Pyridine Derivatives as Insecticides. Part 1: Synthesis and Toxicity of Some Pyridine Derivatives Against Cowpea Aphid, Aphis craccivora Koch (Homoptera: Aphididae)

Abstract

Five pyridine derivatives, namely, N-morpholinium 7,7-dimethyl-3-cyano-4-(4'-nitrophenyl)-5-oxo-1,4,5,6,7,8-hexahydroquinoline-2-thiolate (1), sodium 5-acetyl-3-amino-4-(4'-methoxyphenyl)-6-methylthieno[2,3-b] pyridine-2-carboxylate (2), piperidinium 3,5-dicyano-2-oxo-4-spirocyclopentane-1,2,3,4-tetrahydropyridine-6-thiolate (3), piperidinium 5-acetyl-3-cyano-4-(4'-methoxyphenyl)-6-methylpyridine-2-thiolate (4), and piperidinium 5-acetyl-4-(4'-chlorophenyl)-3-cyano-6-methyl-pyridine-2-thiolate (5) were prepared in pure state and subjected to the title study. The bioassay results indicated that the insecticidal activity of compound 1 is about 4-fold that of acetamiprid insecticide. The rest of the tested compounds possess moderate to strong aphidicidal activities.

Chemical design and toxicity evaluation of new pyrimidothienotetrahydroisoquinolines as potential insecticidal agents

“…The activity concerning compound 4 may be due to the existence of the chlorine atom attached to the pyrimidine cycle in its molecular structure. Our research demonstrated that the new pyrimidothienotetrahydroisoquinoline derivatives containing pyridine moiety could effectively control cowpea aphids, A. craccivora , and this emphasis our studies done before [18,19]. These results are hopeful and valuable for additional work on the improvement of new and other potent pesticides.…”

“…Inspired by our promising results described in the first and second parts and as a continuation of our earlier research work aimed to find heterocycles containing pyridine moiety with expected toxicological activities [18,19], we reported here the study of the toxicity of the prepared compounds containing the previous features of neonicotinoid insecticides against cowpea Aphid, Aphis craccivora Koch encouraged to discover heterocyclic compounds with high biological effect and without environmental pollution.…”

Synthesis and characterization of some distyryl-derivatives for agricultural uses

“…It is known that heterocyclic compounds, especially pyridine derivatives, are widely used and different important applicationsfor these compounds have been previously reported. [1][2][3][4][5][6] So, the chemists around the world focused on the synthesis and the applications of these compounds. Some neonicotinoids contain pyridine moiety in their structure.…”

Synthesis and characterization of some new pyridines, thieno[2,3‐b] pyridines and pyrido[3′,2′:4,5]thieno[3,2‐d]pyrimidine‐4(3H)‐ones bearing styryl moiety

“…Functionally substituted‐pyridines are bioactive small molecules possess a wide range of applications . Accordingly, a number of powerful synthetic strategies have been developed to effectively access this heterocyclic family .…”