2,8-bis(trifluoromethyl)quinoline-4-carboxylic acid

• ChemBase ID: 163765
• Molecular Formular: C12H5F6NO2
• Molecular Mass: 309.1640192
• Monoisotopic Mass: 309.02244773
• SMILES: c1(cccc2c1nc(cc2C(=O)O)C(F)(F)F)C(F)(F)F
• Canonical SMILES: OC(=O)c1cc(nc2c1cccc2C(F)(F)F)C(F)(F)F
• InChI: InChI=1S/C12H5F6NO2/c13-11(14,15)7-3-1-2-5-6(10(20)21)4-8(12(16,17)18)19-9(5)7/h1-4H,(H,20,21)
• InChIKey: QJTJIQBSZLFWFS-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2,8-bis(trifluoromethyl)quinoline-4-carboxylic acid
• IUPAC Traditional name: 2,8-bis(trifluoromethyl)quinoline-4-carboxylic acid
• Synonyms: 2,8-Bis(trifluoromethyl)-4-quinolinecarboxylic Acid; Ro 21-5104; Carboxymefloquine

Database IDs

• CAS Number: 35853-50-0
• PubChem SID: 162257900
• PubChem CID: 169721

CALCULATED PROPERTIES

• Acid pKa: 3.545415
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 1.9820573
• LogD (pH = 7.4): 0.5687118
• Log P: 3.9300306
• Molar Refractivity: 58.8109 cm^3
• Polarizability: 21.956295 Å^3
• Polar Surface Area: 50.19 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Ethyl Acetate; Methanol
• Apperance: Off-white to beige solid
• Melting Point: 212-214°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - C178700

Carboxymefloquine is a metabolite of Mefloquine (M207050).

REFERENCES

• Crevoisier, C., et al.: Eur. J. Clin. Pharmacol., 53, 135 (1997)
• Ridtitid, W., et al.: J. Pharm. Pharmacol., 52, 1265 (1997)