32183-13-4

Usage

Appearance

Yellow solid

Molecular weight

162.14 g/mol

Usage

a. Synthesis of pharmaceuticals and agrochemicals
b. Potential use as a high-energy material
c. Exploded for propellants and pyrotechnics
d. Precursor in the production of dyes and pigments

Properties

a. High nitrogen content
b. Explosive properties

Safety precautions

Proper handling and safety measures should be taken when working with this chemical due to its potential hazards.

InChI:InChI=1/C6H6N4O2/c1-4-6(10(11)12)5(3-7)9(2)8-4/h1-2H3

Upstream product

• 13551-73-0 5-chloro-1,3-dimethyl-4-nitro-1H-pyrazole 
• 151-50-8 potassium cyanide 

Downstream Products

• 78208-58-9 1,3-dimethyl-4-nitropyrazole-5-carboxamide 
• 104393-38-6 1,3-Dimethyl-5-(3-nitro-phenyl)-1,6-dihydro-pyrazolo[4,3-d]pyrimidin-7-one 
• 104393-37-5 1,3-dimethyl-5-(4-nitrophenyl)pyrazolo<4,3-d>pyrimidin-7-one 
• 104393-56-8 N-(5-Cyano-1,3-dimethyl-1H-pyrazol-4-yl)-4-nitro-benzamide 
• 104421-41-2 N-(5-Cyano-1,3-dimethyl-1H-pyrazol-4-yl)-3-nitro-benzamide 
• 104393-57-9 N-(5-Cyano-1,3-dimethyl-1H-pyrazol-4-yl)-3-methoxy-benzamide 
• 104393-39-7 5-(3-Methoxy-phenyl)-1,3-dimethyl-1,6-dihydro-pyrazolo[4,3-d]pyrimidin-7-one 
• 104393-43-3 5-(4-aminophenol)-1,3-dimethylpyrazolo<4,3-d>pyrimidin-7-one 
• 104393-40-0 5-(3-Amino-phenyl)-1,3-dimethyl-1,6-dihydro-pyrazolo[4,3-d]pyrimidin-7-one 
• 104393-31-9 1,3-dimethyl-5-phenylpyrazolo<4,3-d>pyrimidin-7-one 
• 104393-59-1 N-(4-cyano-1,3-dimethyl-1H-pyrazol-4-yl)benzamide 

Relevant academic research and scientific papers

5-Substituted pyrazolo[4,3-d]pyrimidine-7-ones and methods of use

The present invention relates to novel 5-substituted pyrazolo[4,3-d]pyrimidine-7-one compounds, and compositions, methods of use and processes to make therefor. The novel compounds are useful in the treatment of cardiovascular disorders, such as heart failure or cardiac insufficiency. The novel compounds bind adenosine receptors and selectively inhibit phosphodiesterase.

Synthesis and Structure-Activity Relationships of Pyrazolopyrimidin-7-ones as Adenosine Receptor Antagonists

A series of 21 1,3-dialkylpyrazolopyrimidin-7-ones substituted in the 5-position with various phenyl substituents has been synthesized and found to have affinity for the adenosine A1 receptor.The potency pattern due to substituents of the phenyl ring was found to parallel that found in a previously reported 1,3-dialkyl-8-phenylxanthine series.A quantitative structure-activity relationship was developed between these two series that correctly predicted the potencies of six additional 5-substituted pyrazolopyrimidines that were synthesized during the course of the analysis.With use of the correlation as a guide, one additional 5-phenylpyrazolopyrimidine containing a 4amino>sulfonyl substituent to improve aqueous solubility was prepared.On the basis of the high correlation between adenosine binding affinities of analogously substituted xanthines and pyrazolopyrimidines and the close superposition of the heterocyclic rings and substituents that is apparent from molecular models of these two series (Figure 2), it is hypothesized they fit the receptor in an analogous fashion.