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Rigosertib

CAS No.:
592542-59-1
Catalog Number:
AG00396Z
Molecular Formula:
C21H25NO8S
Molecular Weight:
451.4901
Pack Size
Purity
Availability
Location
Price(USD)
Quantity
  
5mg
98%
1 week
United States
$173
- +
10mg
98%
1 week
United States
$257
- +
50mg
98%
1 week
United States
$807
- +
100mg
98%
1 week
United States
$1307
- +
Product Description
Catalog Number:
AG00396Z
Chemical Name:
Rigosertib
CAS Number:
592542-59-1
Molecular Formula:
C21H25NO8S
Molecular Weight:
451.4901
MDL Number:
MFCD09038489
IUPAC Name:
2-[2-methoxy-5-[[(E)-2-(2,4,6-trimethoxyphenyl)ethenyl]sulfonylmethyl]anilino]acetic acid
InChI:
InChI=1S/C21H25NO8S/c1-27-15-10-19(29-3)16(20(11-15)30-4)7-8-31(25,26)13-14-5-6-18(28-2)17(9-14)22-12-21(23)24/h5-11,22H,12-13H2,1-4H3,(H,23,24)/b8-7+
InChI Key:
OWBFCJROIKNMGD-BQYQJAHWSA-N
SMILES:
COc1cc(OC)cc(c1/C=C/S(=O)(=O)Cc1ccc(c(c1)NCC(=O)O)OC)OC
UNII:
67DOW7F9GL
Properties
Complexity:
678  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
1  
Exact Mass:
451.13g/mol
Formal Charge:
0
Heavy Atom Count:
31  
Hydrogen Bond Acceptor Count:
9  
Hydrogen Bond Donor Count:
2  
Isotope Atom Count:
0
Molecular Weight:
451.49g/mol
Monoisotopic Mass:
451.13g/mol
Rotatable Bond Count:
11  
Topological Polar Surface Area:
129A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
2.5  
Literature
Title Journal
ON 01910.Na inhibits growth of diffuse large B-cell lymphoma by cytoplasmic sequestration of sumoylated C-MYB/TRAF6 complex. Translational research : the journal of laboratory and clinical medicine 20160901
A phase II/III randomized study to compare the efficacy and safety of rigosertib plus gemcitabine versus gemcitabine alone in patients with previously untreated metastatic pancreatic cancer. Annals of oncology : official journal of the European Society for Medical Oncology 20150901
Efficacy of the polo-like kinase inhibitor rigosertib, alone or in combination with Abelson tyrosine kinase inhibitors, against break point cluster region-c-Abelson-positive leukemia cells. Oncotarget 20150821
Clinical activity and safety of the dual pathway inhibitor rigosertib for higher risk myelodysplastic syndromes following DNA methyltransferase inhibitor therapy. Hematological oncology 20150601
Rigosertib induces cell death of a myelodysplastic syndrome-derived cell line by DNA damage-induced G2/M arrest. Cancer science 20150301
In vitro antitumor mechanism of (E)-N-(2-methoxy-5-(((2,4,6-trimethoxystyryl)sulfonyl)methyl)pyridin-3-yl)methanesulfonamide. Molecular pharmacology 20150101
Centmitor-1, a novel acridinyl-acetohydrazide, possesses similar molecular interaction field and antimitotic cellular phenotype as rigosertib, on 01910.Na. Molecular cancer therapeutics 20140501
Discovery of (E)-3-((styrylsulfonyl)methyl)pyridine and (E)-2-((styrylsulfonyl)methyl)pyridine derivatives as anticancer agents: synthesis, structure-activity relationships, and biological activities. Journal of medicinal chemistry 20140327
Phase I study of oral rigosertib (ON 01910.Na), a dual inhibitor of the PI3K and Plk1 pathways, in adult patients with advanced solid malignancies. Clinical cancer research : an official journal of the American Association for Cancer Research 20140315
Rigosertib as a selective anti-tumor agent can ameliorate multiple dysregulated signaling transduction pathways in high-grade myelodysplastic syndrome. Scientific reports 20140101
The dual pathway inhibitor rigosertib is effective in direct patient tumor xenografts of head and neck squamous cell carcinomas. Molecular cancer therapeutics 20131001
Phase I study of ON 01910.Na (Rigosertib), a multikinase PI3K inhibitor in relapsed/refractory B-cell malignancies. Leukemia 20130901
