SB 590885

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Description: Potent B-Raf inhibitor
Chemical Name: 5-[2-[4-[2-(Dimethylamino)ethoxy]phenyl]-5-(4-pyridinyl)-1H-imidazol-4-yl]-2,3-dihydro-1H-inden-1-one oxime
Purity: ≥98% (HPLC)
Citations (3)

Biological Activity for SB 590885

SB 590885 is a potent B-Raf inhibitor (Kd = 0.3 nM). Selective for B-Raf against 46 other kinases (Ki app values are 0.16 and 1.72 nM for B-Raf and c-Raf respectively). Decreases anchorage-independent growth of melanoma cell lines. Inhibits ERK phosphorylation and proliferation in tumor cells expressing B-RafV600E. The compound can be used in protocols for the chemical reprogramming of somatic cells to iPSCs.

Licensing Information

Sold for research purposes under agreement from GlaxoSmithKline.

Technical Data for SB 590885

M. Wt 453.54
Formula C27H27N5O2
Storage Store at -20°C
Purity ≥98% (HPLC)
CAS Number 405554-55-4
PubChem ID 11316960
Smiles CN(C)CCOC(C=C4)=CC=C4C1=NC(C3=CC=C(C(CC5)=NO)C5=C3)=C(C2=CC=NC=C2)N1

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.

Tocris products are intended for laboratory research use only, unless stated otherwise.

Solubility Data for SB 590885

Solvent Max Conc. mg/mL Max Conc. mM
DMSO 4.54 10

Preparing Stock Solutions for SB 590885

The following data is based on the product molecular weight 453.54. Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Select a batch to recalculate based on the batch molecular weight:
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
0.1 mM 22.05 mL 110.24 mL 220.49 mL
0.5 mM 4.41 mL 22.05 mL 44.1 mL
1 mM 2.2 mL 11.02 mL 22.05 mL
5 mM 0.44 mL 2.2 mL 4.41 mL

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Product Datasheets for SB 590885

Certificate of Analysis / Product Datasheet
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References for SB 590885

References are publications that support the biological activity of the product.

King et al (2006) Demonstration of a genetic therapeutic index for tumors expressing oncogenic BRAF by the kinase inhibitor SB-590885. Cancer Res. 66 11100 PMID: 17145850

Takle et al (2006) The identification of potent and selective imidazole-based inhibitors of B-Raf kinase. Bioorg.Med.Chem.Lett. 16 378 PMID: 16260133

Guan et al (2022) Chemical reprogramming of human somatic cells to pluripotent stem cells. Nature 605 325 PMID: 35418683

If you know of a relevant reference for SB 590885, please let us know.

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3 Citations for SB 590885

Citations are publications that use Tocris products. Selected citations for SB 590885 include:

Balaburski et al (2013) A modified HSP70 inhibitor shows broad activity as an anticancer agent. Mol Cancer Res 11 219 PMID: 23303345

Najm et al (2015) Drug-based modulation of endogenous stem cells promotes functional remyelination in vivo. PLoS One 522 216 PMID: 25896324

Wagenaar et al (2014) Resistance to vemurafenib resulting from a novel mutation in the BRAFV600E kinase domain. Pigment Cell Melanoma Res 27 124 PMID: 24112705

Do you know of a great paper that uses SB 590885 from Tocris? Please let us know.

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