201992-20-3

Basic information

• Product Name: 1-Benzyl-6-chloro-5-methyl-1,5-dihydro-pyrazolo[3,4-d]pyrimidin-4-one
• Synonyms: 1-Benzyl-6-chloro-5-methyl-1,5-dihydro-pyrazolo[3,4-d]pyrimidin-4-one
• CAS NO: 201992-20-3
• Molecular Weight: 274.71
• Mol File: 201992-20-3.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 1-Benzyl-6-chloro-5-methyl-1,5-dihydro-pyrazolo[3,4-d]pyrimidin-4-one(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Benzyl-6-chloro-5-methyl-1,5-dihydro-pyrazolo[3,4-d]pyrimidin-4-one(201992-20-3)
• EPA Substance Registry System: 1-Benzyl-6-chloro-5-methyl-1,5-dihydro-pyrazolo[3,4-d]pyrimidin-4-one(201992-20-3)

Safety Data

• Hazardous Substances Data: 201992-20-3(Hazardous Substances Data)

Upstream product

• 19867-62-0 ethyl 5-amino-1-benzyl-1H-pyrazole-4-carboxylate 
• 106273-67-0 1-benzyl-5-methyl-4,6-dioxo-4,5,6,7-tetrahydropyrazolo<3,4-d>pyrimidine 
• 20570-96-1 benzylhydrazine dihydrochloride 

Relevant articles and documents

Synthesis and evaluation of polycyclic pyrazolo[3,4-d]pyrimidines as PDE1 and PDE5 cGMP phosphodiesterase inhibitors

Polycyclic pyrazolo[3,4-d]pyrimidines (represented by 3 and 4) were synthesized as analogues of the recently reported polycyclic guanine phosphodiesterase (PDE) inhibitors. From the structure-activity relationship (SAR) development of a series of compounds, it was discovered that C-3 benzyl and N-2 methyl disubstitution on the pyrazole ring gave the best combination of potency and selectivity for PDE1 and PDE5 cGMP PDEs as represented by compound 4c: PDE1, IC50 = 60 nM; PDE3, IC50 = 55 000 nM; PDE5, IC50 = 75 nM. These compounds were also evaluated in vivo and found to be good orally active antihypertensives in laboratory animal models. Finally, comparisons were made of the in vitro and in vivo profiles of the pyrazolo- [3,4-d]pyrimidine compound 4c with those of two representative guanine compounds.