Article: Chlorphenamine

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Chlorphenamine
Systematic (IUPAC) name
3-(4-chlorophenyl)-N,N-dimethyl-
3-pyridin-2-yl-propan-1-amine
Identifiers
CAS number 132-22-9
ATC code R06AB04
PubChem 2725
DrugBank APRD00001
Chemical data
Formula C16H19N2Cl 
Mol. weight 274.788 g/mol
Physical data
Solubility in water 0.55 g/100 mL, liquid mg/mL (20°C)
Pharmacokinetic data
Bioavailability 25 to 50%
Protein binding 72%
Metabolism Hepatic (CYP2D6)
Half life 21-27 hours
Excretion Renal
Therapeutic considerations
Pregnancy cat.

A(AU) B(US)

Legal status

S3(AU) GSL(UK) OTC(US)
(for oral forms)

Routes Oral, IV, IM, SC

Chlorphenamine (INN) or chlorpheniramine (USAN, former BAN), commonly marketed as its salt chlorphenamine maleate (CPM; Chlor-Trimeton®, Piriton®, Chlor-Tripolon®), is a first-generation antihistamine used in the prevention of the symptoms of allergic conditions such as rhinitis and urticaria.

Chlorphenamine has antidepressant properties, inhibiting reuptake of the neurotransmitter serotonin. Based on this knowledge, the Swedish company Astra AB was able to derive the first marketed selective serotonin reuptake inhibitor, zimelidine, from chlorphenamine.

See also

  • Coricidin
  • Chlorpheniramine and phenylpropanolamine

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