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CHEBI:5384 - glipizide

ChEBI IDCHEBI:5384
ChEBI Nameglipizide
Stars
DefinitionAn N-sulfonylurea that is glyburide in which the (5-chloro-2-methoxybenzoyl group is replaced by a (5-methylpyrazin-2-yl)carbonyl group. An oral hypoglycemic agent, it is used in the treatment of type 2 diabetes mellitus.
Last Modified22 February 2017
DownloadsMolfile
FormulaC21H27N5O4S
Net Charge0
Average Mass445.545
Monoisotopic Mass445.17838
SMILESCc1cnc(C(=O)NCCc2ccc(S(=O)(=O)NC(=O)NC3CCCCC3)cc2)cn1
InChIInChI=1S/C21H27N5O4S/c1-15-13-24-19(14-23-15)20(27)22-12-11-16-7-9-18(10-8-16)31(29,30)26-21(28)25-17-5-3-2-4-6-17/h7-10,13-14,17H,2-6,11-12H2,1H3,(H,22,27)(H2,25,26,28)
InChIKeyZJJXGWJIGJFDTL-UHFFFAOYSA-N
Wikipedia
Roles Classification
Biological Roles:
EC 2.7.1.33 (pantothenate kinase) inhibitor  An EC 2.7.1.* (phosphotransferases with an alcohol group as acceptor) inhibitor that interferes with the action of pantothenate kinase (EC 2.7.1.33).
insulin secretagogue  A secretagogue that causes the secretion of insulin.
Application:
hypoglycemic agent  A drug which lowers the blood glucose level.
ChEBI Ontology
Outgoing Relation(s)
glipizide (CHEBI:5384) has role EC 2.7.1.33 (pantothenate kinase) inhibitor (CHEBI:77194)
glipizide (CHEBI:5384) has role hypoglycemic agent (CHEBI:35526)
glipizide (CHEBI:5384) has role insulin secretagogue (CHEBI:90415)
glipizide (CHEBI:5384) is a N-sulfonylurea (CHEBI:76983)
glipizide (CHEBI:5384) is a aromatic amide (CHEBI:62733)
glipizide (CHEBI:5384) is a monocarboxylic acid amide (CHEBI:29347)
glipizide (CHEBI:5384) is a pyrazines (CHEBI:38314)
IUPAC Name 
N-(2-{4-[(cyclohexylcarbamoyl)sulfamoyl]phenyl}ethyl)-5-methylpyrazine-2-carboxamide
INNs  Source
glipizideWHO MedNet
glipizideWHO MedNet
glipizidumWHO MedNet
glipizidaWHO MedNet
Synonyms  Source
1-cyclohexyl-3-({p-[2-(5-methylpyrazinecarboxamido)ethyl]phenyl}sulfonyl)ureaChemIDplus
CP 28720ChemIDplus
N-{4-[β-(5-methylpyrazine-2-carboxamido)ethyl]benzenesulphonyl}-N'-cyclohexylureaChemIDplus
K 4024ChemIDplus
CP-28,720ChemIDplus
CP 28,720ChemIDplus
Brand Names  Source
MinidabChemIDplus
MinodiabChemIDplus
GlipidChemIDplus
GlibeneseChemIDplus
Gluco-RiteChemIDplus
MinidiabChemIDplus
Manual XrefsDatabases
DE2012138Patent
US3669966Patent
D00335KEGG DRUG
DB01067DrugBank
HMDB0015200HMDB
GlipizideWikipedia
LSM-2251LINCS
1301DrugCentral
Registry NumbersSources
Reaxys:903495Reaxys
CAS:29094-61-9ChemIDplus
Citations