DE2228289A1 - Omega-substituierte-l-hydroxyalkane - Google Patents

Omega-substituierte-l-hydroxyalkane

Info

Publication number
DE2228289A1
DE2228289A1 DE19722228289 DE2228289A DE2228289A1 DE 2228289 A1 DE2228289 A1 DE 2228289A1 DE 19722228289 DE19722228289 DE 19722228289 DE 2228289 A DE2228289 A DE 2228289A DE 2228289 A1 DE2228289 A1 DE 2228289A1
Authority
DE
Germany
Prior art keywords
adaptation
dark
accelerate
idones
pyr
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.)
Granted
Application number
DE19722228289
Other languages
English (en)
Other versions
DE2228289C2 (de
Inventor
Kailash Kumar Dr Gauri
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.)
Robugen GmbH
Original Assignee
Robugen GmbH
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 Robugen GmbH filed Critical Robugen GmbH
Priority to DE19722228289 priority Critical patent/DE2228289C2/de
Priority to JP48057274A priority patent/JPS59509B2/ja
Publication of DE2228289A1 publication Critical patent/DE2228289A1/de
Priority to US05/640,961 priority patent/US4067877A/en
Application granted granted Critical
Publication of DE2228289C2 publication Critical patent/DE2228289C2/de
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D213/62—Oxygen or sulfur atoms
    • C07D213/63—One oxygen atom
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D213/62—Oxygen or sulfur atoms
    • C07D213/70—Sulfur atoms

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Pyridine Compounds (AREA)

Description

  • #-substituierte-1-hydroxyalkane Die Erfindung betrifft l-Hydroxyalkane mit 4 bis 18 Kohlenstoffatomen, die in #-Stellung durch heterocyclische Reste der folgenden allgemeinen Formeln substituiert sind in denen X eine Methingruppe oder ein Stickstoffatom und Y ein Sauerstoff- oder Schwefelatom bedeuten.
  • Die Verbindungen nach der Erfindung besitzen die besondere Eigenschaft, daß sie die Dunkeladaption beschleunigen. Dies wurde in Tierversuchen festgestellt. Als Versuchstiere wurden Mäuse verwendet. Die besagte Wirkung wurde aufgrund elektroretinographischer Untersuchungen festgestellt. Die Ergebnisse sind in der anliegend beigefügten Abbildung dargestellt.
  • Die Verbindungen nach der Erfindung können nach der Arbeitsweise gemäß dem folgenden Beispiel hergestellt werden.
  • Beispiel -(2'-ketopyridyl-1'-)n-hexanol-1 13,3 g Pyridon-2-kalium werden mit 13,7 g 6-Chlorhexanol-l in 20 ml Äthanol bis zu 4 Stunden unter Rückfluß erhitzt.
  • Das gebildete Kaliumchlorid wird abfiltriert, das Filtrat eingeengt und anschließend an der Ölpumpe unter Vakuum fraktioniert. Das - (2 -(2'-Ketopyridyl-l'-)n-hexanol-l geht bei 180 bis 182°C über. Die Ausbeute beträgt 80 % der Theorie.
  • Die Verbindung ist sowohl in Wasser wie auch in Chloroform löslich.
  • Nach der geschilderten Arbeitsweise können auch noch folgende Verbindungen 1. #-(4'-ketopyridyl-1-)n-butanol-3 2. L -(2'-Thiopyridyl-l'-)n-octanol-l 3. #-(3'-Methyl-2', 4'-dikto-6'-chlor-pyrimidyl-1'-)nhexanol-l 4. #-(2'-Ketopyridyl-5'-Chlor-1-)n-octadcanol-1 hergestellt werden, wenn man entsprechende Alkalisalze und als Halogenalkanole z.B. folgende Verbindungen 1. 4-Brombutanol-1 2. 8-Chloroctanol-l 3. 6-Chlorhexanol-1 4. #-Chloroctadecanol-1 einsetzt.

Claims (1)

  1. raten tanspruch
    1-Hydroxyalkane mit 4 bis 18 Kohlenstoffatomen, die in C-Stellung durch heterocyclische Reste der folgenden allgemeinen Formeln substituiert sind in denen X eine Methingruppe oder ein Stickstoffatom und Y ein Sauerstoff oder Schwefelatom bedeuten.
DE19722228289 1972-05-24 1972-06-09 1-(6-Hydroxyhexyl)-2(1H)-pyridinon Expired DE2228289C2 (de)

Priority Applications (3)

