Chemistry:Chlorothiazide

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Chlorothiazide
Chlorothiazide.svg
Chlorothiazide-from-xtal-3D-balls.png
Clinical data
Trade namesDiuril, others
AHFS/Drugs.comMonograph
MedlinePlusa682341
Pregnancy
category
  • US: C (Risk not ruled out)
Routes of
administration
By mouth, IV
ATC code
Legal status
Legal status
Pharmacokinetic data
Bioavailabilitylow
MetabolismNil
Elimination half-life45 to 120 minutes
ExcretionRenal
Identifiers
CAS Number
PubChem CID
IUPHAR/BPS
DrugBank
ChemSpider
UNII
KEGG
ChEBI
ChEMBL
Chemical and physical data
FormulaC7H6ClN3O4S2
Molar mass295.71 g·mol−1
3D model (JSmol)
  (verify)
Chlorothiazide
Names
Other names
6-Chloro-2H-1,2,4-benzothiadiazine-7-sulfonamide-1,1-dioxide
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
DrugBank
KEGG
UNII
Properties
Melting point 342.5–343 °C (648.5–649.4 °F; 615.6–616.1 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

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

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

  • Anuria[5]
  • Allergies to sulfa drugs[5]

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. "Thiazide diuretics: 50 years and beyond.". Current Hypertension Reviews 4 (4): 256–65. November 2008. doi:10.2174/157340208786241264. 
  2. "Mechanisms for blood pressure lowering and metabolic effects of thiazide and thiazide-like diuretics". Expert Review of Cardiovascular Therapy 8 (6): 793–802. June 2010. doi:10.1586/erc.10.27. PMID 20528637. 
  3. (in en) Analogue-based Drug Discovery. John Wiley & Sons. 2006. p. 456. ISBN 9783527607495. https://books.google.com/books?id=FjKfqkaKkAAC&pg=PA456. 
  4. World Health Organization model list of essential medicines: 22nd list (2021). Geneva: World Health Organization. 2021. WHO/MHP/HPS/EML/2021.02. 
  5. 5.0 5.1 "Diuril (Chlorothiazide): Side Effects, Interactions, Warning, Dosage & Uses" (in en). https://www.rxlist.com/diuril-drug.htm. 
  6. "Historical Awards - The Lasker Foundation". The Lasker Foundation. http://www.laskerfoundation.org/awards/formaward.htm. 
  7. "Experimental and Predicted Crystal Energy Landscapes of Chlorothiazide". Crystal Growth & Design 11 (2): 405–413. 2011. doi:10.1021/cg1010049.