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Fluticasone propionate

Fluticasone propionate
Fluticasone propionate structure
CAS No.
80474-14-2
Chemical Name:
Fluticasone propionate
Synonyms
Zoflut;flutide;FLUNASE;FLONASE;FLOVENT;cci18781;CUTIVATE;FLIXONASE;FLIXOTIDE;Flutivate
CBNumber:
CB1252206
Molecular Formula:
C25H31F3O5S
Formula Weight:
500.57
MOL File:
80474-14-2.mol

Fluticasone propionate Properties

Melting point:
275 °C
alpha 
D +30° (c = 0.35)
Boiling point:
568.3±50.0 °C(Predicted)
Density 
1.32±0.1 g/cm3(Predicted)
refractive index 
31 ° (C=1, Dioxane)
storage temp. 
Store at RT
solubility 
DMSO: ≥10 mg/mL
pka
12.53±0.70(Predicted)
form 
solid
color 
white
Merck 
14,4211
InChIKey
WMWTYOKRWGGJOA-CENSZEJFSA-N
CAS DataBase Reference
80474-14-2(CAS DataBase Reference)
FDA UNII
O2GMZ0LF5W
Proposition 65 List
Fluticasone Propionate
EPA Substance Registry System
Androsta-1,4-diene-17-carbothioic acid, 6,9-difluoro-11-hydroxy-16-methyl-3-oxo-17-(1-oxopropoxy)-,S-(fluoromethyl) ester, (6.alpha.,11.beta.,16.alpha.,17.alpha.)- (80474-14-2)
SAFETY
  • Risk and Safety Statements
Safety Statements  22-24/25
WGK Germany  2
RTECS  BV7980000
HS Code  29372900
Toxicity LD50 oral in rat: > 2gm/kg

Fluticasone propionate price More Price(11)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich F9428 Fluticasone propionate ≥98% (HPLC), powder 80474-14-2 5mg $88.5 2019-12-02 Buy
Sigma-Aldrich 1285873 Fluticasone propionate United States Pharmacopeia (USP) Reference Standard 80474-14-2 100mg $1729.7 2019-12-02 Buy
TCI Chemical F0525 Fluticasone Propionate >98.0%(HPLC) 80474-14-2 100mg $229 2020-06-24 Buy
Cayman Chemical 20703 Fluticasone Propionate ≥98% 80474-14-2 1mg $25 2020-06-24 Buy
Cayman Chemical 20703 Fluticasone Propionate ≥98% 80474-14-2 5mg $56 2020-06-24 Buy

Fluticasone propionate Chemical Properties,Uses,Production

Description

Fluticasone propionate is a new glucocorticosteroid useful in the treatment of seasonal rhinitis and asthma. Compared to beclomethasone dipropionate, fluticasone propionate is reported to have a comparable side effect profile, but twice the activity in the treatment of asthma.

Chemical Properties

Crystalline Solid

Originator

Glaxo (United Kingdom)

Uses

An antiallergic and anti inflammatory

Uses

A derivative of Flumethasone. An antiallergic; anti-asthmatic; anti-inflammatory.

Uses

antiviral

Uses

Atorvastatin Intermediate

Uses

A high-affinity, selective glucocorticoid receptor agonist

Definition

ChEBI: A trifluorinated corticosteroid that consits of 6alpha,9-difluoro-11beta,17alpha-dihydroxy-17beta-{[(fluoromethyl)sulfanyl]carbonyl}-16-methyl-3-oxoandrosta-1,4-diene bearing a propionyl s bstituent at position 17; has anti-inflammatory, anti-asthmatic and anti-allergic activity.

brand name

Cutivate (Altana); Flonase (GlaxoSmithKline); Flovent (GlaxoSmithKline);Flixonase.

General Description

Fluticasone propionate,S-(fluoromethyl) 6α,9-difluoro-11β-hydroxy-16α-methyl-3-oxo-17α-(1-oxopropoxy)androsta-1,4-diene-17-carbothio-ate (Cutivate), is threefold to fivefold more potentthan dexamethasone in receptor binding assays.

General Description

The main metabolite of fluticasonepropionate (Flovent, Flonase) found in circulationin humans is the 17β-carboxylate derivative. As expected,a charged carboxylate in place of the normal acetol functionalityat C17 greatly reduces affinity for the GR (2,000-fold less than the parent), and this metabolite is essentiallyinactive. The metabolite is formed via the CYP3A4 system,so care should be taken if fluticasone propionate iscoadministered with a CYP3A4 inhibitor such as ketoconazoleor ritonavir. Clinically induced Cushing syndromehas been observed when inhaled fluticasone propionatewas administered concurrently with ritonavir.Fluticasone is also available in an inhaled formulation incombination with the long-acting β2-agonist salmeterol(Advair Diskus).

Biological Activity

High affinity, selective glucocorticoid receptor agonist (K d = 0.5 nM). Potently stimulates glucocorticoid receptor-mediated transactivation of gene expression and enhances human eosinophil apoptosis (EC 50 = 3.7 nM) in vitro . Inhibits mast cell accumulation in nasal mucosa following topical administration. Lipophilic, clinically-used anti-inflammatory agent with low oral bioavailability.

