Clocortolone Chemical Properties

Melting point:

254° (dec)

Boiling point:

566.0±50.0 °C(Predicted)

Density 

1.32±0.1 g/cm3(Predicted)

storage temp. 

Refrigerator, Under Inert Atmosphere

solubility 

Chloroform (Slightly), Dioxane (Slightly), DMSO (Slightly), Methanol (Slightly)

form 

Solid

pka

12.98±0.10(Predicted)

color 

White to Light Yellow

MSDS

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Clocortolone Usage And Synthesis

Originator

Clocortolone,Schering AG

Uses

Corticosteroid used in the treatment of skin inflammmation and other skin conditions arising for dermatoses.

Uses

Clocortolone can be used in the treatment of skin inflammmation and other skin conditions arising for dermatoses.

Definition

ChEBI: Clocortolone is 16alpha-Methylpregna-1,4-diene-3,20-dione bearing hydroxy substituents at the 11beta and 21 positions, fluorine at position 6 and chlorine at position 9. A medium potency corticosteroid, it is used as its 21-O-pivalate or caproate ester for the relief of inflammatory and pruritic (itching) skin disorders. It has a role as an anti-inflammatory drug and an antipruritic drug. It is a glucocorticoid, an 11beta-hydroxy steroid, a 21-hydroxy steroid, a 20-oxo steroid, a fluorinated steroid, a 3-oxo-Delta(1),Delta(4)-steroid, a chlorinated steroid and a primary alpha-hydroxy ketone.

Manufacturing Process

6α-Fluoro-16α-methyl-21-hydroxy-1,4,9(11)-pregnatriene-3,20-dione is suspended in nitroethane at heating. To this suspension 1 N perchloric acid is added and then t-butyl hypochlorite is added dropwise. The reaction mixture is agitated at heating, then cooled to room temperature, mixed with methanol, stirred and then poured with water containing ice. The mixture is then stirred, thus precipitated product is filtered, washed neutral with water, dried; The crude product is treated with hot methanol, and recrystallized from ethanol, thus 9α-chloro-6α-fluoro-11β,21-dihydroxy-16α-methyl-1,4- pregnadiene-3,20-dione was obtained.

Therapeutic Function

Glucocorticoid

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