Citation: Zi-Hui YANG, Qing-Song LIU, Yue SUN, Xue-Bao SUN, Wen GU. Synthesis, Crystal Structure and Anti-fungal/Anti-oomycete Activity of New Pyrazole-benzene Carboxamide Derivatives[J]. Chinese Journal of Structural Chemistry, ;2022, 41(3): 220325. doi: 10.14102/j.cnki.0254-5861.2011-3360 shu

Synthesis, Crystal Structure and Anti-fungal/Anti-oomycete Activity of New Pyrazole-benzene Carboxamide Derivatives

Jiangsu Co-Innovation Center of Efficient Processing and Utilization of Forest Resources, College of Chemical Engineering, Nanjing Forestry University, Nanjing 210037, China

Corresponding author: Wen GU, njguwen@163.com
Received Date: 11 September 2021
Accepted Date: 10 October 2021

Fund Project: the National Natural Science Foundation of China 31770616the Natural Science Foundation for Colleges and Universities in Jiangsu Province 17KJA220002

Figures(4)

Four novel pyrazole-benzene carboxamide derivatives 2a~2d were synthesized and characterized by NMR, HRMS spectral method and X-ray diffraction analysis, and were further conducted for screening the anti-fungal/anti-oomycete activity. Compound 2d crystallizes as monoclinic space group P2₁/c with a = 42.260(4), b = 5.3751(4), c = 8.0129(9) Å, β = 92.958(10)°, V = 1817.7(3) Å³, Z = 4, M_r = 385.41, D_c = 1.408 Mg/m³, S = 1.087, μ = 0.773 mm^-1, F(000) = 808, the final R = 0.0763 and wR = 0.2136 for 2657 observed reflections (I > 2σ(I)). The preliminary antifungal assay indicates that the title compounds show fair to excellent antifungal/anti-oomycete activity toward four plant fungi and two crop oomycetes. Among them, compound 2b exhibits the strongest in vitro anti-B. cinerea effects (EC₅₀ = 1.61 mg/L). In vivo test presents compound 2b displays considerable protective and curative effects to tomato fruits infected by B. cinerea. These results indicate that compound 2b would be potential fungicides leads for further development.
- pyrazole-benzene carboxamide,
- crystal structure,
- antifungal activity,
- anti-oomycete activity
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