4828-27-7

Basic information

• Product Name: Clocortolone
• Synonyms: CLOCORTOLONE;(6s,9r,16r)-9-chloro-6-fluoro-11-hydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-7,8,11,12,14,15,16,17-octahydro-6h-cyclopenta[a]phenanthren-3-one;9-alpha-chloro-6-alpha-fluoro-11-beta,21-dihydroxy-16-alpha-methylpregna-1,4-diene-3,20-dione;(6S,8S,9R,10S,11S,13S,14S,16R,17S)-9-Chloro-6-fluoro-11-hydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-7,8,11,12,14,15,16,17-octahydro-6H-cyclopenta[a]phenanthren-3-one;Pregna-1,4-diene-3,20-dione, 9-chloro-6-fluoro-11,21-dihydroxy-16-methyl-, (6a,11b,16a)-;9-Chloro-6α-fluoro-11β,21-dihydroxy-16α-methylpregna-1,4-diene-3,20-dione;(6α,11β,16α)-9-Chloro-6-fluoro-11,21-dihydroxy-16-Methylpregna-1,4-diene-3,20-dione;9-Chlor
• CAS NO: 4828-27-7
• Molecular Formula: C₂₂H₂₈ClFO₄
• Molecular Weight: 410.91
• EINECS: 225-406-7
• Product Categories: Intermediates & Fine Chemicals;Pharmaceuticals;Steroids
• Mol File: 4828-27-7.mol
• Article Data: 2

Chemical Properties

• Melting Point: 254° (dec)
• Boiling Point: 566 °C at 760 mmHg
• Flash Point: 296.1 °C
• Appearance: /
• Density: 1.32 g/cm³
• Vapor Pressure: 3.6E-15mmHg at 25°C
• Refractive Index: 1.579
• Storage Temp.: Refrigerator, Under Inert Atmosphere
• Solubility: Chloroform (Slightly), Dioxane (Slightly), DMSO (Slightly), Methanol (Slightly)
• CAS DataBase Reference: Clocortolone(CAS DataBase Reference)
• NIST Chemistry Reference: Clocortolone(4828-27-7)
• EPA Substance Registry System: Clocortolone(4828-27-7)

Safety Data

• Hazardous Substances Data: 4828-27-7(Hazardous Substances Data)

Usage

Description

Clocortolone is a corticosteroid medication primarily used for the treatment of various skin conditions and inflammations. It possesses anti-inflammatory and immunosuppressive properties, making it effective in managing dermatoses and other skin-related issues.

Uses

Used in Pharmaceutical Industry:
Clocortolone is used as a corticosteroid for the treatment of skin inflammation and other skin conditions arising from dermatoses. It helps in reducing inflammation, itching, and redness associated with these conditions, providing relief and promoting healing.
Used in Dermatology:
Clocortolone is used as a topical medication for the treatment of skin inflammation and other skin conditions arising from dermatoses. Its anti-inflammatory and immunosuppressive properties make it an effective treatment option for various skin disorders, such as eczema, psoriasis, and contact dermatitis.

Originator

Clocortolone,Schering AG

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

InChI:InChI=1/C22H28ClFO4/c1-11-6-13-14-8-16(24)15-7-12(26)4-5-21(15,3)22(14,23)18(28)9-20(13,2)19(11)17(27)10-25/h4-5,7,11,13-14,16,18-19,25,28H,6,8-10H2,1-3H3/t11-,13+,14+,16+,18+,19-,20+,21+,22+/m1/s1

Upstream product

• 1355648-15-5 9-chloro-6α-fluoro-11,17,21-trihydroxy-16α-methylpregna-1,4-diene-3,20-dione 
• 4571-51-1 9β,11-epoxy-6α-fluoro-16α-methyl-17,21-dihydroxy-1,4-diene-3,20-dione 21-acetate 

Relevant articles and documents

PROCESS FOR THE PREPARATION OF 17-DESOXY-CORTICOSTEROIDS

The present invention provides an improved process for the preparation of 17-desoxy corticosteroid derivatives in a single chemical step by reacting the 17-hydroxy starting material with an excess of Trimethylsilyl Iodide. The present invention is specifically advantageous in preparing 17-desoxy corticosteroid derivatives having one or more halogen groups at positions 2, 6, 7 or 9 of the corticosteroid such as Clocortolone or Desoximetasone.