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Citation: LI Gucai, SUN Lei, CHEN Bo, ZHONG Huaiyu. Synthesis and in vitro Receptor Binding Assay of Pyrazolo[1,5-α]pyridines[J]. Chinese Journal of Applied Chemistry, ;2014, 31(6): 702-706. doi: 10.3724/SP.J.1095.2014.30428 shu

Synthesis and in vitro Receptor Binding Assay of Pyrazolo[1,5-α]pyridines

1.
College of Chemistry and Chemical Engineering, Hunan Institute of Engineering, Xiangtan 411104, China

Corresponding author: LI Gucai,
Received Date: 26 August 2013
Available Online: 21 October 2013
Fund Project: 湖南省科技计划项目(2012FJ4343) (2012FJ4343)湖南省自然科学基金项目(13JJ3113) (13JJ3113)

3-(4-Benzylpiperazin-1-ylmethyl) pyrazolo[1,5-α]pyridine,3-[4-(4-chlorobenzyl) piperazin-1-ylmethyl]pyrazolo[1,5-α]pyridine and 3-[4-(4-methoxybenzyl) piperazin-1-ylmethyl]pyrazolo[1,5-a]pyridine were synthesized from pyrazolo[1,5-α]pyridine-3-carbaldehyde and 1-piperazinearboxaldehyde through reductive amination,amide hydrolysis and N-alkylation.The structures of the intermediates and the target compounds were confirmed by ¹H NMR and ESI MS.Through in vitro receptor binding assay,the affinity constants(K_i) of the target compounds were determined to be 1.6,7.2,65 nmol/L for D₄ receptor;1920,5320,9800 nmol/L for D₂ receptor;1710,4270 and 5600 nmol/L for dopamine D₃ receptor,respectively.The results suggested that 3-(4-benzylpiperazin-1-ylmethyl) pyrazolo[1,5-α]pyridine is a potential dopamine D₄ receptor ligand.
- pyrazolo[1,5-α]pyridine,
- dopamine D₄ receptor,
- ligand,
- in vitro receptor binding assay
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