Oxybutynin

drug
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Also known as Contimin 2.5Contimin 5CystrinKenteraLyrinel xlOxibutininaOxybutynineOxytrolOxytrol for womenPromictulineUriminSID90341037SID50105262SID174006905ESOXYBUTYNINOXYBUTYNIN CHLORIDE

Summary

Oxybutynin (CHEMBL1231) is an approved small molecule (ATC G04BD04) targeting CHRM1, CHRM2, and CHRM3; indicated across 14 conditions including overactive bladder and polyneuropathy.

At a glance

  • Status: Approved (max clinical phase 4)
  • Modality: Small molecule
  • ATC class: G04BD04
  • Targets: 5 (CHRM1, CHRM2, CHRM3…)
  • Indications: 14 conditions
  • Clinical trials: 68
  • Chemistry: 357.5 Da · C22H31NO3

Identifiers

Drug identity and classification

FieldValue
ChEMBL IDCHEMBL1231
NameOxybutynin
TypeSmall molecule
Max phase4
FDA approvedyes
PubChem CID4634
ChEBICHEBI:144551
ATCG04BD04
Molecular formulaC22H31NO3
Molecular weight357.5
InChIKeyXIQVNETUBQGFHX-UHFFFAOYSA-N

SMILES: CCN(CC)CC#CCOC(=O)C(C1CCCCC1)(C2=CC=CC=C2)O

IUPAC name: 4-(diethylamino)but-2-ynyl 2-cyclohexyl-2-hydroxy-2-phenylacetate

ChEBI definition: A carboxylic ester resulting from the formal condensation of the carboxy group of cyclohexyl(hydroxy)phenylacetic acid with the hydroxy group of 4-(diethylamino)but-2-yn-1-ol.

Also known as: Contimin 2.5, Contimin 5, Cystrin, Kentera, Lyrinel xl, Oxibutinina, Oxybutynin, Oxybutynine, Oxytrol, Oxytrol for women, Promictuline, Urimin

Parent form; salt/anhydrous children: CHEMBL1133

Patent coverage: 4,139 distinct patent families (15,072 SureChEMBL compound mentions), from 1 matched compound structure(s). Mentions count patents naming the compound (not distinct inventions), so promiscuous / reference molecules inflate the mention figure — families are the dedup metric.

Targets

Targets

Primary targets (GtoPdb curated mechanism): the Cancer dependency column is the DepMap CRISPR fitness signal (% of screened cell lines dependent on the target).

GeneTargetActionpAffinityCancer dependencyUniProt
CHRM1M1 receptorAntagonist8.60.2%P11229
CHRM2M2 receptorAntagonist8.10%P08172
CHRM3M3 receptorAntagonist8.80%P20309
CHRM4M4 receptorAntagonist8.71.6%P08173
CHRM5M5 receptorAntagonist7.90%P08912

Broader ChEMBL bioactivity targets: 23 (assay-derived). Sample: Muscarinic acetylcholine receptor M4, 5-hydroxytryptamine receptor 2B, Alpha-2A adrenergic receptor, Muscarinic acetylcholine receptor M5, Estrogen receptor, Thromboxane A2 receptor, Muscarinic acetylcholine receptor M2, Muscarinic acetylcholine receptor M1, Sodium-dependent noradrenaline transporter, Alpha-1A adrenergic receptor.

Bioactivity

ChEMBL activities: 42 potent at pChembl ≥ 5 of 55 total. Top 30 by potency (10 = 0.1 nM, 6 = 1 µM):

