Rabeprazole Sulfone

Base Information

• Chemical Name: Rabeprazole Sulfone
• CAS No.: 117976-47-3
• Molecular Formula: C18H21 N3 O4 S
• Molecular Weight: 375.448
• Hs Code.: 2933998350
• European Community (EC) Number: 642-215-8
• UNII: I2E100O20P
• ChEMBL ID: CHEMBL5088808
• DSSTox Substance ID: DTXSID30471547
• Nikkaji Number: J625.023H
• Wikidata: Q27280287
• Mol file: 117976-47-3.mol

Synonyms:Rabeprazole Sulfone;117976-47-3;Rabeprazole impurity D;2-(((4-(3-Methoxypropoxy)-3-methylpyridin-2-yl)methyl)sulfonyl)-1H-benzo[d]imidazole;Rabeprazole Sulphone;RabeprazoleSulfone-d3;2-[[4-(3-methoxypropoxy)-3-methylpyridin-2-yl]methylsulfonyl]-1H-benzimidazole;I2E100O20P;1H-Benzimidazole, 2-(((4-(3-methoxypropoxy)-3-methyl-2-pyridinyl)methyl)sulfonyl)-;2-{[4-(3-methoxypropoxy)-3-methylpyridin-2-yl]methanesulfonyl}-1H-1,3-benzodiazole;UNII-I2E100O20P;Rabeprazole impurity D [USP-MC];SCHEMBL1307379;CHEMBL5088808;DTXSID30471547;AKOS022186225;2-[[[4-(3-Methoxypropoxy)-3-methyl-2-pyridinyl]methyl]sulfonyl]-1H-benzimidazole;AC-30436;RABEPRAZOLE SULFONE [USP IMPURITY];CS-0166553;FT-0674299;F19492;A898972;J-003690;RABEPRAZOLE SODIUM IMPURITY A [EP IMPURITY];Q27280287;2-(((4-(3-METHOXYPROPOXY)-3-METHYLPYRIDIN-2-YL)METHYL)SULFONYL)-1H-BENZIMIDAZOLE;2-(((4-(3-methoxypropoxy)-3-methylpyridin-2-yl)methyl)sulfonyl)-1H-benzo[d]imidazole? (Rabeprazole Impurity

Chemical Property of Rabeprazole Sulfone

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 64-66°C
• Refractive Index: 1.603
• Boiling Point: 603.718°C at 760 mmHg
• PKA: 9.04±0.10(Predicted)
• Flash Point: 318.917°C
• PSA: 102.55000
• Density: 1.308g/cm³
• LogP: 3.73630
• Storage Temp.: Hygroscopic, -20°C Freezer, Under Inert Atmosphere
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 8
• Exact Mass: 375.12527733
• Heavy Atom Count: 26
• Complexity: 539

Purity/Quality:

98%Min ^*data from raw suppliers

RabeprazoleSulfone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C=CN=C1CS(=O)(=O)C2=NC3=CC=CC=C3N2)OCCCOC
• Uses: A metabolite of Rabeprazole (R070500). Rabeprazole Sulfone (Rabeprazole EP Impurity A) is a metabolite of Rabeprazole (R070500).

Technology Process of Rabeprazole Sulfone

There total 12 articles about Rabeprazole Sulfone 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: 95.6%

2-[(4-(3-methoxypropoxy)-3-methyl-pyridin-2-yl-1-oxide)methylsulfonyl]-1H-benzoimidazole (924663-37-6) → LY 307640 sulfone (117976-47-3)

Guidance literature:

With iron; acetic acid; In water; at 95 ℃; for 24h; Reagent/catalyst;

Reference yield: 80.0%

rabeprazole sulfide (117977-21-6) → LY 307640 sulfone (117976-47-3)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In methanol; chloroform; at -25 - -20 ℃;

DOI:10.1080/00397910802372541

Reference yield: 75.0%

rabeprazole sulfide (117977-21-6) → rabeprazole (117976-89-3,177795-59-4) + LY 307640 sulfone (117976-47-3)

Guidance literature:

With sodium hydroxide; N-chloro-succinimide; water; In acetonitrile; at 0 - 5 ℃; for 2h; Product distribution / selectivity;

upstream raw materials:

rabeprazole sulfide

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

2-chloromethyl-4-chloro-3-methylpyridine hydrochloride

2,3-dimethyl-4-nitropyridine N-oxide

Downstream raw materials:

Rabeprazole sodium

Refernces

• 1、 -. "Method for producing proton pump inhibitor compound having optical activity". Page/Page column 16. . Retrieved 2019/06/15.
• 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.