ChemicalBook > CAS DataBase List > Diflorasone

Diflorasone

Product Name
Diflorasone
CAS No.
2557-49-5
Chemical Name
Diflorasone
Synonyms
Difloasone;DIFLORASONE;Diflorasone [INN:BAN];Diflorasone USP/EP/BP;11β,17α,21-trihydroxy-6α,9α-difluoro-16β-methylpregna-1,4-diene-3,20-dione;(6α,11β,16β)-6,9-Difluoro-11,17,21-trihydroxy-16-Methyl-pregna-1,4-diene-3,20-dione;Pregna-1,4-diene-3,20-dione, 6,9-difluoro-11,17,21-trihydroxy-16-methyl-, (6α,11β,16β)-;(6S,8S,9R,10S,11S,13S,14S,16S,17R)-6,9-difluoro-17-glycoloyl-11,17-dihydroxy-10,13,16-trimethyl-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-3-one;(6S,8S,9R,10S,11S,13S,14S,16S,17R)-6,9-difluoro-11,17-dihydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-3-one;(6s,8s,9s,10s,11s,13s,14s,16s,17r)-6,9-difluoro-11,17-dihydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-3-one
CBNumber
CB0320407
Molecular Formula
C22H28F2O5
Formula Weight
410.46
MOL File
2557-49-5.mol
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Diflorasone Property

Melting point:
228-239°C
Boiling point:
569.8±50.0 °C(Predicted)
Density 
1.36±0.1 g/cm3(Predicted)
storage temp. 
Refrigerator
solubility 
Methanol (Slightly)
pka
11.98±0.70(Predicted)
form 
Solid
color 
Off-White to Pale Yellow
CAS DataBase Reference
2557-49-5
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H312Harmful in contact with skin

H361Suspected of damaging fertility or the unborn child

Precautionary statements

P201Obtain special instructions before use.

P202Do not handle until all safety precautions have been read and understood.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P281Use personal protective equipment as required.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P308+P313IF exposed or concerned: Get medical advice/attention.

P312Call a POISON CENTER or doctor/physician if you feel unwell.

P322Specific measures (see …on this label).

P363Wash contaminated clothing before reuse.

P405Store locked up.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

TRC
Product number
D445495
Product name
Diflorasone
Packaging
100mg
Price
$1030
Updated
2021/12/16
AK Scientific
Product number
J53551
Product name
Diflorasone
Packaging
10mg
Price
$60
Updated
2021/12/16
ChemScene
Product number
CS-0017488
Product name
Diflorasone
Purity
99.62%
Packaging
10mg
Price
$60
Updated
2021/12/16
AK Scientific
Product number
Q761
Product name
Diflorasone
Packaging
10mg
Price
$81
Updated
2021/12/16
Biosynth Carbosynth
Product number
FD21845
Product name
Diflorasone
Packaging
100mg
Price
$85
Updated
2021/12/16
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Diflorasone Chemical Properties,Usage,Production

Chemical Properties

Off-White Solid

Originator

Florone,Upjohn,US,1978

Uses

An anti-inflammatory and anti-itching corticosteroid usually present in topical creams.

Definition

ChEBI: The 16beta-analogue of flumethasone. It is used as the 17,21-diacetate as a topical anti-inflammatory and antipruritic in the treatment of various skin disorders.

