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

InChIKey

OYMNPJXKQVTQTR-UHFFFAOYSA-N

Safety Information

Hazard Codes 

T

Risk Statements 

25

Safety Statements 

45

RIDADR 

UN 2811 6.1/PG 3

WGK Germany 

3

HS Code 

2934999090

MSDS

• Language:English Provider:SigmaAldrich

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

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

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

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.

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

5-[4-PHENYL-5-(TRIFLUOROMETHYL)-2-THIENYL]-3-[3-(TRIFLUOROMETHYL)PHENYL]-1,2,4-OXADIAZOLE(256414-75-2)Related Product Information

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