A specific and potent p38 MAP kinase inhibitor
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Alternative(s)
21201SB 202190 (hydrochloride)
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SB 202190

Item No. 10010399

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
4-[4-(4-fluorophenyl)-5-(4-pyridinyl)-1H-imidazol-2-yl]-phenol
CAS Number
152121-30-7
Molecular Formula
C20H14FN3O
Formula Weight
331.3
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 10 mg/mlDMSO: 16 mg/mlDMSO:PBS (pH 7.2) (1:6): 0.14 mg/mlEthanol: 0.25 mg/ml
λmax
202, 295 nm
SMILES
FC(C=C1)=CC=C1C(N=C(C2=CC=C(O)C=C2)N3)=C3C4=CC=NC=C4
InChi Code
InChI=1S/C20H14FN3O/c21-16-5-1-13(2-6-16)18-19(14-9-11-22-12-10-14)24-20(23-18)15-3-7-17(25)8-4-15/h1-12,25H,(H,23,24)
InChi Key
QHKYPYXTTXKZST-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    50 mg

    $55

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    100 mg

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    250 mg

    $255

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    500 mg

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    Product Description

    SB 202190 is a selective, potent, cell-permeable inhibitor of p38 MAP kinases, inhibiting p38α (SAPK2A, MAPK14) and p38β (SAPK2B, MAPK11) with IC50 values of 50 and 100 nM, respectively.1,2 When tested at 10 μM, SB 202190 has negligible effects on a range of other kinases, including other MAP kinases (ERKs, JNKs).2 Pyridinyl imidazole inhibitors, including this compound, directly bind p38 MAP kinases in the ATP binding pocket.3 Recently, SB 202190 has been used to elucidate the roles of p38 MAP kinases in inflammatory cytokine expression, nicotine-induced receptor expression, and HIV-mediated depressive disorder.4,5,6 SB 202474 (Item No. 18749), a negative control for SB 202190, is also available from Cayman.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Jiang, Y., Chen, C., Li, Z., et al. Characterization of the structure and function of a new mitogen-activated protein kinase (p38β). The Journal of Biological Chemisty 271(30), 17920-17926 (1996).

    2. Davies, S.P., Reddy, H., Caivano, M., et al. Specificity and mechanism of action of some commonly used protein kinase inhibitors. Biochem. J. 351(1), 95-105 (2000).

    3. Fox, T., Coll, J.T., Xie, X., et al. A single amino acid substitution makes ERK2 susceptible to pyridinyl imidazole inhibitors of p38 MAP kinase. Protein Sci. 7(11), 2249-2255 (1998).

    4. Fu, X., Lawson, M.A., Kelley, K.W., et al. HIV-1 Tat activates indoleamine 2,3 dioxygenase in murine organotypic hippocampal slice cultures in a p38 mitogen-activated protein kinase-dependent manner. J. Neuroinflammation 8(88), 1-12 (2011).

    5. Riis, J.L., Johansen, C., Vestergaard, C., et al. CCL27 expression is regulated by both p38 MAPK and IKKβ signalling pathways. Cytokine 56(3), 699-707 (2011).

    6. Röthig, A., Schreckenberg, R., Weber, K., et al. Effects of nicotine on PTHrP and PTHrP receptor expression in rat coronary endothelial cells. Cell Physiol. Biochem. 29(3-4), 485-492 (2012).