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Monograph Number:  0000864
Title:  Atorvastatin
CAS Registry Number:  134523-00-5
CAS Name:  (bR,dR)-2-(4-Fluorophenyl)-b,d-dihydroxy-5-(1-methylethyl)-3-phenyl-4-[(phenylamino)carbonyl]-1H-pyrrole-1-heptanoic acid
Molecular Formula:  C33H35FN2O5
Molecular Weight:  558.64
Percent Composition:  C 70.95%, H 6.31%, F 3.40%, N 5.01%, O 14.32%
Literature References:  HMG-CoA reductase inhibitor.  Prepn:  B. D. Roth, EP 409281; idem, US 5273995 (1991, 1993 both to Warner-Lambert); K. L. Baumann et al., Tetrahedron Lett. 33, 2283 (1992).  Solubility and kinetic studies:  A. S. Kearney et al., Pharm. Res. 10, 1461 (1993).  LC/MS/MS determn in serum:  M. Jemal et al., Rapid Commun. Mass Spectrom. 13, 1003 (1999).  Clinical pharmacokinetics:  D. D. Cilla, Jr. et al., Clin. Pharmacol. Ther. 60, 687 (1996).  Review of pharmacology and clinical experience:  H. S. Yee, N. T. Fong, Ann. Pharmacother. 32, 1030-1043 (1998); of efficacy in diabetic patients:  K. F. Croom, G. L. Plosker, Drugs 65, 137-152 (2005).

Derivative Type:  Calcium salt trihydrate
CAS Registry Number:  344423-98-9;  134523-03-8 (anhydrous)
Manufacturers' Codes:  CI-981
Trademarks:  Lipitor (Parke-Davis);  Sortis (Pfizer);  Torvast (Pfizer);  Totalip (Guidotti)
Molecular Formula:  C66H68CaF2N4O10.3H2O
Molecular Weight:  1209.39
Percent Composition:  C 65.55%, H 6.17%, Ca 3.31%, F 3.14%, N 4.63%, O 17.20%
Properties:  White to off-white crystalline powder.  [a]D -7.4¡ã (c = 1 in DMSO).  Freely sol in methanol; slightly sol in ethanol; very slightly sol in acetonitrile, distilled water, phosphate buffer (pH 7.4).  Insol in aq solns of pH 4 and below.
Optical Rotation:  [a]D -7.4¡ã (c = 1 in DMSO)

Derivative Type:  Sodium salt
CAS Registry Number:  134523-01-6
Molecular Formula:  C33H34FN2NaO5
Molecular Weight:  580.62
Percent Composition:  C 68.26%, H 5.90%, F 3.27%, N 4.82%, Na 3.96%, O 13.78%
Properties:  pKa 4.46.  Soly in water (30¡ã):  20.4 mg/ml (pH 2.1); 1.23 mg/ml (pH 6.0).
pKa:  pKa 4.46
Derivative Type:  Lactone
CAS Registry Number:  125995-03-1
CAS Name:  5-(4-Fluorophenyl)-2-(1-methylethyl)-N,4-diphenyl-1-[2-[(2R,4R)-tetrahydro-4-hydroxy-6-oxo-2H-pyran-2-yl]ethyl]-1H-pyrrole-3-carboxamide
Molecular Formula:  C33H33FN2O4
Molecular Weight:  540.62
Percent Composition:  C 73.31%, H 6.15%, F 3.51%, N 5.18%, O 11.84%
Properties:  mp 159.2-160.7¡ã.  [a]D +26.05¡ã (c = 1 in chloroform).
Melting point:  mp 159.2-160.7¡ã
Optical Rotation:  [a]D +26.05¡ã (c = 1 in chloroform)

Therap-Cat:  Antilipemic.
Keywords:  Antilipemic; HMG CoA Reductase Inhibitors; HMG CoA Reductase Inhibitor.
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