| Identification | Back Directory | [Name]
PD 166866 | [CAS]
192705-79-6 | [Synonyms]
CS-2496
PD 166866
PD-166866;PD 166866
FGF Receptor Tyrosine Kinase Inhibitor
FGF Receptor Tyrosine Kinase Inhibitor - CAS 192705-79-6 - Calbiochem
tert-butyl (2-amino-6-(3,5-dimethoxyphenyl)pyrido[2,3-d]pyrimidin-7-yl)carbamate
1-(2-aMino-6-(3,5-diMethoxyphenyl)pyrido[2,3-d]pyriMidin-7-yl)-3-(tert-butyl)urea
N-[2-AMino-6-(3,5-diMethoxyphenyl)pyrido[2,3-d]pyriMidin-7-yl]-N'-(1,1-diMethylethyl)
Urea, N-[2-amino-6-(3,5-dimethoxyphenyl)pyrido[2,3-d]pyrimidin-7-yl]-N'-(1,1-dimethylethyl)- | [Molecular Formula]
C20H24N6O3 | [MDL Number]
MFCD12922514 | [MOL File]
192705-79-6.mol | [Molecular Weight]
396.44 |
| Chemical Properties | Back Directory | [Melting point ]
291-293°C | [storage temp. ]
2-8°C | [solubility ]
DMSO: ≥10mg/mL | [form ]
Off-white solid | [color ]
off-white to light tan | [InChI]
1S/C20H24N6O3/c1-20(2,3)26-19(27)25-17-15(8-12-10-22-18(21)24-16(12)23-17)11-6-13(28-4)9-14(7-11)29-5/h6-10H,1-5H3,(H4,21,22,23,24,25,26,27) | [InChIKey]
NHJSWORVNIOXIT-UHFFFAOYSA-N | [SMILES]
COc1cc(OC)cc(c1)-c2cc3cnc(N)nc3nc2NC(=O)NC(C)(C)C |
| Hazard Information | Back Directory | [Description]
PD 166866 is a potent inhibitor of fibroblast growth factor receptor 1 (FGFR1; IC50 = 52.4 nM; Ki = 45.2 nM). It is selective for FGFR1 over PDGFR, EGFR, C-SRC, MEK, PKC, insulin receptor tyrosine kinase, and CDK4 (IC50s = >50 μM). PD 166866 inhibits FGFR1 autophosphorylation in NIH3T3 and L6 cells (IC50s = 10.8 and 3.1 nM, respectively) and inhibits phosphorylation of MAPK (IC50s = 4.3 and 7.9 nM for the 44- and 42-kDa MAPK isoforms, respectively). It reduces FGF- but not EGF- or PDGF-stimulated growth of L6 cells and inhibits microvessel outgrowth from human placental arteries in vitro. PD 166866 inhibits the growth of non-small cell lung cancer (NSCLC) cell lines in a dose-dependent manner and reduces migration of VL-8 cells at a concentration of 10 μM. | [Chemical Properties]
Off-White Solid | [Uses]
A novel potent ATP competitive pyrido[2,3-d]pyrimidine tyrosine kinase inhibitors. An inhibitor of the basic fibroplast growth factor (bFGF). | [Definition]
ChEBI: PD-166866 is a member of the class of pyridopyrimidines that is pyrido[2,3-d]pyrimidine substituted by an amino group at position 2, 3,5-dimethoxyphenyl group at position 6, and by a (tert-butylcarbamoyl)nitrilo group at position 7. It is a selective ATP competitive inhibitor of the human fibroblast growth factor-1 receptor (FGFR1) tyrosine kinase with an IC50 of 52.4 nM. It has a role as an apoptosis inducer, an antineoplastic agent, an EC 2.7.10.1 (receptor protein-tyrosine kinase) inhibitor and an angiogenesis inhibitor. It is a dimethoxybenzene, a pyridopyrimidine, a member of ureas, a biaryl and a primary arylamine. | [Biochem/physiol Actions]
PD-166866 is a selective inhibitor of the FGF-1 receptor tyrosine kinase (FGFR1) with IC50 = 55 nM, and no effect on c-Src, PDGFR-b, EGFR or insulin receptor tyrosine kinases or MEK, PKC, and CDK4. | [References]
[1] R L PANEK. In vitro biological characterization and antiangiogenic effects of PD 166866, a selective inhibitor of the FGF-1 receptor tyrosine kinase.[J]. Journal of Pharmacology and Experimental Therapeutics, 1998, 286 1: 569-577.
[2] HENDRIK FISCHER. Fibroblast growth factor receptor-mediated signals contribute to the malignant phenotype of non-small cell lung cancer cells: therapeutic implications and synergism with epidermal growth factor receptor inhibition.[J]. Molecular Cancer Therapeutics, 2008, 7 10: 3408-3419. DOI: 10.1158/1535-7163.mct-08-0444 |
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