Exploring IM. To explore a different substance…

Names:
IM · Isomescaline · 2,3,4-Trimethoxyphenethylamine
IUPAC name:
2-(2,3,4-Trimethoxyphenyl)ethan-1-amine
ID: 91 · Formula: C11H17NO3 · Molecular weight: 211.258
InChI: InChI=1S/C11H17NO3/c1-13-9-5-4-8(6-7-12)10(14-2)11(9)15-3/h4-5H,6-7,12H2,1-3H3

Glennon, RA; Kier, LB; Shulgin, AT. Molecular connectivity analysis of hallucinogenic mescaline analogs. J. Pharm. Sci., 1 Jan 1979, 68 (7), 906–907. 252 kB. http://dx.doi.org/10.1002/jps.2600680733

Clark, LC; Benington, F; Morin, RD. The effects of ring-methoxyl groups on biological deamination of phenethylamines. J. Med. Chem., 1 May 1965, 8 (3), 353–355. 389 kB. http://dx.doi.org/10.1021/jm00327a016

Altun, A; Golcuk, K; Kumru, M; Jalbout, AF. Electron-conformation study for the structure-hallucinogenic activity relationships of phenylalkylamines. Bioorg. Med. Chem., 1 Dec 2003, 11 (24), 3861–3868. 577 kB. http://dx.doi.org/10.1016/S0968-0896(03)00437-1

Thakur, M; Thakur, A; Khadikar, PV. QSAR studies on psychotomimetic phenylalkylamines. Bioorg. Med. Chem., 15 Feb 2004, 12 (4), 825–831. 323 kB. http://dx.doi.org/10.1016/j.bmc.2003.10.027

Makriyannis, A; Bowerman, D; Sze, PY; Fournier, D; De Jong., AP. Structure activity correlations in the inhibition of brain synaptosomal 3H-norepinephrine uptake by phenethylamine analogs. The role of α-alkyl side chain and methoxyl ring substitutions. Eur. J. Pharmacol., 9 Jul 1982, 81 (2), 337–340. 313 kB. http://dx.doi.org/10.1016/0014-2999(82)90454-X

Silva, ME; Heim, R; Strasser, A; Elz, S; Dove, S. Theoretical studies on the interaction of partial agonists with the 5-HT2A receptor. J. Comput. Aided Mol. Des., 1 Jan 2011, 25 (1), 51–66. 834 kB. http://dx.doi.org/10.1007/s10822-010-9400-2

Shulgin, AT. Psychotomimetic drugs: structure-activity relationships. In Handbook of Psychopharmacology: Stimulants; Iversen, LL; Iversen, SD; Snyder, SH, Eds., Plenum Press, New York, 1978; Vol. 11, pp 243–333. 2.6 MB. http://dx.doi.org/10.1007/978-1-4757-0510-2_6 Rhodium.

Bailey, K; Legault, D. 13C NMR spectra and structure of mono-, di- and trimethoxyphenylethylamines and amphetamines. Org. Magn. Resonance, 1 Jun 1983, 21 (6), 391–396. 680 kB. http://dx.doi.org/10.1002/omr.1270210611

234-NBOMe
TMA-3
4C-TMPEA-3
3,4-DMPEA · DMPEA
2-TIM
2-Cl-3,4-DMPEA
2,3,4-BMM
3,4,2-2C-T-7
MDFM
3-TIM
2,4-DMPEA
2,3,4-MBM
2,4,3-2C-T-7
iso-2C-D
4-TIM
2,3-DMPEA
2,3,4-MMB
2,3,4-2C-T-7
TeMPEA
TeMPEA-2
2C-3b
2C-3a
BOHD
4-D
β-D
M
TMPEA
TMPEA-5 · 2C-TMA-5
TMPEA-6 · 2C-TMA-6
3,5-D
2,6-D
α-D
N-Me-3-DESMETHYL
DOOH
β-HO-2,5-DMA
β,3,4-HO-N-iPr-DHPEA · Isoprenaline
MHMAOH
N,N-Me-HME
N-Me-DME
β,3,4-TMPEA
DMAOH
β-HO-DMA
β-HO-4,3-EMPEA
β,2-HO-N-Me-5-MA
β-HO-N-Me-2,5-DMPEA
BODM
β-HO,Me-2,5-DMPEA
β,2-HO-N-Me-5-EPEA
β,2-HO-5-EA
β-HO-N-Me-3,5-DMPEA
β-HO-N-Me-2,6-DMPEA
TMPEA-4
N-HO-2C-D
α-Me-3-DESMETHYL
DESMETHYL-M
α-Me-DESMETHYL
N-Methyl-3,4,5-trimethoxybenzylamine
234-NBOMe
TMA-3
4C-TMPEA-3
3,4-DMPEA · DMPEA
2-TIM
2-Cl-3,4-DMPEA
2,3,4-BMM
3,4,2-2C-T-7
MDFM
3-TIM
2,4-DMPEA
2,3,4-MBM
2,4,3-2C-T-7
iso-2C-D
4-TIM
2,3-DMPEA
2,3,4-MMB
2,3,4-2C-T-7
TeMPEA
TeMPEA-2
2C-3b
2C-3a
BOHD
4-D
β-D
M
TMPEA
TMPEA-5 · 2C-TMA-5
TMPEA-6 · 2C-TMA-6
3,5-D
2,6-D
α-D
N-Me-3-DESMETHYL
DOOH
β-HO-2,5-DMA
β,3,4-HO-N-iPr-DHPEA · Isoprenaline
MHMAOH
N,N-Me-HME
N-Me-DME
β,3,4-TMPEA
DMAOH
β-HO-DMA
β-HO-4,3-EMPEA
β,2-HO-N-Me-5-MA
β-HO-N-Me-2,5-DMPEA
BODM
β-HO,Me-2,5-DMPEA
β,2-HO-N-Me-5-EPEA
β,2-HO-5-EA
β-HO-N-Me-3,5-DMPEA
β-HO-N-Me-2,6-DMPEA
TMPEA-4
N-HO-2C-D
α-Me-3-DESMETHYL
DESMETHYL-M
α-Me-DESMETHYL
N-Methyl-3,4,5-trimethoxybenzylamine
24 November 2017 · Creative Commons BY-NC-SA ·