| Identification | Back Directory | [Name]
Diflucortolone valerate | [CAS]
59198-70-8 | [Synonyms]
DFV
Temetex
Afusona
Texmeten
Nerisona
Nerisone
Neriforte
21-Valerate
Nerisone Forte
DIFLUCORTOLONE VALERATE
Difluocortolone Valerate
Diflucortolone 21-valerate
Diflucortolone Valerate RS
Diflucortolone valerate USP/EP/BP
Diflucortolone valerate Solution in Acetonitrile, 100μg/mL
6a,9-difluoro-11b,21-dihydroxy-16a-methylpregna-1,4-diene-3,20-dione 21-valerate
6alpha,9-difluoro-11beta,21-dihydroxy-16alpha-methylpregna-1,4-diene-3,20-dione 21-valerate
Pregna-1,4-diene-3,20-dione,6,9-difluoro-11-hydroxy-16-Methyl-21-[(1-oxopentyl)oxy]-, (6a,11b,16a)-
Pregna-1,4-diene-3,20-dione, 6,9-difluoro-11-hydroxy-16-methyl-21-[(1-oxopentyl)oxy]-, (6α,11β,16α)-
[2-[(6S,8S,9R,10S,11S,13S,14S,16R,17S)-6,9-difluoro-11-hydroxy-10,13,16-trimethyl-3-oxo-7,8,11,12,14,15,16,17-octahydro-6H-cyclopenta[a]phenanthren-17-yl]-2-oxoethyl] pentanoate
[2-[(6S,8S,9R,10S,11S,13S,14S,16R,17S)-6,9-difluoro-11-hydroxy-10,13,16-trimethyl-3-oxo-7,8,11,12,14,15,16,17-octahydro-6H-cyclopenta[a]phenanthren-17-yl]-2-oxo-ethyl] pentanoate
2-((6S,8S,9R,10S,11S,13S,14S,16R,17S)-6,9-difluoro-11-hydroxy-10,13,16-trimethyl-3-oxo-6,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-3H-cyclopenta[a]phenanthren-17-yl)-2-oxoethyl pentanoate
valeric acid [2-[(6S,8S,9R,10S,11S,13S,14S,16R,17S)-6,9-difluoro-11-hydroxy-3-keto-10,13,16-trimethyl-7,8,11,12,14,15,16,17-octahydro-6H-cyclopenta[a]phenanthren-17-yl]-2-keto-ethyl] ester | [EINECS(EC#)]
261-655-8 | [Molecular Formula]
C27H36F2O5 | [MDL Number]
MFCD00468095 | [MOL File]
59198-70-8.mol | [Molecular Weight]
478.57 |
| Chemical Properties | Back Directory | [Melting point ]
220°C | [alpha ]
D22 +100.8° (dioxane) | [Boiling point ]
578.5±50.0 °C(Predicted) | [density ]
1.1227 (estimate) | [storage temp. ]
-20°C Freezer, Under inert atmosphere | [solubility ]
Chloroform (Slightly), Dioxane (Slightly), Methanol (Slightly) | [form ]
Solid | [pka]
12.89±0.70(Predicted) | [color ]
White to Off-White |
| Hazard Information | Back Directory | [Originator]
Nerisone,Schering,UK,1976 | [Uses]
The 9α-fluoro derivative of Fluocortolone (F500500). Anti-inflammmatory. | [Definition]
ChEBI: Diflucortolone valerate is a corticosteroid hormone. | [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 |
|
| Company Name: |
TOSUN PHARM
|
| Telephone: |
020-66392521-118 18922260391 |
| Website: |
www.toref.cn/ |
| Company Name: |
Labnetwork lnc.
|
| Telephone: |
+86-27-50766799 +86-18062016861 |
| Website: |
www.labnetwork.com |
|