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A Facile One‐pot Synthesis and Anticancer Evaluation of Interesting Pyrazole and Pyrimidinthione via Heterocyclic Interconversion
Author(s) -
Rizk Sameh A.,
Shaban Safa
Publication year - 2019
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.3625
Subject(s) - chemistry , pyrazole , cytotoxicity , pyrimidine , yield (engineering) , one pot synthesis , combinatorial chemistry , stereochemistry , organic chemistry , in vitro , catalysis , biochemistry , materials science , metallurgy
Design and synthesis of new pyrazole, pyrimidinthione, and triazepinthione derivatives via heterocyclic ring opening of azacoumarin were promoted with grinding and ultrasonic reaction conditions. Efficient solventless one‐pot synthesis can be well progressed to afford the good yield of new heterocyclic products that were characterized by IR, 1 H‐NMR, MS, and microanalytical data. Anticancer evaluation for the synthesized compounds exhibited moderate to good cytotoxicity such as pyrazole derivatives 5 , 9 , and 14 that displayed best cytotoxic activities with IC 50 8.16 ± 1.1, 7.02 ± 0.6, and 5.12 ± 0.41 μg/mL and 9.28 ± 0.7, 6.45 ± 0.9, and 5.85 ± 0.26 μg/mL for MCF‐7 and WI cells, respectively. Pyrimidine derivatives 6 , 11 , and 15 exhibited strong cytotoxicity with IC 50 8.9 ± 0.62, 7.16 ± 0.5, and 7.72 ± 0.41 μg/mL against MCF‐7.