Application In Synthesis of (S)-1-(Dimethylamino)propan-2-ol. The reaction of aromatic heterocyclic molecules with protons is called protonation. Aromatic heterocycles are more basic than benzene due to the participation of heteroatoms. Compound: (S)-1-(Dimethylamino)propan-2-ol, is researched, Molecular C5H13NO, CAS is 53636-17-2, about Structure-Guided Evolution of Potent and Selective CHK1 Inhibitors through Scaffold Morphing. Author is Reader, John C.; Matthews, Thomas P.; Klair, Suki; Cheung, Kwai-Ming J.; Scanlon, Jane; Proisy, Nicolas; Addison, Glynn; Ellard, John; Piton, Nelly; Taylor, Suzanne; Cherry, Michael; Fisher, Martin; Boxall, Kathy; Burns, Samantha; Walton, Michael I.; Westwood, Isaac M.; Hayes, Angela; Eve, Paul; Valenti, Melanie; de Haven Brandon, Alexis; Box, Gary; van Montfort, Rob L. M.; Williams, David H.; Aherne, G. Wynne; Raynaud, Florence I.; Eccles, Suzanne A.; Garrett, Michelle D.; Collins, Ian.
Pyrazolopyridine lead inhibitors with micromolar affinities for the checkpoint kinase CHK1 and selective for CHK1 against CHK2 were refined by fragment-growing and scaffold morphing strategies to generate the isoquinolinylaminopyrazinecarbonitrile I as a potent and selective inhibitor of CHK1 [IC50 (CHK1) = 13 nM, IC50 (CHK2) = > 100 μM] as a potential antitumor agent. Scaffold morphing was used to improve the CHK1 potency and selectivity, synthetic accessibility, and novelty of the inhibitors; the inhibitor core was changed from pyrimido[2,3-b]azaindole to pyrazinylpyrimidinamine to imidazo[4,5-c]pyridine and isoquinoline. The toxicities, lipophilicities, and polar surface areas of selected compounds were determined, while ligand efficiencies were determined for the compounds prepared and tested; the microsomal stability and oral bioavailability of I in mice were determined I potentiated the efficacies of irinotecan and gemcitabine in SW620 human colon carcinoma xenografts in nude mice but had no effect on its own. The structures of six kinase inhibitors including I bound to the CHK1 kinase domain were determined by x-ray crystallog.
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