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Letters in Organic Chemistry

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ISSN (Print): 1570-1786
ISSN (Online): 1875-6255

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Research Article

Synthesis and Properties of N1-(indan-5-yl)amidrazones Incorporating Piperazines and Related Congeners

Author(s): Eslam S. Daldoom, Malak I. Qadri, Jalal A. Zahra, Salim S. Sabri, Mustafa M. El-Abadelah, Monther A. Khanfar, Sanaa Bardaweel and Wolfgang Voelter*

Volume 18, Issue 1, 2021

Published on: 18 August, 2020

Page: [41 - 48] Pages: 8

DOI: 10.2174/1570178617999200818210315

Price: $65

Abstract

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.

Keywords: 5-Aminoindane, Japp-Klingemann reaction, hydrazonoyl chlorides, amidrazones, N-(substituted)piperazines.

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