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AU706982B2 - Phenylacetic acids, their preparation, and compositions comprising them - Google Patents

Phenylacetic acids, their preparation, and compositions comprising them Download PDF

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AU706982B2
AU706982B2 AU70844/96A AU7084496A AU706982B2 AU 706982 B2 AU706982 B2 AU 706982B2 AU 70844/96 A AU70844/96 A AU 70844/96A AU 7084496 A AU7084496 A AU 7084496A AU 706982 B2 AU706982 B2 AU 706982B2
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compound
compounds
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Eberhard Ammermann
Herbert Bayer
Albrecht Harreus
Volker Harries
Gisela Lorenz
Ruth Muller
Michael Rack
Hubert Sauter
Siegfried Strathmann
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BASF SE
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    • C07D295/16Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms acylated on ring nitrogen atoms
    • C07D295/18Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms acylated on ring nitrogen atoms by radicals derived from carboxylic acids, or sulfur or nitrogen analogues thereof
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Description

0050/46213 Phenylacetic acids, their preparation, and compositions comprising them The present invention relates to phenylacetic acids of the formula I R2m NOR4 V CH 2 0N= CR3- NR 4
I
O-=C--YR
1 where the substituents and the index have the following meanings: X is NOCH 3
CHOCH
3
CHCH
3 and CHCH 2
CH
3 Y is 0 and NR; R is hydrogen and C 1
-C
4 -alkyl; Z is an unsubstituted or substituted saturated or partially or fully unsaturated cyclic radical which is bonded via a nitrogen atom and which can contain, in addition to the nitrogen atom via which it is bonded, one to four hetero atoms from the group consisting of nitrogen, oxygen and sulfur, in addition to carbon ring members;
R
1 is hydrogen and Cl-C 4 -alkyl;
R
2 is cyano, nitro, trifluoromethyl, halogen, C 1
-C
4 -alkyl and Ci-C 4 -alkoxy; m is 0, 1 or 2, it being possible for the radicals R 2 to be different if m is 2;
R
3 is hydrogen, cyano, nitro, hydroxyl, amino, cyclopropyl, halogen, C 1
-C
4 -alkyl, Ci-C 4 -haloalkyl, C 1
-C
4 -alkoxy, C1-C 4 -haloalkoxy, Cl-C 4 -alkylthio, Ci-C 4 -alkylamino and di-Ci-C 4 -alkylamino;
R
4 is hydrogen, 0050/46213 2 Cl-C 1 0 -alkyl, C 2
-CI
0 -alkenyl, C 2 -Cl 0 -alkynyl, Cl-Clo-alkylcarbonyl,
C
2 -Cl 0 -alkenylcarbonyl, C2-Clo-alkynylcarbonyl or Cl-C 10 -alkylsulfonyl, it being possible for these radicals to be partially or fully halogenated or to have attached to them one to three of the following groups: cyano, nitro, hydroxyl, mercapto, amino, carboxyl, aminocarbonyl, aminothiocarbonyl, halogen, Cl-C 6 -haloalkyl, Cl-C6-alkylsulfonyl, Ci-C6-alkylsulfoxyl, Cl-C 6 -alkoxy, Ci-C 6 -haloalkoxy, Ci-C 6 -alkoxycarbonyl, Cl-C 6 -alkylthio, Cl-C 6 -alkylamino, di-Cl-C 6 alkylamino, Cl-C6-alkylalninocarbonyl, di-Cl-C 6 -alkylaminocarbonyl, Cl-C 6 -alkylaminothiocarbonyl, di-Cl-C 6 -alkylaminothiocarbonyl, C 2
-C
6 -alkenyloxy, C3-C 6 -cycloalkyl, C 3
-C
6 -CYCloalkoxy, heterocyclyl, heterocyclyloxy, benzyloxy, aryl, aryloxy, arylthio, hetaryl, hetaryloxy and hetarylthio, it being possible for the cyclic groups, in turn, to be partially or fully halogenated or to have attached to them one to three of the following groups: cyano, nitro, hydroxyl, mercapto, amino, carboxyl, aminocarbonyl, aminothiocarbonyl, halogen, Cl-C 6 -alkyl,
C
3
-C
6 -cycloalkyl, CI-C 6 -haloalkyl, Cl-C 6 -alkylsulfonyl, Cl-C6-alkylsulfoxyl, Cl-C 6 -alkoxy, Cl-C 6 -haloalkoxy, Cl-C 6 -alkoxycarbonyl, Cl-C 6 -alkylthio, Cl-C 6 -alkylamino, di-Cl-C 6 -alkylamino, Cl-C 6 -alkylaminocarbonyl, di-C 1
-C
6 -alkylaminocarbonyl, Cl-C 6 -alkylaminothiocarbonyl, di-Cl-C 6 -alkylaminothiocarbonyl, C 2
-C
6 -alkenyl, C2-C6-alkenyloxy, benzyl, benzyloxy, aryl, aryloxy, arylthio, hetaryl, hetaryloxy, hetarylthio and C(=NoRa)-An-Rb;
C
3
-C
6 -cycloalkyl, aryl, arylcarbonyl, arylsulfonyl, hetaryl, hetarylcarbonyl and hetarylsulfonyl, it being possible for these radicals to be partially or fully halogenated or to have attached to them one to three of the following groups: cyano, nitro, hydroxyl, mercapto, amino, carboxyl, aminocarbonyl, aminothiocarbonyl, halogen, Cl-C 6 -alkyl, C 3
-C
6 -CYCloalkyl, Cl-C 6 -haloalkyl, C-C6-alkylcarbonyl, Cl-C 6 -alkylsulfonyl, Cl-C 6 -alkylsulfoxyl, Cl-C 6 -alkoxy, Cl-C6-haloalkoxy, Cl-C 6 -alkoxycarbonyl, Cl-C 6 -alkylthio, C 1
-C
6 -alkylamino, di-Cl-C 6 -alkylamino, C-C6-alkylaminocarbonyl, di-Cl-C 6 -alkylaminocarbonyl, Cl-C6-alkylaminothiocarbonyl, di-Cl-C 6 -alkylaminothiocarbonyl, C2-C 6 -alkenyl, C2-C6-alkenyloxy, benzyl, benzyloxy, aryl, aryloxy, hetaryl, hetaryloxy and C (=NORa) -An-Rb; where 0050/46213 3 A is oxygen, sulfur and nitrogen, the nitrogen having attached to it hydrogen or Cl-C 6 -alkyl; n is 0 or 1, and
R
a and Rb are in each case hydrogen or Ci-C 6 -alkyl, and to their salts.
Furthermore, the invention relates to processes and intermediates for the preparation of these compounds and to compositions comprising them for controlling animal pests and fungal pests.
The literature discloses phenylacetic acid derivatives for controlling animal pests and fungal pests (EP-A 422 597, EP-A 463 488, EP-A 370 629, EP-A 460 575, EP-A 472 300, WO-A 90/07,493, WO-A 92/13,830, WO-A 92/18,487). Furthermore, the earlier German Patents P 44 03 447.4 and P 44 03 448.2 disclose phenylacetic acid derivatives which have bis-oxime side chains and which act against animal pests and fungal pests.
It was an object of the present invention to provide compounds which have an improved activity.
Accordingly, we have found the phenylacetic acids I defined at the outset. We have furthermore found processes and intermediates for their preparation and compositions comprising them for controlling animal pests and fungal pests.
The compounds I are accessible by various routes via processes known per se from the literature. In principle, it is irrelevant when synthesizing the compounds I whether the group -C(=X)-COYR 1 or the group -CH 2 0N=CR 3
-C(Z)=NOR
4 is first synthesized. The various methods for synthesizing the -C(=X)-COYR 1 group (in some cases abbreviated in the formulae which follow to the symbol are disclosed, for example, in the literature cited at the outset.
The route by which the -CH 2 0N=CR 3
-C(Z)=NOR
4 side chain is synthesized depends essentially on the nature of the substituent
R
3 1. In the event R 3 is other than halogen, the group 3
-C(Z)=NOR
4 is generally synthesized by a procedure in which a benzyl derivative of the formula II is reacted with a hydroxyimine of the formula III.
0050/46213
R
2
H
CH
2
L
1
NOR
4 HON= CR 3
Z
1z 0==C--YRl
III
R
2 m Ci NOR4 m CH 2 0N= CR 3 r==v YZ 0= C--YR 1
L
1 in formula II is a nucleophilically exchangeable leaving group, eg. halogen or sulfonate groups, preferably chlorine, bromine, iodine, mesylate, tosylate and triflate.
The reaction is carried out in a manner known per se in an inert organic solvent in the presence of a base (eg. sodium hydride, potassium hydroxide, potassium carbonate and triethylamine) following the methods described in Houben-Weyl, Vol. E 14b, p. 370 et seq. and Houben-Weyl, Vol. 10/1, p. 1189 et seq.
The hydroxyimine III required is obtained, for example, by reacting a corresponding dihydroxyimine IIIa with a nucleophilically substituted reagent V.
R
4
L
2
V
NOH
HON-= CR 3
C
IIIa
NOR
4 HON=
CR
3
CZ
III
L
2 in formula V is a nucleophilically exchangeable leaving group, eg. halogen or sulfonate groups, preferably chlorine, bromine, iodine, mesylate, tosylate and triflate.
0050/46213 The reaction is carried out in a manner known per se in an inert organic solvent in the presence of a base (eg. potassium carbonate, potassium hydroxide, sodium hydride, pyridine and triethylamine) following the methods described in Houben-Weyl, Vol. E 14b, p. 307 et seq., p. 370 et seq. and p. 385 et seq.; Houben- Weyl, Vol. 10/4, p. 55 et seq., p. 180 et seq. and p. 217 et seq.; Houben-Weyl, Vol. E 5, p. 780 et seq.
In another process, the compounds III can also be obtained by first converting the carbonylhydroxyimine IIIb with the sulfurizing reagent to give the corresponding thiocarbonylhydroxyimine IIIc and subsequently reacting IIIc either a) first with hydroxylamine or a salt thereof and then with a compound of the formula V or b) with a hydroxylamine or a hydroxylammonium salt of the formula VIIa or VIIb to give III.
s 2O 0 S HON== CR 3 S HON= CR 3
CZ
IIIb IIIc
NOR
4 HON= CR 3
CN
III
Q- in formula VIIb is the anion or an inorganic acid (in particular a halide, such as chloride).
The compounds III can also be obtained as shown in Synthesis Examples 9 and The reaction of IIIb to IIIc is carried out in a manner known per se [cf. Bull Soc. Chim. Belg. 87, (1978) 293] at from 100C to 1500C, preferably 200C to 1200C, in an inert organic solvent.
Suitable solvents are aliphatic hydrocarbons such as pentane, hexane, cyclohexane and petroleum ether, aromatic hydrocarbons such as toluene, m- and p-xylene, halogenated hydrocarbons such as methylene chloride, chloroform and chlorobenzene, ethers such as diethyl ether, diisopropyl ether, tert-butyl methyl ether, dioxane, anisole and tetrahydrofuran, nitriles such as 0050/46213 6 acetonitrile and propionitrile, especially preferably dioxane, toluene and xylene. Mixtures of these can also be used.
Examples of sulfurizing reagents are, for example, P 4
S
10 or Lawesson reagent 2 ,4-bis(4-methoxyphenyl)-1,3-dithia-2,4-diphosphetane 2,4-disulfide].
The oximation of IIIc with VIIa or VIIb is carried out in a manner known per se [cf. J. Heterocycl. Chem. 17, (1980) 819; Houben-Weyl Vol. VIII, p. 694 et seq.] in an inert organic solvent.
1.1 Alternatively, the compounds I can also be obtained by first converting the benzyl derivative II with a dihydroxyimine IIIa to give a corresponding benzyl oxime IVa and subsequently reacting IVa with the nucleophilically substituted reagents V to give I.
R 2 m
SCH
2
L
1
C=X
C--YR
1 HON CR 3 1C N IIIa
II
R
2 m
NOH
CR3- O= C--YR 1 IVa R2m
C=X
I
NOR
4
CH
2 0N= CR 3
Z
O C--YR 1 The reaction is carried out in a manner known per se in an inert organic solvent in the presence of a base (eg. potassium carbonate, potassium hydroxide, sodium hydride, pyridine and triethylamine) following the methods described in Houben- Weyl, Vol. 10/1, p. 1189 et seq.; Houben-Weyl, Vol. E 14b, 0050/46213 7 p. 307 et seq., p. 370 et seq. and p. 385 et seq.; Houben- Weyl, Vol. 10/4, p. 55 et seq., p. 180 et seq. and p. 217 et seq.; Houben-Weyl, Vol. E 5, p. 780 et seq.
1.2 Similarly, the compounds I can also be obtained by first converting the benzyl derivative II with a carbonylhydroxyimine IIIb to give the corresponding benzyloxyimine VIa, subsequently converting VIa with a sulfurizing reagent to give the thio compound VIb, and reacting VIb either a) first with hydroxylamine or a salt thereof and then with a compound of the formula V or b) with a hydroxylamine or a hydroxylammonium salt of the formula VIIa or VIIb to give I.
R2mCH 2
L
1
C=X
0= C--YR 1 HON= CR 3 -Ci IIIb
CR
3
C
VIb 0==C--YR 1 VIa R2m VIa D C==X
S
CH
2 0N= CR 3
"-Z
C--YR
1 VIb R2m NOR 4 yCH 2 0N== CR 3 r==v Q z 0= C--YR 1 0050/46213 The reaction of the benzyl derivative II with the carbonylhydroxyimine IIIb is carried out as described generally and in particular for the reaction of II with III. The sulfuration reaction and the oximation to give I are carried out generally and in particular under the conditions described above.
The compounds VIa are, for example, also accessible by reacting a carboxylic acid VIc with a nitrogen-containing heterocycle IX in a manner known per se [Houben-Weyl, Vol. E5, p. 941 et seq.].
R2m 2 CR-
C
2
H
3 CO2H Z 3 0= C--YR 1 VIc
R
2 m M 0
CH
2 0N: CR 3 V Q 0==C-YR 1 VIa As a rule, the reaction is carried out at from -20°C to 100 0
C,
preferably -10°C to 50 0 C, in an inert organic solvent, preferably in the presence of an activating reagent (eg. phosgene, thionyl chloride, oxalyl chloride, N,N-carbonyldiimidazole and triphenylphosphine/CCl 4 1.3 Another possibility of preparing the compounds I is to react the benzyl derivative II with N-hydroxyphthalimide followed by hydrazinolysis to give benzylhydroxylamine IIa, which is then reacted with a carbonyl compound VIIIa.
0050/46213 0=C-YR 1 Rm O= C--YR 1
H
2
NNH
2 C H20NH 2 O= C- YR 1 IIa IIa
NOR
4 O= CR3- C" 1-z o I VIIIa The reaction is carried out in a manner known per se in an inert organic solvent following the methods described in EP-A 463 488 and EP-A 585 751.
The carbonyl compounds VIIIa required are obtained, for example, by reacting the corresponding hydroxyiminocarbonyl compounds VIIIb with a nucleophilically substituted reagent V.
NOH
O=
CR
3 C
NOH
ZVI
VIIib
L
2
R
4
SNOR
4 0=
CR
3 C
NOR
VIIIa 0050/46213 The compounds VIIIb can be obtained by reacting a hydroxamoyl chloride VIIIb with a nitrogen-containing heterocyclus (IX) in a manner known per se [cf. J. Heterocycl. Chem. 21, (1984) 1029; Coll, Czech. Chem. Comm. 41, (1976) 3085].
SNOH
O= CR3-C
NOH
VIIId H- Z O= CR 3 C NH IX VIIIb 1.4 Accordingly, the compounds I can also be obtained by first converting the benzylhydroxylamine IIa with the hydroxyimino derivative VIIIb to give the corresponding benzyloxyimino derivative of the formula IVa and subsequently reacting IVa with the nucleophilically substituted reagent V as described above to give I.
-13 T 0< 0050/46213 R 2 M -I C H 2 O N H 2 0= CR- C NOH z 0= C- YR1 Iha VII lb r==x
NCOR
CH
2 ON= CR 3 0= C-YR 1 IVa
NOH
R2
M
CH
2 0N= CR 3 z
R
4
L
2
*I-
0= C-YRI R2 m-f] CH 2 ON- CR 3
NR
r~v z 0= C- YR 1 1.5 Analogously, the compounds I can also be obtained by first converting the benzylhydroxylamine of the formula Iha with an a-dicarbonyl VIlIc to give the benzyloxyimino derivative VIa and subsequently reacting VIa as described above to give I.
T A, 0050/46213
RCH
2
ONH
2
C=X
O C--YR 1 0==CR 3
C
z IIb VIIIc R2m CH 2 0N= CR 3
O
r=Y z 0= C- YR 1 VIa R2mCH 2 0N= CR3- C S v Z O= C-YR 1 VIb R^m
NOR
4 RC CH20N= CR3- NOR ^v z O= C--YR 1
I
1.6 In a further method, the compounds I can also be obtained by first converting the benzylhydroxylamine IIa with the hydroxamoyl chloride VIIId to give the corresponding compound IVb and subsequently first converting IVb with IX to give IVa and then converting IVa into I.
0050/46213 R2CH 2
ONH
2 CH20NH2
NOH
0= CR 3
C
C1 0==C--YR 1 IIa VIIId R2m
NOH
CH
2 0N= CR 3 r=,v Cl 0= C--YR 1 R2 r
C=X
NOH
CR
3 C1
IZ
O==C--YR
1 R2 M
NOR
4
CH
2 0N= CR 3
C
Z^
O=C--YR
1
I
1.7 A further possibility of preparing the compounds I is to convert the benzylhydroxylamine IIa with an a-keto acid VIIIe to give the corresponding oximinocarboxylic acid VIc, to convert VIc into the corresponding hydroxamic acid IVc by reacting it with VIIa or VIIb, to halogenate IVc to give the hydroxamoyl halide IVd, and to react IVd with IX to give I.
0050/46213 R2m CH 2
ONH
2
C=X
0==C--YR 1 O= CR 3 C0 2
H
IIa VIIIe CR3-- CO 2
H
O= C--YR 1 VIc R2 M C==x
NHOR
4
CH
2 0N= CR 3
-C/
0 0= C--YR 1 IVc R2 m
C=X
I
NrR4
CH
2 0N= CR 3
C
Hal 0===C--YR 1 IVd R2m
NOR
4 R2m
CH
2 0N=
CR
3
NO
f-V XFZ
O==C--YR
1
I
1.8 Compounds where R 3 is a halogen atom are obtained from the corresponding precursors in which the corresponding radical is a hydroxyl group by methods known per se [cf. Houben-Weyl, Vol. E5, p. 631; J. Org. Chem. 36, (1971) 233; J. Org. Chem.
57, (1992) 3245]. The corresponding reactions which give the halogen derivative are preferably carried out in steps I and VIa.
0- Cl ,'wA.T 0050/46213 1.9 Compounds where R 3 is bonded to the molecular skeleton via an O, S or N atom are obtained from the corresponding precursors in which the corresponding radical is a halogen atom by methods known per se [cf. Houben-Weyl, Vol. E5, p. 826 et seq.
and p. 1280 et seq.; J. Org. Chem. 36, (1971) 233; J. Org.
Chem. 46, (1981) 3623]. The corresponding reactions which give the halogen derivative are preferably carried out in steps I and VIa.
2. Compounds I where R 3 is bonded to the molecule via an oxygen atom are also obtained from the corresponding precursors where the corresponding radical is a hydroxyl group by methods known per se [cf. Houben-Weyl, Vol. E5, p.826 et seq.; Aust. J. Chem. 27, (1974) 1341]. The corresponding reactions which give the alkoxy derivatives are preferably carried out in steps I and VIa.
3. Compounds I where R 3 is other than halogen are preferably obtained by first converting a compound of the formula III into the corresponding benzoic acid XIa using a lactone X and following the methods described in EP-A 493 711 and converting XIa into the cyanocarboxylic acid XIc via the corresponding halide (XIb; Hal halogen), and XIc is then converted into the a-keto esters XIIa via a Pinner reaction [Angew. Chem.
94, (1982) 1; cf. EP-A 348 766, EP-A 178 826, DE-A 37 05 389, DE-A 36 23 921].
0050/46213 0 HN
CR
3 4/
OR
R2m Mi C0 2
H
NOR4
CH
2 ON= CRxia COHal
NOR
4 2H 2 0N= MR XIb R2M
NOR
4
CH
2 N= CR- XIc CH2 N= CR
NOR
4 (R1 H) C0 2
R
1 XIIa The ca-keto esters XIIa, and the corresponding a-ketocarboxylic acids (R 1 hydrogen), respectively, which can be obtained by ester hydrolysis which is known per se are pivotal intermediates for the preparation of the various groups C(=X)COYR1.
For example, corresponding a-ketocarboxamides XIIc can be obtained by reacting the a-ketocarboxylic acids XIIb or the esters XIIa [cf. Houben-Weyl, Vol. E5, p. 941 et seq.].
0050/46213 4. As a modification of the above described process, a-ketocarboxamides XIIc, where R is hydrogen, can also be obtained directly from the carboxylic acid halides XIb by reacting them with isocyanides XIII (R1-NC) [cf. EP-A 547 825].
R
2 m
NOR
4 R2 CH 2 0N== CR3- C N COHal z
R
1 NC XIb R2m //NOR 4
SCH
2 ON CR3c=o z
CNRR
1 XIIc
(R=H)
In a further variant, compounds XIIc are obtained by first metalating ortho-halobenzyl derivatives XId and converting the organometal compound obtained with oxalyl chloride to give the corresponding a-ketocarboxylic acid chloride XIId, which is subsequently converted with an amine to give the corresponding amide XIIc [cf. J. Org. Chem. 46, (1981) 212; DE-A 40 42 280; Houben-Weyl, Vol. E5, p. 972 et seq.].
