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S7067

Sigma-Aldrich

SB 202190

≥98% (HPLC)

Synonym(s):

4-(4-Fluorophenyl)-2-(4-hydroxyphenyl)-5-(4-pyridyl)-1H-imidazole

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About This Item

Empirical Formula (Hill Notation):
C20H14FN3O
CAS Number:
152121-30-7
Molecular Weight:
331.34
MDL number:
MFCD00941964
UNSPSC Code:
12352200
PubChem Substance ID:
24278272
NACRES:
NA.77

Quality Level

100

Assay

≥98% (HPLC)

form

powder

color

faintly yellow, to beige

solubility

DMSO: 10 mg/mL, clear

originator

GlaxoSmithKline

storage temp.

2-8°C

SMILES string

Oc1ccc(cc1)-c2nc(-c3ccc(F)cc3)c([nH]2)-c4ccncc4

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

Gene Information

human ... MAPK14(1432)

General description

SB202190 aids in enhancing the self-renewal ability of neural stem cells fromNPC1-deficient mice.

Application

SB 202190 has been used:
  • to investigate the role of p38mitogen-activated protein kinase (MAPK) signaling in establishment of reovirus infection
  • as a p38α inhibitor in in vivo studies to study its impact on the development or progression of adenocarcinoma in the colon mucosa tissues of APC Min/+ mice.
  • as a component of basic BC medium to culture basal progenitor cells.
  • as a component of normal endometrium and endometrial tumor media for organoid culture.
SB 202190 was used to inhibit p38 activation in MCF7 cells5, mouse macrophages6 and HepG2 cells.7

Biochem/physiol Actions

SB 202190 is a highly selective, potent and cell permeable inhibitor of p38 MAP kinase. SB 202190 binds within the ATP pocket of the active kinase (Kd = 38 nM, as measured in recombinant human p38), and selectively inhibits the p38α and β isoforms.

Features and Benefits

This compound is featured on the MAPKs page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.
This compound was developed by GlaxoSmithKline. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Legal Information

Sold for research purposes under agreement from Glaxo­Smith­Kline

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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C J Chang et al.
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Carissa C James et al.
Molecular biology of the cell (2018-02-23)
Epithelial-mesenchymal transition (EMT) is activated during development, wound healing, and pathologies including fibrosis and cancer metastasis. Hallmarks of EMT are remodeling of intercellular junctions and adhesion proteins, including gap junctions. The GJA1 mRNA transcript encoding the gap junction protein connexin43
Lívia das Graças Amaral Avelar et al.
Frontiers in immunology, 10, 21-21 (2019-02-09)
Eukaryotic protein kinases (ePKs) are good medical targets for drug development in different biological systems. ePKs participate in many cellular processes, including the p38 MAPK regulation of homeostasis upon oxidative stress. We propose to assess the role of Smp38 MAPK
Edward Thorp et al.
The Journal of biological chemistry, 286(38), 33335-33344 (2011-08-11)
Mer tyrosine kinase (MerTK) is an integral membrane protein that is preferentially expressed by phagocytic cells, where it promotes efferocytosis and inhibits inflammatory signaling. Proteolytic cleavage of MerTK at an unidentified site leads to shedding of its soluble ectodomain (soluble
Natalia Calvo et al.
Journal of molecular endocrinology, 59(1), 13-27 (2017-04-08)
Parathyroid hormone-related peptide (PTHrP) is associated with several human cancers such as colon carcinoma. This disease is a complex multistep process that involves enhanced cell cycle progression and migration. Recently we obtained evidence that in the human colorectal adenocarcinoma Caco2
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