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    Remdesivir O-desphosphate acetonide impurity
    Remdesivir O-desphosphate acetonide impurity

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    This product is for research use only, not for human use. We do not sell to patients.
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    InvivoChem Cat #: V2203
    CAS #: 1191237-80-5Purity ≥98%

    Description:Remdesivir O-desphosphate acetonide impurity is a Remdesivir impurity and an important intermediate to synthesize antiviral drug remdesivir. Remdesivir (GS-5734), a nucleoside analogue with effective antiviral activity and is highly effective in the control of SARS-CoV-2 (COVID-19) infection in vitro. Remdesivir (GS-5734; Veklury) is an FDA approved drug for the treatment of 2019-nCoV (COVID-19 pandemic, CoronaVirus) infections requiring hospitalization. Veklury (approved on Oct 22, 2020) is the first treatment for COVID-19 to receive FDA approval. It has EC50s of 74 nM for ARS-CoV and MERS-CoV in HAE cells, and 30 nM for murine hepatitis virus in delayed brain tumor cells. GS-5734 potently inhibits CoVs with intact proofreading. Following selection with the GS-5734 parent nucleoside, 2 amino acid substitutions in the nsp12 polymerase at residues that are identical across CoVs provide low-level resistance to GS-5734. The resistance mutations decrease viral fitness of MHV in vitro and attenuate pathogenesis in a SARS-CoV animal model of infection. Together, these studies define the target of GS-5734 activity and demonstrate that resistance is difficult to select, only partial, and impairs fitness and virulence of MHV and SARS-CoV, supporting further development of GS-5734 as a potential effective pan-CoV antiviral.   

    References:

    [1]. Dustin Siegel, et al. Discovery and Synthesis of a Phosphoramidate Prodrug of a Pyrrolo[2,1-f][triazin-4-amino] Adenine C-Nucleoside (GS-5734) for the Treatment of Ebola and Emerging Viruses. J Med Chem. 2017 Mar 9;60(5):1648-1661.

    Related CAS #: 1911579-00-4 (tosylate)   1191237-80-5 (free base) 

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    Molecula Formula: C15H17N5O4
    Exact Mass: 331.1281
    Molecular Weight: 331.332
    Elemental Analysis: C, 54.38; H, 5.17; N, 21.14; O, 19.31

    Related CAS #: 1911579-00-4 (tosylate)   1191237-80-5 (free base)    

    Synonym: Remdesivir related compound 7; Remdesivir-intermediate.

    Chemical Name: (3aR,4R,6R,6aR)-4-(4-aminopyrrolo[2,1-f][1,2,4]triazin-7-yl)-6-(hydroxymethyl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxole-4-carbonitrile

    InChi Key: IJCOKJGMVJGKBB-CGEWXTDFSA-N

    InChi Code: InChI=1S/C15H17N5O4/c1-14(2)23-11-9(5-21)22-15(6-16,12(11)24-14)10-4-3-8-13(17)18-7-19-20(8)10/h3-4,7,9,11-12,21H,5H2,1-2H3,(H2,17,18,19)/t9-,11-,12-,15+/m1/s1

    SMILES Code: N#C[[email protected]]1(O[[email protected]@H]([[email protected]]2OC(C)(C)O[[email protected]]21)CO)C3=CC=C4C(N)=NC=NN43


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