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Synthesis and Properties of N1-(indan-5-yl)amidrazones Incorporating Piperazines and Related Congeners
Letters in Organic Chemistry ( IF 0.7 ) Pub Date : 2020-12-31 , DOI: 10.2174/1570178617999200818210315
Eslam S. Daldoom 1 , Jalal A. Zahra 1 , Salim S. Sabri 1 , Mustafa M. El-Abadelah 1 , Monther A. Khanfar 1 , Sanaa Bardaweel 2 , Wolfgang Voelter 3
Affiliation  

A selected set of new N1-(indan-5-yl)amidrazones 4a-p, encompassing piperazines or related amines, has been prepared via interaction of the hydrazonoyl chloride 3 (derived from 5-aminoindane) with the appropriate sec-cyclic amine in the presence of triethylamine. Their suggested structures are supported by IR, 1H NMR, 13C NMR, high-resolution MS (ESI) spectral data, and further confirmed by single-crystal X-ray crystallography for 4k. These novel compounds were screened for their antitumor activity against breast cancer cells (MCF7 and T47D); amongst all of them, only compound 4o, incorporating N-(pyrimidin-2-yl)piperazine, was fairly active with IC50 values of 69 μM and 61 μM, respectively.



中文翻译:

含哌嗪及其相关同类物的N1-(茚满-5-基)酰胺基化合物的合成与性能

通过将hydr酰氯3(衍生自5-氨基茚满)与适当的仲环胺相互作用,制得了一组选定的新N1-(茚满-5-基)氨基dra 4a-p,包括哌嗪或相关胺。三乙胺的存在。IR,1 H NMR,13 C NMR,高分辨率MS(ESI)光谱数据支持了它们的建议结构,并通过单晶X射线晶体学对4k进行了进一步证实。筛选了这些新型化合物对乳腺癌细胞(MCF7和T47D)的抗肿瘤活性。在所有这些化合物中,只有掺有N-(嘧啶-2-基)哌嗪的化合物4o具有相当高的活性,IC 50值分别为69μM和61μM。

更新日期:2021-03-09
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