CH620908A5 - - Google Patents

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Publication number
CH620908A5
CH620908A5 CH35780A CH35780A CH620908A5 CH 620908 A5 CH620908 A5 CH 620908A5 CH 35780 A CH35780 A CH 35780A CH 35780 A CH35780 A CH 35780A CH 620908 A5 CH620908 A5 CH 620908A5
Authority
CH
Switzerland
Prior art keywords
pyridinyl
pyridinone
acid
oxo
dihydro
Prior art date
Application number
CH35780A
Other languages
English (en)
French (fr)
Inventor
George Yohe Lesher
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 US05/621,763 external-priority patent/US4004012A/en
Application filed by Sterling Drug Inc filed Critical Sterling Drug Inc
Publication of CH620908A5 publication Critical patent/CH620908A5/fr

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    • 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
    • C07D213/53—Nitrogen atoms
    • 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
    • C07D213/36—Radicals substituted by singly-bound nitrogen atoms
    • C07D213/38—Radicals substituted by singly-bound nitrogen atoms having only hydrogen or hydrocarbon radicals attached to the substituent nitrogen 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
    • C07D213/24—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
    • C07D213/48—Aldehydo 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
    • 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
CH35780A 1975-10-14 1980-01-16 CH620908A5 (sv)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US05/621,763 US4004012A (en) 1975-10-14 1975-10-14 3-Cyano-5-(pyridinyl)-2(1H)-pyridinones
US05/707,235 US4072746A (en) 1975-10-14 1976-07-21 3-Amino-5-(pyridinyl)-2(1H)-pyridinones

Publications (1)

Publication Number Publication Date
CH620908A5 true CH620908A5 (sv) 1980-12-31

Family

ID=27089047

Family Applications (3)

Application Number Title Priority Date Filing Date
CH1297876A CH618969A5 (sv) 1975-10-14 1976-10-13
CH35880A CH619936A5 (sv) 1975-10-14 1980-01-16
CH35780A CH620908A5 (sv) 1975-10-14 1980-01-16

Family Applications Before (2)

Application Number Title Priority Date Filing Date
CH1297876A CH618969A5 (sv) 1975-10-14 1976-10-13
CH35880A CH619936A5 (sv) 1975-10-14 1980-01-16

Country Status (22)

Country Link
US (5) US4072746A (sv)
AR (3) AR220512A1 (sv)
AT (3) AT359494B (sv)
BE (1) BE847196A (sv)
CA (3) CA1089860A (sv)
CH (3) CH618969A5 (sv)
DE (1) DE2646469A1 (sv)
DK (1) DK151331C (sv)
ES (1) ES452405A1 (sv)
FI (1) FI66849C (sv)
FR (1) FR2327779A1 (sv)
GB (1) GB1512129A (sv)
GR (1) GR64513B (sv)
IE (1) IE43956B1 (sv)
IL (1) IL50632A (sv)
LU (1) LU76011A1 (sv)
NL (1) NL186694C (sv)
NO (2) NO147025C (sv)
NZ (1) NZ182270A (sv)
PH (2) PH12507A (sv)
PT (1) PT65708B (sv)
SE (2) SE430335B (sv)

Families Citing this family (84)

