15973-83-8

Basic information

• Product Name: 1-phenyl-1H-pyrazolo[3,4-d]pyrimidine-4,6(2H,5H)-dione
• CAS NO: 15973-83-8
• Molecular Formula: C₁₁H₈N₄O₂
• Molecular Weight: 228.2068
• Mol File: 15973-83-8.mol
• Article Data: 2

Chemical Properties

• Density: 1.58g/cm³
• Refractive Index: 1.782
• CAS DataBase Reference: 1-phenyl-1H-pyrazolo[3,4-d]pyrimidine-4,6(2H,5H)-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 1-phenyl-1H-pyrazolo[3,4-d]pyrimidine-4,6(2H,5H)-dione(15973-83-8)
• EPA Substance Registry System: 1-phenyl-1H-pyrazolo[3,4-d]pyrimidine-4,6(2H,5H)-dione(15973-83-8)

Safety Data

• Hazardous Substances Data: 15973-83-8(Hazardous Substances Data)

Usage

Molecular Structure

Consists of a pyrazole and pyrimidine ring fused together with a phenyl group attached to the pyrazole ring.

Category

Pyrazolopyrimidine derivative.

Pharmaceutical Applications

Has potential as an anti-cancer, anti-inflammatory, and anti-viral agent.

Enzyme and Receptors Inhibition

Has potential to inhibit specific enzymes and receptors in the body.

Drug Discovery and Development

Is a promising candidate for drug discovery and development.

Ongoing Research

Synthesis and characterization of this compound are areas of ongoing research in the field of medicinal chemistry.

Upstream product

• 50427-77-5 5-amino-1-phenyl-1H-pyrazole-4-carboxamide 
• 57-13-6 urea 
• 100-63-0 phenylhydrazine 
• 16078-71-0 ethyl 5-amino-1-phenyl-1H-pyrazole-4-carboxylate 
• 5334-43-0 5-Amino-4-cyano-1-phenylpyrazole 

Downstream Products

• 6288-99-9 6-chloro-1-phenyl-1,5-dihydro-4H-pyrazolo[3,4-d]pyrimidin-4-one 
• 99971-84-3 4,6-dichloro-1-phenyl-1H-pyrazolo<3,4-d>pyrimidine 
• 1351413-56-3 2-((4-hydroxy-1-phenyl-1H-pyrazolo[3,4-d]pyrimidin-6-yl)-amino)-N-(4-methoxyphenyl)propanamide 
• 1399821-48-7 2-((1-(2-chlorophenyl)-4-hydroxy-1H-pyrazolo[3,4-d]pyrimidin-6-yl)amino)-N-(4-isopropoxyphenyl)propanamide 
• 112115-65-8 N⁴,N⁶-bis-(2-diethylamino-ethyl)-1-phenyl-1H-pyrazolo[3,4-d]pyrimidine-4,6-diyldiamine; dihydrochloride 
• 5417-88-9 4,6-dihydrazino-1-phenyl-1H-pyrazolo[3,4-d]pyrimidine 

Relevant articles and documents

Structure-based discovery of highly selective phosphodiesterase-9A inhibitors and implications for inhibitor design

A new series of phosphodiesterase-9 (PDE9) inhibitors that contain a scaffold of 6-amino-pyrazolopyrimidinone have been discovered by a combination of structure-based design and computational docking. This procedure significantly saved the load of chemical synthesis and is an effective method for the discovery of inhibitors. The best compound 28 has an IC50 of 21 nM and 3.3 μM, respectively, for PDE9 and PDE5 and about 3 orders of magnitude of selectivity against other PDE families. The crystal structure of the PDE9 catalytic domain in complex with 28 has been determined and shows a hydrogen bond between 28 and Tyr424. This hydrogen bond may account for the 860-fold selectivity of 28 against PDE1B, in comparison with about 30-fold selectivity of BAY73-6691. Thus, our studies suggest that Tyr424, a unique residue of PDE8 and PDE9, is a potential target for improvement of selectivity of PDE9 inhibitors.