先将3-蒈烯分子中的碳碳双键氧化开环制得蒈酮酸,再将羰基还原成亚甲基得到蒈酸,酰氯化后与系列酰肼发生 N -酰化反应合成了14个新型蒈酸基双酰肼化合物( 5a^5n ),其结构经UV-Vis、 1 H NMR、 13 C NMR、 FT-IR和MS(ESI)表征,并测试了...先将3-蒈烯分子中的碳碳双键氧化开环制得蒈酮酸,再将羰基还原成亚甲基得到蒈酸,酰氯化后与系列酰肼发生 N -酰化反应合成了14个新型蒈酸基双酰肼化合物( 5a^5n ),其结构经UV-Vis、 1 H NMR、 13 C NMR、 FT-IR和MS(ESI)表征,并测试了目标化合物的抑菌和除草活性。结果显示:在用药量为50 μg·mL -1 时,目标化合物对花生褐斑病菌、小麦赤霉病菌、黄瓜枯萎病菌、苹果轮纹病菌、番茄早疫病菌、玉米小斑病菌、西瓜炭疽病菌以及水稻纹枯病菌等8种植物病原菌具有一定的抑制活性,其中化合物蒈酸基α-噻吩甲酰肼 5f (R=α-thiophene)对苹果轮纹病菌的抑制率达85.0%,优于阳性对照百菌清。在用药量为100 μg·mL -1 时,化合物蒈酸基3′,4′-二甲氧基苯甲酰肼 5j (R=3′,4′-OMe-Ph)、蒈酸基 m -甲氧基苯甲酰肼 5d (R= m -OMe-Ph)、蒈酸基 m -甲基苯甲酰肼 5b (R= m -Me-Ph)和蒈酸基苯甲酰肼 5a (R=Ph)对油菜胚根生长的抑制率分别为88.5%、 86.1%、 85.1%和82.6%(均为A级活性水平),优于阳性对照丙炔氟草胺。展开更多
An extension of our methodology on solid-phase synthesis of 3,4,5-trisubstituted-1,2,4-triazoles under mild conditions has been developed. Firstly, the resin-bound acylhydrazine is reacted with orthoesters to provide ...An extension of our methodology on solid-phase synthesis of 3,4,5-trisubstituted-1,2,4-triazoles under mild conditions has been developed. Firstly, the resin-bound acylhydrazine is reacted with orthoesters to provide resin-bound 1,3,4-oxadiazoles. Secondly, condensation of 1,3,4-oxadiazoles resin with the corresponding arylamines hydrochloride to form the the resin-bound triazoles. 3,4,5-Trisubstituted-1,2,4-triazoles derivatives were obtained from resin-bound acylhydrazines in several steps providing 78% - 87% overall yields and excellent purity. The advantages of this method include straightforward operation and high yield and purity of the products.展开更多
Anthranilic diamides have been proven to be a class of efficacious and safe insecticides targeting ryanodine receptors (RyRs) during the last decade. In order to develop innovative scaffolds with high insecticidal act...Anthranilic diamides have been proven to be a class of efficacious and safe insecticides targeting ryanodine receptors (RyRs) during the last decade. In order to develop innovative scaffolds with high insecticidal activity, two series of N-pyridylpyrazole derivatives containing N-(tert-butyl)benzohydrazide substructures were designed and synthesized. Their insecticidal activities against oriental armyworm (Mythimna separata) and diamondback moth (Plutella xylostella) were evaluated. Preliminary bioassay results revealed that some of the new compounds exhibited good insecticidal activity against the oriental armyworm and diamondback moth. The mode of action of these compounds were verified using calcium-imaging technique and the results showed that some new compounds could effectively modulate the insect cytosolic Ca^2+ level, and break the cellular calcium homeostasis, indicating some of these compounds were potent activators of the RyRs.展开更多
An efficient and environmental-friendly one-pot procedure has been developed for the synthesis of 1,3,4-oxadiazole-5- thioethers by the reaction of acylhydrazine with carbon disulfide and organic halides or α, β-uns...An efficient and environmental-friendly one-pot procedure has been developed for the synthesis of 1,3,4-oxadiazole-5- thioethers by the reaction of acylhydrazine with carbon disulfide and organic halides or α, β-unsaturated carbonyl compounds. The reactions were carried out in water in the presence of potassium phosphate within 2-4 h to afford the expected products in excellent yields.展开更多
