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302781-98-2

302781-98-2 structure
302781-98-2 structure
  • Name: Desfluoro-ezetimibe
  • Chemical Name: (3R,4S)-3-[(3S)-3-(4-fluorophenyl)-3-hydroxypropyl]-4-(4-hydroxyphenyl)-1-phenylazetidin-2-one
  • CAS Number: 302781-98-2
  • Molecular Formula: C24H22FNO3
  • Molecular Weight: 391.435
  • Catalog: Signaling Pathways Autophagy Autophagy
  • Create Date: 2018-10-17 13:21:57
  • Modify Date: 2024-01-08 22:37:33
  • Desfluoro-ezetimibe is a desfluoro impurity of Ezetimibe. Ezetimibe is a potent, metabolically stable cholesterol absorption inhibitor. Ezetimibe is a Niemann-Pick C1-like1 (NPC1L1) inhibitor, and is a potent Nrf2 activator[1][2].

Name (3R,4S)-3-[(3S)-3-(4-fluorophenyl)-3-hydroxypropyl]-4-(4-hydroxyphenyl)-1-phenylazetidin-2-one
Synonyms 2-Azetidinone, 3-[(3S)-3-(4-fluorophenyl)-3-hydroxypropyl]-4-(4-hydroxyphenyl)-1-phenyl-, (3R,4S)-
Desfluoro Ezetimibe
(3R,4S)-3-[(3S)-3-(4-Fluorophenyl)-3-hydroxypropyl]-4-(4-hydroxyphenyl)-1-phenyl-2-azetidinone
Ezetimibe Impurity 8
Description Desfluoro-ezetimibe is a desfluoro impurity of Ezetimibe. Ezetimibe is a potent, metabolically stable cholesterol absorption inhibitor. Ezetimibe is a Niemann-Pick C1-like1 (NPC1L1) inhibitor, and is a potent Nrf2 activator[1][2].
Related Catalog
In Vitro During the synthetic process development studies of Ezetimibe, an impurity was detected in the final product at levels ranging from 0.05% to 0.15% in reverse phase gradient high performance liquid chromatography (HPLC) method and its molecular weight is determined by LC–MS analysis. The impurity is Desfluoro-ezetimibe[1].
References

[1]. Bellur Atici E, et al. Identification, synthesis and characterization of process related desfluoro impurity of ezetimibe and HPLC method validations. J Pharm Anal. 2015 Dec;5(6):356-370.

[2]. Lee DH, et al. Ezetimibe, an NPC1L1 inhibitor, is a potent Nrf2 activator that protects mice from diet-induced nonalcoholic steatohepatitis. Free Radic Biol Med. 2016 Sep 12;99:520-532.

Density 1.3±0.1 g/cm3
Boiling Point 642.8±55.0 °C at 760 mmHg
Molecular Formula C24H22FNO3
Molecular Weight 391.435
Flash Point 342.6±31.5 °C
Exact Mass 391.158386
PSA 60.77000
LogP 3.20
Vapour Pressure 0.0±2.0 mmHg at 25°C
Index of Refraction 1.635
Hazard Codes Xi