* 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
US4223149A (en) * 1979-07-26 1980-09-16 Sterling Drug Inc. Process for producing 3-cyano-5-(pyridinyl)-2(1H)-pyridinones
US4304777A (en) * 1979-08-30 1981-12-08 Sterling Drug Inc. 6-(Pyridinyl)-3(2H)-pyridazinones and their use as cardiotonics
US4225601A (en) * 1979-09-10 1980-09-30 Sterling Drug Inc. 3-Hydroxy or hydroxymethyl-5-(4-pyridinyl)2(1H)-pyridinones, useful as cardiotonic agents and their preparation
US4313951A (en) * 1979-11-26 1982-02-02 Sterling Drug Inc. 3-Substituted-6-(lower-alkyl)-5-(pyridinyl)-2(1H)-pyridinones, their cardiotonic use and intermediates therefor
US4297360A (en) * 1980-03-28 1981-10-27 Sterling Drug Inc. 5-(Pyridinyl)pyridine-2,3-diamines, preparation thereof and their cardiotonic use
NZ195564A (en) * 1979-11-26 1983-09-30 Sterling Drug Inc 5-pyridinyl-2(1h)-pyridinones pharmaceutical compositions intermediate pyridine compounds
AT379386B (de) * 1979-11-26 1985-12-27 Sterling Drug Inc Verfahren zur herstellung von neuen 1-pyridinyl-2-(dialkylamino)-aethenyl-nied.-alky ketonen
US4365065A (en) * 1979-11-26 1982-12-21 Sterling Drug Inc. 1-(Pyridinyl)-2-(dimethylamino)ethenyl lower-alkyl ketones
US4304775A (en) * 1979-12-13 1981-12-08 Sterling Drug Inc. 3-Hydrazino-6-(pyridinyl) pyridazines and cardiotonic use thereof
US4271168A (en) * 1979-12-26 1981-06-02 Sterling Drug Inc. Selected 3-acylamino-5-[4(or 3)-pyridinyl]-2(1H)-pyridinones
US4264609A (en) * 1980-02-26 1981-04-28 Sterling Drug Inc. N-[3-Dimethylamino-2-(4-pyridinyl)-2-propenylidene]-N-methylmethaniminium chloride hydrochloride, its use in preparing 5-(cyano or carbamyl)-[3,4'-bipyridin]-6(1H)-one and its use as a cardiotonic
US4310670A (en) * 1980-02-26 1982-01-12 Sterling Drug Inc. Low-temperature, aqueous conversion of 4-picoline derivative to 5-cyano-[3,4'-bipyridin]-6(1H)-one
DE3106460A1 (de) * 1980-03-03 1982-01-28 Sandoz-Patent-GmbH, 7850 Lörrach 2(1h)-pyridinon-derivate, ihre herstellung und sie enthaltende pharmazeutische zubereitungen
IL62306A0 (en) * 1980-03-17 1981-05-20 Sterling Drug Inc Pyrazolopyridinones and pyridinylnicotinates,their preparation and pharmaceutical compositions containing them
US4264612A (en) * 1980-03-17 1981-04-28 Sterling Drug Inc. Lower-alkyl 2-halo-5-(pyridinyl)nicotinates, their preparation and use as cardiotonics
US4265895A (en) * 1980-03-17 1981-05-05 Sterling Drug Inc. 1,2-Dihydro-5-pyridinyl-3H-pyrazolo[3,4-b]pyridin-3-ones and their use as cardiotonics
US4264603A (en) * 1980-03-17 1981-04-28 Sterling Drug Inc. 5-(Pyridinyl)-1H-pyrazolo[3,4-b]pyridine-3-amines, their use as cardiotonics and their preparation
US4294836A (en) * 1980-03-24 1981-10-13 Sterling Drug Inc. 1,3-Dihydro-6-(pyridinyl)-2H-imidazo[4,5-b]pyridin-2-ones and -imidazo[4,5-b]-pyridine-2-thiones and their cardiotonic use
US4317909A (en) * 1980-03-24 1982-03-02 Sterling Drug Inc. Preparation of 1,3-dihydro-5-(pyridinyl)-2H-imidazo[4,5-b]pyridin-2-ones
US4337253A (en) * 1980-04-28 1982-06-29 Sterling Drug Inc. 4,5-Dihydro-2-methyl-6-(4-pyridinyl)-3(2H)-pyridazinone and its use as a cardiotonic
US4305943A (en) * 1980-04-28 1981-12-15 Sterling Drug Inc. 4-Amino-6-(pyridinyl)-3(2H)-pyridazinones and their use as cardiotonics
US4338446A (en) * 1980-04-28 1982-07-06 Sterling Drug Inc. Di-(lower-alkyl)hydroxy-[2-oxo-2-(pyridinyl)ethyl]-propanedioates
US4335131A (en) * 1980-11-24 1982-06-15 Sterling Drug Inc. Amrinone-N-glucuronide, salts and cardiotonic use thereof
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
