4,6-DIHYDROXYPYRAZOLO[3,4-D]PYRIMIDINE

Base Information

• Chemical Name: 4,6-DIHYDROXYPYRAZOLO[3,4-D]PYRIMIDINE
• CAS No.: 2465-59-0
• Molecular Formula: C5H4N4O2
• Molecular Weight: 152.112
• Hs Code.: 29335990
• Mol file: 2465-59-0.mol

Synonyms:4H-Pyrazolo[3,4-d]pyrimidine-4,6(5H)-dione,1,7-dihydro- (6CI);1H,3H,9H-Alloxanthine;1H-Pyrazolo[3,4-d]pyrimidin-4,6-diol;4,6-Dihydroxypyrazolo[3,4-d]pyrimidine;4,6-Dioxopyrazolo[3,4-d]pyrimidine;Alloxanthine;BW 55-5;NSC 76239;Oxipurinol;Oxoallopurinol;Oxyprim;Oxypurinol;

Chemical Property of 4,6-DIHYDROXYPYRAZOLO[3,4-D]PYRIMIDINE

Chemical Property:

• Appearance/Colour: Off White Solid
• Vapor Pressure: 3.5E-18mmHg at 25°C
• Melting Point: 300 °C
• Refractive Index: 1.989
• Boiling Point: 662.9 °C at 760 mmHg
• PKA: pKa 7.7 (Uncertain)
• Flash Point: 354.7 °C
• PSA: 94.92000
• Density: 2.19 g/cm³
• LogP: -0.23590
• Storage Temp.: -20°C Freezer
• Solubility.: Soluble in DMSO.

Purity/Quality:

98%,99%, ^*data from raw suppliers

Oxipurinol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Uses: A metabolite of Allopurinol. 4,6-Dihydroxy-1H-pyrazolo[3,4-d]pyrimidine is an inhibitor to study the specificity and kinetics of xanthine oxidase. It is also used as an anti-inflammatory agent via inhibition of xanthine oxidase. Oxypurinol, an allopurinol metabolite, is used as an inhibitor to study the specificity and kinetics of of xanthine oxidase(s). Oxypurinol is also used as an anti-inflammatory agent via inhibition of xanthine oxidase.

Technology Process of 4,6-DIHYDROXYPYRAZOLO[3,4-D]PYRIMIDINE

There total 14 articles about 4,6-DIHYDROXYPYRAZOLO[3,4-D]PYRIMIDINE 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: 81.0%

4,6-dimethoxy-1H-pyrazolo[3,4-d]pyrimidine (98277-30-6) → oxypurinol (2465-59-0)

Guidance literature:

With hydrogenchloride; for 1h; Heating;

DOI:10.1021/ol061295+

Reference yield: 62.0%

5-amino-1H-pyrazole-4-carboxylic acid amide (5334-31-6) + urea (57-13-6) → oxypurinol (2465-59-0)

Guidance literature:

at 190 ℃; for 0.666667h;

DOI:10.1016/j.ejmech.2016.09.093

Reference yield: 58.0%

6-Chloro-4-hydrazino-1H-pyrazolo[3,4-d]pyrimidine (246855-07-2) → oxypurinol (2465-59-0)

Guidance literature:

With hydrogenchloride; water; for 1h; Heating;

DOI:10.1039/a903676h

upstream raw materials:

3-amino-4-pyrazolocarboxamide hemisulfate

urea

6-phenacylthio-pyrazolo<3,4-p>pyrimidine

6-Chloro-4-hydrazino-1H-pyrazolo[3,4-d]pyrimidine

Downstream raw materials:

4,5-Dihydro-4-thioxo-1H-pyrazolo[3,4-d]pyrimidin-6(7H)-one

4,6-dichloro-1H-pyrazolo[3,4-d]pyrimidine

2-(2,3,5-tri-O-benzyl-β-D-arabinofuranosyl)pyrazolo<3,4-d>pyrimidine-4,6(5H,7H)-dione

7-(2,3,5-tri-O-benzyl-β-D-arabinofuranosyl)pyrazolo<3,4-d>pyrimidine-4,6(1H,5H)-dione

Refernces

• 1、 Kozachenko, A. I.,Rashba, Yu. E.,Vartanyan, L. S.. "NEW XANTHINE OXIDASE INHIBITORS FROM THE CLASS OF PYRAZOLOPYRIMIDINES AND PYRAZOLOPYRIDINES. I. MECHANISM OF THE ACTION OF ALLOPURINOL AND ITS ANALOGS". . p. 417 - 422. Retrieved 1982.
• 2、 Singla, Prinka,Luxami, Vijay,Singh, Raja,Tandon, Vibha,Paul, Kamaldeep. "Novel pyrazolo[3,4-d]pyrimidine with 4-(1H-benzimidazol-2-yl)-phenylamine as broad spectrum anticancer agents: Synthesis, cell based assay, topoisomerase inhibition, DNA intercalation and bovine serum albumin studies". . p. 24 - 35. Retrieved 2016/10/26.
• 3、 -. "PYRAZOLE DERIVATIVES AS INHIBITORS OF RECEPTOR TYROSYNE KINASES". Page/Page column 108. . Retrieved 2008/06/13.