Nucléosides et Nucléotides

<p>Applications Des-(3-Oxo-3,4-dihydrogen) 3,6-Difluoro Favipiravir is a building block related to Favipiravir(F103350). Favipiravir is used for the treatment of advanced Ebola virus infection in a small animal model. Favipiravir suppressed the replication of Zaire Ebola virus and prevented a lethal outcome in 100% of the animals. Based on the studies, Favipiravir can be a candidate for the treatment of Ebola hemorrhagic fever.<br>References Oestereich, L., et al.: Antiviral Res., 105, 17 (2014); Baranovich, T., et al.: J. Virol. 87, 3741 (2013); Chem. and Eng. News p.8, Dec. 1 (2014)<br></p>

<p>Applications An impurity from the synthesis of Gemcitabine.<br>References Haufman, et al.: Science, 145, 585 (1964), Prusoff, et al.: Biochim. Biophys. Acta, 32, 295 (1959)<br></p>

<p>Applications 3-(3-Azido-2,3-dideoxy-β-D-erythro-pentofuranosyl)-5-methyl-2,4(1H,3H)-pyrimidinedione is an impurity of Zidovudine (A825000). Zidovudine is an antiviral agent used in the clinical treatment of HIV infections.<br>References Radatus, B.K., Org. Process. Res. Dev., 15, 1281 (2011)<br></p>

<p>Applications A labelled metabolite of Capecitabine.<br>References Arellano, M., ET AL.: Br. J. Cancer, 77, 79 (1998), Budman, D., ET AL.: J. Clin. Oncol., 16, 1795 (1998), Khanna, R., et al.: Cancer Res., 60, 4725 (2000), Charasson, V., et al.: Drug Metab. Dispos., 30, 731 (2002),<br></p>

<p>Impurity Entecavir EP Impurity D<br>Applications 4’-epi-Entecavir is an epimeric impurity of the antiviral drug Entecavir (E558900).<br></p>

<p>Applications A novel labelled HIV reverse transcriptase inhibitor useful in treatment of HIV infection.<br>References Scholler-Gyure, M., et al.: J. Clin. Pharmacol., 48, 322 (2008), Thakur, A., et al.: Eur. J. Med. Chem., 43, 471 (2008),<br></p>

<p>Impurity Abacavir EP Impurity E<br>Applications (1R,3S)-3-[2-Amino-6-(cyclopropylamino)-9H-purin-9-yl]cyclopentanemethanol (Abacavir EP Impurity E) is an impurity of Abacavir (A104990). Abacavir is a carbocyclic 2'-deoxyguanosine nucleoside reverse transcriptase inhibitor and an anti-HIV drug used to treat HIV infection (1). Intracellular enzymes convert Abacavir to its active form, carbovir-triphosphate (CBV-TP), which then selectively inhibits HIV reverse transcriptase by incorporating into viral DNA (2). Abacavir is metabolized in the liver by uridine diphosphate glucuronyltransferase and alcohol dehydrogenase resulting in inactive glucuronide and carboxylate metabolites, respectively.<br>References (1) Jackson, A., et al.: Antivir Ther. 17, 19 (2012) (2) Yuen, G. J., et al.: Clin Pharmacokinet. 47, 351 (2008)<br></p>

<p>Applications An intermediate used in the preparation of Zanamivir derivatives.<br>References Andrews, D., et al.: Eur. J. Med. Chem., 34, 563 (1999), Altamore, T., et al.: Bioorg. Med. Chem., 14, 1126 (2006),<br></p>

<p>Stability Hygroscopic<br>Applications Labelled Adenosine 5’-Monophosphate (A281790), a naturally occurring nucleotide. A useful ligand determinant that facilitate the binding of APS reductase inhibitors and activates adenosine receptor agonists.<br>References Hong, J.A. et al.: J. Med. Chem., 52, 5485 (2009); Korboukh I. et al.: J. Med. Chem., 55, 6467 (2012)<br></p>

<p>Applications Methyl 4-Chlorobenzoate is a reactant used in the synthesis of ataxia-telangiectasia mutated (ATM) kinase, a target for novel radiosensitizing agents. As well, used as a reactant in the synthesis of aminopyridine functionalized polyacrylonitrile fibers.<br>References Min, J. et al.: J. Med. Chem., 59, 559 (2016);<br></p>

<p>Applications An impurity of Emtricitabine synthesis.<br></p>

<p>Stability Moisture Sensitive<br>Applications 1,2-bis(Chloromethoxy)ethane is a carcinogenic compound.<br>References Kar, S., Roy, K.: Chemoshpere, 87, 339 (2012)<br></p>

<p>Applications A 2-substituted 2’-Deoxyadenosine (D231620). Used in the synthesis of oligonucleotides.<br>References Ishikawa, F., et al.: J. Mol. Biol., 70, 475 (1972), Hattori, M., et al.: Biochemistry, 13, 2754 (1974), Kazimierczuk, Z., et al.: J. Med. Chem., 33, 1683 (1990),<br></p>