SML1691
ZM323881 hydrochloride
≥98% (HPLC)
Synonym(s):
5-((7-Benzyloxyquinazolin-4-yl)amino)-4-fluoro-2-methylphenol hydrochloride, ZM-323881 hydrochloride
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About This Item
Empirical Formula (Hill Notation):
C22H18FN3O2 · HCl
CAS Number:
Molecular Weight:
411.86
UNSPSC Code:
12352200
NACRES:
NA.77
Quality Level
assay
≥98% (HPLC)
form
powder
storage condition
desiccated
color
white to beige
solubility
DMSO: 10 mg/mL, clear
storage temp.
2-8°C
SMILES string
Fc1c(cc(c(c1)C)O)Nc2ncnc3c2ccc(c3)OCc4ccccc4.Cl
InChI
1S/C22H18FN3O2.ClH/c1-14-9-18(23)20(11-21(14)27)26-22-17-8-7-16(10-19(17)24-13-25-22)28-12-15-5-3-2-4-6-15;/h2-11,13,27H,12H2,1H3,(H,24,25,26);1H
InChI key
AVRHWGLIYGJSOD-UHFFFAOYSA-N
Biochem/physiol Actions
ZM323881 is also known as (5‐{[7‐(benzyloxy) quinazolin‐4‐yl]amino}‐4‐fluoro‐2‐methylphenol). It is capable of blocking the efflux function and altering breast cancer resistant protein (BCRP)-related multidrug resistance (MDR).
ZM323881 is a selective inhibitor of VEGFR-2 with an IC50 value of 2 nM. ZM323881 is selective for VEGFR-2 over VEGFR-1 and other receptor tyrosine kinases including PDGFRβ, FGFR1, EGFR and erbB2. ZM323881 inhibited VEGF-A-induced endothelial cell proliferation with an IC50 value of 8 nM.
ZM323881 is a selective inhibitor of VEGFR-2.
signalword
Warning
hcodes
Hazard Classifications
Acute Tox. 4 Oral
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
Regulatory Information
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C E Whittles et al.
Microcirculation (New York, N.Y. : 1994), 9(6), 513-522 (2002-12-17)
Vascular endothelial growth factor (VEGF) increases vascular permeability and angiogenesis in many pathological conditions including cancer, arthritis, and diabetes. VEGF activates VEGF-Receptor 1(VEGF-R1) and VEGF-Receptor 2 (VEGF-R2), which autophosphorylate to initiate a signaling cascade resulting in angiogenesis and increased microvascular
Selective reversal of BCRP-mediated MDR by VEGFR-2 inhibitor ZM323881
Zhang Yun-Kai, et al.
Biochemical Pharmacology, 132, 29-37 (2017)
Global Trade Item Number
| SKU | GTIN |
|---|---|
| SML1691-5MG | 04061832964188 |
| SML1691-25MG | 04061832964171 |