NO154345B - Analogifremgangsmaate for fremstilling av kardiotonisk virksomme 5-(pyridinyl)-2(1h)-pyridinoner. - Google Patents

Analogifremgangsmaate for fremstilling av kardiotonisk virksomme 5-(pyridinyl)-2(1h)-pyridinoner. Download PDF

Info

Publication number
NO154345B
NO154345B NO803550A NO803550A NO154345B NO 154345 B NO154345 B NO 154345B NO 803550 A NO803550 A NO 803550A NO 803550 A NO803550 A NO 803550A NO 154345 B NO154345 B NO 154345B
Authority
NO
Norway
Prior art keywords
nylon
carbon black
filaments
pyridinones
pyridinyl
Prior art date
Application number
NO803550A
Other languages
English (en)
Other versions
NO154345C (no
NO803550L (no
Inventor
George Yohe Lesher
Richard Everett Philion
Donald Frederick Page
Chester Joseph Opalka
Original Assignee
Sterling Drug Inc
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
Priority claimed from US06/135,100 external-priority patent/US4297360A/en
Priority claimed from US06/198,461 external-priority patent/US4313951A/en
Application filed by Sterling Drug Inc filed Critical Sterling Drug Inc
Publication of NO803550L publication Critical patent/NO803550L/no
Publication of NO154345B publication Critical patent/NO154345B/no
Publication of NO154345C publication Critical patent/NO154345C/no

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
    • C07D213/78—Carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, e.g. ester or nitrile radicals
    • C07D213/84—Nitriles
    • C07D213/85—Nitriles in position 3
    • 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
    • C07D213/24—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 substituted hydrocarbon radicals attached to ring carbon atoms
    • C07D213/44—Radicals substituted by doubly-bound oxygen, sulfur, or nitrogen atoms, or by two such atoms singly-bound to the same carbon atom
    • C07D213/46—Oxygen atoms
    • C07D213/50—Ketonic radicals
    • 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
    • C07D213/64—One oxygen atom attached in position 2 or 6
    • 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
    • C07D213/72—Nitrogen atoms
    • C07D213/73—Unsubstituted amino or imino radicals
    • 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
    • C07D213/72—Nitrogen atoms
    • C07D213/74—Amino or imino radicals substituted by hydrocarbon or substituted hydrocarbon radicals
    • 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
    • C07D213/72—Nitrogen atoms
    • C07D213/75—Amino or imino radicals, acylated by carboxylic or carbonic acids, or by sulfur or nitrogen analogues thereof, e.g. carbamates
    • 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
    • C07D213/78—Carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, e.g. ester or nitrile radicals
    • C07D213/79—Acids; Esters
    • C07D213/80—Acids; Esters in position 3
    • 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
    • C07D213/78—Carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, e.g. ester or nitrile radicals
    • C07D213/81—Amides; Imides
    • C07D213/82—Amides; Imides in position 3

