9-Fluor-11β,17,21-trihydroxy-16β-methylpregna-1,4-dien-3,20-dion-17,21-di(propionat)

Bezeichnung:9-Fluor-11β,17,21-trihydroxy-16β-methylpregna-1,4-dien-3,20-dion-17,21-di(propionat)

CAS-Nr5593-20-4

Englisch Name:Betamethasone 17,21-dipropionate

CBNumberCB3676725

SummenformelC28H37FO7

Molgewicht504.6

MOL-Datei5593-20-4.mol

Synonyma

9-Fluor-11β,17,21-trihydroxy-16β-methylpregna-1,4-dien-3,20-dion-17,21-di(propionat)

9-Fluor-11β,17,21-trihydroxy-16β-methylpregna-1,4-dien-3,20-dion-17,21-di(propionat) physikalisch-chemischer Eigenschaften

Schmelzpunkt	178 °C
alpha	D26 +65.7° (dioxane)
Siedepunkt	603.2±55.0 °C(Predicted)
Dichte	1.1481 (estimate)
Brechungsindex	69 ° (C=1, Dioxane)
storage temp.	2-8°C
Löslichkeit	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)
Farbe	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 Datenbank	5593-20-4(CAS DataBase Reference)

Sicherheit

S-Sätze:	22-24/25
WGK Germany	2
RTECS-Nr.	TU4058000
HS Code	29372290
Toxizität	LD50 ipr-mus: 103 mg/kg NIIRDN 6,753,82

Gefahreninformationscode (GHS)

Betamethasone 17,21-dipropionate Chemische Eigenschaften,Einsatz,Produktion Methoden

S-Sätze Betriebsanweisung:
S22:Staub nicht einatmen.
S24/25:Berührung mit den Augen und der Haut vermeiden.
Chemische Eigenschaften
Betamethasone 17,21-dipropionate is Pale Yellow Foam
Originator
Betnovate,Glaxo,UK,1961
Verwenden
Cortico Steroids
Verwenden
antiviral
Verwenden
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).
Trademarks
Alphatrex (Savage); Diprolene (Schering).
Therapeutic Function
Glucocorticoid
Biochem/physiol Actions
Betamethasone 17,21-dipropionate is a glucocorticoid with anti-inflammatory and immunosuppressive activity.
Sicherheitsprofil
Poison by subcutaneous andintraperitoneal routes. An experimental teratogen. Otherexperimental reproductive effects. When heated todecomposition it emits toxic fumes of F-.

Betamethasone 17,21-dipropionate Upstream-Materialien And Downstream Produkte

9-Fluor-11β,17,21-trihydroxy-16β-methylpregna-1,4-dien-3,20-dion-17,21-di(propionat) Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

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