3693-39-8 Usage
Description
Fluclorolone acetonide is a synthetic glucocorticoid characterized by its potent anti-inflammatory properties. It has been found to effectively inhibit mouse skin tumor promotion and epidermal DNA synthesis, making it a promising candidate for pharmaceutical applications.
Uses
Used in Pharmaceutical Industry:
Fluclorolone acetonide is used as an anti-inflammatory agent for its ability to inhibit inflammation and reduce swelling. Its potent inhibitory effects on mouse skin tumor promotion and epidermal DNA synthesis also suggest potential applications in cancer treatment and prevention.
Used in Dermatological Applications:
In the field of dermatology, fluclorolone acetonide is used as a topical treatment for various skin conditions, including eczema, psoriasis, and other inflammatory skin disorders. Its anti-inflammatory properties help to alleviate redness, itching, and swelling associated with these conditions.
Used in Oncological Applications:
Fluclorolone acetonide's potential as a potent inhibitor of mouse skin tumor promotion and epidermal DNA synthesis indicates its possible use in oncology for the prevention and treatment of skin cancers. Further research is needed to explore its full potential in this area.
Originator
Topilar,Syntex,UK,1971
Manufacturing Process
To 6α-fluoro-16α-hydroxy-hydrocortisone 21-acetate, described by Mills et al,
J. Am. Chem. Soc., volume 81, pages 1264 to 1265, March 5, 1959, there
was added acetic anhydride in dry pyridine. The reaction mixture was left at
room temperature overnight and was then poured with stirring into ice water.
The resulting precipitate was filtered, washed with water and crystallized from
acetone-hexane to give 6α-fluoro-16α-hydroxy-hydrocortisone-16α,21-
diacetate. This was reacted with methane-sulfonyl chloride in dimethyl
formamide in the presence of pyridine at 80°C for 1 hour. The mixture was
cooled, diluted with water and extracted with ethyl acetate. The extract was
washed with water, dried over anhydrous sodium sulfate and the ethyl acetate
was evaporated. By recrystallization of the residue from acetone-hexane there
was obtained 6α-fluoro-Δ4,9(11)-pregnadiene-16α,17α,21-triol-3,20-dione-
16α,21-diacetate.This was reacted with chlorine to give the dichloropregnene compound, then
with selenium dioxide to give the dichloropregnadiene compound. By
hydrolysis with methanolic potassium hydroxide there was obtained the free
6α-fluoro-9α,11β-dichloro-Δ1,4-pregnadiene-16α,17α,21-triol-3,20-dione. By
treatment with acetone in the presence of perchloric acid, the 16,17-acetonide
of 6α-fluoro-9α,11β-dichloro-Δ1,4-pregnadiene-16α,17α,21-triol-3,20-dione
was formed.
Therapeutic Function
Glucocorticoid
Check Digit Verification of cas no
The CAS Registry Mumber 3693-39-8 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 3,6,9 and 3 respectively; the second part has 2 digits, 3 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 3693-39:
(6*3)+(5*6)+(4*9)+(3*3)+(2*3)+(1*9)=108
108 % 10 = 8
So 3693-39-8 is a valid CAS Registry Number.
InChI:InChI=1/C24H29Cl2FO5/c1-20(2)31-19-9-13-14-8-16(27)15-7-12(29)5-6-21(15,3)23(14,26)17(25)10-22(13,4)24(19,32-20)18(30)11-28/h5-7,13-14,16-17,19,28H,8-11H2,1-4H3/t13?,14?,16-,17?,19+,21?,22?,23-,24+/m0/s1
3693-39-8Relevant articles and documents
Method for reducing or preventing transplant rejection in the eye and intraocular implants for use therefor
-
, (2008/06/13)
Methods for reducing or preventing transplant rejection in the eye of an individual are described, comprising: a) performing an ocular transplant procedure; and b) implanting in the eye a bioerodible drug delivery system comprising an immunosuppressive agent and a bioerodible polymer.
