Details
Stereochemistry | ACHIRAL |
Molecular Formula | C24H25NO4.ClH |
Molecular Weight | 427.921 |
Optical Activity | NONE |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
Cl.CC1=C(OC2=C(C=CC=C2C(=O)OCCN3CCCCC3)C1=O)C4=CC=CC=C4
InChI
InChIKey=XOEVKNFZUQEERE-UHFFFAOYSA-N
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
Flavoxate is a drug, indicated for symptomatic relief of dysuria, urgency, nocturia, suprapubic pain, frequency and incontinence as may occur in cystitis, prostatitis, urethritis, urethrocystitis/urethrotrigonitis. Flavoxate is not indicated for definitive treatment, but is compatible with drugs used for the treatment of urinary tract infections. It was approved for use in the United States in 1970 and continues to be used. Drug acts as a direct antagonist at muscarinic acetylcholine receptors in cholinergically innervated organs. Its anticholinergic-parasympatholytic action reduces the tonus of smooth muscle in the bladder, effectively reducing the number of required voids, facilitating increased volume per void. Common side effects are those of parasympathetic stimulation and include dryness of the mouth and eyes, decreased sweating, headache, visual blurring, constipation, urinary retention, impotence, tachycardia and palpitations, anxiety, restlessness and in some instances agitation and delusions.
Originator
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
---|---|---|---|
Target ID: CHEMBL2095219 Sources: https://www.ncbi.nlm.nih.gov/pubmed/10858873 |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
---|---|---|---|---|
Palliative | FLAVOXATE HYDROCHLORIDE Approved UseFlavoxate HCl tablets are indicated for symptomatic relief of dysuria, urgency, nocturia, suprapubic pain, frequency and incontinence as may occur in cystitis, prostatitis, urethritis, urethrocystitis/urethrotrigonitis. Flavoxate HCl tablets are not indicated for definitive treatment, but are compatible with drugs used for the treatment of urinary tract infections. Launch Date2004 |
|||
Palliative | FLAVOXATE HYDROCHLORIDE Approved UseFlavoxate HCl tablets are indicated for symptomatic relief of dysuria, urgency, nocturia, suprapubic pain, frequency and incontinence as may occur in cystitis, prostatitis, urethritis, urethrocystitis/urethrotrigonitis. Flavoxate HCl tablets are not indicated for definitive treatment, but are compatible with drugs used for the treatment of urinary tract infections. Launch Date2004 |
|||
Palliative | FLAVOXATE HYDROCHLORIDE Approved UseFlavoxate HCl tablets are indicated for symptomatic relief of dysuria, urgency, nocturia, suprapubic pain, frequency and incontinence as may occur in cystitis, prostatitis, urethritis, urethrocystitis/urethrotrigonitis. Flavoxate HCl tablets are not indicated for definitive treatment, but are compatible with drugs used for the treatment of urinary tract infections. Launch Date2004 |
Cmax
Value | Dose | Co-administered | Analyte | Population |
---|---|---|---|---|
4.61 mg/L EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/1026965 |
1.18 mg/kg single, intravenous dose: 1.18 mg/kg route of administration: Intravenous experiment type: SINGLE co-administered: |
3-METHYLFLAVONE-8-CARBOXYLIC ACID plasma | Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FASTED |
|
14.4 μg/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/11232858/ |
200 mg single, oral dose: 200 mg route of administration: Oral experiment type: SINGLE co-administered: |
3-METHYLFLAVONE-8-CARBOXYLIC ACID plasma | Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FASTED |
AUC
Value | Dose | Co-administered | Analyte | Population |
---|---|---|---|---|
4.02 mg × h/L/(mg dose/kg) EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/1026965 |
2.55 mg/kg single, oral dose: 2.55 mg/kg route of administration: Oral experiment type: SINGLE co-administered: |
3-METHYLFLAVONE-8-CARBOXYLIC ACID plasma | Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FASTED |
|
4.49 mg × h/L/(mg dose/kg) EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/1026965 |
1.18 mg/kg single, intravenous dose: 1.18 mg/kg route of administration: Intravenous experiment type: SINGLE co-administered: |
3-METHYLFLAVONE-8-CARBOXYLIC ACID plasma | Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FASTED |
|
27.85 μg × h/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/11232858/ |
200 mg single, oral dose: 200 mg route of administration: Oral experiment type: SINGLE co-administered: |
3-METHYLFLAVONE-8-CARBOXYLIC ACID plasma | Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FASTED |
T1/2
Value | Dose | Co-administered | Analyte | Population |
---|---|---|---|---|
40.1 min EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/1026965 |
1.18 mg/kg single, intravenous dose: 1.18 mg/kg route of administration: Intravenous experiment type: SINGLE co-administered: |
3-METHYLFLAVONE-8-CARBOXYLIC ACID plasma | Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FASTED |
|
