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256414-75-2,MFCD00096600
Catalog No.:AA00BDPS

256414-75-2 | SEW2871

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1mg
95%
in stock  
$37.00   $26.00
- +
5mg
≥98%
in stock  
$46.00   $32.00
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10mg
≥98%
in stock  
$88.00   $61.00
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25mg
≥98%
in stock  
$199.00   $139.00
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50mg
≥98%
in stock  
$373.00   $261.00
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  • Technical Information
  • Properties
  • Literature
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA00BDPS
Chemical Name:
SEW2871
CAS Number:
256414-75-2
Molecular Formula:
C20H10F6N2OS
Molecular Weight:
440.3616
MDL Number:
MFCD00096600
SMILES:
FC(c1sc(cc1c1ccccc1)c1onc(n1)c1cccc(c1)C(F)(F)F)(F)F
Properties
Computed Properties
 
Complexity:
583  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
30  
Hydrogen Bond Acceptor Count:
10  
Rotatable Bond Count:
3  
XLogP3:
6.6  

Literature

Title: Erythrocyte-derived sphingosine-1-phosphate stabilizes basal hydraulic conductivity and solute permeability in rat microvessels.

Journal: American journal of physiology. Heart and circulatory physiology 20121001

Title: Differential involvement of ezrin/radixin/moesin proteins in sphingosine 1-phosphate-induced human pulmonary endothelial cell barrier enhancement.

Journal: Cellular signalling 20111201

Title: A sphingosine 1-phosphate 1 receptor agonist modulates brain death-induced neurogenic pulmonary injury.

Journal: American journal of respiratory cell and molecular biology 20111101

Title: Sphingosine 1-phosphate (S1P)/S1P receptors are involved in human liver fibrosis by action on hepatic myofibroblasts motility.

Journal: Journal of hepatology 20110601

Title: S1P₂ receptor regulation of sphingosine-1-phosphate effects on conventional outflow physiology.

Journal: American journal of physiology. Cell physiology 20110501

Title: Chronic sphingosine 1-phosphate 1 receptor activation attenuates early-stage diabetic nephropathy independent of lymphocytes.

Journal: Kidney international 20110501

Title: The sphingosine kinase 1 and S1P1 axis specifically counteracts LPS-induced IL-12p70 production in immune cells of the spleen.

Journal: Molecular immunology 20110501

Title: Role for peroxynitrite in sphingosine-1-phosphate-induced hyperalgesia in rats.

Journal: Pain 20110301

Title: Enhancement of neoangiogenesis and follicle survival by sphingosine-1-phosphate in human ovarian tissue xenotransplants.

Journal: PloS one 20110101

Title: Prolonged exposure to sphingosine 1-phosphate receptor-1 agonists exacerbates vascular leak, fibrosis, and mortality after lung injury.

Journal: American journal of respiratory cell and molecular biology 20101201

Title: The sphingosine 1-phosphate receptor, S1PR₁, plays a prominent but not exclusive role in enhancing the excitability of sensory neurons.

Journal: Journal of neurophysiology 20101101

Title: Differential effects of sphingosine 1-phosphate receptors on airway and vascular barrier function in the murine lung.

Journal: American journal of respiratory cell and molecular biology 20101001

Title: Sphinganine-1-phosphate protects kidney and liver after hepatic ischemia and reperfusion in mice through S1P1 receptor activation.

Journal: Laboratory investigation; a journal of technical methods and pathology 20100801

Title: Activation of sphingosine-1-phosphate 1 receptor in the proximal tubule protects against ischemia-reperfusion injury.

Journal: Journal of the American Society of Nephrology : JASN 20100601

Title: Sphingosine 1-phosphate receptor type 1 regulates egress of mature T cells from mouse bone marrow.

Journal: International immunology 20100601

Title: FTY720 and SEW2871 reverse the inhibitory effect of S1P on natural killer cell mediated lysis of K562 tumor cells and dendritic cells but not on cytokine release.

Journal: Cancer immunology, immunotherapy : CII 20100401

Title: Activation of sphingosine 1-phosphate receptor-1 by FTY720 is neuroprotective after ischemic stroke in rats.

Journal: Stroke 20100201

Title: Sphingosine-1-phosphate elicits receptor-dependent calcium signaling in retinal amacrine cells.

Journal: Journal of neurophysiology 20091201

Title: Fingolimod and related compounds in a spontaneous autoimmune polyneuropathy.

Journal: Journal of neuroimmunology 20090929

Title: Endogenous activated protein C limits cancer cell extravasation through sphingosine-1-phosphate receptor 1-mediated vascular endothelial barrier enhancement.

Journal: Blood 20090827

Title: Topical application of sphingosine-1-phosphate and FTY720 attenuate allergic contact dermatitis reaction through inhibition of dendritic cell migration.

Journal: The Journal of investigative dermatology 20090801

Title: Sphingosine-1-phosphate receptors mediate neuromodulatory functions in the CNS.

Journal: Journal of neurochemistry 20090801

Title: Protective effects of sphingosine-1-phosphate receptor agonist treatment after myocardial ischaemia-reperfusion.

