559389 SB 203580 - CAS 152121-47-6 - Calbiochem

559389
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      Overview

      Replacement Information

      Key Spec Table

      Empirical FormulaCAS #
      C₂₁H₁₆N₃OSF152121-47-6

      Pricing & Availability

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      559389-10MG
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          Glass bottle 10 mg
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          559389-1MG
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              Plastic ampoule 1 mg
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              559389-5MG
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                  Glass bottle 5 mg
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                  Description
                  OverviewReduces epirubicin-induced cell injury and caspase-3/7 activity. A highly specific, potent, cell-permeable, selective, reversible, and ATP-competitive inhibitor of p38 MAP kinase (IC50 = 34 nM in vitro, 600 nM in cells). Does not significantly inhibit the JNK and p42 MAP kinase at 100 µM. Inhibits IL-1 and TNF-α production from LPS-stimulated human monocytes and the human monocyte cell line THP-1 (IC50 = 50-100 nM). Inhibits bone morphogenetic protein-2-induced neurite outgrowth in PC12 cells. Also inhibits platelet aggregation caused by collagen (IC50 = 0.2-1.0 µM) or the thromboxane analog U-46619 (Cat. No. 538944). A 1 mg/ml solution of SB 203580 (Cat. No. 559398) in anhydrous DMSO is also available.
                  Catalogue Number559389
                  Brand Family Calbiochem®
                  Synonyms4-(4-Fluorophenyl)-2-(4-methylsulfinylphenyl)-5-(4-pyridyl)1H-imidazole, p38 MAP Kinase Inhibitor XVI
                  References
                  ReferencesYamada. T., et al. 2012. Free Radic. Biol. Med. (In press)
                  Powell, D.J., et al. 2003. Mol. Cell Biol. 23, 7794.
                  Davies, S.P., et al. 2000. Biochem. J. 351, 95.
                  Iwasaki, S., et al. 1999. J. Biol. Chem. 274, 26503.
                  Gallagher, T.F., et al. 1997. Bioorg. Med. Chem. 5, 49.
                  LoGrasso, P.V., et al. 1997. Biochem. 36, 10422.
                  Hazzalin, C.A., et al. 1996. Curr. Biol. 6, 1028.
                  Kramer, R.M., et al. 1996. J. Biol. Chem. 271, 27723.
                  Saklatvala, J., et al. 1996. J. Biol. Chem. 271, 6586.
                  Cuenda, A., et al. 1995. FEBS Lett. 364, 229.
                  Gallagher, T.F., et al. 1995. Bioorg. Med. Chem. Lett. 5, 1171.
                  Lee, J.C., et al. 1994. Nature 372, 739.
                  Product Information
                  CAS number152121-47-6
                  ATP CompetitiveY
                  FormThin film
                  Hill FormulaC₂₁H₁₆N₃OSF
                  Chemical formulaC₂₁H₁₆N₃OSF
                  ReversibleY
                  Structure formula ImageStructure formula Image
                  Applications
                  ApplicationSB 203580, CAS 152121-47-6, is a highly specific, potent, cell-permeable, selective, reversible, and ATP-competitive inhibitor of p38 MAP kinase (IC₅₀ = 34 nM in vitro, 600 nM in cells).
                  Biological Information
                  Primary TargetP38MAPK
                  Primary Target IC<sub>50</sub>34 nM against p38 MAP kinase in vitro, 600 nM in cells; 50-100 nM against IL-1 and TNF-α production from LPS-stimulated human monocytes and the human monocyte cell line THP-1; 0.2-1.0 µM against platelet aggregation caused by collagen
                  Purity≥98% by HPLC
                  Physicochemical Information
                  Cell permeableY
                  Dimensions
                  Materials Information
                  Toxicological Information
                  Safety Information according to GHS
                  Safety Information
                  R PhraseR: 36/37/38

                  Irritating to eyes, respiratory system and skin.
                  S PhraseS: 26-36-45

                  In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
                  Wear suitable protective clothing.
                  In case of accident or if you feel unwell, seek medical advice immediately (show the label where possible).
                  Product Usage Statements
                  Storage and Shipping Information
                  Ship Code Ambient Temperature Only
                  Toxicity Irritant
                  Storage -20°C
                  Protect from Light Protect from light
                  Do not freeze Ok to freeze
                  Special InstructionsFollowing reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 6 months at -20°C.
                  Packaging Information
                  Transport Information
                  Supplemental Information
                  Specifications

