3.63 Quinapril (trade name Accupril) is a drug used to treat hypertension and congestive heart failure. a. Identify the functional groups in quinapril. HO´ b. Classify any alcohol, amide, or amine as 1°, 2°, or 3º. C. At which sites can quinapril hydrogen bond to water? d. At which sites can quinapril hydrogen bond to acetone [(CH3)½CO]? e. Label the most acidic hydrogen atom. f. Which site is most basic? quinapril

Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
Section: Chapter Questions
Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
icon
Related questions
Question
### Quinapril (Accupril) Overview

Quinapril, known commercially as Accupril, is a medication primarily used to manage hypertension and congestive heart failure. Below is a representation of the chemical structure of quinapril, accompanied by related questions to explore its properties and interactions.

**Chemical Structure:**

- The provided diagram illustrates the molecular structure of quinapril. Key features include various functional groups, such as carbonyl (C=O), hydroxyl (OH), and amide (N-C=O) groups, as well as an aromatic ring.

**Discussion Points:**

a. **Identify the Functional Groups in Quinapril:**

   - Quinapril contains the following functional groups:
     - Carbonyl group (C=O)
     - Amide group (N-C=O)
     - Hydroxyl group (OH)
     - Aromatic ring

b. **Classification of Alcohol, Amide, or Amine:**

   - The hydroxyl group is an alcohol, which should be classified as primary (1°).
   - The amide group is typically classified under amides.

c. **Hydrogen Bonding with Water:**

   - The sites where quinapril can hydrogen bond with water include the hydroxyl group (OH) and the oxygen of the carbonyl group, as these are polar and can form hydrogen bonds with water molecules.

d. **Hydrogen Bonding with Acetone [(CH₃)₂CO]:**

   - Quinapril can hydrogen bond with acetone primarily through the hydroxyl group. The hydrogen from the hydroxyl group can interact with the oxygen of acetone.

e. **Most Acidic Hydrogen Atom:**

   - The most acidic hydrogen atom is typically found on the hydroxyl group (OH), as this hydrogen can dissociate in an aqueous solution.

f. **Most Basic Site:**

   - The most basic site is likely the nitrogen in the amide group, as nitrogen atoms in such structures can act as proton acceptors.

These insights provide a foundational understanding of quinapril’s chemical interactions, relevant to its pharmacological effects.
Transcribed Image Text:### Quinapril (Accupril) Overview Quinapril, known commercially as Accupril, is a medication primarily used to manage hypertension and congestive heart failure. Below is a representation of the chemical structure of quinapril, accompanied by related questions to explore its properties and interactions. **Chemical Structure:** - The provided diagram illustrates the molecular structure of quinapril. Key features include various functional groups, such as carbonyl (C=O), hydroxyl (OH), and amide (N-C=O) groups, as well as an aromatic ring. **Discussion Points:** a. **Identify the Functional Groups in Quinapril:** - Quinapril contains the following functional groups: - Carbonyl group (C=O) - Amide group (N-C=O) - Hydroxyl group (OH) - Aromatic ring b. **Classification of Alcohol, Amide, or Amine:** - The hydroxyl group is an alcohol, which should be classified as primary (1°). - The amide group is typically classified under amides. c. **Hydrogen Bonding with Water:** - The sites where quinapril can hydrogen bond with water include the hydroxyl group (OH) and the oxygen of the carbonyl group, as these are polar and can form hydrogen bonds with water molecules. d. **Hydrogen Bonding with Acetone [(CH₃)₂CO]:** - Quinapril can hydrogen bond with acetone primarily through the hydroxyl group. The hydrogen from the hydroxyl group can interact with the oxygen of acetone. e. **Most Acidic Hydrogen Atom:** - The most acidic hydrogen atom is typically found on the hydroxyl group (OH), as this hydrogen can dissociate in an aqueous solution. f. **Most Basic Site:** - The most basic site is likely the nitrogen in the amide group, as nitrogen atoms in such structures can act as proton acceptors. These insights provide a foundational understanding of quinapril’s chemical interactions, relevant to its pharmacological effects.
Expert Solution
trending now

Trending now

This is a popular solution!

steps

Step by step

Solved in 2 steps with 10 images

Blurred answer
Similar questions
  • SEE MORE QUESTIONS
Recommended textbooks for you
Chemistry
Chemistry
Chemistry
ISBN:
9781305957404
Author:
Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:
Cengage Learning
Chemistry
Chemistry
Chemistry
ISBN:
9781259911156
Author:
Raymond Chang Dr., Jason Overby Professor
Publisher:
McGraw-Hill Education
Principles of Instrumental Analysis
Principles of Instrumental Analysis
Chemistry
ISBN:
9781305577213
Author:
Douglas A. Skoog, F. James Holler, Stanley R. Crouch
Publisher:
Cengage Learning
Organic Chemistry
Organic Chemistry
Chemistry
ISBN:
9780078021558
Author:
Janice Gorzynski Smith Dr.
Publisher:
McGraw-Hill Education
Chemistry: Principles and Reactions
Chemistry: Principles and Reactions
Chemistry
ISBN:
9781305079373
Author:
William L. Masterton, Cecile N. Hurley
Publisher:
Cengage Learning
Elementary Principles of Chemical Processes, Bind…
Elementary Principles of Chemical Processes, Bind…
Chemistry
ISBN:
9781118431221
Author:
Richard M. Felder, Ronald W. Rousseau, Lisa G. Bullard
Publisher:
WILEY