1037. Bendroflumethiazide

Nomenclature

CAS number: 73-48-3
3,4-Dihydro-3-(phenylmethyl)-6-(trifluoromethyl)-2H-1,2,4-benzothiadiazine-7-sulfonamide 1,1-dioxide; 3-benzyl-6-trifluoromethyl-3,4-dihydro-7-sulfamoyl-2H-1,2,4-benzothiadiazine 1,1-dioxide; 3-benzyl-3,4-dihydro-7-sulfamyl-6-trifluoromethyl-1,2,4-benzothiadiazine 1,1-dioxide; bendrofluazide; benzydroflumethiazide; benzylhydroflumethiazide; Aprinox (Sovereign); Berkozide (APS); Centyl (Leo Pharm); Naturetin (BMS); Neo-Naclex (Goldshield); Salures (Pfizer); Sinesalin (MIT Gesundheit).
C15H14F3N3O4S2; mol wt 421.41.
C 42.75%, H 3.35%, F 13.52%, N 9.97%, O 15.19%, S 15.22%.

Description and references

Prepn: C. T. Holdrege et al., J. Am. Chem. Soc. 81, 4807 (1959); F. Lund, W. O. Godtfredsen, GB 863474; eidem, US 3392168 (1961, 1968 both to Lvens Kemiske Fabrik). Comprehensive description: K. Florey, F. M. Russo-Alesi, Anal. Profiles Drug Subs. 5, 1-19 (1976).

Chemical structure

Properties

Crystals from dioxane, mp 224.5-225.5° (U.S. patent). Also reported as mp 221-223° (Holdrege). uv max (methanol): 208, 273, 326 nm (E1%1cm 745, 565, 96). Insol in water, chloroform, benzene, ether. Sol in acetone, alcohol.

Therapeutic Category

Diuretic, antihypertensive.

Keywords

Antihypertensive; Thiazides and Analogs; Diuretic; Thiazides and Analogs