Manufacturing Process

6α-Fluoro-9β-epoxy-17α,21-dihydroxy-16α-methyl-1,4-pregnadiene-3,20- dione-21-acetate:To a solution of 6.78 g of 6α-fluoro-9α-bromo-11β,17α,21- trihydroxy-16α-methyl-1,4-pregnadiene-3,20-dione-21-acetate in 175 ml of acetone was added 6.78 g of potassium acetate and the resulting suspension was heated under reflux for a period of 17 hours. The mixture was then concentrated to approximately 60 ml volume at reduced pressure on the steam bath, diluted with water and extracted with methylene chloride. The methylene chloride extracts were combined, washed with water, dried over anhydrous sodium sulfate and evaporated. The residue was redissolved in methylene chloride and chromatographed over 500 g of Florisil anhydrous magnesium silicate. The column was eluted with 1 liter portions of hexanes (Skellysolve B) containing increasing proportions of acetone. There was so eluted 6α-fluoro-9β,11β-epoxy-16α-methyl-17α,21-dihydroxy-1,4- pregnadiene-3,20-dione-21-acetate which was freed of solvent by evaporation of the eluates.
6α,9α-Difluoro-11β,17α,21-trihydroxy-16α-methyl-1,4-pregnadiene-3,20- dione-2-1-acetate: To approximately 1.3 g of hydrogen fluoride contained in a polyethylene bottle and maintained at -60C was added 2.3 ml of tetrahydrofuran and then a solution of 500 mg (0,0012 mol) of 6α-fluoro9β,11β-epoxy-16α-methyl-17α,21-dihydroxy-1,4-pregnadiene-3,20-dione-21- acetate in two ml of methylene chloride. The steroid solution was rinsed in with an additional 1 ml of methylene chloride. The light red colored solution was then kept at approximately -30°C for 1 hour and at -10°C for 2 hours. At the end of this period it was mixed cautiously with an excess of cold sodium bicarbonate solution and the organic material extracted with the aid of additional methylene chloride.
The combined extracts were washed with water, dried over anhydrous sodium sulfate and concentrated to approximately 35 ml. The solution was chromatographed over 130 g of Florisil anhydrous magnesium silicate. The column was developed with 260 ml portions of hexanes (Skellysolve B) containing increasing proportions of acetone. There was thus eluted 6α,9αdifluoro-11β,17α,21-trihydroxy-16α-methyl-1,4-pregnadiene-3,20-dione-21- acetate which was freed of solvent by evaporation of the eluate fractions.
6α,9α-Difluoro-11β,17α,21-trihydroxy-16α-methyl-1,4-pregnadiene-3,20- dione: 3.25 g of 6α,9α-difluoro-11β,17α,21-trihydroxy-16α-methyl-1,4- pregnadiene-3,20-dione-21-acetate was dissolved in 325 ml of methanol, previously purged of air-oxygen by passing nitrogen through it for 10 minutes and thereto was added a solution of 1.63 g of potassium bicarbonate in 30 ml of water, similarly purged of oxygen. The mixture was allowed to stand at room temperature for a period of 5 hours in a nitrogen atmosphere, thereupon neutralized with 2.14 ml of acetic acid in 40 ml of water. The mixture was concentrated to approximately one-third volume at reduced pressure on a 60°C water bath. Thereupon 250 ml of water was added and the mixture chilled. The crystalline product was collected on a filter, washed with water and dried to give 6α,9α-difluoro-11β,17α,21-trihydroxy-16αmethyl-1,4-pregnadiene-3,20-dione.
The diflorasone is reacted with orthoacetic acid trimethyl ester in the presence of toluenesulfonic acid to give diflorasone diacetate.

brand name

Florone (Pharmacia & Upjohn); Psorcon (Pharmacia & Upjohn); Psorcon (Sanofi Aventis).

Therapeutic Function

Antiinflammatory

Diflorasone Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Diflorasone manufacturers

Hebei Weibang Biotechnology Co., Ltd
Product
Diflorasone 2557-49-5
Price
US $9.90/KG
Min. Order
1KG
Purity
99%
Supply Ability
10 mt
Release date
2024-11-21
Wuhan Senwayer Century Chemical Co.,Ltd
Product
Diflorasone 2557-49-5
Price
US $1020.00/gram
Min. Order
100gram
Purity
99% HPLC
Supply Ability
20 tons
Release date
2022-10-21
Henan Bao Enluo International TradeCo.,LTD
Product
Diflorasone 2557-49-5
Price
US $10.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
1000tons
Release date
2023-08-28

2557-49-5, DiflorasoneRelated Search:


  • (6s,8s,9s,10s,11s,13s,14s,16s,17r)-6,9-difluoro-11,17-dihydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-3-one
  • DIFLORASONE
  • (6S,8S,9R,10S,11S,13S,14S,16S,17R)-6,9-difluoro-11,17-dihydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-3-one
  • (6S,8S,9R,10S,11S,13S,14S,16S,17R)-6,9-difluoro-11,17-dihydroxy-17-(2-hydroxyethanoyl)-10,13,16-trimethyl-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-3-one
  • (6S,8S,9R,10S,11S,13S,14S,16S,17R)-6,9-difluoro-17-glycoloyl-11,17-dihydroxy-10,13,16-trimethyl-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-3-one
  • (6α,11β,16β)-6,9-Difluoro-11,17,21-trihydroxy-16-Methyl-pregna-1,4-diene-3,20-dione
  • Difloasone
  • Diflorasone [INN:BAN]
  • 11β,17α,21-trihydroxy-6α,9α-difluoro-16β-methylpregna-1,4-diene-3,20-dione
  • Diflorasone USP/EP/BP
  • Pregna-1,4-diene-3,20-dione, 6,9-difluoro-11,17,21-trihydroxy-16-methyl-, (6α,11β,16β)-
  • (6S,8S,10S,11S,13S,14S,16S,17R)-6,9-Difluoro-11,17-dihydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-6,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-3H-cyclopenta[a]phenanthren-3-one
  • 2557-49-5
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