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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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11-Jan-2021
27-Apr-2022
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