86392-75-8

Basic information

• Product Name: 7-DEAZA-2'-DEOXYGUANOSINE
• Synonyms: 7-DEAZA-2'-DEOXYGUANOSINE;7-Deaza-2'-deoxy-D-guanosine;7-DEAZA-2''-DEOXYGUANOSINE, HPLC PURIFIED, 98% PURE WITH HPLC UV CHROMATOGRAM;7-deaza-2´7-Deaza-2'-dG;7-DEAZE-2'-Deoxyguanosine;4H-Pyrrolo[2,3-d]pyrimidin-4-one,2-amino-7-(2-deoxy-b-D-erythro-pentofuranosyl)-1,7-dihydro-;2-Amino-7-(2-deoxy-beta-D-erythro-pentofuranosyl)-1,7-dihydro-4H-pyrrolo[2,3-d]pyrimidin-4-one
• CAS NO: 86392-75-8
• Molecular Formula: C₁₁H₁₄N₄O₄
• Molecular Weight: 266.25
• EINECS: 500-100-4
• Mol File: 86392-75-8.mol
• Article Data: 6

Chemical Properties

• Melting Point: 262-265 °C
• Boiling Point: 621.4 ºC at 760 mmHg
• Flash Point: 329.6 ºC
• Appearance: /
• Density: 1.9 g/cm³
• Vapor Pressure: 2.64E-16mmHg at 25°C
• Refractive Index: 1.834
• Storage Temp.: Keep in dark place,Sealed in dry,Store in freezer, under -20°C
• PKA: 11.29±0.20(Predicted)
• CAS DataBase Reference: 7-DEAZA-2'-DEOXYGUANOSINE(CAS DataBase Reference)
• NIST Chemistry Reference: 7-DEAZA-2'-DEOXYGUANOSINE(86392-75-8)
• EPA Substance Registry System: 7-DEAZA-2'-DEOXYGUANOSINE(86392-75-8)

Safety Data

• Hazardous Substances Data: 86392-75-8(Hazardous Substances Data)

Usage

General Description

7-DEAZA-2'-DEOXYGUANOSINE is a chemical compound that is a synthetic analog of deoxyguanosine, a nucleoside that plays a crucial role in DNA and RNA structures. It is a modified form of guanosine, with a nitrogen atom missing at the 7-position of the purine ring. This modified nucleoside has been studied for its potential as an antiviral agent, particularly in the treatment of hepatitis B and C viruses. It is also being researched for its potential in the development of new drugs for cancer and neurological disorders. Additionally, 7-DEAZA-2'-DEOXYGUANOSINE has shown to have significant anti-HIV activity, making it a promising candidate for the development of novel antiviral therapies.

InChI:InChI=1/C11H14N4O4/c12-11-13-9-5(10(18)14-11)1-2-15(9)8-3-6(17)7(4-16)19-8/h1-2,6-8,16-17H,3-4H2,(H3,12,13,14,18)/t6-,7+,8+/m0/s1

Upstream product

• 104291-17-0 2-amino-4-chloro-7-(2-deoxy-β-D-erythro-pentofuranosyl)-7H-pyrrolo[2,3-d]pyrimidine 
• 104291-18-1 2-Amino-7-<2-desoxy-β-D-erythro-pentofuranosyl>-7H-pyrrolo<2,3-d>pyrimidin-4(3H)-thion 
• 86392-74-7 2-amino-9-(2'-deoxy-β-D-erythro-pentofuranosyl)-6-methoxyl-7H-pyrrolo[2,3-d]pyrimidine 
• 115945-80-7 2-amino-7-<2-deoxy-β-D-erythro-pentofuranosyl>-4-isobutoxy-7H-pyrrolo<2,3-d>pyrimidine 
• 115945-79-4 2-amino-4-butoxy-7-(2-deoxy-β-D-erythro-pentofuranosyl)-7H-pyrrolo<2,3-d>pyrimidine 
• 111902-68-2 7-(2-Desoxy-β-D-erythro-pentofuranosyl)-2-<(dimethylamino)methylenamino>-3,7-dihydro-4H-pyrrolo<2,3-d>pyrimidin-4-on 
• 84955-31-7 4-chloro-7H-pyrrolo[2,3-d]pyrimidin-2-amine 
• 104291-20-5 (2R,3S,5R)-5-(2-amino-4-chloro-7H-pyrrolo[2,3-d]pyrimidin-7-yl)-2-(((4-methylbenzoyl)oxy)methyl)tetrahydrofuran-3-yl 4-methylbenzoate 
• 4330-21-6 2-deoxy-3,5-di-O-p-toluoyl-α-D-erythro-pentofuranosyl chloride 
• 84955-32-8 2-amino-4-methoxy-7H-pyrrolo[2,3-d]-pyrimidine 
• 115945-74-9 2-amino-4-isobutoxy-7H-pyrrolo<2,3-d>pyrimidine 
• 115945-77-2 2-amino-7-<2-deoxy-3,5-di-O-(p-toluoyl)-β-D-erythro-pentofuranosyl>-4-isobutoxy-7H-pyrrolo<2,3-d>pyrimidine 
• 115945-75-0 2-amino-4-butoxy-7-<2-deoxy-3,5-di-O-(p-toluoyl)-β-D-erythro-pentofuranosyl>-7H-pyrrolo<2,3-d>pyrimidine 

