Page 153 - Medicinal Chemistry Self Assessment
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7.  Shown below are or a phase II transformation.

                                   Metabolite A
                                   Metabolite B
                                   Metabolite C

              Answer
              Metabolite A: Aromatic oxidation, phase I
              Metabolite B: Benzylic oxidation, phase I
            142  Note: Due to the ability to form a conjugated system, this secondary hydroxyl group readily
                   Medicinal Chemistry Self Assessment
              undergoes dehydration to form the following metabolite.




                                                              Dehydration allows
                                                             conjugation between
                                                              the amide and the
                                                                aromatic ring.

                Metabolite C: Oxidative N-dealkylation followed by oxidation of the resulting aldehyde to a carbox-
                ylic acid by aldehyde dehydrogenase, phase I
































































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