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What determines if the LA is hydrophilic, and what makes the molecule a weak base?

a) The pH of the solution; A weak base has a pKa less than the solution pH
b) The lipid solubility of the molecule; A weak base has a pKa greater than the solution pH
c) The ionization state of the molecule; A weak base has a pKa greater than the solution pH
d) The molecular weight of the molecule; A weak base has a pKa less than the solution pH

User Galghamon
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1 Answer

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Final answer:

The hydrophilicity of an LA is determined by its ionization state, with the molecule being a weak base if its pKa is greater than the solution's pH, leading to a less ionized and more lipid-soluble form.

Step-by-step explanation:

The correct answer is c:

The ionization state of the molecule; A weak base has a pKa greater than the solution pH. The hydrophilicity of a local anesthetic (LA) depends on its ionization state, indicating how well it interacts with water. A weak base is characterized by having a pKa greater than the pH of the solution, meaning it does not completely ionize in the solution. This results in a higher proportion of the base remaining in its unprotonated (neutral) form, which is generally less soluble in water and therefore more lipid-soluble.

The extent of ionization is crucial because it affects both the solubility and the pharmacological activity of the compound. It is the ionized form that is hydrophilic, which leads to water solubility. Strong bases, on the other hand, are completely ionized in aqueous solutions and display a higher hydroxide ion concentration than weak bases.

User Tidylobster
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