Roussel Uclaf

Other

Pierre Girault

Jean Tessier

Jacques Perronnet

Jacques Martel

Jean-Pierre Demoute

Andre Teche

Francois Nezot

Laurent Taliani

Andre Poittevin

Jean A Grandadam

Claude Bonne

Daniel Hainaut

Jean-Jacques Herve

Charles-Jacques Van Assche

A 5-pyrazolone of the formula ##STR1## wherein R is selected from the group consisting of mono- and polycyclic aromatic of 6 to 14 carbon atoms, heterocyclic optionally substituted with phenyl, ##STR2## and benzyl, all optionally substituted with at least one member of the group consisting of fluorine, chlorine, bromine, --CF.sub.3, optionally unsaturated alkyl of 1 to 8 carbon atoms and the radical OZ in which Z is an optionally unsaturated alkyl of 1 to 8 carbon atoms or an acyl of a carboxylic acid of 1 to 6 carbon atoms, A is selected from the group consisting of halogen, --CF.sub.3 and --CN, B and C are individually selected from the group consisting of hydrogen, halogen, --OH, --OR' and R' is optionally unsaturated alkyl of 1 to 8 carbon atoms, acyl of 1 to 6 carbon atoms, alkyl sulfonyl of 1 to 8 carbon atoms, aryl sulfonyl of 6 to 18 carbon atoms and benzyl optionally substituted with a member of the group consisting of fluorine, chlorine, bromine, --CF.sub.3, optionally unsaturated alkyl of 1 to 8 carbon atoms, optionally unsaturated alkyl and haloalkyl of 1 to 8 carbon atoms interrupted with at least one heteroatom, with the proviso that B and C can not both be fluorine or --OH having herbicidial activity.

Herbicidal method of using 5-pyrazolones

Novel hydroxylamino derivatives of the formula

Hydroxylamine derivative of 5-nitro-8-hydroxy quinoline

Novel esters in all stereoisomeric forms and mixtures of said isomers of the formula ##STR1## wherein one of X and Y is ##STR2## and the other is selected from the group consisting of --CH.sub.2 --, --CH.sub.2 --CH.sub.2 -- and --CH.sub.2 --CH.sub.2 --CH.sub.2 --, n is an integer from 2 to 3 and R.sub.1 is selected from the group consisting of alkyl of 1 to 3 carbon atoms and alkenyl and alkynyl of 2 to 3 carbon atoms having pesticidal activity.

Pesticidal cyclopropanecarboxylates

Novel uracils of the formula ##STR1## wherein R.sub.1 is selected from the group consisting of alkyl of 1 to 8 carbon atoms, alkoxy of 1 to 8 carbon atoms, halogen and --C(Hal).sub.3, Hal is halogen and R.sub.2 is hydrogen or R.sub.1 and R.sub.2 taken together with the benzene ring to which they are attached form a system of two coupled rings optionally containing at least one heteroatom having selective herbicidal activity.

3-(2-tetrahydropyranyl)-1,2,3,4

Novel cyclopropanecarboxylates in all possible isomeric forms or mixtures thereof of the formula ##STR1## with a 1R,cis or 1R,trans structure and wherein X is a halogen, R is selected from the group consisting of (A) optionally unsaturated alkyl of 2 to 12 carbon atoms, (B) optionally unsaturated cycloalkyl of 3 to 12 carbon atoms, (c) ##STR2## Z is selected from the group consisting of --C.tbd.CH, --CH.sub.3 and --CN and Ar is selected from the group consisting of --C.sub.6 H.sub.5, --C.sub.6 F.sub.5, ##STR3## B is hydrogen or fluorine and X is fluorine, chlorine or bromine ##STR4## Y.sub.2 is selected from the group consisting of hydrogen, fluorine, chlorine bromine, --C.tbd.N and --C.tbd.CH, Y.sub.3, Y.sub.4, and Y.sub.5 are individually selected from the group consisting of hydrogen, fluorine, chlorine, bromine alkyl of 1 to 8 carbon atoms and cycloalkyl of 3 to 8 carbon atoms optionally substituted by one or more functional groups, alkenyl of 2 to 8 carbon atoms and alkynyl of 2 to 8 carbon atoms, and two of Y.sub.3, Y.sub.4 and Y.sub.5 can form rings between them with the proviso that if X is bromine and R is ##STR5## and Z is cyano or ethynyl and A.sub.r is ##STR6## the carbon carrying Z is in the (S) configuration and the double bond in the 3-side chain may have E or Z structure useful in combatting pests such as insects, nematodes acarids.

2-Fluoro-2-cyanoethenyl cyclopropane carboxylates as pesticides

Novel heterocyclic compounds of the formula ##STR1## wherein X is selected from the group consisting of chlorine, bromine, iodine and --OH, W is selected from the group consisting of hydrogen and --CN, Z is selected from the group consisting of --CH.sub.2 -- and --O-- attached to the carbon atom included between a nitrogen and the sulfur atom of Y and Y is selected from the group consisting of thiazolyl or thiadiazolyl connected to ##STR2## at one of its available positions except for (2-benzyl-4 and 5-thiazolyl) methanol and .alpha.-cyano-(2-benzyl-5-thiazolyl)-methanol and the compounds wherein X is halogen when W is --CN whose esters have insecticidal activity.

Heterocyclic alcohols and their derivatives

Novel esters of the formula ##STR1## wherein R is selected from the group consisting of ##STR2## W is selected from the group consisting of hydrogen and --CN, Z is selected from the group consisting of --CH.sub.2 -- and --O--, and is attached to a carbon atom included between a nitrogen and the sulfur atom of Y and Y is selected from the group consisting of thiazolyl or thiadiazolyl connected to ##STR3## at one of its available positions.