US4339584A (en) * 1980-12-22 1982-07-13 Sterling Drug Inc. Process for preparing 3-amino-5-(pyridinyl)-2(1H)-pyridinones via N-hydroxy-1,2-dihydro-2-oxo-5-(pyridinyl)-nicotinimidamide by reaction with polyphosphoric acid
IL65278A0 (en) * 1981-03-30 1982-05-31 Sterling Drug Inc 3-amino-5-(substituted)-2(1h)-pyridinones and corresponding 3-cyano compounds,their preparation and pharmaceutical compositions containing them
US4559352A (en) * 1981-03-30 1985-12-17 Sterling Drug Inc. 1,2-Dihydro-2-oxo-5-(hydroxy-and/or amino-phenyl)-nicotinonitriles and cardiotonic use thereof
US4404203A (en) * 1981-05-14 1983-09-13 Warner-Lambert Company Substituted 6-phenyl-3(2H)-pyridazinones useful as cardiotonic agents
US4397854A (en) * 1981-05-14 1983-08-09 Warner-Lambert Company Substituted 6-phenyl-3(2H)-pyridazinones useful as cardiotonic agents
US4374141A (en) * 1981-08-17 1983-02-15 Sterling Drug Inc. 2-Substituted amino-5-(pyridinyl)-nicotinamides and their cardiotonic use
US4362734A (en) * 1981-08-26 1982-12-07 Sterling Drug Inc. 2-(Substituted-amino)-5-(pyridinyl-nicotinonitriles, and their cardiotonic use
US4362735A (en) * 1981-08-31 1982-12-07 Sterling Drug Inc. 3-[(3-Oxo-1-butenyl)amino]-5-(pyridinyl)-2(1H)-pyridinones 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
US4515797A (en) * 1981-09-08 1985-05-07 Sterling Drug Inc. 3-Amino-5-(hydroxy- and/or aminophenyl)-6-(lower-alkyl)-2(1H)-pyridinones and cardiotonic use thereof
US4590194A (en) * 1981-10-05 1986-05-20 Sterling Drug Inc. 3-[methyl or dimethyl)amino]-6-(pyridinyl)pyridazines and their cardiotonic use
US4514400A (en) * 1981-10-26 1985-04-30 William H. Rorer, Inc. Cardiotonic 5-heteroaryl-pyridone
US4593028A (en) * 1981-10-26 1986-06-03 William H. Rorer, Inc. 5-hetero aryl-substituted-2-pyridones useful as cardiotonic agents for treatment of congestive heart failure
US4539321A (en) * 1981-10-26 1985-09-03 William H. Rorer, Inc. 5-Diaza-aryl-3-substituted pyridone compounds
US4432979A (en) * 1981-10-26 1984-02-21 William H. Rorer, Inc. Pyridone compounds
US4599423A (en) * 1982-04-26 1986-07-08 Sterling Drug Inc. Preparation of 5-(hydroxy- and/or aminophenyl-6-lower-alkyl)-2(1H)-pyridinones
DE3217583A1 (de) * 1982-05-11 1983-11-17 Merck Patent Gmbh, 6100 Darmstadt 2-aryl-tetraazaindene
AT384021B (de) * 1982-05-18 1987-09-25 Sandoz Ag Verfahren zur herstellung neuer 2(1h)-pyridinon- derivate und ihrer salze
NO163008C (no) * 1982-05-24 1990-03-21 Sterling Drug Inc 2-(laverealkoksy)-1-(pyridinyl)etenyl-lavere-alkylketon og fremgangsmaate for fremstilling av pyridinylnikotinderivater.
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
US4415580A (en) * 1982-08-02 1983-11-15 Sterling Drug Inc. Certain 2-(1H)-pyridinones cardiotonic compositions containing same and method of using same
IT8367883A0 (it) * 1982-08-23 1983-08-22 Rorer Int Overseas Composti cardiotonici del 2 piridone 5 biciclico eteroaril sostituito e relative composizioni farmaceutiche
US4595762A (en) * 1982-08-25 1986-06-17 Sterling Drug Inc. 5-α-bromoalkanoyl-2-oxo-3-pyridinecarbonitriles
US4539327A (en) * 1982-08-25 1985-09-03 Sterling Drug Inc. 5-(2-Substituted-4-thiazolyl)-6-alkyl-2(1H)-pyridinones and cardiotonic use thereof
US4469699A (en) * 1982-08-25 1984-09-04 Sterling Drug Inc. 5-(4-Thiazolyl)-6-alkyl-2(1H)-pyridinones and their cardiotonic use
US4463008A (en) * 1982-11-10 1984-07-31 Sterling Drug Inc. 2-Alkoxy-5-(pyridinyl)pyridines and cardiotonic use thereof
US4431651A (en) * 1982-11-18 1984-02-14 Sterling Drug Inc. 2-Pyridinones and their use as cardiotonic agents
US4451469A (en) * 1982-12-16 1984-05-29 Sterling Drug Inc. Selected 6-alkyl-and 4,6-dialkyl-2(1H)-pyridinones as cardiotonics
