Basic information Safety Supplier Related

dichlorisone

Basic information Safety Supplier Related

dichlorisone Basic information

Product Name:
dichlorisone
Synonyms:
  • 9,11β-Dichloro-17,21-dihydroxypregna-1,4-diene-3,20-dione
  • Diloderm
  • Disoderm
  • (11β)-9,11-Dichloro-17,21-dihydroxypregna-1,4-diene-3,20-dione
  • Pregna-1,4-diene-3,20-dione, 9,11-dichloro-17,21-dihydroxy-, (11β)-
  • (8S,9R,10S,11S,13S,14S,17R)-9,11-dichloro-17-hydroxy-17-(2-hydroxyacetyl)-10,13-dimethyl-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-3-one
CAS:
7008-26-6
MF:
C21H26Cl2O4
MW:
413.34
EINECS:
2302838
Product Categories:
  • Intermediates & Fine Chemicals
  • Pharmaceuticals
  • Steroids
Mol File:
7008-26-6.mol
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dichlorisone Chemical Properties

Melting point:
238-241 °C (decomp)(Solv: acetone (67-64-1))
alpha 
D20 +134° (pyridine)
Boiling point:
586.4±50.0 °C(Predicted)
Density 
1.37±0.1 g/cm3(Predicted)
solubility 
Chloroform (Slightly, Heated), DMSO (Slightly, Heated), Pyridine (Slightly, Sonicated)
form 
Solid
pka
11.99±0.70(Predicted)
color 
White to Off-White
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dichlorisone Usage And Synthesis

Originator

Diloderm ,Schering,US,1960

Uses

Dichlorisone is a 9α,11β-dichloro corticoid. Dichlorisone has anti-antiinflammatory potency. Dichlorisone could be modifed to be used as glucocorticoid receptor agonists as well as a P-glycoprotein inhibitor.

Manufacturing Process

A solution of 1.0 g of 1,4,9(11)-pregnatriene-17α,21-diol-3,20-dione-21- acetate and 5.0 g of lithium chloride in 40 ml of glacial acetic acid is treated
with 0.410 g of N-chlorosuccinimide, followed by 0.104 g of anhydrous hydrogen chloride dissolved in 2.5 ml of tetrahydrofuran. The reaction mixture is stirred for 2 hours and poured into ice water. The crude product is filtered and washed with water to give 1.12 g of solid material, which is recrystallized from acetone-hexane to give substantially pure 9α,11β-dichloro-1,4- pregnadiene-17α,21-diol-3,20-dione-21-acetate; MP 246°C to 253°C (dec.).

Therapeutic Function

Antipruritic, Antihistaminic, Appetite stimulant

dichlorisone Supplier

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