Page 32 - Medicinal Chemistry Self Assessment
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Section 1 General Self Assessment
1.6 1.6 Stereochemistry and Drug Action
Stereochemistry and Drug Action
1. Shown below are the structures of acebutolol, estradiol, cefamandole, and nifedipine. For each of these
compounds, identify all chiral centers.
1. Shown below are the structures of acebutolol, estradiol, cefamandole, and nifedipine. For each of these
compounds, identify all chiral centers.
N OH
O O
OH
H N H O
Estradiol
O
Acebutolol
H
H 3 C N CH 3
O
S H 3 CO 2 C
N CH 3 CO 2 CH 3
OH H N S N NO 2
O N
CO 2 H N N
Cefamandole Nifedipine
2. For each of the four drug molecules shown in question 1:
a. Identify if it can have an enantiomer. Provide an explanation for your response.
b. Identify if it can have a diastereomer. Provide an explanation for your response.
c. Identify if it can have a geometric isomer. Provide an explanation for your response.
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