5-[4-PHENYL-5-(TRIFLUOROMETHYL)-2-THIENYL]-3-[3-(TRIFLUOROMETHYL)PHENYL]-1,2,4-OXADIAZOLE

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5-[4-PHENYL-5-(TRIFLUOROMETHYL)-2-THIENYL]-3-[3-(TRIFLUOROMETHYL)PHENYL]-1,2,4-OXADIAZOLE manufacturers

  • SEW?2871
  • SEW?2871 pictures
  • $76.00
  • 2026-08-26
  • CAS:256414-75-2
  • Purity: 99.87%
  • Supply Ability: 10g
5-[4-PHENYL-5-(TRIFLUOROMETHYL)-2-THIENYL]-3-[3-(TRIFLUOROMETHYL)PHENYL]-1,2,4-OXADIAZOLE Basic information
Product Name:5-[4-PHENYL-5-(TRIFLUOROMETHYL)-2-THIENYL]-3-[3-(TRIFLUOROMETHYL)PHENYL]-1,2,4-OXADIAZOLE
Synonyms:SEW 2871;SPHINGOSINE-1-PHOSPATE, RECEPTOR S1P1 AGONIST;SW2871;5-[4-PHENYL-5-(TRIFLUOROMETHYL)-2-THIENYL]-3-[3-(TRIFLUOROMETHYL)PHENYL]-1,2,4-OXADIAZOLE;5-[4-PHENYL-5-(TRIFLUOROMETHYL)THIOPHEN-2-YL]-3-[3-(TRIFLUOROMETHYL)PHENYL]1,2,4-OXADIAZOLE;BUTTPARK 82\12-95;SEW-2871, 5-[4-Phenyl-5-(trifluoromethyl)-2-thienyl]-3-[3-(trifluoromethyl)phenyl]- 1,2,4-oxadiazole;5-[4-Phenyl-5-(trifluoromethyl)thien-2-yl]-3-[3-(trifluoromethyl)phenyl]-1,2,4-oxadiazole
CAS:256414-75-2
MF:C20H10F6N2OS
MW:440.36
EINECS:
Product Categories:Lysophospholipid receptor and related;Heterocycles;Intermediates & Fine Chemicals;Pharmaceuticals;Sulfur & Selenium Compounds
Mol File:256414-75-2.mol
5-[4-PHENYL-5-(TRIFLUOROMETHYL)-2-THIENYL]-3-[3-(TRIFLUOROMETHYL)PHENYL]-1,2,4-OXADIAZOLE Structure
5-[4-PHENYL-5-(TRIFLUOROMETHYL)-2-THIENYL]-3-[3-(TRIFLUOROMETHYL)PHENYL]-1,2,4-OXADIAZOLE Chemical Properties
Melting point 94.5-95.3 °C
Boiling point 490.3±55.0 °C(Predicted)
density 1.415±0.06 g/cm3(Predicted)
storage temp. 2-8°C
solubility DMSO: 17 mg/mL
form solid
pka-3.48±0.43(Predicted)
color white
InChI1S/C20H10F6N2OS/c21-19(22,23)13-8-4-7-12(9-13)17-27-18(29-28-17)15-10-14(11-5-2-1-3-6-11)16(30-15)20(24,25)26/h1-10H
InChIKeyOYMNPJXKQVTQTR-UHFFFAOYSA-N
SMILESFC(F)(F)c1cccc(c1)-c2noc(n2)-c3cc(-c4ccccc4)c(s3)C(F)(F)F
Safety Information
Hazard Codes T
Risk Statements 25
Safety Statements 45
RIDADR UN 2811 6.1/PG 3
WGK Germany 3
HS Code 2934999090
Storage Class6.1C - Combustible acute toxic Cat.3
toxic compounds or compounds which causing chronic effects
MSDS Information
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SigmaAldrich English
5-[4-PHENYL-5-(TRIFLUOROMETHYL)-2-THIENYL]-3-[3-(TRIFLUOROMETHYL)PHENYL]-1,2,4-OXADIAZOLE Usage And Synthesis
DescriptionSphingosine-1-phosphate receptor 1 (S1P1) is one of five high affinity G protein-coupled S1P receptors which mediate a variety of effects including lymphocyte recirculation in the blood. Non-selective S1P receptor agonists, such as FTY720, produce clinical immunosuppression useful for preventing transplant rejection and treating autoimmune diseases. However, they also cause bradycardia by activating S1P3, the receptor responsible for regulation of heart rate. SEW2871 is a selective S1P1 receptor agonist in both human and mouse that is not active at the S1P2-5 receptors. SEW2871, therefore, suppresses the immune response by decreasing the number of lymphocytes circulating in blood without causing bradycardia.
