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CHEBI:76154 - flunoxaprofen

ChEBI IDCHEBI:76154
ChEBI Nameflunoxaprofen
Stars
DefinitionA monocarboxylic acid that is propionic acid substituted at position 2 by a 2-(4-chlorophenyl)-1,3-benzoxazol-5-yl group (the S-enantiomer). Although it was shown to be effective in treatment of rheumatoid arthritis and osteoarthritis, the clinical use of flunoxaprofen was discontinued due to possible hepatotoxic side-effects.
Last Modified22 February 2017
SubmitterSteve
DownloadsMolfile
FormulaC16H12FNO3
Net Charge0
Average Mass285.274
Monoisotopic Mass285.08012
SMILESC[C@H](C(=O)O)c1ccc2oc(-c3ccc(F)cc3)nc2c1
InChIInChI=1S/C16H12FNO3/c1-9(16(19)20)11-4-7-14-13(8-11)18-15(21-14)10-2-5-12(17)6-3-10/h2-9H,1H3,(H,19,20)/t9-/m0/s1
InChIKeyARPYQKTVRGFPIS-VIFPVBQESA-N
Wikipedia
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Roles:
protein kinase C agonist  An agonist that selectively binds to and activates a protein kinase C receptor
hepatotoxic agent  A role played by a chemical compound exhibiting itself through the ability to induce damage to the liver in animals.
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)
flunoxaprofen (CHEBI:76154) has functional parent propionic acid (CHEBI:30768)
flunoxaprofen (CHEBI:76154) has role antirheumatic drug (CHEBI:35842)
flunoxaprofen (CHEBI:76154) has role hepatotoxic agent (CHEBI:50908)
flunoxaprofen (CHEBI:76154) has role non-steroidal anti-inflammatory drug (CHEBI:35475)
flunoxaprofen (CHEBI:76154) has role protein kinase C agonist (CHEBI:64018)
flunoxaprofen (CHEBI:76154) is a 1,3-benzoxazoles (CHEBI:51548)
flunoxaprofen (CHEBI:76154) is a monocarboxylic acid (CHEBI:25384)
flunoxaprofen (CHEBI:76154) is a organofluorine compound (CHEBI:37143)
IUPAC Name 
(2S)-2-[2-(4-fluorophenyl)-1,3-benzoxazol-5-yl]propanoic acid
INNs  Source
flunoxaprofenKEGG DRUG
flunoxaprofenumChemIDplus
flunoxaprofenoChemIDplus
flunoxaprofèneWHO MedNet
Synonyms  Source
(S)-2-(4-Fluorophenyl)-alpha-methyl-5-benzoxazoleacetic acidChemIDplus
(+)-2-(p-Fluorophenyl)-alpha-methyl-5-benzoxazoleacetic acidChemIDplus
(S)-(+)-FlunoxaprofenChemIDplus
Manual XrefsDatabases
D07219KEGG DRUG
FlunoxaprofenWikipedia
1203DrugCentral
Registry NumbersSources
Reaxys:6871045Reaxys
CAS:66934-18-7KEGG DRUG
CAS:66934-18-7ChemIDplus
Citations