rac Efavirenz-d4

Modify Date: 2024-01-09 12:23:23

rac Efavirenz-d4 Structure
rac Efavirenz-d4 structure
Common Name rac Efavirenz-d4
CAS Number 1246812-58-7 Molecular Weight 319.700
Density 1.5±0.1 g/cm3 Boiling Point 340.6±42.0 °C at 760 mmHg
Molecular Formula C14H5D4ClF3NO2 Melting Point N/A
MSDS N/A Flash Point 159.8±27.9 °C

 Use of rac Efavirenz-d4


(Rac)-Efavirenz-d4 ((Rac)-DMP 266-d4) is a labelled racemic Efavirenz. 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].

 Names

Name 6-Chloro-4-[(2,2,3,3-2H4)cyclopropylethynyl]-4-(trifluoromethyl)-1,4-dihydro-2H-3,1-benzoxazin-2-one
Synonym More Synonyms

 rac Efavirenz-d4 Biological Activity

Description (Rac)-Efavirenz-d4 ((Rac)-DMP 266-d4) is a labelled racemic Efavirenz. 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].
Related Catalog
In Vitro Stable heavy isotopes of hydrogen, carbon, and other elements have been incorporated into drug molecules, largely as tracers for quantitation during the drug development process. Deuteration has gained attention because of its potential to affect the pharmacokinetic and metabolic profiles of drugs[1].
References

[1]. Russak EM, et al. Impact of Deuterium Substitution on the Pharmacokinetics of Pharmaceuticals. Ann Pharmacother. 2019;53(2):211-216.

[2]. 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.

[3]. 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.

[4]. 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.

 Chemical & Physical Properties

Density 1.5±0.1 g/cm3
Boiling Point 340.6±42.0 °C at 760 mmHg
Molecular Formula C14H5D4ClF3NO2
Molecular Weight 319.700
Flash Point 159.8±27.9 °C
Exact Mass 319.052490
LogP 4.84
Vapour Pressure 0.0±0.7 mmHg at 25°C
Index of Refraction 1.581

 Synonyms

6-Chloro-4-[(2,2,3,3-2H4)cyclopropylethynyl]-4-(trifluoromethyl)-1,4-dihydro-2H-3,1-benzoxazin-2-one
2H-3,1-Benzoxazin-2-one, 6-chloro-4-[2-(cyclopropyl-2,2,3,3-d4)ethynyl]-1,4-dihydro-4-(trifluoromethyl)-