9624. Trichlormethiazide

Nomenclature

CAS number: 133-67-5
6-Chloro-3-(dichloromethyl)-3,4-dihydro-2H-1,2,4-benzothiadiazine-7-sulfonamide 1,1-dioxide; 6-chloro-3-dichloromethyl-7-sulfamyl-3,4-dihydro-1,2,4-benzothiadiazine 1,1-dioxide; 3-dichloromethyl-6-chloro-7-sulfamyl-3,4-dihydro-1,2,4-benzothiadiazine 1,1-dioxide; 3-dichloromethylhydrochlorothiazide; hydrotrichlorothiazide; trichloromethiazide; Achletin (Toyama); Anatran (Tobishi); Anistadin (Maruko); Aponorin (Kodama); Carvacron (Taiyo); Diurese (Am. Urologicals); Esmarin (Merck KGaA); Fluitran (Shionogi); Flutra (Schering); Intromene (Teikoku); Kubacron (Kayaku); Metahydrin (HMR); Naqua (Schering); Salurin (Syntex); Tachionin (Sana); Tolcasone (RPR); Triflumen (Serono).
C8H8Cl3N3O4S2; mol wt 380.66.
C 25.24%, H 2.12%, Cl 27.94%, N 11.04%, O 16.81%, S 16.85%.

Description and references

Prepn: deStevens et al., Experientia 16, 113 (1960); Sherlock et al., ibid. 184. Toxicity: E. I. Goldenthal, Toxicol. Appl. Pharmacol. 18, 185 (1971).

Chemical structure

Properties

Crystals from methanol + acetone + water, dec 266-273°, also reported as 248-250°. Soly (mg/ml) at 25°: water 0.8; ethanol 21; methanol 60. LD50 orally in rats: >20000 mg/kg (Goldenthal).

Therapeutic Category

Diuretic; antihypertensive.

Therapeutic Category (Veterinary)

Diuretic.

Keywords

Antihypertensive; Thiazides and Analogs; Diuretic; Thiazides and Analogs