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Efavirenz (Standard)

CAT: 0804-HY-10572R-01Size: 5 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-10572R-01Size:5 mg
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Description
Efavirenz (Standard) is the analytical standard of Efavirenz. This product is intended for research and analytical applications. Efavirenz (DMP 266) is a potent inhibitor of the wild-type HIV-1 reverse transcriptase with a Ki of 2.93 nM and exhibits an IC95 of 1.5 nM for the inhibition of HIV-1 replicative spread in cell culture[1].
CAS Number
154598-52-4
Product Name Alternative
DMP 266 (Standard) ; EFV (Standard) ; L-743726 (Standard)
UNSPSC
12352005
Target
Autophagy; Endogenous Metabolite; HIV; Parasite; Reference Standards; Reverse Transcriptase
Type
Reference Standards
Related Pathways
Anti-infection; Autophagy; Metabolic Enzyme/Protease; Others
Field of Research
Infection; Cancer
Assay Protocol
https://www.medchemexpress.com/efavirenz-standard.html
Solubility
DMSO : ≥ 38 mg/mL
Smiles
ClC1=CC=C(NC(O[C@]2(C#CC3CC3)C(F)(F)F)=O)C2=C1
Molecular Formula
C14H9ClF3NO2
Molecular Weight
315.68
References & Citations
[1]Young SD, et al. L-743, 726 (DMP-266) : a novel, highly potent nonnucleoside inhibitor of the human immunodeficiency virus type 1 reverse transcriptase. Antimicrob Agents Chemother. 1995 Dec;39 (12) :2602-5.|[2]Held DM, et al. Differential susceptibility of HIV-1 reverse transcriptase to inhibition by RNA aptamers in enzymatic reactions monitoring specific steps during genome replication. J Biol Chem. 2006 Sep 1;281 (35) :25712-22.|[3]Grobler JA, et al. HIV-1 reverse transcriptase plus-strand initiation exhibits preferential sensitivity to non-nucleoside reverse transcriptase inhibitors in vitro. J Biol Chem. 2007 Mar 16;282 (11) :8005-10.
Shipping Conditions
Room temperature
Scientific Category
Reference Standards
Clinical Information
Launched

Chemical Information

Efavirenz

Efavirenz is 1,4-Dihydro-2H-3,1-benzoxazin-2-one substituted at the 4 position by cyclopropylethynyl and trifluoromethyl groups (S configuration) and at the 6 position by chlorine. A non-nucleoside reverse transcriptase inhibitor with activity against HIV, it is used with other antiretrovirals for combination therapy of HIV infection. It has a role as an antiviral drug and a HIV-1 reverse transcriptase inhibitor. It is an organochlorine compound, an organofluorine compound, a benzoxazine, a member of cyclopropanes and an acetylenic compound.

CAS Number154598-52-4
PubChem CID64139
IUPAC Name(4S)-6-chloro-4-(2-cyclopropylethynyl)-4-(trifluoromethyl)-1H-3,1-benzoxazin-2-one
Molecular FormulaC14H9ClF3NO2
Molecular Weight315.67
XLogP4
Topological Polar Surface Area38.3
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count5
Rotatable Bond Count1
Heavy Atom Count21
Formal Charge0
Complexity519
SMILES
C1CC1C#C[C@]2(C3=C(C=CC(=C3)Cl)NC(=O)O2)C(F)(F)F
InChI
InChI=1S/C14H9ClF3NO2/c15-9-3-4-11-10(7-9)13(14(16,17)18,21-12(20)19-11)6-5-8-1-2-8/h3-4,7-8H,1-2H2,(H,19,20)/t13-/m0/s1
InChIKey
XPOQHMRABVBWPR-ZDUSSCGKSA-N
Chemical Structure
2D Structure
2D structure of Efavirenz
CAS: 154598-52-4
CID: 64139
Formula: C14H9ClF3NO2
MW: 315.67
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight315.67
XLogP34
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count5
Rotatable Bond Count1
Exact Mass315.0273907
Monoisotopic Mass315.0273907
Topological Polar Surface Area38.3 Ų
Heavy Atom Count21
Formal Charge0
Complexity519
Isotope Atom Count0
Defined Atom Stereocenter Count1
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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