ChemicalBook--->CAS DataBase List--->25122-46-7

25122-46-7

25122-46-7 Structure

25122-46-7 Structure
IdentificationMore
[Name]

Clobetasol propionate
[CAS]

25122-46-7
[Synonyms]

CLOBESTASOL PROPIONATE
CLOBETASOL-17-PROPIONATE
CLOBETASOLE PROPIONATE
CLOBETASOL PROPIONATE
17-propionate
cgp9555
clobesol
pregna-1,4-diene-3,20-dione,21-chloro-9-fluoro-11-beta,17-dihydroxy-16-beta-me
21-chloro-9-fluoro-11beta,17-dihydroxy-16beta-methylpregna-1,4-diene-3,20-dione 17-propionate
Pregna-1,4-Diene-3,20-Dione,21-Chloro-9-Fluoro-11-Hydroxy-16-Methyl-17-(1-Oxopropoxy)-,(11Beta,16Beta)-
Clobetasolpropionatmikron.
Dermovate
GR-2/92
Olux
Psorex
Temovate
CLOBETASOLPROPIONATE,MICRONIZED
CLOBETASOLPROPIONATE,MICRONIZED,USP
21-Chloro-21-deoxybetamethasone 17-propionate
CCl 4725
[EINECS(EC#)]

246-634-3
[Molecular Formula]

C25H32ClFO5
[MDL Number]

MFCD00058499
[Molecular Weight]

466.97
[MOL File]

25122-46-7.mol
Chemical PropertiesBack Directory
[Appearance]

White Crystalline Powder
[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).
[form ]

neat
[pka]

12.88±0.70(Predicted)
[Usage]

Topical corticosteroid. Glucocorticoid; anti-inflammatory
[InChIKey]

CBGUOGMQLZIXBE-XGQKBEPLSA-N
[SMILES]

O([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 Reference]

25122-46-7(CAS DataBase Reference)
Safety DataBack Directory
[Hazard Codes ]

Xi
[Risk Statements ]

R36/37/38:Irritating to eyes, respiratory system and skin .
[Safety Statements ]

S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
[WGK Germany ]

2
[RTECS ]

TU3725000
[HS Code ]

29372200
Questions And AnswerBack Directory
[Mechanism of Action]

Clobetasol 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.
[Indications]

Clobetasol 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.
Hazard InformationBack Directory
[Chemical Properties]

White or almost white, crystalline powder.
[Originator]

Dermovate,Glaxo,UK,1973
[Uses]

Clobetasol-17-propionate is a topical corticosteroid belonging to the group-D (hydrocortisone-q-butyrate) type of steroids.
[Uses]

For short-term topical treatment of the inflammatory and pruritic manifestations of moderate to severe corticosteroid-responsive dermatoses of the scalp.
[Uses]

Topical 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.
[Definition]

ChEBI: The 17-O-propionate ester of clobetasol. A potent corticosteroid, it is used to treat various skin disorders, including exzema and psoriasis.
[Manufacturing Process]

A 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 name]

Clobex (Galderma); Clobex (Galderma); Embeline (Healthpoint); Olux (Connetics); Temovate (Altana).
[Therapeutic Function]

Corticosteroid, Antiinflammatory
Spectrum DetailBack Directory
[Spectrum Detail]

Clobetasol propionate(25122-46-7)1HNMR
Well-known Reagent Company Product InformationBack Directory
[Sigma Aldrich]

25122-46-7(sigmaaldrich)
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