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    Esomeprazole

    ACTIVE PHARMA INGREDIENTS

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    2D Structure
    Also known as: Omeprazole magnesium, 161973-10-0, Prilosec otc, H 168/68 magnesium, 95382-33-5, Omeprazole (as magnesium)
    Molecular Formula
    C34H36MgN6O6S2
    Molecular Weight
    713.1  g/mol
    InChI Key
    KWORUUGOSLYAGD-UHFFFAOYSA-N
    FDA UNII
    426QFE7XLK
    The S-isomer of omeprazole.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    magnesium;5-methoxy-2-[(4-methoxy-3,5-dimethylpyridin-2-yl)methylsulfinyl]benzimidazol-1-ide
    2.1.2 InChI
    InChI=1S/2C17H18N3O3S.Mg/c2*1-10-8-18-15(11(2)16(10)23-4)9-24(21)17-19-13-6-5-12(22-3)7-14(13)20-17;/h2*5-8H,9H2,1-4H3;/q2*-1;+2
    2.1.3 InChI Key
    KWORUUGOSLYAGD-UHFFFAOYSA-N
    2.1.4 Canonical SMILES
    CC1=CN=C(C(=C1OC)C)CS(=O)C2=NC3=C([N-]2)C=CC(=C3)OC.CC1=CN=C(C(=C1OC)C)CS(=O)C2=NC3=C([N-]2)C=CC(=C3)OC.[Mg+2]
    2.2 Other Identifiers
    2.2.1 UNII
    426QFE7XLK
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Esomeprazole

    2. Esomeprazole Potassium

    3. Esomeprazole Sodium

    4. Esomeprazole Strontium

    5. Esomeprazole Strontium Anhydrous

    6. Nexium

    7. Strontium, Esomeprazole

    2.3.2 Depositor-Supplied Synonyms

    1. Omeprazole Magnesium

    2. 161973-10-0

    3. Prilosec Otc

    4. H 168/68 Magnesium

    5. 95382-33-5

    6. Omeprazole (as Magnesium)

    7. 426qfe7xlk

    8. Magnesium;5-methoxy-2-[(4-methoxy-3,5-dimethylpyridin-2-yl)methylsulfinyl]benzimidazol-1-ide

    9. Esomeprazole Magnesium Salt

    10. Unii-426qfe7xlk

    11. Omeprazole Magnesium [usan]

    12. Omeprazole Magnesium [usan:usp]

    13. Prilosec Otc (tn)

    14. Esomeprazole(magnesium)

    15. Omeprazole Magnesium Salt

    16. Omeprazole Magnesium (usp)

    17. Mls001165732

    18. Schembl722792

    19. Esomeprazole Magnesium (nexium)

    20. Chembl1567328

    21. Chebi:94401

    22. H-168/68 Magnesium

    23. Hms2878h13

    24. Omeprazole Magnesium [vandf]

    25. Mfcd06798050

    26. Omeprazole Magnesium [mart.]

    27. Omeprazole Magnesium [usp-rs]

    28. Omeprazole Magnesium [who-dd]

    29. Akos015896379

    30. Akos025402081

    31. Omeprazole Magnesium Salt [mi]

    32. As-75082

    33. Omeprazole Magnesium [orange Book]

    34. Smr000550477

    35. Omeprazole Magnesium [ep Monograph]

    36. Omeprazole Magnesium [usp Impurity]

    37. Omeprazole Magnesium [usp Monograph]

    38. Ft-0657297

    39. Sw220306-1

    40. Talicia Component Omeprazole Magnesium

    41. D05259

    42. Omeprazole Magnesium Component Of Talicia

    43. A810316

    44. J-014249

    45. Q-100195

    46. Q27166253

    47. 5-methoxy-1h-1,3-benzimidazol-2-yl (4-methoxy-3,5-dimethyl-2-pyridinyl)methyl Sulfoxide

    48. (rs)-5-methoxy-2-(((4-methoxy-3,5-dimethyl-2-pyridinyl)methyl)sulfinyl)-1h-benzimidazole, Magnesium Salt (2:1)

    49. 5-methoxy-2-(((4-methoxy-3,5-dimethyl-2-pyridinyl)methyl)sulfinyl)-1h-benzimidazole, Magnesium Salt

    50. 5-methoxy-2-(((4-methoxy-3,5-dimethyl-2-pyridyl)methyl)sulfinyl)benzimidazole, Magnesium Salt (2:1)

    51. Magnesium 5-methoxy-2-[(4-methoxy-3,5-dimethyl-2-pyridyl)methylsulfinyl]benzimidazol-1-ide;esomeprazole Magnesium(random Configuration)

    52. Magnesium(2+) 5-methoxy-2-[(4-methoxy-3,5-dimethylpyridin-2-yl)methanesulfinyl]-1h-1,3-benzodiazol-1-ide 6-methoxy-2-[(4-methoxy-3,5-dimethylpyridin-2-yl)methanesulfinyl]-1h-1,3-benzodiazol-1-ide

    53. Magnesium, Bis(6-methoxy-2-(((4-methoxy-3,5-dimethyl-2-pyridinyl)methyl)sulfinyl-.kappa.o)-1h-benzimidazolato-.kappa.n3)-, (t-4)-

