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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:
3717-88-2
Molecular Weight:
427.92
EC Number:
223-066-4
MDL number:
MFCD00072099
UNSPSC Code:
12352200
PubChem Substance ID:
24724484
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

Gene Information

human ... PDE4A(5141) , PDE4B(5142) , PDE4C(5143) , PDE4D(5144) , PDE7A(5150) , PDE7B(27115) , PDE8A(5151) , PDE8B(8622)

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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
GHS07

Signal Word

Warning

Hazard Statements

H302,H335

Hazard Classifications

Acute Tox. 4 Oral - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
016K4700

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P Sweeney et al.
European review for medical and pharmacological sciences, 20(17), 3703-3712 (2016-09-22)
Overactive bladder is a syndrome of urinary frequency and urgency, with or without urge incontinence, in the absence of local pathological factors. Since multiple causes are responsible for OAB, it requires proper diagnosis and comprehensive management. For decades, flavoxate is
Ming Lü et al.
Zhonghua liu xing bing xue za zhi = Zhonghua liuxingbingxue zazhi, 25(2), 169-172 (2004-05-11)
The National Institutes of Health (NIH) category IIIa chronic prostatitis syndromes (non bacterial chronic prostatitis) were common disorders but with few effective therapies. Alpha-blockers and bioflavonoids had recently been reported in randomized controlled trials to improve the symptom of these
Mahesh Attimarad
Journal of basic and clinical pharmacy, 2(1), 53-61 (2010-12-01)
The objective of this study was to develop simple, precise, accurate and sensitive UV spectrophotometric methods for the simultaneous determination of ofloxacin (OFX) and flavoxate HCl (FLX) in pharmaceutical formulations. The first method is based on absorption ratio method, by
Shinobu Kato et al.
Hinyokika kiyo. Acta urologica Japonica, 54(3), 173-177 (2008-04-17)
We examined the effectiveness of supplemental administration of flavoxate hydrochloride in patients with benign prostatic hyperplasia (BPH) whose nocturia was not adequately relieved by an alpha1-adrenoceptor blocker. Fifty-two patients who had two or more nocturnal micturition after administration of tamsulosin
Toshihisa Tomoda et al.
Naunyn-Schmiedeberg's archives of pharmacology, 376(3), 195-203 (2007-10-03)
The inhibitory effects of flavoxate hydrochloride (piperidinoethyl-3-methylflavone-8-carboxylate; hereafter referred as flavoxate) on voltage-dependent nifedipine-sensitive inward Ba2+ currents (I Ba) in human detrusor myocytes were investigated at different temperatures using conventional whole-cell patch-clamp techniques. When the bath-solution temperature was increased from
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