126:
116:
113:
104:
101:
91:
90:
88:
86:
82:
77:
70:
67:
66:
64:
62:
58:
54:
50:
47:Clinical data
45:
41:
36:
32:
27:
19:
4216:Oxaprotiline
4185:
4166:Medifoxamine
4086:Fenpentadiol
4066:Dimethocaine
4061:Diclofensine
4041:Cropropamide
4036:Clofenciclan
3991:Amiphenazole
3945:7-Methyl-αET
3940:6-Fluoro-αMT
3920:5-Fluoro-αMT
3915:5-Chloro-αMT
3910:4-Methyl-αMT
3905:4-Methyl-αET
3747:Difluoropine
3732:Cocaethylene
3717:Brasofensine
3656:Pyrovalerone
3508:Pyrrolidines
3227:Fenmetramide
3222:Fenbutrazate
3199:Zylofuramine
3159:Solriamfetol
2991:Norfenefrine
2897:Metanephrine
2823:(Selegiline)
2813:Isoprenaline
2743:Feprosidnine
2724:Fenfluramine
2719:Fenethylline
2704:Famprofazone
2577:Cinnamedrine
2507:Amphetaminil
2458:Amfepentorex
2136:Sazetidine A
2101:Ispronicline
2066:Bradanicline
2018:Cholinergics
1933:Ethcathinone
1817:Benzazepines
1772:Eticyclidine
1593:Theophylline
1578:Paraxanthine
1440:
1430:December 28,
1428:. Retrieved
1423:
1414:
1403:. Retrieved
1399:the original
1389:
1378:. Retrieved
1368:
1354:
1342:. Retrieved
1328:
1316:. Retrieved
1312:the original
1302:
1293:
1289:
1276:
1243:
1239:
1229:
1205:(1): 65–73.
1202:
1198:
1188:
1163:
1159:
1152:
1135:
1131:
1127:
1123:
1116:
1081:
1077:
1071:
1036:
1032:
1022:
989:
985:
979:
944:
940:
926:
915:. Retrieved
911:the original
906:
897:
875:(3): 145–9.
872:
868:
862:
845:
841:
835:
824:. Retrieved
802:
783:decongestant
742:
741:
730:
718:
710:
694:
686:
678:
670:
662:Legal status
637:
614:
612:derivative.
592:are further
587:demethylated
582:
574:
566:into active
561:
550:dealkylation
545:
537:
535:
519:
483:
472:
469:Pharmacology
451:
447:
446:
435:
429:
85:Legal status
79:Legal status
18:
4266:Thiothinone
4251:Tametraline
4236:Rauwolscine
4206:Nomifensine
4201:Nikethamide
4146:Lomevactone
4131:JNJ-7925476
4126:Indatraline
4101:GSK1360707F
4056:Desipramine
4046:Crotetamide
4031:Ciclazindol
4011:Benzydamine
4001:Atomoxetine
3996:Atipamezole
3892:Tryptamines
3862:Tesofensine
3428:Difemetorex
3380:Piperidines
3292:Piperazines
3154:Sibutramine
3124:Prenylamine
3074:Phentermine
3029:Oxifentorex
2926:Methoxamine
2902:Metaraminol
2738:Fenproporex
2709:Fencamfamin
2674:Epinephrine
2597:Clortermine
2587:Clobenzorex
2582:Clenbuterol
2557:Camfetamine
2493:Amphetamine
2463:Amidephrine
2335:Thozalinone
2315:Cyclazodone
2262:Armodafinil
2224:Pentetrazol
2204:Bicuculline
2191:Convulsants
2181:WAY-317,538
2176:Varenicline
2166:Tebanicline
2146:SSR-180,711
2131:Rivanicline
2126:Pozanicline
2121:PNU-282,987
2116:PNU-120,596
2111:PHA-543,613
2091:Epiboxidine
2086:Epibatidine
2051:Altinicline
1943:Flephedrone
1898:Amfepramone
1777:Gacyclidine
1621:Cyprodenate
1603:Alkylamines
1588:Theobromine
1520:Rimantadine
1492:Adamantanes
1344:27 November
1296:(2): 53–57.
1099:2066/142600
992:: 403–407.
