Compound: dicyclomine
SMILES: O=C(OCCN(CC)CC)C1(C2CCCCC2)CCCCC1
InChIKey: CURUTKGFNZGFSE-UHFFFAOYSA-N
Synonyms: dicyclomine, Dicycloverine, Dicycloverin, 77-19-0, Diocyl, Dicicloverina, Dicycloverinum, Dicymine, 2-(diethylamino)ethyl 1-cyclohexylcyclohexane-1-carboxylate, 4KV4X8IF6V, (Bicyclohexyl)-1-carboxylic acid, 2-(diethylamino)ethyl ester, DTXSID1022926, [1,1'-Bicyclohexyl]-1-carboxylic acid, 2-(diethylamino)ethyl ester, 2-(diethylamino)ethyl 1-cyclohexylcyclohexanecarboxylate, (1,1'-Bicyclohexyl)-1-carboxylic acid, 2-(diethylamino)ethyl ester, 2-diethylaminoethyl 1-cyclohexylcyclohexane-1-carboxylate, Bicyclohexyl-1-carboxylic acid 2-diethylamino-ethyl ester, CHEBI:4514, DTXCID002926, [Bicyclohexyl]-1-carboxylic acid, 2-(diethylamino)ethyl ester, Di Cyclonex, Di Spaz, OR Tyl, RefChem:56746, A03AA07, 201-009-4, Di-syntramine, Bentylol, Bentyl, Procyclomin, Bentomine, Mamiesan, Sawamin, Atumin, Dyspas, Oxityl-P, Kolantyl, Diocyl hydrochloride, Wyovin hydrochloride, Dicycloverine (INN), CHEMBL1123, 2-(diethylamino)ethyl 1,1'-bi(cyclohexyl)-1-carboxylate, 2-(Diethylamino)ethyl [1,1'-bi(cyclohexane)]-1-carboxylate, NCGC00015368-06, Diethylaminocarbethoxybicyclohexyl hydrochloride, Dicycloverinum [INN-Latin], Dicicloverina [INN-Spanish], DICYCLOVERINE [INN], Bentyl hydrochloride, Bentylol; Dicyclomine; Dicycloverin; Dicycloverine, Bentylol hydrochloride, [Bicyclohexyl]-1-carboxylic acid 2-(diethylamino)ethyl ester, Dicycloverine [INN:BAN], CAS-77-19-0, Dicymine (TN), 104959-55-9, Dicyclomine [INN], HSDB 3058, EINECS 201-009-4, UNII-4KV4X8IF6V, Bicyclohexyl-1-carbonsaeure-2'diethylaminoethylester, Byclomine, Bis(cyclohexyl)carboxylic acid diethylaminoethyl ester hydrochloride, Spectrum_000934, DICYCLOMINE [MI], Prestwick0_000048, Prestwick1_000048, Prestwick2_000048, Prestwick3_000048, Spectrum2_000590, Spectrum3_000388, Spectrum4_000509, Spectrum5_000873, Lopac-D-7909, DICYCLOMINE [HSDB], DICYCLOMINE [VANDF], SCHEMBL3317, Lopac0_000432, BSPBio_000175, BSPBio_002175, GTPL355, KBioGR_001057, KBioSS_001414, DivK1c_000162, SPBio_000440, SPBio_002096, DICYCLOVERINE [WHO-DD], BPBio1_000193, orb1689278, CURUTKGFNZGFSE-UHFFFAOYSA-, HY-B1339A, KBio1_000162, KBio2_001414, KBio2_003982, KBio2_006550, KBio3_001395, NINDS_000162, HMS3604H12, Tox21_113571, BDBM50010101, EBC-26731, STL356799, [Bicyclohexyl]-1-carboxylic acid, 2-(diethylamino)ethyl ester hydrochloride, AKOS022107181, Tox21_113571_1, CCG-204524, DB00804, SDCCGSBI-0050417.P005, CAS-67-92-5, IDI1_000162, NCGC00015368-01, NCGC00015368-02, NCGC00015368-03, NCGC00015368-04, NCGC00015368-05, NCGC00015368-07, NCGC00015368-08, NCGC00015368-11, NCGC00015368-17, NCGC00016300-01, NCGC00024386-03, NCGC00024386-04, DA-52515, FB139040, SBI-0050417.P004, AB00053456, CS-0013567, NS00005175, ST45026134, WLN: L6TJ A- AL6TJ AVO2N2&2 &GH, (Bicyclohexyl)-1-carboxylic acid, hydrochloride, C06951, D07820, [1, 2-(diethylamino)ethyl ester, hydrochloride, AB00053456_14, AB00053456_15, EN300-6474671, L000680, Q2662662, 2-diethylaminoethyl 1-cyclohexylcyclohexanecarboxylate, BRD-K68507560-003-05-5, BRD-K68507560-003-15-4, BRD-K68507560-003-24-6, BRD-K68507560-003-25-3, 2-(DIETHYLAMINO)ETHYL (BICYCLOHEXYL)-1-CARBOXYLATE, .beta.-Diethylaminoethyl-1-cyclohexylhexahydrobenzoate hydrochloride, .beta.-Diethylaminoethyl 1-cyclohexylcyclohexanecarboxylate hydrochloride, InChI=1/C19H35NO2/c1-3-20(4-2)15-16-22-18(21)19(13-9-6-10-14-19)17-11-7-5-8-12-17/h17H,3-16H2,1-2H3
Theoretical properties:
molecular_formula: C19H35NO2
molecular_weight: 309.5 g/mol
exact_mass: 309.266779359 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 0
hydrogen_bond_acceptor_count: 3
rotatable_bond_count: 8
heavy_atom_count: 22
topological_polar_surface_area: 29.5 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
melting_point: 165-166
solubility: SOL IN WATER ABOUT 25% /HYDROCHLORIDE/
Descriptions:
pubchem: Dicyclomine is the ester resulting from the formal condensation of 1-cyclohexylcyclohexanecarboxylic acid with 2-(diethylamino)ethanol. An anticholinergic, it is used as the hydrochloride to treat or prevent spasm in the muscles of the gastrointestinal tract, particularly that associated with irritable bowel syndrome. It has a role as a muscarinic antagonist, a parasympatholytic and an antispasmodic drug. It is a tertiary amine and a carboxylic ester. It is functionally related to a 2-diethylaminoethanol and a 1,1'-bi(cyclohexyl)-1-carboxylic acid.
chebi: The ester resulting from the formal condensation of 1-cyclohexylcyclohexanecarboxylic acid with 2-(diethylamino)ethanol. An anticholinergic, it is used as the hydrochloride to treat or prevent spasm in the muscles of the gastrointestinal tract, particularly that associated with irritable bowel syndrome.
chembl: DICYCLOMINE is a small molecule listed in the ChEMBL database and has reached clinical trial phase 4.0.
wikipedia: Dicycloverine, also known as dicyclomine, sold under the brand name Bentyl among others, is a medication that is used to treat spasms of the intestines such as those that occur in irritable bowel syndrome (IBS). It is taken by mouth or by injection into a muscle. While it has been used in baby colic and enterocolitis, evidence does not support these uses.
Common side effects include dry mouth, blurred vision, weakness, sleepiness, and lightheadedness. Serious side effects may include psychosis and breathing problems in babies. Use in pregnancy appears to be safe while use during breastfeeding is not recommended. How it works is not entirely clear.
Dicycloverine was approved for medical use in the United States in 1950. It is available as a generic medication. In 2023, it was the 192nd most commonly prescribed medication in the United States, with more than 2 million prescriptions.