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The following is a list of drugs. For this assignment, use any resources available to you to find the structures of these drugs and then identify the functional group or groups in each molecule that...

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The following is a list of drugs. For this assignment, use any resources available to you to find the structures of these drugs and then identify the functional group or groups in each molecule that is significantly ionized (>0.1%) at physiological pH (7.4) and give an approximate pKa value for each functional group (+/- 1 pKa unit).

Atropine

  • Ephedrine
  • Phenobarbital
  • Cocaine
  • Morphine
  • Warfarin

For example, a functional group that exhibits a basic pKa of 4.4 is significantly ionized at pH 7.4 while a functional group that exhibits an acidic pKa of 10.4 is significantly ionized at pH 7.4 but those are the limiting pKa values for meeting the criteria.

Answered Same Day Dec 23, 2021

Solution

Robert answered on Dec 23 2021
120 Votes
Solution: PPa040913_111028_1Final
Atropine:
N
O
O
Me
OH
Tertiary amine group
Ephedrine:
H
N
Me
OH
Me
Secondary amine group
Phenoba
ital:
HN NH
O
O
Me
O
Imide group
Imide group
Cocaine:
N O
Me
O
O
O
Me
Tertiary amine group
Morphine:
O
HO
HO
N Me
Phenolic hydroxyl group
Tertiary amine group
Warfarin:
O
Me
O
O
OH
Allylic hydroxyl group
The functional groups circled above are responsible for acidity or basicity of the
espective compounds.
These...
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