1251064-57-9

Basic information

• Product Name: 1-(2-deoxy-2-fluoro-3-O-mesyl-5-O-trityl-β-D-ribofuranosyl)-5-methyluracil
• CAS NO: 1251064-57-9
• Molecular Weight: 580.634
• Mol File: 1251064-57-9.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 1-(2-deoxy-2-fluoro-3-O-mesyl-5-O-trityl-β-D-ribofuranosyl)-5-methyluracil(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(2-deoxy-2-fluoro-3-O-mesyl-5-O-trityl-β-D-ribofuranosyl)-5-methyluracil(1251064-57-9)
• EPA Substance Registry System: 1-(2-deoxy-2-fluoro-3-O-mesyl-5-O-trityl-β-D-ribofuranosyl)-5-methyluracil(1251064-57-9)

Safety Data

• Hazardous Substances Data: 1251064-57-9(Hazardous Substances Data)

Upstream product

• 1251064-51-3 1-(2-deoxy-2-fluoro-5-O-trityl-β-D-ribofuranosyl)-5-methyluracil 
• 124-63-0 methanesulfonyl chloride 

Downstream Products

• 128496-21-9 1-(3-deoxy-2,3-didehydro-2-fluoro-5-O-trityl-β-D-glycero-2-enopentofuranosyl)thymine 

Relevant articles and documents

Antiviral activity of various 1-(2′-Deoxy-β- d -lyxofuranosyl), 1-(2′-Fluoro-β- d -xylofuranosyl), 1-(3′-Fluoro-β- d -arabinofuranosyl), and 2′-fluoro-2′,3′-didehydro-2′, 3′-dideoxyribose pyrimidine nucleoside analogues against duck hepatitis B virus (DHBV) and human hepatitis B virus (HBV) replication

Despite the existence of successful vaccine and antiviral therapies, infection with hepatitis B virus (HBV) continues to be a major global cause of acute and chronic liver disease and high mortality. We synthesized and evaluated several lyxofuranosyl, 2′-fluoroxylofuranosyl, 3′- fluoroarabinofuranosyl, and 2′-fluoro-2′,3′-didehydro- 2′,3′-dideoxyribose pyrimidine nucleoside analogues for antiviral activities against hepatitis B virus. Among the compounds examined, 1-(2-deoxy-β-d-lyxofuranosyl)thymine (23), 1-(2-deoxy-β-d- lyxofuranosyl)-5-trifluoromethyluracil (25), 1-(2-deoxy-2-fluoro-β-d- xylofuranosyl)uracil (38), 1-(2-deoxy-2-fluoro-β-d-xylofuranosyl)thymine (39), 2′,3′-dideoxy-2′,3′-didehydro-2′- fluorothymidine (48), and 2′,3′-dideoxy-2′,3′-didehydro- 2′-fluoro-5-ethyluridine (49) were found to possess significant anti-HBV activity against DHBV in primary duck hepatocytes with EC50 values of 4.1, 3.3, 40.6, 3.8, 0.2, and 39.0 μM, respectively. Compounds 23, 25, 39, 48, and 49 (EC50 = 41.3, 33.7, 19.2, 2.0-4.1, and 39.0 μM, respectively) exhibited significant activity against wild-type human HBV in 2.2.15 cells. Intriguingly, 25, 39, 48, and 49 retained sensitivity against lamivudine-resistant HBV containing a single mutation (M204I) and 48 emerged as an effective inhibitor of drug-resistant HBV with an EC50 of 4.1 μM. In contrast, 50% inhibition could not be achieved by lamivudine at 44 μM concentration in the drug-resistant strain. The compounds investigated did not show cytotoxicity to host cells up to the highest concentrations tested.