Aqueous degradation of N-(hydroxymethyl)-phthalimide in the presence of specific and general bases. Kinetic assessment of N-hydroxymethyl derivatives of nitrogen heterocycles as possible prodrugs

Add time:08/26/2019    Source:sciencedirect.com

The conversion of N-(hydroxymethyl) phthalimide (NHPH) to phthalimide could not be detected within 300 s at pH 9.0 whereas in 0.18 M NaOH complete conversion of NHPH to phthalimide was observed within 50 s. In the presence of 0.2–0.4 M 1,4-diazabicyclo[2.2.2]octane buffer solutions (pH 9.30–9.54), 40–60% conversion of NHPH to phthalimide occurred within 90–120 s. The initial concentration of NHPH affected the extent of conversion of NHPH to phthalimide.

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