Nucleosides and Nucleotides

Stability Hygroscopic
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.
References Hong, J.A. et al.: J. Med. Chem., 52, 5485 (2009); Korboukh I. et al.: J. Med. Chem., 55, 6467 (2012)

Impurity Didanosine EP Impurity D
Applications 3'-Deoxyinosine (Didanosine EP Impurity D) is an Inosine (I661000) analog with potential use as an antileishmanial drug. Used as an inhibiting agent in studies of Trypanosoma cruzi growth inside host cells in vitro. An impurity of the antiviral drug 2’,3’-Dideoxyinosine (D440950).
References Morishige, K. et al.: Exp. Parasitol., 80, 665 (1995); Aoki, T. et al.: Adv. Exp. Med. Biol., 370, 499 (1994);

Applications α-Decitabine is shown to inhibit DNA methylation resulting in an effective anticancer agent.
References Hajek, M. et al.: Biochem. Pharm., 75, 965 (2008); Rogstad, D. et al.: Chem. Res. Toxicol., 22, 1194 (2009);

Applications 2,4-Diamino-6-hydroxypyrimidine (cas# 56-06-4) is a compound useful in organic synthesis.

Stability Very Hygroscopic
Applications Abacavir-d4 is deuterium labeled 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.
References (1) Jackson, A., et al.: Antivir Ther. 17, 19 (2012) (2) Yuen, G. J., et al.: Clin Pharmacokinet. 47, 351 (2008)

Applications 1’-epi-Cladribine is an impurity of Cladribine (C557500), a substituted purine nucleoside with antileukemic activity.
References Seto, S., et al.: J. Clin. Invest., 75, 377 (1985), Piro, L.D., et al.: N. Engl. J. Med., 322, 1117 (1990),

Applications 6-Mercaptopurine Disulfide is an impurity of 6-Mercaptopurine (M225450, monohydrate) which is an immunosuppressive drug used to treat leukemia. It is also used for pediatric non-Hodgkin’s lymphoma, polycythemia vera, and psoriatic arthritis.
References Zeng, H., et al.: Biochem. Pharmacol., 68, 911 (2004)

Applications Labelled Floxuridine. Antiviral; antineoplastic.
Not a dangerous good if item is equal to or less than 1g/ml and there is less than 100g/ml in the package
References Harris, M., et al.: Biophys. J., 4, 203 (1964),

Applications N6-Isopentenyladenosine has antiproliferative activity on MCF-7 breast cancer cells.
References Rajabi, M. et al.; DNA Cell Biol.; 29, 687 (2010)

Applications Isotope labelled Melamine (M208703), which forms synthetic resins with formaldehyde. It remains largely non-metabolized in male Wistar rats with 90% of the administered dose excreted in the urine (1,2) and thus acts as a non-protein nitrogen food additive found in milk (3). Drinking water contaminant candidate list 3 (CCL 3) compound as per United States Environmental Protection Agency (EPA), environmental, and food contaminants.
References 1. Mast, R. et al.: Food Chem Toxicol. 1983 Dec;21(6):807-10.2. Smith, J. et al.: Toxicol Appl Pharmacol. 1994 Apr;125(2):296-308.3. Anirudhan, T. et al.: Food Chem. 2017 Jul 15;227:85-92.

Applications (1S)-1,5-anhydro-1-C-[4-Chloro-3-[(4-ethoxyphenyl)hydroxymethyl]phenyl]-D-glucitol is an impurity of the drug Dapagliflozin (D185370), a sodium-glucose transporter 2 inhibitor.
References Kasichayanula, S. et al.: Diabetes, Obesity and Metabolism 13, 47 (2011)

Stability Hygroscopic
Applications 1α-Methyl Dapagliflozin is an antidiabetic agent and intermediate of Dapagliflozin (D226255]), a sodium-glucose transporter 2 inhibitor.
References Kasichayanula, S. et al.: Diabetes, Obesity and Metabolism 13, 47 (2011); Bernhardson, D. et al.: Org. Proc. Res. Dev., 18, 57 (2014);

Applications Influenza viral neuraminidase inhibitor; structural analog of the sialic acid. Antiviral.
References Woods, J.M., et al.: Antimicrob. Agents Chemother., 37, 1473 (1993), Pegg, M.S., et al.: Biochem. Mol. Biol. Int., 32, 851 (1994), Monto, A.S., et al.: J. Am. Med. Assoc., 282, 31 (1999),

Impurity Zidovudine USP Related Compound G
Stability Light Sensitive
Applications 3'-[3-(3-Azido-2,3-dideoxy-β-D-erythro-pentofuranosyl)-3,6-dihydro-5-methyl-2,6-dioxo-1(2H)-pyrimidinyl]-3'-deoxy-thymidine (Zidovudine USP Related Compound G) is used in the biological studies and in the preparation of N-3-substituted thymidine nucleosides as virucides as it has anti-HIV activity.
References Adams, D.R., et al.: J. Med. Chem., 40, 1550 (1997), Mainardes, R., et al.: J. Pharm. Sci., 98, 257 (2009),

Stability Very Hygroscopic
Applications A metabolite of the pesticide Glyphosphate (G765000).
References Siehl, D.L. et al.: J. Biol. Chem., 282, 11446 (2007); Env. Prot. Agen. EPA: Fed. Reg., 74, 67129 (2009);

Stability Hygroscopic
Applications Adenosine-3’,5’-cyclic Monophosphate is an Adenosine (A280400) derivative useful as anticancer agent.
References Keast, R., et al.: Pharma. Res., 19, 1019 (2002),

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