Exploring TMPEA. To explore a different substance…

Names:
TMPEA · TMPEA-2 · 2C-O · 2,4,5-Trimethoxyphenethylamine
IUPAC name:
2-(2,4,5-Trimethoxyphenyl)ethan-1-amine
ID: 168 · Formula: C11H17NO3 · Molecular weight: 211.258
InChI: InChI=1S/C11H17NO3/c1-13-9-7-11(15-3)10(14-2)6-8(9)4-5-12/h6-7H,4-5,12H2,1-3H3

Jansen, MPJM. β-2,4,5-Trimethoxyphenylethylamine, an isomer of mescaline. Recl. Trav. Chim. Pays-Bas, 1931, 50 (4), 291–312. 1227 kB. http://dx.doi.org/10.1002/recl.19310500403

Shulgin, AT. Psychotomimetic drugs: structure-activity relationships. In Handbook of Psychopharmacology: Stimulants; Iversen, LL; Iversen, SD; Snyder, SH, Eds., Plenum Press, New York, 1 Jan 1978; Vol. 11, pp 243–333. 2584 kB. http://dx.doi.org/10.1007/978-1-4757-0510-2_6 Rhodium.

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

Short, JH; Dunnigan, DA; Ours, CW. Synthesis of phenethylamines from phenylacetonitriles obtained by alkylation of cyanide ion with Mannich bases from phenols and other benzylamines. Tetrahedron, 1973, 29 (14), 1931–1939. 791 kB. http://dx.doi.org/10.1016/0040-4020(73)80127-9

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

Lewin, AH; Navarro, HA; Mascarella, SW. Structure-activity correlations for β-phenethylamines at human trace amine receptor 1. Bioorg. Med. Chem., 1 Aug 2008, 16 (15),. 366 kB. http://dx.doi.org/10.1016/j.bmc.2008.06.009

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Silva, ME. Theoretical study of the interaction of agonists with the 5-HT2A receptor. Ph. D. Thesis, Universität Regensburg, Regensburg, Germany, 26 Aug 2008. 5904 kB.

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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

Shulgin, AT; Sargent, T; Naranjo, C. Structure-activity relationships of one-ring psychotomimetics. Nature, 1 Jan 1969, 221, 537–541. 537 kB. http://dx.doi.org/10.1038/221537a0

Trachsel, D. Fluorine in psychedelic phenethylamines. Drug Test. Analysis, 13 Dec 2011. 1038 kB. http://dx.doi.org/10.1002/dta.413

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245-NBOMe
M-NBF
TMA-2
4C-MeO
α-Carboxy-TMA-2
BOT
2,4,5-BMM · 6-Br-DMPEA
2-Cl-4,5-DMPEA
4,5,2-2C-T-7
TeMPEA
2C-B
2C-C
2C-D
2C-E
2C-F
2C-H
2C-I
2C-N
2C-O-4
2C-P
2C-SE
2C-T
2C-T-2
2C-T-4
2C-T-7
2C-T-8
2C-T-9
2C-T-13
2C-T-15
2C-T-17
2C-T-21
2C-CN
2C-CA · 2C-COOH
2C-TFM
2C-O-2
2C-O-7
2C-O-19
2C-SE-2
2C-SE-4
2C-SE-7
2C-SE-21
2C-TE
2C-T-10
2C-T-11
2C-T-12
2C-T-14
2C-T-5
2C-T-16
2C-T-6
2C-T-19
2C-T-21.5
2C-T-22
2C-T-18
2C-T-23
2C-YN
2C-pEtOH
2C-pKet
2C-T-3
2C-T-25
2C-T-27
2C-T-28
2C-T-30
2C-T-31
2C-T-32
2C-T-33
2C-VI
2C-BI-1
2C-BI-2
2C-BI-3
2C-BI-4
2C-BI-5
2C-BI-6
2C-BI-7
2C-BI-8
2C-BI-9
2C-BI-10
2C-BI-11
2C-BI-12
2326
2324
2327
2C-IP
2C-EF
2C-NH
2C-HM
2C-IB
2C-TFE
2C-O-22
2C-O-21.5
2C-O-21
2C-A
24
2,4,5-MMB
5-NH2-2,4-DMPEA
2,4,5-2C-T-7
2C-2 · 2C-MMDA-2
γ-Asarone
β-Asarone
α-Asarone
TMCPA
TMCBA
BOHD
4-D
β-D
IM
Mescaline · M
TMPEA-5 · 2C-TMA-5
TMPEA-6 · 2C-TMA-6
3,5-D
2,6-D
α-D
N-Me-3-DESMETHYL
2C-pEtOH
DOOH
β-HO-2,5-DMA
β,3,4-HO-N-iPr-DHPEA
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
245-NBOMe
M-NBF
TMA-2
4C-MeO
α-Carboxy-TMA-2
BOT
2,4,5-BMM · 6-Br-DMPEA
2-Cl-4,5-DMPEA
4,5,2-2C-T-7
TeMPEA
2C-B
2C-C
2C-D
2C-E
2C-F
2C-H
2C-I
2C-N
2C-O-4
2C-P
2C-SE
2C-T
2C-T-2
2C-T-4
2C-T-7
2C-T-8
2C-T-9
2C-T-13
2C-T-15
2C-T-17
2C-T-21
2C-CN
2C-CA · 2C-COOH
2C-TFM
2C-O-2
2C-O-7
2C-O-19
2C-SE-2
2C-SE-4
2C-SE-7
2C-SE-21
2C-TE
2C-T-10
2C-T-11
2C-T-12
2C-T-14
2C-T-5
2C-T-16
2C-T-6
2C-T-19
2C-T-21.5
2C-T-22
2C-T-18
2C-T-23
2C-YN
2C-pEtOH
2C-pKet
2C-T-3
2C-T-25
2C-T-27
2C-T-28
2C-T-30
2C-T-31
2C-T-32
2C-T-33
2C-VI
2C-BI-1
2C-BI-2
2C-BI-3
2C-BI-4
2C-BI-5
2C-BI-6
2C-BI-7
2C-BI-8
2C-BI-9
2C-BI-10
2C-BI-11
2C-BI-12
2326
2324
2327
2C-IP
2C-EF
2C-NH
2C-HM
2C-IB
2C-TFE
2C-O-22
2C-O-21.5
2C-O-21
2C-A
24
2,4,5-MMB
5-NH2-2,4-DMPEA
2,4,5-2C-T-7
2C-2 · 2C-MMDA-2
γ-Asarone
β-Asarone
α-Asarone
TMCPA
TMCBA
BOHD
4-D
β-D
IM
Mescaline · M
TMPEA-5 · 2C-TMA-5
TMPEA-6 · 2C-TMA-6
3,5-D
2,6-D
α-D
N-Me-3-DESMETHYL
2C-pEtOH
DOOH
β-HO-2,5-DMA
β,3,4-HO-N-iPr-DHPEA
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
8 December 2016 · Creative Commons BY-NC-SA ·