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+

Request For Quotation

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.: 80474-14-2

1.4 CID: 71296906

1.5 EINECS(EC#): 617-082-4

1.6 Molecular Formula: C25H31F3O5S (isomer)

1.7 Inchi: InChI=1S/C25H31F3O5S/c1-5-20(31)33-25(21(32)34-12-26)13(2)8-15-16-10-18(27)17-9-14(29)6-7-22(17,3)24(16,28)19(30)11-23(15,25)4/h6-7,9,13,15-16,18-19,30H,5,8,10-12H2,1-4H3/t13?,15?,16?,18?,19?,22-,23-,24-,25-/m0/s1

1.8 InChkey: WMWTYOKRWGGJOA-KXBWIIEKSA-N

1.9 Canonical Smiles: CCC(=O)OC1(C(CC2C1(CC(C3(C2CC(C4=CC(=O)C=CC43C)F)F)O)C)C)C(=O)SCF

1.10 Isomers Smiles: CCC(=O)O[C@@]1(C(CC2[C@@]1(CC([C@]3(C2CC(C4=CC(=O)C=C[C@@]43C)F)F)O)C)C)C(=O)SCF

2. Properties

2.1 Density: 1.32

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: 500.18400

2.1 PSA: 105.97000

2.1 logP: 4.43000

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: Powder

2.6 pKa: 12.53±0.70(Predicted)

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: S22;S24/25

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.

4.4 RIDADR: 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: 2

4.5 RTECS: BV7980000

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

5. MSDS

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

Pictogram(s)
Signal word	Danger
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)
Prevention	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.
Response	P308+P313 IF exposed or concerned: Get medical advice/ attention. P314 Get medical advice/attention if you feel unwell.
Storage	P405 Store locked up.
Disposal	P501 Dispose of contents/container to ...

2.3 Other hazards which do not result in classification

none

View all

6. Synthesis Route

80474-14-2Total: 22 Synthesis Route

373-52-4 65 Suppliers

80474-14-2 264 Suppliers

Literatures:
US2014/148593 A1, ; Page/Page column ;
Yield: ~86%

80474-67-5 2 Suppliers

80474-14-2 264 Suppliers

Literatures:
Gore, Vinayak G.; Gadakar, Mahesh; Pokharkar, K.; Wakchure, V. Patent: US2009/177001 A1, 2009 ; Location in patent: Page/Page column 12 ;
Yield: ~73%

80474-45-9 42 Suppliers

80474-14-2 264 Suppliers

Literatures:
Journal of Medicinal Chemistry, , vol. 37, # 22 p. 3717 - 3729
Yield: null

View all

7. Precursor and Product

precursor:

1414857-54-7

80473-92-3

28416-82-2

96385-23-8

593-70-4

1414857-53-6

1414857-56-9

80474-45-9

7087-68-5

373-53-5

65429-42-7

373-52-4

192191-49-4

709002-83-5

577965-09-4

80474-67-5

1351445-70-9

80486-69-7

1414857-52-5

105638-31-1

View all

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
CACTVS Substructure Key Fingerprint: AAADceB4OYBAAAAAAAAAAAAAAAAAAYAAAAAwYIAAAAAAAGDAAAAAGwQACAAAD1SgwAKCCAAABgiIAqDSCAIAAAAgABAICAFAAEgAEBIgAQQCQAAEgAAIAYPIzPDPgAAAAAAAAADAAAYAADAAAYAADAAAAA==

10. Recommended Suppliers

Global249SuppliersView all >>

Wuhan Pharmchem Co., LTD. Diamond member

2YRS

Products:Pharma &Food Intermediates Water Treatment Chemicals Industrial Specialties Fine Chemicals
Tel:86-27-85835203
Email:steven@cspharmchem.com

USP 99% Fluticasone propionate C25H31F3O5S

Purity:99%Packing: 200kg/bag FOB
Price: 60 USD/g
Time: 2023/05/30

Inquire

Hebei Crovell Biotech Co. Ltd Diamond member

3YRS

Products:Cosmetic Raw Materials,solvents,etc.
Tel:86-311-66562153
Email:breeduan@crovellbio.com

fluticasone propionate Cas 80474-14-2 from China

Purity:99%Packing: 200kg/bag FOB
Price: 10 USD/kilogram
Time: 2023/05/30

Inquire

Wuhan Fortuna Chemical Co., Ltd. Diamond member

10YRS

Products:API,fine chemical&its intermediates,biological chemistry
Tel:0086-27-59207850
Email:info@fortunachem.com

Factory supply Fluticasone propionate Cas 80474-14-2 with high quality and best price

Purity:99%Packing: 200kg/bag FOB
Price: 15 USD/gram
Time: 2023/05/29

Inquire

Shanghai JOA Yunao International Trade Co.,Ltd. Diamond member

2YRS

Products:pharmaceutical intermediate,anesthetic,ethyl alcohol,dimethocaine,procaine and so on
Tel:86-21-17621705551
Email:sarahwillbe@shanghaihg.cn

Fluticasone propionate