CA1275098C - 1-aryl-1,4-dihydro-4-oxo-5-carboxypyridazine derivatives and their use as plant growth regulators and hybridizing agents - Google Patents

1-aryl-1,4-dihydro-4-oxo-5-carboxypyridazine derivatives and their use as plant growth regulators and hybridizing agents

Info

Publication number
CA1275098C
CA1275098C CA386272A CA386272A CA1275098C CA 1275098 C CA1275098 C CA 1275098C CA 386272 A CA386272 A CA 386272A CA 386272 A CA386272 A CA 386272A CA 1275098 C CA1275098 C CA 1275098C
Authority
CA
Canada
Prior art keywords
group
derivatives
alkyl
phenyl
dihydro
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
CA386272A
Other languages
French (fr)
Other versions
CA1275098A (en
Inventor
Dennis Ray Patterson
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.)
Individual
Original Assignee
Individual
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 Individual filed Critical Individual
Priority to CA386272A priority Critical patent/CA1275098C/en
Application granted granted Critical
Publication of CA1275098A publication Critical patent/CA1275098A/en
Publication of CA1275098C publication Critical patent/CA1275098C/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D237/00—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings
    • C07D237/02—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings
    • C07D237/06—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members
    • C07D237/10—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members 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
    • C07D237/24—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01H—NEW PLANTS OR NON-TRANSGENIC PROCESSES FOR OBTAINING THEM; PLANT REPRODUCTION BY TISSUE CULTURE TECHNIQUES
    • A01H1/00—Processes for modifying genotypes ; Plants characterised by associated natural traits
    • A01H1/02—Methods or apparatus for hybridisation; Artificial pollination ; Fertility
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
    • A01N43/58—1,2-Diazines; Hydrogenated 1,2-diazines

Landscapes

  • Life Sciences & Earth Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical & Material Sciences (AREA)
  • Environmental Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Pest Control & Pesticides (AREA)
  • Agronomy & Crop Science (AREA)
  • Developmental Biology & Embryology (AREA)
  • Plant Pathology (AREA)
  • Engineering & Computer Science (AREA)
  • Dentistry (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • Botany (AREA)
  • Genetics & Genomics (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Breeding Of Plants And Reproduction By Means Of Culturing (AREA)

Abstract

ABSTRACT This invention relates to 1-aryl-1,4,-dihydro-4-oxo-5-carboxypyridazin derivatives of the formula wherein R1 is a (C1-C4) alkyl group, a phenyl group, a naphthyl group or a phenyl or napththyl group substituted with up to three substituents selected from the group consisting of halogen, nitro, trihalomethyl, (C1-C4)alkoxy, (C1-C4)alkyl and cyano; R5 is a carboxy (COOH) group or an alkali metal salt thereof, a carbalkoxy (COOR) group or a carboxamide (CONRR) group wherein R is a (C1-C4)alkyl group and the agronomically acceptable acid addition salts thereof; and R6 is a (C1-C4)alkyl group, a phenyl group, a naphthyl group or a phenyl or naphthyl group substituted with up to three substituents selected from the group consisting of halogen, nitro, trihalomethyl, (C1-C4)alkoxy, (C1-C4)alkyl and cyano. These derivatives are not only useful as plant growth regulators and hybridizing agents for cereal crops but possess the additional utility of having an improved margin of safety as concerns plant injury and seed quality.
CA386272A 1980-10-03 1981-09-21 1-aryl-1,4-dihydro-4-oxo-5-carboxypyridazine derivatives and their use as plant growth regulators and hybridizing agents Expired CA1275098C (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
CA386272A CA1275098C (en) 1980-10-03 1981-09-21 1-aryl-1,4-dihydro-4-oxo-5-carboxypyridazine derivatives and their use as plant growth regulators and hybridizing agents

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US19367780A 1980-10-03 1980-10-03
CA386272A CA1275098C (en) 1980-10-03 1981-09-21 1-aryl-1,4-dihydro-4-oxo-5-carboxypyridazine derivatives and their use as plant growth regulators and hybridizing agents
US193,677 1988-05-13

Publications (2)

Publication Number Publication Date
CA1275098A CA1275098A (en) 1990-10-09
CA1275098C true CA1275098C (en) 1990-10-09

Family

ID=22714560

Family Applications (1)

Application Number Title Priority Date Filing Date
CA386272A Expired CA1275098C (en) 1980-10-03 1981-09-21 1-aryl-1,4-dihydro-4-oxo-5-carboxypyridazine derivatives and their use as plant growth regulators and hybridizing agents

Country Status (6)

Country Link
JP (1) JPS57102868A (en)
KR (1) KR860001251B1 (en)
AR (1) AR228965A1 (en)
BR (1) BR8106381A (en)
CA (1) CA1275098C (en)
PH (1) PH20899A (en)

Also Published As

Publication number Publication date
JPS57102868A (en) 1982-06-26
CA1275098A (en) 1990-10-09
BR8106381A (en) 1982-06-22
KR830006905A (en) 1983-10-12
PH20899A (en) 1987-05-27
AR228965A1 (en) 1983-05-13
JPH0567625B2 (en) 1993-09-27
KR860001251B1 (en) 1986-09-01

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Legal Events

Date Code Title Description
MKLA Lapsed
MKLA Lapsed

Effective date: 20041012