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The site-specific basicities of imatinib (Gleevec, a new signal
transduction inhibitor drug of chronic myeloid leukemia) and two of its fragment
compounds were quantitated in terms of protonation macroconstants,
microconstants, and group constants by NMR-pH and pH-potentiometric titrations.
Sequential protonation of imatinib follows the N(34), N(11), N(31), N(13) order,
in which N(11) and N(31) show commensurable basicity, but negligible
intramolecular interaction.
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