4.06 h EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/11232858/ |
200 mg single, oral dose: 200 mg route of administration: Oral experiment type: SINGLE co-administered: |
3-METHYLFLAVONE-8-CARBOXYLIC ACID plasma | Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FASTED |
Doses
Dose | Population | Adverse events |
---|---|---|
200 mg 3 times / day multiple, oral Dose: 200 mg, 3 times / day Route: oral Route: multiple Dose: 200 mg, 3 times / day Sources: |
unhealthy, 26 years n = 1 Health Status: unhealthy Condition: urinary infection Age Group: 26 years Sex: F Population Size: 1 Sources: |
Disc. AE: Erythema, Edema hands... AEs leading to discontinuation/dose reduction: Erythema Sources: Edema hands |
1200 mg 1 times / day multiple, oral Dose: 1200 mg, 1 times / day Route: oral Route: multiple Dose: 1200 mg, 1 times / day Sources: |
unhealthy, 49.8 ± 9.7 years Health Status: unhealthy Condition: unstable bladder Age Group: 49.8 ± 9.7 years Sex: F Sources: |
AEs
AE | Significance | Dose | Population |
---|---|---|---|
Edema hands | Disc. AE | 200 mg 3 times / day multiple, oral Dose: 200 mg, 3 times / day Route: oral Route: multiple Dose: 200 mg, 3 times / day Sources: |
unhealthy, 26 years n = 1 Health Status: unhealthy Condition: urinary infection Age Group: 26 years Sex: F Population Size: 1 Sources: |
Erythema | Disc. AE | 200 mg 3 times / day multiple, oral Dose: 200 mg, 3 times / day Route: oral Route: multiple Dose: 200 mg, 3 times / day Sources: |
unhealthy, 26 years n = 1 Health Status: unhealthy Condition: urinary infection Age Group: 26 years Sex: F Population Size: 1 Sources: |
PubMed
Title | Date | PubMed |
---|---|---|
Drug therapy of urinary urge incontinence: a systematic review. | 2002 Nov |
|
[Alpha-blockers and bioflavonoids in men with chronic nonbacterial prostatitis (NIH-IIIa): a prospective, placebo-controlled trial]. | 2004 Feb |
|
The handling of urinary incontinence in Danish general practices after distribution of guidelines and voiding diary reimbursement: an observational study. | 2004 Jun 29 |
|
Persistence and adherence of medications for chronic overactive bladder/urinary incontinence in the california medicaid program. | 2005 Jul-Aug |
|
Trospium chloride: an update on a quaternary anticholinergic for treatment of urge urinary incontinence. | 2005 Jun |
|
The effects of flavoxate hydrochloride on voltage-dependent L-type Ca2+ currents in human urinary bladder. | 2005 Sep |
|
Agents for treatment of overactive bladder: a therapeutic class review. | 2007 Jul |
|
Drug-induced acute cholestatic liver damage in a patient with mutation of UGT1A1. | 2007 Jul |
|
Anticholinergic drugs versus other medications for overactive bladder syndrome in adults. | 2007 Jul 18 |
|
High performance liquid chromatographic determination of 3-methylflavone-8-carboxylic acid, the main active metabolite of flavoxate hydrochloride in human urine. | 2007 May 9 |
|
Effects of flavoxate hydrochloride on voltage-dependent Ba2+ currents in human detrusor myocytes at different experimental temperatures. | 2007 Nov |
|
Anticholinergic drugs versus other medications for overactive bladder syndrome in adults. | 2007 Oct 17 |
|
Persistence, adherence, and switch rates among extended-release and immediate-release overactive bladder medications in a regional managed care plan. | 2008 Apr |
|
3-Methyl-4-oxo-2-phenyl-4H-chromene-8-carboxylic acid. | 2008 Apr 16 |
|
The role of combination medical therapy in benign prostatic hyperplasia. | 2008 Dec |
|
[Summary of the practice guideline 'Urinary incontinence' (first revision) from the Dutch College of General Practitioners]. | 2008 Nov 22 |
|
Polymeric matrix membrane sensors for stability-indicating potentiometric determination of oxybutynin hydrochloride and flavoxate hydrochloride urogenital system drugs. | 2008 Nov-Dec |
|
Clinical guidelines for overactive bladder. | 2009 Feb |
|
Liquid chromatographic fingerprint of 3-methylflavone-8-carboxylic acid established for its synthesis control analysis. | 2009 Mar 15 |
|
Oxybutynin extended release for the management of overactive bladder: a clinical review. | 2009 Sep 21 |
|
Inappropriate prescribing in the hospitalized elderly patient: defining the problem, evaluation tools, and possible solutions. | 2010 Apr 7 |
|
Liquid Chromatographic Determination of Flavoxate HCl in Pharmaceutical Formulation. | 2010 Jul |
|
Lipophilic cationic drugs increase the permeability of lysosomal membranes in a cell culture system. | 2010 Jul |
|
[Urinary incontinence and puppy coat due to spaying in the bitch. An overview of pathophysiology, diagnosis and therapy]. | 2010 Jun 8 |
|
New insights into molecular targets for urinary incontinence. | 2010 Oct |
Sample Use Guides
Adults and children over 12 years of age: one or two 100 mg tablets 3 or 4 times a day. With improvement of symptoms, the dose may be reduced. This drug cannot be recommended for infants and children under 12 years of age because safety and efficacy have not been demonstrated in this age group.
