(3R,4R,3’R)-Ezetimibe

• CAT Number: C000659
• CAS Number: 1593542-96-1
• Molecular Formula: C₂₄H₂₁F₂NO₃
• Molecular Weight: 409.43
• Purity: ≥95%
• Synonyms: (3R,4R)-1-(4-Fluorophenyl)-3-[(3R)-3-(4-fluorophenyl)-3-hydroxypropyl]-4-(4-hydroxyphenyl)-2-azetidinone: Ezetimibe Impurity RRR-Ezetimibe; Ezetimibe (3R,4R,3’R)-isomer
• Solubility: DMSO (Slightly), Methanol (Slightly)
• Appearance: White to Off-White Solid
• Storage: -20°C
• IUPAC Name: (3R,4R)-1-(4-fluorophenyl)-3-[(3R)-3-(4-fluorophenyl)-3-hydroxypropyl]-4-(4-hydroxyphenyl)azetidin-2-one
• InChI: InChI=1S/C24H21F2NO3/c25-17-5-1-15(2-6-17)22(29)14-13-21-23(16-3-11-20(28)12-4-16)27(24(21)30)19-9-7-18(26)8-10-19/h1-12,21-23,28-29H,13-14H2/t21-,22-,23+/m1/s1
• InChIKey: OLNTVTPDXPETLC-ZLNRFVROSA-N
• SMILES: C1=CC(=CC=C1C2C(C(=O)N2C3=CC=C(C=C3)F)CCC(C4=CC=C(C=C4)F)O)O

(3R,4R,3’R)-Ezetimibe (Cat No.:C000659) is a stereoisomer of Ezetimibe, a medication used to reduce cholesterol absorption from the intestine, thereby lowering blood cholesterol levels. This specific stereoisomer has a unique three-dimensional arrangement of its constituent atoms. Ezetimibe functions by inhibiting the Niemann-Pick C1-like 1 protein, which is involved in cholesterol absorption. Research on (3R,4R,3’R)-Ezetimibe may explore its pharmacological effects, interactions with cholesterol metabolism, and potential applications in managing hypercholesterolemia and reducing cardiovascular risk.

Reference

van Heek, M., at al.: J. Pharmacol. Exp. Ther., 283, 157 (1997); van Heek, M., at al.: Brit. J. Pharmacol., 129, 1748 (2000)