SB 202190

Pricing Availability Delivery Time Qty
Cat.No. 1264 - SB 202190 | C20H14N3OF | CAS No. 152121-30-7
Description: Potent, selective inhibitor of p38 MAPK
Chemical Name: 4-[4-(4-Fluorophenyl)-5-(4-pyridinyl)-1H-imidazol-2-yl]phenol
Purity: ≥99% (HPLC)
Datasheet
Citations (19)
Literature
Pathways

Biological Activity

A highly selective, potent and cell-permeable inhibitor of p38 MAP kinase. Binds within the ATP pocket of the active kinase (Kd = 38 nM, as measured in recombinant human p38), and selectively inhibits the p38α and β isoforms (IC50 = 50 and 100 nM at SAPK2a/p38 and SAPK2b/p38β2 respectively). Promotes stability of naive human pluripotent stem cells in culture. Also available as part of the MAPK Inhibitor Tocriset™.

Licensing Information

Sold with the permission of GlaxoSmithKline

Compound Libraries

SB 202190 is also offered as part of the Tocriscreen Plus and Tocriscreen Kinase Inhibitor Toolbox I. Find out more about compound libraries available from Tocris.

Technical Data

M. Wt 331.35
Formula C20H14N3OF
Storage Store at -20°C
Purity ≥99% (HPLC)
CAS Number 152121-30-7
PubChem ID 16759148
InChI Key YKRNPHOBDOUQTG-UHFFFAOYSA-N
Smiles OC1=CC=C(C=C1)C1=NC(=C(N1)C1=CC=NC=C1)C1=CC=C(F)C=C1

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

All Tocris products are intended for laboratory research use only.

Solubility Data

SolubilitySoluble to 100 mM in DMSO

Preparing Stock Solutions

The following data is based on the product molecular weight 331.35. Batch specific molecular weights may vary from batch to batch due to solvent 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
1 mM 3.02 mL 15.09 mL 30.18 mL
5 mM 0.6 mL 3.02 mL 6.04 mL
10 mM 0.3 mL 1.51 mL 3.02 mL
50 mM 0.06 mL 0.3 mL 0.6 mL

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Product Datasheets

Certificate of Analysis / Product Datasheet
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Safety Datasheet

References

References are publications that support the products' biological activity.

Davies et al (2000) Specificity and mechanism of action of some commonly used protein kinase inhibitors. Biochem.J. 351 95 PMID: 10998351

Frantz et al (1998) The activation of p38 mitogen-activated protein kinase determines the efficiency of ATP competition for pyridinylimidazole inhibitor binding. Biochemistry 37 13846 PMID: 9753474

Jiang et al (1996) Characterization of the structure and function of a new mitogen-activated protein kinase (p38β). J.Biol.Chem. 271 17920 PMID: 8663524

Nemoto et al (1998) Induction of apoptosis by SB 202190 through inhibition of p38β mitogen-activated protein kinase. J.Biol.Chem. 273 16415 PMID: 9632706

Gafni et al (2013) Derivation of novel human ground state naive pluripotent stem cells. Nature 504 282 PMID: 24172903


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Keywords: Potent selective inhibitors inhibits p38 MAPK Signaling Signalling Mitogen-Activated Protein Kinases SB202190 GlaxoSmithKline GSK organoids p38

19 Citations for SB 202190

Citations are publications that use Tocris products. Selected citations for SB 202190 include:

Nadeem (2017) IL-17A causes depression-like symptoms via NFκB and p38MAPK signaling pathways in mice: Implications for psoriasis associated depression. Cytokine 97 14 PMID: 28570931

Zhang et al (2015) Excess salt exacerbates blood-brain barrier disruption via a p38/MAPK/SGK1-dependent pathway in permanent cerebral ischemia. PLoS One 5 16548 PMID: 26549644

Oliveira et al (2015) The role of Na+/K+-ATPase during chick skeletal myogenesis. J Neurosci 10 e0120940 PMID: 25775465

