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Merck

I1762

Isoxicam

analytical standard

Synonym(s):

4-Hydroxy-2-methyl-N-5-methyl-3-isoxolyl-2H-1,2-benzothiazine-3-carboxamide-1,1-dioxide

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About This Item

Empirical Formula (Hill Notation):
C14H13N3O5S
CAS Number:
34552-84-6
Molecular Weight:
335.34
NACRES:
NA.24
PubChem Substance ID:
329815356
UNSPSC Code:
41116107
EC Number:
252-084-5
MDL number:
MFCD00079374

Key Documents

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InChI key

YYUAYBYLJSNDCX-UHFFFAOYSA-N

InChI

1S/C14H13N3O5S/c1-8-7-11(16-22-8)15-14(19)12-13(18)9-5-3-4-6-10(9)23(20,21)17(12)2/h3-7,18H,1-2H3,(H,15,16,19)

SMILES string

CN1C(C(=O)Nc2cc(C)on2)=C(O)c3ccccc3S1(=O)=O

grade

analytical standard

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

application(s)

forensics and toxicology
pharmaceutical (small molecule)
veterinary

format

neat

Quality Level

200

Gene Information

human ... PTGS1(5742), PTGS2(5743)

Related Categories

General description

Isoxicam is a long acting anti-inflammatory agent belonging to the oxicam group, and helps in relieving the symptoms of degenerative joint disease and rheumatoid arthritis. Its mode of action involves the ability to inhibit prostaglandin synthesis by suppressing the formation of cyclooxygenase and subsequent prostaglandin.

Application

Isoxicam may be used as an internal standard for the quantification of meloxicam in pharmaceutical preparations and as an analytical reference standard for the quantification of the analyte in biological samples using different analytical techniques.
Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Storage Class

11 - Combustible Solids

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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H Fenner
European journal of rheumatology and inflammation, 9(2), 3-7 (1987-01-01)
The chronicity of the inflammatory process requires persistent tissue concentrations of non-steroidal anti-inflammatory drugs (NSAIDs), best achieved by using a drug with a long half-life as a once-daily regimen. The oxicams proved to be one of the most promising classes
H Fenner
Scandinavian journal of rheumatology. Supplement, 65, 97-101 (1987-01-01)
The chronicity of the inflammatory process requires persistent tissue concentrations of non-steroidal anti-inflammatory drugs (NSAIDs), best achieved by using a drug with a long half-life as a once-daily regimen. The oxicams proved to be one of the most promising classes
J Sassard et al.
Prostaglandins, leukotrienes, and essential fatty acids, 38(2), 107-111 (1989-11-01)
The effects of a 7 day-treatment with isoxicam (200 mg/24 h) on the urinary excretion of prostaglandins (PG) were compared to those of indomethacin (150 mg/24 h) in a double-blind randomized study conducted in 18 patients with degenerative arthritic disease
T F Woolf et al.
Xenobiotica; the fate of foreign compounds in biological systems, 19(12), 1369-1377 (1989-12-01)
1. Disposition studies in vivo in animals and man indicate that hydroxylation of the isoxazole methyl group of isoxicam is the major route of metabolism. 2. Recently, N-methylsaccharin, saccharin, and an open-ring sulphonamide have been identified as additional isoxicam metabolites.
T F Woolf et al.
Drug metabolism and disposition: the biological fate of chemicals, 17(6), 662-668 (1989-11-01)
Isoxicam is a long half-life nonsteroidal anti-inflammatory agent which undergoes extensive metabolism prior to elimination in animals and man. The major route of isoxicam transformation is hydroxylation of the methylisoxazole functionality to form hydroxymethylisoxicam, and cleavage of its benzothiazine moiety
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