Title: Benzthiazide
CAS Registry Number: 91-33-8
CAS Name: 6-Chloro-3-[[(phenylmethyl)thio]methyl]-2
H-1,2,4-benzothiadiazine-7-sulfonamide 1,1-dioxide
Synonyms: 3-[(benzylthio)methyl]-6-chloro-2
H-1,2,4-benzothiadiazine-7-sulfonamide 1,1-dioxide; 3-[(benzylthio)methyl]-6-chloro-7-sulfamoyl-2
H-benzo-1,2,4-thiadiazine 1,1-dioxide; 6-chloro-7-sulfamoyl-3-benzylthiomethyl-2
H-1,2,4-benzothiadiazine 1,1-dioxide; benzothiazide
Trademarks: Exna (Wyeth); Fovane (Pfizer)
Molecular Formula: C15H14ClN3O4S3
Molecular Weight: 431.94
Percent Composition: C 41.71%, H 3.27%, Cl 8.21%, N 9.73%, O 14.82%, S 22.27%
Literature References: Prepn: J. M. McManus
et al., 136th Am. Chem. Soc. Meet. (Atlantic City, Sept. 1959)
Abstr. of Papers, pp 13-O; W. M. McLamore, G. D. Laubach,
DE 1137740;
eidem, US 3440244 (1962, 1969 both to Pfizer). Pharmacology, toxicity: S. Y. P'an
et al., J. Pharmacol. Exp. Ther. 128, 122 (1960).
Properties: Crystals from acetone, mp 231-232° (U.S. patent); also reported as mp 238-239° (P'an). Bitter taste. Practically insol in water. Sol in alkaline solns. LD50 in mice, rats (mg/kg): >5000, >10000 orally; 410, 422 i.v. (P'an).
Melting point: mp 231-232° (U.S. patent); mp 238-239° (P'an)
Toxicity data: LD50 in mice, rats (mg/kg): >5000, >10000 orally; 410, 422 i.v. (P'an)
Therap-Cat: Diuretic, antihypertensive.
Keywords: Antihypertensive; Thiazides and Analogs; Diuretic; Thiazides and Analogs.