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Activity Type | Activity Value -log(M) | Mechanism of Action | Activity Reference | Publications (PubMed IDs) |
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SKU | Size | Availability | Price | Qty |
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V338295-1mg | 1mg | Available within 8-12 weeks(?) Production requires sourcing of materials. We appreciate your patience and understanding. | $190.90 |
an ATP-competitive VEGFR-2 (Flk-1) and PDGFR-beta inhibitor
Synonyms | 216661-57-3 | KDR/Flk-1 Kinase Inhibitor IV | pyrazolo[1,5-a]pyrimidine 3g | Vegf 2 kinase inhibitor IV | VEGF Receptor 2 Kinase Inhibitor IV | FHX0K077F6 | Pyrazolo[1,5-a]pyrimidine, 6-(4-methoxyphenyl)-3-(3-thienyl)- | VEGFR2 KINASE INHIBITOR IV | UNII-FHX0K077F6 | CHEMB |
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Specifications & Purity | Moligand™, ≥95% |
Storage Temp | Store at 2-8°C |
Shipped In | Wet ice |
Grade | Moligand™ |
Action Type | INHIBITOR |
Mechanism of action | Inhibitor of kinase insert domain receptor |
Product Description | VEGFR2 Kinase Inhibitor IV is a 3,6-diaryl substituted pyrazolopyrimidine that acts as a potent, ATP-competitive inhibitor of Flk-1 (VEGFR-2/KDR ; IC|50|= 19 nM). The compound displays ~2-fold greater selectivity for VEGFR-2 over PDGFRb (IC|50|= 34 nM) and 10-fold greater selectivity over VEGFR-1 (Flt-1) and VEGFR-3 (Flt-4; IC|50|= 190 nM) tyrosine kinase activity. VEGFR2 Kinase Inhibitor IV does not inhibit FGFR-1 or Src kinase activity (IC|50|> 1.9 μM). The chemical has been shown to inhibit VEGF-stimulated mitogenesis in human umbilical vein endothelial cells (IC|50|= 387 nM). VEGFR2 Kinase Inhibitor IV also inhibits Flt3 phosphorylation in Flt3/Itd-BaF3 cells. |
pKa | pKₐ: 0.01 |
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IUPAC Name | 6-(4-methoxyphenyl)-3-thiophen-3-ylpyrazolo[1,5-a]pyrimidine |
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INCHI | InChI=1S/C17H13N3OS/c1-21-15-4-2-12(3-5-15)14-8-18-17-16(9-19-20(17)10-14)13-6-7-22-11-13/h2-11H,1H3 |
InChi Key | HBWLNACPIFKNIP-UHFFFAOYSA-N |
Canonical SMILES | COC1=CC=C(C=C1)C2=CN3C(=C(C=N3)C4=CSC=C4)N=C2 |
Isomeric SMILES | COC1=CC=C(C=C1)C2=CN3C(=C(C=N3)C4=CSC=C4)N=C2 |
PubChem CID | 5329468 |
Molecular Weight | 307.37 |
PubChem CID | 5329468 |
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ChEMBL Ligand | CHEMBL92461 |
CAS Registry No. | 216661-57-3 |
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Solubility | Soluble in DMSO (5 mg/ml). |
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Refractive Index | n20D1.70 (Predicted) |
Boil Point(°C) | 477.77° C (Predicted) |
Melt Point(°C) | 202.22° C (Predicted) |
1. Fraley ME, Rubino RS, Hoffman WF, Hambaugh SR, Arrington KL, Hungate RW, Bilodeau MT, Tebben AJ, Rutledge RZ, Kendall RL et al.. (2002) Optimization of a pyrazolo[1,5-a]pyrimidine class of KDR kinase inhibitors: improvements in physical properties enhance cellular activity and pharmacokinetics.. Bioorg Med Chem Lett, 12 (24): (3537-41). [PMID:12443771] |