| Triamcinolone diacetate Basic information |
| Product Name: | Triamcinolone diacetate |
| Synonyms: | (11beta,16alpha)-16,21-Bis(acetyloxy)-9-fluoro-11,17-dihydroxypregna-1,4-diene-3,20-dione;16-(Acetyloxy)-9-fluoro-11,17-dihydroxy-3,20-dioxopregna-1,4-dien-21-yl acetate;21-diacetate;9-alpha-Fluoro-16-alpha-hydroxyprednisolone diacetate;9-alpha-fluoro-16-alpha-hydroxyprednisolonediacetate;9-Fluoro-11-beta,16-alpha,17,21-tetrahydroxypregna-1,4-diene-3,20-dione 16,21-diacetate;9-fluoro-11-beta,16-alpha,17,21-tetrahydroxypregna-1,4-diene-3,20-dione16,21;Aristocort diacetate |
| CAS: | 67-78-7 |
| MF: | C25H31FO8 |
| MW: | 478.51 |
| EINECS: | 200-669-0 |
| Product Categories: | KENACORT;Steroid and Hormone |
| Mol File: | 67-78-7.mol |
| Triamcinolone diacetate Chemical Properties |
| Melting point | 186-188 C |
| alpha | D25 +22° (chloroform) |
| Boiling point | 608.5±55.0 °C(Predicted) |
| density | 1.2087 (estimate) |
| storage temp. | Refrigerator |
| solubility | Chloroform (Slightly, Heated), DMSO (Slightly), Methanol (Slightly) |
| pka | 11.21±0.70(Predicted) |
| form | Solid |
| color | White |
| Water Solubility | 48mg/L(25 ºC) |
| CAS DataBase Reference | 67-78-7(CAS DataBase Reference) |
| NIST Chemistry Reference | Triamcinolone diacetate(67-78-7) |
| EPA Substance Registry System | Triamcinolone diacetate (67-78-7) |
| Safety Information |
| WGK Germany | 3 |
| HS Code | 2937220000 |
| MSDS Information |
| Triamcinolone diacetate Usage And Synthesis |
| Chemical Properties | White Solid |
| Originator | Aristocort,Lederle,US,1959 |
| Uses | A glucocorticoid that inhibits prolyl hydroxylase activity and used as an antiasthmatic and antiallergic drug. |
| Uses | A glucocorticoid that inhibits prolyl hydroxylase activity, Triamcinolone diacetate can be used as an antiasthmatic and antiallergic drug. |
| Uses | antiinflammatory |
| Manufacturing Process | To a solution of 16α,21-diacetoxy-11β,17α-dihydroxy-9α-fluoro-4-pregnene- 3,20-dione (1.0 g) in tertiary-butanol (160 ml) and glacial acetic acid (1.6 ml) was added 600 mg of selenium dioxide, the mixture swept with nitrogen and kept at 70°C for 24 hours, selenium dioxide (350 mg) added, and the mixture swept with nitrogen and allowed to stand for another 24 hours. The reaction mixture was filtered, and the filtrate was evaporated to dryness under reduced pressure. The material so obtained was dissolved in ethyl acetate, washed with saturated sodium bicarbonate, water, cold freshly prepared ammonium sulfide solution, cold dilute ammonia water, cold dilute hydrochloric acid, and finally with water. After treatment with anhydrous sodium sulfate and activated charcoal, filtration through diatomaceous earth and evaporation to dryness under reduced pressure, 850 mg of a tan glass was obtained. Paper strip chromatographic analysis showed predominantly product plus a small amount of starting material. The 850 mg was chromatographed on 320 g of diatomaceous earth containing 160 ml of stationary phase of a solvent system composed of 3,4,3,2-ethyl acetate-petroleum ether (boiling point 90°C to 100°C), methanol, and water, respectively. The column dimensions were 3.8 cm x 78 cm with 460 ml hold back volume. The fifth and sixth hold back volumes were combined and evaporated under reduced pressure to 250 mg of product which, after a single crystallization from acetone petroleum ether, gave 173 mg, melting point 150°C to 190°C. Paper strip chromatography showed a single spot having the same polarity as an authentic sample of 16α,21-diacetoxy-11β,17α-dihydroxy-9α-fluoro-1,4-pregnadiene-3,20-dione. A further crystallization from the same solvent pair gave 134 mg, melting point 185°C to 189°C, bubbles to 230°C. |
| Therapeutic Function | Glucocorticoid |
| Safety Profile | An experimental teratogen. Whenheated to decomposition it emits toxic fumes of F-. |
| Triamcinolone diacetate Preparation Products And Raw materials |
| Raw materials | Selenium dioxide |
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