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HomeProduct name listFLAVOXATE

FLAVOXATE

  • CAS NO.:15301-69-6
  • Empirical Formula: C24H25NO4
  • Molecular Weight: 391.46
  • MDL number: MFCD00210291
  • EINECS: 239-337-5
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2023-04-23 13:52:06
FLAVOXATE Structural

What is FLAVOXATE?

Absorption

Well absorbed from gastrointestinal tract.

Toxicity

The oral LD50 for flavoxate HCl in rats is 4273 mg/kg. The oral LD50 for flavoxate HCl in mice is 1837 mg/kg. Symptoms of overdose include convulsions, decreased ability to sweat, (warm, red skin, dry mouth, and increased body temperature), hallucinations, increased heart rate and blood pressure, and mental confusion.

Originator

Urispas,SKF,US,1971

The Uses of FLAVOXATE

Flavoxate is a pharmaceutical active-containing film delivery device for oral transmucosal administration.

The Uses of FLAVOXATE

Relaxant (smooth muscle).

Background

A drug that has been used in various urinary syndromes and as an antispasmodic. Its therapeutic usefulness and its mechanism of action are not clear. It may have local anesthetic activity and direct relaxing effects on smooth muscle as well as some activity as a muscarinic antagonist. [PubChem]

Indications

For symptomatic relief of dysuria, urgency, nocturia, suprapubic pain, frequency and incontinence as may occur in cystitis, prostatitis, urethritis, urethrocystitis/urethrotrigonitis.

What are the applications of Application

BML-278 is a Sirt activator and cell cycle arresting compound

Definition

ChEBI: A carboxylic ester resulting from the formal condensation of 3-methylflavone-8-carboxylic acid with 2-(1-piperidinyl)ethanol.

Manufacturing Process

A mixture of 13.3 grams of anhydrous aluminum chloride and 100 ml of carbon disulfide is added to 19.4 grams of 2-propionyloxybenzoic acid (prepared from the reaction of propionyl chloride and 2-hydroxybenzoic acid). After an initial evolution of hydrogen chloride, the solvent is removed by distillation and the mixture is heated at 150° to 160°C for 4 hours. The cooled reaction mixture is treated with ice and hydrochloric acid and the product, 2- hydroxy-3-carboxypropiophenone, is obtained from the oily residue by distillation in vacuo.
A mixture of 1.9 grams of 2-hydroxy-3-carboxypropiophenone, 5.0 grams of sodium benzoate and 20.0 grams of benzoic anhydride is heated at 180° to 190°C for 6 hours. A solution of 15.0 grams of potassium hydroxide in 50 ml of ethanol and 20 ml of water is added and refluxed for 1 hour. The mixture is evaporated and the residue after addition of water yields 3-methylflavone-8- carboxylic acid.
To a suspension of 12.0 grams of 3-methylflavone-8-carboxylic acid in 200 ml of anhydrous benzene is added 10.0 grams of thionyl chloride. The mixture is refluxed for 2 hours during which the suspended solid goes into solution. The solvent is completely removed by distillation, the residue extracted with benzene and the extract evaporated to dryness. The product, 3- methylflavone-8-carboxylic acid chloride, is recrystallized from ligroin to give crystals melting at 155° to 156°C.
To 11.0 grams of 3-methylflavone-8-carboxylic acid chloride dissolved in 150 ml of anhydrous benzene is added at room temperature 4.8 grams of piperidinoethanol and the mixture refluxed for 2 to 3 hours. The separated solid is filtered, washed with benzene and dried. The product, piperidinoethyl 3-methylflavone-8-carboxylate hydrochloride is obtained as a colorless crystalline solid, MP 232° to 234°C, (from US Patent 2,921,070).

brand name

Urispas (Ortho-McNeil).

Therapeutic Function

Spasmolytic

Pharmacokinetics

Flavoxate is a spasmolytic flavone derivative that acts by relaxing the smooth muscle in the urinary tract. Flavoxate is a competitive muscarinic receptor antagonist indicated for the treatment of overactive bladder with symptoms of urge urinary incontinence, urgency, and urinary frequency. Muscarinic receptors play an important role in several major cholin-ergically mediated functions, including contractions of urinary bladder smooth muscle and stimulation of salivary secretion.

Metabolism

Not Available

Properties of FLAVOXATE

Melting point: 87-88 °C
Boiling point: 564.1±50.0 °C(Predicted)
Density  1.203±0.06 g/cm3(Predicted)
form  Off-white solid.
pka 7.3(at 25℃)
CAS DataBase Reference 15301-69-6(CAS DataBase Reference)

Safety information for FLAVOXATE

Computed Descriptors for FLAVOXATE

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