Exploring DMCPA. To explore a different substance…

Names:
DMCPA · 2-(2,5-Dimethoxy-4-methylphenyl)cyclopropylamine
IUPAC names:
2-(2,5-Dimethoxy-4-methylphenyl)cyclopropan-1-amine
2-(2,5-Dimethoxy-4-methylphenyl)cyclopropanamine
ID: 56 · Formula: C12H17NO2 · Molecular weight: 207.269
InChI: InChI=1S/C12H17NO2/c1-7-4-12(15-3)9(6-11(7)14-2)8-5-10(8)13/h4,6,8,10H,5,13H2,1-3H3

Nichols, DE; Woodard, R; Hathaway, BA; Lowy, MT; Yim, GKW. Resolution and absolute configuration of trans-2-(2,5-dimethoxy-4-methylphenyl)cyclopropylamine, a potent hallucinogen analogue. J. Med. Chem., 1 Jan 1979, 22 (4), 458–460. 464 kB. http://dx.doi.org/10.1021/jm00190a021

Blaazer, AR; Smid, P; Kruse, CG. Structure-activity relationships of phenylalkylamines as agonist ligands for 5-HT2A receptors. ChemMedChem, 15 Sep 2008, 3 (9), 1299–1309. 461 kB. http://dx.doi.org/10.1002/cmdc.200800133

Nichols, DE; Pfister, WR; Yim, GK. LSD and phenethylamine hallucinogens: New structural analogy and implications for receptor geometry. Life Sci., 1 Jan 1978, 22 (24), 2165–2170. 323 kB. http://dx.doi.org/10.1016/0024-3205(78)90567-2

Jacob, JN; Nichols, DE. Isomeric cyclopropyl ring-methylated homologues of trans-2-(2,5-dimethoxy-4-methylphenyl)cyclopropylamine, an hallucinogen analogue. J. Med. Chem., 1 Jan 1982, 25 (5), 526–530. 732 kB. http://dx.doi.org/10.1021/jm00347a009

Nichols, DE; Jadhav, KP; Oberlender, RA; Zabik, JE; Bossart, JF; Hamada, A; Miller, DD. Synthesis and evaluation of substituted 2-phenylcyclobutylamines as analogues of hallucinogenic phenethylamines: Lack of LSD-like biological activity. J. Med. Chem., 1 Jan 1984, 27 (9), 1108–1111. 617 kB. http://dx.doi.org/10.1021/jm00375a004

Arvidsson, L; Johansson, AM; Hacksell, U; Nilsson, JLG; Svensson, K; Hjorth, S; Magnusson, T; Carlsson, A; Lindberg, P; Andersson, B; Sanchez, D; Wikstrõm, H; Sundell, S. N,N-Dialkylated monophenolic trans-2-phenylcyclopropylamines: Novel central 5-hydroxytryptamine receptor agonists. J. Med. Chem., 1 Jan 1988, 31 (1), 92–99. 1.2 MB. http://dx.doi.org/10.1021/jm00396a014

DMMCPA
DMMCPA
TMCPA
737
738
ARIADNE
BOD
BOHD
2C-D
DOM
BOED
α-Me-DOM · CHARMIAN
DAPHNE
ELVIRA
BOAD
α-CP-2C-D
DOMAI · DOM-AI
DOMAT · DOM-AT
homo-DOM
β-Me-2C-D
β,β-Me-2C-D
β-Me-DOM
β,β-Me-DOM
α,β-Me-DOM
α,β,β-Me-DOM
HO-DOMAI
α-Carboxy-2C-D
DMCBA
β-HO-DOM
α-Carboxy-DOM
MADAM-6
MDDM
MDE
MDMC
MDMP
METHYL-J
F
IDA
K
2C-G-2
MADAM-2
2C-VI
DOMAI · DOM-AI
4-MeO-3-Me-MCAT
5,8-ADT
MeO-B · 4-Methoxybuphedrone
DMA-2-hemiFLY
4-Propoxycathinone
α-Me-N-Pr-MDBA
α,α,N,N-TMMDBA
homo-MDMA
α-Me-N-iPr-MDBA
BO3A
Hordenine acetate
2,3-MDDMA
2,3-MDE
2,3-MBDB
MAPEA
N-Me-N-Et-MDPEA
N-Pr-MDPEA
N-iPr-MDPEA
α-Et-MDA
α-iPr-MDPEA
ED-N-DMPEA
2,5-DMA-hemiFly-5 · SF
G-1
M-7
N-Et-ADTN
1095
1084
1006
DMMCPA
DMMCPA
TMCPA
737
738
ARIADNE
BOD
BOHD
2C-D
DOM
BOED
α-Me-DOM · CHARMIAN
DAPHNE
ELVIRA
BOAD
α-CP-2C-D
DOMAI · DOM-AI
DOMAT · DOM-AT
homo-DOM
β-Me-2C-D
β,β-Me-2C-D
β-Me-DOM
β,β-Me-DOM
α,β-Me-DOM
α,β,β-Me-DOM
HO-DOMAI
α-Carboxy-2C-D
DMCBA
β-HO-DOM
α-Carboxy-DOM
MADAM-6
MDDM
MDE
MDMC
MDMP
METHYL-J
F
IDA
K
2C-G-2
MADAM-2
2C-VI
DOMAI · DOM-AI
4-MeO-3-Me-MCAT
5,8-ADT
MeO-B · 4-Methoxybuphedrone
DMA-2-hemiFLY
4-Propoxycathinone
α-Me-N-Pr-MDBA
α,α,N,N-TMMDBA
homo-MDMA
α-Me-N-iPr-MDBA
BO3A
Hordenine acetate
2,3-MDDMA
2,3-MDE
2,3-MBDB
MAPEA
N-Me-N-Et-MDPEA
N-Pr-MDPEA
N-iPr-MDPEA
α-Et-MDA
α-iPr-MDPEA
ED-N-DMPEA
2,5-DMA-hemiFly-5 · SF
G-1
M-7
N-Et-ADTN
1095
1084
1006
24 July 2017 · Creative Commons BY-NC-SA ·