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Clopamide

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Chemical compound Pharmaceutical compound
Clopamide
Clinical data
Trade namesBrinaldix
AHFS/Drugs.comInternational Drug Names
ATC code
Identifiers
IUPAC name
  • 4-chloro-N-(2,6-dimethyl-1-piperidyl)-3-sulfamoyl-
    benzamide
CAS Number
PubChem CID
ChemSpider
UNII
KEGG
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard100.010.238 Edit this at Wikidata
Chemical and physical data
FormulaC14H20ClN3O3S
Molar mass345.84 g·mol
3D model (JSmol)
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
  (what is this?)  (verify)

Clopamide (trade name Brinaldix) is a piperidine diuretic.

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 (DCT) 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

  1. McNeil JJ, Conway EL, Drummer OH, Howes LG, Christophidis N, Louis WJ (September 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. S2CID 20000178.
Diuretics (C03)
Sulfonamides
(and etacrynic acid)
CA inhibitors (at PT)
Loop (Na-K-Cl at AL)
Thiazides (Na-Cl at DCT,
Calcium-sparing)
Thiazide-likes (primarily DCT)
Potassium-sparing (at CD)
ESC blockers
Aldosterone antagonists
Osmotic diuretics (PT, DL)
Vasopressin receptor inhibitors
(DCT and CD)
Other
Combination products
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