Jiangsu Pesticide Research Institute Co.

Nanjing, China

Jiangsu Pesticide Research Institute Co.

Nanjing, China

Time filter

Source Type

Feng M.-L.,Nanjing University of Technology | Li Y.-F.,Nanjing University of Technology | Zhu H.-J.,Nanjing University of Technology | Ni J.-P.,Jiangsu Pesticide Research Institute Co. | And 2 more authors.
Pest Management Science | Year: 2012

Background: Phthalic acid diamide derivatives are among the most important classes of synthetic insecticides. In this study, a 3,3-dichloro-2-propenyloxy group, the essential active group of pyridalyl derivatives, was incorporated into phthalic acid diamide derivatives with the aim of combining the active groups to generate more potent insecticides. Results: Thirty-one new phthalic acid diamides were obtained, and these were characterised by 1H and 13C NMR. The structure of N 2-[1,1-dimethyl-2-(methoxy)ethyl]-3-iodo-N 1-[4-(3,3-dichloro-2-propenyloxy)-3-(trifluoromethyl)phenyl]-1,2-benzenedicarboxamide was determined by X-ray diffraction crystallography. The insecticidal activities of the compounds against Plutella xylostella were evaluated. The title compounds exhibited excellent larvicidal activities against P. xylostella. Structure-activity relationships revealed that varying the combination of aliphatic amide and aromatic amide moieties, or the nature and position of substituent Y on the aniline ring, could aid the design of structures with superior performance. Conclusion: A series of novel phthalic acid diamides containing a 3,3-dichloro-2-propenyloxy group at the 4-position of the aniline ring were designed and synthesised. Structure-activity relationships with the parent structure provided information that could direct further investigation on structure modification. © 2012 Society of Chemical Industry.


Chen K.,Nanjing University of Technology | Chen K.,Jiangsu Pesticide Research Institute Co Ltd. | He G.,Nanjing University of Technology | He G.,Jiangsu Pesticide Research Institute Co Ltd. | And 8 more authors.
Asian Journal of Chemistry | Year: 2015

A series of novel 2-(3,3-dichloro-2-propenyloxy)phenyl-containing phthalic acid diamide derivatives (3I-3IV) were designed and synthesized. Their chemical structures were characterized by 1H NMR, mass spectrometry and elemental analyses. The insecticidal activities of these compounds against Plutella xylostella were evaluated at the concentration of 100 mg/L. Their insecticidal activity is effected by the substituent on the aliphatic amide moiety, which follows the trend of H (3I) >-SCH3 (3II) and-S(O)2CH3 (3IV) >-OCH3 (3III). Meanwhile, when the substituent (-CH3,-CF3,-Cl) on the aniline ring was introduced to the 3,3-dichloro-2-propenyloxy group in different positons, the meta-derivatives exhibit better insecticidal activity than the para-derivatives. Compared with the compounds bearing 3,3-dichloro-2-propenyloxy group on the 2-positon of the aniline ring, the compounds with that substituent on the 4-positon exhibit almost the same insecticidal activity trend but much better bioactivity.


Li Y.,Nanjing University of Technology | Zhu H.,Nanjing University of Technology | Chen K.,Nanjing University of Technology | Liu R.,Nanjing University of Technology | And 3 more authors.
Organic and Biomolecular Chemistry | Year: 2013