Uses5-[4-PHENYL-5-(TRIFLUOROMETHYL)-2-THIENYL]-3-[3-(TRIFLUOROMETHYL)PHENYL]-1,2,4-OXADIAZOLE is used as medicament for treating and/or preventing cardiovascular conditions in patients with Fabry disease.
UsesSEW2871 was used to mimic the effects of sphingosine-1 phosphate in HUVECs to study the innate immunity rendered by long pentraxin 3.
DefinitionChEBI: 5-[4-phenyl-5-(trifluoromethyl)-2-thiophenyl]-3-[3-(trifluoromethyl)phenyl]-1,2,4-oxadiazole is an oxadiazole and a ring assembly.
Biological ActivityNovel, potent and selective sphingosine-1-phosphate 1 (S1P 1 ) receptor agonist. Activates S1P 1 receptor with an EC 50 of 13 nM, but does not activate S1P 2 , S1P 3 , S1P 4 or S1P 5 receptors at concentrations up to 10 μ M. Cell-permeable and active in vivo .
Biochem/physiol ActionsSEW2871 is a selective agonist of spingosine-1 phosphate receptor. It exacerbates reperfusion arrhythmias by significantly prolonging the duration of ventricular tachycardia and ventricular fibrillation. SEW2871 modulates inflammatory reactions by influencing lymphocyte homing and cell migration. By the inhibition of proinflammatory molecules, SEW2871 reduces acute renal failure due to ischemia.
storageStore at RT
References[1] MICHAEL J KLUK  Timothy H. Signaling of sphingosine-1-phosphate via the S1P/EDG-family of G-protein-coupled receptors[J]. Biochimica et biophysica acta. Molecular and cell biology of lipids, 2002, 1582 1: Pages 72-80. DOI: 10.1016/s1388-1981(02)00139-7
[2] M GERMANA SANNA. Sphingosine 1-phosphate (S1P) receptor subtypes S1P1 and S1P3, respectively, regulate lymphocyte recirculation and heart rate.[J]. The Journal of Biological Chemistry, 2004, 279 14: 13839-13848. DOI: 10.1074/jbc.m311743200
5-[4-PHENYL-5-(TRIFLUOROMETHYL)-2-THIENYL]-3-[3-(TRIFLUOROMETHYL)PHENYL]-1,2,4-OXADIAZOLE Preparation Products And Raw materials
Tag:5-[4-PHENYL-5-(TRIFLUOROMETHYL)-2-THIENYL]-3-[3-(TRIFLUOROMETHYL)PHENYL]-1,2,4-OXADIAZOLE(256414-75-2) Related Product Information
Benzotribromide 2,4,6-Trimethylaniline 3-Phenylthiophene 5-[4-Phenyl-5-(trifluoromethyl)-2-thienyl]-3-[3-(trifluoromethyl)phenyl]-1,2,4-oxadiazole 2-(TRIFLUOROMETHYL)THIOPHENE 5-METHYL-3-PHENYL-1,2,4-OXADIAZOLE 3,5-DIMETHYL-1,2,4-OXADIAZOLE 2,3,5-Trimethylthiophene