Vatalanib dihydrochloride, VEGFR tyrosine kinase inhibitor

Key facts

CAS number

212141-51-0

Purity

>98%

Form

Solid

form

Molecular weight

419.7 Da

Molecular formula

C₂₀H₁₇Cl₃N₄

PubChem

22386467

Nature

Synthetic

Solubility

Soluble in DMSO to 50 mM (with warming)

Soluble in ethanol to 10 mM (with warming)

Biochemical name

Vatalanib dihydrochloride

Biological description

Cell-permeable, potent, selective inhibitor of the VEGFR tyrosine kinases VEGFR-1 (Flt-1) and VEGFR-2 (FLK-1/KDR) (IC₅₀ values are 77 nM and 37 nM respectively). Weaker inhibitor of other tyrosine kinases including PDGFR-β, c-KIT, VEGFR-3 (FLT-4) and c-FMS (IC₅₀ values are 580 nM, 730 nM, 660 nM and 1.4 μM respectively). Inactive against EGFR, c-SRC, v-ABL, and protein kinase Cα (IC₅₀ > 10 μM). Induces dose-dependent inhibition of VEGF and PDGF-induced angiogenesis in a growth factor implant model.

Canonical smiles

C1=CC=C2C(=C1)C(=NN=C2NC3=CC=C(C=C3)Cl)CC4=CC=NC=C4.Cl.Cl

InChi

InChI=1S/C20H15ClN4.2ClH/c21-15-5-7-16(8-6-15)23-20-18-4-2-1-3-17(18)19(24-25-20)13-14-9-11-22-12-10-14;;/h1-12H,13H2,(H,23,25);2*1H

InChiKey

AZUQEHCMDUSRLH-UHFFFAOYSA-N

IUPAC Name

N-(4-chlorophenyl)-4-(pyridin-4-ylmethyl)phthalazin-1-amine;dihydrochloride