2-Amino-8-(beta-ribofuranosyl)imidazo(1,2-a)-1,3,5-triazin-4-one

Base Information

• Chemical Name: 2-Amino-8-(beta-ribofuranosyl)imidazo(1,2-a)-1,3,5-triazin-4-one
• CAS No.: 67410-65-5
• Molecular Formula: C10H13N5O5
• Molecular Weight: 283.24

Synonyms:2-amino-8-(beta-ribofuranosyl)imidazo(1,2-a)-1,3,5-triazin-4-one;5-aza-7-deazaguanosine;ZX 2401;ZX-2401;ZX2401

Chemical Property of 2-Amino-8-(beta-ribofuranosyl)imidazo(1,2-a)-1,3,5-triazin-4-one

Chemical Property:

• Vapor Pressure: 2.5E-15mmHg at 25°C
• Melting Point: 233-237°C
• Refractive Index: 1.91
• Boiling Point: 569.2 °C at 760 mmHg
• Flash Point: 298.1 °C
• PSA: 148.13000
• Density: 2.15 g/cm³
• LogP: -2.33410
• Storage Temp.: -20°C Freezer
• Solubility.: Water (Slightly, Heated)
• XLogP3: -2.8
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 283.09166853
• Heavy Atom Count: 20
• Complexity: 532

Purity/Quality:

97% ^*data from raw suppliers

5-Aza-7-deaza Guanosine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CN2C(=NC(=NC2=O)N)N1C3C(C(C(O3)CO)O)O
• Isomeric SMILES: C1=CN2C(=NC(=NC2=O)N)N1[C@@H]3[C@H]([C@H]([C@@H](O3)CO)O)O
• Uses: 5-Aza-7-deaza Guanosine can be used as antiviral agent for the treatment of influenza; broad-spectrum inhibitor of viruses in the Flaviviridae family.

Technology Process of 2-Amino-8-(beta-ribofuranosyl)imidazo(1,2-a)-1,3,5-triazin-4-one

There total 6 articles about 2-Amino-8-(beta-ribofuranosyl)imidazo(1,2-a)-1,3,5-triazin-4-one which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 85.0%

2-[(N2-isobutyryl)amino]-8-[(2,3,5-tri-O-benzoyl)ribofuranosyl]-8H-imidazo[1,2-a]-s-triazin-4-one → 2-amino-8-β-D-ribofuranosyl-imidazo[1,2-a]-s-triazin-4-one (67410-65-5)

Guidance literature:

With ammonia; In methanol; at 20 ℃;

DOI:10.1021/acs.joc.9b01347

Reference yield: 70.0%

2-amino-8-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-imidazo[1,2-a]-s-triazin-4-one (67410-59-7) → 2-amino-8-β-D-ribofuranosyl-imidazo[1,2-a]-s-triazin-4-one (67410-65-5)

Guidance literature:

With methylamine; In methanol; water; at 20 ℃; Reagent/catalyst;

Reference yield:

uridine (58-96-8) → 2-amino-8-β-D-ribofuranosyl-imidazo[1,2-a]-s-triazin-4-one (67410-65-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: potassium phosphate; recombinant Escherichia coli uridine phosphorylase / water / 72 h / 50 °C / pH 7 / Enzymatic reaction

1.2: 24 h / 4 °C

2.1: recombinant Escherichia coli purine nucleoside phosphorylase / 20 °C / pH 7 / Enzymatic reaction

With potassium phosphate; recombinant Escherichia coli purine nucleoside phosphorylase; recombinant Escherichia coli uridine phosphorylase; In water;

DOI:10.1002/chem.201501334

upstream raw materials:

2-amino-8-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-imidazo[1,2-a]-s-triazin-4-one

2-aminoimidazo<1,2-a>-s-triazin-4(8H)-one

uridine

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