Fluticasone Propionate

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Cat Number

API1093258286

CAS Number

80474-14-2

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CAS Number

80474-14-2

EINECS

617-082-4

Storage

Store at room temperature

Synonyms

Flovent; Cutivate; Flixotide; Flonase; Flovent HFA; Flovent Diskus

Molecular Formula

C25H31F3O5S

Molecular Weight

500.6

Smiles

CCC(=O)O[C@@]1([C@@H](C[C@@H]2[C@@]1(C[C@@H]([C@]3([C@H]2C[C@@H](C4=CC(=O)C=C[C@@]43C)F)F)O)C)C)C(=O)SCF

Appearance

White to off-white powder

Melting Point

272-273°C

Boiling Point

568.3±50.0°C at 760 mmHg

Relative Density

1.3±0.1

General Description

Fluticasone propionate is a synthetic trifluorinated corticosteroid, a glucocorticoid with a propionate ester at the 17α position. Its chemical structure is S-(fluoromethyl)-6α,9-difluoro-11β,17α-dihydroxy-16α-methyl-3-oxoandrosta-1,4-diene-17β-carbothioate propionate. Fluticasone is a white to off-white powder, practically insoluble in water.

Mechanism of Action

Fluticasone binds to the cytoplasmic glucocorticoid receptor, and the receptor-ligand complex translocates to the nucleus, modulating gene expression. It suppresses the production of pro-inflammatory cytokines, inhibits phospholipase A2 and cyclooxygenase, and reduces leukocyte migration. The drug has a high affinity for the glucocorticoid receptor and a low systemic bioavailability due to extensive first-pass metabolism.

Application

Fluticasone is indicated for the treatment of asthma (as an inhalation aerosol), allergic rhinitis (as a nasal spray), and for the management of inflammatory skin conditions (as a topical cream). It is also used for the treatment of chronic obstructive pulmonary disease (COPD). The drug is effective in reducing inflammation and improving symptoms.

In a murine pneumonic plague model, late‑stage antibiotic treatment was poorly effective due to overwhelming host inflammation. Intranasal fluticasone propionate pretreatment before delayed antibiotics improved survival, reduced bacterial burden, and decreased lung inflammatory pathology. This correlated with lower IL‑6 levels and reduced neutrophil infiltration. Targeting host inflammatory responses may improve outcomes in severe late‑stage pneumonia.

Fig. 1 Adjunctive Fp pretreatment and late Sm treatment increase murine survival of pneumonic plague. (Crane SD, et al., 2022)

References

Crane SD, et al. Treatment with Fluticasone Propionate Increases Antibiotic Efficacy during Treatment of Late-Stage Primary Pneumonic Plague. Antimicrob Agents Chemother. 2022;66(1):e0127521.

Intra‑articular EP‑104IAR (extended‑release fluticasone propionate crystals coated with PVA) was well tolerated in Beagle dogs at 0.6 and 12 mg doses. Peak fluticasone concentrations in synovial fluid and cartilage occurred 5 days post‑dose, with half‑lives of 11‑14 days. Plasma concentrations were undetectable at the lower dose and declined with a ~45‑day half‑life at 12 mg. EP‑104IAR provides prolonged local corticosteroid exposure with minimal systemic exposure.

Fig. 2 Plasma concentrations of fluticasone propionate. (Getgood A, et al., 2019)

References

Getgood A, et al. Pharmacokinetic Profile of Intra-articular Fluticasone Propionate Microparticles in Beagle Dog Knees. Cartilage. 2019;10(2):139-147.

Does Fluticasone Propionate require protection from light and moisture during storage?

Yes, it is sensitive to both light and moisture. Light causes photodegradation and moisture promotes hydrolysis of the propionate ester. Store in light-resistant, tightly sealed containers with desiccant.

What is the recommended storage temperature for Fluticasone Propionate?

Store at controlled room temperature (15–25°C). Avoid excessive heat above 30°C, which accelerates oxidation and degradation of the corticosteroid ring.

Is Fluticasone Propionate stable in inhalation and topical formulations?

Yes, when formulated with preservatives and protected from light.

How is the impurity fluticasone propionate 17β-carboxylic acid (a hydrolysis product) monitored?

This degradation product is specifically quantified using a stability-indicating HPLC method, ensuring it remains within pharmacopoeial limits.