Azauridine triacetate

Base Information

• Chemical Name: Azauridine triacetate
• CAS No.: 2169-64-4
• Molecular Formula: C14H17 N3 O9
• Molecular Weight: 371.304
• European Community (EC) Number: 218-515-6
• NSC Number: 67239
• DSSTox Substance ID: DTXSID50859707
• Wikipedia: Azaribine
• NCI Thesaurus Code: C1008
• ChEMBL ID: CHEMBL1989552
• Mol file: 2169-64-4.mol

Synonyms:2-beta-D-ribofuranosyl-as-triazine-3,5(2H,4H)-dione 2',3',5'-triacetate;6-azauridine triacetate;azaribine;CB 304;CB-304;triacetyl azauridine;triacetyl-6-azauridine;Triazure

Chemical Property of Azauridine triacetate

Chemical Property:

• Melting Point: 99-101 °C(lit.)
• Refractive Index: 1.5700 (estimate)
• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 155.88000
• Density: 1.6g/cm³
• LogP: -1.74450
• Storage Temp.: Hygroscopic, -20°C Freezer, Under inert atmosphere
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: -0.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 10
• Rotatable Bond Count: 8
• Exact Mass: 371.09647913
• Heavy Atom Count: 26
• Complexity: 662

Purity/Quality:

97% ^*data from raw suppliers

6-AzauridineTriacetate ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)OCC1C(C(C(O1)N2C(=O)NC(=O)C=N2)OC(=O)C)OC(=O)C
• Uses: Antipsoriatic.

Technology Process of Azauridine triacetate

There total 7 articles about Azauridine triacetate 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:

6-Azauridine (54-25-1) + acetic anhydride (108-24-7) → 2',3',5'-tri-O-acetyl-6-azauridine (2169-64-4)

Guidance literature:

With pyridine; dmap; at 20 ℃; for 2h;

DOI:10.1021/ja001918t

Reference yield:

D-ribose → 2',3',5'-tri-O-acetyl-6-azauridine (2169-64-4)

Guidance literature:

Multi-step reaction with 2 steps

2: pyridine

With pyridine;

DOI:10.1016/0040-4039(95)01667-7

Reference yield:

acetic anhydride (108-24-7) + 6-azauridine → 2',3',5'-tri-O-acetyl-6-azauridine (2169-64-4)

Guidance literature:

With pyridine;

DOI:10.1016/0040-4039(95)01667-7

upstream raw materials:

acetic anhydride

6-Azauridine

3,5-bis(trimethylsilyloxy)-1,2,4-triazine

1,2,3,5-tetraacetylribose

Downstream raw materials:

6-azacytidine

6-Azauridine

6-azauridine 5'-acetate

Refernces

• 1、 Harutyunyan,Panosyan,Tamazyan,Aivazyan,Danagulyan. "4-alkylated 2-(2,3,5-tri-O-acyl-β-D-ribofuranosyl)- and 2-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-1,2,4-triazine-3,5-diones". . p. 573 - 576. Retrieved 2017/06/06.
• 2、 -. "Anti-Claudin 3 Monoclonal Antibody and Treatment and Diagnosis of Cancer Using the Same". . . Retrieved 2010/05/13.