EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:76163 - isoxicam

Default Structure
ChEBI IDCHEBI:76163
ChEBI Nameisoxicam
Stars
DefinitionA 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 A non-steroidal anti-inflammatory drug, it was withdrawn from the market in the 1980s following its association with cases of Stevens-Johnson syndrome.
Last Modified22 February 2017
SubmitterGareth Owen
DownloadsMolfile
FormulaC14H13N3O5S
Net Charge0
Average Mass335.341
Monoisotopic Mass335.05759
SMILESCc1cc(NC(=O)C2=C(O)c3ccccc3S(=O)(=O)N2C)no1
InChIInChI=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)
InChIKeyYYUAYBYLJSNDCX-UHFFFAOYSA-N
Roles Classification
Biological Role:
human metabolite  Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
Applications:
non-steroidal anti-inflammatory drug  An anti-inflammatory drug that is not a steroid. In addition to anti-inflammatory actions, non-steroidal anti-inflammatory drugs 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.
antirheumatic drug  A drug used to treat rheumatoid arthritis.
ChEBI Ontology
Outgoing Relation(s)
isoxicam (CHEBI:76163) has role antirheumatic drug (CHEBI:35842)
isoxicam (CHEBI:76163) has role non-steroidal anti-inflammatory drug (CHEBI:35475)
isoxicam (CHEBI:76163) is a benzothiazine (CHEBI:46899)
isoxicam (CHEBI:76163) is a isoxazoles (CHEBI:55373)
isoxicam (CHEBI:76163) is a monocarboxylic acid amide (CHEBI:29347)
IUPAC Name 
4-hydroxy-2-methyl-N-(5-methyl-1,2-oxazol-3-yl)-2H-1,2-benzothiazine-3-carboxamide 1,1-dioxide
INNs  Source
isoxicamChemIDplus
isoxicamWHO MedNet
isoxicamoChemIDplus
isoxicamumChemIDplus
Synonyms  Source
4-hydroxy-2-methyl-N-(5-methyl-3-isoxazolyl)-2H-1,2-benzothiazine-3-carboxamide-1,1-dioxideChemIDplus
4-hydroxy-3-(5-methyl-3-isoxazolylcarbamoyl)-2-methyl-2H-1,2-benzothiazine 1,1-dioxideChEBI
BRN 0577221ChemIDplus
EINECS 252-084-5ChemIDplus
N-(5-methyl-3-isoxazolyl)-4-hydroxy-2-methyl-2H-1,2-benzthiazine-3-carboxamide 1,1-dioxideChEBI
UNII-8XU734C4NGChemIDplus
Brand Name  Source
MaxicamKEGG DRUG
Manual XrefsDatabases
1509DrugCentral
D04639KEGG DRUG
DE2208351Patent
US3787324Patent
Registry NumbersSources
Reaxys:577221Reaxys
CAS:34552-84-6ChemIDplus
CAS:34552-84-6KEGG DRUG
Citations