Design, Synthesis and Biological Evaluation of Novel Thienylpyridyl- and Thioether-Containing Acetamides and Their Derivatives as Pesticidal Agents

Li, Huan; Yang, Na; Xiong, Lixia; Wang, Baolei

doi:10.3390/molecules26185649

Cited by 7 publications

(1 citation statement)

References 30 publications

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“…Pyridine ring is one of the most significant scaffolds of heterocyclic compounds due to its presence in several natural products , and pharmaceuticals. − Pyridine derivatives, the title of our series, − are reported to possess versatile applications in industries such as agrochemicals , and polymer production . Others are known for their antimicrobial, antiviral, ,, anti-inflammatory, , anticancer, , and insecticidal activities. − The insecticidal activities of many pyrazoles, , thiophenes, and thieno[2,3- b ]pyridines ,− are well documented.…”

Section: Introductionmentioning

confidence: 99%

Pyridine Derivatives as Insecticides. Part 5. New Thieno[2,3-b]pyridines and Pyrazolo[3,4-b]pyridines Containing Mainly Ethyl Nicotinate Scaffold and Their Insecticidal Activity toward Aphis gossypii (Glover,1887)

Abuelhassan,

Abdel-Rahman,

Gad

et al. 2024

J. Agric. Food Chem.

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Ethyl 5-cyano-1,6-dihydro-2-methyl-4-(2′-thienyl)-6-thioxonicotinate (A) was synthesized and reacted with ethyl chloroacetate in the presence of sodium acetate or sodium carbonate to give ethyl 5-cyano-6-((2-ethoxy-2-oxoethyl)thio)-2-methyl-4-(2′-thienyl)nicotinate (1a) or its isomeric thieno[2,3-b]pyridine 2a. 3-Aminothieno[2,3-b]pyridine-2-carboxamide 2b was also synthesized by the reaction of A with 2-chloroacetamide. The reaction of 1a with hydrazine hydrate in boiling ethanol gave acethydrazide 3. Heating ester 1a with hydrazine hydrate under neat conditions afforded 3-amino-1H-pyrazolo[3,4-b]pyridine 10. Compounds 2b, 3, and 10 were used as precursors for synthesizing other new thieno[2,3-b]pyridines and pyrazolo [3,4-b]pyridines containing mainly the ethyl nicotinate scaffold. Structures of all new compounds were confirmed by elemental and spectral analyses. Most of the obtained compounds were evaluated for their insecticidal activity toward the nymphs and adults of Aphis gossypii (Glover,1887). Some compounds such as 4, 9b, and 9c showed promising results. The effect of some sublethal concentrations, less than LC 50 , of compounds 4, 9b, and 9c on the examined Aphis was subjected to a further study. The results demonstrated that exposure of A. gossypii nymphs to sublethal concentrations of compounds 4, 9b, and 9c had noticeable effects on their biological parameters, i.e., nymphal instar duration, generation time, and adult longevity. The highest concentration C1 of all three compounds increased the nymphal instar duration and generation time and decreased adult longevity and vice versa.

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Section: Introductionmentioning

confidence: 99%

Pyridine Derivatives as Insecticides. Part 5. New Thieno[2,3-b]pyridines and Pyrazolo[3,4-b]pyridines Containing Mainly Ethyl Nicotinate Scaffold and Their Insecticidal Activity toward Aphis gossypii (Glover,1887)

Abuelhassan,

Abdel-Rahman,

Gad

et al. 2024

J. Agric. Food Chem.

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Cobalt Single‐Atom Catalyst: Synthesis, Characterization and Catalytic Activity

Syal,

Gupta

2024

Applied Organom Chemis

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One‐pot synthesis of acetamides, benzimidazoles, and benzothiazoles are central reactions for synthesizing pharmaceuticals and fine chemicals. Despite tremendous progress in heterogeneous catalysis, the synthesis of these nitrogen‐containing compounds still remains challenging. Here, we report an efficient, simple, and cost‐effective nitrogen‐doped CeO2‐supported Co single‐atom catalyst (SAC) (Co/N‐CeO2) enabled synthesis of acetamides, benzimidazoles, and benzothiazoles. As far as we know, this is the first to report that SACs catalyze the synthesis of acetamides, benzimidazoles, and benzothiazoles. Detailed spectroscopic characterization revealed the structure of catalytic center. Harnessing the catalytic activity of SACs, the work offers promising routes for future synthesis of heterocycles.

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Toxicity of Sonneratia caseolaris-Derived Silver Nanomaterials and Related Histological Changes in the Dengue Vector, Aedes albopictus

Roni,

Harilal,

Panneerselvam

2024

BioNanoSci.

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Design, Synthesis and Biological Evaluation of Novel Thienylpyridyl- and Thioether-Containing Acetamides and Their Derivatives as Pesticidal Agents

Cited by 7 publications

References 30 publications

Pyridine Derivatives as Insecticides. Part 5. New Thieno[2,3-b]pyridines and Pyrazolo[3,4-b]pyridines Containing Mainly Ethyl Nicotinate Scaffold and Their Insecticidal Activity toward Aphis gossypii (Glover,1887)

Pyridine Derivatives as Insecticides. Part 5. New Thieno[2,3-b]pyridines and Pyrazolo[3,4-b]pyridines Containing Mainly Ethyl Nicotinate Scaffold and Their Insecticidal Activity toward Aphis gossypii (Glover,1887)

Cobalt Single‐Atom Catalyst: Synthesis, Characterization and Catalytic Activity

Toxicity of Sonneratia caseolaris-Derived Silver Nanomaterials and Related Histological Changes in the Dengue Vector, Aedes albopictus

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