Citation: LIU Jianchao, REN Qingyun, HE Hongwu. Synthesis and Biological Activity of Pyrazolo[4', 3':5, 6]pyrano[2, 3-d]pyrimidine Derivatives[J]. Chinese Journal of Applied Chemistry, ;2017, 34(11): 1279-1286. doi: 10.11944/j.issn.1000-0518.2017.11.160502 shu

Synthesis and Biological Activity of Pyrazolo[4', 3':5, 6]pyrano[2, 3-d]pyrimidine Derivatives

a.
College of Chemistry, Central China Normal University, Wuhan, 430079, China
b.
Anti-infection Innovation Department, New Drug Research Institute, HEC, Dongguan, Guangdong 523871, China

Corresponding author: HE Hongwu, he1208@mail.ccnu.edu.cn
Received Date: 9 December 2016
Revised Date: 20 January 2017
Accepted Date: 24 February 2017

Fund Project: Supported by the National Natural Science Fundation of China(No.21172090, No.31000867), the Program for Changjiang Scholars and Innovatives Research Team in University(No.IRT0953)the Program for Changjiang Scholars and Innovatives Research Team in University IRT0953the National Natural Science Fundation of China 21172090the National Natural Science Fundation of China 31000867

Figures(2)

A series of new 2-substituted-3, 8-diphenyl-5-aryl-6-methyl-5, 8-dihydropyrazolo[4', 3':5, 6]pyrano[2, 3-d]pyrimidine derivatives was designed and synthesized via tandem aza-Wittig reaction. The structures of target compounds were confirmed by ¹H NMR, IR spectra and elemental analysis. The structure of 2-dipropylamino-3, 8-diphenyl-5-(4-methylphenyl)-6-methyl-5, 8-dihydropyrazolo[4', 3':5, 6]pyrano[2, 3-d]pyrimidin-4(3H)-one was determined by single crystal X-ray diffraction. The results of preliminary bioassay indicate that some compounds possess good inhibition activities against Botrytis cinereapers at a dosage of 5.0×10^-5 g/mL, and the inhibition rates against Botrytis cinereapers are above 90%. Target compounds possess no insecticidal activity against Nilaparvatalegen, but show obvious insecticidal activity against Mythimaseparata, and the inhibihition rates against Mythimaseparata are above 60%.
- Aza-Wittig reaction,
- pyrazolopyrimidine,
- pyranopyrimidine,
- biological activity
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沈阳化工大学材料科学与工程学院沈阳 110142