Identification | More | [Name]
Betamethasone 17,21-dipropionate | [CAS]
5593-20-4 | [Synonyms]
1,4-PREGNADIEN-9-ALPHA-FLUORO-16-BETA-METHYL-11-BETA, 17,21-TRIOL-3,20-DIONE 17,21-DIPROPIONATE 9a-fluoro-16b-methyl-11b,17a,21-trihydroxy-1,4-pregnadiene-3,20-dione 17,21-dipropionate 9ALPHA-FLUORO-16BETA-METHYL-11BETA,17ALPHA,21-TRIHYDROXY-1,4-PREGNADIENE-3,20-DIONE 17,21-DIPROPIONATE BETAMETHASONE 17,21-DI-PROPIONATE BETAMETHASONE 17-ALPHA,21-DIPROPIONATE BETAMETHASONE DIPROPIONATE diproderm diprolene diprosis diprosone 9-fluoro-11beta,17,21-trihydroxy-16beta-methylpregna-1,4-diene-3,20-dione 17,21-di(propionate) Betanmethasone Dipronate Pregna-1,4-Diene-3,20-Dione,9-Fluoro-11-Hydroxy-16-Methyl-17,21-Bis(1-Oxopropoxy)-,(11Beta,16Beta)- (11-beta,16-beta)-9-Fluoro-11,17,21-trihydroxy-16-methylpregna-1,4-diene-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 Diprophos Maxivate | [EINECS(EC#)]
227-005-2 | [Molecular Formula]
C28H37FO7 | [MDL Number]
MFCD00133140 | [Molecular Weight]
504.59 | [MOL File]
5593-20-4.mol |
Chemical Properties | Back Directory | [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 ]
neat | [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 Data | Back Directory | [Safety Statements ]
S22:Do not breathe dust . S24/25:Avoid contact with skin and eyes . | [WGK Germany ]
2
| [RTECS ]
TU4058000
| [HS Code ]
29372290 | [Toxicity]
LD50 ipr-mus: 103 mg/kg NIIRDN 6,753,82 |
Hazard Information | Back Directory | [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 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-. | [storage]
Store at -20°C |
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