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Identification
Name Chlorphentermine
Accession Number DB01556
Type small molecule
Groups illicit, experimental, withdrawn
Description

A sympathomimetic agent that was formerly used as an anorectic. It has properties similar to those of dextroamphetamine. It has been implicated in lipid storage disorders and pulmonary hypertension. (From Martindale, The Extra Pharmacopoeia, 30th ed, p1223)
Structure Thumb
Download: MOL | SDF | SMILES | InChI
Display: 2D Structure | 3D Structure
Synonyms
1-(4-Chlorophenyl)-2-methyl-2-propanamine
1-(p-Chlorophenyl)-2-methyl-2-aminopropane
1-(p-Chlorophenyl)-2-methyl-2-aminopropane hydrochloride
4-Chloro-alpha,alpha-dimethylbenzeneethanamine
4-Chloro-alpha,alpha-dimethylphenethylamine
alpha,alpha-dimethyl-p-chlorophenethylamine
Beta-(p-chlorophenyl)-alpha,alpha-dimethylethylamine
Chlorophentermine
Chlorophentermine hydrochloride
Chlorpentermine
Chlorphenteramine
Chlorphentermine hydrochloride
Chlorphenterminum [inn-latin]
Chlorphenterminum hydrochloride
Clorfentermina [inn-spanish]
P-chloro-alpha,alpha-dimethylphenethylamine
P-chlorphentermine hydrochloride
First Prev Next Last
Salts Not Available
Brand names
Name Company
Apsedon
Clomina
Desopimon
Dezopimon
Effox
Lucofen
Lucofene
Nilgana
Brand mixtures Not Available
Categories
  • Sympathomimetics
  • Appetite Depressants
CAS number 461-78-9
Weight Average: 183.678
Monoisotopic: 183.08147716
Chemical Formula C10H14ClN
InChI Key InChIKey=ZCKAMNXUHHNZLN-UHFFFAOYSA-N
InChI
InChI=1S/C10H14ClN/c1-10(2,12)7-8-3-5-9(11)6-4-8/h3-6H,7,12H2,1-2H3
Plain Text
IUPAC Name
1-(4-chlorophenyl)-2-methylpropan-2-amine
SMILES
CC(C)(N)CC1=CC=C(Cl)C=C1
Plain Text
Mass Spec Not Available
Taxonomy
Kingdom Not Available
Classes Not Available
Substructures Not Available
Pharmacology
Indication Used as an appetite suppressant.
Pharmacodynamics Chlorphentermine is a relatively weak stimulant with little abuse potential. It is no longer used due mainly to safety concerns, as it has a serotonergic effects profile similar to other withdrawn appetite suppressants such as fenfluramine and aminorex which were found to cause pulmonary hypertension and cardiac fibrosis following prolonged use.
Mechanism of action Not Available
Absorption Well absorbed following oral administration.
Volume of distribution Not Available
Protein binding Not Available
Metabolism
Not Available
Route of elimination Not Available
Half life 40 hours
Clearance Not Available
Toxicity Not Available
Affected organisms Not Available
Pathways Not Available
Pharmacoeconomics
Manufacturers
  • Parke davis div warner lambert co
Packagers Not Available
Dosage forms Not Available
Prices Not Available
Patents Not Available
Properties
State solid
Experimental Properties
Property Value Source
boiling point 100-102 °C at 2.00E+00 mm Hg Not Available
logP 2.60 HANSCH,C ET AL. (1995)
Predicted Properties
Property Value Source
water solubility 1.05e-01 g/l ALOGPS
logP 2.81 ALOGPS
logP 2.69 ChemAxon
logS -3.2 ALOGPS
pKa (strongest basic) 10.24 ChemAxon
physiological charge 1 ChemAxon
hydrogen acceptor count 1 ChemAxon
hydrogen donor count 1 ChemAxon
polar surface area 26.02 ChemAxon
rotatable bond count 2 ChemAxon
refractivity 53.15 ChemAxon
polarizability 20.19 ChemAxon
References
Synthesis Reference Not Available
General Reference
  1. GYLYS JA, HART JJ, WARREN MR: Chlorphentermine, a new anorectic agent. J Pharmacol Exp Ther. 1962 Sep;137:365-73. Pubmed
External Links
Resource Link
KEGG Compound C07559 Link_out
PubChem Compound 10007 Link_out
PubChem Substance 46505599 Link_out
ChemSpider 9613 Link_out
Wikipedia http://en.wikipedia.org/wiki/Chlorphentermine Link_out
ATC Codes Not Available
AHFS Codes Not Available
PDB Entries Not Available
FDA label Not Available
MSDS Not Available
Interactions
Drug Interactions Not Available
Food Interactions Not Available
Comments
Drug created on July 31, 2007 07:10 / Updated on February 08, 2013 16:20