Environmentally Benign and Facile Process for the Synthesis of Pantoprazole Sodium Sesquihydrate: Phase Transformation of Pantoprazole Sodium Heterosolvate to Pantoprazole Sodium Sesquihydrate

Abstract

A cost-effective, scalable, and environmentally benign process is herein reported for the synthesis of pantoprazole sodium sesquihydrate: 5-(difluromethoxy)-2-[{(3,4-dimethoxy-2-pyridinyl)methyl}sulfinyl]-1 H -benzimidazole sodium sesquihydrate. At least two of the three main synthetic steps (coupling and oxidation) have been carried out for the first time in water, with no need to isolate and purify the intermediates, affording the corresponding pantoprazole sodium in good yield and purity. Minimum organic solvents, in terms of both the number of solvents and the volume of solvent used, are employed to make this process both economical and environment friendly. Furthermore, in situ transformation of pantoprazole sodium heterosolvate, due to the association between molecules of water and solvent used, to pantoprazole sodium sesquihydrate is described.

Pantoprazole Derivatives: Synthesis, Urease Inhibition Assay and In Silico Molecular Modeling Studies

“…Therefore, the reaction should be performed under basic condition. Different bases were used to convert the pyridinium hydrochloride salt to the amine form and to activate corresponding amine . Among different tested bases and solvents, the best result was obtained in the presence of NaOH as the base and water as solvent (Table ).…”

Cu/Cu2O@g‐C3N4: Recyclable Photocatalyst under Visible Light to Access 2‐Aryl‐/benzimidazoles/benzothiazoles in Water

“…Having close resemblance with purines, benzimidazole can serve as building block for several pharmaceutical [1,2] and drug molecules viz., omeprazole, [3] astemizole, [4] bilastine, [5] clotrimazole [6] and pantoprazole. [7] Similarly, benzothiazole skeleton is the active core of riluzole [8] and pramipexole, [9] which are the most widely used drugs to cure Parkinson's disease. They are also known to accelerate sulfur in vulcanization of rubber [10] and are constituent of Thioflavin-T, which is commonly used in diagnosis of Alzheimer's disease.…”

Prospects to the formation and control of potential dimer impurity E of pantoprazole sodium sesquihydrate

“…Furthermore, during the process development of an environmentally-benign, facile, and cost-effective technology [33] for the synthesis of bulk drug, PAN, we found some interesting results related to Imp E as discussed below.…”