A synthetic intermediate
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Unmodified Version(s)
39925Lamevudine
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5-Iodo-7-(2-C-methyl-β-D-ribofuranosyl)-7H-pyrrolo[2,3-d]pyrimidin-4-amine

Item No. 46559

Technical Information
CAS Number
847551-49-9
Synonyms
  • 4-Amino-5-iodo-7-(2-C-methyl-β-D-ribofuranosyl)-7H-pyrrolo[2,3-d]pyrimidine
Molecular Formula
C12H15IN4O4
Formula Weight
Purity
≥98%
A solid
DMSO: Soluble: ≥10 mg/mlEthanol: Slightly soluble: 0.1-1 mg/ml
SMILES
C[C@@]1([C@@H](O[C@@H]([C@H]1O)CO)N2C3=NC=NC(N)=C3C(I)=C2)O
InChi Code
InChI=1S/C12H15IN4O4/c1-12(20)8(19)6(3-18)21-11(12)17-2-5(13)7-9(14)15-4-16-10(7)17/h2,4,6,8,11,18-20H,3H2,1H3,(H2,14,15,16)/t6-,8-,11-,12-/m1/s1
InChi Key
VDPOJGOZLKLNFY-YUTYNTIBSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    5-Iodo-7-(2-C-methyl-β-D-ribofuranosyl)-7H-pyrrolo[2,3-d]pyrimidin-4-amine is a synthetic intermediate and an iodinated derivative of the nucleoside antiviral agent MK-0608 (lamevudine; Item No. 39925).1 It has been used in the synthesis of nucleoside derivatives with antiviral activity.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Di Francesco, M.E., Avolio, S., Dessole, G., et al. Synthesis and antiviral properties of novel tetracyclic nucleoside inhibitors of hepatitis C NS5B polymerase. Nucleosides Nucleotides Nucleic Acids 31(8), 592-607 (2012).