Page 47 - Medicinal Chemistry Self Assessment
P. 47
36 Medicinal Chemistry Self Assessment
2. Based on the information in the structure evaluation grid, determine if cefprozil is an acidic, basic, or
amphoteric drug. Provide a brief explanation for your answer.
3. Cefprozil is administered orally as a tablet or liquid suspension. Consider each of the acidic and basic
functional groups and determine whether each group will be predominantly ionized or unionized
as it moves through the gastrointestinal (GI) tract, into systemic circulation, and then into the urine.
[The relevant pK values=10, 1.7, and 7.2.] Complete the grid below.
a
Ionized or Ionized or Ionized or
Name of Acidic or Ionized or Unionized Unionized Unionized at Ionized or
Functional Basic Unionized at at pH=1 at pH=7.4 pH=8 Unionized at
Group (pK ) pH=5 (saliva) (stomach) (plasma) (intestine) pH=6 (urine)
a
4. Given the predominant ionization state of these acidic and basic functional groups as they
traverse the GI tract and the information in the structure evaluation grid, determine in which GI
compartment(s) drug absorption could occur.
