Ampiroxicam

Bezeichnung:Ampiroxicam

CAS-Nr99464-64-9

Englisch Name:Ampiroxicam

CBNumberCB1461705

SummenformelC20H21N3O7S

Molgewicht447.46

MOL-Datei99464-64-9.mol

Ampiroxicam physikalisch-chemischer Eigenschaften

Schmelzpunkt	159-161?C
Dichte	1.44±0.1 g/cm3(Predicted)
storage temp.	Sealed in dry,2-8°C
Löslichkeit	Chloroform (Slightly), Methanol (Slightly)
Aggregatzustand	Solid
pka	12.74±0.20(Predicted)
Farbe	White to Off-White
CAS Datenbank	99464-64-9(CAS DataBase Reference)

Sicherheit

Toxizität

LD50 orally in male, female rats: 1798, 747 mg/kg (Iijima)

Gefahreninformationscode (GHS)

Ampiroxicam Chemische Eigenschaften,Einsatz,Produktion Methoden

Beschreibung
Ampiroxicam is a once-daily non-steroidal anti-inflammatory drug (NSAID) introduced in Japan. As a non-acidic ether carbonate prodrug of the widely used antiinflammatory agent, piroxicam, ampiroxicam is similar or more potent than piroxicam in suppressing carrageenan edema, ultraviolet erythema, traumatic edema, capillary permeability, acetic acid writhing, yeast algesia and yeast hyperthermia in many animals. Eioavailability studies in man show undetectable plasma levels of ampiroxicam indicating 100% conversion to piroxicam during absorption process. Ampiroxicam has been reported to have fewer side effects on the gastric mucosa than piroxicam.
Chemische Eigenschaften
White Solid
Originator
Pflzer (Japan)
Verwenden
antiinflammatory, analgesic
Verwenden
Prodrug of Piroxicam. Anti-inflammatory.
Definition
ChEBI: A benzothiazine that is the 1-[(ethoxycarbonyl)oxy]ethyl ether of piroxicam. A prodrug for piroxicam, it is used for the relief of pain and inflammation in musculoskeletal disorders such as rheumatoid arthritis and osteoarthritis.
Manufacturing Process
To a round bottomed flask equipped with a reflux condenser and stirring bar were added 2-methyl-N-(2-pyridyl)-4-hydroxy-2H-1,2-benzodiazine-3- carboxamide 1,1-dioxide (piroxicam, 10.0 g, 30.2 mmol), potassium carbonate (8.35 g, 60.4 mmol), α-chloroethyl ethyl carbonate (12.35 mL, 13.81 g, 90.6 mmol) and acetone (350 mL). The heterogenous reaction mixture was heated to reflux under a nitrogen atmosphere. After 19 hours, anhydrous sodium iodide (22.6 g, 150.7 mmol) was added and reflux continued for an additional 5 hours. The acetone was removed in vacuum leaving a brown residue which was treated with water (250 mL) and methylene chloride (250 mL). The organic layer was separated and the aqueous layer extracted with additional methylene chloride (250 mL). The combined organic extracts were washed with water (250 mL), brine (250 mL), dried (Na2SO4) and concentrated in vacuum to a brown oil. Column chromatography on silica gel (1:9 ethyl acetate:methylene chloride) afforded a pale yellow foam (10.67 g, 79.0%). The 4-[1-(ethoxycarbonyloxy)ethoxy]- 2-methyl-N-(2-pyridyl)-2H-1,2-benzothiazine-3-carboxamide 1,1-dioxide was recrystallized from toluene to give 9.50 g of pure white crystals; melting point 159-161°C.
Trademarks
Nacyl; Flucam
Therapeutic Function
Antiinflammatory

Ampiroxicam Upstream-Materialien And Downstream Produkte

Ampiroxicam Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

99464-64-9, Ampiroxicam Verwandte Suche:

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