Synthesis of 5-Arylisoxazole and 4,5-Dichloroisothiazole Amino-Substituted Derivatives and Their Biological Activity

被引:1
|
作者
Kolesnik, I. A. [1 ]
Petkevich, S. K. [1 ]
Mertsalov, D. F. [2 ]
Chervyakova, L., V [2 ]
Nadirova, M. A. [2 ]
Tyurin, A. P. [3 ]
Guan, A. Y. [4 ]
Liu, C. L. [4 ]
Potkin, V., I [1 ]
机构
[1] Natl Acad Sci Belarus, Inst Phys & Organ Chem, Minsk 220072, BELARUS
[2] Peoples Friendship Univ Russia, Moscow 117198, Russia
[3] Gause Inst New Antibiot, Moscow 119021, Russia
[4] Shenyang Sinochem Agrochem R&D Co Ltd, State Key Lab Discovery & Dev Novel Pesticide, Shenyang 110021, Peoples R China
基金
俄罗斯基础研究基金会;
关键词
isoxazole; isothiazole; amine; alkylation; acylation; phthalimide; ISOXAZOLE; AMIDES;
D O I
10.1134/S1070363222010066
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A series of amino derivatives of 5-arylisoxazoles and 4,5-dichloroisothiazole with primary and secondary amino groups was synthesized. 3-Aminomethyl-5-arylisoxazol-3-ylmethanamines were obtained on the basis of 5-aryl-3-(chloromethyl)isoxazoles using the Gabriel phthalimide method. 5-Arylisoxazol-3-yl- and 4,5-dichloroisothiazol-3-ylallylamines were synthesized in two ways: reduction of azomethines obtained by condensation of 5-arylisoxazolyl- and 4,5-dichloroisothiazolyl-3-carbaldehydes with allylamine, and by nucleophilic substitution of the chlorine atom in 3-chloromethyl derivatives of the corresponding azoles by reaction with allylamine. Amides and sulfonamides of azolylallylamines were synthesized. Some of the compounds obtained showed antibacterial and fungicidal activity.
引用
收藏
页码:29 / 39
页数:11
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