CHEBI:27690 - acetazolamide

ChEBI IDCHEBI:27690
ChEBI Nameacetazolamide
Stars
Secondary ChEBI IDsCHEBI:2388, CHEBI:22167, CHEBI:22168, CHEBI:41007
Last Modified22 February 2017
DownloadsMolfile
FormulaC4H6N4O3S2
Net Charge0
Average Mass222.251
Monoisotopic Mass221.98813
SMILESCC(=O)Nc1nnc(S(N)(=O)=O)s1
InChIInChI=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)
InChIKeyBZKPWHYZMXOIDC-UHFFFAOYSA-N
Wikipedia
Roles Classification
Biological Role:
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.
Applications:
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.
ChEBI Ontology
Outgoing Relation(s)
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 Relation(s)
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  Source
acetazolamidaChemIDplus
acetazolamidumChemIDplus
acétazolamideChEBI
Synonyms  Source
AcetazolamideKEGG COMPOUND
2-acetylamino-1,3,4-thiadiazole-5-sulfonamideNIST Chemistry WebBook
5-acetylamino-1,3,4-thiadiazole-2-sulfonamideChEBI
N-[5-(aminosulfonyl)-1,3,5-thiadiazol-2-yl]acetamideChEBI
5-ACETAMIDO-1,3,4-THIADIAZOLE-2-SULFONAMIDEPDBeChem
N-[5-(aminosulfonyl)-1,3,4-thiadiazol-2-yl]acetamideNIST Chemistry WebBook
Brand Names  Source
DefiltranDrugBank
DiacarbDrugBank
DiluranDrugBank
GlaupaxDrugBank
Manual XrefsDatabases
C06805KEGG COMPOUND
AZMPDBeChem
D00218KEGG DRUG
DB00819DrugBank
US2554816Patent
AcetazolamideWikipedia
LSM-5543LINCS
56DrugCentral
Registry NumbersSources
Beilstein:212994Beilstein
Gmelin:365421Gmelin
CAS:59-66-5KEGG COMPOUND
CAS:59-66-5ChemIDplus
CAS:59-66-5NIST Chemistry WebBook