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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
Molecular Weight:
476.58
MDL Number:
MFCD00867446
MOL File:
2152-44-5.mol
MSDS File:
SDS
Last updated:2024-11-01 13:17:44

Betamethasone 17-valerate Properties

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).
form Solid
pka 12.90±0.70(Predicted)
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)
FDA UNII 9IFA5XM7R2
EPA Substance Registry System .beta.-Methasone 17-valerate (2152-44-5)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS08
Signal word  Danger
Hazard statements  H360D-H373
Precautionary statements  P201-P202-P260-P280-P308+P313-P405
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.
NFPA 704
0
4 0

Betamethasone 17-valerate price More Price(36)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich B0515 Betamethasone 17-valerate 2152-44-5 25mg $98.5 2024-03-01 Buy
Sigma-Aldrich 1069007 Betamethasone valerate United States Pharmacopeia (USP) Reference Standard 2152-44-5 200mg $436 2024-03-01 Buy
Cayman Chemical 25640 Betamethasone 17-valerate ≥98% 2152-44-5 25mg $62 2024-03-01 Buy
Cayman Chemical 25640 Betamethasone 17-valerate ≥98% 2152-44-5 50mg $115 2024-03-01 Buy
Sigma-Aldrich Y0001027 Betamethasone valerate for system suitability European Pharmacopoeia (EP) Reference Standard 2152-44-5 y0001027 $153 2024-03-01 Buy
Product number Packaging Price Buy
B0515 25mg $98.5 Buy
1069007 200mg $436 Buy
25640 25mg $62 Buy
25640 50mg $115 Buy
Y0001027 y0001027 $153 Buy

Betamethasone 17-valerate Chemical Properties,Uses,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.

Indications

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

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.

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

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Betamethasone 17-valerate pictures 2024-11-02 Betamethasone 17-valerate
2152-44-5
US $0.00 / Kg/Bag 1KG 97%-103% HPLC 100KGS WUHAN FORTUNA CHEMICAL CO., LTD
Betamethasone Valerate pictures 2024-11-01 Betamethasone Valerate
2152-44-5
US $0.00 / Kg/Bag 2Kg/Bag 99% up, High Density 20 tons Sinoway Industrial co., ltd.
Betamethasone valerate pictures 2024-11-01 Betamethasone valerate
2152-44-5
US $101.00-68.00 / mg 99.12% 10g TargetMol Chemicals Inc.
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 (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 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 BETAMETHASONE VALERATE BP STANDARD(CRM STANDARD) BETAMETHASONE VALERATE USP(CRM STANDARD) BETAMETHASONE VALERATE WHO(CRM STANDARD)