Quantitative Structure-Activity Studies of Insect Growth Regulators: X. Substituent Effects on Larvicidal Activity of 1-tert-Butyl-1-(2-chlorobenzoyl)-2-(substituted benzoyl)hydrazines against Chilo suppressalis and Design Synthesis of Potent Derivatives

doi:10.1006/PEST.1994.1014

Paper

Quantitative Structure-Activity Studies of Insect Growth Regulators: X. Substituent Effects on Larvicidal Activity of 1-tert-Butyl-1-(2-chlorobenzoyl)-2-(substituted benzoyl)hydrazines against Chilo suppressalis and Design Synthesis of Potent Derivatives

Published Feb 1, 1994 · N. Oikawa, Y. Nakagawa, K. Nishimura

Pesticide Biochemistry and Physiology

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55

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Abstract

Abstract The larvicidal activity of 1- tert -butyl-1-(2-chlorobenzoyl)-2-(substituted benzoyl)hydrazines was measured against the rice stem borer ( Chilo suppressalis) in the presence of piperonyl butoxide, an inhibitor of oxidative metabolism. Variations in the activity were quantitatively examined by use of physicochemical substituent parameters and regression analysis. The results indicated that the hydrophobicity of substituents is favorable in general but the bulkiness of substituents is unfavorable position-specifically. The most favorable substitution pattern is the para substitution with lower alkyls and halogens. Compounds in which substitution patterns are simultaneously optimized in two benzene rings in the molecule were designed and prepared according to the present and previous quantitative analyses. Some of them, including 1- tert -butyl-1-(3,5-dichloro- and 3,5-dimethylbenzoyl)-2-(4-ethylbenzoyl)hydrazines, the second being RH-5992, were about 20-30 times as larvicidal as the unsubstituted compound, RH-5849, against the rice stem borer.

Study Snapshot

Substituting 1-tert-butyl-1-(2-chlorobenzoyl)-2-(substituted benzoyl)hydrazines with lower alkyls and halogens can significantly enhance their larvicidal activity against the rice stem borer Chil

PopulationOlder adults (50-71 years)

Sample size24

MethodsObservational

OutcomesBody Mass Index projections

ResultsSocial networks mitigate obesity in older groups.

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Paper

Quantitative Structure-Activity Studies of Insect Growth Regulators: X. Substituent Effects on Larvicidal Activity of 1-tert-Butyl-1-(2-chlorobenzoyl)-2-(substituted benzoyl)hydrazines against Chilo suppressalis and Design Synthesis of Potent Derivatives

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References

Citations

Receptor-binding affinity and larvicidal activity of tetrahydroquinoline-type ecdysone agonists against Aedes albopictus

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Identification of Ecdysone Hormone Receptor Agonists as a Therapeutic Approach for Treating Filarial Infections

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20-hydroxyecdysone (20E) is found in first instar nymphs of the scorpion Liocheles australasiae, and its binding affinity to molting hormone receptors suggests it may be a molting hormone.

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The ligand-binding pocket of Ultraspiracle modifies the DNA-binding and transactivation abilities of the insect ecdysteroid receptor, affecting its response to ecdysteroids and juvenile hormone.

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The DFT method is more reliable and accurate for predicting larvicidal activities of diacyl-hydrazine derivatives containing furan rings, aiding in the design of new insect growth regulators.