ChemicalBook >> CAS DataBase List >>9-Fluoro-11b,17,21-trihydroxy-16a-methylpregna-1,4-diene-3,20-dione 17-valerate

9-Fluoro-11b,17,21-trihydroxy-16a-methylpregna-1,4-diene-3,20-dione 17-valerate

CAS No.
33755-46-3
Chemical Name:
9-Fluoro-11b,17,21-trihydroxy-16a-methylpregna-1,4-diene-3,20-dione 17-valerate
Synonyms
DV 17;Voalla;Zalucs;DXMvalerate;Dexamethasonevalerate;Dexamethasone-17-valerate;Dexamethasone Impurity 28;Benzoyl Peroxide Impurity 8;Betamethasone Valerate Impurity C;Betamethasone Valerate EP Impurity C
CBNumber:
CB2881885
Molecular Formula:
C27H37FO6
Molecular Weight:
476.58
MDL Number:
MFCD00271762
MOL File:
33755-46-3.mol
Last updated:2023-05-04 17:34:37

9-Fluoro-11b,17,21-trihydroxy-16a-methylpregna-1,4-diene-3,20-dione 17-valerate Properties

Melting point 150-154°C
Density 1.1174 (estimate)
storage temp. Hygroscopic, -20°C Freezer, Under inert atmosphere
solubility Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
form Solid
color White to Off-White
Stability Hygroscopic
FDA UNII OI7CP949NN

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS08
Signal word  Warning
Hazard statements  H361-H362-H373
Precautionary statements  P201-P260-P263-P264-P270-P308+P313-P201-P202-P281-P308+P313-P405-P501-P260-P314-P501

9-Fluoro-11b,17,21-trihydroxy-16a-methylpregna-1,4-diene-3,20-dione 17-valerate price

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
TRC D298870 DexamethasoneValerate 33755-46-3 10mg $215 2021-12-16 Buy
Medical Isotopes, Inc. 92778 Dexamethasonevalerate 33755-46-3 1mg $290 2021-12-16 Buy
American Custom Chemicals Corporation API0002273 DEXAMETHASONE VALERATE 95.00% 33755-46-3 5MG $503.86 2021-12-16 Buy
Product number Packaging Price Buy
D298870 10mg $215 Buy
92778 1mg $290 Buy
API0002273 5MG $503.86 Buy

9-Fluoro-11b,17,21-trihydroxy-16a-methylpregna-1,4-diene-3,20-dione 17-valerate Chemical Properties,Uses,Production

Originator

Valisone,Schering,US,1967

Uses

Dexamethasone Valerate (Betamethasone Valerate EP Impurity C) is an impurity of Dexamethasone (D298800), which is a glucocorticoid that is used as an anti-inflammatory agent. Dexamethasone regulates T cell survival, growth, and differentiation. Dexamethasone inhibits the induction of nitric oxide synthase.

Definition

ChEBI: Dexamethasone valerate is a 21-hydroxy steroid.

Manufacturing Process

The valerate is made from betamethasone as a starting material as follows: A suspension of 9α-fluoro-11β,17α,21-trihydroxy-16β-methylpregna-1,4-diene- 3,20-dione(betamethasone) (2 grams) in sodium dried benzene (500 ml) was distilled vigorously for a few minutes, toluene-p-sulfonic acid monohydrate (30 mg) and methyl orthovalerate (5 ml) were added and distillation was continued for 10 minutes. The mixture was then boiled under reflux for 1.5 hours after which time unreacted betamethasone alcohol (400 mg) was removed by filtration. The benzene solution was treated with solid sodium .bicarbonate and a few drops of pyridine, filtered and evaporated to dryness at about 50°C. The residue, in ether, was filtered through grade III basic alumina (20grams) to remove traces of unreacted betamethasone alcohol, the ether removed in vacuo and the residue of crude betamethasone 17,21- methyl orthovalerate was treated with acetic acid (20ml) and a few drops of water and left overnight at room temperature.
The acetic acid solution was poured into water (100 ml) and extracted with chloroform. The chloroform extracts were washed in turn with water, saturated sodium bicarbonate solution and water, dried and evaporated in vacuo. The residual gum was triturated with ether and a white crystalline solid (1.16 grams) isolated by filtration. Recrystallization from ether (containing a small amount of acetone)-petroleum ether gave 9α-fluoro-11β,21-dihydroxy-16β- methyl-17α-valeryloxypregna-1,4-diene-3,20-dione (871 mg) as fine needles.

Therapeutic Function

Corticosteroid

9-Fluoro-11b,17,21-trihydroxy-16a-methylpregna-1,4-diene-3,20-dione 17-valerate Preparation Products And Raw materials

Raw materials

Preparation Products

9-Fluoro-11b,17,21-trihydroxy-16a-methylpregna-1,4-diene-3,20-dione 17-valerate Suppliers

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9-fluoro-11beta,17,21-trihydroxy-16alpha-methylpregna-1,4-diene-3,20-dione 17-valerate Dexamethasonevalerate DXMvalerate Dexamethasone-17-valerate DV 17 Pregna-1,4-diene-3,20-dione, 9-fluoro-11,21-dihydroxy-16-methyl-17-[(1-oxopentyl)oxy]-, (11β,16α)- Pregna-1,4-diene-3,20-dione, 9-fluoro-11β,17,21-trihydroxy-16α-methyl-, 17-valerate (8CI) 9-Fluoro-11b,17,21-trihydroxy-16a-methylpregna-1,4-diene-3,20-dione 17-valerate 9-Fluoro-11β,17,21-trihydroxy-16α-methylpregna-1,4-diene-3,20-dione=17-valerate Valeric acid (9-fluoro-11β,21-dihydroxy-16α-methyl-3,20-dioxo-1,4-pregnadien-17α-yl) ester Voalla Zalucs Betamethasone Valerate EP Impurity C Betamethasone Valerate Impurity C Betamethasone Valerate impurity 2/Betamethasone Valerate EP Impurity C/Dexamethasone Valerate/(8S,9R,10S,11S,13S,14S,16R,17R)-9-fluoro-11-hydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-3-oxo-6,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-3H-cyclopenta[a]phe Betamethasone Valerate EP Impurity C( 9-Fluoro-11b,17,21-trihydroxy-16a-methylpregna-1,4-diene-3,20-dione 17-valerate ) (8S,9R,10S,11S,13S,14S,16R,17R)-9-Fluoro-11-hydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-3-oxo-6,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-3H-cyclopenta[a]phenanthren-17-yl pentanoate (Betamethasone Valerate Impurity) Dexamethasone Impurity 28 Benzoyl Peroxide Impurity 8 33755-46-3