A potent and selective p38 MAP kinase inhibitor
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Alternative(s)
10010399SB 202190
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SB 202190 (hydrochloride)

Item No. 21201

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
4-[4-(4-fluorophenyl)-5-(4-pyridinyl)-1H-imidazol-2-yl]-phenol, monohydrochloride
CAS Number
350228-36-3
Molecular Formula
C20H14FN3O • HCl
Formula Weight
367.8
Purity
≥98%
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
λmax
279 nm
SMILES
FC(C=C1)=CC=C1C2=C(C3=CC=NC=C3)NC(C4=CC=C(O)C=C4)=N2.Cl
InChi Code
InChI=1S/C20H14FN3O.ClH/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);1H
InChi Key
XOQSUTIMRLPFPB-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $36

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    5 mg

    $95

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    10 mg

    $135

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    25 mg

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    Product Description

    SB 202190 is a potent, selective, and 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 such as ERK and JNK.2 It directly binds to the ATP binding pocket of p38 MAP kinases.3 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).