78131-38-1

Basic information

• Product Name: 2-amino-9-pentofuranosyl-9H-purine-6-carbonitrile
• CAS NO: 78131-38-1
• Molecular Formula: C₁₁H₁₂N₆O₄
• Molecular Weight: 292.2508
• Mol File: 78131-38-1.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 784.9°C at 760 mmHg
• Flash Point: 428.5°C
• Density: 2.07g/cm³
• Vapor Pressure: 5.92E-26mmHg at 25°C
• Refractive Index: 1.917
• CAS DataBase Reference: 2-amino-9-pentofuranosyl-9H-purine-6-carbonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 2-amino-9-pentofuranosyl-9H-purine-6-carbonitrile(78131-38-1)
• EPA Substance Registry System: 2-amino-9-pentofuranosyl-9H-purine-6-carbonitrile(78131-38-1)

Safety Data

• Hazardous Substances Data: 78131-38-1(Hazardous Substances Data)

Usage

Type

Purine nucleoside analog

Potential properties

Antiviral
Anticancer

Structural similarity

Resembles adenosine

Antiviral activity against

Influenza A
Zika
HIV

Anticancer properties

Inhibiting cell proliferation
Inducing apoptosis in cancer cells
Attraction in drug discovery and development for potential therapeutic applications

Upstream product

• 544-92-3 copper(I) cyanide 
• 13153-32-7 2-amino-6-iodo-9-β-D-ribofuranosylpurine 

Relevant articles and documents

Synthesis and Antiviral Activity of Certain 9-β-D-Ribofuranosylpurine-6-carboxamides

To examine the structural parameters necessary for antiviral efficacy of certain purine nucleosides, several 9-β-D-ribofuranosylpurine-6-carboxamides have been synthesized.Glycosylation of the Me3Si derivative of purine-6-carboxamide with protected ribofuranose in the presence of a Lewis acid gave the blocked nucleoside which on deprotection furnished 9-β-D-ribofuranosylpurine-6-carboxamide (6a).Alternatively, 6a was synthesized via the nucleophilic displacement of 9-β-D-ribofuranosyl-6-iodopurine with cyanide ion.Certain 2-amino- and 2-methyl-9-β-D-ribofuranosylpurine-6-carboxamides have also been prepared. 8-Carbamoylguanosine (16) has been prepared by homolytic acylation of the parent nucleoside.These compounds were tested against several RNA and DNA viruses in cell culture. 9-β-D-Ribofuranosylpurine-6-carboxamide (6a), the corresponding 6-thiocarboxamide (7b), and 4-amino-8-(β-D-ribofuranosylamino)pyrimidopyrimidine (8) showed significant in vitro antiviral activity at nontoxic dosage levels. 6a employed in the treatment of Rift Valley fever virus infected mice at 50 (mg/kg)/day gave a 55percent survival rate on day 21 compared to a 30percent survival in the controls.