Journal: Cardiovascular research 20090715

Title: Sphingolipid signaling and treatment during remodeling of the uninfarcted ventricular wall after myocardial infarction.

Journal: American journal of physiology. Heart and circulatory physiology 20090401

Title: beta-Arrestin recruitment assay for the identification of agonists of the sphingosine 1-phosphate receptor EDG1.

Journal: Journal of biomolecular screening 20081201

Title: Full pharmacological efficacy of a novel S1P1 agonist that does not require S1P-like headgroup interactions.

Journal: Molecular pharmacology 20081101

Title: Sphingosine-1-phosphate receptor type-1 agonism impairs blood dendritic cell chemotaxis and skin dendritic cell migration to lymph nodes under inflammatory conditions.

Journal: International immunology 20080701

Title: FTY720 inhibits S1P-mediated endothelial healing: relationship to S1P1-receptor surface expression.

Journal: Biochemical and biophysical research communications 20080613

Title: New players on the center stage: sphingosine 1-phosphate and its receptors as drug targets.

Journal: Biochemical pharmacology 20080515

Title: S1P1 receptor localization confers selectivity for Gi-mediated cAMP and contractile responses.

Journal: The Journal of biological chemistry 20080502

Title: Analysis of sphingosine 1-phosphate receptors involved in constriction of isolated cerebral arteries with receptor null mice and pharmacological tools.

Journal: British journal of pharmacology 20080101

Title: S1P1-selective agonist SEW2871 exacerbates reperfusion arrhythmias.

Journal: Journal of cardiovascular pharmacology 20071201

Title: Phosphorylated FTY720 promotes astrocyte migration through sphingosine-1-phosphate receptors.

Journal: Journal of neurochemistry 20070801

Title: A sphingosine-1-phosphate type 1 receptor agonist inhibits the early T-cell transient following renal ischemia-reperfusion injury.

Journal: Kidney international 20070601

Title: The immunosuppressant FTY720 inhibits tumor angiogenesis via the sphingosine 1-phosphate receptor 1.

Journal: Journal of cellular biochemistry 20070501

Title: Migration of CD4 T cells and dendritic cells toward sphingosine 1-phosphate (S1P) is mediated by different receptor subtypes: S1P regulates the functions of murine mature dendritic cells via S1P receptor type 3.

Journal: Journal of immunology (Baltimore, Md. : 1950) 20070315

Title: Mapping pathways downstream of sphingosine 1-phosphate subtype 1 by differential chemical perturbation and proteomics.

Journal: The Journal of biological chemistry 20070309

Title: Enhancement of capillary leakage and restoration of lymphocyte egress by a chiral S1P1 antagonist in vivo.

Journal: Nature chemical biology 20060801

Title: Selective sphingosine 1-phosphate 1 receptor activation reduces ischemia-reperfusion injury in mouse kidney.

Journal: American journal of physiology. Renal physiology 20060601

Title: S1P(1)-selective agonist, SEW2871, ameliorates ischemic acute renal failure.

Journal: Kidney international 20060501

Title: CD69 down-modulation and inhibition of thymic egress by short- and long-term selective chemical agonism of sphingosine 1-phosphate receptors.

Journal: European journal of immunology 20060101

Title: Sphingosine 1-phosphate type 1 receptor agonism inhibits transendothelial migration of medullary T cells to lymphatic sinuses.

Journal: Nature immunology 20051201

Title: The sphingosine-1-phosphate receptor agonist FTY720 modulates dendritic cell trafficking in vivo.

Journal: American journal of transplantation : official journal of the American Society of Transplantation and the American Society of Transplant Surgeons 20051101

Title: Off the shelf but not mass produced.

Journal: Chemistry & biology 20050601

Title: S1P1-selective in vivo-active agonists from high-throughput screening: off-the-shelf chemical probes of receptor interactions, signaling, and fate.

Journal: Chemistry & biology 20050601

Title: Sphingosine-1-phosphate prevents tumor necrosis factor-{alpha}-mediated monocyte adhesion to aortic endothelium in mice.

Journal: Arteriosclerosis, thrombosis, and vascular biology 20050501

Title: A rational utilization of high-throughput screening affords selective, orally bioavailable 1-benzyl-3-carboxyazetidine sphingosine-1-phosphate-1 receptor agonists.

Journal: Journal of medicinal chemistry 20041230

Title: Sphingosine 1-phosphate (S1P) receptor subtypes S1P1 and S1P3, respectively, regulate lymphocyte recirculation and heart rate.

Journal: The Journal of biological chemistry 20040402

Title: Park SJ, et al. Sphingosine 1-Phosphate Receptor Modulators and Drug Discovery. Biomol Ther (Seoul). 2017 Jan 1;25(1):80-90.

Title: Jo E, et al. S1P1-selective in vivo-active agonists from high-throughput screening: off-the-shelf chemical probes of receptor interactions, signaling, and fate. Chem Biol. 2005 Jun;12(6):703-15.

Title: Dong J, et al. Oral treatment with SEW2871, a sphingosine-1-phosphate type 1 receptor agonist, ameliorates experimental colitis in interleukin-10 gene deficient mice. Clin Exp Immunol. 2014 Jul;177(1):94-101.

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