AMINOREX FUMARATE

Details

Stereochemistry	RACEMIC
Molecular Formula	C9H10N2O.C4H4O4
Molecular Weight	278.2607
Optical Activity	( + / - )
Defined Stereocenters	0 / 1
E/Z Centers	1
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

OC(=O)\C=C\C(O)=O.NC1=NCC(O1)C2=CC=CC=C2

InChI

InChIKey=ZVAWZQUDKKABKR-WLHGVMLRSA-N

InChI=1S/C9H10N2O.C4H4O4/c10-9-11-6-8(12-9)7-4-2-1-3-5-7;5-3(6)1-2-4(7)8/h1-5,8H,6H2,(H2,10,11);1-2H,(H,5,6)(H,7,8)/b;2-1+

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	( + / - )

Molecular Formula	C4H4O4
Molecular Weight	116.0722
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	1
Optical Activity	NONE

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Germany, and Austria, but was found to cause pronounced vasoconstriction in the pulmonary vasculature, and was withdrawn from the market in 1972 due to several cases of fatal and life-threatening pulmonary hypertension.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
Pulmonary hypertension and dexfenfluramine.	1995	7621854
Two different drug-induced pulmonary complications in a patient suffering from rheumatoid arthritis.	1998 May	9651097
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
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
Pharmacokinetics and effects of aminorex in horses.	2008 May	18447801
Pulmonary hypertension: therapeutic targets within the serotonin system.	2008 Oct	18536742
Levamisole: a dangerous new cocaine adulterant.	2010 Sep	20668440

Substance Class	Chemical Created by `admin` on `Fri Dec 15 16:53:17 GMT 2023` Edited by `admin` on `Fri Dec 15 16:53:17 GMT 2023`
Record UNII	WSK05IH80K
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

AMINOREX FUMARATE

Common Name

English

2-OXAZOLAMINE, 4,5-DIHYDRO-5-PHENYL-, (E)-2-BUTENEDIOATE (1:1)

Systematic Name

English

AMINOREX FUMARATE [MI]

Common Name

English

Aminorex fumarate [WHO-DD]

Common Name

English

Code System Code Type Description

MERCK INDEX

m1742