Oxybutynin

Base Information

• Chemical Name: Oxybutynin
• CAS No.: 5633-20-5
• Molecular Formula: C₂₂H₃₁NO₃
• Molecular Weight: 357.493
• Hs Code.: 2922509090
• European Community (EC) Number: 630-332-7
• UNII: K9P6MC7092
• DSSTox Substance ID: DTXSID0023406
• Nikkaji Number: J8.038A
• Wikipedia: Oxybutynin
• Wikidata: Q1060922
• NCI Thesaurus Code: C47647
• RXCUI: 32675
• Pharos Ligand ID: C5THXP9M3HZH
• Metabolomics Workbench ID: 145785
• ChEMBL ID: CHEMBL1231
• Mol file: 5633-20-5.mol

Synonyms:4-(diethylamino)-2-butynyl-alpha-cyclohexyl-alpha-hydroxybenzeneacetate;4-(diethylamino)-2-butynyl-alpha-phenylcyclohexaneglycolate;Apo-Oxybutynin;Contimin;Cystonorm;Cystrin;Ditropan;Dresplan;Dridase;Driptane;gelnique;Gen-Oxybutynin;Novo-Oxybutynin;Nu-Oxybutyn;Oxyb AbZ;Oxybugamma;Oxybutin Holsten;Oxybuton;oxybutynin;Oxybutynin AL;Oxybutynin AZU;oxybutynin chloride;Oxybutynin Heumann;Oxybutynin Hexal;oxybutynin hydrochloride;Oxybutynin Stada;oxybutynin von ct;Oxybutynin-Puren;Oxybutynin-ratiopharm;Oxymedin;Oxytrol;PMS-Oxybutynin;Pollakisu;Renamel;Ryol;Spasmex Oxybutynin;Spasyt;Tavor;Zatur

Chemical Property of Oxybutynin

Chemical Property:

• Appearance/Colour: white to off-white crystalline powder
• Melting Point: 125-130 C
• Boiling Point: 494.4 °C at 760 mmHg
• PKA: 8.04(at 25℃)
• Flash Point: 252.8 °C
• PSA: 49.77000
• Density: 1.097 g/cm³
• LogP: 3.34290
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: 4.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 8
• Exact Mass: 357.23039385
• Heavy Atom Count: 26
• Complexity: 490

Purity/Quality:

98%,99%, ^*data from raw suppliers

Oxybutynin-d5HCl ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Drug Classes: Anticholinergic Agents
• Canonical SMILES: CCN(CC)CC#CCOC(=O)C(C1CCCCC1)(C2=CC=CC=C2)O
• Recent ClinicalTrials: Atherosclerosis, Immune Mediated Inflammation and Hypoestrogenemia in Young Women
• Recent EU Clinical Trials: Crossover, Double-blind, Phase 2 Study of a Fixed Dose Combination of Reboxetine\\Oxybutynin (AD128) Versus Placebo in Obstructive Sleep Apnea (RebOx)
• Recent NIPH Clinical Trials: Effect of combination treatment of atomoxetine and oxybutynin
• Uses: Oxybutynin(Ditropan) is an anticholinergic medication used to relieve urinary and bladder difficulties, including frequent urination and inability to control urination (urge incontinence), by decreasing muscle spasms of the bladder.Oxybutynin contains one Oxybutynin can be used as a pharmaceutical formulation for inhibitin body malodour.
• Therapeutic Function: Spasmolytic

Technology Process of Oxybutynin

There total 4 articles about Oxybutynin which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 95.0%

Oxybutynin chloride (1508-65-2,1207344-05-5) → oxybutynin (5633-20-5,119579-36-1,119618-21-2,119618-22-3,1508-65-2)

Guidance literature:

With sodium hydroxide; In water; at 30 ℃; for 4h;

Reference yield:

4-diethylamino-2-butyn-1-ol (10575-25-4) + cyclohexylmandelic acid (4335-77-7,20585-34-6,20585-39-1,50896-04-3) → oxybutynin (5633-20-5,119579-36-1,119618-21-2,119618-22-3,1508-65-2)

Guidance literature:

4-diethylamino-2-butyn-1-ol; cyclohexylmandelic acid; With 4-methyl-morpholine; benzotriazol-1-ol; In dichloromethane; at 0 ℃; for 1h;

With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 0 - 20 ℃; for 16h;

Reference yield:

acetic acid-(4-diethylamino-but-2-ynyl ester) (22396-77-6) + methyl 2-cyclohexyl-2-hydroxy-2-phenylacetate (10399-13-0) → oxybutynin (5633-20-5,119579-36-1,119618-21-2,119618-22-3,1508-65-2)

Guidance literature:

With sodium methylate; In n-heptane; at 65 - 100 ℃; Inert atmosphere;

upstream raw materials:

4-diethylamino-2-butyn-1-ol

cyclohexylmandelic acid

acetic acid-(4-diethylamino-but-2-ynyl ester)

methyl 2-cyclohexyl-2-hydroxy-2-phenylacetate

Downstream raw materials:

4-(diethylmethylaminium)-2-butynyl alpha phenyl cyclohexane glycolate iodide

Oxybutynin chloride

4-(ethylamino)-2-butynyl α-cyclohexyl-α-hydroxybenzeneacetate

4-diethylamino-2-butyn-1-ol

Refernces

• 1、 -. "SUBSTITUTED PHENYLCYCLOHEXYLGLYCOLATES". Page/Page column 53-54. . Retrieved 2009/10/06.
• 2、 -. "BIOSYNCHRONOUS TRANSDERMAL DRUG DELIVERY". . . Retrieved 2008/06/13.