5-[4-phenyl-5-(trifluoromethyl)thiophen-2-yl]-3-[3-(trifluoromethyl)phenyl]-1,2,4-oxadiazole

• ChemBase ID: 101943
• Molecular Formular: C20H10F6N2OS
• Molecular Mass: 440.3616192
• Monoisotopic Mass: 440.04180327
• SMILES: c1(sc(c2nc(no2)c2cc(C(F)(F)F)ccc2)cc1c1ccccc1)C(F)(F)F
• Canonical SMILES: FC(c1sc(cc1c1ccccc1)c1onc(n1)c1cccc(c1)C(F)(F)F)(F)F
• InChI: 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
• InChIKey: OYMNPJXKQVTQTR-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-[4-phenyl-5-(trifluoromethyl)thiophen-2-yl]-3-[3-(trifluoromethyl)phenyl]-1,2,4-oxadiazole
• IUPAC Traditional name: 5-[4-phenyl-5-(trifluoromethyl)thiophen-2-yl]-3-[3-(trifluoromethyl)phenyl]-1,2,4-oxadiazole
• Synonyms: 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; SEW2871; 5-[4-Phenyl-5-(trifluoromethyl)-2-thienyl]-3-[3-(trifluoromethyl)phenyl]-1,2,4-oxadiazole; SEW 2871

Database IDs

• CAS Number: 256414-75-2
• MDL Number: MFCD00096600
• PubChem SID: 162088571; 24724607
• PubChem CID: 4077460

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 7.4271483
• LogD (pH = 7.4): 7.4271483
• Log P: 7.4271483
• Molar Refractivity: 120.9444 cm^3
• Polarizability: 37.792873 Å^3
• Polar Surface Area: 38.92 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMSO: ≥10 mg/mL; H2O: insoluble
• Apperance: white solid
• Melting Point: 94.5-95.3 °C

Safety Information

• Storage Condition: protect from light
• European Hazard Symbols: Toxic (T)
• UN Number: 2811
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 3
• Risk Statements: 25
• Safety Statements: 45
• GHS Pictograms: GHS06
• GHS Signal Word: Danger
• GHS Hazard statements: H300
• GHS Precautionary statements: P264-P301 + P310
• Personal Protective Equipment: Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
• RID/ADR: UN 2811 6.1/PG 3
• Storage Temperature: 2-8°C

Pharmacology Properties

• Gene Information: human ... S1PR1(1901), S1PR2(9294), S1PR3(1903), S1PR4(8698), S1PR5(53637)

Product Information

• Purity: ≥98% (HPLC); 97%
• Empirical Formula (Hill Notation): C20H10F6N2OS

DETAILS

Sigma Aldrich - S3944

Biochem/physiol Actions
Novel, selective human sphingosine-1-phosphate subtype 1 (S1P1) receptor agonist.
Packaging
Light sensitive.

Toronto Research Chemicals - S282050

Novel, selective human Sphingosine-1-phosphate subtype 1 (S1P1) receptor agonist. It is used as medicament for treating and/or preventing cardiovascular conditions in patients with Fabry disease.

REFERENCES

• Dudek, S., et al.: J. Biol. Chem., 279, 24692 (2004)
• Alfonso, C., et al.: Eur. J .Immunol., 36, 149 (2004)
• Cherezov, V., et al.: Science, Weinreich, M., et al.: J. Immunol., 181, 2265 (2004)