A series of anthranilic diamides analogs (3-11, 16-24) containing 1,2,4- or 1,3,4-oxadiazole rings were synthesized and characterized by 1H NMR, MS and elemental analyses. The structure of 3-bromo-N-(2-(3-(4-bromophenyl)-1, 2,4-oxadiazol-5-yl)-4-chloro-6-methylphenyl)-1-(3-chloropyridin-2-yl) -1H-pyrazole-5-carboxamide (18, CCDC-924454) was determined by X-ray diffraction crystallography. The insecticidal activities against Plutella xylostella and Spodoptera exigua were evaluated. The results showed that most of title compounds displayed good larvicidal activities against P. xylostella, especially compound 3-bromo-N-(4-chloro-2-methyl-6-(5-(methylthio)-1,3,4-oxadiazol-2-yl) phenyl)-1-(3-chloropyridin-2-yl)-1H-pyrazole-5-carboxamide (6), which displayed 71.43% activity against P. xylostella at 0.4 μg mL-1 and 33.33% against S. exigua at 1 μg mL-1. The structure-activity relationship showed that compounds decorated with a 1,3,4-oxadiazole were more potent than compounds decorated with a 1,2,4-oxadiazole, and different substituents attached to the oxadiazole ring also affected the insecticidal activity. This work provides some hints for further structure modification and the enhancement of insecticidal activity. This journal is © The Royal Society of Chemistry 2013.


Liu Q.,Nanjing University of Technology | Chen K.,Nanjing University of Technology | Wang Q.,Nanjing University of Technology | Ni J.,Jiangsu Pesticide Research Institute Co Ltd. | And 3 more authors.
RSC Advances | Year: 2014

A series of anthranilic diamides analogs (5a-x) containing 1,3,4-oxadiazole rings were synthesized and characterized by 1H NMR, 13C NMR and mass spectrometry. The structure of N-(4-chloro-2-methyl-6-(5-(thiophen-2-yl)-1,3,4-oxadiazol-2-yl)phenyl)methacrylamide (5u) was determined by X-ray diffraction crystallography. The insecticidal activities of these new compounds against diamondback moth (Plutella xylostella) were evaluated. Preliminary bioassays indicated that some of these compounds exhibited good insecticidal activities against P. xylostella, especially 3-bromo-N-(4-bromo-2-methyl-6-(5-(pyrazin-2-yl)-1,3,4-oxadiazol-2-yl)phenyl)-1-(3-chloropyridin-2-yl)-1H-pyrazole-5-carboxamide (5d), which displayed 100%, 80.95% and 57.14% activity against P. xylostella at 40 μg mL-1, 10 μg mL-1 and 4 μg mL-1, respectively. The relationship between structure and insecticidal activity was discussed. The density functional theory (DFT) studies could be helpful to understand the various insecticidal activities. This journal is © The Royal Society of Chemistry.


Feng M.-L.,Nanjing University of Technology | Li Y.-F.,Nanjing University of Technology | Zhu H.-J.,Nanjing University of Technology | Zhao L.,Nanjing University of Technology | And 2 more authors.
Journal of Agricultural and Food Chemistry | Year: 2010

Phthalic acid diamides have received considerable interest in agricultural chemistry due to a novel action mode, extremely high activity against a broad spectrum of lepidopterous insects, low acute toxicity to mammals, and environmentally benign characteristics. A series of phthalic acid diamides (4I-4IV) with the CF3 group at meta position on the aniline ring were synthesized. Their structures were characterized by 1H NMR and 13C NMR (or elemental analysis). The structure of N 2-[1,1-dimethyl-2-(methylthio)ethyl]-3-iodo-N1-[3-fluoro- 5-(trifluoromethyl)phenyl]-1,2-benzenedicarboxamide (4If) was determined by X-ray diffraction crystallography. Their insecticidal activities against Plutella xylostella were evaluated. The results show that some of the title compounds exhibit excellent larvicidal activities against P. xylostella, and improvement in larvicidal activity requires a reasonable combination of substituents in the parent structure, which provides some hints for further investigation on structure modification. © 2010 American Chemical Society.


Chen K.,Nanjing University of Technology | Liu Q.,Nanjing University of Technology | Liu Q.,Jiangsu Pesticide Research Institute Co Ltd | Ni J.-P.,Jiangsu Pesticide Research Institute Co Ltd | And 4 more authors.
Pest Management Science | Year: 2015

