Bromodiphenhydramine
A bromo-substituted analogue of diphenhydramine with antihistamine and sedative properties, historically used as a cough suppressant and for allergy symptoms. It works by blocking histamine H1 receptors and has anticholinergic effects. It is rarely used today and has been replaced by more selective antihistamines.
Molecular Weight
334.2000 g/mol
LogP
4.00
TPSA
12.50 Ų
Lipinski RO5
Pass
Mechanism of Action
Competitively blocks histamine H1 receptors on effector cells, preventing histamine-mediated vasodilation, increased vascular permeability, bronchoconstriction, and pruritus. First-generation agents also cross the blood-brain barrier, causing sedation.
Pharmacokinetics (PK)
Pharmacodynamics (PD)
Competitively blocks histamine H1 receptors on effector cells, preventing histamine-mediated vasodilation, increased vascular permeability, bronchoconstriction, and pruritus. First-generation agents also cross the blood-brain barrier, causing sedation.
2D Structure
Cite this structure
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SMILES
CN(C)CCOC(c1ccccc1)c1ccc(Br)cc1
InChI
InChI=1S/C17H20BrNO/c1-19(2)12-13-20-17(14-6-4-3-5-7-14)15-8-10-16(18)11-9-15/h3-11,17H,12-13H2,1-2H3
Molecular Formula
C17H20BrNO
HBD / HBA
- / 2
Rotatable Bonds
6
Heavy Atoms
20
No targets recorded
Target interaction data is not yet available for this drug.
No interactions recorded
Drug interaction data is not yet available for this compound.
No side effects recorded
Side effect data is not yet available for this drug.
Frequently Asked Questions
A bromo-substituted analogue of diphenhydramine with antihistamine and sedative properties, historically used as a cough suppressant and for allergy symptoms. It works by blocking histamine H1 receptors and has anticholinergic effects. It is rarely used today and has been replaced by more selective antihistamines.
Competitively blocks histamine H1 receptors on effector cells, preventing histamine-mediated vasodilation, increased vascular permeability, bronchoconstriction, and pruritus. First-generation agents also cross the blood-brain barrier, causing sedation.
Yes, Bromodiphenhydramine is an approved drug. It has reached clinical phase 4. It is classified as a Small molecule.
References & Data Sources
- ChEMBL — European Bioinformatics Institute (EBI). CHEMBL1201245. Open-access bioactivity database.
- PubChem — National Center for Biotechnology Information (NCBI). CID 2444. Chemical information database.
Data aggregated from publicly available pharmacological databases. Last updated 2026-03-04.
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