0050/46213 R2m Hal NOR4
CH
2 0N= CR 3
C
Z
V11 XId R2 0 12=0 CodU NOR4
CH
2 0N= CR 3
Z
XIId R2m NOR 4 C R2CH 2 0N= CR 3 C=0 z
CNRR
1 XIIc The reaction of the a-ketocarboxylic acid derivatives XII to give the corresponding compounds I and the preparation of the compounds II are described in the literature cited at the outset and in EP-A 585 751, EP-A 513 580, EP-A 477 631, EP-A 400 417, DE 37 05 389, EP-A 348 766, EP-A 251 082, EP-A 398 692, EP-A 178 826 and DE-A 36 23 921.
Due to their C=C and C=N double bonds, the compounds I can be obtained during the preparation in the form of E/Z isomer mixtures, which can be separated into the individual compounds in the customary manner, for example by crystallization or chromatography.
Relative to the C=X double bond, the E isomers of the compounds I are preferred with a view to their activity (configuration based on the CH 3
CH
2
CH
3 or OCH 3 group relative to the COYR 1 group).
Relative to the CH 2 0N=CR 3 double bond, the cis isomers of the compounds I are preferred with a view to their activity (configuration based on the radicals R 3 relative to the OCH 2 group).
In general, the configuration of the C(Z)NOR 4 double bond only has a minor effect on the biological activity of the compounds I. In those cases where an effect is observed, it is normally the cis f 0050/46213 19 isomers (configuration based on the radicals OR 4 relative to the Z group) which are of greater importance.
If isomer mixtures are obtained from the synthesis, separation into the individual compounds is generally not absolutely necessary, since, in some cases, the individual isomers are converted into each other during their preparation for use or upon use (for example when exposed to light, acids or bases). Such conversions can also take place after use, for example in the treated organism in the case of the treatment of plants, fungi and animal pests.
The collective terms which were used in the definition of the compounds I given at the outset generally represent the following groups: Halogen: fluorine, chlorine, bromine and iodine; Alkyl: straight-chain or branched alkyl groups having 1 to 4, 6 or 10 carbon atoms, eg. Cl-C 6 -alkyl such as methyl, ethyl, propyl, 1-methylethyl, butyl, 1-methylpropyl, 2-methylpropyl, 1,1-dimethylethyl, pentyl, 1-methylbutyl, 2-methylbutyl, 3-methylbutyl, 2,2-dimethylpropyl, 1-ethylpropyl, hexyl, 1,1-dimethylpropyl, 1,2-dimethylpropyl, 1-methylpentyl, 2-methylpentyl, 3-methylpentyl, 4-methylpentyl, 1,1-dimethylbutyl, 1,2-dimethylbutyl, 1,3-dimethylbutyl, 2,2-dimethylbutyl, 2,3-dimethylbutyl, 3,3-dimethylbutyl, 1-ethylbutyl, 2-ethylbutyl, 1,1,2-trimethylpropyl, 1,2,2-trimethylpropyl, 1-ethyl-l-methylpropyl and l-ethyl-2-methylpropyl; Alkylamino: an amino group which has attached to it a straight-chain or branched alkyl group having 1 to 4 or 6 carbon atoms as mentioned above; Dialkylamino: an amino group which has attached to it two straight-chain or branched alkyl groups which are independent of one another and have in each case 1 to 4 or 6 carbon atoms as mentioned above; Alkylcarbonyl: straight-chain or branched alkyl groups having 1 to 6 or 10 carbon atoms which are bonded to the skeleton via a carbonyl group Alkylsulfonyl: straight-chain or branched alkyl groups having 1 to 6 or 10 carbon atoms which are bonded to the skeleton via a sulfonyl group 0050/46213 Alkylsulfoxyl: straight-chain or branched alkyl groups having 1 to 6 carbon atoms which are bonded to the skeleton via a sulfoxyl group Alkylaminocarbonyl: alkylamino groups having 1 to 6 carbon atoms as mentioned above which are bonded to the skeleton via a carbonyl group Dialkylaminocarbonyl: dialkylamino groups having in each case 1 to 6 carbon atoms per alkyl radical as mentioned above which are bonded to the skeleton via a carbonyl group Alkylaminothiocarbonyl: alkylamino groups having 1 to 6 carbon atoms as mentioned above which are bonded to the skeleton via a thiocarbonyl group Dialkylaminothiocarbonyl: dialkylamino groups having in each case 1 to 6 carbon atoms per alkyl radical as mentioned above which are bonded to the skeleton via a thiocarbonyl group Haloalkyl: straight-chain or branched alkyl groups having 1 to 4 or 6 carbon atoms, it being possible for all or some of the hydrogen atoms in these groups to be replaced by halogen atoms as mentioned above, eg. C 1
-C
2 -haloalkyl such as chloromethyl, dichloromethyl, trichloromethyl, fluoromethyl, difluoromethyl, trifluoromethyl, chlorofluoromethyl, dichlorofluoromethyl, chlorodifluoromethyl, 1-fluoroethyl, 2-fluoroethyl, 2,2-difluoroethyl, 2,2,2-trifluoroethyl, 2-chloro-2-fluoroethyl, 2-chloro- 2,2-difluoroethyl, 2,2-dichloro-2-fluoroethyl, 2,2,2-trichloroethyl and pentafluoroethyl; Alkoxy: straight-chain or branched alkyl groups having 1 to 4 or 6 carbon atoms as mentioned above which are bonded to the skeleton via an oxygen atom eg. C 1
-C
6 -alkoxy such as methyloxy, ethyloxy, propyloxy, 1-methylethyloxy, butyloxy, 1-methylpropyloxy, 2-methylpropyloxy, 1,1-dimethylethyloxy, pentyloxy, 1-methylbutyloxy, 2-methylbutyloxy, 3-methylbutyloxy, 2,2-dimethylpropyloxy, 1-ethylpropyloxy, hexyloxy, 1,1-dimethylpropyloxy, 1,2-dimethylpropyloxy, 1-methylpentyloxy, 2-methylpentyloxy, 3-methylpentyloxy, 4-methylpentyloxy, 1,1-dimethylbutyloxy, 1,2-dimethylbutyloxy, 1,3-dimethylbutyloxy, 2,2-dimethylbutyloxy, 2,3-dimethylbutyloxy, 3,3-dimethylbutyloxy, 1-ethylbutyloxy, 2-ethylbutyloxy, 1,1,2-trimethylpropyloxy, 1,2,2-trimethylpropyloxy, 1-ethyl-1-methylpropyloxy and 1-ethyl-2-methylpropyloxy; 1 li 0050/ 46213 21 Alkoxycarbonyl: straight-chain or branched alkyl groups having 1 to 6 carbon atoms which are bonded to the skeleton via an oxycarbonyl group Haloalkoxy: straight-chain or branched alkyl groups having 1 to 4 or 6 carbon atoms, it being possible for some or all of the hydrogen atoms in these groups to be replaced by halogen atoms as mentioned above, and these groups to be bonded to the skeleton via an oxygen atom; Alkylthio: straight-chain or branched alkyl groups having 1 to 4 or 6 carbon atoms as mentioned above which are bonded to the skeleton via a sulfur atom eg. Cl-C 6 -alkylthio such as methylthio, ethylthio, propylthio, 1-methylethylthio, butyithic, 1-methylpropylthio, 2-methylpropylthio, 1, 1-dimethylethylthio, pentylthio, 1-methylbutylthio, 2-methylbutylthio, 3-methylbutylthio, 2, 2-dimethylpropylthio, 1-ethylpropylthio, hexylthio, 1, 1-dimethylpropylthio, 1, 2-dimethylpropylthio, 1-methylpentylthio, 2-methylpentylthio, 3-methylpentylthio, 4-methylpentylthio, 1, 1-dimethylbutylthio, 1,2-dimethylbutylthio, 1, 3-dimethylbutylthio, 2, 2-dimethylbutylthio, 2 ,3-dimethylbutylthio, 3, 3-dimethylbutylthio, 1-ethylbutylthio, 2-ethylbutylthio, 1, 1,2-trimethylpropylthio, 1,2, 2-trimethylpropylthio, 1-ethyl-1-methylpropylthio and 1-ethyl-2-methylpropylthio; Cycloalkyl: monocyclic alkyl groups having 3 to 6 carbon ring members, eg. cyclopropyl, cyclobutyl, cyclopentyl and cyclohexyl; Alkenyl: straight-chain or branched alkenyl groups having 2 to 6 or 10 carbon atoms and one double bond in any position, eg.
C
2
-C
6 -alkenyl such as ethenyl, 1-propenyl, 2-propenyl, 1-methylethenyl, 1-butenyl, 2-butenyl, 3-butenyl, 1-methyl-1-propenyl, 2-methyl-1-propenyl, 1-methyl-2-propenyl, 2-methyl-2-propenyl, 1-pentenyl, 2-pentenyl, 3-pentenyl, 4-pentenyl, 1-methyl-1-butenyl, 2-methyl-1-butenyl, 3-methyl-1--butenyl, 1-methyl-2-butenyl, 2-methyl-2-butenyl, 3-methyl-2-butenyl, 1-methyl-3-butenyl, 2-methyl-3-butenyl, 3-methyl-3-butenyl, 1, 1-dimethyl-2-propenyl, 1,2-dimethyl-1-propenyl, 1 ,2-dimethyl-2-propenyl, 1-ethyl-1-propenyl, 1-ethyl-2-propenyl, 1-hexenyl, 2-hexenyl, 3-hexenyl, 4-hexenyl, 1-methyl-1-pentenyl, 2-methyl-1-pentenyl, 3-methyl-1-pentenyl, 4-methyl-1-pentenyl, 1-methyl-2-pentenyl, 2-methyl-2-pentenyl, 3-methyl-2-pentenyl, 4-methyl-2-pentenyl, 1-methyl-3-pentenyl, 2-methyl-3-pentenyl, 3-methyl-3-pentenyl, 4-methyl-3-pentenyl, 1-methyl-4-pentenyl, 2-methyl-4-pentenyl, 3-methyl-4-pentenyl, 4-methyl-4-pentenyl, 1, 1-dimethyl-2-butenyl, 1, 1-dimethyl- 3-butenyl, 1, 2-dimethyl-1-butenyl, 1, 2-dimethyl-2-butenyl, 0050/46213 22 1, 2-dimethyl-3-butenyl, 1, 3-dimethyl-1-butenyl, 1, 3-dimethyl-2-butenyl, 1, 3-dimethyl-3-butenyl, 2, 2-dimethyl-3-butenyl, 2, 3-dimethyl--1-butenyl, 2, 3-dimethyl-2-butenyl, 2, 3-dimethyl-3-butenyl, 3, 3-dimethyl-l-butenyl, 3, 3-dimethyl-2-butenyl, 1-ethyl-1-butenyl, 1-ethyl-2-butenyl, 1-ethyl-3-butenyl, 2-ethyl-1-butenyl, 2-ethyl-2-butenyl, 2-ethyl-3-butenyl, 1, l, 2 -trimethyl-2-propenyl, l-ethyl-l-methyl-2-propenyl, l-ethyl-2-methyl-l-propenyl and l-ethyl-2-methyl-2-propenyl; Alkenvioxy: straight-chain or branched alkenyl groups having 2 to 6 carbon atoms and one double bond in any position which are bonded to the skeleton via an oxygen atom Alkenylcarbonyl: straight-chain or branched alkenyl groups having 2 to 10 carbon atoms and one double bond in any position which are bonded to the skeleton via a carbonyl group Alkynyl: straight-chain or branched alkynyl groups having 2 to 10 carbon atoms and one triple bond in any position, eg.
C
2
-C
6 -alkynyl such as ethynyl, 2-propynyl, 2-butynyl, 3-butynyl, 1-methyl-2-propynyl, 2-pentynyl, 3-pentynyl, 4-pentynyl, 1-methyl-2-butynyl, l-methyl-3-butynyl, 2-methyl-3-butynyl, 1, 1-dimethyl-2-propynyl, 1-ethyl-2-propynyl, 2-hexynyl, 3-hexynyl, 4-hexynyl, 5-hexynyl, 1-methyl-2-pentynyl, 1-methyl-3-pentynyl, 1-methyl-4-pentynyl, 2-methyl-3-pentynyl, 2 -methyl-4-pentynyl, 3-methyl-4-pentynyl, 4-methyl-2-pentynyl, 1, l-dimethyl-2-butynyl, 1, l-dimethyl-3-butynyl, 1,2-dimethyl- 3-butynyl, 2,2-dimethyl-3-butynyl, 1-ethyl-2-butynyl, 1-ethyl- 3-butynyl, 2-ethyl-3-butynyl and 1-ethyl-1-methyl-2-propynyl; Alkynylcarbonyl: straight-chain or branched alkynyl groups having 3 to 10 carbon atoms and one triple bond in any position which are bonded to the skeleton via a carbonyl group Cycloalkoxy: monocyclic alkenyl groups having 3 to 6 carbon ring members which are bonded to the skeleton via an oxygen atom, eg.
cyclopropyl, cyclobutyl, cyclopentyl or cyclohexyl; Heterocycivi, heterocyclyloxy: three- to six-memnbered saturated or partially unsaturated mono- or polycyclic heterocycles which contain one to three hetero atoms selected from a group consisting of oxygen, nitrogen and sulfur and which are bonded to the skeleton directly or (heterocyclyloxy) via an oxygen atom, eg. 2 -tetrahydrofuranyl, oxiranyl, 3-tetrahydrofuranyl, 2-tetrahydrothienyl, 3-tetrahydrothienyl, 2-pyrrolidinyl, 3-pyrrolidinyl, 3-isoxazoldinyl, 4-isoxazolidinyl, 0050/46213 23 3-isothiazolidinyl, 4-isothiazolidinyl, 3-pyrazolidinyl, 4-pyrazolidinyl, 2-oxazolidinyl, 4-oxazolidinyl, 2-thiazolidinyl, 4-thiazolidinyl, 5-thiazolidinyl, 2-imidazolidinyl, 4-imidazolidinyl, 1,2, 4-oxadiazolidin-3-yl, 1,2, 4-oxadia- 1,2,4-thiadiazolidin-3.yl, 1,2,4-thiadiazol.
1,3, 4-thiadiazolidin2..yl, 1,3, 4-triazolidin-2-yl, 2, 3-dihydrofur-2-yl, 2 ,3-dihydrofur-3-yl, 2, 3-dihydrofur-4-yl, 2, 3-dihydrofur-5-yl, 2,5-dihydrofur2yl, 2, 5-dihydrofur-3-yl, 2, 3-dihydrothien-2-yl, 2, 3-dihydrothien-3-yl, 2, 3-dihydrothien-4-yl, 2, 3-dihydrothien-5-yl, 2, 5-dihydrothien-2-yl, 2, 5-dihydrothien-3-yl, 2, 3-dihydropyrrol-2-yl, 2 ,3-dihydropyrrol-3-yl, 2, 3-dihydropyrrol-4-yl, 2, 2, 5-dihydropyrrol-2-yl, 2, 5-dihydropyrrol-3-yl, 2, 3-dihydroisoxazol-3-yl, 2, 3-dihydroisoxazol-4-yl, 2, 4, 5-dihydroisoxazol-3-yl, 4 t5-dihydroisoxazol-4-yl, 4, 2, 5-dihydroisothiazol-3-yl, 2, zol-4-yl, 2, 5-dihydroisothiazol-5-yl, 2, 3-dihydropyrazol-3.yl, 2, 3-dihydropyrazol.4-yl, 2, 3-dihydropyrazol-5-yl, 4, pyrazol-3-yl, 4, 5-dihydropyrazol-4-yl, 4, 2, 5-dihydropyrazol-3-yl, 2, 5-dihydropyrazol-4-yl, 2, 2,3-dihydrooxazol-2-yl, 2,3-dihydrooxazol-4-yl, 2, 3-dihydrooxazol-5-yl, 4, 5-dihydrooxazol-2-yl, 4, zol-4-yl, 4,5-dihydrooxazol-5-yl, 2,5-dihydrooxazol-2.yl, hydrooxazol-4-yl, 2, 5-dihydrooxazol-5-yl, 2, 3-dihydrothiazol-2-yl, 2,3-dihydrothiazol.4-yl, 2,3-dihydrothiazol-...yl, 4, 5-dihydrothiazol-2-yl, 4, 5-dihydrothiazol-4..yl, 4, 2, 5-dihydrothiazol2..yl, 2, 5-dihydrothiazol-4-yl, 2, 5-dihydrothiazol-5-yl, 2, 3-dihydroimidazol-2-yl, 2, 3-dihydroimidazol-4-yl, 2, 3-dihydroimidazol-5-yl, 4, azol-2-yl, 4,5-dihydroimidazol-4-yl, 4,5-dihydroimidazol-5-yl, 2, 5-dihydroimidazol-2-yl, 2, 5-dihydroimidazol-4-yl, 2, 2-morpholinyl, 3-morpholinyl, 2-piperidinyl, 3-piperidinyl, 4-piperidinyl, 3-hexahydropyridazinyl, 4-hexahydropyridazinyl, 2-hexahydropyrimidinyl, 4-hexahydropyrimidinyl, 2-hexahydropyrazinyl, 1,3, azin-2-yl, 1,2, 4-hexahydrotriazin-3-yl, 1, 3-dihydrooxazin-2-yl, 1, 3-dithian-2-yl, 2-tetrahydropyranyl, 1, 3-dioxolan-2-yl, 3,4,5, 6 -tetrahydropyridin-2-yl, 4H-1, 3-thiazin-2-yl, 4H-3, 1-benzothiazin.2-yl, 1, 1-dioxo-2,3,4, 5-tetrahydrothien-2-yl, 2H-1,4-benzothiazin3.yl, 2 H-1,4-benzoxazin.3.yl, 1,3-dihydrooxazin-2-yl, 1, 3-dithian-2-yl, unsubstituted or substituted saturated or ipartially or fully unsaturated ccles which are oddvaantogen atom and which can contain, in addition the nitrogen atom via which themy are 0050/46213 24 bonded one to five hetero atoms from the group consisting of nitrogen. oxygen and sulfur in addition to carbon ring members: three- to twelve-membered saturated or partially or fully unsaturated mono- or polycyclic systems which, in addition to the nitrogen atom via which they are bonded and in addition to carbon ring members, can contain one to five further hetero atoms from a group consisting of nitrogen, oxygen and sulfur, where, in the event that the cycle contains more than one oxygen and/or sulfur ring member, these oxygen or sulfur atoms are not positioned adjacent to each other, eg. 1-aziridinyl, 1-diaziridinyl, 1-azetidinyl, 1-pyrrolidinyl, 2-isoxazolidiny., 2-isothiazolidinyl, 1-pyrazolidinyl, 3-oxazolidinyl, 3-thiazolidinyl, 1-imidazolidinyl, l,2,4-oxadiazolidin-2-yl, 1,2,4-oxadiazolidin-4-yl, 1,2, 4-thiadiazolidin-2-yl, 1,2, 4-thiadiazolidin-4-yl, 1-triazolidinyl, 1, 3,4-oxadiazolidin-3-yl, 1,3, 4-thiadiazolidin-3-yl, 2, 3-dihydropyrrol-1-yl, 2, 5-dihydropyrrol-1-yl, 2, 3-dihydroisoxazol-2-yl, 2, 5-dihydroisoxazol-2-yl, 2, 3-dihydroisothiazol-2-yl, 2, 5-dihydroisothiazol-2-yl, 2, 3-dihydropyrazol-1-yl, 2, 3-dihydropyrazol-2-yl, 4, 5-dihydropyrazol-1-yl, 2, 3-dihydrooxazol-3-yl, 2 ,3-dihydrothiazol-3-yl, 2, 3-dihydroimidazol-1-yl, 4, 5-dihydroimidazol-1-yl, 2, azol-1-yl, 1-piperidinyl, 4-morpholinyl, 1-piperazinyl, 1-hexahydropyridazinyl, 1-hexahydropyrimidinyl, 2, 3-dihydroindol-1-yl, 4-thiomorpholinyl, 1,2 ,4-hexahydrotriazin-1-yl, 2, 3-dihydroisoindol-2-yl, 1-pyrrolyl, 1-imidazolyl, 1-pyrazolyl, 1-triazolyl, 1-tetrazolyl, 2-tetrazolyl, 1-indolyl, 1-indazolyl, benzimidazol-1-yl, benztriazol-1-yl, pyrrolopyridin-l-yl, pyrrolopyridazin-1-yl, pyrrolopyrimidin-1-yl, pyrrolopyrazin-1-yl, pyrrolotriazin-1-yl, imidazopyridin-1-yl, imidazopyridazin-1-yl, imidazopyrimidin-1-yl, imidazopyrazin-1-yl, pyrazolopyridin-1-yl, pyrazolopyridazin-1-yl, pyrazolopyrimidin-1-yl, pyrazolopyrazin-1-yl and pyrazolotriazin-1-yl.
Aryl or ayloxy. arylthip. aryicarbonyl and arylsulfonyl: aromatic mono- or polycyclic hydrocarbon radicals which are bonded to the skeleton directly or (aryloxy) via an oxygen atom or (arylthio) via a sulfur atom or (arylcarbonyl) via a carbonyl group or (arylsulfonyl) via a sulfonyl group eg. phenyl, naphthyl and phenanthrenyl, or phenyloxy, naphthyloxy and phenanthrenyloxy and the corresponding carbonyl and sulfonyl radicals, respectively; Hetaryl or hetaryloxy., hetarylthig. hetarylarbonyl and hetarylsulfonyl: aromatic mono- or polycyclic radicals which, in addition to carbon ring members, can additionally contain one to four nitrogen atoms or one to three nitrogen atoms and one oxygen 0050/46213 or one sulfur atom or one oxygen or one sulfur atom, and which are bonded to the skeleton directly or (hetaryloxy) via an oxygen atom or (hetarylthio) via a sulfur atom or (hetarylcarbonyl) via a carbonyl group or (hetarylsulfonyl) via a sulfonyl group (-SO 2 eg.
