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HomeProduct name listBetamethasone 17,21-dipropionate

Betamethasone 17,21-dipropionate

Synonym(s):9α-Fluoro-16β-methyl-11β,17α,21-trihydroxy-1,4-pregnadiene-3,20-dione 17,21-dipropionate;Betamethasone 17,21-dipropionate

  • CAS NO.:5593-20-4
  • Empirical Formula: C28H37FO7
  • Molecular Weight: 504.6
  • MDL number: MFCD00072035
  • EINECS: 227-005-2
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-11-05 19:05:58
Betamethasone 17,21-dipropionate Structural

What is Betamethasone 17,21-dipropionate?

Chemical properties

Betamethasone 17,21-dipropionate is Pale Yellow Foam

Originator

Betnovate,Glaxo,UK,1961

The Uses of Betamethasone 17,21-dipropionate

Betamethasone 17,21-dipropionate is used as anti-inflammatory and antibacterial ointment for dermatosis.

The Uses of Betamethasone 17,21-dipropionate

antiviral

The Uses of Betamethasone 17,21-dipropionate

Cortico Steroids

What are the applications of Application

Betamethasone Dipropionate is a glucocorticoid

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-.

Properties of Betamethasone 17,21-dipropionate

Melting point: 178 °C
Boiling point: 603.2±55.0 °C(Predicted)
alpha  D26 +65.7° (dioxane)
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)
form  Solid
color  White to Pale Yellow
Merck  1180
CAS DataBase Reference 5593-20-4(CAS DataBase Reference)

Safety information for Betamethasone 17,21-dipropionate

Signal word Danger
Pictogram(s)
ghs
Health Hazard
GHS08
GHS Hazard Statements H373:Specific target organ toxicity, repeated exposure
Precautionary Statement Codes P202:Do not handle until all safety precautions have been read and understood.
P260:Do not breathe dust/fume/gas/mist/vapours/spray.
P280:Wear protective gloves/protective clothing/eye protection/face protection.
P308+P313:IF exposed or concerned: Get medical advice/attention.
P405:Store locked up.
P501:Dispose of contents/container to..…

Computed Descriptors for Betamethasone 17,21-dipropionate

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|

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