(3R,5S,6E)-7-[2-cyclopropyl-4-(4-fluorophenyl)quinolin-3-yl]-3,5-dihydroxyhept-6-enoic acid

• ChemBase ID: 176804
• Molecular Formular: C25H24FNO4
• Molecular Mass: 421.4607632
• Monoisotopic Mass: 421.16893647
• SMILES: c1(c(nc2c(c1c1ccc(cc1)F)cccc2)C1CC1)/C=C/[C@H](C[C@H](CC(=O)O)O)O
• Canonical SMILES: O[C@H](C[C@@H](/C=C/c1c(nc2c(c1c1ccc(cc1)F)cccc2)C1CC1)O)CC(=O)O
• InChI: InChI=1S/C25H24FNO4/c26-17-9-7-15(8-10-17)24-20-3-1-2-4-22(20)27-25(16-5-6-16)21(24)12-11-18(28)13-19(29)14-23(30)31/h1-4,7-12,16,18-19,28-29H,5-6,13-14H2,(H,30,31)/b12-11+/t18-,19-/m1/s1
• InChIKey: VGYFMXBACGZSIL-MCBHFWOFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3R,5S,6E)-7-[2-cyclopropyl-4-(4-fluorophenyl)quinolin-3-yl]-3,5-dihydroxyhept-6-enoic acid
• IUPAC Traditional name: pitavastatin
• Synonyms: (3R,5S,6E)-7-[2-Cyclopropyl-4-(4-fluorophenyl)-3-quinolinyl]-3,5-dihydroxy-6-heptenoic Acid Calcium Salt; Flovas; Livalo; NK 104; NK 104 (acid); Pitava; Pitava 1; Pitavastatin Hemicalcium; Pitavastatin CalciumDISCONTINUED

Database IDs

• CAS Number: 147526-32-7
• PubChem SID: 164232714
• PubChem CID: 5282452

CALCULATED PROPERTIES

• Acid pKa: 4.1270967
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): 2.5521677
• LogD (pH = 7.4): 0.88797456
• Log P: 2.9240363
• Molar Refractivity: 115.7392 cm^3
• Polarizability: 46.723953 Å^3
• Polar Surface Area: 90.65 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: White to Off-White Powder

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - P531000

A competitive inhibitor of HMG-CoA reductase. Antilipemic.

REFERENCES

• Aoki, T., et al.: Arzneim.-Forsch., 47, 904 (1997)
• Yamada, I., et al.: Xenobiotica, 33, 789 (1997)
• Park, S., et al.: Clin. Ther., 27, 1074 (1997)