SE8102660L - 6- (PYRIDINYL) -4-SUBSTITUTED-3- (2H) -PYRIDAZINONES, USEFUL AS CARDIOTONIC AGENTS, AND PREPARATION OF THEM - Google Patents

6- (PYRIDINYL) -4-SUBSTITUTED-3- (2H) -PYRIDAZINONES, USEFUL AS CARDIOTONIC AGENTS, AND PREPARATION OF THEM

Info

Publication number
SE8102660L
SE8102660L SE8102660A SE8102660A SE8102660L SE 8102660 L SE8102660 L SE 8102660L SE 8102660 A SE8102660 A SE 8102660A SE 8102660 A SE8102660 A SE 8102660A SE 8102660 L SE8102660 L SE 8102660L
Authority
SE
Sweden
Prior art keywords
oxo
pyridazinones
pyridinyl
dihydro
useful
Prior art date
Application number
SE8102660A
Other languages
Swedish (sv)
Inventor
G Y Lesher
W B Dickinson
B Singh
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 US06/144,697 external-priority patent/US4304776A/en
Priority claimed from US06/144,563 external-priority patent/US4305943A/en
Application filed by Sterling Drug Inc filed Critical Sterling Drug Inc
Publication of SE8102660L publication Critical patent/SE8102660L/en

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
    • C07D213/24—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
    • C07D213/54—Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
    • C07D213/55—Acids; Esters

Landscapes

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

Abstract

2-R-4-R'-6-PY-3(2H)- pyridazinones (I) or salts thereof, where PY is 4-or 3-pyridinyl or 4- or 3-pyridinyl having one or two alkyl substituents, R is hydrogen, alkyl or hydroxyalkyl, and R' is amino, carbamyl, carboxy, aminocarbamyl or carbalkoxy, which are useful as intermediates and some as cardiotonics, are prepared by reacting dialkylhydroxy[2-oxo-2-PY- ethyl]propanedioate (II) with a hydrazine salt of the formula RNHNH2. nHxAn (III) to produce alkyl 2,3-dihydro-2-R-3-oxo-6-PY-4- pyridazine carboxylate (Ia where R' is carbalkoxy) and reacting Ia with hydrazine hydrate or anhydrous hydrazine to produce 2,3-dihydro-2-R- 3-oxo-6-PY-4-pyridazinecarboxylic acid hydrazide (Ib where R' is aminocarbamyl). 4-Amino-2-R-6-PY- 3(2H)-pyridazinones (Ie), particularly useful as cardiotonics, are prepared by: a) reaction of 2-R-6-PY-3-(2H)- pyridazinone with hydrazine; b) conversion from 2,3-dihydro-2-R-3- oxo-6-PY-4-pyridazinecarboxamide (Ic); or, c) conversion from 2,3- dihydro-2-R-3-oxo-6-PY-4- pyridazinecarboxylic acid hydrazide (Ib). Also shown are: the preparation of II from PY-COCH3 (IV) and the conversion of Ia to Ic (I, where R' is carbamyl) or Id (I where R' is carboxy).
SE8102660A 1980-04-28 1981-04-27 6- (PYRIDINYL) -4-SUBSTITUTED-3- (2H) -PYRIDAZINONES, USEFUL AS CARDIOTONIC AGENTS, AND PREPARATION OF THEM SE8102660L (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US06/144,697 US4304776A (en) 1980-04-28 1980-04-28 4-Substituted-6-(pyridinyl)-3(2h)-pyridazinones and their use as intermediates and cardiotonics
US06/144,563 US4305943A (en) 1980-04-28 1980-04-28 4-Amino-6-(pyridinyl)-3(2H)-pyridazinones and their use as cardiotonics

Publications (1)

Publication Number Publication Date
SE8102660L true SE8102660L (en) 1981-10-29

Family

ID=26842118

Family Applications (1)

Application Number Title Priority Date Filing Date
SE8102660A SE8102660L (en) 1980-04-28 1981-04-27 6- (PYRIDINYL) -4-SUBSTITUTED-3- (2H) -PYRIDAZINONES, USEFUL AS CARDIOTONIC AGENTS, AND PREPARATION OF THEM

Country Status (16)

Country Link
AR (1) AR230279A1 (en)
AU (1) AU6972481A (en)
DE (1) DE3116861A1 (en)
DK (1) DK186681A (en)
ES (1) ES501665A0 (en)
FI (1) FI811304L (en)
FR (1) FR2481284A1 (en)
GB (1) GB2075500B (en)
IL (1) IL62675A0 (en)
IT (1) IT1137568B (en)
LU (1) LU83322A1 (en)
NL (1) NL8102077A (en)
NO (1) NO811420L (en)
NZ (1) NZ196844A (en)
PT (1) PT72935B (en)
SE (1) SE8102660L (en)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2529891A1 (en) * 1982-07-12 1984-01-13 Nativelle Sa Ets PYRIDYL-3 ALCOXY-5 PYRAZOLE DERIVATIVES, PREPARATION METHOD AND THERAPEUTIC APPLICATION

Also Published As

Publication number Publication date
NO811420L (en) 1981-10-29
DE3116861A1 (en) 1982-01-14
NL8102077A (en) 1981-11-16
GB2075500A (en) 1981-11-18
AR230279A1 (en) 1984-03-01
FI811304L (en) 1981-10-29
GB2075500B (en) 1984-06-06
DK186681A (en) 1981-10-29
IT8121385A0 (en) 1981-04-27
PT72935B (en) 1982-04-12
PT72935A (en) 1981-05-01
IT1137568B (en) 1986-09-10
AU6972481A (en) 1981-11-05
LU83322A1 (en) 1981-12-01
ES8301964A1 (en) 1983-01-01
ES501665A0 (en) 1983-01-01
NZ196844A (en) 1984-04-27
FR2481284A1 (en) 1981-10-30
IL62675A0 (en) 1981-06-29

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