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Efavirenz (CAS 154598-52-4)

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Alternate Names:
(4S)-6-Chloro-4-(2-cyclopropylethynyl)-1,4-dihydro-4-(trifluoromethyl)-2H-3,1-benzoxazin-2-one; DMP 266; L 743726; Stocrin; Sustiva
Application:
Efavirenz is a nonnucleoside HIV-1 reverse transcriptase inhibitor
CAS Number:
154598-52-4
Purity:
98%
Molecular Weight:
315.67
Molecular Formula:
C14H9ClF3NO2
Supplemental Information:
This is classified as a Dangerous Good for transport and may be subject to additional shipping charges.
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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Efavirenz is a nonnucleoside HIV-1 RT (HIV-1 reverse transcriptase) inhibitor which selectively inhibits the glucuronidation of 3′-Azido-3′-deoxythymidine beta-D-glucuronide, Sodium Salt (sc-220900). Studies suggest that Efavirenz binds to a distinct site of reverse transcriptase which is not the active site. In addition, Efavirenz does not competitively inhibit substrates and template primers, but decreases the enzyme′s polymerizing activity. These studies indicate that Efavirenz is also a potent inhibitor of wild-type HIV-1 RT in vitro.


Efavirenz (CAS 154598-52-4) References

  1. Is it safe to switch between efavirenz and nevirapine in the event of toxicity?  |  Mehta, U. and Maartens, G. 2007. Lancet Infect Dis. 7: 733-8. PMID: 17961859
  2. Glucuronidation of the antiretroviral drug efavirenz by UGT2B7 and an in vitro investigation of drug-drug interaction with zidovudine.  |  Bélanger, AS., et al. 2009. Drug Metab Dispos. 37: 1793-6. PMID: 19487252
  3. Efavirenz-mediated induction of omeprazole metabolism is CYP2C19 genotype dependent.  |  Michaud, V., et al. 2014. Pharmacogenomics J. 14: 151-9. PMID: 23629159
  4. Has the time come to abandon efavirenz for first-line antiretroviral therapy?  |  Raffi, F., et al. 2014. J Antimicrob Chemother. 69: 1742-7. PMID: 24603962
  5. Efavirenz modulation of sleep spindles and sleep spectral profile.  |  Simen, AA., et al. 2015. J Sleep Res. 24: 66-73. PMID: 25113527
  6. Efavirenz Causes Oxidative Stress, Endoplasmic Reticulum Stress, and Autophagy in Endothelial Cells.  |  Weiß, M., et al. 2016. Cardiovasc Toxicol. 16: 90-9. PMID: 25666561
  7. Efavirenz alters mitochondrial respiratory function in cultured neuron and glial cell lines.  |  Funes, HA., et al. 2015. J Antimicrob Chemother. 70: 2249-54. PMID: 25925594
  8. A review of trials investigating efavirenz-induced neuropsychiatric side effects and the implications.  |  Gaida, R., et al. 2016. Expert Rev Anti Infect Ther. 14: 377-88. PMID: 26900637
  9. Efavirenz Plasma Concentrations and HIV Viral Load in HIV/AIDS-tuberculosis Infection Patients Treated with Rifampicin.  |  Mariana, N., et al. 2016. Acta Med Indones. 48: 10-6. PMID: 27241539
  10. Efavirenz exposure, alone and in combination with known drugs of abuse, engenders addictive-like bio-behavioural changes in rats.  |  Möller, M., et al. 2018. Sci Rep. 8: 12837. PMID: 30150782
  11. Efavirenz Metabolism: Influence of Polymorphic CYP2B6 Variants and Stereochemistry.  |  Wang, PF., et al. 2019. Drug Metab Dispos. 47: 1195-1205. PMID: 31324697
  12. CYP2B6 Genotype and Weight Gain Differences Between Dolutegravir and Efavirenz.  |  Griesel, R., et al. 2021. Clin Infect Dis. 73: e3902-e3909. PMID: 32960272
  13. The antiviral drug efavirenz reduces biofilm formation and hemolysis by Staphylococcus aureus.  |  Wang, H., et al. 2021. J Med Microbiol. 70: PMID: 34668851
  14. Pharmacogenetics of the Late-Onset Efavirenz Neurotoxicity Syndrome (LENS).  |  van Rensburg, R., et al. 2022. Clin Infect Dis. 75: 399-405. PMID: 34882770
  15. L-743, 726 (DMP-266): a novel, highly potent nonnucleoside inhibitor of the human immunodeficiency virus type 1 reverse transcriptase.  |  Young, SD., et al. 1995. Antimicrob Agents Chemother. 39: 2602-5. PMID: 8592986

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

Efavirenz, 10 mg

sc-207612
10 mg
$171.00

Hej, får ert Efavirenze CAS 154598-52-4 användas kommersiellt, ingående som del i en produkt? / Hälsningar, Tomas

Asked by: Tomm
Hej Tomas, Nej, vår Efavirenze är endast för forsking, den är inte pharmaceutical grade. Hör gärna av dig till oss om du har fler frågor!
Answered by: Tech Service
Date published: 2017-05-19

What is the appearance of the compound?

Asked by: two2igm05
Thank you for your question. This compound, Efavirenz (CAS 154598-52-4), has an appearance of white or almost white crystalline powder.
Answered by: Technical Support
Date published: 2017-01-11
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Rated 5 out of 5 by from B langerB langer, AS. et al. (PubMed 19487252) found that UGT2B7 has a major role in Efavirenz, a nonnucleoside HIV-1 reverse transcriptase inhibitor, glucuronidation and that Efavirenz could potentially interfere with the hepatic glucuronidation of 3'-azido-3'-deoxythymidine. -SCBT Publication Review
Date published: 2015-02-05
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Efavirenz is rated 5.0 out of 5 by 1.
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