Very detailed explanation: If you replace the methoxy group in methicillin with an ethoxy group, how will it affect the property of the drug?
Understand the Problem
The question is asking for a detailed explanation of the effects that substituting a methoxy group with an ethoxy group in methicillin would have on the properties of the drug, implying an inquiry into the chemical and pharmacological impacts of such a modification.
Answer
Increased resistance to enzymatic hydrolysis due to larger steric effects.
Replacing the methoxy group in methicillin with an ethoxy group increases resistance to enzymatic hydrolysis due to larger steric effects. The ethoxy group is bulkier, which hampers enzymatic degradation, potentially improving drug stability but possibly affecting its bioavailability and interaction with target sites.
Answer for screen readers
Replacing the methoxy group in methicillin with an ethoxy group increases resistance to enzymatic hydrolysis due to larger steric effects. The ethoxy group is bulkier, which hampers enzymatic degradation, potentially improving drug stability but possibly affecting its bioavailability and interaction with target sites.
More Information
The ethoxy group, being larger than the methoxy group, introduces steric hindrance that minimizes breakdown by enzymes, potentially extending the drug's effectiveness.
Tips
A common mistake is to assume that larger groups always improve drug activity; however, they can also restrict necessary molecular interactions.
Sources
- Chapter 16: Antibacterial Agents - chem.uwec.edu
- Solved 2. Explain what effect replacing the methoxy groups - Chegg - chegg.com
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