Butizide

Chemical compound
  • C03EA14 (WHO) (combination with potassium-sparing diuretics)
Pharmacokinetic dataBioavailability85%Protein binding60–80%MetabolismhepaticElimination half-life4 hoursExcretion30% unchanged with the urineIdentifiersCAS Number
  • 2043-38-1
PubChem CID
  • 16274
ChemSpider
  • 15442 checkY
UNII
  • W00SSD35VW
KEGG
  • D03189
CompTox Dashboard (EPA)
  • DTXSID6022713 Edit this at Wikidata
ECHA InfoCard100.016.409 Edit this at WikidataChemical and physical dataFormulaC11H16ClN3O4S2Molar mass353.84 g·mol−13D model (JSmol)
  • Interactive image
  • CC(C)CC1NC2=CC(=C(C=C2S(=O)(=O)N1)S(=O)(=O)N)Cl
InChI
  • InChI=1S/C11H16ClN3O4S2/c1-6(2)3-11-14-8-4-7(12)9(20(13,16)17)5-10(8)21(18,19)15-11/h4-6,11,14-15H,3H2,1-2H3,(H2,13,16,17) checkY
  • Key:HGBFRHCDYZJRAO-UHFFFAOYSA-N checkY

Butizide (or thiabutazide) is a diuretic of the thiazide class.[1]

Medical uses

Butizide is used in combination with the potassium-sparing diuretic spironolactone for the second-line treatment of edema caused by heart failure, and for difficult cases of hypertension.[1]

Adverse effects

Interactions

The hypotensive effects of butizide can be increased by antihypertensive drugs (especially ACE inhibitors), barbiturates, tricyclic antidepressants, and ethanol. Combinatino with beta blockers can increase blood glucose levels; and conversely, butizide can decrease the effects of antidiabetic drugs. As butizide lowers blood potassium and magnesium levels, it can increase the effects of cardiac glycosides. It can also increase lithium toxicity.[1]

Nonsteroidal anti-inflammatory drugs can decrease the diuretic effect of butizide.[1]

Pharmacology

Mechanism of action

Pharmacokinetics

Butizide is quickly absorbed from the gut with a bioavailability of 85%. It reaches highest blood plasma concentrations after 2.5 hours. Plasma protein binding is 60 to 80%. While the substance is metabolised in the liver, 30% are excreted in unchanged from with the urine. Elimination half-life is about four hours.[1]

Chemistry

Synthesis

Thiabutazide synthesis[2]

References

  1. ^ a b c d e Austria-Codex (in German). Vienna: Österreichischer Apothekerverlag. 2018. Aldactone-Saltucin Forte-Hartkapseln.
  2. ^ Topliss JG, Sherlock MH, Clarke FH, Daly MC, Pettersen BW, Lipski J, Sperber N (1961). "3-Substituted Dihydrobenzothiadiazine 1,1-Dioxides as Diuretic Agents". The Journal of Organic Chemistry. 26 (10): 3842–3850. doi:10.1021/jo01068a053.
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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)OtherCombination products