5-membered hetaryl containing one to three nitrogen atoms: hetaryl ring groups which, in addition to carbon atoms, can contain one to three nitrogen atoms as ring members, eg. 2-pyrrolyl, 3-pyrrolyl, 3-pyrazolyl, 4-pyrazolyl, 5-pyrazolyl, 2-imidazolyl, 4-imidazolyl, 1,2,4-triazol-3-yl and 1,3,4-triazol-2-yl; 5-membered hetarvl containing one to four nitrogen atoms or one to three nitrogen atoms and one sulfur or oxygen atom or one oxygen or one sulfur atom: 5-membered hetaryl ring groups which, in addition to carbon atoms, can contain one to four nitrogen atoms or one to three nitrogen atoms and one sulfur or oxygen atom or one oxygen or sulfur atom as ring members, eg. 2-furyl, 3-furyl, 2-thienyl, 3-thienyl, 2-pyrrolyl, 3-pyrrolyl, 3-isoxazolyl, 4-isoxazolyl, 3-isothiazolyl, 4-isothiazolyl, 5-isothiazolyl, 3-pyrazolyl, 4-pyrazolyl, 5-pyrazolyl, 2-oxazolyl, 4-oxazolyl, 2-thiazolyl, 4-thiazolyl, 5-thiazolyl, 2-imidazolyl, 4-imidazolyl, 1,2,4-oxadiazol-3-yl, 1,2,4-oxadiazol-5-yl, 1,2,4-thiadiazol-3-yl, 1,2,4-thiadiazol-5-yl, 1,2,4-triazol-3-yl, 1,3,4-oxadiazol-2-yl, 1,3,4-thiadiazol-2-yl, 1,3,4-triazol-2-yl; fused 5-membered hetarvl containing one to four nitrogen atoms or one to three nitrogen atoms and/or one oxygen or sulfur atom: 5-membered hetaryl ring groups which, in addition to carbon atoms, can contain one to four nitrogen atoms or one to three nitrogen atoms and one sulfur or oxygen atom or one oxygen or one sulfur atom as ring members, and in which two adjacent carbon ring members or one nitrogen and one adjacent carbon ring member can be bridged to form an aromatic or heteroaromatic bi- or polycyclic structure: eg.
benzofuranyl, isobenzofuranyl, benzothienyl, isobenzothienyl, indolyl, isoindolyl, benzisoxazolyl, benzoxazolyl, benzoisothiazolyl, benzothiazolyl, indazolyl, benzimidazolyl, pyrrolopyridinyl, pyrrolopyridazinyl, pyrrolopyrimidinyl, pyrrolopyrazinyl, pyrrolotriazinyl, furopyridinyl, furopyridazinyl, furopyrimidyl, furopyrazinyl, furotriazinyl, thienopyridinyl, thienopyridazinyl, thienopyrimidyl, thienopyrazinyl, thienotriazinyl, imidazopyridinyl, imidazopyridazinyl, imidazopyrimidyl, imidazopyrazinyl, imidazotriazinyl, pyrazolopyridinyl, pyrazolopyridazinyl, pyrazolopyrimidyl, pyrazolopyrazinyl, pyrazolotriazinyl, isoxazolo- 0050/46213 26 pyridinyl, isoxazolopyridazinyl, isoxazolopyrimidyl, isoxazolopyrazinyl, isoxazolotriazinyl, oxazolopyridinyl, oxazolopyridazinyl, oxazolopyrimidyl, oxazolopyrazinyl, oxazolotriazinyl, isothiazolopyridinyl, isothiazolopyridazinyl, isothiazolopyrimidyl, isothiazolopyrazinyl, isothiazolotriazinyl, thiazolopyridinyl, thiazolopyridazinyl, thiazolopyrimidyl, thiazolopyrazinyl, thiazolotriazinyl, triazolopyridinyl, triazolopyridazinyl, triazolopyrimidyl, triazolopyrazinyl and triazolotriazinyl; 5-membered hetaryl which is bonded via nitrogen and contains one to four nitrogen atoms, or fused 5-membered hetaryl which is bonded via nitrogen and contains one to five nitrogen atoms: 5-membered hetaryl ring groups which, in addition to carbon atoms, can contain one to four nitrogen atoms, or one to three nitrogen atoms, respectively, as ring members, and in which two adjacent carbon ring members can be bridged to form an aromatic or heteroaromatic bi- or polycyclic structure, these rings being bonded to the skeleton via one of the nitrogen ring members: eg. 1-pyrrolyl, 1-imidazolyl, 1-pyrazolyl, 1-triazolyl, 1-tetrazolyl, 2-tetrazolyl, 1-indolyl, 1-indazolyl, benzimidazol-l-yl, pyrrolopyridin-1-yl, benzotriazol-1-yl, pyrrolopyridazin-l-yl, pyrrolopyrimidin-1-yl, pyrrolopyrazin-1-yl, pyrrolotriazin-1-yl, imidazopyridin-1-yl, imidazopyridazin-l-yl, imidazopyrimidin-l-yl, imidazopyrazin-1-yl, pyrazolopyridin-1-yl, pyrazolopyridazin-l-yl, pyrazolopyrimidin-1-yl, pyrazolopyrazin-1-yl and pyrazolotriazin-l-yl; 6-membered hetaryl containing one to three. or one to four respectively, nitrogen atoms: 6-membered hetaryl ring groups which, in addition to carbon atoms, can contain one to three, or one to four, respectively, nitrogen atoms as ring members, eg. 2-pyridinyl, 3-pyridinyl, 4-pyridinyl, 3-pyridazinyl, 4-pyridazinyl, 2-pyrimidinyl, 4-pyrimidinyl, 2 -pyrazinyl, 1,3,5-triazin-2-yl, 1,2,4-triazin-3-yl and l, 2 4 ,5-tetrazin-3-yl; benzo-fused 6-membered hetaryl containing one to four nitrogen atoms: 6-membered hetaryl ring groups in which two adjacent carbon ring members can be bridged by a buta-1,3-diene-1,4-diyl group, eg. quinoline, isoquinoline, quinazoline and quinoxaline, and the corresponding oxy, thio, carbonyl or sulfonyl groups.
0050/46213 27 The term "unsubstituted or substituted" when used for the group Z is intended to express that the groups in question can be partially or fully halogenated and/or can have attached to them one to three of the following groups: cyano, nitro, hydroxyl, mercapto, amino, carboxyl, aminocarbonyl, aminothiocarbonyl, Cl-C 6 -alkyl, Cl-C 6 -haloalkyl, C1-C6-alkylcarbonyl, Cl-C 6 -alkylsulfonyl, Cl-0 6 -alkylsulfoxyl, Cl-C 6 alkoxy, Cl-C 6 -haloalkoxy, Cl-C6-alkoxycarbonyl, Cl-C 6 -alkylthio, Cl-C6-alkylamino, di-Cl-C6-alkylamino, C-C6-alkylaminocarbonyl, di-Cl-C 6 -alkylaminocarbonyl, C-C6-alkylaminothiocarbonyl, di-Cl-C 6 -alkylaminothiocarbonyl, C2-C 6 -alkenyl, C2-C6-alkenyloxy or C =NORa -A,-Rb; C3-C6-CYCloalkyl, C3-C 6 -cycloalkoxy, heterocyclyl, heterocyclyloxy, benzyl, benzyloxy, aryl, aryloxy, arylthio, hetaryl, hetaryloxy and hetarylthio, it being possible for the cyclic groups, in turn, to be partially or fully halogenated or to have attached to them one to three of the following groups: cyano, nitro, hydroxyl, mercapto, amino, carboxyl, aminocarbonyl, aminothiocarbonyl, halogen, Cl-C 6 -alkyl, Cl-C 6 -haloalkyl, Cl-C6-alkylsulfonyl, Cl-C 6 -alkylsulfoxyl, Cl-C 6 -alkoxy, Ci-C6-haloalkoxy, Cl-C 6 -alkoxycarbonyl, C-C 6 -alkylthio, Cl-C6-alkylamino, di-Cl-C 6 -alkylamino, C1-C6-alkylaminocarbonyl, di-Cl-C6-alkylaminocarbonyl, C1-C6-alkylaminothiocarbonyl, di-Cl-C6-alkylaminothiocarbonyl,
C
2
-C
6 -alkenyl, C2-C6-alkenyloxy, C (=NORa) -An-Rb, or benzyl, benzyloxy, aryl, aryloxy, arylthio, hetaryl, hetaryloxy and hetarylthio, each of which is substituted by customary groups, and/or that these groups can be bridged via one of the following radicals: Ci-C 5 -alkylene, OXY-Cl-C 4 -alkylene and OXY-C 1
C
4 -alkyleneoxy, it being possible for the alkylene chains to be partially or fully halogenated and/or to have attached to them one to three Ci-C3-alkyl groups.
The term "substituted by customary groups" is intended to express that the radicals in question can be partially or fully halogenated and/or can have attached to them one to three of the following substituents: cyano, nitro, Cl-C 4 -alkyl, Cl-C 4 -haloalkyl, Cl-C 4 -alkoxy, Cl-C4-haloalkoxy, Cl-C 4 -alkylthio, Cl-C 4 -haloalkylthio, Ci-C 4 -alkylcarbonyl, Cl-C4-alkoxycarbonyl, phenyl, phenoxy, benzyl and benzyloxy, and/or a group C (=NORa) -An-Rb.
0050/46213 28 The term "partially or fully halogenated" is intended to express that some or all of the hydrogen atoms in thus characterized groups can be replaced by identical or different halogen atoms as mentioned above.
With a view to their biological activity, preferred compounds of the formula I are those were m is 0.
Equally preferred compounds of the formula I are those where R 1 is methyl.
Also preferred compounds I are those where R 3 is hydrogen, hydroxyl, cyano, cyclopropyl, chlorine, methyl, ethyl, 1-methylethyl, methoxy, methylthio or phenyl.
Moreover preferred compounds I are those where R 3 is methyl.
Furthermore preferred compounds I are those where R 3 is methoxy.
Moreover preferred compounds I are those where R 3 is cyano.
Moreover preferred compounds I are those where R 3 is trifluoromethyl.
Moreover preferred compounds I are those where R 3 is hydroxyl.
Additionally preferred compounds I are those where R 3 is chlorine.
Moreover preferred compounds I are those where R 3 is methylthio.
Moreover preferred compounds I are those where R 4 is hydrogen,
C
1
-C
6 -alkyl, arylalkyl, hetarylalkyl, aryloxyalkyl, hetaryloxyalkyl, aryl, hetaryl, C2-C 6 -alkenyl or C2-C 6 -alkynyl.
Additionally preferred compounds I are those where R 4 is
C
1
-C
6 -alkyl.
Moreover preferred compounds I are those where R 4 is methyl or ethyl.
Moreover preferred compounds I are those where R 4 is aryloxyalkyl or hetaryloxyalkyl.
Also preferred compounds I are those where R 4 is arylalkyl or hetarylalkyl.
0050/46213 29 Moreover preferred compounds I are those where R 4 is aryl or hetaryl.
Additionally preferred compounds I are those where R 4 is
C
2
-C
6 -alkenyl.
Moreover preferred compounds I are those where R 4 is
C
2
-C
6 -Alkynyl.
Also preferred compounds of the formula I are those where X is
NOCH
3 Also preferred compounds of the formula I are those where X is
CHOCH
3 Also preferred compounds of the formula I are those where X is
CHCH
3 or CHCH 2
CH
3 Moreover preferred compounds of the formula I are those where Y is 0.
Additionally preferred compounds of the formula I are those where Y is NH or N-CH 3 Equally preferred compounds of the formula I are those where R 1 is hydrogen.
Especially preferred compounds of the formula I are those where Y is NH and R 1 is methyl.
Especially preferred compounds of the formula I are those where Y is NH and R 1 is hydrogen.
Especially preferred compounds of the formula I are those where Y is O and R 1 is methyl.
Moreover preferred compounds of the formula I are those where Z is unsubstituted or substituted heterocyclyl which is bonded via nitrogen.
Also preferred compounds of the formula I are those where Z is unsubstituted or substituted hetaryl which is bonded via nitrogen.
V LU C.)/wl 0050/46213 Especially preferred compounds of the formula I are those where Z is unsubstituted or substituted 1-pyrrolyl, 1-pyrazolyl, 1-imidazolyl, 1-triazolyl or 1-tetrazolyl.
With a view to their use, particularly preferred compounds I are those listed in the tables which follow. The groups mentioned for one substituent in the tables are, moreover, on their own (independently of the combination in which they are mentioned) an especially preferred embodiment of the substituent in question.
0050/46213 31 Table 1 Compounds of the general formula I.1 where R 3 is hydrogen, R 4 is methyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A a
NOR
4
CH
2 0N= CR 3
C-CHOCH
3 C0 2
CH
3 I.1 Table 2 Compounds of the general formula 1.2 where R 3 is hydrogen, R 4 is methyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A rl r
NOR
4
CH
2 N= CR 3
C
Ur' 3z 1.2 C0 2
CH
3 Table 3 Compounds of the general formula 1.3 where R 3 is hydrogen, R 4 is methyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A
C==-N
Nc NOR4
CH
2 0N= CR 3
OCH
3
CONH
2 Table 4 Compounds of the general formula 1.4 where R 3 is hydrogen, R 4 is methyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A 0050/46213 0- NOR4
CH
2 0N== CR 3
CZ
I-
UL4ULC3
CO
2
CH
3 Table Compounds of the general formula 1.5 where R 3 is hydrogen, R 4 is methyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A tl:--
NOR
4 CH20N= CR 3
NR
I
CONHCH
3 Table 6 Compounds of the general formula I.1 where R 3 is hydrogen, R 4 is ethyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 7 Compounds of the general formula 1.2 where ethyl and the group Z corresponds for each radicals mentioned in Table A Table 8 Compounds of the general formula 1.3 where ethyl and the group Z corresponds for each radicals mentioned in Table A
R
3 is hydrogen, R 4 is compound to one of the
R
3 is hydrogen, R 4 compound to one of is the Table 9 Compounds of the general formula 1.4 where R 3 is hydrogen, R 4 is ethyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table Compounds of the general formula 1.5 where R 3 is hydrogen, R 4 is ethyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A 0050/46213 33 Table 11 Compounds of the general formula I.1 where R 3 is hydrogen, R 4 is propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 12 Compounds of the general formula 1.2 where R 3 is hydrogen, R 4 is propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 13 Compounds of the general formula 1.3 where R 3 is hydrogen, R 4 is propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 14 Compounds of the general formula 1.4 where R 3 is hydrogen, R 4 is propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table Compounds of the general formula 1.5 where R 3 is hydrogen, R 4 is propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 16 Compounds of the general formula I.1 where R 3 is hydrogen, R 4 is iso-propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 17 Compounds of the general formula 1.2 where R 3 is hydrogen, R 4 is iso-propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 18 Compounds of the general formula 1.3 where R 3 is hydrogen, R 4 is iso-propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 19 Compounds of the general formula 1.4 where R 3 is hydrogen, R 4 is iso-propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A 0050/46213 34 Table Compounds of the general formula 1.5 where R 3 is hydrogen, R 4 is iso-propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 21 Compounds of the general formula I.1 where R 3 is hydrogen, R 4 is 2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 22 Compounds of the general formula 1.2 where R 3 is hydrogen, R 4 is 2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 23 Compounds of the general formula 1.3 where R 3 is hydrogen, R 4 is 2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 24 Compounds of the general formula 1.4 where R 3 is hydrogen, R 4 is 2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table Compounds of the general formula 1.5 where R 3 is hydrogen, R 4 is 2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 26 Compounds of the general formula I.1 where R 3 is hydrogen, R 4 is E-3-chloro-2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 27 Compounds of the general formula 1.2 where R 3 is hydrogen, R 4 is E-3-chloro-2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 28 Compounds of the general formula 1.3 where R 3 is hydrogen, R 4 is E-3-chloro-2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A
LU
0050/46213 Table 29 Compounds of the general formula 1.4 where R 3 is hydrogen, R 4 is E-3-chloro-2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table Compounds of the general formula 1.5 where R 3 is hydrogen, R 4 is
E-
3 -chloro-2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 31 Compounds of the general formula I.1 where R 3 is hydrogen, R 4 is n-butyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 32 Compounds of the general formula 1.2 where R 3 is hydrogen, R 4 is n-butyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 33 Compounds of the general formula 1.3 where R 3 is hydrogen, R 4 is n-butyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 34 Compounds of the general formula 1.4 where R 3 is hydrogen, R 4 is n-butyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table Compounds of the general formula 1.5 where R 3 is hydrogen, R 4 is n-butyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 36 Compounds of the general formula I.1 where R 3 is hydrogen, R 4 is
CH
2 F and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 37 Compounds of the general formula 1.2 where R 3 is hydrogen, R 4 is
CH
2 F and the group Z corresponds for each compound to one of the radicals mentioned in Table A 0050/46213 36 Table 38 Compounds of the general formula 1.3 where R 3 is hydrogen, R 4 is
CH
2 F and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 39 Compounds of the general formula 1.4 where R 3 is hydrogen, R 4 is
CH
2 F and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table Compounds of the general formula 1.5 where R 3 is hydrogen, R 4 is
CH
2 F and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 41 Compounds of the general formula
CHF
2 and the group Z corresponds radicals mentioned-in Table A Table 42 Compounds of the general formula
CHF
2 and the group Z corresponds radicals mentioned in Table A Table 43 Compounds of the general formula
CHF
2 and the group Z corresponds radicals mentioned in Table A I.1 where R 3 is hydrogen, R 4 is for each compound to one of the 1.2 where R 3 is hydrogen, R 4 is for each compound to one of the 1.3 where R 3 is hydrogen, R 4 is for each compound to one of the Table 44 Compounds of the general formula 1.4 where R 3 is hydrogen, R 4 is
CHF
2 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table Compounds of the general formula 1.5 where R 3 is hydrogen, R 4 is
CHF
2 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 46 Compounds of the general formula I.1 where R 3 is hydrogen, R 4 is 2 -propynyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A 0050/46213 37 Table 47 Compounds of the general formula 1.2 where R 3 is hydrogen, R 4 is 2 -propynyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 48 Compounds of the general formula 1.3 where R 3 is hydrogen, R 4 is 2-propynyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 49 Compounds of the general formula 1.4 where R 3 is hydrogen, R 4 is 2-propynyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table Compounds of the general formula 1.5 where R 3 is hydrogen, R 4 is 2-propynyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 51 Compounds of the general formula I.1 where R 3 is hydrogen, R 4 is
CH
2
CF
3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 52 Compounds of the general formula 1.2 where R 3 is hydrogen, R 4 is
CH
2
CF
3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 53 Compounds of the general formula 1.3 where R 3 is hydrogen,
R
4 is
CH
2
CF
3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 54 Compounds of the general formula 1.4 where R 3 is hydrogen, R 4 is
CH
2
CF
3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table Compounds of the general formula 1.5 where R 3 is hydrogen, R 4 is
CH
2
CF
3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A 0050/46213 38 Table 56 Compounds of the general formula I.1 where R 3 is hydrogen, R 4 is
CH
2
CH
2 0CH 3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 57 Compounds of the general formula 1.2 where R 3 is hydrogen, R 4 is
CH
2
CH
2 0CH 3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 58 Compounds of the general formula 1.3 where R 3 is hydrogen, R 4 is
CH
2
CH
2
OCH
3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 59 Compounds of the general formula 1.4 where R 3 is hydrogen, R 4 is
CH
2
CH
2 0CH 3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table Compounds of the general formula 1.5 where R 3 is hydrogen, R 4 is
CH
2
CH
2 0CH 3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 61 Compounds of the general formula I.1 where R 3 is cyano, R 4 is methyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 62 Compounds of the general formula 1.2 where R 3 is cyano, R 4 is methyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 63 Compounds of the general formula 1.3 where R 3 is cyano, R 4 is methyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 64 Compounds of the general formula 1.4 where R 3 is cyano, R 4 is methyl and the group z corresponds for each compound to one of the radicals mentioned in Table A 0050/46213 39 Table Compounds of the general formula 1.5 where R 3 is cyano, R 4 is methyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 66 Compounds of the general formula I.1 where R 3 is cyano, R 4 ethyl and the group Z corresponds for each compound to one radicals mentioned in Table A is of the Table 67 Compounds of the general formula 1.2 where ethyl and the group Z corresponds for each radicals mentioned in Table A Table 68 Compounds of the general formula 1.3 where ethyl and the group Z corresponds for each radicals mentioned in Table A
R
3 is cyano, R 4 is compound to one of the
R
3 is cyano, R 4 compound to one is of the Table 69 Compounds of the general formula 1.4 where R 3 is cyano, R 4 ethyl and the group Z corresponds for each compound to one radicals mentioned in Table A is of the Table Compounds of the general formula 1.5 where ethyl and the group Z corresponds for each radicals mentioned in Table A
R
3 is cyano, R 4 is compound to one of the Table 71 Compounds of the general formula I.1 where R 3 is cyano, R 4 is propyl and the group z corresponds for each compound to one of the radicals mentioned in Table A Table 72 Compounds of the general formula 1.2 where R 3 is cyano, R 4 is propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 73 Compounds of the general formula 1.3 where R 3 is cyano, R 4 is propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A 0050/46213 Table 74 Compounds of the general formula 1.4 where R 3 is cyano, R 4 is propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table Compounds of the general formula 1.5 where R 3 is cyano, R 4 is propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 76 Compounds of the general formula I.1 where R 3 is cyano, R 4 is isopropyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 77 Compounds of the general formula 1.2 where R 3 is cyano, propyl and the group Z corresponds for each compound to the radicals mentioned in Table A Table 78 Compounds of the general formula 1.3 where R 3 is cyano, propyl and the group Z corresponds for each compound to the radicals mentioned in Table A Table 79 Compounds of the general formula 1.4 where R 3 is cyano, propyl and the group Z corresponds for each compound to the radicals mentioned in Table A Table Compounds of the general formula 1.5 where R 3 is cyano, propyl and the group Z corresponds for each compound to the radicals mentioned in Table A
R
4 is isoone of
R
4 is isoone of
R
4 is isoone of
R
4 is isoone of Table 81 Compounds of the general formula I.1 where R 3 is cyano, R 4 is 2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 82 Compounds of the general formula 1.2 where R 3 is cyano, R 4 is 2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A 0050/46213 Table 83 Compounds of propenyl and the radicals Table 84 Compounds of propenyl and the radicals Table Compounds of propenyl and the radicals the general formula 1.3 where R 3 is cyano, R 4 is 2the group Z corresponds for each compound to one of mentioned in Table A the general formula 1.4 where R 3 is cyano, R 4 is 2the group Z corresponds for each compound to one of mentioned in Table A the general formula 1.5 where R 3 the group Z corresponds for each mentioned in Table A is cyano, R 4 is 2compound to one of Table 86 Compounds of the general formula I.1 where R 3 is cyano, R 4 is E-3-chloro-2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 87 Compounds of the general formula 1.2 where R 3 is cyano, R 4 is E-3-chloro-2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 88 Compounds of the general formula 1.3 where R 3 is cyano, R 4 is E-3-chloro-2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 89 Compounds of the general formula 1.4 where R 3 is cyano, R 4 E-3-chloro-2-propenyl and the group Z corresponds for each pound to one of the radicals mentioned in Table A is com- Table Compounds of the general formula 1.5 where R 3 is cyano, R 4 is E-3-chloro-2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 91 Compounds of the general formula I.1 where R 3 is cyano, R 4 is n-butyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A 0050/46213 42 Table 92 Compounds of the general formula 1.2 where R 3 is cyano, R 4 is n-butyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 93 Compounds of the general formula 1.3 where R 3 is cyano, R 4 is n-butyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 94 Compounds of the general formula 1.4 where R 3 is cyano, R 4 is n-butyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table Compounds of the general formula 1.5 where R 3 is cyano, R 4 is n-butyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 96 Compounds of the general formula I.1 where R 3 is cyano, and the group Z corresponds for each compound to one of icals mentioned in Table A
R
4 is CH 2
F
the rad- Table 97 Compounds of the general formula 1.2 where R 3 and the group Z corresponds for each compound icals mentioned in Table A Table 98 Compounds of the general formula 1.3 where R 3 and the group Z corresponds for each compound icals mentioned in Table A is cyano, to one of
R
4 is CH 2
F
the radis cyano, R 4 is CH 2
F
to one of the rad- Table 99 Compounds of the general formula 1.4 where R 3 is cyano, R 4 is CH 2
F
and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 100 Compounds of the general formula 1.5 where R 3 is cyano, R 4 is CH 2
F
and the group Z corresponds for each compound to one of the radicals mentioned in Table A 0050/46213 Table 101 Compounds of the general formula I.1 and the group Z corresponds for each icals mentioned in Table A Table 102 Compounds of the general formula 1.2 and the group Z corresponds for each icals mentioned in Table A where R 3 compound where R 3 compound is cyano, to one of is cyano, to one of
R
4 is CHF 2 the rad-
R
4 is CHF 2 the rad- Table 103 Compounds of the general formula 1.3 where R 3 is cyano, and the group Z corresponds for each compound to one of icals mentioned in Table A
R
4 is CHF 2 the rad- Table 104 Compounds of the general formula 1.4 where R 3 and the group Z corresponds for each compound icals mentioned in Table A is cyano, to one of
R
4 is CHF 2 the rad- Table 105 Compounds of the general formula 1.5 where R 3 is cyano, R 4 is CHF 2 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 106 Compounds of the general formula I.1 where R 3 is cyano, R 4 is 2-propynyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 107 Compounds of the general formula 1.2 where R 3 is cyano, R 4 is 2 -propynyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 108 Compounds of the general formula 1.3 where R 3 is cyano, R 4 is 2-propynyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 109 Compounds of the general formula 1.4 where R 3 is cyano, R 4 is 2-propynyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A V-1 0050/46213 44 Table 110 Compounds of the general formula 1.5 where R 3 is cyano, R 4 is 2-propynyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 111 Compounds of the general formula I.1 where R 3 is cyano, R 4 is
