111869-49-9

Usage

Uses

Used in Chemical Synthesis and Molecular Biology Research:
7-Deaza-ddG is used as a modified nucleoside for the preparation of modified oligonucleotides and as a tool for studying the interactions between DNA and proteins. Its ability to disrupt hydrogen bonding between nucleotides makes it a valuable asset in understanding the structure and function of nucleic acids.
Used in Pharmaceutical Development:
7-Deaza-ddG is used as a potential therapeutic agent in the development of antiviral drugs. Its unique properties make it a promising candidate for creating new medical treatments that can target and disrupt the replication of viruses, offering a new approach to combating viral infections.
Used in Academic Research:
In the field of academic research, 7-Deaza-ddG is employed as a research tool to explore the fundamental aspects of DNA and RNA interactions, as well as their roles in various biological processes. This knowledge can contribute to the development of new strategies for disease prevention and treatment.
Used in Drug Design and Development:
7-Deaza-ddG is utilized in the design and development of new drugs, particularly those targeting nucleic acid-based therapeutics. Its ability to alter the properties of nucleotides can lead to the creation of novel compounds with improved efficacy and selectivity, potentially revolutionizing the treatment of various diseases.

Upstream product

• 120552-07-0 2-amino-4-chloro-7-(2,3-dideoxy-β-D-glycero-pentofuranosyl)-7H-pyrrolo<2,3-d>pyrimidine 
• 111869-45-5 7-(2,3-Didesoxy-β-D-glycero-pentofuranosyl)-2-<(dimethylamino)methylenamino>-3,7-dihydro-4H-pyrrolo<2,3-d>pyrimidin-4-on 
• 111869-48-8 7-(2,3-Didesoxy-5-O-(4,4'-dimethoxytriphenylmethyl)-β-D-glycero-pentofuranosyl)-2-<(4,4'-dimethoxytriphenylmethyl)amino>-3,7-dihydro-4H-pyrrolo<2,3-d>pyrimidin-4-on 
• 86392-75-8 7-deaza-2'-deoxyguanosine 
• 111902-68-2 7-(2-Desoxy-β-D-erythro-pentofuranosyl)-2-<(dimethylamino)methylenamino>-3,7-dihydro-4H-pyrrolo<2,3-d>pyrimidin-4-on 
• 111869-44-4 7-(2,3-Didesoxy-5-O-(4,4'-dimethoxytriphenylmethyl)-β-D-glycero-pentofuranosyl)-2-<(dimethylamino)methylenamino>-3,7-dihydro-4H-pyrrolo<2,3-d>pyrimidin-4-on 
• 111869-42-2 7-<2-Desoxy-5-O-(4,4'-dimethoxytriphenylmethyl)-β-D-erythro-pentofuranosyl>-2-<(dimethylamino)methylenamino>-3,7-dihydro-4H-pyrrolo<2,3-d>pyrimidin-4-on 
• 111869-43-3 7-<2-Desoxy-5-O-(4,4'-dimethoxytriphenylmethyl)-3-O-(phenoxythiocarbonyl)-β-D-erythro-pentofuranosyl>-2-<(dimethylamino)methylenamino>-3,7-dihydro-4H-pyrrolo<2,3-d>pyrimidin-4-on 
• 111869-46-6 7-(2-Desoxy-5-O-(4,4'-dimethoxytriphenylmethyl)-β-D-erythro-pentofuranosyl)-2-<(4,4'-dimethoxytriphenylmethyl)amino>-3,7-dihydro-4H-pyrrolo<2,3-d>pyrimidin-4-on 
• 104291-17-0 2-amino-4-chloro-7-(2-deoxy-β-D-erythro-pentofuranosyl)-7H-pyrrolo[2,3-d]pyrimidine 
• 123439-71-4 Imidazole-1-carbothioic acid O-[(2R,3S,5R)-5-(2-amino-4-chloro-pyrrolo[2,3-d]pyrimidin-7-yl)-2-(tert-butyl-diphenyl-silanyloxymethyl)-tetrahydro-furan-3-yl] ester 
• 123439-72-5 2-amino-4-chloro-7-<2-deoxy-5-O-<(1,1-dimethylethyl)diphenylsilyl>-3-O-(methoxythiocarbonyl)-β-D-erythro-pentofuranosyl>-7H-pyrrolo<2,3-d>pyrimidine 
• 123439-70-3 2-amino-4-chloro-7-<2-deoxy-5-O-<(1,1-dimethylethyl)diphenylsilyl>-β-D-erythro-pentofuranosyl>-7H-pyrrolo<2,3-d>pyrimidine 
• 123439-73-6 2-amino-4-chloro-7-<2,3-dideoxy-5-O-<(1,1-dimethylethyl)diphenylsilyl>-β-D-glycero-pentofuranosyl>-7H-pyrrolo<2,3-d>pyrimidine 

Relevant academic research and scientific papers

Synthesis of 4-Substituted 2-Aminopyrrolopyrimidine 2',3'-Dideoxyribonucleosides

A number of new 2-aminopyrrolopyrimidine N-7-(2',3'-dideoxyribonucleosides) (11 - 13 and 15) were synthesized.These are related to 7-deaza-2',3'-dideoxyguanosine (14), but carry various substituents at C-4. 2-Amino-4-chloro-7-(2',3'-dideoxy-β-D-glycero-pentofuranosyl)-7H-pyrrolopyrimidine (3) was used as a common intermediate, and was obtained from the corrsponding 2'-deoxyribonucleoside 4 by selective silylation of 5'-OH and Barton deoxygenation of 3'-OH.

Synthesis of 7-Deaza-2',3'-dideoxyguanosine by Deoxygenation of Its 2'-Deoxy-β-D-ribofuranoside

7-Deaza-2',3'-dideoxyguanosine (4) was prepared by Barton deoxygenation from 7-deaza-2'-deoxyguanosine (1).Protection of the 5'-hydroxy group was accomplished by the 4,4'-dimethoxytriphenylmethyl residue.The 2-amino function was protected either with the same group or the dimethylaminomethylene residue.Assignment of 1H- and 13C-NMR signals of the 2',3'-dideoxy-β-D-glycero-pentofuranosyl moiety of 4 was made on the basis of 2D-NMR spectra.In contrast to 2',3'-dideoxyguanosine compound 4 has an extremely stable N-glycosylic bond towards proton-catalyzed hydrolysis.