Structure via PubChem · Public domain (PubChem)
chlorphentermine
Sign in to saveAlso known as 4-Chloro-a,a-dimethylphenethylamine, a,a-Dimethyl-p-chlorophenethylamine, 4-Chloro-a,a-dimethylbenzeneethanamine, Chlorphenterminum, Clorfentermina
Chlorphentermine, sold under the brand names Apsedon, Desopimon, and Lucofen, is a serotonergic appetite suppressant of the amphetamine family. Developed in 1962, it is the para-chloro derivative of the better-known appetite suppressant phentermine, which is still in current use.
Chemical data
- Formula
- C10H14ClN
- Molecular weight
- 183.68 g/mol
- IUPAC name
- 1-(4-chlorophenyl)-2-methylpropan-2-amine
- SMILES
- CC(C)(CC1=CC=C(C=C1)Cl)N
- InChIKey
- ZCKAMNXUHHNZLN-UHFFFAOYSA-N
- XLogP
- 2.6
- Polar surface area
- 26 Ų
- H-bond donors
- 1
- H-bond acceptors
- 1
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
Withdrawn- Max clinical phase
- Approved
- Molecule type
- Small molecule
- Admin. routes
- oral
via ChEMBL · EBI
Research
345 papers- CHLORPHENTERMINE.British medical journal · 1963
- Drug-induced phospholipidoses. II. Tissue distribution of the amphiphilic drug chlorphentermine.CRC critical reviews in toxicology · 1975
- Chlorphentermine inhibits pulmonary mitochondrial monoamine oxidase.Comparative biochemistry and physiology. C, Comparative pharmacology and toxicology · 1985
- Drug-induced phospholipidosis.German medicine · 1973
- Chlorphentermine-induced alterations in pulmonary phospholipid content in rats.Biochemical pharmacology · 1983
via PubMed
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 183.081
- Has use
- medication
Show 5 more facts
- chemical formula
- C₁₀H₁₄ClN
- canonical SMILES
- CC(C)(CC1=CC=C(C=C1)Cl)N
- subject has role
- sympathomimetic drug
- medical condition treated
- obesity
- Commons category
- Chlorphentermine
via Wikidata · CC0
~7 min read
Encyclopedic overview
8 sectionsContents
- Medical uses
- Side effects
- Pharmacology
- Pharmacodynamics
- Pharmacokinetics
- Chemistry
- History
- References
Chlorphentermine, sold under the brand names Apsedon, Desopimon, and Lucofen, is a serotonergic appetite suppressant of the amphetamine family. Developed in 1962, it is the para-chloro derivative of the better-known appetite suppressant phentermine, which is still in current use.
The drug acts as a highly selective serotonin releasing agent (SRA). It is not a psychostimulant and has little or no misuse potential, but is classed as a Schedule III drug in the United States due mainly to its similarity to other appetite suppressants such as diethylpropion which have been more widely misused. 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.
Excerpted from Wikipedia’s “chlorphentermine” article, available under the CC BY-SA 4.0 licence.