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Polpharma European CDMO Partner & API Manufacturer since 1951 Polpharma European CDMO Partner & API Manufacturer since 1951

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    Technical details about Linaprazan, learn more about the structure, uses, toxicity, action, side effects and more

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    Linaprazan

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    2D Structure
    1. Also known as: 248919-64-4, Azd0865, Azd-0865, E0ou4sc8dp, 847574-05-4, Chembl497011
    Molecular Formula
    C21H26N4O2
    Molecular Weight
    366.5  g/mol
    InChI Key
    GHVIMBCFLRTFHI-UHFFFAOYSA-N
    FDA UNII
    E0OU4SC8DP
    Linaprazan is a lipophilic, weak base with potassium-competitive acid blocking (P-CAB) activity. Linaprazan concentrates highly in the gastric parietal cell canaliculus and on entering this acidic environment is instantly protonated and binds competitively and reversibly to the potassium binding site of the proton pump hydrogen-potassium adenosine triphosphatase (H+/K+ ATPase), thereby inhibiting the pump's activity and the parietal cell secretion of H+ ions into the gastric lumen, the final step in gastric acid production.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    8-[(2,6-dimethylphenyl)methylamino]-N-(2-hydroxyethyl)-2,3-dimethylimidazo[1,2-a]pyridine-6-carboxamide
    2.1.2 InChI
    InChI=1S/C21H26N4O2/c1-13-6-5-7-14(2)18(13)11-23-19-10-17(21(27)22-8-9-26)12-25-16(4)15(3)24-20(19)25/h5-7,10,12,23,26H,8-9,11H2,1-4H3,(H,22,27)
    2.1.3 InChI Key
    GHVIMBCFLRTFHI-UHFFFAOYSA-N
    2.1.4 Canonical SMILES
    CC1=C(C(=CC=C1)C)CNC2=CC(=CN3C2=NC(=C3C)C)C(=O)NCCO
    2.2 Other Identifiers
    2.2.1 UNII
    E0OU4SC8DP
    2.3 Synonyms
    2.3.1 Depositor-Supplied Synonyms

    1. 248919-64-4

    2. Azd0865

    3. Azd-0865

    4. E0ou4sc8dp

    5. 847574-05-4

    6. Chembl497011

    7. 8-[(2,6-dimethylphenyl)methylamino]-n-(2-hydroxyethyl)-2,3-dimethylimidazo[1,2-a]pyridine-6-carboxamide

    8. 8-(((2,6-dimethylphenyl)methyl)amino)-n-(2-hydroxyethyl)-2,3-dimethylimidazo(1,2-a)pyridine-6-carboxamide

    9. 8-((2,6-dimethylbenzyl)amino)-n-(2-hydroxyethyl)-2,3-dimethylimidazo[1,2-a]pyridine-6-carboxamide

    10. Linaprazan [inn]

    11. Linaprazan [inn:ban]

    12. Unii-e0ou4sc8dp

    13. 8-[(2,6-dimethylbenzyl)amino]-n-(2-hydroxyethyl)-2,3-dimethylimidazo[1,2-a]pyridine-6-carboxamide

    14. 8-{[(2,6-dimethylphenyl)methyl]amino}-n-(2-hydroxyethyl)-2,3-dimethylimidazo[1,2-a]pyridine-6-carboxamide

    15. Azd0865(linaprazan)

    16. Schembl1138353

    17. Dtxsid90870279

    18. Azd 0865

    19. Yja91964

    20. Zinc1547156

    21. Bdbm50268741

    22. Cs-5725

    23. 2,3-dimethyl-8-(2,6-dimethylbenzylamino)-n-hydroxyethyl-imidazo[1,2-a]pyridine-6-carboxamide

    24. Hy-100412

    25. A911885

    26. Q27276714

    27. 2,3-dimethyl-8-[(2,6-dimethylbenzyl)amino]-6-[n-(2-hydroxyethyl)aminocarbonyl]imidazo[1,2-a]pyridine

    28. 8-(2,6-dimethylbenzylamino)-n-(2-hydroxyethyl)-2,3-dimethylimidazo[1,2-a]pyridine-6-carboxamide

    2.4 Create Date
    2006-10-25
    3 Chemical and Physical Properties
    Molecular Weight 366.5 g/mol
    Molecular Formula C21H26N4O2
    XLogP33.4
    Hydrogen Bond Donor Count3
    Hydrogen Bond Acceptor Count4
    Rotatable Bond Count6
    Exact Mass366.20557608 g/mol
    Monoisotopic Mass366.20557608 g/mol
    Topological Polar Surface Area78.7 Ų
    Heavy Atom Count27
    Formal Charge0
    Complexity493
    Isotope Atom Count0
    Defined Atom Stereocenter Count0
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count1
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