144822-63-9

Basic information

• Product Name: 1-[5-O-[Bis(4-methoxyphenyl)phenylmethyl]-2-deoxy-2-fluoro-beta-D-arabinofuranosyl]-2,4(1H,3H)-pyrimidinedione
• Synonyms: 1-[5-O-[Bis(4-methoxyphenyl)phenylmethyl]-2-deoxy-2-fluoro-beta-D-arabinofuranosyl]-2,4(1H,3H)-pyrimidinedione;1-{5-O-[Bis-(4-methoxyphenyl)-phenylmethyl]-2-deoxy-2-fluoro--D-arabinofuranosyl}-2,4(1H,3H)-pyrimidinedione;2'-ara-2'-F-2'-dA Phosphoramidite;5'-O-DMT-2'-ara-F-2'-dU;5'-O-(4,4'-Dimethoxytrityl)-2'-deoxy-2'-fluoro--D-arabinouridine
• CAS NO: 144822-63-9
• Molecular Formula: C₃₀H₂₉FN₂O₇
• Molecular Weight: 548.564
• Mol File: 144822-63-9.mol
• Article Data: 2

Chemical Properties

• Appearance: /
• Density: 1.38
• Refractive Index: 1.647
• CAS DataBase Reference: 1-[5-O-[Bis(4-methoxyphenyl)phenylmethyl]-2-deoxy-2-fluoro-beta-D-arabinofuranosyl]-2,4(1H,3H)-pyrimidinedione(CAS DataBase Reference)
• NIST Chemistry Reference: 1-[5-O-[Bis(4-methoxyphenyl)phenylmethyl]-2-deoxy-2-fluoro-beta-D-arabinofuranosyl]-2,4(1H,3H)-pyrimidinedione(144822-63-9)
• EPA Substance Registry System: 1-[5-O-[Bis(4-methoxyphenyl)phenylmethyl]-2-deoxy-2-fluoro-beta-D-arabinofuranosyl]-2,4(1H,3H)-pyrimidinedione(144822-63-9)

Safety Data

• Hazardous Substances Data: 144822-63-9(Hazardous Substances Data)

Usage

General Description

The chemical "1-[5-O-[Bis(4-methoxyphenyl)phenylmethyl]-2-deoxy-2-fluoro-beta-D-arabinofuranosyl]-2,4(1H,3H)-pyrimidinedione" is a complex compound with a fluorinated deoxyribonucleoside structure. It is composed of a pyrimidine base and a sugar molecule, and is commonly used as an antiviral and antitumor agent due to its ability to inhibit the replication of DNA and RNA. The compound's structure includes multiple phenyl groups, which contribute to its pharmacological activity. Due to its intricate and specific structure, this chemical has potential applications in the field of medicinal chemistry and drug development.

InChI:InChI=1/C30H29FN2O7/c1-37-22-12-8-20(9-13-22)30(19-6-4-3-5-7-19,21-10-14-23(38-2)15-11-21)39-18-24-27(35)26(31)28(40-24)33-17-16-25(34)32-29(33)36/h3-17,24,26-28,35H,18H2,1-2H3,(H,32,34,36)/t24-,26+,27-,28?/m1/s1

Upstream product

• 40615-36-9 4,4'-dimethoxytrityl chloride 
• 69123-94-0 1-(2'-deoxy-2'-fluoro-β-D-arabinofuranosyl)uracil 

Relevant articles and documents

Synthesis and anti-HIV activity of 2′-deoxy-2′-fluoro-4′-C-ethynyl nucleoside analogs

Based on the favorable antiviral profiles of 4′-substituted nucleosides, novel 1-(2′-deoxy-2′-fluoro-4′-C-ethynyl-β-d-arabinofuranosyl)-uracil (1a), -thymine (1b), and -cytosine (2) analogs were synthesized. Compounds 1b and 2 exhibited potent anti-HIV-1 activity with IC50 values of 86 and 1.34 nM, respectively, without significant cytotoxicity. Compound 2 was 35-fold more potent than AZT against wild-type virus, and also retained nanomolar antiviral activity against resistant strains, NL4-3 (K101E) and RTMDR. Thus, 2 merits further development as a novel NRTI drug.