CHEBI:76255 - oxametacin

ChEBI IDCHEBI:76255
ChEBI Nameoxametacin
Stars
DefinitionA hydroxamic acid obtained by formal condensation of the carboxy group of indometacin with the amino group of hydroxylamine.
Last Modified22 October 2020
SubmitterSteve
DownloadsMolfile
FormulaC19H17ClN2O4
Net Charge0
Average Mass372.808
Monoisotopic Mass372.08768
SMILESCOc1ccc2c(c1)c(CC(=O)NO)c(C)n2C(=O)c1ccc(Cl)cc1
InChIInChI=1S/C19H17ClN2O4/c1-11-15(10-18(23)21-25)16-9-14(26-2)7-8-17(16)22(11)19(24)12-3-5-13(20)6-4-12/h3-9,25H,10H2,1-2H3,(H,21,23)
InChIKeyAJRNYCDWNITGHF-UHFFFAOYSA-N
Wikipedia
Roles Classification
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.
non-narcotic analgesic  A drug that has principally analgesic, antipyretic and anti-inflammatory actions. Non-narcotic analgesics do not bind to opioid receptors.
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.
non-narcotic analgesic  A drug that has principally analgesic, antipyretic and anti-inflammatory actions. Non-narcotic analgesics do not bind to opioid receptors.
ChEBI Ontology
Outgoing Relation(s)
oxametacin (CHEBI:76255) has functional parent indometacin (CHEBI:49662)
oxametacin (CHEBI:76255) has role EC 1.14.99.1 (prostaglandin-endoperoxide synthase) inhibitor (CHEBI:35544)
oxametacin (CHEBI:76255) has role non-narcotic analgesic (CHEBI:35481)
oxametacin (CHEBI:76255) has role non-steroidal anti-inflammatory drug (CHEBI:35475)
oxametacin (CHEBI:76255) is a N-acylindole (CHEBI:75884)
oxametacin (CHEBI:76255) is a aromatic ether (CHEBI:35618)
oxametacin (CHEBI:76255) is a hydroxamic acid (CHEBI:24650)
oxametacin (CHEBI:76255) is a organochlorine compound (CHEBI:36683)
IUPAC Name 
2-[1-(4-chlorobenzoyl)-5-methoxy-2-methyl-1H-indol-3-yl]-N-hydroxyacetamide
INNs  Source
oxametacinKEGG DRUG
oxametacinaChemIDplus
oxamétacineWHO MedNet
oxametacinumChemIDplus
Synonyms  Source
1-(4-Chlorobenzoyl)-N-hydroxy-5-methoxy-2-methyl-1H-indole-3-acetamideChemIDplus
1-(p-Chlorobenzoyl)-5-methoxy-2-methyl-3-indolylacetohydroxamic acidChemIDplus
1-(p-Chlorobenzoyl)-5-methoxy-2-methylindole-3-acetohydroxamic acidChemIDplus
Indoxamic acidChemIDplus
Manual XrefsDatabases
2008DrugCentral
D07266KEGG DRUG
DB13308DrugBank
DE2008332Patent
EP1336602Patent
FR1599495Patent
GB2475359Patent
OxametacinWikipedia
US3624103Patent
US4455432Patent
WO2006099416Patent
Registry NumbersSources
Reaxys:497721Reaxys
CAS:27035-30-9KEGG DRUG
CAS:27035-30-9ChemIDplus
Citations