Etilamfetamine

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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
Metabolism Hepatic
Excretion Renal
Identifiers
CAS Number
PubChem CID
ChemSpider
KEGG
ChEMBL
ECHA InfoCard 100.230.711
Chemical and physical data
Formula C11H17N
Molar mass 163.259 g/mol
3D model (JSmol)
  (verify)

Etilamfetamine (Apetinil, 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.

Chemistry[edit]

The molecular structure of ethylamphetamine is analogous to amphetamine's.[Note 1] It is a substituted amphetamine, with an ethyl group on the amphetamine backbone.[Note 2][Note 3]

Recreational use[edit]

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, its potency being lesser than either amphetamine's or methamphetamine's.[Note 4][Note 5]

See also[edit]

References[edit]

  1. ^ Junet, R. (1956). "Ethylamphetamine in the treatment of obesity". Praxis. 45 (43): 986–988. PMID 13389142. 

Notes[edit]

  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.
  4. ^ Ethylamphetamine's higher potency may make its risk of causing abuse, dependence and/or addiction greater compared to amphetamine.
  5. ^ A cohort of Australian users in the 1990s found single 40 mg doses of commercially produced racemic ethylamphetamine hydrochloride substantially less effective recreationally than 40 mg doses of either racemic amphetamine sulphate, d-methylamphetamine hydrochloride or racemic fenethylline hydrochloride.