Aminorex

Title: Aminorex
CAS Registry Number: 2207-50-3
CAS Name: 4,5-Dihydro-5-phenyl-2-oxazolamine
Additional Names: 2-amino-5-phenyl-2-oxazoline; aminoxafen; aminoxaphen
Manufacturers' Codes: McN-742
Molecular Formula: C9H10N2O
Molecular Weight: 162.19
Percent Composition: C 66.65%, H 6.21%, N 17.27%, O 9.86%
Literature References: Prepn: Poos et al., J. Med. Chem. 6, 266 (1963); Poos, US 3161650 (1964 to McNeil).
Properties: Crystals from benzene, mp 136-138°.
Melting point: mp 136-138°
Derivative Type: Fumarate
CAS Registry Number: 13425-22-4
Trademarks: Menocil (Cilag-Chemie); Apiquel (McNeil)
Molecular Formula: C9H10N2O.C4H4O4
Molecular Weight: 278.26
Percent Composition: C 56.11%, H 5.07%, N 10.07%, O 28.75%
NOTE: This is a controlled substance (stimulant): 21 CFR, 1308.11.
Therap-Cat: Anorexic.
Keywords: Anorexic.
Amioca Amiodarone Amiphenazole Amiprilose Amisometradine

Aminorex
Aminorex-2D-skeletal.png
Systematic (IUPAC) name
(RS)-5-phenyl-4,5-dihydro-1,3-oxazol-2-amine
Clinical data
Legal status Schedule III (CA) Schedule I (US)
Identifiers
CAS number 2207-50-3 YesY
ATC code None
PubChem CID 16630
DrugBank DB01490
ChemSpider 15767 YesY
UNII 2SH16612I9 YesY
KEGG D02909 YesY
ChEMBL CHEMBL106258 YesY
Chemical data
Formula C9H10N2O 
Mol. mass 162.19
 YesY (what is this?)  (verify)

Aminorex (Menocil, Apiquel, aminoxaphen, aminoxafen, McN-742) is a weight loss (anorectic) stimulant drug. It was withdrawn from the market after it was found to cause pulmonary hypertension.[1] In the U.S., it is an illegal Schedule I drug, with no medical use and poor safety profile.

Aminorex, in the 2-amino-5-aryl oxazoline class, was developed by McNeil in 1962.[2] It is closely related to 4-methylaminorex. 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.[3]