Drug – bio-affecting and body treating compositions – Designated organic active ingredient containing – Having -c- – wherein x is chalcogen – bonded directly to...
Reexamination Certificate
2002-05-07
2003-06-10
Pryor, Alton N (Department: 1616)
Drug, bio-affecting and body treating compositions
Designated organic active ingredient containing
Having -c-, wherein x is chalcogen, bonded directly to...
Reexamination Certificate
active
06576661
ABSTRACT:
FIELD OF THE INVENTION
The present invention relates to new active compound combinations composed of known cyclic ketoenols on the one hand and of other known insecticidal active compounds on the other hand and which are highly suitable for controlling animal pests such as insects and undesired acarids.
BACKGROUND OF THE INVENTION
The fact that certain cyclic ketoenols have insecticidal and acaricidal properties has already been disclosed (EP-A-528 156). While the activity of these substances is good, it leaves something to be desired in some cases when applied at low rates.
DETAILED DESCRIPTION OF THE INVENTION
Furthermore, the fact that a large number of heterocycles, organotin compounds, benzoylureas and pyrethroids have insecticidal and acaricidal properties has already been disclosed (cf. WO 93-22 297, WO 93-10 083, DE-A 2 641 343, EP-A-347 488, EP-A-210 487, U.S. Pat. No. 3,264,177 and EP-A-234 045). Again, the action of these substances is not always satisfactory when applied at low rates.
It has now been found that compounds of the formula (I)
in which
X represents C
1
-C
6
-alkyl, halogen, C
1
-C
6
-alkoxy or C
1
-C
3
-halogenoalkyl,
Y represents hydrogen, C
1
-C
6
-alkyl, halogen, C
1
-C
6
-alkoxy or C
1
-C
3
-halogenoalkyl,
Z represents C
1
-C
6
-alkyl, halogen or C
1
-C
6
-alkoxy,
n represents an integer from 0-3,
A and B are identical or different and represent hydrogen or optionally halogen-substituted straight-chain or branched C
1
-C
12
-alkyl, C
3
-C
8
-alkenyl, C
3
-C
8
-alkinyl, C
1
-C
10
-alkoxy-C
2
-C
8
-alkyl, C
1
-C
8
-polyalkoxy-C
2
-C
8
-alkyl, C
1
-C
10
-alkylthio-C
2
-C
8
-alkyl, cycloalkyl having 3-8 ring atoms which can be interrupted by oxygen and/or sulphur, and phenyl or phenyl-C
1
-C
6
-alkyl, each of which is optionally substituted by halogen, C
1
-C
6
-alkyl, C
1
-C
6
-halogenoalkyl, C
1
-C
6
-alkoxy, C
1
-C
6
-halogenoalkoxy or nitro,
or in which
A and B together with the carbon atom to which they are bonded form a saturated or unsaturated, 3- to 8-membered ring which is optionally interrupted by oxygen and/or sulphur and optionally substituted by halogen, C
1
-C
6
-alkyl, C
1
-C
6
-alkoxy, C
1
-C
4
-halogenoalkyl, C
1
-C
4
-halogenoalkoxy, C
1
-C
4
-alkylthio or optionally substituted phenyl optionally benzo-fused,
G represents hydrogen (a) or the groups
in which
R
1
represents optionally halogen-substituted C
1
-C
20
-alkyl, C
2
-C
20
-alkenyl, C
1
-C
8
-alkoxy-C
2
-C
8
-alkyl, C
1
-C
8
-alkylthio-C
2
-C
8
-alkyl, C
1
-C
8
-polyalkoxy-C
2
-C
8
-alkyl or cycloalkyl having 3-8 ring atoms which can be interrupted by oxygen and/or sulphur atoms,
phenyl which is optionally substituted by halogen, nitro, C
1
-C
6
-alkyl, C
1
-C
6
-alkoxy, C
1
-C
6
-halogenoalkyl or C
1
-C
6
-halogenoalkoxy;
phenyl-C
1
-C
6
-alkyl which is optionally substituted by halogen, C
1
-C
6
-alkyl, C
1
-C
6
-alkoxy, C
1
-C
6
-halogenoalkyl or C
1
-C
6
-halogenoalkoxy,
pyridyl, pyrimidyl, thiazolyl and pyrazolyl, each of which is optionally substituted by halogen and/or C
1
-C
6
-alkyl,
phenoxy-C
1
-C
6
-alkyl which is optionally substituted by halogen and/or C
1
-C
6
-alkyl,
R
2
represents optionally halogen-substituted C
1
-C
20
-alkyl, C
2
-C
20
-alkenyl, C
1
-C
8
-alkoxy-C
2
-C
8
-alkyl or C
1
-C
8
-polyalkoxy-C
2
-C
8
-alkyl,
phenyl or benzyl, each of which is optionally substituted by halogen, nitro, C
1
-C
6
-alkyl, C
1
-C
6
-alkoxy or C
1
-C
6
-halogenoalkyl,
R
3
, R
4
and R
5
independently of one another represent optionally halogen-substituted C
1
-C
8
-alkyl, C
1
-C
8
-alkoxy, C
1
-C
8
-alkylamino, di-(C
1
-C
8
)-alkylamino, C
