Dichlorisone
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Dichlorisone
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CAS No:
7008-26-6
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Formula:
C21H26Cl2O4
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Chemical Name:
Dichlorisone
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Synonyms:
Pregna-1,4-diene-3,20-dione,9,11-dichloro-17,21-dihydroxy-,(11β)-;Pregna-1,4-diene-3,20-dione,9,11β-dichloro-17,21-dihydroxy-;(11β)-9,11-Dichloro-17,21-dihydroxypregna-1,4-diene-3,20-dione;Dichlorisone;9α,11β-Dichloro-17α,21-dihydroxypregna-1,4-diene-3,20-dione
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CAS No:
Characteristics
1.37±0.1 g/cm3
238-241 °C (decomp) @ Solvent: Acetone
586.4±50.0 °C(Predicted)
11.99±0.70
Dichlorisone Use and Manufacturing
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.).
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.
Computed Properties
Molecular Weight:413.3
XLogP3:3
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:2
Exact Mass:412.1208147
Monoisotopic Mass:412.1208147
Topological Polar Surface Area:74.6
Heavy Atom Count:27
Complexity:776
Defined Atom Stereocenter Count:7
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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