Ezetimibe Diacetate
Ezetimibe Diacetate is a synthetic derivative of Ezetimibe, characterized by the esterification of its diol moieties with two acetyl groups. This modification introduces dual acetoxy functionalities at the 3 and 5 positions of the phenolic backbone, altering its hydrophobicity while retaining the core triazine-indole scaffold. As a degradation byproduct under acidic stress conditions, it serves as a critical HPLC reference standard for impurity profiling in Ezetimibe drug substance analysis.
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Molecular Formula
C28H25F2NO5
Molecular Weight
493.5000
CAS Number
163222-39-7
PubChem CID
10505317 ↗
IUPAC Name
[4-[(2S,3R)-3-[(3R)-3-acetyloxy-3-(4-fluorophenyl)propyl]-1-(4-fluorophenyl)-4-oxoazetidin-2-yl]phenyl] acetate
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📝 Synonyms
Ezetimibe Diacetate
163380-20-9
[4-[(2S,3R)-3-[(3R)-3-acetyloxy-3-(4-fluorophenyl)propyl]-1-(4-fluorophenyl)-4-oxoazetidin-2-yl]phenyl] acetate
(3R,4S)-3-[(3S)-3-(Acetyloxy)-3-(4-fluorophenyl)propyl]-4-[4-(acetyloxy)phenyl]-1-(4-fluorophenyl)-2-azetidinone
CHEMBL176885
SCHEMBL1998220
DTXSID30440935
4-[(2S,3R)-3-[(3R)-3-(Acetyloxy)-3-(4-fluorophenyl)propyl]-1-(4-fluorophenyl)-4-oxoazetidin-2-yl]phenyl acetate
🔬 Chemical Identifiers
CC(=O)OC1=CC=C(C=C1)[C@@H]2[C@H](C(=O)N2C3=CC=C(C=C3)F)CC[C@H](C4=CC=C(C=C4)F)OC(=O)C
InChI=1S/C28H25F2NO5/c1-17(32)35-24-13-5-20(6-14-24)27-25(28(34)31(27)23-11-9-22(30)10-12-23)15-16-26(36-18(2)33)19-3-7-21(29)8-4-19/h3-14,25-27H,15-16H2,1-2H3/t25-,26-,27-/m1/s1
DCEGDCNFJOXKQY-ZONZVBGPSA-N
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