GB892590A - Preparation of new compounds of the tetracycline series - Google Patents

Preparation of new compounds of the tetracycline series

Info

Publication number
GB892590A
GB892590A GB3036/59A GB303659A GB892590A GB 892590 A GB892590 A GB 892590A GB 3036/59 A GB3036/59 A GB 3036/59A GB 303659 A GB303659 A GB 303659A GB 892590 A GB892590 A GB 892590A
Authority
GB
United Kingdom
Prior art keywords
tetracyclines
general formula
tetracycline
preparation
new compounds
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
GB3036/59A
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.)
Wyeth Holdings LLC
Original Assignee
American Cyanamid Co
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 American Cyanamid Co filed Critical American Cyanamid Co
Publication of GB892590A publication Critical patent/GB892590A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C233/00Carboxylic acid amides

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

The invention relates to tetracyclines of general formula <FORM:0892590/IV (b)/1> wherein R1 and R2 are 1 to 4 C alkyl or together with the attached N form a heterocyclic ring and wherein X is hydrogen or chlorine. The tetracyclines are produced by reacting a tetracycline of the general formula <FORM:0892590/IV (b)/2> with formaldehyde and a secondary amine of formula <FORM:0892590/IV (b)/3> wherein R1 and R2 and X are as defined above. The temperature of reaction is 0 DEG C.-50 DEG C. and preferably 20 DEG C.-25 DEG C. Typical starting tetracyclines are 6-demethyltetracycline and 7-chloro-6-demethyl tetracycline. Suitable secondary amines are dimethylamine, diethylamine, dipropylamine, piperidine, pyrrolidine, morpholine and piperazine. The compounds possess the broad-spectrum activity of tetracyclines and are water-soluble and aqueous solutions may be used orally or parenterally.ALSO:Aqueous solutions of tetracyclines of general formula <FORM:0892590/VI/1> wherein R1 and R2 are 1 to 4 C alkyl or together with the attached N form a heterocyclic ring and wherein X is hydrogen or chlorine are used orally or parenterally and possess the broad spectrum activity of the tetracyclines.
GB3036/59A 1958-01-29 1959-01-28 Preparation of new compounds of the tetracycline series Expired GB892590A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US892590XA 1958-01-29 1958-01-29

Publications (1)

Publication Number Publication Date
GB892590A true GB892590A (en) 1962-03-28

Family

ID=22216605

Family Applications (1)

Application Number Title Priority Date Filing Date
GB3036/59A Expired GB892590A (en) 1958-01-29 1959-01-28 Preparation of new compounds of the tetracycline series

Country Status (1)

Country Link
GB (1) GB892590A (en)

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