134-46-3

Usage

InChI:InChI=1/C9H11FN2O5.H3O4P/c10-4-2-12(9(16)11-8(4)15)7-1-5(14)6(3-13)17-7;1-5(2,3)4/h2,5-7,13-14H,1,3H2,(H,11,15,16);(H3,1,2,3,4)/t5-,6+,7+;/m0./s1

Upstream product

• 74717-14-9 5-Fluoro-2'-deoxyuridine 5'-phosphorodiamidate 
• 183674-42-2 Acetic acid (2R,3S,5R)-2-[(2-cyano-ethoxy)-hydroxy-phosphoryloxymethyl]-5-(5-fluoro-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester 
• 195971-18-7 5-Fluoro-1-[(2R,4S,5R)-4-hydroxy-5-(2-oxo-4H-2λ⁵-benzo[1,3,2]dioxaphosphinin-2-yloxymethyl)-tetrahydro-furan-2-yl]-1H-pyrimidine-2,4-dione 
• 195971-21-2 5-Fluoro-1-[(2R,4S,5R)-4-hydroxy-5-(6-methyl-2-oxo-4H-2λ⁵-benzo[1,3,2]dioxaphosphinin-2-yloxymethyl)-tetrahydro-furan-2-yl]-1H-pyrimidine-2,4-dione 
• 195971-22-3 5-Fluoro-1-[(2R,4S,5R)-4-hydroxy-5-(8-methyl-2-oxo-4H-2λ⁵-benzo[1,3,2]dioxaphosphinin-2-yloxymethyl)-tetrahydro-furan-2-yl]-1H-pyrimidine-2,4-dione 
• 195971-23-4 1-[(2R,4S,5R)-5-(6,8-Dimethyl-2-oxo-4H-2λ⁵-benzo[1,3,2]dioxaphosphinin-2-yloxymethyl)-4-hydroxy-tetrahydro-furan-2-yl]-5-fluoro-1H-pyrimidine-2,4-dione 
• 195971-17-6 1-[(2R,4S,5R)-5-(6-Chloro-2-oxo-4H-2λ⁵-benzo[1,3,2]dioxaphosphinin-2-yloxymethyl)-4-hydroxy-tetrahydro-furan-2-yl]-5-fluoro-1H-pyrimidine-2,4-dione 
• 195971-19-8 5-Fluoro-1-[(2R,4S,5R)-4-hydroxy-5-(6-methoxy-2-oxo-4H-2λ⁵-benzo[1,3,2]dioxaphosphinin-2-yloxymethyl)-tetrahydro-furan-2-yl]-1H-pyrimidine-2,4-dione 
• 195971-20-1 5-Fluoro-1-[(2R,4S,5R)-4-hydroxy-5-(8-methoxy-2-oxo-4H-2λ⁵-benzo[1,3,2]dioxaphosphinin-2-yloxymethyl)-tetrahydro-furan-2-yl]-1H-pyrimidine-2,4-dione 
• 2059-38-3 3′-O-acetyl-5-fluoro-2′-deoxyuridine 
• 103767-37-9 5'-O-(4-monomethoxytrityl)-2'-deoxy-5-fluorouridine 
• 50-91-9 5-Fluoro-2'-deoxyuridine 
• 74717-15-0 3'-OAc-FdUrd-5'-P(NH₂)2 
• 1053608-92-6 Acetic acid (2R,3S,5R)-5-(5-fluoro-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-tetrahydro-furan-3-yl ester 

Relevant academic research and scientific papers

5'-[4-(Pivaloyloxy)-1,3,2-dioxaphosphorinan-2-yl]-2'-deoxy,5- fluorouridine: A membrane-permeating prodrug of 5-fluoro-2'-deoxyuridylic acid (FdUMP)

5'-[4-(Pivatoyloxy)-1,3,2-dioxaphosphorinan-2-yl]-2'-deoxy-5- fluorouridine (1c) was designed as a potential membrane-permeable prodrug of 2'-deoxy-5-fluorouridine 5'-monophosphate (FdUMP), a putative active metabolite of the antitumor drug 5-fluorouracil

Synthesis and biological activity of 5-fluoro-2'-deoxyuridine 5'-phosphorodiamidates

Three 5'-phosphorodiamidate derivatives of 5-fluoro-2'-deoxyuridine (FdUrd), 5-fluoro-2'-deoxyuridine 5'-phosphorodiamidate (4a), 5'-phosphorodiimidazolidate (4b), and 5'-phosphorodimorpholidate (4c) were synthesized by aminolysis of 5-fluoro-2'-deoxyuridine 5'-phosphorodichloridate with the respective amine. In culture, these 5'-phosphorodiamidates inhibited the growth of murine leukemia (L5178Y) cells. 5-Fluoro-2'-deoxyuridine 5'-phosphorodiamidate (4a) was the most active derivative and, on a molar basis, produced a cytostatic effect comparable to that of FdUrd and 5-fluoro-2'-deoxyuridine 5'-monophosphate (FdUrd-5'-P). Compounds 4b and 4c were less active than 4a, with relative rates of activity 4a>4b>4c that corresponded to their rates of hydrolysis to FdUrd-5'-P. None of the 5'-phosphorodiamidates inhibited thymidylate synthetase of concentrations up to 1 mM.

New synthesis and antitumor activity of cyclosalderivatives of 5-fluoro-2′-deoxyuridinemonophosphate

An improved synthesis of 5′-cycloSal-FdUMP 3a-g and 3′,5′-bis-cycloSalFdUMP 9a-g as potential prodrugs of FdU 1 is described. In hydrolysis studies, phosphotriesters 3 released FdUMP 2 selectively by a tandem reaction. The biological activity of cycloSal-phosphotriesters 3 and 9 was evaluated in different cell lines. Copyright

Synthesis and biological activity of aromatic amino acid phosphoramidates of 5-fluoro-2'-deoxyuridine and 1-β- arabinofuranosylcytosine: Evidence of phosphoramidase activity

The amino acid phosphoramidate diesters of FUdR (2) and Ara-C (6), 5- fluoro-2'-deoxy-5'-uridyl N-(1-carbomethoxy-2-phenylethyl)phosphoramidate (5a), 5-fiuoro-2'-deoxy-5'-uridyl N-(1-carbomethoxy-2- indolylethyl)phosphoramidate (5b), 1-β-arabinofuranosylc