TargetpChemblTypeValueUnitActivity ID
CHRM49.56Ki0.28nMCHEMBL_ACT_7744648
CHRM39.24Ki0.57nMCHEMBL_ACT_7744646
CHRM39.11Ki0.78nMCHEMBL_ACT_1960490
CHRM19.07Ki0.85nMCHEMBL_ACT_7744642
P084839.02Ki0.95nMCHEMBL_ACT_1518939
CHRM19Ki1nMCHEMBL_ACT_1960440
CHRM38.89Ki1.3nMCHEMBL_ACT_1666530
CHRM38.82Ki1.51nMCHEMBL_ACT_10927294
CHRM48.7IC501.99nMCHEMBL_ACT_7744647
CHRM58.63Ki2.31nMCHEMBL_ACT_7744650
CHRM18.62Ki2.4nMCHEMBL_ACT_10927324
CHRM38.57IC502.71nMCHEMBL_ACT_7744645
CHRM58.49IC503.22nMCHEMBL_ACT_7744649
CHRM18.45IC503.52nMCHEMBL_ACT_7744641
CHRM48.44Ki3.63nMCHEMBL_ACT_10927279
P084838.28Ki5.3nMCHEMBL_ACT_1613264
CHRM18.28AC505.2nMCHEMBL_ACT_25210340
P084828.23Ki5.9nMCHEMBL_ACT_1613260
P109808.16Ki6.97nMCHEMBL_ACT_1518940
CHRM28.09Ki8.1nMCHEMBL_ACT_1960464
CHRM28.05AC509nMCHEMBL_ACT_25195885
CHRM28.02Ki9.61nMCHEMBL_ACT_7744644
SIGMAR17.99Ki10.2nMCHEMBL_ACT_7744738
CHRM27.93Ki11.75nMCHEMBL_ACT_10927309
CHRM57.85Ki14.13nMCHEMBL_ACT_10927264
P109807.85Ki14nMCHEMBL_ACT_1613263
CHRM27.8Ki16nMCHEMBL_ACT_1666566
SIGMAR17.62IC5024.2nMCHEMBL_ACT_7744737
CHRM27.57IC5027nMCHEMBL_ACT_7744643
CHRM27.4Kd39.81nMCHEMBL_ACT_1666601

Target pathways

Aggregated over 5 target gene(s): CHRM1, CHRM2, CHRM3, CHRM4, CHRM5.

Top Reactome pathways

17 total, by targets touching each:

PathwayTargetsGenes
Signal Transduction5CHRM1, CHRM2, CHRM3, CHRM4, CHRM5
Signaling by GPCR5CHRM1, CHRM2, CHRM3, CHRM4, CHRM5
Class A/1 (Rhodopsin-like receptors)5CHRM1, CHRM2, CHRM3, CHRM4, CHRM5
Amine ligand-binding receptors5CHRM1, CHRM2, CHRM3, CHRM4, CHRM5
GPCR downstream signalling5CHRM1, CHRM2, CHRM3, CHRM4, CHRM5
Muscarinic acetylcholine receptors5CHRM1, CHRM2, CHRM3, CHRM4, CHRM5
GPCR ligand binding5CHRM1, CHRM2, CHRM3, CHRM4, CHRM5
G alpha (q) signalling events3CHRM1, CHRM3, CHRM5
G alpha (i) signalling events2CHRM2, CHRM4
Metabolism1CHRM3
Integration of energy metabolism1CHRM3
Membrane Trafficking1CHRM2
Acetylcholine regulates insulin secretion1CHRM3
Regulation of insulin secretion1CHRM3
Vesicle-mediated transport1CHRM2
Cargo recognition for clathrin-mediated endocytosis1CHRM2
Clathrin-mediated endocytosis1CHRM2

Dominant GO biological processes

GO termTargets
signal transduction5
G protein-coupled receptor signaling pathway5
G protein-coupled receptor signaling pathway, coupled to cyclic nucleotide second messenger5
adenylate cyclase-inhibiting G protein-coupled acetylcholine receptor signaling pathway5
G protein-coupled acetylcholine receptor signaling pathway5
chemical synaptic transmission5
phospholipase C-activating G protein-coupled acetylcholine receptor signaling pathway3
nervous system development3
acetylcholine receptor signaling pathway3
regulation of locomotion2
saliva secretion2
regulation of smooth muscle contraction2
phospholipase C-activating G protein-coupled receptor signaling pathway1
neuromuscular synaptic transmission1
positive regulation of monoatomic ion transport1

Indications & clinical

Indications

14 indications (4 at ChEMBL trial phase 4). Phase below is the highest clinical-trial phase recorded for this drug against each disease — not the molecule’s overall approval status (that is in the Summary).

