Two series of novel anthranilic diamide insecticide containing trifluoroethyl ether were designed and synthesized, and their structures were characterized by 1H NMR spectroscopy, elemental analysis and single crystal ...Two series of novel anthranilic diamide insecticide containing trifluoroethyl ether were designed and synthesized, and their structures were characterized by 1H NMR spectroscopy, elemental analysis and single crystal X-ray diffraction analysis. The insecticidal activities of the new compounds were evaluated. The results of bioassays indicated that some of these title compounds exhibited excellent insecticidal activities. The insecticidal activities of compounds 19a, 19b, 19d, 19g, 19k and 19m against oriental armyworm at 2.5 mg·kg-1 were 100%. The larvicidal activities of 19a, 19b, 19c, 19d, 19e, 19g and 19n against diamond-back moth were 100% at 0.1 mg·kg-1. Surprisingly, most of them still exhibited perfect insecticidal activity against diamond-back moth when the concentration was reduced to 0.05 mg·kg-1, which was higher than the commercialized Chlorantraniliprole.展开更多
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 c...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 H NMR spectroscopy and elemental analysis. The single crystal structure of com pound 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 80 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.展开更多
The effects of three types of electrically-inert fillers, calcium carbonate （CaCO_3）, talc and glass fiber （GF）, on electrical resistivity, crystallization behavior and dynamic mechanical properties of poly（m-xyl...The effects of three types of electrically-inert fillers, calcium carbonate （CaCO_3）, talc and glass fiber （GF）, on electrical resistivity, crystallization behavior and dynamic mechanical properties of poly（m-xylene adipamide） （MXD6）/multiwalled carbon nanotube （MWCNT） composites are investigated. The electrical resistivity of MXD6/MWCNT composites is significantly reduced with the addition of inert fillers due to the volume-exclusion effect that leads to increased effective concentration of MWCNTs in MXD6 matrix and also due to improved MWCNT dispersion. The crystallization temperature of MXD6 increases with the addition of MWCNTs, indicating that MWCNTs can act as nucleating agent and induce crystallization of MXD6. The incorporation of inert fillers has no further effect on crystallization behavior of MXD6, but significantly improves the storage modulus of MXD6/MWCNT composite, demonstrating that CaCO_3, talc and GF filled MXD6/MWCNT composites are very promising materials with not only improved electrical property but also excellent mechanical properties.展开更多
Two series of novel anthranilic diamides containing oxime ester and diacylhydrazine moieties were designed and synthesized.Their structures were characterized by melting points,1H NMR,13C NMR and high resolution mass ...Two series of novel anthranilic diamides containing oxime ester and diacylhydrazine moieties were designed and synthesized.Their structures were characterized by melting points,1H NMR,13C NMR and high resolution mass spectrometry（HRMS）.The single crystal structure of compound 7e was determined by X-ray diffraction and their evaluated insecticidal activity against oriental armyworm（Mythimna separata） indicates that some of the compounds exhibited moderate insecticidal activities.Among the 20 compounds,6a and 6b show 100％ larvicidal activity against Mythimna separate Walker at the test concentration of 100 mg/L.展开更多
To study the pesticide effect, action mode, structure-activity relationships (SARs) of anthranilic diamide insecticide and screen highly active pesticides, novel anthranilic diamide derivatives were synthesized.Bioass...To study the pesticide effect, action mode, structure-activity relationships (SARs) of anthranilic diamide insecticide and screen highly active pesticides, novel anthranilic diamide derivatives were synthesized.Bioassays indicated that all of the title compounds displayed 100% mortality against diamondback moth and oriental armyworm at 100 mg/L, among which 12 v and 12 w showed 100% insecticidal acitvity at 5 mg/L. Surprisingly compound 12 w exhibited better insecticidal acitvity than commercialized chlorantraniliprole against Pyrausta nubilalis (0.1 mg/L) and Cnaphalocrocis Medinalis (2 mg/L). 3 D-QSAR and SARs statistical analysis revealed that title compounds with R^2 fixed as methoxy had the highest probability possessing high activity. The calcium fluorescence measurements on neurons revealed that E series compounds containing pyrazinyl may have a molecular target different from caffeine on ryanodine receptors rather than the voltage-gated calcium channel present on cytomembran.展开更多
