Ethoxzolamide

Ethoxzolamide
Clinical data


ATC code	None
Pharmacokinetic data
Protein binding	~89%
Biological half-life	2.5–5.5 hours
Identifiers
IUPAC name 6-Ethoxy-1,3-benzothiazole-2-sulfonamide
CAS Number	452-35-7^Y
PubChem (CID)	3295
IUPHAR/BPS	6814
DrugBank	DB00311^Y
ChemSpider	3179^Y
UNII	Z52H4811WX^Y
KEGG	D02441^Y
ChEBI	CHEBI:101096^Y
ChEMBL	CHEMBL18^Y
ECHA InfoCard	100.006.546
Chemical and physical data
Formula	C₉H₁₀N₂O₃S₂
Molar mass	258.319 g/mol
3D model (Jmol)	Interactive image
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)^Y Key:OUZWUKMCLIBBOG-UHFFFAOYSA-N^Y
(verify)

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).

GABA_AR PAMs	Barbiturates: Barbexaclone Metharbital Methylphenobarbital Pentobarbital Phenobarbital^# Primidone; Carbamates: Felbamate; Benzodiazepines: Clobazam Clonazepam Clorazepate Diazepam^# Lorazepam^# Midazolam Nimetazepam Nitrazepam Temazepam; Others: Bromide (potassium bromide, sodium bromide) Paraldehyde Stiripentol

GABA-T inhibitors	Fatty acids: Valproate Valpromide Valproate pivoxil; Others: Ethanolamine-O-sulfate Vigabatrin

Others	GABAR agonists: Progabide; GAT-1 inhibitors: Tiagabine

Channelergics

Sodium blockers	Hydantoins: Ethotoin Fosphenytoin Mephenytoin Phenytoin^#; Ureides: Acetylpheneturide Chlorphenacemide Phenacemide^‡ Pheneturide; Fatty acids: Valproate Valpromide Valproate pivoxil; Carboxamides: Carbamazepine^# Eslicarbazepine acetate Oxcarbazepine; Others: Lacosamide Lamotrigine Rufinamide Topiramate Zonisamide

Calcium blockers	Oxazolidinediones: Ethadione Paramethadione Trimethadione; Succinimides: Ethosuximide^# Mesuximide Phensuximide; Gabapentinoids: Gabapentin Pregabalin; Others: Lamotrigine Topiramate Zonisamide

Potassium openers	Retigabine

Others

CA inhibitors	Sulfonamides: Acetazolamide Ethoxzolamide Sultiame Topiramate Zonisamide

Others	Beclamide Brivaracetam Levetiracetam Perampanel

^#WHO-EM
^‡Withdrawn from market
Clinical trials:
- ^†Phase III
- ^§Never to phase III

This article is issued from Wikipedia - version of the 9/2/2016. The text is available under the Creative Commons Attribution/Share Alike but additional terms may apply for the media files.

Ethoxzolamide

Pharmacology

Mechanism of action

Synthesis

See also