key term - Acetylsalicylic Acid

Definition

Acetylsalicylic acid, commonly known as aspirin, is a medication used to reduce pain, fever, and inflammation. It is a type of acid anhydride that is widely used in the pharmaceutical industry and has a variety of applications in organic chemistry.

5 Must Know Facts For Your Next Test

1. Acetylsalicylic acid is synthesized by the reaction of salicylic acid with acetic anhydride, which is an acid anhydride.
2. The acetylation of salicylic acid produces acetylsalicylic acid, which has improved analgesic and anti-inflammatory properties compared to salicylic acid.
3. Acetylsalicylic acid is a versatile compound that is used in the production of various pharmaceutical drugs, as well as in the synthesis of other organic compounds.
4. The mechanism of action of acetylsalicylic acid involves the inhibition of cyclooxygenase enzymes, which play a crucial role in the production of prostaglandins and other inflammatory mediators.
5. Acetylsalicylic acid can also be used as an antiplatelet agent, as it irreversibly inhibits the aggregation of blood platelets, making it useful in the prevention of cardiovascular events.

Review Questions

• Explain the synthesis of acetylsalicylic acid from salicylic acid and acetic anhydride.
  • Acetylsalicylic acid is synthesized by the reaction of salicylic acid and acetic anhydride, an acid anhydride. In this reaction, the hydroxyl group of salicylic acid undergoes an acylation reaction with the carbonyl carbon of acetic anhydride, forming the acetylated product, acetylsalicylic acid. The acetylation process improves the analgesic and anti-inflammatory properties of the compound compared to the parent salicylic acid.
• Describe the mechanism of action of acetylsalicylic acid and its role as an antiplatelet agent.
  • The primary mechanism of action of acetylsalicylic acid involves the inhibition of cyclooxygenase (COX) enzymes, which are responsible for the production of prostaglandins and other inflammatory mediators. By inhibiting COX, acetylsalicylic acid can reduce inflammation, pain, and fever. Additionally, acetylsalicylic acid can irreversibly inhibit the aggregation of blood platelets, making it useful as an antiplatelet agent in the prevention of cardiovascular events, such as heart attacks and strokes.
• Discuss the versatility of acetylsalicylic acid and its applications in the pharmaceutical industry and organic chemistry.
  • Acetylsalicylic acid, or aspirin, is a highly versatile compound with a wide range of applications. In the pharmaceutical industry, it is used as the active ingredient in various pain relief, fever-reducing, and anti-inflammatory medications. Beyond its medicinal uses, acetylsalicylic acid is also employed in the synthesis of other organic compounds, serving as a valuable precursor and intermediate in the production of a diverse array of chemicals. The ability to undergo various chemical transformations, such as esterification and hydrolysis, makes acetylsalicylic acid a valuable tool in organic chemistry research and the development of new drugs and materials.

Related terms

Acid Anhydride: An acid anhydride is a functional group that consists of two acyl groups bonded to a central oxygen atom, forming a cyclic structure.

Salicylic Acid:

Salicylic acid is a naturally occurring organic compound that is the primary active ingredient in aspirin. It has anti-inflammatory, analgesic, and antipyretic properties.

Acyl Group:

An acyl group is a functional group that consists of a carbonyl carbon atom bonded to an alkyl or aryl group, with the general formula R-C(=O)-.