| Identification | Back Directory | [Name]
Isoflupredone | [CAS]
338-95-4 | [Synonyms]
NSC 12174
ISOFLUPREDONE
DELTAFLUDROCORTISONE
9-FLUOROPREDNISOLONE
9α-Fluoro-1-cortisol
9a-fluoroprednisolone
Isoflupredone USP/EP/BP
9-ALPHA-FLUOROPREDNISOLONE
Isoflupredone Solution in Acetonitrile, 100μg/mL
9-Fluoro-11β,17,21-trihydroxy-pregna-1,4-diene-3,20-dione
Pregna-1,4-diene-3,20-dione, 9-fluoro-11b,17,21-trihydroxy-
9-Fluoro-11beta,17,21-trihydroxypregna-1,4-diene-3,20-dione
1,4-PREGNADIEN-9-ALPHA-FLUORO-11-BETA, 17,21-TRIOL-3,20-DIONE
(11β)-9-Fluoro-11,17,21-trihydroxy-pregna-1,4-diene-3,20-dione
1,4-PREGNADIEN-9ALPHA-FLUORO-11BETA,17ALPHA,21-TRIOL-3,20-DIONE
Pregna-1,4-diene-3,20-dione, 9-fluoro-11,17,21-trihydroxy-, (11b)-
Pregna-1,4-diene-3,20-dione, 9-fluoro-11,17,21-trihydroxy-, (11β)-
(8S,9R,10S,11S,13S,14S,17R)-9-fluoro-11,17-dihydroxy-17-(2-hydroxyacetyl)-10,13-dimethyl-6,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-3H-cyclopenta[a]phenanthren-3-one | [EINECS(EC#)]
206-422-3 | [Molecular Formula]
C21H27FO5 | [MDL Number]
MFCD00076089 | [MOL File]
338-95-4.mol | [Molecular Weight]
378.43 |
| Chemical Properties | Back Directory | [Melting point ]
260-262°C (dec.) | [alpha ]
D23 +108° (c = 0.611 in ethanol); D23 +94° (alcohol)(Fried) | [Boiling point ]
566.7±50.0 °C(Predicted) | [density ]
1.35±0.1 g/cm3(Predicted) | [storage temp. ]
-20?C Freezer | [solubility ]
DMSO (Slightly), Ethanol (Slightly, Heated, Sonicated), Ethyl Acetate (Slightly) | [form ]
Solid | [pka]
12.10±0.70(Predicted) | [color ]
White to Pale Brown | [InChIKey]
WAIJIHDWAKJCBX-MPVZUUJONA-N | [SMILES]
[C@@]12([H])CCC3=CC(=O)C=C[C@]3(C)[C@@]1(F)[C@@H](O)C[C@]1(C)[C@@](CC[C@@]21[H])(O)C(=O)CO |&1:0,10,12,14,17,19,22,r| |
| Hazard Information | Back Directory | [Description]
Isoflupredone, also known as deltafludrocortisone and 9α-fluoroprednisolone, is a synthetic glucocorticoid corticosteroid which was never marketed. Its acetate ester is isoflupredone acetate whch is widely used in veterinary medicine[1]. | [Chemical Properties]
White Solid | [Originator]
Isoflupredon,Farmabios | [Uses]
Anti-inflammatory. | [Definition]
ChEBI: 9-Fluoroprednisolone is a 21-hydroxy steroid. | [Manufacturing Process]
A 100 ml broth culture containing a 0.1% yeast extract concentration, 9.0 ml
of 0.2 M KH2PO4 and 9.0 ml of 0.2 M Na2HPO4 contained in a 300 ml
Erlenmeyer flask, is seeded with 1 ml of a 24-h broth culture of
Corynehacierium simplex (A. T, C. C. 6946). The flask is incubated at 28°C for
24 h. A second 300 ml Erlenmeyer flask containing 150 mg of sterile 9α-
fluoro-4-pregnen-11β,17α,21-triol-3,20-diene in 5.0 ml acetone is inoculated
with the 24 h culture of Corynebacterium simplex (A. T. C. C. 6946). The
culture-containing steroid solution is incubated for 48 h at 28° to 30°C.
The product is extracted with chloroform and isolated by evaporation to
dryness. Recrytstallizstion of the residue affords 9α-fluoro-δ1,4-pregnadiene-
11β,17α,21-triol-3.20-dione as a solid. | [Therapeutic Function]
Glucocorticoid | [References]
[1] Ma L, et al. Multiresidue analysis of glucocorticoids in milk by LC-MS/MS with low-temperature purification and dispersive solid-phase extraction. Journal of Separation Science, 2017; 40: 2759-2768.
[2] Wolf C, et al. Uterine nitric oxide levels and isofluopredone treatment effect in mares susceptible to persistent post-breeding endometritis. Animal Reproduction, 2016; 13: 100-104.
[3] Knych H, et al. Expression of inflammatory and structural matrix genes in synovial fluid following intra-articular administration of isoflupredone acetate to exercised horses. Equine Veterinary Journal, 2017; 50: 504-512. |
|
|