Fluopyram analogues containing an indole moiety: synthesis, biological activity and molecular docking study.

Succinate dehydrogenase (SDH) has been identified as one of the ideal targets for the development of novel nematicides. However, the resistance of nematodes to fluopyram, one of the commercialized SDH inhibitors, is becoming a growing concern. Since expanding the structural diversity around an active scaffold is a useful strategy for drug development, herein a series of fluopyram analogues with a broad, biologically relevant indole moiety were synthesized and evaluated for nematicidal activity against C.

(E)-3,5-Dimeth-oxy-benzaldehyde oxime.

In the title compound, C(9)H(11)NO(3), the oxime grouping is twisted by 12.68 (6)° with respect to the dimethoxyl-benzene ring. In the crystal, mol-ecules are linked into an infinite [100] chain via O-H⋯N hydrogen bonds, instead of the more common oxime packing motif of dimers with an R(2) (2)(6) graph-set motif.