Chlorothiazide
Title: Chlorothiazide
CAS Registry Number: 58-94-6
CAS Name: 6-Chloro-2H-1,2,4-benzothiadiazine-7-sulfonamide 1,1-dioxide
Additional Names: 6-chloro-7-sulfamoyl-2H-1,2,4-benzothiadiazine 1,1-dioxide; 6-chloro-7-sulfamyl-1,2,4-benzothiadiazine 1,1-dioxide
Trademarks: Chlotride (Merck & Co.); Diuril (Merck & Co.); Saluric (Merck & Co.)
Molecular Formula: C7H6ClN3O4S2
Molecular Weight: 295.72
Percent Composition: C 28.43%, H 2.05%, Cl 11.99%, N 14.21%, O 21.64%, S 21.69%
Literature References: Prepn: F. C. Novello, US 2809194 (1957 to Merck & Co.); F. C. Novello, J. M. Sprague, J. Am. Chem. Soc. 79, 2028 (1957). HPLC determn in urine: R. O. Fullinfaw et al., J. Chromatogr. 415, 347 (1987). Comprehensive description: H. G. Brittain, Anal. Profiles Drug Subs. 18, 33-56 (1989).
Properties: Colorless needles from dil alc, mp 342.5-343°. pKa1 6.85, pKa2 9.45. Freely sol in DMSO, DMF; slightly sol in methanol, pyridine; very slightly sol in water. Practically insol in diethyl ether, chloroform, benzene. Soly (g/L): water (pH 4) 0; (pH 7) 0.65. Sol in alkaline aq solns with decompn upon standing or heating.
Melting point: mp 342.5-343°
pKa: pKa1 6.85, pKa2 9.45
 
Derivative Type: Sodium salt
CAS Registry Number: 7085-44-1
Additional Names: 6-Chloro-7-sulfamoyl-2H-1,2,4-benzothiadiazin-2-ylsodium 1,1-dioxide
Molecular Formula: C7H5ClN3NaO4S2
Molecular Weight: 317.71
Percent Composition: C 26.46%, H 1.59%, Cl 11.16%, N 13.23%, Na 7.24%, O 20.14%, S 20.19%
 
Therap-Cat: Diuretic; antihypertensive.
Therap-Cat-Vet: Diuretic.
Keywords: Antihypertensive; Thiazides and Analogs; Diuretic; Thiazides and Analogs.

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