Synthesis and
Anticancer Activity of New 2-methylquinoline with Pyridine, Thiazole and Pyrazole
Derivatives
Kudikala Sadanandam, Prasad Pinnoju, Manasa S.K. and Madderla Sarasija
Res. J. Chem. Environ.; Vol. 28(12); 31-41;
doi: https://doi.org/10.25303/2812rjce031041; (2024)
Abstract
This work presents a novel class of 2-methylquinoline derivatives that combine pyridine,
thiazole, pyrazole ring systems. The precursor 1-(2-methylquinolin-3-yl) ethanone
(1) is combined with aldehydes, malononitrile and ethyl cyanoacetate in a one-pot
synthesis to produce 2-amino-6-(2-methylquinolin-3-yl)-4-phenylpyridine hybrids
2 and 3. Synthetic approaches to the (E)-1-(1-(2-methylquinolin-3-yl) ethylidene)
hybrids 5, 6, to treat 1 with thiosemicarbazide and 1-chloropropan-2-one and to
get 7, 8, the compound 1 is treated with bromine and thiourea. Then by using 2-chloroacetyl
chloride and ammonium thiocyanate compounds 9, 10 were prepared.
Furthermore compound 11 is formed when dimethoxy-N,N-dimethylmethanamine and xylene
are treated with compound 1. The 2-methyl-3-(1H-pyrazol-3-yl) quinoline motif 12
was prepared by reacting 1 with dimethylamine and then treating the mixture with
hydrazine. When examined in vitro on A549 and MCF-7 cancer cell lines, the anti-cancer
effects were comparable to those of doxorubicin.