Landscapes

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

Description

Fremgangsmåte ved fremstilling av nylon som inneholder carbon black jevnt dispergert deri.
Foreliggende oppfinnelse angår en fremgangsmåte ved fremstilling av nylon inneholdende carbon black, jevnt dispergert deri.
Det er kjent å fremstille filamenter
fra nylon med carbon black jevnt fordelt deri. Filamenter fremstilt fra nylon fylt med carbon black frembyr mange fordeler ved fremstillingen sammenlignet med filamenter farvet etter fremstillingen. Noen av disse fordeler er farveekthet og jevnhet. Skjønt forskjellige måter har vært foreslått for å blande og arbeide carbon black inn i nylon for å få en god dispergering deri, oppviser filamenter eller lignende tråd-formig materiale som er smeltespunnet fra carboninneholdende nylon tydelig dårli-gere fysikalske egenskaper, særlig med hensyn til strekkfasthet. Nedsettelsen i
styrke er større enn man skulle vente når virkningen av tilsetning av andre materialer til nylon, for eksempel varmestabili-satorer, lysstabillsatorer, anti-skumnings-midler, viskositetsstabilisatorer og matter-ingsmidler, tas i betraktning.
Ved de tidligere foreslåtte pigmenterin-ger av nylon ble anvendt kommersielt til-gjengelige carbon blacks. Ifølge britisk pa-tent nr. 846 907 har man også anvendt furnace carbon blacks med lavt oxygeninnhold. Analyser av de forskjellige typer av kommersielle sorte pigmenter viser at det molekylære oxygeninnhold deri kan være så høyt som 12 vektprosent. I denne
forbindelse henvises til Industrial and
Engineering Chemistry, Bind 48, side 162— 166, Januar 1956. Av det totale molekylære oxygeninnhold antas ca. 18 prosent å være tilstede i 1,4-kinon-formen og fra 5 til 19 prosent i form av carboxylgrupper. Dess-uten er der for hver 3,2 oxygenatomer i carboxylgruppene øyensynlig tilstede et oxygenatom i form av fenolgrupper. Ved noen anvendelser, så som ved forsterkning av gummimaterialer, er tilstedeværelsen av molekylært oxygen i carbon black ganske fordelaktig. Det har imidlertid vist seg at konvensjonelle carbon blacks er dårlige materialer for pigmentering av nylonsmel-ter, idet de innvirker uheldig på de fysikalske egenskaper av filamentene og lignende, fremstilt derav.
I henhold til foreliggende oppfinnelse har det vist seg at carbon black behandlet slik at det molekylære oxygeninnhold derav er redusert til under 3,0 vektprosent, lettere kan inkorporeres i nylon ved intim sammenblanding av de to materialer, og at det erholdte pigmenterte nylon kan smelte-spinnes til tekstilfilamenter av utmerket kvalitet. Fortrinnsvis er oxygeninnholdet av det anvendte carbon black 0,05—2,5 vektprosent på det tidspunkt da det inkorporeres i nylonet.
Nylon er et velkjent materiale og fremstilles ved polykondensasjon av dicarboxyl-syrer og diaminer eller ved polykondensasjon av aminosyrer for å danne høymole-kylvekts polymerer. Særlig fordelaktig nylon fremstilles ved polykondensasjonen av hexamethylendiamin og adipinsyre eller ved polykondensasjon av 6-aminocapron-syre. Ved foreliggende oppfinnelse kan også nylonpolymer blandinger og copolymerer pigmenteres. Ved foreliggende fremgangsmåte fremstilles nylon som inneholder carbon black jevnt dispergert, under anvendelse av et carbon black som inneholder større mengder oxygen i fri eller bundet form, idet oxygeninnholdet i carbon black nedsettes til under 3 pst. hvorpå det på kjent måte blandes intimt med nylon.
