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    Chemistry

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    Also known as: Sodium ethacrynate, 6500-81-8, Ethacrynic acid sodium, Ethacrynate sodium [usan:usp], Etacrynate sodium, K41myv7mpm
    Molecular Formula
    C13H11Cl2NaO4
    Molecular Weight
    325.12  g/mol
    InChI Key
    CWCSCNSKBSCYCS-UHFFFAOYSA-M
    FDA UNII
    K41MYV7MPM
    Ethacrynate Sodium
    A compound that inhibits symport of sodium, potassium, and chloride primarily in the ascending limb of Henle, but also in the proximal and distal tubules. This pharmacological action results in excretion of these ions, increased urinary output, and reduction in extracellular fluid. This compound has been classified as a loop or high ceiling diuretic.
    1 2D Structure

    Ethacrynate Sodium

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    sodium;2-[2,3-dichloro-4-(2-methylidenebutanoyl)phenoxy]acetate
    2.1.2 InChI
    InChI=1S/C13H12Cl2O4.Na/c1-3-7(2)13(18)8-4-5-9(12(15)11(8)14)19-6-10(16)17;/h4-5H,2-3,6H2,1H3,(H,16,17);/q;+1/p-1
    2.1.3 InChI Key
    CWCSCNSKBSCYCS-UHFFFAOYSA-M
    2.1.4 Canonical SMILES
    CCC(=C)C(=O)C1=C(C(=C(C=C1)OCC(=O)[O-])Cl)Cl.[Na+]
    2.2 Other Identifiers
    2.2.1 UNII
    K41MYV7MPM
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Acid, Etacrynic

    2. Acid, Ethacrinic

    3. Acid, Ethacrynic

    4. Edecrin

    5. Etacrynic Acid

    6. Ethacrinic Acid

    7. Ethacrynic Acid

    8. Ethacrynic Acid, Sodium Salt

    9. Hydromedin

    10. Sodium, Ethacrynate

    2.3.2 Depositor-Supplied Synonyms

    1. Sodium Ethacrynate

    2. 6500-81-8

    3. Ethacrynic Acid Sodium

    4. Ethacrynate Sodium [usan:usp]

    5. Etacrynate Sodium

    6. K41myv7mpm

    7. Ethacrynic Acid Sodium Salt

    8. Sodium (2,3-dichloro-4-(2-methylenebutyryl)phenoxy)acetate

    9. Edecrin Sodium

    10. Sodium;2-[2,3-dichloro-4-(2-methylidenebutanoyl)phenoxy]acetate

    11. Acetic Acid, (2,3-dichloro-4-(2-methylene-1-oxobutyl)phenoxy)-, Sodium Salt

    12. Sodium Edecrin

    13. Ethacrynate Sodium [usan]

    14. Unii-k41myv7mpm

    15. Sodium Etacrynate

    16. Ethacrynate Sodium (usp)

    17. Schembl42210

    18. Chembl1200487

    19. Dtxsid10215320

    20. Sodium Etacrynate [mart.]

    21. Ethacrynate Sodium [vandf]

    22. Etacrynate Sodium [who-dd]

    23. Ethacrynate Sodium [orange Book]

    24. Ethacrynate Sodium [usp Impurity]

    25. Ethacrynic Acid Sodium Salt [mi]

    26. D04079

    27. Q27281933

    2.4 Create Date
    2008-02-05
    3 Chemical and Physical Properties
    Molecular Weight 325.12 g/mol
    Molecular Formula C13H11Cl2NaO4
    Hydrogen Bond Donor Count0
    Hydrogen Bond Acceptor Count4
    Rotatable Bond Count6
    Exact Mass323.9932085 g/mol
    Monoisotopic Mass323.9932085 g/mol
    Topological Polar Surface Area66.4 Ų
    Heavy Atom Count20
    Formal Charge0
    Complexity375
    Isotope Atom Count0
    Defined Atom Stereocenter Count0
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count2
    4 Pharmacology and Biochemistry
    4.1 MeSH Pharmacological Classification

    Diuretics

    Agents that promote the excretion of urine through their effects on kidney function. (See all compounds classified as Diuretics.)

    Enzyme Inhibitors

    Compounds or agents that combine with an enzyme in such a manner as to prevent the normal substrate-enzyme combination and the catalytic reaction. (See all compounds classified as Enzyme Inhibitors.)

    4.2 FDA Pharmacological Classification
    4.2.1 Pharmacological Classes
    Loop Diuretic [EPC]; Increased Diuresis at Loop of Henle [PE]

    API Reference Price

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    16-Sep-2021
    27-Apr-2022
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