158812-85-2

Basic information

• Product Name: Omeprazole Sulfone N-Oxide
• Synonyms: 5-Methoxy-2-[[(4-methoxy-3,5-dimethyl-1-oxido-2-pyridinyl)methyl]sulfonyl]- 1H-benzimidazole;Omeprazole Sulfone N-Oxide;4-Methoxy-2-[[5-Methoxy-1H-enziMidazol-2-l]sulfonl]Methyl]-3,5-diMenthlpridine 1-oxide;6-Methoxy-2-[[(4-methoxy-3,5-dimethyl-1-oxido-2-pyridinyl)methyl]sulfonyl]-1H-benzimidazole;OMeprazole IMpurity-I (EP);OMeprazole Sulphone N-Oxide;1H-BenziMidazole, 6-Methoxy -2-[[(4-Methoxy-3,5-diMethyl-1-oxido-2-pyridinyl)Methyl] sulfonyl]-;OMeprazole Related CoMpound I
• CAS NO: 158812-85-2
• Molecular Formula: C17H19N3O5S
• Molecular Weight: 377.42
• Product Categories: Various Metabolites and Impurities;Intermediates & Fine Chemicals;Metabolites & Impurities;Pharmaceuticals
• Mol File: 158812-85-2.mol
• Article Data: 2

Chemical Properties

• Melting Point: 200-202°C
• Boiling Point: 694.4°C at 760 mmHg
• Flash Point: 373.7°C
• Appearance: /
• Density: 1.40±0.1 g/cm3 (20 ºC 760 Torr)
• Vapor Pressure: 3.95E-19mmHg at 25°C
• Refractive Index: 1.635
• Storage Temp.: Refrigerator
• Solubility: DMSO (Slightly), Methanol (Slightly, Heated)
• PKA: 8.14±0.10(Predicted)
• CAS DataBase Reference: Omeprazole Sulfone N-Oxide(CAS DataBase Reference)
• NIST Chemistry Reference: Omeprazole Sulfone N-Oxide(158812-85-2)
• EPA Substance Registry System: Omeprazole Sulfone N-Oxide(158812-85-2)

Safety Data

• Hazard Codes: Xi
• Statements: 36
• Safety Statements: 26
• Hazardous Substances Data: 158812-85-2(Hazardous Substances Data)

Usage

Description

Omeprazole Sulfone N-Oxide, also known as Omeprazole EP Impurity I, is a metabolite of the pharmaceutical drug Omeprazole. It is characterized by its off-white solid appearance and is derived from the parent compound through metabolic processes in the body.

Uses

Used in Pharmaceutical Industry:
Omeprazole Sulfone N-Oxide is used as a metabolite for Omeprazole, which is a proton pump inhibitor commonly used in the treatment of various gastrointestinal conditions such as gastroesophageal reflux disease (GERD), peptic ulcers, and other acid-related disorders. As a metabolite, it plays a role in understanding the drug's pharmacokinetics, efficacy, and potential side effects in the body.
Additionally, the study of Omeprazole Sulfone N-Oxide can contribute to the development of improved drug formulations or alternative treatments by providing insights into the metabolic pathways and interactions of Omeprazole with other compounds in the body.

InChI:InChI=1/C17H19N3O5S/c1-10-8-20(21)15(11(2)16(10)25-4)9-26(22,23)17-18-13-6-5-12(24-3)7-14(13)19-17/h5-8H,9H2,1-4H3,(H,18,19)

Upstream product

• 73590-58-6 omeprazole 

Relevant articles and documents

Identification and structural characterization of the stress degradation products of omeprazole using Q-TOF-LC-ESI-MS/MS and NMR experiments: Evaluation of the toxicity of the degradation products

Omeprazole (OMP), a prototype proton pump inhibitor used for the treatment of peptic ulcers and gastroesophageal reflux disease (GERD), was subjected to forced degradation studies as per ICH guidelines Q1A (R2). The drug undergoes degradation under acid, base, neutral hydrolysis and oxidative degradation conditions and forms a total of sixteen degradation products, which were characterized by LC-MS/MS experiments and accurate mass measurements. Oxidative degradation products (OMP-15 and OMP-16) were synthesized and confirmed by various NMR experiments. The cytotoxic effects of OMP-15 and OMP-16 were tested on normal human cells HEK 293 and NIH3T3 by MTT assay. Based on the cytotoxicity results, compared to the standard OMP, both OMP-15 and OMP-16 were found to have relatively weaker toxic effects towards normal cells. Further, the in silico toxicity of OMP and its degradation products (OMP-1 to OMP-16) was assessed by the ProTox-II prediction tool. OMP and OMP-8 are predicted to have carcinogenicity, OMP-7 to have hepatotoxicity and OMP-2, OMP-3, OMP-9, OMP-11, OMP-14 and OMP-16 to have immune system toxicity with a high confidence score. The drug, OMP-1, OMP-6, OMP-7, OMP-8, OMP-13 and OMP-15 are predicted to combine with the aryl hydrocarbon receptor (AhR) with a high probability score. Additionally, two different targets, amine oxidase A and prostaglandin G/H synthase 1, are predicted as toxicity targets for OMP, OMP-1, OMP-6, OMP-8, OMP-13, OMP-15 and OMP-16 with probable binding.