N-((5-烷硫基-1,3,4-噁二唑)-2-基)甲基溴代吡咯腈的合成及生物活性

为了发现农药活性的新化合物,以溴代吡咯腈为原料,通过亲核取代、肼解和成环等反应,设计合成了一系列N-((5-烷硫基-1,3,4-噁二唑)-2-基)甲基溴代吡咯腈目标化合物( 5a ~ 5t ),所有化合物的结构均得到核磁共振氢谱和高分辨质谱确证。杀菌活性测定结果显示:在浓度为0.20 mmol/L时,大部分目标化合物具有一定的抑菌活性,其中化合物 5h 对水稻稻瘟病菌Magnaporthe oryzae的抑制率为60.07%,优于对照药剂咯菌腈(58.21%)。杀虫与杀螨活性测定结果显示:在浓度为0.20 mmol/L时,大部分目标化合物对斜纹夜蛾Spodoptera litura和朱砂叶螨Tetranychus cinnabarinus雌成螨具有一定的杀虫和杀螨活性,但均低于对照药剂虫螨腈(100%)。杀线虫生物测定结果显示:在浓度为0.20 mmol/L时,大部分目标化合物表现出优异的杀线虫活性,其中化合物 5k 、 5r 和 5s 对秀丽隐杆线虫Caenorhabditis elegans的LC₅₀值分别为0.0918、0.0733和0.0810 mmol/L,优于对照药剂噻唑膦(0.2798 mmol/L)。本研究所合成的目标化合物具有一定的杀菌、杀虫、杀螨和杀线虫活性,可为溴代吡咯腈衍生物的设计和合成提供参考。     

吡唑类、吡咯类杀虫剂的研发进展

本文对吡唑类、吡咯类杀虫剂的开发现状及应用前景进行了简要的介绍。文中涉及吡唑类、吡咯类杀虫剂的化学结构、生物活性、登记与专利和开发公司等。     

具杀菌活性的N-取代环十二酮缩氨基硫脲的合成

阿维菌素及其衍生物在农药上的应用,推动了大环化合物作为农药的研究,但由于阿维菌素结构复杂,合成困难,价格昂贵等因素,使其实际应用受到限制。现已发现许多结构简单的十二员环化合物具有很好的杀菌、杀虫活性[1～3]。另一方面的研究表明,许多缩氨基硫脲类衍生物具有较好的杀菌活性[4,5]。根据人工合成大环农药的结构特点,在大环的结构中引入某些已知活性基团,往往可以发现性能优良的新化合物。将十二员环与缩氨基硫脲拼接,预计可以得到具有较好生物活性的化合物。以石油化工产品环十二酮为原料,设计如下路线合成目标化合物:RNCS1H2NNH…     

《香豆素衍生物合成与农药活性研究》

正书号:9787122351005定价:88.00元出版时间:2019年9月开本:小16开本书系统介绍了香豆素类化合物在各个领域特别是农药领域的应用研究概况与合成方法,重点阐述了以香豆素为先导,设计、合成并筛选农药活性化合物的研究方法和成果,包括9类香豆素衍生物的设计合成和结构表征,及其抑菌、除草或杀螨等农药活性评价及其构效关系研究。本书适合于大专院校、科研院所及企业界从事药物(医药、农药及兽药)相     

《香豆素衍生物合成与农药活性研究》

书号:9787122351005定价:88.00元出版时间:2019年9月开本:小16开本书系统介绍了香豆素类化合物在各个领域特别是农药领域的应用研究概况与合成方法,重点阐述了以香豆素为先导,设计、合成并筛选农药活性化合物的研究方法和成果,包括9类香豆素衍生物的设计合成和结构表征,及其抑菌、除草或杀螨等农药活性评价及其构效关系研究。     

