Fostamatinib

Base Information

• Chemical Name: Fostamatinib
• CAS No.: 901119-35-5
• Deprecated CAS: 945745-48-2
• Molecular Formula: C23H26FN6O9P
• Molecular Weight: 580.466
• European Community (EC) Number: 618-473-2
• UNII: SQ8A3S5101
• ChEMBL ID: CHEMBL2103830
• DSSTox Substance ID: DTXSID401009170
• Metabolomics Workbench ID: 153075
• NCI Thesaurus Code: C95222
• Nikkaji Number: J2.688.712G
• Pharos Ligand ID: YYH232CPYC1D
• RXCUI: 2044896
• Wikidata: Q5473550
• Wikipedia: Fostamatinib
• Mol file: 901119-35-5.mol

Synonyms:(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;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)-;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);fostamatinib;fostamatinib disodium;fostamatinib disodium anhydrous;fostamatinib disodium hydrate;fostamatinib disodium salt hexahydrate;R-788 free acid;R-788 sodium;R-788 sodium anhydrous;R-788 sodium hydrate;R-935788 free acid;R-935788 sodium anhydrous;R-935788 sodium hydrate;R788 free acid;R788 sodium;R788 sodium anhydrous;R788 sodium hydrate;R935788 free acid;R935788 sodium anhydrous;R935788 sodium hydrate;Tavalisse

Chemical Property of Fostamatinib

Chemical Property:

• Boiling Point: 814.248 °C at 760 mmHg
• PKA: 1.70±0.10(Predicted)
• Flash Point: 446.242 °C
• PSA: 199.76000
• Density: 1.497 g/cm³
• LogP: 2.65440
• Storage Temp.: -20°C, Hygroscopic
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 15
• Rotatable Bond Count: 10
• Exact Mass: 580.14829159
• Heavy Atom Count: 40
• Complexity: 904

Purity/Quality:

99% ^*data from raw suppliers

Fostamatinib ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Drug Classes: Hematologic Growth Factors
• 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
• Recent ClinicalTrials: Extension Study (Extended Access) of Syk-inhibition Using Fostamatinib to Treat Posttransplant Immune-mediated Cytopenias
• Recent EU Clinical Trials: Clinical Trials targeting macro-, micro-immuno-thrombosis, vascular hyperinflammation, and hypercoagulability and renin-angiotensin-aldosterone system (RAAS) in hospitalized patients with COVID-19 (ACTIV-4 Host Tissue)
• Recent NIPH Clinical Trials: A Clinical Study in Patients with Chronic Idiopathic Thrombocytopenic Purpura in R78
• Uses: Fostamatinib can be used to treat cancers that have acquired resistance to kinase inhibitors.

Technology Process of Fostamatinib

There total 8 articles about Fostamatinib which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

N4-(2,2-dimethyl-4-[(di-tert-butyl-phosphonoxy)methyl]-3-oxo-5-pyrido[1,4]oxazin-6-yl)-5-fluoro-N2-(3,4,5-trimethoxyphenyl)-2,4-pyrimidinediamine (901119-38-8) → fostamatinib (901119-35-5)

Guidance literature:

With acetic acid; In water; at 65 ℃; for 3h;

Reference yield: 96.62%

ortho-toluoyl chloride (933-88-0) + 1-amino-3-methylbenzene (108-44-1) → 2-methyl-N-m-tolylbenzamide (56776-45-5)

Guidance literature:

With sodium hydroxide; In water; acetone; at 20 - 60 ℃; for 0.333333h;

Reference yield: 92.0%

ortho-methylbenzoic acid (118-90-1) + 1-amino-3-methylbenzene (108-44-1) → 2-methyl-N-m-tolylbenzamide (56776-45-5)

Guidance literature:

With ammonium peroxydisulfate; tetrabutylammomium bromide; potassium hydroxide; In water; at 20 ℃; for 3h; Irradiation;

upstream raw materials:

ortho-methylbenzoic acid

1-amino-3-methylbenzene

N₄-(2,2-dimethyl-4-[(di-tert-butyl-phosphonoxy)methyl]-3-oxo-5-pyrido[1,4]oxazin-6-yl)-5-fluoro-N₂-(3,4,5-trimethoxyphenyl)-2,4-pyrimidinediamine

ortho-toluoyl chloride

Refernces

• 1、 -. "Method for synthesizing amide compound through photocatalysis in water phase". Paragraph 0072. . Retrieved 2019/10/01.
• 2、 -. "PRODRUG SALTS OF 2, 4-PYRIMIDINEDIAMINE COMPOUNDS AND THEIR USES". Page/Page column 94. . Retrieved 2008/12/05.