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Oxybutynin information


Oxybutynin
Clinical data
Trade namesDitropan, Gelnique, others
AHFS/Drugs.comMonograph
MedlinePlusa682141
License data
  • US DailyMed: Oxybutynin
Pregnancy
category
  • AU: B1
Routes of
administration
Oral, transdermal
ATC code
  • G04BD04 (WHO)
Legal status
Legal status
  • AU: S4 (Prescription only)
  • CA: ℞-only
  • UK: POM (Prescription only)
  • US: ℞-only / OTC[1][2][3][4]
Pharmacokinetic data
Protein binding91–93%
Elimination half-life12.4–13.2 hours
Identifiers
IUPAC name
  • 4-Diethylaminobut-2-ynyl 2-cyclohexyl-2-hydroxy-2-phenylethanoate
CAS Number
  • 5633-20-5 checkY
PubChem CID
  • 4634
IUPHAR/BPS
  • 359
DrugBank
  • DB01062 checkY
ChemSpider
  • 4473 checkY
UNII
  • K9P6MC7092
KEGG
  • D00465 checkY
ChEBI
  • CHEBI:7856 checkY
ChEMBL
  • ChEMBL1231 checkY
CompTox Dashboard (EPA)
  • DTXSID0023406 Edit this at Wikidata
ECHA InfoCard100.158.590 Edit this at Wikidata
Chemical and physical data
FormulaC22H31NO3
Molar mass357.494 g·mol−1
3D model (JSmol)
  • Interactive image
SMILES
  • O=C(OCC#CCN(CC)CC)C(O)(c1ccccc1)C2CCCCC2
InChI
  • InChI=1S/C22H31NO3/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 checkY
  • Key:XIQVNETUBQGFHX-UHFFFAOYSA-N checkY
  (verify)

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 sometimes used off-label for treatment of hyperhidrosis, or excessive sweating. It has also been used off-label to treat bed wetting 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.

Common side effects include dry mouth, constipation, dizziness, trouble sleeping, and urinary tract infections.[5] Serious side effects may include urinary retention and an increased risk of heat stroke.[5] Use in pregnancy appears safe but has not been well studied while use in breastfeeding is of unclear safety.[6] It is an antimuscarinic and works by blocking the effects of acetylcholine on smooth muscle.[5]

Oxybutynin was approved for medical use in the US in 1975.[5] It is available as a generic medication.[7] In 2021, it was the 102nd most commonly prescribed medication in the US, with more than 6 million prescriptions.[8][9]

  1. ^ "Ditropan XL (oxybutynin chloride) Extended Release Tablets for oral use Initial U.S. Approval: 1975". DailyMed. Retrieved June 17, 2024.
  2. ^ "Gelnique- oxybutynin chloride gel". DailyMed. March 1, 2019. Retrieved June 17, 2024.
  3. ^ "Oxytrol- oxybutynin patch". DailyMed. May 29, 2024. Retrieved June 17, 2024.
  4. ^ "Oxytrol for Women- oxybutynin patch". DailyMed. August 13, 2016. Retrieved June 17, 2024.
  5. ^ a b c d "Oxybutynin Chloride Monograph for Professionals". Drugs.com. American Society of Health-System Pharmacists. Retrieved March 3, 2019.
  6. ^ "Oxybutynin Pregnancy and Breastfeeding Warnings". Drugs.com. Retrieved March 3, 2019.
  7. ^ British National Formulary: BNF 76 (76th ed.). Pharmaceutical Press. 2018. ISBN 978-0-85711-338-2.
  8. ^ "The Top 300 of 2021". ClinCalc. Archived from the original on January 15, 2024. Retrieved January 14, 2024.
  9. ^ "Oxybutynin - Drug Usage Statistics". ClinCalc. Retrieved January 14, 2024.

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Oxybutynin

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floor therapy or with drugs that inhibit bladder contractions such as oxybutynin and tolterodine.[medical citation needed] Known side effects: Dry mouth...

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Overactive bladder

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syndrome. A number of antimuscarinic drugs (e.g., darifenacin, hyoscyamine, oxybutynin, tolterodine, solifenacin, trospium, fesoterodine) are frequently used...

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Hyperhidrosis

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hyperhidrosis include propantheline, glycopyrronium bromide or glycopyrrolate, oxybutynin, methantheline, and benzatropine. Use of these drugs can be limited, however...

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Mirabegron

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United Kingdom it is less preferred to antimuscarinic medication such as oxybutynin. Mirabegron is used is in the treatment of overactive bladder. It works...

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Enuresis

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dailymed.nlm.nih.gov. Retrieved 2020-07-30. "DailyMed – OXYBUTYNIN CHLORIDE EXTENDED RELEASE- oxybutynin chloride tablet, extended release". dailymed.nlm.nih...

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MDMA

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Anticholinergic

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Glycopyrronium/-late Hyoscyamine Ipratropium Orphenadrine Oxitropium Oxybutynin Promethazine Propantheline bromide Scopolamine Solifenacin Tolterodine...

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Trospium chloride

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from the digestive system, and to not cross the blood–brain barrier. Oxybutynin, tolterodine, darifenacin, and solifenacin are tertiary amines while trospium...

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Ketamine

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Ipratropium bromide

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allergy, cough, and cold, certain medications for bladder problems, such as oxybutynin and tolterodine, certain medications for stomach problems, such as dicyclomine...

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Solifenacin

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urinary urgency. Benefits appear similar to other antimuscarinics such as oxybutynin, tolterodine, and darifenacin. It is also used to treat neurogenic detrusor...

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LSD

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Chlorphenamine

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Tramadol

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Doxylamine

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Promethazine

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Olanzapine

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Recreational drug use

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Psilocybin

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Ayahuasca

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Pethidine

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Diphenhydramine

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Acetylcholine

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Aromatic compound

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Clozapine

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Toluene

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