ChemicalBook > CAS DataBase List > Fluprednisolone

Fluprednisolone

Product Name
Fluprednisolone
CAS No.
53-34-9
Chemical Name
Fluprednisolone
Synonyms
Alphadrol;U-7800;Etadrol;NSC-47439;fluprednisolone;6α-FLUPREDNISOLONE;6α-Fluprednisolone;6-a-Fluorprednisolone;6a-fluoroprednisolone;6-α-fluoroprednisolone
CBNumber
CB8854834
Molecular Formula
C21H27FO5
Formula Weight
378.43
MOL File
53-34-9.mol
More
Less

Fluprednisolone Property

Melting point:
208-213°
alpha 
D +92°
Density 
1.1023 (rough estimate)
refractive index 
1.5980 (estimate)
storage temp. 
Refrigerator
solubility 
Dioxane (Slightly), DMSO (Slightly), Methanol (Slightly)
form 
Solid
color 
White
Water Solubility 
174.2mg/L(20 ºC)
EPA Substance Registry System
Fluprednisolone (53-34-9)
More
Less

Safety

WGK Germany 
3
Hazardous Substances Data
53-34-9(Hazardous Substances Data)
More
Less

Hazard and Precautionary Statements (GHS)

More
Less

N-Bromosuccinimide Price

Sigma-Aldrich
Product number
34206
Product name
6-α-Fluoroprednisolone
Purity
VETRANAL
Packaging
100mg
Price
$720
Updated
2022/05/15
TRC
Product number
F596610
Product name
6α-Fluprednisolone
Packaging
25mg
Price
$1455
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
SHG0005115
Product name
6-ALPHA-FLUPREDINSOLONE
Purity
95.00%
Packaging
50MG
Price
$861.05
Updated
2021/12/16
AK Scientific
Product number
C609
Product name
Fluprednisolone
Packaging
25mg
Price
$268
Updated
2021/12/16
1Pluschem
Product number
1P00DEPD
Product name
Fluprednisolone
Purity
98%(HPLC)
Packaging
25mg
Price
$283
Updated
2021/12/16
More
Less

Fluprednisolone Chemical Properties,Usage,Production

Description

Fluprednisolone (6α-fluoro-11β,17,21-trihydroxy-pregna-1,4-diene-3,20-dione) is the 16-desmethyl analogue of paramethasone. Its activity is similar to that of paramethasone, and it has approximately 2.5 times the antirheumatic potency of prednisolone. With doses of 2 to 7 mg, evidence of salt and water retention has not been noted. The therapeutic index, however, probably is the same or only a little greater than that for prednisolone. Because no new adverse reactions have been noted during the administration of this drug on a short-term basis, it seems that a 6α-fluoro group does not deleteriously affect the activity of prednisolone (49,75).

Originator

Alphadrol, Upjohn ,US,1961

Uses

6α-Fluprednisolone is an anti-inflammatory corticosteroid metabolite.

Uses

Glucocorticoid.

Definition

ChEBI: 6alpha-Fluoroprednisolone is a fluorinated steroid.

Manufacturing Process

5α,11β,17α-Trihydroxy-6β-Fluoro-21-Acetoxyallopregnane-3,20-Dione:A solution of 0.47 gram of 5α,11β,17α-trihydroxy-6β-fluoro-21acetoxyallopregnane-3,20-dione-3-ethylene ketal in 35 ml of acetone and 4 ml of 1 N sulfuric acid solution was gently boiled on the steam bath for 10 minutes, cooled and neutralized with dilute sodium bicarbonate solution. Addition of water and cooling gave 0.33 gram of 5α,11β,17α-trihydroxy-6βfluoro-21-acetoxyallopregnane-3,20-dione, MP 230° to 240°C.
6β-Fluoro-11β,17α-Dihydroxy-21-Acetoxy-4-Pregnene-3,20-Dione(6βFluorohydrocortisone Acetate): A solution of 100 mg of 5α,11β,17α-trihydroxy6β-fluoro-21-acetoxyallopregnane-3,20-dione in 4.9 ml of acetic acid and 0.1 ml of water was refluxed for a period of 1 hour, cooled, diluted with 50 ml of water and evaporated to dryness under reduced pressure. The residue was chromatographed over Florisil (synthetic magnesium silicate) to give one fraction (77 mg) eluted with methylene chloride plus 10% acetone. Crystallization from acetone-Skellysolve B-hexanes gave 38 mg of 6β-fluoro11β,17α-dihydroxy-21-acetoxy-4pregnene-3,20-dione (6β-fluorohydrocortisone6β-Fluoro-11β,17α-Dihydroxy-21-Acetoxy-1,4-Pregnadiene-3,20-Dione: A medium consisting of 1% dextrose hydrate, 2% cornsteep liquor of 60% solids and Kalamazoo tap water was adjusted to pH 4.9 with sodium hydroxide. The medium was steam sterilized at 15 pounds pressure for 30 minutes, cooled, and then inoculated with a 24-hour growth, from spores, of Septomyxa affinis, ATCC 6737. The medium was agitated, sparged with sterile air at the rate of one-tenth volume of air per volume of medium per minute. At the end of 24 hours of fermentation at room temperature, the pH was about 7.4.
To this culture there was added a solution of 6β-fluoro-11β,17α-dihydroxy-21acetoxy-4-pregnene-3,20-dione (6β-fluorohydrocortisone acetate), dissolved in diethylformamide. The solution was prepared by dissolving five parts of the steroid in 100 parts of the solid and adding about 10 cm of the solution per liter of the medium. Fermentation was continued for a period of 48 hours whereupon the mycelium and beer were extracted thoroughly with methylene chloride. The extract was washed with sodium bicarbonate solution and then with water, dried and concentrated in vacuo to a slightly viscous residue. The residue, after reacetylation with acetic anhydride in pyridine, was fractionated chromatographically and 6β-fluoro-11β,17α-dihydroxy-21-acetoxy-1,4pregnadiene-3,20-dione was recovered as a light-colored crystalline solid. Isomerization to the 6β-fluoro product is effected by streaming dry HCl into a cold chloroform/ethanol solution of the 6α-epimer.

