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Vandetanib (hydrochloride)

CAT: 0804-HY-10260BSize: 1 EachDry Ice: NoHazardous: No
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CAT#:0804-HY-10260BSize:1 Each
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Description
Vandetanib hydrochloride (D6474 hydrochloride) is a potent, orally active inhibitor of VEGFR2/KDR tyrosine kinase activity (IC50=40 nM) . Vandetanib hydrochloride also has activity versus the tyrosine kinase activity of VEGFR3/FLT4 (IC50=110 nM) and EGFR/HER1 (IC50=500 nM) [1].
CAS Number
524722-52-9
Product Name Alternative
ZD6474 hydrochloride
UNSPSC
12352005
Hazard Statement
H302-H315-H319-H335
Target
Apoptosis; Autophagy; VEGFR
Type
Reference compound
Related Pathways
Apoptosis; Autophagy; Protein Tyrosine Kinase/RTK
Applications
Cancer-Kinase/protease
Field of Research
Cancer
Assay Protocol
https://www.medchemexpress.com/vandetanib-hydrochloride.html
Solubility
10 mM in DMSO
Smiles
FC1=CC(Br)=CC=C1NC2=NC=NC3=CC(OCC4CCN(CC4)C)=C(C=C23)OC.[H]Cl
Molecular Formula
C22H25BrClFN4O2
Molecular Weight
511.81
Precautions
P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501
References & Citations
[1]Wedge SR, et al. ZD6474 inhibits vascular endothelial growth factor signaling, angiogenesis, and tumor growth following oral administration. Cancer Res. 2002 Aug 15;62 (16) :4645-55.|[2]Hegedus C, et al. Interaction of the EGFR inhibitors gefitinib, vandetanib, pelitinib and neratinib with the ABCG2 multidrug transporter: implications for the emergence and reversal of cancer drug resistance. Biochem Pharmacol. 2012 Aug 1;84 (3) :260-7.|[3]Takeda H, et al. Vandetanib is effective in EGFR-mutant lung cancer cells with PTEN deficiency. Exp Cell Res. 2013 Feb 15;319 (4) :417-23.|[4]Inoue K, et al. Vandetanib, an inhibitor of VEGF receptor-2 and EGF receptor, suppresses tumor development and improves prognosis of liver cancer in mice. Clin Cancer Res. 2012 Jul 15;18 (14) :3924-33.
Shipping Conditions
Room temperature
Scientific Category
Reference compound1
Clinical Information
Launched
Isoform
VEGFR2/KDR/Flk-1; VEGFR3/Flt-4

Chemical Information

Vandetanib hydrochloride
CAS Number524722-52-9
PubChem CID23133323
IUPAC NameN-(4-bromo-2-fluorophenyl)-6-methoxy-7-[(1-methylpiperidin-4-yl)methoxy]quinazolin-4-amine;hydrochloride
Molecular FormulaC22H25BrClFN4O2
Molecular Weight511.8
Topological Polar Surface Area59.5
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count7
Rotatable Bond Count6
Heavy Atom Count31
Formal Charge0
Complexity539
SMILES
CN1CCC(CC1)COC2=C(C=C3C(=C2)N=CN=C3NC4=C(C=C(C=C4)Br)F)OC.Cl
InChI
InChI=1S/C22H24BrFN4O2.ClH/c1-28-7-5-14(6-8-28)12-30-21-11-19-16(10-20(21)29-2)22(26-13-25-19)27-18-4-3-15(23)9-17(18)24;/h3-4,9-11,13-14H,5-8,12H2,1-2H3,(H,25,26,27);1H
InChIKey
KVBQCJXMSFJOFP-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of Vandetanib hydrochloride
CAS: 524722-52-9
CID: 23133323
Formula: C22H25BrClFN4O2
MW: 511.8
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight511.8
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count7
Rotatable Bond Count6
Exact Mass510.08334
Monoisotopic Mass510.08334
Topological Polar Surface Area59.5 Ų
Heavy Atom Count31
Formal Charge0
Complexity539
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count2
Compound Is CanonicalizedYes

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