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CHEBI:8249 - piroxicam

Default Structure
ChEBI IDCHEBI:8249
ChEBI Namepiroxicam
Stars
DefinitionA monocarboxylic acid amide resulting from the formal condensation of the carboxy group of 4-hydroxy-2-methyl-2H-1,2-benzothiazine-3-carboxylic acid 1,1-dioxide with the exocyclic nitrogen of 2-aminopyridine. A non-steroidal anti-inflammatory drug of the oxicam class, it is used to relieve pain and works by preventing the production of endogenous prostaglandins involved in the mediation of pain, stiffness, tenderness and swelling.
Last Modified19 June 2017
DownloadsMolfile
FormulaC15H13N3O4S
Net Charge0
Average Mass331.353
Monoisotopic Mass331.06268
SMILESCN1C(C(=O)Nc2ccccn2)=C(O)c2ccccc2S1(=O)=O
InChIInChI=1S/C15H13N3O4S/c1-18-13(15(20)17-12-8-4-5-9-16-12)14(19)10-6-2-3-7-11(10)23(18,21)22/h2-9,19H,1H3,(H,16,17,20)
InChIKeyQYSPLQLAKJAUJT-UHFFFAOYSA-N
Wikipedia
Roles Classification
Biological Roles:
cyclooxygenase 1 inhibitor  A cyclooxygenase inhibitor that interferes with the action of cyclooxygenase 1.
analgesic  An agent capable of relieving pain without the loss of consciousness or without producing anaesthesia. In addition, analgesic is a role played by a compound which is exhibited by a capability to cause a reduction of pain symptoms.
EC 1.14.99.1 (prostaglandin-endoperoxide synthase) inhibitor  A compound or agent that combines with cyclooxygenases (EC 1.14.99.1) and thereby prevents its substrate-enzyme combination with arachidonic acid and the formation of icosanoids, prostaglandins, and thromboxanes.
human metabolite  Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
Applications:
analgesic  An agent capable of relieving pain without the loss of consciousness or without producing anaesthesia. In addition, analgesic is a role played by a compound which is exhibited by a capability to cause a reduction of pain symptoms.
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)
piroxicam (CHEBI:8249) has role analgesic (CHEBI:35480)
piroxicam (CHEBI:8249) has role antirheumatic drug (CHEBI:35842)
piroxicam (CHEBI:8249) has role cyclooxygenase 1 inhibitor (CHEBI:50630)
piroxicam (CHEBI:8249) has role EC 1.14.99.1 (prostaglandin-endoperoxide synthase) inhibitor (CHEBI:35544)
piroxicam (CHEBI:8249) has role non-steroidal anti-inflammatory drug (CHEBI:35475)
piroxicam (CHEBI:8249) is a benzothiazine (CHEBI:46899)
piroxicam (CHEBI:8249) is a monocarboxylic acid amide (CHEBI:29347)
piroxicam (CHEBI:8249) is a pyridines (CHEBI:26421)
Incoming Relation(s)
ampiroxicam (CHEBI:31210) has functional parent piroxicam (CHEBI:8249)
droxicam (CHEBI:76133) has functional parent piroxicam (CHEBI:8249)
IUPAC Name 
4-hydroxy-2-methyl-N-pyridin-2-yl-2H-1,2-benzothiazine-3-carboxamide 1,1-dioxide
INNs  Source
piroxicamWHO MedNet
piroxicamumChemIDplus
Synonyms  Source
4-Hydroxy-2-methyl-N-(2-pyridyl)-2H-1,2-benzothiazin-3-caboxyamid-1,1-dioxidChemIDplus
PiroxicamKEGG COMPOUND
PyroxycamChemIDplus
Brand Names  Source
FeldeneDrugBank
FELDENEKEGG DRUG
Manual XrefsDatabases
2210DrugCentral
C01608KEGG COMPOUND
D00127KEGG DRUG
DB00554DrugBank
DE1943265Patent
HMDB0014694HMDB
PiroxicamWikipedia
US3591584Patent
Registry NumbersSources
Reaxys:627692Reaxys
CAS:36322-90-4NIST Chemistry WebBook
CAS:36322-90-4ChemIDplus
Citations