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Omeprazole has a pKa value of 7.1. Is Omeprazole a weak acid or weak base? Circle...

Omeprazole has a pKa value of 7.1. Is Omeprazole a weak acid or weak base? Circle the acidic or
basic functional group in the structure

2. Calculate the percentage of omeprazole in the neutral form (non-ionized) in stomach (pH 1.5)
and small intestines (pH 6.5).

3. What would you expect the pKa value of the carboxylic acid group in the derivatized
omeprazole? Is the derivatized omeprazole an acid, base or something else?
4. Explain why the omeprazole derivative may have higher solubility than the underived
omeprazole?

5. Discuss qualitatively the effect of buffer pH on the solubility of the omeprazole derivative. At
what pH would you expect that the derivative has the lowest solubility?

6. Penicillin has a pKa value of 2.75. Is penicillin a weak acid or base? Circle the acidic or basic
functional group in the structure.

7. What type of degradation reactions would you expect that penicillin may undergo in liquid
formulations? How would the solution pH affect the stability of penicillin in aqueous solutions?

8. For penicillin and original omeprazole, what would be the optimal pH for the oral solution
formulation considering both solubility and stability?

9. For penicillin and derivatized omeprazole, what would be the optimal pH for the oral solution
formulation considering both solubility and stability?

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