Title: Hydrochlorothiazide
CAS Registry Number: 58-93-5
CAS Name: 6-Chloro-3,4-dihydro-2H-1,2,4-benzothiadiazine-7-sulfonamide 1,1-dioxide
Additional Names: 6-chloro-3,4-dihydro-7-sulfamoyl-2H-1,2,4-benzothiadiazine 1,1-dioxide; 6-chloro-7-sulfamyl-3,4-dihydro-1,2,4-benzothiadiazine 1,1-dioxide; 3,4-dihydrochlorothiazide; chlorsulfonamidodihydrobenzothiadiazine dioxide; chlorosulthiadil
Trademarks: Aquarius (Frosst); Bremil; Cidrex; Dichlorosal; Dichlotride (Merck & Co.); Diclotride (Merck & Co.); Direma; Diu-melusin (Schwarz); Disalunil; Esidrex (Novartis); Esidrix (Novartis); Fluvin; Hidroronol; Hydril; Hydro-Aquil; HydroDiuril (Merck & Co.); Hydrosaluric (Merck & Co.); Hydrothide; Hydrozide (Merial); Hypothiazide; Ivaugan (Voigt); Maschitt (Showa Shinyaku); Nefrix; Neo-Codema; Neoflumen; Oretic (Abbott); Panurin; Thiaretic; Thiuretic (Parke-Davis); Urodiazin
Molecular Formula: C7H8ClN3O4S2
Molecular Weight: 297.74
Percent Composition: C 28.24%, H 2.71%, Cl 11.91%, N 14.11%, O 21.49%, S 21.54%
Literature References: Prepn: de Stevens et al., Experientia 14, 463 (1958); Werner et al., J. Am. Chem. Soc. 82, 1161 (1960); Jones, Novello, US 3025292 (1962 to Merck & Co.); de Stevens, Werner, US 3163645 (1964 to Ciba); Klosa, DE 1163332 (1964); J. S. Irons, T. M. Cook, US 3164588 (1965 to Merck & Co.). Purification: Downing, US 3043840 (1962 to Merck & Co.). Toxicity data: J. J. Piala et al., J. Pharmacol. Exp. Ther. 134, 273 (1961). Comprehensive description: H. P. Deppeler, Anal. Profiles Drug Subs. 10, 405-441 (1981).
Properties: Crystals, mp 273-275°. uv max (methanol + trace HCl): 317, 271, 226 nm (A1%1cm 130, 654, 1280). pKa 7.9, 9.2. Sol in dil ammonia, or sodium hydroxide; also sol in methanol, ethanol, acetone. Practically insol in water. LD50 in mice (mg/kg): 590 i.v.; >8000 orally (Piala).
Melting point: mp 273-275°
pKa: pKa 7.9, 9.2
Absorption maximum: uv max (methanol + trace HCl): 317, 271, 226 nm (A1%1cm 130, 654, 1280)
Toxicity data: LD50 in mice (mg/kg): 590 i.v.; >8000 orally (Piala)
Therap-Cat: Diuretic.
Therap-Cat-Vet: Diuretic.
Keywords: Antihypertensive; Thiazides and Analogs; Diuretic; Thiazides and Analogs. |