Details
| Stereochemistry | ABSOLUTE |
| Molecular Formula | C20H18F3N3O |
| Molecular Weight | 373.3716 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 3 / 3 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
N[C@@H](C(C1=CC=C(F)C=C1)C2=CC=C(F)C=C2)C(=O)N3C[C@@H](F)C[C@H]3C#N
InChI
InChIKey=URRAHSMDPCMOTH-LNLFQRSKSA-N
InChI=1S/C20H18F3N3O/c21-14-5-1-12(2-6-14)18(13-3-7-15(22)8-4-13)19(25)20(27)26-11-16(23)9-17(26)10-24/h1-8,16-19H,9,11,25H2/t16-,17-,19-/m0/s1
Denagliptin is a dipeptidyl peptidase IV (DPP-IV) and and tripeptidyl-peptidase inhibitor, which entered phase III clinical trials in 2006 for the treatment of type 2 diabetes mellitus at GlaxoSmithKline. Development of this compound was put on hold due to unfavorable preliminary data from preclinical long-term toxicity trials. Stress testing or forced degradation studies of denagliptin revealed that drug was stable in the solid-state, but degraded in solution, in blends with all excipients, and in capsules predominantly by cyclization to (3S,7S,8aS) amidine, which epimerized to (3S,7S,8aR) amidine.
Approval Year
| Name | Type | Language | ||
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Official Name | English | ||
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Preferred Name | English | ||
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Common Name | English |
| Classification Tree | Code System | Code | ||
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NCI_THESAURUS |
C98086
Created by
admin on Mon Mar 31 18:32:30 GMT 2025 , Edited by admin on Mon Mar 31 18:32:30 GMT 2025
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C551147
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8706
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9887755
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C76909
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SUB33076
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CHEMBL2110666
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DOS9ZOT21L
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DTXSID30197492
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483369-58-0
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100000126000
Created by
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ACTIVE MOIETY
SALT/SOLVATE (PARENT)
