Key Documents

Fluticasone furoate

Name: Fluticasone furoate
Brand: SIGMA

≥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

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About This Item

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

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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.

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This Item	F9428	PHR1844	B7005
Sigma-Aldrich SML3103 Fluticasone furoate	Sigma-Aldrich F9428 Fluticasone propionate	Supelco PHR1844 Fluticasone Related Compound D	Sigma-Aldrich B7005 Betamethasone
description ≥98% (HPLC)	description ≥98% (HPLC), powder	description Pharmaceutical Secondary Standard; Certified Reference Material	description ≥98%
form powder	form powder	form powder	form powder
assay ≥98% (HPLC)	assay ≥98% (HPLC)	assay -	assay ≥98%
Quality Level 100	Quality Level 100	Quality Level 300	Quality Level 100
storage temp. −20°C	storage temp. -	storage temp. 2-8°C	storage temp. room temp
solubility DMSO: 2 mg/mL, clear	solubility DMSO: ≥10 mg/mL	solubility -	solubility water: 0.063 g/L at 37 °C
color white to beige	color white	color -	color -

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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

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