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CHEBI:73044 - lumiracoxib

ChEBI IDCHEBI:73044
ChEBI Namelumiracoxib
Stars
DefinitionAn amino acid that is phenylacetic acid which is substituted at position 2 by the nitrogen of 2-chloro-6-fluoroaniline and at position 5 by a methyl group. A highly selective cyclooxygenase 2 inhibitor, it was briefly used for the treatment of osteoarthritis, but was withdrawn due to concersns of hepatotoxicity.
Last Modified22 February 2017
SubmitterGareth Owen
DownloadsMolfile
FormulaC15H13ClFNO2
Net Charge0
Average Mass293.725
Monoisotopic Mass293.06188
SMILESCc1ccc(Nc2c(F)cccc2Cl)c(CC(=O)O)c1
InChIInChI=1S/C15H13ClFNO2/c1-9-5-6-13(10(7-9)8-14(19)20)18-15-11(16)3-2-4-12(15)17/h2-7,18H,8H2,1H3,(H,19,20)
InChIKeyKHPKQFYUPIUARC-UHFFFAOYSA-N
Wikipedia
Roles Classification
Chemical Roles:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Role:
cyclooxygenase 2 inhibitor  A cyclooxygenase inhibitor that interferes with the action of cyclooxygenase 2.
Application:
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.
ChEBI Ontology
Outgoing Relation(s)
lumiracoxib (CHEBI:73044) has role cyclooxygenase 2 inhibitor (CHEBI:50629)
lumiracoxib (CHEBI:73044) has role non-steroidal anti-inflammatory drug (CHEBI:35475)
lumiracoxib (CHEBI:73044) is a amino acid (CHEBI:33709)
lumiracoxib (CHEBI:73044) is a monocarboxylic acid (CHEBI:25384)
lumiracoxib (CHEBI:73044) is a organochlorine compound (CHEBI:36683)
lumiracoxib (CHEBI:73044) is a organofluorine compound (CHEBI:37143)
lumiracoxib (CHEBI:73044) is a secondary amino compound (CHEBI:50995)
IUPAC Name 
{2-[(2-chloro-6-fluorophenyl)amino]-5-methylphenyl}acetic acid
INNs  Source
lumiracoxibWHO MedNet
lumiracoxibWHO MedNet
lumiracoxibumWHO MedNet
lumiracoxibWHO MedNet
Synonyms  Source
COX-189ChemIDplus
COX189ChemIDplus
COX 189ChemIDplus
2-((2-chloro-6-fluorophenyl)amino)-5-methylbenzeneacetic acidChemIDplus
Brand Name  Source
PrexigeChemIDplus
Manual XrefsDatabases
D03714KEGG DRUG
DB01283DrugBank
LURPDBeChem
LumiracoxibWikipedia
HMDB0015403HMDB
1618DrugCentral
Registry NumbersSources
Reaxys:9784107Reaxys
CAS:220991-20-8ChemIDplus
CAS:220991-20-8KEGG DRUG
Citations