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Fluticasone propionate structure
Fluticasone propionate structure

Fluticasone propionate

Iupac Name:[(9R,10S,13S,17R)-6,9-difluoro-17-(fluoromethylsulfanylcarbonyl)-11-hydroxy-10,13,16-trimethyl-3-oxo-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-17-yl] propanoate
CAS No.: 80474-14-2
Molecular Weight:500.573
Modify Date.: 2022-11-29 05:05
Introduction: Fluticasone propionate is a new glucocorticosteroid useful in the treatment ofseasonal rhinitis and asthma. Compared to beclomethasone dipropionate,fluticasone propionate is reported to have a comparable side effect profile, but twicethe activity in the treatment of asthma. View more+
1. Names and Identifiers
1.1 Name
Fluticasone propionate
1.2 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)- Atemur Mite AtemurMite Axotide CCI 18781 Cutivate Cutivate cream Cyclesonide F 9428 Flixonase Flixonase Nasal Spray FlixonaseNasal Spray Flixotide Flixotide Disk Flixotide Disks Flixotide Inhaler Flonase Flonase Aq Flovent Flovent Diskus Flovent Rotadisk Flunase Fluticasone 17-propionate Fluticasone17-propionate Fluticone Flutide Flutide N Flutivate Rotadisk Zoflut

1.3 CAS No.
1.4 CID
1.6 Molecular Formula
C25H31F3O5S (isomer)
1.7 Inchi
1.8 InChkey
1.9 Canonical Smiles
1.10 Isomers Smiles
2. Properties
2.1 Density
2.1 Melting point
275 °C
2.1 Boiling point
568.3 °C at 760 mmHg
2.1 Refractive index
31 ° (C=1, Dioxane)
2.1 Flash Point
297.5 °C
2.1 Precise Quality
2.1 PSA
2.1 logP
2.1 Solubility
DMSO: ≥10 mg/mL
2.2 Appearance
white solid
2.3 Storage
Store at RT
2.4 Chemical Properties
Crystalline Solid
2.5 Color/Form
2.6 pKa
2.7 Water Solubility
DMSO: ≥10?mg/mL
2.8 StorageTemp
Store in original container in a cool dark place.
3. Use and Manufacturing
3.1 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 sbstituent at position 17; has anti-inflammatory, anti-asthmatic and anti-allergic activity.
3.2 GHS Classification
Signal: Danger
GHS Hazard Statements
Aggregated GHS information provided by 15 companies from 13 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Reported as not meeting GHS hazard criteria by 1 of 15 companies. For more detailed information, please visit ECHA C&L website

Of the 12 notification(s) provided by 14 of 15 companies with hazard statement code(s):

H302 (14.29%): Harmful if swallowed [Warning Acute toxicity, oral]
H317 (14.29%): May cause an allergic skin reaction [Warning Sensitization, Skin]
H334 (14.29%): May cause allergy or asthma symptoms or breathing difficulties if inhaled [Danger Sensitization, respiratory]
H360 (42.86%): May damage fertility or the unborn child [Danger Reproductive toxicity]
H361 (50%): Suspected of damaging fertility or the unborn child [Warning Reproductive toxicity]
H373 (64.29%): Causes damage to organs through prolonged or repeated exposure [Warning Specific target organ toxicity, repeated exposure]
H410 (14.29%): Very toxic to aquatic life with long lasting effects [Warning Hazardous to the aquatic environment, long-term hazard]
H413 (14.29%): May cause long lasting harmful effects to aquatic life [Hazardous to the aquatic environment, long-term hazard]

Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown.

