GB892742A - New steroid esters and pharmaceutical preparations containing them - Google Patents

New steroid esters and pharmaceutical preparations containing them

Info

Publication number
GB892742A
GB892742A GB21928/58A GB2192858A GB892742A GB 892742 A GB892742 A GB 892742A GB 21928/58 A GB21928/58 A GB 21928/58A GB 2192858 A GB2192858 A GB 2192858A GB 892742 A GB892742 A GB 892742A
Authority
GB
United Kingdom
Prior art keywords
diol
allopregnane
fluoro
ampoules
esters
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired
Application number
GB21928/58A
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
BASF Schweiz AG
Original Assignee
Ciba AG
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Ciba AG filed Critical Ciba AG
Publication of GB892742A publication Critical patent/GB892742A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07JSTEROIDS
    • C07J5/00Normal steroids containing carbon, hydrogen, halogen or oxygen, substituted in position 17 beta by a chain of two carbon atoms, e.g. pregnane and substituted in position 21 by only one singly bound oxygen atom, i.e. only one oxygen bound to position 21 by a single bond
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07JSTEROIDS
    • C07J75/00Processes for the preparation of steroids in general

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Steroid Compounds (AREA)

Abstract

The invention comprises esters of pregnane-and allopregnane-3b ,16a -diol-20-ones, but excludes the 3-monoacetates, the 3,16-diacetates and the 3-acetates-16-benzoates. They may be prepared by conventional esterification and partial hydrolysis techniques. Examples are given, and an extensive list of ester-forming acids is provided, these including organic mono- and dicarboxylic acids, sulphonic acids and inorganic acids, such as phosphoric or sulphuric acids. Particularly preferred are esters whose acyl radical contains a water-solubilizing group, and salts thereof. Allopregnane-3b ,16a -diol-20-one is extracted from ox or pig suprarenal glands, together with corticosterone, 17-hydroxy-cortexone and 11-dehydro-corticosterone. Pregnane-3b ,16a -diol-20-one is prepared by degrading sarsapogenin acetate to D 16-pregnen-3b -ol-20-one acetate, epoxylating and hydrolysing this to 16a ,17a -epoxy-pregnen-3b -ol-20-one and reacting this with chromium acetate in acetic acid. Methoxy - polyethyleneglycol - hemi - D 4 - tetra - hydrophthalate is prepared from polyethylene-glycol monomethyl ether of average molecular weight 350 and D 4-tetrahydrophthalic anhydride, and is converted to the acid chloride by reaction with thionyl chloride.ALSO:Pharmaceutical compositions comprise esters of pregnane- and allopregnane-3b , 16a -diol-20-ones (excluding the 3-monoacetates, the 3,16-diacetates and the 3-acetates-16-benzoates) and carriers therefor. Solutions, suspensions, emulsions, tablets, ampoules, dragees, salves and creams are referred to. The compositions may additionally contain preservatives, stabilizers, wetting agents or emulsifizers, salts for varying the osmotic pressure or buffers. In examples, allopregnane - 3b ,16a - diol - 20 - one 3,16-dipropionate, 3 - trimethylacetate - 16 - acetate and 3,16-di-hemi-succinate and its di-sodium salt are the active ingredients in oil ampoules, crystal ampoules, tablets and ampoules respectively. The tablets may also contain cortisone, prednisone, prednisolone, 9a -fluoro-prednisone, 9a -fluoro-prednisolone, 9a -fluoro-16a - hydroxy-prednisone or 9a -fluoro-16a -hydroxy-prednisolone or esters thereof.
GB21928/58A 1957-07-08 1958-07-08 New steroid esters and pharmaceutical preparations containing them Expired GB892742A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH892742X 1957-07-08

Publications (1)

Publication Number Publication Date
GB892742A true GB892742A (en) 1962-03-28

Family

ID=4545944

Family Applications (1)

Application Number Title Priority Date Filing Date
GB21928/58A Expired GB892742A (en) 1957-07-08 1958-07-08 New steroid esters and pharmaceutical preparations containing them

Country Status (1)

Country Link
GB (1) GB892742A (en)

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