Synthesis and spectral characterization of some 2-[(1-((substituted phenylamino) methyl)-1-benzoimidazol-2-yl) alkyl] isoindoline-1,3-diones for in-vitro anthelmintic screening

I. Sudheer Babu; S. Selvakumar

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Synthesis and spectral characterization of some 2-[(1-((substituted phenylamino) methyl)-1-benzoimidazol-2-yl) alkyl] isoindoline-1,3-diones for in-vitro anthelmintic screening

机译：某些2-[（（（（取代苯基氨基）甲基）-1-苯并咪唑-2-基）烷基]异吲哚啉-1,3-二酮的合成及光谱表征用于体外驱虫

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Two series of isoindoline carrying benzimidazoles (6a-n) were synthesized by mannich reaction of 2-alkyl benzimidazolyl isoindoline-1,3-dione (4a-b) with different aromatic primary amines (5a-g) using formaldehyde as condensing agent. The pthalic anhydride (1) and aminoacids (2a-b) condensed at high temperature to give 2-(1,3- dioxoisoindolin-2-yl) carboxylic acids (3a-b). These acids undergo cyclization with orthophenylene diamine yields benzimidazoles (4a-b). The yield of the synthesized compounds ranged from 40-78%. The structures of the synthesized isoindolinedione compounds were verified by IR,1H-NMR,13C-NMR, mass spectral data and physical analysis. The In-vitro anthelmintic screening of all benzimidazolyl isoindolines indicates that, have pronounced potency when compared to albendazole.

机译：使用甲醛作为缩合剂，通过2-烷基苯并咪唑基异吲哚啉-1,3-二酮（4a-b）与不同的芳族伯胺（5a-g）的曼尼希反应，合成了两个系列的带有异吲哚啉的苯并咪唑（6a-n）。邻苯二甲酸酐（1）和氨基酸（2a-b）在高温下缩合，得到2-（1,3-二氧代异吲哚啉-2-基）羧酸（3a-b）。这些酸与邻苯二甲胺进行环化，生成苯并咪唑（4a-b）。合成的化合物的产率为40-78％。通过IR，1 H-NMR，13 C-NMR，质谱数据和物理分析验证了合成的异吲哚二酮化合物的结构。对所有苯并咪唑基异吲哚啉的体外驱虫筛查表明，与阿苯达唑相比，具有显着的效价。

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《Der Pharma Chemica: journal for medicinal chemistry, pharmaceutical chemistry and computational chemistry》 |2013年第4期|共9页
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I. Sudheer Babu; S. Selvakumar;
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Synthesis and spectral characterization of some 2-[(1-((substituted phenylamino) methyl)-1-benzoimidazol-2-yl) alkyl] isoindoline-1,3-diones for in-vitro anthelmintic screening

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