Synthesis of Nalidixic Acid Based Hydrazones as Novel Pesticides

Abstract

Thirty-one substituted hydrazones of nalidixic acid hydrazide were synthesized and characterized by spectral techniques. These compounds were evaluated for various biological activities, namely, fungicidal, insecticidal, and nitrification inhibitory activities. The antifungal activity was evaluated against five pathogenic fungi, namely, Rhizoctonia bataticola , Sclerotium rolfsii , Rhizoctonia solani , Fusarium oxysporum , and Alternaria porii . They showed maximum inihibition against A. porii with ED(50) = 34.2-151.3 microg/mL. The activity was comparable to that of a commercial fungicide, hexaconazole (ED(50) = 25.4 microg/mL). They were also screened for insecticidal activity against third-instar larvae of Spodoptera litura and adults of Callosobruchus maculatus and Tribollium castaneum . Most of them showed 70-100% mortality against S. litura through feeding method at 0.1% dose. These compounds were not found to be effective nitrification inhibitors.

Synthesis and in vitroAntimicrobial Activity of Nalidixic Acid Hydrazones

“…The aim of this study was the synthesis, spectral analysis, and in vitro antimicrobial evaluation of nalidixic acid-based hydrazones (3)(4)(5)(6)(7)(8)(9)(10)(11)(12)(13)(14)(15)(16). In the first step of synthesis, methyl ester of nalidixic acid (1) was synthesized by the reaction of nalidixic acid chloride with methanol.…”

“…Then in the second step, the obtained ester (1) was converted to appropriate hydrazide by the reaction with hydrazine hydrate. Finally in the third step of synthesis, the desired hydrazones of nalidixic acid (3)(4)(5)(6)(7)(8)(9)(10)(11)(12)(13)(14)(15)(16) were synthesized by a condensation reaction of nalidixic acid hydrazide (2) with various substituted (hetero)aromatic aldehydes. Using the aforementioned reactions, 12 new nalidixic acid-based hydrazones were obtained (3,4 and 7-16).…”

Harmful Effects on Oryzaephilus surinamensis (L.) and Tribolium castaneum by Food Grade Antioxidants and their Formulations in Peanut Kernel

“…As our knowledge, this is the first work that evaluates the influence of these food grade antioxidants (free and microencapsulated) against O. surinamensis and T. castaneum. Some works reported LT 50 and LD 50 values of this insect but they always used free compounds as commercial insecticides and essential oils [17][18][19][20][21][22][23][24].…”

Synthesis and larvicidal and adult topical activity of some hydrazidehydrazone derivatives against Aedes aegypti

“…For example, the first hydrazone type insecticide, hydramethylnon, was registered for use in the United States by the Environmental Protection Agency in 1980 to control ants and cockroaches [18]. Aggarwal et al [19] found that nalidixic hyrazide derivatives demonstrated 70-100% mortality against Spodoptera litura. Yang et al [20] reported that cholesterol-based hydrazone derivatives showed better insecticide activity than their precursor cholesterol against pre-third larvae of Mythimma separata in vivo.…”