Chemistry:Etilamfetamine

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Short description: Chemical compound
Etilamfetamine
Ethylamphetamine.svg
Ball-and-stick model of etilamfetamine molecule
Clinical data
Routes of
administration
Oral, sublingual, insufflated, inhaled (vaporized), intravenous, rectal
ATC code
Legal status
Legal status
Pharmacokinetic data
MetabolismHepatic
ExcretionRenal
Identifiers
CAS Number
PubChem CID
ChemSpider
UNII
KEGG
ChEMBL
Chemical and physical data
FormulaC11H17N
Molar mass163.264 g·mol−1
3D model (JSmol)
  (verify)

Etilamfetamine (trade names Apetinil and Adiparthrol; also known as N-ethylamphetamine) is a stimulant drug of the phenethylamine and amphetamine chemical classes. It was invented in the early 20th century and was subsequently used as an anorectic or appetite suppressant in the 1950s,[1] but was not as commonly used as other amphetamines such as amphetamine, methamphetamine, and benzphetamine, and was largely discontinued once newer drugs such as phenmetrazine were introduced. It most likely acts primarily as a dopamine releasing agent.[2] Its activity as a norepinephrine or serotonin releasing agent is not known.

Chemistry

The molecular structure of ethylamphetamine is analogous to methamphetamine, with an ethyl group in place of the methyl group.[Note 1] It can also be considered a substituted amphetamine, with an ethyl group on the amphetamine backbone.[Note 2][Note 3]

Recreational use

Ethylamphetamine can be used as a recreational drug and, while its prevalence is less than amphetamine's, it is still encountered as a substance taken for recreational purposes.

Ethylamphetamine produces effects similar to amphetamine and methamphetamine, though it is of weaker potency.[citation needed] At equipotent dosage, ethylamphetamine is subjectively less euphorigenic.[citation needed]

See also

References

  1. "[Ethylamphetamine in the treatment of obesity]". Praxis 45 (43): 986–8. October 1956. PMID 13389142. 
  2. "Behavioral, biological, and chemical perspectives on atypical agents targeting the dopamine transporter". Drug and Alcohol Dependence 147: 1–19. February 2015. doi:10.1016/j.drugalcdep.2014.12.005. PMID 25548026. 

Notes

  1. Amphetamine is a substituted phenethylamine with a methyl group at RA position.
  2. The ethyl group of ethylamphetamine is at RN position, hence the name N-ethylamphetamine.
  3. Ethylamphetamine is structurally similar to N-methylamphetamine (methamphetamine), the ethyl group being replaced in methamphetamine with a methyl group.