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Linagliptin
- BI 1356
- Optical Purity: Optically pure
- Soluble in DMSO
- MF: C25H28N8O2
- MW: 472.54
Description
Competitive and highly selective dipeptidyl peptidase (DPP)-4 inhibitor (IC50 value ca. 1 nM in vitro) with superior potency and long duration of action in vivo. Linagliptin is ≥10,000-fold more selective for DPP-4 than DPP-8, DPP-9, amino-peptidases N and P, prolyloligopeptidase, trypsin, plasmin, and thrombin and is 90-fold more selective than for fibroblast activation protein in vitro. Approved drug for treatment of type 2 diabetes with long-lasting effects on glucose tolerance through control of GLP-1 and insulin.
More Information
| Parent CAS No. | 668270-12-0 |
|---|---|
| Chemical Name | (R)-8-(3-aminopiperidin-1-yl)-7-(but-2-ynyl)-3-methyl-1-((4-methylquinazolin-2-yl)methyl)-1H-purine-2,6(3H,7H)-dione |
| SMILES | N1(CC#CC)C2=C(N(C)C(=O)N(CC3=NC(C)=C4C(=N3)C=CC=C4)C2=O)N=C1N1CCC[C@@H](N)C1 |&1:32,r| |
| MFCD | N.A. |
| InChi | InChI=1S/C25H28N8O2/c1-4-5-13-32-21-22(29-24(32)31-12-8-9-17(26)14-31)30(3)25(35)33(23(21)34)15-20-27-16(2)18-10-6-7-11-19(18)28-20/h6-7,10-11,17H,8-9,12-15,26H2,1-3H3/t17-/m1/s1 |
| InChiKey | LTXREWYXXSTFRX-QGZVFWFLSA-N |
| CID | 10096344 |
| Short Description | DPP4 inhibitor |
References
- J. Rungby. Inhibition of dipeptidyl peptidase 4 by BI-1356, a new drug for the treatment of beta-cell failure in type 2 diabetes. Exp.Opin. Investig. Drugs. 2009, 18, 835-838.
- L. Thomas et al. (R)-8-(3-amino-piperidin-1-yl)-7-but-2-ynyl-3-methyl-1-(4-methyl-quinazolin-2-ylmethyl)-3,7-dihydro-purine-2,6-dione (BI 1356), a novel xanthine-based dipeptidyl peptidase 4 inhibitor,…. J. Pharmacol. Exp. Ther. 2008, 325, 175-182.
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