879999-17-4

Basic information

• Product Name: Uridine, 5'-deoxy-2',3'-O-(1-methylethylidene)-5'-[(phenylmethyl)amino]-
• CAS NO: 879999-17-4
• Molecular Formula: C19H23N3O5
• Molecular Weight: 373.409
• Mol File: 879999-17-4.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: Uridine, 5'-deoxy-2',3'-O-(1-methylethylidene)-5'-[(phenylmethyl)amino]-(CAS DataBase Reference)
• NIST Chemistry Reference: Uridine, 5'-deoxy-2',3'-O-(1-methylethylidene)-5'-[(phenylmethyl)amino]-(879999-17-4)
• EPA Substance Registry System: Uridine, 5'-deoxy-2',3'-O-(1-methylethylidene)-5'-[(phenylmethyl)amino]-(879999-17-4)

Safety Data

• Hazardous Substances Data: 879999-17-4(Hazardous Substances Data)

Upstream product

• 68691-77-0 5′-amino-5′-deoxy-2′,3′-O-isopropylideneuridine 
• 15083-05-3 5'-azido-5'-deoxy-2',3'-O-isopropylideneuridine 
• 7354-93-0 2',3'-O-isopropylidene-5'-O-tosyluridine 
• 362-43-6 2',3'-O-isopropylideneuridine 
• 4099-85-8 ((3aR,4R,6R,6aR)-6-methoxy-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)methanol 
• 42060-32-2 N-benzyl-2-nitrobenzenesulfonamide 
• 879999-15-2 Acetic acid (2R,3R,4R,5R)-4-acetoxy-2-{[benzyl-(2-nitro-benzenesulfonyl)-amino]-methyl}-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester 
• 879999-14-1 Acetic acid (2R,3R,4R,5S)-4,5-diacetoxy-2-{[benzyl-(2-nitro-benzenesulfonyl)-amino]-methyl}-tetrahydro-furan-3-yl ester 
• 879999-16-3 N-benzyl-N-[6-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethyl]-2-nitro-benzenesulfonamide 

Downstream Products

• 1590439-18-1 1-[(2R,3R,4S,5R)-5-[(benzylamino)methyl]-3,4-dihydroxyoxolan-2-yl]pyrimidine-2,4-dione 

Relevant articles and documents

Parallel solution-phase synthesis and general biological activity of a uridine antibiotic analog library

A small library of ninety four uridine antibiotic analogs was synthesized, under the Pilot Scale Library (PSL) Program of the NIH Roadmap initiative, from amine 2 and carboxylic acids 33 and 77 in solution-phase fashion. Diverse aldehyde, sulfonyl chloride, and carboxylic acid reactant sets were condensed to 2, leading after acid-mediated hydrolysis, to the targeted compounds 3-32 in good yields and high purity. Similarly, treatment of 33 with diverse amines and sulfonamides gave 34-75. The coupling of the amino terminus of d-phenylalanine methyl ester to the free 5′-carboxylic acid moiety of 33 followed by sodium hydroxide treatment led to carboxylic acid analog 77. Hydrolysis of this material gave analog 78. The intermediate 77 served as the precursor for the preparation of novel dipeptidyl uridine analogs 79-99 through peptide coupling reactions to diverse amine reactants. None of the described compounds show significant anticancer or antimalarial acivity. A number of samples exhibited a variety of promising inhibitory, agonist, antagonist, or activator properties with enzymes and receptors in primary screens supplied and reported through the NIH MLPCN program.