Clobetasol propionate

Structural formula
General
Non-proprietary name	Clobetasol
other names	21-chloro-9-fluoro-11 β , 17-dihydroxy-16 β -methylpregna-1,4-diene-3,20-dione 17-propionate
Molecular formula	C 25 H 32 ClFO 5
External identifiers / databases
EC number	246-634-3
ECHA InfoCard	100.042.380
PubChem	32798
ChemSpider	30399
DrugBank	DB01013
Wikidata	Q421637
Drug information
ATC code	D07 AD01
Drug class	Glucocorticoids
properties
Molar mass	466.97 g mol −1
safety instructions
	Please note the exemption from the labeling requirement for drugs, medical devices, cosmetics, food and animal feed
GHS labeling of hazardous substances danger
H and P phrases	H: 360-373-413
	P: 201-308 + 313
Toxicological data	> 3000 mg kg −1 ( LD 50 , rat , oral ) ; 351 mg kg −1 ( LD 50 , rat , ip ) ;
	As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Clobetasol propionate is a derivative of betamethasone , which is used as a glucocorticosteroid for the topical treatment of inflammatory skin diseases (see atopic eczema or psoriasis ).

application

Clobetasol propionate belongs to class IV of the very powerful corticosteroids and is therefore used for the short-term treatment of therapy-resistant plaques of inflammatory skin diseases. The effectiveness of clobetasol propionate is increased by a factor of 20 compared to hydrocortisone acetate .

chemistry

Chemism and Name

The substance is chemically an ester of propionic acid with the alcohol betamethasol, abbreviated to beta metha sol , in which a hydrogen atom has been exchanged for chlorine . This is where the name C h lo r beta metha solpropionate comes from .

Physical Properties

Clobetasol propionate is practically insoluble in water and slightly soluble in ethanol 96% ( V / V ). Some of the drug dissolves in 100 parts of ethanol. It is not available for oral or intravenous administration. When using microfine, powdered clobetasol propionate, the drug dissolves without heating during the production of an emulsion for external use.

Manufacturing

It is represented by reacting betamethasone -17-propionate with methanesulfonyl chloride in pyridine and then with lithium chloride in acetone or dimethylformamide .

Action in the event of an incident

In the event of contact with the eyes, rinse thoroughly with water. Soak up spilled clobetasol propionate with tissue. Wipe objects with suitable cleaning agents. In the event of skin contact with the undiluted pure substance, wash off with water and cleaning agent. Put heavily contaminated clothing or work clothing in the laundry for cleaning.

Trade names

Monopreparations

Clarelux (D, A), Clobegalen (D), Clobex (D, A, CH), Dermovate (A, CH), Dermoxinale (D), Dermoxin (D), Karison (D)

Individual evidence

↑ ^a ^b ^c data sheet Clobetasol propionate from Sigma-Aldrich , accessed on October 22, 2016 ( PDF ).
↑ Entry on clobetasol propionate in the ChemIDplus database of the United States National Library of Medicine (NLM)
↑ Specialist information on Clobegalen, as of February 2015.
↑ Bruchhausen, Ebel, Frahm, Hackenthal: Hagers Handbook of Pharmaceutical Practice: Folgewerk, Vol. 7, p. 1001, published 1999, Springer-Verlag, ISBN 3-540-52632-3 .
↑ Red List online, as of October 2009.
↑ AM comp. d. Switzerland, as of October 2009.
↑ AGES-PharmMed, as of October 2009.

[Sigma-1] ta sheet Clobetasol propionate from Sigma-Aldrich , accessed on October 22, 2016 ( PDF ).

[ChemIDplus-2] Entry on clobetasol propionate in the ChemIDplus database of the United States National Library of Medicine (NLM)

[3] Specialist information on Clobegalen, as of February 2015.

[Hager-4] Bruchhausen, Ebel, Frahm, Hackenthal: Hagers Handbook of Pharmaceutical Practice: Folgewerk, Vol. 7, p. 1001, published 1999, Springer-Verlag, ISBN 3-540-52632-3 .

[5] Red List online, as of October 2009.

[6] AM comp. d. Switzerland, as of October 2009.

[7] AGES-PharmMed, as of October 2009.