Insecticidal esters

Novel 3-(buta-1',3'-dienyl)-cyclopropane-1-carboxylic acid compounds of the formula ##STR1## wherein X.sub.1 and X.sub.2 are individually a halogen and A is selected from the group consisting of (A) benzyl optionally substituted (B) ##STR2## wherein R.sub.1 is selected from the group consisting of hydrogen and --CH.sub.3 and R.sub.2 is selected from the group consisting of aryl and --CH.sub.2 --C.tbd.CH, (C) ##STR3## wherein R.sub.3 is an aliphatic of 2 to 6 carbon atoms containing at least one carbon-carbon unsaturation, (D) ##STR4## wherein R'.sub.1 and R'.sub.2 are individually selected from the group consisting of hydrogen, halogen, alkyl of 1 to 6 carbon atoms, aryl of 6 to 10 carbon atoms, alkoxycarbonyl of 2 to 5 carbon atoms and cyano and R.sub.3 has the above definition, (E) ##STR5## wherein R.sub.4 is selected from the group consisting of hydrogen, --CN, --CH.sub.3, --CONH.sub.2, --CSNH.sub.2 and --C.tbd.CH, R.sub.5 is selected from the group consisting of chlorine and --CH.sub.3 and n is 0, 1 or 2, (F) .alpha.-cyano-3-phenoxy-benzyl, (G) .alpha.-cyano-3-pyridinyl-benzyl and (H) ##STR6## wherein R.sub.6, R.sub.7, R.sub.8 and R.sub.9 are individually selected from the group consisting of hydrogen, chlorine and --CH.sub.3 and S/I indicates the ring may be aromatic or dihydro or tetrahydro useful for combatting insects, acariens and nematodes.

Pesticidal 3-(buta-1',3'-dienyl)-cyclopropane-1-carboxylic acid esters

Ion exchange resins of the acid type at least partially salified with 7-bromo-6-chloro-febrifugin having very good coccidiostatic activity, a very good anti-leucocytozoonosis activity and a low toxicity and their preparation.

Novel salts of ion exchange resins of the acid type

Novel crotonamides of the formula ##STR1## wherein R is selected from the group consisting of adamantyl, bornyl, 5',6'-dihydroendo-5'-dicyclopentadienyl and saturated and unsaturated cycloalkyl of 3 to 8 carbon atoms optionally substituted with a member of the group consisting of alkyl of 1 to 6 carbon atoms, hydroxy, chlorine and alkoxycarbonyl of 1 to 6 alkyl carbon atoms and R.sub.1 is alkyl of 1 to 3 carbon atoms having pre- and post-emergence herbicidal properties.

Novel crotonamides

Novel ureas of the formula ##STR1## wherein A and B are chlorine or A is chlorine or hydrogen and B is --CF.sub.3, R and R.sub.1 are individually alkyl of 1 to 3 carbon atoms and R.sub.2 is alkyl of 1 to 6 carbon atoms optionally substituted with a halogen having herbicidal properties, particularly useful in cultivated grass crops and their preparation and use.

Novel ureas

Imidazolidines of the formula ##STR1## wherein X is selected from the group consisting of oxygen and amine which inhibit the effects of androgens on peripheric receptors without interfering with normal hypophysial functions.

1-(3'-Trifluoromethyl-4'-nitrophenyl)-4,4-dimethyl imidazolidines

Novel crotonanilides of the formula ##STR1## wherein R' is selected from the group consisting of ##STR2## R and R.sub.1 are alkyl of 1 to 6 carbon atoms and R.sub.2 is selected from the group consisting of hydrogen, methyl and methoxy having pre- and post-emergence herbicidal activity.

3-Methoxy crotonanilides as herbicides

Novel crotonanilides of the formula ##STR1## wherein R is selected from the group consisting of ##STR2## X is selected from the group consisting of alkyl of 1 to 8 carbon atoms and cycloalkyl of 3 to 7 carbon atoms, Z is alkyl of 1 to 6 carbon atoms, X.sub.1 is alkoxyalkyl of 2 to 12 carbon atoms, X.sub.2 is alkyl of 1 to 3 carbon atoms, X.sub.3 is selected from the group consisting of alkyl or alkoxy of 1 to 3 carbon atoms and R.sub.1 and R.sub.2 are individually alkyl of 1 to 3 carbon atoms having pre- and post-emergence herbicidal activity.

Crotonanilides

Novel crotonanilides of the formula ##STR1## wherein Z is selected from the group consisting of --O-- and --S--, R is selected from the group consisting of alkyl of 1 to 6 carbon atoms and optionally substituted phenyl, X and Y are individually selected from the group consisting of hydrogen, halogen, lower alkyl of 1 to 6 carbon atoms optionally substituted with at least one halogen, alkoxy of 1 to 3 carbon atoms, alkylthio and alkylsulfinyl of 1 to 6 carbon atoms, acyl of an organic carboxylic acid of 1 to 6 carbon atoms, --NO.sub.2 and --CF.sub.3, R.sub.1 is selected from the group consisting of hydrogen, chlorine, bromine, alkoxycarbonyl with 1 to 6 alkyl carbon atoms, nitro and alkylthio, alkylsulfinyl and alkylsulfonyl of 1 to 3 alkyl carbon atoms and R.sub.2 is alkyl of 1 to 6 carbon atoms, said compounds existing in the form of their E or Z isomers or mixtures thereof and having herbicidal properties.

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Paris, France

Pierre Girault