Omeprazole sulfone

Base Information

• Chemical Name: Omeprazole sulfone
• CAS No.: 88546-55-8
• Molecular Formula: C₁₇H₁₉N₃O₄S
• Molecular Weight: 361.422
• Hs Code.: 29333990
• European Community (EC) Number: 641-364-6
• UNII: 76X040Z74O
• DSSTox Substance ID: DTXSID40237116
• Nikkaji Number: J516.086C
• Wikidata: Q27266521
• Metabolomics Workbench ID: 42561
• ChEMBL ID: CHEMBL1344
• Mol file: 88546-55-8.mol

Synonyms:omeprazole sulfone;omeprazole sulphone

Chemical Property of Omeprazole sulfone

Chemical Property:

• Vapor Pressure: 2.54E-14mmHg at 25°C
• Melting Point: 80-82°C
• Boiling Point: 599.3°C at 760 mmHg
• PKA: 7.97±0.10(Predicted)
• Flash Point: 316.2°C
• PSA: 102.55000
• Density: 1.331g/cm³
• LogP: 3.64660
• Storage Temp.: -20°C Freezer
• Solubility.: ≥40.6 mg/mL in DMSO,≥19.9 mg/mL in EtOH,insoluble in H2O
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 5
• Exact Mass: 361.10962727
• Heavy Atom Count: 25
• Complexity: 553

Purity/Quality:

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

Omeprazole sulfone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CN=C(C(=C1OC)C)CS(=O)(=O)C2=NC3=C(N2)C=C(C=C3)OC
• Description: Omeprazole sulfone is the major metabolite of the gastric proton pump inhibitor, omeprazole . It is produced by cytochrome P450 (CYP)3A4 sulfoxidation of esomeprazole and is found in plasma. Omeprazole sulfone has been shown to act as a reversible direct-acting and metabolism-dependent inhibitor of CYP2C19 in pooled human liver microsomes (IC50 = 18 μM).
• Uses: A metabolite of Omeprazole

Technology Process of Omeprazole sulfone

There total 2 articles about Omeprazole 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: 86.3%

6-methoxy-2-(((4-methoxy-3,5-dimethylpyridin-2-yl)methyl)thio)-1H-benzo[d]imidazole (73590-85-9) → omeprazole sulfone (88546-55-8)

Guidance literature:

6-methoxy-2-(((4-methoxy-3,5-dimethylpyridin-2-yl)methyl)thio)-1H-benzo[d]imidazole; In ethanol; at 60 ℃; for 1h;

With dihydrogen peroxide; In ethanol; at 40 ℃; for 4.5h; Reagent/catalyst; Temperature; Catalytic behavior;

Reference yield: 61.0%

C17H19N3O3S → omeprazole sulfone (88546-55-8) + C17H19N3O5S (158812-85-2)

Guidance literature:

With sodium chlorate; at 2 - 8 ℃; for 2h; Temperature;

upstream raw materials:

6-methoxy-2-(((4-methoxy-3,5-dimethylpyridin-2-yl)methyl)thio)-1H-benzo[d]imidazole

Refernces

• 1、 -. "Method for synthesizing esomeprazole sodium impurity I". Paragraph 0042-0055. . Retrieved 2018/05/16.