1
-C
8
-alkylthio, C
2
-C
5
-alkenylthio, C
2
-C
5
-alkinylthio or C
3
-C
7
-cycloalkylthio, or represent phenyl, phenoxy or phenylthio, each of which is optionally substituted by halogen, nitro, cyano, C
1
-C
4
-alkoxy, C
1
-C
4
-halogenoalkoxy, C
1
-C
4
-alkylthio, C
1
-C
4
-halogenoalkylthio, C
1
-C
4
-alkyl or C
1
-C
4
-halogenoalkyl,
R
6
and R
7
independently of one another represent optionally halogen-substituted C
1
-C
20
-alkyl, C
1
-C
20
-alkoxy, C
2
-C
8
-alkenyl or C
1
-C
20
-alkoxy-C
1
-C
20
-alkyl, or represent phenyl which is optionally substituted by halogen, C
1
-C
20
-halogenoalkyl, C
1
-C
20
-alkyl or C
1
-C
20
-alkoxy, or represent benzyl which is optionally substituted by halogen, C
1
-C
20
-alkyl, C
1
-C
2
0
-halogenoalkyl or C
1
-C
20
-alkoxy, or together represent a C
2
-C
6
-alkylene ring which is optionally interrupted by oxygen,
and
A) (thio)phosphates, preferably
1. azinphos-methyl
and/or
2. chlorpyrifos
and/or
3. diazinon
and/or
4. dimethoate
and/or
5. disulfoton
and/or
6. ethion
and/or
7. fenitrothion
and/or
8. fenthion
and/or
9. isoxathion
and/or
10. malathion
and/or
11. methidathion
and/or
12. oxydemeton-methyl
and/or
13. parathion
and/or
14. parathion-methyl
and/or
15. phenthoate
and/or
16. phorate
and/or
17. phosalone
and/or
18. phosmet
and/or
19. phoxim
and/or
20. pirimiphos-methyl
and/or
21. profenophos
and/or
22. prothiophos
and/or
23. tebupirimphos
and/or
24. triazophos
and/or
25. chlorfenvinphos
and/or
26. dichlorphos
and/or
27. dicrotophos
and/or
28. mevinphos
and/or
29. monocrotophos
and/or
30. phosphamidon
and/or
31. acephate
and/or
32. methamidophos
and/or
33. trichlorfon
and/or
B) pyrethroids, preferably
34. acrinathrin
disclosed in EP-A-048 186
and/or
35. alpha-cypermethrin
disclosed in EP-A-067 461
and/or
36. betacyfluthrin
and/or
37. cyhalothrin
and/or
38. cypermethrin
and/or
39. deltamethrin
and/or
40. esfenvalerate
and/or
41. etofenprox
and/or
42. fenpropathrin
and/or
43. fenvalerate
and/or
44. flucythrinate
and/or
45. lambda-cyhalothrin
and/or
46. permethrin
and/or
47. tau-fluvalinate
and/or
48. tralomethrin
and/or
49. zeta-cypermethrin
and/or
C) carbamates, preferably
50. carbaryl
and/or
51. fenoxycarb
and/or
52. formetanate
and/or
53. formetanate hydrochloride
disclosed in DE-A-1 169 194
and/or
54. methiocarb
and/or
55. methomyl
and/or
56. oxamyl
and/or
57. pirimicarb
and/or
58. propoxur
and/or
59. thiodicarb
and/or
D) benzoylureas, preferably
60. chlorfluazuron
and/or
61. diflubenzuron
and/or
62. lufenuron
and/or
63. teflubenzuron
and/or
64. triflumuron
and/or
E) macrolides, preferably
65. ivermectin
and/or
66. emamectin
disclosed in EP-A-089 202
and/or
67. milbemectin
known from The Pesticide Manual, 11th Edition, 1997, p. 846
and/or
F) diacylhydrazines, preferably
68. methoxyfenozide
and/or
69. tebufenozide
and/or
G) halogenocycloalkanes, preferably
70. endosulfan
and/or
71 gamma-HCH
and/or
H) acaricides, preferably
72. fenazaquin
and/or
73. tebufenpyrad
and/or
74. pyrimidifen
and/or
75. triarathene
and/or
76. tetradifon
and/or
77. propargite
and/or
78. hexythiazox
and/or
79. bromopropylate
and/or
80. 2-(acetyloxy)-3-dodecyl-1,
4
-naphthalenedione
and/or
81. dicofol
and/or
I) other compounds such as
82. amitraz
and/or
83. azadirachtin
known from The Pesticide Manual, 11th Edition, 1997, p. 59
84. buprofezin
and/or
85. quinomethionate
and/or
86. thiocyclam hydrogen oxalate
and/or
87. triazamate
and/or
88. Trichogramma spp.
known from The Pesticide Manual, 11th Edition, 1997, p. 1236
89. Verticiliium lecanii
known from The Pesticide Manual, 11th Edition, 1997, p. 1266
90. fipronil
and/or
91. cyromazine
and/or
92. pymetrozin
93. diofenolan
and/or
94. indoxacarb
and/or
95. pyriproxyfen
have very good insecticidal and acaricidal properties.
Preferred active compound combinations are those comprising compounds of the formula (I)
in which
X represents C
1
-C
4
-alky
Brück Ernst
Erdelen Christoph
Fischer Reiner
Bayer Aktiengesellschaft
Gil Joseph C.
Henderson Richard E.L.
Pryor Alton N
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