Chemical Component Summary

Name2-[(3-chloro-2-methylphenyl)amino]benzoic acid
SynonymsTolfenamic acid
Identifiers2-[(3-chloranyl-2-methyl-phenyl)amino]benzoic acid
FormulaC14 H12 Cl N O2
Molecular Weight261.704
TypeNON-POLYMER
Isomeric SMILESCc1c(cccc1Cl)Nc2ccccc2C(=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

Chemical Details

Formal Charge0
Atom Count30
Chiral Atom Count0
Bond Count31
Aromatic Bond Count12

Drug Info: DrugBank

DrugBank IDDB09216 
NameTolfenamic acid
Groups
  • approved
  • investigational
DescriptionTolfenamic acid, with the formula N-(2-methyl-3-chlorphenyl)-anthranilic acid, is a nonsteroidal anti-inflammatory agent.[A31824] It was discovered by scientists at Medica Pharmaceutical Company in Finland. It is used in the UK as a treatment for migraine under the name of Clotam.[L1292] In the US, it presents a Status class I by the FDA. By the European Medicine Agency, it was granted in 2016 with the status of orphan for the treatment of supranuclear palsy.[L1291]
Synonyms
  • ácido tolfenámico
  • Acide tolfenamique
  • Tolfenamic acid
  • Acidum tolfenamicum
IndicationIn the information for tolfenamic acid, it is stated that this drug, being an NSAID, is effective in treating the pain associated with the acute attack of migraines in adults.[L1293]
Categories
  • Acids, Carbocyclic
  • Agents causing hyperkalemia
  • Agents that produce hypertension
  • Aminobenzoates
  • Analgesics
ATC-CodeM01AG02
CAS number13710-19-5

Drug Targets

NameTarget SequencePharmacological ActionActions
Prostaglandin G/H synthase 1MSRSLLLWFLLFLLLLPPLPVLLADPGAPTPVNPCCYYPCQHQGICVRFG...unknownantagonist
Prostaglandin G/H synthase 2MLARALLLCAVLALSHTANPCCSHPCQNRGVCMSVGFDQYKCDCTRTGFY...unknownantagonist
Cytochrome P450 3A4MALIPDLAMETWLLLAVSLVLLYLYGTHSHGLFKKLGIPGPTPLPFLGNI...unknownsubstrate
Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682

Related Resource References

Resource NameReference
Pharos CHEMBL121626
PubChem 610479
ChEMBL CHEMBL121626
ChEBI CHEBI:32243
CCDC/CSD EXAQIE, KAXXAI, UZUZIA, UZUZOG, KAXXAI02, KAXXAI10, XOWKAX, KAXXAI01, XOWKAX01, JUDPEG, KAXXAI09, KAXXAI05, KAXXAI03, KAXXAI08, ETEFIV, KAXXAI11
COD 2108001, 2108002, 4104112, 4512412, 1557485, 4104113, 1557484