Flere metoder har vist seg egnet for å oppnå det nødvendige lave oxygeninnhold i carbon black. En foretrukken metode for å nedsette oxygeninnholdet av carbon blacks går ut på å oppvarme materialet i en hyd-rogenatmosfære i nærvær av platinaoxyd. En annen fremgangsmåte innbefatter å bringe carbon black materialet i intim kon-takt med ca. 2—4 prosent diazomethan i absolutt ether. En tredje fremgangsmåte er en lengre behandling av carbon black pigmentet ved 1000°C i en strøm av nitrogen-gass eller under vakuum.
Det behandlede carbon black med en gjennomsnittlig partikkelstørrelse på 5—70 millimikron kan inkorporeres i nylon på forskjellige konvensjonelle måter. Dispergering av carbon black materialene med lavt innhold av molekylært oxygen kan lettere oppnåes i mengder på ca. 0,05—10 vektprosent. Ubehandlede carbon blacks er tilbøyelige til å danne agglomerater og kostbare og tidskrevende operasjoner kre-ves for å redusere agglomeratdannelsen. Det er ganske forbausende at behandlede carbon blacks ikke er tilbøyelig til å danne slike agglomerater.
En foretrukken måte for å dispergere de behandlede carbon blacks i nylon innbefatter å blande materialene omhyggelig mens nylonet er i smeltet tilstand. De sorte pigmenter kan imidlertid tilsettes under eller før polykondensasjonen av det nylondannende materiale begynner.
En annen viktig fremgangsmåte innbefatter å omrøre fliser av nylon og findelt carbon black og derpå smelte de erholdte belagte nylonfliser. Det smeltede nylon blir så ekstrudert til jevnt sortfarvede filamenter av høy kvalitet. Artikler kan formes fra det sorte nylon, filmer og bust kan ekstru-deres fra dette og overflater kan belegges med det.
For en mere detaljert beskrivelse av oppfinnelsen henvises til de følgende spe-sielle eksempler. Alle deler og prosenter er angitt i vekt hvor ikke annet uttrykke-lig er anført.
Eksempel 1.
Carbon black med et molekylært oxygeninnhold på 12 prosent ble tilsatt til en strøm av smeltet nylon-66-polymer av fi-berkvalitet. Mengden av pigment var slik at blandingen inneholdt 1,0 prosent pigment. Den erholdte strøm ble ført gjennom en tannhjulpumpe og derpå gjennom åpningene på en smeltespinningsdyse for å frembringe en bunt på 140 filamenter. Filamentene ble trukket til en total denier på 840. Mange brudd i filamentene inntrådte under trekkingen. En nærmere under-søkelse av garnet viste nærvær av agglomerater av carbon black hvilket betød en dårlig dispergering av pigment i polymeren. Strekkfastheten av garnet var bare 2,5 g/denier.
Eksempel 2.
Det i eksempel 1 anvendte carbon black ble oppvarmet i en nitrogenatmo-sfære ved 1000°C i ca. 150 minutter. Ved slutten av behandlingen viste en analyse av en prøve at den hadde et molekylært oxygeninnhold på 0,25 prosent. Det således behandlede carbon black ble tilsatt til en strøm av smeltet nylon-66-polymer av fi-berkvalitet. Mengden av sort pigment var slik at blandingen inneholdt 1,0 prosent pigment. Den dannede strøm ble ført gjennom en tannhjulspumpe og så gjennom åpningene på en smeltespinnedyse for å fremstille en bunt på 140 filamenter. Filamentene ble trukket til en total denier på 840. Meget få brudd på filamentene inntrådte under trekningen. En nærmere un-dersøkelse av garnet viste at praktisk talt ingen agglomerater av carbon black var tilstede, hvilket betød en utmerket dispergering av pigmentet i polymeren. Strekkfastheten på garnet var 6,5 g/denier.
Lignende forbedringer ble funnet når nylon-6 ble pigmentert med carbon black av lavt molekylært oxygeninnhold og når oxygeninnholdet av det anvendte carbon black ble redusert på andre måter.
Det vil således sees at foreliggende oppfinnelse gir mange fordeler. Der skaffes en bekvem proses for fremstilling av carbon-fylt nylon. Det sorte pigment dispergeres lettere i nylonet. Mindre agglomeratdan-nelse inntrer når det behandlede sorte pigment inkorporeres i nylon.

