SEW 2871

Pricing Availability Delivery Time Qty
Cat.No. 2284 - SEW 2871 | C20H10F6N2OS | CAS No. 256414-75-2
Description: Cell-permeable, selective S1P1 receptor agonist
Chemical Name: 5-[4-Phenyl-5-(trifluoromethyl)thiophen-2-yl]-3-[3-(trifluoromethyl)phenyl]1,2,4-oxadiazole
Purity: ≥99% (HPLC)
Datasheet
Citations (5)
Literature

Biological Activity

Novel, potent and selective sphingosine-1-phosphate 1 (S1P1) receptor agonist. Activates S1P1 receptor with an EC50 of 13 nM, but does not activate S1P2, S1P3, S1P4 or S1P5 receptors at concentrations up to 10 μM. Cell-permeable and active in vivo.

Technical Data

M. Wt 440.36
Formula C20H10F6N2OS
Storage Store at RT
Purity ≥99% (HPLC)
CAS Number 256414-75-2
PubChem ID 4077460
InChI Key OYMNPJXKQVTQTR-UHFFFAOYSA-N
Smiles FC(F)(F)C1=C(C=C(S1)C1=NC(=NO1)C1=CC(=CC=C1)C(F)(F)F)C1=CC=CC=C1

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
Solubility
DMSO 8.81 20
ethanol 8.81 20

Preparing Stock Solutions

The following data is based on the product molecular weight 440.36. 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 2.27 mL 11.35 mL 22.71 mL
5 mM 0.45 mL 2.27 mL 4.54 mL
10 mM 0.23 mL 1.14 mL 2.27 mL
50 mM 0.05 mL 0.23 mL 0.45 mL

Molarity Calculator

Calculate the mass, volume, or concentration required for a solution.
=
x
x
g/mol

*When preparing stock solutions always use the batch-specific molecular weight of the product found on the vial label and SDS / CoA (available online).

Reconstitution Calculator

The reconstitution calculator allows you to quickly calculate the volume of a reagent to reconstitute your vial. Simply enter the mass of reagent and the target concentration and the calculator will determine the rest.

=
÷

Dilution Calculator

Calculate the dilution required to prepare a stock solution.
x
=
x

Product Datasheets

Certificate of Analysis / Product Datasheet
Select another batch:
Safety Datasheet

References

References are publications that support the products' biological activity.

Hale et al (2004) A rational utilization of high-throughput screening affords selective, orally bioavailable 1-benzyl-3-carboxyazetidine sphingosine-1-phosphate-1 receptor agonists. J.Med.Chem. 47 6662 PMID: 15615513

Sanna et al (2004) Sphingosine 1-phosphate (S1P) receptor subtypes S1P1 and S1P3, respectively, regulate lymphocyte recirculation and heart rate. J.Biol.Chem. 279 13839 PMID: 14732717

Bolick et al (2005) Sphingosine-1-phosphate prevents tumor necrosis factor-α-mediated monocyte adhesion to aortic endothelium in mice. Arterioscler.Thromb.Vasc.Biol. 25 976 PMID: 15761190


If you know of a relevant reference for SEW 2871, please let us know.

View Related Products by Target

View Related Products by Product Action

View all Sphingosine-1-Phosphate Receptor Agonists

Keywords: Cell-permeable selective S1P1 receptors agonists EDG1 sphingosine-1-phosphate SEW2871 Sphingosine-1-phosphate Receptors

5 Citations for SEW 2871

Citations are publications that use Tocris products. Selected citations for SEW 2871 include:

O'Sullivan et al (2014) Sphingosine 1-phosphate (S1P) induced interleukin-8 (IL-8) release is mediated by S1P receptor 2 and nuclear factor κB in BEAS-2B cells. PLoS One 9 e95566 PMID: 24743449

Beckham et al (2012) Acid ceramidase-mediated production of sphingosine 1-phosphate promotes prostate cancer invasion through upregulation of cathepsin B. Int J Cancer 131 2034 PMID: 22322590

Zhang et al (2010) Sphingosine-1-phosphate prevents permeability increases via activation of endothelial sphingosine-1-phosphate receptor 1 in rat venules. Am J Nephrol 299 H1494 PMID: 20729401

Kim et al (2010) Isoflurane protects human kidney proximal tubule cells against necrosis via sphingosine kinase and sphingosine-1-phosphate generation. Cardiovasc Res 31 353 PMID: 20234131

Frias et al (2010) Native and reconstituted HDL protect cardiomyocytes from doxorubicin-induced apoptosis. Nature 85 118 PMID: 19700468


Do you know of a great paper that uses SEW 2871 from Tocris? If so please let us know.

Commented out for usability testing

Reviews

TODO: Add Reviews

Literature in this Area

Cancer

Cancer Research Product Guide

A collection of over 750 products for cancer research, the guide includes research tools for the study of:

  • Cancer Metabolism
  • Epigenetics in Cancer
  • Receptor Signaling
  • Cell Cycle and DNA Damage Repair
  • Angiogenesis
  • Invasion and Metastasis
Cardiovascular

Cardiovascular Research Product Guide

A collection of over 250 products for cardiovascular research, the guide includes research tools for the study of:

  • Hypertension
  • Thrombosis and Hemostasis
  • Atherosclerosis
  • Myocardial Infarction
  • Ischemia/Reperfusion Injury
  • Arrhythmias
  • Heart Failure
GPCR

GPCR Product Listing

A collection of over 450 products for G protein-coupled receptors, the listing includes research tools for the study of:

  • Rhodopsin-like Receptors
  • Secretin-like Receptors
  • Glutamate Receptors
  • Frizzled Receptors
  • GPCR Signaling

Pathways for SEW 2871

Protocols

TODO: Add Protocols