Ciba-geigy Corporation

Novartis Corporation

Hans Moser

Georg Pissiotas

Hans-Georg Brunner

Beat Bohner

Werner Fory

Adolf Hubele

Walter Kunz

Wolfgang Eckhardt

Marcus Baumann

Ludwig Maier

Christian Vogel

Rolf Schurter

Elmar Sturm

Eginhard Steiner

Jean-Marc Schlaeppi

Klaus Ramsteiner

Raphael Menasse

Georg Pissiotasa

Herbicidal thiadiazabicyclodecanes

The present invention relates to monoclonal antibodies which are distinguished by high selectivity and affinity for metolachlor and which are therefore outstandingly suitable for use in an immunoassay for the rapid and efficient detection of metolachlor. Another aspect of the present invention relates to hybridoma cell lines which produce said monoclonal antibodies and to immunological methods for detecting metolachlor in samples of soil, water or air using said monoclonal antibodies and to the test kits which can be used within the scope of these detection methods.

Immunological detection of metolachlor

Herbicides

Thiadiazabicyclooctanes of formula I ##STR1## wherein Z is oxygen or sulfur;

Herbicidal thiadiazabicyclooctanes

Compounds of formula III ##STR1## wherein R.sub.1 is hydrogen; X is oxygen or sulfur; A is C.sub.1 -C.sub.2 alkylene and Q is --COOR.sub.16, where R.sub.16 is C.sub.1 -C.sub.4 alkoxy-C.sub.1 -C.sub.4 alkyl or C.sub.1 -C.sub.4 alkylthio-C.sub.1 -C.sub.4 alkyl are intermediates to compounds which have good pre- and post-emergence selective herbicidal and growth-regulating properties.

Intermediates to 8-thia-1,6-diazabicyclo[4.3.0]nonane herbicides

The invention relates to new 1-phenyl-piperidine-2,6-diones of the formula I ##STR1## wherein R is C.sub.3 -C.sub.7 -cycloalkyl,

1-phenyl-piperdine-2,6-diones with herbicidal activity

1,5-Diphenyl-1,2,4-triazole-3-carboxylic acid derivatives of formula ##STR1## wherein each of R.sub.a and R.sub.b, independently of the other, is halogen, C.sub.1 -C.sub.5 alkyl, C.sub.1 -C.sub.5 haloalkyl, C.sub.2 -C.sub.5 alkenyl, C.sub.2 -C.sub.5 alkynyl or cyano, n is zero or a number from 1 to 3 and OR is hydroxy, a phytophysiologically tolerable metal or ammonium salt radical, or an ester radical defined in the description, are capable of specifically antagonising the phytotoxic action of herbicides. 1,5-Diphenyl-1,2,4-triazole-3-carboxylic acid derivatives of formula I and the preparation thereof, compositions containing these components as selective herbicides and the use of these two active ingredient components for controlling weeds in crops of useful plants are described.

