An antiviral
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Lamevudine

Item No. 39925

Technical Information
Formal Name
7-(2-C-methyl-β-D-ribofuranosyl)-7H-pyrrolo[2,3-d]pyrimidin-4-amine
CAS Number
443642-29-3
Synonyms
  • 7-Deaza-2′-C-methyladenosine
  • MK-0608
Molecular Formula
C12H16N4O4
Formula Weight
Purity
≥95%
A solid
DMSO: Slightly soluble: 0.1-1 mg/ml
SMILES
O[C@H]1[C@](O)(C)[C@H](N2C3=NC=NC(N)=C3C=C2)O[C@@H]1CO
InChi Code
InChI=1S/C12H16N4O4/c1-12(19)8(18)7(4-17)20-11(12)16-3-2-6-9(13)14-5-15-10(6)16/h2-3,5,7-8,11,17-19H,4H2,1H3,(H2,13,14,15)/t7-,8-,11-,12-/m1/s1
InChi Key
IRZRJANZDIOOIF-GAJNKVMBSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    Product Description

    Lamevudine is an antiviral.1 It selectively inhibits wild-type hepatitis C virus (HCV) non-structural protein 5BΔ55 (NS5BΔ55) over NS5BΔ55 harboring a serine-to-threonine substitution at residue 282 (NS5BΔ55S282T; IC50s = 0.07 and 25 µM, respectively). Lamevudine selectively inhibits replication of HCV replicons in wild-type HBI10A cells over HBI10A cells expressing NS5BΔ55S282T (EC50s = 0.3 and 10.1 µM, respectively). In vitro, it reduces the cytopathic effect of positive-strand RNA viruses in the families Flaviviridae (EC50s = 0.3-15 µM) and Picornaviridae (EC50s = 0.5-5.9 µM) but not viruses of the negative-strand RNA virus family Paramyxoviridae. It inhibits the cytopathic effect and reduces virus yields of the Zika virus strain MR766 in infected Vero cells (EC50s = 20 and 9.6 µM, respectively).2 It also reduces serum viral load and delays virus-induced morbidity and mortality in AG129 mice, which lack Ifn-α/β and Ifn-γ receptors, infected with Zika virus when administered at a dose of 50 mg/kg per day.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Olsen, D.B., Eldrup, A.B., Bartholomew, L., et alA 7-deaza-adenosine analog is a potent and selective inhibitor of hepatitis C virus replication with excellent pharmacokinetic properties. Antimicrob. Agents Chemother. 48(10), 3944-3953 (2004).

    2. Zmurko, J., Marques, R.E., Schols, D., et alThe viral polymerase inhibitor 7-deaza-2'-C-methyladenosine is a potent inhibitor of in vitro Zika virus replication and delays disease progression in a robust mouse infection model. PLoS Negl. Trop. Dis. 10(5), e0004695 (2016).