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205754-33-2

205754-33-2 structure
205754-33-2 structure
  • Name: 8-Hydroxy-efavirenz
  • Chemical Name: rac 8-hydroxy efavirenz
  • CAS Number: 205754-33-2
  • Molecular Formula: C14H9ClF3NO3
  • Molecular Weight: 331.674
  • Catalog: Signaling Pathways Apoptosis Apoptosis
  • Create Date: 2016-10-28 18:23:41
  • Modify Date: 2024-01-17 19:58:25
  • 8-Hydroxyefavirenz (8-OH-EFV) is a primary metabolite of Efavirenz (HY-10572). 8-Hydroxyefavirenz induces apoptosis via a JNK- and BimEL-dependent mechanism in primary human hepatocytes. 8-Hydroxyefavirenz can be used in research of cancer[1].
Name rac 8-hydroxy efavirenz
Synonyms 8-HYDROXY EFAVIRENZ
2H-3,1-Benzoxazin-2-one, 6-chloro-4-(2-cyclopropylethynyl)-1,4-dihydro-8-hydroxy-4-(trifluoromethyl)-
6-Chloro-4-(cyclopropylethynyl)-8-hydroxy-4-(trifluoromethyl)-1,4-dihydro-2H-3,1-benzoxazin-2-one
6-Chloro-4-(cyclopropyl-d4-ethynyl)-1,4-dihydro-8-hydroxy-4-(trifluoromethyl)-2H-3,1-benzoxazin-2-one
(S)-6-chloro-4-(cyclopropylethynyl)-8-hydroxy-4-(trifluoromethyl)-1,4-dihydro-2H-3,1-benzoxazin-2-one
Description 8-Hydroxyefavirenz (8-OH-EFV) is a primary metabolite of Efavirenz (HY-10572). 8-Hydroxyefavirenz induces apoptosis via a JNK- and BimEL-dependent mechanism in primary human hepatocytes. 8-Hydroxyefavirenz can be used in research of cancer[1].
Related Catalog
In Vitro 8-Hydroxyefavirenz (8-OH-EFV; 1-10 μM; 3-24 h; 原代人肝细胞) 以时间和浓度依赖的方式增加细胞死亡，并从 6 小时开始诱导 caspase-3 活性[1]。 8-Hydroxyefavirenz (1-10 μM; 6-24 h) 刺激原代人肝细胞中线粒体 ROS 的产生[1]。 8-Hydroxyefavirenz (10 μM; 3-24 h) 激活 JNK 并使磷酸化的 JNK 占总 JNK 的比例增加 4.2 倍。8-Hydroxyefavirenz 增加 BimEL mRNA 和蛋白表达[1]。 Cell Viability Assay[1] Cell Line: Primary human hepatocytes Concentration: 1 and 10 μM Incubation Time: 3, 6, 12 and 24 hours Result: Increased cell death in a time- and concentration-dependent manner and increased cell death by 3.4-fold at 6 h. Western Blot Analysis[1] Cell Line: Primary human hepatocytes Concentration: 1 and 10 μM Incubation Time: 3, 6, 12 and 24 hours Result: Increased the expression of cleaved caspase-3 in a time- and concentration-dependent manner. Western Blot Analysis[1] Cell Line: Primary human hepatocytes Concentration: 1 and 10 μM Incubation Time: 3, 6, 12 and 24 hours Result: Increased the phosphorylation of JNK and increased the mRNA and protein expression of BimEL.
References

[1]. Bumpus NN. Efavirenz and 8-hydroxyefavirenz induce cell death via a JNK- and BimEL-dependent mechanism in primary human hepatocytes. Toxicol Appl Pharmacol. 2011 Dec 1;257(2):227-34.  

Density 1.6±0.1 g/cm3
Boiling Point 373.6±42.0 °C at 760 mmHg
Melting Point 144-154ºC
Molecular Formula C14H9ClF3NO3
Molecular Weight 331.674
Flash Point 179.7±27.9 °C
Exact Mass 331.022308
PSA 58.56000
LogP 4.80
Vapour Pressure 0.0±0.9 mmHg at 25°C
Index of Refraction 1.608
154598-52-4 structure

154598-52-4

~10%

205754-33-2 structure

205754-33-2
Literature: Wanke, Riccardo; Novais, David A.; Harjivan, Shrika G.; Marques, M. Matilde; Antunes, Alexandra M. M. Organic and Biomolecular Chemistry, 2012 , vol. 10, # 23 p. 4554 - 4561
6627-53-8 structure

6627-53-8

~%

205754-33-2 structure

205754-33-2
Literature: Markwalder, Jay A.; Christ, David D.; Mutlib, Abdul; Cordova, Beverly C.; Klabe, Ronald M.; Seitz, Steven P. Bioorganic and Medicinal Chemistry Letters, 2001 , vol. 11, # 5 p. 619 - 622
93-50-5 structure

93-50-5

~%

205754-33-2 structure

205754-33-2
Literature: Markwalder, Jay A.; Christ, David D.; Mutlib, Abdul; Cordova, Beverly C.; Klabe, Ronald M.; Seitz, Steven P. Bioorganic and Medicinal Chemistry Letters, 2001 , vol. 11, # 5 p. 619 - 622
113137-29-4 structure

113137-29-4

~%

205754-33-2 structure

205754-33-2
Literature: Markwalder, Jay A.; Christ, David D.; Mutlib, Abdul; Cordova, Beverly C.; Klabe, Ronald M.; Seitz, Steven P. Bioorganic and Medicinal Chemistry Letters, 2001 , vol. 11, # 5 p. 619 - 622
205756-22-5 structure

205756-22-5

~%

205754-33-2 structure

205754-33-2
Literature: Markwalder, Jay A.; Christ, David D.; Mutlib, Abdul; Cordova, Beverly C.; Klabe, Ronald M.; Seitz, Steven P. Bioorganic and Medicinal Chemistry Letters, 2001 , vol. 11, # 5 p. 619 - 622
205756-23-6 structure

205756-23-6

~%

205754-33-2 structure

205754-33-2
Literature: Markwalder, Jay A.; Christ, David D.; Mutlib, Abdul; Cordova, Beverly C.; Klabe, Ronald M.; Seitz, Steven P. Bioorganic and Medicinal Chemistry Letters, 2001 , vol. 11, # 5 p. 619 - 622
205756-24-7 structure

205756-24-7

~%

205754-33-2 structure

205754-33-2
Literature: Markwalder, Jay A.; Christ, David D.; Mutlib, Abdul; Cordova, Beverly C.; Klabe, Ronald M.; Seitz, Steven P. Bioorganic and Medicinal Chemistry Letters, 2001 , vol. 11, # 5 p. 619 - 622
205756-25-8 structure

205756-25-8

~%

205754-33-2 structure

205754-33-2
Literature: Markwalder, Jay A.; Christ, David D.; Mutlib, Abdul; Cordova, Beverly C.; Klabe, Ronald M.; Seitz, Steven P. Bioorganic and Medicinal Chemistry Letters, 2001 , vol. 11, # 5 p. 619 - 622

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