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

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 ( + / - )

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Germany, and Austria, but was found to cause pronounced vasoconstriction in the pulmonary vasculature, and was withdrawn from the market in 1972 due to several cases of fatal and life-threatening pulmonary hypertension.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
[Anorectics and pulmonary hypertension].
2000 Feb 16
Primary pulmonary arterial hypertension: a look back.
2004 Jun 16
Safety of drug therapies used for weight loss and treatment of obesity.
2006
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
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
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 GMT 2023 , Edited by admin on Fri Dec 15 16:01:26 GMT 2023
NCI_THESAURUS C29728
Created by admin on Fri Dec 15 16:01:26 GMT 2023 , Edited by admin on Fri Dec 15 16:01:26 GMT 2023
Code System Code Type Description
ChEMBL
CHEMBL106258
Created by admin on Fri Dec 15 16:01:26 GMT 2023 , Edited by admin on Fri Dec 15 16:01:26 GMT 2023
PRIMARY
WIKIPEDIA
AMINOREX
Created by admin on Fri Dec 15 16:01:26 GMT 2023 , Edited by admin on Fri Dec 15 16:01:26 GMT 2023
PRIMARY
INN
1652
Created by admin on Fri Dec 15 16:01:26 GMT 2023 , Edited by admin on Fri Dec 15 16:01:26 GMT 2023
PRIMARY
CAS
2207-50-3
Created by admin on Fri Dec 15 16:01:26 GMT 2023 , Edited by admin on Fri Dec 15 16:01:26 GMT 2023
PRIMARY
EVMPD
SUB05448MIG
Created by admin on Fri Dec 15 16:01:26 GMT 2023 , Edited by admin on Fri Dec 15 16:01:26 GMT 2023
PRIMARY
DRUG CENTRAL
175
Created by admin on Fri Dec 15 16:01:26 GMT 2023 , Edited by admin on Fri Dec 15 16:01:26 GMT 2023
PRIMARY
MERCK INDEX
m1742
Created by admin on Fri Dec 15 16:01:26 GMT 2023 , Edited by admin on Fri Dec 15 16:01:26 GMT 2023
PRIMARY Merck Index
PUBCHEM
16630
Created by admin on Fri Dec 15 16:01:26 GMT 2023 , Edited by admin on Fri Dec 15 16:01:26 GMT 2023
PRIMARY
DRUG BANK
DB01490
Created by admin on Fri Dec 15 16:01:26 GMT 2023 , Edited by admin on Fri Dec 15 16:01:26 GMT 2023
PRIMARY
EPA CompTox
DTXSID00862867
Created by admin on Fri Dec 15 16:01:26 GMT 2023 , Edited by admin on Fri Dec 15 16:01:26 GMT 2023
PRIMARY
NCI_THESAURUS
C72180
Created by admin on Fri Dec 15 16:01:26 GMT 2023 , Edited by admin on Fri Dec 15 16:01:26 GMT 2023
PRIMARY
FDA UNII
2SH16612I9
Created by admin on Fri Dec 15 16:01:26 GMT 2023 , Edited by admin on Fri Dec 15 16:01:26 GMT 2023
PRIMARY
SMS_ID
100000087229
Created by admin on Fri Dec 15 16:01:26 GMT 2023 , Edited by admin on Fri Dec 15 16:01:26 GMT 2023
PRIMARY
MESH
D000635
Created by admin on Fri Dec 15 16:01:26 GMT 2023 , Edited by admin on Fri Dec 15 16:01:26 GMT 2023
PRIMARY
HSDB
7596
Created by admin on Fri Dec 15 16:01:26 GMT 2023 , Edited by admin on Fri Dec 15 16:01:26 GMT 2023
PRIMARY
NSC
66952
Created by admin on Fri Dec 15 16:01:26 GMT 2023 , Edited by admin on Fri Dec 15 16:01:26 GMT 2023
PRIMARY
Related Record Type Details
SALT/SOLVATE -> PARENT
ENANTIOMER -> RACEMATE
ENANTIOMER -> RACEMATE
Related Record Type Details
ACTIVE MOIETY