Application Number Priority Date Filing Date Title
DE19722228289 DE2228289C2 (de) 1972-06-09 1972-06-09 1-(6-Hydroxyhexyl)-2(1H)-pyridinon
JP48057274A JPS59509B2 (ja) 1972-05-24 1973-05-24 １−ヒドロキシ−ｃ↓４〜ｃ↓６アルカンピリドン−２の製造方法
US05/640,961 US4067877A (en) 1972-06-09 1975-12-15 ω-Substituted alkanes and 1-hydroxyalkanes

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE19722228289 DE2228289C2 (de) 1972-06-09 1972-06-09 1-(6-Hydroxyhexyl)-2(1H)-pyridinon

Publications (2)

Publication Number Publication Date
DE2228289A1 true DE2228289A1 (de) 1973-12-20
DE2228289C2 DE2228289C2 (de) 1987-01-29

Family

ID=5847360

Family Applications (1)

Application Number Title Priority Date Filing Date
DE19722228289 Expired DE2228289C2 (de) 1972-05-24 1972-06-09 1-(6-Hydroxyhexyl)-2(1H)-pyridinon

Country Status (1)

Country Link
DE (1) DE2228289C2 (de)

Non-Patent Citations (4)

* Cited by examiner, † Cited by third party
Title
Gauri, K.K.: Documenta Ophthalmologica, Proceedings Series, 1973, S. 119-124 *
Helwig, B.: Moderne Arzneimittel, Stuttgart 1956, S. 674 *
Römpp, Chemielexikon, 6. Aufl., Bd. 1, Spalte 60 *
Zusätzlich wird zur Einsicht für jedermann bereitgehalten: Versuchsbericht vom 23.12.81 (S. 1-3), eingegangen am 29.12.81

Also Published As

Publication number Publication date
DE2228289C2 (de) 1987-01-29

Similar Documents

Publication Publication Date Title
DE1189553B (de) Verfahren zur Herstellung von racemischen und optisch aktiven Piperazinderivaten
DE2228289A1 (de) Omega-substituierte-l-hydroxyalkane
DE1121617B (de) Verfahren zur Herstellung von Tetrahydropyrimidin-2-onderivaten
DE1445505B2 (de) Im phenylkern substituierte 2-phenylamino-1,3-diazacyclopentene-(2)
DE920250C (de) Verfahren zur Herstellung von 4-(ª‰-Amino-ª†-brompropyl)-imidazolsalzen
DE1210883B (de) Verfahren zur Herstellung von Derivaten des 7-Oxycumarins
DE1670196C3 (de) Verfahren zur Herstellung von 1,2-Benzisothiazolen
DE853163C (de) Verfahren zur Herstellung von alkylierten Phenylisopropylaminen
EP0003052A2 (de) Verfahren zur Herstellung von 4-Methyl-5-chlormethylimidazol
DE1618375C (de) Trichlormety lsulfenyl-N-(trifluormethyl)-N-(2-methyl-5-nitroanilid)und ein Verfahren zu dessen Herstellung
DE747733C (de) Verfahren zur Herstellung von Thiazolidinen
AT242138B (de) Verfahren zur Herstellung von neuen Estern von quaternären Ammoniumverbindungen
DE913894C (de) Verfahren zur Herstellung neuer Derivate des Nicotinsaeureamids
DE842791C (de) Verfahren zur Herstellung von N-Aryl-N-vinylisoharnstoffaethern
DE1670445A1 (de) Neue Chinazolinderivate und Verfahren zu ihrer Herstellung
DE1135917B (de) Verfahren zur Herstellung von neuen, blutdrucksenkenden 2-Amino-imidazolinen-(2)
AT288398B (de) Verfahren zur Herstellung von neuen Zimtsäureamiden
DE1011888B (de) Verfahren zur Herstellung von Theophyllinderivaten
DE1670543C (de) Substituierte 2 Morpholino 4 piperazi no 6 amino s triazine
DE930206C (de) Verfahren zur Herstellung von alkylierten Dioxopiperidinen
DE1067026B (de) Verfahren zur Herstellung blutdrucksteigernder Ben zimidazoldenvate
AT165308B (de) Verfahren zur Darstellung von neuen alkylierten Phenylisopropylaminen
DE1149007B (de) Verfahren zur Herstellung von Acyl-hydrazid-hydrazonen
DE1618375B1 (de) Trichlormethylsulfenyl-N-(trifluormethyl)-N-(2-methyl-5-nitroanilid) und ein Verfahren zu dessen Herstellung
DE1012606B (de) Verfahren zur Herstellung von quaternaeren Salzen von Imidazolderivaten

Legal Events

Date Code Title Description
OD Request for examination
OGA New person/name/address of the applicant
D2 Grant after examination
8364 No opposition during term of opposition
8339 Ceased/non-payment of the annual fee