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Ethacrynic acid
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| Systematic (IUPAC) name | |
| 2-[2,3-dichloro-4-(2-methylidenebutanoyl) phenoxy] acetic acid | |
| Identifiers | |
| CAS number | |
| ATC code | ? |
| PubChem | |
| DrugBank | |
| Chemical data | |
| Formula | C13H12Cl2O4 |
| Mol. mass | 303.137 g/mol |
| Pharmacokinetic data | |
| Bioavailability | ? |
| Protein binding | > 98% |
| Metabolism | ? |
| Half life | ? |
| Excretion | ? |
| Therapeutic considerations | |
| Pregnancy cat. |
? |
| Legal status | |
| Routes | ? |
Ethacrynic acid (trade name Edecrin) is a loop diuretic medication used to treat high blood pressure and the swelling caused by diseases like congestive heart failure, liver failure, and kidney failure. Unlike the other loop diuretics, ethacrynic acid is not a sulfonamide and thus, its use is not contraindicated in those with sulfa allergies. Ethacrynic acid is a phenoxyacetic acid derivative containing a ketone and a methylene group. A cysteine adduct is formed with the methylene group and this is the active form.
Administration
25 mg and 50 mg tablets are available for oral use. The sodium salt (ethacrynate sodium) can also be given intravenously.
Side effects
As a diuretic, ethacrynic acid can cause frequent urination, but this usually resolves after taking the drug for a few weeks.
Ethacrynic acid can also cause low potassium levels, which may manifest as muscle cramps or weakness. It has also been known to cause reversible or permanent hearing loss and liver damage. On oral administration, it produces diarrhea; intestinal bleeding may occur at higher doses.
Mechanism of action
Acts by inhibiting sodim-potassium-chloride cotransport in the ascending loop of Henle. Loss of potassium ions is less marked but chances of hypochloremic alkalosis are greater. The dose response curve of ethacrynic acid is steeper than that of furosemide and, in general, it is less manageable; dose range is 50-150mg.
Ethacrynic acid and its glutathione-adduct are potent inhibitors of Glutathione S-transferase family members, which are enzymes involved in xenobiotic metabolism.
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Wikipedia content modification information:
- This page was last modified on 22 May 2008, at 00:30.
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