| Identification | More | [Name]
Dexamethasone-17-acetate | [CAS]
1177-87-3 | [Synonyms]
1,4-PREGNADIEN-9-ALPHA-FLUORO-16-ALPHA-METHYL-11-BETA, 17,21-TRIOL-3,20-DIONE 21-ACETATE
9a-fluoro-16a-methyl-11b,17a,21-trihydroxy-1,4-pregnadiene-3,20-dione-21-acetate
9 ALPHA-FLUORO-11 BETA,17 ALPHA,21-TRIHYDRO-16 ALPHA-METHYLPREGNA-1,4-DIENE-3,20-DIONE-21-ACETATE
9ALPHA-FLUORO-16ALPHA-METHYL-11BETA,17ALPHA,21-TRIHYDROXY-1,4-PREGNADIENE-3,20-DIONE-21-ACETATE
9-ALPHA-FLUORO-16-ALPHA-METHYL-11-BETA,17-ALPHA,21-TRIHYDROXY-1,4-PREGNADIENE-3,20-DIONE ACETATE
9ALPHA-FLUORO-16ALPHA-METHYLPREDNISOLONE-21-ACETATE
DEXAMETHASON ACETATE
dexamethasone-17-acetate
DEXAMETHASONE 21-ACETATE
DEXAMETHASONE ACETATE
PREDNISOLONE F ACETATE
,(11beta,16alpha)-
16alpha-Methyl-9alpha-fluoroprednisolone 21-acetate
20-dione,21-(acetyloxy)-9-fluoro-11,17-dihydroxy-16-methyl-pregna-4-diene-3
20-dione,9-fluoro-11-beta,17,21-trihydroxy-16-alpha-methyl-pregna-4-diene-3
9alpha-Fluoro-16alpha-methylprednisolone acetate
9-Fluoro-11,17,21-trihydroxy-16-methylpregna-1,4-diene-3,20-dione21-acetate
9-Fluoro-11,17-dihydroxy-16-methyl-3,20-dioxopregna-1,4-dien-21-yl acetate
9-fluoro-11-beta,17,21-trihydroxy-16-alpha-methylpregna-1,4-diene-3,20-dione
9-Fluoro-11beta,17,21-trihydroxy-16alpha-methylpregna-1,4-diene-3,20-dione 21-acetate | [EINECS(EC#)]
214-646-8 | [Molecular Formula]
C24H31FO6 | [MDL Number]
MFCD00027407 | [Molecular Weight]
434.5 | [MOL File]
1177-87-3.mol |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R43:May cause sensitization by skin contact. | [Safety Statements ]
S36/37:Wear suitable protective clothing and gloves . | [WGK Germany ]
3
| [RTECS ]
TU4050000
| [TSCA ]
Yes | [HS Code ]
29372290 | [Safety Profile]
Experimental
teratogenic and reproductive effects. A
steroid. When heated to decomposition it
emits toxic fumes of F-. |
| Hazard Information | Back Directory | [Chemical Properties]
Off-White Solid | [Originator]
Dexacen,Central,US,1977 | [Uses]
Protected Dexamethasone, a glucocorticoid anti-inflammatory agent. | [Definition]
ChEBI: Dexamethasone acetate is a corticosteroid hormone. | [Manufacturing Process]
The preparation of dexamethasone acetate is described in US Patent
3,007,923 as follows. 1.5 cc of dimethylformamide and 1.5 cc of anhydrous
hydrofluoric acid are admixed and treated with 480 mg of 9β,11β-epoxy-17αhydroxy-21-acetoxy-16α-methyl-?1,4-pregnadiene-3,20-dione (prepared
according to E.P. Oliveto et al, J. Am. Chem. Soc., 80, 44331, 1958). The
steroid dissolves in about 15 minutes. The reaction mixture is shaken for two
hours at a temperature between 0 and +5°C, and then poured into 75 cc of
water containing in suspension, 7.5 grams of sodium bicarbonate. The mixture
is vacuum filtered, the filter cake washed and then dried at 100°C, yielding
460 mg of crude hexadecadrol contaminated with a small amount of the
starting material. A single recrystallization from methylene chloride yields 370
mg of the pure product having a melting point of 170°C and 229°C. The
mother liquor yields 62 mg of the starting material, and a remainder
constituting a mixture of starting and final materials with little other
contamination.
| [Brand name]
Decadron (Merck). | [Therapeutic Function]
9-Fluoro-11β,17-dihydroxy-21-acetoxy-16α-methylpregna1,4-diene-3,20-dione | [Purification Methods]
Dexamethasone 21-acetate is purified on neutral Al2O3 using CHCl3 as eluent, the fractions are evaporated, and the residue is recrystallised from CHCl3. It has max at 239nm. [Oliveto et al. J Am Chem Soc 8 0 4431 1958]. [Beilstein 8 IV 3501.] |
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