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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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      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

      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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