Your predictions are right; the molecule has more basic character.
The drug itself is practically insoluble in water, because the big organic molecule is near it's isoelectric point at the pure water's pH. However by protonating or deprotonating it and thus making it charged it's solubility is greatly enchanced.
This is also the case with those medical ready-for-use infusions:
...CIPRO IV solutions are available as sterile 0.2% ready-for-
use infusion solutions in 5% Dextrose Injection. CIPRO IV contains lactic acid as a solubilizing agent and hydrochloric acid for pH adjustment. The pH range for the 0.2% ready-for-use infusion solutions is 3.5 to 4.6.
Your predictions are right; the molecule has more basic character.
The drug itself is practically insoluble in water, because the big organic molecule is near it's isoelectric point at the pure water's pH. However by protonating or deprotonating it and thus making it charged it's solubility is greatly enchanced.
This is also the case with those medical ready-for-use infusions:
...CIPRO IV solutions are available as sterile 0.2% ready-for- use infusion solutions in 5% Dextrose Injection. CIPRO IV contains lactic acid as a solubilizing agent and hydrochloric acid for pH adjustment. The pH range for the 0.2% ready-for-use infusion solutions is 3.5 to 4.6.
Youre right in that near the isoelectric point that the amines are mostly protonated and the carboxylate groups are mostly deprotonated. However, this means that most of the molecules are actually NOT charged because they balance each other off. This results in the solubility dropping because the molecule as a whole has no charge.More
You are right. The important thing is that it has no net charge. Charged molecules reppel (Columbian interaction) each other and therefore they can not aggregate. On the other hand neutral moleculs can stick together and participate.More
From the pKa values I calculate that even at neutral pH the carboxyl group should be charged 89,0% of the time and the amino group should be charged 98,2% of the time. That means that 99,8% of ciprofloxacin is charged at neutral pH. Why is this not enough for a good solubility?More
Your predictions are right; the molecule has more basic character.
The drug itself is practically insoluble in water, because the big organic molecule is near it's isoelectric point at the pure water's pH. However by protonating or deprotonating it and thus making it charged it's solubility is greatly enchanced.
This is also the case with those medical ready-for-use infusions:
Reference
Your predictions are right; the molecule has more basic character.
The drug itself is practically insoluble in water, because the big organic molecule is near it's isoelectric point at the pure water's pH. However by protonating or deprotonating it and thus making it charged it's solubility is greatly enchanced.
This is also the case with those medical ready-for-use infusions:
Reference
More
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