Synthesis, Insecticidal, and Acaricidal Activities of Novel 2-Aryl-pyrrole Derivatives Containing Ester Groups

Abstract

A series of novel 2-aryl-pyrrole derivatives containing ester groups were synthesized, and their structures were characterized by (1)H NMR spectroscopy and elemental analysis. The insecticidal activities against oriental armyworm, mosquito, diamondback moth, green rice leafhopper, and bean aphids and acaricidal activities against spider mite of these new compounds were evaluated. The results of bioassays indicated that some of these title compounds exhibited excellent insecticidal and acaricidal activities. The insecticidal activities against oriental armyworm of compounds IVa, IVd, IVe, IVf, IVg, IVi, IVk, and IVp were equal to commercialized Chlorfenapyr, and the insecticidal activities of most of compounds IVb, IVc, IVd, IVf, IVg, IVj, IVk, IVl, IVs, IVt, IVu, IVw, IVx, IVz, and Chlorfenapyr against mosquito at 0.10 mg kg (-1) were 100%, and the acaricidal activities of compounds IVd, IVe, IVf, IVg, IVh, IVi, and IVk were equal or superior to Chlorfenapyr. Especially, the results indicated that the acaricidal activity of [4-bromo-2-(4-chlorophenyl)-3-cyano-5-(trifluoromethyl)pyrrol-1-yl]methyl 3-methylbutanoate ( IVg) against spider mite was 2.65-fold as high as that of Chlorfenapyr from the value of LC 50.

Metabolism-based synthesis, biological evaluation and structure-activity relationship analysis of spirotetramat analogues as potential lipid biosynthesis inhibitors

“…The bioactivity of the synthesised spirotetramat analogues against bean aphids, carmine spider mite and oriental armyworm was evaluated according to the reported procedure, and the results are shown in Table …”

“…Larvicidal activity against bean aphids ( Aphis fabae ) . The larvicidal activities of compounds 5a to 9c against bean aphids were evaluated by the reported procedure . Bean aphids were dipped according to a slightly modified FAO dip test.…”

Crystal structure of methyl-2-methyl-4-(2-oxo-2-phenylethyl)-5-phenyl-1H-pyrrole-3-carboxylate, C21H19NO3

“…The pyrrole [4][5][6][7] ring is one of the most common skeletal features found in heterocycles and natural products [8][9][10]. Generally, pyrroles possess a broad spectrum of biological activities such as antimicrobial [11], telomerase inhibitory [12], antifungal [13], cardiotonic [14], pheromonal [15], and phytotoxic e ects [16]. The classical approaches for synthesizing pyrroles are Knorr [17,18], Hantzsch [19][20][21], and Paal-Knorr …”

Design, synthesis and insecticidal activities of novel pyrazole amides containing hydrazone substructures

“…The larvicidal activities of compounds 11 to 17 , 24 to 30 and 33 to 44 against Culex pipiens pallens were evaluated using the reported procedure 31–33. The compounds were prepared at different concentrations by dissolving 1 to 17 , 24 to 30 and 33 to 44 in DMSO and then adding distilled water.…”