42822-78-6

Usage

1-pentofuranosylpyrimidine-2,4(1H,3H)-dione

Nucleoside analogue
Potential antiviral and antitumor activities
Used in treatment of hepatitis B and C
Being studied for potential in cancer therapy
Tin-based compound
Used as a reagent in organic synthesis
Particularly useful in the preparation of carbon-carbon or carbon-heteroatom bonds
Potential synergistic effects in the treatment of viral infections or cancer
Further research needed to understand the potential applications of this combination

Upstream product

• 818-08-6 di(n-butyl)tin oxide 
• 58-96-8 uridine 

Downstream Products

• 85193-75-5 3'-O-(4-methoxybenzyl)uridine 
• 80015-57-2 2'-O-(4-methoxybenzyl)uridine 
• 156881-45-7 5'-O-(dimethoxytrityl)-2'-O-uridine 
• 307345-30-8 2'-O-(4-phthalimidobutyl)-5'-O-(4,4'-dimethoxytrityl)uridine 
• 912641-74-8 5'-O-(4,4'-dimethoxytrityl)-2'-O-(6-trifluoroacetamido)hexyluridine 
• 236106-04-0 Benzoic acid (2R,3R,4R,5R)-4-[bis-(4-methoxy-phenyl)-phenyl-methoxy]-2-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-5-hydroxymethyl-tetrahydro-furan-3-yl ester 
• 161890-13-7 Benzoic acid (2R,3R,4R,5R)-4-[bis-(4-methoxy-phenyl)-phenyl-methoxy]-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-hydroxymethyl-tetrahydro-furan-3-yl ester 
• 161890-12-6 5'-O-(t-butyldimethylsilyl)-2'-O-dimethoxytrityl-3'-O-benzoyluridine 
• 2140-76-3 2'-O-methyluridine 
• 58-96-8 uridine 

Relevant academic research and scientific papers

Derivatized oligonucleotides having improved uptake and other properties

PCT No. PCT/US92/09196 Sec. 371 Date Apr. 22, 1992 Sec. 102(e) Date Apr. 22, 1992 PCT Filed Oct. 23, 1992Linked nucleosides having at least one functionalized nucleoside that bears a substituent such as a steroid molecule, a reporter molecule, a non-aromatic lipophilic molecule, a reporter enzyme, a peptide, a protein, a water soluble vitamin, a lipid soluble vitamin, an RNA cleaving complex, a metal chelator, a porphyrin, an alkylator, a pyrene, a hybrid photonuclease/intercalator, or an aryl azide photo-crosslinking agent exhibit increased cellular uptake and other properties. The substituent can be attached at the 2'-position of the functionalized nucleoside via a linking group. If at least a portion of the remaining liked nucleosides are 2'-deoxy-2'-fluoro, 2'-O-methoxy, 2'-O-ethoxy, 2'-O-propoxy, 2'-O-aminoalkoxy or 2'-O-allyloxy nucleosides, the substituent can be attached via a linking group at any of the 3' or the 5' positions of the nucleoside or on the heterocyclic base of the nucleoside or on the inter-nucleotide linkage linking the nucleoside to an adjacent nucleoside.

Process for the preparation of 2'-O-alkyl purine phosphoramidites

2'-O-alkylated guanosine, uridine, cytidine, and 2,6-diaminopurine 3'-O-phosphoramidites are prepared by alkylating nucleoside precursors, adding suitable blocking groups and phosphitylating. Alkylation is effected on 2,6-diamino-9-(β-D-ribofuranosyl)purine followed by deamination to prepare guanosine 2'-O-alkylated 3'-O-phosphormidites. Alkylation is effected on a dialkyl stannylene derivative of uridine to prepare uridine 2'-O-alkylated 3'-O-phosphormidites. Alkylation is effected directly on cytidine to prepare cytidine 2'-O-alkylated 3'-O-phosphormidites. Alkylation is effected directly on 2,6-diaminopurine to prepare 2,6-diaminopurine 2'-O-alkylated 3'-O-phosphormidites.