A series of novel anthranilic diamides analogues containing benzo[b]thiophenyl ring was designed and synthesized. Their structures were characterized by melting points, 1H nuclear magnetic resonance（IH NMR） and high...A series of novel anthranilic diamides analogues containing benzo[b]thiophenyl ring was designed and synthesized. Their structures were characterized by melting points, 1H nuclear magnetic resonance（IH NMR） and high-resolution mass spectrometry（HRMS）. The bioassay tests indicate that their insecticidal activities were weak to moderate. Antibacterial tests indicate that some of the compounds showed favourable activity in vitro against Physa- lospora piricola, Alternaria solani, Cercospora arachidicola, Gibberella sanbinetti and Phytophthora infestans at a dosage of 50 mg/L.展开更多
Spodoptera frugiperda(Lepidoptera:Noctuidae)is a widely distributed pest of corn.Since it invaded China in 2018,it has caused serious damage to local corn production.Chlorantraniliprole,an anthranilic diamide insectic...Spodoptera frugiperda(Lepidoptera:Noctuidae)is a widely distributed pest of corn.Since it invaded China in 2018,it has caused serious damage to local corn production.Chlorantraniliprole,an anthranilic diamide insecticide,has been widely used to control lepidopteran pests.Tetrachloropyramid is a new allosteric modulator insecticide devel-oped based on chlorantraniliprole,so it has a similar mechanism and insecticidal effect.In this study,we investigated resistance levels to chlorantraniliprole and tetrachloropyramid in S.frugiperda from 13 populations in China.Among the populations tested,the relative highest resistance to chlorantraniliprole occurred in the Guangzhou population,and the most susceptible to chlorantraniliprole was found in the Wuhan population.The lethal dosage LD50 value of the Guangzhou population against chlorantraniliprole was 27.8-fold higher than that of the Wuhan population.Minimal differences were observed among 5".frugiperda populations in terms of sensitivity to tetrachloropyramid.Heterozygous mutations at the 14734 site of the ryanodine receptor(RyR)were found,while no mutations were found in the G4891 site.The mutations were detected in only two of the 786 individuals analyzed one from the Qinzhou population and other from the Anshun population(frequency below 2%in both cases).There were no significant differences in the expression levels of RyR between Guangzhou and Wuhan populations.In summary,our results indicate that:(i)S.frugiperda has low resistance levels to diamide insecticides in China;and(ii)the differences in relative resistance among the 13 populations analyzed are not caused by the mutations in RyR or the expression of RyR.展开更多
文摘Two series of novel anthranilic diamide insecticide containing trifluoroethyl ether were designed and synthesized, and their structures were characterized by 1H NMR spectroscopy, elemental analysis and single crystal X-ray diffraction analysis. The insecticidal activities of the new compounds were evaluated. The results of bioassays indicated that some of these title compounds exhibited excellent insecticidal activities. The insecticidal activities of compounds 19a, 19b, 19d, 19g, 19k and 19m against oriental armyworm at 2.5 mg·kg-1 were 100%. The larvicidal activities of 19a, 19b, 19c, 19d, 19e, 19g and 19n against diamond-back moth were 100% at 0.1 mg·kg-1. Surprisingly, most of them still exhibited perfect insecticidal activity against diamond-back moth when the concentration was reduced to 0.05 mg·kg-1, which was higher than the commercialized Chlorantraniliprole.
文摘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 H NMR spectroscopy and elemental analysis. The single crystal structure of com pound 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 80 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.
文摘The effects of three types of electrically-inert fillers, calcium carbonate （CaCO_3）, talc and glass fiber （GF）, on electrical resistivity, crystallization behavior and dynamic mechanical properties of poly（m-xylene adipamide） （MXD6）/multiwalled carbon nanotube （MWCNT） composites are investigated. The electrical resistivity of MXD6/MWCNT composites is significantly reduced with the addition of inert fillers due to the volume-exclusion effect that leads to increased effective concentration of MWCNTs in MXD6 matrix and also due to improved MWCNT dispersion. The crystallization temperature of MXD6 increases with the addition of MWCNTs, indicating that MWCNTs can act as nucleating agent and induce crystallization of MXD6. The incorporation of inert fillers has no further effect on crystallization behavior of MXD6, but significantly improves the storage modulus of MXD6/MWCNT composite, demonstrating that CaCO_3, talc and GF filled MXD6/MWCNT composites are very promising materials with not only improved electrical property but also excellent mechanical properties.
