SB 203580 hydrochloride

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Cat.No. 1402 - SB 203580 hydrochloride | C21H16FN3OS.HCl | CAS No. 869185-85-3
Description: Selective inhibitor of p38 MAPK; water-soluble
Chemical Name: 4-[5-(4-Fluorophenyl)-2-[4-(methylsulphonyl)phenyl]-1H-imidazol-4-yl]pyridine hydrochloride
Purity: ≥98% (HPLC)
Datasheet
Citations (6)
Literature
Pathways

Biological Activity

Water-soluble salt of SB 203580 (Cat. No. 1202). Selective inhibitor of p38 mitogen-activated protein kinase (IC50 values are 50 and 500 nM for SAPK2a/p38 and SAPK2b/p38β2 respectively). Displays 100-500-fold selectivity over LCK, GSK3β and PKBα. Shown to inhibit interleukin-2-induced T cell proliferation, cyclooxygenase-1 and -2, and thromboxane synthase.

Licensing Information

Sold with the permission of GlaxoSmithKline

Technical Data

M. Wt 413.89
Formula C21H16FN3OS.HCl
Storage Desiccate at -20°C
Purity ≥98% (HPLC)
CAS Number 869185-85-3
PubChem ID 16760644
InChI Key WOSGGXINSLMASH-UHFFFAOYSA-N
Smiles Cl.CS(=O)C1=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

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
water 10.35 25mM with gentle warming

Preparing Stock Solutions

The following data is based on the product molecular weight 413.89. 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.

Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 2.42 mL 12.08 mL 24.16 mL
5 mM 0.48 mL 2.42 mL 4.83 mL
10 mM 0.24 mL 1.21 mL 2.42 mL
50 mM 0.05 mL 0.24 mL 0.48 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.

Borsch-Haubold et al (1998) Direct inhibition of cyclooxygenase-1 and -2 by the kinase inhibitors SB 203580 and PD 98059. J.Biol.Chem. 273 28766 PMID: 9786874

Cuenda et al (1995) SB 203580 is a specific inhibitor of a MAP kinase homologue which is stimulated by cellular stresses and interleukin-1. FEBS Lett. 364 229 PMID: 7750577

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

Saklatvala et al (1996) Role for p38 mitogen-activated protein kinase in platelet aggregation caused by collagen on a thromboxane analogue. J.Biol.Chem. 271 6586 PMID: 8636072


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View all p38 MAPK Inhibitors

Keywords: SB 203580 hydrochloride, supplier, Selective, inhibitors, inhibits, p38, MAPK, water-soluble, Signaling, Signalling, Mitogen-Activated, Protein, Kinases, SB203580, hydrochloride, GlaxoSmithKline, GSK, p38, p38, Tocris Bioscience

6 Citations for SB 203580 hydrochloride

Citations are publications that use Tocris products. Selected citations for SB 203580 hydrochloride include:

Williams et al (2012) Inhibition of stathmin1 accelerates the metastatic process. Cancer Res 72 5407 PMID: 22915755

Engel et al (2006) FGF1/p38 MAP kinase inhibitor therapy induces cardiomyocyte mitosis, reduces scarring, and rescues function after myocardial infarction. Proc Natl Acad Sci U S A 103 15546 PMID: 17032753

Schlemper et al (2005) Mechanisms underlying the relaxation response induced by bradykinin in the epithelium-intact guinea-pig trachea in vitro. Br J Pharmacol 145 740 PMID: 15852038

Edén et al (2015) Tissue factor/factor VIIa signalling promotes cytokine-induced beta cell death and impairs glucose-stimulated insulin secretion from human pancreatic islets. Diabetologia 58 2563 PMID: 26271343

Mans et al (2014) An acetylcholinesterase inhibitor, eserine, induces long-term depression at CA3-CA1 synapses in the hippocampus of adult rats. J Neurophysiol 112 2388 PMID: 25143547

Nguyen et al (2014) Transient receptor potential vanilloid type 1 channel may modulate opioid reward. Neuropsychopharmacology 39 2414 PMID: 24732880


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SB 203580 hydrochloride Reviews

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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 203580 hydrochloride

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.