Herbicidal and plant growth regulating imidazoline derivatives
AssigneeIdemitsu Kosan Co., Ltd.
InventorsMasatoshi Uemura, Masashi Sakamoto, Nobuyuki Kikkawa
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Abstract
Imidazoline derivatives represented by the general formula: ##STR1## (wherein all the symbols are as defined in appended claims), a process for preparation of said derivatives, and a herbicide or a plant growth regulator containing said derivative as an active component are described. These derivatives are novel compounds, and the herbicide containing said derivative as an active component exhibits excellent herbicidal activity against various weeds without phytotoxicity on useful agricultural products. The plant growth regulator containing said derivatives as an active component exhibits excellent growth regulating activity against turf etc. without phytotoxicity thereon.
Claims16
An imidazoline compound represented by the formula:
- ##STR61## wherein R.sup.1 and R.sup.2 each represent a hydrogen atom, a lower alkyl group, a C.sub.3 -C.sub.6 cycloalkyl group or a phenyl group, R.sup.3 and R.sup.4 each represent a lower alkyl group, a C.sub.3 -C.sub.6 cycloalkyl group or a C.sub.3 -C.sub.6 cycloalkyl group in which R.sup.3 and R.sup.4 are bonded together, Z represents an oxygen atom or a sulfur atom, and M represents a hydrogen atom, a base residue or an ester residue wherein
- said base residue is an alkali metal, an alkaline earth metal or an organic ammonium cation;
- said ester residue is C.sub.1 -C.sub.12 alkyl;
- C.sub.1 -C.sub.12 alkyl substituted with C.sub.1 -C.sub.13 alkoxy, C.sub.3 -C.sub.6 cycloalkyl, halogen, C.sub.1 -C.sub.3 thioalkyl, phenyl or furyl;
- C.sub.3 -C.sub.5 alkenyl;
- a halogen-substituted C.sub.3 -C.sub.5 alkenyl;
- phenyl-substituted C.sub.3 -C.sub.5 alkenyl;
- C.sub.3 -C.sub.5 alkynyl;
- phenyl-substituted C.sub.3 -C.sub.5 alkynyl;
- a hydroxyl substituted C.sub.3 -C.sub.5 alkynyl;
- and a substituted phenyl group having substituents selected from the group consisting of halogen, methyl and methoxy.
An herbicidal composition containing an herbicidally effective amount of an imidazoline compound represented by the formula:
- ##STR63## wherein R.sup.1 and R.sup.2 each represent a hydrogen atom, a loweralkyl group, a C.sub.3 -C.sub.6 cycloalkyl group or a phenyl group, R.sup.3 and R.sup.4 each represent a lower alkyl group, a C.sub.3 -C.sub.6 cycloalkyl group or a C.sub.3 -C.sub.6 cycloalkyl group in which R.sup.3 and R.sup.4 are bonded together, Z represents an oxygen atom or a sulfur atom, and M represents a hydrogen atom, a base residue or an ester residue in an agriculturally acceptable carrier, and wherein
- said base residue is an alkali metal, an alkaline earth metal or an organic ammonium cation;
- said ester residue is C.sub.1 -C.sub.12 alkyl;
- C.sub.1 -C.sub.12 alkyl substituted with C.sub.1 -C.sub.3 alkoxy, C.sub.3 -C.sub.6 cycloalkyl, halogen, C.sub.1 -C.sub.3 thioalkyl, phenyl or furyl;
- C.sub.3 -C.sub.5 alkenyl;
- a halogen-substituted C.sub.3 -C.sub.5 alkenyl;
- phenyl-substituted C.sub.3 -C.sub.5 alkenyl;
- C.sub.3 -C.sub.5 alkynyl;
- phenyl-substituted C.sub.3 -C.sub.5 alkynyl;
- a hydroxyl substituted C.sub.3 -C.sub.5 alkynyl;
- and a substituted phenyl group having substituents selected from the group consisting of halogen, methyl and methoxy.
A plant growth regulating composition containing a plant growth regulating effective amount of imidazoline derivative represented by the general formula:
- ##STR64## wherein R.sup.1 and R.sup.2 each represent a hydrogen atom, a lower alkyl group, a C.sub.3 -C.sub.6 cycloalkyl group or a phenyl group, R.sup.3 and R.sup.4 each represent a lower alkyl group, a C.sub.3 -C.sub.6 cycloalkyl group or a C.sub.3 -C.sub.6 cycloalkyl group in which R.sup.3 and R.sup.4 are bonded together, Z represents an oxygen atom or a sulfur atom, and M represents a hydrogen atom, a base residue or an ester residue in an agriculturally acceptable carrier, and wherein
- said base residue is an alkali metal, an alkaline earth metal or an organic ammonium cation;
- said ester residue is C.sub.1 -C.sub.12 alkyl;
- C.sub.1 -C.sub.12 alkyl substituted with C.sub.1 -C.sub.3 alkoxy, C.sub.3 -C.sub.6 cycloalkyl, halogen, C.sub.1 -C.sub.3 thioalkyl, phenyl or furyl;
- C.sub.3 -C.sub.5 alkenyl;
- a halogen-substituted C.sub.3 -C.sub.5 alkenyl;
- phenyl-substituted C.sub.3 -C.sub.5 alkenyl;
- C.sub.3 -C.sub.5 alkynyl;
- phenyl-substituted C.sub.3 -C.sub.5 alkynyl;
- a hydroxyl substituted C.sub.3 -C.sub.5 alkynyl;
- and a substituted phenyl group having substituents selected from the group consisting of halogen, methyl and methoxy.
Dependencies are inferred from the claim text.