2-(溴代吡咯腈-1-基)乙酸衍生物的设计、合成及生物活性

为了发现具有生物活性的新化合物,以溴代吡咯腈为先导化合物,通过亲核取代等反应合成了一系列新型2-(溴代吡咯腈-1-基)乙酸衍生物(5a～5m, 6a～6o),其结构均经核磁共振氢谱(¹H NMR)、碳谱(¹³C NMR)和高分辨质谱(HRMS)确证。杀菌活性测定结果显示：化合物2、3和5m对水稻稻瘟病菌Magnaporthe oryzae均表现出良好的杀菌活性,其EC₅₀值分别为0.0532、0.0470和0.0174 mmol/L,优于对照药剂咯菌腈(0.0914 mmol/L),但不及对照药剂嘧菌酯(0.0001 mmol/L);化合物5m表现出一定的杀菌广谱性,其对水稻纹枯病菌Rhizoctonia solani和小麦根腐病菌Bipolaris sorokiniana的EC₅₀值分别为0.0218和0.0420 mmol/L,但均不及对照药剂咯菌腈(EC₅₀值分别为0.0002和0.0010 mmol/L)。杀虫、杀螨活性测定结果显示,在0.2 mmol/L浓度下,目标化...     

虫螨腈及其代谢物溴代吡咯腈在芥菜上的残留行为与膳食风险评估

为评价虫螨腈及其代谢物溴代吡咯腈在芥菜中的残留行为与膳食摄入风险,在山西、北京、吉林、河南、安徽、贵州6地进行了规范残留试验,建立了快速、简便的检测芥菜中虫螨腈残留的气相色谱-串联质谱(GC-MS/MS)方法及检测芥菜中溴代吡咯腈残留的超高效液相色谱-串联质谱(UPLC-MS/MS)方法,研究了虫螨腈及溴代吡咯腈在芥菜中的最终残留和消解动态,并就两种农药对中国不同人群的长期及短期膳食摄入风险进行了评估。结果表明:在0.01~30 mg/kg添加水平范围内,虫螨腈及溴代吡咯腈的平均回收率分别在89%~105%和97%~104%之间,相对标准偏差 (RSD) 分别在2%~4%和1%~3%之间;两种化合物在芥菜叶和根中的检测方法定量限 (LOQ) 均为0.01 mg/kg。虫螨腈在芥菜叶中的消解动态符合一级反应动力学方程,消解半衰期为4.2~5.9 d;溴代吡咯腈的消解动态因拟合曲线符合性太差无法进行一级反应动力学方程拟合。100 g/L虫螨腈悬浮剂以推荐最高剂量(有效成分105 g/hm2)施药2次、施药间隔期5 d、采收间隔期14 d,膳食消费量为97.5%位点处,芥菜叶中虫螨腈残留对3~5岁儿童和普通人群长期膳食摄入风险的贡献率分别为0.49%和2.47%,说明通过芥菜摄入虫螨腈及其代谢物残留对人体产生的长期膳食摄入风险较小;而短期膳食摄入风险评估结果表明,芥菜叶中虫螨腈对中国1~6岁儿童和普通人群均存在不可接受的短期膳食摄入风险,且对1~6岁儿童的风险远高于对普通人群。选择不同施药方式下的最终残留量数据进行评估,将可能导致风险评估结果产生较大差异,施药剂量或施药次数的增加会大幅提高农药残留的短期膳食摄入风险,建议可通过延长采收间隔期的方法降低农药的短期膳食摄入风险水平。     

苯并异噻唑氧化物衍生物的合成与植物生长调节活性测试

近年来,含氮杂环化合物在新型超高效农药创制中占有很重要的地位[1,2]。2-氨基嘧啶类化合物是医药、农药的重要中间体。新型超高效磺酰脲类除草剂如DPX-F5384、NC-311等品种都含有2-氨基嘧啶类结构[3]。我们在前文中报道了12种新的α-氯乙酰脲嘧啶类化合物的合成与生物活性测试,发现其中一部分化合物具有较好的植物生长调节活性[4]。本文采用“亚结构连接法”,将邻-羰基苯磺酰亚胺基引入α-氯乙酰脲嘧啶类化合物结构中,设计合成了一系列新化合物4a～4d和5a～5d。这些化合物中均含有嘧啶环、脲基、邻-羰基苯磺酰亚胺基等活性基团,试图籍此…     

