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Merck
CN

B9180

BW A868C

≥98% (HPLC)

Synonym(s):

3-[(2-Cyclohexyl-2-hydroxyethyl)amino]-2,5-dioxo-1-(phenylmethyl)- 4-imidazolidineheptanoic acid

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About This Item

Empirical Formula (Hill Notation):
C25H37N3O5
CAS Number:
Molecular Weight:
459.58
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352200
MDL number:
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InChI

1S/C25H37N3O5/c29-22(20-13-7-4-8-14-20)17-26-28-21(15-9-1-2-10-16-23(30)31)24(32)27(25(28)33)18-19-11-5-3-6-12-19/h3,5-6,11-12,20-22,26,29H,1-2,4,7-10,13-18H2,(H,30,31)

SMILES string

OC(CNN1C(CCCCCCC(O)=O)C(=O)N(Cc2ccccc2)C1=O)C3CCCCC3

InChI key

YZJVWSKJHGEIBL-UHFFFAOYSA-N

assay

≥98% (HPLC)

form

film

color

colorless

solubility

DMSO: 5 mg/mL, clear

storage temp.

−20°C

Quality Level

Biochem/physiol Actions

BW A868C is a potent, selective DP prostanoid receptor antagonist.

Features and Benefits

This compound is featured on the Prostanoid Receptors page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

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Certificates of Analysis (COA)

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Andrea Ebersberger et al.
Pain, 152(5), 1114-1126 (2011-02-25)
Tetrodotoxin-resistant (TTX-R) Na(+) channels play a key role in the generation of action potentials in nociceptive dorsal root ganglion (DRG) neurons and are an important target for the proinflammatory mediator prostaglandin E(2), which augments these currents. Prostaglandin D(2) (PGD(2)) is
Maxime A Gallant et al.
Journal of bone and mineral research : the official journal of the American Society for Bone and Mineral Research, 20(4), 672-681 (2005-03-15)
Human osteoblasts produce PGD(2), which acts on the DP receptor to decrease osteoprotegerin production and on the CRTH2 receptor to decrease RANKL expression and to induce osteoblast chemotaxis. These results indicate that activation of CRTH2 may lead to an anabolic
Hui Zhao et al.
Prostaglandins & other lipid mediators, 88(3-4), 68-72 (2008-11-15)
We found that prostaglandin (PG) D(2), the most abundant PG produced in the central nervous system (CNS), exhibited anxiolytic-like activity at a dose of 10-100pmol/mouse after intracerebroventricular (i.c.v.) administration in the elevated plus-maze test in mice. A DP(1) receptor-selective agonist
T Minami et al.
The Journal of pharmacology and experimental therapeutics, 278(3), 1146-1152 (1996-09-01)
We previously reported that intrathecal administration of prostaglandin (PG) D2 and PGE2 to conscious mice induced hyperalgesia (assessed by a hot-plate test) and that intrathecal administration of PGE2 and PGF2 alpha induced allodynia, a state of discomfort and pain evoked
G Monneret et al.
Blood, 98(6), 1942-1948 (2001-09-06)
Prostaglandin D2 (PGD2) is released following exposure of asthmatics to allergen and acts via the adenylyl cyclase-coupled receptor for PGD2 (DP receptor). In this study, it is reported that human eosinophils possess this receptor, which would be expected to inhibit

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