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[CAS NO. 154598-52-4] Efavirenz

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Catalog:	SLK-S4685
Brand:	Selleck
CAS:	154598-52-4

Overview

MDL	-
Molecular Weight	315.67
Molecular Formula	C14H9ClF3NO2
SMILES	C(#CC1CC1)[C@@]2(C(F)(F)F)C=3C(NC(=O)O2)=CC=C(Cl)C3

For research use only.

Storage

3 years,-20°C,powder
1 years,-80°C,in solvent

Shipping

Room temperature shipping(Stability testing shows this product can be shipped without any cooling measures.)

Description

Efavirenz (Sustiva, Stocrin, DMP-266) is a synthetic non-nucleoside inhibitor with antiviral activity.

Targets

Reverse transcriptase ^[1]

In vitro

Efavirenz has direct inhibitory effect on the mitochondrial respiratory function of cultured glioblastoma and differentiated neuroblastoma cell lines. ER stress markers, including CHOP and GRP78 expression (both protein and mRNA), phosphorylation of eIF2a, and presence of the spliced form of XBP1 are upregulated. Efavirenz also enhances cytosolic Ca2+ content and induced morphological changes in the ER suggestive of ER stress. This response is greatly attenuated in cells with altered mitochondrial function (Rho). The effects of Efavirenz on the ER, and particularly in regard to the mitochondrial involvement, differs from those elicited by a standard pharmacological ER stressor.

In vivo

Efavirenz leads to arterial stiffening but, for the dose and duration tested, did not lead to elevated plaque progression in ApoE(-/-) mice.

References

[1] Braz VA, et al. Biochemistry. 2010, 49(3):601-10.
[2] Funes HA, et al. J Antimicrob Chemother. 2015, 70(8):2249-54.
[3] Apostolova N, et al. J Hepatol. 2013, 59(4):780-9.
[4] Caulk AW, et al. J Biomech. 2015, 48(10):2176-80.

Synonyms

2H-3,1-Benzoxazin-2-one, 6-chloro-4-(2-cyclopropylethynyl)-1,4-dihydro-4-(trifluoromethyl)-, (4S)-

2H-3,1-Benzoxazin-2-one, 6-chloro-4-(cyclopropylethynyl)-1,4-dihydro-4-(trifluoromethyl)-, (S)-

2H-3,1-Benzoxazin-2-one, 6-chloro-4-(cyclopropylethynyl)-1,4-dihydro-4-(trifluoromethyl)-, (4S)-

(4S)-6-Chloro-4-(2-cyclopropylethynyl)-1,4-dihydro-4-(trifluoromethyl)-2H-3,1-benzoxazin-2-one

L 743726

DMP 266

Efavirenz

Sustiva

Stocrin

(-)-Efavirenz

EFV

(S)-6-Chloro-4-(2-cyclopropylethynyl)-1,4-dihydro-4-(trifluoromethyl)-2H-3,1-benzoxazin-2-one

(S)-4-(2-Cyclopropylethynyl)-6-chloro-4-(trifluoromethyl)-1,4-dihydro-2H-3,1-benzoxazin-2-one

(S)-4-(Cyclopropylethynyl)-6-chloro-4-(trifluoromethyl)-1,4-dihydro-2H-3,1-benzoxazin-2-one

(S)-Efavirenz

(4S)-6-Chloro-4-(2-cyclopropylethynyl)-4-(trifluoromethyl)-1H-3,1-benzoxazin-2-one

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