新型七氟异丙基取代2,2-二氟-1,3-苯并二氧-5-乙酰胺衍生物的合成与杀虫活性

为探索环境友好新型农药先导化合物,通过水相中酰胺缩合反应合成了16个未见文献报道的七氟异丙基苯基取代的2,2-二氟-1,3-苯并二氧-5-乙酰胺类目标化合物。其结构通过核磁共振氢谱、氟谱以及高分辨质谱确认。初步生物活性测定表明,部分目标化合物对蚕豆蚜虫和粘虫表现出良好的杀虫活性,初步构效关系显示苯环上取代基的种类和位置在化合物的杀虫活性中起关键作用。     

光敏活性化合物与害虫治理

光敏活性化合物是一种新型绿色农药 ,本文简要介绍了光敏活性化合物的种类、毒杀机理和目前国内外的研究现状 ,希望我国能更多地开发该领域的研究 ,使光敏活性化合物能及早地应用于害虫治理     

新吡唑啉类化合物的分子设计、合成及生物活性

设计并合成了10个未见文献报道的标题化合物,其化学结构经元素分析、1H NMR和GC-MS分析确认。初步生物活性测试结果表明,部分化合物显示出较好的杀菌活性。     

Natural products that have been used commercially as crop protection agents

Many compounds derived from living organisms have found a use in crop protection. These compounds have formed the basis of chemical synthesis programmes to derive new chemical products; they have been used to identify new biochemical modes of action that can be exploited by industry-led discovery programmes; some have been used as starting materials for semi-synthetic derivatives; and many have been used or continue to be used directly as crop protection agents. This review examines only those compounds derived from living organisms that are currently used as pesticides. Plant growth regulators and semiochemicals have been excluded from the review, as have living organisms that exert their effects by the production of biologically active secondary metabolites.     

Von Baeyer/IUPAC names and abbreviated chemical names of metabolites and artifacts of aldrin (HHDN), dieldrin (HEOD) and endrin

The correct von Baeyer/IUPAC names of aldrin (HHDN), dieldrin (HEOD), and endrin, of 5 previously incorrectly-named compounds and of 18 other related compounds which have not hitherto been named in this way are presented in tabular form alongside their structural formulae. The von Baeyer ring systems present in some of these compounds were identified by inspection of Schlegel diagrams (planar representation of bridged hydrocarbons), a guide to the construction of which is presented. Also included in the tables (which have been indexed) are abbreviated chemical names; the suitability of the choices made is discussed. The alternative “polyhydroaromatic” names for 12 of these compounds have been abstracted from the literature and listed.     

Kinetic and thermodynaimic aspects of the dye-sensitised photo-oxidation of bioresmethrin and related compounds

The Rose Bengal sensitised photo-oxidation of bioresmethrin (I), 2-benzylfuran-4-ylmethyl acetate (II), and 2-benzylfuran-4-ylmethanol (III) has been studied in methanol and methanol + water (1 + 1 by volume) solutions by monitoring the rate or oxygen removal from the system. The results indicate that the compounds studied are oxidised via reaction with singlet oxygen. Values for the rate constants for reaction of singlet oxygen with compounds I-III have been determined over the temperature range 293–308 K, and the energy of activation and entropy of activation for the reactions have been determined. The data have been interpreted in terms of the site of attack of singlet oxygen on the compounds.     

The development of synthetic fungicides; trends and prospects

The presently available organic compounds which are being used for the combat of fungal plant diseases are reviewed.In most cases these molecules protect the plant by killing the attacking fungus before it has penetrated the plant; consequently we are dealing here with typical fungicides. Many attempts have been made to widen the scope of this principle by the development of compounds which are able to penetrate into the plant and which, consequently, may prevent the penetration of fungi from within or which kill fungi which have already penetrated. During recent years remarkable successes have been achieved with these so-called systemic fungicides.The newest approach is to look for compounds which are neither fungi-nor phytotoxic but which disturb the biochemical relation between a fungus and its host plant in a specific way.These new approaches are illustrated with a few examples from recent work at the Institute for Organic Chemistry TNO at Utrecht.     