1,5-diphenyl-1,2,4-triazole-3-carboxylic acid derivatives for the

Cycloalkanecarboxylic acid derivatives of formula I ##STR1## wherein W is ##STR2## and A is CO--R.sub.3 or CN; R.sub.1 is hydrogen or fluorine; R.sub.2 is halogen or cyano; R.sub.3 is chlorine, X--R.sub.5, amino, C.sub.1 -C.sub.4 alkylamino, d-C.sub.1 -C.sub.4 alkylamino, C.sub.2 -C.sub.4 haloalkylamino, di-C.sub.2 -C.sub.4 haloalkylamino, C.sub.1 -C.sub.4 hydroxyalkylamino, di-C.sub.1 -C.sub.4 hydroxyalkylamino, C.sub.3 -C.sub.4 alkenylamino, diallylamino, --N-pyrrolidino, --N-piperidino, --N-morpholino, --N-thiomorpholino, --N-piperidazino, the group --O--N.dbd.C--(R.sub.9)R.sub.10 or the group --N--R.sub.6 (OR.sub.6); each of R.sub.4 and R.sub.14, independently of the other, is hydrogen, fluorine, chlorine, bromine, C.sub.1 -C.sub.4 alkyl or trifluoromethyl; R.sub.5 is hydrogen, C.sub.1 -C.sub.10 alkyl, C.sub.1 -C.sub.4 alkoxy-C.sub.1 -C.sub.4 alkyl, halo-C.sub.1 -C.sub.8 alkyl, C.sub.1 -C.sub.10 alkylthio-C.sub.1 -C.sub.4 alkyl, di-C.sub.1 -C.sub.4 alkylamino-C.sub.1 -C.sub.4 alkyl, cyano-C.sub.1 -C.sub.8 alkyl, C.sub.3 -C.sub.8 alkenyl, halo-C.sub.3 -C.sub. 8 alkenyl, C.sub.3 -C.sub.8 alkynyl, C.sub.3 -C.sub.7 cycloalkyl, C.sub.3 -C.sub.7 cycloalkyl-C.sub.1 -C.sub.4 alkyl or halo-C.sub.3 -C.sub.7 cycloalkyl, or benzyl which is unsubstituted or substituted at the phenyl ring by up to three identical or different substituents selected from halogen, C.sub.1 -C.sub.4 alkyl, halo-C.sub.1 -C.sub.4 alkyl, halo-C.sub.1 -C.sub.4 alkoxy or C.sub.1 -C.sub.4 alkoxy, or is an alkali metal ion, an alkaline earth metal ion or an ammonium ion, the group --[CHR.sub.6 --(CH.sub.2).sub.m ]--COOR.sub.7, or the group [CHR.sub.6 --(CH.sub.2).sub.t --Si(R.sub.8).sub.3 ]; R.sub.6 is hydrogen or C.sub.1 -C.sub.4 alkyl; R.sub.7 is hydrogen, C.sub.1 -C.sub.6 alkyl, C.sub.3 -C.sub.8 alkenyl, C.sub.3 -C.sub.8 alkynyl, C.sub.1 -C.sub.8 alkoxy-C.sub.2 -C.sub.8 alkyl, C.sub.1 -C.sub.8 alkylthio-C.sub.2 -C.sub.8 alkyl or C.sub.3 -C.sub.7 cycloalkyl; R.sub.8 is C.sub.1 - C.sub.4 alkyl; R.sub.9 is C.sub.1 -C.sub.4 alkyl; R.sub.10 is C.sub.1 -C.sub.4 alkyl or phenyl; or R.sub.9 and R.sub.10, together with the carbon atom to which they are bonded, form a cyclohexane ring; R.sub.11 is C.sub.1 -C.sub.8 alkyl; R.sub.12 is hydrogen or C.sub.1 -C.sub.8 alkyl; R.sub.13 is hydrogen, C.sub.1 -C.sub.6 alkyl, C.sub.3 -C.sub.7 cycloalkyl, C.sub.1 -C.sub.4 alkoxy-C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkylthio-C.sub.1 -C.sub.4 alkyl, halo-C.sub.1 -C.sub.7 alkyl, C.sub.3 -C.sub.7 alkenyl or C.sub.3 -C.sub.7 alkynyl; X, Y, Y.sub.1, Y.sub.2, Y.sub.3, Y.sub.4, Z.sub.1 and Z.sub.2 are each independently oxygen or sulfur; n is 0, 1, 2, 3 or 4; m is 0, 1, 2, 3 or 4; q is 1 or 2; and t is 0, 1, 2, 3 or 4, have good pre- and post-emergence selective herbicidal and growth regulating properties.

Herbicidally active thiadiazabicyclononanes and nonenes

Compounds of formula I ##STR1## wherein R.sub.1 is halogen;

8-thia-1,6-diazabicyclo[4.3.0]nonane herbicides

There are described novel acylated naphthylamines of the formula I defined herein ##STR1## which have valuable fungicidal properties. They can be used in practice on their own or in the form of compositions for the protection of cultivated plants against fungus infection.

