A prodrug of acyclovir
Related Products
Active Metabolite(s)
14160Acyclovir
Labeled Version(s)
31479L-Valacyclovir-d8 (hydrochloride)
Technical Support & Resources

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L-Valacyclovir (hydrochloride)

Item No. 23801

Technical Information
Formal Name
2-[(2-amino-1,6-dihydro-6-oxo-9H-purin-9-yl)methoxy]ethyl ester, L-valine, monohydrochloride
CAS Number
124832-27-5
Synonyms
  • BW 256U
  • BW 256U87
Molecular Formula
C13H20N6O4 • HCl
Formula Weight
Purity
≥98%
A crystalline solid
DMF: 10 mg/mlDMSO: 3 mg/mlPBS (pH 7.2): 10 mg/ml
SMILES
NC(NC1=C2N=CN1COCCOC([C@@H](N)C(C)C)=O)=NC2=O.Cl
InChi Code
InChI=1S/C13H20N6O4.ClH/c1-7(2)8(14)12(21)23-4-3-22-6-19-5-16-9-10(19)17-13(15)18-11(9)20;/h5,7-8H,3-4,6,14H2,1-2H3,(H3,15,17,18,20);1H/t8-;/m0./s1
InChi Key
ZCDDBUOENGJMLV-QRPNPIFTSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    L-Valacyclovir is the L-valyl prodrug of acyclovir (Item No. 14160), an antiviral compound. L-Valacyclovir inhibits herpes simplex virus type I (HSV-I) replication (IC50 = 0.84 µM in Vero cells).1 It is more potent than the stereoisomer D-valacyclovir but less potent than acyclovir in vitro, however, it is rapidly converted to acyclovir in vivo.2 Formulations containing L-valacyclovir have been used in the treatment of HSV-1 infections.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Beauchamp, L.M., Orr, G.F., de Miranda, P., et alAmino acid ester prodrugs of acyclovir. Antivir. Chem. Chemother. 3(3), 157-164 (1992).

    2. Beutner, K.R. Valacyclovir: A review of its antiviral activity, pharmacokinetic properties, and clinical efficacy. Antiviral Res. 28(4), 281-290 (1995).