Article: Chlorphenamine

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