A prodrug of a Syk inhibitor
Related Products
Active Metabolite(s)
11422R406
Technical Support & Resources

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R788 (sodium salt)

Item No. 18501

Technical Information
Formal Name
6-[[5-fluoro-2-[(3,4,5-trimethoxyphenyl)amino]-4-pyrimidinyl]amino]-2,2-dimethyl-4-[(phosphonooxy)methyl]-2H-pyrido[3,2-b]-1,4-oxazin-3(4H)-one, disodium salt
CAS Number
1025687-58-4
Synonyms
  • Fostamatinib
  • NSC 745942
  • R935788
  • Tamatinib Fosdium
Molecular Formula
C23H24FN6O9P • 2Na
Formula Weight
Purity
≥95%
A crystalline solid
Methanol: 3 mg/mL
λmax
277, 333 nm
SMILES
COC1=C(OC)C=C(NC2=NC(NC3=NC(N(COP([O-])([O-])=O)C(C(C)(C)O4)=O)=C4C=C3)=C(F)C=N2)C=C1OC.[Na+].[Na+]
InChi Code
InChI=1S/C23H26FN6O9P.2Na/c1-23(2)21(31)30(11-38-40(32,33)34)20-14(39-23)6-7-17(28-20)27-19-13(24)10-25-22(29-19)26-12-8-15(35-3)18(37-5)16(9-12)36-4;;/h6-10H,11H2,1-5H3,(H2,32,33,34)(H2,25,26,27,28,29);;/q;2*+1/p-2
InChi Key
HSYBQXDGYCYSGA-UHFFFAOYSA-L
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
Certificates of Analysis & Batch Specific Data

Provide batch numbers separated by commas to download or request available product inserts, QC sheets, certificates of analysis, data packs, and GC-MS data.

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    Product Description

    R788 is a prodrug of R406 (Item No. 11422), an inhibitor of Syk (Ki = 30 nM).1 R788 conversion to the biologically active R406 is catalyzed by the action of alkaline phosphatases present on the apical brush-border of the membranes of intestinal enterocytes.1 It produces anti-inflammatory and immunomodulating effects by inhibiting Syk-mediated IgG Fcγ receptor signaling, which prevents activation of mast cells, macrophages, and B cells, as well as related inflammatory responses.1 R788 has undergone clinical evaluation for efficacy in the treatment of rheumatoid arthritis.1

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Singh, R., Masuda, E.S., and Payan, D.G. Discovery and development of spleen tyrosine kinase (SYK) inhibitors. J. Med. Chem. 55(8), 3614-3643 (2012).