doxylamine   Click here for help

GtoPdb Ligand ID: 7171

Synonyms: Unisom®
Approved drug
doxylamine is an approved drug (FDA (1948))
Compound class: Synthetic organic
Comment: Doxylamine is an antihistamine.
2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 3
Hydrogen bond donors 0
Rotatable bonds 6
Topological polar surface area 25.36
Molecular weight 270.17
XLogP 2.51
No. Lipinski's rules broken 0
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Canonical SMILES CN(CCOC(c1ccccn1)(c1ccccc1)C)C
Isomeric SMILES CN(CCOC(c1ccccn1)(c1ccccc1)C)C
InChI InChI=1S/C17H22N2O/c1-17(20-14-13-19(2)3,15-9-5-4-6-10-15)16-11-7-8-12-18-16/h4-12H,13-14H2,1-3H3
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Summary of Clinical Use Click here for help
Doxylamine is used to treat nasal and ocular symptoms of allergies, the common cold or flu. Due to its powerful sedative effects, it may also be used to treat insomnia and is included in some night-time cold and allergy formulations.
Mechanism Of Action and Pharmacodynamic Effects Click here for help
The major action of doxylamine is via antagonism of endogenous histamine at the histamine H1 receptor. It is also reported to have sedative and anticholinergic actions. See the DrugBank link for further details.