Exploring 4-MeO-DMT. To explore a different substance…

4-MeO-DMT; 4-Methoxy-N,N-dimethyltryptamine
Names:
4-MeO-DMT · PSOM · 4-Methoxy-N,N-dimethyltryptamine
IUPAC name:
2-(4-Methoxy-1H-indol-3-yl)-N,N-dimethylethan-1-amine
ID: 5153 · Formula: C13H18N2O · Molecular weight: 218.295
InChI: InChI=1S/C13H18N2O/c1-15(2)8-7-10-9-14-11-5-4-6-12(16-3)13(10)11/h4-6,9,14H,7-8H2,1-3H3

Schulze-Alexandru, M; Kovar, K; Vedani, A. Quasi-atomistic receptor surrogates for the 5-HT2A receptor: A 3D-QSAR study on hallucinogenic substances. Quant. Struct.-Act. Relat., 1 Dec 1999, 18 (6), 548–560. 312 kB. http://dx.doi.org/10.1002/(SICI)1521-3838(199912)18:6<548::AID-QSAR548>3.0.CO;2-B

Lyon, RA; Titeler, M; Seggel, MR; Glennon, RA. Indolealkylamine analogs share 5-HT2 binding characteristics with phenylalkylamine hallucinogens. Eur. J. Pharmacol., 19 Jan 1988, 145 (3), 291–297. 533 kB. http://dx.doi.org/10.1016/0014-2999(88)90432-3

Gessner, PK; Godse, DD; Krull, AH; McMullan, JM. Structure-activity relationships among 5-methoxy-N:N-dimethyltryptamine, 4-hydroxy-N:N-dimethyltryptamine (psilocin) and other substituted tryptamines. Life Sci., 1 Mar 1968, 7 (5), 267–277. 362 kB. http://dx.doi.org/10.1016/0024-3205(68)90200-2

Glennon, RA; Dukat, M; Grella, B; Hong, S; Costantino, L; Teitler, M; Smith, C; Egan, C; Davis, K; Mattson, MV. Binding of β-carbolines and related agents at serotonin (5-HT2 and 5-HT1A), dopamine (D2) and benzodiazepine receptors. Drug Alcohol Depend., 1 Aug 2000, 60 (2), 121–132. 276 kB. http://dx.doi.org/10.1016/S0376-8716(99)00148-9

Glennon, RA; Gessner, PK. Serotonin receptor binding affinities of tryptamine analogues. J. Med. Chem., 1 Jan 1979, 22 (4), pp 428–432. 731 kB. http://dx.doi.org/10.1021/jm00190a014

Kline, TB; Benington, F; Morin, RD; Beaton, JM. Structure-activity relationships in potentially hallucinogenic N,N-dialkyltryptamines substituted in the benzene moiety. J. Med. Chem., 1 Jan 1982, 25 (8), 908–913. 845 kB. http://dx.doi.org/10.1021/jm00350a005

