AMINOREX

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 Search

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

Description
Sources: https://thorax.bmj.com/content/26/3/262.abstract | https://www.ncbi.nlm.nih.gov/pubmed/24296074 | https://toxnet.nlm.nih.gov/cgi-bin/sis/search/a?dbs+hsdb:@term+@DOCNO+7596

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Germany, and Austria, but was found to cause pronounced vasoconstriction in the pulmonary vasculature, and was withdrawn from the market in 1972 due to several cases of fatal and life-threatening pulmonary hypertension.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

Title	Date	PubMed
[A case of chronic pulmonary hypertension after fenfluramine intake].	1982 Nov 26	7164466
Pulmonary hypertension and dexfenfluramine.	1995	7621854
Aminorex, dexfenfluramine, and primary pulmonary hypertension.	1998 Apr	9539893
Monoclonal endothelial cells in appetite suppressant-associated pulmonary hypertension.	1998 Dec	9847298
Two different drug-induced pulmonary complications in a patient suffering from rheumatoid arthritis.	1998 May	9651097
[Obesity: principles of drug therapy].	2000 Aug	11026090
Anorectic drugs and pulmonary hypertension from the bedside to the bench.	2001 Apr	11307870
Amphetamine-type central nervous system stimulants release norepinephrine more potently than they release dopamine and serotonin.	2001 Jan	11071707
[Drug induced pulmonary hypertension].	2001 Jun	11411136
Risk factors for pulmonary arterial hypertension.	2001 Sep	11590841
Effects of anorexinogen agents on cloned voltage-gated K(+) channel hKv1.5.	2001 Sep	11504808
Therapeutic and adverse actions of serotonin transporter substrates.	2002 Jul	12163129
Appetite suppressants as agonist substitution therapies for stimulant dependence.	2002 Jun	12105089
Primary pulmonary arterial hypertension: a look back.	2004 Jun 16	15194172
Pharmacokinetics and effects of aminorex in horses.	2008 May	18447801
Aminorex and rexamino as metabolites of levamisole in the horse.	2009 Apr 6	19298880
Review paper: Current strategies in the development of anti-obesity drugs and their safety concerns.	2009 Jan	19112110
The serotonin hypothesis of pulmonary hypertension revisited.	2010	20204739
Pulmonary hypertension associated with use of phentermine.	2010 Nov	20879069
Levamisole: a dangerous new cocaine adulterant.	2010 Sep	20668440

Name

Type

Language

AMINOREX

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