mepyramine   Click here for help

GtoPdb Ligand ID: 1227

Synonyms: Anthisan® | mepiramine | mepyramine maleate | pyrilamine | pyrilamine tannate | Pyrlex®
Approved drug Immunopharmacology Ligand
mepyramine is an approved drug
Compound class: Synthetic organic
Comment: Mepyramine (also commonly referred to as pyrilamine) is a first generation antihistamine. As it can cross the blood-brain barrier easily it causes substantial drowsiness.
Click here for help
IUPHAR Pharmacology Education Project (PEP) logo

View more information in the IUPHAR Pharmacology Education Project: mepyramine

2D Structure
Click here for help
Click here for structure editor
Physico-chemical Properties
Click here for help
Hydrogen bond acceptors 3
Hydrogen bond donors 0
Rotatable bonds 7
Topological polar surface area 28.6
Molecular weight 285.18
XLogP 3.19
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Click here for help
Canonical SMILES COc1ccc(cc1)CN(c1ccccn1)CCN(C)C
Isomeric SMILES COc1ccc(cc1)CN(c1ccccn1)CCN(C)C
InChI InChI=1S/C17H23N3O/c1-19(2)12-13-20(17-6-4-5-11-18-17)14-15-7-9-16(21-3)10-8-15/h4-11H,12-14H2,1-3H3
InChI Key YECBIJXISLIIDS-UHFFFAOYSA-N
No information available.
Summary of Clinical Use Click here for help
Mepyramine suppresses the symptoms of allergic rhinitis. This drug does not have marketing approval in the US or European Union. Other national approval agencies may have granted marketing authorisation. For example, in the UK mepyramine is the active ingredient in a number of over the counter bite and sting relief antihistamine creams. In some countries mepyramine may only be used in veterinary practice.
Mechanism Of Action and Pharmacodynamic Effects Click here for help
Mepyramine is a histamine H1 receptor antagonist that blocks the action of endogenous histamine.
External links Click here for help