4-MeO-MIPT
TiHKAL#39 4-MeO-MIPT
4-MeO-DET
4-MeO-DET; N,N-Diethyl-4-methoxytryptamine
4-MeO-DIPT
4-MeO-DIPT; N,N-Diisopropyl-4-methoxytryptamine
4-MeO-DALT
4-MeO-DALT; N,N-Diallyl-4-methoxytryptamine
4-MeO-T
4-MeO-T; 4-Methoxytryptamine
4-MeO-NMT
4-MeO-NMT; 4-Methoxy-N-methyltryptamine
5218
2-[1-(Cyclohexylsulfonyl)-4-methoxy-1H-indol-3-yl]-N,N-dimethylethan-1-amine
5220
2-[4-Methoxy-1-(phenylsulfonyl)-1H-indol-3-yl]-N,N-dimethylethan-1-amine
5231
2-{4-Methoxy-1-[(4-methylphenyl)sulfonyl]-1H-indol-3-yl}-N,N-dimethylethan-1-amine
5234
4-({3-[2-(Dimethylamino)ethyl]-4-methoxy-1H-indol-1-yl}sulfonyl)aniline
5249
2-{4-Methoxy-1-[(4-methylphenyl)sulfanyl]-1H-indol-3-yl}-N,N-dimethylethan-1-amine
5250
2-{4-Methoxy-1-[(4-methoxyphenyl)sulfanyl]-1H-indol-3-yl}-N,N-dimethylethan-1-amine
5251
2-(4-Methoxy-1-{[4-(trifluoromethyl)phenyl]sulfanyl}-1H-indol-3-yl)-N,N-dimethylethan-1-amine
5252
2-{1-[(4-Chlorophenyl)sulfanyl]-4-methoxy-1H-indol-3-yl}-N,N-dimethylethan-1-amine
5253
4-({3-[2-(Dimethylamino)ethyl]-4-methoxy-1H-indol-1-yl}sulfanyl)aniline
5497
2-[4-Methoxy-1-(propan-2-ylsulfonyl)-1H-indol-3-yl]-N,N-dimethylethan-1-amine
5498
2-[4-Methoxy-1-(propylsulfonyl)-1H-indol-3-yl]-N,N-dimethylethan-1-amine
5499
2-[1-(Butylsulfonyl)-4-methoxy-1H-indol-3-yl]-N,N-dimethylethan-1-amine
5598
2-[4-Methoxy-1-(pentylsulfonyl)-1H-indol-3-yl]-N,N-dimethylethan-1-amine
5599
2-[1-(Heptylsulfonyl)-4-methoxy-1H-indol-3-yl]-N,N-dimethylethan-1-amine
5780
2-{4-Methoxy-1-[(4-methoxyphenyl)sulfonyl]-1H-indol-3-yl}-N,N-dimethylethan-1-amine
5781
2-(4-Methoxy-1-{[4-(trifluoromethyl)phenyl]sulfonyl}-1H-indol-3-yl)-N,N-dimethylethan-1-amine
5782
2-{1-[(4-Chlorophenyl)sulfonyl]-4-methoxy-1H-indol-3-yl}-N,N-dimethylethan-1-amine
5783
2-[4-Methoxy-1-(phenylsulfanyl)-1H-indol-3-yl]-N,N-dimethylethan-1-amine
DMT
TiHKAL#6 DMT
4-HO-DMT · Psilocin
TiHKAL#18 4-HO-DMT
4-H2PO4-DMT · Psilocybin
TiHKAL#18 4-H2PO4-DMT
4-MeS-DMT
4-MeS-DMT; N,N-Dimethyl-4-methylthiotryptamine
4-AcO-DMT
4-AcO-DMT; Psilacetin
4-Amino-DMT
4-Amino-DMT; 3-[2-(Dimethylamino)ethyl]-1H-indol-4-amine
4-F-DMT
4-F-DMT; 2-(4-Fluoro-1H-indol-3-yl)-N,N-dimethylethan-1-amine
5483
2-(4-Chloro-1H-indol-3-yl)-N,N-dimethylethan-1-amine
5484
N,N-Dimethyl-2-(4-nitro-1H-indol-3-yl)ethan-1-amine
