U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry RACEMIC
Molecular Formula C9H10N2O
Molecular Weight 162.1885
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of AMINOREX

SMILES

NC1=NCC(O1)C2=CC=CC=C2

InChI

InChIKey=SYAKTDIEAPMBAL-UHFFFAOYSA-N
InChI=1S/C9H10N2O/c10-9-11-6-8(12-9)7-4-2-1-3-5-7/h1-5,8H,6H2,(H2,10,11)

HIDE SMILES / InChI
Aminorex is an anorectic stimulant drug. Aminorex inhibits norepinephrine and dopamine transporters with IC50 of 0.33 and 0.85 uM. It was briefly available as an appetite suppressant in the 1960s in Switzerland, Germany, and Austria, but was found to cause pronounced vasoconstriction in the pulmonary vasculature, and was withdrawn from the market in 1972 due to several cases of fatal and life-threatening pulmonary hypertension. In the USA aminorex is an illegal schedule I drug.

Approval Year

PubMed

PubMed

TitleDatePubMed
[A case of chronic pulmonary hypertension after fenfluramine intake].
1982 Nov 26
Pulmonary hypertension and dexfenfluramine.
1995
Aminorex, dexfenfluramine, and primary pulmonary hypertension.
1998 Apr
[Development of pulmonary hypertension and multi-valvular damage caused by appetite depressants].
1998 Dec 1
Amphetamine-type central nervous system stimulants release norepinephrine more potently than they release dopamine and serotonin.
2001 Jan
[Drug induced pulmonary hypertension].
2001 Jun
Risk factors for pulmonary arterial hypertension.
2001 Sep
Effects of anorexinogen agents on cloned voltage-gated K(+) channel hKv1.5.
2001 Sep
Therapeutic and adverse actions of serotonin transporter substrates.
2002 Jul
Effects on serotonin in rat hypothalamus of D-fenfluramine, aminorex, phentermine and fluoxetine.
2002 Jun 7
Noradrenergic modulation of ephedrine-induced hypophagia.
2003 Apr
A century of pulmonary hemodynamics.
2004 Jul 15
Primary pulmonary arterial hypertension: a look back.
2004 Jun 16
Safety of drug therapies used for weight loss and treatment of obesity.
2006
Effects on weight reduction and safety of short-term phentermine administration in Korean obese people.
2006 Oct 31
Temporal trends and drug exposures in pulmonary hypertension: an American experience.
2006 Sep
Pharmacokinetics and effects of aminorex in horses.
2008 May
Pulmonary hypertension: therapeutic targets within the serotonin system.
2008 Oct
The formation of aminorex in racehorses following levamisole administration. A quantitative and chiral analysis following synthetic aminorex or levamisole administration vs. aminorex-positive samples from the field: a preliminary report.
2009 Apr
Review paper: Current strategies in the development of anti-obesity drugs and their safety concerns.
2009 Jan
Levamisole: a dangerous new cocaine adulterant.
2010 Sep
Name Type Language
AMINOREX
HSDB   INN   MART.   MI   USAN   WHO-DD  
INN   USAN  
Official Name English
APIQUEL
Brand Name English
AMINOREX [MI]
Common Name English
aminorex [INN]
Common Name English
(±)-2-AMINO-5-PHENYL-2-OXAZOLINE
Systematic Name English
2-Amino-5-phenyl-2-oxazoline
Systematic Name English
MCN-742
Code English
AMINOREX [HSDB]
Common Name English
NSC-66952
Code English
2-OXAZOLAMINE, 4,5-DIHYDRO-5-PHENYL-
Systematic Name English
Aminorex [WHO-DD]
Common Name English
AMINOREX [MART.]
Common Name English
AMINOREX [USAN]
Common Name English
Classification Tree Code System Code
DEA NO. 1585
Created by admin on Fri Dec 15 16:01:26 UTC 2023 , Edited by admin on Fri Dec 15 16:01:26 UTC 2023
NCI_THESAURUS C29728
Created by admin on Fri Dec 15 16:01:26 UTC 2023 , Edited by admin on Fri Dec 15 16:01:26 UTC 2023
Code System Code Type Description
ChEMBL
CHEMBL106258
Created by admin on Fri Dec 15 16:01:26 UTC 2023 , Edited by admin on Fri Dec 15 16:01:26 UTC 2023
PRIMARY
WIKIPEDIA
AMINOREX
Created by admin on Fri Dec 15 16:01:26 UTC 2023 , Edited by admin on Fri Dec 15 16:01:26 UTC 2023
PRIMARY
INN
1652
Created by admin on Fri Dec 15 16:01:26 UTC 2023 , Edited by admin on Fri Dec 15 16:01:26 UTC 2023
PRIMARY
CAS
2207-50-3
Created by admin on Fri Dec 15 16:01:26 UTC 2023 , Edited by admin on Fri Dec 15 16:01:26 UTC 2023
PRIMARY
EVMPD
SUB05448MIG
Created by admin on Fri Dec 15 16:01:26 UTC 2023 , Edited by admin on Fri Dec 15 16:01:26 UTC 2023
PRIMARY
DRUG CENTRAL
175
Created by admin on Fri Dec 15 16:01:26 UTC 2023 , Edited by admin on Fri Dec 15 16:01:26 UTC 2023
PRIMARY
MERCK INDEX
m1742
Created by admin on Fri Dec 15 16:01:26 UTC 2023 , Edited by admin on Fri Dec 15 16:01:26 UTC 2023
PRIMARY Merck Index
PUBCHEM
16630
Created by admin on Fri Dec 15 16:01:26 UTC 2023 , Edited by admin on Fri Dec 15 16:01:26 UTC 2023
PRIMARY
DRUG BANK
DB01490
Created by admin on Fri Dec 15 16:01:26 UTC 2023 , Edited by admin on Fri Dec 15 16:01:26 UTC 2023
PRIMARY
EPA CompTox
DTXSID00862867
Created by admin on Fri Dec 15 16:01:26 UTC 2023 , Edited by admin on Fri Dec 15 16:01:26 UTC 2023
PRIMARY
NCI_THESAURUS
C72180
Created by admin on Fri Dec 15 16:01:26 UTC 2023 , Edited by admin on Fri Dec 15 16:01:26 UTC 2023
PRIMARY
FDA UNII
2SH16612I9
Created by admin on Fri Dec 15 16:01:26 UTC 2023 , Edited by admin on Fri Dec 15 16:01:26 UTC 2023
PRIMARY
SMS_ID
100000087229
Created by admin on Fri Dec 15 16:01:26 UTC 2023 , Edited by admin on Fri Dec 15 16:01:26 UTC 2023
PRIMARY
MESH
D000635
Created by admin on Fri Dec 15 16:01:26 UTC 2023 , Edited by admin on Fri Dec 15 16:01:26 UTC 2023
PRIMARY
HSDB
7596
Created by admin on Fri Dec 15 16:01:26 UTC 2023 , Edited by admin on Fri Dec 15 16:01:26 UTC 2023
PRIMARY
NSC
66952
Created by admin on Fri Dec 15 16:01:26 UTC 2023 , Edited by admin on Fri Dec 15 16:01:26 UTC 2023
PRIMARY