IndicationTrial phaseMONDOEFO
overactive bladder4MONDO:0006624EFO:1000781
polyneuropathy3MONDO:0001824EFO:0009562
enuresis3MONDO:0024290MONDO:0024290
breast neoplasm3MONDO:0021100MONDO:0007254
seasonal allergic rhinitis2MONDO:0005324EFO:0003956
obstructive sleep apnea syndrome2MONDO:0007147EFO:0003918
sleep apnea syndrome2MONDO:0005296EFO:0003877
reproductive system disorder2MONDO:0005039EFO:0000512

6 further indication records had no mapped disease name (EFO/MeSH-only) or were duplicates, and are omitted.

Clinical trials

Total trials: 68.

Phase distribution

PhaseTrials
Not specified17
PHASE315
PHASE212
PHASE411
PHASE110
PHASE1/PHASE22
EARLY_PHASE11

Top trials by phase / activity

NCTPhaseStatusTitle
NCT00224016PHASE4COMPLETEDSafety and Efficacy Study of Transdermal Oxybutynin to Treat Overactive Bladder With a Neurological Condition
NCT00224029PHASE4COMPLETEDA Study Evaluating Oxybutynin in Patients With Neurogenic Overactive Bladder Associated With a Neurological Condition
NCT00613327PHASE4COMPLETEDAn Efficacy and Safety Study of Oxybutynin Chloride Oral Osmotic Therapeutic System (OROS) in Korean Overactive Bladder Participants
NCT01126424PHASE4COMPLETEDA Study to Compare Two Medications With an Inactive Medication and Look at the Effect on a Person’s Mental Ability
NCT01192568PHASE4COMPLETEDSafety and Efficacy Evaluation of Oxybutynin Topical Gel In Children With Neurogenic Bladder
NCT01310712PHASE4COMPLETEDUse of Oxybutynin for Treating Hyperhidrosis: A Placebo-control Study
NCT01423838PHASE4UNKNOWNComparison of Solifenacin and Oxybutynin in the Treatment of Overactive Bladder
NCT01899794PHASE4COMPLETEDEfficacy of a Combined Surgical and Pharmacological Therapy to Treat Mixed Urinary Incontinence.
NCT03877289PHASE4COMPLETEDEfficacy of Oxybutynin in Paediatric Cystitis
NCT04090190PHASE4COMPLETEDInflammation in Women With Urgency Urinary Incontinence Treated With Anticholinergics
NCT04909255PHASE4UNKNOWNBeta-3 Agonist and Anti-muscarinic Agent for Sjogren’s Syndrome With Overactive Bladder
NCT03952299PHASE3RECRUITINGOxybutynin for Post-surgical Bladder Pain and Urgency
NCT06106529PHASE3RECRUITINGREDucing Hot FLASHes in Women Using Endocrine Therapy.
NCT06737016PHASE3RECRUITINGEfficacy and Safety of Tamsulosin for Children with Posterior Urethral Valve.
NCT00269724PHASE3COMPLETEDA Study to Evaluate the Safety and Efficacy of OROS® Oxybutynin Chloride for the Treatment of Urge Urinary Incontinence
NCT00293839PHASE3COMPLETEDEfficacy and Tolerability of DITROPAN XL (Oxybutynin Chloride) Versus DETROL LA (Tolterodine Tartrate) in Treatment of Overactive Bladder
NCT00304499PHASE3COMPLETEDEfficacy and Safety of OROS Oybutynin and TTS Oxybutynin in Middle-Aged and Elderly Women With Urinary Incontinence
