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F8304

Sigma-Aldrich

Flavoxate hydrochloride

≥98% (HPLC), solid

Synonym(s):

3-Methyl-4-oxo-2-phenyl-4H-1-benzopyran-8-carboxylic acid 2-(1-piperidinyl)ethyl ester hydrochloride, DW-61, Rec-7-0040

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About This Item

Empirical Formula (Hill Notation):
C24H25NO4 · HCl
CAS Number:
Molecular Weight:
427.92
EC Number:
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

assay

≥98% (HPLC)

form

solid

color

white

solubility

H2O: ~6.6 mg/mL

originator

Johnson & Johnson

SMILES string

Cl[H].CC1=C(Oc2c(cccc2C1=O)C(=O)OCCN3CCCCC3)c4ccccc4

InChI

1S/C24H25NO4.ClH/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;1H

InChI key

XOEVKNFZUQEERE-UHFFFAOYSA-N

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Biochem/physiol Actions

Flavoxate, a flavone derivative and a tertiary-amine antimuscarinic possess antispasmodic properties. It is a strong smooth muscle relaxant that selectively acts on the pelvic region and is used in the symptomatic treatment of overactive bladder (OAB) and incontinence. Post-absorption in the gastrointestinal tract, flavoxate is localized in bladder, liver, and kidney tissues. It mediates the inhibition of phosphodiesterase (PDE) in the urinary bladder. Use of flavoxate aids pain relief in inflammatory disorders of the urinary tract.
L-type Ca2+ (Cav1.2) channel inhibitor

Features and Benefits

This compound is featured on the Calcium Channels page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.
This compound was developed by Johnson & Johnson. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Acute Tox. 4 Oral - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


Certificates of Analysis (COA)

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Bilateral acute angle closure glaucoma in a 50 year old female after oral administration of flavoxate.
Zakir Shaik Mohammed et al.
British journal of clinical pharmacology, 66(5), 726-727 (2008-08-30)
Association between oxybutynin and neuropsychiatric adverse effects not confirmed in daily practice.
K L Movig et al.
Journal of the American Geriatrics Society, 49(2), 234-235 (2001-02-24)
Saori Nishijima et al.
The Journal of urology, 173(5), 1812-1816 (2005-04-12)
We examined the mechanism involved in the inhibition of bladder activity in rats by stimulating the rostral pontine reticular formation (RPRF) using carbachol, flavoxate and propiverine, and by analysis of amino acid levels in the lumbosacral cord. A total of
Toshihisa Tomoda et al.
British journal of pharmacology, 146(1), 25-32 (2005-06-21)
The effects of flavoxate hydrochloride (Bladderon, piperidinoethyl-3-methylflavone-8-carboxylate; hereafter referred as flavoxate) on voltage-dependent nifedipine-sensitive inward Ba(2+) currents in human detrusor myocytes were investigated using a conventional whole-cell patch-clamp. Tension measurement was also performed to study the effects of flavoxate on
Mohamed Heba et al.
Journal of AOAC International, 91(6), 1318-1330 (2009-02-11)
Four polyvinyl chloride (PVC) matrix membrane electrodes responsive to 2 drugs affecting the urogenital system--oxybutynin hydrochloride (OX) and flavoxate hydrochloride (FX)--were developed, described, and characterized. A precipitation-based technique with tungstophosphate (TP) and ammonium reineckate (R) anions as electroactive materials in

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