Page 18 - Medicinal Chemistry Self Assessment
P. 18
Section 1 General Self Assessment
1.2 Identifying Acidic and Basic
Functional Groups
1.2
1. For each of the drugs or experimental drugs shown below, identify all of the acidic and basic functional
1. For each of the drugs or experimental drugs shown below, identify all of the acidic and basic functional
groups.
groups.
Experimental oral anticoagulant Bromfenac
Sorbinil
Experimental antidiabetic agent
5. Shown below is the structure of clonidine, an D adrenergic agonist that can be used to treat hypertension.
Drug Name Acidic Functional Groups Basic Functional Groups
Clonidine contains a guanidine functional group (highlighted in bold) that has a pKa of 8.3. Other guanidine
Experimental Oral Anticoagulant
functional groups, such as that seen with arginine are much more basic with a pKa of 12.5. Provide a chemical
Bromfenac
Sorbinil
explanation for this difference.
Experimental Antidiabetic Agent
pK a = 12.5
pK a = 8.3
Clonidine Arginine
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