Cyclopenthiazide

Cyclopenthiazide

Systematic (IUPAC) name
6-chloro-3-(cyclopentylmethyl)-1,1-dioxo-3,4-dihydro-2H-benzo[e][1,2,4]thiadiazine-7-sulfonamide
Clinical data
AHFS/Drugs.com	International Drug Names
Legal status
Legal status	UK: POM (Prescription only)
Identifiers
CAS Number	742-20-1
ATC code	C03AA07 (WHO)
PubChem	CID 2904
IUPHAR/BPS	7899
ChemSpider	2801
UNII	VX4S2N85F5
KEGG	D02061
ChEMBL	CHEMBL1373254
Chemical data
Formula	C13H18ClN3O4S2
Molar mass	379.88 g/mol
SMILES O=S(=O)(c1c(Cl)cc2c(c1)S(=O)(=O)NC(N2)CC3CCCC3)N
InChI 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
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Cyclopenthiazide (trade name Navidrex) is a thiazide diuretic used in the treatment of heart failure and hypertension.

Synthesis

Cyclopenthiazide synthesis:^[1]

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

• Cyclothiazide
• Hydrochlorothiazide
• Bendroflumethiazide

References

1. Whitehead, C. W.; Traverso, J. J.; Sullivan, H. R.; Marshall, F. J. (1961). "Diuretics. V. 3,4-Dihydro-1,2,4-benzothiadiazine 1,1-Dioxides". The Journal of Organic Chemistry 26 (8): 2814. doi:10.1021/jo01066a046.