Oxidation: Mechanism and Drug Groups Affected

Mechanism:

  • Oxidation is a process involving electron loss, often initiated by oxygen or free radicals.
  • It can be accelerated by light, heat, trace metals, or pH.

Basic pathway:

  • $RH + O_2 \;\rightarrow\; ROOH \;\rightarrow\; RO\cdot + OH\cdot$
  • $\mathrm{RH} + \mathrm{O}_2 \rightarrow \mathrm{ROOH} \rightarrow \mathrm{RO}^{\bullet} + \mathrm{OH}^{\bullet}$
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Commonly Affected Drug Classes:

  • Phenols: epinephrine, morphine
  • Thiols: captopril
  • Aldehydes
  • Ethers and unsaturated fatty acids
  • Vitamins A, D, E, K, and some B-complex vitamins

Stabilization Strategies for Oxidation

Here is a clean, formatted table of Stabilization Strategies for Oxidation:

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Strategy Explanation
Use of antioxidants Prevent or interrupt oxidative chain reactions.
Aqueous: sodium metabisulfite, ascorbic acid
Oily: tocopherols, BHT, BHA
Chelating agents Bind trace metals that catalyze oxidation (e.g., EDTA, citric acid).
pH optimization Adjust pH to less favorable environment for oxidation (e.g., low pH for ascorbic acid).
Protection from light Use amber bottles or opaque containers to reduce photoinitiated oxidation.
Air-tight packaging Use nitrogen flushing, vacuum sealing, or oxygen absorbers.
Minimize headspace oxygen Fill containers with inert gas (e.g., N₂ or Ar).
Use of reducing agents Add chemicals that preferentially oxidize (e.g., ascorbic acid).
Storage at low temperature Slows oxidation rate by reducing kinetic energy.

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