新型 2-吡唑啉-5-酮衍生物的生物活性及其在实验室条件下对侵扰大田作物的某些害虫的毒性

IF 3.7 3区 综合性期刊 Q1 MULTIDISCIPLINARY SCIENCES Journal of King Saud University - Science Pub Date : 2024-08-30 DOI:10.1016/j.jksus.2024.103416
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引用次数: 0

摘要

利用乙酰甲酰肼 1 这种用途广泛且容易获得的化合物,合成了多种 2-吡唑啉-5-酮的强效衍生物,包括色烯-3-甲酰肼 2、2-硫酮噻唑-5-甲酰肼 3、2-氧代吡啶-3-甲腈(4-6)、3-芳基-2-氰基丙烯酰肼(7、8)和 3-氨基-5-芳基吡唑-4-甲酰肼(9、10),并将其用作杀虫剂。利用不同的光谱方法,包括傅立叶变换红外光谱(FTIR)、核磁共振光谱和元素分析,完全确定了这些化合物的结构。在实验室中,我们评估了九种 2-吡唑啉-5-酮衍生物对棉叶虫(Spodoptera littorals)第四幼虫期、Monacha obstructa 和 Tetranychus urticae 成虫的影响。我们使用阿维菌素作为参照化合物。化合物 3 对 Spodoptera littorals、Monacha obstructa 和 T. urticae 的 LC50 值分别为 0.90、0.70 和 0.52 mg a.i./L。同一化合物对 S.littorals、M. obstructa 和 T. urticae 的半致死浓度分别为 0.80、0.60 和 0.45 mg a.i./L。因此,这是一种非常有效的化合物。化合物 6 对三种受测害虫的半数致死浓度分别为 1.94、1.90 和 1.83 毫克活性成分/升,显示出较低的危害程度。处理 10 天后,所有三种害虫对其余 2-吡唑啉-5-酮衍生物 1、2、4、5 和 7-10 都有中等毒性。相反,当被处理的个体暴露于高浓度时,受测化合物的死亡率会增加。建议将这些 2-吡唑啉-5-酮衍生物作为开发新型杀虫剂的合适替代品和基础结构。
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Biological activities of novel 2-pyrazolin-5-one derivatives and their toxicity on certain pests infesting field crops in laboratory conditions

A variety of highly potent derivatives of 2-pyrazoline-5-one, including chromene-3-carbohydrazide 2, 2-thioxothiazole-5-carbohydrazide 3, 2-oxopyridine-3-carbonitriles (46), 3-aryl-2-cyanoacrylohydrazide (7, 8), and 3-amino-5-arylpyrazole-4-carbohydrazide (9, 10), were synthesized as pesticide agents using acetohydrazide 1, a versatile and easily obtainable compound. The compounds structures were entirely ascertained utilizing different spectroscopic methods, including Fourier-transform infrared (FTIR), nuclear magnetic resonance spectroscopy, and analysis of elements. In the laboratory, we assessed the impact of nine 2-pyrazoline-5-one derivatives on the fourth larval stage of the cotton leaf worm (Spodoptera littorals), Monacha obstructa, and Tetranychus urticae adults. We used abamectin as the reference compound. The LC50 values of compound 3 for S. littorals, M. obstructa, and T. urticae are 0.90, 0.70, and 0.52 mg a.i./L, respectively. The LC50 values for the same compound for S. littorals, M. obstructa, and T. urticae are 0.80, 0.60, and 0.45 mg a.i./L, respectively. Therefore, it is a remarkably potent compound. Compound 6 exhibited lower levels of danger, as indicated by LC50 values of 1.94, 1.90, and 1.83 mg a.i./L against the three tested pests. Ten days after treatment, all three pests were moderately toxic to the remaining 2-pyrazolin-5-one derivatives, 1, 2, 4, 5, and 710. Conversely, the mortality rate of the tested compounds increased when the treated individuals were exposed to high concentrations. These 2-pyrazolin-5-one derivatives are suggested as suitable alternatives and foundational structures for developing novel insecticides.

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来源期刊
Journal of King Saud University - Science
Journal of King Saud University - Science Multidisciplinary-Multidisciplinary
CiteScore
7.20
自引率
2.60%
发文量
642
审稿时长
49 days
期刊介绍: Journal of King Saud University – Science is an official refereed publication of King Saud University and the publishing services is provided by Elsevier. It publishes peer-reviewed research articles in the fields of physics, astronomy, mathematics, statistics, chemistry, biochemistry, earth sciences, life and environmental sciences on the basis of scientific originality and interdisciplinary interest. It is devoted primarily to research papers but short communications, reviews and book reviews are also included. The editorial board and associated editors, composed of prominent scientists from around the world, are representative of the disciplines covered by the journal.
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