Synthesis of novel 3-pyridinecarbonitriles with amino acid function and their fluorescence properties

A.S. Girgis; A. Kalmouch; H. M. Hosni

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Synthesis of novel 3-pyridinecarbonitriles with amino acid function and their fluorescence properties

机译：具有氨基酸功能的新型3-吡啶甲腈的合成及其荧光性质

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A variety of N-[(4,6-diaryl-3-pyridinecarbonitrile)-2-yl] amino acid esters 2-4 were synthesized through the reaction of 2-bromo-3-pyridinecarbonitriles 1 with the appropriate α-amino acid ester hydrochloride in refluxing dioxane in the presence of triethylamine as dehydrohalogenating agent. Similarly, N'-glycylglycine analogues 5 were obtained through the reaction of 1 with the dipeptide ester. On the other hand, attempts were made towards the construction of amino acid derivatives 7 through the reaction of 1 with aqueous solutionα-amino acids 6 in refluxing pyridine, but were unsuccessful, and instead the unexpected 2-amino-3-pyridinecarsized pyridines 2-5 were evaluated. Some of the prepared compounds show considerable antibacterial activity.

机译：通过2-溴-3-吡啶甲腈1与适当的α-氨基酸酯的反应合成了各种N-[（4,6-二芳基-3-吡啶甲腈）-2-基]氨基酸酯2-4在三乙胺存在下，在回流的二恶烷中加入盐酸作为脱卤化氢试剂。类似地，通过1与二肽酯的反应获得N'-甘氨酰甘氨酸类似物5。另一方面，尝试通过使1与回流的吡啶中的α-氨基酸水溶液6反应来构建氨基酸衍生物7，但是没有成功，而是出乎意料的2-氨基-3-吡啶卡尔大小的吡啶2-评价了5。一些制备的化合物显示出相当大的抗菌活性。

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《Amino acids》 |2004年第2期|共8页
作者
A.S. Girgis; A. Kalmouch; H. M. Hosni;
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正文语种 eng
中图分类生物化学;
关键词
3-Pyridinecarbonitriles; α-amino acids; Aromatic nucleo; philic substitution; Fluorescence properties;

机译：3-吡啶甲腈;α-氨基酸;芳香核;亲核取代;荧光性质;

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机译：具有氨基酸功能的新型3-吡啶甲腈的合成及其荧光性质
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Synthesis of novel 3-pyridinecarbonitriles with amino acid function and their fluorescence properties

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