Pitavastatin
Structural Formula Vector Image
Title: Pitavastatin
CAS Registry Number: 147511-69-1
CAS Name: (3R,5S,6E)-7-[2-Cyclopropyl-4-(4-fluorophenyl)-3-quinolinyl]-3,5-dihydroxy-6-heptenoic acid
Additional Names: itavastatin; nisvastatin
Molecular Formula: C25H24FNO4
Molecular Weight: 421.46
Percent Composition: C 71.24%, H 5.74%, F 4.51%, N 3.32%, O 15.18%
Literature References: HMG CoA reductase inhibitor. Prepn: Y. Fujikawa et al., EP 304063; eidem, US 5011930 (1989, 1991 both to Nissan Chem. Ind.). Prepn of lactone: S. Takano et al., Tetrahedron: Asymmetry 4, 201 (1993). Chiral synthesis: M. Suzuki et al., Bioorg. Med. Chem. Lett. 9, 2977 (1999). Structure-activity study: idem et al., Bioorg. Med. Chem. 9, 2727 (2001). Pharmacology: T. Aoki et al., Arzneim.-Forsch. 47, 904 (1997). HPLC determn in plasma: J. Kojima et al., J. Chromatogr. B 724, 173 (1999). Metabolism: I. Yamada et al., Xenobiotica 33, 789 (2003). Clinical comparison with pravastatin: Y. Saito et al., Atherosclerosis 162, 373 (2002). Clinical evaluation in hypercholesterolemia: S. Park et al., Clin. Ther. 27, 1074 (2005). Review of pharmacokinetics and clinical experience: K. Kajinami et al., Cardiovasc. Drug Rev. 21, 199-215 (2003); R. Y. A. Mukhtar et al., Int. J. Clin Pract. 59, 239-252 (2005).
 
Derivative Type: Calcium salt
CAS Registry Number: 147526-32-7
Additional Names: Monocalcium bis[(3R,5S,6E)-7-[2-cyclopropyl-4-(4-fluorophenyl)-3-quinolinyl]-3,5-dihydroxy-6-heptenoate]
Manufacturers' Codes: NK-104
Trademarks: Livalo (Kowa)
Molecular Formula: C50H46CaF2N2O8
Molecular Weight: 880.98
Percent Composition: C 68.17%, H 5.26%, Ca 4.55%, F 4.31%, N 3.18%, O 14.53%
Properties: Lipophilic. [a]D20 +23.1° (c = 1.00 in acetonitrile/water).
Optical Rotation: [a]D20 +23.1° (c = 1.00 in acetonitrile/water)
 
Derivative Type: Lactone
CAS Registry Number: 141750-63-2
CAS Name: (4R,6S)-6-[(1E)-2-[2-Cyclopropyl-4-(4-fluorophenyl)-3-quinolinyl]ethenyl]tetrahydro-4-hydroxy-2H-pyran-2-one
Molecular Formula: C25H22FNO3
Molecular Weight: 403.45
Percent Composition: C 74.42%, H 5.50%, F 4.71%, N 3.47%, O 11.90%
Properties: mp 138-139°. [a]D32 +8.84° (c = 0.92 in chloroform).
Melting point: mp 138-139°
Optical Rotation: [a]D32 +8.84° (c = 0.92 in chloroform)
 
Therap-Cat: Antilipemic.
Keywords: Antilipemic; HMG CoA Reductase Inhibitors; HMG CoA Reductase Inhibitor.

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