3616-24-8

Basic information

• Product Name: 2-AMINO-9-(BETA-D-2-DEOXYRIBOFURANOSYL)PURINE
• Synonyms: 2-AMINO-9-(BETA-D-2-DEOXYRIBOFURANOSYL)PURINE;2-Amino-9-(2'-deoxy-b-D-ribofuranosyl)purine;2-Aminopurine-9-beta-D-(2'-deoxy)riboside;2-Amino-9-(β-D-2-deoxyribfuranosyl)purine
• CAS NO: 3616-24-8
• Molecular Formula: C₁₀H₁₃N₅O₃
• Molecular Weight: 251.24
• Mol File: 3616-24-8.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 661.8 °C at 760 mmHg
• Flash Point: 354 °C
• Appearance: /
• Density: 1.91 g/cm³
• Vapor Pressure: 2.05E-18mmHg at 25°C
• Refractive Index: 1.863
• CAS DataBase Reference: 2-AMINO-9-(BETA-D-2-DEOXYRIBOFURANOSYL)PURINE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-AMINO-9-(BETA-D-2-DEOXYRIBOFURANOSYL)PURINE(3616-24-8)
• EPA Substance Registry System: 2-AMINO-9-(BETA-D-2-DEOXYRIBOFURANOSYL)PURINE(3616-24-8)

Safety Data

• Hazardous Substances Data: 3616-24-8(Hazardous Substances Data)

Usage

Uses

2-Amino-9-(β-D-2’-deoxyribfuranosyl)purine is a fluorescent nucleoside used in the role of intersystem crossing.

InChI:InChI=1/C10H13N5O3/c11-10-12-2-5-9(14-10)15(4-13-5)8-1-6(17)7(3-16)18-8/h2,4,6-8,16-17H,1,3H2,(H2,11,12,14)

Upstream product

• 789-61-7 2-amino-9-(2-deoxy-β-D-erythro-pentofuranosyl)-6-mercapto-9H-purine 
• 961-07-9 2'-Deoxyguanosine 
• 452-06-2 9H-purin-2-amine 
• 951-77-9 2'-Deoxycytidine 
• 170872-61-4 9-((2R,3aS,9aR)-5,5,7,7-Tetraisopropyl-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-2-yl)-9H-purin-2-ylamine 
• 2004-07-1 2-Amino-6-chloropurine riboside 
• 87791-91-1 2-amino-6-chloro-9-[3,5-O-(tetraisopropyldisiloxane-1,3-diyl)-β-D-ribofuranosyl]purine 
• 170872-60-3 Thiocarbonic acid O-[(2R,3R,3aR,9aR)-2-(2-amino-6-chloro-purin-9-yl)-5,5,7,7-tetraisopropyl-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-3-yl] ester O-phenyl ester 

Downstream Products

• 18620-60-5 2,4-diamino-5-formamidopyrimidine 
• 452-06-2 9H-purin-2-amine 

Relevant articles and documents

Synthesis of 9-(2-deoxy-β-D-ribofuranosyl)purine-2-thione

A synthesis of 9-(2-deoxy-β-D-ribofuranosyl)purine-2-thione was performed by desulfurization of 2'-deoxy-6-thioguanine to give 2-amino-9-(2- deoxy-β-D-ribofuranosyl)purine, diazotization with chloride replacement to give 2-chloro-9-(2-deoxy-β-D-ribofuranosyl)purine, and the replacement of chloride with sulfur using thiolacetic acid and deacetylation.

Chemical and enzymatic synthesis of 2'-deoxy-iso-inosine and its incorporation into DNA

Two procedures for the preparation of 2'-deoxy-iso-inosine (1) are presented. Synthesis of 3'-phosphoramidite (7) and 3'-phosphonate (8) derivatives are described, as well as an oligodeoxynucleotide containing iso-I.

Antiviral agents

Nucleoside compounds of the formula STR1 wherein: B is a purine or a pyrimidine; X and X' are H, OH or F, provided that at least one is H; Y and Y' are H, OH, OCH3 or F, provided that at least one is H; Y' and Z together form a cyclic phosphate ester, provided that Y is H; or Z is STR2 where n is zero, one, two or three; and Z' is N3 or OCH3 ; provided that when X' and Y' are OH and Z' is N3, B is not cytosine, and when X' and Y' are OH and Z' is OCH3, B is not uracil, adenine or cytosine; and the pharmaceutically acceptable esters, ethers and salts thereof, have been found to have potent antiviral activity with a high therapeutic ratio.