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Ethacrynic acid D5

Names

[ CAS No. ]:
1330052-59-9

[ Name ]:
Ethacrynic acid D5

[Synonym ]:
{2,3-Dichloro-4-[2-methylene(2H5)butanoyl]phenoxy}acetic acid
Acetic acid, 2-[2,3-dichloro-4-(2-methylene-1-oxobutyl-3,3,4,4,4-d5)phenoxy]-

Biological Activity

[Description]:

Ethacrynic acid D5 is a deuterium labeled Ethacrynic acid. Ethacrynic acid is a diuretic. Ethacrynic acid is an inhibitor of glutathione S-transferases (GSTs). Ethacrynic acid is a potent inhibitor of NF-kB-signaling pathway, and also modulates leukotriene formation. Ethacrynic acid also inhibits L-type voltage-dependent and store-operated calcium channel, leading to relaxation of airway smooth muscle (ASM) cells. Ethacrynic acid has anti-inflammatory properties that reduces the retinoid-induced ear edema in mice[1][2][3][4].

[Related Catalog]:

Signaling Pathways >> Membrane Transporter/Ion Channel >> Calcium Channel
Signaling Pathways >> Metabolic Enzyme/Protease >> Gutathione S-transferase
Research Areas >> Inflammation/Immunology

[Target]

Glutathione S-transferases (GSTs)[1]; NF-κB-signaling pathway[2]; L-type voltage-dependent and store-operated calcium channel[3]


[References]

[1]. 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.

[2]. 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.

[3]. Zhao XX, et al. Ethacrynic acid inhibits airway smooth muscle contraction in mice. Sheng Li Xue Bao. 2019 Dec 25;71(6):863-873.

[4]. Byun HJ, et al. Ethacrynic Acid Inhibits Sphingosylphosphorylcholine-Induced Keratin 8 Phosphorylation and Reorganization via Transglutaminase-2 Inhibition. Biomol Ther (Seoul). 2013 Sep 30;21(5):338-42.

Chemical & Physical Properties

[ Density]:
1.4±0.1 g/cm3

[ Boiling Point ]:
480.0±45.0 °C at 760 mmHg

[ Molecular Formula ]:
C13H7D5Cl2O4

[ Molecular Weight ]:
308.169

[ Flash Point ]:
244.1±28.7 °C

[ Exact Mass ]:
307.042633

[ LogP ]:
3.36

[ Vapour Pressure ]:
0.0±1.3 mmHg at 25°C

[ Index of Refraction ]:
1.559

Safety Information

[ Hazard Codes ]:
Xi


Related Compounds