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| | Betamethasone 17,21-dipropionate Basic information |
| Product Name: | Betamethasone 17,21-dipropionate | | Synonyms: | 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;BETANMETHASONE DIPROPIONATE;BETAMETHASONEDIPROPIONATE,MICRONIZEDPOWDER,USP | | CAS: | 5593-20-4 | | MF: | C28H37FO7 | | MW: | 504.6 | | EINECS: | 227-005-2 | | Product Categories: | Pharmaceutical intermediate;Chiral Reagents;Intermediates & Fine Chemicals;Pharmaceuticals;5593-20-4;API;Steroids;Hydroxyketosteroids;Biochemistry | | Mol File: | 5593-20-4.mol |  |
| | 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). | | form | Solid | | pka | 12.87±0.70(Predicted) | | color | White to Pale Yellow | | Merck | 1180 | | 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 Statements | 22-24/25 | | WGK Germany | 2 | | RTECS | TU4058000 | | HS Code | 29372290 | | 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 | Cortico Steroids | | Uses | antiviral | | Uses | Betamethasone 17,21-dipropionate is used as anti-inflammatory and antibacterial ointment for dermatosis. | | 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 room
temperature for 5 hours. Dilution of the mixture with water gave a white solid
(457 mg) which, after being filtered off and dried, was recrystallized from
acetone 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 with
propionyl chloride (0.21 ml) at 0°C for 1 hour. Dilution with water and
acidification with dilute hydrochloric acid gave the crude diester.
Recrystallization from acetone-petroleum ether afforded betamethasone
17,21-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 |
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