Related articles - Exploring 11β,16α,17α,21-tetrahydroxypregna-1,4-diene-3,20-dione: Advances in Synthesis, Biotechnological Conversion, and Drug Metabolism
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| Product Name: | 11β,16α,17,21-tetrahydroxypregna-1,4-diene-3,20-dione | | Synonyms: | 16A-HYDROXY-PREDNISONLONE;11beta,16alpha,17,21-tetrahydroxypregna-1,4-diene-3,20-dione;16 Alpha Hydroxprednisolone;11,16a,17a,21-Tetrahydroxypregna-1,4-diene-3,20-dione;11β,16α,17α,21-Tetrahydroxypregna-1,4-diene-3,20-dione;Einecs 237-731-1;16-ALPHA-HYDROXY PREDNISOLONE;16A-HYDROXY-PREDNISOLONE | | CAS: | 13951-70-7 | | MF: | C21H28O6 | | MW: | 376.44 | | EINECS: | 237-731-1 | | Product Categories: | Pharmaceutical Raw Materials;Metabolites & Impurities;Intermediates & Fine Chemicals;Metabolites;Pharmaceuticals;Steroids;13951-70-7 | | Mol File: | 13951-70-7.mol |  |
| | 11β,16α,17,21-tetrahydroxypregna-1,4-diene-3,20-dione Chemical Properties |
| Melting point | 235-238°C | | Boiling point | 591.5±50.0 °C(Predicted) | | density | 1.38±0.1 g/cm3(Predicted) | | vapor pressure | 0Pa at 25℃ | | storage temp. | Sealed in dry,2-8°C | | solubility | DMSO (Slightly), Methanol (Slightly, Heated) | | pka | 11.93±0.70(Predicted) | | form | Solid | | color | White to Light Yellow | | Water Solubility | 815mg/L at 20℃ | | Major Application | pharmaceutical | | InChIKey | SEKYBDYVXDAYPY-WVOWJGHQNA-N | | SMILES | [C@@]12([H])C[C@@H](O)[C@](O)(C(=O)CO)[C@@]1(C)C[C@H](O)[C@]1([H])[C@@]3(C)C=CC(=O)C=C3CC[C@@]21[H] |&1:0,3,5,11,14,16,18,28,r| | | LogP | 0.8 at 25℃ | | CAS DataBase Reference | 13951-70-7(CAS DataBase Reference) |
| WGK Germany | WGK 3 | | Storage Class | 6.1C - Combustible acute toxic Cat.3
toxic compounds or compounds which causing chronic effects | | Hazard Classifications | Repr. 1B |
| | 11β,16α,17,21-tetrahydroxypregna-1,4-diene-3,20-dione Usage And Synthesis |
| Related substances | Prednisolone is a synthetic adrenocortical steroid drug with predominantly glucocorticoid properties. | | Chemical Properties | White Crystalline Solid | | Uses | A metabolite of Budesonide (B689490), an antiinflammatory agent. | | Uses | 11β,16α,17α,21-Tetrahydroxypregna-1,4-diene-3,20-dione (Budesonide EP Impurity A) is a metabolite of Budesonide (B689490), an anti-inflammatory agent. | | Synthesis | 501 g of crude 16α-hydroxy prednisolone acetate is dissolved in 700 ml of dichloromethane and 700 ml of ethanol, then 1.5 ml of formic acid is added, 24 ml of 5% sodium hypochlorite aqueous solution is added dropwise, and the temperature is controlled at 15 °C, and the reaction is stirred to obtain the preliminary processed product; Add 150 ml of 5% sodium bisulfite aqueous solution to the above-mentioned preliminary treatment product, concentrate on removing the solvent, adding water to hydrolyze, and filter to obtain 45 g of 16α-hydroxyprednisolone acetate refined product; 45 g of 16α-hydroxyprednisolone acetate obtained above was dissolved in a mixed organic solvent of 250 ml of dichloromethane and 250 ml of methanol, stirred and cooled to 0 °C, 90 ml of 10% sodium sulfite aqueous solution was added, and the reaction was stirred. After completion, it was neutralized with 15% sulfuric acid by mass concentration; the mixed organic solvent was concentrated, watered out, filtered, and dried to obtain 36.5 g of 16α-hydroxyprednisolone (11β,16α,17,21-tetrahydroxypregna-1,4-diene-3,20-dione). | | References | [1] Patent: WO2016/120891, 2016, A1. Location in patent: Page/Page column 13; 14 |
| | 11β,16α,17,21-tetrahydroxypregna-1,4-diene-3,20-dione Preparation Products And Raw materials |
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