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Details

Stereochemistry ACHIRAL
Molecular Formula C21H24FN5O5S
Molecular Weight 477.509
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of APD-668

SMILES

CC(C)OC(=O)N1CCC(CC1)OC2=NC=NC3=C2C=NN3C4=C(F)C=C(C=C4)S(C)(=O)=O

InChI

InChIKey=XTRUQJBVQBUKSQ-UHFFFAOYSA-N
InChI=1S/C21H24FN5O5S/c1-13(2)31-21(28)26-8-6-14(7-9-26)32-20-16-11-25-27(19(16)23-12-24-20)18-5-4-15(10-17(18)22)33(3,29)30/h4-5,10-14H,6-9H2,1-3H3

HIDE SMILES / InChI

Approval Year

Name Type Language
APD-668
Code English
4-((1-(2-FLUORO-4-METHYLSULFONYLPHENYL)-1H-PYRAZOLO(3,4-D)PYRIMIDIN-4-YL)OXY)PIPERIDINE-1-CARBOXYLIC ACID ISOPROPYL ESTER
Systematic Name English
PROPAN-2-YL 4-(1-(2-FLUORO-4-METHYLSULFONYLPHENYL)PYRAZOLO(4,5-E)PYRIMIDIN-4-YL)OXYPIPERIDINE-1-CARBOXYLATE
Systematic Name English
1-PIPERIDINECARBOXYLIC ACID, 4-((1-(2-FLUORO-4-(METHYLSULFONYL)PHENYL)-1H-PYRAZOLO(3,4-D)PYRIMIDIN-4-YL)OXY)-, 1-METHYLETHYL ESTER
Systematic Name English
ISOPROPYL 4-((1-(2-FLUORO-4-(METHYLSULFONYL)PHENYL)-1H-PYRAZOLO(3,4-D)PYRIMIDIN-4-YL)OXY)-1-PIPERIDINECARBOXYLATE
Systematic Name English
APD668
Code English
1-METHYLETHYL 4-((1-(2-FLUORO-4-(METHYLSULFONYL)PHENYL)-1H-PYRAZOLO(3,4-D)PYRIMIDIN-4-YL)OXY)-1-PIPERIDINECARBOXYLATE
Systematic Name English
JNJ-28630368
Code English
Code System Code Type Description
PUBCHEM
11705608
Created by admin on Sat Dec 16 11:31:13 UTC 2023 , Edited by admin on Sat Dec 16 11:31:13 UTC 2023
PRIMARY
FDA UNII
JC77BCH2AP
Created by admin on Sat Dec 16 11:31:13 UTC 2023 , Edited by admin on Sat Dec 16 11:31:13 UTC 2023
PRIMARY
EPA CompTox
DTXSID701025686
Created by admin on Sat Dec 16 11:31:13 UTC 2023 , Edited by admin on Sat Dec 16 11:31:13 UTC 2023
PRIMARY
CAS
832714-46-2
Created by admin on Sat Dec 16 11:31:13 UTC 2023 , Edited by admin on Sat Dec 16 11:31:13 UTC 2023
PRIMARY
MANUFACTURER PRODUCT INFORMATION
APD-668
Created by admin on Sat Dec 16 11:31:13 UTC 2023 , Edited by admin on Sat Dec 16 11:31:13 UTC 2023
PRIMARY JNJ-28630368: GPR119, a glucose-dependent insulinotropic receptor, is a G protein-coupled receptor that is expressed in pancreatic .BETA.-cells and intestinal L-cells.1 Activation of GPR119 by the endogenous ligands lyso-phosphatidylcholine (Item No. 10172) and oleoyl ethanolamide (Item No. 90265) increases intracellular cAMP levels and promotes glucose-stimulated insulin secretion.1,2 APD668 is a potent agonist of GPR119 (EC50s = 2.7 and 33 nM for human and rat forms, respectively).3 Chronic dosing with APD668 in Zucker diabetic fatty rats over several weeks significantly reduces blood glucose and glycated hemoglobin levels.