Ezetimibe ketone

CAS: 191330-56-0

Ref. 3D-FE23217

Product Information

• Name: Ezetimibe ketone
• Synonyms: (3R,4S)-1-(4-Fluorophenyl)-3-[3-(4-fluorophenyl)-3-oxopropyl]-4-(4-hydroxyphenyl)-2-azetidinoneEZM-K
• Brand: Biosynth
• Description: Ezetimibe ketone is a lipid-lowering agent that inhibits cholesterol absorption through the inhibition of Niemann-Pick C1-like 1 (NPC1L1). Ezetimibe ketone is used to reduce the levels of low-density lipoprotein cholesterol (LDL-C) in patients with primary hypercholesterolemia, sitosterolemia, and familial combined hyperlipidemia. Ezetimibe ketone has been shown to be bioequivalent to ezetimibe, which is an oral drug that inhibits cholesterol absorption by blocking NPC1L1. The drug binds to the NPC1L1 receptor in the brush border membrane of enterocytes and prevents cholesterol uptake. Ezetimibe ketone has a high solubility in organic solvents such as dichloromethane or chloroform. It also has a high melting point, which makes it suitable for use on chromatographic columns.

Chemical properties

• Molecular weight: 407.41 g/mol
• Formula: C₂₄H₁₉F₂NO₃
• Purity: Min. 95%
• Color/Form: Powder
• InChI: InChI=1S/C24H19F2NO3/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/h1-12,21,23,28H,13-14H2/t21-,23-/m1/s1
• InChI key: InChIKey=UEPZDXMEEKCJSP-FYYLOGMGSA-N
• SMILES: O=C(CC[C@H]1C(=O)N(c2ccc(F)cc2)[C@@H]1c1ccc(O)cc1)c1ccc(F)cc1