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Merck
CN

S0569

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
NACRES:
NA.77
PubChem Substance ID:
329824431
UNSPSC Code:
12352200
MDL number:
MFCD03792786

Key Documents

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InChI key

ZQUSFAUAYSEREK-WKILWMFISA-N

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-

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

Quality Level

100

Related Categories

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

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
0000111885
0000103319
021M4606V
078K46023
078K46022

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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)
Influence of MAPK Inhibitors on the Oxidative Stress of Isolated Cardiomyocytes
Balatonyi B, et al.
Journal of proactive medicine, 2(1) (2013)
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)
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

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