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
P2
1/
c with
a = 42.260(4),
b =
5.3751(4),
c = 8.0129(9) Å,
β = 92.958(10)°,
V =
1817.7(3) Å
3,
Z = 4,
Mr = 385.41,
Dc = 1.408 Mg/m
3,
S = 1.087,
m = 0.773 mm
-1,
F(000) = 808, the final
R = 0.0763 and
wR = 0.2136 for 2657 observed reflections (
I > 2
σ(
I)). The preliminary
antifungal assay indicates that the title compounds show fair to excellent anti-
fungal/anti-oomycete activity toward four plant fungi and two crop oomycetes.
Among them, compound
2b exhibits the
strongest
in vitro anti-
B. cinerea effects (EC
50 =
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.