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S3944

Sigma-Aldrich

SEW2871

≥98% (HPLC), solid

Sinónimos:

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

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1 MG
MXP 5,864.00
5 MG
MXP 22,329.00

MXP 5,864.00

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1 MG
MXP 5,864.00
5 MG
MXP 22,329.00

About This Item

Fórmula empírica (notación de Hill):
C20H10F6N2OS
Número de CAS:
256414-75-2
Peso molecular:
440.36
Número MDL:
MFCD00096600
Código UNSPSC:
12352211
ID de la sustancia en PubChem:
24724607
NACRES:
NA.77

MXP 5,864.00

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Ensayo

≥98% (HPLC)

Formulario

solid

condiciones de almacenamiento

protect from light

color

white

mp

94.5-95.3 °C

solubilidad

DMSO: ≥10 mg/mL
H2O: insoluble

temp. de almacenamiento

2-8°C

cadena SMILES

FC(F)(F)c1cccc(c1)-c2noc(n2)-c3cc(-c4ccccc4)c(s3)C(F)(F)F

InChI

1S/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

Clave InChI

OYMNPJXKQVTQTR-UHFFFAOYSA-N

Información sobre el gen

human ... S1PR1(1901) , S1PR2(9294) , S1PR3(1903) , S1PR4(8698) , S1PR5(53637)

Aplicación

SEW2871 has been used as a sphingosine-1 phosphate (S1P) receptor agonist to determine the effects of reconstituting plasma apolipoprotein M (ApoM) /S1P on vascular permeability in mice.[1]
SEW2871 was used to mimic the effects of sphingosine-1 phosphate in HUVECs to study the innate immunity rendered by long pentraxin 3.[2]

Acciones bioquímicas o fisiológicas

Novel, selective human sphingosine-1-phosphate subtype 1 (S1P1) receptor agonist.
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.[3] SEW2871 modulates inflammatory reactions by influencing lymphocyte homing and cell migration.[4] By the inhibition of proinflammatory molecules, SEW2871 reduces acute renal failure due to ischemia.[5]

Características y beneficios

This compound is featured on the Lysophospholipid Receptors page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Envase

Light sensitive.

Código de clase de almacenamiento

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

Clase de riesgo para el agua (WGK)

WGK 3

Equipo de protección personal

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges

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Certificados de análisis (COA)

Lot/Batch Number
0000217943
0000217942
0000215886
0000215886
0000217943

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Sigma-Aldrich

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Sigma-Aldrich

73914

Sphingosine 1-phosphate

Jasmin Fettel et al.
FASEB journal : official publication of the Federation of American Societies for Experimental Biology, 33(2), 1711-1726 (2018-09-07)
Sphingosine-1-phosphate (S1P) is involved in the regulation of important cellular processes, including immune-cell trafficking and proliferation. Altered S1P signaling is strongly associated with inflammation, cancer progression, and atherosclerosis; however, the mechanisms underlying its pathophysiologic effects are only partially understood. This
Yang-Hee Kim et al.
Journal of biomedical materials research. Part A, 104(4), 942-956 (2015-12-26)
In this study, the wound closure of mouse skin defects was examined in terms of recruitment of mesenchymal stem cells (MSC) and macrophages. For the cells recruitment, stromal derived factor-1 (SDF-1) of a MSC recruitment agent and sphingosine-1 phosphate agonist
Laura J Sim-Selley et al.
The Journal of pharmacology and experimental therapeutics, 366(3), 509-518 (2018-06-28)
The immunomodulatory prodrug 2-amino-2-(2-[4-octylphenyl]ethyl)-1,3-propanediol (FTY720), which acts as an agonist for sphingosine-1-phosphate (S1P) receptors (S1PR) when phosphorylated, is proposed as a novel pain therapeutic. In this study, we assessed FTY720-mediated antinociception in the radiant heat tail-flick test and in the
Timothy M Doyle et al.
Pain, 161(9), 2107-2118 (2020-04-18)
Morphine-induced alterations in sphingolipid metabolism in the spinal cord and increased formation of the bioactive sphingolipid metabolite sphingosine-1-phosphate (S1P) have been implicated in the development of morphine-induced hyperalgesia (OIH; increased pain sensitivity) and antinociceptive tolerance. These adverse effects hamper opioid
David T Bolick et al.
Arteriosclerosis, thrombosis, and vascular biology, 25(5), 976-981 (2005-03-12)
Endothelial activation and monocyte adhesion to endothelium are key events in inflammation. Sphingosine-1-phosphate (S1P) is a sphingolipid that binds to G protein-coupled receptors on endothelial cells (ECs). We examined the role of S1P in modulating endothelial activation and monocyte-EC interactions
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