Precautionary Statement Codes
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
3.3 Methods of 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.
3.4 Usage
A derivative of Flumethasone. An antiallergic; anti-asthmatic; anti-inflammatory.
4. Safety and Handling
4.1 Safety Statements
4.1 Exposure Standards and Regulations
The Approved Drug Products with Therapeutic Equivalence Evaluations List identifies currently marketed prescription drug products, incl fluticasone propionate, approved on the basis of safety and effectiveness by FDA under sections 505 of the Federal Food, Drug, and Cosmetic Act. /Fluticasone propionate/
4.2 Octanol/Water Partition Coefficient
log Kow = 1.40 (est)
4.3 DisposalMethods
SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.
NONH for all modes of transport
4.4 Formulations/Preparations
Fluticasone propionate nasal spray is an aqueous suspension of microfine fluticasone propionate for topical administration to the nasal mucosa by means of a metering, atomizing spray pump. Fluticasone propionate nasal spray also contains microcrystalline cellulose and carboxymethylcellulose sodium, dextrose, 0.02% w/w benzalkonium chloride, polysorbate 80, and 0.25% w/w phenylethyl alcohol, and has a pH between 5 and 7. /Fluticasone propionate/
Each gram of fluticasone propionate cream contains fluticasone propionate 0.5 mg in a base of propylene glycol, mineral oil, cetostearyl alcohol, Ceteth-20, isopropyl myristate, dibasic sodium phosphate, citric acid, purified water, and imidurea as preservative. /Fluticasone propionate/
Each gram of fluticasone propionate ointment contains fluticasone propionate 0.05 mg in a base of liquid paraffin, microcrystalline wax, propylene glycol, and sorbitan sesquioleate. /Fluticasone propionate/
Fluticasone propionate Diskus is a specially designed plastic inhalation delivery system containing a double-foil blister strip of a powder formulation of fluticasone propionate intended for oral inhalation only. The Diskus inhalation unit, which is the delivery component, is an integral part of the drug product. Each blister on the double-foil strip within the unit contains 50 mcg of microfine fluticasone propionate in 12.5 mg of formulation containing lactose (which contains milk proteins). /Fluticasone propionate/
Fluticasone propionate HFA inhalation aerosols (44, 110, 220 ug) are pressurized metered-dose aerosol units fitted with a counter. ... Each unit contains a microcrystalline suspension of fluticasone propionate (micronized) in propellant HFA-134a (1,1,1,2-tetrafluoroethane). It contains no other excipients. /Fluticasone propionate/
4.5 WGK Germany
4.5 Safety

Safety Statements: 22-24/25
S22: Do not breathe dust. 
S24/25: Avoid contact with skin and eyes.
WGK Germany: 2
RTECS: BV7980000

4.6 Specification

Crystalline Solid
usageEng:An antiallergic and anti inflammatory
Safety Statements:22-24/25
22:Do not breathe dust
24/25:Avoid contact with skin and eyes
4.7 Toxicity
LD50 oral in rat: > 2gm/kg

2.Hazard identification

2.1 Classification of the substance or mixture

Reproductive toxicity, Category 1B

Specific target organ toxicity \u2013 repeated exposure, Category 2

2.2 GHS label elements, including precautionary statements

Signal word


Hazard statement(s)

H360 May damage fertility or the unborn child

H373 May cause damage to organs through prolonged or repeated exposure

Precautionary statement(s)

P201 Obtain special instructions before use.

P202 Do not handle until all safety precautions have been read and understood.

P280 Wear protective gloves/protective clothing/eye protection/face protection.

P260 Do not breathe dust/fume/gas/mist/vapours/spray.


P308+P313 IF exposed or concerned: Get medical advice/ attention.

P314 Get medical advice/attention if you feel unwell.


P405 Store locked up.


P501 Dispose of contents/container to ...

2.3 Other hazards which do not result in classification


8. Other Information
8.0 Storage Conditions
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.
9. Computational chemical data
  • Molecular Weight: 500.573g/mol
  • Molecular Formula: C25H31F3O5S
  • Compound Is Canonicalized: True
  • XLogP3-AA: null
  • Exact Mass: 500.18442974
  • Monoisotopic Mass: 500.18442974
  • Complexity: 984
  • Rotatable Bond Count: 6
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 9
  • Topological Polar Surface Area: 106
  • Heavy Atom Count: 34
  • Defined Atom Stereocenter Count: 4
  • Undefined Atom Stereocenter Count: 5
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Isotope Atom Count: 0
  • Covalently-Bonded Unit Count: 1
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11. Realated Product Infomation