Ethoxzolamide

Ethoxzolamide

Systematic (IUPAC) name
6-ethoxy-1,3-benzothiazole-2-sulfonamide
Pharmacokinetic data
Protein binding	~89%
Biological half-life	2.5-5.5 hours
Identifiers
CAS Number	452-35-7
ATC code	none
PubChem	CID 3295
IUPHAR/BPS	6814
DrugBank	DB00311
ChemSpider	3179
UNII	Z52H4811WX
KEGG	D02441
ChEBI	CHEBI:101096
ChEMBL	CHEMBL18
Chemical data
Formula	C9H10N2O3S2
Molar mass	258.319 g/mol
SMILES 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) Key:OUZWUKMCLIBBOG-UHFFFAOYSA-N
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Ethoxzolamide (alternatively known as Ethoxyzolamide) is a sulfonamide medication that functions as a carbonic anhydrase inhibitor. 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

• Dimazole
• Dithiazanine iodide