Why do we use tianeptine sodium and sulfate salts instead of tianeptine alone?

Atkinson

Active member
Why do we use tianeptine sodium and sulfate salts instead of tianeptine alone? The sodium salt should be basic, and the sulfate salt acidic but tianeptine alone would act as its own counteranion, and would be neutral.
 

Bailey

Active member
Most of the time the salt form has a higher solubility then the neutral drug.

If tianeptine would be its own counterion, as it can as an amphoter substance, it would have a positive and a negative charge at the same time, which would make it appear neutral from outside. The neutral form is less soluble then the charged one.
 

Atkinson

Active member
Yeah but with most drugs, the counterion makes a net neutral charge when considered with the drug molecule.

Does it really matter if its covalently bonded or ionically “bonded”?
 

Bailey

Active member
If you have a hydrochloride or a sulfate, they dissolve in water, so that each ion has a charge.
 

Bailey

Active member
Ah! You use the term zwitterion too. It's a German word.

I will give you some more examples, so you understand the whole thingy.

Do you know about tetracyclines?
 

Bailey

Active member
It is all about the dissociation. how good they split into ions in water.

Ok so tetracyclines are orally active antibiotics hence they must not be taken with milk, because of the calcium in the milk.

ca2+ and tetracyclines are bonding to a stable chelate complex which is not soluble.

Sulfates are generally (there are exceptions, like barium sulfate) salts that are very good soluble.
 

Bailey

Active member
The reason is that the sulfate is very easily solvated and that leaves the counterion (the drug) charged.
 

Bailey

Active member
The use of salt forms to make a drug more soluble is an old trick like atropine sulfate.

Wanna hear an anecdote about barium sulfate?
 

Bailey

Active member
So barium sulfate is used as a contrast medium in x-ray examinations.


In chemistry, you learn that sulfates are good soluble in water, except the barium salt, big exception, usually barium is super toxic, but as the sulfate its injected directly into the bloodstream.

Now one day the pharmacist did a mistake and gave out barium chloride.
 
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