| Identification | Back Directory | [Name]
dichlorisone | [CAS]
7008-26-6 | [Synonyms]
Diloderm
Disoderm
9,11β-Dichloro-17,21-dihydroxypregna-1,4-diene-3,20-dione
(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 | [EINECS(EC#)]
230-283-8 | [Molecular Formula]
C21H26Cl2O4 | [MDL Number]
MFCD00232919 | [MOL File]
7008-26-6.mol | [Molecular Weight]
413.34 |
| Chemical Properties | Back Directory | [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 |
| Hazard Information | Back Directory | [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 |
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