MedKoo Cat#: 574226 | Name: 8-hydroxy Efavirenz
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

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.

Chemical Structure

8-hydroxy Efavirenz
8-hydroxy Efavirenz
CAS#205754-33-2

Theoretical Analysis

MedKoo Cat#: 574226

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

Price and Availability

Size Price Availability Quantity
10mg USD 650.00 2 weeks
25mg USD 1,050.00 2 Weeks
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Related CAS #
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Synonym
8-hydroxy Efavirenz; 8-Hydroxyefavirenz; 8-OH-EFV
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
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 331.68 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1. Decloedt, E.H., and Maartens, G. Neuronal toxicity of efavirenz: A systematic review. Expert Opin. Drug Saf. 12(6), 841-846 (2013). 2. Tovar-y-Romo, L.B., Bumpus, N.N., Pomerantz, D., et al. Dendritic spine injury induced by the 8-hydroxy metabolite of efavirenz. J. Pharmacol. Exp. Ther. 343(3), 696-703 (2012).