bethanechol   Click here for help

GtoPdb Ligand ID: 297

Synonyms: Duvoid® | Urecholine®
Approved drug
bethanechol is an approved drug (FDA (no history prior to 1948))
Compound class: Synthetic organic
Comment: Bethanechol is structurally and pharmacologically related to acetylcholine.
Marketed formulations may contain bethanechol chloride (PubChem CID 11548).
Click here for help
IUPHAR Pharmacology Education Project (PEP) logo

View more information in the IUPHAR Pharmacology Education Project: bethanechol

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 1
Rotatable bonds 4
Topological polar surface area 52.32
Molecular weight 161.13
XLogP -0.52
No. Lipinski's rules broken 0
Click here for help
Canonical SMILES CC(C[N+](C)(C)C)OC(=O)N
Isomeric SMILES CC(C[N+](C)(C)C)OC(=O)N
InChI InChI=1S/C7H16N2O2/c1-6(11-7(8)10)5-9(2,3)4/h6H,5H2,1-4H3,(H-,8,10)/p+1
No information available.
Summary of Clinical Use Click here for help
Bethanechol increases smooth muscle tone, and can be used following abdominal surgery to promote GI tract motility or to promote bladder function in patients with non-bostrictive urinary retention.
Mechanism Of Action and Pharmacodynamic Effects Click here for help
The predominantly muscarinic actions of bethanechol directly stimulate cholinergic receptors in the parasympathetic nervous system.