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P9248

Sigma-Aldrich

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
MDL number:
MFCD12405019
UNSPSC Code:
12352200
PubChem Substance ID:
24278156
NACRES:
NA.77

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

SMILES string

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

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)

InChI key

BGIYKDUASORTBB-UHFFFAOYSA-N

Gene Information

human ... MAPK14(1432)

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.

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.

Pictograms

Skull and crossbonesCorrosion
GHS06,GHS05

Signal Word

Danger

Hazard Statements

H301,H315,H318,H335

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

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

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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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)
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)
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)
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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