Oxybutynin Hydrochloride
Basic information
- CAS
1508-65-2- Standard SMILES
CCN(CC)CC#CCOC(=O)C(O)(c1ccccc1)C1CCCCC1.Cl- InChIKey
SWIJYDAEGSIQPZ-UHFFFAOYSA-N- Molecular formula
- C22H32ClNO3
- Average molar mass
- 393.9 g/mol
- Monoisotopic mass
- 393.2070716
Overview
Oxybutynin Chloride is the chloride salt form of oxybutynin, a tertiary amine and anticholinergic agent with antispasmodic activity. Oxybutynin chloride exerts its antimuscarinic effect on bladder smooth muscle by blocking muscarinic receptors in smooth muscle, thereby inhibiting acetylcholine binding. This results in a relaxation of bladder smooth muscle, a reduction of involuntary muscle contractions and delays the initial desire to void.
Names & identifiers
- Preferred name
- Oxybutynin Hydrochloride
- IUPAC
- 4-(diethylamino)but-2-ynyl 2-cyclohexyl-2-hydroxy-2-phenylacetate;hydrochloride
- English name
- Oxybutynin hydrochloride
- Molecular formula
- C22H32ClNO3
- Molecular weight
- 393.95
Names & synonyms
Oxybutynin chlorideOxybutynin hydrochloride1508-65-2TropaxDitropan XlMJ 4309-1DTXSID3045356L9F3D9RENQNSC-759108MJ-4309-1DTXCID10253564-Diethylamino-2-butynyl phenyl(cyclohexyl)glycolate hydrochloride
Show more names
CystrinDridaseInobasemj4309-1ditropanMJ 50-58Pollakisu
CHEBI:7857RefChem:58312Oxybutynin Chloride Extended Release4-(diethylamino)-2-butynyl ()-,alpha-phenylcyclohexaneglycolate Hydrochloride216-139-7Oxybutynin HClOxybutynin (chloride)Oxybutyninhydrochloride
Database identifiers
- CAS
1508-65-2- PubChem CID
- 91505
- DTXSID
DTXSID3045356- ChEMBL
CHEMBL1133- UNII
- L9F3D9RENQ
- EC Number
- 216-139-7
Properties
Computed structural properties
- Topological polar surface area
- 49.8 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 4
- Rotatable bonds
- 8
- Heavy atoms
- 27
- Formal charge
- 0
- Complexity
- 490
Experimental & physicochemical properties
Human Drugs
FDA approved drugs -> Active ingredient
FDA approved drugs -> Active ingredient
Collision Cross Section186.1 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
Physicochemical properties
- Melting point
- 122 · 122-124°C
- storage temp.
- room temp
- solubility
- 2 O: · H2O: soluble50mg/mL
- form
- powder
- color
- white
- Water Solubility
- 2 O: · H2O: 50mg/mL
- InChI
- 1S/C22H31NO3.ClH/c1-3-23(4-2)17-11-12-18-26-21(24)22(25,19-13-7-5-8-14-19)20-15-9-6-10-16-20;/h5,7-8,13-14,20,25H,3-4,6,9-10,15-18H2,1-2H3;1H
- InChIKey
- SWIJYDAEGSIQPZ-UHFFFAOYSA-N
- SMILES
- Cl.CCN(CC)CC#CCOC(=O)C(O)(C1CCCCC1)c2ccccc2
- CAS DataBase Reference
- 1508 · 1508-65-2(CAS DataBase Reference)
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Warning
H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
P261, P264, P264+P265, P270, P271, P272, P273, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P333+P317, P337+P317, P362+P364, P391, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 55 reports by companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Other Safety InformationIMAP assessments - Benzeneacetic acid, .alpha.-cyclohexyl-.alpha.-hydroxy-, 4-(diethylamino)-2-butynyl ester, hydrochloride: Environment tier I assessment
Hazard Classes and CategoriesAcute Tox. 4 (100%)
Toxicology
Drug Induced Liver Injury
Drug Induced Liver Injury Rank (DILIrank 2.0)
Oxybutynin chloride
vLess-DILI-concern
0
No match
DOI:10.1016/j.drudis.2016.02.015
Safety data
- PPE
- dust mask type N95 (US), Eyeshields, Faceshields, Gloves
- wgk
- 3
- rtecs
- GV2800000
- hs_code
- 29221990
- Toxicity
- LD50 orally in rats: 1220 mg/kg (Goldenthal)
- risk_code
- 22
Chemistry & industry
Pharmacology
FDA Pharmacological Classification
OXYBUTYNIN CHLORIDE
Cholinergic Muscarinic Antagonists [MoA]; Cholinergic Muscarinic Antagonist [EPC]
MeSH Pharmacological Classification
Agents that inhibit the actions of the parasympathetic nervous system. The major group of drugs used therapeutically for this purpose is the MUSCARINIC ANTAGONISTS.
Drugs that bind to but do not activate MUSCARINIC RECEPTORS, thereby blocking the actions of endogenous ACETYLCHOLINE or exogenous agonists. Muscarinic antagonists have widespread effects including actions on the iris and ciliary muscle of the eye, the heart and blood vessels, secretions of the respiratory tract, GI system, and salivary glands, GI motility, urinary bladder tone, and the central nervous system.
Drugs used in the treatment of urological conditions and diseases such as URINARY INCONTINENCE and URINARY TRACT INFECTIONS.
Applications
UsesAn inhibitor of proliferation and supresses gene expression in bladder smooth muscle cells
Usesanticholinergic
UsesAn antagonist of M1, M2, & M3 muscarinic acetylcholine receptors
Upstream & downstream products
Upstream raw materials
Related reactions
13 records
Compound notes
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