ES8301964A1 - 6-(Pyridinyl)-4-substituted- 3(2H)-pyridazinones - Google Patents

6-(Pyridinyl)-4-substituted- 3(2H)-pyridazinones

Info

Publication number
ES8301964A1
ES8301964A1 ES501665A ES501665A ES8301964A1 ES 8301964 A1 ES8301964 A1 ES 8301964A1 ES 501665 A ES501665 A ES 501665A ES 501665 A ES501665 A ES 501665A ES 8301964 A1 ES8301964 A1 ES 8301964A1
Authority
ES
Spain
Prior art keywords
oxo
dihydro
pyridazinones
pyridinyl
hydrazine
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.)
Expired
Application number
ES501665A
Other languages
Spanish (es)
Other versions
ES501665A0 (en
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.)
STWB Inc
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 ES501665A0 publication Critical patent/ES501665A0/en
Publication of ES8301964A1 publication Critical patent/ES8301964A1/en
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
    • C07D213/24—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).
ES501665A 1980-04-28 1981-04-27 6-(Pyridinyl)-4-substituted- 3(2H)-pyridazinones Expired ES8301964A1 (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 (2)

Publication Number Publication Date
ES501665A0 ES501665A0 (en) 1983-01-01
ES8301964A1 true ES8301964A1 (en) 1983-01-01

Family

ID=26842118

Family Applications (1)

Application Number Title Priority Date Filing Date
ES501665A Expired ES8301964A1 (en) 1980-04-28 1981-04-27 6-(Pyridinyl)-4-substituted- 3(2H)-pyridazinones

Country Status (16)

Country Link
AR (1) AR230279A1 (en)
AU (1) AU6972481A (en)
DE (1) DE3116861A1 (en)
DK (1) DK186681A (en)
ES (1) ES8301964A1 (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
GB2075500B (en) 1984-06-06
PT72935B (en) 1982-04-12
DE3116861A1 (en) 1982-01-14
NO811420L (en) 1981-10-29
IL62675A0 (en) 1981-06-29
AR230279A1 (en) 1984-03-01
FR2481284A1 (en) 1981-10-30
NZ196844A (en) 1984-04-27
AU6972481A (en) 1981-11-05
NL8102077A (en) 1981-11-16
ES501665A0 (en) 1983-01-01
GB2075500A (en) 1981-11-18
SE8102660L (en) 1981-10-29
FI811304L (en) 1981-10-29
DK186681A (en) 1981-10-29
LU83322A1 (en) 1981-12-01
PT72935A (en) 1981-05-01
IT8121385A0 (en) 1981-04-27
IT1137568B (en) 1986-09-10

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