Claims (1)

  1. Fremgangsmåte ved fremstilling av nylon som inneholder carbon black jevnt dispergert, under anvendelse av et carbon black som inneholder større mengder oxygen i fri eller bundet form, karakterisert ved at oxygeninnholdet i carbon black nedsettes til under 3 pst. hvorpå det på kjent måte blandes intimt med nylon.
NO803550A 1979-11-26 1980-11-25 Analogifremgangsmaate for fremstilling av kardiotonisk virksomme 5-(pyridinyl)-2(1h)-pyridinoner. NO154345C (no)

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
US9750479A 1979-11-26 1979-11-26
US06/135,100 US4297360A (en) 1980-03-28 1980-03-28 5-(Pyridinyl)pyridine-2,3-diamines, preparation thereof and their cardiotonic use
US06/198,461 US4313951A (en) 1979-11-26 1980-10-20 3-Substituted-6-(lower-alkyl)-5-(pyridinyl)-2(1H)-pyridinones, their cardiotonic use and intermediates therefor
US06/204,726 US4312875A (en) 1980-03-28 1980-11-06 5-(Pyridinyl)-6-(lower-alkyl)-2(1H)-pyridinones, 1,2-dihydro-2-oxo-5-(pyridinyl)-6-(lower-alkyl)nicotinic acids and lower-alkyl esters thereof, and cardiotonic use thereof

Publications (3)

Publication Number Publication Date
NO803550L NO803550L (no) 1981-05-27
NO154345B true NO154345B (no) 1986-05-26
NO154345C NO154345C (no) 1986-09-03

Family

ID=27492921

Family Applications (2)

Application Number Title Priority Date Filing Date
NO803550A NO154345C (no) 1979-11-26 1980-11-25 Analogifremgangsmaate for fremstilling av kardiotonisk virksomme 5-(pyridinyl)-2(1h)-pyridinoner.
NO85854001A NO156127C (no) 1979-11-26 1985-10-09 1-pyridinyl-2(dialkylamino)-etenylalkylketoner.

Family Applications After (1)

Application Number Title Priority Date Filing Date
NO85854001A NO156127C (no) 1979-11-26 1985-10-09 1-pyridinyl-2(dialkylamino)-etenylalkylketoner.

Country Status (20)

Country Link
AT (1) AT379387B (no)
CH (1) CH649535A5 (no)
DE (1) DE3044568A1 (no)
DK (1) DK151799C (no)
ES (1) ES8301920A1 (no)
FI (1) FI76564C (no)
FR (2) FR2470124B1 (no)
GB (2) GB2065642B (no)
GR (1) GR71608B (no)
HK (2) HK31189A (no)
IE (1) IE50632B1 (no)
IL (2) IL61501A (no)
IT (1) IT1148740B (no)
LU (1) LU82957A1 (no)
MX (1) MX155904A (no)
NL (2) NL192202C (no)
NO (2) NO154345C (no)
NZ (1) NZ195564A (no)
PT (1) PT72106B (no)
SE (1) SE442398B (no)

