Exploring MMA. To explore a different substance…

Names:
MMA
3,4-MMA
3-Methoxy-4-methylamphetamine
IUPAC name:
1-(3-Methoxy-4-methylphenyl)propan-2-amine
2152 · C11H17NO · 179.259
InChI=1S/C11H17NO/c1-8-4-5-10(6-9(2)12)7-11(8)13-3/h4-5,7,9H,6,12H2,1-3H3
XDXMRSBXBOXSQW-UHFFFAOYSA-N This stereoisomer Any stereoisomer
COc1cc(ccc1C)CC(N)C

Johnson, MP; Frescas, SP; Oberlender, R; Nichols, DE. Synthesis and pharmacological examination of 1-(3-methoxy-4-methylphenyl)-2-aminopropane and 5-methoxy-6-methyl-2-aminoindan: Similarities to 3,4-(methylenedioxy)methamphetamine (MDMA). J. Med. Chem., 1 May 1991, 34 (5), 1662–1668. 975 kB. https://doi.org/10.1021/jm00109a020

Aldous, FAB; Barrass, BC; Brewster, K; Buxton, DA; Green, DM; Pinder, RM; Rich, P; Skeels, PM; Tutt, KJ. Structure-activity relationships in psychotomimetic phenylalkylamines. J. Med. Chem., 1 Oct 1974, 17 (10), 1100–1111. 1.2 MB. https://doi.org/10.1021/jm00256a016

Johnson, MP; Conarty, PF; Nichols, DE. [3H]Monoamine releasing and uptake inhibition properties of 3,4-methylenedioxymethamphetamine and p-chloroamphetamine analogues. Eur. J. Pharmacol., 23 Jul 1991, 200 (1), 9–16. 1.1 MB. https://doi.org/10.1016/0014-2999(91)90659-E

Ho, B; McIsaac, WM; An, R; Tansey, LW; Walker, KE; Englert, LF; Noel, MB. Analogs of α-methylphenethylamine (amphetamine). I. Synthesis and pharmacological activity of some methoxy and/or methyl analogs. J. Med. Chem., 1 Jan 1970, 13 (1), 26–30. 601 kB. https://doi.org/10.1021/jm00295a007 #4

Brimblecombe, RW; Pinder, RM. Hallucinogenic agents, Wright-Scientechnica, Bristol, UK, 1 Jan 1975. 46.2 MB.

Nichols, DE. Medicinal chemistry and structure-activity relationships. In Amphetamine and its Analogs; Cho, AK; Segal, DS, Eds., Academic Press, San Diego, CA, 1 Jan 1994; pp 3–41. 6.9 MB. #20

Monte, AP; Marona-Lewicka, D; Cozzi, NV; Nichols, DE. Synthesis and pharmacological examination of benzofuran, indan, and tetralin analogues of 3,4-(methylenedioxy)amphetamine. J. Med. Chem., 1 Nov 1993, 36 (23), 3700–3706. 1.0 MB. https://doi.org/10.1021/jm00075a027 #2 MS,NMR

PMMA
OMMA · 2-Methoxymethamphetamine
Methylephedrine
3,5-Me-4-MPEA
3-MMA · 3-Methoxymethamphetamine
4-EA · 4-Ethoxyamphetamine
Candicine
2,4-MMA · 5-H-DOM
2406
homo-PMA
N,N-Me-2-MPEA
β,N-Me-2-MPEA
4C-2-MPEA
N-Me-2-EPEA
2-EA
Leptodactyline
N-Et-3-HA
N,N-Me-3-MPEA
N-Et-3-MPEA
4C-3-MPEA
N-Me-3-EPEA
3-EA
PHMMA
PHEA
N,N-Me-4-MPEA
β,N-Me-4-MPEA
α,α-Me-PMPEA
α-Et-MPEA
N-Me-4-EPEA
4-PPEA
2,3-HMeMMPEA
2,3-HMeMA
2,3-MMeA
β-HO-3,4,N-MePEA
3,5-Me-PHA
2,6-Me-MPEA
4,6-Me-2-MPEA
N-(2-Hydroxyethyl)amphetamine
10110
DMA N-oxide
N-MeO-PMeA
10527
10159
10145
HM-α-EPEA
10091
4-Methoxy-2-methylamphetamine
Mexiletine
4-Methylephedrine
p3-396: MMA
15 October 2018 · Creative Commons BY-NC-SA ·