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Germany, and Austria, but was found to cause pronounced vasoconstriction in the pulmonary vasculature, and was withdrawn from the market in 1972 due to several cases of fatal and life-threatening pulmonary hypertension.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
Monoclonal endothelial cells in appetite suppressant-associated pulmonary hypertension.	1998 Dec	9847298
[Obesity: principles of drug therapy].	2000 Aug	11026090
[Anorectics and pulmonary hypertension].	2000 Feb 16	10838744
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
Anorexigen-induced pulmonary hypertension and the serotonin (5-HT) hypothesis: lessons for the future in pathogenesis.	2002	11806844
Safety of drug therapies used for weight loss and treatment of obesity.	2006	16569079
Effects on weight reduction and safety of short-term phentermine administration in Korean obese people.	2006 Oct 31	17066505
Temporal trends and drug exposures in pulmonary hypertension: an American experience.	2006 Sep	16923424
Converging evidence in support of the serotonin hypothesis of dexfenfluramine-induced pulmonary hypertension with novel transgenic mice.	2008 Jun 3	18506000
Pharmacokinetics and effects of aminorex in horses.	2008 May	18447801
Pulmonary hypertension: therapeutic targets within the serotonin system.	2008 Oct	18536742
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

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