16α-Methyl-11-oxo Prednisolone
16α-Methyl-11-oxo Prednisolone Basic information
- Product Name:
- 16α-Methyl-11-oxo Prednisolone
- Synonyms:
-
- Dexamethasone EP Impurity J
- 16α-Methyl-11-oxo Prednisolone
- Dexamethasone Impurity 10(Dexamethasone EP Impurity J)
- (8S,9S,10R,13S,14S,16R,17R)-17-hydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-6,7,8,9,12,14,15,16-octahydrocyclopenta[a]phenanthrene-3,11-dione
- (8S,9S,10R,13S,14S,16R,17R)
- Dexamethasone impurity 4/Dexamethasone EP Impurity J
- Pregna-1,4-diene-3,11,20-trione, 17,21-dihydroxy-16-methyl-, (16α)-
- (8S,9S,10R,13S,14S,16R,17R)-17-hydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-7,8,9,10,12,13,14,15,16,17-decahydro-3H-cyclopenta[a]phenanthrene-3,11(6H)-dione
- CAS:
- 2036-77-3
- MF:
- C22H28O5
- MW:
- 372.45
- Product Categories:
-
- Intermediates & Fine Chemicals
- Pharmaceuticals
- Steroids
- Mol File:
- 2036-77-3.mol
16α-Methyl-11-oxo Prednisolone Chemical Properties
- Melting point:
- 197-199°C
- Boiling point:
- 574.4±50.0 °C(Predicted)
- Density
- 1.28±0.1 g/cm3(Predicted)
- storage temp.
- Refrigerator
- solubility
- Acetone (Slightly), Chloroform (Slightly), Methanol (Slightly)
- form
- Solid
- pka
- 12.38±0.70(Predicted)
- color
- White to Off-White
- Major Application
- pharmaceutical small molecule
16α-Methyl-11-oxo Prednisolone Usage And Synthesis
Uses
A 16α-substituted Prednisolone as potent topical antiinflammatory agent.
Synthesis
1) Add 5.0 g of pregnane-1,4,16-triene-3,11,20-trione (compound (I-1)) with 0.02 times copper bromide dimethyl sulfide, 1.2 times trimethylchlorosilane, 2 times hexamethylphosphorotriamine to 60 ml of tetrahydrofuran, and slowly add 1.2 times methylmagnesium bromide dissolved in the tetrahydrofuran to carry out the Grignard reaction, the temperature of the reaction is -30??-20??. The reaction was protected by passing N2, and at the end of the reaction it was diluted with water, separated and dried to obtain the Grignard product (compound (II-1)); 2) React the above Grignard with 3 times potassium bicarbonate and 1.5 times m-chloroperoxybenzoic acid in dichloromethane at a reaction temperature of -30 to -25??C, and react until complete. The solution pH was adjusted to 1 with hydrochloric acid, concentrated under reduced pressure, cooled, separated and dried to obtain the compound dexamethasone EP impurity J(III-1), total yield 78.2%.
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16α-Methyl-11-oxo Prednisolone(2036-77-3)Related Product Information
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- Dexamethasone 21-Propionate
- PSXDNQUHAFMVPT-NWQAGDSVSA-N
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- 9-Bromo-11,17,21-trihydroxy-16-methylpregna-1,4-diene-3,20-dione 21-acetate
- 17β-Carboxy-17-desoxy Dexamethasone
- Dexamethasone-17-acetate
- 17-OXODEXAMETHASONE
- Betamethasone
- 1,2-Dihydro Dexamethasone
- 17,21-Dihydroxy-16α-methylpregna-1,4,9(11)-triene-3,20-dione 21-Acetate
- Dexamethasone 17-propionate
- 6-hydroxydexamethasone
- Dexamethasone palmitate
- 9-fluoro-11beta,17,21-trihydroxy-16alpha-methylpregna-1,4-diene-3,20-dione 17,21-di(propionate)
- 16-beta Methyl Epoxide
- (11α,16α)-9,11-Epoxy-17,21-dihydroxy-16-Methylpregna-1,4-diene-3,20-dione
- 17,21-dihydroxy-16alpha-methylpregna-1,4,9(11)-triene-3,20-dione