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CHEBI:32243 - tolfenamic acid

ChEBI IDCHEBI:32243
ChEBI Nametolfenamic acid
Stars
DefinitionAn aminobenzoic acid that is anthranilic acid in which one of the hydrogens attached to the nitrogen is replaced by a 3-chloro-2-methylphenyl group. Tolfenamic acid is used specifically for relieving the pain of migraine. It also shows anticancer activity.
Last Modified22 February 2017
DownloadsMolfile
FormulaC14H12ClNO2
Net Charge0
Average Mass261.708
Monoisotopic Mass261.05566
SMILESCc1c(Cl)cccc1Nc1ccccc1C(=O)O
InChIInChI=1S/C14H12ClNO2/c1-9-11(15)6-4-8-12(9)16-13-7-3-2-5-10(13)14(17)18/h2-8,16H,1H3,(H,17,18)
InChIKeyYEZNLOUZAIOMLT-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:
non-narcotic analgesic  A drug that has principally analgesic, antipyretic and anti-inflammatory actions. Non-narcotic analgesics do not bind to opioid receptors.
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.
EC 2.7.1.33 (pantothenate kinase) inhibitor  An EC 2.7.1.* (phosphotransferases with an alcohol group as acceptor) inhibitor that interferes with the action of pantothenate kinase (EC 2.7.1.33).
Applications:
non-narcotic analgesic  A drug that has principally analgesic, antipyretic and anti-inflammatory actions. Non-narcotic analgesics do not bind to opioid receptors.
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)
tolfenamic acid (CHEBI:32243) has functional parent anthranilic acid (CHEBI:30754)
tolfenamic acid (CHEBI:32243) has role EC 1.14.99.1 (prostaglandin-endoperoxide synthase) inhibitor (CHEBI:35544)
tolfenamic acid (CHEBI:32243) has role EC 2.7.1.33 (pantothenate kinase) inhibitor (CHEBI:77194)
tolfenamic acid (CHEBI:32243) has role non-narcotic analgesic (CHEBI:35481)
tolfenamic acid (CHEBI:32243) has role non-steroidal anti-inflammatory drug (CHEBI:35475)
tolfenamic acid (CHEBI:32243) is a aminobenzoic acid (CHEBI:22495)
tolfenamic acid (CHEBI:32243) is a organochlorine compound (CHEBI:36683)
tolfenamic acid (CHEBI:32243) is a secondary amino compound (CHEBI:50995)
IUPAC Name 
2-[(3-chloro-2-methylphenyl)amino]benzoic acid
INNs  Source
tolfenamic acidKEGG DRUG
acide tolfénamiqueWHO MedNet
ácido tolfenámicoWHO MedNet
acidum tolfenamicumChemIDplus
Synonyms  Source
N-(3-Chloro-o-tolyl)-anthranilic acidChemIDplus
N-(2-Methyl-3-chlorophenyl)anthranilic acidChemIDplus
N-(3-Chloro-2-methylphenyl)anthranilic acidChemIDplus
Manual XrefsDatabases
D01183KEGG DRUG
US2003060465Patent
Tolfenamic_acidWikipedia
LSM-5612LINCS
2698DrugCentral
1874VSDB
Registry NumbersSources
Reaxys:657821Reaxys
CAS:13710-19-5KEGG DRUG
CAS:13710-19-5ChemIDplus
Citations