BE850777A - Nouveaux derives de la pyrrolidine - Google Patents

Nouveaux derives de la pyrrolidine

Info

Publication number
BE850777A
BE850777A BE174402A BE174402A BE850777A BE 850777 A BE850777 A BE 850777A BE 174402 A BE174402 A BE 174402A BE 174402 A BE174402 A BE 174402A BE 850777 A BE850777 A BE 850777A
Authority
BE
Belgium
Prior art keywords
emi
pyrrolidine
compounds
new derivatives
carbon atoms
Prior art date
Application number
BE174402A
Other languages
English (en)
Original Assignee
Sandoz Sa
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 Sandoz Sa filed Critical Sandoz Sa
Publication of BE850777A publication Critical patent/BE850777A/fr

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D207/04—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
    • C07D207/08—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon radicals, substituted by hetero atoms, attached to ring carbon atoms

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Description


   <EMI ID=1.1>  

  
 <EMI ID=2.1> 

  

 <EMI ID=3.1> 


  
 <EMI ID=4.1> 

  
8 atomes de carbone, un groupe cycloalkyle contenant de 4

  
 <EMI ID=5.1> 

  
 <EMI ID=6.1> 

  
 <EMI ID=7.1> 

  
alkyle contenant de 1 à 4 atomes de carbone et les sels que forment ces composés.

  
 <EMI ID=8.1> 

  
sente un groupe alkyle, celui-ci peut être à chaîne droite ou ramifiée. Le groupe alkyle contient de préférence de 4 à 6 atomes de carbone, en particulier 5 atomes de carbone. Lorsque

  
 <EMI ID=9.1> 

  
de préférence un atome de fluor, de chlore ou de brome, de préférence un atome de chlore; il s'agit en particulier du

  
 <EMI ID=10.1> 

  
 <EMI ID=11.1> 

  
mément au procède de l'invention

  
 <EMI ID=12.1> 

  
 <EMI ID=13.1> 

  
(formule II voir page suivante) 
 <EMI ID=14.1> 
 <EMI ID=15.1> 

  

 <EMI ID=16.1> 


  
 <EMI ID=17.1> 

  
On effectue l'élimination du groupe protecteur

  
 <EMI ID=18.1> 

  
 <EMI ID=19.1> 

  
 <EMI ID=20.1> 

  
 <EMI ID=21.1> 

  
 <EMI ID=22.1> 

  
 <EMI ID=23.1> 

  
 <EMI ID=24.1> 

  
des catalyseurs au platine, au nickel ou, de préférence,

  
 <EMI ID=25.1> 

  
 <EMI ID=26.1> 

  
 <EMI ID=27.1>  <EMI ID=28.1>  <EMI ID=29.1>  

  

 <EMI ID=30.1> 


  
 <EMI ID=31.1> 
 <EMI ID=32.1> 
 <EMI ID=33.1> 
  <EMI ID=34.1> 
 <EMI ID=35.1> 
  <EMI ID=36.1> 

  
devient alors limpide. On agite pendant 2 heures et demie

  
 <EMI ID=37.1> 

  
 <EMI ID=38.1> 

  

 <EMI ID=39.1> 


  
 <EMI ID=40.1>   <EMI ID=41.1> 

  
 <EMI ID=42.1> 

  
 <EMI ID=43.1> 

  
vide poussé, ce qui donne 22 g d'une huile jaune clair qui cristallise après purification par chromatographie sur gel

  
 <EMI ID=44.1> 

  
 <EMI ID=45.1> 

  
 <EMI ID=46.1> 

  
 <EMI ID=47.1> 

  
 <EMI ID=48.1>   <EMI ID=49.1> 

  
 <EMI ID=50.1> 

  
 <EMI ID=51.1> 

  
2,a) et b). 

  
 <EMI ID=52.1> 

  

 <EMI ID=53.1> 
 

  
 <EMI ID=54.1> 

  
 <EMI ID=55.1> 

  
nombre des contractions abdominales. Le pourcentage d'inhibition est obtenu par comparaison du nombre de contractions des animaux traités avec celui des animaux témoins . Le 

  
 <EMI ID=56.1> 

  
tractions abdominales après administration de quelques-uns de ces composer aux doses indiquées. 

