CHEBI:72323 - alogliptin

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ChEBI Name alogliptin
ChEBI ID CHEBI:72323
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C18H21N5O2
Net Charge 0
Average Mass 339.39160
InChI InChI=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
InChIKey ZSBOMTDTBDDKMP-OAHLLOKOSA-N
SMILES Cn1c(=O)cc(N2CCC[C@@H](N)C2)n(Cc2ccccc2C#N)c1=O
Roles Classification
Biological Role(s): 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(s): hypoglycemic agent
A drug which lowers the blood glucose level.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 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 Sources
alogliptin ChemIDplus
alogliptina WHO MedNet
alogliptine WHO MedNet
alogliptinum WHO MedNet
Database Links Databases
Alogliptin Wikipedia
EP1970063 Patent
US2007066635 Patent
US2009275750 Patent
WO2008028914 Patent
WO2009022009 Patent
WO2010072680 Patent
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Registry Numbers Types Sources
10587993 Reaxys Registry Number Reaxys
850649-61-5 CAS Registry Number ChemIDplus
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Last Modified
08 March 2013