VEGF receptor tyrosine kinase inhibitor III

Base Information

• Chemical Name: VEGF receptor tyrosine kinase inhibitor III
• CAS No.: 286370-15-8
• Molecular Formula: C20H21ClN4O4
• Molecular Weight: 416.864
• European Community (EC) Number: 809-106-9
• UNII: E1V875I8DX
• DSSTox Substance ID: DTXSID60429551
• Nikkaji Number: J2.609.638C
• Wikidata: Q27089134
• Pharos Ligand ID: 8SK8KRP7HQ7S
• ChEMBL ID: CHEMBL406381
• Mol file: 286370-15-8.mol

Synonyms:KRN 633;KRN-633;KRN633;N-(2-chloro-4-((6,7-dimethoxy-4-quinazolinyl)oxy)phenyl)-N'-propylurea

Chemical Property of VEGF receptor tyrosine kinase inhibitor III

Chemical Property:

• Melting Point: 231-232°C
• Boiling Point: 545.6±50.0 °C(Predicted)
• PKA: 13.08±0.70(Predicted)
• PSA: 98.09000
• Density: 1.321
• LogP: 4.90160
• Storage Temp.: ?20°C
• Solubility.: DMSO: soluble3mg/mL, clear (warmed)
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 7
• Exact Mass: 416.1251329
• Heavy Atom Count: 29
• Complexity: 529

Purity/Quality:

98%,99%, ^*data from raw suppliers

KRN633 ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 22

MSDS Files:

Useful:

• Canonical SMILES: CCCNC(=O)NC1=C(C=C(C=C1)OC2=NC=NC3=CC(=C(C=C32)OC)OC)Cl
• Uses: KRN 633 is an ATP-competitive inhibitor of VEGFR1/2/3 with IC50 of 170 nM/160 nM/125 nM and also inhibits PDGFRα/β with IC50 of 965 nM/9850 nM. KRN 633 is an ATP-competitive inhibitor of vascular endothlial growth factor receptor tyrosine kinase (VEGFR). KRN 633 also suppresses VEGF-dependent activation of MAPK and cell proliferation and demonstrates antitumor and antiangiogenic activity by inhibiting vessel formation and vascular permeability in human tumor xenograft models.

Technology Process of VEGF receptor tyrosine kinase inhibitor III

There total 1 articles about VEGF receptor tyrosine kinase inhibitor III which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 64.0%

2-Chloro-4-[(6,7-dimethoxy-4-quinazolinyl)-oxy]aniline (286371-63-9) + bis(trichloromethyl) carbonate (32315-10-9) + sodium hydrogencarbonate (144-55-8) → KRN633 (286370-15-8)

Guidance literature:

With propylamine; triethylamine; In chloroform;

Reference yield: 18.0%

KRN633 (286370-15-8) + inanhydrous tetrahydrofuran + chloromethyl methyl ether (107-30-2) → N-{2-Chloro-4-[(6,7-dimethoxy-4-quinazolinyl)oxy]phenyl}-N-methoxymethyl-N'-propylurea (286370-64-7)

Guidance literature:

In water;

Reference yield:

KRN633 (286370-15-8) + acetyl chloride (75-36-5) → N-Acetyl-N-{2-chloro-4-[(6,7-dimethoxy-4-quinazolinyl)oxy]phenyl}-N'-propylurea

Guidance literature:

In tetrahydrofuran; water;

upstream raw materials:

2-Chloro-4-[(6,7-dimethoxy-4-quinazolinyl)-oxy]aniline

bis(trichloromethyl) carbonate

sodium hydrogencarbonate

Downstream raw materials:

N-{2-Chloro-4-[(6,7-dimethoxy-4-quinazolinyl)oxy]phenyl}-N-methoxymethyl-N'-propylurea

Refernces