ONO AE3 208

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Cat.No. 3565 - ONO AE3 208 | C24H21FN2O3 | CAS No. 402473-54-5
Description: High affinity and selective EP4 antagonist
Chemical Name: 4-Cyano-2-[[2-(4-fluoro-1-naphthalenyl)-1-oxopropyl]amino]benzenebutanoic acid
Purity: ≥98% (HPLC)

Biological Activity

High affinity and selective EP4 receptor antagonist (Ki values are 1.3, 30, 790 and 2400 nM for EP4, EP3, FP and TP receptors respectively). Displays no affinity for EP1, EP2, DP or IP receptors (Ki >10 μM). Inhibits PGE2-induced IL-8 production in colonic epithelial caco-2 cells and attenuates PGE2 inhibition of natural killer T cell activation. Suppresses recovery from experimentally-induced colitis and stimulates CD4+ T cell proliferation in C57BL/6 mice. Also reduces metastasis of mammary tumor cells in a murine model of breast cancer. Orally active.

Compound Libraries

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Technical Data

M. Wt 404.43
Formula C24H21FN2O3
Storage Store at -20°C
Purity ≥98% (HPLC)
CAS Number 402473-54-5
PubChem ID 10111831
Smiles O=C(C(C)C2=C(C=CC=C3)C3=C(F)C=C2)NC1=CC(C#N)=CC=C1CCCC(O)=O

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.

All Tocris products are intended for laboratory research use only.

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
1.1eq. NaOH 4.04 10mM with gentle warming
DMSO 40.44 100

Preparing Stock Solutions

The following data is based on the product molecular weight 404.43. Batch specific molecular weights may vary from batch to batch due to solvent of hydration, which will affect the solvent volumes required to prepare stock solutions.

Select a batch to recalculate based on the batch molecular weight:
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 2.47 mL 12.36 mL 24.73 mL
5 mM 0.49 mL 2.47 mL 4.95 mL
10 mM 0.25 mL 1.24 mL 2.47 mL
50 mM 0.05 mL 0.25 mL 0.49 mL

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Product Datasheets

Certificate of Analysis / Product Datasheet
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References are publications that support the products' biological activity.

Ma et al (2006) Prostaglandin E receptor EP4 antagonism inhibits breast cancer metastasis. Cancer Res. 66 2923 PMID: 16540639

Dey et al (2009) Prostaglandin E2 couples through EP4 prostanoid receptors to induce IL-8 production in human colonic epithelial cell lines. Br.J.Pharmacol 3 475 PMID: 19175605

Kabashima et al (2002) The prostaglandin receptor EP4 suppresses colitis, mucosal damage and CD4 cell activation in the gut. J.Clin.Invest. 109 883 PMID: 1927615

Deng et al (2013) Exosome-like nanoparticles from intestinal mucosal cells carry prostaglandin E2 and suppress activation of liver NKT cells. J.Immunol. 190 3579 PMID: 23467936

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Keywords: ONOAE3208 selective EP4 receptors antagonists prostanoids PGE2 prostaglandins high affinity orally active prostanoids Prostanoid Receptors

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