Isoflupredone
- CAS NO.:338-95-4
- Empirical Formula: C21H27FO5
- Molecular Weight: 378.43
- MDL number: MFCD00076089
- EINECS: 206-422-3
- SAFETY DATA SHEET (SDS)
- Update Date: 2024-03-22 17:12:53
What is Isoflupredone?
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
The Uses of Isoflupredone
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.
Properties of Isoflupredone
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 |
Safety information for Isoflupredone
Computed Descriptors for Isoflupredone
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| |
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