Synthesis and Properties of N1-(indan-4-yl)amidrazones Incorporating Piperazines and Related Congeners
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Keywords

4-aminoindane, hydrazonoyl chlorides, Japp-Klingemann reaction, amidrazones, antitumor activity.

How to Cite

A. Zahra, J. (2020). Synthesis and Properties of N1-(indan-4-yl)amidrazones Incorporating Piperazines and Related Congeners. Jordan Journal of Chemistry (JJC), 14(3), 121-130. https://doi.org/10.47014/14.3.85

Abstract

A selected set of new N1-(indan-4-yl)amidrazones 10a-p, incorporating piperazines or related congeners, has been synthesized by reacting the hydrazonoyl chloride 9 (derived from 4-aminoindane) with the appropriate sec-cyclic amine in the presence of triethyl amine. Suggested chemical structures are supported by IR, 1H-NMR, 13C-NMR and high-resolution MS (ESI) spectral data, and further confirmed by single-crystal X-ray crystallography for 10n. The novel compounds were screened for their antitumor activity against human colon cancer cell lines. Amongst, amidrazones 10d and 10f were fairly active with LD50 values (µM) of 22.9 (HCT-116) and 55.8 (Caco) for 10d, and 36.8 (HCT-116) and 67.2 (Caco) for 10f.

https://doi.org/10.47014/14.3.85
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