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《有机化学》2017,(8)
以2,3-二氯吡啶和水合肼为起始原料,经取代、缩合、氧化、醚化、成环和开环等多步反应合成一系列结构新颖的含多氟烷基吡唑环的邻甲酰氨基苯甲酰胺类化合物,结构经1H NMR和HRMS确证,并测试了目标化合物的杀虫活性.杀虫活性结果表明,在浓度0.8 mg/L下,大部分化合物对粘虫(Mythimna separata Walker)具有100%杀虫活性;在浓度2 mg/L下,N-(4-氯-2-(异丙基氨基甲酰)-6-甲基苯基)-1-(3-氯吡啶-2-基)-3-((1-甲基-3-五氟乙基-4-三氟甲基-1H-吡唑-5-基)氧基)-1H-吡唑-5-酰胺(8c)和N-(4-氯-2-(环丙基氨基甲酰)-6-甲基苯基)-1-(3-氯吡啶-2-基)-3-((1-甲基-3-五氟乙基-4-三氟甲基-1H-吡唑-5-基)氧基)-1H-吡唑-5-酰胺(8d)对斜纹夜蛾(Prodenia litura Fabricius)杀虫活性大于60%;在浓度0.08 mg/L下,N-(4-氯-2-(二甲基氨基甲酰)-6-甲基苯基)-1-(3-氯吡啶-2-基)-3-((1-甲基-3-五氟乙基-4-三氟甲基-1H-吡唑-5-基)氧基)-1H-吡唑-5-酰胺(8l)对小菜蛾(Plutella xylostella Linnaeus)杀虫活性达到82.5%. 相似文献
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含七氟异丙基的氯虫酰胺类似物的设计合成及生物活性 总被引:1,自引:0,他引:1
以氯虫酰胺和氟虫酰胺结构为基础,通过活性基团拼接法,设计合成了一系列新的含七氟异丙基的氯虫酰胺类似物,所有化合物通过了核磁共振氢谱和高分辨质谱的表征,并测试了它们的杀虫和杀菌活性。 相似文献
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为了寻找新的农药先导化合物,以氯虫苯甲酰胺和2-氯烟酸结构为基础,依据生物合理设计思想引入酰脲活性基团,设计合成了12个结构新颖的烟酰脲类化合物.其结构经1H NMR,13C NMR,IR及HRMS确认.初步的生测活性测试结果表明,部分化合物对粘虫(Mythimna separata)具有较好的杀虫活性,在浓度为500 mg/L时,化合物5a,5g和5h处理的粘虫死亡率为100%;此外,部分化合物具有一定的除草活性,其中100 mg/L的化合物5f对稗草(Echinochloa crusgalli)根部生长抑制率为80%. 相似文献
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新型邻甲酰胺基间苯二甲酰胺类化合物的 设计合成及生物活性 总被引:1,自引:0,他引:1
以氯虫酰胺结构为基础,设计合成了一系列新型邻甲酰胺基间苯二甲酰胺类化合物,所有化合物均通过核磁共振氢谱和高分辨质谱表征确定.初步的生物活性测试结果表明,在浓度为200 mg/L时,化合物8d的杀粘虫活性可达60%;在浓度为50 mg/L时,化合物8d对苹果轮纹病菌的抑菌率为41.7%,化合物8a对小麦赤霉菌的抑菌率为4... 相似文献
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双酰肼化合物作为一类重要的昆虫生长调节剂,已广泛应用于农作物的保护中.为了发现新颖结构的高效、低毒双酰肼杀虫剂先导化合物,采用点击化学常用的1,2,3-三唑杂环将新烟碱杀虫剂的药效团2-氯-5-(氯甲基)吡啶引入到双酰肼分子骨架中,设计并合成了9种未见文献报道的含双杂环结构的双酰肼目标化合物,其结构经IR,1HNMR,ESI-MS和元素分析测试技术确证.初步的生物活性测定结果表明,部分目标化合物在200mg/L质量浓度下对小菜蛾(Spodoptera exigua)和甜菜夜蛾(Plutella xylostella)表现出中等程度的杀虫活性;但所有目标化合物在200mg/L浓度下对蚕豆蚜虫(Aphis fabae)的杀虫活性均较弱.. 相似文献
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高效液相色谱-串联质谱法测定蔬菜中氯虫苯甲酰胺和氟虫双酰胺残留 总被引:9,自引:0,他引:9
建立了蔬菜中氯虫苯甲酰胺和氟虫双酰胺残留量的高效液相色谱-串联质谱同时分析方法.蔬菜样品加入乙腈高速匀浆,提取液中加入无水MgSO4和NaCl,振荡离心后,取上清液稀释后直接进样,液相色谱-串联质谱电喷雾正离子扫描同时分析氯虫苯甲酰胺和氟虫双酰胺.以甘蓝、白菜、黄瓜、辣椒、番茄和茭白6种蔬菜为基质进行4个添加水平和5次重复性实验,结果表明, 添加浓度为0.01~5 mg/kg,蔬菜中氯虫苯甲酰胺和氟虫双酰胺添加回收率为85.4%~105%,相对标准偏差(RSD, n=5) 为2.5%~12%,氯虫苯甲酰胺和氟虫双酰胺的方法检出限(LOD)分别为0.0003 和0.002 mg/kg,定量限(LOQ)分别为0.001和0.006 mg/kg.本方法操作简单,灵敏度、回收率和重复性均良好. 相似文献
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液相色谱串联质谱法测定果蔬中的唑虫酰胺、氟啶虫酰胺、氯虫苯甲酰胺及氟虫双酰胺残留 总被引:4,自引:0,他引:4
建立了同时测定蔬菜和水果中唑虫酰胺、氟啶虫酰胺、氯虫苯甲酰胺和氟虫双酰胺残留量的液相色谱-串联质谱(LC-MS/MS)分析方法。样品经乙腈提取,过滤后进行盐析,上层有机相经QuEChERS方法净化浓缩后,用乙腈-水(体积比20∶80)定容进行分析。采用XBridgeTMC18色谱柱,以0.1%甲酸溶液-乙腈体系进行梯度洗脱,MRM方式测定,基质外标法定量。在优化条件下,唑虫酰胺和氟啶虫酰胺的线性范围为0.075~2.0 mg.L-1,氯虫苯甲酰胺和氟虫双酰胺为0.015~0.40 mg.L-1,线性相关系数均不低于0.998。唑虫酰胺、氟啶虫酰胺、氯虫苯甲酰胺及氟虫双酰胺在蔬菜和水果样品中的检出限(S/N=3)为0.000 8、0.005、0.002、0.000 5 mg.kg-1。蔬菜和水果中4种农药在0.05~5.0 mg.kg-1(氟啶虫酰胺和唑虫酰胺)和0.01~1.0 mg.kg-1(氟虫双酰胺和氯虫苯甲酰胺)加标范围内的回收率为80%~95%,批内RSD为2.0%~6.1%,批间RSD为3.3%~7.6%。 相似文献
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Chang-Chun Wu Bao-Lei Wang Jing-Bo Liu Wei Wei Yu-Xin Li Yang Liu Ming-Gui Chen Li-Xia Xiong Na Yang Zheng-Ming Li 《中国化学快报》2017,28(6):1248-1251
