Fungicidal mixtures

Details Fungicidal mixtures Fungicidal mixtures

1998-10-22

2000-10-24

Robinson, Allen J.

Drug, bio-affecting and body treating compositions

Designated organic active ingredient containing

Heterocyclic carbon compounds containing a hetero ring...

5142395, 514317, 514383, 514407, 514508, 514538, 514618, 514619, A01N 3752, A01N 4340, A01N 4356, A01N 4364, A61K 31535

Patent

active

061368024

DESCRIPTION:

BRIEF SUMMARY
The present invention relates to a fungicidal mixture which comprises ##STR4## where the substituents have the following meanings: X is oxygen or amino (NH); -C.sub.4 -alkyl); -C.sub.6 -alkenyl, C.sub.2 -C.sub.6 -haloalkenyl, C.sub.3 -C.sub.6 -alkynyl, C.sub.3 -C.sub.6 -haloalkynyl, C.sub.3 -C.sub.6 -cycloalkylmethyl, or is benzyl which can be partially or fully halogenated and/or can have attached to it one to three of the following radicals: cyano, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -haloalkyl, C.sub.1 -C.sub.4 -alkoxy, C.sub.1 -C.sub.4 -haloalkoxy and C.sub.1 -C.sub.4 -alkylthio; and/or ##STR5## where T is CH or N, n is 0, 1 or 2 and R is halogen, C.sub.1 -C.sub.4 -alkyl or C.sub.1 -C.sub.4 -haloalkyl, it being possible for the radicals R to be different if n is 2, and compounds IIIa, IIIb and IIIc ##STR6## in a synergistically active amount.
Moreover, the invention relates to methods of controlling harmful fungi with mixtures of the compounds I and/or II and III and to the use of the compounds I and/or II and the compounds III for the preparation of such mixtures.
The compounds of the formula I, their preparation and their action against harmful fungi is disclosed in the literature (WO-A 95/21,153, WO-A 95/21,154, DE-A 195 28 651.0).
Compounds of the formula II, their preparation and their action against harmful fungi have been described in WO-A 96/01,256 and WO-A 96/01,258.
The morpholine or piperidine derivatives III (IIIa: common name: fenpropimorph, U.S. Pat. No. 4,202,894; IIIb: common name: fenpropidin, U.S. Pat. No. 4,202,894; IIIc: common name: tridemorph, DE-A 11 64 152), their preparation and their action against harmful fungi has also been disclosed.
It was an object of the present invention to provide mixtures which have an improved activity gainst harmful fungi combined with a reduced total amount of active ingredients applied (synergistic mixtures) with a view to reducing the rates of application and to improving the spectrum of action of the known compounds.
Accordingly, we have found that this object is achieved by the mixture defined at the outset. Moreover, we have found that better control of the harmful fungi is possible by applying the compounds I and/or II and the compounds III simultaneously together or separately or by applying the compounds I and/or II and the compounds III in succession than when the individual compounds are used.
In particular, the general formula I represents oxime ethers in which X is oxygen and Y is CH or X is amino and Y is N.
Moreover, preferred compounds I are those where Z is oxygen.
Equally, preferred compounds I are those where R' is alkyl or benzyl.
Especially preferred with a view to their use in the synergistic mixtures according to the invention are the compounds I compiled in the tables which follow:
Compounds of the formula IA where ZR' for each compound corresponds to one line of Table A ##STR7##
Table 2.
Compounds of the formula IB where ZR' for each compound corresponds to one line of Table A


TABLE A ______________________________________ (IB) ##STR8## No. ZR' ______________________________________ I.1 O--CH.sub.2 CH.sub.2 CH.sub.3 I.2 O--CH(CH.sub.3).sub.2 I.3 O--CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3 I.4 O--CH(CH.sub.3)CH.sub.2 CH.sub.3 I.5 O--CH.sub.2 CH(CH.sub.3).sub.2 I.6 O--C(CH.sub.3).sub.3 I.7 S--C(CH.sub.3).sub.3 I.8 O--CH(CH.sub.3)CH.sub.2 CH.sub.2 CH.sub.3 I.9 O--CH.sub.2 C(CH.sub.3).sub.3 I.10 O--CH.sub.2 C(Cl).dbd.CCl.sub.2 I.11 O--CH.sub.2 CH.dbd.CH--Cl (trans) I.12 O--CH.sub.2 C(CH.sub.3).dbd.CH.sub.2 I.13 O--CH.sub.2 -(cyclopropyl) I.14 O--CH.sub.2 --C.sub.6 H.sub.5 I.15 O--CH.sub.2 -[4-F--C.sub.6 H.sub.4 ] I.16 O--CH.sub.2 CH.sub.3 I.17 O--CH(CH.sub.2 CH.sub.3).sub.2 ______________________________________
In relation to the C.dbd.Y double bond, the compounds of the formula I can be in the E or the Z configuration (in relation to the carboxylic acid function). Accordingly, they can be used in the mixture according to the invention in each case either i

REFERENCES:
patent: 4202894 (1980-05-01), Pfiffner
patent: 5472963 (1995-12-01), Wingert et al.

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