ChemicalBook > CAS DataBase List > 5-((7-(BENZYLOXY)QUINAZOLIN-4-YL)AMINO)-4-FLUORO-2-METHYLPHENOL

5-((7-(BENZYLOXY)QUINAZOLIN-4-YL)AMINO)-4-FLUORO-2-METHYLPHENOL

Product Name
5-((7-(BENZYLOXY)QUINAZOLIN-4-YL)AMINO)-4-FLUORO-2-METHYLPHENOL
CAS No.
193001-14-8
Chemical Name
5-((7-(BENZYLOXY)QUINAZOLIN-4-YL)AMINO)-4-FLUORO-2-METHYLPHENOL
Synonyms
CS-744;ZM323881;KDR/FLK-1 INHIBITOR V;VEGF RECEPTOR 2 KINASE INHIBITOR V;5-((7-(BENZYLOXY)QUINAZOLIN-4-YL)AMINO)-4-FLUORO-2-METHYLPHENOL;4-Fluoro-2-methyl-5-[[7-(phenylmethoxy)-4-quinazolinyl]amino]phenol;Phenol, 4-fluoro-2-methyl-5-[[7-(phenylmethoxy)-4-quinazolinyl]amino]-
CBNumber
CB6811963
Molecular Formula
C22H18FN3O2
Formula Weight
375.4
MOL File
Mol file
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5-((7-(BENZYLOXY)QUINAZOLIN-4-YL)AMINO)-4-FLUORO-2-METHYLPHENOL Property

Boiling point:
543.6±50.0 °C(Predicted)
Density 
1.342±0.06 g/cm3(Predicted)
storage temp. 
Store at -20°C
solubility 
Soluble in DMSO
form 
White to off-white solid.
pka
9.99±0.23(Predicted)
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

ApexBio Technology
Product number
A3954
Product name
ZM323881
Packaging
10mg
Price
$171
Updated
2021/12/16
AK Scientific
Product number
Y0364
Product name
5-((7-Benzyloxyquinazolin-4-yl)amino)-4-fluoro-2-methylphenolhydrochloride
Packaging
10mg
Price
$198
Updated
2021/12/16
ApexBio Technology
Product number
A3954
Product name
ZM323881
Packaging
50mg
Price
$683
Updated
2021/12/16
DC Chemicals
Product number
DC8871
Product name
ZM323881HCl
Purity
>98%
Packaging
250mg
Price
$1000
Updated
2021/12/16
Crysdot
Product number
CD31002822
Product name
ZM323881
Purity
98+%
Packaging
50mg
Price
$303
Updated
2021/12/16
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5-((7-(BENZYLOXY)QUINAZOLIN-4-YL)AMINO)-4-FLUORO-2-METHYLPHENOL Chemical Properties,Usage,Production

Definition

ChEBI: ZM 323881 is a member of the class of quinazolines carrying 2-fluoro-4-methyl-5-hydroxyanilino and benzyloxy substituents at positions 4 and 7 respectively. It has a role as a vascular endothelial growth factor receptor antagonist. It is a benzyl ether, an aromatic ether, a member of quinazolines, a secondary amino compound, a substituted aniline, a halophenol, a member of monofluorobenzenes, an organic cation and a fluorophenol. It is a conjugate base of a ZM 323881(1+).

Biological Activity

zm323881 inhibits vegf-a-induced endothelial cell proliferation (ic50 = 8 nm) and vegf-r2 tyrosine phosphorylation (ic50 < 2 nm).vascular endothelial growth factor (vegf) increases vascular permeability and angiogenesis in many pathological conditions, such as cancer, arthritis, and diabetes. vegf activates vegf-receptor 1 (vegf-r1) and vegf-receptor 2 (vegf-r2) that autophosphorylate to initiate a signaling cascade resulting in angiogenesis and increased microvascular permeability. zm323881 is a potent and selective inhibitor of vegf-r2 tyrosine kinase.

in vitro

zm323881 was found to inhibit vegf-a-induced endothelial cell proliferation (ic50 = 8 nm) and vegf-r2 tyrosine phosphorylation in vitro (ic50 < 2 nm) [1].

in vivo

vegf-amediated increases in vascular permeability in perfused mesenteric microvessels in vivo were reversibly abolished by both zm323881 and the class iii receptor tyrosine kinase inhibitor ptk787/zk222584, suggesting that vegf-r2 phosphorylation is necessary for vegf-a-mediated increases in microvascular permeability in vivo [1].

target

VEGFR-2/KDR

References

[1] whittles ce, pocock tm, wedge sr, kendrew j, hennequin lf, harper sj, bates do. zm323881, a novel inhibitor of vascular endothelial growth factor-receptor-2 tyrosine kinase activity. microcirculation. 2002;9(6):513-22.

5-((7-(BENZYLOXY)QUINAZOLIN-4-YL)AMINO)-4-FLUORO-2-METHYLPHENOL Preparation Products And Raw materials

Raw materials

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193001-14-8, 5-((7-(BENZYLOXY)QUINAZOLIN-4-YL)AMINO)-4-FLUORO-2-METHYLPHENOLRelated Search:


  • 5-((7-(BENZYLOXY)QUINAZOLIN-4-YL)AMINO)-4-FLUORO-2-METHYLPHENOL
  • KDR/FLK-1 INHIBITOR V
  • VEGF RECEPTOR 2 KINASE INHIBITOR V
  • ZM323881
  • 4-Fluoro-2-methyl-5-[[7-(phenylmethoxy)-4-quinazolinyl]amino]phenol
  • CS-744
  • Phenol, 4-fluoro-2-methyl-5-[[7-(phenylmethoxy)-4-quinazolinyl]amino]-
  • 193001-14-8