Controlled synthesis of N, N-dimethylarylsulfonamide derivatives as nematicidal agents

Abstract

Gramine can be intelligently and efficiently supplied with N, N-dimethylamino group and then reacted with the corresponding sulfonyl chlorides to synthesize N, N-dimethylarylsulfonamides. We herein designed and controlled synthesis of N, N-dimethylarylsulfonamide derivatives, and first reported the results of the nematicidal activity of 15 title compounds 3a-o against Meloidogyne incongnita in vitro, respectively. Among all of the title derivatives, compounds 3a, 3c, 3k, and 3o exhibited potent nematicidal activity with median lethal concentration (LC₅₀) values ranging from 0.22 to 0.26 mg/L. Most noteworthy, N, N-dimethyl-4-methoxyphenylsulfonamide (3c) and N, N-dimethyl-8-quinolinesulfonamide (3o) showed the best promising and pronounced nematicidal activity, with LC₅₀ values of 0.2381 and 0.2259 mg/L, respectively.

Graphical Abstract

Keywords:

• Gramine
• N
• N-dimethylarylsulfonamides
• nematicidal activity
• Meloidogyne incongnita

Disclosure statement

No potential conflict of interest was reported by the authors.

Additional information

Funding

This work was financially supported by the National Natural Science Foundation of China (grant no. U1604105) and the Natural Science Foundation of Henan Province (grant no. 182300410043, 182300410016, and 152300410082).