Page 248 - Medicinal Chemistry Self Assessment
P. 248

Answer:
                       A. Hydrolysis:  Phase  I oseltamivir.

                             Ester hydrolysis
                                                               Amide hydrolysis
                                                                                                      hydrolysis

                       B. Allylic oxidation: Phase  a hydrogen  atom that is required  for  oxidation.

                                                           Already attached
                                                           to a heteroatom
                                                                         Lacks a hydrogen atom     Ester and amide
                                              Already attached
                                              to a heteroatom       Oseltamivir
                                                                                 2.27  Zanamivir and Oseltamivir      237

                       C. Glucuronide conjugation: Phase  II.
                    c.  Glucuronide conjugation: Phase II transformation. It can occur directly with the secondary amine
                          or with the carboxylic acid that results from phase I ester hydrolysis.
















                    D. Oxidation: Phase  I, Yes


                     D. Oxidation: Phase  I, Yes

                    d.  ω-Oxidation: Phase I, Yes









                       E. Oxidative O-Dealkylation: Phase  I, Yes
                    e.  Oxidative O-Dealkylation: Phase I, Yes

                     E. Oxidative O-Dealkylation: Phase  I, Yes


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