Xylopropamine

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Xylopropamine
Xylopropamine.svg
Systematic (IUPAC) name
(±)-1-(3,4-dimethylphenyl)propan-2-amine
Clinical data
Legal status
Routes of
administration
Oral
Identifiers
CAS Number 102-31-8
ATC code none
PubChem CID: 26727
ChemSpider 24901 N
UNII 4DB10V9J2I YesY
Chemical data
Formula C11H17N
Molecular mass 163.259 g/mol
  • c1c(ccc(c1C)C)CC(N)C
  • InChI=1S/C11H17N/c1-8-4-5-11(6-9(8)2)7-10(3)12/h4-6,10H,7,12H2,1-3H3 N
  • Key:ZSZUWPRERIPUBM-UHFFFAOYSA-N N
 NYesY (what is this?)  (verify)

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

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.

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

See also

References

  1. US Patent 2384700
  2. HARRIS SC, WORLEY RC. Analgesic properties of xylopropamine. Proceedings of the Society for Experimental Biology and Medicine. 1957 Jun;95(2):212-5.
  3. RANDALL LO, SELITTO JJ, VALDES J. Anti-inflammatory effects of xylopropamine. Archives Internationales de Pharmacodynamie et de Thérapie 1957 Dec 1;113(1-2):233-49.