Clopamide

Clopamide
Clinical data
AHFS/Drugs.com	International Drug Names
ATC code	C03BA03 (WHO) ;
Identifiers
	IUPAC name 4-chloro-N-(2,6-dimethyl-1-piperidyl)-3-sulfamoyl-; benzamide;
CAS Number	636-54-4 ;
PubChem CID	2804;
ChemSpider	2702 ;
UNII	17S83WON0I;
KEGG	D02460 ;
ChEMBL	ChEMBL1361347 ;
CompTox Dashboard (EPA)	DTXSID1022847 ;
ECHA InfoCard	100.010.238
Chemical and physical data
Formula	C14H20ClN3O3S
Molar mass	345.846 g/mol g·mol−1
3D model (JSmol)	Interactive image;
	SMILES O=C(NN1C(CCCC1C)C)c2ccc(Cl)c(c2)S(=O)(=O)N;
	InChI InChI=1S/C14H20ClN3O3S/c1-9-4-3-5-10(2)18(9)17-14(19)11-6-7-12(15)13(8-11)22(16,20)21/h6-10H,3-5H2,1-2H3,(H,17,19)(H2,16,20,21) ; Key:LBXHRAWDUMTPSE-UHFFFAOYSA-N ;
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Clopamide (trade name Brinaldix) is a piperidine diuretic.[1]

Mechanism of action

Clopamide is categorised as a thiazide-like diuretic and works in similar way as the thiazide diuretics do. It acts in the kidneys, at the distal convoluted tubule (PCT) of the nephron where it inhibits the sodium-chloride symporter. Clopamide selectively binds at the chloride binding site of the sodium-chloride symporter in the PCT cells on the luminal (interior) side and thus interferes with the reabsorption of sodium chloride, causing an equiosmolar excretion of water along with sodium chloride.

References

McNeil, J. J.; Conway, E. L.; Drummer, O. H.; Howes, L. G.; Christophidis, N.; Louis, W. J. (1987). "Clopamide: Plasma concentrations and diuretic effect in humans". Clinical Pharmacology and Therapeutics. 42 (3): 299–304. doi:10.1038/clpt.1987.151. PMID 3621784.

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[1] McNeil, J. J.; Conway, E. L.; Drummer, O. H.; Howes, L. G.; Christophidis, N.; Louis, W. J. (1987). "Clopamide: Plasma concentrations and diuretic effect in humans". Clinical Pharmacology and Therapeutics. 42 (3): 299–304. doi:10.1038/clpt.1987.151. PMID 3621784.