5633-20-5CCN(CC)CC#CCOC(=O)C(O)(c1ccccc1)C1CCCCC1XIQVNETUBQGFHX-UHFFFAOYSA-NOxybutynin 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.
5633-20-5DTXSID0023406CHEMBL1231CHEBI:78564.3
4.68
Breast Feeding; Lactation; Muscarinic Antagonists; Parasympatholytics
FDA approved drugs -> Active ingredient
EMA approved medicines: Human medicine
FDA approved drugs -> Active ingredient
122-124
CRYSTALS; MP: 129-130 °C /CHLORIDE/
129 - 130 °C
안전 정보는 참고용이며, 공급업체의 물질안전보건자료(SDS), 관련 법규 및 전문가 평가를 대체하지 않습니다.
Warning
H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
P261, P264, P264+P265, P270, P271, P273, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P317, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 2 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
In multiple, large clinical trials of oxybutynin therapy for overactive bladder syndrome, serum enzyme elevations were rare and no more frequent than with placebo, and there were no episodes of clinically apparent liver injury. Since its approval and widespread use for more than four decades, there has been only a single published case of suspected liver injury attributed to oxybutynin – a report of transient serum enzyme elevations without jaundice or apparent symptoms in a patient with a severe ischemic stroke arising within weeks of starting oxybutynin. Thus, clinically apparent liver injury from oxybutynin is very rare if it occurs at all.
The immediate-release form of oxybutynin can cause various adverse effects in patients, including dry mouth (71.4%), dizziness (16.6%), constipation (15.1%), somnolence (14.0%), and nausea (11.6%). Some of the less common adverse effects of immediate-release oxybutynin include blurred vision (9.6%), urinary hesitation (8.5%), urinary retention (6.0%), and dyspepsia (6.0%). Notably, a dry mouth is considered a dose-related adverse effect of oxybutynin. Oxybutynin hydrochloride has a more favorable profile than other antimuscarinic drugs regarding adverse effects on heart rate increase.
G04BD04
G - Genito urinary system and sex hormones
QG - Genito urinary system and sex hormones
Oxybutynin exerts antispasmodic actions on the bladder, relieving the uncomfortable symptoms of overactive bladder, including urinary urgency and frequency. These actions occur through the inhibition of muscarinic receptors. **A note on angioedema and anticholinergic effects** Symptoms of angioedema may occur with oxybutynin therapy. If angioedema is suspected, discontinue oxybutynin immediately and provide appropriate medical treatment. In addition, anticholinergic effects may occur with the administration of this drug. Some symptoms may include hallucinations, confusion, agitation, and drowsiness. It is advisable to avoid operating heavy machinery before the response to oxybutynin has been monitored. Dose adjustments may be required.
Oxybutynin acts to relax the bladder by inhibiting the muscarinic action of acetylcholine on smooth muscle, and not skeletal muscle. The active of oxybutynin is metabolite is N-desethyloxybutynin. It competitively inhibits the postganglionic type 1, 2 and 3 muscarinic receptors. The above actions lead to increased urine capacity in the bladder, decreasing urinary urgency and frequency. In addition, oxybutynin delays the initial desire to void.
RESULTS OF CYSTOMETRIC STUDIES SHOWED THAT THE DRUG INCR BLADDER CAPACITY @ ONSET OF FIRST CONTRACTION & FIRST DESIRE TO VOID, AS WELL AS @ END OF CYSTOMETRY. /CHLORIDE/
Oxybutynin is heavily metabolized by the CYP3A4 enzyme system in both the liver and the wall of the intestine. It undergoes first-pass metabolism, and its resulting primary active metabolite, N-desethyloxybutynin circulates. It is active at the muscarinic receptors in both the bladder and the salivary gland. Hepatic biotransformation also produces its major inactive metabolite, phenylcyclohexylglycolic acid.
불러오는 중…
If an overdose of oxybutynin is suspected, a medical professional should be sought for immediate care. Symptoms of oxybutynin overdose may include central nervous system overactivity, fever, cardiac arrhythmias, vomiting, respiratory failure, paralysis, and coma. The treatment for oxybutynin overdose typically involves supportive care from healthcare providers. In some cases, medical professionals may consider administering activated charcoal to patients to help absorb the excess medication in their digestive system. Alternatively, a cathartic agent might be used to promote bowel movements in patients to facilitate the elimination of the drug from the body.
Benchmark Dataset for the Liver Toxicity Knowledge Base (LTKB)
oxybutynin
Ditropan®
Antispasmodics
Not Applicable
no-DILI-concern
IN CONSCIOUS DOG EFFECT OF 0.10-10.0 MG/KG, IV WAS DOSE-RELATED TACHYCARDIA, SLIGHT ELEVATION IN DIASTOLIC PRESSURE & INSIGNIFICANT INCR IN SYSTOLIC PRESSURE. UNDER PENTOBARBITAL ANESTHESIA, PRESSURE RESPONSES WERE REVERSED & SHOWED SYSTOLIC & DIASTOLIC HYPOTENSION.
K9P6MC7092
OXYBUTYNIN
Established Pharmacologic Class [EPC] - Cholinergic Muscarinic Antagonist
Mechanisms of Action [MoA] - Cholinergic Muscarinic Antagonists
Oxybutynin is a Cholinergic Muscarinic Antagonist. The mechanism of action of oxybutynin is as a Cholinergic Muscarinic Antagonist.
OXYBUTYNIN
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.
Oxybutynin should be swallowed whole with the help of liquids. A pharmacokinetic study revealed that oxybutynin was rapidly absorbed, and peak concentrations were reached within about 1 hour of administration, measured at 8.2 ngml-1 and AUC was 16 ngml-1. The biovailability of oxybutynin is about 6%, and the plasma concentration of the active metabolite, desethyloxybutynin is 5 to 12 times greater than that of oxybutynin. Bioavailability is increased in the elderly. Food has been shown to increase the exposure to controlled-release oxybutynin.
Oxybutynin is heavily cleared by the liver. Under 0.1% of an administered dose is found as unchanged drug in the urine. Less than 0.1% of a single dose of oxybutynin is excreted as desethyloxybutynin.
Oxybutynin has a wide volume of distribution of 193 L. In rats, oxybutynin penetrates the central nervous system.
MEDICATION
Use (kg; approx.) in Germany (2009): >100
OXYBUTYNIN CHLORIDE; ALPHA-CYCLOHEXYL-ALPHA-HYDROXYBENZENEACETIC ACID 4-(DIETHYLAMINO)-2-BUTYNYL ESTER HYDROCHLORIDE; ALPHA-PHENYLCYCLOHEXANEGLYCOLIC ACID 4-(DIETHYLAMINO)-2-BUTYNYL ESTER HYDROCHLORIDE; 4-DIETHYLAMINO-2-BUTYNYL PHENYLCYCLOHEXYLGLYCOLATE HYDROCHLORIDE; OXIBUTININA HYDROCHLORIDE.../CHLORIDE/
DITROPAN, TROPAX. /CHLORIDE/
용도Oxybutynin(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
용도Oxybutynin is intended for relieving unpleasant symptoms associated with emptying the intestine or urinary bladder. A
일반 설명Oxybutynin, 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.