flavoxate

Also known as Urispas®, W-61, beta-piperidinoethyl 3-methylflavone-8-carboxylate, 2-(1-piperidinyl)ethyl 3-methyl-4-oxo-2-phenyl-4H-chromene-8-carboxylate, 2-piperidinoethyl 3-methylflavone-8-carboxylate, 2-piperidinoethyl 3-methyl-4-oxo-2-phenyl-4H-1-benzopyran-8-carboxylate, beta-Piperidinoethyl 3-methylflavone-8-carboxylate, 2-(1-Piperidinyl)ethyl 3-methyl-4-oxo-2-phenyl-4H-chromene-8-carboxylate

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.

In the Vinony graph

Within Vinony's link graph, flavoxate is referenced by 531 other articles, and connects out to cannabinoids, muscarinic antagonist and atropine.

It sits within the topics 1-Piperidinyl compounds, Carboxylate esters and Chromones.

Its subject is documented across 15 Wikipedia language editions.

Chemical data

Formula: C24H25NO4
Molecular weight: 391.5 g/mol
IUPAC name: 2-piperidin-1-ylethyl 3-methyl-4-oxo-2-phenylchromene-8-carboxylate
SMILES: CC1=C(OC2=C(C1=O)C=CC=C2C(=O)OCCN3CCCCC3)C4=CC=CC=C4
InChIKey: SPIUTQOUKAMGCX-UHFFFAOYSA-N
XLogP: 4.3
Polar surface area: 55.8 Å²
H-bond donors: 0
H-bond acceptors: 5
Formal charge: 0

via PubChem

Drug data · ChEMBL

Max clinical phase: Approved
Molecule type: Small molecule
First approval: 1970
Admin. routes: oral
Indications: Urinary incontinence, Polyuria

via ChEMBL · EBI

Research

203 papers

Flavoxate.2006
Flavoxate.2012
Flavoxate: present and future.European review for medical and pharmacological sciences · 2015
Flavoxate in the symptomatic treatment of overactive bladder: a meta-analysis.European review for medical and pharmacological sciences · 2016
Flavoxate in urogynecology: an old drug revisited.International urogynecology journal · 2015

via PubMed

Wikidata facts

Subclass of: chemical compound
Mass: 391.178358
Has use: medication

Show 6 more facts

chemical formula: C₂₄H₂₅NO₄
medical condition treated: urinary incontinence
canonical SMILES: CC1=C(OC2=C(C1=O)C=CC=C2C(=O)OCCN3CCCCC3)C4=CC=CC=C4
World Health Organisation international non-proprietary name: flavoxate
defined daily dose: 0.8
stylized name: flavoxATE

Sources (4)

via Wikidata · CC0

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Encyclopedic overview

5 sections

Contents

Clinical uses
Side effects
Contraindications
References
Further reading

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.

Excerpted from Wikipedia’s “flavoxate” article, available under the CC BY-SA 4.0 licence.