Explore 2-Ethoxy-4,5-dimethoxyamphetamine

PiHKAL book II entry EMM

ChemSpider 21106299
PubChem 44719565
Wikidata Q5323602
Wikipedia EMM (psychedelic)

Shulgin Index See #118 TMA-2 · Table 5Page 344Row 28

PiHKAL #73 EEE · #121 MEE · #122 MEM · #136 MME

Phenethylamine: Von der Strucktur zur Funktion EMM: 8.5 (70) 772, 773, 785, 820

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 #IIb

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 #XXIX

Shulgin, AT. Chemistry and structure-activity relationships of the psychotomimetics In Psychotomimetic Drugs; Efron, DH, Ed., Raven Press, New York, 1 Jan 1970; pp 21–41. 8.6 MB. #EMM

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; pp 243–333. 2.6 MB. https://doi.org/10.1007/978-1-4757-0510-2_6 #61 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 #2-OEt-4,5-DMA

Brimblecombe, RW; Pinder, RM. Hallucinogenic agents, Wright-Scientechnica, Bristol, UK, 1 Jan 1975. 46.2 MB. #3.25

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 #41

Nichols, DE. Structure-activity relationships of serotonin 5-HT_2A 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, 24 Apr 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, 1 Jan 1978; pp 199–217. 623 kB. #19

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

Gupta, SP; Singh, P; Bindal, MC. QSAR studies on hallucinogens Chem. Rev., 1 Dec 1983, 83 (6), 633–649. 2.8 MB. https://doi.org/10.1021/cr00058a003 #33

Nichols, DE; Schooler, D; Yeung, MC; Oberlender, RA; Zabik, JE. Unreliability of the rat stomach fundus as a predictor of hallucinogenic activity in substituted phenethylamines Life Sci., 24 Sep 1984, 35 (13), 1343–1348. 326 kB. https://doi.org/10.1016/0024-3205(84)90390-4 #1

AEM · α-Ethylmescaline

3,4-Diethoxy-5-methoxyphenethylamine · ASB · Asymbescaline

3C-E · 4-Ethoxy-3,5-dimethoxyamphetamine

2C-O-4 · 4-Isopropoxy-2,5-dimethoxyphenethylamine

IP · Isoproscaline

2,5-Dimethoxy-4-ethoxyamphetamine · MEM

2,4-Dimethoxy-5-ethoxyamphetamine · MME

MP · Metaproscaline

P · Proscaline

SB · Symbescaline

N-HO-4C-D · HOT-ARIADNE · α-Ethyl-4-methyl-2,5-dimethoxyphenethylamine

4C-TMPEA-6 · α-Ethyl-2,4,6-trimethoxyphenethylamine

BOED · β-Ethoxy-2,5-dimethoxy-4-methylphenethylamine

2,3,6-Trimethoxy-4-methylamphetamine · Z-7.2

N,N-Dimethyl-3,4,5-trimethoxyphenethylamine · N,N-Dimethylmescaline

N-Me-TMA · METHYL-TMA

N-Me-TMA-2 · METHYL-TMA-2

N-Me-TMA-6 · METHYL-TMA-6

2,5-Dimethoxy-4-propoxyphenethylamine · 2C-O-7

N-tert-Butyl-β,4-dihydroxy-3-(hydroxymethyl)phenethylamine · Salbutamol

homo-TMA-2

homo-TMA-3

homo-TMA-6

N,N-Me-β,3,4-TMPEA · β,3,4-Trimethoxy-N,N-dimethylphenethylamine

β-HO-β,N,N-Me-2,5-DMPEA · β-Hydroxy-β,N,N-trimethyl-2,5-dimethoxyphenethylamine

β-HO-N,N-Me-2,5-DMA · β-Hydroxy-N,N-dimethyl-2,5-dimethoxyamphetamine

β-HO-N-Me-2,5-DEPEA · β-Hydroxy-N-methyl-2,5-diethoxyphenethylamine

β-HO-2,5-DEA · β-Hydroxy-2,5-diethoxyamphetamine

2,3,4-Trimethoxymethamphetamine · N-Me-TMA-3

4C-TMPEA-3 · α-Ethyl-2,3,4-trimethoxyphenethylamine

4C-HM · α-Ethyl-4-hydroxymethyl-2,5-dimethoxyphenethylamine

BOE · β-Methoxy-4-ethyl-2,5-dimethoxyphenethylamine

4-(2-Hydroxyethyl)-2,5-dimethoxyamphetamine · DOEH

4C-MeO · 4C-O · 4C-TMA-2

N-Isopropyl-4-hydroxy-3,5-dimethoxyphenethylamine · DESMETHYL-iPr

α,α-Dimethyl-3,4,5-trimethoxyphenethylamine · α-MM-M

4-Ethoxy-2,6-dimethoxyamphetamine · ψ-MEM

4-Methoxymethyl-2,5-dimethoxyamphetamine · DOMOM

β,β-Dimethyl-3,4,5-trimethoxyphenethylamine · β,β-Dimethylmescaline

MIP · Metaisoproscaline

2-Et-M · 2-Ethyl-3,4,5-trimethoxyphenethylamine · 2-Ethylmescaline

3,4,5-Trimethoxy-2,6-dimethylphenethylamine · DMe-M · Dimethylmescaline

2,4,5-Trimethoxy-3,6-dimethylphenethylamine · DMe-2C-O

2C-EOM · 4-Ethoxymethoxy-2,5-dimethoxyphenethylamine

6941

6939

3,4-Dimethoxy-5-methoxymethylamphetamine · 3-homo-TMA

4C-TMPEA-5

p1-60: EMM: Subacute evaluation