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Safety Information

B9180

Sigma-Aldrich

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:
118675-50-6
Molecular Weight:
459.58
MDL number:
MFCD00877696
UNSPSC Code:
12352200
PubChem Substance ID:
329773313
NACRES:
NA.77

Quality Level

100

Assay

≥98% (HPLC)

form

film

color

colorless

solubility

DMSO: 5 mg/mL, clear

storage temp.

−20°C

SMILES string

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

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)

InChI key

YZJVWSKJHGEIBL-UHFFFAOYSA-N

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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
114M4733V
059K4718
056K47051
056K4705
104K47021

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L Oliveira et al.
British journal of pharmacology, 129(3), 509-514 (2000-03-11)
1. Cumulative concentration-effect curves for the selective prostanoid TP receptor agonist U46619 and six isoprostanes were constructed in the human isolated umbilical artery. 2. All compounds except 8-iso-PGF3 alpha produced concentration-dependent contractions. The contractile response to the isoprostanes increased with
Hui Zhao et al.
Peptides, 29(3), 345-349 (2008-01-09)
Met-Arg-Trp (MRW) has been isolated as an inhibitor for angiotensin I-converting enzyme (ACE) from a pepsin-pancreatin digest of spinach ribulose bisphosphate carboxylase/oxygenase (Rubisco) (IC(50)=0.6 microM). It has been reported that hypotensive activity of ACE-inhibitory peptides derived from food proteins are
Chihiro Miyamoto et al.
Prostaglandins & other lipid mediators, 98(1-2), 17-22 (2012-04-17)
We have recently found that central PGD(2) exhibits anxiolytic-like activity. Here we show that complement C5a exhibits anxiolytic-like activity via the PGD(2) system. Centrally administered C5a had anxiolytic-like activity at a dose of 0.3 pmol/mouse in the elevated plus-maze test
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
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