Chlorothiazide

Last updated
Chlorothiazide
Chlorothiazide.svg
Chlorothiazide-from-xtal-3D-balls.png
Clinical data
Trade names Diuril, others
Other names6-Chloro-2H-1,2,4-benzothiadiazine-7-sulfonamide-1,1-dioxide
AHFS/Drugs.com Monograph
MedlinePlus a682341
Routes of
administration 		By mouth, IV
ATC code
Legal status
Legal status
Pharmacokinetic data
Bioavailability low
Metabolism Nil
Elimination half-life 45 to 120 minutes
Excretion Renal
Identifiers
  • 6-chloro-1,1-dioxo-2H-1,2,4-benzothiadiazine-7-sulfonamide
CAS Number
PubChem CID
IUPHAR/BPS
DrugBank
ChemSpider
UNII
KEGG
ChEBI
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard 100.000.368 OOjs UI icon edit-ltr-progressive.svg
Chemical and physical data
Formula C7H6ClN3O4S2
Molar mass 295.71 g·mol−1
3D model (JSmol)
Melting point 342.5–343 °C (648.5–649.4 °F)
  • O=S(=O)(c1c(Cl)cc2c(c1)S(=O)(=O)/N=C\N2)N
  • InChI=1S/C7H6ClN3O4S2/c8-4-1-5-7(2-6(4)16(9,12)13)17(14,15)11-3-10-5/h1-3H,(H,10,11)(H2,9,12,13) Yes check.svgY
  • Key:JBMKAUGHUNFTOL-UHFFFAOYSA-N Yes check.svgY
   (verify)

Chlorothiazide, sold under the brand name Diuril among others, is an organic compound used as a diuretic and as an antihypertensive. [1] [2]

Contents

It is used both within the hospital setting or for personal use to manage excess fluid associated with congestive heart failure. 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 from furosemide and absorbed enterically as a reconstituted suspension administered through a nasogastric tube (NG tube), the two drugs potentiate one another.

It was patented in 1956 and approved for medical use in 1958. [3] It is on the World Health Organization's List of Essential Medicines. [4]

Indications

Contraindications

Side effects

History

The research team of Merck Sharp and Dohme Research Laboratories of Beyer, Sprague, Baer, and Novello created a new series of medications, the thiazide diuretics, which includes chlorothiazide. They won an Albert Lasker Special Award in 1975 for this work. [6]

The structure has been determined by X-ray crystallography. [7]

See also

References

  1. ↑ Ernst ME, Grimm J, Richard H (November 2008). "Thiazide diuretics: 50 years and beyond". Current Hypertension Reviews. 4 (4): 256–65. doi:10.2174/157340208786241264.
  2. ↑ Duarte JD, Cooper-DeHoff RM (June 2010). "Mechanisms for blood pressure lowering and metabolic effects of thiazide and thiazide-like diuretics". Expert Review of Cardiovascular Therapy. 8 (6): 793–802. doi:10.1586/erc.10.27. PMC   2904515 . PMID   20528637.
  3. ↑ Fischer J, Ganellin CR (2006). Analogue-based Drug Discovery. John Wiley & Sons. p. 456. ISBN   9783527607495.
  4. ↑ World Health Organization (2021). World Health Organization model list of essential medicines: 22nd list (2021). Geneva: World Health Organization. hdl: 10665/345533 . WHO/MHP/HPS/EML/2021.02.
  5. 1 2 "Diuril (Chlorothiazide): Side Effects, Interactions, Warning, Dosage & Uses". RxList. Retrieved 2019-10-07.
  6. ↑ "Historical Awards - The Lasker Foundation". The Lasker Foundation.
  7. ↑ Johnston A, Bardin J, Johnston BF, Fernandes P, Kennedy AR, Price SL, Florence AJ (2011). "Experimental and Predicted Crystal Energy Landscapes of Chlorothiazide". Crystal Growth & Design. 11 (2): 405–413. Bibcode:2011CrGrD..11..405J. doi:10.1021/cg1010049.
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