NCT00338624PHASE3COMPLETEDAn Effectiveness and Safety Study Comparing Oxybutynin Chloride Plus FLOMAX (Tamsulosin HCl) and Placebo Plus FLOMAX (Tamsulosin HCl) for the Treatment of Lower Urinary Tract Symptoms.
NCT00909181PHASE3COMPLETEDStudy of Topically Administered Oxybutynin Gel in Patients With Urge Incontinence
NCT01187498PHASE3COMPLETEDBehavioral Treatment of Overactive Bladder in Men
NCT01557244PHASE3COMPLETEDA Study To Find Out How Fesoterodine Works In Children Aged 6 To 17 Years With Bladder Overactivity Caused By A Neurological Condition
NCT01716624PHASE3COMPLETEDBotox Versus Oxybutynin as First Line Treatment for the Poorly Compliant Pediatric Neurogenic Bladder
NCT01855256PHASE3COMPLETEDTreatment of Hyperhidrosis With Oxybutynin
NCT02099695PHASE3WITHDRAWNEvaluate the Efficacy of Oxybutynin Chloride in Patients With Primary Hyperhidrosis
NCT02538302PHASE3COMPLETEDMinirin Versus Oxybutynin for Nocturnal Enuresis in Children
NCT02961790PHASE3COMPLETEDOxybutynin Chloride in Managing Hot Flashes
NCT05102396PHASE2RECRUITINGTopical Oxybutynin for Treatment of Hyperidrosis: Local or Systemic Effect?
NCT00170768PHASE2COMPLETEDCognitive Effects of Darifenacin and Oxybutynin Extended Release in Volunteers Aged 60 and Over
NCT00749632PHASE2COMPLETEDA Study of Oxybutynin for the Treatment of Urge Urinary Incontinence
NCT00816972PHASE2COMPLETEDDesloratadine With Oxybutynin for the Treatment of Seasonal Allergic Rhinitis and Post-Nasal Drip (Study P04258)(COMPLETED)
NCT00990886PHASE2COMPLETEDThe Effect of Extended-Release Oxybutynin Chloride on Vasomotor Symptoms in Healthy Post-Menopausal Women
NCT01370811PHASE2COMPLETEDA Relative Efficacy and Safety Study of OC Oral Solution for Sialorrhoea in Patients With Parkinson’s Disease
NCT02240459PHASE2COMPLETEDA Study of Fesoterodine and Oxybutynin on Cognitive Function in Mild Cognitive Impairment
NCT02908529PHASE1/PHASE2COMPLETEDAtomoxetine and Oxybutynin in Obstructive Sleep Apnea
NCT03187795PHASE2UNKNOWNMirabegron and Oxybutynin Safety and Efficacy Trial in Spinal Cord Injury
NCT03919955PHASE2COMPLETEDA Novel Pharmacological Therapy for Obstructive Sleep Apnea
NCT04526353PHASE2UNKNOWNEarly Oxybutinin Treatment for Boys With Posterior Urethral Valves
NCT04600336PHASE2COMPLETEDTesting the Effects of Oxybutynin for the Treatment of Hot Flashes in Men Receiving Hormone Therapy for Prostate Cancer
NCT05550246PHASE1/PHASE2UNKNOWNIdentifying Sleep Apnea Patients That Best Respond to Atomoxetine Plus Oxybutynin Therapy
NCT06181591PHASE2UNKNOWNA Trial Evaluating the Clinical Efficacy and Safety of Hibero SR (Mirabegron) 50 mg and Ditropan (Oxybutynin Chloride) 10 mg in Children Between 5 and 18 Years With Overactive Bladder (OAB)

