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Remdesivir is a prodrug form of the antiviral nucleotide analog GS-443902. Upon entry into cells, remdesivir is metabolized into the intermediate metabolite GS-441524 (Cay-30469), which is then further metabolized to the active nucleotide triphosphate GS-443902 that induces RNA chain termination and inhibits viral polymerases. Remdesivir reduces viral titers in primary human airway epithelial (HAE) cells infected with Middle East respiratory syndrome coronavirus (MERS-CoV) or severe acute respiratory syndrome CoV (SARS-CoV, EC50s = 0.074 and 0.069 µM, respectively). It reduces infectious virus production in SARS-CoV-2-infected HAE cells (EC50 = 10 nM). In vivo, remdesivir (25 and 50 mg/kg) reduces lung viral titers and prevents weight loss in a mouse model of SARS-CoV infection. Remdesivir (25 mg/kg) also reduces lung viral titers and lung hemorrhage and improves pulmonary function in mice infected with a chimeric SARS-CoV encoding the SARS-CoV-2 RNA-dependent RNA polymerase (RdRp). Formulations containing remdesivir have been used in the treatment of COVID-19.Formal Name: N-[(S)-hydroxyphenoxyphosphinyl)-L-alanine, 2-ethylbutyl ester, 6-ester with 2-C-(4-aminopyrrolo[2,1-f][1,2,4]triazin-7-yl)-2,5-anhydro-D-altrononitrile. CAS Number: 1809249-37-3. Synonyms: GS-5734. Molecular Formula: C27H35N6O8P. Formula Weight: 602.6. Purity: >98%. Formulation: (Request formulation change), A crystalline solid. Solubility: DMSO: soluble. lambdamax: 246 nm. SMILES: O=[P@](N[C@@H](C)C(OCC(CC)CC)=O)(OC1=CC=CC=C1)OC[C@H]2O[C@](C3=CC=C4N3N=CN=C4N)(C#N)[C@H](O)[C@@H]2O. InChi Code: InChI=1S/C27H35N6O8P/c1-4-18(5-2)13-38-26(36)17(3)32-42(37,41-19-9-7-6-8-10-19)39-14-21-23(34)24(35)27(15-28,40-21)22-12-11-20-25(29)30-16-31-33(20)22/h6-12,16-18,21,23-24,34-35H,4-5,13-14H2,1-3H3,(H,32,37)(H2,29,30,31)/t17-,21+,23+,24+,27-,42-/m0/s1. InChi Key: RWWYLEGWBNMMLJ-YSOARWBDSA-N.
Keywords:
GS-5734, N-[(S)-hydroxyphenoxyphosphinyl)-L-alanine, 2-ethylbutyl ester, 6-ester with 2-C-(4-aminopyrrolo[2,1-f][1,2,4]triazin-7-yl)-2,5-anhydro-D-altrononitrile
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