Brompheniramine

Brompheniramine
Clinical data
Trade names	Bromfed, Dimetapp, Bromfenex, others
AHFS/Drugs.com	Monograph
MedlinePlus	a682545
Routes of; administration	By mouth
ATC code	R06AB01 (WHO) ;
Legal status
Legal status	AU: S4 / S3 / S2; US: Rx-only / OTC;
Pharmacokinetic data
Metabolism	Liver
Elimination half-life	24.9 ± 9.3 hours
Excretion	Kidney
Identifiers
	IUPAC name (R/S)-3-(4-Bromophenyl)-N,N-dimethyl-3-pyridin-2-yl-propan-1-amine;
CAS Number	86-22-6 ;
PubChem CID	6834;
IUPHAR/BPS	7133;
DrugBank	DB00835 ;
ChemSpider	6573 ;
UNII	H57G17P2FN;
KEGG	D07543 ;
ChEBI	CHEBI:3183 ;
ChEMBL	ChEMBL811 ;
CompTox Dashboard (EPA)	DTXSID5022691 ;
ECHA InfoCard	100.001.507
Chemical and physical data
Formula	C16H19BrN2
Molar mass	319.246 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES Brc1ccc(cc1)C(c2ncccc2)CCN(C)C;
	InChI InChI=1S/C16H19BrN2/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:ZDIGNSYAACHWNL-UHFFFAOYSA-N ;
	(verify)

Brompheniramine, sold under the brand name Dimetapp among others, is a first-generation antihistamine drug of the propylamine (alkylamine) class.^[2] It is indicated for the treatment of the symptoms of the common cold and allergic rhinitis, such as runny nose, itchy eyes, watery eyes, and sneezing. Like the other first-generation drugs of its class, it is considered a sedating antihistamine.^[2]

It was patented in 1948 and came into medical use in 1955.^[3] In 2022, the combination with dextromethorphan and pseudoephedrine was the 265th most commonly prescribed medication in the United States, with more than 1 million prescriptions.^[4]^[5]

^ Simons FE, Frith EM, Simons KJ (December 1982). "The pharmacokinetics and antihistaminic effects of brompheniramine". The Journal of Allergy and Clinical Immunology. 70 (6): 458–64. doi:10.1016/0091-6749(82)90009-4. PMID 6128358.
^ ^a ^b Sweetman SC, ed. (2005). Martindale: the complete drug reference (34th ed.). London: Pharmaceutical Press. p. 569–70. ISBN 0-85369-550-4. OCLC 56903116.
^ Fischer J, Ganellin CR (2006). Analogue-based Drug Discovery. John Wiley & Sons. p. 546. ISBN 9783527607495.
^ "The Top 300 of 2022". ClinCalc. Archived from the original on 30 August 2024. Retrieved 30 August 2024.
^ "Brompheniramine; Dextromethorphan; Pseudoephedrine Drug Usage Statistics, United States, 2013 - 2022". ClinCalc. Retrieved 30 August 2024.

[pmid6128358-1] Simons FE, Frith EM, Simons KJ (December 1982). "The pharmacokinetics and antihistaminic effects of brompheniramine". The Journal of Allergy and Clinical Immunology. 70 (6): 458–64. doi:10.1016/0091-6749(82)90009-4. PMID 6128358.

[Martindale34-2] Sweetman SC, ed. (2005). Martindale: the complete drug reference (34th ed.). London: Pharmaceutical Press. p. 569–70. ISBN 0-85369-550-4. OCLC 56903116.

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

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

[5] "Brompheniramine; Dextromethorphan; Pseudoephedrine Drug Usage Statistics, United States, 2013 - 2022". ClinCalc. Retrieved 30 August 2024.

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