Synthesis and antimicrobial activity of 5-substituted-2-phenyl-3-(o-carboethoxyphenyl)iminomethyl indoles and their derivatives.

B. H. M. Mruthyunjayaswamy; B. K. Shanthaveerappa; S. M. Basavarajaiah

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Synthesis and antimicrobial activity of 5-substituted-2-phenyl-3-(o-carboethoxyphenyl)iminomethyl indoles and their derivatives.

机译：5-取代的-2-苯基-3-（邻-乙氧基乙氧基苯基）亚氨基甲基吲哚及其衍生物的合成及抑菌活性。

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5-Substituted indole-3-carboxaldehydes (1a-c) on reaction with ethyl anthranilate (2) in ethanol under reflux for 8 h in presence of catalytic amount of concentrated hydrochloric acid gave 5-substituted-2-phenyl-3-(o-carboxy-phenyl)iminomethyl indoles (3a-c), which on further reaction with hydrazine hydrate in ethanol under reflux for 5 h yielded 5-substituted-2-phenyl-3-(o-carboethoxyhydrazidophenyl)iminomethyl indoles (4a-c). Compounds (4a-c) on reaction with acetyl acetone/ethyl acetoacetate and ethylcyanoacetate in ethanol under reflux conditions for 5 h in presence of catalytic amount of glacial acetic acid furnished 5-substituted-2-phenyl-3-[o-carboxy-(3',5'-dimethylpyrazol/3'-methyl-pyrazol-5'-one/3'-aminopyrazol-5'-one-1'-)ylphenyl]iminomethyl indoles (5a-c), (6a-c) and (7a-c), respectively. All the newly synthesized compounds have been tested for their antimicrobial activity against E. coli, S. aureus, P. vulgaris, A. niger and C. albicans. Some of the compounds exhibited good activity against all the microorganisms tested.

机译：在催化量的浓盐酸存在下，在乙醇中与邻氨基苯甲酸乙酯（2）在回流下与邻氨基苯甲酸乙酯（2）反应后，用5-取代的吲哚-3-甲醛（1a-c）得到5-取代的-2-苯基-3-（o） -羧基-苯基）亚氨基甲基吲哚（3a-c），与乙醇中的水合肼在回流下进一步反应5小时后，生成5-取代的-2-苯基-3-（邻-乙氧基乙二酰肼基苯基）亚氨基甲基吲哚（4a-c）。在催化量的冰醋酸存在下，在回流条件下，化合物（4a-c）与乙酰丙酮/乙酰乙酸乙酯和氰基乙酸乙酯在乙醇中反应5小时，得到5-取代的-2-苯基-3- [o-羧基-（ 3′，5′-二甲基吡唑/ 3′-甲基吡唑-5′-一/ 3′-氨基吡唑-5′-一-1′-）基苯基]亚氨基甲基吲哚（5a-c），（6a-c）和（7a-c）。已经测试了所有新合成的化合物对大肠杆菌，金黄色葡萄球菌，寻常型毕赤酵母，黑曲霉和白色念珠菌的抗菌活性。一些化合物对所有测试的微生物表现出良好的活性。

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《Journal of the Indian Chemical Society》 |2010年第9期|共7页
作者
B. H. M. Mruthyunjayaswamy; B. K. Shanthaveerappa; S. M. Basavarajaiah;
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正文语种 eng
中图分类化学;
关键词
Schiff bases; indoles; pyrazoles; antimicrobial activity.;

机译：席夫碱;吲哚;吡唑;抗菌活性;

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1. Synthesis and antimicrobial activity of 5-substituted-2-phenyl-3-(o-carboethoxyphenyl)iminomethyl indoles and their derivatives. [J] . B. H. M. Mruthyunjayaswamy, B. K. Shanthaveerappa, S. M. Basavarajaiah Journal of the Indian Chemical Society . 2010,第9期

机译：5-取代的-2-苯基-3-（邻-乙氧基乙氧基苯基）亚氨基甲基吲哚及其衍生物的合成及抑菌活性。
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Synthesis and antimicrobial activity of 5-substituted-2-phenyl-3-(o-carboethoxyphenyl)iminomethyl indoles and their derivatives.

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