Synthesis and Insecticidal Activity of New Quinoline Derivatives Containing Perfluoropropanyl Moiety

Lu, Cheng Hsien; Cai, Peng‐Peng; Zhang, Rui‐Rui; Li, Han; Tan, Cheng‐Xia; Weng, Jian‐Quan; Xu, Tian‐Ming; Liu, Xinghai

doi:10.1002/jhet.3502

Cited by 21 publications

(5 citation statements)

References 37 publications

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“…In line with our work about the bioactive heterocyclic compounds , especially pyrazole compounds, they exhibited excellent nematicidal activity, fungicidal activity, and herbicidal activity. In our previous work, the urea containing trifluoromethyl pyrazole or methyl pyrazole motifs was synthesized.…”

Section: Introductionsupporting

confidence: 81%

Synthesis, Crystal Structure, Antifungal Activity, and Docking Study of Difluoromethyl Pyrazole Derivatives

Zhai

Cai

et al. 2019

Journal of Heterocyclic Chem

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Nine novel difluoromethylpyrazole acyl urea derivatives were synthesized via seven steps conveniently. All the structures were determined by 1H‐NMR, 13C‐NMR, HRMS, and X‐ray diffraction. The in vivo fungicidal activities were determined against Corynespora mazei, Botrytis cinerea, Fusarium oxysporum, and Pseudomonas syringae, respectively. The bioassay results indicated that some of them displayed good control effective (around 50 and 80%) against P. syringae and B. cinerea at 50 mg/L, respectively, which is better than control. It is possible that difluoromethylpyrazole acyl urea derivatives can be a leading compound for the development of new fungicides against the two fungi with further structure optimization. Furthermore, docking model was studied to establish structure–activity relationship of difluoromethylpyrazole acyl urea derivatives.

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Section: Introductionsupporting

confidence: 81%

Synthesis, Crystal Structure, Antifungal Activity, and Docking Study of Difluoromethyl Pyrazole Derivatives

Zhai

Cai

et al. 2019

Journal of Heterocyclic Chem

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“…Quinolines are an important class of heterocycles that are widely represented in natural products, 1 pharmaceuticals, biologically active substances, 2 agrochemicals, 3 functional materials, 4 organocatalysts or ligands, 5 and valuable intermediates. 6 Several quinoline derivatives such as chloroquine and cryptolepine (anti-malarial), 7 ciprofloxacin (antibacterial), 8 topotecan and camptothecin (anticancer), 9 dibucaine (local anesthetic), 10 and bedaquiline (anti-tubercular) 11 are widely used in clinics (Fig.…”

Section: Introductionmentioning

confidence: 99%

Lewis acid-mediated modular route to the synthesis of 3-substituted quinolines from 2-aminobenzyl alcohols and enamine(one)s

Ghosh,

Upadhyay,

Dahatonde

et al. 2024

New J. Chem.

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“…1. Simple quinoline derivatives are applied in the manufacture of dyes, paints, insecticides and antifungals [6,7]. They also are employed as solvents for the extraction of resins and terpenes and as corrosion inhibitors [8].…”

Section: Introductionmentioning

confidence: 99%

Potent biological investigation into a new class of sulfone derivatives endowed with quinolinyl–cyclopropane analogue

et al. 2022

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Novel series of quinoline derivatives incorporating cyclopropyl ring and sulfone linkage as substituents were synthesized, Oxidation of ethyl-2-cyclopropyl-4-(substituted phenylthio) quinoline-3-carboxylate 10a-n was carried out to set ethyl-2-cyclopropyl-4(substituted phenyl sulfonyl) quinoline-3-carboxylate 11a-n. Sulfone derivatives were afforded by reaction of glacial acetic acid and 30% hydrogen peroxide at room temperature. An eco-friendly synthesis of sulfone derivatives were afforded by using weak acid at room temperature. The synthesized quinoline incorporating sulfone linkage derivatives were evaluated for their expected antimicrobial activity; where the majority of these compounds showed potent antibacterial and antifungal activities against the tested strains of bacteria and fungi. All the final synthesized derivatives were characterized by their melting point, mass spectra, IR, 1 H NMR and 13 C NMR spectras. SAR and HOMO-LUMO studies were also carried out for proving the structural biological activity. Among them compounds 11a, 11b, 11h, 11k and 11m gave best results as their energy gap is very low which makes their activity higher.

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Synthesis and Insecticidal Activity of New Quinoline Derivatives Containing Perfluoropropanyl Moiety

Cited by 21 publications

References 37 publications

Synthesis, Crystal Structure, Antifungal Activity, and Docking Study of Difluoromethyl Pyrazole Derivatives

Synthesis, Crystal Structure, Antifungal Activity, and Docking Study of Difluoromethyl Pyrazole Derivatives

Lewis acid-mediated modular route to the synthesis of 3-substituted quinolines from 2-aminobenzyl alcohols and enamine(one)s

Potent biological investigation into a new class of sulfone derivatives endowed with quinolinyl–cyclopropane analogue

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