317807-10-6

Basic information

• Product Name: rac 4-Desmethoxy-4-nitro Omeprazole
• Synonyms: 5-Methoxy-2-{(S)-[(4-nitro-3,5-dimethyl-pyridine-2-yl)methyl]sulfinyl}-1H-benzimidazol;2-[[(3,5-Dimethyl-4-nitro-2-pyridinyl)methyl]sulfinyl]-5-methoxy-1H-benzimidazole;rac 4-Desmethoxy-4-nitro Omeprazole;5-Methoxy-2-[(S)-[(4-nitro-3,5-dimethyl-pyridine-2-yl)methyl]sulfinyl]-1H-benzimidazole;4-DesMethoxy-4-nitro OMeprazole;2-(((3,5-dimethyl-4-nitropyridin-2-yl)methyl)sulfinyl)-5-methoxy-1H-benzo[d]imidazole;Omeprazole Impurity U;Omeprazole Related Compound 15
• CAS NO: 317807-10-6
• Molecular Formula: C16H16N4O4S
• Molecular Weight: 360.39
• Product Categories: Various Metabolites and Impurities;Intermediates & Fine Chemicals;Metabolites & Impurities;Pharmaceuticals;Metabolites & Impurities, Pharmaceuticals, Intermediates & Fine Chemicals
• Mol File: 317807-10-6.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 652.094°C at 760 mmHg
• Flash Point: 348.174°C
• Appearance: /
• Density: 1.494g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.704
• Storage Temp.: Refrigerator
• Solubility: DMSO, Methanol
• PKA: 8.74±0.10(Predicted)
• CAS DataBase Reference: rac 4-Desmethoxy-4-nitro Omeprazole(CAS DataBase Reference)
• NIST Chemistry Reference: rac 4-Desmethoxy-4-nitro Omeprazole(317807-10-6)
• EPA Substance Registry System: rac 4-Desmethoxy-4-nitro Omeprazole(317807-10-6)

Safety Data

• Hazardous Substances Data: 317807-10-6(Hazardous Substances Data)

Usage

Chemical Properties

Pale Yellow Solid

Uses

Impurity C from the synthesis of Omeprazole.

InChI:InChI=1/C16H16N4O4S/c1-9-7-17-14(10(2)15(9)20(21)22)8-25(23)16-18-12-5-4-11(24-3)6-13(12)19-16/h4-7H,8H2,1-3H3,(H,18,19)

Upstream product

• 142885-91-4 5-methoxy-2-(((3,5-dimethyl-4-nitro-2-pyridinyl)methyl)thio)-1H-benzimidazole 

Relevant articles and documents

PREPARATION OF ESOMEPRAZOLE AND ITS PHARMACEUTICALLY ACCEPTABLE SALTS

Processes for the preparation of esomeprazole and its pharmaceutically acceptable salts.

New compounds useful for the synthesis of S- and R-omeprazole and a process for their preparation

The present invention relates to an improved method for the synthesis of the (S)— or (R)-enantiomer of omeprazole, characterized in that 2-[[(4-X-3,5-dimethylpyridin-2-yl)methyl]thio]-5-methoxy-1H-benzimidazole or 2-[[(4-X-3,5-dimethyl-1-oxidopyridin-2-yl)methyl]thio]-5-methoxy-1H-benzimidazole, wherein X is a leaving group, is oxidized into the corresponding sulphoxide which is obtained as a crystalline compound. Recrystallisation of the thus obtained sulphoxide results in a compound of enhanced chemical and optical purity, which is subsequently transformed into the (S)- or (R)-enantiomer of omeprazole.