What are the solubility characteristics of dabigatran etexilate mesylate and what phenomenon occurs in aqueous media at higher pH values?

Label:chem

Topic
The solubility profile of dabigatran etexilate mesylate in aqueous media and describes its behavior at different pH levels.
Answer
Dabigatran etexilate mesylate exhibits strong pH-dependent solubility, showing good solubility in strong acidic media and significantly reduced solubility above pH 3. In aqueous media, especially above pHmax (around pH 2.5 for dabigatran etexilate mesylate), the mesylate salt undergoes rapid disproportionation to the free base, which then precipitates as a tetrahydrate, leaving free methanesulfonic acid in solution. The equilibrium solubility and intrinsic dissolution rates are very similar for both anhydrous forms I and II.
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