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Merck
CN

P9248

PD 169316

≥98% (HPLC), solid

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C20H13FN4O2
CAS Number:
152121-53-4
Molecular Weight:
360.34
NACRES:
NA.77
PubChem Substance ID:
24278156
UNSPSC Code:
12352200
MDL number:
MFCD12405019
Assay:
≥98% (HPLC)
Form:
solid
Quality level:
100

Key Documents

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Product Name

PD 169316, ≥98% (HPLC), solid

InChI

1S/C20H13FN4O2/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(8-4-15)25(26)27/h1-12H,(H,23,24)

SMILES string

[O-][N+](=O)c1ccc(cc1)-c2nc(-c3ccc(F)cc3)c([nH]2)-c4ccncc4

InChI key

BGIYKDUASORTBB-UHFFFAOYSA-N

assay

≥98% (HPLC)

form

solid

color

faint yellow to dark orange

solubility

DMSO: >10 mg/mL
H2O: insoluble

originator

GlaxoSmithKline

storage temp.

2-8°C

Quality Level

100

Gene Information

human ... MAPK14(1432)

Related Categories

Application

PD 169316 has been used for the inhibition of p38 enzyme in human hepatocytes. It has been used in culture media to promote embryoid bodies differentiation.

Biochem/physiol Actions

Potent, cell-permeable and selective p38 MAP kinase inhibitor (IC50 = 89 nM).

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

PD 169316 is a pyridinyl imidazole compound. It is a potential inhibitor of p38 mitogen-activated protein kinases. It also inhibits signalling transforming growth factor β (TGFβ), particularly in human ovarian cancer cells.

pictograms

Skull and crossbonesCorrosion
GHS06,GHS05

signalword

Danger

Hazard Classifications

Acute Tox. 3 Oral - Eye Dam. 1 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
099K4609V
0000127150
0000111453
0000071267
0000071268

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Inhibition of p38 kinase mimics survival signal-linked protection against apoptosis in rat cerebellar granule neurons
Nath R, et al.
Cellular & Molecular Biology Letters, 6(2), 173-184 (2001)
Activation of CD40 with platelet derived CD154 promotes reactive oxygen species dependent death of human hepatocytes during hypoxia and reoxygenation
Bhogal RH, et al.
PLoS ONE, 7(1), e30867-e30867 (2012)
A p38MAPK-p53 cascade regulates mesodermal differentiation and neurogenesis of embryonic stem cells
Hadjal Y, et al.
Cell Death & Disease, 4(7), e737-e737 (2013)
The p38 MAPK inhibitor, PD169316, inhibits transforming growth factor beta-induced Smad signaling in human ovarian cancer cells
Fu Y, et al.
Biochemical and Biophysical Research Communications, 310(2), 391-397 (2003)
Tony E Walshe et al.
Arteriosclerosis, thrombosis, and vascular biology, 29(8), 1185-1192 (2009-05-23)
Motivated by the central roles that vascular endothelial growth factor (VEGF) and transforming growth factor (TGF)-beta play in the assembly and maintenance of the vasculature, we examined the impact of systemic VEGF or TGF-beta signal inhibition on endothelial activation as
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