A water soluble p38 MAPK inhibitor
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Alternative(s)
13067SB 203580
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SB 203580 (hydrochloride)

Item No. 13344

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
4-[4-(4-fluorophenyl)-2-[4-(methylsulfinyl)phenyl]-1H-imidazol-5-yl]-pyridine, monohydrochloride
CAS Number
869185-85-3
Synonyms
  • PB 203580
  • RWJ 64809
Molecular Formula
C21H16FN3OS • HCl
Formula Weight
413.9
Purity
≥95%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 30 mg/mlEthanol: 30 mg/mlEthanol:PBS (pH 7.2) (1:10): 0.1 mg/ml
SMILES
O=S(C)C(C=C1)=CC=C1C(N2)=NC(C3=CC=NC=C3)=C2C4=CC=C(F)C=C4.Cl
InChi Code
InChI=1S/C21H16FN3OS.ClH/c1-27(26)18-8-4-16(5-9-18)21-24-19(14-2-6-17(22)7-3-14)20(25-21)15-10-12-23-13-11-15;/h2-13H,1H3,(H,24,25);1H
InChi Key
WOSGGXINSLMASH-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 mg

    $123

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    10 mg

    $231

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    25 mg

    $543

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    50 mg

    $962

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    Product Description

    Mitogen-activated protein kinases (MAPKs) mediate signal transduction from cell surface receptors to the nucleus and are classified into various subtypes. p38 MAPK is activated by environmental stresses and inflammatory cytokines and is critical for normal immune and inflammatory responses as it regulates the expression of many cytokines, transcription factors, and cell surface receptors.1 p38 MAPK activity in heat-shocked HeLa cells and osmotically stressed PC12 cells is inhibited by SB 203580 with an IC50 value of 0.6 µM.2 SB 203580 also prevents the activation of PKB/Akt by inhibiting phosphoinositide-dependent protein kinase 1 (PDK1) at IC50 values of 3-5 µM.3 SB 203580 (hydrochloride) has a formulation with greater solubility in organic solvents than standard SB 203580 (Item No. 13067). SB 202474 (Item No. 18749), a negative control for SB 203580, is also available from Cayman.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Roux, P.P., and Blenis, J. ERK and p38 MAPK-activated protein kinases: A family of protein kinases with diverse biological functions. Microbiol. Mol. Biol. Rev. 68(2), 320-344 (2004).

    2. Cuenda, A., Rouse, J., Doza, Y.N., et al. SB 203580 is a specific inhibitor of a MAP kinase homologue which is stimulated by cellular stresses and interleukin-1. FEBS Lett. 364(2), 229-233 (1995).

    3. Lali, F.V., Hunt, A.E., Turner, S.J., et al. The pyridinyl imidazole inhibitor SB203580 blocks phosphoinositide-dependent protein kinase activity,protein kinase B phosphorylation, and retinoblastoma hyperphosphorylation in interleukin-2-stimulated T cells independently of p38 mitogen-activated protein kinase. The Journal of Biological Chemisty 275(10), 7395-7402 (2008).