Etacrynic acid structure, CAS 58-54-8

Etacrynic acid

CAS Number58-54-8

SynonymsMFCD00056693; Ethacrynic Acid; 2-[2,3-dichloro-4-(2-methylidenebutanoyl)phenoxy]acetic acid; EINECS 200-384-1

Molecular FormulaC13H12Cl2O4

Molecular Weight303.14

Purity≥97 (HPLC)%

Density1.35g/cm3

Boiling Point480ºC at 760mmHg

Melting Point125 °C

Flash Point

Appearancepowder

EINECS200-384-1

MSDSChineseEnglish

SymbolTransport

Signal WordWarning

Cat. No.: 2A-9010390 Purity: ≥97 (HPLC)%
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Quality Control of [ 58-54-8 ] Purity: ≥97 (HPLC)% SDS Specification MoL

Chemical & Physical Properties
CAS Number58-54-8
Catalog No.2A-9010390
Chinese Name利尿酸
SynonymsMFCD00056693; Ethacrynic Acid; 2-[2,3-dichloro-4-(2-methylidenebutanoyl)phenoxy]acetic acid; EINECS 200-384-1
Molecular FormulaC13H12Cl2O4
Molecular Weight303.14
Purity≥97 (HPLC)
Density1.35g/cm3
Boiling Point480ºC at 760mmHg
Melting Point125 °C
Appearancepowder
Storage ConditionStore in an airtight container away from light.
ApplicationEthacrynic acid is a diuretic. Ethacrynic acid is an inhibitor of glutathione S-transferases (GSTs). Ethacrynic acid is a potent inhibitor of the NF-κB signaling pathway and also regulates leukotriene
EINECS200-384-1
PubChem ID329825461
MDL NumberMFCD00056693
SMILESClC1=C(Cl)C(C(C(CC)=C)=O)=CC=C1OCC(O)=O
InChI1S/C13H12Cl2O4/c1-3-7(2)13(18)8-4-5-9(12(15)11(8)14)19-6-10(16)17/h4-5H,2-3,6H2,1H3,(H,16,17)
InChI KeyAVOLMBLBETYQHX-UHFFFAOYSA-N
NACRES CodeNA.77
UNSPSC12352106
Hazard SymbolsTransport
MSDSmsds/10390_1_58_54_8.pdf
BioactivityEthacrynic 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 Research Areas >> Cancer Signaling Pathways >> Metabolic Enzyme/Protease >> Gutathione S-transferase Research Areas >> Inflammation/Immunology 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 1.35g/cm3 Boiling Point 480ºC at 760mmHg Melting Point 125 °C Molecular Formula C13H12Cl2O4 Molecular Weight 303.13800 Flash Point 244.1ºC Exact Mass 302.01100 PSA 63.60000 LogP 3.60570 InChIKey AVOLMBLBETYQHX-UHFFFAOYSA-N SMILES C=C(CC)C(=O)c1ccc(OCC(=O)O)c(Cl)c1Cl Storage condition -20?C Freezer
Use ofEthacrynic 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]. Properties Articles35 Name etacrynic acid Synonym More Synonyms Ethacrynic acid Biological Activity Description 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 Research Areas >> Cancer Signaling Pathways >> Metabolic Enzyme/Protease >> Gutathione S-transferase Research Areas >> Inflammation/Immunology 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 Exact Mass 302.01100 PSA 63.60000 LogP 3.60570 InChIKey AVOLMBLBETYQHX-UHFFFAOYSA-N Storage condition -20?C Freezer
Transport InfoShipping Name: UN
MSDS Transport InfoModule 14. Shipping information 14.1 United Nations number European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.2 United Nations shipping name European Land Transport Dangerous Regulations: Non-dangerous goods IMDG Code: Non-dangerous goods International air transport dangerous goods regulations: non-dangerous goods 14.3 Transport hazard categories European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.4 Package group European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.5 Environmental hazards European Land Transport Danger Regulations: No International Maritime Danger Regulations International Air Transport Danger Regulations: No Marine pollutants (yes/no): No 14.6 Special precautions No data available
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