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Chemistry

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Also known as: 1025687-58-4, Fostamatinib disodium, R788 disodium, R788 (fostamatinib) disodium, R 788 sodium, R935788 (fostamatinib disodium, r788)
Molecular Formula
C23H24FN6Na2O9P
Molecular Weight
624.4  g/mol
InChI Key
HSYBQXDGYCYSGA-UHFFFAOYSA-L
FDA UNII
X9417132K8

Fostamatinib Disodium Hexahydrate
Fostamatinib Disodium Anhydrous is the anhydrous form of fostamatinib disodium, an orally available Syk kinase inhibitor with potential anti-inflammatory and immunomodulating activities. Fostamatinib inhibits Syk kinase-mediated IgG Fc gamma receptor signaling, resulting in inhibition of the activation of mast cells, macrophages, and B-cells and related inflammatory responses and tissue damage. Syk kinase, widely expressed in hematopoietic cells, is a nonreceptor tyrosine kinase that is involved in coupling activated immunoreceptors to signal downstream events that mediate diverse cellular responses, including proliferation, differentiation, and phagocytosis.
1 2D Structure

Fostamatinib Disodium Hexahydrate

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
disodium;[6-[[5-fluoro-2-(3,4,5-trimethoxyanilino)pyrimidin-4-yl]amino]-2,2-dimethyl-3-oxopyrido[3,2-b][1,4]oxazin-4-yl]methyl phosphate
2.1.2 InChI
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
2.1.3 InChI Key
HSYBQXDGYCYSGA-UHFFFAOYSA-L
2.1.4 Canonical SMILES
CC1(C(=O)N(C2=C(O1)C=CC(=N2)NC3=NC(=NC=C3F)NC4=CC(=C(C(=C4)OC)OC)OC)COP(=O)([O-])[O-])C.[Na+].[Na+]
2.2 Other Identifiers
2.2.1 UNII
X9417132K8
2.3 Synonyms
2.3.1 MeSH Synonyms

1. (6-((5-fluoro-2-((3,4,5-trimethoxyphenyl)amino)pyrimidin-4-yl)amino)-2,2-dimethyl-3-oxo-2,3-dihydro-4h-pyrido(3,2-b)-1,4-oxazin-4-yl)methyl Disodium Phosphate Hexahydrate

2. 2h-pyrido(3,2-b)-1,4-oxazin-3(4h)-one, 6-((5-fluoro-2-((3,4,5-trimethoxyphenyl)amino)-4-pyrimidinyl)amino)-2,2-dimethyl-4-((phosphonooxy)methyl)-

3. 2h-pyrido(3,2-b)-1,4-oxazin-3(4h)-one, 6-((5-fluoro-2-((3,4,5-trimethoxyphenyl)amino)-4-pyrimidinyl)amino)-2,2-dimethyl-4-((phosphonooxy)methyl)-, Sodium Salt (1:2)

4. Fostamatinib

5. Fostamatinib Disodium

6. Fostamatinib Disodium Hydrate

7. Fostamatinib Disodium Salt Hexahydrate

8. R-788 Free Acid

9. R-788 Sodium

10. R-788 Sodium Anhydrous

11. R-788 Sodium Hydrate

12. R-935788 Free Acid

13. R-935788 Sodium Anhydrous

14. R-935788 Sodium Hydrate

15. R788 Free Acid

16. R788 Sodium

17. R788 Sodium Anhydrous

18. R788 Sodium Hydrate

19. R935788 Free Acid

20. R935788 Sodium Anhydrous

21. R935788 Sodium Hydrate

22. Tavalisse

2.3.2 Depositor-Supplied Synonyms

1. 1025687-58-4

2. Fostamatinib Disodium

3. R788 Disodium

4. R788 (fostamatinib) Disodium

5. R 788 Sodium

6. R935788 (fostamatinib Disodium, R788)

7. R 935788 Sodium

8. Tavalisse

9. Tamatinib Fosdium

10. X9417132k8

11. 2h-pyrido(3,2-b)-1,4-oxazin-3(4h)-one, 6-((5-fluoro-2-((3,4,5-trimethoxyphenyl)amino)-4-pyrimidinyl)amino)-2,2-dimethyl-4-((phosphonooxy)methyl)-, Sodium Salt (1:2)

12. Disodium;[6-[[5-fluoro-2-(3,4,5-trimethoxyanilino)pyrimidin-4-yl]amino]-2,2-dimethyl-3-oxopyrido[3,2-b][1,4]oxazin-4-yl]methyl Phosphate

13. R788(fostamatinib Disodium)

14. Disodium (6-(5-fluoro-2-(3,4,5-trimethoxyphenylamino)pyrimidin-4-ylamino)-2,2-dimethyl-3-oxo-2h-pyrido[3,2-b][1,4]oxazin-4(3h)-yl)methyl Dihydrogen Phosphate

15. R-935788

16. Fosd

17. Fostamatinib Sodium

18. Unii-x9417132k8

19. R788(disodium)

20. R788, Fostamatinib

21. R788 Disodium (fostamatinib)

22. R788 Sodium Anhydrous

23. Schembl3657651

24. R-788 Sodium Anhydrous

25. Dtxsid70145275

26. Ex-a2146

27. R935788 (fostamatinib Disodium)

28. R935788 - Fostamatinib Disodium

29. R935788 Sodium Anhydrous

30. R-935788 Sodium Anhydrous

31. Akos026750559

32. Ccg-270264

33. Fostamatinib Disodium Salt [mi]

34. Sb40413

35. R788(disodium); Fostamatinib Disodium

36. Ac-28433

37. As-16263

38. C71107

39. J-000725

40. J-518183

41. Q27293710

42. (6-((5-fluoro-2-((3,4,5-trimethoxyphenyl)amino)pyrimidin-4-yl)amino)-2,2-dimethyl-3-oxo-2,3-dihydro-4h-pyrido(3,2-b)-1,4-oxazin-4-yl)methyl Disodium Phosphate

43. 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-oxazi N-3(4h)-one Sodium Salt

44. Disodium,[6-[[5-fluoro-2-(3,4,5-trimethoxyanilino)pyrimidin-4-yl]amino]-2,2-dimethyl-3-oxopyrido[3,2-b][1,4]oxazin-4-yl]methyl Phosphate

2.4 Create Date
2008-10-27
3 Chemical and Physical Properties
Molecular Weight 624.4 g/mol
Molecular Formula C23H24FN6Na2O9P
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count15
Rotatable Bond Count9
Exact Mass624.11218009 g/mol
Monoisotopic Mass624.11218009 g/mol
Topological Polar Surface Area192 Ų
Heavy Atom Count42
Formal Charge0
Complexity893
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count3
4 Drug and Medication Information
4.1 Drug Information
1 of 1  
Drug NameTAVALISSE
Active IngredientFOSTAMATINIB DISODIUM
CompanyRIGEL PHARMS INC (Application Number: N209299)

4.2 Drug Indication

Tavlesse is indicated for the treatment of chronic immune thrombocytopenia (ITP) in adult patients who are refractory to other treatments.


5 Pharmacology and Biochemistry
5.1 ATC Code

B02BX


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