4.1 Article

Synthesis and antimicrobial evaluation of novel polyheterocyclic systems derived from cyclopenta[4′,5′]pyrido[3′,2′:4,5]furo[3,2-d]pyrimidine

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CHEMISTRY OF HETEROCYCLIC COMPOUNDS
卷 57, 期 1, 页码 75-80

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SPRINGER
DOI: 10.1007/s10593-021-02870-1

关键词

7-azidofuro[3,2-d]pyrimidine; cyclopenta[4 ',5 ']pyrido[3 ',2 ':4,5]furo[3,2-d]pyrimidin-7-amines; furo[2,3-e][1,2,4]triazolo[4,3-c]pyrimidine; antimicrobial activity; azide-tetrazole equilibrium; Dimroth rearrangement

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The synthesis of new cyclopenta[4',5']pyrido[3',2':4,5]furo[3,2-d]pyrimidin-7-amines has shown potent antimicrobial properties, with the 3,5-dimethyl-1H-pyrazol-1-yl moiety playing a crucial role in their activity. The impact of the 3,5-dimethyl-1H-pyrazol-1-yl group on Dimroth rearrangement and azide-tetrazole equilibrium has also been explored.
The synthesis of new cyclopenta[4',5']pyrido[3',2':4,5]furo[3,2-d]pyrimidin-7-amines have been carried out to study their antimicrobial activity. The biological tests evidenced that some of the synthesized compounds exhibit pronounced antimicrobial properties. A study of the structure-activity relationship revealed that the 3,5-dimethyl-1H-pyrazol-1-yl moiety linked to the carbon C-9 of the pyrimidine plays a decisive role in the manifestation of activity. The influence of 3,5-dimethyl-1H-pyrazol-1-yl group on the Dimroth rearrangement and azide-tetrazole equilibrium has also been examined.

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