Page 66 - Medicinal Chemistry Self Assessment
P. 66

Section 2  Whole Molecule Drug Evaluation








                                                                                   1.16 Haloperidol






            Shown below is the structure of haloperidol. Six of its functional groups have been identified.

                                                                          E

                                                          C      D
                                         A



                                                                             F
                                                       B

            1.  Using the table below, identify the six boxed functional groups. For each of the functional groups you
                    1.  Using the
                identified, indicate if it is hydrophilic or hydrophobic in character. Also provide a brief explanation for
                    2.  Based on or induction.
                your response.
                    3.  Using the.4, and 8.5.
                      Functional Group Name        Hydrophilic or Hydrophobic
                A
                B                                                         E
                C                                         C     D
                D                        A
                E
                F

                                                                             F

            2.  Based on their electronic properties AND their relative positions in the molecule, identify if functional
                                                       B

                groups A, C, and E are electron withdrawing or electron donating. Additionally, identify if this effect is
                    4.  Shown below modification can enhance the duration of haloperidol.
                due to resonance or induction.

                    1.  Using the
            3.  Using the unmodified structure of haloperidol and the table below, identify all of the acidic and basic
                    2.  Based on or induction.
                functional groups present in the structure, provide the normal pK  range for each functional group, and
                                                                           a
                    3.  Using the.4, and 8.5.
                identify if each functional group would be primarily ionized or unionized in pH environments=1.7, 5.5,
                6.0, 7.4, and 8.5.





                    5.  Using the table below, identify the groups.


                                                                         C
                    4.  Shown below modification can enhance the duration of haloperidol.
                                                             55 B

                                                                                  D
                                                      A




                    6.  Shown below is the perform with haloperidol.



                    5.  Using the table below, identify the groups.

                                                                         C
                                                               B

                                                                                 D
                                                     A




                    6.  Shown below is the perform with haloperidol.
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