BW 245C

Names

[ Name ]:
BW 245C

[Synonym ]:
4-Imidazolidineheptanoic acid, 3-(3-cyclohexyl-3-hydroxypropyl)-2,5-dioxo-
7-[3-(3-Cyclohexyl-3-hydroxypropyl)-2,5-dioxoimidazolidin-4-yl]heptanoic acid
7-[3-(3-Cyclohexyl-3-hydroxypropyl)-2,5-dioxo-4-imidazolidinyl]heptanoic acid
4-Imidazolidineheptanoic acid, 3-(3-cyclohexyl-3-hydroxypropyl)-2,5-dioxo-, (R*,S*)-( -)-

Biological Activity

[Description]:

BW 245C is a prostanoid DP-receptor (DP1) agonist, used to treat stroke.

[Related Catalog]:

Signaling Pathways >> GPCR/G Protein >> Prostaglandin Receptor

Research Areas >> Cardiovascular Disease

[Target]

DP/DP1 Receptor

[In Vitro]

BW245C (0.01-1 μM) suppresses TGF-β-induced collagen secretion in a dose-dependent manner in Th2 cells. BW245C (0.01-1 μM) also increases intracellular cAMP in lung fibroblasts[3]. BW245C (0.1-3 μmol/L) dose-dependently increases transendothelial electrical resistance and decreases the FITC-dextran permeability of human umbilical vein endothelial cells. BW245C (0.3 μmol/L) increases the intracellular cAMP level and subsequent protein kinase A (PKA) activity[4].

[In Vivo]

BW245C (0.02, 0.2, and 2.0 mg/kg) in WT mice results in a significant increase in CBF, but this effect of this treatment is absent in DP1−/− mice. BW245C attenuates functional deficits after stroke. BW245C significantly reverses these conditions that neurologic deficit is significantly augmented, whereas locomotor activity is significantly reduced after stroke in WT mice. BW245C (0.2 mg/kg) injection 1 h after stroke results in a significant decrease in brain infarction in WT mice, whereas the effect of this treatment is not observed in DP1−/− mice. BW245C improves CBF during and after stroke. BW245C results in significantly prolonged bleeding compared with the vehicle-treated group[1]. BW 245C (100 nM) does not significantly increase MBP-positive eosinophils in esophageal epithelium in OVA-sensitized guinea pigs[2].

[Animal admin]

The mice are untreated or given an i.p. injection of the vehicle (1% DMSO) or 0.2-mg/kg BW245C. Thirty minutes after the injection, the mice are anesthetized and placed on a thermoregulated pad to maintain body temperature, and 3 mm of the tail tip is excised. The tail is immediately dipped in warm PBS (37.0±0.5°C) and time to visible cessation of bleeding is recorded.

[References]

[1]. Ahmad AS, et al. PGD₂ DP1 receptor stimulation following stroke ameliorates cerebral blood flow and outcomes. Neuroscience. 2014 Oct 24;279:260-8.

[2]. Zhang S, et al. Prostaglandin D₂ receptor D-type prostanoid receptor 2 mediates eosinophil trafficking into the esophagus. Dis Esophagus. 2014 Aug;27(6):601-6.

[3]. Ayabe S, et al. Prostaglandin D₂ inhibits collagen secretion from lung fibroblasts by activating the DP receptor. J Pharmacol Sci. 2013;121(4):312-7. Epub 2013 Mar 29.

[4]. Kobayashi K, et al. Prostaglandin D₂-DP signaling promotes endothelial barrier function via the cAMP/PKA/Tiam1/Rac1 pathway. Arterioscler Thromb Vasc Biol. 2013 Mar;33(3):565-71.

[Related Small Molecules]

Dinoprostone | Prostaglandin E1 | E7046 | ONO-AE3-208 | PF 04418948 | Fevipiprant | grapiprant | TG6-10-1 | Taprenepag | GW 627368 | MRE-269 | Ramatroban | AH 6809 | Laropiprant | AZD1981

Chemical & Physical Properties

[ Density]:
1.2±0.1 g/cm3

[ Molecular Formula ]:
C₁₉H₃₂N₂O₅

[ Molecular Weight ]:
368.468

[ Exact Mass ]:
368.231110

[ PSA ]:
106.94000

[ LogP ]:
2.12

[ Index of Refraction ]:
1.521

MSDS

Click to get detail MSDS

Safety Information

[ Personal Protective Equipment ]:
Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

Articles

Genetic validation of a therapeutic target in a mouse model of ALS.

Sci. Transl. Med. 6(248) , 248ra104, (2014)

Neurons produced from stem cells have emerged as a tool to identify new therapeutic targets for neurological diseases such as amyotrophic lateral sclerosis (ALS). However, it remains unclear to what e...

Functional antagonism of IL-1alpha induced gene expression profiles define the cAMP/PKA pathway as a unique regulator of IL-1alpha signaling networks.

J. Recept. Signal Transduct. Res. 29(5) , 246-56, (2009)

Interleukin-1 (IL-1alpha) induced inflammatory and pro-fibrotic responses in human lung fibroblasts are mediated by activation of MAPK and NFkappaB pathways. The purpose of the present study was to br...

Prostaglandin D2 causes preferential induction of proinflammatory Th2 cytokine production through an action on chemoattractant receptor-like molecule expressed on Th2 cells.

J. Immunol. 175(10) , 6531-6, (2005)

PGD2, produced by mast cells, has been detected in high concentrations at sites of allergic inflammation. It can stimulate vascular and other inflammatory responses by interaction with D prostanoid re...