Synthesis and Biological Activity of 4-Amino-5-cyano-6-alkylamino Pyridine Derivatives

doi:10.6023/cjoc201503028

Chin. J. Org. Chem. ›› 2015, Vol. 35 ›› Issue (10): 2212-2217.DOI: 10.6023/cjoc201503028 Previous Articles Next Articles

Notes

4-氨基-5-氰基-6-烷胺基吡啶衍生物的合成与生物活性

刘建超^a, 任青云^b, 贺红武^a

a 华中师范大学化学学院武汉 430079;
b 广东东阳光药业研究院新药所抗感染原创部东莞 523871

收稿日期:2015-03-18 修回日期:2015-05-21 发布日期:2015-06-12
通讯作者: 任青云, 贺红武 E-mail:RenQingyun@hecpharm.com;he1208@mail.ccnu.edu.cn
基金资助:
国家自然科学基金(Nos. 21172090, 31000867)、教育部创新团队项目部分(No. IRT0953)资助项目.

Synthesis and Biological Activity of 4-Amino-5-cyano-6-alkylamino Pyridine Derivatives

Liu Jianchao^a, Ren Qingyun^b, He Hongwu^a

a College of Chemistry, Central China Normal University, Wuhan 430079;
b Anti-infection Innovation Department, New Drug Research Institute, Sunshine Lake Pharma Co., Ltd, Dongguan 523871

Received:2015-03-18 Revised:2015-05-21 Published:2015-06-12
Supported by:
Project supported by the National Program on Key Basic Research Project (973 Program. No. 2010CB126100), the National Natural Science Fundation of China (No. 21172090; 31000867) and the Program for Changjiang Scholars and Innovatives Research Team in University (No. IRT0953).

1. Synthesis and Biological Activity of 4-Amino-5-cyano-6-alkylamino Pyridine Derivatives.PDF(339KB)

Abstract

A series of new 4-amino-5-cyano-6-alkylamino pyridine derivatives have been designed and synthesized from 2-cyano-3-alkylamino-3-amino acrylonitriles and β-dicarbonyl compounds using Zn(NO₃)₂ and C₂H₅ONa as catalysts in anhydrous ethanol. The structures of target compounds have been confirmed by ¹H NMR, EI-MS, IR spectroscopy and elemental analysis. The structure of 2-methyl-4-amino-5-cyano-6-(2-hydroxyl ethylamino)-nicotinic ethyl ester has been determined by single crystal X-ray diffraction. The results of preliminary bioassay indicated that some compounds possess potential good fungicidal activities at a dosage of 5.0×10^-⁵ g/mL, and some compounds also possess moderate herbicidal activities against the Rape and Barnyard grass.

Key words: multisubstituted pyridines, Zn(NO₃)₂·, 6H₂O, β-dicarbonyl compound, fungicidal activity, herbicidal activity

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Liu Jianchao, Ren Qingyun, He Hongwu. Synthesis and Biological Activity of 4-Amino-5-cyano-6-alkylamino Pyridine Derivatives[J]. Chin. J. Org. Chem., 2015, 35(10): 2212-2217.

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4-氨基-5-氰基-6-烷胺基吡啶衍生物的合成与生物活性

Synthesis and Biological Activity of 4-Amino-5-cyano-6-alkylamino Pyridine Derivatives

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