788:Thiothinone
648:methylamine
620:hydrophilic
590:metabolites
564:metabolized
542:deamination
526:substituted
514:deamination
356: g·mol
184:801156-47-8
149:Identifiers
52:Other names
4325:Thiophenes
4320:Stimulants
4309:Categories
4246:Setazindol
4231:Rasagiline
4221:PNU-99,194
4171:Mefexamide
4141:Leptacline
4136:Lazabemide
4106:GYKI-52895
4096:Gilutensin
4021:BTS 74,398
3986:Amineptine
3935:5-MeO-DIPT
3767:Norcocaine
3757:FP-β-CPPIT
3752:FE-β-CPPIT
3674:Oxiracetam
3651:Prolintane
3370:Vanoxerine
3282:Radafaxine
3257:PD-128,907
3252:Oxaflozane
3237:Manifaxine
3164:Synephrine
3144:Salbutamol
3139:Ropinirole
3094:Pholedrine
3034:Oxilofrine
3024:Ortetamine
3014:Octopamine
2981:Nisoxetine
2837:Lophophine
2827:Lefetamine
2808:Isoetarine
2803:Iofetamine
2768:Hexapradol
2758:Furfenorex
2753:Formetorex
2699:Etilefrine
2684:Etafedrine
2654:Dopexamine
2639:Dextrodopa
2630:Dobutamine
2615:Denopamine
2602:Cypenamine
2572:Cilobamine
2527:Benfluorex
2512:Arbutamine
2453:Amfecloral
2443:Alfetamine
2325:Fluminorex
2320:Fenozolone
2310:Clominorex
2292:Oxazolines
2272:CRL-40,941
2267:CRL-40,940
2234:Strychnine
2229:Picrotoxin
2199:Anatoxin-a
2081:Dianicline
1998:Pentedrone
1968:Methedrone
1958:Mephedrone
1908:Buphedrone
1903:Benzedrone
1850:Cathinones
1807:Tiletamine
1767:Esketamine
1709:LY-503,430
1704:LY-404,187
1626:Heptaminol
1616:Cypenamine
1568:Dimethazan
1510:Bromantane
1505:Amantadine
1500:Adapromine
1484:Stimulants
1405:2014-12-17
1380:2016-11-28
917:2016-06-09
826:2023-08-27
794:References
594:deaminated
518:thiophene
492:Metabolism
361:3D model (
349:Molar mass
254:64ON2ETH7I
225:ChemSpider
175:CAS Number
158:IUPAC name
137:Schedule I
4281:Yohimbine
4256:Tandamine
4226:PRC200-SS
4121:Indanorex
4091:Gamfexine
4081:Fenisorex
4006:Bemegride
3930:5-MeO-αMT
3925:5-MeO-αET
3872:Tropoxane
3646:Picilorex
3636:Naphyrone
3483:Pipradrol
3345:GBR-13119
3340:GBR-13098
3335:GBR-13069
3330:GBR-12935
3325:GBR-12783
3064:Phenatine
2887:Mefenorex
2821:-Deprenyl
2793:Ibopamine
2778:Hordenine
2763:Gepefrine
2714:Fencamine
2669:Ephedrine
2659:Droxidopa
2610:-Deprenyl
2488:Acridorex
2282:Modafinil
2277:Fluorenol
2257:Adrafinil
2249:Eugeroics
2214:Flurothyl
2141:SIB-1553A
2061:Arecoline
2056:Anabasine
2046:AR-R17779
2031:A-366,833
2003:Pentylone
1983:Mexedrone
1978:Methylone
1948:Hexedrone
1923:Cathinone
1913:Bupropion
1840:SKF-82958
1835:SKF-81297
1830:SKF-77434
1734:Sunifiram
1719:Org 26576
1714:Nooglutyl
1666:Ampakines
1646:Octodrine
1583:SCH-58261
1563:CGS-15943
1515:Memantine
1318:1 October
776:stimulant
634:Synthesis
572:thiophene
557:excretion
189:7464-94-0
4292:ATC code
4156:Mazindol
4116:Idazoxan
4076:Etamivan
4071:Efaroxan
3900:4-HO-αMT
3694:Tropanes
3666:Racetams
3521:4-Cl-PVP
3498:SCH-5472
3458:JZ-IV-10
3350:JJC8-088
3300:2C-B-BZP
3247:Morforex
3242:Morazone
3189:Tyrosine
