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CHEBI:72323 - alogliptin

ChEBI IDCHEBI:72323
ChEBI Namealogliptin
Stars
DefinitionA piperidine that is 3-methyl-2,4-dioxo-3,4-dihydropyrimidine carrying additional 2-cyanobenzyl and 3-aminopiperidin-1-yl groups at positions 1 and 2 respectively (the R-enantiomer). Used in the form of its benzoate salt for treatment of type 2 diabetes.
Last Modified22 February 2017
SubmitterSteve
DownloadsMolfile
FormulaC18H21N5O2
Net Charge0
Average Mass339.399
Monoisotopic Mass339.16952
SMILESCn1c(=O)cc(N2CCC[C@@H](N)C2)n(Cc2ccccc2C#N)c1=O
InChIInChI=1S/C18H21N5O2/c1-21-17(24)9-16(22-8-4-7-15(20)12-22)23(18(21)25)11-14-6-3-2-5-13(14)10-19/h2-3,5-6,9,15H,4,7-8,11-12,20H2,1H3/t15-/m1/s1
InChIKeyZSBOMTDTBDDKMP-OAHLLOKOSA-N
Wikipedia
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Role:
EC 3.4.14.5 (dipeptidyl-peptidase IV) inhibitor  An EC 3.4.14.* (dipeptidyl- and tripeptidyl-peptidases) inhibitor that specifically inhibits dipeptidyl peptidase-4 (EC 3.4.14.5).
Application:
hypoglycemic agent  A drug which lowers the blood glucose level.
ChEBI Ontology
Outgoing Relation(s)
alogliptin (CHEBI:72323) has role EC 3.4.14.5 (dipeptidyl-peptidase IV) inhibitor (CHEBI:68612)
alogliptin (CHEBI:72323) has role hypoglycemic agent (CHEBI:35526)
alogliptin (CHEBI:72323) is a nitrile (CHEBI:18379)
alogliptin (CHEBI:72323) is a piperidines (CHEBI:26151)
alogliptin (CHEBI:72323) is a primary amino compound (CHEBI:50994)
alogliptin (CHEBI:72323) is a pyrimidines (CHEBI:39447)
alogliptin (CHEBI:72323) is conjugate base of alogliptin(1+) (CHEBI:72326)
Incoming Relation(s)
alogliptin(1+) (CHEBI:72326) is conjugate acid of alogliptin (CHEBI:72323)
IUPAC Name 
2-({6-[(3R)-3-aminopiperidin-1-yl]-3-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl}methyl)benzonitrile
INNs  Source
alogliptinChemIDplus
alogliptinumWHO MedNet
alogliptineWHO MedNet
alogliptinaWHO MedNet
Manual XrefsDatabases
WO2008028914Patent
EP1970063Patent
WO2009022009Patent
WO2010072680Patent
US2009275750Patent
US2007066635Patent
AlogliptinWikipedia
4340DrugCentral
Registry NumbersSources
Reaxys:10587993Reaxys
CAS:850649-61-5ChemIDplus
Citations