CHEBI:27690 - acetazolamide

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ChEBI Name acetazolamide
ChEBI ID CHEBI:27690
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:41007, CHEBI:2388, CHEBI:22167, CHEBI:22168
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Formula C4H6N4O3S2
Net Charge 0
Average Mass 222.24500
Monoisotopic Mass 221.988
InChI InChI=1S/C4H6N4O3S2/c1-2(9)6-3-7-8-4(12-3)13(5,10)11/h1H3,(H2,5,10,11)(H,6,7,9)
InChIKey BZKPWHYZMXOIDC-UHFFFAOYSA-N
SMILES CC(=O)Nc1nnc(s1)S(N)(=O)=O
Roles Classification
Biological Role(s): EC 4.2.1.1 (carbonic anhydrase) inhibitor
An EC 4.2.1.* (hydro-lyases) inhibitor that interferes with the action of carbonic anhydrase (EC 4.2.1.1). Such compounds reduce the secretion of H+ ions by the proximal kidney tubule.
Application(s): anticonvulsant
A drug used to prevent seizures or reduce their severity.
diuretic
An agent that promotes the excretion of urine through its effects on kidney function.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing acetazolamide (CHEBI:27690) has parent hydride 1,3,4-thiadiazole (CHEBI:39472)
acetazolamide (CHEBI:27690) has role anticonvulsant (CHEBI:35623)
acetazolamide (CHEBI:27690) has role diuretic (CHEBI:35498)
acetazolamide (CHEBI:27690) has role EC 4.2.1.1 (carbonic anhydrase) inhibitor (CHEBI:23018)
acetazolamide (CHEBI:27690) is a monocarboxylic acid amide (CHEBI:29347)
acetazolamide (CHEBI:27690) is a sulfonamide (CHEBI:35358)
acetazolamide (CHEBI:27690) is a thiadiazoles (CHEBI:38099)
acetazolamide (CHEBI:27690) is conjugate acid of acetazolamide(1−) (CHEBI:50634)
Incoming acetazolamide sodium (CHEBI:31163) has part acetazolamide (CHEBI:27690)
acetazolamide(1−) (CHEBI:50634) is conjugate base of acetazolamide (CHEBI:27690)
IUPAC Name
N-(5-sulfamoyl-1,3,4-thiadiazol-2-yl)acetamide
INNs Sources
acetazolamida ChemIDplus
acétazolamide ChEBI
acetazolamidum ChemIDplus
Synonyms Sources
2-acetylamino-1,3,4-thiadiazole-5-sulfonamide NIST Chemistry WebBook
5-ACETAMIDO-1,3,4-THIADIAZOLE-2-SULFONAMIDE PDBeChem
5-acetylamino-1,3,4-thiadiazole-2-sulfonamide ChEBI
Acetazolamide KEGG COMPOUND
Diamox ChemIDplus
N-[5-(aminosulfonyl)-1,3,4-thiadiazol-2-yl]acetamide NIST Chemistry WebBook
N-[5-(aminosulfonyl)-1,3,5-thiadiazol-2-yl]acetamide ChEBI
Brand Names Sources
Defiltran DrugBank
Diacarb DrugBank
Diluran DrugBank
Glaupax DrugBank
Manual Xrefs Databases
56 DrugCentral
Acetazolamide Wikipedia
AZM PDBeChem
C06805 KEGG COMPOUND
D00218 KEGG DRUG
DB00819 DrugBank
LSM-5543 LINCS
US2554816 Patent
View more database links
Registry Numbers Types Sources
212994 Beilstein Registry Number Beilstein
365421 Gmelin Registry Number Gmelin
59-66-5 CAS Registry Number KEGG COMPOUND
59-66-5 CAS Registry Number ChemIDplus
59-66-5 CAS Registry Number NIST Chemistry WebBook
Last Modified
22 February 2017