                  Documentation

                  SB 203580 - CAS 152121-47-6 - Calbiochem SDS

                  Title

                  Safety Data Sheet (SDS) 

                  SB 203580 - CAS 152121-47-6 - Calbiochem Certificates of Analysis

                  TitleLot Number
                  559389

                  References

                  Reference overview
                  Yamada. T., et al. 2012. Free Radic. Biol. Med. (In press)
                  Powell, D.J., et al. 2003. Mol. Cell Biol. 23, 7794.
                  Davies, S.P., et al. 2000. Biochem. J. 351, 95.
                  Iwasaki, S., et al. 1999. J. Biol. Chem. 274, 26503.
                  Gallagher, T.F., et al. 1997. Bioorg. Med. Chem. 5, 49.
                  LoGrasso, P.V., et al. 1997. Biochem. 36, 10422.
                  Hazzalin, C.A., et al. 1996. Curr. Biol. 6, 1028.
                  Kramer, R.M., et al. 1996. J. Biol. Chem. 271, 27723.
                  Saklatvala, J., et al. 1996. J. Biol. Chem. 271, 6586.
                  Cuenda, A., et al. 1995. FEBS Lett. 364, 229.
                  Gallagher, T.F., et al. 1995. Bioorg. Med. Chem. Lett. 5, 1171.
                  Lee, J.C., et al. 1994. Nature 372, 739.

                  Citations

                  Title
                • Yamada. T., et al. 2012. Free Radic. Biol. Med. (In press)
                • Satoshi Fukumoto, et al. (2006) Laminin 5 is required for dental epithelium growth and polarity and the development of tooth bud and shape. Journal of Biological Chemistry 281, 5008-5016.
                • Alexandra Thiel, et al. (2006) Expression of Cyclooxygenase-2 Is Regulated by Glycogen Synthase Kinase-3beta in Gastric Cancer Cells. Journal of Biological Chemistry 281, 4564-4569.
                • Anthony R. White, et al. (2006) Degradation of the alzheimer disease amyloid -peptide by metal-dependent up-regulation of metalloprotease activity. journal of Biological Chemistry 281, 17670-17680.
                • Bysani Chandrasekar, et al. (2005) The pro-atherogenic cytokine interleukin-18 induces CXCL16 expression in rat aortic smooth muscle cells via MyD88, interleukin-1 receptor-associated kinase, tumor necrosis factor receptor-associated factor 6, c-Src, phosphatidylinositol 3-kinase, Akt, c-J. Journal of Biological Chemistry 280, 26263-26277.
                • Guadalupe Sabio, et al. (2005) p38γ regulates the localisation of SAP97 in the cytoskeleton by modulating its interaction with GKAP. The EMBO Journal 24, 1134-1145.
                • Jose G. Trevino, et al. (2005) Expression and activity of Src regulate interleukin-8 expression in pancreatic adenocarcinoma cells: implications for angiogenesis. Cancer Research 65, 7214-7222.
                • Wojciech Wojciechowski, et al. (2005) Enhanced Expression of CD20 in Human Tumor B Cells is Controlled Through ERK-Dependent Mechanisms. Journal of Immunology 174, 7859-7868.
                • Yung-Luen Yu, et al. (2005) MAP kinase-mediated phosphorylation of GATA-1 promotes Bcl-XL expression and cell survival. Journal of Biological Chemistry 280, 29533-29542.
                • Naoto Inukai, et al. (2004) A novel hydrogen peroxide-induced phosphorylation and ubiquitination pathway leading to RNA polymerase II proteolysis. Journal of Biological Chemistry 279, 8190-8195.
                • Data Sheet

                  Note that this data sheet is not lot-specific and is representative of the current specifications for this product. Please consult the vial label and the certificate of analysis for information on specific lots. Also note that shipping conditions may differ from storage conditions.

