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
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Oxybutynin is intended for relieving unpleasant symptoms associated with emptying the
intestine or urinary bladder. A
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Oxybutynin, 4-Diethylaminobut- 2-ynyl2-cyclohexyl-2- hydroxy-2-phenyl-ethanoate, (Oxytrol) wasone of the first agents specifically developed to exploit the effectsthat cholinergic blocking agents have on the bladder. Bycompetitively blocking the muscarinic receptors, it has directspasmolytic effects on bladder smooth muscle. This reductionin smooth muscle tone allows for greater volumes of urine tobe stored in the bladder, which results in less urinary incontinence,urgency, and frequency. Oxybutynin acts as a competitiveantagonist on M1, M2, and M3 receptor subtypes.
Synthesis
Oxybutynin, 4-diethylamino-2-butynylic ester |á-phenylclohexaneglycolic
acid (14.1.35), is synthesized either by a Mannich reaction using propargyl ester of
|á-phenyl-|á-cyclohexaneglycolic acid, paraform and diethylamine, or transesterification of
the methyl ester of |á-phenyl-|á-cyclohexaneglycolic acid using 1-acetoxy-4-diethylamino-
2-butene in the presence of sodium methoxide [26].
