期刊文献+

氨基甲酸-2-氯吡啶-5-甲酯化合物的合成与抑菌活性

Synthesis and fungicidal activity of(2-chloropyridin-5-yl)methyl carbamates
在线阅读 下载PDF
导出
摘要 以芳香硝基化合物、2-氯-5-吡啶甲醇和一氧化碳为原料,在Pd-Fe/Ti O2催化下进行羰基化反应,合成了11个新型氨基甲酸-2-氯吡啶-5-甲酯化合物,其结构经1H NM R和M S表征。初步抑菌活性测定结果表明:在50 mg/L下,大多数目标化合物对4种供试病原菌具有一定的抑制活性,其中化合物3f(4-甲氧基苯基氨基甲酸-2-氯吡啶-5-甲酯、3h(2,4-二氯苯基氨基甲酸-2-氯吡啶-5-甲酯)和3j(3,4-二氯苯基氨基甲酸-2-氯吡啶-5-甲酯)对小麦赤霉病菌Gibberella zeae的抑制率达77.3%以上,3f对苹果轮纹病菌Physalospora piricola的抑制率达82.5%,与对照药多菌灵接近;所有化合物在50 mg/L下对番茄灰霉病菌Botrytis cinerea的抑制活性均优于对照药多菌灵。 Eleven novel (2-chloropyridin-5-yl)methyl carbamates were synthesized by Pd-Fe/TiO2 catalyzed carbonylation of aromatic nitro-compounds and (2-chloropyridin-5-yl)methanol with carbon monoxide. Their structures were confirmed by ^1H NMR and MS. Preliminary fungicidal activity tests indicated that some of the target compounds exhibited certain degree of inhibiting effect against four tested strains at the concentration of 50 mg/L. The inhibition rate against Gibberella zeae was over 77.3% for compound 3f [ ( 2-chloropyridin-5-yl ) methyl ( 4-methoxyphenyl ) carbamate ], 3h [ 2- chloropyridin-5 -yl ) methyl ( 2,4 -dichlorophenyl ) carbamate ~ and 3j [ ( 2-chloropyridin-5 -yl ) methyl ( 3, 4-dichlorophenyl) carbamate]. Compound 3f showed 82.5% of inhibition rate against Physalospora piricola, that was almost equal to carbendazim. All compounds showed better fungicidal activities against Botrytis cinerea than carbendazim.
作者 刘长春
出处 《农药学学报》 CAS CSCD 北大核心 2015年第1期97-100,共4页 Chinese Journal of Pesticide Science
关键词 氨基甲酸酯 2-氯-5-甲基吡啶 羰基化 抑菌活性 carbamates 2-chloro-5-methylpyridine carbonylation fungicidal activity
作者简介 刘长春,男,硕士,教授,主要从事有机合成研究,E-mail:ccl67@126.com
  • 相关文献

参考文献18

  • 1强晓明,袁文,桑志培,邓勇.染料木素氨基甲酸酯类衍生物的合成及生物活性研究[J].有机化学,2013,33(3):621-629. 被引量:4
  • 2Velikorodov A V,Ionova V A,Degtyarev OV,et al.Synthesisand antimicrobial and antifungal activity of carbamate-functionized spiro compounds[J].Pharm Chem J,2013,46(12):715-719.
  • 3Ma Hongju,Xie Ruliang,Zhao Qianfei,et al.Synthesis andinsecticidal activity of novel carbamate derivatives as potentialdual-binding site acetylcholinesterase inhibitors[J].J Agric Food Chem,2010,58(24):12817-12821.
  • 4Narasaiaha T,Subba R D,Rasheeda S,et al Synthesis of novelcarbamate,sulfonamide analogues of(2'-(1H-tetrazol-5-yl)-biphenyl-4-yl)methanamine and their antibacterial,antifungalactivities[J].Der Pharmacia Lettre,2012,4(3):854-862.
  • 5Sanaa V L R,Katlaa V R,Chennamsettya S,et al.Synthesis ofcarbamate and sulfonamide derivatives of amlodipine and theirantimicrobial activity[J].Der Pharmacia Sinica,2013,4(1):10-16.
  • 6吴宁波,陈卫东,须志平,杨小宝,徐晓勇.含1,4-二氢吡啶环的新烟碱类化合物的合成及杀虫活性[J].农药学学报,2010,12(2):119-126. 被引量:4
  • 7He Yinju,Hu Deyu,Lli Mingming,et al.Synthesis,insecticidal,and antibacterial activities of novel neonicotinoidanalogs with dihydropyridine[J].Chem Cent J,2013,7(1):76-81.
  • 8Wang Baozhu,Cheng Jiagao,Xu Zhiping,et al.Synthesis andbiological activity evaluation of novel β-substitutednitromethylene neonicotinoid analogues[J].Molecules,2012,17(9):10014-10025.
  • 9戴红,刘建兵,苗文科,吴珊珊,秦雪,张欣,王婷婷,方建新.新型含吡啶环取代的吡唑肟醚类化合物的合成及生物活性研究[J].有机化学,2011,31(10):1662-1667. 被引量:6
  • 10梁英,张志刚,魏三,杨自文.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[J].有机化学,2011,31(4):582-585. 被引量:5

二级参考文献44

共引文献23

相关作者

内容加载中请稍等...

相关机构

内容加载中请稍等...

相关主题

内容加载中请稍等...

浏览历史

内容加载中请稍等...
;
使用帮助 返回顶部