Phase I clinical trial of oral rigosertib in patients with myelodysplastic syndromes. British journal of haematology 20130801
A novel anti-tumor inhibitor identified by virtual screen with PLK1 structure and zebrafish assay. PloS one 20130101
Dissecting the phenotypes of Plk1 inhibition in cancer cells using novel kinase inhibitory chemical CBB2001. Laboratory investigation; a journal of technical methods and pathology 20121001
Directed therapy for patients with myelodysplastic syndromes (MDS) by suppression of cyclin D1 with ON 01910.Na. Leukemia research 20120801
Targeting cyclin D1 for high risk myelodysplastic syndromes. Leukemia research 20120801
Phase I study of Rigosertib, an inhibitor of the phosphatidylinositol 3-kinase and Polo-like kinase 1 pathways, combined with gemcitabine in patients with solid tumors and pancreatic cancer. Clinical cancer research : an official journal of the American Association for Cancer Research 20120401
ON 01910.Na is selectively cytotoxic for chronic lymphocytic leukemia cells through a dual mechanism of action involving PI3K/AKT inhibition and induction of oxidative stress. Clinical cancer research : an official journal of the American Association for Cancer Research 20120401
Treatment of higher risk myelodysplastic syndrome patients unresponsive to hypomethylating agents with ON 01910.Na. Leukemia research 20120101
Application of a liquid chromatography-tandem mass spectrometry (LC/MS/MS) method to the pharmacokinetics of ON01910 in brain tumor-bearing mice. Journal of pharmaceutical and biomedical analysis 20111215
Failure of hypomethylating agent-based therapy in myelodysplastic syndromes. Seminars in oncology 20111001
Discovery of a clinical stage multi-kinase inhibitor sodium (E)-2-{2-methoxy-5-[(2',4',6'-trimethoxystyrylsulfonyl)methyl]phenylamino}acetate (ON 01910.Na): synthesis, structure-activity relationship, and biological activity. Journal of medicinal chemistry 20110922
Effect of ON 01910.Na, an anticancer mitotic inhibitor, on cell-cycle progression correlates with RanGAP1 hyperphosphorylation. Cancer research 20110715
Synthesis and biological evaluation of benzyl styrylsulfonyl derivatives as potent anticancer mitotic inhibitors. Bioorganic & medicinal chemistry letters 20110515
Discontinuous drug binding to proteins: binding of an antineoplastic benzyl styryl sulfone to albumin and enzymes in vitro and in phase I clinical trials. Drug metabolism and disposition: the biological fate of chemicals 20100901
Preclinical pharmacokinetics and in vitro activity of ON 01910.Na, a novel anti-cancer agent. Cancer chemotherapy and pharmacology 20091201
Polo-like kinase (PLK) inhibitors in preclinical and early clinical development in oncology. The oncologist 20090601
Styryl sulfonyl compounds inhibit translation of cyclin D1 in mantle cell lymphoma cells. Oncogene 20090326
Evaluation of the novel mitotic modulator ON 01910.Na in pancreatic cancer and preclinical development of an ex vivo predictive assay. Oncogene 20090129
Phase I study of ON 01910.Na, a novel modulator of the Polo-like kinase 1 pathway, in adult patients with solid tumors. Journal of clinical oncology : official journal of the American Society of Clinical Oncology 20081201
Validation and implementation of a liquid chromatography/tandem mass spectrometry assay to quantitate ON 01910.Na, a mitotic progression modulator, in human plasma. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20070901
BI 2536, a potent and selective inhibitor of polo-like kinase 1, inhibits tumor growth in vivo. Current biology : CB 20070220
Probing cell-division phenotype space and Polo-like kinase function using small molecules. Nature chemical biology 20061101
Polo-like kinase (Plk) 1 as a target for prostate cancer management. IUBMB life 20051001
Properties