CH235953A - Process for the preparation of a new therapeutically effective amidine. - Google Patents

Process for the preparation of a new therapeutically effective amidine.

Info

Publication number
CH235953A
CH235953A CH235953DA CH235953A CH 235953 A CH235953 A CH 235953A CH 235953D A CH235953D A CH 235953DA CH 235953 A CH235953 A CH 235953A
Authority
CH
Switzerland
Prior art keywords
sep
therapeutically effective
preparation
new therapeutically
amidine
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 CH235953A publication Critical patent/CH235953A/en

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
    • C07D233/04—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
    • C07D233/20—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with substituted hydrocarbon radicals, directly attached to ring carbon atoms
    • C07D233/24—Radicals substituted by nitrogen atoms not forming part of a nitro radical

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Description

  

  Verfahren zur Darstellung eines neuen therapeutisch wirksamen     Amidins.       Es     wurde    gefunden,     dass    man zu     einem     neuen therapeutisch     wirksamen        Amidin    ge  langen kann,     wenn    man     Plhenylaminoacet-          amidin.        mit        Äthylendiamin    umsetzt.     Gege-          benenfalls        arbeitet    man in Gegenwart eines  Lösungsmittels.  



       Das    so gewonnene 2-     [Phenylamiuomethyl]        -          imidazolin    der     Formel     
EMI0001.0020     
    bildet ein     Hydrochlorid    vom F.     180-182 ,     das sieh     in    Wasser leicht löst.  



  Die neue     Verbindung    soll therapeutische       Verwendung    finden.  



  <I>Beispiel:</I>  14,9     Teile        Phenylaminoacetamidin    (her  gestellt aus     seinem    Hydrochlorid durch Ver  setzen mit     Alkali)    werden mit 6,5     Teilen          Äthylendxamin    in Alkohol am     R,ückfluss-          kühler        erwärmt.    Nacherfolgter     Ammoniak-          abspaltung    wird das     Lösungsmittel        abdiestil-          liert        und:

      das erhaltene     2-[Phenylamino-          methyl]-imida,zolin    aus     Ieopropylyäther    um  kristallisiert. Es wird in farblosen Kri-  
EMI0001.0044     
  
    stallen <SEP> vom <SEP> F. <SEP> 87  <SEP> erhalten <SEP> und <SEP> bildet <SEP> ein
<tb>  farbloises <SEP> Hyd@rochlo@rid.
<tb>  



  An <SEP> Stelle <SEP> des <SEP> Phenylaminoacetamidins
<tb>  kann <SEP> auch <SEP> ein <SEP> @Salz <SEP> @desselben, <SEP> wie <SEP> z. <SEP> B. <SEP> das
<tb>  Hydrochlorid, <SEP> verwendet <SEP> werden.



  Process for the preparation of a new therapeutically effective amidine. It has been found that a new therapeutically effective amidine can be obtained by using plhenylaminoacetamidine. with ethylenediamine. If necessary, one works in the presence of a solvent.



       The 2- [phenylamiuomethyl] - imidazoline of the formula obtained in this way
EMI0001.0020
    forms a hydrochloride with a temperature of 180-182, which dissolves easily in water.



  The new compound should find therapeutic use.



  <I> Example: </I> 14.9 parts of phenylaminoacetamidine (made from its hydrochloride by adding alkali) are heated with 6.5 parts of ethylenedxamine in alcohol on a reflux condenser. After the ammonia is split off, the solvent is distilled off and:

      the obtained 2- [phenylamino-methyl] -imida, zoline from Ieopropylyäther to crystallize. It is in colorless crime
EMI0001.0044
  
    stallen <SEP> from <SEP> F. <SEP> 87 <SEP> received <SEP> and <SEP> forms <SEP>
<tb> colorless <SEP> Hyd @ rochlo @ rid.
<tb>



  At <SEP> place <SEP> of <SEP> phenylaminoacetamidine
<tb> can <SEP> also <SEP> a <SEP> @salz <SEP> @ the same, <SEP> like <SEP> e.g. <SEP> B. <SEP> that
<tb> hydrochloride, <SEP> can be used <SEP>.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines neuen therapeutisch wirksamen Amidins, dadurch gekennzeichnet, dass man Phenylaminoacet- amidiu mit Äthylendiamin umsetzt. Das sogewonnene 2-[Phenylaminomethyll- imidazolin der Formel EMI0001.0055 bildet ein Hydro,chlorid vom F. 180-18-2 , das sich in Wasser leicht löst. PATENT CLAIM: Process for the production of a new therapeutically active amidine, characterized in that phenylaminoacetamidiu is reacted with ethylenediamine. The 2- [phenylaminomethyll imidazoline of the formula EMI0001.0055 forms a hydrochloride of F. 180-18-2, which dissolves easily in water. Die neue Verbindung, soll: therapeutische Verwendung finden. EMI0001.0062 UNTERANSPRUCH: <tb> Verfahren <SEP> nach <SEP> Patentanspruch, <SEP> dadurch <tb> gekenuzeich-net,,d'a3 <SEP> man <SEP> in <SEP> Gegenwart <SEP> eines <tb> Lösungsmittels <SEP> arbeitet. The new connection is supposed to: find therapeutic use. EMI0001.0062 SUBClaim: <tb> Method <SEP> according to <SEP> patent claim, <SEP> thereby <tb> gekenuzeich-net ,, d'a3 <SEP> man <SEP> in <SEP> presence <SEP> one <tb> Solvent <SEP> is working.
CH235953D 1938-05-11 1938-05-11 Process for the preparation of a new therapeutically effective amidine. CH235953A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH229523T 1938-05-11
CH235953T 1938-05-11

Publications (1)

Publication Number Publication Date
CH235953A true CH235953A (en) 1944-12-31

Family

ID=25727363

Family Applications (1)

Application Number Title Priority Date Filing Date
CH235953D CH235953A (en) 1938-05-11 1938-05-11 Process for the preparation of a new therapeutically effective amidine.

Country Status (1)

Country Link
CH (1) CH235953A (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2691658A (en) * 1954-10-12 A-phenylaminoethyl
US3671541A (en) * 1969-08-27 1972-06-20 Sandoz Ltd 1,2,2A,3,4,5-HEXAHYDRO-1-(2-IMIDAZOLIN-2-YLMETHYL)BENZ{8 cd{9 INDOLES

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2691658A (en) * 1954-10-12 A-phenylaminoethyl
US3671541A (en) * 1969-08-27 1972-06-20 Sandoz Ltd 1,2,2A,3,4,5-HEXAHYDRO-1-(2-IMIDAZOLIN-2-YLMETHYL)BENZ{8 cd{9 INDOLES

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