152-97-6 Usage
Uses
Used in Pharmaceutical Industry:
Fluocortolone is used as an anti-inflammatory agent for the treatment of various conditions characterized by inflammation, such as hemorrhoids. Its glucocorticoid nature allows it to effectively reduce inflammation and alleviate symptoms associated with these conditions.
Additionally, due to its immunosuppressive properties, Fluocortolone can be used as an immunosuppressant in the treatment of autoimmune diseases and conditions that require modulation of the immune system. This application helps in managing the immune response and preventing further damage to the body's tissues.
Originator
Ultralan,Schering,W. Germany,1965
Manufacturing Process
(a) 16α-Methyl-6α-Fluoro-δ4-11β,21-Diol-3,20-Dione:16α-methyl-6α-fluoro-δ4-
pregnene-21-ol-3,20-dione-21-acetate (MP 132°/134° to 138°C, UVε238=
15,000) is hydroxylated with Curvularia lunata in 11β-position using the
fermentation method whereby the 21-acetate group is simultaneously
saponified. The hitherto unknown starting material 16α-methyl-6α-fluoro-δ4-
pregnene-21-ol-3,20-dione-21-acetate is obtained from 16α-methyl-δ5-
pregnene-3β,21-diol-20-one-21-acetate, MP 152° to 154°C, by the addition of
bromofluorine (from N-bromoacetamide and hydrogen fluoride) onto the 5-6
double bond, oxidation of the 3β-hydroxyl group with chromic acid,
introduction of the δ4-double bond by splitting of the hydrogen bromide and
acid isomerization of the 6β-fluoro substituent to the 16α-methyl-6α-fluoro-δ4-
pregnene-21-ol-3,20-dione-21-acetate. By chromatographic purification on
silica gel the 16α-methyl-6α-fluoro-δ4-pregnene-11β,21-diol-3,20-dione is: MP
166°/167° to 171°C.(b) 16α-Methyl-6α-Fluoro-δ4-Pregnene-11β,21-Diol-3,20-Dione-21-Acetate:By
reaction of the compound of (a) with acetic anhydride in pyridine at room
temperature, the acetate is obtained and recrystallized from ethyl acetate, MP
248°/249° to 251°C.(c) 16α-Methyl-6α-Fluoro-δ1,4-Pregnadiene-11β,21-Diol-3,20-Dione:16α-
methyl-6α-fluoro-δ4-pregnene-11β,21-diol-3,20-dione is dehydrogenated with
Corynebacterium simplex. The extraction residue is subjected to
chromatography on silica gel and after recrystallization there is obtained from
methylene chloride-isopropyl ether 16α-methyl-6α-fluoro-δ1,4-pregnadiene-
11β,21-diol-3,20-dione, MP 180°/181° to 182°C.
Therapeutic Function
Glucocorticoid
Flammability and Explosibility
Notclassified
Check Digit Verification of cas no
The CAS Registry Mumber 152-97-6 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,5 and 2 respectively; the second part has 2 digits, 9 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 152-97:
(5*1)+(4*5)+(3*2)+(2*9)+(1*7)=56
56 % 10 = 6
So 152-97-6 is a valid CAS Registry Number.
InChI:InChI=1/C22H29FO4/c1-11-6-14-13-8-16(23)15-7-12(25)4-5-21(15,2)20(13)17(26)9-22(14,3)19(11)18(27)10-24/h4-5,7,11,13-14,16-17,19-20,24,26H,6,8-10H2,1-3H3/t11-,13+,14+,16+,17+,19-,20-,21+,22+/m1/s1
152-97-6Relevant articles and documents
Preparation method for fluocortolone
-
Paragraph 0031; 0032, (2018/03/25)
The invention relates to a preparation method for fluocortolone; through a Grignard reaction of a compound represented by the formula I, fluocortolone represented by the formula II is generated. The preparation method for fluocortolone is simple in route and easy to operate, has the raw material easy to obtain, and greatly reduces production costs and industrialized conditions.
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.
Novel pregnanoic acid derivatives
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, (2008/06/13)
Steroids of the formula SPC1 Wherein X is a hydrogen atom, a halogen atom or methyl; Y is a hydrogen atom or a halogen atom; Z is carbonyl, β-acyloxymethylene or, when Y is a hydrogen atom, also methylene; R1 is a hydrogen atom or methyl; R2 is a hydrogen atom, an alkali metal atom or optionally substituted hydrocarbon; and --A--B-- is --CH=CH--, --CCl=CH-- or when at least one of X, Y and R1 is other than a hydrogen atom, --CH2 --CH2 --, which can be produced by oxidizing a corresponding 20-hydroxy steroid or a corresponding 21-aldehyde, possess topical anti-inflammatory activity.
