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Azvudine

Item No. 37669

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
4-amino-1-(4-C-azido-2-deoxy-2-fluoro-β-D-arabinofuranosyl)-2(1H)-pyrimidinone
CAS Number
1011529-10-4
Synonyms
  • FNC
  • Ro0622
Molecular Formula
C9H11FN6O4
Formula Weight
286.2
Purity
≥95%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 30 mg/mlEthanol: 30 mg/ml
λmax
242, 270 nm
SMILES
O=C1N([C@@]2([H])[C@@H](F)[C@H](O)[C@](CO)(N=[N+]=[N-])O2)C=CC(N)=N1
InChi Code
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
InChi Key
KTOLOIKYVCHRJW-XZMZPDFPSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 mg

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    Cayman Chemical
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    Product Description

    Azvudine is a nucleoside reverse transcriptase inhibitor (NRTI).1 It reduces viral infectivity in HIV-1-infected HEK293T cells (EC50 = 0.063 nM) and reduces viral replication in 2209-23 cells stably transfected with hepatitis C virus (HCV) genotype 1b (EC50 = 24 nM).1,2 In vivo, azvudine (0.7 mg/kg) reduces viral load and the number of lung ground-glass opacities observed via chest X-ray in a rhesus macaque model of severe acute respiratory syndrome coronavirus 2 (SARS-CoV-2) infection.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Sun, L., Peng, Y., Yu, W., et al. Mechanistic insight into antiretroviral potency of 2'-deoxy-2'-β-fluoro-4'-azidocytidine (FNC) with a long-lasting effect on HIV-1 prevention. J. Med. Chem. 63(15), 8554-8566 (2020).

    2. Smith, D.B., Kalayanov, G., Sund, C., et al. The design, synthesis, and antiviral activity of monofluoro and difluoro analogues of 4'-azidocytidine against hepatitis C virus replication: the discovery of 4'-azido-2'-deoxy-2'-fluorocytidine and 4'-azido-2'-dideoxy-2',2'-difluorocytidine. J. Med. Chem. 52(9), 2971-2978 (2009).

    3. Zhang, J.-L., Li, Y.-H., Wang, L.-L., et al. Azvudine is a thymus-homing anti-SARS-CoV-2 drug effective in treating COVID-19 patients. Signal Transduct Target Ther 6(1), 414 (2021).