Chemistry:Flavoxate

Short description: Chemical compound

Flavoxate

Clinical data
AHFS/Drugs.com	Monograph
MedlinePlus	a682706
ATC code	G04BD02 (WHO)
Identifiers
IUPAC name 2-(1-piperidyl)ethyl 3-methyl-4-oxo-2-phenylchromene-8-carboxylate
CAS Number	15301-69-6 Y
PubChem CID	3354
IUPHAR/BPS	7187
DrugBank	DB01148 Y
ChemSpider	3237 Y
UNII	3E74Y80MEY
KEGG	D07961 Y
ChEBI	CHEBI:5088 Y
ChEMBL	ChEMBL1493 N
Chemical and physical data
Formula	C24H25NO4
Molar mass	391.467 g·mol−1
3D model (JSmol)	Interactive image
SMILES O=C(OCCN1CCCCC1)c4cccc2c4O/C(=C(\C2=O)C)c3ccccc3
InChI InChI=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 Y Key:SPIUTQOUKAMGCX-UHFFFAOYSA-N Y
NY (what is this?)  (verify)

Flavoxate is an anticholinergic with antimuscarinic effects. Its muscle relaxant properties may be due to a direct action on the smooth muscle rather than by antagonizing muscarinic receptors.

Clinical uses

Flavoxate is used to treat urinary bladder spasms. It is available under the trade name Urispas (Paladin)(India ), Genurin (by Recordati, Italy) in Italy and KSA, Uritac by El Saad company in Syria, under the name Bladderon by Nippon Shinyaku of Japan, or Bladuril in Chile, Utispas ( Apex Pharma) in Nepal.

Flavoxate is indicated for symptomatic relief of interstitial cystitis, dysuria, urgency, nocturia, suprapubic pain, frequency and incontinence as may occur in cystitis, prostatitis, urethritis, urethrocystitis/urethrotrigonitis.

Side effects

Flavoxate is generally well tolerated, but can potentially cause vomiting, upset stomach, dry mouth or throat, blurred vision, eye pain, and increased sensitivity of the eyes to light.

Contraindications

Flavoxate is contraindicated in patients who have any of the following obstructive conditions: pyloric or duodenal obstruction, obstructive intestinal lesions or ileus, achalasia, gastrointestinal hemorrhage and obstructive uropathies of the lower urinary tract.

Further reading

• Pharmacology. Philadelphia, PA: W.B. Saunders Company. 2000. ISBN 0-7216-7757-6. 
• Canadian Pharmacists Association (2000). Compendium of Pharmaceuticals and Specialties (25th ed.). Toronto, ON: Webcom. ISBN 0-919115-76-4. 
• "Flavoxate". PubMed Health. U.S. National Library of Medicine, National Institutes of Health. https://www.ncbi.nlm.nih.gov/pubmedhealth/PMH0000753.