PCI-27483
- Optical Purity: 99% e.e.
- Soluble in DMSO
- MF: C26H24N6O9S
- MW: 596.57
Description
PCI-27483 is a potent and selective small-molecule inhibitor of activated factor VII (factor VIIa). FVII, a serine protease, becomes activated (FVIIa) upon binding with TF forming the FVIIa/TF complex, which induces intracellular signaling pathways by activating protease activated receptor 2 (PAR-2). Upon subcutaneous administration, PCI-27483 selectively inhibits factor FVIIa in the VIIa/TF complex, which may prevent PAR-2 activation and PAR2-mediated signal transduction pathways, thereby inhibiting tumor cell proliferation, angiogenesis, and metastasis of TF-overexpressing tumor cells. In addition, this agent inhibits both the extrinsic and intrinsic coagulation cascades, preventing blood clot formation. TF, a blood protein overexpressed on the cell surface of a variety of tumor cell types, may correlate with poor prognosis; PAR-2 (also known as thrombin receptor-like 1) is a G protein-coupled receptor (GPCR) and a protease-activated receptor.
More Information
| Parent CAS No. | 871266-63-6 |
|---|---|
| Chemical Name | (S)-2-(2-(5-(5-Carbamimidoyl-1H-benzo[d]imidazol-2-yl)-2',6-dihydroxy-5'-sulfamoylbiphenyl-3-yl)acetamido)succinic acid |
| extra_info | Sold in collaboration with Chemietek |
| SMILES | C1(C(N)=N)C=C2N=C(C3C=C(CC(N[C@H](C(=O)O)CC(=O)O)=O)C=C(C4C(O)=CC=C(S(=O)(=O)N)C=4)C=3O)NC2=CC=1 |&1:14,r| |
| MFCD | N.A. |
| InChi | InChI=1S/C26H24N6O9S/c27-24(28)12-1-3-17-18(8-12)32-25(31-17)16-6-11(7-21(34)30-19(26(38)39)10-22(35)36)5-15(23(16)37)14-9-13(42(29,40)41)2-4-20(14)33/h1-6,8-9,19,33,37H,7,10H2,(H3,27,28)(H,30,34)(H,31,32)(H,35,36)(H,38,39)(H2,29,40,41)/t19-/m0/s1 |
| InChiKey | WDJHHCAKBRKCLW-IBGZPJMESA-N |
| CID | 135425273 |
| Short Description | FVIIa/tissue factor inhibitor |
References
- D Loury et al. Manufacture, compositions and uses of coagulation factor VIIa modulator. 2009, Patent WO 2009052323 A2
- A Gómez-Outes et al. New parenteral anticoagulants in development. Ther Adv Cardiovasc Dis. 2011 Feb;5(1):33-59.
- J. Prescott et al. PCI-27483, a small molecule inhibitor of factor VIIa, inhibits tumor growth in vivo. Mol Cancer Ther (2007) 6 (11_Supplement): B286.
