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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 C16H19ClN2 
Mol. mass 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

Pharmacist Only (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 alkylamine antihistamine used in the prevention of the symptoms of allergic conditions such as rhinitis and urticaria. Its sedative effects are relatively weak compared to other first-generation antihistamines. Chlorpheniramine is one of the most commonly used antihistamines in small-animal veterinary practice as well.

Additional recommended knowledge

Chlorpheniramine is part of a series of antihistamines including pheniramine (Naphcon®) and its halogenated derivatives and others including fluorpheniramine, chlorpheniramine, dexchlorpheniramine (Polaramine®), brompheniramine (Dimetapp®), dexbrompheniramine (Drixoral®) deschlorpheniramine, dipheniramine (also known as triprolidine with the trade name Actifed®) iodopheniramine &c.

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. Like other agents of this type, it also has analgesic-sparing (potentiating) effects on opioid analgesics, commonly reducing codeine, dihydrocodeine, and hydrocodone requirements by 10 to 35 per cent.

See also

  • Coricidin
  • Chlorpheniramine and phenylpropanolamine
  • Dexchlorpheniramine

 

References

  • Bruce G. Charlton, Self-management of psychiatric symptoms using over-the-counter (OTC) psychopharmacology: the S-DTM therapeutic model - self-diagnosis, self-treatment, self-monitoring. Medical Hypotheses 2005; 65: 823-828.
 
This article is licensed under the GNU Free Documentation License. It uses material from the Wikipedia article "Chlorphenamine". A list of authors is available in Wikipedia.
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