brand name

Alphadrol (Pharmacia & Upjohn).

Therapeutic Function

Glucocorticoid, Antiinflammatory

Fluprednisolone Preparation Products And Raw materials

Raw materials

Preparation Products

More
Less

Fluprednisolone Suppliers

Xunteng International Trading Co.,Limited
Tel
Country
China Hong Kong
ProdList
878
Advantage
55
Shanghai Kewel Chemical Co., Ltd.
Tel
021-64609169 18901607656
Fax
021-64609160
Email
greensnown@163.com
Country
China
ProdList
9906
Advantage
50
Alta Scientific Co., Ltd.
Tel
022-6537-8550 15522853686
Fax
022-2532-9655
Email
sales@altasci.com.cn
Country
China
ProdList
4511
Advantage
55
BOC Sciences
Tel
16314854226
Email
info@bocsci.com
Country
United States
ProdList
9923
Advantage
65
Shanghai EFE Biological Technology Co., Ltd.
Tel
021-65675885 18964387627
Fax
021-65675885
Email
info@efebio.com
Country
China
ProdList
9806
Advantage
58
Beyond Pharmaceutical Co., Ltd
Tel
+86-0571-81953185; 15381198709 15381198709
Fax
0571-89086206
Email
jasonyao@beyond-pharma.com
Country
China
ProdList
851
Advantage
60
Nanjing crow LuNing pharmaceutical technology co., LTD
Tel
13382066392
Country
CHINA
ProdList
4877
Advantage
58
TargetMol Chemicals Inc.
Tel
+1-781-999-5354 +1-00000000000
Email
marketing@targetmol.com
Country
United States
ProdList
32161
Advantage
58
Hefei TNJ Chemical Industry Co.,Ltd.
Tel
+86-0551-65418671 +8618949823763
Fax
0551-65418697
Email
sales@tnjchem.com
Country
China
ProdList
34563
Advantage
58
Dayang Chem (Hangzhou) Co.,Ltd.
Tel
571-88938639 +8617705817739
Fax
+86-571-88938652,+86-571- 88492614
Email
info@dycnchem.com
Country
China
ProdList
52849
Advantage
58

53-34-9, FluprednisoloneRelated Search:


  • 6-a-Fluorprednisolone
  • 6-α-fluoroprednisolone
  • 6ALPHA-FLUPREDINSOLONE,97%MIN
  • 6α-FLUPREDNISOLONE
  • 6a-Fluoro-11b,17,21-trihydroxypregna-1,4-diene-3,20-dione
  • 6a-Fluoro-11b,17a,21-trihydroxypregna-1,4-diene-3,20-dione
  • 6α-Fluoro-11β,17α,21-trihydroxypregna-1,4-diene-3,20-dione
  • Alphadrol
  • Etadrol
  • NSC-47439
  • U-7800
  • (6S,8S,9S,10R,11S,13S,14S,17R)-6-fluoro-11,17-dihydroxy-17-(2-hydroxyacetyl)-10,13-dimethyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-3-one
  • (6S,8S,9S,10R,11S,13S,14S,17R)-6-fluoro-11,17-dihydroxy-17-(2-hydroxyethanoyl)-10,13-dimethyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-3-one
  • (6S,8S,9S,10R,11S,13S,14S,17R)-6-fluoro-17-glycoloyl-11,17-dihydroxy-10,13-dimethyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-3-one
  • fluprednisolone
  • 6a-fluoroprednisolone
  • Fluprednisolone Solution, 100ppm
  • Pregna-1,4-diene-3,20-dione, 6-fluoro-11,17,21-trihydroxy-, (6α,11β)-
  • 6alpha-Fluprednisolone
  • Fluprednisolone,methylprednisolone,prednisolone,prednisone,Addison's disease,6α-Fluoroprednisolone,Inhibitor,congenital adrenal virilism,inhibit
  • Methylprednisolone Impurity 28
  • 6α-Fluprednisolone
  • 6-α-Fluoroprednisolone
  • 53-34-9
  • Alphabetic
  • F
  • FA - FL