fluticasonefuroate , 10mMinDMSO , 397864-44-7

Synonym(s):
6α,9α-Difluoro-17α-[(2-furanylcarbonyl)oxy]-11β-hydroxy-6α-methyl-3-oxoandrosta-1,4-diene-17β-carbothioic acid S-fluoromethyl ester;6a,9a-Difluoro-17a-[(2-furanylcarbonyl)oxy]-11β-hydroxy-16a-methyl-3-oxoandrosta-1,4-diene-17β-carbothioic acid S-fluoromethyl ester;Veramyst

CAS NO.：397864-44-7

Empirical Formula: C27H29F3O6S

Molecular Weight: 538.58

MDL number: MFCD09954122

EINECS: 222-789-2

Pack Size	Price	Stock	Quantity
1ml	RMB559.20	In Stock
others			Enquire

Update time: 2022-07-08

PRODUCT Properties

Melting point:	250-252°C (dec.)
Boiling point:	625.2±55.0 °C(Predicted)
Density	1.39
storage temp.	-20°C Freezer
solubility	Chloroform (Slightly, Heated, Sonicated), Methanol (Slightly)
pka	12.52±0.70(Predicted)
form	Solid
color	White to Off-White
InChIKey	XTULMSXFIHGYFS-XEVZMEAZNA-N
SMILES	[C@]12(C)C=CC(=O)C=C1[C@@H](F)C[C@@]1([H])[C@]3([H])C[C@@H](C)[C@@](C(=O)SCF)(OC(=O)C4=CC=CO4)[C@@]3(C)C[C@H](O)[C@]21F \|&1:0,8,11,13,16,18,32,35,37,r\|

Description and Uses

Fluticasone furoate is a new corticosteroid derivative launched as a nasal spray for the treatment of seasonal and perennial allergic rhinitis in adults and in children aged ≥2 years. It is structurally closely related to the previously marketed intranasal corticosteroid fluticasone propionate (FP). Both of these steroids contain the unusual S-fluoromethyl carbothioate group, which confers high lipophilicity and hence enhanced binding and retention of the drug by the nasal tissue. Additionally, the carbothioate group rapidly undergoes first-pass metabolism by CYP3A4, thus minimizing systemic exposure of the parent drug. Fluticasone furoate is a potent ligand for the glucocorticoid receptor (GR), with a relative receptor affinity (RRA) of 2,989 with reference to dexamethasone RRA of 100.
Following intranasal administration, most of the dose is eventually swallowed and undergoes incomplete absorption and extensive firstpass metabolism in the liver and gut, resulting in negligible systemic exposure. Pharmacokinetic studies using oral solution dosing and intravenous dosing show that at least 30% of fluticasone furoate is absorbed and then rapidly cleared from plasma. The most common adverse reactions (W1% incidence) included headache, epistatix, sinus and throat pain, nasal ulceration, back pain, pyrexia, and cough. Fluticasone furoate is chemically derived starting from a readily available corticosteroid, 6a,9a-difluoro-11b,17a-dihydroxy-16a-methyl-3-oxoandrosta-1,4-diene-17b-carboxylic acid, by first converting the carboxylic acid group to the corresponding carbothioic acid via activation with carbonyl diimidazole followed by reaction with hydrogen sulfide gas. Subsequently, selective acylation of the 17a-hydroxyl group with 2-furoyl chloride and alkylation of the 17b-carbothioic acid group with bromofluoromethane under basic conditions provides fluticasone furoate.

Fluticasone-d3 Furoate is an isotope labelled form of Fluticasone Furoate (F599510). Fluticasone Furoate is a synthetic corticosteroid derived from fluticasone for treatment of seasonal allergic rhinitis.