Hunan Province Key Laboratory for Agrochemicals

Changsha, China

Hunan Province Key Laboratory for Agrochemicals

Changsha, China
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Huang D.,Hunan Normal University | Huang D.,Hunan Province Key Laboratory for Agrochemicals | Huang D.,Hunan Haili Chemical Industry Co. | Huang M.,Hunan Province Key Laboratory for Agrochemicals | And 18 more authors.
Chemical Papers | Year: 2017

Abstract: A series of novel 1H-pyrazole-5-carboxamide compounds containing the phenyl thiazole moiety were designed and synthesized by a facile method, and their structures were characterized by 1H NMR, mass spectrometry and elemental analysis. Bioassay results showed that most of the title compounds showed potent fungicidal activities against Erysiphe graminis and insecticidal activity against Aphis fabae. Especially, compound 9b has EC50 values of 3.04 mg/L against Erysiphe graminis, of which the fungicidal activity is better than that of the commercial fungicide Thifluzamide and Azoxystrobinare; compound 9l has LC50 values of 3.81 mg/L against Aphis fabae, which was comparable with the commercial insecticide Tolfenpyrad. It is suggested that 1H-pyrazole-5-carboxamide compounds containing the phenyl thiazole moiety could be considered as a precursor structure for further design of pesticides. Graphical Abstract: A series of novel 1H-pyrazole-5-carboxamide compounds containing the phenyl thiazole moiety were designed and synthesized by a facile method, and their structures were characterized by 1H NMR, mass spectrometry and elemental analysis. Bioassay results showed that most of the title compounds showed potent fungicidal activities against Erysiphe graminis and insecticidal activity against Aphis fabae. Especially, compound 9b has EC50 values of 3.04 mg/L against Erysiphe graminis, of which the fungicidal activity is better than that of the commercial fungicide Thifluzamide and Azoxystrobinare; compound 9l has LC50 values of 3.81 mg/L against Aphis fabae, which was comparable with the commercial insecticide Tolfenpyrad. It is suggested that 1H-pyrazole-5-carboxamide compounds containing the phenyl thiazole moiety could be considered as a precursor structure for further design of pesticides.[Figure not available: see fulltext.] © 2017 Institute of Chemistry, Slovak Academy of Sciences


Hu Z.-B.,Xiangtan University | Hu Z.-B.,Hunan Institute of Engineering | Hu Z.-B.,Hunan Province Key Laboratory for Agrochemicals | Luo H.-A.,Xiangtan University | And 18 more authors.
Bulletin of the Korean Chemical Society | Year: 2014

In attempt to lead compounds exhibiting both insecticidal and fungicidal activities, a series of O-benzyl oximeether derivatives were designed and synthesized by introducing ß-methoxyacrylate pharmacophore into a scaffold. The insecticidal activity against Aphis fabae and the fungicidal activity against Erysiphe graminis were screened. The title compounds exhibited remarkable insecticidal and fungicidal activities. The most potent compound 6d was identified. Its insecticidal LC50 against A. fabae is 6.4 mg/L, which is lower than that of chlorfenapyr (19.4 mg/L) and even close to the level of imidacloprid (4.8 mg/L). Its fungicidal EC90 in preventive and curative treatment against E. graminis are 2.2 and 4.8 mg/L, respectively, which are lower than azoxystrobin (7.0 and 5.9 mg/L). These results indicate that compound 6d can be considered as a lead for further developing new O-benzyl oxime-ether typed candidates with both fungicidal and insecticidal activities.


