Cyclopenthiazide

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Cyclopenthiazide
Cyclopenthiazide.png
Clinical data
AHFS/Drugs.com International Drug Names
ATC code
Legal status
Legal status
  • UK: POM (Prescription only)
Identifiers
  • 6-chloro-3-(cyclopentylmethyl)-1,1-dioxo-3,4-dihydro-2H-benzo[e][1,2,4]thiadiazine-7-sulfonamide
CAS Number
PubChem CID
IUPHAR/BPS
ChemSpider
UNII
KEGG
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard 100.010.920 OOjs UI icon edit-ltr-progressive.svg
Chemical and physical data
Formula C13H18ClN3O4S2
Molar mass 379.87 g·mol−1
3D model (JSmol)
  • O=S(=O)(c1c(Cl)cc2c(c1)S(=O)(=O)NC(N2)CC3CCCC3)N
  • InChI=1S/C13H18ClN3O4S2/c14-9-6-10-12(7-11(9)22(15,18)19)23(20,21)17-13(16-10)5-8-3-1-2-4-8/h6-8,13,16-17H,1-5H2,(H2,15,18,19)
  • Key:BKYKPTRYDKTTJY-UHFFFAOYSA-N
   (verify)

Cyclopenthiazide (trade name Navidrex) is a thiazide diuretic used in the treatment of heart failure and hypertension.

Contents

Synthesis

Cyclopenthiazide synthesis: Cyclopenthiazide synthesis.svg
Cyclopenthiazide synthesis:

Contraindications

Thiazide diuretics increase the excretion of sodium and potassium ions and decrease the excretion of calcium ions and uric acid so they are contraindicated in patients with hyponatraemia, hypokalaemia, hypercalcaemia and hyperuricaemia. They are also contraindicated in patients with Addison's disease.

See also

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References

  1. Whitehead CW, Traverso JJ, Sullivan HR, Marshall FJ (1961). "Diuretics. V. 3,4-Dihydro-1,2,4-benzothiadiazine 1,1-Dioxides". The Journal of Organic Chemistry. 26 (8): 2814–2818. doi:10.1021/jo01066a046.