SML3103

Fluticasone furoate

≥98% (HPLC), powder, glucocorticoid receptor agonist

• Synonym(s): 6a,9a-Difluoro-17a-[(2-furanylcarbonyl)oxy]-11β-hydroxy-16a-methyl-3-oxoandrosta-1,4-diene-17β-carbothioic acid S-fluoromethyl ester, GSK 685 698, GSK 685698, GSK685698, GW 685698X, GW685698X, Veramyst, 6α,9α-Difluoro-17α-[(2-furanylcarbonyl)oxy]-11β-hydroxy-6α-methyl-3-oxoandrosta-1,4-diene-17β-carbothioic acid S-fluoromethyl ester
• Empirical Formula (Hill Notation): C₂₇H₂₉F₃O₆S
• CAS Number: 397864-44-7
• Molecular Weight: 538.58
• UNSPSC Code: 12352200
• NACRES: NA.77
• Assay: ≥98% (HPLC)
• Form: powder

Properties

• Product Name: Fluticasone furoate, ≥98% (HPLC)
• Quality Segment: 100
• assay: ≥98% (HPLC)
• form: powder
• color: white to beige
• solubility: DMSO: 2 mg/mL, clear
• storage temp.: −20°C
• SMILES string: F[C@@]21[C@H]([C@H]4[C@@]([C@@]([C@@H](C4)C)(OC(=O)c5[o]ccc5)C(=O)SCF)(C[C@@H]2O)C)C[C@@H](C3=CC(=O)C=C[C@@]31C)F
• InChI: 1S/C27H29F3O6S/c1-14-9-16-17-11-19(29)18-10-15(31)6-7-24(18,2)26(17,30)21(32)12-25(16,3)27(14,23(34)37-13-28)36-22(33)20-5-4-8-35-20/h4-8,10,14,16-17,19,21,32H,9,11-13H2,1-3H3/t14-,16+,17+,19+,21+,24+,25+,26+,27+/m1/s1
• InChI key: XTULMSXFIHGYFS-VLSRWLAYSA-N

Description

Biochem/physiol Actions

Fluticasone furoate is a highly potent and selective glucocorticoid receptor (GR) agonist (EC50 = 57 pM by A549-based GRE reporter assay; IC50 = 29 nM against 3.2 ng/mL TNF-α-induced NF-κB activation by A549 reporter line; 117 pM against 1 ng/mL LPS-induced TNF-α release from human PBMCs). Fluticasone furoate prevents ovalbumin-induced lung eosinophilia in an allergic lung inflammation model in vivo (30 μg/brown Norway rat intratracheally) with much reduced or no potency toward mineralocorticoid, progesterone, androgen or estrogen receptors.

Safety Information

• pictograms: GHS08
• signalword: Warning
• hcodes: H361d
• pcodes: P201 - P202 - P280 - P308 + P313 - P405 - P501
• Hazard Classifications: Repr. 2
• Storage Class: 11 - Combustible Solids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable