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We described the synthesis of carboxamide derivatives designed as novel simplified imatinib analogues and their antiproliferative and anti-inflammatory activities. Compound 2c showed a unique conformation determined by X-ray diffraction and by NMR 1H and displayed antiproliferative potency in the same magnitude order than the standard imatinib. Compounds 6-10 were prepared by structural modification in carboxamide 2c, and with exception of derivative 10, they were inactive as antiproliferative agent. However, these compounds showed same anti-inflammatory potency than imatinib, standing out carboxamide 9 that was six time more potent as TNF-α inhibitor production.
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