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Clobetasol propionate

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Clobetasol propionate Basic information
Mechanism of Action Indications
Product Name:Clobetasol propionate
Synonyms:17-propionate;cgp9555;Clobetasol 17- propionate solution,100ppm;Cloβsol propionate;21-Chloro-9-fluoro-11b,17-dihydroxy-16b-methylpregna-1,4-diene-3,20-dione 17-propionate;CLOBETASOL 17-PROPIONATE USP;[(8S,9R,10S,11S,13S,14S,16S,17R)-17-(2-chloroacetyl)-9-fluoro-11-hydroxy-10,13,16-trimethyl-3-oxo-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-17-yl] propanoate;Dermovate
CAS:25122-46-7
MF:C25H32ClFO5
MW:466.97
EINECS:246-634-3
Product Categories:Intermediates & Fine Chemicals;Pharmaceuticals;Halogenated Heterocycles ,Pyrazines ,Pyrans;Organics;Hormone Drugs;TORADOL;Steroids;Pharmaceutical intermediate;API;25122-46-7
Mol File:25122-46-7.mol
Clobetasol propionate Structure
Clobetasol propionate Chemical Properties
Melting point 195.5-1970C
alpha D +103.8° (c = 1.04 in dioxane)
Boiling point 569.0±50.0 °C(Predicted)
density 1.1653 (estimate)
storage temp. Keep in dark place,Sealed in dry,2-8°C
solubility Practically insoluble in water, freely soluble in acetone, sparingly soluble in ethanol (96 per cent).
pka12.88±0.70(Predicted)
InChIKeyCBGUOGMQLZIXBE-XGQKBEPLSA-N
SMILESO([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)C(=O)CCl)C(=O)CC |&1:1,2,4,6,16,18,20,23,r|
CAS DataBase Reference25122-46-7(CAS DataBase Reference)
Safety Information
Hazard Codes Xi,T
Risk Statements 36/37/38-62-53-48/20/21-61
Safety Statements 26-36-45-36/37-53
WGK Germany 2
RTECS TU3725000
HS Code 29372290
MSDS Information
Clobetasol propionate Usage And Synthesis
Mechanism of ActionClobetasol Propionate is the propionate salt form of clobetasol, a topical synthetic corticosteroid with anti-inflammatory, anti-pruritic, and vasoconstrictive properties. Clobetasol propionate exerts its effect by binding to cytoplasmic glucocorticoid receptors and subsequently activates glucocorticoid receptor mediated gene expression. This results in the synthesis of certain anti-inflammatory proteins, while inhibiting the synthesis of certain inflammatory mediators. Specifically, clobetasol propionate appears to induce phospholipase A2 inhibitory proteins, thereby controlling the release of the inflammatory precursor arachidonic acid from membrane phospholipids by phospholipase A2.
IndicationsClobetasol propionate is the 17-O-propionate ester of clobetasol and it derives from a clobetasol and a propionic acid. A potent corticosteroid, it is used to treat various skin disorders, including exzema and psoriasis.
Clobetasol propionate was patented in 1968 and came into medical use in 1978. It is available as a generic medication. Clobetasol propionate is used for the treatment of various skin disorders including eczema, herpes labialis, psoriasis, and lichen sclerosus. It is also used to treat several auto-immune diseases, including alopecia areata, lichen planus (auto immune skin nodules), and mycosis fungoides (T-cell skin lymphoma). It is used as first-line treatment for both acute and chronic GVHD of the skin.
Chemical PropertiesWhite or almost white, crystalline powder.
OriginatorDermovate,Glaxo,UK,1973
UsesClobetasol-17-propionate is a topical corticosteroid belonging to the group-D (hydrocortisone-q-butyrate) type of steroids.
UsesFor short-term topical treatment of the inflammatory and pruritic manifestations of moderate to severe corticosteroid-responsive dermatoses of the scalp.
UsesTopical corticosteroid. Glucocorticoid; anti-inflammatory.
Clobetasol Propionate
Clobetasol propionate (Cormax, Temovate, Embeline, Olux) is one of the most potent of the currently available agents and is indicated for short-term treatment of inflammatory or hyperplastic disorders. It is a synthetic fluorinated corticosteroid. It may cause a more rapid or prolonged response than other topical corticosteroids. It is recommended that clobetasol have a maximum application of 60 g/week for no longer than 14 days without occlusion and that it should not be used in children below age 12.
IndicationsClobetasol propionate (Cormax, Temovate, Embeline, Olux) is one of the most potent of the currently available agents and is indicated for short-term treatment of inflammatory or hyperplastic disorders. It is a synthetic fluorinated corticosteroid. It may cause a more rapid or prolonged response than other topical corticosteroids. It is recommended that clobetasol have a maximum application of 60 g/week for no longer than 14 days without occlusion and that it should not be used in children below age 12.
DefinitionChEBI: The 17-O-propionate ester of clobetasol. A potent corticosteroid, it is used to treat various skin disorders, including exzema and psoriasis.
Manufacturing ProcessA solution of betamethasone 21-methanesulfonate (4 g) in dimethylformamide (25 ml) was treated with lithium chloride (4 g) and the mixture heated on the steam bath for 30 minutes. Dilution with water gave the crude product which was recrystallized to afford the title compound, MP 226°C.
Clobetasol is usually converted to the propionate as the useful form by reaction with propionic anhydride.
Brand nameClobex (Galderma); Clobex (Galderma); Embeline (Healthpoint); Olux (Connetics); Temovate (Altana).
Therapeutic FunctionCorticosteroid, Antiinflammatory
Clobetasol propionate Preparation Products And Raw materials
Raw materialsPropionic anhydride-->Lithium chloride
Tag:Clobetasol propionate(25122-46-7) Related Product Information
Epichlorohydrin Nandrolone phenylpropionate 2-Bromopropionic acid Calcium Propionate 1-chlorotridecane 3-Chloropropyl acetate 6-Chlorohexanol Chloroacetic acid (2-METHYL-1H-INDOL-3-YL)-OXO-ACETIC ACID ETHYL ESTER 1-ACETOXY-3-CHLOROACETONE TRANS-2-FLUOROCYCLOHEXANOL 1-Chlorodecane 1-Chloro-3-ethoxypropane 1-CHLORO-5-METHYLHEXANE 1-Chlorohexadecane 8-Chloro-1-octanol Clobetasol Propionate 25122-46-7 / Base 1-Chlorotetradecane