Semaxanib

Base Information

• Chemical Name: Semaxanib
• CAS No.: 267639-76-9
• Molecular Weight: 238.28446
• European Community (EC) Number: 621-120-5
• NSC Number: 696819
• UNII: 71IA9S35AJ
• DSSTox Substance ID: DTXSID801025708
• Nikkaji Number: J1.051.859H,J2.299.233C
• Wikipedia: Semaxanib
• Wikidata: Q7449140
• NCI Thesaurus Code: C1831
• RXCUI: 805452
• Pharos Ligand ID: 1VWBTP8XJNZZ
• Metabolomics Workbench ID: 149777
• ChEMBL ID: CHEMBL276711
• Mol file: 267639-76-9.mol

Synonyms:3-(2,4-dimethylpyrrol-5-yl)methylidene-indolin-2-one;Semaxinib;SU 5416;SU-5416;SU5416;Sugen 5416

Chemical Property of Semaxanib

Chemical Property:

• XLogP3: 2.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 238.110613074
• Heavy Atom Count: 18
• Complexity: 377

Purity/Quality:

99% ^*data from raw suppliers

ROMIPLOSTIM 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=CC(=C(N1)C=C2C3=CC=CC=C3NC2=O)C
• Isomeric SMILES: CC1=CC(=C(N1)/C=C\2/C3=CC=CC=C3NC2=O)C
• Recent ClinicalTrials: SU5416 in Treating Patients With Recurrent Astrocytoma or Mixed Glioma That Has Not Responded to Radiation Therapy
• Recent EU Clinical Trials: A multicentre, randomized, open-label study of romiplostim plus dexamethasone vs dexamethasone in patients with newly diagnosed primary immune thrombocytopenia
• Description: Romiplostim has been developed and launched for the treatment of thrombocytopenia in patients with ITP, an autoimmune blood disorder in which there is autoantibody-mediated platelet destruction. Coating of the platelets by autoantibodies results in accelerated ingestion by macrophages. In addition to the destruction component, ITP is also characterized by impaired platelet production. The primary physiological regulator of platelet production is thrombopoietin (TPO), a growth factor that orchestrates its effects through the TPO (Mpl) receptor.Agonists of this receptor could, thereby, remediate the platelet production contribution of ITP. By binding to and activating the TPO receptor, romiplostim serves as a TPO receptor agonist. As a recombinant fusion protein, in this case coined as a peptibody, it was engineered to contain two identical single-chain subunits, each consisting of a TPO-binding domain linked to the C-terminus of a human IgG1 Fc domain designed to increase the half-life of the protein. Although it binds to the TPO receptor, romiplostim has no sequence homology to endogenous TPO, which should mitigate the risks encountered with the first generation predecessor, recombinant megakaryocyte growth and development factor (MGDF); this truncated, non-glycosylated form of TPO conjugated to PEG was halted during clinical studies because of the immunogenicity of PEG-MGDF resulting in cross-reacting (neutralizing) antibodies against endogenous TPO and subsequent severe, unrelenting thrombocytopenia. Romiplostim also avoids the side effects associated with the generalized immunosuppressive agents previously employed for the treatment of ITP and may prevent splenectomy, another common treatment option.
• Clinical Use: Fc-peptide fusion protein: Treatment of chronic immune (idiopathic) thrombocytopenic purpura (ITP)
• Drug interactions: Potentially hazardous interactions with other drugs None known