An Efficient Synthesis of Novel 4-Aryl-2-thioxo-3,4-dihydro-1H-pyrimido[1,2-a][1,3,5]triazin-6(2H)-ones and Their Antibacterial Activity

被引：1

作者：

Do Van Quy ^{[1
]}

Nguyen Van Hung ^{[1
]}

Stolpovskaya, Nadezhda ^{[1
]}

Kruzhilin, Aleksey ^{[1
]}

Olshannikova, Svetlana S. ^{[1
]}

Holyavka, Marina ^{[1
]}

Sulimov, Vladimir ^{[2
]}

Shikhaliev, Khidmet ^{[1
]}

机构：

[1] Voronezh State Univ, Dept Organ Chem, Univ Skaya Pl 1, Voronezh 394006, Russia

[2] Lomonosov Moscow State Univ, Res Comp Ctr, Leninskie Gory,1,Bldg 4, Moscow 119234, Russia

来源：

MOLBANK | 2022年 / 2022卷 / 03期

关键词：

pyrimido[1,2-a; 1,3,5]triazine; cyclization; antibacterial; pyrimidin-2-ylthiourea; FUSED HETEROCYCLIC-SYSTEMS; S-TRIAZINE RING; CYCLIZATION;

D O I：

10.3390/M1417

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

New substituted 4-aryl-8-methyl-2-thioxo-1,2,3,4-tetrahydro-6H-pyrimido[1,2-a][1,3,5]triazin-6-one 8a-b and ethyl 4-aryl-6-oxo-2-thioxo-1,3,4,6-tetrahydro-2H-pyrimido[1,2-a][1,3,5]triazine-7-carboxylate 8c-e were synthesized by the reaction of the corresponding 4-oxopyrimidin-2-ylthioureas with arylaldehydes. The formation of only one regioisomer was proven using complex spectral data and its structure was characterized. It was found that the interaction of 6-amino-4-phenyl-3,4-dihydro-1,3,5-triazine-2(1H)-thione with ethyl acetoacetate and diethyl ethoxymethylenemalonate leads to the formation of the same regioisomer. That is, changing the sequence of stages in this cascade process does not affect the structure of the final reaction product. All synthesized compounds exhibit antibacterial activity against E. coli and S. aureus cultures at a concentration (MIC) of 256 mu g/mL.

引用

页数：9

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