  
 <EMI ID=57.1> 

  

 <EMI ID=58.1> 
 

  

 <EMI ID=59.1> 


  

 <EMI ID=60.1> 


  
 <EMI ID=61.1> 

  
 <EMI ID=62.1> 

  
 <EMI ID=63.1> 

  
active, administrer en une seule fois ou en plusieurs doses unitaires.

  
La toxicité aiguë des composés de formule 

  
 <EMI ID=64.1> 

  
 <EMI ID=65.1>   <EMI ID=66.1> 

  
talc, l'acide stéarique etc...;

  
pour des sirops: l'eau, lo saccharose, le sucre inverti,

  
 <EMI ID=67.1> 

  

 <EMI ID=68.1> 


  
 <EMI ID=69.1> 

  

 <EMI ID=70.1> 


  
 <EMI ID=71.1> 

  
 <EMI ID=72.1>  atone, le talc, l'amidon et le lactose. On granulé le Mélange

  
 <EMI ID=73.1>

Claims (1)

  1. <EMI ID=74.1>
    <EMI ID=75.1>
    <EMI ID=76.1>
    <EMI ID=77.1>
    et les sels que forment ces composés.
    <EMI ID=78.1>
    <EMI ID=79.1>
    <EMI ID=80.1>
    <EMI ID=81.1>
    <EMI ID=82.1>
    <EMI ID=83.1>
    <EMI ID=84.1>
    <EMI ID=85.1>
    <EMI ID=86.1> <EMI ID=87.1>
    <EMI ID=88.1>
    <EMI ID=89.1>
    <EMI ID=90.1>
    <EMI ID=91.1>
    <EMI ID=92.1>
    <EMI ID=93.1>
    <EMI ID=94.1>
    <EMI ID=95.1>
    <EMI ID=96.1>
    <EMI ID=97.1>
    <EMI ID=98.1> <EMI ID=99.1>
    <EMI ID=100.1>
    <EMI ID=101.1>
    <EMI ID=102.1>
    <EMI ID=103.1>
    <EMI ID=104.1>
    <EMI ID=105.1>
    <EMI ID=106.1>
    substitue sur le reste phënyle pas un atone de fluor, de chlore ou de brome, par un groupe,
    <EMI ID=107.1> <EMI ID=108.1>
    <EMI ID=109.1>
    <EMI ID=110.1>
    <EMI ID=111.1>
    8 atomes de carbone, un groupe cycloalkyle contenant dû 4 5
    <EMI ID=112.1>
    <EMI ID=113.1>
    <EMI ID=114.1>
    <EMI ID=115.1>
    de vue pharmaceutique.
    <EMI ID=116.1>
    <EMI ID=117.1>
    <EMI ID=118.1>
    <EMI ID=119.1> <EMI ID=120.1>
    <EMI ID=121.1>
    acceptables que forment ces composés..
    <EMI ID=122.1>
    <EMI ID=123.1>
    <EMI ID=124.1> <EMI ID=125.1>
BE174402A 1976-01-28 1977-01-26 Nouveaux derives de la pyrrolidine BE850777A (fr)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH107076 1976-01-28

Publications (1)

Publication Number Publication Date
BE850777A true BE850777A (fr) 1977-07-26

Family

ID=4201738

Family Applications (1)

Application Number Title Priority Date Filing Date
BE174402A BE850777A (fr) 1976-01-28 1977-01-26 Nouveaux derives de la pyrrolidine

Country Status (2)

Country Link
BE (1) BE850777A (fr)
ZA (1) ZA77511B (fr)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4197239A (en) * 1977-12-22 1980-04-08 John Wyeth & Brother Limited Hexahydroazepine, piperidine and pyrrolidine derivatives
US4463177A (en) * 1981-12-02 1984-07-31 John Wyeth & Brother Limited Process for making m-hydroxyphenyl substituted compounds

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4197239A (en) * 1977-12-22 1980-04-08 John Wyeth & Brother Limited Hexahydroazepine, piperidine and pyrrolidine derivatives
US4197241A (en) * 1977-12-22 1980-04-08 John Wyeth & Brother Limited Hexahydroazepine, piperidine and pyrrolidine derivatives
US4463177A (en) * 1981-12-02 1984-07-31 John Wyeth & Brother Limited Process for making m-hydroxyphenyl substituted compounds

Also Published As

Publication number Publication date
ZA77511B (en) 1978-09-27

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