|Trade names||Bromfed, Dimetapp, Bromfenex, and others|
|Main uses||Common cold and allergic rhinitis|
|Side effects||Sleepiness, restlessness, confusion, dry mouth, blurred vision|
|Duration of action||48 hrs|
|Elimination half-life||24.9 ± 9.3 hours|
|Chemical and physical data|
|Molar mass||319.246 g·mol−1|
|3D model (JSmol)|
Brompheniramine, sold under the brand name Dimetapp among others, is an antihistamine used for symptoms of the common cold and allergic rhinitis, such as runny nose, itchy eyes, watery eyes, and sneezing. Its use in children under 6 is not recommended. It is taken by mouth. Maximal effects occur around 6 hours and may may last for up to two days.
Common side effects include sleepiness, restlessness, confusion, dry mouth, and blurred vision. Other side effects may include urinary retention and seizures. It is a first-generation antihistamine.
Brompheniramine was patented in 1948 and came into medical use in 1955. It is frequently sold in combination with other medications such as dextromethorphan, guaifenesin, or pseudoephedrine. These combinations are available as generic medication and are relatively inexpensive.
Brompheniramine's effects on the cholinergic system may include side-effects such as drowsiness, sedation, dry mouth, dry throat, blurred vision, and increased heart rate. It is listed as one of the drugs of highest anticholinergic activity in a study of anticholinergenic burden, including long-term cognitive impairment.
Brompheniramine works by acting as an antagonist of histamine H1 receptors. It also functions as a moderately effective anticholinergic agent, and is likely an antimuscarinic agent similar to other common antihistamines such as diphenhydramine.
Brompheniramine is metabolised by cytochrome P450s.
The halogenated alkylamine antihistamines all exhibit optic isomerism and brompheniramine products contain racaemic brompheniramine maleate whereas dexbrompheniramine (Drixoral) is the dextrorotary (right-handed) stereoisomer.
Brompheniramine is part of a series of antihistamines including pheniramine (Naphcon) and its halogenated derivatives and others including fluorpheniramine, chlorpheniramine, dexchlorpheniramine (Polaramine), triprolidine (Actifed), and iodopheniramine. The halogenated alkylamine antihistamines all exhibit optical isomerism and brompheniramine products contain racemic brompheniramine maleate whereas dexbrompheniramine (Drixoral) is the dextrorotary (right-handed) stereoisomer.
Brompheniramine is an analog of chlorpheniramine. The only difference is that the chlorine atom in the benzene ring is replaced with a bromine atom. It is also synthesized in an analogous manner.
Based on this[which?] knowledge, Arvid Carlsson and his colleagues, working at the Swedish company Astra AB, were able to derive the first marketed selective serotonin reuptake inhibitor, zimelidine, from brompheniramine.
Society and culture
Brompheniramine has a U.S. cost as Dimetapp of $9.31 bottle.
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