Drug/Small Molecule:
ethacrynic acid

2D structure

Overview

Generic Names: Etacrinic acid; Etacrynic acid; Etakrinic acid; Ethacrynate; Methylenebutyrylphenoxyacetic acid
Trade Names: Crinuryl; Edecril; Edecrin; Edecrina; Endecril; Hidromedin; Hydromedin; Mingit; Otacril; Reomax; Taladren; Uregit
PharmGKB Accession Id: PA449518

Description

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. PubChem (source: Drug Bank)

Indication

For the treatment of high blood pressure and edema caused by diseases like congestive heart failure, liver failure, and kidney failure. (source: Drug Bank)

ATC Therapeutic Category

  • C03CC:Aryloxyacetic acid derivatives

Pharmacology, Interactions, and Contraindications

Mechanism Of Action

Ethacrynic acid 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. Diuretics also lower blood pressure initially by reducing plasma and extracellular fluid volume; cardiac output also decreases, explaining its antihypertensive action. Eventually, cardiac output returns to normal with an accompanying decrease in peripheral resistance. Its mode of action does not involve carbonic anhydrase inhibition. (source: Drug Bank)

Pharmacology

Ethacrynic acid is a monosulfonamyl loop or high ceiling diuretic. Ethacrynic acid acts on the ascending limb of the loop of Henle and on the proximal and distal tubules. Urinary output is usually dose dependent and related to the magnitude of fluid accumulation. Water and electrolyte excretion may be increased several times over that observed with thiazide diuretics, since ethacrynic acid inhibits reabsorption of a much greater proportion of filtered sodium than most other diuretic agents. Therefore, ethacrynic acid is effective in many patients who have significant degrees of renal insufficiency. Ethacrynic acid has little or no effect on glomerular filtration or on renal blood flow, except following pronounced reductions in plasma volume when associated with rapid diuresis. (source: Drug Bank)

Food Interactions

Take with food to reduce irritation. (source: Drug Bank)

Absorption, Distribution, Metabolism, Elimination & Toxicity

Biotransformation

Hepatic. (source: Drug Bank)

Protein Binding

> 98% (source: Drug Bank)

Absorption

Onset of action is rapid, usually within 30 minutes after an oral dose of ethacrynic acid or within 5 minutes after an intravenous injection of ethacrynic acid. (source: Drug Bank)

Toxicity

Overdosage may lead to excessive diuresis with electrolyte depletion. (source: Drug Bank)

Isomeric SMILES Code:

CCC(=C)C(=O)C1=C(C(=C(C=C1)OCC(=O)O)Cl)Cl (source: Drug Bank)

The following genes are in curated knowledge about this drug.

  Gene Relationship Evidence
Phenotype data available Genotype Data Available Literature annotations available Not annotated
ABCC1
  • CO
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  •   
  • FA
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Publications

A list of non-curated publications that mention this drug along with other genes is available.

Drug Targets

Gene Description
ATP1A1 Uncurated Annotation (source: Drug Bank)
ALB Uncurated Annotation (source: Drug Bank)
GSTP1 Uncurated Annotation (source: Drug Bank)
SLC12A1 Uncurated Annotation (source: Drug Bank)

The following drugs are in curated knowledge about this drug.

  Drug Relationship Evidence
Phenotype data available Genotype Data Available Literature annotations available Not annotated
warfarin
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Publications

A list of non-curated publications that mention this drug along with other drugs is available.

Drug Interactions

Drug Description
acenocoumarol Uncurated Annotation Ethacrynic acid increases the anticoagulant effect (source: Drug Bank)
cisplatin Uncurated Annotation Increased ototoxicity (source: Drug Bank)
dicumarol Uncurated Annotation Ethacrynic acid increases the anticoagulant effect (source: Drug Bank)
digitoxin Uncurated Annotation Possible electrolyte variations and arrhythmias (source: Drug Bank)
digoxin Uncurated Annotation Possible electrolyte variations and arrhythmias (source: Drug Bank)
gentamicin Uncurated Annotation Increased ototoxicity (source: Drug Bank)
ibuprofen Uncurated Annotation The NSAID decreases the diuretic and antihypertensive effects of the loop diuretic (source: Drug Bank)
indomethacin Uncurated Annotation The NSAID decreases the diuretic and antihypertensive effects of the loop diuretic (source: Drug Bank)
kanamycin Uncurated Annotation Increased ototoxicity (source: Drug Bank)
streptomycin Uncurated Annotation Increased ototoxicity (source: Drug Bank)
sulindac Uncurated Annotation The NSAID decreases the diuretic and antihypertensive effects of the loop diuretic (source: Drug Bank)
tobramycin Uncurated Annotation Increased ototoxicity (source: Drug Bank)
warfarin Uncurated Annotation Ethacrynic acid increases the anticoagulant effect (source: Drug Bank)

Curated Information

The following diseases are in curated knowledge about this drug.

  Disease Relationship Evidence
Phenotype data available Genotype Data Available Literature annotations available Not annotated
Leukemia
  • CO
  •   
  •   
  • FA
  •   
Publications
No phenotype data No genotype data Literature annotations available Not annotated
Leukemia, Myeloid
  • CO
  •   
  •   
  • FA
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Publications
No phenotype data No genotype data Literature annotations available Not annotated
Leukemia, Myeloid, Acute
  • CO
  •   
  •   
  • FA
  •   
Publications
Phenotype data available Genotype Data Available Literature annotations available Not annotated
Neoplasms
  • CO
  •   
  •   
  • FA
  •   
Publications

Non-Curated Information

A list of non-curated publications that mention this drug along with other diseases is available.

LinkOuts

Web Resource:
Wikipedia
DrugBank:
DB00903
KEGG Drug ID:
D00313
PubChem Compound ID:
3278

Common Searches

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Non-Curated Publications

A list of non-curated publications that mention this drug is available.

PharmGKB integrates drug information from different sources: DrugBank, Open Eye Scientific Software.
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