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Brivanib alaninate
- BMS 582664
- Optical Purity: Optically pure
- Soluble in DMSO
- MF: C22H24FN5O4
- MW: 441.46
Description
Brivalib alaninate (BMS 582664) is the orally active prodrug of BMS 540215 (Axon 1850). Brivanib alaninate hydrolyzes in vivo quickly to BMS 540215, which is a potent and ATP-competitive VEGFR inhibitor with IC50 of 25, 380 and 10 nM for VEGFR2, -1 and -3 respectively; also showed good selectivity for FGFR-1, -2, and -3 with IC50 of 148, 125 and 68 nM
More Information
| Parent CAS No. | 649735-63-7 |
|---|---|
| Chemical Name | (S)-((R)-1-(4-(4-fluoro-2-methyl-1H-indol-5-yloxy)-5-methylpyrrolo[1,2-f][1,2,4]triazin-6-yloxy)propan-2-yl) 2-aminopropanoate |
| SMILES | N1=CN=C(C2N1C=C(OC[C@H](OC([C@H](C)N)=O)C)C=2C)OC1=C(F)C2C=C(C)NC=2C=C1 |&1:10,13,r| |
| MFCD | N.A. |
| InChi | InChI=1S/C22H24FN5O4/c1-11-7-15-16(27-11)5-6-17(19(15)23)32-21-20-13(3)18(8-28(20)26-10-25-21)30-9-12(2)31-22(29)14(4)24/h5-8,10,12,14,27H,9,24H2,1-4H3/t12-,14+/m1/s1 |
| InChiKey | LTEJRLHKIYCEOX-OCCSQVGLSA-N |
| CID | 11154925 |
| Short Description | VEGFR inhibitor |
References
- ZW Cai et al. Discovery of brivanib alaninate ((S)-((R)-1-(4-(4-fluoro-2-methyl-1H-indol-5-yloxy)-5-methylpyrrolo[2,1-f][1,2,4]triazin-6-yloxy)propan-2-yl)2-aminopropanoate), a novel prodrug of dual vascular (...). J. Med. Chem. 2008, 51(6), 1976-1980.
- H Huynh et al. Brivanib Alaninate, a Dual Inhibitor of Vascular Endothelial Growth Factor Receptor and Fibroblast Growth Factor Receptor Tyrosine Kinases, Induces Growth Inhibition in Mouse Models (...). Clin. Cancer Res. 2008, 14, 6146.
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