117626-86-5

Basic information

• Product Name: 2-[[(2R,3S,4S,5R)-5-(6-amino-2-oxo-5-vinyl-3,6-dihydro-1H-pyridin-3-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methoxy-hydroxy-phosphoryl]acetic acid
• CAS NO: 117626-86-5
• Molecular Formula: C₁₄H₂₁N₂O₉P
• Molecular Weight: 392.2983
• Mol File: 117626-86-5.mol
• Article Data: 1

Chemical Properties

• Density: 1.615g/cm³
• Refractive Index: 1.639
• CAS DataBase Reference: 2-[[(2R,3S,4S,5R)-5-(6-amino-2-oxo-5-vinyl-3,6-dihydro-1H-pyridin-3-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methoxy-hydroxy-phosphoryl]acetic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 2-[[(2R,3S,4S,5R)-5-(6-amino-2-oxo-5-vinyl-3,6-dihydro-1H-pyridin-3-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methoxy-hydroxy-phosphoryl]acetic acid(117626-86-5)
• EPA Substance Registry System: 2-[[(2R,3S,4S,5R)-5-(6-amino-2-oxo-5-vinyl-3,6-dihydro-1H-pyridin-3-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methoxy-hydroxy-phosphoryl]acetic acid(117626-86-5)

Safety Data

• Hazardous Substances Data: 117626-86-5(Hazardous Substances Data)

Usage

Molecular structure

A complex structure containing a tetrahydrofuran ring, an amino group, a vinyl group, and a phosphoryl group.

Functional groups

The presence of various functional groups such as an amino group, a vinyl group, a tetrahydrofuran ring, and a phosphoryl group.

Potential pharmaceutical applications

Due to its structural features and functional groups, this compound may have potential applications in the pharmaceutical industry.

Synthesis and characterization

The synthesis and characterization of this compound require expertise in organic and medicinal chemistry.

Upstream product

• 117626-93-4 Acetic acid (2R,3S,4R,5R)-4-acetoxy-2-(2,4-dioxo-5-vinyl-3,4-dihydro-2H-pyrimidin-1-yl)-5-hydroxymethyl-tetrahydro-furan-3-yl ester 
• 74886-33-2 5-Vinyl-1-arabinofuranosyluracil 

Relevant articles and documents

Synthesis and Antiviral Activity of Phosphonoacetic and Phosphonoformic Acid Esters of 5-Bromo-2'-deoxyuridine and Related Pyrimidine Nucleosides and Acyclonucleosides

Phosphonoacetic acid (PAA, 1) was coupled with various acyclonucleosides, 2'-deoxyuridines, cytidines, and arabinosyluracils, with 2,4,6-triisopropylbenzenesulfonyl chloride (TPS) or dicyclohexylcarbodiimide (DCCI) as condensing agents, to give a range of phosphonate esters.The carboxylic ester linkage of PAA to the 5'-position of 5-bromo-2'-deoxyuridine (BUdR, 3) was achieved via the mixed anhydride formed from (diethylphosphono)acetic acid and trifluoroacetic anhydride.Phosphonoformic acid (PFA, 2) was coupled with BUdR by using the DCCI method to give the phosphonate ester (59).Of these compounds only phosphonate esters in the 2'-deoxyuridine series showed significant activity against herpes simplex virus types 1 and 2.The BUdR-PAA derivative (7) and the BUdR-PFA derivative (59) were highly active, especially the latter, which was more active than the parent nucleoside BUdR (3) against the type 2 virus.The active compounds may exert their effects by extracellular or intracellular hydrolysis to the corresponding antiviral agents, but an intrinsic component of antiviral activity may also be involved.