Downstream Products

• 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 
• 111902-68-2 7-(2-Desoxy-β-D-erythro-pentofuranosyl)-2-<(dimethylamino)methylenamino>-3,7-dihydro-4H-pyrrolo<2,3-d>pyrimidin-4-on 
• 163974-31-0 S⁶-cyanoethyl-N²-trifluoroacetyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxy-7-deaza-6-thioguanosine 
• 111869-49-9 2-amino-7-(2,3-dideoxy-β-D-glycero-pentofuranosyl)-7H-pyrrolo<2,3-d>pyrimidin-4(3H)-one 
• 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 
• 111869-48-8 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 
• 111869-47-7 7-(2-Desoxy-5-O-(4,4'-dimethoxytriphenylmethyl)-3-O-(phenoxythiocarbonyl)-β-D-erythro-pentofuranosyl)-2-<(4,4'-dimethoxytriphenylmethyl)amino>-3,7-dihydro-4H-pyrrolo<2,3-d>pyrimidin-4-on 
• 1564207-35-7 2-N-(phenoxyacetyl)-8-chloro-7-deaza-2'-deoxyguanosine 
• 1564207-67-5 2-N-(phenoxyacetyl)-8-bromo-7-deaza-2'-deoxyguanosine 
• 1564207-88-0 2-N-(phenoxyacetyl)-8-iodo-7-deaza-2'-deoxyguanosine 
• 1564208-29-2 C₄₉H₅₄ClN₆O₉P 
• 1564208-93-0 C₄₉H₅₄BrN₆O₉P 

Relevant articles and documents

Synthesis of 2-Amino-7-(2'-deoxy-β-D-erythro-pentofuranosyl)-3,7-dihydro-4H-pyrrolopyrimidin-4-one, a New Isostere of 2'-Deoxyguanosine

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LIQUID-LIQUID AND SOLID-LIQUID PHASE-TRANSFER GLYCOSYLATION OF PYRROLOPYRIMIDINES : STEREOSPECIFIC SYNTHESIS OF 2-DEOXY-β-D-RIBOFURANOSIDES RELATED TO 2'-DEOXY-7-CARBAGUANOSINE

The yield of phase-transfer glycosylation of 2-amino-4-methoxy-7H-pyrrolopyrimidine (3b) with 2-deoxy-3,5-di-O-(p-toluoyl)-α-D-erythro-pentofuranosyl chloride (4) is limited under liquid-liquid conditions (50percent aq.NaOH, CH2Cl2, Bu4NHSO4) due t

A facile and improved synthesis of tubercidin and certain related pyrrolo[2,3-d]pyrimidine nucleosides by the stereospecific sodium salt glycosylation procedure [1]

A simple synthesis of tubercidin, 7-deazaguanosine and 2'-deoxy-7-deazaguanosine has been accomplished using the sodium salt glycosylation procedure. Reaction of the sodium salt of 4-chloro- and 2-amino-4-chloro-pyrrolo[2,3-d]pyrimidine, 3 and 4, respectively, with 1-chloro-2,3-O-isopropylidene,5-O-(t-butyl)dimethylsilyl-α-D-ribofur nose gave the corresponding protected nucleosides 6 and 7 with β-anomeric configuration. Deprotection of 6 provided 8, which on heating with methanolic ammonia gave tubercidin in excellent yield. Functional group transformation of 7, followed by deisopropylidenation gave 2-aminotubercidin and 2-amino-7-β-ribofuranosylpyrrolo[2,3-d]pyrimidine-4(3H)-thione. Treatment of 7 with 1N sodium methoxide followed by exposure to aqueous trifluoroacetic acid, and ether cleavage furnished 7-deazaguanosine. 2'-Deoxy-7-deazaguanosine and 2'-deoxy-7-deaza-6-thioguanosine were also prepared by using similar sequence of reactions employing 4 and 1-chloro-2-deoxy-3,5-di-O-p-toluoyl-α-D-erythro-pentofuranose.