BACKGROUND: Anthranilic diamide insecticides containing pyridylpyrazole-5-carboxamide are extremely important in modern agriculture. New structurally modified compounds with high insecticidal activity were discovered by designing a series of novel pyridylpyrazole-4-carboxamides (9I to 9IV) and pyridylpyrazole-4-carboxamides (10I to 10IV), the latter designed by the cyclisation of two amides. The structure-activity relationship (SAR) between the two series is of interest. RESULTS: Two series of novel anthranilic diamides containing pyridylpyrazole-4-carboxamide were synthesised and characterised via melting point, 1H NMR, 13C NMR, MS and elemental analyses. The insecticidal activities of these compounds against Plutella xylostella were evaluated. At a concentration of 100mgL-1, the compounds with unmodified amide moieties (9I to 9IV) exhibited much better larvicidal activities than the other derivative compounds (10I to 10IV). Most of the compounds 9I to 9IV showed over 90% larvicidal activity at 100mgL-1. Furthermore, compounds 9IIIa, 9IIIc, 9IIId and 9IVd displayed significant insecticidal activity at 10mgL-1. Density functional theory (DFT) calculation was carried out to provide more information regarding SAR. CONCLUSION: Thirty-two new anthranlic diamides containing pyridylpyrazole-4-carboxamide were designed and obtained. SAR analysis and DFT calculation results revealed that the amide moiety had a very important effect on bioactivity. This work has provided information that could aid investigations of novel insecticides. © 2015 Society of Chemical Industry.


Li Y.,Nanjing University of Technology | Liu R.,Nanjing University of Technology | Yan Z.,Nanjing University of Technology | Zhang X.,Jiangsu Pesticide Research Institute Co. | Zhu H.,Nanjing University of Technology
Bulletin of the Korean Chemical Society | Year: 2010

A series of oxazolidinone-based strobilurin analogues were efficiently synthesized by the reaction of 3-(2-bromomethylphenyl) oxazolidin-2-one with 1-substituted phenyl-2H-pyrazolin-3-one. Their structures were confirmed and characterized by 1H-NMR, 13C-NMR, elemental analysis, and mass spectroscopy. In addition, the crystal structure of the target compound 3-(2-((1-phenyl-2H-pyrazol-3-yloxy)methyl)phenyl) oxazolidin-2-one was determined by single crystal X-ray diffraction. The bioassay results of these compounds indicated that some of the oxazolidin-2-one derivatives containing N-substituted phenyl 2H-pyrazol ring exhibited potential in vivo fungicidal activities against M. grisea at the dosage of 1 g L-1.


PubMed | Nanjing University of Technology and Jiangsu Pesticide Research Institute Co Ltd
Type: | Journal: Pest management science | Year: 2016

Anthranilic diamide derivatives are among the most important classes of synthetic insecticides. Moreover, the 1,2,4-oxadiazole heterocycle, a bioisostere of amide, has been extensively used in pesticides. In order to discover novel molecules with high insecticidal activities, a series of anthranilic diamide analogues containing 1,2,4-oxadiazole rings were designed and synthesised.A series of novel anthranilic diamide derivatives containing 1,2,4-oxadiazole were obtained, and confirmed by Compound 3IIl may be used as a potential leading compound for further structural optimisation, and SARs and CoMFA models could provide reliable clues for further structural optimisation. 2016 Society of Chemical Industry.


Wu T.,Nanjing University of Technology | Ma H.,Jiangsu Pesticide Research Institute Co. | Tian H.,Nanjing Agricultural University | Ni J.,Jiangsu Pesticide Research Institute Co. | Yun Z.,Nanjing University of Technology
Chinese Journal of Organic Chemistry | Year: 2010

Fourteen novel 3-[2,6-dichloro-4-(3,3-dichloroallyloxy)phenoxy]propyl pyrazole-5-carboxylate derivatives were synthesized by the reaction of 3-[2,6-dichloro-4-(3,3-dichloroallyloxy)phenoxy]propan-l-ol with pyrazole-5-carboxylic acid derivatives, and confirmed by IR, 1H NMR techniques and elemental analysis. The preliminary bioassay showed that the compounds exhibited good activity against lepidopterous pests.

Loading Jiangsu Pesticide Research Institute Co. collaborators
Loading Jiangsu Pesticide Research Institute Co. collaborators