GB769767A - Improvements in or relating to steroid compounds and the preparation thereof - Google Patents

Improvements in or relating to steroid compounds and the preparation thereof

Info

Publication number
GB769767A
GB769767A GB14573/55A GB1457355A GB769767A GB 769767 A GB769767 A GB 769767A GB 14573/55 A GB14573/55 A GB 14573/55A GB 1457355 A GB1457355 A GB 1457355A GB 769767 A GB769767 A GB 769767A
Authority
GB
United Kingdom
Prior art keywords
hydrocortisone
acid
succinate
anhydride
salt
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
GB14573/55A
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.)
Pfizer Inc
Original Assignee
Pfizer Inc
Charles Pfizer 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 Pfizer Inc, Charles Pfizer and Co Inc filed Critical Pfizer Inc
Publication of GB769767A publication Critical patent/GB769767A/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)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Steroid Compounds (AREA)

Abstract

The invention comprises 21-substituted polycarboxylic acid esters of hydrocortisone, the metal salts thereof and the salts thereof with ethylene diamine derivatives having the structure R1(CH2)xNHCH2CH2NH(CH2)y R2 wherein R1 and R2 are aryl groups and x and y are 1, 2 or 3, and a process for the preparation of a hydrocortisone acid ester or salt thereof which comprises contacting hydrocortisone with a polycarboxylic acid acylating agent such as an acid anhydride, acid halide or the acid itself and if desired, converting the 21-substituted acid ester of hydrocortisone thus produced, to a salt. As esterification agents there may be used maleic anhydride, glutaric anhydride, phthalic anhydride, phthaloyl chloride, maleic acid, trimethyl citrate, tartaric acid, succinic anhydride and pyromellitic acid. The esterification is catalysed by ion-exchange resins and minor amounts of strong acids and alkalis. Examples disclose the production of hydrocortisone phthalate, succinate, maleate, sodium hydrocortisone succinate, and the dibenzylethylenediamine salt of hydrocortisone succinate.ALSO:Sodium hydrocortisone succinate is obtained by adding hydrocortisone succinate to water containing sodium bicarbonate and the product isolated by freeze-drying. An aqueous solution of the sodium salt is suitable for injection. Saline may be employed to form an isotonic solution.
GB14573/55A 1954-05-28 1955-05-20 Improvements in or relating to steroid compounds and the preparation thereof Expired GB769767A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US769767XA 1954-05-28 1954-05-28

Publications (1)

Publication Number Publication Date
GB769767A true GB769767A (en) 1957-03-13

Family

ID=22135382

Family Applications (1)

Application Number Title Priority Date Filing Date
GB14573/55A Expired GB769767A (en) 1954-05-28 1955-05-20 Improvements in or relating to steroid compounds and the preparation thereof

Country Status (1)

Country Link
GB (1) GB769767A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN112220761A (en) * 2020-10-20 2021-01-15 安徽海洋药业有限公司 Preparation method of hydrocortisone sodium succinate for injection

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN112220761A (en) * 2020-10-20 2021-01-15 安徽海洋药业有限公司 Preparation method of hydrocortisone sodium succinate for injection
CN112220761B (en) * 2020-10-20 2022-08-05 安徽海洋药业有限公司 Preparation method of hydrocortisone sodium succinate for injection

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