4-MeO-ICPA
4-MeO-ICPA; 2-(4-Methoxy-1H-indol-3-yl)cyclopropanamine
5480
2-(4-Methoxy-1-benzothiophen-3-yl)-N,N-dimethylethan-1-amine
5481
2-(4-Methoxy-1-benzothiophen-3-yl)-N-methylethan-1-amine
5482
2-(4-Methoxy-1-benzothiophen-3-yl)ethan-1-amine
5769
6-Methoxy-4-(2-methylpropyl)-2,3,4,9-tetrahydro-1H-carbazole
4-HO-MET
TiHKAL#21 4-HO-MET
5-MeO-DMT
TiHKAL#38 5-MeO-DMT
α,N,O-TMS
TiHKAL#55 ɑ,N,O-TMS
1-MeO-DMT · Lespedamine
1-MeO-DMT; Lespedamine
CMY · 1-Methylpsilocin
CMY; 1-Methylpsilocin
5-MeO-α-ET
5-MeO-α-ET; α-Ethyl-5-methoxytryptamine
6-MeO-DMT
6-MeO-DMT; 6-Methoxy-N,N-dimethyltryptamine
7-MeO-DMT
7-MeO-DMT; 7-Methoxy-N,N-dimethyltryptamine
5-HTQ · Bufotenidine
5-HTQ; Bufotenidine
5-MeO-NET
5-MeO-NET; N-Ethyl-2-(5-methoxy-1H-indol-3-yl)ethan-1-amine
2-Methylpsilocin
2-Methylpsilocin
α-Methylpsilocin
α-Methylpsilocin
4-HO-DMHT
4-HO-DMHT; 3-[3-(Dimethylamino)propyl]-1H-indol-4-ol
1-Methylbufotenine
1-Methylbufotenine
5859
2-(5-Ethoxy-1H-indol-3-yl)-N-methylethan-1-amine
5852
2-[5-(Propan-2-yloxy)-1H-indol-3-yl]ethan-1-amine
5851
2-(5-Propoxy-1H-indol-3-yl)ethan-1-amine
4-MeO-MIPT
TiHKAL#39 4-MeO-MIPT
4-MeO-DET
4-MeO-DET; N,N-Diethyl-4-methoxytryptamine
4-MeO-DIPT
4-MeO-DIPT; N,N-Diisopropyl-4-methoxytryptamine
4-MeO-DALT
4-MeO-DALT; N,N-Diallyl-4-methoxytryptamine
4-MeO-T
4-MeO-T; 4-Methoxytryptamine
4-MeO-NMT
4-MeO-NMT; 4-Methoxy-N-methyltryptamine
5218
2-[1-(Cyclohexylsulfonyl)-4-methoxy-1H-indol-3-yl]-N,N-dimethylethan-1-amine
5220
2-[4-Methoxy-1-(phenylsulfonyl)-1H-indol-3-yl]-N,N-dimethylethan-1-amine
5231
2-{4-Methoxy-1-[(4-methylphenyl)sulfonyl]-1H-indol-3-yl}-N,N-dimethylethan-1-amine
5234
4-({3-[2-(Dimethylamino)ethyl]-4-methoxy-1H-indol-1-yl}sulfonyl)aniline
5249
2-{4-Methoxy-1-[(4-methylphenyl)sulfanyl]-1H-indol-3-yl}-N,N-dimethylethan-1-amine
5250
2-{4-Methoxy-1-[(4-methoxyphenyl)sulfanyl]-1H-indol-3-yl}-N,N-dimethylethan-1-amine
5251
2-(4-Methoxy-1-{[4-(trifluoromethyl)phenyl]sulfanyl}-1H-indol-3-yl)-N,N-dimethylethan-1-amine
5252
2-{1-[(4-Chlorophenyl)sulfanyl]-4-methoxy-1H-indol-3-yl}-N,N-dimethylethan-1-amine
5253
4-({3-[2-(Dimethylamino)ethyl]-4-methoxy-1H-indol-1-yl}sulfanyl)aniline
5497
2-[4-Methoxy-1-(propan-2-ylsulfonyl)-1H-indol-3-yl]-N,N-dimethylethan-1-amine
5498
