Ezetimibe
Title: Ezetimibe
CAS Registry Number: 163222-33-1
CAS Name: (3R,4S)-1-(4-Fluorophenyl)-3-[(3S)-3-(4-fluorophenyl)-3-hydroxypropyl]-4-(4-hydroxyphenyl)-2-azetidinone
Manufacturers' Codes: Sch-58235
Trademarks: Ezetrol (Merck/Schering-Plough); Zetia (Merck/Schering-Plough)
Molecular Formula: C24H21F2NO3
Molecular Weight: 409.43
Percent Composition: C 70.40%, H 5.17%, F 9.28%, N 3.42%, O 11.72%
Literature References: Cholesterol absorption inhibitor. Prepn: S. B. Rosenblum et al., WO 9508532; eidem, US 5767115 (1995, 1998 both to Schering); idem et al., J. Med. Chem. 41, 973 (1998). Enantioselective synthesis: G. Wu et al., J. Org. Chem. 64, 3714 (1999). Activity in animals: M. van Heek et al., J. Pharmacol. Exp. Ther. 283, 157 (1997). Metabolism and distribution: eidem, Br. J. Pharmacol. 129, 1748 (2000). Review of pharmacology and clinical studies: H. Bays, Expert Opin. Invest. Drugs 11, 1587-1604 (2002).
Properties: White solid, mp 164-166°. [a]D22 -33.9° (c = 3 in methanol).
Melting point: mp 164-166°
Optical Rotation: [a]D22 -33.9° (c = 3 in methanol)
Therap-Cat: Antilipemic.
Keywords: Antilipemic.

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