ES8600746A1 (es) * 1983-04-20 1985-10-16 Quimicos Y Farmaceuticos Abel Un nuevo procedimiento para la preparacion de 5-azinil-1,2-dihidroazin-2-onas.
US4568751A (en) * 1983-04-29 1986-02-04 Merrell Dow Pharmaceuticals Inc. 5-Acyl-2-(1H)-pyridinones
US4505910A (en) * 1983-06-30 1985-03-19 American Home Products Corporation Amino-pyrimidine derivatives, compositions and use
US4507304A (en) * 1983-06-30 1985-03-26 American Home Products Corporation Use of 6-amino-5-pyrimidinecarbonitrile derivatives as cardiotonic agents
DE3406329A1 (de) * 1984-02-22 1985-08-22 Merck Patent Gmbh, 6100 Darmstadt Pyridone
US4563528A (en) * 1984-04-19 1986-01-07 Fabrica De Productos Quimicos Y Farmaceuticos Abello, S.A. Process for preparing 5 pyridyl pyridine-2 (1H)-ones
EP0200024B1 (de) 1985-04-30 1992-07-01 ARZNEIMITTELWERK DRESDEN GmbH 3-Cyan-pyridine, Verfahren zu ihrer Herstellung und ihre pharmazeutische Verwendung
US4617393A (en) * 1985-07-19 1986-10-14 American Home Products Corporation 5-substituted-6-aminopyrimidines, composition and uses as cardiotonic agents for increasing cardiac contractility
US4666913A (en) * 1985-11-22 1987-05-19 William H. Rorer, Inc. Hydroxy and aminothiazolyl-benzodiazinone compounds, cardiotonic compositions including the same, and their uses
US4743608A (en) * 1986-07-15 1988-05-10 Rorer Pharmaceutical Corporation Pyridone-pyridyl-imidazolyl and triazolyl compounds and their use as cardiotonic agents
CN1038249C (zh) * 1991-08-28 1998-05-06 罗姆和哈斯公司 含有二氢哒嗪酮及其相关化合物的杀菌组合物
US7772188B2 (en) 2003-01-28 2010-08-10 Ironwood Pharmaceuticals, Inc. Methods and compositions for the treatment of gastrointestinal disorders
RU2006118325A (ru) * 2003-10-27 2007-12-10 Астеллас Фарма Инк. (Jp) Производные пиразина и их фармацевтическое применение
MX2007007330A (es) 2004-12-16 2007-10-04 Vertex Pharma Piridonas de utilidad como inhibidores de quinasas .
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
US7879802B2 (en) 2007-06-04 2011-02-01 Synergy Pharmaceuticals Inc. Agonists of guanylate cyclase useful for the treatment of gastrointestinal disorders, inflammation, cancer and other disorders
EP3239170B1 (en) 2008-06-04 2019-03-20 Synergy Pharmaceuticals Inc. Agonists of guanylate cyclase useful for the treatment of gastrointestinal disorders, inflammation, cancer and other disorders
EP3241839B1 (en) 2008-07-16 2019-09-04 Bausch Health Ireland Limited 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
CN108676076A (zh) 2011-03-01 2018-10-19 辛纳吉制药公司 制备鸟苷酸环化酶c激动剂的方法
CN102442946B (zh) * 2011-11-07 2013-12-11 武汉工程大学 3-氰基-5-(4-吡啶基)-n-正丙基-吡啶酮及其制备方法和应用
WO2013097052A1 (en) 2011-12-30 2013-07-04 Abbott Laboratories Bromodomain inhibitors
US9545446B2 (en) 2013-02-25 2017-01-17 Synergy Pharmaceuticals, Inc. Agonists of guanylate cyclase and their uses
US9708367B2 (en) 2013-03-15 2017-07-18 Synergy Pharmaceuticals, Inc. Agonists of guanylate cyclase and their uses
CA2905435A1 (en) 2013-03-15 2014-09-25 Synergy Pharmaceuticals Inc. Compositions useful for the treatment of gastrointestinal disorders
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
EP3024821B1 (en) * 2013-07-25 2017-09-27 Teva Pharmaceuticals International GmbH Process for the preparation of perampanel
IL280864B2 (en) 2013-08-09 2024-03-01 Ardelyx Inc Compounds and methods for inhibiting phosphate transport
PL3442972T3 (pl) 2016-04-15 2020-07-27 Abbvie Inc. Inhibitory bromodomeny
WO2020237096A1 (en) 2019-05-21 2020-11-26 Ardelyx, Inc. Combination for lowering serum phosphate in a patient
WO2021116487A1 (en) 2019-12-13 2021-06-17 Som Innovation Biotech, S.A. Compounds for use in the treatment of niemann-pick c disease