2-[4-Methoxy-1-(propylsulfonyl)-1H-indol-3-yl]-N,N-dimethylethan-1-amine
5499
2-[1-(Butylsulfonyl)-4-methoxy-1H-indol-3-yl]-N,N-dimethylethan-1-amine
5598
2-[4-Methoxy-1-(pentylsulfonyl)-1H-indol-3-yl]-N,N-dimethylethan-1-amine
5599
2-[1-(Heptylsulfonyl)-4-methoxy-1H-indol-3-yl]-N,N-dimethylethan-1-amine
5780
2-{4-Methoxy-1-[(4-methoxyphenyl)sulfonyl]-1H-indol-3-yl}-N,N-dimethylethan-1-amine
5781
2-(4-Methoxy-1-{[4-(trifluoromethyl)phenyl]sulfonyl}-1H-indol-3-yl)-N,N-dimethylethan-1-amine
5782
2-{1-[(4-Chlorophenyl)sulfonyl]-4-methoxy-1H-indol-3-yl}-N,N-dimethylethan-1-amine
5783
2-[4-Methoxy-1-(phenylsulfanyl)-1H-indol-3-yl]-N,N-dimethylethan-1-amine
DMT
TiHKAL#6 DMT
4-HO-DMT · Psilocin
TiHKAL#18 4-HO-DMT
4-H2PO4-DMT · Psilocybin
TiHKAL#18 4-H2PO4-DMT
4-MeS-DMT
4-MeS-DMT; N,N-Dimethyl-4-methylthiotryptamine
4-AcO-DMT
4-AcO-DMT; Psilacetin
4-Amino-DMT
4-Amino-DMT; 3-[2-(Dimethylamino)ethyl]-1H-indol-4-amine
4-F-DMT
4-F-DMT; 2-(4-Fluoro-1H-indol-3-yl)-N,N-dimethylethan-1-amine
5483
2-(4-Chloro-1H-indol-3-yl)-N,N-dimethylethan-1-amine
5484
N,N-Dimethyl-2-(4-nitro-1H-indol-3-yl)ethan-1-amine
4-MeO-ICPA
4-MeO-ICPA; 2-(4-Methoxy-1H-indol-3-yl)cyclopropanamine
5480
2-(4-Methoxy-1-benzothiophen-3-yl)-N,N-dimethylethan-1-amine
5481
2-(4-Methoxy-1-benzothiophen-3-yl)-N-methylethan-1-amine
5482
2-(4-Methoxy-1-benzothiophen-3-yl)ethan-1-amine
5769
6-Methoxy-4-(2-methylpropyl)-2,3,4,9-tetrahydro-1H-carbazole
4-HO-MET
TiHKAL#21 4-HO-MET
5-MeO-DMT
TiHKAL#38 5-MeO-DMT
α,N,O-TMS
TiHKAL#55 ɑ,N,O-TMS
1-MeO-DMT · Lespedamine
1-MeO-DMT; Lespedamine
CMY · 1-Methylpsilocin
CMY; 1-Methylpsilocin
5-MeO-α-ET
5-MeO-α-ET; α-Ethyl-5-methoxytryptamine
6-MeO-DMT
6-MeO-DMT; 6-Methoxy-N,N-dimethyltryptamine
7-MeO-DMT
7-MeO-DMT; 7-Methoxy-N,N-dimethyltryptamine
5-HTQ · Bufotenidine
5-HTQ; Bufotenidine
5-MeO-NET
5-MeO-NET; N-Ethyl-2-(5-methoxy-1H-indol-3-yl)ethan-1-amine
2-Methylpsilocin
2-Methylpsilocin
α-Methylpsilocin
α-Methylpsilocin
4-HO-DMHT
4-HO-DMHT; 3-[3-(Dimethylamino)propyl]-1H-indol-4-ol
1-Methylbufotenine
1-Methylbufotenine
5859
2-(5-Ethoxy-1H-indol-3-yl)-N-methylethan-1-amine
5852
2-[5-(Propan-2-yloxy)-1H-indol-3-yl]ethan-1-amine
5851
2-(5-Propoxy-1H-indol-3-yl)ethan-1-amine
28 August 2016 · Creative Commons BY-NC-SA ·