ChemicalBook > CAS DataBase List > Betamethasone 17-valerate

Betamethasone 17-valerate

Product Name
Betamethasone 17-valerate
CAS No.
2152-44-5
Chemical Name
Betamethasone 17-valerate
Synonyms
BETAMETHASONE VALERATE;VALISONE;Betaderm;BETNOVATE;BETHAMETASONE VALERATE;Luxiq;Betoid;Valison;9α-Fluo;Deviphos
CBNumber
CB1317879
Molecular Formula
C27H37FO6
Formula Weight
476.58
MOL File
2152-44-5.mol
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Betamethasone 17-valerate Property

Melting point:
183-184°
alpha 
D +77° (dioxane)
Boiling point:
598.9±50.0 °C(Predicted)
Density 
1.1174 (estimate)
storage temp. 
2-8°C
solubility 
Practically insoluble in water, freely soluble in acetone and in methylene chloride, soluble in ethanol (96 per cent).
pka
12.90±0.70(Predicted)
form 
Solid
color 
White
Merck 
13,1183
BRN 
4240001
InChIKey
SNHRLVCMMWUAJD-SUYDQAKGSA-N
SMILES
[C@]12(C)C[C@@H]([C@]3(F)[C@@]4(C)C=CC(=O)C=C4CC[C@@]3([H])[C@]1([H])C[C@H](C)[C@@]2(C(=O)CO)OC(=O)CCCC)O |&1:0,3,4,6,16,18,21,23,r|
CAS DataBase Reference
2152-44-5(CAS DataBase Reference)
EPA Substance Registry System
.beta.-Methasone 17-valerate (2152-44-5)
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Safety

Hazard Codes 
Xn
Risk Statements 
48
Safety Statements 
22-24/25
RTECS 
TU3835000
HS Code 
2937229000
Toxicity
mouse,LD50,intraperitoneal,632mg/kg (632mg/kg),Shikoku Igaku Zasshi. Shikoku Medical Journal. Vol. 29, Pg. 153, 1973.
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

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.

P280Wear protective gloves/protective clothing/eye protection/face protection.

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

P405Store locked up.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
B0515
Product name
Betamethasone 17-valerate
Packaging
25mg
Price
$98.5
Updated
2024/03/01
Sigma-Aldrich
Product number
1069007
Product name
Betamethasone valerate
Purity
United States Pharmacopeia (USP) Reference Standard
Packaging
200mg
Price
$436
Updated
2024/03/01
Cayman Chemical
Product number
25640
Product name
Betamethasone 17-valerate
Purity
≥98%
Packaging
25mg
Price
$62
Updated
2024/03/01
Cayman Chemical
Product number
25640
Product name
Betamethasone 17-valerate
Purity
≥98%
Packaging
50mg
Price
$115
Updated
2024/03/01
Sigma-Aldrich
Product number
Y0001027
Product name
Betamethasone valerate for system suitability
Purity
European Pharmacopoeia (EP) Reference Standard
Packaging
y0001027
Price
$153
Updated
2024/03/01
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Betamethasone 17-valerate Chemical Properties,Usage,Production

Description

Betamethasone 17-valerate is a synthetic glucocorticoid ester. It is the 17-valerate ester of betamethasone. Betamethasone 17-valerate is often used to treat mild eczema with good efficacy and lower incidence of steroid induced adverse effects due to its lower potency compared to other glucocorticoids. It is available in cream, ointment, lotion, and foam preparations for topical use.

Chemical Properties

White Solid

Originator

Valisone,Schering,US,1967

Uses

Betamethasone 17-Valerate is a glucocorticoid with anti-inflammatory properties and immunosuppressive activity. It is an antiepileptic non-selective phosphodiesterase inhibitor. Topical application of Betamethasone 17-Valerate has been shown to inhibit heat-induced vasodilatation in man. As a medium-strength corticosteroid, this medication is used to treat a variety of skin conditions (such as eczema, dermatitis, allergies, rash). Betamethasone reduces the swelling, itching, and redness that can occur in these types of conditions.

Definition

ChEBI: Betamethasone valerate is a steroid ester that is betamethasone in which the hydroxy group at the 17alpha position has been converted to the corresponding pentanoate ester. It has a role as an anti-inflammatory drug. It is a steroid ester, a 20-oxo steroid, a 21-hydroxy steroid, an 11beta-hydroxy steroid, a fluorinated steroid, a 3-oxo-Delta(1),Delta(4)-steroid and a primary alpha-hydroxy ketone. It is functionally related to a betamethasone.

Indications

Betamethasone valerate (Psorion, Beta-Val, Luxiq) is a synthetic fluorinated corticosteroid.

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.

brand name

Betatrex (Savage); Luxiq (Connetics); Valisone (Schering).

Therapeutic Function

Corticosteroid

Biochem/physiol Actions

Betamethasone 17-valerate is a synthetic glucocorticoid. It exhibitstherapeutic effects against various allergic and inflammatory skin diseases. Betamethasone 17-valerate also possesses anti-inflammatory properties.

