Chemical Component Summary

NameFlavoxate
Synonyms2-piperidin-1-ylethyl 3-methyl-4-oxidanylidene-2-phenyl-chromene-8-carboxylate
Identifiers2-piperidin-1-ylethyl 3-methyl-4-oxidanylidene-2-phenyl-chromene-8-carboxylate
FormulaC24 H25 N O4
Molecular Weight391.46
TypeNON-POLYMER
Isomeric SMILESCC1=C(Oc2c(cccc2C(=O)OCCN3CCCCC3)C1=O)c4ccccc4
InChIInChI=1S/C24H25NO4/c1-17-21(26)19-11-8-12-20(23(19)29-22(17)18-9-4-2-5-10-18)24(27)28-16-15-25-13-6-3-7-14-25/h2,4-5,8-12H,3,6-7,13-16H2,1H3
InChIKeySPIUTQOUKAMGCX-UHFFFAOYSA-N

Chemical Details

Formal Charge0
Atom Count54
Chiral Atom Count0
Bond Count57
Aromatic Bond Count12

Drug Info: DrugBank

DrugBank IDDB01148 
NameFlavoxate
Groups approved
DescriptionA drug that has been used in various urinary syndromes and as an antispasmodic. Its therapeutic usefulness and its mechanism of action are not clear. It may have local anesthetic activity and direct relaxing effects on smooth muscle as well as some activity as a muscarinic antagonist. [PubChem]
Synonyms
  • Flavoxate hydrochloride
  • 2-piperidinoethyl 3-methylflavone-8-carboxylate
  • β-piperidinoethyl 3-methylflavone-8-carboxylate
  • Flavoxatum
  • Flavoxate
Brand Names
  • Flavoxate
  • PMS-flavoxate
  • Apo-flavoxate
  • Flavoxate Hydrochloride
  • Urispas
IndicationFor symptomatic relief of dysuria, urgency, nocturia, suprapubic pain, frequency and incontinence as may occur in cystitis, prostatitis, urethritis, urethrocystitis/urethrotrigonitis.
Categories
  • Agents producing tachycardia
  • Anticholinergic Agents
  • Autonomic Agents
  • Benzopyrans
  • Chromones
ATC-CodeG04BD02
CAS number15301-69-6

Drug Targets

NameTarget SequencePharmacological ActionActions
Muscarinic acetylcholine receptor M1MNTSAPPAVSPNITVLAPGKGPWQVAFIGITTGLLSLATVTGNLLVLISF...unknownantagonist
Muscarinic acetylcholine receptor M2MNNSTNSSNNSLALTSPYKTFEVVFIVLVAGSLSLVTIIGNILVMVSIKV...unknownantagonist
Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682

Related Resource References

Resource NameReference
PubChem 3354
ChEMBL CHEMBL1493
ChEBI CHEBI:5088