基金Supported by the National Natural Science Foundation of China（Nos.21272129,21372133）,the National Basic Research Program of China（No.2010CB126106） and the National Key Technologies R＆D Program of China（No.2011BAE06B05）.
文摘Two series of novel anthranilic diamides containing oxime ester and diacylhydrazine moieties were designed and synthesized.Their structures were characterized by melting points,1H NMR,13C NMR and high resolution mass spectrometry（HRMS）.The single crystal structure of compound 7e was determined by X-ray diffraction and their evaluated insecticidal activity against oriental armyworm（Mythimna separata） indicates that some of the compounds exhibited moderate insecticidal activities.Among the 20 compounds,6a and 6b show 100％ larvicidal activity against Mythimna separate Walker at the test concentration of 100 mg/L.
基金supported by the National Natural Science Foundation of China(Nos. 20772060 and 21172114)
文摘To study the pesticide effect, action mode, structure-activity relationships (SARs) of anthranilic diamide insecticide and screen highly active pesticides, novel anthranilic diamide derivatives were synthesized.Bioassays indicated that all of the title compounds displayed 100% mortality against diamondback moth and oriental armyworm at 100 mg/L, among which 12 v and 12 w showed 100% insecticidal acitvity at 5 mg/L. Surprisingly compound 12 w exhibited better insecticidal acitvity than commercialized chlorantraniliprole against Pyrausta nubilalis (0.1 mg/L) and Cnaphalocrocis Medinalis (2 mg/L). 3 D-QSAR and SARs statistical analysis revealed that title compounds with R^2 fixed as methoxy had the highest probability possessing high activity. The calcium fluorescence measurements on neurons revealed that E series compounds containing pyrazinyl may have a molecular target different from caffeine on ryanodine receptors rather than the voltage-gated calcium channel present on cytomembran.
基金Supported by the National Natural Science Foundation of China（No.20872069）, the National Basic Research Program of China（No.2010CB 126106）, the National Key Technologies R＆D Program of China（No.2011BAE06B05）, the Tianjin Natural Science Foundation, China（No. 11JCYBJC08600） and the Fund of State Key Laboratory of Elemento-Organic Chemistry, China.
文摘A series of novel anthranilic diamides analogues containing benzo[b]thiophenyl ring was designed and synthesized. Their structures were characterized by melting points, 1H nuclear magnetic resonance（IH NMR） and high-resolution mass spectrometry（HRMS）. The bioassay tests indicate that their insecticidal activities were weak to moderate. Antibacterial tests indicate that some of the compounds showed favourable activity in vitro against Physa- lospora piricola, Alternaria solani, Cercospora arachidicola, Gibberella sanbinetti and Phytophthora infestans at a dosage of 50 mg/L.
基金the National Key Research and Development Program of China(2019YFD0300103)the National Natural Science Foundation of China(31601655).
文摘Spodoptera frugiperda(Lepidoptera:Noctuidae)is a widely distributed pest of corn.Since it invaded China in 2018,it has caused serious damage to local corn production.Chlorantraniliprole,an anthranilic diamide insecticide,has been widely used to control lepidopteran pests.Tetrachloropyramid is a new allosteric modulator insecticide devel-oped based on chlorantraniliprole,so it has a similar mechanism and insecticidal effect.In this study,we investigated resistance levels to chlorantraniliprole and tetrachloropyramid in S.frugiperda from 13 populations in China.Among the populations tested,the relative highest resistance to chlorantraniliprole occurred in the Guangzhou population,and the most susceptible to chlorantraniliprole was found in the Wuhan population.The lethal dosage LD50 value of the Guangzhou population against chlorantraniliprole was 27.8-fold higher than that of the Wuhan population.Minimal differences were observed among 5".frugiperda populations in terms of sensitivity to tetrachloropyramid.Heterozygous mutations at the 14734 site of the ryanodine receptor(RyR)were found,while no mutations were found in the G4891 site.The mutations were detected in only two of the 786 individuals analyzed one from the Qinzhou population and other from the Anshun population(frequency below 2%in both cases).There were no significant differences in the expression levels of RyR between Guangzhou and Wuhan populations.In summary,our results indicate that:(i)S.frugiperda has low resistance levels to diamide insecticides in China;and(ii)the differences in relative resistance among the 13 populations analyzed are not caused by the mutations in RyR or the expression of RyR.
