1-[2-amino-6-(3,5-dimethoxyphenyl)pyrido[2,3-d]pyrimidin-7-yl]-3-tert-butylurea

• ChemBase ID: 154691
• Molecular Formular: C20H24N6O3
• Molecular Mass: 396.44296
• Monoisotopic Mass: 396.19098866
• SMILES: CC(C)(C)NC(=O)Nc1c(cc2cnc(nc2n1)N)c1cc(cc(c1)OC)OC
• Canonical SMILES: COc1cc(OC)cc(c1)c1cc2cnc(nc2nc1NC(=O)NC(C)(C)C)N
• InChI: 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

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-[2-amino-6-(3,5-dimethoxyphenyl)pyrido[2,3-d]pyrimidin-7-yl]-3-tert-butylurea
• IUPAC Traditional name: 1-[2-amino-6-(3,5-dimethoxyphenyl)pyrido[2,3-d]pyrimidin-7-yl]-3-tert-butylurea
• Synonyms: 1-[2-Amino-6-(3,5-dimethoxyphenyl)-pyrido[2,3-d]pyrimidin-7-yl]-3-tert-butyl urea; PD-166866; N-[2-Amino-6-(3,5-dimethoxyphenyl)pyrido[2,3-d]pyrimidin-7-yl]-N'-(1,1-dimethylethyl)urea; PD-166866

Database IDs

• CAS Number: 192705-79-6
• MDL Number: MFCD12922514
• PubChem SID: 162248829
• PubChem CID: 5328127

CALCULATED PROPERTIES

• Acid pKa: 11.515195
• H Acceptors: 7
• H Donor: 3
• LogD (pH = 5.5): 2.4557054
• LogD (pH = 7.4): 2.4899082
• Log P: 2.4903955
• Molar Refractivity: 113.4809 cm^3
• Polarizability: 43.15303 Å^3
• Polar Surface Area: 124.28 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; DMSO: ≥10 mg/mL
• Apperance: Off-White Solid; off-white to light tan
• Melting Point: 291-293°C (dec.)

Safety Information

• Storage Condition: Refrigerator
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 1
• Risk Statements: 22
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C20H24N6O3

DETAILS

Sigma Aldrich - PZ0114

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.
Legal Information
Sold for research purposes under agreement from Pfizer Inc.

Toronto Research Chemicals - P217550

A novel potent ATP competitive pyrido[2,3-d]pyrimidine tyrosine kinase inhibitors. An inhibitor of the basic fibroplast growth factor (bFGF).

REFERENCES

• Zhu, X., et al.: Science, 251, 90 (1991)
• Davies, D.E., et al.: Biochem. Pharmacol., 51, 1101 (1991)
• Panek, R.L., et al.: J. Pharmacol. Exp. Ther., 286, 569 (1991)
• Iacoangeli, A., et al.: Biochimie, 82, 35 (1991)