2-取代苯并噁唑衍生物的合成及生物活性

疏基苯并噁唑;2-取代苯并噁唑衍生物的合成及生物活性     

Synthesis and Insecticidal Activity of Novel Dithiophosphonates

A new series of dithiophosphonates has been synthesized using cycloiminium halides of pyridine, thiazole, and benzothiazole as starting material, dichlorophenylphosphine as phosphorylating agent, and 2-propanethiol as nucleophilic substituent. These compounds were tested for their insecticidal activity against a polyphagous insect plutella xylostella and found to exhibit potent pesticidal activity.     

Design,Synthesis, and Antifungal Evaluation of Novel Benzoxazole Derivatives Containing a 1,2,3‐Triazole Moiety

For finding novel bioactive compounds with significant antifungal activities, 17 novel benzoxazole derivatives containing a 1,2,3‐triazole moiety were synthesized by the copper(II) acetylacetonate‐catalyzed cyclization reaction between 2‐aminophenol derivatives and 1H‐1,2,3‐triazole‐4‐carbaldehyde derivatives ( 4a ), which were prepared through three steps using aromatic amine as the starting material. Antifungal activities of the prepared compounds were evaluated against Botrytis cinerea (BC) and Fusarium Verticillium (FV). The test results indicated that compounds 5b , 5c , 5h, and 5n show good inhibitory effects on fungi. The preliminary structure–activity relationship is also discussed.     

Efficient and Novel Synthesis of Benzoxazole Derivatives in the Presence of Zinc Dust Under Solvent-Free Conditions

A mild and efficient method has been developed for the synthesis of 2-cyclic amine-substituted benzoxazole derivatives using zinc dust under microwave irradiation in the absence of solvent is described. A comparative study was performed under conventional and microwave heating conditions. Zinc dust can be reused several times after reactivation. The significant feature of this method is the isolation of the pure product by simple workup in a short reaction time with high purity.     

新型氨基甲酸含氮杂环甲基酯的合成及生物活性研究

常规加热或微波照射下, 含氮杂环1与多聚甲醛反应以良好的产率生成含氮杂环基甲醇3, 反应物物质的量的比、反应温度等对反应产率有影响, 微波条件下的反应时间比常规加热下大大缩短. 化合物3和异氰酸酯4在常规加热或微波照射下生成相应的氨基甲酸含氮杂环甲基酯5a～5m. 反应温度、反应物物质的量的比、反应时间、微波辐射功率等对反应产率都有一定的影响, 与常规加热相比微波条件下的反应时间大大缩短. 化合物5的结构经过IR, ¹H NMR, MS, 元素分析测定, 部分化合物经过¹³C NMR测定. 测定了化合物5的杀虫和除草活性, 结果表明其杀虫活性较低, 除草活性高于杀虫活性, 5a, 5d, 5e和5m对苋菜和黄瓜的防除率高达100%.     

Synthesis of Some Novel Quinazolinone Derivatives with Anticipated Biological Activity

The behavior of the benzoxazinone derivative 1 toward nitrogen and carbon nucleophiles was investigated and yielded compounds 2 – 4 , 6 , and 7 . The oxadiazol derivatives 9 – 12 were obtained from the interaction of hydrazide 8 with benzoic acid in the presence of phosphoryl chloride and/or carbon disulfide in the presence of KOH followed by alkylation with ethyl iodide and hydrazinolysis with hydrazine hydrate, respectively. The quinazolinone derivatives 13 and 22 were utilized to construct new heterocyclic systems 15 – 21 , 23 , and 24 via interaction with different carbon electrophiles. Some of the newly synthesized compounds were characterized on the bases of spectroscopic data. Some of the synthesized compounds were screened for antimicrobial activity.     

新型苯并噁唑(噻唑)衍生物的合成与表征

通过N-氯乙酰或N、N＇-二氯乙酰取代的含氮杂环中间体，4，5-二氯-2-苯基-3-哒嗪酮分别与2-巯基苯并噁唑和2-巯基苯并噻唑反应，合成了8个未见文献报道的苯并噁唑和苯并噻唑衍生物，其结构经^1H NMR，IR，MS及元素分析确认。     

烷硫芳基硫逐磷酰胺酯的合成与生物活性

以MeOP(S)Cl2，甲硫基苯酚和胺类化合物为原料，“一锅反应法”合成了14个通式为MeO(MeSC6H4O)P(S)NHR的磷酰胺酯新化合物，并用元素分析、IR和^1H NMR进行了表征。目标化合物的生物实验表明在0.025%浓度时，杀蚜虫活性为97％－100％。     

新型硝基亚甲基类新烟碱化合物的合成及其杀虫活性

以昆虫乙酰胆碱受体为作用靶标的新烟碱类杀虫剂属于高效、高选择性和环境友好的杀虫剂,依据新烟碱类杀虫剂活性与结构关系,以吡虫啉及其类似物NTN32692为先导结构,在咪唑啉环位置并入可以增强分子脂溶性的六元环基团,设计合成了9个未见文献报道的硝基亚甲基类新烟碱化合物,所有目标化合物的结构均经1H NMR、IR和HR-MS测试技术的确证。初步的生物活性测试结果表明,在500 mg/L下所有目标化合物对豆蚜(Aphis craccivora)都有一定的杀死活性,其中活性最高的化合物4对豆蚜(Aphis craccivora)的校正死亡率为73.0%。并对目标化合物5a～5h的合成方法进行了探讨。     

Synthesis and Biological Activity of Novel Symmetrical Bis-2-phenyliminothiazolidine Derivatives

A series of novel symmetrical bis-2-phenyliminothiazolidine derivatives were designed and synthesized. The structures of all the title compounds were characterized by ¹H NMR and, in some cases, by ¹³C NMR, IR, and high-resolution mass spectra. Herbicidal activities were examined, and some of these compounds showed selectively herbicidal activity against Triticum aestivum. The type of linker between the two 2-phenyliminothiazolidines was crucial for the biological activities.     

