Nucleosidi e Nucleotidi

<p>Applications Ethylene Glycol Monobenzoate, is a reagent that can be used as an intermediate in a variety of chemical and biochemical reactions. It is used as an intermediate in the preparation of 1,2-Ethanediol Disodium Salt (E890125), which is the result of the nucleophilic attack on its carbonyl group.<br>References Khouri, F. et al.: J. Am. Chem. Soc., 108, 6683 (1986);<br></p>

<p>Applications 2,5,6-Triamino-4(3H)-pyrimidinone Sulfate is used in the preparation of guanines and other purine derivatives with antiviral activities.<br>References Hemmati, S. et al.: Int. J. Chem. Sci., 2, 9 (2004); Chetsanga, C.J. et al.: Chem.-Biol. inter., 58, 117 (1986);<br></p>

<p>Impurity Fluorouracil EP Impurity B; Fluorouracil USP Related Compound B<br>Applications A 5-hydroxy derivative of the nucleobase Uracil (U801000) and an isomer of Barbituric Acid (B118650). Studies show that it can form stable base pairs with all four bases in a DNA duplex. It has been used as oxidative DNA damage biomarker in tissue engineered skin. Fluorouracil EP Impurity B. Fluorouracil USP Related Compound B<br>References Varatharasa T. et al.: Chem. Comm., 3, 400 (2005); Jaruga, P. et al.: Nucleic Acid Res., 24, 1389 (1996); Rodriguez, H. et al.: Adv. Exp. Med. Biol., 534, 129 (2003);<br></p>

<p>Impurity Ribavirin EP Impurity C<br>Applications 1,2,4-Triazole-3-carboxylic Acid (Ribavirin EP Impurity C) is a major metabolite of the antiviral agent Ribavirin (R414475).<br>References Miller, J.P. et al.: Ann. N.Y. Acad. Sci., 284, 211 (1977); Catlin, D. et al.: Ribavirin: Broad Spec. Antivir. Ag., 83 (1980); Lin, C.C. et al.: Antimicrob. Ag. Chemother., 50, 2368 (2006);<br></p>

<p>Impurity Aciclovir EP Impurity P<br>Applications 9-(2-Hydroxyethyl)guanine (Aciclovir EP Impurity P) is an impurity of the antiviral agent Acyclovir (A192400). 9-(2-Hydroxyethyl)guanine is a nucleoside phosphotransferase acceptor.<br>References Kamimura, A. et al.: Agric. Biol. Chem., 37, 2037 (1973);<br></p>

<p>Applications An impurity of Emtricitabine synthesis.<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 Labelled Azathioprine (A803350). An immunosuppressive antimetabolite. Also active as disease modifying antirheumatic drug (DMARD).<br>References Mitrou, P.S., et al.: Arzneim.-Forsch., 29, 483, 662 (1979), Ding, T.L., et al.: Drug. Metab. Dispos., 7, 373 (1979), Chan, G.L.C., et al.: Pharmacotherapy, 7, 165 (1987), Sandborn, W.J., et al.: : Scand. J. Gastroenterol., 33, Suppl. 225, 92 (1998,)<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>Impurity Abacavir EP Impurity C; Abacavir USP Related Compound A<br>Applications Descyclopropyl Abacavir (Abacavir EP Impurity C; Abacavir Related Compound A) is an intermediate of Abacavir (A105000). 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>Stability Freezer<br>Applications An intermediate used for the synthesis of 6-substituted purine ribosides.<br></p>

<p>Applications 2'-Deoxy-2'-fluorocytidine is a potent inhibitor of the subgenomic hepatitis C virus replicon in Huh-7 cells. 2'-Deoxy-2'-fluorocytidine has been shown to inhibit Borna Disease virus replication and spread.<br>References Stuyver, L.J. et al.: Antimicrob. Agents Chemother., 48, 651 (2004); Bajramovic, J.J. et al.: Antiomicrob. Agents Chemother., 48, 1422 (2004);<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 Capecitabine 2-O-BDR Impurity (USP)<br>Stability Hygroscopic<br>Applications Capecitabine (C175650) impurity. Capecitabine 2-O-BDR Impurity (USP).<br></p>

<p>Stability Hygroscopic<br>Applications Emtricitabine Triphosphate Triethylammonium Salt is a metabolite of (-)-Emtricitabine (E525000).<br>References Barditch-Crovo, P., et al.: Antimicrob. Agents Chemother., 45, 2733 (2001); Ray, A., et al.: Antivir .Ther., 10, 451 (2005); Borroto-Esoda, K., et al.: Antivir. Ther., 11, 377 (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 The 2-epi-enantiomer analogue of (-)-Emtricitabine (E525000) evaluated against HIV-1 in human peripheral blood mononuclear (PBM) cells.<br>References Jeong, L.S., et al.: J. Med. Chem., 36, 2627 (1993),<br></p>

<p>Applications Capecitabine (C175650) impurity.<br></p>

<p>Applications Emtricitabine N,N’-Methylene Dimer is a derivative compound of Emtricitabine (E525000), a reverse transcriptase inhibitor. It is effective antiviral agent against HIV, and other viruses replicating in a similiar manner. A nucleoside analog structurally related to Lamivudine (L172500).<br>References FASEB J., 13, 1511 (1999), Molina, J.-M., et al.: J. InfecSchinazi, R.F., et al.: Antimicrob. Ag. Chemother., 36, 2423 (1992), Shockeor, J.P., et al.: Xenobioica, 26, 189 (1996), Feng, J.Y., et al.: . Dis., 182, 599 (2000)<br></p>