Families Citing this family (26)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4305948A (en) * 1980-12-22 1981-12-15 Sterling Drug Inc. N-Hydroxy-1,2-dihydro-2-oxo-5-(pyridinyl)-nicotinimidamide and their cardiotonic use
US4465686A (en) * 1981-09-08 1984-08-14 Sterling Drug Inc. 5-(Hydroxy- and/or amino-phenyl)-6-(lower-alkyl)-2-(1H)-pyridinones, their cardiotonic use and preparation
FR2529891A1 (fr) * 1982-07-12 1984-01-13 Nativelle Sa Ets Derives du pyridyl-3 alcoxy-5 pyrazole, procede de preparation et application en therapeutique
IL69407A (en) * 1982-08-23 1987-10-20 Warner Lambert Co 2(1h)-pyridinones,their preparation and pharmaceutical compositions containing them
IL70169A0 (en) * 1982-11-18 1984-02-29 Sterling Drug Inc 2(1h)-pyridinones,their preparation and pharmaceutical compositions containing them
GB8414220D0 (en) * 1984-06-04 1984-07-11 Sterwin Ag Medicaments in unit dose form
AU8495091A (en) * 1990-08-21 1992-03-17 Upjohn Company, The Bisphosphonic acid derivatives as anti-arthritic agents
CZ403592A3 (en) * 1992-02-20 1993-12-15 Hoechst Ag Arylcarbonylaminoalkyldihydrooxopyridines, process of their preparation and their use
US7772188B2 (en) 2003-01-28 2010-08-10 Ironwood Pharmaceuticals, Inc. Methods and compositions for the treatment of gastrointestinal disorders
AU2005316540A1 (en) * 2004-12-16 2006-06-22 Vertex Pharmaceuticals Incorporated Pyrid-2-ones useful as inhibitors of Tec family protein kinases for the treatment of inflammatory, proliferative and immunologically-mediated diseases
EP2218442A1 (en) 2005-11-09 2010-08-18 CombinatoRx, Inc. Methods, compositions, and kits for the treatment of ophthalmic disorders
MX354786B (es) 2007-06-04 2018-03-21 Synergy Pharmaceuticals Inc Agonistas de guanilato ciclasa utiles para el tratamiento de trastornos gastrointestinales, inflamacion, cancer y otros trastornos.
US8969514B2 (en) 2007-06-04 2015-03-03 Synergy Pharmaceuticals, Inc. Agonists of guanylate cyclase useful for the treatment of hypercholesterolemia, atherosclerosis, coronary heart disease, gallstone, obesity and other cardiovascular diseases
CA2726917C (en) 2008-06-04 2018-06-26 Synergy Pharmaceuticals Inc. Agonists of guanylate cyclase useful for the treatment of gastrointestinal disorders, inflammation, cancer and other disorders
WO2010009319A2 (en) 2008-07-16 2010-01-21 Synergy Pharmaceuticals Inc. Agonists of guanylate cyclase useful for the treatment of gastrointestinal, inflammation, cancer and other disorders
US9616097B2 (en) 2010-09-15 2017-04-11 Synergy Pharmaceuticals, Inc. Formulations of guanylate cyclase C agonists and methods of use
US9580471B2 (en) 2011-03-01 2017-02-28 Synergy Pharmaceuticals, Inc. Process of preparing guanylate cyclase C agonists
EP2744496A4 (en) 2011-08-16 2015-04-08 Baker Idi Heart And Diabetes Inst Holdings Ltd FORMULATIONS WITH TAXED RELEASE
WO2013106547A1 (en) 2012-01-10 2013-07-18 President And Fellows Of Harvard College Beta-cell replication promoting compounds and methods of their use
US9545446B2 (en) 2013-02-25 2017-01-17 Synergy Pharmaceuticals, Inc. Agonists of guanylate cyclase and their uses
WO2014151200A2 (en) 2013-03-15 2014-09-25 Synergy Pharmaceuticals Inc. Compositions useful for the treatment of gastrointestinal disorders
EP2970384A1 (en) 2013-03-15 2016-01-20 Synergy Pharmaceuticals Inc. Agonists of guanylate cyclase and their uses
JP6606491B2 (ja) 2013-06-05 2019-11-13 シナジー ファーマシューティカルズ インコーポレイテッド グアニル酸シクラーゼｃの超高純度アゴニスト、その作成および使用方法
JP6694385B2 (ja) 2013-08-09 2020-05-13 アーデリクス，インコーポレーテッド リン酸塩輸送阻害のための化合物及び方法
EP3236963B1 (en) 2014-12-22 2020-01-29 Cardiora Pty Ltd Method of treatment
WO2020237096A1 (en) 2019-05-21 2020-11-26 Ardelyx, Inc. Combination for lowering serum phosphate in a patient

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4072746A (en) * 1975-10-14 1978-02-07 Sterling Drug Inc. 3-Amino-5-(pyridinyl)-2(1H)-pyridinones
US4004012A (en) * 1975-10-14 1977-01-18 Sterling Drug Inc. 3-Cyano-5-(pyridinyl)-2(1H)-pyridinones

