An antiviral nucleoside analog
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GS-441524

Item No. 30469

Technical Information
Formal Name
2-C-(4-aminopyrrolo[2,1-f][1,2,4]triazin-7-yl)-2,5-anhydro-D-altrononitrile
CAS Number
1191237-69-0
Molecular Formula
C12H13N5O4
Formula Weight
Purity
≥98%
A solid
DMF: 10 mg/mlDMSO: 10 mg/mlDMSO:PBS (pH 7.2) (1:5): 0.16 mg/ml
λmax
247 nm
SMILES
NC1=NC=NN2C1=CC=C2[C@@]3(C#N)[C@H](O)[C@H](O)[C@@H](CO)O3
InChi Code
InChI=1S/C12H13N5O4/c13-4-12(10(20)9(19)7(3-18)21-12)8-2-1-6-11(14)15-5-16-17(6)8/h1-2,5,7,9-10,18-20H,3H2,(H2,14,15,16)/t7-,9-,10-,12+/m1/s1
InChi Key
BRDWIEOJOWJCLU-LTGWCKQJSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    GS-441524 is an antiviral nucleoside analog and a metabolite of remdesivir (Item No. 30354).1 Upon entry into cells, GS-441524 is metabolized to an active triphosphate form that induces RNA chain termination and inhibits viral polymerases. It is active against Middle East respiratory syndrome coronavirus (MERS-CoV) and severe acute respiratory syndrome CoV (SARS-CoV) in infected primary human airway epithelial (HAE) cells (EC50s = 0.86 and 0.18 µM, respectively). GS-441524 reduces viral plaque formation in SARS-CoV-2-infected Vero E6 and Calu-3 2B4 cells (EC50s = 0.42 and 0.62 mM, respectively).2 It is cytoprotective against hepatitis C virus (HCV), yellow fever virus (YFV), dengue virus type 2 (DENV-2), influenza A, and parainfluenza 3 in cell-based assays (EC50s = 4.1, 11, 9.46, 27.9, and 1.71 µM, respectively).3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Agostini, M.L., Andres, E.L., Sims, A.C., et alCoronavirus susceptibility to the antiviral remdesivir (GS-5734) is mediated by the viral polymerase and the proofreading exoribonuclease. mBio 9(2), e00221-00218 (2018).

    2. Pruijssers, A.J., George, A.S., Schäfer, A., et alRemdesivir inhibits SARS-CoV-2 in human lung cells and chimeric SARS-CoV expressing the SARS-CoV-2 RNA polymerase in mice. Cell Rep. 32(3), 107940 (2020).

    3. Cho, A., Saunders, O.L., Butler, T., et alSynthesis and antiviral activity of a series of 1'-substituted 4-aza-7,9-dideazaadenosine C-nucleosides. Bioorg. Med. Chem. 22(8), 2705-2707 (2012).