Fostamatinib Disodium

Synopsis, 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 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

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 Formula	C₂₃H₂₄FN₆Na₂O₉P
Molecular Weight	624.4 g/mol
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	15
Rotatable Bond Count	9
Exact Mass	624.11218009 g/mol
Monoisotopic Mass	624.11218009 g/mol
Topological Polar Surface Area	192 Å²
Heavy Atom Count	42
Formal Charge	0
Complexity	893
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	3