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Azvudine

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Category Hepatitis B Virus (HBV)
CAS 1011529-10-4
Description Azvudine is a nucleoside reverse transcriptase inhibitor (NRTI), which exhibits inhibtory effects on HIV, HBV and HCV.
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Product Information

Synonyms 4'-C-Azido-2'-deoxy-2'-fluoro-b-D-arabinocytidine; 4'-Azido-2'-deoxy-2'-fluoroaracytidine; RO-0622; 4-amino-1-((2R,3S,4R,5R)-5-azido-3-fluoro-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)pyrimidin-2(1H)-one; 2'-deoxy-2'-β-fluoro-4'-azidocytidine; 1-(4'-azido-2'-deoxy-2'-fluoro-β-D-arabinofuranosyl)cytosine
IUPAC Name 4-amino-1-[(2R,3S,4R,5R)-5-azido-3-fluoro-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidin-2-one
Molecular Weight 286.22
Molecular Formula C9H11FN6O4
Canonical SMILES C1=CN(C(=O)N=C1N)C2C(C(C(O2)(CO)N=[N+]=[N-])O)F
InChI InChI=1S/C9H11FN6O4/c10-5-6(18)9(3-17,14-15-12)20-7(5)16-2-1-4(11)13-8(16)19/h1-2,5-7,17-18H,3H2,(H2,11,13,19)/t5-,6-,7+,9+/m0/s1
InChIKey KTOLOIKYVCHRJW-XZMZPDFPSA-N
Melting Point 99.0-100.0°C
Purity ≥95%
Solubility Soluble in DMSO (10 mM)
Appearance Off-white Crystalline Powder
Storage Store at -20°C
Complexity 533
Exact Mass 286.082581
In Vitro Azvudine (RO-0622) displays strong inhibition on wild-type HIV-1 and HIV-1RF with an EC50 ranging from 30 to 110 pM. The EC50 values of Azvudine against HIV-1KM018, HIV-1TC-1 and HIV-1WAN T69N are 6.92, 0.34 and 0.45 nM, respectively. Azvudine is sensitive to NRTIs-resistant strain HIV-174V, PIs-resistant strains HIV-1L10R/M46I/L63P/V82T/I84V and HIV-1RF V82F/184V, and FIs-resistant strain pNL4-3 gp41 (36G) V38A/N42T. The EC50 values of Azvudine against these resistant strains are 0.11, 0.14, 0.37 and 0.36 nM respectively.
Target Reverse Transcriptase; HIV; HBV; HCV
XLogP3-AA -0.8

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