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Diflucortolone

Product Name
Diflucortolone
CAS No.
2607-06-9
Chemical Name
Diflucortolone
Synonyms
DIFLUCORTOLONE;Difluocortolone;6α,9-Difluoro-11β,21-dihydroxy-16α-methylpregna-1,4-diene-3,20-dione;6a,9-difluoro-11b,21-dihydroxy-16a-methylpregna-1,4-diene-3,20-dione;Pregna-1,4-diene-3,20-dione, 6,9-difluoro-11,21-dihydroxy-16-methyl-, (6α,11β,16α)-;Pregna-1,4-diene-3,20-dione, 6,9-difluoro-11,21-dihydroxy-16-methyl-, (6a,11b,16a)-;(6S,8S,9R,10S,11S,13S,14S,16R,17S)-6,9-difluoro-11-hydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-7,8,11,12,14,15,16,17-octahydro-6H-cyclopenta[a]phenanthren-3-one
CBNumber
CB3219555
Molecular Formula
C22H28F2O4
Formula Weight
394.46
MOL File
2607-06-9.mol
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Diflucortolone Property

Melting point:
240-244°; mp 248-249°
alpha 
D22 +111° (methanol) (Kieslich, 1976)
Boiling point:
534.0±50.0 °C(Predicted)
Density 
1.29±0.1 g/cm3(Predicted)
storage temp. 
-20°C Freezer, Under inert atmosphere
solubility 
Chloroform (Slightly, Sonicated), DMSO (Slightly)
form 
Off-White to Pale Grey Soild
pka
12.90±0.70(Predicted)
CAS DataBase Reference
2607-06-9(CAS DataBase Reference)
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

American Custom Chemicals Corporation
Product number
HCH0101096
Product name
DIFLUCORTOLONE
Purity
95.00%
Packaging
1G
Price
$867.12
Updated
2021/12/16
Medical Isotopes, Inc.
Product number
18598
Product name
Diflucortolone
Packaging
25mg
Price
$1190
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
HCH0101096
Product name
DIFLUCORTOLONE
Purity
95.00%
Packaging
5G
Price
$1722.11
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
HCH0101096
Product name
DIFLUCORTOLONE
Purity
95.00%
Packaging
10G
Price
$2771.14
Updated
2021/12/16
AHH
Product number
MT-50137
Product name
Diflucortolone
Purity
97%
Packaging
5g
Price
$350
Updated
2021/12/16
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Diflucortolone Chemical Properties,Usage,Production

Originator

Nerisone,Schering,UK,1976

Uses

Difluocortolone is used as a topical therapy in the treatment of pediatric tinea corporis; a common mycotic infection in children.

Uses

Glucocorticoid. .

Definition

ChEBI: Diflucortolone is a 21-hydroxy steroid.

Manufacturing Process

16α-Methyl-6α,9α-difluoro-δ4-pregnene-11α,21-diol-3,20-dione-21-acetate (MP = 229°/232°-234°C (with decomposition) is dehydrogenated in 1.2- position by means of Bacillus lentus, Mutant MB 284, whereby the 21-acetate group is simultaneously saponified. (It is possible under the same conditions to start with the free 21-hydroxyl compound.)
For this purpose a fermenter made of stainless steel having a 50 liter capacity is charged with 30 liters of a nutrient solution of 0.1% yeast extract, 0.5% cornsteep and 0.2% glucose, heated for one-half hour at 120°C for sterilization purposes, and after cooling, inoculated with a bacterial suspension of Bacillus lentus MB 284.
After 24 hours of growth at 28°C under stirring (220 revolutions per minute) and aeration (1.65 m3/hr), 1.8 liters of the obtained culture is removed under sterile conditions and transferred with 28 liters of the same sterilized nutrient medium into a fermenter of the same size.
Simultaneously, 6 g of 16α-methyl-6α,9α-difluoro-δ4-pregnene-11β,21-diol3,20-dione-21-acetate in 200 cc of dimethylformamide are added and the fermentation is continued for 50 hours under the same conditions.
The course of the fermentation is tested by removal of samples which are extracted with methyl isobutyl ketone. The extracts are analyzed by thin layer chromatography using a system of benzene/ethyl acetate (4:1).
After further working up there is obtained an oily crystalline residue which is subjected to chromatography on silica gel. The 16α-methyl-6α,9α-difluoroδ1,4-pregnadien-11β,21-diol-3,20-dione is eluated with ethyl acetatechloroform (1:2), it is recrystallized from ethyl acetate/ether and then formed to melt at 240°/242°-244°C. The yield is 60% of the theoretical. The product is reacted with valeric acid chloride to give the valerate ester.

Therapeutic Function

Antiinflammatory

Diflucortolone Preparation Products And Raw materials

Raw materials

Preparation Products

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Diflucortolone Suppliers

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2607-06-9, DiflucortoloneRelated Search:


  • (6S,8S,9R,10S,11S,13S,14S,16R,17S)-6,9-difluoro-11-hydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-7,8,11,12,14,15,16,17-octahydro-6H-cyclopenta[a]phenanthren-3-one
  • DIFLUCORTOLONE
  • 6a,9-difluoro-11b,21-dihydroxy-16a-methylpregna-1,4-diene-3,20-dione
  • Pregna-1,4-diene-3,20-dione, 6,9-difluoro-11,21-dihydroxy-16-methyl-, (6a,11b,16a)-
  • 6α,9-Difluoro-11β,21-dihydroxy-16α-methylpregna-1,4-diene-3,20-dione
  • Difluocortolone
  • Pregna-1,4-diene-3,20-dione, 6,9-difluoro-11,21-dihydroxy-16-methyl-, (6α,11β,16α)-
  • 2607-06-9
  • 2607-6-9
  • C22H28F2O4