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Omeprazole


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Custom Synthesis >>> Omeprazole

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Omeprazole
Omeprazole is a proton pump inhibitor used in the treatment of dyspepsia, peptic ulcer disease (PUD), gastroesophageal reflux disease (GORD/GERD) and Zollinger-Ellison syndrome.  Omeprazole is one of the most widely prescribed drugs internationally and is available over the counter in some countries.

Omeprazole is a racemate. It contains a tri-coordinated sulfur atom in a pyramidal structure and therefore can exist in equal amounts of both the S and R enantiomers. In the acidic conditions of the stomach, both are converted to achiral products, which reacts with a cysteine group in H+/K+ ATPase, thereby inhibiting the ability of the parietal cells to produce gastric acid.

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  • Basic information

    Item

    Index

    Chemical Name

    Omeprazole; 5-methoxy-2-[(4-methoxy-3,5-dimethyl-pyridin-2-yl)methylsulfinyl]-3H-benzoimidazole; 5-Methoxy-2-(((4-methoxy-3,5-dimethyl-2-pyridyl)methyl)sulfinyl)benzimidazole; 2-(((3,5-Dimethyl-4-methoxy-2-pyridyl)methyl)sulfinyl)-5-methoxy-1H-benzimidazole; 6-methoxy-2-{[(4-methoxy-3,5-dimethylpyridin-2-yl)methyl]sulfinyl}-1H-benzimidazole; 5-甲氧基-2-[(4-甲氧基-3,5-二甲基-2-吡啶基)-甲基亚砜]-3H-苯并咪唑 (Chinese); 奥美拉唑 (Chinese)

    IUPAC name

    5-methoxy-2-[(4-methoxy-3,5-dimethyl-pyridin-2-yl)methylsulfinyl]-3H-benzoimidazole

    InChI

    1/C17H19N3O3S/c1-10-8-18-15(11(2)16(10)23-4)9-24(21)17-19-13-6-5-12(22-3)7-14(13)20-17/h5-8H,9H2,1-4H3,(H,19,20)

    InChIKey

     

    SMILES

    O=S(C1=NC2=C(C=CC(=C2)OC)N1)CC3=C(C(=C(C=N3)C)OC)C

    Molecular Formula

    C17H19N3O3S

    CAS No.

    73590-58-6

    Chemical Structure

    Molecular Weight

    345.42

    Appearance

    White powder

    Assay (C17H19N3O3S; Dried Basis)

    98.0-102.0%  : 98.0%-102.0% (USP); 99.0%-101.0% (BP/EP)
    Completeness of Solution To pass test
    Color of Solution To pass test
    Chromatographic Purity To pass test
    Loss on Drying 0.5% max. : 0.2% max. (BP/EP);0.5% max. (USP)
    Residue on Ignition  0.1% max.
    Heavy Metals 0.002% max.
    Organic Volatile Impurities To pass test
  • Specification
    USP24/BP2002/EP4
     

  • Hazard Class
    Not regulated
    Most important hazards: Xi - Irritant
     

  • Storage
    Moisture sensitive, store in cool, dry  and ventilated place in tightly sealed containers, protected from heat and sunlight.
    Shelf life: 12 months or longer if stored properly

     

  • Packing
    In
    5kg/25kg drum

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Last update
: 2010/10/07