GB743048A - Improvements in or relating to pregnene derivatives - Google Patents

Improvements in or relating to pregnene derivatives

Info

Publication number
GB743048A
GB743048A GB32300/53A GB3230053A GB743048A GB 743048 A GB743048 A GB 743048A GB 32300/53 A GB32300/53 A GB 32300/53A GB 3230053 A GB3230053 A GB 3230053A GB 743048 A GB743048 A GB 743048A
Authority
GB
United Kingdom
Prior art keywords
aldehyde
bisulphite
alkaline earth
earth metal
organic solvent
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
GB32300/53A
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.)
Merck and Co Inc
Original Assignee
Merck and Co Inc
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 Merck and Co Inc filed Critical Merck and Co Inc
Publication of GB743048A publication Critical patent/GB743048A/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 the alkali metal and alkaline earth metal bisulphite addition products of D 4-3,11,20-triketo-17a -hydroxypregnene-21-aldehyde (cortisone-21-aldehyde) and D 4 - 3,20 - diketo - 11b ,17a - dihydroxypregnene - 21 - aldehyde (hydrocortisone - 21 - aldehyde) and the preparation thereof by reacting an alkali metal or alkaline earth metal bisulphite with the required 21-aldehyde. The reaction is preferably effected by reacting the 21-aldehyde with an aqueous solution of the bisulphite salt, e.g. the aldehyde, or the monohydrate salt thereof, dissolved in an inert organic solvent, may be added to an aqueous solution of the bisulphite-a water miscible organic solvent such as a lower alcohol, acetone or dioxane being preferably used for the aldehyde. The desired product may be isolated by distilling off the organic solvent and then evaporating the water, or after removal of the organic solvent the aqueous solution may be freeze dried. The alkaline earth metal bisulphite addition products may be prepared also by reacting an alkali metal bisulphite addition product with an alkaline earth metal salt in an aqueous medium. In the examples the sodium, potassium, magnesium and calcium bisulphite addition products of cortisone-21-aldehyde and the sodium bisulphite addition product of hydrocontisone-21-aldehyde are prepared. The potassium, calcium and magnesium bisulphite addition products of hydrocortisone-21-aldehyde are also referred to.ALSO:An injectable therapeutic composition comprises a solution of an alkali metal or alkaline earth metal bisulphite addition product of D 4-3, 11, 20 - triketo - 17 - a - hydroxypregnene - 21 - aldehyde (cortisone - 21 - aldehyde) or D 4 - 3, 20 - diketo - 11b , 17a - dihydroxypregnene - 21 - aldehyde (hydrocortisone - 21 - aldehyde) in a sterile liquid, e.g. water.
GB32300/53A 1952-11-24 1953-11-20 Improvements in or relating to pregnene derivatives Expired GB743048A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US743048XA 1952-11-24 1952-11-24

Publications (1)

Publication Number Publication Date
GB743048A true GB743048A (en) 1956-01-04

Family

ID=22118867

Family Applications (1)

Application Number Title Priority Date Filing Date
GB32300/53A Expired GB743048A (en) 1952-11-24 1953-11-20 Improvements in or relating to pregnene derivatives

Country Status (1)

Country Link
GB (1) GB743048A (en)

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