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In this paper, we present the structure-based design, synthesis and biological activity of N-pyrazole, N?-thiazole-ureas as potent inhibitors of p38alpha mitogen-activated protein kinase (p38alpha MAPK). Guided by complex crystal structures, we employed the initially identified N-aryl, N?-thiazole urea scaffold and introduced key structural elements that allowed the formation of novel hydrogen bonding interactions within the allosteric site of p38alpha, resulting in potent type III inhibitors. [4-(3-tert-Butyl-5-{[(1,3-thiazol-2-ylamino)carbonyl]amino}-1H-pyrazol-1-yl) -phenyl]acetic acid 18c was found to be the most potent compound within this series and inhibited p38alpha activity with an IC50 of 135 ± 21 nM. Its closest analog, ethyl [4-(3-tert-butyl-5-{[(1,3-thiazol-2-ylamino) carbonyl]amino}-1H-pyrazol-1-yl)phenyl]acetate 18b, effectively inhibited p38alpha mediated phosphorylation of the mitogen activated protein kinase activated protein kinase 2 (MK2) in HeLa cells.
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Reference：
Thiazole | C3H10767NS – PubChem,
Thiazole | chemical compound | Britannica