Synthesis and insecticidal evaluation of novel N′-tert-butyl-N′-substitutedbenzoyl-N-5-chloro-6-chromanecarbohydrazide derivatives

Synthesis, biological activities and SAR studies of novel 1‐Ethyl‐7‐methyl‐4‐oxo‐1,4‐dihydro‐[1,8]naphthyridine‐3‐carboxylic acid based diacyl and sulfonyl acyl hydrazines

“…The diacylhydrazine derivatives have emerged as a promising class of chemically and mechanistically safe insect control agents that were serendipitously discovered at Rohm and Haas Company. Because of the uniqueness and simplicity of RH‐5849, it was subjected to different chemical modifications with the purpose of optimizing new compounds with high unit insecticidal activity . Several other diacyl hydrazine molecules like tebufenozide (RH‐5992), methoxyfenozide (RH‐2485), chromafenozide (ANS‐118) and halofenozide (RH‐0345) were developed as successful high potent insect growth regulators (IGRs).…”

Synthesis, Crystal Structures, Insecticidal Activities, and Structure−Activity Relationships of Novel N′-tert-Butyl-N′-substituted-benzoyl-N-[di(octa)hydro]benzofuran{(2,3-dihydro)benzo[1,3]([1,4])dioxine}carbohydrazide Derivatives

“…Table shows the stomach toxicities of the target compounds Ia , Ib , IIa − IIg , IIIa , IIIb , IVa , Va , and Vb and contrast compounds RH-2485 , JS-118 , and ANS-118 against oriental armyworm. Although we have reported that the 3,5-dimethyl substituent is an efficient substituent in diacylhydrazines , the results in Table indicate that monosubstituent or multisubstituents and the substituting group position cannot promote increasing insecticidal activity by comparing the activities of IIf with IIa − IIe . Compound Ia has almost the same activity as compound Ib , but compound IIg has significantly higher activity than compound IIf ; these results indicate that the cycle region in the general structure of IIa − IIg is much more sensitive to their insecticidal activity than the cycle region in the general structure of compounds Ia and Ib .…”

Synthesis and Insecticidal Activities and SAR Studies of Novel Benzoheterocyclic Diacylhydrazine Derivatives

“…Anal. Calcd for C 14 for 48 h. The reaction mixture was filtered and washed with petroleum ether (60-90 °C, 3 × 50 mL). The filtrate was washed successively with saturated aqueous sodium bicarbonate (2 × 50 mL), water (2 × 50 mL), and brine (50 mL) and then dried over anhydrous sodium sulfate.…”

“…Recently, we used bioisosterism to design and synthesize a series of novel N′-tert-butyl-N′-substituted benzoyl-N-5-chloro-6-chromanecarbohydrazide derivatives and evaluated their larvicidal activites against oriental armyworm. Among them, compound F (Figure 1) has the highest activity (14). It is interesting and disappointing that reports about the relationships between the changes of different heterocycles and substitutents on the benzene rings of benzoheterocyle moiety with different Lepidopteran larvicidal insects' activities, especially the insecticidal action modes in depth, are rare.…”

“…Recently, we used bioisosterism to design and synthesize a series of novel N ′- tert -butyl- N ′-substituted benzoyl- N -5-chloro-6-chromanecarbohydrazide derivatives and evaluated their larvicidal activites against oriental armyworm. Among them, compound F (Figure ) has the highest activity .…”