A nucleoside reverse transcriptase inhibitor
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Emtricitabine

Item No. 16879

Technical Information
Formal Name
4-amino-5-fluoro-1-[(2R,5S)-2-(hydroxymethyl)-1,3-oxathiolan-5-yl]-2(1H)-pyrimidinone
CAS Number
143491-57-0
Synonyms
  • BW 1592
  • BW 524W91
  • FTC
Molecular Formula
C8H10FN3O3S
Formula Weight
Purity
≥98%
A crystalline solid
DMF: 20 mg/mlDMSO: 30 mg/mlPBS (pH 7.2): 5 mg/ml
λmax
238, 283 nm
SMILES
O=C1N([C@H]2O[C@@H](CO)SC2)C=C(F)C(N)=N1
InChi Code
InChI=1S/C8H10FN3O3S/c9-4-1-12(8(14)11-7(4)10)5-3-16-6(2-13)15-5/h1,5-6,13H,2-3H2,(H2,10,11,14)/t5-,6+/m0/s1
InChi Key
XQSPYNMVSIKCOC-NTSWFWBYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    Product Description

    Emtricitabine is a nucleoside analog and an inhibitor of HIV-1 and hepatitis B reverse transcriptase with antiviral activity.1 It inhibits replication of HIV-1 (EC50s = 10-20 nM) and hepatitis B (EC50s = 10-40 nM) in various cell lines.2 Emtricitabine inhibits duck hepatitis B viral DNA synthesis when administered pre- and post-viral inoculation in primary duck hepatocytes.3 In vivo, emtricitabine (3-30 mg/kg) reduces viremia and hepatic woodchuck hepatitis virus (WHV) replication in a dose-dependent manner in a woodchuck model of chronic WHV infection.4 Formulations containing emtricitabine have been used in the treatment of HIV infection.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Nelson, M., and Schiavone, M. Emtricitabine (FTC) for the treatment of HIV infection. Int. J. Clin. Pract. 58(5), 504-510 (2004).

    2. Darque, A., Valette, G., Rousseau, F., et alQuantitation of intracellular triphosphate of emtricitabine in peripheral blood mononuclear cells from human immunodeficiency virus-infected patients. Antimicrob. Agents Chemother. 43(9), 2245-2250 (1999).

    3. Seignères, B., Martin, P., Werle, B., et alEffects of pyrimidine and purine analog combinations in the duck hepatitis B virus infection model. Antimicrob. Agents Chemother. 47(6), 1842-1852 (2003).

    4. Korba, B.E., Schinazi, R.F., Cote, P., et alEffect of oral administration of emtricitabine on woodchuck hepatitis virus replication in chronically infected woodchucks. Antimicrob. Agents Chemother. 44(6), 1757-1760 (2000).