GS 441524 – CAS 1191237-69-0

100600

GS 441524 is provided by Santiago Lab (Prague, Czech Republic)

Purity (LC-MS)

99 % | Certificate of Analysis

Package contents

GS 441524

This compound is for research use only. We do not sell to patients.
SizeAvailabilityPriceQuantity
10 mg

In stock

100
50 mg

In stock

180
100 mg

In stock

300
500 mg

In stock

400
1 g

In stock

600
SKU: N/A Categories: ,

Characterisation

CAS: 1191237-69-0

IUPAC Name:(2R,3R,4S,5R)-2-(4-aminopyrrolo[2,1-f][1,2,4]triazin-7-yl)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-carbonitrile

Other names: Nucleosid of Remdesivir; GS 441524

Molecular weight: 291.27 g/mol

Molecular formula: C12H13N5O4

Description

Nucleoside is an essential building block to the synthesis of Remdesivir triphosphate (1355149-45-9) and Remdesivir (1809249-37-3). Nukleosid derivate is used in the treatment of Feline infectious peritonitis (FIP). This fatal disease affects cats and is caused by a virus from a group of coronavirus. Remdesivir is nucleoside prodrug that metabolizes into GS-441524 which is phosphorylated to Remdesivir triphosphate. This phosphorus analog is mainly an active compound in the treatment of Ebola and COVID-19.

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References

1. Butler, T.; Cho, A.; Kim, C. U.; Saunders, O. L.; Zhang, L. Preparation of 1'-substituted carba-nucleoside analogs as antiviral agents. 2009-US41447, 2009132135, 20090422., 2009.
2. Cho, A.; Saunders, O. L.; Butler, T.; Zhang, L.; Xu, J.; Vela, J. E.; Feng, J. Y.; Ray, A. S.; Kim, C. U., Synthesis and antiviral activity of a series of 1'-substituted 4-aza-7,9-dideazaadenosine C-nucleosides. Bioorg. Med. Chem. Lett. 2012, 22 (8), 2705-2707.
3. Mackman, R. L.; Parrish, J. P.; Ray, A. S.; Theodore, D. A. Preparation of nucleosides and nucleotides for treating paramyxoviridae virus infections. 2011-US45102, 2012012776, 20110722., 2012.
4. Warren, T. K.; Jordan, R.; Lo, M. K.; Ray, A. S.; Mackman, R. L.; Soloveva, V.; Siegel, D.; Perron, M.; Bannister, R.; Hui, H. C.; Larson, N.; Strickley, R.; Wells, J.; Stuthman, K. S.; Van Tongeren, S. A.; Garza, N. L.; Donnelly, G.; Shurtleff, A. C.; Retterer, C. J.; Gharaibeh, D.; Zamani, R.; Kenny, T.; Eaton, B. P.; Grimes, E.; Welch, L. S.; Gomba, L.; Wilhelmsen, C. L.; Nichols, D. K.; Nuss, J. E.; Nagle, E. R.; Kugelman, J. R.; Palacios, G.; Doerffler, E.; Neville, S.; Carra, E.; Clarke, M. O.; Zhang, L.; Lew, W.; Ross, B.; Wang, Q.; Chun, K.; Wolfe, L.; Babusis, D.; Park, Y.; Stray, K. M.; Trancheva, I.; Feng, J. Y.; Barauskas, O.; Xu, Y.; Wong, P.; Braun, M. R.; Flint, M.; McMullan, L. K.; Chen, S.-S.; Fearns, R.; Swaminathan, S.; Mayers, D. L.; Spiropoulou, C. F.; Lee, W. A.; Nichol, S. T.; Cihlar, T.; Bavari, S., Therapeutic efficacy of the small molecule GS-5734 against Ebola virus in rhesus monkeys. Nature (London, United Kingdom) 2016, 531 (7594), 381-385.
5. Clarke, M. O. N. H.; Jordan, R.; Mackman, R. L.; Ray, A. S.; Siegel, D. Preparation of amino acid-containing nucleosides for treating flaviviridae virus infections. 2017-US28243, 2017184668, 20170419., 2017.
6. Siegel, D.; Hui, H. C.; Doerffler, E.; Clarke, M. O.; Chun, K.; Zhang, L.; Neville, S.; Carra, E.; Lew, W.; Ross, B.; Wang, Q.; Wolfe, L.; Jordan, R.; Soloveva, V.; Knox, J.; Perry, J.; Perron, M.; Stray, K. M.; Barauskas, O.; Feng, J. Y.; Xu, Y.; Lee, G.; Rheingold, A. L.; Ray, A. S.; Bannister, R.; Strickley, R.; Swaminathan, S.; Lee, W. A.; Bavari, S.; Cihlar, T.; Lo, M. K.; Warren, T. K.; Mackman, R. L., 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, 60 (5), 1648-1661.
7. Brown, D. G.; Bostrom, J., Where Do Recent Small Molecule Clinical Development Candidates Come From? J. Med. Chem. 2018, 61 (21), 9442-9468.
8. Beigelman, L.; Deval, J.; Prhavc, M. Preparation of substituted nucleosides, nucleotides and analogs thereof as antiviral agents. 2018-IB57188, 2019053696, 20180918., 2019.
9. Peng, G.; Liu, Z. Cat coronavirus inhibitor composition composed of GC376 and GS-441524 and its application in preparing medicine for treating feline infectious peritonitis. 2019-10554607, 110215456, 20190625., 2019.
10. Pedersen, N. C.; Perron, M.; Bannasch, M.; Montgomery, E.; Murakami, E.; Liepnieks, M.; Liu, H., Efficacy and safety of the nucleoside analog GS-441524 for treatment of cats with naturally occurring feline infectious peritonitis. Journal of feline medicine and surgery 2019, 21 (4), 271-281.
11. Heiser, K.; McLean, P. F.; Davis, C. T.; Fogelson, B.; Gordon, H. B.; Jacobson, P.; Hurst, B.; Miller, B.; Alfa, R. W.; Earnshaw, B. A.; Victors, M. L.; Chong, Y. T.; Haque, I. S.; Low, A. S.; Gibson, C. C., Identification of potential treatments for COVID-19 through artificial intelligence-enabled phenomic analysis of human cells infected with SARS-CoV-2. bioRxiv 2020, 1-15.
12. Huynh, T.; Wang, H.; Luan, B., In silico exploration of molecular mechanism and potency ranking of clinically oriented drugs for inhibiting SARS-CoV-2's main protease. ChemRxiv 2020, 1-22.

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