Family Cites Families (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3814771A (en) * 1970-11-19 1974-06-04 T Shen 5-phenyl-2-piperidones and 5-phenyl-2-thiopiperidones
GB1322318A (en) * 1971-05-19 1973-07-04 Sterling Drug Inc 1-alkyl-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylic acids and esters
US3853896A (en) * 1971-06-25 1974-12-10 Merck & Co Inc Certain dilioweralkylamino-methylene(or ethylene)-2(ih)pyridones
US3838155A (en) * 1972-08-17 1974-09-24 Rohm & Haas N-aryl 5-(or 6-)methylpyrid-2-ones
US3838156A (en) * 1973-03-29 1974-09-24 Sterling Drug Inc Certain 2-substituted-6-(3 or 4-pyridyl)-nicotinic acid derivatives
US4072746A (en) * 1975-10-14 1978-02-07 Sterling Drug Inc. 3-Amino-5-(pyridinyl)-2(1H)-pyridinones

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US4225715A (en) 1980-09-30
PT65708B (en) 1978-04-17
CA1103253A (en) 1981-06-16
NZ182270A (en) 1978-07-28
SE8102022L (sv) 1981-03-30
IL50632A (en) 1979-11-30
DK151331B (da) 1987-11-23
NO763480L (sv) 1977-04-15
CH619936A5 (sv) 1980-10-31
CA1089860A (en) 1980-11-18
FI66849B (fi) 1984-08-31
NO813710L (no) 1977-04-15
FR2327779B1 (sv) 1980-04-11
US4107315A (en) 1978-08-15
CH618969A5 (sv) 1980-08-29
NL7611394A (nl) 1977-04-18
SE441744B (sv) 1985-11-04
PH20254A (en) 1986-11-10
ATA767476A (de) 1980-04-15
IE43956L (en) 1977-04-14
FI762919A (sv) 1977-04-15
US4072746A (en) 1978-02-07
AR223137A1 (es) 1981-07-31
AR231541A1 (es) 1984-12-28
GR64513B (en) 1980-04-09
PT65708A (en) 1976-11-01
FR2327779A1 (fr) 1977-05-13
ATA48979A (de) 1979-12-15
GB1512129A (en) 1978-05-24
FI66849C (fi) 1984-12-10
SE430335B (sv) 1983-11-07
SE7611376L (sv) 1977-06-22
AR220512A1 (es) 1980-11-14
NO148187B (no) 1983-05-16
LU76011A1 (sv) 1977-05-25
ATA4380A (de) 1980-10-15
NO148187C (no) 1983-08-24
DK151331C (da) 1988-04-25
NO147025C (no) 1983-01-19
PH12507A (en) 1979-04-18
BE847196A (fr) 1977-04-13
AT357534B (de) 1980-07-10
DE2646469A1 (de) 1977-04-28
US4199586A (en) 1980-04-22
CA1103254A (en) 1981-06-16
IE43956B1 (en) 1981-07-15
ES452405A1 (es) 1977-11-01
NO147025B (no) 1982-10-11
NL186694B (nl) 1990-09-03
DK455876A (da) 1977-04-15
AT362375B (de) 1981-05-11
NL186694C (nl) 1991-02-01
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US4137233A (en) 1979-01-30

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