9552. Torsemide

Nomenclature

CAS number: 56211-40-6
N-[[(1-Methylethyl)amino]carbonyl]-4-[(3-methylphenyl)amino]-3-pyridinesulfonamide; 1-isopropyl-3-[(4-m-toluidino-3-pyridyl)sulfonyl]urea; 3-isopropylcarbamylsulfonamido-4-(3′-methylphenyl)aminopyridine; torasemide; AC-4464; BM-02015; JDL-464; Demadex (Roche); Toradiur (Roche); Torem (Roche); Unat (Roche).
C16H20N4O3S; mol wt 348.42.
C 55.16%, H 5.79%, N 16.08%, O 13.78%, S 9.20%.

Description and references

Sulfonylurea loop diuretic. Prepn: J. E. DeLarge et al., DE 2516025; eidem, US 4018929 (1975, 1977 both to A. Christiaens, S.A.); J. DeLarge, C. L. Lapiere, Ann. Pharm. Fr. 36, 369 (1978). Pharmacokinetics in humans: M. Lesne et al., Int. J. Clin. Pharmacol. Ther. Toxicol. 20, 382 (1982). Preliminary evaluation in acute heart failure: R. Stroobandt et al., Arch. Int. Pharmacodyn. 260, 151 (1982). Clinical pharmacology: D. C. Brater et al., Clin. Pharmacol. Ther. 42, 187 (1987). Series of articles on pharmacology, mode of action and renal effects in animals: Arzneim.-Forsch. 35, 1520-1541 (1985); on pharmacology, pharmacokinetics and clinical studies: Eur. J. Clin. Pharmacol. 31, Suppl., 1-55 (1986); Arzneim.-Forsch. 38, 143-214 (1988). Clinical comparison with furosemide, q.v., in congestive heart failure: J. Cosin et al., Eur. J. Heart Fail. 4, 507 (2002).

Chemical structure

Properties

mp 163-164°. pKa 6.44.

Therapeutic Category

Diuretic.

Keywords

Diuretic; Sulfonamide Derivatives