多卤代苯甲酰基脲类几丁质抑制剂的合成及杀虫活性多卤代苯甲酰基脲类几丁质抑制剂的合成及杀虫活性

从易得原料百菌清1出发, 经过氟交换、氨解、水解、脱羧和酰化反应, 合成得到10个新的多卤代苯甲酰基脲类几丁质抑制剂衍生物, 总收率为30%～50%. 所有化合物经¹H NMR, HREIMS, IR光谱证实. 对化合物进行了生物活性筛选, 结果表明该类化合物对粘虫和蚊幼虫均有一定的杀虫活性.     

新型4,4-二甲基异噁唑-3-酮衍生物的合成及生物活性研究

以Baylis-Hillman加成物为起始原料,设计并合成了5个结构新颖的4,4-二甲基异唑-3-酮衍生物。所合成的化合物经IR、1HNMR和元素分析确证。生物活性测试结果表明,所合成的目标产物在2000gai/ha的剂量下均具有较好的除草活性。中间体1-(2,4-二氯苯基)-2-溴甲基丙烯酸乙酯具有杀虫活性,在600gai/ha的剂量下对朱砂叶螨防效为100%。     

N'-吡啶(噻唑)甲氧苯基-N-芳酰基脲衍生物的合成与生物活性

通过芳酰基异氰酸酯与吡啶(噻唑)甲氧苯胺的亲核加成反应,合成8个未见文献报道的N'-吡啶(噻唑)甲氧苯基-N-芳酰基脲衍生物.其结构经1H NMR,IR和元素分析表征.初步生物活性试验表明,标题化合物具有良好的杀虫活性,如5d在100mg/L浓度下,对小菜蛾(Plutellaxylostella)和棉铃虫(Heliothis armigera)具有100%的抑制活性.     

三唑酰胺1,4-戊二烯-3-酮衍生物的合成及生物活性

以丙酮和水杨醛为起始原料,设计合成了9个新型含氟1,2,4-三唑酰胺姜黄素类化合物,通过¹H NMR、¹⁹F NMR、IR及元素分析等技术手段对目标化合物进行了结构表征。 采用Airbrush喷雾法进行生物活性测试,结果表明部分化合物具有不同程度的杀虫活性。     

2-(N''-二氯菊酰脲基)嘧啶衍生物的合成与杀虫活性测定

采用活性基团拼接法,以酰基脲为骨架,把二氯菊酸与取代-2-氨基嘧啶环连接起来,合成了7种未见文献报道的2-(N'-二氯菊酰脲基)嘧啶衍生物,其结构经IR,1HNMR,元素分析得到确证,初步的生物活性测试表明部分化合物具有一定的杀虫活性.     

取代嘧啶化合物的合成和生物活性研究

合成了14个新型取代嘧啶类化合物,结构经质谱、红外光谱、氢核磁共振光谱和元素分析确证.杀虫、杀菌和除草活性测定结果表明,部分化合物具有良好的杀菌活性.在嘧啶环的2-位上导入二甲氨基时表现出杀菌活性,但在嘧啶环的5-位上有甲基取代基时,杀菌活性下降.在嘧啶的4-位导入苯氧基时,显示出良好的杀菌活性,如化合物3b,3c和3e,苯环上的最优取代基是2-硝基-4-三氟甲基.     

含1,2,4—三唑基硫代磷酰肟酯的合成及其生物活性

本文合成了１７种含１，２，４－三唑基硫代磷酰肟酯，其结构经ＩＲ、１ＨＮＭＲ、ＭＳ及元素分析确证．生物活性测定了它们的杀虫活性．     

N1-吡啶甲基-N-芳酰基脲衍生物的合成及生物活性

吡啶衍生物;N1-吡啶甲基-N-芳酰基脲衍生物的合成及生物活性     

Synthesis and Biological Activity of Novel Diphenyl N- Substituted Carbamimidoylphosphoramidate Derivatives

Abstract

An efficient synthesis of a series of novel diphenyl N-substituted carbamimidoyl phosphoramidate derivatives was accomplished in two steps. Diphenyl phosphorochloridate (1) was reacted with cyanamide (2) in the presence of 1,4–dimethylpiperazine as a base in THF at 50–55 °C to form an intermediate, diphenyl cyanophosphoramidate (3). Subsequently 3 was reacted with various aromatic/heterocyclic amines (4) in the presence of 1,4–dimethyl piperazine as a base at 55–60 °C to form the corresponding title compounds 5(a-k). The title compounds were tested for antiviral activity against Tobacco mosaic virus (TMV) in vitro, antibacterial and antifungal activities at two different concentrations of 50 and 100 μg/mL. The title compounds exhibited good antiviral and antimicrobial activities when compared to the standards.