Ciba-geigy Corporation

Ciba-geigy Ag

Max Schellenbaum

Alfred Meyer

Manfred Kuhne

Max Dunnenberger

Fulvio Casagrande

Oswald Rechsteiner

Max Duennenberger

Peter Ackermann

Ernst Aufderhaar

Jean J Gallay

Jean-Jacques Gallay

Jean-Paul Fumeaux

Novel benzotriazolesulfonic acid derivatives of formula ##STR1## wherein: R.sub.1 is hydrogen, halogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, C.sub.1 -C.sub.4 haloalkoxy having at least two identical or different halogen atoms, CF.sub.3, nitro or the group N(R')R', wherein R' and R' are each independently of the other C.sub.1 -C.sub.4 alkyl;

Microbicidal benzotriazole compounds

Benzimidazole derivatives of the formula ##STR1## in which R and R.sub.1 independently of one another are each hydrogen, an alkanoyl group having 1 to 4 carbon atoms, an alkoxycarbonyl group having 1 to 4 carbon atoms, an alkylsulphonyl group having 1 to 4 carbon atoms, a benzoyl group, a phenylsulphonyl group or a p-methylphenylsulphonyl group; R.sub.2 and R.sub.4 independently of one another are each hydrogen, halogen or a methyl group, R.sub.3 is hydrogen, halogen, a methyl group or a methoxy group; X is oxygen or sulphur; Y is halogen, an alkyl group having 1 to 4 carbon atoms, an alkoxy group having 1 to 4 carbon atoms, a methylthio group, a methylsulphinyl group, a methylsulphonyl group, a trifluoromethyl group, a nitro group, a hydroxyl group, a cyano group or an acetyl group; and m is 0, 1, 2 or 3; and if one of the two radicals R or R.sub.1 is hydrogen, the position of the other of these radicals on the N atoms cannot be clearly established, including, when at least one of the two radicals R or R.sub.1 is hydrogen, the possible tautomeric compounds of the formula I; and the disulphides obtainable by oxidation of compounds of the formula I. The compounds are useful for combating helminths in domestic animals and productive animals.

Benzimidazole sulphides as anthelmintic agents

Benzimidazole derivatives of the formula ##STR1## in which R is an alkyl group having 1 to 6 carbon atoms, an alkenyl group having 3 to 5 carbon atoms, an alkynyl group having 3 to 5 carbon atoms or a benzyl group, which is unsubstituted or monosubstituted to disubstituted by a methyl group, halogen or a nitro group;

2-Alkylthio-, 2-alkylsulphinyl- and

Monohydroxyphenyl carbinols with at least two halogen atoms in the molecule have been found as microbicides which are effective against various types of bacteria and fungi.

Microbicidal agents containing as active ingredient monohydroxyphenyl

The present invention is concerned with quaternary ammonium-hydroxyaryl compounds of the formula ##STR1## in which R.sub.1 represents an aliphatic residue of high molecular weight, R.sub.2 a monocyclic benzene residue, R.sub.3 and R.sub.4 each represents a short-chain divalent aliphatic residue and A an aromatic residue which contains at most 2-six-membered rings and is linked through a cyclic carbon atom with the oxygen atom. The new compounds are useful for controlling harmful microorganisms.

Quaternary ammonium-hydroxyaryl compounds

The use of compounds of formula I ##STR1## wherein X represents chlorine or bromine and n denotes an integer from 1 to 6 for combating harmful microorganisms is disclosed.

Certain alkylphenols used to control bacteria

The present invention provides a method for combating harmful microorganisms, which comprises applying to a desired site an effective amount of 2-hydroxy-benzophenone of the formula ##SPC1## Wherein Z.sub.1 denotes halogen or alkyl, X.sub.1 and Y.sub.1 each denote hydrogen, halogen, alkyl, cycloalkyl, benzene or substituted benzene, X.sub.2, X.sub.3, X.sub.4, Y.sub.2 and Y.sub.3 each denote hydrogen, halogen or alkyl and X.sub.5 denotes hydrogen or halogen, with the number of the alkyl, benzene and cyclohexyl radicals as substituents being together at most 4. The anti-bacterial range of these 2-hydroxy benzophenones extends both to gram-positive and gram-negative bacteria.

Method for combating harmful microorganisms using 2-hydroxy-benzophenone

'New alkylphenols of formula I ##SPC1## ##SPC2## method of preparing this new compounds and their use for the control of harmful microorganisms, and helminths and for protecting organic materials.'

Alkylphenols

The present invention relates to new bis-hydroxyphenyl-alkanes of the formula I ##SPC1## wherein one of the radicals X.sub.1 to X.sub.4 represents halogen and the others represent hydrogen, halogen, or alkyl, process for their manufacture, agents which contain these new compounds, and to the use of the new compounds for combating microorganisms and for material protection.

Growing community of inventors

Muttenz, Switzerland

Max Schellenbaum