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CHEBI:3213 - bumetanide

Default Structure
ChEBI IDCHEBI:3213
ChEBI Namebumetanide
Stars
DefinitionA member of the class of benzoic acids that is 4-phenoxybenzoic acid in which the hydrogens ortho to the phenoxy group are substituted by butylamino and sulfamoyl groups. Bumetanide is a diuretic, and is used for treatment of oedema associated with congestive heart failure, hepatic and renal disease.
Secondary ChEBI IDCHEBI:239281
Last Modified14 June 2017
DownloadsMolfile
FormulaC17H20N2O5S
Net Charge0
Average Mass364.423
Monoisotopic Mass364.10929
SMILESCCCCNc1cc(C(=O)O)cc(S(N)(=O)=O)c1Oc1ccccc1
InChIInChI=1S/C17H20N2O5S/c1-2-3-9-19-14-10-12(17(20)21)11-15(25(18,22)23)16(14)24-13-7-5-4-6-8-13/h4-8,10-11,19H,2-3,9H2,1H3,(H,20,21)(H2,18,22,23)
InChIKeyMAEIEVLCKWDQJH-UHFFFAOYSA-N
Wikipedia
Roles Classification
Chemical Roles:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Role:
EC 3.6.3.49 (channel-conductance-controlling ATPase) inhibitor  A EC 3.6.3.* (acid anhydride hydrolase catalysing transmembrane movement of substances) inhibitor that interferes with the action of channel-conductance-controlling ATPase (EC 3.6.3.49, also known as cystic fibrosis conductance regulator, CFCR).
Applications:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
anticonvulsant  A drug used to prevent seizures or reduce their severity.
hypoglycemic agent  A drug which lowers the blood glucose level.
renoprotective agent  Any compound that is able to prevent damage to the kidneys.
diuretic  An agent that promotes the excretion of urine through its effects on kidney function.
cardiovascular drug  A drug that affects the rate or intensity of cardiac contraction, blood vessel diameter or blood volume.
ChEBI Ontology
Outgoing Relation(s)
bumetanide (CHEBI:3213) has role anticonvulsant (CHEBI:35623)
bumetanide (CHEBI:3213) has role antineoplastic agent (CHEBI:35610)
bumetanide (CHEBI:3213) has role cardiovascular drug (CHEBI:35554)
bumetanide (CHEBI:3213) has role diuretic (CHEBI:35498)
bumetanide (CHEBI:3213) has role EC 3.6.3.49 (channel-conductance-controlling ATPase) inhibitor (CHEBI:131770)
bumetanide (CHEBI:3213) has role hypoglycemic agent (CHEBI:35526)
bumetanide (CHEBI:3213) has role renoprotective agent (CHEBI:231911)
bumetanide (CHEBI:3213) is a amino acid (CHEBI:33709)
bumetanide (CHEBI:3213) is a benzoic acids (CHEBI:22723)
bumetanide (CHEBI:3213) is a sulfonamide (CHEBI:35358)
IUPAC Name 
3-(butylamino)-4-phenoxy-5-sulfamoylbenzoic acid
INNs  Source
bumetanidaChemIDplus
bumetanideChemIDplus
bumetanidumChemIDplus
Synonyms  Source
3-(aminosulfonyl)-5-(butylamino)-4-phenoxybenzoic acidChemIDplus
3-butylamino-4-phenoxy-5-sulfamoyl-benzoic acidChEMBL
3-butylamino-4-phenoxy-5-sulfamoylbenzoic acidChEMBL
3-butylamino-4-(phenoxy)-5-sulfamoylbenzoic acidDrugBank
PF-1593ChEMBL
PF1593ChEMBL
Brand Names  Source
BetinexChEMBL
BumexChEMBL
BurinexChEMBL
LixilChEMBL
Manual XrefsDatabases
427DrugCentral
BumetanideWikipedia
D00247KEGG DRUG
DB00887DrugBank
DE1964503Patent
DE1964504Patent
HMDB0015024HMDB
LSM-2848LINCS
US3806534Patent
Registry NumbersSources
Reaxys:2185351Reaxys
CAS:28395-03-1ChemIDplus
CAS:28395-03-1KEGG DRUG
Citations