2-[2-(4-fluorophenyl)-2-oxo-1-phenylethyl]-4-methyl-3-oxo-N-phenylpentanamide

• ChemBase ID: 67287
• Molecular Formular: C26H24FNO3
• Molecular Mass: 417.4720632
• Monoisotopic Mass: 417.17402185
• SMILES: C(=O)(C(C(=O)C(C)C)C(C(=O)c1ccc(cc1)F)c1ccccc1)Nc1ccccc1
• Canonical SMILES: Fc1ccc(cc1)C(=O)C(C(C(=O)C(C)C)C(=O)Nc1ccccc1)c1ccccc1
• InChI: InChI=1S/C26H24FNO3/c1-17(2)24(29)23(26(31)28-21-11-7-4-8-12-21)22(18-9-5-3-6-10-18)25(30)19-13-15-20(27)16-14-19/h3-17,22-23H,1-2H3,(H,28,31)
• InChIKey: SNPBHOICIJUUFB-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[2-(4-fluorophenyl)-2-oxo-1-phenylethyl]-4-methyl-3-oxo-N-phenylpentanamide
• IUPAC Traditional name: 2-[2-(4-fluorophenyl)-2-oxo-1-phenylethyl]-4-methyl-3-oxo-N-phenylpentanamide
• Synonyms: 2-(2-(4-Fluorophenyl)-2-oxo-1-phenylethyl)-4-methyl-3-oxo-N-phenylpentanamide; 2-[2-(4-Fluorophenyl)-2-oxo-1-phenylethyl]-4-methyl-3-oxopentanoic Acid Phenylamide; 4-Fluoro-α-(2-methyl-1-oxopropyl)-γ-oxo-N,β-diphenyl-benzenebutanamide; 2[2-(4-Fluorophenyl)-2-oxo-1-phenylethyl]-4-methyl-3-oxo-pentanoic acid phenylamide

Database IDs

• CAS Number: 125971-96-2
• MDL Number: MFCD04117986
• PubChem SID: 162033023
• PubChem CID: 9909872

CALCULATED PROPERTIES

• Acid pKa: 9.180005
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 5.917286
• LogD (pH = 7.4): 5.910233
• Log P: 5.9173765
• Molar Refractivity: 119.5615 cm^3
• Polarizability: 45.21688 Å^3
• Polar Surface Area: 63.24 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform
• Apperance: White Solid
• Melting Point: 196-198°C

Safety Information

• Storage Condition: -20°C Freezer
• Storage Warning: IRRITANT
• TSCA Listed: false

Product Information

• Purity: 95+%

DETAILS

Toronto Research Chemicals - F593700

An Atorvastatin intermediate. Atorvastatin is a selective, competitive HMG-CoA reductase inhibitor. The only drug in its class specfically indicated for lowering both elevated LDL-cholesterol and triglycerides in patients with hypercholesterolemia.

REFERENCES

• Winters, R., et al.: J. Med. Chem., 36, 1735 (1993)
• Hagmann, W., et al.: Bioorg. Med. Chem. Lett., 10, 1975 (1993)
• Istvan, E., et al.: Science, 292, 1160 (2001)