Also Published As

Publication number Publication date
HK31189A (en) 1989-04-21
GB8315983D0 (en) 1983-07-13
FI76564C (fi) 1988-11-10
CH649535A5 (fr) 1985-05-31
NL970028I2 (nl) 1998-03-02
IL61501A (en) 1984-06-29
NL192202B (nl) 1996-11-01
FR2553767A1 (fr) 1985-04-26
FI803652L (fi) 1981-05-27
DE3044568A1 (de) 1981-08-27
IT8026218A0 (it) 1980-11-25
NL8006399A (nl) 1981-06-16
NO154345C (no) 1986-09-03
FI76564B (fi) 1988-07-29
GB2131421B (en) 1985-06-26
IL69847A0 (en) 1983-12-30
GB2065642B (en) 1984-04-04
MX155904A (es) 1988-05-23
HK83090A (en) 1990-10-19
PT72106A (fr) 1980-12-01
DK151799C (da) 1988-06-20
NL970028I1 (nl) 1997-10-01
IE802430L (en) 1981-05-26
SE8008252L (sv) 1981-05-27
DE3044568C2 (no) 1990-11-29
FR2553767B1 (fr) 1987-01-16
NO803550L (no) 1981-05-27
LU82957A1 (fr) 1981-06-04
DK501180A (da) 1981-05-27
ES507620A0 (es) 1982-11-16
IT1148740B (it) 1986-12-03
GB2131421A (en) 1984-06-20
FR2470124B1 (fr) 1986-12-19
NL192202C (nl) 1997-03-04
NZ195564A (en) 1983-09-30
SE442398B (sv) 1985-12-23
FR2470124A1 (fr) 1981-05-29
DK151799B (da) 1988-01-04
IL61501A0 (en) 1981-05-20
ES8301920A1 (es) 1982-11-16
NO156127C (no) 1987-07-29
IE50632B1 (en) 1986-05-28
NO156127B (no) 1987-04-21
AT379387B (de) 1985-12-27
GB2065642A (en) 1981-07-01
PT72106B (fr) 1981-09-29
NO854001L (no) 1981-05-27
GR71608B (no) 1983-06-17
ATA578080A (de) 1985-05-15

Similar Documents

Publication Publication Date Title
NO154345B (no) Analogifremgangsmaate for fremstilling av kardiotonisk virksomme 5-(pyridinyl)-2(1h)-pyridinoner.
US5830572A (en) Stain-resistant, pigmented nylon fibers
DE931732C (de) Verfahren zur Herstellung eines fuer die Verarbeitung auf geformte Gegenstaende geeigneten Kopolymeren
DE2556883A1 (de) Aromatische copolyamide, hieraus gefertigte formgegenstaende und verfahren zu deren herstellung
DE1569303B2 (de) Formmasse
US9263171B2 (en) Conductive masterbatches and conductive monofilaments
JPS63288237A (ja) ポリ‐ｐ‐フエニレンテレフタルアミドからのコード
JPS60231834A (ja) ナイロンの絨緞用繊維の染色性を改善する方法
CN111363346A (zh) 一种石墨烯包覆炭黑用于制备抗静电黑色母粒的方法及产品
JP2022509586A (ja) 高度の末端基封止を介して得られる耐汚染性ポリアミドポリマー
DE69213455T2 (de) Copolyadipinamid das Trimethylhexamethylenadipinamideinheiten enthält und daraushergestelte Produkte
US3324072A (en) Nylon filled with carbon black
DE1669477A1 (de) Verfahren zur Herstellung von nicht klebenden Mischpolyamidfaeden
JPS61250034A (ja) 原着ポリエステルペレツトの製造法
DE69211650T2 (de) Polymerzusammensetzung
US3492368A (en) Fiber forming linear polyesters with improved dyeability
CN103710781A (zh) 一种吸湿性聚酯纤维及其制备方法
JPH06341016A (ja) 高タフネス黒原着ポリアミド繊維
DE2542422C2 (de) Wäßrige Poly- bzw. Copolyhydrazidlösung
DE2408426A1 (de) Polyarylen-1,3,4-oxadiazole, verfahren zur herstellung derselben und verfahren zur herstellung von polyoxadiazolfasern auf deren basis
WO1999057346A1 (de) Emulsions-polytetrafluorethylen-mikropulver als additiv für faserbildende kunststoffe
DE1495064A1 (de) Verfahren zur Herstellung eines waermestabilisierten Polyamids
CN112251843B (zh) 一种有色高强高模聚芳酯纤维及其制备方法
DE2541482B2 (de) Verfahren zur herstellung von verstreckten faeden aus poly-phenylen- 1,3,4-oxadiazol
JPS5812374B2 (ja) ポリアミドケイデンドウセイフクゴウセンイ