Fluticasone propionate
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Fluticasone propionate
structure -
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CAS No:
80474-14-2
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Formula:
C25H31F3O5S
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Chemical Name:
Fluticasone propionate
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Synonyms:
Androsta-1,4-diene-17-carbothioic acid,6,9-difluoro-11-hydroxy-16-methyl-3-oxo-17-(1-oxopropoxy)-,S-(fluoromethyl) ester,(6α,11β,16α,17α)-;Fluticasone propionate;Fluticasone 17-propionate;Flixotide;Flutide;Flutide N;Flixonase;Flovent Diskus;Flovent;Cutivate cream;Flonase;Flunase;Flutivate;Flixotide Disks;Flixotide Disk;Flixotide Inhaler;Zoflut;Atemur Mite;Cutivate;Flixonase Nasal Spray;Flonase Aq;CCI 18781;Cyclesonide;Fluticone;Axotide;Flovent Rotadisk;Rotadisk;F 9428
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Categories:
Active Pharmaceutical Ingredients > Hormones and the Endocrine System
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CAS No:
Description
Fluticasone propionate is a high affinity, selective GR (glucocorticoid receptor) agonist which is derived from fluticasone used to treat asthma and allergic rhinitis.Target: Glucocorticoid ReceptorFluticasone propionate is a corticosteroid derived from fluticasone used to treat asthma and allergic rhinitis. It is also used to treat eosinophilic esophagitis. Fluticasone propionate is a synthetic trifluorinated glucocorticoid. It is highly lipophilic (logp octanol/water 3.69). In studies
Characteristics
105.97000
3.73
white solid
1.3±0.1 g/cm3
272-273 °C (decomp)
568.3±50.0 °C at 760 mmHg
297.5±30.1 °C
1.556
DMSO: ≥10 mg/mL
Store at RT
LD50 oral in rat: > 2gm/kg
D +30° (c = 0.35)
Safety Information
NONH for all modes of transport
2
22-24/25
BV7980000
|Danger|H302 (26.67%): Harmful if swallowed [Warning Acute toxicity, oral]|P201, P202, P260, P261, P264, P270, P272, P273, P280, P281, P285, P301+P312, P302+P352, P304+P341, P308+P313, P314, P321, P330, P333+P313, P342+P311, P363, P391, P405, and P501|Aggregated GHS information provided by 16 companies from 14 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Fluticasone propionate Use and Manufacturing
Compound (I) is first reacted with N, N-dimethylthiochloroformamide, and then hydrolyzed to obtain the corresponding thiocarboxylic acid (II), and then reacted with -bromo-fluoromethane to obtain fluticasone propionate.
A high-affinity, selective glucocorticoid receptor agonist
Computed Properties
Molecular Weight:500.6
XLogP3:4
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:9
Rotatable Bond Count:6
Exact Mass:500.18442974
Monoisotopic Mass:500.18442974
Topological Polar Surface Area:106
Heavy Atom Count:34
Complexity:984
Undefined Atom Stereocenter Count:9
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
Drug Function and Efficacy
It is a highly effective glucocorticoid with local anti-inflammatory effects. After transdermal administration, the inhibitory effect on the HPA axis is very weak, so its therapeutic index is higher than most commonly used steroid preparations. Subcutaneous injection produces a strong systemic glucocorticoid effect, but the oral effect is weak, which may be due to metabolic inactivation. In vitro tests have shown that this drug has a strong affinity and stimulatory effect on the human glucocorticoid receptor. Fluticasone propionate has no expected pheromone effect and has no obvious effect on the central nervous system, peripheral nervous system, gastrointestinal tract, cardiovascular system, and respiratory system.
Registered Holders
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STERLING SPA
Active
United States
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GLAXOSMITHKLINE
Active
United States
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HOVIONE FARMACIENCIA SA
Active
Japan
Recommended Suppliers of Fluticasone propionate
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