Clinical evidence (CIViC)

No CIViC predictive evidence (expected for non-precision-medicine drugs).

Pharmacology

Pharmacogenomics

No CPIC/DPWG dosing guideline or drug-level clinical/variant annotations in PharmGKB for this molecule.

Molecules sharing ≥1 of this drug’s curated primary targets, merged from two biobtree sources and ranked by shared-target count, then clinical phase: ChEMBL clinical-stage candidates (development phase ≥2) and PubChem drug-class bioactivity (approved / known drugs acting on the target). Deduplicated by drug name; the drug’s own salt forms are excluded. Note: for a drug with few primary targets a shared-target match can reflect off-target / promiscuous binding rather than the same therapeutic mechanism — the phase ordering surfaces bona-fide therapeutics first.

576 molecules share ≥1 primary target. Top 60 by shared-target count:

MoleculeSourceStatusShared targets
ACLIDINIUM BROMIDEChEMBL + PubChemPhase 4 (approved)CHRM1, CHRM2, CHRM3, CHRM4, CHRM5
CLOZAPINEChEMBL + PubChemPhase 4 (approved)CHRM1, CHRM2, CHRM3, CHRM4, CHRM5
GENTIAN VIOLETChEMBL + PubChemPhase 4 (approved)CHRM1, CHRM2, CHRM3, CHRM4, CHRM5
MavorixaforChEMBL + PubChemPhase 4 (approved)CHRM1, CHRM2, CHRM3, CHRM4, CHRM5
OLANZAPINEChEMBL + PubChemPhase 4 (approved)CHRM1, CHRM2, CHRM3, CHRM4, CHRM5
ACETYLCHOLINEChEMBLPhase 4 (approved)CHRM1, CHRM2, CHRM3, CHRM4, CHRM5
AMIODARONEChEMBLPhase 4 (approved)CHRM1, CHRM2, CHRM3, CHRM4, CHRM5
AMITRIPTYLINEChEMBLPhase 4 (approved)CHRM1, CHRM2, CHRM3, CHRM4, CHRM5
AMOXAPINEChEMBLPhase 4 (approved)CHRM1, CHRM2, CHRM3, CHRM4, CHRM5
ASTEMIZOLEChEMBLPhase 4 (approved)CHRM1, CHRM2, CHRM3, CHRM4, CHRM5
ATROPINEChEMBLPhase 4 (approved)CHRM1, CHRM2, CHRM3, CHRM4, CHRM5
BENZTROPINEChEMBLPhase 4 (approved)CHRM1, CHRM2, CHRM3, CHRM4, CHRM5
BETHANECHOLChEMBLPhase 4 (approved)CHRM1, CHRM2, CHRM3, CHRM4, CHRM5
CARBACHOLChEMBLPhase 4 (approved)CHRM1, CHRM2, CHRM3, CHRM4, CHRM5
CARBAMOYLCHOLINEChEMBLPhase 4 (approved)CHRM1, CHRM2, CHRM3, CHRM4, CHRM5
CHLOROQUINEChEMBLPhase 4 (approved)CHRM1, CHRM2, CHRM3, CHRM4, CHRM5
CHLORPROMAZINEChEMBLPhase 4 (approved)CHRM1, CHRM2, CHRM3, CHRM4, CHRM5
CINNARIZINEChEMBLPhase 4 (approved)CHRM1, CHRM2, CHRM3, CHRM4, CHRM5
CLEMASTINEChEMBLPhase 4 (approved)CHRM1, CHRM2, CHRM3, CHRM4, CHRM5
CLIDINIUMChEMBLPhase 4 (approved)CHRM1, CHRM2, CHRM3, CHRM4, CHRM5
CLOMIPRAMINEChEMBLPhase 4 (approved)CHRM1, CHRM2, CHRM3, CHRM4, CHRM5
CYCLIZINEChEMBLPhase 4 (approved)CHRM1, CHRM2, CHRM3, CHRM4, CHRM5
CYPROHEPTADINEChEMBLPhase 4 (approved)CHRM1, CHRM2, CHRM3, CHRM4, CHRM5
