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Compound

Xylopropamine

Also called 3,4-Dimethylamphetamine

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Overview

Xylopropamine, also known as 3,4-dimethylamphetamine (DMeA) and sold under the brand names Perhedrin and Esanin, is a stimulant drug of the phenethylamine and amphetamine families which was developed and marketed as an appetite suppressant in the 1950s.[1] WP

Xylopropamine was briefly sold as the sulfate salt, but it was not widely marketed. Other related amphetamine derivatives such as 2,4-dimethylamphetamine were also investigated for the same purpose, however these drugs had negative side effects such as high blood pressure and were not very successful, mainly due to the introduction of alternative drugs like phentermine which had similar efficacy but fewer side effects. WP

Xylopropamine was also reported as having analgesic and anti-inflammatory effects but its side effect profile resulted in it never being further developed for these applications.[2][3] WP

Chemistry

Formula
C11H17N PC
CAS number
102-31-8 PC
Molar mass (g/mol)
163.26 PC
IUPAC name (computed by PubChem)
1-(3,4-dimethylphenyl)propan-2-amine PC
SMILES
CC1=C(C=C(C=C1)CC(C)N)C PC
InChIKey
ZSZUWPRERIPUBM-UHFFFAOYSA-N PC
PubChem CID
26727

Harm reduction information

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Sources

  1. Other Alkylated phenyl-isopropyl-amines and process for the manufacture of same
  2. Journal / agency Harris SC, Worley RC. Analgesic properties of xylopropamine. Proceedings of the Society for Experimental Biology and Medicine. June 1957. doi:10.3181/00379727-95-23170 · PMID 13441687
  3. Journal / agency Randall LO, Selitto JJ, Valdes J. Anti-inflammatory effects of xylopropamine. Archives Internationales de Pharmacodynamie et de Therapie. December 1957. PMID 13509788

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