953787-55-8

Basic information

• Product Name: PANTOPRAZOLE SULFONE N-OXIDE
• Synonyms: PANTOPRAZOLE SULFONE N-OXIDE;6-(DifluoroMethoxy)-2-[[(3,4-diMethoxy-1-oxido-2-pyridinyl)Methyl]sulfonyl]-1H-benziMidazole;Pantoprazole IMpurity(Sulfone-N-Oxide);Pantoprazole Impurity 6;2-(((6-(Difluoromethoxy)-1H-benzo[d]imidazol-2-yl)sulfonyl)methyl)-3,4-dimethoxypyridine 1-oxide;5-(Difluoromethoxy)-2-{[(3,4-dimethoxypyridin-2-yl)methyl] sulfonyl} benzimidazol-1-ide N-oxide;Pantoprazole Impurity H;2-(((5-(difluoromethoxy)-1H-benzo[d]imidazol-2-yl)sulfonyl) methyl)-3,4-dimethoxypyridine 1-oxide
• CAS NO: 953787-55-8
• Molecular Formula: C16H14F2N3O6S
• Molecular Weight: 414.3606664
• Product Categories: Heterocyclic Compounds;Heterocycles;Nitric Oxide Reagents;Sulfur & Selenium Compounds
• Mol File: 953787-55-8.mol

Chemical Properties

• Melting Point: 168-170°C (dec.)
• Boiling Point: 687.7±65.0 °C(Predicted)
• Appearance: /
• Density: 1.56±0.1 g/cm3(Predicted)
• Storage Temp.: -20°C Freezer
• Solubility: DMSO (Slightly), Methanol (Slightly)
• PKA: 7.70±0.10(Predicted)
• CAS DataBase Reference: PANTOPRAZOLE SULFONE N-OXIDE(CAS DataBase Reference)
• NIST Chemistry Reference: PANTOPRAZOLE SULFONE N-OXIDE(953787-55-8)
• EPA Substance Registry System: PANTOPRAZOLE SULFONE N-OXIDE(953787-55-8)

Safety Data

• Hazardous Substances Data: 953787-55-8(Hazardous Substances Data)

Usage

Chemical Properties

Pink Solid

Upstream product

• 102625-64-9 pantoprazole sulfide 
• 97963-62-7 5-(difluoromethoxy)-2-mercapto-1H-benzimidazole 
• 72830-09-2 2-Chloromethyl-3,4-dimethoxy-pyridine; hydrochloride 
• 953787-47-8 2-chloromethyl-3,4-dimethoxypyridine-N-oxide 
• 953787-51-4 5-(difluoromethoxy)-2-[[(3,4-dimethoxypyridin-2-yl-1-oxide)methyl]sulfanyl]-1H-benzoimidazole 

Relevant articles and documents

A method for preparing divides the request to pull zuozuo the sodium sulphone nitrogen oxide impurity

The invention discloses a method for preparing a pantoprazole sodium sulfone-nitrogen oxidized impurity. The method comprises the steps: enabling 2-chloromethyl-3,4-dimethoxy pyridine hydrochloride, which serves as a raw material, to react with 5-difluoromethoxy-2-mercapto-1H-benzimidazole so as to produce 5-difluoromethoxy-2-{[(3,4-dimethoxy-2-pyridyl)methyl]sulfo}-1H-benzimidazole; then, oxidizing 5-difluoromethoxy-2-{[(3,4-dimethoxy-2-pyridyl)methyl]sulfo}-1H-benzimidazole in the presence of hydrogen peroxide and acetic acid in a manner of using methyl rhenium trioxide as a catalyst, so as to produce a sulfone-nitrogen oxidized product of pantoprazole; and finally, forming a sodium salt by the sulfone-nitrogen oxidized product of pantoprazole and sodium hydroxide, thereby obtaining the pantoprazole sodium sulfone-nitrogen oxidized impurity. According to the method, the hydrogen peroxide-acetic acid system can oxidize a pyridine ring. The oxidizer methyl rhenium trioxide is adopted as the catalyst and can be complexed with hydrogen peroxide so as to produce peroxide of rhenium, oxygen in the peroxide of rhenium can be transferred to thioether needing oxidization, and thioether can be oxidized into sulfone through controlling the usage amount of the catalyst and the reaction temperature, so that the high-yield and high-purity product can be obtained.

Efficient synthesis of N-Oxide derivatives: Substituted 2-(2-(pyridyl-N-oxide)methylsulphinyl)benzimidazoles

Different substituted 2-chloromethylpyridyl derivatives (6a-d) were oxidized with mCPBA to give the respective 2-chloromethylpyridine-N-oxide derivatives (7a-d) at low temperature, which on condensation with 2-mercapto-1H-benzimidazole (8a-c) in the presence of aprotic solvents give the 2-[[(pyridin-2-yl-1-oxide)methyl]sulfanyl]-1H-benzimidazole (9a-d) in good yield. Finally, 9a-d oxidized with mCPBA in chlorinated solvent gives a mixture of 2-[[(pyridin-2-yl-1-oxide)methyl]sulfonyl]-1H-benzimidazole (3a-d, 10%) and 2-[[(pyridin-2-yl-1-oxide) methyl]sulfinyl]-1H-benzimidazole (4a-d, 90%) derivatives. Copyright Taylor & Francis Group, LLC.

AN IMPROVED PROCESS FOR PREPARING OF, IMPURITIES FREE, SUBSTITUTED 2-BENZIMIDAZOLESULFOXIDE COMPOUND

The present invention relates to an improved process for the preparation of pantoprazole free from overoxidation impurities. The process enables better control of the process and therefore the quality fo the products obtained, avoiding the formation of impurities.