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
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)
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Germany, and Austria, but was found to cause pronounced vasoconstriction in the pulmonary vasculature, and was withdrawn from the market in 1972 due to several cases of fatal and life-threatening pulmonary hypertension.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 |
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[Anorectics and pulmonary hypertension]. | 2000 Feb 16 |
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Amphetamine-type central nervous system stimulants release norepinephrine more potently than they release dopamine and serotonin. | 2001 Jan |
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Anorexigen-induced pulmonary hypertension and the serotonin (5-HT) hypothesis: lessons for the future in pathogenesis. | 2002 |
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Safety of drug therapies used for weight loss and treatment of obesity. | 2006 |
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Converging evidence in support of the serotonin hypothesis of dexfenfluramine-induced pulmonary hypertension with novel transgenic mice. | 2008 Jun 3 |
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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 |
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Classification Tree | Code System | Code | ||
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DEA NO. |
1585
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NCI_THESAURUS |
C29728
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CHEMBL106258
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AMINOREX
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1652
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2207-50-3
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SUB05448MIG
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175
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m1742
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16630
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DB01490
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DTXSID00862867
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C72180
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2SH16612I9
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100000087229
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D000635
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7596
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66952
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ACTIVE MOIETY
SALT/SOLVATE (PARENT)