A specific p38 MAPK inhibitor
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Alternative(s)
13344SB 203580 (hydrochloride)
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SB 203580

Item No. 13067

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
CAS Number
152121-47-6
Synonyms
  • PB 203580
  • RWJ 64809
Molecular Formula
C21H16FN3OS
Formula Weight
377.4
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 20 mg/mlDMF:PBS (pH 7.2) (1:9): 0.5 mg/mlDMSO: 10 mg/mlEthanol: 0.2 mg/ml
λmax
226, 318 nm
SMILES
O=S(C)C(C=C1)=CC=C1C(N2)=NC(C3=CC=NC=C3)=C2C4=CC=C(F)C=C4
InChi Code
InChI=1S/C21H16FN3OS/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)
InChi Key
CDMGBJANTYXAIV-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 mg

    $77

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    10 mg

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    50 mg

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    100 mg

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    Product Description

    SB 203580 is a pyridinyl imidazole inhibitor of p38 MAPK that specifically blocks its kinase activity. SB 203580 does not however, disrupt JNK activity, which is activated by similar stressors to those which activate p38 MAPK.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.1 SB 203580 also prevents the activation of PKB/Akt by inhibiting phosphoinositide-dependent protein kinase 1 (PDK1) at IC50 values of 3-5 µM.2 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. 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).

    2. 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).

    Product Citations

    Xu, S., Chaudhary, O., Rodriguez-Morales, P., et al. Uptake of oxidized lipids by the scavenger receptor CD36 promotes lipid peroxidation and dysfunction in CD8+ T cells in tumors. Immunity 54, 1561-1577 (2021).

    West, C.E., and Silverman, N. p38b and JAK-STAT signaling protect against Invertebrate iridescent virus 6 infection in Drosophila. PLoS Pathog. 14(5):e1007020, (2018).

    Beach, J.A., Aspuria, P.J., Cheon, D.J., et al. Sphingosine kinase 1 is required for TGF-β mediated fibroblast-to-myofibroblast differentiation in ovarian cancer. Oncotarget 7(4), 4167-4182 (2016).