Introduction：Basic information about Betamethasone 17,21-dipropionate CAS 5593-20-4, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Betamethasone 17,21-dipropionate Basic information
| Product Name: | Betamethasone 17,21-dipropionate |
| Synonyms: | BetaMethasone dipropionat;BETAMETHASONE DIPROPIONATE;BETAMETHASONE 17,21-DI-PROPIONATE;BETAMETHASONE 17-ALPHA,21-DIPROPIONATE;1,4-PREGNADIEN-9-ALPHA-FLUORO-16-BETA-METHYL-11-BETA, 17,21-TRIOL-3,20-DIONE 17,21-DIPROPIONATE;9ALPHA-FLUORO-16BETA-METHYL-11BETA,17ALPHA,21-TRIHYDROXY-1,4-PREGNADIENE-3,20-DIONE 17,21-DIPROPIONATE;Betamethasonediproprionate;9--Fluoro-16--methyl-11,17,21-trihydroxy-1,4-pregnadiene-3,20-dione17,21-dipropionate |
| CAS: | 5593-20-4 |
| MF: | C28H37FO7 |
| MW: | 504.6 |
| EINECS: | 227-005-2 |
| Product Categories: | Pharmaceutical intermediate;Chiral Reagents;Intermediates & Fine Chemicals;Pharmaceuticals;Biochemistry;Hydroxyketosteroids;Steroids;API;5593-20-4 |
| Mol File: | 5593-20-4.mol |
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Betamethasone 17,21-dipropionate Chemical Properties
| Melting point | 178 °C |
| alpha | D26 +65.7° (dioxane) |
| Boiling point | 603.2±55.0 °C(Predicted) |
| density | 1.1481 (estimate) |
| refractive index | 69 ° (C=1, Dioxane) |
| storage temp. | 2-8°C |
| solubility | Practically insoluble in water, freely soluble in acetone and in methylene chloride, sparingly soluble in ethanol (96 per cent). |
| pka | 12.87±0.70(Predicted) |
| form | Solid |
| color | White to Pale Yellow |
| Merck | 1180 |
| Major Application | pharmaceutical (small molecule) |
| InChIKey | CIWBQSYVNNPZIQ-JCOVECCMSA-N |
| SMILES | C([C@]1([C@H](C[C@@]2([H])[C@]3([H])CCC4=CC(=O)C=C[C@]4(C)[C@@]3(F)[C@@H](O)C[C@]12C)C)OC(=O)CC)(=O)COC(=O)CC |&1:1,2,4,6,16,18,20,23,r| |
| CAS DataBase Reference | 5593-20-4(CAS DataBase Reference) |
Safety Information
| Safety Statements | 22-24/25 |
| WGK Germany | 2 |
| RTECS | TU4058000 |
| HS Code | 29372290 |
| Storage Class | 6.1C - Combustible acute toxic Cat.3
toxic compounds or compounds which causing chronic effects |
| Hazard Classifications | Repr. 1B
STOT RE 2 |
| Toxicity | LD50 ipr-mus: 103 mg/kg NIIRDN 6,753,82 |
Betamethasone 17,21-dipropionate Usage And Synthesis
| Chemical Properties | Betamethasone 17,21-dipropionate is Pale Yellow Foam |
| Originator | Betnovate,Glaxo,UK,1961 |
| Uses | Betamethasone 17,21-dipropionate is used as anti-inflammatory and antibacterial ointment for dermatosis. |
| Uses | antiviral |
| Uses | Cortico Steroids |
| Definition | Betamethasone 17,21-dipropionate is a steroid ester that is betamethasone in which the hydroxy hydrogens at positions 17 and 21 are replaced by propanoyl groups. It is used in combination with calcipotriene hydrate, a synthetic vitamin D analogue, for the topical treatment of plaque psoriasi in adult patients. |
| Manufacturing Process | A solution of 9α-fluoro-11β-hydroxy-16β-methyl-17α,21-(1'-ethyl-1'-ethoxymethylenedioxy)pregna-1,4-diene-3,20-dione (538 mg) in acetic acid(20 ml), containing 2 drops of water, was allowed to stand at roomtemperature for 5 hours. Dilution of the mixture with water gave a white solid(457 mg) which, after being filtered off and dried, was recrystallized fromacetone to afford 9α-fluoro-11β,21-dihydroxy-16β-methyl-17α-propionyloxypregna-1,4-diene-3, 20-dione (361 mg), MP 230°-235°C.
Bethmethasone 17-propionate (812 mg) in pyridine (10 ml) was treated withpropionyl chloride (0.21 ml) at 0°C for 1 hour. Dilution with water andacidification with dilute hydrochloric acid gave the crude diester.Recrystallization from acetone-petroleum ether afforded betamethasone17,21-dipropionate (649 mg), MP 117°C (decomposition). |
| Brand name | Alphatrex (Savage); Diprolene(Schering). |
| Therapeutic Function | Glucocorticoid |
| Biochem/physiol Actions | Betamethasone 17,21-dipropionate is a glucocorticoid with anti-inflammatory and immunosuppressive activity. |
| Safety Profile | Poison by subcutaneous andintraperitoneal routes. An experimental teratogen. Otherexperimental reproductive effects. When heated todecomposition it emits toxic fumes of F-. |
Betamethasone 17,21-dipropionate Preparation Products And Raw materials
| Raw materials | Acetic acid-->Propionyl chloride-->Triamcinolone |
| Preparation Products | 9-fluoro-11beta,17,21-trihydroxy-16beta-methylpregna-1,4-diene-3,20-dione 17-propionate-->Betamethasone |
