Structure Characterization and Analgesic Activity of Novel Pyrazolo[3,4-d]pyrimidin-4-one Derivatives

Abstract

Three compounds of novel pyrazolo[3,4-d]pyrimidin-4-one derivatives (A~C) were synthesized through a multi-step reaction using ethyl-2-cyano-3-ethoxyacrylate and 3,4-dimethylphenylhydrazine. The structures of these compounds were identified by nuclear magnetic resonance (NMR, i.e., 1H NMR, 13C NMR), and liquid chromatography-mass spectrum (LC-MS), and the 1H NMR signals of each compound were fully assigned. The in vivo analgesic activity of synthesized compound A was preliminarily evaluated through mass spectrometry brain imaging and formalin induced pain model in mice. The imaging data and results showed that compound A could cross the blood-brain barrier and penetrate into the brain of mice, and produce a dose-dependent analgesic activity. This study provided a piece of fundamental research data on structural and in vivo activity for developing anti-pain drugs based on pyrazolo[3,4-d]pyrimidin-4-one scaffold.

Keywords

• pyrazolo[3
• 4-d]pyrimidin-4-one
• 1h nmr
• 13c nmr
• mass spectrometry imaging
• analgesic activity