409098-86-8

Basic information

• Product Name: 2-{[(4-chloro-3-methoxypyridin-2-yl)methyl]sulfinyl}-6-(difluoromethoxy)-1H-benzimidazole
• Synonyms: 1H-benzimidazole, 2-[[(4-chloro-3-methoxy-2-pyridinyl)methyl]sulfinyl]-6-(difluoromethoxy)-; 2-{[(4-Chloro-3-methoxypyridin-2-yl)methyl]sulfinyl}-6-(difluoromethoxy)-1H-benzimidazole
• CAS NO: 409098-86-8
• Molecular Formula: C₁₅H₁₂ClF₂N₃O₃S
• Molecular Weight: 387.7889
• Mol File: 409098-86-8.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 585.377°C at 760 mmHg
• Flash Point: 307.825°C
• Density: 1.604g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.665
• CAS DataBase Reference: 2-{[(4-chloro-3-methoxypyridin-2-yl)methyl]sulfinyl}-6-(difluoromethoxy)-1H-benzimidazole(CAS DataBase Reference)
• NIST Chemistry Reference: 2-{[(4-chloro-3-methoxypyridin-2-yl)methyl]sulfinyl}-6-(difluoromethoxy)-1H-benzimidazole(409098-86-8)
• EPA Substance Registry System: 2-{[(4-chloro-3-methoxypyridin-2-yl)methyl]sulfinyl}-6-(difluoromethoxy)-1H-benzimidazole(409098-86-8)

Safety Data

• Hazardous Substances Data: 409098-86-8(Hazardous Substances Data)

Usage

Chemical Class

Benzimidazole

Functional Groups

Sulfinyl group (-SO-): Contributes to the chemical's reactivity and may influence its pharmacological properties.
Difluoromethoxy group (-CF2O-): Enhances lipophilicity and metabolic stability, often used to improve drug-like properties.
Chloro-methoxy-pyridinyl-methyl group: Provides structural diversity and potential interactions in drug-receptor binding.

Applications

Pharmaceutical research and development: Used in the synthesis of new drugs for treating various diseases.

Properties

Complex structure: Offers versatility in designing compounds with diverse pharmacological activities.
Potential therapeutic properties: May exhibit medicinal effects due to its unique structure.
Reactivity: The presence of functional groups suggests potential for chemical transformations in synthesis pathways.

Industrial Context

Varied applications: Depending on the research or industrial context, it can serve as a precursor for diverse drug candidates.

Value

Valuable building block: Serves as a foundational component for creating novel compounds with potential therapeutic benefits.

Upstream product

• 368890-20-4 (5-difluoromethoxy)-2-[(4-chloro-3-methoxy-2-pyridinyl)methyl]thio-1H-benzimidazole 

Downstream Products

• 102625-70-7 5-(difluoromethoxy)-2-[[(3,4-dimethoxy-2-pyridyl)methyl]sulfinyl]-1H-benzimidazole 
• 138786-67-1 pantoprazole sodium 

Relevant articles and documents

PROCESS FOR THE PREPARATION OF PYRIDINE COMPOUNDS

A process for preparation of a compound of formula (I), both as the isomeric mixture and individual isomers, wherein Q is ═CR8— or ═N—; each R1, R2, R3, R4 is independently selected from hydrogen, halogen, hydroxy; nitro; C1-C6 alkyl optionally substituted with hydroxy; alkylthio C1-C6; C1-C6 alkoxy optionally substituted with halogen or C1-C6 alkoxy; phenyl-C1-C6 alkyl; phenyl-C1-C6 alkoxy; and —N(RaRb) wherein each Ra and Rb is independently hydrogen or C1-C6 alkyl or Ra and Rb, taken together with the nitrogen atom they are linked to, form a saturated heterocyclic ring; and each R5, R6, R7, R8 is independently selected from hydrogen, halogen, hydroxy; C1-C6 alkyl optionally substituted with hydroxy; alkylthio C1-C6; C1-C6 alkoxy optionally substituted with halogen; C1-C6 alkyl-carbonyl, C1-C6 alkoxy-carbonyl, and oxazol-2-yl; comprising converting a compound of formula (IV), to said compound of formula (I), in the presence of a catalyst, if necessary in an organic solvent.

PROCESS FOR THE PREPARATION OF PANTOPRAZOLE

The present invention is related to a new process for the preparation of pantoprazole (I) and pharmaceutical acceptable salts thereof, with a good yield and a high purity. In said process, the introduction of the methoxy group is carried over the position 4 of the piridine ring of compound (IV) by substitution of the chlorine atom, by the reaction with an alkaline methoxide in a mixture of methanol and an aprotic polar solvent. Also an aspect of the invention is an isolating process that includes a method for the purification of pantoprazole, and a process for the preparation of compound (IV), which is used as starting product for the preparation of pantoprazole.

Process for the preparation of pantoprazole and salts thereof

A process for the preparation of pantoprazole and the salts thereof, comprising the reaction of a mercaptoimidazole with a picoline, to give a 2-pyridinyl-methylsulfinyl-2-benzimidazole intermediate, the oxidation thereof with ε-phthalimidoperhexanoic acid and the subsequent methoxylation.