Chlorphentermine

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Chlorphentermine
Chlorphentermine.svg
Systematic (IUPAC) name
1-(4-chlorophenyl)-2-methylpropan-2-amine
Clinical data
Legal status
  • Schedule III (US)
Routes of
administration
Oral, Insufflated, Rectal
Pharmacokinetic data
Biological half-life 40 hours
Excretion Renal
Identifiers
CAS Number 461-78-9 N Template:CAS
ATC code A08AA (WHO)
PubChem CID: 10007
DrugBank DB01556 YesY
ChemSpider 9613 YesY
UNII NHW07912O7 YesY
KEGG C07559 YesY
ChEMBL CHEMBL1201269 N
Synonyms p-Chloro-α,α-dimethylphenethylamine
Chemical data
Formula C10H14ClN
Molecular mass 183.68 g/mol
  • Clc1ccc(cc1)CC(N)(C)C
  • InChI=1S/C10H14ClN/c1-10(2,12)7-8-3-5-9(11)6-4-8/h3-6H,7,12H2,1-2H3 YesY
  • Key:ZCKAMNXUHHNZLN-UHFFFAOYSA-N YesY
 NYesY (what is this?)  (verify)

Chlorphentermine (trade names Apsedon, Desopimon, Lucofen) is an appetite suppressant of the phenethylamine class. Developed in 1962, it is the 4-chloro derivative of the better known appetite suppressant phentermine,[1] which is still in current use.

Chlorphentermine itself is a relatively weak stimulant with little abuse potential, but is classed as a Schedule III drug in the USA due mainly to its similarity to other appetite suppressants such as diethylpropion which have been more widely abused. It is no longer used due mainly to safety concerns, as it has a serotonergic effects profile similar to other withdrawn appetite suppressants such as fenfluramine and aminorex which were found to cause pulmonary hypertension and cardiac fibrosis following prolonged use.[2]

See also

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References

  1. Gylys JA, Hart JJ, Warren MR. Chlorphentermine, a new anorectic agent. Journal of Pharmacology and Experimental Therapeutics. 1962 Sep;137:365-73.
  2. Rothman RB, Ayestas MA, Dersch CM, Baumann MH. Aminorex, fenfluramine, and chlorphentermine are serotonin transporter substrates. Implications for primary pulmonary hypertension. Circulation. 1999 Aug 24;100(8):869-75.