CH206114A - Process for the preparation of a new ester of oestron. - Google Patents

Process for the preparation of a new ester of oestron.

Info

Publication number
CH206114A
CH206114A CH206114DA CH206114A CH 206114 A CH206114 A CH 206114A CH 206114D A CH206114D A CH 206114DA CH 206114 A CH206114 A CH 206114A
Authority
CH
Switzerland
Prior art keywords
oestron
preparation
sub
new ester
oestrone
Prior art date
Application number
Other languages
German (de)
Inventor
Gesellschaft Fuer Chemis Basel
Original Assignee
Chem Ind Basel
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 Chem Ind Basel filed Critical Chem Ind Basel
Publication of CH206114A publication Critical patent/CH206114A/en

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07J—STEROIDS
    • C07J1/00—Normal steroids containing carbon, hydrogen, halogen or oxygen, not substituted in position 17 beta by a carbon atom, e.g. estrane, androstane
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07J—STEROIDS
    • C07J75/00—Processes 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)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Description

  

  Verfahren zur Darstellung eines neuen Esters des     Oestrons.       Es wurde gefunden, dass man zu einem  neuen Ester des     Oestrons    gelangen kann,  wenn man     Oestron    mit einem     n-Oenanthy-          lierungsmittel    umsetzt.  



  Als geeignete     n-Oenanthylierungsmittel     kommen z. B.     Oenanthsäure-aiihydrid,        -halo-          genide,        -ester    oder die Säure selbst in Frage.  



  Das so erhaltene     Oestron-n-oenanthat     bildet Kristalle vom F. 54-54,50. Es soll  therapeutische Verwendung finden.  



  <I>Beispiel:</I>  1 Teil     Oestron    wird in 4 Teilen     Pyridin     gelöst, mit 1 Teil     n-Oenanthsäurechlorid    ver  setzt und bei Zimmertemperatur längere Zeit  stehen gelassen. Hierauf wird angesäuert,  mit Wasser verdünnt und das Reaktions  produkt mit Äther ausgezogen. Die mit Was  ser, verdünnter Säure,     Sodalösung    und wie  derum mit Wasser gewaschene Lösung wird  getrocknet und vom Lösungsmittel befreit.  Der Rückstand wird im     Hochvakuum    destil-         liert    und aus verdünntem Alkohol umkristal  lisiert. Das so erhaltene     Oestron-n-oenanthat     hat den F.     54-54,5 .  



  Process for the preparation of a new ester of oestron. It has been found that a new ester of oestrone can be obtained if oestrone is reacted with an n-oenanthylating agent.



  Suitable n-enanthylating agents are, for. B. Oenanthic acid aiihydrid, halides, esters or the acid itself in question.



  The oestron-n-oenanthate obtained in this way forms crystals with a mp of 54-54.50. It should find therapeutic use.



  <I> Example: </I> 1 part of oestrone is dissolved in 4 parts of pyridine, 1 part of n-oenanthic acid chloride is added and left to stand for a long time at room temperature. It is then acidified, diluted with water and the reaction product extracted with ether. The solution washed with water, dilute acid, soda solution and again with water is dried and freed from the solvent. The residue is distilled in a high vacuum and recrystallized from dilute alcohol. The oestron-n-oenanthate obtained in this way has a melting point of 54-54.5.

Claims (1)

PATENTANSPRUCH: Verfahren zur Darstellung eines neuen Esters des Oestrons, dadurch gekennzeichnet, dass man Oestron mit einem n-Oenanthylie- rungsmittel umsetzt. Das so erhaltene Oestron-n-oenanthat bil det Kristalle vom F. 54-54,50. Es soll the rapeutische Verwendung finden. UNTERANSPR-CCHE 1. Verfahren nach -Patentanspruch, dadurch gekennzeichnet, dass man als n-Oenantby- lierungsmittel ein n-Oenanthsäurehalogenid verwendet. 2. PATENT CLAIM: Process for the preparation of a new ester of oestrone, characterized in that oestrone is reacted with an n-oenanthylation agent. The oestron-n-oenanthate obtained in this way forms crystals with a melting point of 54-54.50. It should find therapeutic use. SUB-CLAIM 1. The method according to patent claim, characterized in that an n-enanthic acid halide is used as the n-enanthic acid halide. 2. Verfahren nach Patentanspruch und Unter anspruch 1, dadurch gekennzeichnet, dass man als n - Oenanthylierungsmittel n- Oenanthsäurechlorid verwendet. 3. Verfahren nach Patentanspruch und Unter ansprüchen 1 und 2, dadurch gekennzeich- net, dass man in Gegenwart einer tertiären Base arbeitet. 4. Verfahren nach Patentanspruch und den Unteransprüchen 1-3, dadurch gekenn zeichnet, dass man in Gegenwart von Py- ridin arbeitet. Process according to patent claim and sub-claim 1, characterized in that the n-onenanthylating agent used is n-onenanthic acid chloride. 3. The method according to claim and sub-claims 1 and 2, characterized in that one works in the presence of a tertiary base. 4. The method according to claim and the dependent claims 1-3, characterized in that one works in the presence of pyridine. Verfahren nach Patentanspruch, dadureh gekennzeichnet, dass man als rr-Oenarrthy- lierungsmittel n-Oenarrthsäurearrhydrid ver wendet. Process according to claim, characterized in that n-Oenarrthsäurearrhydrid ver is used as rr-Oenarrthy- lierungsmittel.
CH206114D 1936-07-30 1936-07-30 Process for the preparation of a new ester of oestron. CH206114A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH206114T 1936-07-30
CH201115T 1936-11-20

Publications (1)

Publication Number Publication Date
CH206114A true CH206114A (en) 1939-07-15

Family

ID=25723672

Family Applications (1)

Application Number Title Priority Date Filing Date
CH206114D CH206114A (en) 1936-07-30 1936-07-30 Process for the preparation of a new ester of oestron.

Country Status (1)

Country Link
CH (1) CH206114A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE977228C (en) * 1951-05-18 1965-07-08 Schering Ag Process for the production of new, low-melting esters of steroid hormones

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE977228C (en) * 1951-05-18 1965-07-08 Schering Ag Process for the production of new, low-melting esters of steroid hormones

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