Liu A.,Hunan Institute of Engineering | Liu A.,Hunan Province Key Laboratory for Agrochemicals | Yu W.,Carleton College | Liu M.,Hunan Institute of Engineering | And 8 more authors.
Journal of Agricultural and Food Chemistry | Year: 2015

Dihalopropene ether insecticides are known for good features such as no cross-resistance to other insecticide classes and safety for mammals. Pyridalyl is the only currently commercialized dichloropropene ether insecticide; however, it contains a trifluoromethyl group, the synthesis of which requires harsh reagents and reaction conditions. To search for novel dihalopropene ethers with unique biological activities but without trifluoromethyl groups, a series of nitropyridyl-based dichloropropene ether analogues were synthesized by reacting nitro-based halopyridine with 2,6-dichloro-4-(3,3-dichloroallyloxy)phenol or 2,6-dichloro-4-(3,3-dichloroallyloxy)phenyl 3-hydroxypropyl ether. Bioassay showed that the compounds exhibited potent insecticidal activities against various lepidopteran pests. Particularly, 2,6-dichloro-4-(3,3-dichloroallyloxy)phenyl 3-(5-nitro-2-pyridyloxy)propyl ether (8e) was active against major agricultural pests, and its insecticidal potency was comparable to that of Pyridalyl. Besides the trifluoromethyl group in Pyridalyl, a nitro group on the 5-position of the pyridyl ring is also viable for the development of optimal insecticidal activity. © 2015 American Chemical Society.


Liu A.,Hunan Institute of Engineering | Liu A.,Hunan Province Key Laboratory for Agrochemicals | Tang M.,Hunan Institute of Engineering | Tang M.,Changsha University of Science and Technology | And 16 more authors.
Science China Chemistry | Year: 2013

To search for novel 2-arylpyrroles with unique biological activities, a series of novel 2-arylpyrrole derivatives were designed and synthesized, and their structures were characterized by 1H and 13C NMR spectroscopy, MS spectrometry, and elemental analysis. Their insecticidal activities against Lepidopteran pests (e.g. Mythimna separata) and acaricidal activities against mites (e.g. Tetranychus urticae) were evaluated. The results of bioassays indicate that some of these title compounds exhibited excellent insecticidal and acaricidal activities. For example, 4-bromo-1-((chloromethoxy) methyl)-2-(4-chloro phenyl)-5-(trifluoromethyl)pyrrole-3-carbonitrile (6a), 4-bromo-2-(4-chlorophenyl)-1-((2-fluoroethoxy)-methyl)-5-(trifluoromethyl) pyrrole-3-carbonitrile (6d) showed insecticidal activity against Mythimna separata and 4-bromo-2-(4-chlorophenyl)-1-((isopropoxymethoxy)methyl)-5- (trifluoro methyl)pyrrole-3-carbonitrile (7d) showed acaricidal activity against Tetranychus urticae. They were more effective than Chlorfenapyr, which has been the only commercialized member of a new class of chemicals of 2-arylpyrroles. © 2012 Science China Press and Springer-Verlag Berlin Heidelberg.


Chen J.,Hunan Institute of Engineering | Chen J.,Hunan Province Key Laboratory for Agrochemicals | Fu Q.,Hunan Institute of Engineering | Fu Q.,Hunan Province Key Laboratory for Agrochemicals | And 8 more authors.
Huanjing Kexue Xuebao/Acta Scientiae Circumstantiae | Year: 2012

Photochemical degradation of sulfoxaflor under two kinds of lights in four different solvents is studied based on HPLC-Mass and GC. With xenon lamp as the light source, the half-life of 1.0, 5.0 and 20.0 mg·L-1 sulfoxaflor is 11.62, 8.33 and 10.80 hour in n-hexane, 5.30, 5.81 and 7.05 hour in methanol, 1.72, 1.99 and 2.79 hour in acetonitrile, and 83.49, 37.46 and 64.77 hour in acetone. With UV lamp as the light source, the half-life of 1.0, 5.0 and 20.0 mg·L-1 sulfoxaflor is 5.29, 4.25 and 5.49 minute in n-hexane, 2.19, 2.97 and 5.88 minute in methanol, 0.86, 1.99 and 1.13 minute in acetonitrile, and 330, 365 and 198 minute in acetone. The major degradation pathways of sulfoxaflor are reduction and hydrolysis reaction. The main factors to affect the degradation rate are the light source and the type of solvent. Sulfoxaflor concentration also has some impact.

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