Rebeprazole sulfone N-oxide

Base Information

• Chemical Name: Rebeprazole sulfone N-oxide
• CAS No.: 924663-37-6
• Molecular Formula: C₁₈H₂₁N₃O₅S
• Molecular Weight: 391.448
• Mol file: 924663-37-6.mol

Synonyms:2-[[[4-(3-Methoxypropoxy)-3-methyl-1-oxido-2-pyridinyl]methyl]sulfonyl]-1H-benzimidazole

Chemical Property of Rebeprazole sulfone N-oxide

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 153-156 ºC
• Boiling Point: 696.922°C at 760 mmHg
• Flash Point: 375.285°C
• PSA: 115.12000
• Density: 1.36
• LogP: 3.76980
• Storage Temp.: -20°C Freezer
• Solubility.: DMSO (Slightly), Methanol (Slightly)

Purity/Quality:

98%,99%, ^*data from raw suppliers

Rabeprazole Sulfone N-Oxide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: A potential impurity of Rabeprazole sodium A potential impurity of Rabeprazole (R070500) sodium Rabeprazole Sulfone N-Oxide (Rabeprazole EP Impurity I) is a potential impurity of Rabeprazole (R070500) sodium.

Technology Process of Rebeprazole sulfone N-oxide

There total 13 articles about Rebeprazole sulfone N-oxide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 80.0%

rabeprazole (117976-89-3,177795-59-4) → 2-[(4-(3-methoxypropoxy)-3-methyl-pyridin-2-yl-1-oxide)methylsulfonyl]-1H-benzoimidazole (924663-37-6)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In methanol; chloroform; at -10 - -5 ℃;

DOI:10.1080/00397910802372541

Reference yield: 66.0%

rabeprazole sulfide (117977-21-6) → 2-[(4-(3-methoxypropoxy)-3-methyl-pyridin-2-yl-1-oxide)methylsulfonyl]-1H-benzoimidazole (924663-37-6)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 23 ℃; for 24h; Solvent; Cooling with acetone-dry ice;

Reference yield: 51.0%

2-[[(4-(3-methoxypropoxy)-3-methyl-pyridin-2-yl-1-oxide)methyl]sulfanyl]-1H-benzoimidazole (924663-40-1) → 2-[(4-(3-methoxypropoxy)-3-methyl-pyridin-2-yl-1-oxide)methylsulfonyl]-1H-benzoimidazole (924663-37-6)

Guidance literature:

With peracetic acid; sodium carbonate; In dichloromethane; at 20 ℃; for 52h;

DOI:10.1002/jhet.5570430606

upstream raw materials:

2-[[(4-(3-methoxypropoxy)-3-methyl-pyridin-2-yl-1-oxide)methyl]sulfanyl]-1H-benzoimidazole

rabeprazole sulfide

2-chloromethyl-4-(3-methoxypropoxy)-3-methylpyridine 1-oxide

2-[(4-chloro-3-methylpyridin-2-yl)methylsulfanyl]-1H-benzoimidazole

Downstream raw materials:

LY 307640 sulfone

Refernces

• 1、 Reddy, Ganta Madhusudhan,Mukkanti, Kaga,Bhaskar, Boluggodu Vijaya,Reddy, Padi Pratap. "Synthesis of metabolites and related substances of rabeprazole, an anti-ulcerative drug". experimental part. p. 278 - 290. Retrieved 2009/04/11.
• 2、 Radl, Stanislav,Klecan, Ondrej,Havlicek, Jaroslav. "Synthetic studies connected with the preparation of H+/K +-ATPase inhibitors rabeprazole and lansoprazole". . p. 1447 - 1453. Retrieved 2007/10/03.