Acylated naphthlamines as plant fungicides

1,5-diphenylpyrazole-3-carboxylic acid derivatives of the formula ##STR1## in which each of R.sub.a and R.sub.b, independently of the other, represents halogen, C.sub.1 -C.sub.5 -alkyl, C.sub.1 -C.sub.5 -haloalkyl, C.sub.2 -C.sub.5 -alkenyl, C.sub.2 -C.sub.5 -alkynyl or cyano, n represents zero or an integer from 1 to 3, and OR.sub.1 represents hydroxy, a plant-physiologically tolerable salt radical or any desired ester radical, are capable of antagonizing specifically the phytotoxic action of phenoxypropionic acid ester herbicides of the formula II ##STR2## in which G represents ##STR3## in which Hal.sub.1 represents fluorine, chlorine, bromine, iodine or trifluoromethyl, Hal.sub.2 represents hydrogen, fluorine, chlorine, bromine or trifluoromethyl, Z represents nitrogen or methine (--CH.dbd.), X represents an oxygen or sulphur atom, R.sub.1 ' represents halogen, trifluoromethyl, nitro, cyano, C.sub.1 -C.sub.4 -alkyl or C.sub.1 -C.sub.4 -alkoxy and n represents, 0, 1, 2 or 3 and T represents an ester, amide, cyanamide or oxime radical. Compositions, containing those components, as selective herbicides and the use of those two active ingredients for controlling weeds in crops of useful plants are described, as are also novel 1,5-diphenyl-pyrazole-3-carboxylic acid derivatives corresponding to the formula I and the preparation thereof.

1,5-Diphenylpyrazole-3-carboxylic acid derivatives for the protection of

1,5-diphenylpyrazole-3-carboxylic acid derivatives of the formula ##STR1## are capable of antagonising specifically the phytotoxic action of phenoxypropionic acid ester herbicides of the formula II ##STR2## in which G represents ##STR3## Compositions, containing those compositions, as selective herbicides and the use of those two active ingredients for controlling weeds in crops of useful plants are described, as are also novel 1,5-diphenylpyrazole-3-carboxylic acid derivatives corresponding to the formula I and the preparation thereof.

1,5-diphenylpyrazole-3-carboxylic acid derivatives for the protection of

1,5-Diphenyl-1,2,4-triazole-3-carboxylic acid derivatives of formula ##STR1## wherein each of R.sub.a and R.sub.b, independently of the other, is halogen, C.sub.1 -C.sub.5 alkyl, C.sub.1 -C.sub.5 haloalkyl, C.sub.2 -C.sub.5 alkenyl, C.sub.2 -C.sub.5 alkynyl or cyano, n is zero or a number from 1 to 3 and OR is hydroxy, a phytophysiologically tolerable metal or ammonium salt radical, or an ester radical defined in the description, are capable of specifically antagonizing the phytotoxic action of herbicides. 1,5-Diphenyl-1,2,4-triazole-3-carboxylic acid derivatives of formula I and the preparation thereof, compositions containing these components as selective herbicides and the use of these two active ingredient components for controlling weeds in crops of useful plants are described.

1,5-Diphenyl-1,2,4-triazole-3-carboxylic acid derivatives for the

The invention relates to novel phenyl substituted pyrazoles, 4,5,6,7-tetrahydro-indazoles, 2,4,5,6-tetrahydro-cyclopenta[c]pyrazoles, octahydroimidazo[1,5-a]pyridin-1,3-diones, hexahydro-1H-pyrrolo[1,2-c]-imidazol-1,3-diones, hexahydro-1H-1,2,4-triazolo[1,2-a]pyridazin-1,3-diones and tetrahydro-1H,5H-pyrazolo[1,2-a][1,2,4]triazol-1,3-diones which have phenyl-substituted in the 2-position, herbicidal activity. It furthermore relates to agrochemical compositions, which contain these compounds, to their use for controlling undesirable plant-growth and for processes for the preparation of the compounds according to this invention. The novel N-Phenyl-azoles correspond to the formula I ##STR1## R.sup.1 is hydrogen or halogen; R.sup.2 is halogen;

Novel herbicidally active n-phenyl-azoles

Novel 5-(pyrazol-1-yl)-benzoic acid-thiolesters of the formula I have good selective-herbicidal action in pre- and postemergent application. They also inhibit plant growth. The esters correspond to formula I ##STR1## wherein X is hydrogen, halogen or C.sub.1 -C.sub.4 alkyl

Growing community of inventors

Magden, Switzerland

Hans Moser