Elvucitabine

Elvucitabine
Clinical data
ATC code
  • none
Identifiers
IUPAC name
  • 4-amino-5-fluoro-1-[(2S,5R)-5-(hydroxymethyl)-2,5-dihydrofuran-2-yl]pyrimidin-2-one
CAS Number
PubChem CID
ChemSpider
UNII
ChEMBL
NIAID ChemDB
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC9H10FN3O3
Molar mass227.195 g·mol−1
3D model (JSmol)
SMILES
  • c1c(c(nc(=O)n1[C@@H]2C=C[C@@H](O2)CO)N)F
InChI
  • InChI=1S/C9H10FN3O3/c10-6-3-13(9(15)12-8(6)11)7-2-1-5(4-14)16-7/h1-3,5,7,14H,4H2,(H2,11,12,15)/t5-,7+/m1/s1
  • Key:HSBKFSPNDWWPSL-VDTYLAMSSA-N
 ☒NcheckY (what is this?)  (verify)

Elvucitabine is an experimental nucleoside reverse transcriptase inhibitor (NRTI), developed by Achillion Pharmaceuticals, Inc. for the treatment of HIV infection.[1]

Elvucitabine belongs to a class (group) of HIV drugs called nucleoside reverse transcriptase inhibitors (NRTIs).[2] NRTIs block an HIV enzyme called reverse transcriptase. (An enzyme is a protein that starts or increases the speed of a chemical reaction). By blocking reverse transcriptase, NRTIs prevent HIV from multiplying and can reduce the amount of HIV in the body.

Elvucitabine is similar in chemical structure to the FDA-approved NRTIs lamivudine (brand name Epivir) and emtricitabine (brand name Emtriva). However, in vitro studies have suggested that elvucitabine may work on certain HIV strains against which other NRTIs, such as lamivudine and emtricitabine, no longer work. (In vitro studies are studies done in test tubes or other laboratory equipment and not on animals or humans).

Studies have also suggested that elvucitabine may be effective against hepatitis B virus (HBV).[3]

Currently, it is in Phase II clinical trials.[4]

References

  1. ↑ Ghosh RK, Ghosh SM, Chawla S (January 2011). "Recent advances in antiretroviral drugs". Expert Opinion on Pharmacotherapy. 12 (1): 31–46. doi:10.1517/14656566.2010.509345. PMID 20698725. S2CID 20414056.
  2. ↑ "HIV Drugs in Development". National Institute of Allergy and Infectious Diseases (NIAID). United States National Institutes of Health. Archived from the original on 2014-11-29. Retrieved 2014-11-22.
  3. ↑ Block TM, Rawat S, Brosgart CL (September 2015). "Chronic hepatitis B: A wave of new therapies on the horizon". Antiviral Research. 121: 69–81. doi:10.1016/j.antiviral.2015.06.014. PMC 5391532. PMID 26112647.
  4. ↑ "Elvucitabine". AIDSmeds.com. November 5, 2007. Archived from the original on March 21, 2008. Retrieved March 21, 2008.
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