Synthesis and insecticidal evaluation of novel N-oxalyl derivatives of diacylhydrazines containing methylcarbamate moieties

Chun-hui, Mao; Wang, Qingmin; Huang, Runqiu; Chen, Li; Shang, Jian Ku; Bi, Fuchun

doi:10.1002/hc.20135

Cited by 4 publications

(1 citation statement)

References 11 publications

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“…50,51) These properties have been reported for 1,3,4-oxadiazoles-containing compounds as well. [52][53][54][55] In order to demonstrate the importance of 1,2,4-oxadiazole ring on the larvicidal property we have tested the isomer of compound 3a, 3-(3-phenyl-1,3,4-oxadiazol-5-yl)propionic acid 6. This compound displayed no larvicidal effect even at 100 ppm.…”

Section: Resultsmentioning

confidence: 99%

Improved Microwave-Mediated Synthesis of 3-(3-Aryl-1,2,4-oxadiazol-5-yl)propionic Acids and Their Larvicidal and Fungal Growth Inhibitory Properties

Filho

Silva

et al. 2009

CHEMICAL & PHARMACEUTICAL BULLETIN

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The synthesis of 3-(3-aryl-1,2,4-oxadiazol-5-yl)propionic acids from arylamidoximes and succinic anhydride under focused microwave irradiation conditions is described. The new synthetic method furnished the desired products in 2-3 min and good yields. Furthermore, the previously complicated purification procedure has been simplified in a manner which is quick, eco-friendly and cost-effective. Larvicidal bioassay and fungal growth inhibitory tests were performed using several 3-(3-aryl-1,2,4-oxadiazol-5-yl)propionic acids. These acids presented strong larvicidal activity against L4 larvae of Aedes aegypti. The results suggest that larvicidal activity might be correlated with the presence of electron-withdrawing substituents in the para position of the phenyl ring except the fluorine atom. The alterations observed in the larvae spiracular valves of the siphon and anal papillae by 1,2,4-oxadiazoles in the larvicidal bioassay are responsible for larvae's death. Furthermore, all acids inhibited the fungal growth of five different types of fungi, viz., Fusarium solani, F. oxysporum, F. moniliforme, F. decemcellulare and F. lateritium in a preliminary evaluation. Both of these activities are being disclosed for the first time for 1,2,4-oxadiazole-5-yl ring linked at C-3 of propionic acid.

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Section: Resultsmentioning

confidence: 99%

Improved Microwave-Mediated Synthesis of 3-(3-Aryl-1,2,4-oxadiazol-5-yl)propionic Acids and Their Larvicidal and Fungal Growth Inhibitory Properties

Filho

Silva

et al. 2009

CHEMICAL & PHARMACEUTICAL BULLETIN

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Synthesis and Insecticidal Evaluation of Novel N‐Oxalyl Derivatives of Diacylhydrazines Containing Methylcarbamate Moieties.

et al. 2006

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oxadiazole derivative (IV), oxadiazine derivative (VI), and oxoacetate (VIII) are synthesized and evaluated for their larvicidal activities. Diacylhydrazine derivatives (III) exhibit moderate effects. -(MAO, C.; WANG*, Q.; HUANG, R.; CHEN, L.; SHANG, J.; BI, F.; Heteroat. Chem. 16 (2005) 6, 472-475; State Key Lab. Elem.-Org. Chem., Nankai Univ., Tianjin 300071, Peop. Rep. China; Eng.) -R. Langenstrassen 05-066

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Synthesis, structures, and biological activities of new 1H‐1,2,4‐triazole derivatives containing pyridine unit

Tao

Dai

et al. 2007

Heteroatom Chemistry

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Fourteen new 1H-1,2,4-triazole derivatives containing pyridine moiety were synthesized by condensation of 1-(pyridine-3-yl)-2-(1H-1,2,4-triazol-1-yl)ethanone with aryl aldehydes, and their reaction conditions were studied. The title compounds were screened for their antibacterial and plant growth regulatory activities. The screening data revealed that most of the compounds showed some antifungal and plant growth regulatory activities.

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Synthesis and insecticidal evaluation of novel N-oxalyl derivatives of diacylhydrazines containing methylcarbamate moieties

Abstract: A series of new N-oxalyl derivatives of diacylhydrazines containing methylcarbamate moieties were synthesized by the reaction

Cited by 4 publications

References 11 publications

Improved Microwave-Mediated Synthesis of 3-(3-Aryl-1,2,4-oxadiazol-5-yl)propionic Acids and Their Larvicidal and Fungal Growth Inhibitory Properties

Improved Microwave-Mediated Synthesis of 3-(3-Aryl-1,2,4-oxadiazol-5-yl)propionic Acids and Their Larvicidal and Fungal Growth Inhibitory Properties

Synthesis and Insecticidal Evaluation of Novel N‐Oxalyl Derivatives of Diacylhydrazines Containing Methylcarbamate Moieties.

Synthesis, structures, and biological activities of new 1H‐1,2,4‐triazole derivatives containing pyridine unit

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