Effects of alkyl groups attached to the carbamoyl nitrogen atom of an N -arylcarbamoylpyrazoline on insecticidal activity
✍ Scribed by Nishimura, Keiichiro; Tada, Toshiji; Shimizu, Ryo; Ohoka, Akira
- Publisher
- John Wiley and Sons
- Year
- 1999
- Tongue
- English
- Weight
- 152 KB
- Volume
- 55
- Category
- Article
- ISSN
- 1526-498X
No coin nor oath required. For personal study only.
✦ Synopsis
N-Alkylated analogs of an N-arylcarbamoylpyrazoline were prepared. The intro-(C 1 -C 3 ) duction of these alkyl groups completely changed the crystal structure in respect of the torsion angle of the amide C-N bond of the non-alkyl compound. The introduction of methyl and ethyl groups slightly, and that of an isopropyl group markedly, decreased insecticidal activity against American cockroaches and house ýies. Conformational analyses of the compounds suggested that the insecticidally active conformer of this class of compounds is in the anti-position regarding the Nº-C(= O) and N-aryl bonds in which the non-alkyl compound is energetically the most stable. The most stable conformers of the alkylated compounds are in the syn-position, and these compounds would interact with target sites in the less stable anti-form.