Ethoxzolamide

Chemical compound
  • None
Pharmacokinetic dataProtein binding~89%Elimination half-life2.5–5.5 hoursIdentifiers
  • 6-Ethoxy-1,3-benzothiazole-2-sulfonamide
CAS Number
  • 452-35-7 checkY
PubChem CID
  • 3295
IUPHAR/BPS
  • 6814
DrugBank
  • DB00311 checkY
ChemSpider
  • 3179 checkY
UNII
  • Z52H4811WX
KEGG
  • D02441 checkY
ChEBI
  • CHEBI:101096 checkY
ChEMBL
  • ChEMBL18 checkY
CompTox Dashboard (EPA)
  • DTXSID1023021 Edit this at Wikidata
ECHA InfoCard100.006.546 Edit this at WikidataChemical and physical dataFormulaC9H10N2O3S2Molar mass258.31 g·mol−13D model (JSmol)
  • Interactive image
  • O=S(=O)(c1nc2ccc(OCC)cc2s1)N
InChI
  • InChI=1S/C9H10N2O3S2/c1-2-14-6-3-4-7-8(5-6)15-9(11-7)16(10,12)13/h3-5H,2H2,1H3,(H2,10,12,13) checkY
  • Key:OUZWUKMCLIBBOG-UHFFFAOYSA-N checkY
  (verify)

Ethoxzolamide (alternatively known as ethoxyzolamide) is a sulfonamide medication that functions as a carbonic anhydrase inhibitor.[1] It is used in the treatment of glaucoma and duodenal ulcers, and as a diuretic. It may also be used in the treatment of some forms of epilepsy.

Pharmacology

Ethoxzolamide, a sulfonamide, inhibits carbonic anhydrase activity in proximal renal tubules to decrease reabsorption of water, sodium, potassium, bicarbonate. It also decreases carbonic anhydrase in the CNS, increasing the seizure threshold. This reduction in carbonic anhydrase also reduces the intraocular pressure in the eye by decreasing aqueous humor.

Mechanism of action

Ethoxzolamide binds and inhibits carbonic anhydrase I. Carbonic anhydrase plays an essential role in facilitating the transport of carbon dioxide and protons in the intracellular space, across biological membranes and in the layers of the extracellular space. The inhibition of this enzyme effects the balance of applicable membrane equilibrium systems.

Synthesis

Ethoxzolamide synthesis: GB 795174 ; J. Korman, U.S. patent 2,868,800 (1958, 1959 both to Upjohn).

See also

References

  1. ^ Gordon DM (July 1958). "Ethoxzolamide; a new carbonic anhydrase inhibitor". American Journal of Ophthalmology. 46 (1 Pt 1): 41–4. doi:10.1016/S0002-9394(14)78070-5. PMID 13545308.
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