Chlorthalidone
Title: Chlorthalidone
CAS Registry Number: 77-36-1
CAS Name: 2-Chloro-5-(2,3-dihydro-1-hydroxy-3-oxo-1H-isoindol-1-yl)benzenesulfonamide
Additional Names: 2-chloro-5-(1-hydroxy-3-oxo-1-isoindolinyl)benzenesulfonamide; 3-hydroxy-3-(4-chloro-3-sulfamylphenyl)phthalimidine; 2-chloro-5-(3-hydroxy-1-oxoisoindolin-3-yl)benzenesulfonamide; 1-oxo-3-(3-sulfamyl-4-chlorophenyl)-3-hydroxyisoindoline; 3-(4¢-chloro-3¢-sulfamoylphenyl)-3-hydroxyphthalimidine; 1-keto-3-(3¢-sulfamyl-4¢-chlorophenyl)-3-hydroxyisoindoline; chlorphthalidolone; phthalamudine; phthalamodine
Manufacturers' Codes: G-33182
Trademarks: Higroton (Novartis); Hydro-long (Sanorania); Hygroton (Novartis); Thalitone (Boehringer, Ing.)
Molecular Formula: C14H11ClN2O4S
Molecular Weight: 338.77
Percent Composition: C 49.64%, H 3.27%, Cl 10.47%, N 8.27%, O 18.89%, S 9.47%
Literature References: Prepn: Graf et al., Helv. Chim. Acta 42, 1085 (1959); US 3055904 (1962 to Geigy). Activity and side effects: Holtmeier et al., Med. Welt 1967, 1384; Zsoter et al., J. Pharmacol. Exp. Ther. 180, 723 (1972). Metabolism: Beisenherz et al., Arch. Int. Pharmacodyn. Ther. 161, 76 (1966). Comprehensive description: J. M. Singer et al., Anal. Profiles Drug Subs. 14, 1-36 (1985).
Properties: Crystals from 50% acetic acid, dec 224-226°. mp range may extend from 218 to 264° on slow heating. Can form a monohydrate. uv max (methanol): <220 nm. Soly in water: 12 mg/100 ml (20°); 27 mg/100 ml (37°); in 0.1N Na2CO3: 577 mg/100 ml (20°); 990 mg/100 ml (37°). More sol in aq solns of NaOH. Soluble in warm ethanol; slightly sol in ether.
Melting point: mp range may extend from 218 to 264° on slow heating
Absorption maximum: uv max (methanol): <220 nm
Therap-Cat: Diuretic; antihypertensive.
Therap-Cat-Vet: Diuretic.
Keywords: Antihypertensive; Thiazides and Analogs; Diuretic; Thiazides and Analogs.

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