Ethacrynic Acid

Title: Ethacrynic Acid
CAS Registry Number: 58-54-8
CAS Name: [2,3-Dichloro-4-(2-methylene-1-oxobutyl)phenoxy]acetic acid
Additional Names: [2,3-dichloro-4-(2-methylenebutyryl)phenoxy]acetic acid; [4-(methylenebutyryl)-2,3-dichlorophenoxy]acetic acid
Manufacturers' Codes: MK-595
Trademarks: Crinuryl (Assia); Edecril (Merck & Co.); Edecrin (Merck & Co.); Hydromedin (Merck & Co.); Reomax (Bioindustria); Taladren (Malesci); Uregit (EGYT)
Molecular Formula: C13H12Cl2O4
Molecular Weight: 303.14
Percent Composition: C 51.51%, H 3.99%, Cl 23.39%, O 21.11%
Literature References: Prepn: Schultz et al., J. Med. Pharm. Chem. 5, 660 (1962); E. M. Schultz, J. M. Sprague, BE 612755 C.A. 59, 12712b (1963); eidem, US 3255241 (1962, 1966 both to Merck & Co.). Pharmacology: Beyer et al., J. Pharmacol. Exp. Ther. 147, 1 (1965). Crystal structure: J. Lamotte et al., Acta Crystallogr. B34, 2636 (1978). Toxicity study: Peck et al., Fed. Proc. 23, 438 (1964). Reviews: Kim et al., Am. J. Cardiol. 27, 407-415 (1971); H. E. Williamson, J. Clin. Pharmacol. 17, 663-672 (1977).
Properties: Crystals, mp 121-122° (corr). pKa¢ 3.50. Sparingly sol in water, aq acids; sol in chloroform. LD50 in mice (mg/kg): 176 i.v.; 627 orally (Peck).
Melting point: mp 121-122° (corr)
pKa: pKa¢ 3.50
Toxicity data: LD50 in mice (mg/kg): 176 i.v.; 627 orally (Peck)
Derivative Type: Sodium salt
CAS Registry Number: 6500-81-8
Additional Names: Ethacrynate sodium
Trademarks: Sodium Edecrin (Merck & Co.)
Molecular Formula: C13H11Cl2NaO4
Molecular Weight: 325.12
Percent Composition: C 48.03%, H 3.41%, Cl 21.81%, Na 7.07%, O 19.68%
Properties: uv max (water): 225 nm (e 15287). Soly in water at 25°: up to 9%. Solns at pH 7 at 25° stable for short periods of time. Stability decreased with an increase in pH, temperature and time.
Absorption maximum: uv max (water): 225 nm (e 15287)
Therap-Cat: Diuretic.
Therap-Cat-Vet: Diuretic.
Keywords: Diuretic.
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