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

SB 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).

SB 203580 - CAS 152121-47-6 - Calbiochem MSDS (material safety data sheet) or SDS, CoA and CoQ, dossiers, brochures and other available documents.

Synonyms: 4-(4-Fluorophenyl)-2-(4-methylsulfinylphenyl)-5-(4-pyridyl)1H-imidazole, p38 MAP Kinase Inhibitor XVI

Primary Target: P38MAPK
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559389
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Overview

Replacement Information

Key Spec Table

CAS #Empirical Formula
152121-47-6C₂₁H₁₆N₃OSF

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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
          Quality LevelMQ100
          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
          Global Trade Item Number
          Catalogue Number GTIN
          559389-1MG 07790788051532
          559389-5MG 04055977192537

          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.

          Data Sheet

          Title
          Reprogramming Cell Fate and Function Novel Strategies for iPSC Generation, Characterization, and Differentiation

          Posters

          Title
          Human Kinome & InhibitorSelect™ Libraries

          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 Protect from light
          -20°C
          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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