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Ethacrynic acid (CAS 58-54-8)

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Alternate Names:
Ethacrynic acid is also known as MK-595.
Application:
Ethacrynic acid is a high ceiling loop diuretic with anticancer activity, cytotoxic to primary chronic lymphocytic leukemia cells.
CAS Number:
58-54-8
Purity:
≥98%
Molecular Weight:
303.14
Molecular Formula:
C13H12Cl2O4
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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Ethacrynic acid is a compound that has gained attention in research focused on its effects on cellular transport mechanisms. In particular, studies investigate its role in modulating the activity of ion channels and transporters, which are fundamental to maintaining cellular homeostasis. Researchers are also interested in the interaction between Ethacrynic acid and glutathione transferases, enzymes involved in detoxification processes, to understand its influence on cellular protective mechanisms. In biochemistry, Ethacrynic acid is used as a tool to probe the function of these enzymes in various biological systems. The compound′s impact on oxidative stress responses is another area of investigation, where Ethacrynic acid is utilized to study the delicate balance between the production of reactive oxygen species and the antioxidant defenses of the cell. Furthermore, its effects on the cytoskeleton and cell motility are examined, which has implications for understanding the behavior of cells in various physiological contexts.


Ethacrynic acid (CAS 58-54-8) References

  1. Effects of topical ethacrynic acid adducts on intraocular pressure in rabbits and monkeys.  |  Tingey, DP., et al. 1992. Arch Ophthalmol. 110: 699-702. PMID: 1580849
  2. Amide derivatives of ethacrynic acid: synthesis and evaluation as antagonists of Wnt/beta-catenin signaling and CLL cell survival.  |  Jin, G., et al. 2009. Bioorg Med Chem Lett. 19: 606-9. PMID: 19121941
  3. Numerical simulations of ethacrynic acid transport from precorneal region to trabecular meshwork.  |  Lin, CW. and Yuan, F. 2010. Ann Biomed Eng. 38: 935-44. PMID: 20140518
  4. Lack of efficacy of aurintricarboxylic acid and ethacrynic acid against vaccinia virus respiratory infections in mice.  |  Smee, DF., et al. 2010. Antivir Chem Chemother. 20: 201-5. PMID: 20413827
  5. Inhibitory effects of ethacrynic acid analogues lacking the α,β-unsaturated carbonyl unit and para-acylated phenols on human cancer cells.  |  Bryant, ZE., et al. 2011. Bioorg Med Chem Lett. 21: 912-5. PMID: 21227691
  6. Potent anti-proliferative actions of a non-diuretic glucosamine derivative of ethacrynic acid.  |  Punganuru, SR., et al. 2016. Bioorg Med Chem Lett. 26: 2829-2833. PMID: 27156773
  7. A novel class of ethacrynic acid derivatives as promising drug-like potent generation of anticancer agents with established mechanism of action.  |  Mignani, S., et al. 2016. Eur J Med Chem. 122: 656-673. PMID: 27448922
  8. Synthesis and biological evaluation of ethacrynic acid derivatives bearing sulfonamides as potent anti-cancer agents.  |  El Abbouchi, A., et al. 2020. Bioorg Med Chem Lett. 30: 127426. PMID: 32755677
  9. Bis-conjugation of Bioactive Molecules to Cisplatin-like Complexes through (2,2'-Bipyridine)-4,4'-Dicarboxylic Acid with Optimal Cytotoxicity Profile Provided by the Combination Ethacrynic Acid/Flurbiprofen.  |  Biancalana, L., et al. 2020. Chemistry. 26: 17525-17535. PMID: 33252170
  10. Improvement of the Chemical Reactivity of Michael Acceptor of Ethacrynic Acid Correlates with Antiproliferative Activities.  |  El Abbouchi, A., et al. 2023. Molecules. 28: PMID: 36677966
  11. Ethacrynic acid and iron uptake in the rabbit reticulocyte.  |  Barnett, LH. and Archdeacon, JW. 1970. Biochim Biophys Acta. 219: 231-3. PMID: 5473509
  12. Effects of ethacrynic acid in the newborn infant.  |  Scalais, E., et al. 1984. J Pediatr. 104: 947-50. PMID: 6726531
  13. Interaction of ethacrynic acid with bovine brain tubulin.  |  Ludueña, RF., et al. 1994. Biochem Pharmacol. 47: 1677-81. PMID: 8185683
  14. Inactivation of mouse liver glutathione S-transferase YfYf (Pi class) by ethacrynic acid and 5,5'-dithiobis-(2-nitrobenzoic acid).  |  Phillips, MF. and Mantle, TJ. 1993. Biochem J. 294 (Pt 1): 57-62. PMID: 8363586

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

Ethacrynic acid, 1 g

sc-257424
1 g
$49.00

Ethacrynic acid, 5 g

sc-257424A
5 g
$229.00