Synthesis of Some 1-(Flavon-7-yl)-4,5-dihydro-1,2,4-triazin-6(1H)-ones and Related Congeners

Title:Synthesis of Some 1-(Flavon-7-yl)-4,5-dihydro-1,2,4-triazin-6(1H)-ones and Related Congeners

Volume: 9 Issue: 7

Author(s): Marwa N. Abu-Aisheh, Mohammad S. Mustafa, Mohammad S. Mubarak, Mustafa M. El-Abadelah and Wolfgang Voelter

Affiliation:

Keywords: 7-Aminoflavone, 7-amino-2-methylchromen-4-one, 4-oxo-N-(chromen-7-yl)hydrazonoyl chlorides, antitumor activity L-α-amino esters, nitrileimine, substituted dihydro-1, 2, 4-triazin-6-ones, bactericidal, inhibitory, fungicidal, antiviral

Abstract: Herein, a selected set of chiral N1-(4-oxochromen-7-yl)-4,5-dihydro-1,2,4-triazin-6(1H)-ones (7a-k / 8a-k) were prepared via direct interaction of L-α-amino esters with N1-(4-oxochromen-7-yl) nitrile imines (generated in situ from their hydrazonoyl chloride precursors 5a,b by the action of triethylamine). These novel dihydrotriazinone-flavone hybrid compounds (7), their 2- methylchromenone analogs (8) and the L-proline homologs (9,10) were characterized by microanalytical and spectral (HRMS and NMR) data. Compounds 7a and 7i displayed good activity against (MCF-7) breast cancer.

Cite this article as:

N. Abu-Aisheh Marwa, S. Mustafa Mohammad, S. Mubarak Mohammad, M. El-Abadelah Mustafa and Voelter Wolfgang, Synthesis of Some 1-(Flavon-7-yl)-4,5-dihydro-1,2,4-triazin-6(1H)-ones and Related Congeners, Letters in Organic Chemistry 2012; 9 (7) . https://dx.doi.org/10.2174/157017812802139573