Structure via PubChem · Public domain (PubChem)
bethanechol
Sign in to saveAlso known as Duvoid®, Urecholine®, 2-carbamoyloxypropyl-trimethylazanium, carbamyl-beta-methylcholine, carbamoyl-beta-methylcholine, amidopropyldimethylbetaine, (2-hydroxypropyl)trimethylammonium carbamate, carbamoyl-β-methylcholine
Bethanechol is a parasympathomimetic choline carbamate that selectively stimulates muscarinic receptors without any effect on nicotinic receptors. Unlike acetylcholine, bethanechol is not hydrolyzed by cholinesterase and will therefore have a long duration of action. Bethanechol is sold under the brand names Duvoid (Roberts), Myotonachol (Glenwood), Urecholine (Merck Frosst), and Urocarb (Hamilton). The name bethanechol refers to its structure as the urethane of beta-methylcholine.
Chemical data
- Formula
- C7H17N2O2+
- Molecular weight
- 161.22 g/mol
- IUPAC name
- 2-carbamoyloxypropyl(trimethyl)azanium
- SMILES
- CC(C[N+](C)(C)C)OC(=O)N
- InChIKey
- NZUPCNDJBJXXRF-UHFFFAOYSA-O
- XLogP
- 0
- Polar surface area
- 52.3 Ų
- H-bond donors
- 1
- H-bond acceptors
- 2
- Formal charge
- 1
via PubChem
Research
2,427 papers- Efficacy of bethanechol chloride in the treatment of radiation-induced xerostomia in patients with head and neck cancer: A systematic review and meta-analysis.Radiotherapy and oncology : journal of the European Society for Therapeutic Radiology and Oncology · 2023
- Bethanechol: Is it still being prescribed for bladder dysfunction in women?International journal of clinical practice · 2019
- [Cluttering/tachyphemia].Ryoikibetsu shokogun shirizu · 2003
- Is bethanechol chloride clinically effective in promoting bladder emptying? A literature review.The Journal of urology · 1985
- Bethanechol used to prevent salivary gland dysfunction in patients submitted to radioactive iodine therapy: A double blind, placebo-controlled, randomized study.Journal of stomatology, oral and maxillofacial surgery · 2022
via PubMed
Wikidata facts
- Mass
- 161.129003
Show 4 more facts
- chemical formula
- C₇H₁₇N₂O₂
- canonical SMILES
- CC(C[N+](C)(C)C)OC(=O)N
- defined daily dose
- 45.0
- Commons category
- Bethanechol
via Wikidata · CC0
~2 min read
Article
4 sectionsContents
- Medical uses
- Contraindications
- References
- External links
Bethanechol is a parasympathomimetic choline carbamate that selectively stimulates muscarinic receptors without any effect on nicotinic receptors. Unlike acetylcholine, bethanechol is not hydrolyzed by cholinesterase and will therefore have a long duration of action. Bethanechol is sold under the brand names Duvoid (Roberts), Myotonachol (Glenwood), Urecholine (Merck Frosst), and Urocarb (Hamilton). The name bethanechol refers to its structure as the urethane of beta-methylcholine.
== Medical uses ==