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About This Item
Empirical Formula (Hill Notation):
C22H23FN6O5
CAS Number:
Molecular Weight:
470.45
MDL number:
NACRES:
NA.21
Quality Level
Assay
≥98% (HPLC)
form
powder
color
white to beige
solubility
DMSO: 2 mg/mL, clear (Warmed)
storage temp.
-10 to -25°C
SMILES string
CC1(C(NC2=C(O1)C=CC(NC3=NC(NC4=CC(OC)=C(C(OC)=C4)OC)=NC=C3F)=N2)=O)C
InChI
1S/C22H23FN6O5/c1-22(2)20(30)28-19-13(34-22)6-7-16(27-19)26-18-12(23)10-24-21(29-18)25-11-8-14(31-3)17(33-5)15(9-11)32-4/h6-10H,1-5H3,(H3,24,25,26,27,28,29,30)
InChI key
NHHQJBCNYHBUSI-UHFFFAOYSA-N
Biochem/physiol Actions
Orally available, potent, and selective ATP competitive inhibitor of Syk (spleen tyrosine kinase); TAK1 activator.
R406 (Tamatinib) is an orally available, potent, and selective ATP competitive inhibitor of Syk (spleen tyrosine kinase) activity (Ki= 30 nM). R406 potently induces apoptosis in cancer cells overexpressing Syk. R406 is the active metabolite of pro-drug Fostamatinib (R-788). R406 promotes the activation of TAK1 by direct binding to TAK1, independent of its original target Syk kinase.
R406 (Tamatinib) is an orally available, potent, and selective ATP competitive inhibitor of Syk (spleen tyrosine kinase) activity (Ki= 30 nM). R406 potently induces apoptosis in cancer cells overexpressing Syk. R406 is the active metabolite of pro-drug Fostamatinib (R-788). R406 promotes the activation of TAK1 by direct binding to TAK1, independent of its original target Syk kinase.
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Regulatory Information
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Hoon-Suk Cha et al.
The Journal of pharmacology and experimental therapeutics, 317(2), 571-578 (2006-02-03)
Spleen tyrosine kinase (Syk) is a key regulator of cell signaling induced by cytokines or Fc receptor engagement. However, the role of Syk in rheumatoid arthritis (RA) is not known yet. We investigated the pathways activated by Syk in tumor
Attila Mócsai et al.
Nature reviews. Immunology, 10(6), 387-402 (2010-05-15)
Spleen tyrosine kinase (SYK) is known to have a crucial role in adaptive immune receptor signalling. However, recent reports indicate that SYK also mediates other, unexpectedly diverse biological functions, including cellular adhesion, innate immune recognition, osteoclast maturation, platelet activation and
Weimin Sun et al.
Proceedings of the National Academy of Sciences of the United States of America, 120(39), e2308079120-e2308079120 (2023-09-21)
TAK1 is a key modulator of both NF-κB signaling and RIPK1. In TNF signaling pathway, activation of TAK1 directly mediates the phosphorylation of IKK complex and RIPK1. In a search for small molecule activators of RIPK1-mediated necroptosis, we found R406/R788
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