Exploring α,O-DMS. To explore a different substance…

Names:
5-MeO-α-MT · α,O-DMS · Alpha-O · 5-MeO-AMT · Tryptamine, 5-methoxy-α-methyl · Indole, 3-(2-aminopropyl)-5-methoxy · Serotonin, α,O-dimethyl · α,O-Dimethylserotonin · 5-Methoxy-α-methyltryptamine · 3-(2-Aminopropyl)-5-methoxyindole
IUPAC name:
1-(5-Methoxy-1H-indol-3-yl)propan-2-amine
ID: 5005 · Formula: C12H16N2O · Molecular weight: 204.268
InChI: InChI=1S/C12H16N2O/c1-8(13)5-9-7-14-12-4-3-10(15-2)6-11(9)12/h3-4,6-8,14H,5,13H2,1-2H3

Zimmerman, MM. The identification of 5-methoxy-alpha-methyltryptamine (5-MeO-AMT). Microgram J., 1 Jul 2003, 1 (3–4), 158–162. 269 kB.

Rodriguez-Cruz, SE. Analysis and characterization of designer tryptamines using electrospray ionization mass spectrometry (ESI-MS). Microgram J., 1 Jul 2005, 3 (3–4), 107–129. 1.6 MB.

Spratley, TK; Hays, PA; Geer, LC; Cooper, SD; McKibben, TD. Analytical profiles for five “designer” tryptamines. Microgram J., 1 Jan 2005, 3 (1–2), 54–68. 473 kB.

Gatch, MB; Forster, MJ; Janowsky, A; Eshleman, AJ. Abuse liability profile of three substituted tryptamines. J. Pharmacol. Exp. Ther., 1 Jul 2011, 338 (1), 280–289. 1.2 MB. http://dx.doi.org/10.1124/jpet.111.179705

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

Shulgin, AT. Abused substances. Tech. Rev., 1 Jan 2005, August, 80–81. 415 kB.

Wagmann, L; Brandt, SD; Kavanagh, PV; Maurer, HH; Meyer, MR. In vitro monoamine oxidase inhibition potential of alpha-methyltryptamine analog new psychoactive substances for assessing possible toxic risks. Toxicology Letters, 17 Apr 2017, 272 84–93. 1.9 MB. http://dx.doi.org/10.1016/j.toxlet.2017.03.007

Nichols, DE; Lloyd, DH; Johnson, MP; Hoffman, AJ. Synthesis and serotonin receptor affinities of a series of enantiomers of α-methyltryptamines: Evidence for the binding conformation of tryptamines at serotonin 5-HT1B receptors. J. Med. Chem., 1 Jan 1988, 31 (7), 1406–1412. 1.1 MB. http://dx.doi.org/10.1021/jm00402a026

Chen, B; Liu, J; Chen, W; Chen, H; Lin, C. A general approach to the screening and confirmation of tryptamines and phenethylamines by mass spectral fragmentation. Talanta, 15 Jan 2008, 74 (4), 512–517. 486 kB. http://dx.doi.org/10.1016/j.talanta.2007.06.012

Shulgin, AT; Nichols, DE. Characterization of three new psychotomimetics. In The Psychopharmacology of Hallucinogens; Stillman, RC; Willette, RE, Eds., Pergamon Press, New York, 1978; pp 74–84. 547 kB.

Kantor, RE; Dudlettes, SD; Shulgin, AT. 5-Methoxy-alpha-methyltryptamine (alpha,O-dimethylserotonine) a hallucinogenic homolog of serotonin. Biol. Psychiat., 1 Jan 1980, 15, 349–352. 873 kB.

Shulgin, AT. Profiles of psychedelic drugs. 6 α-O-DMS. Journal of Psychedelic Drugs, 1 Jul 1979, 11 (3), 247–247. 684 kB. http://dx.doi.org/10.1080/02791072.1979.10472112

Glennon, RA; Chaurasia, C; Titeler, M. Binding of indolylalkylamines at 5-HT2 serotonin receptors: Examination of a hydrophobic binding region. J. Med. Chem., 1 Jan 1990, 33 (10), 2777–2784. 1.2 MB. http://dx.doi.org/10.1021/jm00172a016

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

α,N,O-TMS
α,N,N,O-Tetramethylserotonin
5-MeO-α-ET
5-MeO-T
5-MeO-1-Pr-AMT
1-Bz-5-MeO-AMT
4-Br-5-MeO-AMT
AMT · α-MT
5-F-α-MT
5-HO-α-MT
5802
5803
5804
5805
5905
BW-723C86
5826
5825
5824
5823
5822
5821
5820
5819
5818
5817
5816
5815
5814
5813
5812
5811
5810
5809
5808
5807
5806
7-Br-5-MeO-AMT
6-Br-5-MeO-AMT
5-MeO-pyr-T
5-MeO-mor-T
5-MeO-pip-T
5072
5-MeO-ICPA
4-HO-DMT · Psilocin
5-HO-DMT
5-MeO-NMT
6-HO-DMT
7-MeO-NMT
4-MeO-NMT
7-HO-DMT
DMT N-oxide
5246
5248
4-MeO-α-MT
6-MeO-α-MT
5-EtO-T
5-MeO-2-Me-T · 2,O-DMS
α,N,O-TMS
α,N,N,O-Tetramethylserotonin
5-MeO-α-ET
5-MeO-T
5-MeO-1-Pr-AMT
1-Bz-5-MeO-AMT
4-Br-5-MeO-AMT
AMT · α-MT
5-F-α-MT
5-HO-α-MT
5802
5803
5804
5805
5905
BW-723C86
5826
5825
5824
5823
5822
5821
5820
5819
5818
5817
5816
5815
5814
5813
5812
5811
5810
5809
5808
5807
5806
7-Br-5-MeO-AMT
6-Br-5-MeO-AMT
5-MeO-pyr-T
5-MeO-mor-T
5-MeO-pip-T
5072
5-MeO-ICPA
4-HO-DMT · Psilocin
5-HO-DMT
5-MeO-NMT
6-HO-DMT
7-MeO-NMT
4-MeO-NMT
7-HO-DMT
DMT N-oxide
5246
5248
4-MeO-α-MT
6-MeO-α-MT
5-EtO-T
5-MeO-2-Me-T · 2,O-DMS
24 June 2017 · Creative Commons BY-NC-SA ·