ALLOPURINOL RIBOSIDE

Base Information

• Chemical Name: ALLOPURINOL RIBOSIDE
• CAS No.: 16220-07-8
• Molecular Formula: C10H12 N4 O5
• Molecular Weight: 268.229
• Mol file: 16220-07-8.mol

Synonyms:4-Hydroxy[3,4-d]pyrazolopyrimidineriboside; Allopurinol ribonucleoside; Allopurinol riboside;Allopurinol-1-ribonucleoside; NSC 138437; NSC 252629

Chemical Property of ALLOPURINOL RIBOSIDE

Chemical Property:

• Vapor Pressure: 3.62E-15mmHg at 25°C
• Boiling Point: 570.9°Cat760mmHg
• PKA: 8.65±0.10(Predicted)
• Flash Point: 299°C
• PSA: 133.49000
• Density: 2.08g/cm³
• LogP: -2.26890
• Storage Temp.: 2-8°C

Purity/Quality:

97% ^*data from raw suppliers

Allopurinol riboside ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Uses: Allopurinol riboside is a structural isomer of hypoxanthine.

Technology Process of ALLOPURINOL RIBOSIDE

There total 18 articles about ALLOPURINOL 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: 99.0%

4-amino-1-(β-D-ribofuranosyl)-1H-pyrazolo[3,4-d]pyrimidine (3258-05-7) → 1,5-dihydro-1-(β-D-ribofuranosyl)-4H-pyrazolo<3,4-d>pyrimidin-4-one (16220-07-8)

Guidance literature:

With HO₃P^(1-)*Na⁽¹⁺⁾; adenosine deaminase; In aq. phosphate buffer; for 6h; pH=7.4; Enzymatic reaction;

DOI:10.1016/j.bmc.2017.11.020

Reference yield: 98.0%

Allopurinol (315-30-0) + α-D-ribofuranose-1-O-phosphate barium salt → 1,5-dihydro-1-(β-D-ribofuranosyl)-4H-pyrazolo<3,4-d>pyrimidin-4-one (16220-07-8)

Guidance literature:

With purine nucleoside phosphorylase; In aq. buffer; at 37 ℃; for 96h; pH=7.5; Enzymatic reaction;

DOI:10.1002/ejoc.201901454

Reference yield: 96.0%

allopurinol riboside triacetate (64372-69-6) → allopurinol riboside (16220-07-8)

Guidance literature:

With ammonia; at 0 ℃; for 16h;

DOI:10.1021/jm00365a010

upstream raw materials:

4-hydroxypyrazolo(3,4-d)pyrimidine

uridine

Allopurinol

1,5-dihydro-1-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-4H-pyrazolo<3,4-d>pyrimidin-4-one

Downstream raw materials:

O-p-nitrophenyl-5'-phosphodiester allopurinol riboside

Refernces

• 1、 Hu, Tiannan,Suter, Scott R.,Mumbleau, Madeline M.,Beal, Peter A.. "TLR8 activation and inhibition by guanosine analogs in RNA: Importance of functional groups and chain length". . p. 77 - 83. Retrieved 2018.
• 2、 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.