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

Author:

Daldoom Eslam S.1,Qadri Malak I.1,Zahra Jalal A.1,Sabri Salim S.1,El-Abadelah Mustafa M.1,Khanfar Monther A.1,Bardaweel Sanaa2,Voelter Wolfgang3

Affiliation:

1. Chemistry Department, Faculty of Science, The University of Jordan, Amman, 11942,Jordan

2. Department of Pharmaceutical Sciences, School of Pharmacy, The University of Jordan, Amman 11942,Jordan

3. Interfakultaeres Institut fuer Biochemie, Universitaet Tuebingen, Hoppe-Seyler Strasse 4, Tuebingen 72076,Germany

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, <sup>1</sup>H NMR, <sup>13</sup>C 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 IC<sub>50</sub> values of 69 μM and 61 μM, respectively.

Publisher

Bentham Science Publishers Ltd.

Subject

Organic Chemistry,Biochemistry

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