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S0569

Sigma-Aldrich

SB 239063

>98% (HPLC)

Synonym(s):

trans-1-(4-Hydroxycyclohexyl)-4-(4-fluorophenyl)-5-(2-methoxypyridimidin-4-yl)imidazole

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About This Item

Empirical Formula (Hill Notation):
C20H21N4O2F
CAS Number:
193551-21-2
Molecular Weight:
368.40
MDL number:
MFCD03792786
UNSPSC Code:
12352200
PubChem Substance ID:
329824431
NACRES:
NA.77

Quality Level

100

Assay

>98% (HPLC)

form

powder

color

white

mp

206-207.2 °C

solubility

DMSO: 11 mg/mL
H2O: insoluble

originator

GlaxoSmithKline

storage temp.

2-8°C

SMILES string

COc1nccc(n1)-c2c(ncn2[C@@H]3CC[C@@H](O)CC3)-c4ccc(F)cc4

InChI

1S/C20H21FN4O2/c1-27-20-22-11-10-17(24-20)19-18(13-2-4-14(21)5-3-13)23-12-25(19)15-6-8-16(26)9-7-15/h2-5,10-12,15-16,26H,6-9H2,1H3/t15-,16-

InChI key

ZQUSFAUAYSEREK-WKILWMFISA-N

General description

SB 239063 helps to decrease neutrophilia, inflammatory cytokines, matrix metallopeptidase 9 (MMP-9) and fibrosis in the lung.

Application

SB 239063 has been used to determine the roles of c-Jun N-terminal kinase (JNK), p38 MAP kinase, and extracellular signal regulated protein kinase (ERK)/p42/p44 mitogen activated protein kinase (MAPK) on the viability and apoptosis of cardiomyocytes under glutathione S-transferase (GST) inhibition. It has also been used in neuron-microglia conditioned media (CM) experiments and pharmacokinetics.

Biochem/physiol Actions

Potent p38 MAP kinase inhibitor. Selective for α and β. No activity against γ and δ isoforms.

Features and Benefits

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

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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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Gabriela Martínez-Chacón et al.
FASEB journal : official publication of the Federation of American Societies for Experimental Biology, 32(6), 3361-3370 (2018-02-07)
White adipose tissue inflammation is linked with increased aromatase gene expression and estrogen production, a major risk factor for breast cancer in obese postmenopausal women. TNF-α, a proinflammatory cytokine, is a key driver of aromatase promoter I.4-mediated expression in adipose
Selective suppression of the alpha isoform of p38 MAPK rescues late-stage tau pathology
Maphis N, et al.
Alzheimer's Research & Therapy, 54-54 (2016)
Influence of MAPK Inhibitors on the Oxidative Stress of Isolated Cardiomyocytes
Balatonyi B, et al.
Journal of proactive medicine, 2(1) (2013)
SB 239063, a p38 MAPK inhibitor, reduces neutrophilia, inflammatory cytokines, MMP-9, and fibrosis in lung
Underwood D C, et al.
American Journal of Physiology. Lung Cellular and Molecular Physiology, 279(5), L895-L902 (2000)

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