                  Revision28-February-2012 RFH
                  Synonyms4-(4-Fluorophenyl)-2-(4-methylsulfinylphenyl)-5-(4-pyridyl)1H-imidazole, p38 MAP Kinase Inhibitor XVI
                  DescriptionReduces epirubicin-induced cell injury and caspase-3/7 activity. A highly specific, potent, cell-permeable, selective, reversible, and ATP-competitive inhibitor of p38 kinase (IC50 = 34 nM in vitro, 600 nM in cells). Also known as reactivating kinase (RK) and CSBP (cytokine synthesis anti-inflammatory drug binding protein). Does not significantly inhibit JNK or p42 MAP kinase even at 100 µM. Inhibits IL-1 and TNF-α production from LPS-stimulated human monocytes and the human monocyte cell line THP-1 (IC50 = 50-100 nM). SB 203580 has also been shown to be an effective inhibitor of inflammatory cytokine production in vivo in both mice and rats.
                  FormThin film
                  CAS number152121-47-6
                  Chemical formulaC₂₁H₁₆N₃OSF
                  Structure formulaStructure formula
                  Purity≥98% by HPLC
                  SolubilityDMSO (30 mg/ml)
                  Storage -20°C
                  Protect from light
                  Do Not Freeze Ok to freeze
                  Special InstructionsFollowing reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 6 months at -20°C.
                  Toxicity Irritant
                  ReferencesYamada. T., et al. 2012. Free Radic. Biol. Med. (In press)
                  Powell, D.J., et al. 2003. Mol. Cell Biol. 23, 7794.
                  Davies, S.P., et al. 2000. Biochem. J. 351, 95.
                  Iwasaki, S., et al. 1999. J. Biol. Chem. 274, 26503.
                  Gallagher, T.F., et al. 1997. Bioorg. Med. Chem. 5, 49.
                  LoGrasso, P.V., et al. 1997. Biochem. 36, 10422.
                  Hazzalin, C.A., et al. 1996. Curr. Biol. 6, 1028.
                  Kramer, R.M., et al. 1996. J. Biol. Chem. 271, 27723.
                  Saklatvala, J., et al. 1996. J. Biol. Chem. 271, 6586.
                  Cuenda, A., et al. 1995. FEBS Lett. 364, 229.
                  Gallagher, T.F., et al. 1995. Bioorg. Med. Chem. Lett. 5, 1171.
                  Lee, J.C., et al. 1994. Nature 372, 739.
                  Citation
                • Yamada. T., et al. 2012. Free Radic. Biol. Med. (In press)
                • Satoshi Fukumoto, et al. (2006) Laminin 5 is required for dental epithelium growth and polarity and the development of tooth bud and shape. Journal of Biological Chemistry 281, 5008-5016.
                • Alexandra Thiel, et al. (2006) Expression of Cyclooxygenase-2 Is Regulated by Glycogen Synthase Kinase-3beta in Gastric Cancer Cells. Journal of Biological Chemistry 281, 4564-4569.
                • Anthony R. White, et al. (2006) Degradation of the alzheimer disease amyloid -peptide by metal-dependent up-regulation of metalloprotease activity. journal of Biological Chemistry 281, 17670-17680.
                • Bysani Chandrasekar, et al. (2005) The pro-atherogenic cytokine interleukin-18 induces CXCL16 expression in rat aortic smooth muscle cells via MyD88, interleukin-1 receptor-associated kinase, tumor necrosis factor receptor-associated factor 6, c-Src, phosphatidylinositol 3-kinase, Akt, c-J. Journal of Biological Chemistry 280, 26263-26277.
                • Guadalupe Sabio, et al. (2005) p38γ regulates the localisation of SAP97 in the cytoskeleton by modulating its interaction with GKAP. The EMBO Journal 24, 1134-1145.
                • Jose G. Trevino, et al. (2005) Expression and activity of Src regulate interleukin-8 expression in pancreatic adenocarcinoma cells: implications for angiogenesis. Cancer Research 65, 7214-7222.
                • Wojciech Wojciechowski, et al. (2005) Enhanced Expression of CD20 in Human Tumor B Cells is Controlled Through ERK-Dependent Mechanisms. Journal of Immunology 174, 7859-7868.
                • Yung-Luen Yu, et al. (2005) MAP kinase-mediated phosphorylation of GATA-1 promotes Bcl-XL expression and cell survival. Journal of Biological Chemistry 280, 29533-29542.
                • Naoto Inukai, et al. (2004) A novel hydrogen peroxide-induced phosphorylation and ubiquitination pathway leading to RNA polymerase II proteolysis. Journal of Biological Chemistry 279, 8190-8195.
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                  Categories

                  Life Science Research > Inhibitors and Biochemicals > Small Molecules & Inhibitors > Protein Phosphorylation / Dephosphorylation > MAP Kinase Inhibitors