170936-97-7

Basic information

• Product Name: 5'-O-tosyl-6-azauridine
• CAS NO: 170936-97-7
• Molecular Weight: 399.381
• Mol File: 170936-97-7.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 5'-O-tosyl-6-azauridine(CAS DataBase Reference)
• NIST Chemistry Reference: 5'-O-tosyl-6-azauridine(170936-97-7)
• EPA Substance Registry System: 5'-O-tosyl-6-azauridine(170936-97-7)

Safety Data

• Hazardous Substances Data: 170936-97-7(Hazardous Substances Data)

Upstream product

• 54-25-1 6-Azauridine 
• 98-59-9 p-toluenesulfonyl chloride 

Relevant articles and documents

Modification of Pyrimidine Nucleosides Using Nicotinic Acid Derivatives

Interaction of nicotinoyl chloride in situ with 2'-deoxyuridine, or its 3'-O-acetyl- or 5'-O-trityl derivatives led to 3'-O-nicotinoyl-, 5'-O-nicotinoyl-, 3',5'-di-O-nicotinoyl-, and N3,3'-di-O-nicotinoyl-2'-deoxyuridine.Similarly, 5'-O-nicotinoyl-6-azauridine resulted from the reaction of 2',3'-O-ethoxymethylidine-6-azauridine followed by deprotection.Reaction of 5'-amino-5'deoxy-2',3'-O-ethoxymethylidene-6-azauridine with nicotinic acid in the presence of 2-ethoxy-1-ethoxycarbonyl-1,2-dihydroquinoline followed by the cleavage of the 2',3'-O-protecting group gave 5'-deoxy-5'-nicotinamido- 6-azauridine.The same compound was obtained from 5'-amino-5'deoxy-6-azauridine and N-succinimidyl nicotinate.Structures of the compounds obtained were corroborated by 1H NMR spectra.It is shown that 3', 5'-di-O-nicotinoyl-2'-deoxyuridine and 5'-deoxy-5'-O-nicotinamido-6 azauridine are cytotoxic toward CaOv cells in vitro (CE50 10-5 M). Key words: 2'-deoxyuridine, 6-azauridine, nicotinic acid, cytotoxicity.