Penicillins and acid stability — Which penicillin is sufficiently stable in gastric acid to be suitable for oral administration in routine clinical use?
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AMethicillin
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BCarbenicillin
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CCloxacillin
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DPenicillin G
Answer
Correct Answer: Cloxacillin
Explanation
Introduction / Context:Acid stability determines which penicillins can be given orally. Acid-labile agents are degraded in the stomach and require parenteral dosing, whereas acid-stable agents achieve adequate serum levels by mouth.
Given Data / Assumptions:
- Methicillin and carbenicillin are historically acid-labile.
- Penicillin G is acid-labile and therefore not reliably effective orally.
- Cloxacillin is an isoxazolyl penicillin designed to be acid-stable and β-lactamase–resistant.
Concept / Approach:Identify the penicillin designed for oral administration due to both acid stability and β-lactamase resistance against staphylococcal penicillinase. Among the options, cloxacillin satisfies these criteria and is commonly used orally for skin/soft-tissue staphylococcal infections.
Step-by-Step Solution:
Eliminate Penicillin G (acid-labile).Eliminate methicillin and carbenicillin (acid-labile, parenteral).Select cloxacillin as the orally suitable, acid-stable penicillin.Verification / Alternative check:Drug monographs list oral cloxacillin with reliable bioavailability; Penicillin V (not listed) is another classic acid-stable penicillin, but among the given options cloxacillin is the correct choice.
Why Other Options Are Wrong:
- Methicillin: degraded by gastric acid; largely obsolete clinically.
- Carbenicillin: acid-labile; antipseudomonal spectrum; parenteral historically.
- Penicillin G: acid-labile; best given parenterally.
Common Pitfalls:Confusing cloxacillin with oxacillin/flucloxacillin; all are acid-stable, but only cloxacillin appears in the choices.
Final Answer:Cloxacillin