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

Molecular Formula	C9H10N2O
Molecular Weight	162.1885
Charge	0
Count

Stereochemistry	RACEMIC
Additional Stereochemistry	No
Defined Stereocenters	0 / 1
E/Z Centers	0
Optical Activity	( + / - )

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Germany, and Austria, but was found to cause pronounced vasoconstriction in the pulmonary vasculature, and was withdrawn from the market in 1972 due to several cases of fatal and life-threatening pulmonary hypertension.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
[Development of pulmonary hypertension and multi-valvular damage caused by appetite depressants].	1998 Dec 1	10911459
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
[Pulmonary hypertension and obesity].	2002 Apr	12082449
Effects on serotonin in rat hypothalamus of D-fenfluramine, aminorex, phentermine and fluoxetine.	2002 Jun 7	12065196
A century of pulmonary hemodynamics.	2004 Jul 15	15242851
Pulmonary hypertension: therapeutic targets within the serotonin system.	2008 Oct	18536742
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	19290946

Substance Class	Chemical Created by `admin` on `Fri Dec 15 16:01:26 GMT 2023` Edited by `admin` on `Fri Dec 15 16:01:26 GMT 2023`
Record UNII	2SH16612I9
Record Status	`Validated (UNII)`
Record Version

Download

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