CH
2
CF
3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 112 Compounds of the general formula 1.2 where R 3 is cyano, R 4 is
CH
2
CF
3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 113 Compounds of the general formula 1.3 where R 3 is cyano, R 4 is
CH
2
CF
3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 114 Compounds of the general formula 1.4 where R 3 is cyano, R 4 is
CH
2
CF
3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 115 Compounds of the general formula 1.5 where R 3 is cyano, R 4 is
CH
2
CF
3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 116 Compounds of the general formula I.1 where R 3 is cyano, R 4 is
CH
2
CH
2 0CH 3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 117 Compounds of the general formula 1.2 where R 3 is cyano, R 4 is
CH
2
CH
2 0CH 3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 118 Compounds of the general formula 1.3 where R 3 is cyano, R 4 is
CH
2
CH
2 0CH 3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A 0050/46213 Table 119 Compounds of the general formula 1.4 where R 3 is cyano, R 4 is
CH
2
CH
2
OCH
3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 120 Compounds of the general formula 1.5 where R 3 is cyano, R 4 is
CH
2
CH
2
OCH
3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 121 Compounds of the general formula I.1 where R 3 is nitro, R 4 is methyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 122 Compounds of the general formula 1.2 where R 3 is nitro, R 4 is methyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 123 Compounds of the general formula 1.3 where R 3 is nitro, R 4 is methyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 124 Compounds of the general formula 1.4 where R 3 is nitro, R 4 is methyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 125 Compounds of the general formula 1.5 where R 3 is nitro, R 4 is methyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 126 Compounds of the general formula 1.1 where R 3 is nitro, R 4 is ethyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 127 Compounds of the general formula 1.2 where R 3 is nitro, R 4 is ethyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A 0050/46213 46 Table 128 Compounds of the general formula 1.3 where R 3 is nitro, R 4 is ethyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 129 Compounds of the general formula 1.4 where R 3 is nitro, R 4 is ethyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 130 Compounds of the general formula 1.5 where R 3 is nitro, R 4 is ethyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 131 Compounds of the general formula I.1 where R 3 is nitro, R 4 is propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 132 Compounds of the general formula 1.2 where R 3 is nitro, R 4 is propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 133 Compounds of the general formula 1.3 where R 3 is nitro, R 4 is propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 134 Compounds of the general formula 1.4 where R 3 is nitro, R 4 is propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 135 Compounds of the general formula 1.5 where R 3 is nitro, R 4 is propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 136 Compounds of the general formula I.1 where R 3 is nitro, R 4 is isopropyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A
I-
0050/46213 Table 137 Compounds of the general formula 1.2 where R 3 is nitro, propyl and the group Z corresponds for each compound to the radicals mentioned in Table A Table 138 Compounds.of the general formula 1.3 where R 3 is nitro, propyl and the group Z corresponds for each compound to the radicals mentioned in Table A
R
4 is isoone of
R
4 is isoone of Table 139 Compounds of the general formula 1.4 where R 3 is nitro, R 4 is isopropyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 140 Compounds of the general formula 1.5 where R 3 is nitro, propyl and the group Z corresponds for each compound to the radicals mentioned in Table A
R
4 is isoone of Table 141 Compounds of the general formula I.1 where R 3 is nitro, R 4 is 2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 142 Compounds of the general formula 1.2 where 2-propenyl and the group Z corresponds for of the radicals mentioned in Table A
R
3 is nitro, R 4 is each compound to one Table 143 Compounds of propenyl and the radicals Table 144 Compounds of propenyl and the radicals Table 145 Compounds of propenyl and the radicals the general formula 1.3 where R 3 is nitro, R 4 is 2the group Z corresponds for each compound to one of mentioned in Table A the general formula 1.4 where R 3 is nitro, R 4 is 2the group Z corresponds for each compound to one of mentioned in Table A the general formula 1.5 where R 3 is nitro, R 4 is 2the group Z corresponds for each compound to one of mentioned in Table A 0050/46213 48 Table 146 Compounds of the general formula I.1 where R 3 is nitro, R 4 is E-3-chloro-2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 147 Compounds of the general formula 1.2 where R 3 is nitro, R 4 is
E-
3 -chloro-2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 148 Compounds of the general formula 1.3 where R 3 is nitro, R 4 is E-3-chloro-2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 149 Compounds of the general formula 1.4 where R 3 is nitro, R 4 is E-3-chloro-2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 150 Compounds of the general formula 1.5 where R 3 is nitro, R 4 is E-3-chloro-2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 151 Compounds of the general formula I.1 where R 3 is nitro, R 4 is n-butyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 152 Compounds of the general formula 1.2 where R 3 is nitro, R 4 is n-butyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 153 Compounds of the general formula 1.3 where R 3 is nitro, R 4 is n-butyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 154 Compounds of the general formula 1.4 where R 3 is nitro, R 4 is n-butyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A 0050/46213 49 Table 155 Compounds of the general formula 1.5 where R 3 is nitro, R 4 is n-butyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 156 Compounds of the general formula I.1 and the group Z corresponds for each icals mentioned in Table A where R 3 compound nitro, one of
R
4 is CH 2
F
the rad- Table 157 Compounds of the general formula 1.2 where R 3 is nitro, and the group Z corresponds for each compound to one of icals mentioned in Table A
R
4 is CH 2
F
the rad-
R
4 is CH 2
F
the rad- Table 158 Compounds of the general formula 1.3 where R 3 and the group Z corresponds for each compound icals mentioned in Table A Table 159 Compounds of the general formula 1.4 where R 3 and the group Z corresponds for each compound icals mentioned in Table A nitro, one of is nitro, R 4 is CH 2
F
to one of the rad- Table 160 Compounds of the general formula 1.5 and the group Z corresponds for each icals mentioned in Table A Table 161 Compounds of the general formula I.1 and the group Z corresponds for each icals mentioned in Table A where R 3 is nitro, R 4 is CH 2
F
compound to one of the radwhere R 3 is nitro, compound to one of
R
4 is CHF 2 the rad- Table 162 Compounds of the general formula 1.2 where R 3 is nitro, and the group Z corresponds for each compound to one of icals mentioned in Table A
R
4 is CHF 2 the rad- Table 163 Compounds of the general formula 1.3 where R 3 is nitro, R 4 is CHF 2 and the group Z corresponds for each compound to one of the radicals mentioned in Table A 0050/46213 Table 164 Compounds of the general formula 1.4 where R 3 is nitro, R 4 is CHF 2 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 165 Compounds of the general formula 1.5 where R 3 is nitro, R 4 is CHF 2 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 166 Compounds of the general formula I.1 where R 3 is nitro, R 4 is 2-propynyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 167 Compounds of the general formula 1.2 where R 3 is nitro, R 4 is 2-propynyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 168 Compounds of the general formula 1.3 where R 3 is nitro, R 4 is 2-propynyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 169 Compounds of the general formula 1.4 where R 3 is nitro, R 4 is 2-propynyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 170 Compounds of the general formula 1.5 where R 3 is nitro, R 4 is 2-propynyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 171 Compounds of the general formula I.1 where R 3 is nitro, R 4 is
CH
2
CF
3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 172 Compounds of the general formula 1.2 where R 3 is nitro, R 4 is
CH
2
CF
3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A 0050/46213 51 Table 173 Compounds of the general formula 1.3 where R 3 is nitro, R 4 is
CH
2
CF
3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 174 Compounds of the general formula 1.4 where R 3 is nitro, R 4 is
CH
2
CF
3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 175 Compounds of the general formula 1.5 where R 3 is nitro, R 4 is
CH
2
CF
3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 176 Compounds of the general formula I.1 where R 3 is nitro, R 4 is
CH
2
CH
2 0CH 3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 177 Compounds of the general formula 1.2 where R 3 is nitro, R 4 is
CH
2
CH
2 0CH 3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 178 Compounds of the general formula 1.3 where R 3 is nitro, R 4 is
CH
2
CH
2 0CH 3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 179 Compounds of the general formula 1.4 where R 3 is nitro, R 4 is
CH
2
CH
2 0CH 3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 180 Compounds of the general formula 1.5 where R 3 is nitro, R 4 is
CH
2
CH
2 0CH 3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 181 Compounds of the general formula I.1 where R 3 is hydroxyl, R 4 is methyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A 0050/46213 52 Table 182 Compounds of the general formula 1.2 where R 3 is hydroxyl, R 4 is methyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 183 Compounds of the general formula 1.3 where R 3 is hydroxyl, R 4 is methyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 184 Compounds of the general formula 1.4 where R 3 is hydroxyl, R 4 is methyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 185 Compounds of the general formula 1.5 where R 3 is hydroxyl, R 4 is methyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 186 Compounds of the general formula I.1 where ethyl and the group Z corresponds for each radicals mentioned in Table A Table 187 Compounds of the general formula 1.2 where ethyl and the group Z corresponds for each radicals mentioned in Table A Table 188 Compounds of the general formula 1.3 where ethyl and the group Z corresponds for each radicals mentioned in Table A
R
3 is hydroxyl, R 4 is compound to one of the
R
3 is hydroxyl, R 4 is compound to one of the
R
3 is hydroxyl, compound to one
R
4 is of the Table 189 Compounds of the general formula 1.4 where R 3 is hydroxyl, R 4 is ethyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 190 Compounds of the general formula 1.5 where R 3 is hydroxyl, R 4 is ethyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A 0050/46213 53 Table 191 Compounds of the general formula I.1 where R 3 is hydroxyl, R 4 is propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 192 Compounds of the general formula 1.2 where R 3 is hydroxyl, R 4 is propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 193 Compounds of the general formula 1.3 where R 3 is hydroxyl, R 4 is propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 194 Compounds of the general formula 1.4 where R 3 is hydroxyl, R 4 is propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 195 Compounds of the general formula 1.5 where R 3 is hydroxyl, R 4 is propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 196 Compounds of the general formula I.1 where R 3 is hydroxyl, R 4 is iso-propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 197 Compounds of the general formula 1.2 where R 3 is hydroxyl, R 4 is iso-propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 198 Compounds of the general formula 1.3 where R 3 is hydroxyl,
R
4 is iso-propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 199 Compounds of the general formula 1.4 where R 3 is hydroxyl, R 4 is iso-propyl and the group z corresponds for each compound to one of the radicals mentioned in Table A
/K>
0050/46213 Table 200 Compounds of the general formula 1.5 where R 3 is hydroxyl, R 4 is iso-propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 201 Compounds of the general formula I.1 where R 3 is hydroxyl, R 4 is 2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 202 Compounds of the general formula 1.2 where 2-propenyl and the group Z corresponds for of the radicals mentioned in Table A Table 203 Compounds of the general formula 1.3 where 2-propenyl and the group Z corresponds for of the radicals mentioned in Table A
R
3 is hydroxyl, R 4 is each compound to one
R
3 is hydroxyl, R 4 is each compound to one Table 204 Compounds of the general formula 1.4 where R 3 is hydroxyl, R 4 is 2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 205 Compounds of the general formula 1.5 where 2-propenyl and the group Z corresponds for of the radicals mentioned in Table A
R
3 is hydroxyl, R 4 is each compound to one Table 206 Compounds of the general formula I.1 where R 3 is hydroxyl, E-3-chloro-2-propenyl and the group Z corresponds for each pound to one of the radicals mentioned in Table A
R
4 is com- Table 207 Compounds of the general formula 1.2 where R 3 is hydroxyl, R 4 is E-3-chloro-2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 208 Compounds of the general formula 1.3 where R 3 is hydroxyl, R 4 is E-3-chloro-2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A 0050/46213 Table 209 Compounds of the general formula 1.4 where R 3 is hydroxyl, R 4 is E-3-chloro-2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 210 Compounds of the general formula 1.5 where R 3 is hydroxyl, R 4 is E-3-chloro-2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 211 Compounds of the general formula I.1 where R 3 is hydroxyl, R 4 is n-butyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 212 Compounds of the general formula 1.2 where R 3 is hydroxyl, R 4 is n-butyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 213 Compounds of the general formula 1.3 where R 3 is hydroxyl, R 4 is n-butyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 214 Compounds of the general formula 1.4 where R 3 is hydroxyl, R 4 is n-butyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 215 Compounds of the general formula 1.5 where R 3 is hydroxyl, R 4 is n-butyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 216 Compounds of the general formula I.1 where R 3 is hydroxyl, R 4 is
CH
2 F and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 217 Compounds of the general formula 1.2 where R 3 is hydroxyl, R 4 is
CH
2 F and the group Z corresponds for each compound to one of the radicals mentioned in Table A 0050/46213 56 Table 218 Compounds of the general formula 1.3 where R 3 is hydroxyl, R 4 is
CH
2 F and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 219 Compounds of the general formula 1.4 where R 3 is hydroxyl, R 4 is
CH
2 F and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 220 Compounds of the general formula 1.5 where R 3 is hydroxyl, R 4 is
CH
2 F and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 221 Compounds of the general formula I.1 where R 3 is hydroxyl, R 4 is
CHF
2 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 222 Compounds of the general formula 1.2 where R 3 is hydroxyl, R 4 is
CHF
2 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 223 Compounds of the general formula 1.3 where R 3 is hydroxyl, R 4 is
CHF
2 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 224 Compounds of the general formula 1.4 where R 3 is hydroxyl, R 4 is
CHF
2 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 225 Compounds of the general formula 1.5 where R 3 is hydroxyl, R 4 is
CHF
2 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 226 Compounds of the general formula I.1 where R 3 is hydroxyl, R 4 is 2 -propynyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A
M
0050/46213 57 Table 227 Compounds of the general formula 1.2 where R 3 is hydroxyl, R 4 is 2-propynyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 228 Compounds of the general formula 1.3 where R 3 is hydroxyl, R 4 is 2-propynyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 229 Compounds of the general formula 1.4 where R 3 is hydroxyl, R 4 is 2 -propynyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 230 Compounds of the general formula 1.5 where R 3 is hydroxyl, R 4 is 2-propynyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 231 Compounds of the general formula I.1 where R 3 is hydroxyl, R 4 is
CH
2
CF
3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 232 Compounds of the general formula 1.2 where R 3 is hydroxyl, R 4 is
CH
2
CF
3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 233 Compounds of the general formula 1.3 where R 3 is hydroxyl, R 4 is
CH
2
CF
3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 234 Compounds of the general formula 1.4 where R 3 is hydroxyl, R 4 is
CH
2
CF
3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 235 Compounds of the general formula 1.5 where R 3 is hydroxyl, R 4 is
CH
2
CF
3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A 0050/46213 58 Table 236 Compounds of the general formula I.1 where R 3 is hydroxyl, R 4 is
CH
2
CH
2
OCH
3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 237 Compounds of the general formula 1.2 where R 3 is hydroxyl, R 4 is
CH
2
CH
2
OCH
3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 238 Compounds of the general formula 1.3 where R 3 is hydroxyl, R 4 is
CH
2
CH
2
OCH
3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 239 Compounds of the general formula 1.4 where R 3 is hydroxyl, R 4 is
CH
2
CH
2
OCH
3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 240 Compounds of the general formula 1.5 where R 3 is hydroxyl, R 4 is
CH
2
CH
2
OCH
3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 241 Compounds of the general formula I.1 where R 3 is amino, R 4 is methyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 242 Compounds of the general formula 1.2 where R 3 is amino, R 4 is methyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 243 Compounds of the general formula 1.3 where R 3 is amino, R 4 is methyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 244 Compounds of the general formula 1.4 where R 3 is amino, R 4 is methyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A 0050/46213 59 Table 245 Compounds of the general formula 1.5 where R 3 is amino, R 4 is methyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 246 Compounds of the general formula I.1 where R 3 is amino, R 4 is ethyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 247 Compounds of the general formula 1.2 where R 3 is amino, R 4 is ethyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 248 Compounds of the general formula 1.3 where R 3 is amino, R 4 is ethyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 249 Compounds of the general formula 1.4 where R 3 is amino, R 4 is ethyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 250 Compounds of the general formula 1.5 where R 3 is amino, R 4 is ethyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 251 Compounds of the general formula I.1 where R 3 is amino, R 4 is propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 252 Compounds of the general formula 1.2 where R 3 is amino, R 4 is propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 253 Compounds of the general formula 1.3 where R 3 is amino, R 4 is propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A r(M
(K
0050/46213 Table 254 Compounds of the general formula 1.4 where R 3 is amino, R 4 is propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 255 Compounds of the general formula 1.5 where R 3 is amino, R 4 is propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 256 Compounds of the general formula I.1 where R 3 is amino, R 4 is isopropyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 257 Compounds of the general formula 1.2 where R 3 is amino, R 4 is isopropyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 258 Compounds of the general formula 1.3 where R 3 is amino, R 4 is isopropyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 259 Compounds of the general formula 1.4 where R 3 is amino, R 4 is isopropyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 260 Compounds of the general formula 1.5 where R 3 is amino, R 4 is isopropyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 261 Compounds of the general formula I.1 where R 3 is amino, R 4 is 2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 262 Compounds of the general formula 1.2 where R 3 is amino, R 4 is 2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A 0050/46213 Table 263 Compounds of propenyl and the radicals Table 264 Compounds of propenyl and the radicals Table 265 Compounds of propenyl and the radicals Table 266 Compounds of the general formula 1.3 the group Z corresponds mentioned in Table A the general formula 1.4 the group Z corresponds mentioned in Table A the general formula 1.5 the group Z corresponds mentioned in Table A where R 3 for each where R 3 for each is amino, R 4 is 2compound to one of is amino, R 4 is 2compound to one of where R 3 is amino, R 4 is for each compound to one the general formula I.1 where R 3 is amino, R 4 is E-3-chloro-2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 267 Compounds of the general formula 1.2 where R 3 is amino, R 4 E-3-chloro-2-propenyl and the group Z corresponds for each pound to one of the radicals mentioned in Table A is com- Table 268 Compounds of the general formula 1.3 where R 3 is amino, R 4 is E-3-chloro-2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 269 Compounds of the general formula 1.4 where R 3 is amino, R 4 is E-3-chloro-2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 270 Compounds of the general formula 1.5 where R 3 is amino, R 4 is E-3-chloro-2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 271 Compounds of the general formula I.1 where R 3 is amino, R 4 is n-butyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A 0050/46213 62 Table 272 Compounds of the general formula 1.2 where R 3 is amino, R 4 is n-butyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 273 Compounds of the general formula 1.3 where R 3 is amino, R 4 is n-butyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 274 Compounds of the general formula 1.4 where R 3 is amino, R 4 is n-butyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 275 Compounds of the general formula 1.5 where R 3 is amino, R 4 is n-butyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 276 Compounds of the general formula I.1 and the group Z corresponds for each icals mentioned in Table A where R 3 compound amino, one of
R
4 is CH 2
F
the rad- Table 277 Compounds of the general formula 1.2 where R 3 is amino, R 4 is CH 2
F
and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 278 Compounds of the general formula 1.3 where R 3 is and the group Z corresponds for each compound to icals mentioned in Table A Table 279 Compounds of the general formula 1.4 where R 3 is and the group Z corresponds for each compound to icals mentioned in Table A amino, one of
R
4 is CH 2
F
the radamino, R 4 is CH 2
F
one of the rad- Table 280 Compounds of the general formula 1.5 where R 3 is amino, R 4 is CH 2
F
and the group Z corresponds for each compound to one of the radicals mentioned in Table A 0050/46213 Table 281 Compounds of the general formula I.1 where R 3 is and the group Z corresponds for each compound to icals mentioned in Table A Table 282 Compounds of the general formula 1.2 where R 3 is and the group Z corresponds for each compound to icals mentioned in Table A amino, one of amino, one of
R
4 is CHF 2 the rad-
R
4 is CHF 2 the rad- Table 283 Compounds of the general formula 1.3 where R 3 is amino, R 4 is CHF 2 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 284 Compounds of the general formula 1.4 where R 3 and the group Z corresponds for each compound icals mentioned in Table A Table 285 Compounds of the general formula 1.5 where R 3 and the group Z corresponds for each compound icals mentioned in Table A amino, one of
R
4 is CHF 2 the radamino,
R
4 is CHF 2 one of the rad- Table 286 Compounds of the general formula I.1 where 2-propynyl and the group Z corresponds for of the radicals mentioned in Table A Table 287 Compounds of the general formula 1.2 where 2-propynyl and the group Z corresponds for of the radicals mentioned in Table A
R
3 is amino, R 4 is each compound to one
R
3 is amino, R 4 is each compound to one Table 288 Compounds of the general formula 1.3 where R 3 is amino, R 4 is 2-propynyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 289 Compounds of the general formula 1.4 where R 3 is amino, R 4 is 2-propynyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A -7 0050/46213 64 Table 290 Compounds of the general formula 1.5 where R 3 is amino, R 4 is 2-propynyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 291 Compounds of the general formula I.1 where R 3 is amino,