DARIFENACINChEMBLPhase 4 (approved)CHRM1, CHRM2, CHRM3, CHRM4, CHRM5
DESLORATADINEChEMBLPhase 4 (approved)CHRM1, CHRM2, CHRM3, CHRM4, CHRM5
DEXCHLORPHENIRAMINEChEMBLPhase 4 (approved)CHRM1, CHRM2, CHRM3, CHRM4, CHRM5
DICYCLOMINEChEMBLPhase 4 (approved)CHRM1, CHRM2, CHRM3, CHRM4, CHRM5
DIMENHYDRINATEChEMBLPhase 4 (approved)CHRM1, CHRM2, CHRM3, CHRM4, CHRM5
DIPHENHYDRAMINEChEMBLPhase 4 (approved)CHRM1, CHRM2, CHRM3, CHRM4, CHRM5
DIPHENIDOLChEMBLPhase 4 (approved)CHRM1, CHRM2, CHRM3, CHRM4, CHRM5
DOXEPINChEMBLPhase 4 (approved)CHRM1, CHRM2, CHRM3, CHRM4, CHRM5
EBASTINEChEMBLPhase 4 (approved)CHRM1, CHRM2, CHRM3, CHRM4, CHRM5
GLYCOPYRRONIUM BROMIDEChEMBLPhase 4 (approved)CHRM1, CHRM2, CHRM3, CHRM4, CHRM5
HALOPERIDOLChEMBLPhase 4 (approved)CHRM1, CHRM2, CHRM3, CHRM4, CHRM5
HOMATROPINEChEMBLPhase 4 (approved)CHRM1, CHRM2, CHRM3, CHRM4, CHRM5
HYDROXYCHLOROQUINEChEMBLPhase 4 (approved)CHRM1, CHRM2, CHRM3, CHRM4, CHRM5
IMIPRAMINEChEMBLPhase 4 (approved)CHRM1, CHRM2, CHRM3, CHRM4, CHRM5
IPRATROPIUMChEMBLPhase 4 (approved)CHRM1, CHRM2, CHRM3, CHRM4, CHRM5
KETOTIFENChEMBLPhase 4 (approved)CHRM1, CHRM2, CHRM3, CHRM4, CHRM5
LOXAPINEChEMBLPhase 4 (approved)CHRM1, CHRM2, CHRM3, CHRM4, CHRM5
MAPROTILINEChEMBLPhase 4 (approved)CHRM1, CHRM2, CHRM3, CHRM4, CHRM5
MEPAZINEChEMBLPhase 4 (approved)CHRM1, CHRM2, CHRM3, CHRM4, CHRM5
METHSCOPOLAMINEChEMBLPhase 4 (approved)CHRM1, CHRM2, CHRM3, CHRM4, CHRM5
METHSCOPOLAMINE BROMIDEChEMBLPhase 4 (approved)CHRM1, CHRM2, CHRM3, CHRM4, CHRM5
MIANSERINChEMBLPhase 4 (approved)CHRM1, CHRM2, CHRM3, CHRM4, CHRM5
NORTRIPTYLINEChEMBLPhase 4 (approved)CHRM1, CHRM2, CHRM3, CHRM4, CHRM5
ORPHENADRINEChEMBLPhase 4 (approved)CHRM1, CHRM2, CHRM3, CHRM4, CHRM5
PAROXETINEChEMBLPhase 4 (approved)CHRM1, CHRM2, CHRM3, CHRM4, CHRM5
PERHEXILINEChEMBLPhase 4 (approved)CHRM1, CHRM2, CHRM3, CHRM4, CHRM5
PILOCARPINEChEMBLPhase 4 (approved)CHRM1, CHRM2, CHRM3, CHRM4, CHRM5
PIRENZEPINEChEMBLPhase 4 (approved)CHRM1, CHRM2, CHRM3, CHRM4, CHRM5
PROCHLORPERAZINEChEMBLPhase 4 (approved)CHRM1, CHRM2, CHRM3, CHRM4, CHRM5
PROMAZINEChEMBLPhase 4 (approved)CHRM1, CHRM2, CHRM3, CHRM4, CHRM5
PROMETHAZINEChEMBLPhase 4 (approved)CHRM1, CHRM2, CHRM3, CHRM4, CHRM5
QUETIAPINEChEMBLPhase 4 (approved)CHRM1, CHRM2, CHRM3, CHRM4, CHRM5
QUINACRINEChEMBLPhase 4 (approved)CHRM1, CHRM2, CHRM3, CHRM4, CHRM5
RISPERIDONEChEMBLPhase 4 (approved)CHRM1, CHRM2, CHRM3, CHRM4, CHRM5
SCOPOLAMINEChEMBLPhase 4 (approved)CHRM1, CHRM2, CHRM3, CHRM4, CHRM5
SERTRALINEChEMBLPhase 4 (approved)CHRM1, CHRM2, CHRM3, CHRM4, CHRM5
SOLIFENACINChEMBLPhase 4 (approved)CHRM1, CHRM2, CHRM3, CHRM4, CHRM5