Six diaryl acylhydrazine compounds were synthesized in normal temperature with self-made acyl-diazene compounds as raw materials and NH2NH2·H2O as reducer.The products were confirmed by means of elemental analysi...Six diaryl acylhydrazine compounds were synthesized in normal temperature with self-made acyl-diazene compounds as raw materials and NH2NH2·H2O as reducer.The products were confirmed by means of elemental analysis,IR and 1H NMR.In the results of IR,there were two N-H absorption at approximately 3200 and 3400 cm-1.However,the absorptions of N=N in raw materials disappeared.In the results of 1H NMR,the N-H chemical shifts couldn’t be found.Meanwhile,two N-H chemical shifts were detected about from 8.46 to 11.38,respectively.The results of products’ elemental analysis were consistent with the theoretical values.The yields of those six products were about from 84% to 93%.展开更多
文摘An extension of our methodology on solid-phase synthesis of 3,4,5-trisubstituted-1,2,4-triazoles under mild conditions has been developed. Firstly, the resin-bound acylhydrazine is reacted with orthoesters to provide resin-bound 1,3,4-oxadiazoles. Secondly, condensation of 1,3,4-oxadiazoles resin with the corresponding arylamines hydrochloride to form the the resin-bound triazoles. 3,4,5-Trisubstituted-1,2,4-triazoles derivatives were obtained from resin-bound acylhydrazines in several steps providing 78% - 87% overall yields and excellent purity. The advantages of this method include straightforward operation and high yield and purity of the products.
基金the NSFC/China (No.21502229)Tianjin Natural Science Foundation (No.16JCYBJC29400).
文摘Anthranilic diamides have been proven to be a class of efficacious and safe insecticides targeting ryanodine receptors (RyRs) during the last decade. In order to develop innovative scaffolds with high insecticidal activity, two series of N-pyridylpyrazole derivatives containing N-(tert-butyl)benzohydrazide substructures were designed and synthesized. Their insecticidal activities against oriental armyworm (Mythimna separata) and diamondback moth (Plutella xylostella) were evaluated. Preliminary bioassay results revealed that some of the new compounds exhibited good insecticidal activity against the oriental armyworm and diamondback moth. The mode of action of these compounds were verified using calcium-imaging technique and the results showed that some new compounds could effectively modulate the insect cytosolic Ca^2+ level, and break the cellular calcium homeostasis, indicating some of these compounds were potent activators of the RyRs.
基金Natural Science Foundation of China (Grant No.20672009)the Major State Basic Research Development Program(Grant No.2004CB719900).
文摘An efficient and environmental-friendly one-pot procedure has been developed for the synthesis of 1,3,4-oxadiazole-5- thioethers by the reaction of acylhydrazine with carbon disulfide and organic halides or α, β-unsaturated carbonyl compounds. The reactions were carried out in water in the presence of potassium phosphate within 2-4 h to afford the expected products in excellent yields.
文摘Six diaryl acylhydrazine compounds were synthesized in normal temperature with self-made acyl-diazene compounds as raw materials and NH2NH2·H2O as reducer.The products were confirmed by means of elemental analysis,IR and 1H NMR.In the results of IR,there were two N-H absorption at approximately 3200 and 3400 cm-1.However,the absorptions of N=N in raw materials disappeared.In the results of 1H NMR,the N-H chemical shifts couldn’t be found.Meanwhile,two N-H chemical shifts were detected about from 8.46 to 11.38,respectively.The results of products’ elemental analysis were consistent with the theoretical values.The yields of those six products were about from 84% to 93%.
