Ethacrynic acid

Ethacrynic acid has anti-inflammatory and anticancer activity. Ethacrynic acid is an orally active diuretic. Ethacrynic acid is an inhibitor of glutathione S-transferase (GSTs) and Wnt signaling pathways. Ethacrynic acid is a radiosensitizer. Ethacrynic acid can inhibit airway smooth muscle (ASM) contraction in mice. Ethacrynic acid can increase the outflow of aqueous humor from the eye for the study of glaucoma[1][2][3][4][5][6][7][8][9].

Product Specifications

CAS Number

[58-54-8]

Product Name Alternative

Etacrynic acid

UNSPSC

12352005

Hazard Statement

H302, H315, H319, H335

Target

Calcium Channel; Glutathione S-transferase; NF-κB; NO Synthase; Wnt

Type

Reference compound

Related Pathways

Immunology/Inflammation; Membrane Transporter/Ion Channel; Metabolic Enzyme/Protease; Neuronal Signaling; NF-κB; Stem Cell/Wnt

Applications

Cancer-programmed cell death

Field of Research

Cancer; Inflammation/Immunology; Cardiovascular Disease

Assay Protocol

https://www.medchemexpress.com/ethacrynic-acid.html

Purity

99.98

Solubility

DMSO : 100 mg/mL (ultrasonic) |H2O : 27.5 mg/mL (ultrasonic)

Smiles

O=C(O)COC1=CC=C(C(C(CC)=C)=O)C(Cl)=C1Cl

Molecular Formula

C13H12Cl2O4

Molecular Weight

303.14

Precautions

H302, H315, H319, H335

References & Citations

[1]Lu D, et al. Ethacrynic acid exhibits selective toxicity to chronic lymphocytic leukemia cells by inhibition of the Wnt/beta-catenin pathway. PLoS One. 2009 Dec 14;4 (12) :e8294.|[2]Liang LL, et al. Ethacrynic acid increases facility of outflow in the human eye in vitro. Arch Ophthalmol. 1992 Jan;110 (1) :106-9. |[3]Han Y, et al. Ethacrynic acid inhibits multiple steps in the NF-kappaB signaling pathway. Shock. 2005 Jan;23 (1) :45-53. |[4]Khil MS, et al. Ethacrynic acid: a novel radiation enhancer in human carcinoma cells. Int J Radiat Oncol Biol Phys. 1996 Jan 15;34 (2) :375-80. |[5]Kim Y, et al. In vivo efficacy of the diuretic agent ethacrynic acid against multiple myeloma. Leuk Res. 2012 May;36 (5) :598-600. |[6]Li XQ, et al. Metabolism of Strained Rings: Glutathione S-transferase-Catalyzed Formation of a Glutathione-Conjugated Spiro-azetidine without Prior Bioactivation. Drug Metab Dispos. 2019 Nov;47 (11) :1247-1256. |[7]Harada T, et al. Ethacrynic acid decreases expression of proinflammatory intestinal wall cytokines and ameliorates gastrointestinal stasis in murine postoperative ileus. Clinics (Sao Paulo) . 2018 Oct 18;73:e332.|[8]Zhao XX, et al. [Ethacrynic acid inhibits airway smooth muscle contraction in mice]. Sheng Li Xue Bao. 2019 Dec 25;71 (6) :863-873. Chinese. PMID: 31879742. |[9]Byun HJ, Kang KJ, Park MK, Lee HJ, Kang JH, Lee EJ, Kim YR, Kim HJ, Kim YW, Jung KC, Kim SY, Lee CH. Ethacrynic Acid Inhibits Sphingosylphosphorylcholine-Induced Keratin 8 Phosphorylation and Reorganization via Transglutaminase-2 Inhibition. Biomol Ther (Seoul) . 2013 Sep 30;21 (5) :338-42. |[10]|[11]