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Isoxicam

Isoxicam structure

CAS No:
34552-84-6
Formula:
C14H13N3O5S
Chemical Name:
Isoxicam
Synonyms:
2H-1,2-Benzothiazine-3-carboxamide,4-hydroxy-2-methyl-N-(5-methyl-3-isoxazolyl)-,1,1-dioxide;Isoxicam;Pacyl;Pacyl (antiinflammatory);W 8495;Vectren;Floxicam
Categories:
Analytical Chemistry > Standard

Description

Isoxicam is an orally active, long-acting, non-steroidal anti-inflammatory agent for the research of arthritis[1]. Isoxicam is a nonselective inhibitor of COX-1 and COX-2[2].

Isoxicam is 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 A non-steroidal anti-inflammatory drug, it was withdrawn from the market in the 1980s following its association with cases of Stevens-Johnson syndrome. It has a role as a non-steroidal anti-inflammatory drug and an antirheumatic drug. It is a benzothiazine, a member of isoxazoles and a monocarboxylic acid amide.|Isoxicam is a non-steroidal anti-inflammatory drug that is not marketed in the United States.

Isoxicam Basic Attributes

Molecular Weight：

335.34

Exact Mass：

335.34

EC Number：

252-084-5

UNII：

8XU734C4NG

NSC Number：

758436

DSSTox ID：

DTXSID0045462

Characteristics

PSA：

121

XLogP3：

1.38

Density：

1.6±0.1 g/cm3

Melting Point：

265-271 °C (decomp)

Boiling Point：

518.8ºC at 760mmHg

Flash Point：

267.5ºC

Refractive Index：

1.686

Water Solubility：

33.9 [ug/mL]

Toxicity：

LD50 in rats (mg/kg): >5000 orally (Whitehouse)

Collision Cross Section：

170.8 Å² [M+H]+ [CCS Type: TW, Method: calibrated with polyalanine and drug standards]

Safety Information

Transport codes：

NONH for all modes of transport

wgk germany：

RTECS Number：

DL0703000

Drug Information

MeSH：

Anti-inflammatory agents that are non-steroidal in nature. In addition to anti-inflammatory actions, they have analgesic, antipyretic, and platelet-inhibitory actions.They act by blocking the synthesis of prostaglandins by inhibiting cyclooxygenase, which converts arachidonic acid to cyclic endoperoxides, precursors of prostaglandins. Inhibition of prostaglandin synthesis accounts for their analgesic, antipyretic, and platelet-inhibitory actions; other mechanisms may contribute to their anti-inflammatory effects. (See all compounds classified as Anti-Inflammatory Agents, Non-Steroidal.)

MeSH Entry Terms：

isoxicam

Isoxicam Use and Manufacturing

Uses

antiseborrheic

Use Classification：

Pharmaceuticals

Computed Properties

Molecular Weight:335.34
XLogP3:3
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:7
Rotatable Bond Count:2
Exact Mass:335.05759170
Monoisotopic Mass:335.05759170
Topological Polar Surface Area:121
Heavy Atom Count:23
Complexity:627
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes