2-(acetyloxy)-4-(trifluoromethyl)benzoic acid

• ChemBase ID: 179121
• Molecular Formular: C10H7F3O4
• Molecular Mass: 248.1553896
• Monoisotopic Mass: 248.02964336
• SMILES: c1cc(cc(c1C(=O)O)OC(=O)C)C(F)(F)F
• Canonical SMILES: CC(=O)Oc1cc(ccc1C(=O)O)C(F)(F)F
• InChI: InChI=1S/C10H7F3O4/c1-5(14)17-8-4-6(10(11,12)13)2-3-7(8)9(15)16/h2-4H,1H3,(H,15,16)
• InChIKey: RMWVZGDJPAKBDE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(acetyloxy)-4-(trifluoromethyl)benzoic acid
• IUPAC Traditional name: triflusal
• Synonyms: 2-Carboxy-5-(trifluoromethyl)phenyl Acetate; Disgren; UR 1501; Triflusal; 2-(Acetyloxy)-4-(trifluoromethyl)benzoic Acid; α,α,α-Trifluoro-2,4-cresotic Acid Acetate; 2-Acetoxy-4-(trifluoromethyl)benzoic Acid

Database IDs

• CAS Number: 322-79-2
• PubChem SID: 164235031
• PubChem CID: 9458

CALCULATED PROPERTIES

• Acid pKa: 3.385732
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 0.014726669
• LogD (pH = 7.4): -1.2905399
• Log P: 2.1159382
• Molar Refractivity: 50.4203 cm^3
• Polarizability: 18.585535 Å^3
• Polar Surface Area: 63.6 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: White to Off-White Solid
• Melting Point: 114-117°C

Safety Information

• Storage Condition: Refrigerator, Under Inert Atmosphere

Pharmacology Properties

• Target: COX

Product Information

• Salt Data: Free Base

DETAILS

Toronto Research Chemicals - T793600

An analog of Aspirin; inhibits platelet aggregation. Antithrombotic.

REFERENCES

• Morell, J., et al.: Therapie, 32, 337 (1977)
• Rutllant, M., et al.: Curr. Ther. Res., 22, 510 (1977)