    2.4 Create Date
    2005-08-08
    3 Chemical and Physical Properties
    Molecular Weight 713.1 g/mol
    Molecular Formula C34H36MgN6O6S2
    Hydrogen Bond Donor Count0
    Hydrogen Bond Acceptor Count14
    Rotatable Bond Count10
    Exact Mass712.1988169 g/mol
    Monoisotopic Mass712.1988169 g/mol
    Topological Polar Surface Area163 Ų
    Heavy Atom Count49
    Formal Charge0
    Complexity453
    Isotope Atom Count0
    Defined Atom Stereocenter Count0
    Undefined Atom Stereocenter Count2
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count3
    4 Drug and Medication Information
    4.1 Drug Information
    1 of 6  
    Drug NameEsomeprazole magnesium
    PubMed HealthEsomeprazole
    Drug ClassesGastric Acid Secretion Inhibitor, Gastrointestinal Agent
    Drug LabelThe active ingredient in NEXIUM (esomeprazole magnesium) Delayed-Release Capsules and NEXIUM (esomeprazole magnesium) For Delayed-Release Oral Suspension is bis(5-methoxy-2-[(S)-[(4-methoxy-3,5-dimethyl-2-pyridinyl)methyl]sulfinyl]-1H-benzimidazole...
    Active IngredientEsomeprazole magnesium
    Dosage FormCapsule, delayed release
    Routeoral
    Strength40mg; 20mg
    Market StatusTentative Approval
    CompanyRanbaxy

    2 of 6  
    Drug NameNexium
    Drug LabelThe active ingredient in NEXIUM (esomeprazole magnesium) Delayed-Release Capsules and NEXIUM (esomeprazole magnesium) For Delayed-Release Oral Suspension is bis(5-methoxy-2-[(S)-[(4-methoxy-3,5-dimethyl-2-pyridinyl)methyl]sulfinyl]-1H-benzimidazole...
    Active IngredientEsomeprazole magnesium
    Dosage FormCapsule, delayed rel pellets; For suspension, delayed release
    RouteOral
    Strengtheq 5mg base/packet; eq 20mg base/packet; eq 20mg base; eq 40mg base; eq 10mg base/packet; eq 40mg base/packet; eq 2.5mg base/packet
    Market StatusPrescription
    CompanyAstrazeneca

    3 of 6  
    Drug NameOmeprazole magnesium
    Drug LabelThe active ingredient in NEXIUM (esomeprazole magnesium) Delayed-Release Capsules and NEXIUM (esomeprazole magnesium) For Delayed-Release Oral Suspension is bis(5-methoxy-2-[(S)-[(4-methoxy-3,5-dimethyl-2-pyridinyl)methyl]sulfinyl]-1H-benzimidazole...
    Active IngredientOmeprazole magnesium
    Dosage FormCapsule, delayed release
    RouteOral
    Strengtheq 20mg base
    Market StatusOver the Counter
    CompanyDr Reddys Labs

    4 of 6  
    Drug NameEsomeprazole magnesium
    PubMed HealthEsomeprazole
    Drug ClassesGastric Acid Secretion Inhibitor, Gastrointestinal Agent
    Drug LabelThe active ingredient in NEXIUM (esomeprazole magnesium) Delayed-Release Capsules and NEXIUM (esomeprazole magnesium) For Delayed-Release Oral Suspension is bis(5-methoxy-2-[(S)-[(4-methoxy-3,5-dimethyl-2-pyridinyl)methyl]sulfinyl]-1H-benzimidazole...
    Active IngredientEsomeprazole magnesium
    Dosage FormCapsule, delayed release
    Routeoral
    Strength40mg; 20mg
    Market StatusTentative Approval
    CompanyRanbaxy

    5 of 6  
    Drug NameNexium
    Drug LabelThe active ingredient in NEXIUM (esomeprazole magnesium) Delayed-Release Capsules and NEXIUM (esomeprazole magnesium) For Delayed-Release Oral Suspension is bis(5-methoxy-2-[(S)-[(4-methoxy-3,5-dimethyl-2-pyridinyl)methyl]sulfinyl]-1H-benzimidazole...
    Active IngredientEsomeprazole magnesium
    Dosage FormCapsule, delayed rel pellets; For suspension, delayed release
    RouteOral
    Strengtheq 5mg base/packet; eq 20mg base/packet; eq 20mg base; eq 40mg base; eq 10mg base/packet; eq 40mg base/packet; eq 2.5mg base/packet
    Market StatusPrescription
    CompanyAstrazeneca

    6 of 6  
    Drug NameOmeprazole magnesium
    Drug LabelThe active ingredient in NEXIUM (esomeprazole magnesium) Delayed-Release Capsules and NEXIUM (esomeprazole magnesium) For Delayed-Release Oral Suspension is bis(5-methoxy-2-[(S)-[(4-methoxy-3,5-dimethyl-2-pyridinyl)methyl]sulfinyl]-1H-benzimidazole...
    Active IngredientOmeprazole magnesium
    Dosage FormCapsule, delayed release
    RouteOral
    Strengtheq 20mg base
    Market StatusOver the Counter
    CompanyDr Reddys Labs

    5 Pharmacology and Biochemistry
    5.1 MeSH Pharmacological Classification

    Anti-Ulcer Agents

    Various agents with different action mechanisms used to treat or ameliorate PEPTIC ULCER or irritation of the gastrointestinal tract. This has included ANTIBIOTICS to treat HELICOBACTER INFECTIONS; HISTAMINE H2 ANTAGONISTS to reduce GASTRIC ACID secretion; and ANTACIDS for symptomatic relief. (See all compounds classified as Anti-Ulcer Agents.)

    Proton Pump Inhibitors

    Compounds that inhibit H(+)-K(+)-EXCHANGING ATPASE. They are used as ANTI-ULCER AGENTS and sometimes in place of HISTAMINE H2 ANTAGONISTS for GASTROESOPHAGEAL REFLUX. (See all compounds classified as Proton Pump Inhibitors.)

    5.2 FDA Pharmacological Classification
    5.2.1 Pharmacological Classes
    Proton Pump Inhibitor [EPC]; Proton Pump Inhibitors [MoA]; Cytochrome P450 2C19 Inhibitors [MoA]