22432-93-5

Basic information

• Product Name: 1,3,5-Triazin-2(1H)-one,4-amino-1-(3,5-di-O-acetyl-2-deoxy-D-erythro-pentofuranosyl)-
• Synonyms: s-Triazin-2(1H)-one,4-amino-1-(2-deoxy-D-erythro-pentofuranosyl)-, 3',5'-diacetate (8CI)
• CAS NO: 22432-93-5
• Molecular Formula: C12H16 N4 O6
• Molecular Weight: 312.282
• Mol File: 22432-93-5.mol
• Article Data: 11

Chemical Properties

• CAS DataBase Reference: 1,3,5-Triazin-2(1H)-one,4-amino-1-(3,5-di-O-acetyl-2-deoxy-D-erythro-pentofuranosyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3,5-Triazin-2(1H)-one,4-amino-1-(3,5-di-O-acetyl-2-deoxy-D-erythro-pentofuranosyl)-(22432-93-5)
• EPA Substance Registry System: 1,3,5-Triazin-2(1H)-one,4-amino-1-(3,5-di-O-acetyl-2-deoxy-D-erythro-pentofuranosyl)-(22432-93-5)

Safety Data

• Hazardous Substances Data: 22432-93-5(Hazardous Substances Data)

Usage

General Description

1,3,5-Triazin-2(1H)-one,4-amino-1-(3,5-di-O-acetyl-2-deoxy-D-erythro-pentofuranosyl)-, also known as DAB, is a chemical compound used in the synthesis of DNA and RNA. It is a nucleoside analog that has antitumor and antiviral properties due to its ability to inhibit DNA and RNA replication. DAB is commonly used in the study of nucleic acids and as an experimental tool in molecular biology. It is also used in the development of therapeutic agents for cancer and viral infections. The compound's structure consists of a 1,3,5-triazine ring fused with a pentofuranose sugar and an amino group, making it a valuable tool in scientific research and drug development.

Upstream product

• 4594-52-9 1,3,5-tri-O-acetyl-2-deoxyribose 
• 52523-35-0 2-(trimethylsilylamino)-4-(trimethylsilyloxy)-s-triazine 
• 151767-35-0 3,5-di-O-acetyl-2-deoxy-α/β-D-ribofuranoside 
• 30414-53-0 methyl propanoyl acetate 

Downstream Products

• 2353-33-5 5-aza-2'-deoxycytidine 

Relevant articles and documents

Method for synthesizing decitabine intermediate

The invention relates to a method for synthesizing a decitabine intermediate, in particular to a method for synthesizing the decitabine intermediate with a structure shown in a formula 2. According tothe method, the purity of the intermediate can be greatly improved, so that the purification operation of decitabine is reduced, a transition state intermediate compound is successfully separated forthe first time, and the total yield of decitabine is increased by three times.

Synthesis and properties of cross-linkable DNA duplex using 4-amino-2-oxo-6-vinyl-1,3,5-triazine

We synthesized the DNA oligonucleotide containing a new cross-linkable 4-amino-2-oxo-6-vinyltriazine (AOVT) nucleobase analogue (Et-AOVT) and evaluated these properties. Our results of the cross-link assay and thermal denaturing assay of duplexes containing AOVT demonstrated that the additional aza of AOVT has an impact on the duplex stability and crosslink properties. Our data suggests that the additional 5-aza of AOVT is involved in the hydrogen bonding with the complementary guanine, and this hydrogen bonding system successfully flipped the reactive vinyl group out to the major groove of the duplex demonstrating a new paradigm of a “cross-linkable duplex”.

One-pot synthesis of 3,5-disubstituted and polysubstituted phenols from acyclic precursors

A new strategy for the synthesis of 3,5-disubstituted phenols is established through one-pot Robinson annulation of α,β-unsaturated ketones with α-fluoro-β-ketoesters followed by in situ dehydrofluorination and tautomerization. This method has been extended to the synthesis of polysubstituted phenols and applied in the preparation of biologically active compounds.