Cediranib Maleate - 10mM in DMSO , CAS No.857036-77-2

CAS: 857036-77-2 Cat. No.: C426384 Molecular Weight: 566.58 EC Number: 642-442-2 PubChem CID: 11226834

GRADE & PURITY 10mM in DMSO

Synonyms

4-((4-Fluoro-2-methyl-1H-indol-5-yl)oxy)-6-methoxy-7-(3-(pyrrolidin-1-yl)propoxy)quinazoline (2Z)-but-2-enedioate | 68AYS9A614 | Cediranib (maleate) | D08883 | Cediranib maleate (JAN/USAN) | BB-0720 | Cediranib maleat | CEDIRANIB MALEATE [MART.] | SCHEMBL

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

Overview

Information

Cediranib Maleate (AZD-2171) is the maleate salt of Cediranib, which is a potent inhibitor ofVEGFRwith IC50 of <1 nM and also inhibits Flt1/4 with IC50 of 5 nM/≤3 nM.

Targets

VEGFR2/KDR (HUVECs); c-Kit (HUVECs); c-Kit (HUVECs); VEGFR3/FLT4 (HUVECs); VEGFR1/FLT1 (HUVECs) 29716,0.5 nM; 2 nM; 2 nM; <=3 nM; 5 nM

In vitro

In recombinant kinase assays, cediranib inhibits VEGFR-1 kinase activity (IC50 = 5 nmol/L) within a similar concentration range to VEGFR-2 and VEGFR-3 (IC50 values of <0.1 and ≤3 nmol/L). It shows selectivity against other kinases. Cediranib has similar potency against c-Kit when compared with VEGFR-2 in phosphorylation assays but less potency against PDGFR-α and PDGFR-β, particularly in a PDGF-AA/PDGFR-α–driven tumor cell proliferation assay. Cediranib is inactive against wild-type Flt-3 (IC50 value >1 μmol/L) and had marginal activity versus FGFR-1 and -4 (IC50 values of 0.35 and 2.17 μmol/L, respectively).

In vivo

Phosphorylation of wild-type c-Kit in NCI-H526 tumor xenografts was reduced markedly following oral administration of cediranib (≥1.5 mg/kg/d) to tumor-bearing nude mice.

Specifications

Synonyms

4-((4-Fluoro-2-methyl-1H-indol-5-yl)oxy)-6-methoxy-7-(3-(pyrrolidin-1-yl)propoxy)quinazoline (2Z)-but-2-enedioate | 68AYS9A614 | Cediranib (maleate) | D08883 | Cediranib maleate (JAN/USAN) | BB-0720 | Cediranib maleat | CEDIRANIB MALEATE [MART.] | SCHEMBL

Specifications & Purity

10mM in DMSO

Biochemical and Physiological Mechanisms

Cediranib Maleate (AZD-2171) is the maleate salt of Cediranib, which is a potent inhibitor of VEGFR with IC50 of <1 nM and also inhibits Flt1/4 with IC50 of 5 nM/≤3 nM.

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

This product requires cold chain shipping. Ground and other economy services are not available.

Product Properties

• ALogP: 1.765
• HBD Count: 1
• Rotatable Bond: 10

Names and Identifiers

• Canonical Smiles: CC1=CC2=C(N1)C=CC(=C2F)OC3=NC=NC4=CC(=C(C=C43)OC)OCCCN5CCCC5.C(=CC(=O)O)C(=O)O
• IUPAC Name: (Z)-but-2-enedioic acid;4-[(4-fluoro-2-methyl-1H-indol-5-yl)oxy]-6-methoxy-7-(3-pyrrolidin-1-ylpropoxy)quinazoline
• InChIKey: JRMGHBVACUJCRP-BTJKTKAUSA-N
• INCHI: 1S/C25H27FN4O3.C4H4O4/c1-16-12-17-19(29-16)6-7-21(24(17)26)33-25-18-13-22(31-2)23(14-20(18)27-15-28-25)32-11-5-10-30-8-3-4-9-30;5-3(6)1-2-4(7)8/h6-7,12-15,29H,3-5,8-11H2,1-2H3;1-2H,(H,5,6)(H,7,8)/b;2-1-
• Isomeric SMILES: CC1=CC2=C(N1)C=CC(=C2F)OC3=NC=NC4=CC(=C(C=C43)OC)OCCCN5CCCC5.C(=C\C(=O)O)\C(=O)O
• PubChem CID: 11226834
• Molecular Weight: 566.58

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic oxygen compounds
    • Class Organooxygen compounds
      • Subclass Ethers

• Kingdom: Organic compounds
• Superclass: Organic oxygen compounds
• Class: Organooxygen compounds
• Subclass: Ethers
• Intermediate Tree Nodes: Not available
• Direct Parent: Diarylethers
• Alternative Parents: Quinazolines Indoles Anisoles Alkyl aryl ethers Unsaturated fatty acids Aryl fluorides Dicarboxylic acids and derivatives Substituted pyrroles N-alkylpyrrolidines Pyrimidines and pyrimidine derivatives Heteroaromatic compounds Trialkylamines Azacyclic compounds Carboxylic acids Hydrocarbon derivatives Carbonyl compounds Organic oxides Organofluorides
• Molecular Framework: Not available
• Substituents: Diaryl ether - Quinazoline - Indole - Indole or derivatives - Anisole - Phenol ether - Alkyl aryl ether - Aryl fluoride - Aryl halide - Dicarboxylic acid or derivatives - Fatty acyl - Pyrimidine - Fatty acid - Substituted pyrrole - Unsaturated fatty acid - N-alkylpyrrolidine - Benzenoid - Pyrrolidine - Pyrrole - Heteroaromatic compound - Tertiary aliphatic amine - Tertiary amine - Azacycle - Organoheterocyclic compound - Carboxylic acid derivative - Carboxylic acid - Organonitrogen compound - Organic oxide - Organic nitrogen compound - Amine - Carbonyl group - Hydrocarbon derivative - Organohalogen compound - Organofluoride - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as diarylethers. These are organic compounds containing the dialkyl ether functional group, with the formula ROR', where R and R' are aryl groups.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Chemical and Physical Properties

• Sensitivity: moisture sensitive
• DMSO(mg / mL) Max Solubility: 100
• DMSO(mM) Max Solubility: 176.497581983127
• Water(mg / mL) Max Solubility: ＜1
• Molecular Weight: 566.600 g/mol
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 11
• Rotatable Bond Count: 10
• Exact Mass: 566.218 Da
• Monoisotopic Mass: 566.218 Da
• Topological Polar Surface Area: 147.000 Ų
• Heavy Atom Count: 41
• Formal Charge: 0
• Complexity: 743.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 1
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 1
• Covalently-Bonded Unit Count: 2

XLogP3