CH
2
CF
3 and the group Z corresponds for each compound to radicals mentioned in Table A
R
4 is one of the Table 292 Compounds of the general formula 1.2 where R 3 is amino, R 4 is
CH
2
CF
3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 293 Compounds of the general formula 1.3 where R 3 is amino,
CH
2
CF
3 and the group Z corresponds for each compound to radicals mentioned in Table A Table 294 Compounds of the general formula 1.4 where R 3 is amino,
CH
2
CF
3 and the group Z corresponds for each compound to radicals mentioned in Table A
R
4 is one of the
R
4 is one of the Table 295 Compounds of the general formula 1.5 where R 3 is amino, R 4 is
CH
2
CF
3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 296 Compounds of the general formula I.1 where R 3 is amino, R 4 is
CH
2
CH
2 0CH 3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 297 Compounds of the general formula 1.2 where R 3 is amino, R 4 is
CH
2
CH
2 0CH 3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 298 Compounds of the general formula 1.3 where R 3 is amino, R 4 is
CH
2
CH
2 0CH 3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A 0050/46213 Table 299 Compounds of the general formula 1.4 where R 3 is amino, R 4 is
CH
2
CH
2
OCH
3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 300 Compounds of the general formula 1.5 where R 3 is amino, R 4 is
CH
2
CH
2
OCH
3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 301 Compounds of the general formula I.1 where R 3 is chlorine, R 4 is methyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 302 Compounds of the general formula 1.2 where R 3 is chlorine, R 4 is methyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 303 Compounds of the general formula 1.3 where R 3 is chlorine, R 4 is methyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 304 Compounds of the general formula 1.4 where R 3 is chlorine, R 4 is methyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 305 Compounds of the general formula 1.5 where R 3 is chlorine, R 4 is methyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 306 Compounds of the general formula I.1 where R 3 is chlorine, R 4 is ethyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 307 Compounds of the general formula 1.2 where R 3 is chlorine, R 4 is ethyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A
\A
0050/46213 66 Table 308 Compounds of the general formula 1.3 where R 3 is chlorine, R 4 is ethyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 309 Compounds of the general formula 1.4 where R 3 is chlorine, R 4 is ethyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 310 Compounds of the general formula 1.5 where R 3 is chlorine, R 4 is ethyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 311 Compounds of the general formula I.1 where R 3 is chlorine, R 4 is propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 312 Compounds of the general formula 1.2 where R 3 is chlorine, R 4 is propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 313 Compounds of the general formula 1.3 where R 3 is chlorine, R 4 is propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 314 Compounds of the general formula 1.4 where R 3 is chlorine, R 4 is propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 315 Compounds of the general formula 1.5 where R 3 is chlorine, R 4 is propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 316 Compounds of the general formula I.1 where R 3 is chlorine, R 4 is iso-propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A 0050/46213 67 Table 317 Compounds of the general formula 1.2 where R 3 is chlorine, R 4 is iso-propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 318 Compounds of the general formula 1.3 where R 3 is chlorine, R 4 is iso-propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 319 Compounds of the general formula 1.4 where R 3 is chlorine, R 4 is iso-propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 320 Compounds of the general formula 1.5 where R 3 is chlorine, R 4 is iso-propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 321 Compounds of the general formula I.1 where R 3 is chlorine, R 4 is 2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 322 Compounds of the general formula 1.2 where R 3 is chlorine, R 4 is 2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 323 Compounds of the general formula 1.3 where R 3 is chlorine, R 4 is 2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 324 Compounds of the general formula 1.4 where R 3 is chlorine, R 4 is 2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 325 Compounds of the general formula 1.5 where R 3 is chlorine, R 4 is 2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A 4'I o V x~c 0050/46213 68 Table 326 Compounds of the general formula I.1 where R 3 is chlorine, R 4 is E-3-chloro-2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 327 Compounds of the general formula 1.2 where R 3 is chlorine, R 4 is E-3-chloro-2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 328 Compounds of the general formula 1.3 where R 3 is chlorine, R 4 is E-3-chloro-2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 329 Compounds of the general formula 1.4 where R 3 is chlorine, R 4 is E-3-chloro-2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 330 Compounds of the general formula 1.5 where R 3 is chlorine, R 4 is E-3-chloro-2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 331 Compounds of the general formula I.1 where R 3 is chlorine, R 4 is n-butyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 332 Compounds of the general formula 1.2 where R 3 is chlorine, R 4 is n-butyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 333 Compounds of the general formula 1.3 where R 3 is chlorine, R 4 is n-butyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 334 Compounds of the general formula 1.4 where R 3 is chlorine, R 4 is n-butyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A 0050/46213 69 Table 335 Compounds of the general formula 1.5 where R 3 is chlorine, R 4 is n-butyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 336 Compounds of the general formula
CH
2 F and the group Z corresponds radicals mentioned in Table A Table 337 Compounds of the general formula
CH
2 F and the group Z corresponds radicals mentioned in Table A Table 338 Compounds of the general formula
CH
2 F and the group Z corresponds radicals mentioned in Table A Table 339 Compounds of the general formula
CH
2 F and the group Z corresponds radicals mentioned in Table A Table 340 Compounds of the general formula
CH
2 F and the group Z corresponds radicals mentioned in Table A I.1 where R 3 is chlorine, R 4 is for each compound to one of the 1.2 where R 3 is chlorine, R 4 is for each compound to one of the 1.3 where R 3 is chlorine, R 4 is for each compound to one of the 1.4 where R 3 is chlorine, R 4 is for each compound to one of the 1.5 where R 3 is chlorine, R 4 is for each compound to one of the Table 341 Compounds of the general formula
CHF
2 and the group Z corresponds radicals mentioned in Table A Table 342 Compounds of the general formula
CHF
2 and the group Z corresponds radicals mentioned in Table A Table 343 Compounds of the general formula
CHF
2 and the group Z corresponds radicals mentioned in Table A I.1 for where R 3 is chlorine, R 4 is each compound to one of the 1.2 where R 3 is chlorine, R 4 is for each compound to one of the 1.3 where R 3 is chlorine, R 4 is for each compound to one of the ;7 C .s 0050/46213 Table 344 Compounds of the general formula 1.4 where R 3 is chlorine, R 4 is
CHF
2 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 345 Compounds of the general formula 1.5 where R 3 is chlorine, R 4 is
CHF
2 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 346 Compounds of the general formula I.1 where R 3 is chlorine, R 4 is 2-propynyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 347 Compounds of the general formula 1.2 where 2-propynyl and the group Z corresponds for of the radicals mentioned in Table A Table 348 Compounds of the general formula 1.3 where 2-propynyl and the group Z corresponds for of the radicals mentioned in Table A Table 349 Compounds of the general formula 1.4 where 2-propynyl and the group Z corresponds for of the radicals mentioned in Table A Table 350 Compounds of the general formula 1.5 where 2-propynyl and the group Z corresponds for of the radicals mentioned in Table A
R
3 is chlorine, R 4 is each compound to one
R
3 is chlorine, R 4 is each compound to one
R
3 is chlorine, R 4 is each compound to one
R
3 is chlorine, R 4 is each compound to one Table 351 Compounds of the general formula 1.1 where R 3 is chlorine, R 4 is
CH
2
CF
3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 352 Compounds of the general formula 1.2 where R 3 is chlorine, R 4 is
CH
2
CF
3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A 0050/46213 71 Table 353 Compounds of the general formula 1.3 where R 3 is chlorine, R 4 is
CH
2
CF
3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 354 Compounds of the general formula 1.4 where R 3 is chlorine, R 4 is
CH
2
CF
3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 355 Compounds of the general formula 1.5 where R 3 is chlorine, R 4 is
CH
2
CF
3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 356 Compounds of the general formula 1.1 where R 3 is chlorine, R 4 is
CH
2
CH
2
OCH
3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 357 Compounds of the general formula 1.2 where R 3 is chlorine, R 4 is
CH
2
CH
2
OCH
3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 358 Compounds of the general formula 1.3 where R 3 is chlorine, R 4 is
CH
2
CH
2
OCH
3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 359 Compounds of the general formula 1.4 where R 3 is chlorine, R 4 is
CH
2
CH
2
OCH
3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 360 Compounds of the general formula 1.5 where R 3 is chlorine, R 4 is
CH
2
CH
2
OCH
3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 361 Compounds of the general formula I.1 where R 3 is bromine, R 4 is methyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A 0050/46213 72 Table 362 Compounds of the general formula 1.2 where R 3 is bromine, R 4 is methyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 363 Compounds of the general formula 1.3 where R 3 is bromine, R 4 is methyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 364 Compounds of the general formula 1.4 where R 3 is bromine, R 4 is methyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 365 Compounds of the general formula 1.5 where R 3 is bromine, R 4 is methyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 366 Compounds of the general formula I.1 where ethyl and the group Z corresponds for each radicals mentioned in Table A Table 367 Compounds of the general formula 1.2 where ethyl and the group Z corresponds for each radicals mentioned in Table A Table 368 Compounds of the general formula 1.3 where ethyl and the group Z corresponds for each radicals mentioned in Table A
R
3 is bromine, R 4 is compound to one of the
R
3 is bromine, R 4 is compound to one of the
R
3 is bromine, R 4 is compound to one of the Table 369 Compounds of the general formula 1.4 where R 3 is bromine, R 4 is ethyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 370 Compounds of the general formula 1.5 where R 3 is bromine, R 4 is ethyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A i/ 0050/46213 73 Table 371 Compounds of the general formula I.1 where R 3 is bromine, R 4 is propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 372 Compounds of the general formula 1.2 where R 3 is bromine, R 4 is propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 373 Compounds of the general formula 1.3 where R 3 is bromine, R 4 is propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 374 Compounds of the general formula 1.4 where R 3 is bromine, R 4 is propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 375 Compounds of the general formula 1.5 where R 3 is bromine, R 4 is propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 376 Compounds of the general formula I.1 where R 3 is bromine, R 4 is iso-propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 377 Compounds of the general formula 1.2 where R 3 is bromine, R 4 is iso-propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 378 Compounds of the general formula 1.3 where R 3 is bromine, R 4 is iso-propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 379 Compounds of the general formula 1.4 where R 3 is bromine, R 4 is iso-propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A 0050/46213 Table 380 Compounds of the general formula 1.5 where iso-propyl and the group Z corresponds for of the radicals mentioned in Table A Table 381 Compounds of the general formula I.1 where 2-propenyl and the group Z corresponds for of the radicals mentioned in Table A
R
3 is bromine, R 4 is each compound to one
R
3 is bromine, R 4 is each compound to one Table 382 Compounds of the general formula 1.2 where R 3 is bromine, R 4 is 2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 383 Compounds of the general formula 1.3 where 2-propenyl and the group Z corresponds for of the radicals mentioned in Table A Table 384 Compounds of the general formula 1.4 where 2-propenyl and the group Z corresponds for of the radicals mentioned in Table A Table 385 Compounds of the general formula 1.5 where 2-propenyl and the group Z corresponds for of the radicals mentioned in Table A
R
3 is bromine, R 4 is each compound to one
R
3 is bromine, R 4 is each compound to one
R
3 is bromine, R 4 is each compound to one Table 386 Compounds of the general formula I.1 where R 3 is bromine, R 4 is E-3-chloro-2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 387 Compounds of the general formula 1.2 where R 3 is bromine, R 4 is E-3-chloro-2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 388 Compounds of the general formula 1.3 where R 3 is bromine, R 4 is E-3-chloro-2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Ci7~~~ 0050/46213 Table 389 Compounds of the general formula 1.4 where R 3 is bromine, R 4 is E-3-chloro-2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 390 Compounds of the general formula 1.5 where R 3 is bromine, R 4 is E-3-chloro-2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 391 Compounds of the general formula I.1 where R 3 is bromine, R 4 is n-butyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 392 Compounds of the general formula 1.2 where R 3 is bromine, R 4 is n-butyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 393 Compounds of the general formula 1.3 where R 3 is bromine, R 4 is n-butyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 394 Compounds of the general formula 1.4 where R 3 is bromine, R 4 is n-butyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 395 Compounds of the general formula 1.5 where R 3 is bromine, R 4 is n-butyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 396 Compounds of the general formula I.1 where R 3 is bromine, R 4 is
CH
2 F and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 397 Compounds of the general formula 1.2 where R 3 is bromine, R 4 is
CH
2 F and the group Z corresponds for each compound to one of the radicals mentioned in Table A 0050/46213 76 Table 398 Compounds of the general formula 1.3 where R 3 is bromine, R 4 is
CH
2 F and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 399 Compounds of the general formula 1.4 where R 3 is bromine, R 4 is
CH
2 F and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 400 Compounds of the general formula 1.5 where R 3 is bromine, R 4 is
CH
2 F and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 401 Compounds of the general formula
CHF
2 and the group Z corresponds radicals mentioned in Table A Table 402 Compounds of the general formula
CHF
2 and the group Z corresponds radicals mentioned in Table A Table 403 Compounds of the general formula
CHF
2 and the group Z corresponds radicals mentioned in Table A I.1 where R 3 is bromine, R 4 is for each compound to one of the 1.2 where R 3 is bromine, R 4 is for each compound to one of the 1.3 where R 3 is bromine, R 4 is for each compound to one of the Table 404 Compounds of the general formula 1.4 where R 3 is bromine, R 4 is
CHF
2 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 405 Compounds of the general formula 1.5 where R 3 is bromine, R 4 is
CHF
2 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 406 Compounds of the general formula I.1 where R 3 is bromine, R 4 is 2-propynyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A 0050/46213 77 Table 407 Compounds of the general formula 1.2 where 2-propynyl and the group Z corresponds for of the radicals mentioned in Table A Table 408 Compounds of the general formula 1.3 where 2-propynyl and the group Z corresponds for of the radicals mentioned in Table A
R
3 is bromine, R 4 is each compound to one
R
3 is bromine, R 4 is each compound to one Table 409 Compounds of the general formula 1.4 where R 3 is bromine, R 4 is 2-propynyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 410 Compounds of the general formula 1.5 where 2-propynyl and the group Z corresponds for of the radicals mentioned in Table A
R
3 is bromine, R 4 is each compound to one Table 411 Compounds of the general formula I.1 where R 3 is bromine, R 4 is
CH
2
CF
3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 412 Compounds of the general formula 1.2 where R 3 is bromine, R 4 is
CH
2
CF
3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 413 Compounds of the general formula 1.3 where R 3 is bromine, R 4 is
CH
2
CF
3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 414 Compounds of the general formula 1.4 where R 3 is bromine, R 4 is
CH
2
CF
3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 415 Compounds of the general formula 1.5 where R 3 is bromine, R 4 is
CH
2
CF
3 and the group z corresponds for each compound to one of the radicals mentioned in Table A 0050/46213 78 Table 416 Compounds of the general formula I.1 where R 3 is bromine, R 4 is
CH
2
CH
2
OCH
3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 417 Compounds of the general formula 1.2 where R 3 is bromine, R 4 is
CH
2
CH
2
OCH
3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 418 Compounds of the general formula 1.3 where R 3 is bromine, R 4 is
CH
2
CH
2
OCH
3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 419 Compounds of the general formula 1.4 where R 3 is bromine, R 4 is
CH
2
CH
2
OCH
3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 420 Compounds of the general formula 1.5 where R 3 is bromine, R 4 is
CH
2
CH
2
OCH
3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 421 Compounds of the general formula I.1 where R 3 is methyl, R 4 is methyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 422 Compounds of the general formula 1.2 where R 3 is methyl, R 4 is methyl and the group z corresponds for each compound to one of the radicals mentioned in Table A Table 423 Compounds of the general formula 1.3 where R 3 is methyl, R 4 is methyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 424 Compounds of the general formula 1.4 where R 3 is methyl, R 4 is methyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A 0050/46213 79 Table 425 Compounds of the general formula 1.5 where R 3 is methyl, R 4 is methyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 426 Compounds of the general formula I.1 where R 3 is methyl, R 4 is ethyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 427 Compounds of the general formula 1.2 where R 3 is methyl, R 4 is ethyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 428 Compounds of the general formula 1.3 where R 3 is methyl, R 4 is ethyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 429 Compounds of the general formula 1.4 where R 3 is methyl, R 4 is ethyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 430 Compounds of the general formula 1.5 where R 3 is methyl, R 4 is ethyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 431 Compounds of the general formula I.1 where R 3 is methyl, R 4 is propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 432 Compounds of the general formula 1.2 where R 3 is methyl, R 4 is propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 433 Compounds of the general formula 1.3 where R 3 is methyl, R 4 is propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A j /X/
C)
0050/46213 Table 434 Compounds of the general formula 1.4 where R 3 is methyl, R 4 is propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 435 Compounds of the general formula 1.5 where R 3 is methyl, R 4 is propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 436 Compounds of the general formula I.1 where iso-propyl and the group Z corresponds for of the radicals mentioned in Table A Table 437 Compounds of the general formula 1.2 where iso-propyl and the group Z corresponds for of the radicals mentioned in Table A
R
3 is methyl, R 4 is each compound to one
R
3 is methyl, each compound is one Table 438 Compounds of the general formula 1.3 where R 3 is methyl, iso-propyl and the group Z corresponds for each compound of the radicals mentioned in Table A
R
4 is to one Table 439 Compounds of the general formula 1.4 where iso-propyl and the group Z corresponds for of the radicals mentioned in Table A Table 440 Compounds of the general formula 1.5 where iso-propyl and the group Z corresponds for of the radicals mentioned in Table A
R
3 is methyl, R 4 each compound to is one
R
3 is methyl, each compound is one Table 441 Compounds of the general formula I.1 where R 3 is methyl, R 4 is 2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 442 Compounds of the general formula 1.2 where R 3 is methyl, R 4 is 2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A v, 0050/46213 Table 443 Compounds of propenyl and the radicals Table 444 Compounds of propenyl and the radicals Table 445 Compounds of propenyl and the radicals the general formula 1.3 the group Z corresponds mentioned in Table A the general formula 1.4 the group Z corresponds mentioned in Table A the general formula 1.5 the group Z corresponds mentioned in Table A where R 3 is methyl, R 4 is 2for each compound to one of where R 3 is methyl, R 4 is 2for each compound to one of where R 3 is methyl, R 4 is 2for each compound to one of Table 446 Compounds of the general formula I.1 where R 3 is methyl, R 4 is E-3-chloro-2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 447 Compounds of the general formula 1.2 where R 3 is methyl, R 4 is E-3-chloro-2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 448 Compounds of the general formula 1.3 where R 3 is methyl, R 4 E-3-chloro-2-propenyl and the group Z corresponds for each pound to one of the radicals mentioned in Table A is com- Table 449 Compounds of the general formula 1.4 where R 3 is methyl, R 4 is E-3-chloro-2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 450 Compounds of the general formula 1.5 where R 3 is methyl, R 4 is E-3-chloro-2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 451 Compounds of the general formula I.1 where R 3 is methyl, R 4 is n-butyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A 0050/46213 Table 452 Compounds of the general formula 1.2 where R 3 is methyl, R 4 is n-butyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 453 Compounds of the general formula 1.3 where R 3 is methyl, n-butyl and the group Z corresponds for each compound to the radicals mentioned in Table A Table 454 Compounds of the general formula 1.4 where R 3 is methyl, n-butyl and the group Z corresponds for each compound to the radicals mentioned in Table A
R
4 is one of
R
4 is one of Table 455 Compounds of the general formula 1.5 where R 3 is methyl, R 4 is n-butyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 456 Compounds of the general formula
CH
2 F and the group Z corresponds radicals mentioned in Table A Table 457 Compounds of the general formula
CH
2 F and the group Z corresponds radicals mentioned in Table A Table 458 Compounds of the general formula
CH
2 F and the group Z corresponds radicals mentioned in Table A Table 459 Compounds of the general formula
CH
2 F and the group Z corresponds radicals mentioned in Table A Table 460 Compounds of the general formula
CH
2 F and the group Z corresponds radicals mentioned in Table A I.1 where R 3 is methyl, R 4 is for each compound to one of the 1.2 where R 3 is methyl, R 4 is for each compound to one of the 1.3 where R 3 is methyl, R 4 is for each compound to one of the 1.4 where R 3 is methyl, R 4 is for each compound to one of the 1.5 where R 3 is methyl, R 4 is for each compound to one of the 0050/46213 83 Table 461 Compounds of the general formula
CHF
2 and the group Z corresponds radicals mentioned in Table A Table 462 Compounds of the general formula
CHF
2 and the group Z corresponds radicals mentioned in Table A I.1 where R 3 is methyl, R 4 is for each compound to one of the 1.2 where R 3 is methyl, R 4 is for each compound to one of the Table 463 Compounds of the general formula
CHF
2 and the group Z corresponds radicals mentioned in Table A Table 464 Compounds of the general formula
CHF
2 and the group Z corresponds radicals mentioned in Table A Table 465 Compounds of the general formula
CHF
2 and the group Z corresponds radicals mentioned in Table A 1.3 where R 3 is methyl, R 4 is for each compound to one of the 1.4 for where R 3 is methyl, R 4 is each compound to one of the 1.5 where R 3 is methyl, R 4 is for each compound to one of the Table 466 Compounds of the general formula I.1 where R 3 is methyl, 2 -propynyl and the group Z corresponds for each compound of the radicals mentioned in Table A
R
