ethacrynic acid

Description

ethacrynic acid · CAS 58-54-8 · C13H12Cl2O4. UNII M5DP350VZV. Melting Point: 252 °F (NTP, 1992); Melting Point: 118.5-120.5; Melting Point: 121-122 °C.

Identification

CAS Registry Number	58-54-8
PubChem CID	3278
Molecular formula	C13H12Cl2O4
IUPAC name	2-[2,3-dichloro-4-(2-methylidenebutanoyl)phenoxy]acetic acid
UNII (FDA)	M5DP350VZV

Computed Descriptors

Molecular Weight	303.13
XLogP3	3.8
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	4
Rotatable Bond Count	6
Exact Mass	302.0112642
Monoisotopic Mass	302.0112642
Topological Polar Surface Area	63.6
Heavy Atom Count	19
Formal Charge	0

Physical & Chemical Properties

Melting Point	252 °F (NTP, 1992)
Melting Point	118.5-120.5
Melting Point	121-122 °C
Melting Point	122.5 °C
Solubility	1.94e-02 g/L
LogP	3.3
Dissociation Constants	3.5
Dissociation Constants	3.1
Dissociation Constants	pKa'= 3.50

Physical description & handling notes

• Ethacrynic acid is a white solid. (NTP, 1992)
• Solid
• Crystals
• White, or practically white, crystalline powder
• less than 1 mg/mL at 75 °F (NTP, 1992)
• Sparingly soluble in water, aq acids; soluble in chloroform

GHS Hazard Classification

Reported hazard statements	H302 (100%), H312 (95.1%), H315 (97.6%), H319 (95.1%), H332 (95.1%), H335 (95.1%)

Documented Uses

• Preparation: ... E. M. Schultz, J. M. Sprague, BE 612755 ... eidem, US 3255241 (1962, 1966 both to Merck & Co.).
• 2,3-Dichlorophenoxyacetic acid is subjected to a Friedel-Crafts reaction with butyryl chloride to form the 4-butyryl derivative. This undergoes a Mannich reaction with formaldehyde and dimethylamine, the product decomposing thermally to introduce the methyl group
• Due to the lower incidence of gastrointestinal reactions and a less precipitous dose-response curve, furosemide is prescribed much more frequently than is ethacrynic acid
• For the treatment of high blood pressure and edema caused by diseases like congestive heart failure, liver failure, and kidney failure.
• Breast Feeding; Lactation; Antihypertensive Agents; Loop Diuretics
• Loop diuretics- combined with isotonic saline admin to prevent volume depletion- are used to treat hypercalcemia. Loop diuretics interfere with the kidney's ability to produce a concentrated urine. Consequently, loop diuretics combined with hypertonic saline are useful for the treatment of life-threatening hyponatremia. /Loop diuretics/

Synonyms

ETHACRYNIC ACID; 58-54-8; Etacrynic Acid; Etacrinic acid; Hydromedin; Taladren; Hidromedin; Crinuryl; Edecril; Edecrina; Endecril; Otacril; Mingit; Reomax; Uregit; Etakrinic acid

Frequently Asked Questions

What are the CAS number and molecular formula of ethacrynic acid?

CAS 58-54-8; molecular formula C13H12Cl2O4; molecular weight — g/mol.

What other names is ethacrynic acid known by?

ETHACRYNIC ACID, 58-54-8, Etacrynic Acid, Etacrinic acid, Hydromedin, Taladren.

Is ethacrynic acid classified as hazardous?

Hazard statements reported: H302, H312, H315, H319, H332.

What are the key physical properties of ethacrynic acid?

Melting Point: 252 °F (NTP, 1992); Melting Point: 118.5-120.5; Melting Point: 121-122 °C; Melting Point: 122.5 °C.

Facts on this page are taken from PubChem (US National Library of Medicine) and Wikidata. Grade-specific data — assay, moisture, particle size, packaging, shelf life — is issued per batch on the COA and is not published here.