CHEBI:42638 - flufenamic acid

ChEBI IDCHEBI:42638
ChEBI Nameflufenamic acid
Stars
DefinitionAn aromatic amino acid consisting of anthranilic acid carrying an N-(trifluoromethyl)phenyl substituent. An analgesic and anti-inflammatory, it is used in rheumatic disorders.
Secondary ChEBI IDsCHEBI:31619, CHEBI:42631
Last Modified15 June 2017
DownloadsMolfile
FormulaC14H10F3NO2
Net Charge0
Average Mass281.233
Monoisotopic Mass281.06636
SMILESO=C(O)c1ccccc1Nc1cccc(C(F)(F)F)c1
InChIInChI=1S/C14H10F3NO2/c15-14(16,17)9-4-3-5-10(8-9)18-12-7-2-1-6-11(12)13(19)20/h1-8,18H,(H,19,20)
InChIKeyLPEPZBJOKDYZAD-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 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:
antipyretic  A drug that prevents or reduces fever by lowering the body temperature from a raised state. An antipyretic will not affect the normal body temperature if one does not have fever. Antipyretics cause the hypothalamus to override an interleukin-induced increase in temperature. The body will then work to lower the temperature and the result is a reduction in fever.
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)
flufenamic acid (CHEBI:42638) has functional parent (trifluoromethyl)benzene (CHEBI:36810)
flufenamic acid (CHEBI:42638) has functional parent anthranilic acid (CHEBI:30754)
flufenamic acid (CHEBI:42638) has functional parent diphenylamine (CHEBI:4640)
flufenamic acid (CHEBI:42638) has role antipyretic (CHEBI:35493)
flufenamic acid (CHEBI:42638) has role EC 1.14.99.1 (prostaglandin-endoperoxide synthase) inhibitor (CHEBI:35544)
flufenamic acid (CHEBI:42638) has role non-narcotic analgesic (CHEBI:35481)
flufenamic acid (CHEBI:42638) has role non-steroidal anti-inflammatory drug (CHEBI:35475)
flufenamic acid (CHEBI:42638) is a aromatic amino acid (CHEBI:33856)
flufenamic acid (CHEBI:42638) is a organofluorine compound (CHEBI:37143)
flufenamic acid (CHEBI:42638) is conjugate acid of flufenamate (CHEBI:520819)
Incoming Relation(s)
flufenamate (CHEBI:520819) is conjugate base of flufenamic acid (CHEBI:42638)
IUPAC Name 
2-{[3-(trifluoromethyl)phenyl]amino}benzoic acid
INNs  Source
acide flufénamiqueChemIDplus
ácido flufenámicoChemIDplus
acidum flufenamicumChemIDplus
flufenamic acidChemIDplus
Synonyms  Source
2-[3-(trifluoromethyl)anilino]benzoic acidNIST Chemistry WebBook
2-[[3-(TRIFLUOROMETHYL)PHENYL]AMINO] BENZOIC ACIDPDBeChem
3'-trifluoromethyldiphenylamine-2-carboxylic acidChemIDplus
N-(3-trifluoromethylphenyl)anthranilic acidChemIDplus
N-(α,α,α-trifluoro-m-tolyl)anthranilic acidNIST Chemistry WebBook
FFAKEGG COMPOUND
Brand Name  Source
AchlessChemIDplus
Manual XrefsDatabases
1193DrugCentral
C13038KEGG COMPOUND
D01581KEGG DRUG
DB02266DrugBank
FLFPDBeChem
Flufenamic_acidWikipedia
LSM-2973LINCS
Registry NumbersSources
Gmelin:1327188Gmelin
Reaxys:1996069Reaxys
Beilstein:1996069Beilstein
CAS:530-78-9ChemIDplus
CAS:530-78-9NIST Chemistry WebBook
CAS:530-78-9KEGG COMPOUND
Citations