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A170

Sigma-Aldrich

Aminorex

solid

Synonym(s):

4,5-Dihydro-5-phenyl-2-oxazolamine, Aminoxaphen

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About This Item

Empirical Formula (Hill Notation):
C9H10N2O
CAS Number:
2207-50-3
Molecular Weight:
162.19
MDL number:
MFCD00214070
UNSPSC Code:
12352200

form

solid

drug control

USDEA Schedule I; Home Office Schedule 4.1; psychotrope (France); kontrollierte Droge in Deutschland; regulated under CDSA - not available from Sigma-Aldrich Canada

color

white

solubility

0.1 M HCl: soluble
H2O: insoluble
ethanol: soluble

SMILES string

NC1=NCC(O1)c2ccccc2

InChI

1S/C9H10N2O/c10-9-11-6-8(12-9)7-4-2-1-3-5-7/h1-5,8H,6H2,(H2,10,11)

InChI key

SYAKTDIEAPMBAL-UHFFFAOYSA-N

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Substrates

Anorexic; a substrate of the serotonin transporter that also releases serotonin from platelets.

pictograms

Skull and crossbones
GHS06

signalword

Danger

Hazard Classifications

Acute Tox. 2 Dermal - Acute Tox. 2 Inhalation - Acute Tox. 2 Oral

Storage Class

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

wgk_germany

WGK 3

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

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E K Weir et al.
Circulation, 94(9), 2216-2220 (1996-11-01)
The appetite suppressant aminorex fumarate is thought to have caused an epidemic of pulmonary hypertension in Europe in the 1960s. More recently, pulmonary hypertension has been described in some patients taking other amphetamine-like, anorexic agents: fenfluramine and its d-isomer, dexfenfluramine.
S Friström et al.
Acta pharmacologica et toxicologica, 41(3), 218-224 (1977-09-01)
The effect on 5-hydroxytryptamine release from rabbit platelets to plasma of ten known sympathomimetic or anorectic phenethylamines and eight N- or O-acetyl derivatives of these substances were studied in order to find possible structure-action relationships and a possible correlation to
S M Paul et al.
Science (New York, N.Y.), 218(4571), 487-490 (1982-10-29)
Saturable and stereospecific binding sites for (+)-[3H]amphetamine were demonstrated in membrane preparations from rat brain. The density of these binding sites varies among brain regions and is highest in the hypothalamus and brainstem. Specific (+)-[3H]amphetamine binding in hypothalamus is largely
Aminorex to fen/phen: an epidemic foretold.
A P Fishman
Circulation, 99(1), 156-161 (1999-01-13)
Elisabetta Bertol et al.
Journal of pharmaceutical and biomedical analysis, 55(5), 1186-1189 (2011-05-03)
The Drug Enforcement Administration (DEA) reports that as of October 2010, 79% of all cocaine seized in the United States contained levamisole. The equine conversion of levamisole to aminorex has been demonstrated. However, the metabolic fate of levamisole in humans
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