Mechanism of action

Fluticasone propionate has a unique C-20 thioflouromethyl group, and that, in combination with the 17α-propionate ester, gives it 36-fold the glucocorticoid receptor affinity as compared to beclomethasone dipropionate and twofold the affinity as compared to budesonide. The 9α-flouro group increases both glucocorticoid and mineralocorticoid activities, and the 6α-flouro group enhances only the glucocorticoid action. Studies have determined that the effectiveness of inhaled fluticasone propionate results from a local rather than a systemic effect.

Clinical Use

As a consequence of its high lipophilicity , fluticasone propionate is very insoluble and, therefore, is poorly absorbed from the respiratory (10–13%) and GI tract following nasal inhalation of the drug (112,113,114). The majority of the intranasal dose for fluticasone propionate is deposited in the nasal mucosa and swallowed into the GI tract until eliminated in the feces (~80–90% of the intranasal dose is recovered metabolized and unchanged in the feces). After administration of an IV suspension, fluticasone propionate displayed a systemic bioavailability of less than 2% and underwent extensive hydrolysis and CYP3A4 first-pass metabolism in the liver, with an elimination half-life of approximately 3 hours. Its primary hydrolysis product is 17β-carboxylate metabolite, which has 1/2,000 the affinity for the GR, can be recovered from the urine along with other unidentified hydroxy metabolites and their conjugates. Following oral administration of 1 to 40 mg, fluticasone propionate is poorly absorbed from the GI tract because of hydrolysis and its insolubility, with an oral bioavailability of less than 1%. Less than 5% of the oral dose is excreted unchanged in the urine.

Veterinary Drugs and Treatments

While there are topical forms of fluticasone, most veterinary interests are in the inhaled versions of the drug. The aerosol for pulmonary inhalation appears to be effective in treating feline asthma, recurrent airway obstruction (RAO, heaves) or inflammatory airway disease (IAD) in horses, and dogs with chronic tracheobronchial disease. While the majority of small animal use has been with fluticasone, there are several other aerosol corticosteroids for inhalation (beclomethasone dipropionate, flunisolide, and triamcinolone acetonide) that theoretically could be used for the same purpose. The nasal inhalation corticosteroid products may be useful for allergyrelated chronic rhinosinusitis in cats and dogs.

Metabolism

Interestingly, less than 1% of the swallowed dose is bioavailable, in contrast to the fact that the majority of the inhaled dose is systemically available and highly protein bound. Fluticasone propionate is not a prodrug and is extensively metabolized by the liver. The only detectable metabolite is the 17β-carboxylic acid derived from CYP3A4 oxidation. This metabolite has 2,000-fold less affinity for the glucocorticoid receptor than the parent drug. Elimination is through both the feces and the urine, with the relative amounts determined by the route of administration. Fluticasone propionate is available in aerosol and powder inhalation formulations.

Fluticasone propionate Preparation Products And Raw materials

Raw materials

Preparation Products


Fluticasone propionate Suppliers

Global( 305)Suppliers
Supplier Tel Fax Email Country ProdList Advantage
BIONNA MEDICINE CO.,LTD
18518759099
790226113@qq.com CHINA 52 58
Henan DaKen Chemical CO.,LTD.
+86-371-55531817
info@dakenchem.com CHINA 21838 58
Henan Tianfu Chemical Co.,Ltd.
0371-55170693
0371-55170693 info@tianfuchem.com CHINA 22625 55
Shanghai Time Chemicals CO., Ltd.
+86-021-57951555
+86-021-57951555 jack.li@time-chemicals.com CHINA 1365 55
PI & PI BIOTECH INC.
18371201331
020-81716319 Sales@pipitech.com CHINA 3048 55
Hubei XinRunde Chemical Co., Ltd.
+8615102730682
02783214688 bruce@xrdchem.cn CHINA 568 55
ATK CHEMICAL COMPANY LIMITED
+86 21 5161 9050/ 5187 7795
+86 21 5161 9052/ 5187 7796 ivan@atkchemical.com CHINA 24754 60
Lianyungang happen teng technology co., LTD
15950718863
wang666xt@163.com CHINA 296 58
career henan chemical co
+86-371-86658258
sales@coreychem.com CHINA 30043 58
QUALITY CONTROL CHEMICALS INC.
(323) 306-3136
(626) 453-0409 orders@qcchemical.com United States 8406 58

View Lastest Price from Fluticasone propionate manufacturers

Image Release date Product Price Min. Order Purity Supply Ability Manufacturer
2018-12-18 Fluticasone propionate
80474-14-2
US $1.00 / kg 1kg 95%-99% 10kg career henan chemical co
2018-03-09 Fluticasone propionate
80474-14-2
US $100.00 / KG 10G 99.9% 100kg/week Hubei XinRunde Chemical Co., Ltd.

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