4 is to one Table 467 Compounds of the general formula 1.2 where 2 -propynyl and the group Z corresponds for of the radicals mentioned in Table A Table 468 Compounds of the general formula 1.3 where 2 -propynyl and the group Z corresponds for of the radicals mentioned in Table A
R
3 is methyl, R 4 each compound to is one
R
3 is methyl, each compound
R
4 is to one Table 469 Compounds of the general formula 1.4 where R 3 is methyl, R 4 is 2 -propynyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A 0050/46213 84 Table 470 Compounds of the general formula 1.5 where R 3 is methyl, R 4 is 2-propynyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 471 Compounds of the general formula I.1 where R 3 is methyl, R 4 is
CH
2
CF
3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 472 Compounds of the general formula 1.2 where R 3 is methyl, R 4 is
CH
2
CF
3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 473 Compounds of the general formula 1.3 where R 3 is methyl, R 4 is
CH
2
CF
3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 474 Compounds of the general formula 1.4 where R 3 is methyl, R 4 is
CH
2
CF
3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 475 Compounds of the general formula 1.5 where R 3 is methyl, R 4 is
CH
2
CF
3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 476 Compounds of the general formula I.1 where R 3 is methyl, R 4 is
CH
2 CH20CH 3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 477 Compounds of the general formula 1.2 where R 3 is methyl, R 4 is
CH
2 CH20CH 3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 478 Compounds of the general formula 1.3 where R 3 is methyl, R 4 is
CH
2
CH
2 0CH 3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A 0050/46213 Table 479 Compounds of the general formula 1.4 where R 3 is methyl, R 4 is
CH
2
CH
2
OCH
3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 480 Compounds of the general formula 1.5 where R 3 is methyl, R 4 is
CH
2
CH
2
OCH
3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 481 Compounds of the general formula I.1 where R 3 is ethyl, R 4 is methyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 482 Compounds of the general formula 1.2 where R 3 is ethyl, R 4 is methyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 483 Compounds of the general formula 1.3 where R 3 is ethyl, R 4 is methyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 484 Compounds of the general formula 1.4 where R 3 is ethyl, R 4 is methyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 485 Compounds of the general formula 1.5 where R 3 is ethyl, R 4 is methyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 486 Compounds of the general formula I.1 where R 3 is ethyl, R 4 is ethyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 487 Compounds of the general formula 1.2 where R 3 is ethyl, R 4 is ethyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A 7 o l 0050/46213 86 Table 488 Compounds of the general formula 1.3 where R 3 is ethyl, R 4 is ethyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 489 Compounds of the general formula 1.4 where R 3 is ethyl, R 4 is ethyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 490 Compounds of the general formula 1.5 where R 3 is ethyl, R 4 is ethyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 491 Compounds of the general formula I.1 where R 3 is ethyl, R 4 is propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 492 Compounds of the general formula 1.2 where R 3 is ethyl, R 4 is propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 493 Compounds of the general formula 1.3 where R 3 is ethyl, R 4 is propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 494 Compounds of the general formula 1.4 where R 3 is ethyl, R 4 is propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 495 Compounds of the general formula 1.5 where R 3 is ethyl, R 4 is propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 496 Compounds of the general formula I.1 where R 3 is ethyl, R 4 is isopropyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A 0050/46213 87 Table 497 Compounds of the general formula 1.2 where R 3 is ethyl, R 4 is isopropyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 498 Compounds of the general formula 1.3 where R 3 is ethyl, propyl and the group Z corresponds for each compound to the radicals mentioned in Table A Table 499 Compounds of the general formula 1.4 where R 3 is ethyl, propyl and the group Z corresponds for each compound to the radicals mentioned in Table A
R
4 is isoone of
R
4 is isoone of Table 500 Compounds of the general formula 1.5 where R 3 is ethyl, R 4 is isopropyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 501 Compounds of the general formula I.1 where 2 -propenyl and the group Z corresponds for of the radicals mentioned in Table A
R
3 is ethyl, R 4 is each compound to one Table 502 Compounds of the general formula 1.2 where R 3 is ethyl, R 4 is 2 -propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 503 Compounds of propenyl and the radicals Table 504 Compounds of propenyl and the radicals the general formula 1.3 where R 3 the group Z corresponds for each mentioned in Table A the general formula 1.4 where R 3 the group Z corresponds for each mentioned in Table A is ethyl, R 4 is 2compound to one of is ethyl, R 4 is 2compound to one of Table 505 Compounds of propenyl and the radicals the general formula 1.5 where R 3 is ethyl, R 4 is 2the group Z corresponds for each compound to one of mentioned in Table A f, 0050/46213 88 Table 506 Compounds of the general formula I.1 where R 3 is ethyl, R 4 is
E-
3 -chloro-2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 507 Compounds of the general formula 1.2 where R 3 is ethyl, R 4 is
E-
3 -chloro-2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 508 Compounds of the general formula 1.3 where R 3 is ethyl, R 4 is
E-
3 -chloro-2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 509 Compounds of the general formula 1.4 where R 3 is ethyl, R 4 is
E-
3 -chloro-2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 510 Compounds of the general formula 1.5 where R 3 is ethyl, R 4 is E-3-chloro-2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 511 Compounds of the general formula I.1 where R 3 is ethyl, R 4 is n-butyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 512 Compounds of the general formula 1.2 where R 3 is ethyl, R 4 is n-butyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 513 Compounds of the general formula 1.3 where R 3 is ethyl, R 4 is n-butyl and the group z corresponds for each compound to one of the radicals mentioned in Table A Table 514 Compounds of the general formula 1.4 where R 3 is ethyl, R 4 is n-butyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A 0050/46213 89 Table 515 Compounds of the general formula 1.5 where R 3 is ethyl, R 4 is n-butyl and the group z corresponds for each compound to one of the radicals mentioned in Table A Table 516 Compounds of the general formula I.1 and the group Z corresponds for each icals mentioned in Table A where R 3 compound is ethyl, to one of
R
4 is CH 2
F
the rad- Table 517 Compounds of the general formula 1.2 where R 3 is ethyl, and the group Z corresponds for each compound to one of icals mentioned in Table A
R
4 is CH 2
F
the rad- Table 518 Compounds of the general formula 1.3 and the group Z corresponds for each icals mentioned in Table A Table 519 Compounds of the general formula 1.4 and the group Z corresponds for each icals mentioned in Table A where R 3 compound where R 3 compound is ethyl, R 4 is CH 2
F
to one of the radis ethyl, R 4 is CH 2
F
to one of the rad- Table 520 Compounds of the general formula 1.5 where R 3 and the group Z corresponds for each compound icals mentioned in Table A Table 521 Compounds of the general formula I.1 where R 3 and the group Z corresponds for each compound icals mentioned in Table A Table 522 Compounds of the general formula 1.2 where R 3 and the group Z corresponds for each compound icals mentioned in Table A is ethyl, R 4 is CH 2
F
to one of the radethyl, one of ethyl, one of
R
4 is CHF 2 the rad-
R
4 is CHF 2 the rad- Table 523 Compounds of the general formula 1.3 where R 3 is ethyl, R 4 is CHF 2 and the group Z corresponds for each compound to one of the radicals mentioned in Table A i 'c~ g ,cS- 0050/46213 Table 524 Compounds of the general formula 1.4 where R 3 is ethyl, R 4 is CHF 2 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 525 Compounds of the general formula 1.5 where R 3 is ethyl, R 4 is CHF 2 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 526 Compounds of the general formula I.1 where R 3 is ethyl, R 4 is 2 -propynyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 527 Compounds of the general formula 1.2 where R 3 is ethyl, R 4 is 2-propynyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 528 Compounds of the general formula 1.3 where R 3 is ethyl, R 4 is 2-propynyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 529 Compounds of the general formula 1.4 where R 3 is ethyl, R 4 is 2 -propynyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 530 Compounds of the general formula 1.5 where R 3 is ethyl, R 4 is 2-propynyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 531 Compounds of the general formula I.1 where R 3 is ethyl, R 4 is
CH
2
CF
3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 532 Compounds of the general formula 1.2 where R 3 is ethyl, R 4 is
CH
2
CF
3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A 7-r 0050/46213 91 Table 533 Compounds of the general formula 1.3 where R 3 is ethyl, R 4 is
CH
2
CF
3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 534 Compounds of the general formula 1.4 where R 3 is ethyl, R 4 is
CH
2
CF
3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 535 Compounds of the general formula 1.5 where R 3 is ethyl, R 4 is
CH
2
CF
3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 536 Compounds of the general formula I.1 where R 3 is ethyl, R 4 is
CH
2
CH
2 0CH 3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 537 Compounds of the general formula 1.2 where R 3 is ethyl, R 4 is
CH
2
CH
2 0CH 3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 538 Compounds of the general formula 1.3 where R 3 is ethyl, R 4 is
CH
2
CH
2 0CH 3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 539 Compounds of the general formula 1.4 where R 3 is ethyl, R 4 is
CH
2
CH
2 0CH 3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 540 Compounds of the general formula 1.5 where R 3 is ethyl, R 4 is
CH
2
CH
2 0CH 3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 541 Compounds of the general formula I.1 where R 3 is propyl, R 4 is methyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A 0050/46213 92 Table 542 Compounds of the general formula 1.2 where R 3 is propyl, R 4 is methyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 543 Compounds of the general formula 1.3 where R 3 is propyl, R 4 is methyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 544 Compounds of the general formula 1.4 where R 3 is propyl, R 4 is methyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 545 Compounds of the general formula 1.5 where R 3 is propyl, R 4 is methyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 546 Compounds of the general formula I.1 where R 3 is propyl, R 4 is ethyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 547 Compounds of the general formula 1.2 where R 3 is propyl, R 4 is ethyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 548 Compounds of the general formula 1.3 where R 3 is propyl, R 4 is ethyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 549 Compounds of the general formula 1.4 where R 3 is propyl, R 4 is ethyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 550 Compounds of the general formula 1.5 where R 3 is propyl, R 4 is ethyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A r; fl 0050/46213 93 Table 551 Compounds of the general formula I.1 where R 3 is propyl, R 4 is propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 552 Compounds of the general formula 1.2 where R 3 is propyl, R 4 is propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 553 Compounds of the general formula 1.3 where R 3 is propyl, R 4 is propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 554 Compounds of the general formula 1.4 where R 3 is propyl, R 4 is propyl and the group 2 corresponds for each compound to one of the radicals mentioned in Table A Table 555 Compounds of the general formula 1.5 where R 3 is propyl, R 4 is propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 556 Compounds of the general formula I.1 where R 3 is propyl, R 4 is iso-propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 557 Compounds of the general formula 1.2 where R 3 is propyl, R 4 is iso-propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 558 Compounds of the general formula 1.3 where R 3 is propyl, R 4 is iso-propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 559 Compounds of the general formula 1.4 where R 3 is propyl, R 4 is iso-propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A M <7 vr1 I) r 0050/46213 94 Table 560 Compounds of the general formula 1.5 where iso-propyl and the group Z corresponds for of the radicals mentioned in Table A Table 561 Compounds of the general formula I.1 where 2-propenyl and the group Z corresponds for of the radicals mentioned in Table A
R
3 is propyl, R 4 is each compound to one
R
3 is propyl, R 4 is each compound to one Table 562 Compounds of the general formula 1.2 where R 3 is propyl, R 4 is 2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 563 Compounds of propenyl and the radicals Table 564 Compounds of propenyl and the radicals Table 565 Compounds of propenyl and the radicals Table 566 Compounds of the general formula 1.3 the group Z corresponds mentioned in Table A the general formula 1.4 the group Z corresponds mentioned in Table A the general formula 1.5 the group Z corresponds mentioned in Table A where R 3 for each is propyl, R 4 is 2compound to one of where R 3 for each where R 3 for each is propyl, R 4 is 2compound to one of is propyl, R 4 is 2compound to one of the general formula I.1 where R 3 is propyl, R 4 is E-3-chloro-2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 567 Compounds of the general formula 1.2 where R 3 is propyl, R 4 is E-3-chloro-2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 568 Compounds of the general formula 1.3 where R 3 is propyl, R 4 is
E-
3 -chloro-2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A 0050/46213 Table 569 Compounds of the general formula 1.4 where R 3 is propyl, R 4 is E-3-chloro-2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 570 Compounds of the general formula 1.5 where R 3 is propyl, R 4 is E-3-chloro-2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 571 Compounds of the general formula I.1 where R 3 is propyl, R 4 is n-butyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 572 Compounds of the general formula 1.2 where R 3 is propyl, R 4 is n-butyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 573 Compounds of the general formula 1.3 where R 3 is propyl, R 4 is n-butyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 574 Compounds of the general formula 1.4 where R 3 is propyl, R 4 is n-butyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 575 Compounds of the general formula 1.5 where R 3 is propyl, R 4 is n-butyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 576 Compounds of the general formula I.1 where R 3 is propyl, R 4 is
CH
2 F and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 577 Compounds of the general formula 1.2 where R 3 is propyl, R 4 is
CH
2 F and the group Z corresponds for each compound to one of the radicals mentioned in Table A /i 0050/46213 Table 578 Compounds of the general formula
CH
2 F and the group Z corresponds radicals mentioned in Table A Table 579 Compounds of the general formula
CH
2 F and the group Z corresponds radicals mentioned in Table A Table 580 Compounds of the general formula
CH
2 F and the group Z corresponds radicals mentioned in Table A Table 581 Compounds of the general formula
CHF
2 and the group Z corresponds radicals mentioned in Table A Table 582 Compounds of the general formula
CHF
2 and the group Z corresponds radicals mentioned in Table A Table 583 Compounds of the general formula
CHF
2 and the group Z corresponds radicals mentioned in Table A Table 584 Compounds of the general formula
CHF
2 and the group Z corresponds radicals mentioned in Table A Table 585 Compounds of the general formula
CHF
2 and the group Z corresponds radicals mentioned in Table A 1.3 where R 3 is propyl, R 4 is for each compound to one of the 1.4 where R 3 is propyl, R 4 is for each compound to one of the 1.5 where R 3 is propyl, R 4 is for each compound to one of the I.1 where R 3 is propyl, R 4 is for each compound to one of the 1.2 where R 3 is propyl, R 4 is for each compound to one of the 1.3 where R 3 is propyl, R 4 is for each compound to one of the 1.4 where R 3 is propyl, R 4 is for each compound to one of the 1.5 where R 3 is propyl, R 4 is for each compound to one of the Table 586 Compounds of the general formula I.1 where R 3 is propyl, R 4 is 2 -propynyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A 0050/46213 97 Table 587 Compounds of the general formula 1.2 where R 3 is propyl, R 4 is 2-propynyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 588 Compounds of the general formula 1.3 where R 3 is propyl, R 4 is 2-propynyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 589 Compounds of the general formula 1.4 where R 3 is propyl, R 4 is 2-propynyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 590 Compounds of the general formula 1.5 where R 3 is propyl, R 4 is 2-propynyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 591 Compounds of the general formula I.1 where R 3 is propyl, R 4 is
CH
2
CF
3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 592 Compounds of the general formula 1.2 where R 3 is propyl, R 4 is
CH
2
CF
3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 593 Compounds of the general formula 1.3 where R 3 is propyl, R 4 is
CH
2
CF
3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 594 Compounds of the general formula 1.4 where R 3 is propyl, R 4 is
CH
2
CF
3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 595 Compounds of the general formula 1.5 where R 3 is propyl, R 4 is
CH
2
CF
3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A 0050/46213 98 Table 596 Compounds of the general formula I.1 where R 3 is propyl, R 4 is
CH
2
CH
2 0CH 3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 597 Compounds of the general formula 1.2 where R 3 is propyl, R 4 is
CH
2
CH
2 0CH 3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 598 Compounds of the general formula 1.3 where R 3 is propyl, R 4 is
CH
2
CH
2 0CH 3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 599 Compounds of the general formula 1.4 where R 3 is propyl, R 4 is
CH
2
CH
2 0CH 3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 600 Compounds of the general formula 1.5 where R 3 is propyl, R 4 is
CH
2
CH
2 0CH 3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 601 Compounds of the general formula I.1 where R 3 is iso-propyl, R 4 is methyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 602 Compounds of the general formula 1.2 where R 3 is iso-propyl, R 4 is methyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 603 Compounds of the general formula 1.3 where R 3 is iso-propyl, R 4 is methyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 604 Compounds of the general formula 1.4 where R 3 is iso-propyl, R 4 is methyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A i' 0050/46213 99 Table 605 Compounds of the general formula 1.5 where R 3 is iso-propyl, R 4 is methyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 606 Compounds of the general formula I.1 where R 3 is iso-propyl, R 4 is ethyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 607 Compounds of the general formula 1.2 where R 3 is iso-propyl, R 4 is ethyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 608 Compounds of the general formula 1.3 where R 3 is iso-propyl, R 4 is ethyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 609 Compounds of the general formula 1.4 where R 3 is iso-propyl, R 4 is ethyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 610 Compounds of the general formula 1.5 where R 3 is iso-propyl, R 4 is ethyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 611 Compounds of the general formula I.1 where R 3 is iso-propyl, R 4 is propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 612 Compounds of the general formula 1.2 where R 3 is iso-propyl, R 4 is propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 613 Compounds of the general formula 1.3 where R 3 is iso-propyl, R 4 is propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A 0050/46213 100 Table 614 Compounds of the general formula 1.4 where R 3 is iso-propyl, R 4 is propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 615 Compounds of the general formula 1.5 where R 3 is iso-propyl, R 4 is propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 616 Compounds of the general formula I.1 where R 3 is iso-propyl, R 4 is iso-propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 617 Compounds of the general formula 1.2 where R 3 is iso-propyl, R 4 is iso-propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 618 Compounds of the general formula 1.3 where R 3 is iso-propyl, R 4 is iso-propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 619 Compounds of the general formula 1.4 where R 3 is iso-propyl, R 4 is iso-propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 620 Compounds of the general formula 1.5 where R 3 is iso-propyl, R 4 is iso-propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 621 Compounds of the general formula I.1 where R 3 is iso-propyl, R 4 is 2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 622 Compounds of the general formula 1.2 where R 3 is iso-propyl, R 4 is 2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A
C'
r it 4 i 0050/46213 101 Table 623 Compounds of the general formula 1.3 where R 3 is iso-propyl, R 4 is 2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 624 Compounds of the general formula 1.4 where R 3 is iso-propyl, R 4 is 2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 625 Compounds of the general formula 1.5 where R 3 is iso-propyl, R 4 is 2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 626 Compounds of the general formula I.1 where R 3 is iso-propyl, R 4 is E-3-chloro-2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 627 Compounds of the general formula 1.2 where R 3 is iso-propyl, R 4 is E-3-chloro-2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 628 Compounds of the general formula 1.3 where R 3 is iso-propyl, R 4 is E-3-chloro-2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 629 Compounds of the general formula 1.4 where R 3 is iso-propyl, R 4 is E-3-chloro-2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 630 Compounds of the general formula 1.5 where R 3 is iso-propyl, R 4 is E-3-chloro-2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 631 Compounds of the general formula I.1 where R 3 is iso-propyl, R 4 is n-butyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A 0050/46213 102 Table 632 Compounds of the general formula 1.2 where R 3 is iso-propyl, R 4 is n-butyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 633 Compounds of the general formula 1.3 where R 3 is iso-propyl, n-butyl and the group Z corresponds for each compound to one the radicals mentioned in Table A
R
4 is of Table 634 Compounds of the general formula 1.4 where R 3 is iso-propyl, R 4 is n-butyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 635 Compounds of the general formula 1.5 where R 3 is iso-propyl, n-butyl and the group Z corresponds for each compound to one the radicals mentioned in Table A
R
4 is of Table 636 Compounds of the general formula
CH
2 F and the group Z corresponds radicals mentioned in Table A Table 637 Compounds of the general formula
CH
2 F and the group Z corresponds radicals mentioned in Table A Table 638 Compounds of the general formula
CH
2 F and the group Z corresponds radicals mentioned in Table A Table 639 Compounds of the general formula
CH
2 F and the group Z corresponds radicals mentioned in Table A Table 640 Compounds of the general formula
CH
2 F and the group Z corresponds radicals mentioned in Table A I.1 where R 3 is iso-propyl, for each compound to one of
R
4 is the 1.2 where R 3 is iso-propyl, R 4 is for each compound to one of the 1.3 for where R 3 is iso-propyl, each compound to one of
R
4 is the 1.4 where R 3 is iso-propyl, R 4 is for each compound to one of the 1.5 where R 3 is iso-propyl, R 4 is for each compound to one of the 0050/46213 103 Table 641 Compounds of the general formula I.1 where R 3 is iso-propyl, R 4 is
CHF
2 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 642 Compounds of the general formula 1.2 where R 3 is iso-propyl, R 4 is
CHF
2 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 643 Compounds of the general formula 1.3 where R 3 is iso-propyl, R 4 is
CHF
2 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 644 Compounds of the general formula 1.4 where R 3 is iso-propyl, R 4 is
CHF
2 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 645 Compounds of the general formula 1.5 where R 3 is iso-propyl, R 4 is
CHF
