6-aminoallopurinol riboside

Base Information

• Chemical Name: 6-aminoallopurinol riboside
• CAS No.: 85426-74-0
• Molecular Formula: C₁₀H₁₃N₅O₅
• Molecular Weight: 283.244
• Mol file: 85426-74-0.mol

Synonyms:1H-Pyrazolo[3,4-d]pyrimidin-4-ol,6-amino-1-b-D-ribofuranosyl- (6CI);7-Deaza-8-azaguanosine

Chemical Property of 6-aminoallopurinol riboside

Chemical Property:

• Vapor Pressure: 1.09E-17mmHg at 25°C
• Boiling Point: 614.9°C at 760 mmHg
• Flash Point: 325.7°C
• PSA: 160.50000
• Density: 2.25g/cm³
• LogP: -2.34430

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 7-Deaza-8-azaguanosine was used in the research to develop guanosine analogs as potential immunotherapeutic agents.

Technology Process of 6-aminoallopurinol riboside

There total 18 articles about 6-aminoallopurinol riboside 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: 80.0%

6-amino-1-(2,3-O-isopropylidene-β-D-ribofuranosyl)-1H-pyrazolo<3,4-d>pyrimidin-4(5H)-one (129797-25-7) → 6-amino-1-(β-D-ribofuranosyl)-1H-pyrazolo<3,4-d>pyrimidin-4(5H)-one (85426-74-0)

Guidance literature:

With trifluoroacetic acid; In water; for 0.5h; Ambient temperature;

DOI:10.1002/jhet.5570270357

Reference yield: 77.0%

6-amino-3-bromo-1-β-D-ribofuranosylpyrazolo<3,4-d>pyrimidin-4(5H)-one (96555-37-2) → 6-amino-1-(β-D-ribofuranosyl)-1H-pyrazolo<3,4-d>pyrimidin-4(5H)-one (85426-74-0)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; for 2h; under 2068.6 Torr; Ambient temperature;

DOI:10.1021/jm00146a007

Reference yield: 62.0%

6-amino-4-methoxy-1-(β-D-ribofuranosyl)-1H-pyrazolo[3,4-d]pyrimidine → 6-amino-1,5-dihydro-1-(β-D-ribofuranosyl)-4H-pyrazolo[3,4-d]pyrimidin-4-one (85426-74-0)

Guidance literature:

With potassium hydroxide; In water; at 20 ℃;

DOI:10.3390/molecules24050983

upstream raw materials:

6-amino-1-(2,3-O-isopropylidene-β-D-ribofuranosyl)-1H-pyrazolo<3,4-d>pyrimidin-4(5H)-one

6-amino-3-bromo-1-β-D-ribofuranosylpyrazolo<3,4-d>pyrimidin-4(5H)-one

6-Methylthio-4(5H)-oxo-1-β-D-ribofuranosylpyrazolo<3,4-d>pyrimidine

1-(β-D-Ribofuranosyl)-4,6-diaminopyrazolo<3,4-d>pyrimidine

Refernces

• 1、 Seela, Frank,Xu, Kuiying. "Pyrazolo[3,4-d]pyrimidine ribonucleosides related to 2-aminoadenosine and isoguanosine: Synthesis, deamination and tautomerism". . p. 3034 - 3045. Retrieved 2008/04/01.
• 2、 Hasan,Tripathi,Pratap,Bhakuni,Pal,Mishra,Guru,Katiyar. "Studies on nucleosides: part XX - synthesis and antileishmanial activity of 4,6-substituted pyrazolo[3,4-d]pyrimidine nucleosides". . p. 403 - 409. Retrieved 2007/10/02.