GB890749A - Esters of testosterone and 19-nortestosterone, and method for the production thereof - Google Patents

Esters of testosterone and 19-nortestosterone, and method for the production thereof

Info

Publication number
GB890749A
GB890749A GB911/59A GB91159A GB890749A GB 890749 A GB890749 A GB 890749A GB 911/59 A GB911/59 A GB 911/59A GB 91159 A GB91159 A GB 91159A GB 890749 A GB890749 A GB 890749A
Authority
GB
United Kingdom
Prior art keywords
acids
beta
alkoxyphenyl
propionic
nortestosterone
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
GB911/59A
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.)
Leo AB
Original Assignee
Leo AB
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 Leo AB filed Critical Leo AB
Publication of GB890749A publication Critical patent/GB890749A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07JSTEROIDS
    • C07J1/00Normal steroids containing carbon, hydrogen, halogen or oxygen, not substituted in position 17 beta by a carbon atom, e.g. estrane, androstane
    • 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)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

The invention comprises 17-esters of testosterone and 19-nortestosterone with beta-(p-alkoxyphenyl)-propionic acids containing 1 to 12 carbon atoms in the alkoxy group, and the preparation thereof by esterifying the free 17-ols with functionally reactive derivatives of the acids, such as chlorides or anhydrides. The reaction is advantageously carried out in the presence of an organic base, such as pyridine. Examples are given. Beta-(p-alkoxyphenyl)-propionic acids are prepared (1) by hydrogenation of the corresponding alkoxy-cinnamic acids; (2) by decarboxylation of p-alkoxybenzyl-malonic acids; or (3) by alkylation of the corresponding beta-(p-hydroxyphenyl)-propionic acids or esters thereof with subsequent hydrolysis. Beta-(p-alkoxyphenyl)-propionyl chlorides are prepared from the acids and thionyl chloride. Beta-p-alkoxyphenyl)-propionic acid anhydrides are prepared from the free acids (1 mol), thionyl chloride (0.5 mol) and pyridine (1 mol) in ether at -10 DEG C.ALSO:An injection solution comprises a 17-ester of testosterone or 19-nortestosterone with a beta-(p-alkoxyphenyl)-propionic acid containing 1 to 12 carbon atoms in the alkoxy group in isopropyl myristate or peanut oil.
GB911/59A 1958-01-14 1959-01-09 Esters of testosterone and 19-nortestosterone, and method for the production thereof Expired GB890749A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DK890749X 1958-01-14

Publications (1)

Publication Number Publication Date
GB890749A true GB890749A (en) 1962-03-07

Family

ID=8153568

Family Applications (1)

Application Number Title Priority Date Filing Date
GB911/59A Expired GB890749A (en) 1958-01-14 1959-01-09 Esters of testosterone and 19-nortestosterone, and method for the production thereof

Country Status (1)

Country Link
GB (1) GB890749A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN108796021A (en) * 2017-04-28 2018-11-13 沈阳药科大学 A kind of engineering bacteria and its purposes for being used to prepare stosterone

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN108796021A (en) * 2017-04-28 2018-11-13 沈阳药科大学 A kind of engineering bacteria and its purposes for being used to prepare stosterone

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