ChemicalBook > CAS DataBase List > 5-[4-PHENYL-5-(TRIFLUOROMETHYL)-2-THIENYL]-3-[3-(TRIFLUOROMETHYL)PHENYL]-1,2,4-OXADIAZOLE

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

Product Name: 5-[4-PHENYL-5-(TRIFLUOROMETHYL)-2-THIENYL]-3-[3-(TRIFLUOROMETHYL)PHENYL]-1,2,4-OXADIAZOLE
CAS No.: 256414-75-2
Chemical Name: 5-[4-PHENYL-5-(TRIFLUOROMETHYL)-2-THIENYL]-3-[3-(TRIFLUOROMETHYL)PHENYL]-1,2,4-OXADIAZOLE
Synonyms: SW2871;SEW 2871;BUTTPARK 82\12-95;SEW 2871, S1P1 agonist;SEW2871, 10 mM in DMSO;S1P? Receptor Agonist, SEW2871;SPHINGOSINE-1-PHOSPATE, RECEPTOR S1P1 AGONIST;S1P Receptor Agonist, SEW2871 - CAS 256414-75-2 - Calbiochem;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
CBNumber: CB4131568
Molecular Formula: C20H10F6N2OS
Formula Weight: 440.36
MOL File: 256414-75-2.mol

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

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
InChIKey: OYMNPJXKQVTQTR-UHFFFAOYSA-N

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Safety

Hazard Codes: T
Risk Statements: 25
Safety Statements: 45
RIDADR: UN 2811 6.1/PG 3
WGK Germany: 3
HS Code: 2934999090

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H300Fatal if swallowed

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P301+P310IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.

P321Specific treatment (see … on this label).

P330Rinse mouth.

P405Store locked up.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: S3944
Product name: SEW2871
Purity: ≥98% (HPLC), solid
Packaging: 1mg
Price: $289
Updated: 2025/07/31

Cayman Chemical

Product number: 10006440
Product name: SEW2871
Purity: ≥98%
Packaging: 5mg
Price: $32
Updated: 2024/03/01

Cayman Chemical

Product number: 10006440
Product name: SEW2871
Purity: ≥98%
Packaging: 10mg
Price: $61
Updated: 2024/03/01

Sigma-Aldrich

Product number: S3944
Product name: SEW2871
Purity: ≥98% (HPLC), solid
Packaging: 5mg
Price: $770
Updated: 2025/07/31

Cayman Chemical

Product number: 10006440
Product name: SEW2871
Purity: ≥98%
Packaging: 25mg
Price: $139
Updated: 2024/03/01

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5-[4-PHENYL-5-(TRIFLUOROMETHYL)-2-THIENYL]-3-[3-(TRIFLUOROMETHYL)PHENYL]-1,2,4-OXADIAZOLE Chemical Properties,Usage,Production

Description

Sphingosine-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 S1P_2-5 receptors. SEW2871, therefore, suppresses the immune response by decreasing the number of lymphocytes circulating in blood without causing bradycardia.

Uses

5-[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.

Uses

SEW2871 was used to mimic the effects of sphingosine-1 phosphate in HUVECs to study the innate immunity rendered by long pentraxin 3.

Definition

ChEBI: 5-[4-phenyl-5-(trifluoromethyl)-2-thiophenyl]-3-[3-(trifluoromethyl)phenyl]-1,2,4-oxadiazole is an oxadiazole and a ring assembly.

Biological Activity

Novel, 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 Actions

SEW2871 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.

storage

Store 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

Raw materials

Preparation Products

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

Career Henan Chemical Co

Product: 5-[4-PHENYL-5-(TRIFLUOROMETHYL)-2-THIENYL]-3-[3-(TRIFLUOROMETHYL)PHENYL]-1,2,4-OXADIAZOLE 256414-75-2
Price: US $0.01/KG
Min. Order: 1KG
Purity: 98%; 99%
Supply Ability: 500g;1kg； 25kg
Release date: 2020-01-09

256414-75-2, 5-[4-PHENYL-5-(TRIFLUOROMETHYL)-2-THIENYL]-3-[3-(TRIFLUOROMETHYL)PHENYL]-1,2,4-OXADIAZOLERelated Search:

Benzotribromide 2,4,6-Trimethylaniline 2-(TRIFLUOROMETHYL)THIOPHENE 5-METHYL-3-PHENYL-1,2,4-OXADIAZOLE 3,5-DIMETHYL-1,2,4-OXADIAZOLE 2,3,5-Trimethylthiophene 3-PHENYLTHIOPHENE 5-[4-PHENYL-5-(TRIFLUOROMETHYL)-2-THIENYL]-3-[3-(TRIFLUOROMETHYL)PHENYL]-1,2,4-OXADIAZOLE

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

S1P? Receptor Agonist, SEW2871

S1P Receptor Agonist, SEW2871 - CAS 256414-75-2 - Calbiochem

1,2,4-Oxadiazole, 5-[4-phenyl-5-(trifluoromethyl)-2-thienyl]-3-[3-(trifluoromethyl)phenyl]-

SEW 2871, S1P1 agonist

SEW2871, 10 mM in DMSO

256414-75-2

C20H10F6N2OS

Lysophospholipid receptor and related

Heterocycles

Intermediates & Fine Chemicals

Pharmaceuticals

Sulfur & Selenium Compounds