Route of Administration:
Oral
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/4026456
Curator's Comment: The antispasmodic effects of the flavone compounds flavoxate hydrochloride on the human detrusor, prostatic adenoma, prostatic capsule, and bladder neck, were studied by the in vitro isometric method. Flavoxate showed a slightly greater activity than the other compounds in the prostatic and bladder neck tissues. The relaxant effect on the prostatic tissues suggests a potential use for these compounds in benign prostatic obstruction.
Unknown
Name | Type | Language | ||
---|---|---|---|---|
|
Official Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Code | English | ||
|
Common Name | English | ||
|
Systematic Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Code | English | ||
|
Brand Name | English |
Classification Tree | Code System | Code | ||
---|---|---|---|---|
|
NCI_THESAURUS |
C29704
Created by
admin on Fri Dec 15 15:04:03 GMT 2023 , Edited by admin on Fri Dec 15 15:04:03 GMT 2023
|
Code System | Code | Type | Description | ||
---|---|---|---|---|---|
|
114649
Created by
admin on Fri Dec 15 15:04:03 GMT 2023 , Edited by admin on Fri Dec 15 15:04:03 GMT 2023
|
PRIMARY | |||
|
SUB02201MIG
Created by
admin on Fri Dec 15 15:04:03 GMT 2023 , Edited by admin on Fri Dec 15 15:04:03 GMT 2023
|
PRIMARY | |||
|
C47533
Created by
admin on Fri Dec 15 15:04:03 GMT 2023 , Edited by admin on Fri Dec 15 15:04:03 GMT 2023
|
PRIMARY | |||
|
DBSALT000407
Created by
admin on Fri Dec 15 15:04:03 GMT 2023 , Edited by admin on Fri Dec 15 15:04:03 GMT 2023
|
PRIMARY | |||
|
223-066-4
Created by
admin on Fri Dec 15 15:04:03 GMT 2023 , Edited by admin on Fri Dec 15 15:04:03 GMT 2023
|
PRIMARY | |||
|
5089
Created by
admin on Fri Dec 15 15:04:03 GMT 2023 , Edited by admin on Fri Dec 15 15:04:03 GMT 2023
|
PRIMARY | |||
|
9C05J6089W
Created by
admin on Fri Dec 15 15:04:03 GMT 2023 , Edited by admin on Fri Dec 15 15:04:03 GMT 2023
|
PRIMARY | |||
|
CHEMBL1493
Created by
admin on Fri Dec 15 15:04:03 GMT 2023 , Edited by admin on Fri Dec 15 15:04:03 GMT 2023
|
PRIMARY | |||
|
1270708
Created by
admin on Fri Dec 15 15:04:03 GMT 2023 , Edited by admin on Fri Dec 15 15:04:03 GMT 2023
|
PRIMARY | |||
|
142437
Created by
admin on Fri Dec 15 15:04:03 GMT 2023 , Edited by admin on Fri Dec 15 15:04:03 GMT 2023
|
PRIMARY | RxNorm | ||
|
3717-88-2
Created by
admin on Fri Dec 15 15:04:03 GMT 2023 , Edited by admin on Fri Dec 15 15:04:03 GMT 2023
|
PRIMARY | |||
|
DTXSID1047784
Created by
admin on Fri Dec 15 15:04:03 GMT 2023 , Edited by admin on Fri Dec 15 15:04:03 GMT 2023
|
PRIMARY | |||
|
9C05J6089W
Created by
admin on Fri Dec 15 15:04:03 GMT 2023 , Edited by admin on Fri Dec 15 15:04:03 GMT 2023
|
PRIMARY | |||
|
441345
Created by
admin on Fri Dec 15 15:04:03 GMT 2023 , Edited by admin on Fri Dec 15 15:04:03 GMT 2023
|
PRIMARY | |||
|
m5398
Created by
admin on Fri Dec 15 15:04:03 GMT 2023 , Edited by admin on Fri Dec 15 15:04:03 GMT 2023
|
PRIMARY | Merck Index | ||
|
100000091079
Created by
admin on Fri Dec 15 15:04:03 GMT 2023 , Edited by admin on Fri Dec 15 15:04:03 GMT 2023
|
PRIMARY |
ACTIVE MOIETY
SUBSTANCE RECORD