New herbicidal derivatives of 1,2,4-triazolo [1,5-a] pyrimidine

Two new structural classes of herbicide have been discovered which are based on the 1,2,4-triazolo[1,5-a]pyrimidine ring system. These compounds are related to the known herbicidal sulfonylureas and imidazolinones and other studies have shown that they have a similar mode of action, involving the inhibition of branched-chain amino acid biosynthesis, the site of action being the enzyme acetolactate synthase. The design, synthesis and structure- activity relationships of these new classes of compounds are described.     

Diurnal variation of walnut tree volatiles and electrophysiological responses in Cydia pomonella (Lepidoptera: Tortricidae)

BACKGROUND: In recent years, many studies have been carried out on the behavioural and electrophysiological responses of Cydia pomonella (L.) to host volatile emissions, to find alternative attractants to the sex pheromone for pest monitoring. These studies have focused on apple and pear, and very little has been done on walnut. In the present work, the diurnal and seasonal variation in walnut volatile emissions and the electrophysiological response of C. pomonella have been studied. RESULTS: Ninety compounds were detected in walnut emissions, mainly monoterpenes and sesquiterpenes. The most abundant compound was β‐pinene, which, together with (Z)‐3‐hexenyl acetate, (E)‐β‐ocimene, limonene, germacrene D, 1,8‐cineole, sabinene, (E)‐β‐farnesene, (E)‐β‐caryophyllene, β‐myrcene and β‐phellandrene, constituted between 81.9 and 90.5% of the total chromatographic area. Differences between seasonal periods were significant for 39 compounds, and between daytimes for 14 compounds. Discernible and consistent EAD responses were detected to 11 walnut‐origin compounds, and confirmed with synthetics to seven of them. Except for alloocimene, pinocarvone and caryophyllene oxide, all these compounds are also emitted by apple. CONCLUSION: Walnut volatile emissions differ widely from apple ones, but both share many compounds that are EAD‐active in C. pomonella. However, among EAD‐active compounds there are three walnut‐specific ones, which should be further tested in behavioural assays. Copyright © 2008 Society of Chemical Industry     

The Synthesis and Insecticidal Activity of a Series of 2-Aryl-1,2,3-triazoles

Two synthetic routes to 2-aryl-1,2,3-triazoles are outlined. These have been used to synthesise a wide range of compounds of this structural type. Their insecticidal activities were evaluated against a number of veterinary and public health pests. The activity of these compounds is especially good against the housefly (Musca domestica). Structure–activity relationships are discussed particularly in relation to the physical properties of the compounds.     

Synthesis of new 7H-1,3,4-thiadiazolo[3,2-a] [1,3,5] triazine-7-thiones as potential fungicides

A number of 2-aryl- and 2-aryloxymethyl-5-aryl-7H-1,3,4-thiadiazolo[3,2-a][1,3,5]triazine-7-thiones have been synthesised and their fungitoxicities determined in vitro against Aspergillus niger and Fusarium oxysporum. Two alternative routes for synthesis of the title compounds are described. Some of the compounds had activities comparable with that of the commercial fungicide mancozeb. Structure/activity relationships for the compounds are discussed.     

Natural products as sources of herbicides: current status and future trends

Although natural product-based discovery strategies have not been as successful for herbicides as for other pesticides or pharmaceuticals, there have been some notable successes. Phosphinothricin, the biosynthetic version of glufosinate, and bialaphos are phytotoxic microbial products that have yielded commercial herbicides. Cinmethylin, a herbicidal analogue of cineole, has been sold in Europe and Asia. The triketone herbicides are derivatives of the plant-produced phytotoxin leptospermone. These products represent only a small fraction of commercialized herbicides, but they have each introduced a novel molecular target site for herbicides. Analysis of the literature reveals that phytotoxic natural products act on a large number of unexploited herbicide target sites. The pesticide industry's natural product discovery efforts have so far concentrated on microbially derived phytotoxins, primarily from non-pathogenic soil microbes, involving the screening of large numbers of exotic isolates. Plant pathogens usually produce potent phytotoxins, yet they have received relatively little attention. Even less effort has been made to discover plant-derived phytotoxins. Bioassay-directed isolation has been the preferred method of discovery after a producing organism is selected. This laborious approach often leads to rediscovery of known compounds. Modern tandem separation/chemical characterization instrumentation can eliminate much of this problem by identification of compounds before they are bioassayed.