2 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 646 Compounds of the general formula I.1 where R 3 is iso-propyl, R 4 is 2-propynyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 647 Compounds of the general formula 1.2 where R 3 is iso-propyl, R 4 is 2-propynyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 648 Compounds of the general formula 1.3 where R 3 is iso-propyl, R 4 is 2-propynyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 649 Compounds of the general formula 1.4 where R 3 is iso-propyl, R 4 is 2-propynyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A 0050/46213 104 Table 650 Compounds of the general formula 1.5 where R 3 is iso-propyl, R 4 is 2-propynyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 651 Compounds of the general formula I.1 where R 3 is iso-propyl, R 4 is
CH
2
CF
3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 652 Compounds of the general formula 1.2 where R 3 is iso-propyl, R 4 is
CH
2
CF
3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 653 Compounds of the general formula 1.3 where R 3 is iso-propyl, R 4 is
CH
2
CF
3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 654 Compounds of the general formula 1.4 where R 3 is iso-propyl, R 4 is
CH
2
CF
3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 655 Compounds of the general formula 1.5 where R 3 is iso-propyl, R 4 is
CH
2
CF
3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 656 Compounds of the general formula I.1 where R 3 is iso-propyl, R 4 is
CH
2 CH20CH 3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 657 Compounds of the general formula 1.2 where R 3 is iso-propyl, R 4 is
CH
2
CH
2 0CH 3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 658 Compounds of the general formula 1.3 where R 3 is iso-propyl, R 4 is
CH
2
CH
2 0CH 3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A 0050/46213 105 Table 659 Compounds of the general formula 1.4 where R 3 is iso-propyl, R 4 is
CH
2
CH
2 0CH 3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 660 Compounds of the general formula 1.5 where R 3 is iso-propyl, R 4 is
CH
2 CH20CH 3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 661 Compounds of the general formula I.1 where R 3 is trifluoromethyl,
R
4 is methyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 662 Compounds of the general formula 1.2 where R 3 is trifluoromethyl,
R
4 is methyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 663 Compounds of the general formula 1.3 where R 3 is trifluoromethyl,
R
4 is methyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 664 Compounds of the general formula 1.4 where R 3 is trifluoromethyl,
R
4 is methyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 665 Compounds of the general formula 1.5 where R 3 is trifluoromethyl,
R
4 is methyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 666 Compounds of the general formula I.1 where R 3 is trifluoromethyl,
R
4 is ethyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 667 Compounds of the general formula 1.2 where R 3 is trifluoromethyl,
R
4 is ethyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A 0050/46213 106 Table 668 Compounds of the general formula 1.3 where R 3 is trifluoromethyl,
R
4 is ethyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 669 Compounds of the general formula 1.4 where R 3 is trifluoromethyl,
R
4 is ethyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 670 Compounds of the general formula 1.5 where R 3 is trifluoromethyl,
R
4 is ethyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 671 Compounds of the general formula I.1 where R 3 is trifluoromethyl,
R
4 is propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 672 Compounds of the general formula 1.2 where R 3 is trifluoromethyl,
R
4 is propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 673 Compounds of the general formula 1.3 where R 3 is trifluoromethyl,
R
4 is propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 674 Compounds of the general formula 1.4 where R 3 is trifluoromethyl,
R
4 is propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 675 Compounds of the general formula 1.5 where R 3 is trifluoromethyl,
R
4 is propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 676 Compounds of the general formula I.1 where R 3 is trifluoromethyl,
R
4 is iso-propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A lCk x AJ1) 0050/46213 107 Table 677 Compounds of the general formula
R
4 is iso-propyl and the group Z one of the radicals mentioned in Table 678 Compounds of the general formula
R
4 is iso-propyl and the group Z one of the radicals mentioned in Table 679 Compounds of the general formula
R
4 is iso-propyl and the group Z one of the radicals mentioned in Table 680 Compounds of the general formula
R
4 is iso-propyl and the group Z one of the radicals mentioned in Table 681 Compounds of the general formula
R
4 is 2-propenyl and the group Z one of the radicals mentioned in 1.2 where R 3 is trifluoromethyl, corresponds for each compound to Table A 1.3 where R 3 is trifluoromethyl, corresponds for each compound to Table A 1.4 where R 3 is trifluoromethyl, corresponds for each compound to Table A 1.5 where R 3 is trifluoromethyl, corresponds for each compound to Table A I.1 where R 3 is trifluoromethyl, corresponds for each compound to Table A Table 682 Compounds of the general formula
R
4 is 2-propenyl and the group Z one of the radicals mentioned in Table 683 Compounds of the general formula
R
4 is 2-propenyl and the group Z one of the radicals mentioned in Table 684 Compounds of the general formula
R
4 is 2-propenyl and the group Z one of the radicals mentioned in Table 685 Compounds of the general formula
R
4 is 2-propenyl and the group Z one of the radicals mentioned in 1.2 where R 3 is corresponds for Table A 1.3 where R 3 is corresponds for Table A trifluoromethyl, each compound to trifluoromethyl, each compound to 1.4 where R 3 is trifluoromethyl, corresponds for each compound to Table A 1.5 where R 3 is trifluoromethyl, corresponds for each compound to Table A V'T O) 0050/46213 108 Table 686 Compounds of the general formula I.1 where R 3 is trifluoromethyl,
R
4 is E-3-chloro-2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 687 Compounds of the general formula 1.2 where R 3 is trifluoromethyl,
R
4 is E-3-chloro-2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 688 Compounds of the general formula 1.3 where R 3 is trifluoromethyl,
R
4 is E-3-chloro-2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 689 Compounds of the general formula 1.4 where R 3 is trifluoromethyl,
R
4 is E-3-chloro-2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 690 Compounds of the general formula 1.5 where R 3 is trifluoromethyl,
R
4 is E-3-chloro-2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 691 Compounds of the general formula I.1 where R 3 is trifluoromethyl,
R
4 is n-butyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 692 Compounds of the general formula 1.2 where R 3 is trifluoromethyl,
R
4 is n-butyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 693 Compounds of the general formula 1.3 where R 3 is trifluoromethyl,
R
4 is n-butyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 694 Compounds of the general formula 1.4 where R 3 is trifluoromethyl,
R
4 is n-butyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A 0050/46213 109 Table 695 Compounds of the general formula 1.5 where R 3 is trifluoromethyl,
R
4 is n-butyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 696 Compounds of the general formula I.1 where R 3 is trifluoromethyl,
R
4 is CH 2 F and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 697 Compounds of the general formula 1.2 where R 3 is trifluoromethyl,
R
4 is CH 2 F and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 698 Compounds of the general formula 1.3 where R 3 is trifluoromethyl,
R
4 is CH 2 F and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 699 Compounds of the general formula 1.4 where R 3 is trifluoromethyl,
R
4 is CH 2 F and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 700 Compounds of the general formula 1.5 where R 3 is trifluoromethyl,
R
4 is CH 2 F and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 701 Compounds of the general formula I.1 where R 3 is trifluoromethyl,
R
4 is CHF 2 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 702 Compounds of the general formula 1.2 where R 3 is trifluoromethyl,
R
4 is CHF 2 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 703 Compounds of the general formula 1.3 where R 3 is trifluoromethyl,
R
4 is CHF 2 and the group Z corresponds for each compound to one of the radicals mentioned in Table A 0050/46213 110 Table 704 Compounds of the general formula 1.4 where R 3 is trifluoromethyl,
R
4 is CHF 2 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 705 Compounds of the general formula 1.5 where R 3 is trifluoromethyl,
R
4 is CHF 2 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 706 Compounds of the general formula
R
4 is 2-propynyl and the group Z one of the radicals mentioned in Table 707 Compounds of the general formula
R
4 is 2-propynyl and the group Z one of the radicals mentioned in Table 708 Compounds of the general formula
R
4 is 2-propynyl and the group Z one of the radicals mentioned in Table 709 Compounds of the general formula
R
4 is 2-propynyl and the group Z one of the radicals mentioned in Table 710 Compounds of the general formula
R
4 is 2-propynyl and the group Z one of the radicals mentioned in I.1 where R 3 is trifluoromethyl, corresponds for each compound to Table A 1.2 where R 3 is corresponds for Table A 1.3 where R 3 is corresponds for Table A trifluoromethyl, each compound to trifluoromethyl, each compound to 1.4 where R 3 is trifluoromethyl, corresponds for each compound to Table A 1.5 where R 3 is trifluoromethyl, corresponds for each compound to Table A Table 711 Compounds of the general formula I.1 where R 3 is trifluoromethyl,
R
4 is CH 2
CF
3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 712 Compounds of the general formula 1.2 where R 3 is trifluoromethyl,
R
4 is CH 2
CF
3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A V7-7 0050/46213 111 Table 713 Compounds of the general formula 1.3 where R 3 is trifluoromethyl,
R
4 is CH 2
CF
3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 714 Compounds of the general formula 1.4 where R 3 is trifluoromethyl,
R
4 is CH 2
CF
3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 715 Compounds of the general formula 1.5 where R 3 is trifluoromethyl,
R
4 is CH 2
CF
3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 716 Compounds of the general formula I.1 where R 3 is trifluoromethyl,
R
4 is CH 2 CH20CH 3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 717 Compounds of the general formula 1.2 where R 3 is trifluoromethyl,
R
4 is CH 2 CH20CH 3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 718 Compounds of the general formula 1.3 where R 3 is trifluoromethyl,
R
4 is CH 2 CH20CH 3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 719 Compounds of the general formula 1.4 where R 3 is trifluoromethyl,
R
4 is CH 2 CH20CH 3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 720 Compounds of the general formula 1.5 where R 3 is trifluoromethyl,
R
4 is CH 2 CH20CH 3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 721 Compounds of the general formula I.1 where R 3 is cyclopropyl, R 4 is methyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A j
J
*--.Nro 0050/46213 112 Table 722 Compounds of the general formula 1.2 where R 3 is cyclopropyl, R 4 is methyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 723 Compounds of the general formula 1.3 where R 3 is cyclopropyl, R 4 is methyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 724 Compounds of the general formula 1.4 where R 3 is cyclopropyl, R 4 is methyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 725 Compounds of the general formula 1.5 where R 3 is cyclopropyl, R 4 is methyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 726 Compounds of is ethyl and the radicals Table 727 Compounds of is ethyl and the radicals Table 728 Compounds of is ethyl and the radicals Table 729 Compounds of is ethyl and the radicals Table 730 Compounds of is ethyl and the general formula I.1 the group Z corresponds mentioned in Table A the general formula 1.2 the group Z corresponds mentioned in Table A the general formula 1.3 the group Z corresponds mentioned in Table A the general formula 1.4 the group Z corresponds mentioned in Table A the general formula 1.5 the group Z corresponds where R 3 is cyclopropyl, for each compound to one where R 3 for each is cyclopropyl, R 4 compound to one of is cyclopropyl, R 4 compound to one of where R 3 for each where R 3 is cyclopropyl, R 4 for each compound to one of where R 3 is cyclopropyl, R 4 for each compound to one of the radicals mentioned in Table A 0050/46213 113 Table 731 Compounds of the general formula I.1 where R 3 is cyclopropyl, R 4 is propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 732 Compounds of the general formula 1.2 where R 3 is cyclopropyl, R 4 is propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 733 Compounds of the general formula 1.3 where R 3 is cyclopropyl, R 4 is propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 734 Compounds of the general formula 1.4 where R 3 is cyclopropyl, R 4 is propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 735 Compounds of the general formula 1.5 where R 3 is cyclopropyl, R 4 is propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 736 Compounds of the general formula I.1 where R 3 is cyclopropyl, R 4 is iso-propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 737 Compounds of the general formula 1.2 where R 3 is cyclopropyl, R 4 is iso-propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 738 Compounds of the general formula 1.3 where R 3 is cyclopropyl, R 4 is iso-propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 739 Compounds of the general formula 1.4 where R 3 is cyclopropyl, R 4 is iso-propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A 'p Q- -V ,CO 0050/46213 114 Table 740 Compounds of the general formula 1.5 where R 3 is cyclopropyl, R 4 is iso-propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 741 Compounds of the general formula I.1 where R 3 is cyclopropyl, R 4 is 2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 742 Compounds of the general formula 1.2 where R 3 is cyclopropyl, R 4 is 2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 743 Compounds of the general formula 1.3 where R 3 is cyclopropyl, R 4 is 2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 744 Compounds of the general formula 1.4 where R 3 is cyclopropyl, R 4 is 2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 745 Compounds of the general formula 1.5 where R 3 is cyclopropyl, R 4 is 2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 746 Compounds of the general formula I.1 where R 3 is cyclopropyl, R 4 is E-3-chloro-2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 747 Compounds of the general formula 1.2 where R 3 is cyclopropyl, R 4 is E-3-chloro-2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 748 Compounds of the general formula 1.3 where R 3 is cyclopropyl, R 4 is E-3-chloro-2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A C "0 0050/46213 115 Table 749 Compounds of the general formula 1.4 where R 3 is cyclopropyl, R 4 is E-3-chloro-2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 750 Compounds of the general formula 1.5 where R 3 is cyclopropyl, R 4 is E-3-chloro-2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 751 Compounds of the general formula I.1 where R 3 is cyclopropyl, R 4 is n-butyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 752 Compounds of the general formula 1.2 where R 3 is cyclopropyl, R 4 is n-butyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 753 Compounds of the general formula 1.3 where R 3 is cyclopropyl, R 4 is n-butyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 754 Compounds of the general formula 1.4 where R 3 is cyclopropyl, R 4 is n-butyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 755 Compounds of the general formula 1.5 where R 3 is cyclopropyl, R 4 is n-butyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 756 Compounds of the general formula I.1 where R 3 is cyclopropyl, R 4 is CH 2 F and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 757 Compounds of the general formula 1.2 where R 3 is cyclopropyl, R 4 is CH 2 F and the group Z corresponds for each compound to one of the radicals mentioned in Table A r 1i 0050/46213 116 Table 758 Compounds of the general formula 1.3 where R 3 is cyclopropyl, R 4 is CH 2 F and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 759 Compounds of the general formula 1.4 where R 3 is cyclopropyl, R 4 is CH 2 F and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 760 Compounds of the general formula 1.5 where R 3 is cyclopropyl, R 4 is CH 2 F and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 761 Compounds of the general formula I.1 where R 3 is cyclopropyl, R 4 is CHF 2 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 762 Compounds of the general formula 1.2 where R 3 is cyclopropyl, R 4 is CHF 2 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 763 Compounds of the general formula 1.3 where R 3 is cyclopropyl, R 4 is CHF 2 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 764 Compounds of the general formula 1.4 where R 3 is cyclopropyl, R 4 is CHF 2 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 765 Compounds of the general formula 1.5 where R 3 is cyclopropyl, R 4 is CHF 2 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 766 Compounds of the general formula I.1 where R 3 is cyclopropyl, R 4 is 2-propynyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A X, 0050/46213 117 Table 767 Compounds of the general formula 1.2 where R 3 is cyclopropyl, R 4 is 2-propynyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 768 Compounds of the general formula 1.3 where R 3 is cyclopropyl, R 4 is 2-propynyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 769 Compounds of the general formula 1.4 where R 3 is cyclopropyl, R 4 is 2-propynyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 770 Compounds of the general formula 1.5 where R 3 is cyclopropyl, R 4 is 2-propynyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 771 Compounds of the general formula I.1 where R 3 is cyclopropyl, R 4 is CH 2
CF
3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 772 Compounds of the general formula 1.2 where R 3 is cyclopropyl, R 4 is CH 2
CF
3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 773 Compounds of the general formula 1.3 where R 3 is cyclopropyl, R 4 is CH 2
CF
3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 774 Compounds of the general formula 1.4 where R 3 is cyclopropyl, R 4 is CH 2
CF
3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 775 Compounds of the general formula 1.5 where R 3 is cyclopropyl, R 4 is CH 2
CF
3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A 4, 7 T O 0050/46213 118 Table 776 Compounds of the general formula I.1 where R 3 is cyclopropyl,
R
4 is CH 2
CH
2 0CH 3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 777 Compounds of the general formula 1.2 where R 3 is cyclopropyl,
R
4 is CH 2
CH
2 0CH 3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 778 Compounds of the general formula 1.3 where R 3 is cyclopropyl,
R
4 is CH 2 CH20CH 3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 779 Compounds of the general formula 1.4 where R 3 is cyclopropyl,
R
4 is CH 2
CH
2 0CH 3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 780 Compounds of the general formula 1.5 where R 3 is cyclopropyl,
R
4 is CH 2
CH
2 0CH 3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 781 Compounds of the general formula I.1 where R 3 is methoxy,
R
4 is methyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 782 Compounds of the general formula 1.2 where R 3 is methoxy,
R
4 is methyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 783 Compounds of the general formula 1.3 where R 3 is methoxy,
R
4 is methyl and the group z corresponds for each compound to one of the radicals mentioned in Table A Table 784 Compounds of the general formula 1.4 where R 3 is methoxy,
R
4 is methyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A S X 's 0050/46213 119 Table 785 Compounds of the general formula 1.5 where R 3 is methoxy,
R
4 is methyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 786 Compounds of the general formula I.1 where ethyl and the group Z corresponds for each radicals mentioned in Table A
R
3 is methoxy,
R
4 is compound to one of the Table 787 Compounds of the general formula 1.2 where R 3 is methoxy,
R
4 is ethyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A 2( Table 788 Compounds of the general formula 1.3 where ethyl and the group Z corresponds for each radicals mentioned in Table A Table 789 Compounds of the general formula 1.4 where ethyl and the group Z corresponds for each radicals mentioned in Table A Table 790 Compounds of the general formula 1.5 where ethyl and the group Z corresponds for each radicals mentioned in Table A
R
3 is methoxy, R 4 is compound to one of the
R
3 is methoxy,
R
4 is compound to one of the
R
3 is methoxy,
R
4 is compound to one of the Table 791 Compounds of the general formula I.1l where R 3 is methoxy,
R
4 is propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table
A
Table 792 Compounds of the general formula 1.2 where R 3 is methoxy,
R
4 is propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table
A
Table 793 Compounds of the general formula 1.3 where R 3 is methoxy,
R
4 is propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A 0050/46213 120 Table 794 Compounds of the general formula 1.4 where R 3 is methoxy, R 4 is propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 795 Compounds of the general formula 1.5 where R 3 is methoxy, R 4 is propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 796 Compounds of the general formula I.1 where iso-propyl and the group Z corresponds for of the radicals mentioned in Table A Table 797 Compounds of the general formula 1.2 where iso-propyl and the group Z corresponds for of the radicals mentioned in Table A
R
3 is methoxy, R 4 is each compound to one
R
3 is methoxy, R 4 is each compound to one Table 798 Compounds of the general formula 1.3 where R 3 is methoxy, R 4 is iso-propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 799 Compounds of the general formula 1.4 where iso-propyl and the group Z corresponds for of the radicals mentioned in Table A Table 800 Compounds of the general formula 1.5 where iso-propyl and the group Z corresponds for of the radicals mentioned in Table A
R
3 is methoxy, R 4 is each compound to one
R
3 is methoxy, R 4 is each compound to one Table 801 Compounds of the general formula I.1 where R 3 is methoxy, R 4 is 2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 802 Compounds of the general formula 1.2 where R 3 is methoxy, R 4 is 2 -propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A 0050/46213 121 Table 803 Compounds of the general formula 1.3 where R 3 is methoxy, R 4 is 2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 804 Compounds of the general formula 1.4 where R 3 is methoxy, R 4 is 2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 805 Compounds of the general formula 1.5 where R 3 is methoxy, R 4 is 2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 806 Compounds of the general formula I.1 where R 3 is methoxy, R 4 is E-3-chloro-2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 807 Compounds of the general formula 1.2 where R 3 is methoxy, R 4 is E-3-chloro-2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 808 Compounds of the general formula 1.3 where R 3 is methoxy, R 4 is E-3-chloro-2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 809 Compounds of the general formula 1.4 where R 3 is methoxy, R 4 is E-3-chloro-2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 810 Compounds of the general formula 1.5 where R 3 is methoxy, R 4 is E-3-chloro-2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 811 Compounds of the general formula I.1 where R 3 is methoxy, R 4 is n-butyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Z> 0050/46213 122 Table 812 Compounds of the general formula 1.2 where R 3 is methoxy, R 4 is n-butyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 813 Compounds of the general formula 1.3 where R 3 is methoxy, R 4 is n-butyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 814 Compounds of the general formula 1.4 where R 3 is methoxy, R 4 is n-butyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 815 Compounds of the general formula 1.5 where R 3 is methoxy, R 4 is n-butyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 816 Compounds of the general formula
CH
2 F and the group Z corresponds radicals mentioned in Table A Table 817 Compounds of the general formula
CH
2 F and the group Z corresponds radicals mentioned in Table A Table 818 Compounds of the general formula
CH
2 F and the group Z corresponds radicals mentioned in Table A Table 819 Compounds of the general formula
CH
2 F and the group Z corresponds radicals mentioned in Table A I.1 where R 3 is methoxy, for each compound to one 1.2 where R 3 is methoxy, for each compound to one
R
4 is of the
R
4 is of the 1.3 where R 3 is methoxy, for each compound to one is the 1.4 where R 3 is methoxy, R 4 is for each compound to one of the Table 820 Compounds of the general formula 1.5 where R 3 is methoxy, R 4 is
CH
2 F and the group Z corresponds for each compound to one of the radicals mentioned in Table A R/ N 0050/46213 123 Table 821 Compounds of the general formula I.1 where R 3 is methoxy, R 4 is
CHF
2 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 822 Compounds of the general formula 1.2 where R 3 is methoxy, R 4 is
CHF
