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.
Chlorothricin Chlorothymol Chlorotoluene Chlorotoluron Chlorotoxin

Chlorothiazide
Chlorothiazide.svg
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Systematic (IUPAC) name
6-chloro-1,1-dioxo-2H-1,2,4-benzothiadiazine-7-sulfonamide
Clinical data
Trade names Diuril
AHFS/Drugs.com monograph
MedlinePlus a682341
Pregnancy cat. C (US)
Legal status -only (US)
Routes Oral
Pharmacokinetic data
Metabolism Nil
Half-life 45 to 120 minutes
Excretion Renal
Identifiers
CAS number 58-94-6
ATC code C03AA04
PubChem CID 2720
DrugBank DB00880
ChemSpider 2619 YesY
UNII 77W477J15H YesY
KEGG D00519 YesY
ChEBI CHEBI:3640 YesY
ChEMBL CHEMBL842 YesY
Chemical data
Formula C7H6ClN3O4S2 
Mol. mass 295.72 g/mol
 YesY (what is this?)  (verify)

Chlorothiazide sodium (Diuril) is a diuretic used within the hospital setting or for personal use to manage excess fluid associated with congestive heart failure. It is also used as an antihypertensive.

Most often taken in pill form, it is usually taken orally once or twice a day. In the ICU setting, chlorothiazide is given to diurese a patient in addition to furosemide (Lasix). Working in a separate mechanism than furosemide, and absorbed enterically as a reconstituted suspension administered through a nasogastric tube (NG tube), the two drugs potentiate one another.