In order to search for novel potent and environmentally benign insecticides, a series of anthranilic diamides containing various fluorinated groups were designed and synthesized. Their structures were confirmed by 1H NMR, 13C NMR, 19F NMR, elemental analysis, HRMS or mass spectra. Their insecticidal activities against oriental armyworm (Mythimna separata) and diamondback moth (Plutella xylostella) were evaluated. The preliminary structure-activity relationship (SAR) was discussed in detail. The biological assay indicated that most of the compounds exhibited moderate to excellent insecticidal activities. Especially, Ia showed high larvicidal activity against oriental armyworm. Meanwhile, Iu had better larvicidal effects against diamondback moth than commercial chlorantraniliprole. 相似文献
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ZHAO Yu LI Yong-qiang XIONG Li-xia XU Li-ping PENG Li-na LI Fang LI Zheng-ming 《高等学校化学研究》2013,29(1):51-56
In search of environmentally benign insecticides with high activity, low toxicity and low residue, a series of novel anthranilic diamide derivatives containing N-pyridylpyrazole was designed and synthesized. All the compounds were characterized by 1H NMR spectroscopy and elemental analysis. The single crystal structure of compound 8j was determined by X-ray diffraction. The insecticidal activities of the new compounds were evaluated. The results show that some compounds exhibited moderate insecticidal activities against Lepidoptera pests. Among this series of compounds, compounds 8o and 8p showed 100% larvicidal activity against Mythimna separate Walker, Plutella xylostella Linnaeus and Laphygma exigua Hubner at a test concentration of 200 mg/kg, which is equal to the commercial chlorantraniliprole. 相似文献
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Design,synthesis and insecticidal activities of novel anthranilic diamides containing polyfluoroalkyl pyrazole moiety 总被引:1,自引:0,他引:1
Jian-Jun Shi Gui-Hua Ren Ning-Jie Wu Jian-Quan Weng Tian-Ming Xu Xing-Hai Liu Cheng-Xia Tan 《中国化学快报》2017,28(8):1727-1730
In order to discover new molecules with good insecticidal activities, a series of anthranilic diamides containing polyfluoroalkyl pyrazole were designed and synthesized, and their structures were characterized by 1H NMR and HRMS. Bioassays demonstrated that some of the title compound exhibited excellent insecticidal activities. The larvicidal activities of compound 8a, 8c, 8g, 8k and 8l against Mythimna separata Walker were 100% at 0.8 mg/L. The insecticidal activities of compound 8a, 8c, 8e, 8g, 8k and 8l against Plutella xylostella Linnaeus were 100% at 0.4 mg/L. Surprisingly compounds 8a and 8c still showed 100% larvicidal activities against Plutella xylostella Linnaeus at 0.08 mg/L comparable to the commercialized Chlorantraniliprole. The LC50 of compound 8a and 8c against M. separata is 0.048 and 0.043 mg/L respectively. 相似文献
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A series of novel 5-(trifluoromethyl)-1H-pyrazole-4-carboxamide derivatives(6a–6n, 7a, 7b, and 8a-8f)were synthesised by placing the amide bond at the 4-position of the pyrazole ring. These derivatives differed from the structure of chlorantraniliprole analogues with the amide bond at the 5-position of the pyrazole ring. Preliminary bioassay results revealed that a few title compounds exhibited good insecticidal activities against lepidopteran pests, such as Plutella xylostella, Mythimna separate, Heliothis armigera, and Ostrinia nubilalis. Some title compounds also elicited broad-spectrum insecticidal activities against dipterous insects including Culex pipiens pallens after altering the amide position. Similar to pyrazole-5-carboxamide analogues, compounds 6b and 6e showed 100% insecticidal activity against P. xylostella, C. pipiens pallens, and M. separate at concentrations of 200, 2, and 200 mg/m L, respectively.This finding suggested that 5-(trifluoromethyl)-1H-pyrazole-4-carboxamide derivatives are potential alternative insecticides for management of agriculture pests. 相似文献
