Compound: oxybutynin
SMILES: O=C(OCC#CCN(CC)CC)C(O)(c1ccccc1)C2CCCCC2
InChIKey: XIQVNETUBQGFHX-UHFFFAOYSA-N
Synonyms: oxybutynin, 5633-20-5, Oxytrol, Oxybutynine, kentera, Oxibutinina, Oxybutyninum, Anturol, Cystrin, Lyrinel XL, Oxytrol for Women, 4-Diethylamino-2-butinyl alpha-cyclohexylmandelat, 4-Diethylamino-2-butynyl alpha-phenylcyclohexaneglycolate, K9P6MC7092, Cyclohexaneglycolic acid, alpha-phenyl-, 4-(diethylamino)-2-butynyl ester, Benzeneacetic acid, alpha-cyclohexyl-alpha-hydroxy-, 4-(diethylamino)-2-butynyl ester, CHEBI:7856, DTXSID0023406, Dridase, 4-diethylaminobut-2-ynyl 2-cyclohexyl-2-hydroxy-2-phenylacetate, Promictuline, Urimin, Contimin 5, Contimin 2.5, RefChem:58311, GELNIQUE 3%, DTXCID503406, 4-(diethylamino)-2-butynyl-alpha-phenylcyclohexaneglycolate, G04BD04, 4-(diethylamino)-2-butynyl-alpha-cyclohexyl-alpha-hydroxybenzeneacetate, Ditropan, Oxibutyninum, Oxybutinin, Oxybutynine [INN-French], Oxybutyninum [INN-Latin], Oxibutinina [INN-Spanish], 4-(diethylamino)but-2-yn-1-yl 2-cyclohexyl-2-hydroxy-2-phenylacetate, Oxybutynin (Ditropan), 4-(diethylamino)but-2-ynyl 2-cyclohexyl-2-hydroxy-2-phenylacetate, CHEMBL1231, 4-(Diethylamino)-2-butynyl alpha-phenylcyclohexaneglycolic acid ester, Benzeneacetic acid, a-cyclohexyl-a-hydroxy-,4-(diethylamino)-2-butynyl ester, MFCD00865252, s1754, Oxybutynin Base, 4-(diethylamino)but-2-yn-1-yl cyclohexyl(hydroxy)(phenyl)acetate, 4-(diethylamino)but-2-yn-1-yl cyclohexyl(hydroxy)phenylacetate, transdermal patch, (R)-4-(Diethylamino)but-2-yn-1-yl 2-cyclohexyl-2-hydroxy-2-phenylacetate, Oxybutynin [USAN:INN:BAN], CCRIS 1923, Oxybutynin transdermal, oxybutynin topical gel, HSDB 3270, Oxybutynin transdermal patch, Oxybutinyn, UNII-K9P6MC7092, (RS)-oxybutynin, 5633-20-5 (free), Anturol (TN), Oxytrol (TN), Oxybutynin (Standard), OXYBUTYNIN [MI], OXYBUTYNIN [INN], Oxybutynin (USAN/INN), Prestwick0_000287, Prestwick1_000287, Prestwick2_000287, Prestwick3_000287, OXYBUTYNIN [HSDB], OXYBUTYNIN [USAN], OXYBUTYNIN [VANDF], OXYBUTYNIN [MART.], SCHEMBL2992, OXYBUTYNIN [WHO-DD], Lopac0_000923, BSPBio_000194, GTPL359, MLS006010052, OXYBUTYNIN [EMA EPAR], SPBio_002413, BPBio1_000214, orb1309936, OXYBUTYNIN [ORANGE BOOK], HY-B0267R, OXYBUTYNIN, Oxybutynin chloride, CHEBI:144551, HMS3884K08, HMS5079P22, HY-B0267, MSK15451, 4-(diethylamino)but-2-ynyl 2-cyclohexyl-2-hydroxy-2-phenyl-acetate, AB7701, BDBM50165019, EBC-11118, T1049L, AKOS015896242, Cyclohexaneglycolic acid, .alpha.-phenyl-, 4-(diethylamino)-2-butynyl ester, AC-2153, CCG-205005, DB01062, KS-5221, SDCCGSBI-0050898.P003, alpha-cyclohexyl-alpha-hydroxybenzeneacetic acid 4-(diethylamino)-2-butynyl ester, MRF-0000601, NCGC00015767-03, NCGC00015767-04, NCGC00015767-06, NCGC00015767-07, NCGC00015767-09, NCGC00015767-10, NCGC00015767-21, NCGC00089795-02, FO147213, SMR001550466, SBI-0050898.P002, NS00010348, SW196787-3, C07360, D00465, EN300-6478839, L000923, Q1060922, BRD-A65013509-001-02-4, BRD-A65013509-003-03-8, BRD-A65013509-003-13-7, BRD-A65013509-003-23-6, BRD-A65013509-003-24-4, Z2588038990, 4-(Diethylamino)-2-butynyl .alpha.-phenylcyclohexaneglycolate, 4-(Diethylamino)-2-butynyl cyclohexyl(hydroxy)phenylacetate #, rac-4-(diethylamino)but-2-yn-1-yl cyclohexyl(hydroxy)phenylacetate, Benzeneacetic acid, alpha-cyclohexyl-alpha-hydroxy-, 4-(diethylamino)-2-butyn-1-yl ester, 119579-36-1
Theoretical properties:
molecular_formula: C22H31NO3
molecular_weight: 357.5 g/mol
exact_mass: 357.23039385 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 1
hydrogen_bond_acceptor_count: 4
rotatable_bond_count: 8
heavy_atom_count: 26
topological_polar_surface_area: 49.8 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
melting_point: 122-124
Descriptions:
{"pubchem": "Oxybutynin is a racemate comprising equimolar amounts of (R)-oxybutynin and esoxybutynin. An antispasmodic used for the treatment of overactive bladder. It has a role as a local anaesthetic, a calcium channel blocker, a muscarinic antagonist, a parasympatholytic, a muscle relaxant and an antispasmodic drug. It is a tertiary amino compound and a racemate. It contains a (R)-oxybutynin and an esoxybutynin.", "chebi": "A carboxylic ester resulting from the formal condensation of the carboxy group of cyclohexyl(hydroxy)phenylacetic acid with the hydroxy group of 4-(diethylamino)but-2-yn-1-ol.", "chembl": "OXYBUTYNIN is a small molecule listed in the ChEMBL database and has reached clinical trial phase 4.0.", "wikipedia": "Oxybutynin, sold under the brand name Ditropan among others, is an anticholinergic medication primarily used to treat overactive bladder. It is widely considered a first-line therapy for overactive bladder due to its well-studied side effect profile, broad applicability, and continued efficacy over long periods of time. It works similar to tolterodine, darifenacin, and solifenacin, although it is usually preferred over these medications. It is commonly prescribed after some types of bladder surgery to reduce bladder spasms and catheter-associated discomfort. It is sometimes used off-label for treatment of hyperhidrosis, or excessive sweating. It has also been used off-label to treat bedwetting in children, but this use has declined, as it is most likely ineffective in this role. It is taken by mouth or applied to the skin.\nCommon side effects include dry mouth, constipation, dizziness, trouble sleeping, and urinary tract infections. Serious side effects may include urinary retention and an increased risk of heat stroke. Use in pregnancy appears safe but has not been well studied while use in breastfeeding is of unclear safety. It is an antimuscarinic and works by blocking the effects of acetylcholine on smooth muscle.\nOxybutynin was approved for medical use in the US in 1975. It is available as a generic medication. In 2023, it was the 114th most commonly prescribed medication in the United States, with more than 5 million prescriptions."}