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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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Product Name

SB 239063, >98% (HPLC)

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

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.

General description

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

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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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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