Betamethasone 17-valerate Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Betamethasone 17-valerate manufacturers

Sinoway Industrial co., ltd.
Product
Betamethasone Valerate 2152-44-5
Price
US $0.00/Kg/Bag
Min. Order
2Kg/Bag
Purity
99% up, High Density
Supply Ability
20 tons
Release date
2023-04-24
WUHAN FORTUNA CHEMICAL CO., LTD
Product
Betamethasone 17-valerate 2152-44-5
Price
US $0.00/Kg/Bag
Min. Order
1KG
Purity
97%-103% HPLC
Supply Ability
100KGS
Release date
2021-06-24
Baoji Guokang Bio-Technology Co., Ltd.
Product
Betamethasone 17-valerate 2152-44-5
Price
US $2300.00/Kg/Bag
Min. Order
1KG
Purity
99%
Supply Ability
1T
Release date
2021-06-03

2152-44-5, Betamethasone 17-valerateRelated Search:

Dexamethasone 21-phosphate disodium salt Magnesium trisilicate BECLOMETHASONE Trichloroethylene Thiophanate-methyl Betamethasone 21-phosphate disodium HT-2 TOXIN Betamethasone Methyl 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 17,21-dipropionate Betamethasone Tripropionate Betamethasone EP Impurity J Betamethasone EP Impurity F Betamethasone Valerate

  • pregna-1,4-diene-3,20-dione,9-fluoro-11,21-dihydroxy-16-methyl-17-((1-oxopenty
  • 9-fluoro-11beta,17,21-trihydroxy-16beta-methylpregna-1,4-diene-3,20-dione 17-valerate
  • 9ALPHA-FLUORO-16BETA-METHYLPREDNISOLONE 17-VALERATE
  • 9ALPHA-FLUORO-16BETA-METHYL-11BETA,17ALPHA,21-TRIHYDROXY-1,4-PREGNADIENE-3,20-DIONE 17-VALERATE
  • 1,4-PREGNADIENE-11BETA,17ALPHA,21-TRIOL-9ALPHA-FLUORO-16BETA-METHYL-3,20-DIONE 17-VALERATE
  • 1,4-pregnadiene-11b,17a,21-triol-9a-fluoro-16b-methyl-3,20-dione 17-valerate
  • 9α-Fluoro-16β-methylprednisolone 17-valerate, Betnovate, 9α-Fluoro-16β-methyl-11β,17α,21-trihydroxy-1,4-pregnadiene-3,20-dione 17-valerate, 1,4-Pregnadiene-11β,17α,21-triol-9α-fluoro-16β-methyl-3,20-dione 17-valerate
  • BetaMethasone valerate (Betnovate)
  • BetaMethasone Valerate, Micronized USP
  • Deviphos
  • Phosphanylidenezinc zinc
  • Valison
  • [(8S,9R,10S,11S,13S,14S,16S,17R)-9-fluoro-11-hydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-3-oxo-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-17-yl] pentanoate
  • [(8S,9R,10S,11S,13S,14S,16S,17R)-9-fluoro-11-hydroxy-17-(2-hydroxyethanoyl)-10,13,16-trimethyl-3-oxo-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-17-yl] pentanoate
  • valeric acid [(8S,9R,10S,11S,13S,14S,16S,17R)-9-fluoro-17-glycoloyl-11-hydroxy-3-keto-10,13,16-trimethyl-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-17-yl] ester
  • Betamethasone 17-valerate,1,4-Pregnadiene-11β,17α,21-triol-9α-fluoro-16β-methyl-3,20-dione 17-valerate, 9α-Fluoro-16β-methyl-11β,17α,21-trihydroxy-1,4-pregnadiene-3,20-dione 17-valerate, 9α-Fluoro-16β
  • Betamethasone Valerate (200 mg)
  • Betamethasone Valerate (200 mg)K0C3300.997mg/mg(ai)
  • Betamethasone 17-val
  • BetaMethasone valerate (Betnovate, Celestone)
  • (11β,16β)-9-Fluoro-11,21-dihydroxy-16-Methyl-17-[(1-oxopentyl)oxy]pregna-1,4-diene-3,20-dione
  • 9α-Fluo
  • 9α-Fluoro-16β-Methylprednisolone 17-Valerate
  • BETHAMETASONE VALERATE
  • (8S,9R,10S,11S,13S,14S,16S,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 17-
  • betnovateat
  • celestoderm
  • 1,4-PREGNADIEN-9-ALPHA-FLUORO-16-BETA-METHYL-11-BETA, 17,21-TRIOL-3,20-DIONE 17-VALERATE
  • BEDERMIN
  • BETNESOL-V
  • BETNEVAL
  • BETNOVATE
  • BETAMETHASONE VALERATE
  • BETAMETHASONE 17ALPHA-VALERATE
  • BETAMETHASONE 17A-VALERATE
  • BETAMETHASONE 17-VALERATE
  • BETAMETHASONEVALERATE,MICRONIZEDPOWDER,USP
  • 9α-Fluoro-11β,21-dihydroxy-16β-methyl-17α-valeryloxypregna-1,4-diene-3,20-dione
  • Beta-Val
  • Betoid
  • Bextasol
  • Celestan V
  • Celestane V
  • Celestoderm V
  • Celeston valerate
  • Dermosol
  • Dermovaleas
  • Ecoval 70
  • Pregna-1,4-diene-3,20-dione, 9-fluoro-11β,17,21-trihydroxy-16β-methyl-, 17-valerate (7CI, 8CI)
  • Rinderon V
  • Stanoval
  • Tokuderm
  • Valeric acid, 17-ester with 9-fluoro-11β,17,21-trihydroxy-16β-methylpregna-1,4-diene-3,20-dione (8CI)
  • betamethasone pentanoate
  • 1,4-pregnadiene-11β,17α,21-triol-9α-fluoro-16β-methyl-3,20-dione 17-valerate
  • BETAMETHASONE 17-VALERATE VETRANAL, 250
  • BETAMETHASONE 17-VALERATE BP USP