Nucleosides and Nucleotides

Impurity Capecitabine EP Impurity F/ USP Capecitabine Related Compound C
Applications Capecitabine-2',3'-cyclic Carbonate (Capecitabine EP Impurity F) is a capecitabine related compound C is an impurity in Capecitabine (C175650), an antineoplastic agent. Capecitabine is a prodrug of Doxifluridine (D556750).
References Muss, H., et al.: New Eng. J. Med., 360, 2055 (2009), Takahashi, S., et al.: Drug Metab. Disposition, 37, 956 (2009), Saltz, L., et al.: J. Clin. Oncol., 27, 653 (2009), Sanderson, H., et al.: Toxicol. Lett., 187, 84 (2009),

Applications An impurity of Emtricitabine synthesis.

Applications A pyrimidine nucleoside analogue with antiviral activity.
References van der Vliet, P.C. and Kwant, M.M.: Biochemistry, 20, 2628 (1981), Mitsuya, H., Broder, S.: Proc. Nat. Acad. Sci. USA, 83, 1911 (1986), Starnes, M.C., and Cheng, Y.: J. Biol. Chem., 262, 988 (1987),

Stability Hygroscopic
Applications A vitamin needed to synthesize DNA, conduct DNA repair and methylate DNA, it also acts as a cofactor in biological reactions involving folate.
References Xu, L., et al.: Mol. Pharm., 7, 1311 (2010), Everette, J., et al.: J. Agric. Food Chem., 58, 8139 (2010), Alshatwi, A., et al.: Food, Chem., Toxicol., 48, 1881 (2010), McKay, D., et al.: Nut. J., 9 (2010),

Stability Hygroscopic
Applications Lamivudine-13C1,d2, is the labeled analogue of Lamivudine (L172502). A reverse transcriptase inhibitor. Antiviral.
References Morris, D.M., J. Pharm. Biomed. Anal., 12, 255 (1944), Nevens, B.F., et al.: Gastroenterology, 113, 1258 (1997), Perry, C.M., et al.: Drugs, 53, 657 (1977),

Applications (+)-Isomenthol is a reagent that has been used in the preparation of a phosphine activator.
References Rajendran., K.V., et. al.: Tetrahedron Lett., 54, 7009 (2013)

Applications Lamivudine is a potent nucleoside reverse transcriptase inhibitor. Antiviral. Lamivudine has been used for treatment of chronic hepatitis B.
References Morris, D.M., J. Pharm. Biomed. Anal., 12, 255 (1944), Nevens, B.F., et al.: Gastroenterology, 113, 1258 (1997), Perry, C.M., et al.: Drugs, 53, 657 (1977),

Applications Cobamamide is an enzyme cofactor that can also regulate gene expression through RNA-base riboswitches.
References Ortiz-Guerrero, J.M., et. al.: P. Natl. Acad. Sci. USA, 108, 7565 (2011)

Impurity Azathioprine BP Impurity E
Stability Light Sensitive
Applications 5-Hydroxy-1-methyl-4-nitroimidazole Sodium Salt is a degradation product of Azathioprine (A803350); an immunosuppressive antimetabolite that is also active as a disease modifying antirheumatic drug (DMARD).
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)

Impurity Didanosine EP Impurity E
Applications 2',3'-Anhydroinosine (Didanosine EP Impurity E) is an impurity of the antiviral drug 2’,3’-Dideoxyinosine (D440950).
References Rao, D.V.N. et al.: J. Pharmac. Biomed.Anal., 45, 516 (2007);

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).
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)

Applications A vitamin needed to synthesize DNA, conduct DNA repair and methylate DNA, it also acts as a cofactor in biological reactions involving folate.
References Xu, L., et al.: Mol. Pharm., 7, 1311 (2010), Everette, J., et al.: J. Agric. Food Chem., 58, 8139 (2010), Alshatwi, A., et al.: Food, Chem., Toxicol., 48, 1881 (2010), McKay, D., et al.: Nut. J., 9 (2010),

Applications 2’,3’-Dideoxyinosine is a purine analog (1) which used as an antiviral agent. Classed as an anti-retroviral drug used in the treatment of HIV in ART therapy, it also may increase acetaminophen related hepatotoxicity by enhancing mitochrondrial dysfunction (2).
References 1. Esplugues, J. et al.: AIDS. 2016 Jun 1;30(9):1341-51.2. Blas-Garcia, A. et al.: J. Antimicrob. Chemother. 2016 Apr;71(4):916-26

Isoribavirin is a ribonucleoside monophosphate analog that inhibits viral RNA polymerase. Isoribavirin has been shown to be active against influenza virus, herpes simplex virus, and vesicular stomatitis virus in cell culture. Isoribavirin is stable in an acetonitrile solution in the presence of phosphoric acid at pH 3-4 or in the presence of sulfate ions at pH 9-10. It can be purified by chromatography on a silica gel column using an acetonitrile/water mobile phase gradient. The impurities of isoribavirin are not detectable by liquid chromatography and have no significant effect on its sensitivity. Isoribavirin elutes from the silica gel column with the impurities.

Acyclovir is an antiviral drug that inhibits the replication of herpes viruses by selectively inhibiting viral DNA polymerase. The drug is active against a broad range of herpes viruses, including both types of herpes simplex virus (HSV-1 and HSV-2) and varicella zoster virus. Acyclovir has also been shown to be effective against aciclovir-resistant mutants. This drug can be used as a prophylaxis or in combination with other antiviral agents for the treatment of active infections. Acyclovir can cause headaches, nausea, vomiting, and diarrhea when taken orally. It should not be taken with certain medicines such as aminoglycosides or high doses of aspirin because this may increase the risk for kidney problems.