6,7-dimethoxy-N-(4-phenoxyphenyl)quinazolin-4-amine

• ChemBase ID: 154544
• Molecular Formular: C22H19N3O3
• Molecular Mass: 373.40456
• Monoisotopic Mass: 373.14264148
• SMILES: COc1cc2c(cc1OC)ncnc2Nc1ccc(cc1)Oc1ccccc1
• Canonical SMILES: COc1cc2c(ncnc2cc1OC)Nc1ccc(cc1)Oc1ccccc1
• InChI: InChI=1S/C22H19N3O3/c1-26-20-12-18-19(13-21(20)27-2)23-14-24-22(18)25-15-8-10-17(11-9-15)28-16-6-4-3-5-7-16/h3-14H,1-2H3,(H,23,24,25)
• InChIKey: DMWVGXGXHPOEPT-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6,7-dimethoxy-N-(4-phenoxyphenyl)quinazolin-4-amine
• IUPAC Traditional name: 6,7-dimethoxy-N-(4-phenoxyphenyl)quinazolin-4-amine
• Synonyms: 4-(4′-Phenoxyanilino)-6,7-dimethoxyquinazoline; 6,7-Dimethoxy-N-(4-phenoxyphenyl)-4-quinazolinamine; SKI-1; Src-l1; Src Inhibitor-1

Database IDs

• CAS Number: 179248-59-0
• MDL Number: MFCD01815300
• PubChem SID: 162248683
• PubChem CID: 1474853

CALCULATED PROPERTIES

• Acid pKa: 16.662157
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 4.5900216
• LogD (pH = 7.4): 4.6436605
• Log P: 4.6443906
• Molar Refractivity: 106.7674 cm^3
• Polarizability: 42.15068 Å^3
• Polar Surface Area: 65.5 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: >10 mg/mL
• Apperance: white powder

Safety Information

• Storage Condition: desiccated
• European Hazard Symbols: Harmful (Xn)
• UN Number: 2811
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 3
• Risk Statements: 22-36/37/38
• Safety Statements: 26
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H315-H319-H335-H413
• GHS Precautionary statements: P261-P305 + P351 + P338
• RID/ADR: UN 2811 6.1/PG 3
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C22H19N3O3

DETAILS

Sigma Aldrich - S2075

Biochem/physiol Actions
Src Inhibitor-1 is a potent, competitve dual site (both the ATP- and peptide-binding) Src kinase inhibitor. Src Inhibitor-1 is one of the "gold standards" for Src kinase inhibition. It has been shown to use PP1 or PP2 in parallel with Src-I1 to inhbit Src family kinases. Src Inhibitor-1 is a selective, competitive inhibitor of Src family of tyrosine kinases (IC50 = 44 nM and 88 nM for Src and Lck, respectively). Src Inhibitor-1 Inhibits VEGFR2 and c-fms tyrosine kinases at much higher concentrations (IC50 = 0.32 μM and 30 μM, respectively).