CHEBI:31210 - ampiroxicam

ChEBI IDCHEBI:31210
ChEBI Nameampiroxicam
Stars
DefinitionA benzothiazine that is the 1-[(ethoxycarbonyl)oxy]ethyl ether of piroxicam. A prodrug for piroxicam, it is used for the relief of pain and inflammation in musculoskeletal disorders such as rheumatoid arthritis and osteoarthritis.
Last Modified22 February 2017
DownloadsMolfile
FormulaC20H21N3O7S
Net Charge0
Average Mass447.469
Monoisotopic Mass447.11002
SMILESCCOC(=O)OC(C)OC1=C(C(=O)Nc2ccccn2)N(C)S(=O)(=O)c2ccccc21
InChIInChI=1S/C20H21N3O7S/c1-4-28-20(25)30-13(2)29-18-14-9-5-6-10-15(14)31(26,27)23(3)17(18)19(24)22-16-11-7-8-12-21-16/h5-13H,4H2,1-3H3,(H,21,22,24)
InChIKeyLSNWBKACGXCGAJ-UHFFFAOYSA-N
Wikipedia
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Roles:
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.
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.
human metabolite  Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
Applications:
prodrug  A compound that, on administration, must undergo chemical conversion by metabolic processes before becoming the pharmacologically active drug for which it is a prodrug.
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.
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.
ChEBI Ontology
Outgoing Relation(s)
ampiroxicam (CHEBI:31210) has functional parent piroxicam (CHEBI:8249)
ampiroxicam (CHEBI:31210) has role analgesic (CHEBI:35480)
ampiroxicam (CHEBI:31210) has role antirheumatic drug (CHEBI:35842)
ampiroxicam (CHEBI:31210) has role EC 1.14.99.1 (prostaglandin-endoperoxide synthase) inhibitor (CHEBI:35544)
ampiroxicam (CHEBI:31210) has role non-steroidal anti-inflammatory drug (CHEBI:35475)
ampiroxicam (CHEBI:31210) has role prodrug (CHEBI:50266)
ampiroxicam (CHEBI:31210) is a acetal (CHEBI:59769)
ampiroxicam (CHEBI:31210) is a aminopyridine (CHEBI:38207)
ampiroxicam (CHEBI:31210) is a benzothiazine (CHEBI:46899)
ampiroxicam (CHEBI:31210) is a etabonate ester (CHEBI:50850)
ampiroxicam (CHEBI:31210) is a monocarboxylic acid amide (CHEBI:29347)
ampiroxicam (CHEBI:31210) is a sulfonamide (CHEBI:35358)
IUPAC Name 
ethyl 1-{[2-methyl-1,1-dioxido-3-(pyridin-2-ylcarbamoyl)-2H-1,2-benzothiazin-4-yl]oxy}ethyl carbonate
INNs  Source
ampiroxicamChemIDplus
ampiroxicamWHO MedNet
ampiroxicamumChemIDplus
ampiroxicamWHO MedNet
Synonyms  Source
CP-65703ChemIDplus
carbonic acid ethyl 1-({2-methyl-3-[(2-pyridinylamino)carbonyl]-2H-1,2-benzothiazin-4-yl}oxy)ethyl ester S,S-dioxideChemIDplus
CP 65703ChemIDplus
Brand Name  Source
FlucamKEGG DRUG
Manual XrefsDatabases
D01397KEGG DRUG
AmpiroxicamWikipedia
EP147177Patent
US4551452Patent
LSM-5043LINCS
199DrugCentral
Registry NumbersSources
Reaxys:5184713Reaxys
CAS:99464-64-9ChemIDplus
CAS:99464-64-9KEGG DRUG
Citations