Exploring MME. To explore a different substance…

Names:
MME
2,4-Dimethoxy-5-ethoxyamphetamine
IUPAC name:
1-(5-Ethoxy-2,4-dimethoxyphenyl)propan-2-amine
136 · C13H21NO3 · 239.311
InChI=1S/C13H21NO3/c1-5-17-13-7-10(6-9(2)14)11(15-3)8-12(13)16-4/h7-9H,5-6,14H2,1-4H3
NAMNXRTWJMASNT-UHFFFAOYSA-N This stereoisomer Any stereoisomer
CCOc1cc(CC(N)C)c(cc1OC)OC

Shulgin, AT. The ethyl homologs of 2,4,5-trimethoxyphenylisopropylamine. J. Med. Chem., 1 Jan 1968, 11 (1), 186–187. 242 kB. https://doi.org/10.1021/jm00307a056

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

Shulgin, AT. Chemistry and structure-activity relationships of the psychotomimetics. In Psychotomimetic Drugs; Efron, DH, Ed., Raven Press, New York, 1970; pp 21–41. 8.6 MB.

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. https://doi.org/10.1007/978-1-4757-0510-2_6 Rhodium.

Glennon, RA; Rosecrans, JA; Young, R. Behavioral properties of psychoactive phenylisopropylamines in rats. Eur. J. Pharmacol., 17 Dec 1981, 76 (4), 353–360. 964 kB. https://doi.org/10.1016/0014-2999(81)90106-0

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

Nichols, DE. Chemistry and structure–activity relationships of psychedelics. In Behavioral Neurobiology of Psychedelic Drugs; Halberstadt, AL; Vollenweider, FX; Nichols, DE, Eds., Springer, 1 Jan 2017; pp 1-43. 2.6 MB. https://doi.org/10.1007/7854_2017_475 #42

Nichols, DE. Structure-activity relationships of serotonin 5-HT2A agonists. WIREs Membr. Transp. Signal, 1 Sep 2012, 1 (5), 559-579. 573 kB. https://doi.org/10.1002/wmts.42

Shulgin, AT. Basic Pharmacology and Effects. In Hallucinogens. A Forensic Drug Handbook; Laing, R; Siegel, JA, Eds., Academic Press, London, 2003; pp 67–137. 6.3 MB.

Anderson, GM; Castagnoli, N; Kollman, PA. Quantitative structure-activity relationships in the 2,4,5-ring-substituted phenylisopropylamines. In QuaSAR: Quantitative Structure Activity Relationships of Analgesics, Narcotic Antagonists, and Hallucinogens. NIDA Research Monograph 22; Barnett, G; Trsic, M; Willette, RE, Eds., U.S. Department of Health and Human Services, National Institute of Health, U.S. Government Printing Office, Washington, DC, 1978; pp 199–217. 623 kB. #17

Biel, JH; Bopp, BA. Amphetamines: Structure-activity relationships. In Handbook of Psychopharmacology: Stimulants; Iversen, LL; Iversen, SD; Snyder, SH, Eds., Plenum Press, New York, 1978; Vol. 11, pp 1–39. 1.0 MB. https://doi.org/10.1007/978-1-4757-0510-2_1

AEM
ASB
3C-E
2C-O-4
EMM
IP
MEM
MP
P
SB
189
4C-TMPEA-6
BOED
Z-7.2
Trichocerine
N-Me-TMA · METHYL-TMA
N-Me-TMA-2 · METHYL-TMA-2
N-Me-TMA-6 · METHYL-TMA-6
2C-O-7
Salbutamol
homo-TMA-2
homo-TMA-3
homo-TMA-6
N,N-Me-β,3,4-TMPEA
β-HO-β,N,N-Me-2,5-DMPEA
β-HO-N,N-Me-2,5-DMA
β-HO-N-Me-2,5-DEPEA
β-HO-2,5-DEA
N-Me-TMA-3
4C-TMPEA-3
4C-HM
BOE
DOEH
4C-TMA-2
DESMETHYL-iPr
α-MM-M
ψ-MEM
DOMOM
10453
DMe-M
10404
MIP · Metaisoproscaline
β,β-Dimethylmescaline
2C-EOM
15 October 2018 · Creative Commons BY-NC-SA ·