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Synthesis and acaricidal activity of phenylpiperazine derivatives.
- Source :
-
Journal of pesticide science [J Pestic Sci] 2021 May 20; Vol. 46 (2), pp. 189-197. - Publication Year :
- 2021
-
Abstract
- We synthesized 33 new phenylpiperazine derivatives and assessed their acaricidal activity. These derivatives were synthesized through sequential reactions consisting of the sulfonylation of 2-substituted 4-methylaniline with chlorosulfonic acid, reduction with red phosphorus and iodine, alkylation by alkyl halide, cyclization with bis(2-chloroethyl)amine hydrochloride, and N -substitution reaction of phenylpiperazines with various reagents. All phenylpiperazines synthesized were evaluated for acaricidal activity and their structure-activity relationships discussed, it was found that 4-substituted 1-[2-fluoro-4-methyl-5-(2,2,2-trifluoroethylsulfanyl)phenyl]piperazine derivatives exhibited good acaricidal activity. Among them, 1-[2-fluoro-4-methyl-5-(2,2,2-trifluoroethylsulfanyl)phenyl]-4-(trifluoromethylsulfonyl) piperazine showed the highest level of activity against Tetranychus urticae and provided a high level of activity against Tetranychus kanzawai and Panonychus citri . In addition, studies on the effect at various stages of T. urticae exhibited that this compound showed good activity against both adults and eggs.<br /> (© Pesticide Science Society of Japan 2021. This is an open access article distributed under the Creative Commons Attribution-NonCommercial-NoDerivatives 4.0 International (CC BY-NC-ND 4.0) License (https://creativecommons.org/licenses/by-nc-nd/4.0/).)
Details
- Language :
- English
- ISSN :
- 1348-589X
- Volume :
- 46
- Issue :
- 2
- Database :
- MEDLINE
- Journal :
- Journal of pesticide science
- Publication Type :
- Academic Journal
- Accession number :
- 34135680
- Full Text :
- https://doi.org/10.1584/jpestics.D21-007