3184:Tyramine
3174:Tiflorex
3059:Pentorex
2961:Morforex
2907:Mesocarb
2748:Fludorex
2649:Dopamine
2643:Levodopa
2592:Cloforex
2373:2-OH-PEA
2330:Pemoline
2305:Aminorex
2219:Gabazine
2106:Nicotine
2076:Cytisine
2071:Cotinine
2026:A-84,543
1938:Ethylone
1918:Butylone
1863:3,4-DMMC
1825:6-Br-APB
1782:Ketamine
1739:Unifiram
1558:Caffeine
1260:23361230
1128:in Vitro
1063:24706157
1014:46731570
1006:27265782
971:23261499
889:21770051
820:Archived
778:used as
749:See also
581:. These
454:) is an
438:(verify)
112:Anlage I
100:Class F2
61:ATC code
4271:Trazium
4196:Nefopam
4151:LR-5182
3852:RTI-386
3847:RTI-371
3842:RTI-354
3837:RTI-336
3832:RTI-229
3827:RTI-177
3822:RTI-150
3817:RTI-126
3807:RTI-120
3802:RTI-113
3797:RTI-112
3737:Cocaine
3526:5-DBFPV
3473:Nocaine
3320:DBL-583
2679:Epinine
2562:Cathine
2438:AL-1095
2383:2,3-MDA
2239:Thujone
2161:TC-2216
2156:TC-1827
2151:TC-1698
2041:ABT-418
2036:ABT-202
1729:S-18986
1699:IDRA-21
1268:5470554
1221:9076658
1180:1510686
1124:in Vivo
1108:5113570
1054:4141929
962:3582025
933:Roth BL
762:(α-PVT)
737:Florida
727:Florida
683:Germany
675:Finland
628:renally
604:in the
602:CYP2C19
600:enzyme
596:by the
322:Formula
200:PubChem
125:Class B
110::
4315:Amines
4276:UH-232
4211:O-2172
3964:Others
3792:RTI-51
3787:RTI-32
3782:RTI-31
3556:α-PHPP
3546:α-PHiP
3541:α-PCYP
3305:3C-PEP
2867:MDMPEA
2171:UB-165
2096:GTS-21
1888:4-MEAP
1694:CX-717
1689:CX-691
1684:CX-614
1679:CX-546
1674:CX-516
1376:. 2016
1266:
1258:
1219:
1178:
1106:
1061:
1051:
1012:
1004:
969:
959:
887:
808:Anvisa
755:5-MMPA
579:oxides
522:-oxide
387:SMILES
354:155.26
274:C22795
234:385727
214:436156
135:
123:
98:
71:
4051:D-161
3971:2-MDP
3882:WF-33
3877:WF-23
3621:MOPPP
3616:MOPVP
3596:MDPBP
3591:MDPPP
3576:DMPVP
3566:α-PVT
3561:α-PVP
3551:α-PHP
3536:α-PBP
3531:α-PPP
3355:MeOPP
3315:CM156
3232:G-130
2951:MMDMA
2882:MDPEA
2433:6-FNE
2428:4-MTA
2423:4-MMA
1873:4-CMC
1868:4-BMC
1338:(PDF)
1286:(PDF)
1264:S2CID
1010:S2CID
667:China
606:liver
554:renal
407:InChI
363:JSmol
69:N06AA
4296:N06B
3631:MDPV
3611:MPPP
3606:MPHP
3601:MPBP
3586:FPVP
3581:FPOP
3365:oMPP
3360:MBZP
3119:PPAP
3114:PMMA
3109:PMEA
3049:PCMA
2956:MMMA
2946:MMDA
2877:MDPR
2872:MDOH
2857:MDEA
2852:MDBU
2842:MBDB
2773:HMMA
2664:EBDB
2635:DOPA
2552:BPAP
2418:4-MA
2209:DMCM
1724:PEPA
1432:2022
1346:2015
1320:2015
1256:PMID
1217:PMID
1176:PMID
1126:and
1104:PMID
1059:PMID
1002:PMID
967:PMID
885:PMID
701:ACMD
544:and
536:For
512:and
265:KEGG
245:UNII
4016:BTQ
3955:αMT
3950:αET
3777:PTT
3772:PIT
3641:PEP
3310:BZP
3104:PMA
3099:PIA
3054:PHA
3044:PCA
3039:PBA
2936:MMA
2542:BOH
2537:BDB
1248:doi
1244:405
1207:doi
1168:doi
1164:186
1140:doi
1136:119
1130:".
1094:hdl
1086:doi
1049:PMC
1041:doi
994:doi
990:311
957:PMC
949:doi
945:700
877:doi
850:doi
461:to
452:MPA
290:EPA
204:CID
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