Drug/Small Molecule:
acetazolamide

2D structure

Overview

Generic Names: Acetamidothiadiazolesulfonamide; Acetazolamid; Acetazolamide Sodium; Acetazolamine; Acetazoleamide; Acetozalamide; Carbonic Anhydrase Inhibitor 6063
Trade Names: Acetamox; Acetazolam; Ak-Zol; Apo-Acetazolamide; Atenezol; Cidamex; Dazamide; Defiltran; Dehydratin; Diacarb; Diakarb; Diamox; Diamox Sequels; Didoc; Diluran; Diuramid; Diureticum-Holzinger; Diuriwas; Diutazol; Donmox; Duiramid; Edemox; Eumicton; Fonurit; Glaupax; Glupax; Natrionex; Nephramid; Nephramide; Phonurit; Sk-Acetazolamide; Storzolamide; Vetamox
PharmGKB Accession Id: PA448018

Description

One of the carbonic anhydrase inhibitors that is sometimes effective against absence seizures. It is sometimes useful also as an adjunct in the treatment of tonic-clonic, myoclonic, and atonic seizures, particularly in women whose seizures occur or are exacerbated at specific times in the menstrual cycle. However, its usefulness is transient often because of rapid development of tolerance. Its antiepileptic effect may be due to its inhibitory effect on brain carbonic anhydrase, which leads to an increased transneuronal chloride gradient, increased chloride current, and increased inhibition. (From Smith and Reynard, Textbook of Pharmacology, 1991, p337) (source: Drug Bank)

Indication

For adjunctive treatment of: edema due to congestive heart failure; drug-induced edema; centrencephalic epilepsies; chronic simple (open-angle) glaucoma (source: Drug Bank)

ATC Therapeutic Category

  • S01EC:Carbonic anhydrase inhibitors

Pharmacology, Interactions, and Contraindications

Mechanism Of Action

The anticonvulsant activity of Acetazolamide may depend on a direct inhibition of carbonic anhydrase in the CNS, which decreases carbon dioxide tension in the pulmonary alveoli, thus increasing arterial oxygen tension. The diuretic effect depends on the inhibition of carbonic anhydrase, causing a reduction in the availability of hydrogen ions for active transport in the renal tubule lumen. This leads to alkaline urine and an increase in the excretion of bicarbonate, sodium, potassium, and water. (source: Drug Bank)

Pharmacology

Acetazolamide is a potent carbonic anhydrase inhibitor, effective in the control of fluid secretion, in the treatment of certain convulsive disorders and in the promotion of diuresis in instances of abnormal fluid retention. Acetazolamide is not a mercurial diuretic. Rather, it is a nonbacteriostatic sulfonamide possessing a chemical structure and pharmacological activity distinctly different from the bacteriostatic sulfonamides. (source: Drug Bank)

Food Interactions

Drink plenty of liquids.
Take with food; at least 6 hours before bedtime. (source: Drug Bank)

Absorption, Distribution, Metabolism, Elimination & Toxicity

Protein Binding

98% (source: Drug Bank)

Isomeric SMILES Code:

CC(=O)Nc1nnc(s1)S(=O)(=O)N (source: Drug Bank)

The following genes are in curated knowledge about this drug.

  Gene Relationship Evidence
No phenotype data No genotype data Literature annotations available Not annotated
CA2
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  • FA
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Publications

A list of non-curated publications that mention this drug along with other genes is available.

Drug Targets

Gene Description
AQP1 Uncurated Annotation (source: Drug Bank)
CA1 Uncurated Annotation (source: Drug Bank)
CA2 Uncurated Annotation (source: Drug Bank)
CA12 Uncurated Annotation (source: Drug Bank)

A list of non-curated publications that mention this drug along with other drugs is available.

Drug Interactions

Drug Description
aspirin Uncurated Annotation The salicylate at high dose increases the effect of the carbonic anhydrase inhibitors (source: Drug Bank)
cyclosporine Uncurated Annotation Acetazolamide increases the effect of toxicity of cyclosporine (source: Drug Bank)
memantine Uncurated Annotation Possible increased levels of memantine (source: Drug Bank)
salicyclic acid Uncurated Annotation The salicylate at high dose increases the effect of the carbonic anhydrase inhibitors (source: Drug Bank)

Non-Curated Information

A list of non-curated publications that mention this drug along with other diseases is available.

LinkOuts

Web Resource:
Wikipedia
DrugBank:
DB00819
ChEBI ID:
27690
KEGG Compound ID:
C06805
KEGG Drug ID:
D00218
PubChem Compound ID:
1986
PubChem Substance ID:
9024

Common Searches

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Non-Curated Publications

A list of non-curated publications that mention this drug is available.

PharmGKB integrates drug information from different sources: DrugBank, Open Eye Scientific Software.
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