Isoxicam

Bezeichnung:Isoxicam

CAS-Nr34552-84-6

Englisch Name:ISOXICAM

CBNumberCB8101486

SummenformelC14H13N3O5S

Molgewicht335.34

MOL-Datei34552-84-6.mol

Synonyma

Isoxicam

Isoxicam physikalisch-chemischer Eigenschaften

Schmelzpunkt	265-271℃
Dichte	1.588
storage temp.	-20°C Freezer
Löslichkeit	Chloroform (Slightly, Heated), DMSO (Slightly), Methanol (Slightly, Heated, Sonicated)
Aggregatzustand	Solid
pka	4.50±1.00(Predicted)
Farbe	White to Pale Beige

Sicherheit

WGK Germany	2
RTECS-Nr.	DL0703000
Toxizität	LD50 in rats (mg/kg): >5000 orally (Whitehouse)

ISOXICAM Chemische Eigenschaften,Einsatz,Produktion Methoden

Beschreibung
Isoxicam is a non-steroidal antiinflammatory agent useful in the treatment of various forms of rheumatoid arthritis, osteoarthritis and musculoskeletal disorders. It is about one-tenth as potent as its structural relative sudoxicam; its similar long T_1/2 (>30 hrs.) allows once-daily dosing.
Originator
Warner-Lambert (USA)
Verwenden
antiseborrheic
Verwenden
Isoxicam is a potent, orally active, nonsteroidal anti-inflammatory drug.
Verwenden
Isoxicam is used for the same indications as piroxicam. Synonyms for isoxicam are floxicam and maxicam.
Definition
ChEBI: A monocarboxylic acid amide that is piroxicam in which the pyrid-2-yl group is replaced by a 5-methyl-1,2-oxazol-3-yl group. A non-steroidal anti-inflammatory drug, it was withdrawn from the market in the 1980s following its association with cases of Steve s-Johnson syndrome.
Manufacturing Process
A mixture of 40.5 g (0.15 mol) of 3-carbethoxy-4-hydroxy-2-methyl-2H-1,2- benzothiazine 1,1-dioxide, 20.6 g (0.21 mol) of 3-amino-5-methylisoxazole, and 2,500 ml of xylene was refluxed for 24 hours in a Soxhlet apparatus, the thimble of which contained 60 g of Linde type 4A molecular sieve. The mixture was cooled to 25°C and the resulting crystalline precipitate was collected and washed with ether to give 44 g of crude product. Recrystallization from 1,600 ml of 1,4-dioxan gave 34.7 g of material, MP 265°C to 271°C dec.
Trademarks
Maxicam (Parke-Davis);Floxicam;PACYL.
Therapeutic Function
Antiinflammatory
Weltgesundheitsorganisation (WHO)
Isoxicam, a nonsteroidal anti-inflammatory agent, was introduced in 1983 for the treatment of rheumatic disorders. By 1985 its use had been associated with serious adverse effects, including four deaths from rare skin reactions. This led to its withdrawal in France followed immediately by the voluntary suspension of marketing worldwide by the major manufacturer.
Clinical Use
Isoxicam is a nonsteroidal anti-inflammatory drug withdrawn from the market as a consequence of reports of fatal skin reaction.
Synthese
Isoxicam, 1,1-dioxide 4-hydroxy-2-methyl-N-(5-methyl-3-isoxazolyl)-2H-1,2- benzothiazine-3-carboxamide (3.2.80), is synthesized analogous to piroxicam, using amidation of 1,1-dioxide 3-methoxycarbonyl-3,4-dihydro-2-H-1,2-benzothiazine-4-one (3.2.78) in the last stage with 3-amino-5-methylisoxazole, instead of 2-aminopyridine [127¨C130].

ISOXICAM Upstream-Materialien And Downstream Produkte

Isoxicam Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

34552-84-6, ISOXICAM Verwandte Suche:

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