Flufenamic acid (CHEM016714)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-22 03:41:15 UTC
Update Date2016-11-09 01:15:27 UTC
Accession NumberCHEM016714
Identification
Common NameFlufenamic acid
ClassSmall Molecule
DescriptionAn aromatic amino acid consisting of anthranilic acid carrying an N-(trifluoromethyl)phenyl substituent. An analgesic and anti-inflammatory, it is used in rheumatic disorders.
Contaminant Sources
  • STOFF IDENT Compounds
  • ToxCast & Tox21 Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
2-[3-(Trifluoromethyl)anilino]benzoic acidChEBI
2-[[3-(TRIFLUOROMETHYL)phenyl]amino] benzoIC ACIDChEBI
3'-Trifluoromethyldiphenylamine-2-carboxylic acidChEBI
AchlessChEBI
Acide flufenamiqueChEBI
Acido flufenamicoChEBI
Acidum flufenamicumChEBI
FFAChEBI
FlufenaminsaeureChEBI
Fluphenamic acidChEBI
N-(3-Trifluoromethylphenyl)anthranilic acidChEBI
N-(alpha,alpha,alpha-Trifluoro-m-tolyl)anthranilic acidChEBI
ArlefKegg
2-[3-(Trifluoromethyl)anilino]benzoateGenerator
2-[[3-(TRIFLUOROMETHYL)phenyl]amino] benzoateGenerator
3'-Trifluoromethyldiphenylamine-2-carboxylateGenerator
FluphenamateGenerator
N-(3-Trifluoromethylphenyl)anthranilateGenerator
N-(a,a,a-Trifluoro-m-tolyl)anthranilateGenerator
N-(a,a,a-Trifluoro-m-tolyl)anthranilic acidGenerator
N-(alpha,alpha,alpha-Trifluoro-m-tolyl)anthranilateGenerator
N-(Α,α,α-trifluoro-m-tolyl)anthranilateGenerator
N-(Α,α,α-trifluoro-m-tolyl)anthranilic acidGenerator
FlufenamateGenerator
Acid, flufenamicMeSH
DignodolinMeSH
sankyo Brand OF flufenamic acidMeSH
Chemical FormulaC14H10F3NO2
Average Molecular Mass281.230 g/mol
Monoisotopic Mass281.066 g/mol
CAS Registry Number530-78-9
IUPAC Name2-{[3-(trifluoromethyl)phenyl]amino}benzoic acid
Traditional Nameflufenamic acid
SMILESOC(=O)C1=CC=CC=C1NC1=CC(=CC=C1)C(F)(F)F
InChI IdentifierInChI=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)
InChI KeyLPEPZBJOKDYZAD-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as aminobenzoic acids. These are benzoic acids containing an amine group attached to the benzene moiety.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassBenzoic acids and derivatives
Direct ParentAminobenzoic acids
Alternative Parents
Substituents
  • Aminobenzoic acid
  • Trifluoromethylbenzene
  • Benzoic acid
  • Benzoyl
  • Aniline or substituted anilines
  • Vinylogous amide
  • Amino acid or derivatives
  • Amino acid
  • Carboxylic acid derivative
  • Secondary amine
  • Carboxylic acid
  • Monocarboxylic acid or derivatives
  • Alkyl fluoride
  • Organofluoride
  • Organohalogen compound
  • Organonitrogen compound
  • Organooxygen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Organopnictogen compound
  • Organic oxygen compound
  • Organic nitrogen compound
  • Amine
  • Alkyl halide
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.008 g/LALOGPS
logP4.6ALOGPS
logP5.25ChemAxon
logS-4.6ALOGPS
pKa (Strongest Acidic)3.88ChemAxon
pKa (Strongest Basic)-2.1ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area49.33 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity67.77 m³·mol⁻¹ChemAxon
Polarizability24.67 ųChemAxon
Number of Rings2ChemAxon
Bioavailability1ChemAxon
Rule of FiveNoChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-03di-0190000000-7226c837efe7a739f89cSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TMS_1_1) - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TMS_1_2) - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TBDMS_1_1) - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TBDMS_1_2) - 70eV, PositiveNot AvailableSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , negativesplash10-001r-0090000000-0f6d7c69f5f9242f5642Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , negativesplash10-000i-0090000000-9d81e18649951a7eaa15Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , negativesplash10-000i-0190000000-e11b32a1bfb7e88f90d6Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , negativesplash10-002r-0490000000-ce3f3b244e22bbbe5041Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , negativesplash10-004i-0970000000-edb73a5d62729808e5cdSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , negativesplash10-004i-0930000000-95081e9f9d0c39c41d8aSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , positivesplash10-03di-0090000000-c0fd815aa73e117dbaadSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , positivesplash10-03di-0090000000-6e6b5ff30b2979343619Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , positivesplash10-03di-0090000000-9965dc3cbacd4781de3dSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , positivesplash10-03di-0090000000-5199ecc47f2a1651423cSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , positivesplash10-03xu-0390000000-a182566865ab68875b0dSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , positivesplash10-014i-0970000000-575889d067845b735603Spectrum
LC-MS/MSLC-MS/MS Spectrum - , positivesplash10-03xr-2690000000-cd1fefcbb1a5f6e6bb0dSpectrum
LC-MS/MSLC-MS/MS Spectrum - 60V, Negativesplash10-004i-0890000000-136a213938157b6547ceSpectrum
LC-MS/MSLC-MS/MS Spectrum - 15V, Negativesplash10-001r-0090000000-e6527c24269ec206f8a9Spectrum
LC-MS/MSLC-MS/MS Spectrum - 30V, Negativesplash10-000i-0090000000-64c709eb1d662f4c453dSpectrum
LC-MS/MSLC-MS/MS Spectrum - 45V, Negativesplash10-000i-0290000000-cb7a3314648276a4c620Spectrum
LC-MS/MSLC-MS/MS Spectrum - 60V, Negativesplash10-002r-0490000000-2d74cf8a6bd5215639d2Spectrum
LC-MS/MSLC-MS/MS Spectrum - 45V, Negativesplash10-000i-0190000000-b87cc33bb8a36605c8bdSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-001i-0090000000-56dc0088c2dd4cd33112Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-01p9-0090000000-9703969db39556334a31Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0i09-2490000000-43c1d75e1d40f8fdbc97Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0019-0090000000-392fba2381cfcc0b3875Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-000i-0090000000-f38b04683fe983b5872cSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-014r-2390000000-9cc9389122514b440f0aSpectrum
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)Not Available
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDDB02266
HMDB IDHMDB0252331
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkFlufenamic_acid
Chemspider ID3254
ChEBI ID42638
PubChem Compound ID3371
Kegg Compound IDC13038
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=11093589
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=15275834
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=18436631
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=20589945
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=28166217