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Imidazolinyl benzamides as plant growth regulants

Assignee: Wyeth Holdings LLC
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Filing: 1978-01-09
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Granted: 1980-05-06
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Expires: 1998-01-09
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Abstract

Abstract This invention relates to a method for regulating the growth of crop plants by applying to the foliage, roots, stems, seeds or to soil in which the crop plants are grown, an effective plant growth regulating amount of an imidazolinyl benzamide having the structure: ##STR1## wherein R 1 is alkyl C 1 -C 4 ; R 2 is alkyl C 1 -C 6 , cycloalkyl C 3 -C 6 , alkenyl C 2 -C 4 , phenyl, halophenyl or benzyl; and when R 1 and R 2 are taken together with the carbon to which they are attached they may form cycloalkyl C 3 -C 6 optionally substituted with methyl; R 3 and R 4 each individually represent hydrogen, alkyl C 1 -C 4 , alkenyl C 3 -C 5 , alkynyl C 3 -C 5 , or benzyl; and when R 1 and R 2 represent different substituents, the optical isomers thereof.

Inventors

  • 👤 Thomas D. O'Neal

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-04 10:32
CPC Classifications
C; C07; C07D; C07D235/00; C07D235/02; A; A01; A01N; A01N43/00; A01N43/48; A01N43/50; C07D233/00; C07D233/54; C07D233/66; C07D233/70

Claims Analysis

Total Claims: 12
Claim 1
Independent Claim 135 words
A method for reducing the relative stem growth of plants comprising: applying to said plants a plant growth regulating amount of a compound having the formula: ##STR10## wherein R 1 is alkyl C 1 -C 4 ; R 2 is alkyl C 1 -C 6 , cycloalkyl C 3 -C 6 , alkenyl C 2 -C 4 , phenyl, halophenyl or benzyl; and when R 1 and R 2 are taken together with the carbon to which they are attached they may form cycloalkyl C 3 -C 6 optionally substituted with methyl; R 3 and R 4 each individually represent hydrogen, alkyl C 1 -C 4 , alkenyl C 3 -C 5 , alkynyl C 3 -C 5 , or benzyl; and when R 1 and R 2 represent different substituents, the optical isomers thereof.
Claim 2
Independent Claim 135 words
A method for reducing the relative stem growth of plants comprising: applying to said plants a plant growth regulating amount of a compound having the formula: ##STR10## wherein R 1 is alkyl C 1 -C 4 ; R 2 is alkyl C 1 -C 6 , cycloalkyl C 3 -C 6 , alkenyl C 2 -C 4 , phenyl, halophenyl or benzyl; and when R 1 and R 2 are taken together with the carbon to which they are attached they may form cycloalkyl C 3 -C 6 optionally substituted with methyl; R 3 and R 4 each individually represent hydrogen, alkyl C 1 -C 4 , alkenyl C 3 -C 5 , alkynyl C 3 -C 5 , or benzyl; and when R 1 and R 2 represent different substituents, the optical isomers thereof.
Claim 3
Dependent Claim 23 words
A method according to claim 1, wherein the plants are crop plants selected from the group consisting of graminaceous crops, and bean-producing legumes.
Claim 4
Dependent Claim 11 words
A method according to claim 1, wherein the compound is o-(5-isopropyl-5-methyl-4-oxo-2-imidazolin-2-yl)benzaminde.
Claim 5
Dependent Claim 11 words
A method according to claim 1, wherein the compound is N,N-dimethyl-o-(5-isopropyl-5-methyl-4-oxo-2-imidazolin-2-yl)benzamide.
Claim 6
Dependent Claim 11 words
A method according to claim 1, wherein the compound is N-methyl-o-(5-isopropyl-5-methyl-4-oxo-2-imidazolin-2-yl)benzamide.
Claim 7
Dependent Claim 11 words
A method according to claim 1, wherein the compound is N-methyl-o-(4-oxo-1,3-diazaspiro[4,5]dec-2-en-2-yl)benzamide.
Claim 8
Dependent Claim 11 words
A method according to claim 1, wherein the compound is o-(4-oxo-1,3-diazaspiro[4,5]dec-2-en-2-yl)benzamide.
Claim 9
Dependent Claim 11 words
A method according to claim 1, wherein the compound is N,N-dimethyl-o-(4-oxo-1,3-diazaspiro[4,5]dec-2-en-2-yl)benzamide.
Claim 10
Independent Claim 141 words
A method for reducing the relative stem growth of graminaceous crops and bean-producing legumes by applying to said plants about 0.03 to 3.36 kg per hectare of a compound having the formula: ##STR11## wherein R 1 is alkyl C 1 -20 C 4 ; R 2 is alkyl C 1-C 6 , cycloalkyl C 3 -C 6 , alkenyl C 2 -C 4 , phenyl, halophenyl or benzyl; and when R 1 and R 2 are taken together with the carbon to which they are attached they may form cycloalkyl C 3 -C 6 optionally substituted with methyl; R 3 and R 4 each individually represent hydrogen, alkyl C 1 -C 4 , alkenyl C 3 -C 5 , alkynyl C 3 -C 5 , or benzyl; and when R 1 and R 2 represent different substituents, the optical isomers thereof.
Claim 11
Independent Claim 141 words
A method for reducing the relative stem growth of graminaceous crops and bean-producing legumes by applying to said plants about 0.03 to 3.36 kg per hectare of a compound having the formula: ##STR11## wherein R 1 is alkyl C 1 -20 C 4 ; R 2 is alkyl C 1-C 6 , cycloalkyl C 3 -C 6 , alkenyl C 2 -C 4 , phenyl, halophenyl or benzyl; and when R 1 and R 2 are taken together with the carbon to which they are attached they may form cycloalkyl C 3 -C 6 optionally substituted with methyl; R 3 and R 4 each individually represent hydrogen, alkyl C 1 -C 4 , alkenyl C 3 -C 5 , alkynyl C 3 -C 5 , or benzyl; and when R 1 and R 2 represent different substituents, the optical isomers thereof.
Claim 12
Dependent Claim 81 words
A method according to claim 9, wherein the compound has the formula of claim 9, but R 1 is methyl; R 2 is alkyl C 1 -C 3 , cyclohexyl or when R 1 and R 2 are taken together with the carbon to which they are attached they may represent cyclohexyl; R 3 and R 4 each individually represent hydrogen or alkyl C 1 -C 3 ; and when R 1 and R 2 are different, the optical isomers thereof.

References Cited (Backward Citations)

US3937626A Cited
US3947263A Cited
US3923495A Cited
US4067718A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1983-05-06 1983-11-05 1984-05-06 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1987-05-06 1987-11-05 1988-05-06 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1991-05-06 1991-11-05 1992-05-06 $7700.00 Window Closed / Lapsed

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