8-hydroxy Efavirenz

Name: 8-hydroxy Efavirenz
CAS#: 205754-33-2
Chemical Formula: C14H9ClF3NO3
Exact Mass: 331.0223
Molecular Weight: 331.68
Elemental Analysis: C, 50.70; H, 2.74; Cl, 10.69; F, 17.18; N, 4.22; O, 14.47

Description: 8-hydroxy Efavirenz is a major oxidative metabolite of the non-nucleoside reverse transcriptase inhibitor efavirenz. 8-hydroxy Efavirenz is formed when efavirenz is metabolized by the cytochrome P450 (CYP) isoform CYP2B6. It induces apoptosis in rat primary hippocampal neurons and loss of dendritic spines in rat primary hippocampal neuronal cultures.

IUPAC/Chemical Name: (4S)-6-chloro-4-(2-cyclopropylethynyl)-1,4-dihydro-8-hydroxy-4-(trifluoromethyl)-2H-3,1-benzoxazin-2-one

InChi Key: OOVOMPCQLMFEDT-UHFFFAOYSA-N

InChi Code: InChI=1S/C14H9ClF3NO3/c15-8-5-9-11(10(20)6-8)19-12(21)22-13(9,14(16,17)18)4-3-7-1-2-7/h5-7,20H,1-2H2,(H,19,21)

SMILES Code: ClC1=CC(O)=C2C([C@@](C#CC3CC3)(C(F)(F)F)OC(N2)=O)=C1

Appearance: Solid powder