2-{[4-(trifluoromethyl)phenyl]formamido}acetic acid

• ChemBase ID: 179087
• Molecular Formular: C10H8F3NO3
• Molecular Mass: 247.1706296
• Monoisotopic Mass: 247.04562778
• SMILES: c1cc(ccc1C(=O)NCC(=O)O)C(F)(F)F
• Canonical SMILES: O=C(c1ccc(cc1)C(F)(F)F)NCC(=O)O
• InChI: InChI=1S/C10H8F3NO3/c11-10(12,13)7-3-1-6(2-4-7)9(17)14-5-8(15)16/h1-4H,5H2,(H,14,17)(H,15,16)
• InChIKey: BSDJCHNAUGZKFS-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{[4-(trifluoromethyl)phenyl]formamido}acetic acid
• IUPAC Traditional name: {[4-(trifluoromethyl)phenyl]formamido}acetic acid
• Synonyms: N-[4-(Trifluoromethyl)benzoyl]glycine; {[4-(trifluoromethyl)benzoyl]amino}acetic acid

Database IDs

• CAS Number: 89035-91-6
• MDL Number: MFCD00176425
• PubChem SID: 164234997
• PubChem CID: 2305084

CALCULATED PROPERTIES

• Acid pKa: 3.3202143
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -0.76027095
• LogD (pH = 7.4): -2.0183487
• Log P: 1.403394
• Molar Refractivity: 52.0914 cm^3
• Polarizability: 18.817257 Å^3
• Polar Surface Area: 66.4 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 154 - 156°C
• Hydrophobicity(logP): 1.889

Product Information

• Purity: 95%

DETAILS

Toronto Research Chemicals - T791150

A metabolite of Fluvoxamine (F603500).

REFERENCES

• Ruijten, H.M., et al.: Drug Metab. Dispos., 12, 82 (1984)