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Aspernigerin类似物的合成及生物活性研究 总被引:1,自引:0,他引:1
以天然产物Aspernigerin为先导,将Aspernigerin结构中的一个1,2,3,4-四氢喹啉基团以芳胺类化合物替代,设计合成了15个未见文献报道的Aspernigerin类似物,结构均经过1H NMR,IR和元素分析确证.初步生物活性测试表明,大部分目标化合物均表现出了一定的杀虫和杀菌活性,其中化合物2n在200μg/mL的浓度下对小菜蛾仍表现出100%的杀虫活性,优于先导Aspernigerin和对照药剂噻虫嗪;化合物2d,2e,2j,2k表现出对黄瓜灰霉病优于先导Aspernigerin的抑制活性. 相似文献
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FENG Qi WANG Ming-zhong XIONG Li-xia LIU Zhi-li LI Zheng-ming State Key Laboratory of Elemento-Organic Chemistry 《高等学校化学研究》2011,(4):610-613
Twelve novel analogues of chlorantraniliprole containing nitro group were synthesized,and their structures were characterized by 1H NMR and high-resolution mass spectrometry(HRMS).Their evaluated insecticidal activities against oriental armyworm(Mythimna separata) indicate that the nitro-containing analogues showed favorable insecticidal activities,while the activity of compounds 5g at 0.25mg/L was 40%,but still lower than chlorantraniliprole. 相似文献
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利用中间体衍生化方法, 将噻吩环引入到双酰胺类化合物中, 合成了一系列取代噻吩双酰胺类化合物1~3; 目标化合物的结构经核磁共振波谱、 红外光谱及元素分析确认. 生物活性测试结果表明, 化合物1在600 mg/L剂量下对小菜蛾具有良好的杀虫效果, 致死率均为100%, 其中化合物1a和1e在20 mg/L剂量下对小菜蛾的致死率仍达到60%以上; 改变双酰胺结构中的吡唑环得到化合物2和3, 其杀虫活性消失, 说明该类化合物中吡唑环结构对杀虫活性具有关键作用. 相似文献
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Yu Zhao Li-xia Xiong Li-ping Xu Hongxue Wang Han Xu Hua-bin Li Jun Tong Zheng-ming Li 《Research on Chemical Intermediates》2013,39(7):3071-3088
In search of environmentally benign insecticides with high activity, low toxicity and low residue, a series of novel anthranilic diamides containing allyl ether were designed and synthesized. All the compounds were characterized by 1H NMR spectroscopy, HRMS or elemental analysis. The single crystal structure of 18e was determined by X-ray diffraction. The insecticidal activities of the new compounds were evaluated. The results showed that some compounds exhibited excellent insecticidal activities against Lepidoptera pests. Among this series compounds, 18l showed 100 % larvicidal activity against Mythimna separate Walker and Plutella xylostella Linnaeus at the test concentration. 相似文献
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Wei Wang Xiao‐Rui Zheng Xiao‐Ying Huang Ming‐Zhen Mao Kang‐Yun Liu Chao Xue Lie‐Ping Wang Bin‐Ke Ning 《Journal of heterocyclic chemistry》2019,56(4):1330-1336
Two series of novel N‐pyridylpyrazole derivatives containing diacylhydrazine/1,3,4‐oxadiazole moieties were designed and synthesized based on the structure of chlorantraniliprole and characterized via 1H‐NMR, 13C‐NMR, IR, MS, and elemental analysis. The preliminary bioassay indicated that some of the title compounds I and II exhibited larvicidal activities against Mythimna separata with 90–100% death rates at 500 mg/L. The further test showed that these compounds had weak insecticidal activity against Mythimna separata and Plutella xylostella at 200 mg/L and might be not suitable as insecticide lead compound for further optimization. 相似文献