Babu et al (2014) TGFβ-mediated suppression of CD248 in non-cancer cells via canonical Smad-dependent signaling pathways is uncoupled in cancer cells. BMC Cancer 14 113 PMID: 24555435

Toutounchian et al (2014) Modulation of radiation injury response in retinal endothelial cells by quinic acid derivative KZ-41 involves p38 MAPK. PLoS One 9 e100210 PMID: 24956278

Nicastro et al (2013) 3,3'-diindolylmethane rapidly and selectively inhibits hepatocyte growth factor/c-Met signaling in breast cancer cells. J Nutr Biochem 24 1882 PMID: 23968581

Xia et al (2013) Identification of repurposed small molecule drugs for chordoma therapy. Cancer Biol Ther 14 638 PMID: 23792643

Kleinewietfeld et al (2013) Sodium chloride drives autoimmune disease by the induction of pathogenic TH17 cells. Sci Rep 496 518 PMID: 23467095

Akhmetshina et al (2012) Activation of canonical Wnt signalling is required for TGF-β-mediated fibrosis. J Biol Chem 3 735 PMID: 22415826

Zhu et al (2012) BlyS is up-regulated by hypoxia and promotes migration of human breast cancer cells. Am J Physiol Lung Cell Mol Physiol 31 31 PMID: 22463935

Shaw and Lloyd (2012) Post-transcriptional regulation of placenta growth factor mRNA by hydrogen peroxide. Nature 84 155 PMID: 22683469

Ye et al (2011) Dermatophagoides pteronyssinus 2 regulates nerve growth factor release to induce airway inflammation via a reactive oxygen species-dependent pathway. Am J Physiol Regul Integr Comp Physiol 300 L216 PMID: 21097523

Medici et al (2011) Transforming growth factor-β2 promotes Snail-mediated endothelial-mesenchymal transition through convergence of Smad-dependent and Smad-independent signalling. J Exp Clin Cancer Res 437 515 PMID: 21585337

Turpeinen et al (2011) Dual specificity phosphatase 1 regulates human inducible nitric oxide synthase expression by p38 MAP kinase. J Neurosci 2011 127587 PMID: 21547253

Riedl et al (2009) Proteomic analysis uncovers novel actions of the neurosecretory protein VGF in nociceptive processing. Nat Commun 29 13377 PMID: 19846725

Guillemot and Citi (2006) Cingulin regulates claudin-2 expression and cell proliferation through the small GTPase RhoA. Mol Biol Cell 17 3569 PMID: 16723500

Ma et al (2005) Oxygen-sensitive {δ}-opioid receptor-regulated survival and death signals: novel insights into neuronal preconditioning and protection. Mediators Inflamm 280 16208 PMID: 15687501

Montero et al (2004) Calcineurin-independent inhibition of mitochondrial Ca2+ uptake by cyclosporin A. Br J Pharmacol 141 263 PMID: 14691054

Gallagher et al (2004) Extracellular signal-regulated protein kinase activation is required for metabotropic glutamate receptor-dependent long-term depression in hippocampal area CA1. Biochem J 24 4859 PMID: 15152046


Do you know of a great paper that uses SB 202190 from Tocris? If so please let us know.

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Reviews

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Kinases Product Listing

A collection of over 400 products for kinase research, the listing includes inhibitors of:

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MAPK Signaling

MAPK Signaling Scientific Review

MAP kinase signaling is integral to the regulation of numerous cellular processes such as proliferation and differentiation, and as a result is an important focus of cancer and immunology research. Updated for 2016, this review discusses the regulation of the MAPK pathway and properties of MAPK cascades. Compounds available from Tocris are listed.

Pathways for SB 202190

MAPK

MAPK Signaling Pathway

The mitogen-activated protein kinase pathway evokes an intracellular signaling cascade in response to extracellular stimuli such as heat and stress. It can influence cell division, metabolism and survival.

Protocols

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