Compound: bethanechol
SMILES: O=C(OC(C[N+](C)(C)C)C)N
InChIKey: NZUPCNDJBJXXRF-UHFFFAOYSA-O
Synonyms: bethanechol, 674-38-4, Amidopropyldimethylbetaine, Carbamyl-beta-methylcholine, Carbamoyl-beta-methylcholine, (2-Hydroxypropyl)trimethylammonium carbamate, Besacholine, 2-carbamoyloxypropyl-trimethylazanium, beta-Methyl carbachol chloride, Bethaine choline chloride, 2-(carbamoyloxy)-N,N,N-trimethylpropan-1-aminium, Uro-Carb, 004F72P8F4, CHEBI:3084, DTXSID5048398, 1-Propanaminium, 2-((aminocarbonyl)oxy)-N,N,N-trimethyl-, Bethanecol, Hermes, Myo, RefChem:54534, PMS Bethanechol Chloride, DTXCID0028371, 1-(trimethylazaniumyl)propan-2-yl carbamate, 2-carbamoyloxypropyl(trimethyl)azanium, 2-carbamoyloxypropyl-trimethyl-azanium, 1-Propanaminium, 2-[(aminocarbonyl)oxy]-N,N,N-trimethyl-, (S)-, NCGC00163217-01, BRN 1773706, 2-carbamoyloxypropyl(trimethyl)ammonium;chloride, 2-carbamoyloxypropyl(trimethyl)azanium;chloride, 2-((Aminocarbonyl)oxy)-N,N,N-trimethyl-1-propanaminium, Ammonium, (2-hydroxypropyl)trimethyl-, carbamate (ester), UNII-004F72P8F4, 111244-96-3, Carbamyl--methylcholine, Spectrum_000084, Prestwick0_001073, Prestwick1_001073, Prestwick2_001073, Prestwick3_001073, Spectrum2_000132, Spectrum3_000311, Spectrum4_000255, Spectrum5_000892, BETHANECHOL [VANDF], CHEMBL1482, Lopac0_000304, SCHEMBL37096, BETHANECHOL [WHO-DD], BSPBio_001086, BSPBio_001902, GTPL297, KBioGR_000690, KBioSS_000504, cid_11548, DivK1c_000179, SPBio_000204, SPBio_002993, BPBio1_001196, BDBM39342, KBio1_000179, KBio2_000504, KBio2_003072, KBio2_005640, KBio3_001402, NINDS_000179, HMS2089I08, HY-B0406, AKOS025310166, CCG-204399, CS-4994, DB01019, IDI1_000179, NCGC00015245-03, NCGC00015245-04, NCGC00015245-06, NCGC00015245-07, NCGC00015245-08, NCGC00015245-18, NCGC00089770-02, DA-71442, SBI-0050292.P004, 5215B, AB00053794, NS00007014, C06850, AB00053794-14, AB00053794-15, AB00053794_16, AB00053794_17, 2-aminocarbonyloxypropyl(trimethyl)azanium;chloride, Q419059, BRD-A99833829-003-25-5, BRD-A99833829-003-26-3, BRD-A99833829-003-27-1
Theoretical properties:
molecular_formula: C7H17N2O2+
molecular_weight: 161.22 g/mol
exact_mass: 161.129002789 g/mol
formal_charge: 1
hydrogen_bond_donor_count: 1
hydrogen_bond_acceptor_count: 2
rotatable_bond_count: 4
heavy_atom_count: 11
topological_polar_surface_area: 52.3 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
melting_point: 217 - 221 °C (chloride salt)
solubility: 3.11e-01 g/L
Descriptions:
pubchem: Bethanechol is the carbamic acid ester of 2-methylcholine. A slowly hydrolysed muscarinic agonist with no nicotinic effects, it is used as its chloride salt to increase smooth muscle tone, as in the gastrointestinal tract following abdominal surgery, treatment of gastro-oesophageal reflux disease, and as an alternative to catheterisation in the treatment of non-obstructive urinary retention. It has a role as a muscarinic agonist. It is a carbamate ester and a quaternary ammonium ion.
chebi: The carbamic acid ester of 2-methylcholine. A slowly hydrolysed muscarinic agonist with no nicotinic effects, it is used as its chloride salt to increase smooth muscle tone, as in the gastrointestinal tract following abdominal surgery, treatment of gastro-oesophageal reflux disease, and as an alternative to catheterisation in the treatment of non-obstructive urinary retention.
chembl: BETHANECHOL is a small molecule listed in the ChEMBL database and has reached clinical trial phase 4.0.
wikipedia: 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.