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 Information

Safety Statements 

22-24/25

WGK Germany 

2

RTECS 

TU4058000

HS Code 

29372290

Toxicity

LD50 ipr-mus: 103 mg/kg NIIRDN 6,753,82

MSDS

• Language:English Provider:SigmaAldrich

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 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(5593-20-4)Related Product Information

• Kresoxim-methyl
• Methylparaben
• Methyl acrylate
• Betamethasone
• Dilauryl thiodipropionate
• Betamethasone 21-phosphate disodium
• Bensulfuron methyl
• Betamethasone 17-valerate
• 16-beta Methyl Epoxide
• (r)-budesonide
• BETAMETHASONE DIPROPIONATE MM(CRM STANDARD)
• Methyl
• Betamethasone Impurity 38
• Betamethasone-d3
• Betamethasone 21-Acetate-17-propionate
• Pregna-1,4-diene-3,20-dione, 9,11-epoxy-17,21-dihydroxy-16-methyl-, (11α,16β)- (9CI)
• Betamethasone-d5
• Betamethasone 17-Propionate-d5
• Betamethasone Dipropionate