Bethanechol
Cholinergic Muscarinic Agonist — NERVOUS SYSTEM
Also known as: bethanechol chloride, carbamoyl-beta-methylcholine, carbamyl-beta-methylcholine, liberan
Data last refreshed: (DrugCentral release 2024-11-01)
Key facts
Bethanechol is an ofp drug in the Cholinergic Muscarinic Agonist class catalogued in DrugCentral. It was first approved by the FDA in 1948. Its mechanism of action is classified as Cholinergic Muscarinic Agonists. DrugCentral lists 6 molecular targets, including GPM2, GPM3 and CHRM3. Recorded indications include Retention of urine.
- Approval status: ofp (first approved 1948 by the FDA).
- Drug class: Cholinergic Muscarinic Agonist.
- Mechanism of action: Cholinergic Muscarinic Agonists.
- Molecular targets: GPM2, GPM3, CHRM3 and CHRM1 (6 listed in DrugCentral).
- Indications: Retention of urine.
- ATC code: N07AB02 (Choline esters).
- Molecular formula: C7H17N2O2; molecular weight 161.22 g/mol.
Indications & contraindications
Drug–disease relationships curated by DrugCentral (OMOP / SNOMED concepts).
Indications (1)
- Retention of urine
Contraindications (23)
- Abnormal vasomotor function
- Anastomosis of intestine
- Asthma
- Atrioventricular block
- Bladder outflow obstruction
- Bladder Surgery
- Bradycardia
- Disorder of coronary artery
- Epilepsy
- Gastrointestinal obstruction
- Hypertensive disorder
- Hyperthyroidism
- Increased gastric tonus
- Inflammatory bowel disease
- Irritable bowel syndrome
- Low blood pressure
- Operation on gastrointestinal tract
- Orthostatic hypotension
- Parkinson's disease
- Parkinsonism
- Peptic ulcer
- Peritonitis
- Urinary tract obstruction
Mechanism & targets
| Mechanism of action (MoA) | Cholinergic Muscarinic Agonists |
|---|---|
| Established pharmacologic class | Cholinergic Muscarinic Agonist |
Molecular targets (6)
| Target | Gene | Action | Activity |
|---|---|---|---|
| Muscarinic receptor 2 | GPM2 | unknown | EC50 6.00 |
| Muscarinic acetylcholine receptor | GPM3 | unknown | Kd 4.90 |
| Muscarinic acetylcholine receptor M3 | CHRM3 | agonist | Ki 4.20 |
| Muscarinic acetylcholine receptor M1 | CHRM1 | agonist | Ki 4.00 |
| Muscarinic acetylcholine receptor M2 | CHRM2 | agonist | Ki 4.00 |
| Muscarinic acetylcholine receptor M4 | CHRM4 | agonist | Ki 4.00 |
Regulatory approvals (1)
| Date | Agency | Marketed as | Applicant | Orphan |
|---|---|---|---|---|
| 1948-10-12 | FDA | — | — |
ATC classification
| ATC code | Therapeutic hierarchy |
|---|---|
N07AB02 | NERVOUS SYSTEM › OTHER NERVOUS SYSTEM DRUGS › PARASYMPATHOMIMETICS › Choline esters |
Reported adverse-event signals
Strongest FDA FAERS disproportionality signals (log-likelihood ratio). A signal is a statistical association in spontaneous reports, not proof that the drug causes the event.
| MedDRA term | LLR |
|---|---|
| Potentiating drug interaction | 64.5 |
| Oesophageal rupture | 62.3 |
| Urinary tract infection | 55.8 |
| Peritonitis | 28.3 |
| Urinary retention | 28.0 |
| Infective pulmonary exacerbation of cystic fibrosis | 28.0 |
| Pancreatic failure | 27.1 |
| Gastrointestinal motility disorder | 22.8 |
Chemical structure
Full physicochemical, ADMET and 3D-structure analysis of Bethanechol is on its molecule page.
| Molecular formula | C7H17N2O2 |
|---|---|
| Molecular weight | 161.22 g/mol |
| CAS number | 674-38-4 |
| InChIKey | NZUPCNDJBJXXRF-UHFFFAOYSA-O |
| PubChem CID | 2370 |
Frequently asked questions
Answers are generated from the structured data on this page, not written by hand.
What is Bethanechol used for?
DrugCentral lists the following indications for Bethanechol: Retention of urine.
How does Bethanechol work?
Bethanechol is classified as Cholinergic Muscarinic Agonists; its molecular targets in DrugCentral include GPM2, GPM3, CHRM3 (agonist) and CHRM1 (agonist).
When was Bethanechol first approved?
Bethanechol was first approved by the FDA in 1948.
What drug class does Bethanechol belong to?
Bethanechol is in the Cholinergic Muscarinic Agonist class.
What is the chemical formula of Bethanechol?
Bethanechol has the molecular formula C7H17N2O2 and a molecular weight of 161.22 g/mol.
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Sources
- DrugCentral drug card 358 — structure, indications, targets, approvals, pharmacologic classes (CC BY-SA 4.0)
- ChEMBL CHEMBL1482 — compound record and bioactivity
- PubChem CID 2370 — chemical identifiers
- DrugBank DB01019 — drug record
- FDA UNII 004F72P8F4 — substance identity
- DailyMed: FDA labels for Bethanechol — current prescribing information (label search)
- UniProt P20309 (CHRM3) — target protein
- UniProt P11229 (CHRM1) — target protein
- UniProt P08172 (CHRM2) — target protein
- UniProt P08173 (CHRM4) — target protein
- FDA Adverse Event Reporting System (openFDA FAERS) — adverse-event signals, as aggregated by DrugCentral
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