60129-59-1

Basic information

• Product Name: 7-DEAZA-2'-DEOXYADENOSINE
• Synonyms: 3-d)pyrimidin-4-amine,7-(2-deoxy-beta-d-erythro-pentofuranosyl)-7h-pyrrolo(;7-(2-deoxy-beta-d-erythro-pentofuranosyl)-7h-pyrrolo(2,3-d)pyrimidin-4-amine;7-deazadeoxyadenosine;7h-pyrrolo(2,3-d)pyrimidine,4-amino-7-(2-deoxy-beta-d-erythro-pentofuranosyl;deoxytubercidin;7-DEAZA-2'-DEOXYADENOSINE;2'-DEOXYTUBERCIDIN;7-Deaza-2'-deoxy-D-adenosine
• CAS NO: 60129-59-1
• Molecular Formula: C₁₁H₁₄N₄O₃
• Molecular Weight: 250.25
• EINECS: 1592732-453-0
• Mol File: 60129-59-1.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 601℃
• Flash Point: 318℃
• Appearance: /
• Density: 1.75
• Vapor Pressure: 2.62E-15mmHg at 25°C
• Refractive Index: 1.797
• Storage Temp.: 2-8°C
• Solubility: DMSO (Slightly, Heated), Methanol (Slightly, Heated, Sonicated)
• CAS DataBase Reference: 7-DEAZA-2'-DEOXYADENOSINE(CAS DataBase Reference)
• NIST Chemistry Reference: 7-DEAZA-2'-DEOXYADENOSINE(60129-59-1)
• EPA Substance Registry System: 7-DEAZA-2'-DEOXYADENOSINE(60129-59-1)

Safety Data

• Hazardous Substances Data: 60129-59-1(Hazardous Substances Data)

Usage

Uses

Deoxytubercidin was studied in mouse embryonic fibroblast and human colon cancer cell.

Definition

ChEBI: An N-glycosylpyrrolopyrimidine that is tubercidin in which the hydroxy group at position 2 of the ribose moiety has been replaced by a hydrogen.

InChI:InChI=1/C11H14N4O3/c12-10-6-1-2-15(11(6)14-5-13-10)9-3-7(17)8(4-16)18-9/h1-2,5,7-9,16-17H,3-4H2,(H2,12,13,14)/t7-,8+,9?/m0/s1

Upstream product

• 91741-81-0 4-amino-2-chloro-7-(2'-deoxy-β-D-erythro-pentofuranosyl)-7H-pyrrolo<2,3-d>pyrimidine 
• 86402-12-2 4-Amino-7-<2-desoxy-3,5-di-O-(p-toluoyl)-β-D-erythro-pentofuranosyl>-2-methylthio-7H-pyrrolo<2,3-d>pyrimidin 
• 57564-92-8 4-Amino-2-methylthio-7H-pyrrolo-<2,3-d>pyrimidin 
• 97337-23-0 4,6-dichloro-2-(methylthio)-7-(2-deoxy-3,5-di-O-p-toluoyl-β-D-erythro-pentofuranosyl)pyrrolo<2,3-d>pyrimidine 
• 97337-35-4 4,6-dichloro-7-(2-deoxy-3,5-di-O-p-touloyl-β-D-erythro-pentofuranosyl)pyrrolo<2,3-d>pyrimidine 
• 97337-27-4 4-amino-6-chloro-2-(methylthio)-7-(2-deoxy-β-D-erythropentofuranosyl)pyrrolo<2,3-d>pyrimidine 
• 90662-12-7 4,6-dichloro-2-(methylthio)pyrrolo<2,3-d>pyrimidine 
• 97337-30-9 4,6(3H,5H)-dioxopyrrolo<2,3-d>pyrimidine-2(1H)-thione 
• 97337-32-1 4,6-dichloropyrrolo<2,3-d>pyrimidine 
• 97337-31-0 pyrrolo<2,3-d>pyrimidine-4,6(3H,5H)-dione 
• 10359-15-6 diethyl 2-cyanosuccinate 
• 57564-94-0 2-(methylthio)-4-chloropyrrolo<2,3-d>pyrimidine 
• 39929-79-8 7-deazaxanthine 
• 91713-44-9 2-(methylthio)-4-chloro-7-(2-deoxy-3,5-di-O-p-toluoyl-β-D-erythro-pentofuranosyl)pyrrolo<2,3-d>pyrimidine 

Downstream Products

• 103108-81-2 C₆₃H₆₇N₈O₁₂PSi 
• 103078-57-5 N⁴-benzoyl-5'-O-(4,4'-dimethoxytrityl)-P-methyl-2'-desoxytubercidylyl(3'->5')-N⁴-benzoyl-3'-O-(tert-butylmethylsilyl)-2'-desoxytubercidin 
• 864500-24-3 7-[2-deoxy-5-O-(4,4'-dimethoxytriphenylmethyl)-β-D-erythro-pentofuranosyl]-7H-imidazo[1,2-c]-pyrrolo[2,3-d]pyrimidine 
• 103078-53-1 4-amino-7-(2-desoxy-β-D-erythro-pentofuranosyl)-5'-O-(4,4'-dimethoxytrityl)-7H-pyrrolo<2,3-d>pyrimidin 
• 95261-09-9 4-benzoylamino-7-(2-desoxy-β-Derythro-pentofuranosyl)-7H-pyrrolo<2,3-d> yrimidin 

Relevant articles and documents

4'-SUBSTITUTED NUCLEOSIDE REVERSE TRANSCRIPTASE INHIBITORS

Provided is 4'-substituted nucleoside derivatives of Formula I and their use in the inhibition of HIV reverse transcriptase, the prophylaxis of infection by HIV, the treatment of infection by HIV, and the prophylaxis, treatment, and delay in the onset or progression of AIDS and/or ARC.

Chemoenzymatic synthesis of 7-deaza cyclic adenosine 5′-diphosphate ribose analogues, membrane-permeant modulators of intracellular calcium release

(Chemical Equation Presented) An optimized synthetic route to 7-deaza-8-bromo-cyclic adenosine 5′-diphosphate ribose (7-deaza-8-bromo-cADPR 3), an established cell-permeant, hydrolysis-resistant cyclic adenosine 5′-diphosphate ribose (cADPR) antagonist, i

8. Duplex stabilization of DNA: Oligonucleotides containing 7-substituted 7-deazaadenines

The oligonucleotide building blocks 4b-d derived from 7-bromo-, 7-chloro-, and 7-methyl-substituted 7-deaza-2'-deoxyadenosines 3b-d were prepared. They were employed in the solid-phase synthesis of the oligonucleotides 7-25. The dA residues of the homomer d(A12), the alternating d[(A-T)6], and the palindromic d(G-T-A-G-A-A-T-T-C-T-A-C) were replaced by 3b-d as well as by the parent 7-deaza-2'-deoxyadenosine (3a). The melting profiles and CD spectra of oligonucleotide duplexes, showing this major groove modification, were measured, and the T(m) values as well as the thermodynamic data were determined. It was found that small substituents such as Br, Cl, or Me introduced in the 7-position of a 7-deazaadenine residue increase the duplex stability compared to oligonucleotides containing adenine.