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

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

Product Name: 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
Formula Weight: 476.58
MOL File: 33755-46-3.mol

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

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

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H361Suspected of damaging fertility or the unborn child

H362May cause harm to breast-fed children

H373May cause damage to organs through prolonged or repeated exposure

Precautionary statements

P201Obtain special instructions before use.

P202Do not handle until all safety precautions have been read and understood.

P260Do not breathe dust/fume/gas/mist/vapours/spray.

P263Avoid contact during pregnancy/while nursing.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P281Use personal protective equipment as required.

P308+P313IF exposed or concerned: Get medical advice/attention.

P314Get medical advice/attention if you feel unwell.

P405Store locked up.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

TRC

Product number: D298870
Product name: DexamethasoneValerate
Packaging: 10mg
Price: $215
Updated: 2021/12/16

Medical Isotopes, Inc.

Product number: 92778
Product name: Dexamethasonevalerate
Packaging: 1mg
Price: $290
Updated: 2021/12/16

American Custom Chemicals Corporation

Product number: API0002273
Product name: DEXAMETHASONE VALERATE
Purity: 95.00%
Packaging: 5MG
Price: $503.86
Updated: 2021/12/16

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

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33755-46-3, 9-Fluoro-11b,17,21-trihydroxy-16a-methylpregna-1,4-diene-3,20-dione 17-valerateRelated Search:

Dexamethasone palmitate Desoximetasone Dexamethasone-17-acetate Dexamethasone 21-phosphate disodium salt 11-Keto Betamethasone Betamethasone Enol Aldehyde Z Isomer Betamethasone EP Impurity D Betamethasone Impurity 31 Betamethasone Impurity 16 BecloMethasone 17-Valerate Betamethasone Acetate EP Impurity C Betamethasone Impurity 38 11-Oxo-betaMethasone Dipropionate BetaMethasone 9,11-Epoxide 17,21-Dipropionate Dexamethasone-d5 DexaMethasone β-D-Glucuronide SodiuM Salt DEXAMETHASONE SODIUM PHOSPHATE Dexamethasone EP Impurity E

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