Structure via PubChem · Public domain (PubChem)
aminorex
Sign in to saveAminorex, sold under the brand names Menocil and Apiquel among others, is a weight loss (anorectic) stimulant drug. It was withdrawn from the market after it was found to cause pulmonary hypertension (PPH). In the United States, aminorex is a Schedule I controlled substance.
Chemical data
- Formula
- C9H10N2O
- Molecular weight
- 162.19 g/mol
- IUPAC name
- 5-phenyl-4,5-dihydro-1,3-oxazol-2-amine
- SMILES
- C1C(OC(=N1)N)C2=CC=CC=C2
- InChIKey
- SYAKTDIEAPMBAL-UHFFFAOYSA-N
- XLogP
- 0.8
- Polar surface area
- 47.6 Ų
- H-bond donors
- 1
- H-bond acceptors
- 2
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
Withdrawn- Max clinical phase
- Approved
- Molecule type
- Small molecule
via ChEMBL · EBI
Research
174 papers- DARK Classics in Chemical Neuroscience: Aminorex Analogues.ACS chemical neuroscience · 2018
- Aminorex poisoning in cocaine abusers.International journal of cardiology · 2012
- Further Investigation Into an Environmental Source for Aminorex.Drug testing and analysis · 2025
- Aminorex to fen/phen: an epidemic foretold.Circulation · 1999
- Aminorex identified in horse urine following consumption of Barbarea vulgaris; a preliminary report.Irish veterinary journal · 2019
via PubMed
Wikidata facts
- Subclass of
- heterocyclic compound
- Has part
- carbon
- Mass
- 162.079313
Show 3 more facts
- Commons category
- Aminorex
- chemical formula
- C₉H₁₀N₂O
- canonical SMILES
- C1C(OC(=N1)N)C2=CC=CC=C2
Sources (2)
via Wikidata · CC0
~6 min read
Encyclopedic overview
7 sectionsContents
- Medical uses
- Pharmacology
- Pharmacodynamics
- Chemistry
- Synthesis
- History
- References
Aminorex, sold under the brand names Menocil and Apiquel among others, is a weight loss (anorectic) stimulant drug. It was withdrawn from the market after it was found to cause pulmonary hypertension (PPH). In the United States, aminorex is a Schedule I controlled substance.
Aminorex, in the 2-amino-5-aryloxazoline group, was developed by McNeil Laboratories in 1962. It is closely related to 4-methylaminorex (4-MAR). Aminorex has been shown to have locomotor-stimulant effects, lying midway between dextroamphetamine and methamphetamine. Aminorex effects have been attributed to the release of catecholamines. It can be produced as a metabolite of the deworming medication levamisole, which is very frequently used as a cutting agent of illicitly produced cocaine.
Excerpted from Wikipedia’s “aminorex” article, available under the CC BY-SA 4.0 licence.
Gallery (2)
Available in 11 languages
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