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CAS 63142-71-2

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Ribavirin triphosphate

Description:
Ribavirin triphosphate is the active phosphorylated form of ribavirin, an antiviral medication primarily used to treat viral infections such as hepatitis C and respiratory syncytial virus (RSV). As a triphosphate, it features three phosphate groups attached to the ribavirin molecule, enhancing its stability and bioactivity within cellular environments. This compound is characterized by its ability to inhibit viral RNA synthesis and interfere with viral replication processes. Ribavirin triphosphate is a nucleoside analog, which allows it to mimic natural nucleotides, leading to the incorporation into viral RNA and ultimately resulting in the termination of viral replication. Its mechanism of action involves the inhibition of the enzyme RNA-dependent RNA polymerase, crucial for viral genome replication. Additionally, ribavirin triphosphate exhibits a relatively low toxicity profile, although it can cause side effects associated with ribavirin therapy. Overall, its unique structural and functional properties make ribavirin triphosphate a significant compound in antiviral pharmacotherapy.
Formula:C8H15N4O14P3
InChI:InChI=1S/C8H15N4O14P3/c9-6(15)7-10-2-12(11-7)8-5(14)4(13)3(24-8)1-23-28(19,20)26-29(21,22)25-27(16,17)18/h2-5,8,13-14H,1H2,(H2,9,15)(H,19,20)(H,21,22)(H2,16,17,18)/t3-,4-,5-,8-/m1/s1
InChI key:InChIKey=MMJOCKKLRMRSEQ-AFCXAGJDSA-N
SMILES:O[C@H]1[C@@H](O[C@H](COP(OP(OP(=O)(O)O)(=O)O)(=O)O)[C@H]1O)N2N=C(C(N)=O)N=C2
Synonyms:
  • 1-[5-O-[Hydroxy[[hydroxy(phosphonooxy)phosphinyl]oxy]phosphinyl]-β-<span class="text-smallcaps">D</span>-ribofuranosyl]-1H-1,2,4-triazole-3-carboxamide
  • 1H-1,2,4-Triazole-3-carboxamide, 1-[5-O-[hydroxy[[hydroxy(phosphonooxy)phosphinyl]oxy]phosphinyl]-β-<span class="text-smallcaps">D</span>-ribofuranosyl]-
  • 1H-1,2,4-triazole-3-carboxamide, 1-[5-O-[hydroxy[[hydroxy(phosphonooxy)phosphinyl]oxy]phosphinyl]-beta-D-ribofuranosyl]-
  • Ribavirin 5′-triphosphate
  • Ribavirin triphosphate
  • Virazole 5′-triphosphate
  • 1H-1,2,4-Triazole-3-carboxamide, 1-[5-O-[hydroxy[[hydroxy(phosphonooxy)phosphinyl]oxy]phosphinyl]-β-D-ribofuranosyl]-
  • 1-[5-O-[Hydroxy[[hydroxy(phosphonooxy)phosphinyl]oxy]phosphinyl]-β-D-ribofuranosyl]-1H-1,2,4-triazole-3-carboxamide
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