Chlorphenamine

Chlorphenamine
Clinical data
Trade names	Chlor-Trimeton; Piriton; Chlor-Tripolon; Allergex
AHFS/Drugs.com	Monograph
MedlinePlus	a682543
Pregnancy; category	AU: A;
Routes of; administration	Oral, intravenous, intramuscular, subcutaneous
ATC code	R06AB04 (WHO) ;
Legal status
Legal status	AU: S3 (Pharmacist only); UK: P (Pharmacy medicines); US: OTC; CN: OTC;
Pharmacokinetic data
Bioavailability	25 to 50%
Protein binding	72%
Metabolism	Liver (CYP2D6)
Elimination half-life	13.9–43.4 hours
Excretion	Kidney
Identifiers
	IUPAC name 3-(4-Chlorophenyl)-N,N-dimethyl-3-(pyridin-2-yl)-propan-1-amine;
CAS Number	132-22-9 ;
PubChem CID	2725;
IUPHAR/BPS	1210;
DrugBank	DB01114 ;
ChemSpider	2624 ;
UNII	3U6IO1965U;
KEGG	D07398 ;
ChEBI	CHEBI:52010 ;
ChEMBL	ChEMBL505 ;
CompTox Dashboard (EPA)	DTXSID0022804 ;
ECHA InfoCard	100.004.596
Chemical and physical data
Formula	C16H19ClN2
Molar mass	274.79 g·mol−1
3D model (JSmol)	Interactive image;
Solubility in water	0.55 g/100 mL, liquid mg/mL (20 °C)
	SMILES Clc1ccc(cc1)C(c2ncccc2)CCN(C)C;
	InChI InChI=1S/C16H19ClN2/c1-19(2)12-10-15(16-5-3-4-11-18-16)13-6-8-14(17)9-7-13/h3-9,11,15H,10,12H2,1-2H3 ; Key:SOYKEARSMXGVTM-UHFFFAOYSA-N ;
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Chlorphenamine (CP, CPM), also known as chlorpheniramine, is an antihistamine used to treat the symptoms of allergic conditions such as allergic rhinitis (hay fever).^[2] It is taken orally (by mouth).^[2] The medication takes effect within two hours and lasts for about 4–6 hours.^[2] It is a first-generation antihistamine and works by blocking the histamine H₁ receptor.^[2]

Common side effects include sleepiness, restlessness, and weakness. Other side effects may include dry mouth and wheeziness.^[2]

Chlorpheniramine was patented in 1948 and came into medical use in 1949.^[3] It is available as a generic medication and over the counter.^[2]^[4]

In 2022, it was the 291st most commonly prescribed medication in the United States, with more than 400,000 prescriptions.^[5]^[6]

^ Cite error: The named reference pmid7648771 was invoked but never defined (see the help page).
^ ^a ^b ^c ^d ^e ^f "Chlorpheniramine". Drugs.com. American Society of Health-System Pharmacists. 26 July 2023. Archived from the original on 20 August 2023. Retrieved 20 August 2023.
^ Fischer J, Ganellin CR (2006). Analogue-based Drug Discovery. John Wiley & Sons. p. 546. ISBN 9783527607495.
^ "Over-the-Counter Medicines for Allergies". HealthLink BC. Archived from the original on 15 July 2019. Retrieved 15 July 2019.
^ "The Top 300 of 2022". ClinCalc. Archived from the original on 30 August 2024. Retrieved 30 August 2024.
^ "Chlorpheniramine Drug Usage Statistics, United States, 2013 - 2022". ClinCalc. Retrieved 30 August 2024.

[pmid7648771-1] Cite error: The named reference pmid7648771 was invoked but never defined (see the help page).

[AHFS2019-2] ^ ^a ^b ^c ^d ^e ^f "Chlorpheniramine". Drugs.com. American Society of Health-System Pharmacists. 26 July 2023. Archived from the original on 20 August 2023. Retrieved 20 August 2023.

[Fis2006-3] Fischer J, Ganellin CR (2006). Analogue-based Drug Discovery. John Wiley & Sons. p. 546. ISBN 9783527607495.

[4] "Over-the-Counter Medicines for Allergies". HealthLink BC. Archived from the original on 15 July 2019. Retrieved 15 July 2019.

[Top_300_of_2022-5] "The Top 300 of 2022". ClinCalc. Archived from the original on 30 August 2024. Retrieved 30 August 2024.

[6] "Chlorpheniramine Drug Usage Statistics, United States, 2013 - 2022". ClinCalc. Retrieved 30 August 2024.

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