<p>Applications Labelled 5-Methyl Uridine. A primary degradation product of tRNA, an urinary nucleoside as biological marker for patients with colorectal cancer.<br>References Borek, E., et al.: Cancer Res., 37, 3362 (1977), Sander, G., et al.: Clin. Sci.,71, 367 (1986), Sander, G., et al.: Ann. Nutr. Metab., 30, 137 (1986), Rasmuson, T., et al.: Acta Oncol., 34, 61 (1995),<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>Impurity Lamivudine EP Impurity D<br>Stability Hygroscopic<br>Applications ent-Lamivudine (Lamivudine EP Impurity D) is an enantiomer of Lamivudine (L172500); an antiviral that inhibits HIV-reverse transcriptase.<br>References Pepe, G. et al.: Eur. J. Med. Chem., 31, 775 (1996); Marr, E. et al.: Antiviral Res., 28, 1 (1995); Parikh, U.M. et al.: Antimicrob. Agents Chemother., 49, 1139 (2005);<br></p>

<p>Applications Gemcitabine (G305000) derivative.<br></p>

<p>Applications Ganciclovir derivative.<br></p>

<p>Impurity Dapagliflozin Impurity<br>Applications Ent-α-C Dapagliflozin is an enantiomer of Dapagliflozin (D185370), a sodium-glucose transporter 2 inhibitor.<br>References Kasichayanula, S. et al.: Diabetes, Obesity and Metabolism 13, 47 (2011)<br></p>

<p>Applications L-Glucono-1,5-lactone is the lactone derivative of L-gluconic acid.<br>References Fuhrhop, J. H., et al.: J. Am. Chem. Soc., 113, 7437 (1991); Szarek, W.A., et al.: Canadian. J. Chem., 62, 671 (1984);<br></p>

<p>Impurity Ganciclovir EP Impurity A<br>Applications 9-[[2-chloroprop-2-en-1-yl)oxy]methyl]guanine (Ganciclovir EP Impurity A) is an impurity of Ganciclovir (G235000).<br></p>

<p>Impurity Emtricitabine Impurity 14<br>Applications An intermediate in the synthesis of Emtricitabine (E525000). A reverse transcriptase inhibitor. It is an effective antiviral agent against HIV, HBV, and other viruses replicating in a similar manner. A nucleoside analog structurally related to Lamivudine (L172500). Emtricitabine Impurity 14.<br>References Schinazi, R.F., et al.: Antimicrob. Ag. Chemother., 36, 2423 (1992), Shockeor, J.P., et al.: Xenobioica, 26, 189 (1996), Feng, J.Y., et al.: FASEB J., 13, 1511 (1999), Molina, J.-M., et al.: J. Infec. Dis., 182, 599 (2000)<br></p>

<p>Stability Hygroscopic<br>Applications A reverse transcriptase inhibitor. It is an effective antiviral agent against HIV, HBV, and other viruses replicating in a similar manner. A nucleoside analog structurally related to Lamivudine (L172500).<br>References Mellors, J., et al.: Science, 72, 1167 (1996), Reimann, K., et al.: J. Virol., 79, 8878 (2005), Rose, J., et al.: J. Biol. Chem., 280, 7413 (2005), Acierno, P., et al.: J. Immunol., 176, 5338 (2006),<br></p>

<p>Applications Possesses antiviral activity. It is an inhibitor of leukocyte adhesion to TNF-treated endothelial cells.<br>References Jurgensen, C.H., et al.: J. Immunol., 144, 653 (1990), Flexner, C.W., et al.: Lancet, 339, 438 (1992), Reddy, M., et al.: Prot. Sci., 17 2134 (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 5-Methylcytidine is a derivative of Cytidine (C998300), found in ribonucleic acids of animals, plants and bacteria. 5-Methylcytidine is a nucleoside found in liver emulsion that can inhibit the growth of spontaneous tumors of mammary gland origin in mice. 5-Methylcytidine is one of many nucleosides that can be used as biomedical marker using liquid chromatography and ion trap mass spectrometry coupling.<br>References Kammerer, B., et al.: Anal. Biol. Chem., 382, 1017 (2005); Strong, L. and Matsunaga, H.: J. Surg. Oncol., 4, 528 (1972)<br></p>

<p>Stability Hygroscopic<br>Applications A metabolite of 5-Azacytidine. This compound contains sodium chloride and water.<br>References Lee, T., et al.: Cancer Res., 34, 2482 ( (1974), Drake, J.C., et al.: Biochem. Pharmacol., 29, 807 (1980),<br></p>

<p>Applications Sofosbuvir (R)-Phosphate is an impurity of PSI-7977 (P839640), a prodrug that is metabolized to the active antiviral agent 2'-deoxy-2'-α-fluoro-β-C-methyluridine-5'-monophosphate and is currently being investigated in phase 3 clinical trials for the treatment of hepatitis C. Studies have profiled PSI-7977 as a nucleotide inhibitor of hepatitis C virus, exerting selective inhibitory effects towards HCV NS5B polymerase.<br>References Lam, A.M.,et al.: Antimicrob. Agents. Chemotherapy., 56, 3359 (2012); Lam, A.M., et al.: J. Virol., 85, 12334 (2011); Sofia, M.J., et al.: J. Medn. Chem., 53, 7202 (2010)<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>