2 and the group 2 corresponds for each compound to one of the radicals mentioned in Table A 2C 3 i Table 823 Compounds of the general formula
CHF
2 and the group Z corresponds radicals mentioned in Table A Table 824 Compounds of the general formula
CHF
2 and the group Z corresponds radicals mentioned in Table A Table 825 Compounds of the general formula
CHF
2 and the group Z corresponds radicals mentioned in Table A 1.3 where
R
3 is methoxy, for each compound to one 1.4 where
R
3 is methoxy, for each compound to one 1.5 where R 3 is methoxy, for each compound to one
R
4 is of the
R
4 is of the
R
4 is of the Table 826 Compounds of the general formula I.1 where 2 -propynyl and the group Z corresponds for of the radicals mentioned in Table A Table 827 Compounds of the general formula 1.2 where 2 -propynyl and the group Z corresponds for of the radicals mentioned in Table A
R
3 is methoxy,
R
4 is each compound to one
R
3 is methoxy,
R
4 is each compound to one Table 828 Compounds of the general formula 1.3 where R 3 is methoxy,
R
4 is 2 -propynyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 829 Compounds of the general formula 1.4 where R 3 is methoxy, R 4 is 2 -propynyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A 4 z LI 0050/46213 124 Table 830 Compounds of the general formula 1.5 where R 3 is methoxy, R 4 is 2 -propynyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 831 Compounds of the general formula I.1 where R 3 is methoxy, R 4 is
CH
2
CF
3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 832 Compounds of the general formula 1.2 where R 3 is methoxy, R 4 is
CH
2
CF
3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 833 Compounds of the general formula 1.3 where R 3 is methoxy, R 4 is
CH
2
CF
3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 834 Compounds of the general formula 1.4 where R 3 is methoxy, R 4 is
CH
2
CF
3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 835 Compounds of the general formula 1.5 where R 3 is methoxy, R 4 is
CH
2
CF
3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 836 Compounds of the general formula I.1 where R 3 is methoxy, R 4 is
CH
2
CH
2 0CH 3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 837 Compounds of the general formula 1.2 where R 3 is methoxy, R 4 is
CH
2
CH
2 0CH 3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 838 Compounds of the general formula 1.3 where R 3 is methoxy, R 4 is
CH
2
CH
2
OCH
3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A 0C, I 0050/46213 125 Table 839 Compounds of the general formula 1.4 where R 3 is methoxy, R 4 is
CH
2
CH
2
OCH
3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 840 Compounds of the general formula 1.5 where R 3 is methoxy, R 4 is
CH
2
CH
2
OCH
3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 841 Compounds of the general formula I.1 where R 3 is ethoxy, R 4 is methyl and the group z corresponds for each compound to one of the radicals mentioned in Table A Table 842 Compounds of the general formula 1.2 where R 3 is ethoxy, R 4 is methyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 843 Compounds of the general formula 1.3 where R 3 is ethoxy, R 4 is methyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 844 Compounds of the general formula 1.4 where R 3 is ethoxy, R 4 is methyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 845 Compounds of the general formula 1.5 where R 3 is ethoxy, R 4 is methyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 846 Compounds of the general formula I.1 where R 3 is ethoxy, R 4 is ethyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 847 Compounds of the general formula 1.2 where R 3 is ethoxy, R 4 is ethyl and the group z corresponds for each compound to one of the radicals mentioned in Table A 0050/46213 126 Table 848 Compounds of the general formula 1.3 where R 3 is ethoxy, R 4 is ethyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 849 Compounds of the general formula 1.4 where R 3 is ethoxy, R 4 is ethyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 850 Compounds of the general formula 1.5 where R 3 is ethoxy, R 4 is ethyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 851 Compounds of the general formula I.1 where R 3 is ethoxy, R 4 is propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 852 Compounds of the general formula 1.2 where R 3 is ethoxy, R 4 is propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 853 Compounds of the general formula 1.3 where R 3 is ethoxy, R 4 is propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 854 Compounds of the general formula 1.4 where R 3 is ethoxy, R 4 is propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 855 Compounds of the general formula 1.5 where R 3 is ethoxy, R 4 is propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 856 Compounds of the general formula I.1 where R 3 is ethoxy, R 4 is iso-propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A 0050/46213 127 Table 857 Compounds of the general formula 1.2 where R 3 is ethoxy, R 4 is iso-propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 858 Compounds of the general formula 1.3 where R 3 is ethoxy, R 4 is iso-propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 859 Compounds of the general formula 1.4 where iso-propyl and the group Z corresponds for of the radicals mentioned in Table A Table 860 Compounds of the general formula 1.5 where iso-propyl and the group Z corresponds for of the radicals mentioned in Table A
R
3 is ethoxy, R 4 is each compound to one
R
3 is ethoxy, R 4 is each compound to one Table 861 Compounds of the general formula I.1 where R 3 is ethoxy, R 4 is 2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 862 Compounds of the general formula 1.2 where R 3 is ethoxy, R 4 is 2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 863 Compounds of propenyl and the radicals Table 864 Compounds of propenyl and the radicals Table 865 Compounds of propenyl and the radicals the general formula 1.3 the group Z corresponds mentioned in Table A the general formula 1.4 the group Z corresponds mentioned in Table A the general formula 1.5 the group Z corresponds mentioned in Table A where R 3 is ethoxy, R 4 is 2for each compound to one of where R 3 is ethoxy, R 4 is 2for each compound to one of where R 3 is ethoxy, R 4 is 2for each compound to one of 0050/46213 128 Table 866 Compounds of the general formula I.1 where R 3 is ethoxy, R 4 is
E-
3 -chloro-2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 867 Compounds of the general formula 1.2 where R 3 is ethoxy, R 4 is
E-
3 -chloro-2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 868 Compounds of the general formula 1.3 where R 3 is ethoxy, R 4 is E-3-chloro-2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 869 Compounds of the general formula 1.4 where R 3 is ethoxy, R 4 is E-3-chloro-2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 870 Compounds of the general formula 1.5 where R 3 is ethoxy, R 4 is E-3-chloro-2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 871 Compounds of the general formula I.1 where R 3 is ethoxy, R 4 is n-butyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 872 Compounds of the general formula 1.2 where R 3 is ethoxy, R 4 is n-butyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 873 Compounds of the general formula 1.3 where R 3 is ethoxy, R 4 is n-butyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 874 Compounds of the general formula 1.4 where R 3 is ethoxy, R 4 is n-butyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A 0050/46213 129 Table 875 Compounds of the general formula 1.5 where R 3 is ethoxy, R 4 is n-butyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 876 Compounds of the general formula I.1 where R 3 is ethoxy, R 4 is
CH
2 F and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 877 Compounds of the general formula 1.2 where R 3 is ethoxy, R 4 is
CH
2 F and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 878 Compounds of the general formula 1.3 where R 3 is ethoxy, R 4 is
CH
2 F and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 879 Compounds of the general formula
CH
2 F and the group Z corresponds radicals mentioned in Table A Table 880 Compounds of the general formula
CH
2 F and the group Z corresponds radicals mentioned in Table A Table 881 Compounds of the general formula
CHF
2 and the group Z corresponds radicals mentioned in Table A 1.4 where R 3 is ethoxy, R 4 is for each compound to one of the 1.5 where R 3 is ethoxy, R 4 is for each compound to one of the I.1 where R 3 is ethoxy, R 4 is for each compound to one of the Table 882 Compounds of the general formula 1.2 where R 3 is ethoxy, R 4 is
CHF
2 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 883 Compounds of the general formula 1.3 where R 3 is ethoxy, R 4 is
CHF
2 and the group Z corresponds for each compound to one of the radicals mentioned in Table A '1
~Z
l 0050/46213 130 Table 884 Compounds of the general formula 1.4 where R 3 is ethoxy, R 4 is
CHF
2 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 885 Compounds of the general formula 1.5 where R 3 is ethoxy, R 4 is
CHF
2 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 886 Compounds of the general formula I.1 where R 3 is ethoxy, R 4 is 2-propynyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 887 Compounds of the general formula 1.2 where R 3 is ethoxy, R 4 is 2 -propynyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 888 Compounds of the general formula 1.3 where R 3 is ethoxy, R 4 is 2-propynyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 889 Compounds of the general formula 1.4 where R 3 is ethoxy, R 4 is 2 -propynyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 890 Compounds of the general formula 1.5 where R 3 is ethoxy, R 4 is 2-propynyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 891 Compounds of the general formula I.1 where R 3 is ethoxy, R 4 is
CH
2
CF
3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 892 Compounds of the general formula 1.2 where R 3 is ethoxy, R 4 is
CH
2
CF
3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A 0050/46213 131 Table 893 Compounds of the general formula 1.3 where R 3 is ethoxy, R 4 is
CH
2
CF
3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 894 Compounds of the general formula 1.4 where R 3 is ethoxy, R 4 is
CH
2
CF
3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 895 Compounds of the general formula 1.5 where R 3 is ethoxy, R 4 is
CH
2
CF
3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 896 Compounds of the general formula I.1 where R 3 is ethoxy, R 4 is
CH
2
CH
2 0CH 3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 897 Compounds of the general formula 1.2 where R 3 is ethoxy, R 4 is
CH
2
CH
2 0CH 3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 898 Compounds of the general formula 1.3 where R 3 is ethoxy, R 4 is
CH
2
CH
2 0CH 3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 899 Compounds of the general formula 1.4 where R 3 is ethoxy, R 4 is
CH
2
CH
2 0CH 3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 900 Compounds of the general formula 1.5 where R 3 is ethoxy, R 4 is
CH
2
CH
2 0CH 3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 901 Compounds of the general formula I.1 where R 3 is propyloxy, R 4 is methyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A 0050/46213 132 Table 902 Compounds of the general formula 1.2 where R 3 is propyloxy, R 4 is methyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 903 Compounds of the general formula 1.3 where R 3 is propyloxy, R 4 is methyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 904 Compounds of the general formula 1.4 where R 3 is propyloxy, methyl and the group Z corresponds for each compound to one the radicals mentioned in Table A Table 905 Compounds of the general formula 1.5 where R 3 is propyloxy, methyl and the group Z corresponds for each compound to one the radicals mentioned in Table A
R
4 is of
R
4 is of Table 906 Compounds of the general formula I.1 where ethyl and the group Z corresponds for each radicals mentioned in Table A Table 907 Compounds of the general formula 1.2 where ethyl and the group Z corresponds for each radicals mentioned in Table A
R
3 is propyloxy, R 4 is compound to one of the
R
3 is propyloxy, R 4 is compound to one of the Table 908 Compounds of the general formula 1.3 where R 3 is propyloxy, R 4 is ethyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 909 Compounds of the general formula 1.4 where ethyl and the group Z corresponds for each radicals mentioned in Table A Table 910 Compounds of the general formula 1.5 where ethyl and the group Z corresponds for each radicals mentioned in Table A
R
3 is propyloxy, R 4 is compound to one of the
R
3 is propyloxy, R 4 is compound to one of the 0050/46213 133 Table 911 Compounds of the general formula I.1 where R 3 is propyloxy, R 4 is propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 912 Compounds of the general formula 1.2 where R 3 is propyloxy, R 4 is propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 913 Compounds of the general formula 1.3 where R 3 is propyloxy, R 4 is propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 914 Compounds of the general formula 1.4 where R 3 is propyloxy, R 4 is propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 915 Compounds of the general formula 1.5 where R 3 is propyloxy, R 4 is propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 916 Compounds of the general formula I.1 where R 3 is propyloxy, R 4 is iso-propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 917 Compounds of the general formula 1.2 where R 3 is propyloxy, R 4 is iso-propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 918 Compounds of the general formula 1.3 where R 3 is propyloxy, R 4 is iso-propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 919 Compounds of the general formula 1.4 where R 3 is propyloxy, R 4 is iso-propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A 0050/46213 134 Table 920 Compounds of the general formula 1.5 where R 3 is propyloxy, R 4 is iso-propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 921 Compounds of the general formula I.1 where R 3 is propyloxy, R 4 is 2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 922 Compounds of the general formula 1.2 where R 3 is propyloxy, R 4 is 2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 923 Compounds of the general formula 1.3 where R 3 is propyloxy, R 4 is 2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 924 Compounds of the general formula 1.4 where R 3 is propyloxy, R 4 is 2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 925 Compounds of the general formula 1.5 where R 3 is propyloxy, R 4 is 2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 926 Compounds of the general formula I.1 where R 3 is propyloxy, R 4 is E-3-chloro-2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 927 Compounds of the general formula 1.2 where R 3 is propyloxy, R 4 is E-3-chloro-2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 928 Compounds of the general formula 1.3 where R 3 is propyloxy, R 4 is
E-
3 -chloro-2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A 0050/46213 135 Table 929 Compounds of the general formula 1.4 where R 3 is propyloxy, R 4 is E-3-chloro-2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 930 Compounds of the general formula 1.5 where R 3 is propyloxy, R 4 is E-3-chloro-2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 931 Compounds of the general formula I.1 where R 3 is propyloxy, R 4 is n-butyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 932 Compounds of the general formula 1.2 where R 3 is propyloxy, R 4 is n-butyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 933 Compounds of the general formula 1.3 where R 3 is propyloxy, R 4 is n-butyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 934 Compounds of the general formula 1.4 where R 3 is propyloxy, R 4 is n-butyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 935 Compounds of the general formula 1.5 where R 3 is propyloxy, R 4 is n-butyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 936 Compounds of the general formula I.1 where R 3 is propyloxy, R 4 is
CH
2 F and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 937 Compounds of the general formula 1.2 where R 3 is propyloxy, R 4 is
CH
2 F and the group Z corresponds for each compound to one of the radicals mentioned in Table A p 0050/46213 136 Table 938 Compounds of the general formula 1.3 where R 3 is propyloxy,
R
4 is
CH
2 F and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 939 Compounds of the general formula 1.4 where R 3 is propyloxy, R 4 is
CH
2 F and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 940 Compounds of the general formula 1.5 where R 3 is propyloxy, R 4 is
CH
2 F and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 941 Compounds of the general formula
CHF
2 and the group Z corresponds radicals mentioned in Table A Table 942 Compounds of the general formula
CHF
2 and the group Z corresponds radicals mentioned in Table A Table 943 Compounds of the general formula
CHF
2 and the group Z corresponds radicals mentioned in Table A I.1 where R 3 is propyloxy,
R
4 is for each compound to one of the 1.2 where R 3 is propyloxy, R 4 is for each compound to one of the 1.3 where R 3 is propyloxy, R 4 is for each compound to one of the Table 944 Compounds of the general formula 1.4 where R 3 is propyloxy,
R
4 is
CHF
2 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 945 Compounds of the general formula 1.5 where R 3 is propyloxy, R 4 is
CHF
2 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 946 Compounds of the general formula I.1 where R 3 is propyloxy, R 4 is 2 -propynyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Z4", T- o 0050/46213 137 Table 947 Compounds of the general formula 1.2 where R 3 is propyloxy, R 4 is 2-propynyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 948 Compounds of the general formula 1.3 where R 3 is propyloxy, R 4 is 2-propynyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 949 Compounds of the general formula 1.4 where R 3 is propyloxy, R 4 is 2-propynyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 950 Compounds of the general formula 1.5 where R 3 is propyloxy, R 4 is 2-propynyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 951 Compounds of the general formula I.1 where R 3 is propyloxy, R 4 is
CH
2
CF
3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 952 Compounds of the general formula 1.2 where R 3 is propyloxy, R 4 is
CH
2
CF
3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 953 Compounds of the general formula 1.3 where R 3 is propyloxy, R 4 is
CH
2
CF
3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 954 Compounds of the general formula 1.4 where R 3 is propyloxy, R 4 is
CH
2
CF
3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 955 Compounds of the general formula 1.5 where R 3 is propyloxy, R 4 is
CH
2
CF
3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A
'Y
v/^Tp 0050/46213 138 Table 956 Compounds of the general formula I.1 where R 3 is propyloxy, R 4 is
CH
2
CH
2 0CH 3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 957 Compounds of the general formula 1.2 where R 3 is propyloxy, R 4 is
CH
2 CH20CH 3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 958 Compounds of the general formula 1.3 where R 3 is propyloxy, R 4 is
CH
2 CH20CH 3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 959 Compounds of the general formula 1.4 where R 3 is propyloxy, R 4 is
CH
2 CH20CH 3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 960 Compounds of the general formula 1.5 where R 3 is propyloxy, R 4 is
CH
2
CH
2 0CH 3 and the group 2 corresponds for each compound to one of the radicals mentioned in Table A Table 961 Compounds of the general formula I.1 where R 3 is iso-propyloxy, R 4 is methyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 962 Compounds of the general formula 1.2 where R 3 is iso-propyloxy, R 4 is methyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 963 Compounds of the general formula 1.3 where R 3 is is-propyloxy, R 4 is methyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 964 Compounds of the general formula 1.4 where R 3 is iso-propyloxy, R 4 is methyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A
C,
j 0050/46213 139 Table 965 Compounds of the general formula 1.5 where R 3 is iso-propyloxy, R 4 is methyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 966 Compounds of is ethyl and the radicals Table 967 Compounds of is ethyl and the radicals Table 968 Compounds of is ethyl and the radicals Table 969 Compounds of is ethyl and the radicals Table 970 Compounds of is ethyl and the radicals Table 971 Compounds of the general formula I.1 the group Z corresponds mentioned in Table A the general formula 1.2 the group Z corresponds mentioned in Table A the general formula 1.3 the group Z corresponds mentioned in Table A the general formula 1.4 the group Z corresponds mentioned in Table A the general formula 1.5 the group Z corresponds mentioned in Table A where R 3 is iso-propyloxy,
R
4 for each compound to one of where R 3 is iso-propyloxy,
R
4 for each compound to one of where R 3 is iso-propyloxy,
R
4 for each compound to one of where R 3 is iso-propyloxy,
R
4 for each compound to one of where R 3 for each is iso-propyloxy,
R
4 compound to one of the general formula I.1 where R 3 is iso-propyloxy, R 4 is propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 972 Compounds of the general formula 1.2 where R 3 is iso-propyloxy, R 4 is propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 973 Compounds of the general formula 1.3 where R 3 is iso-propyloxy, R 4 is propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A
C-)
rO 0050/46213 140 Table 974 Compounds of the general formula 1.4 where R 3 is iso-propyloxy, R 4 is propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 975 Compounds of the general formula 1.5 where R 3 is iso-propyloxy, R 4 is propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 976 Compounds of the general formula I.1 where R 3 is iso-propyl and the group Z corresponds for one of the radicals mentioned in Table A Table 977 Compounds of the general formula 1.2 where R 3 is iso-propyl and the group Z corresponds for one of the radicals mentioned in Table A is iso-propyloxy,
R
4 each compound to is iso-propyloxy,
R
4 each compound to Table 978 Compounds of the general formula 1.3 where R 3 is iso-propyloxy, R 4 is iso-propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 979 Compounds of the general formula 1.4 where R 3 is iso-propyl and the group Z corresponds for one of the radicals mentioned in Table A Table 980 Compounds of the general formula 1.5 where R 3 is iso-propyl and the group Z corresponds for one of the radicals mentioned in Table A is iso-propyloxy,
R
4 each compound to is iso-propyloxy,
R
4 each compound to Table 981 Compounds of the general formula I.1 where R 3 is iso-propyloxy, R 4 is 2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 982 Compounds of the general formula 1.2 where R 3 is iso-propyloxy, R 4 is 2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A ~1~
'I
0050/46213 141 Table 983 Compounds of the general formula 1.3 where R 3 is iso-propyloxy, R 4 is 2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 984 Compounds of the general formula 1.4 where R 3 is iso-propyloxy, R 4 is 2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 985 Compounds of the general formula 1.5 where R 3 is iso-propyloxy, R 4 is 2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 986 Compounds of the general formula I.1 where R 3 is iso-propyloxy, R 4 is E-3-chloro-2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 987 Compounds of the general formula 1.2 where R 3 is iso-propyloxy, R 4 is E-3-chloro-2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 988 Compounds of the general formula 1.3 where R 3 is iso-propyloxy, R 4 is E-3-chloro-2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 989 Compounds of the general formula 1.4 where R 3 is iso-propyloxy, R 4 is E-3-chloro-2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 990 Compounds of the general formula 1.5 where R 3 is iso-propyloxy, R 4 is E-3-chloro-2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 991 Compounds of the general formula I.1 where R 3 is iso-propyloxy, R 4 is n-butyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A C 0050/46213 142 Table 992 Compounds of the general formula 1.2 where R 3 is iso-propyloxy, R 4 is n-butyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 993 Compounds of the general formula 1.3 where R 3 is iso-propyloxy, R 4 is n-butyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 994 Compounds of the general formula 1.4 where R 3 is iso-propyloxy, R 4 is n-butyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 995 Compounds of the general formula 1.5 where R 3 is iso-propyloxy, R 4 is n-butyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 996 Compounds of the general formula I.1 where R 3 is iso-propyloxy, R 4 is CH 2 F and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 997 Compounds of the general formula 1.2 where R 3 is iso-propyloxy, R 4 is CH 2 F and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 998 Compounds of the general formula 1.3 where R 3 is iso-propyloxy, R 4 is CH 2 F and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 999 Compounds of the general formula 1.4 where R 3 is iso-propyloxy, R 4 is CH 2 F and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1000 Compounds of the general formula 1.5 where R 3 is iso-propyloxy, R 4 is CH 2 F and the group Z corresponds for each compound to one of the radicals mentioned in Table A 0050/46213 143 Table 1001 Compounds of the general formula I.1 where R 3 is iso-propyloxy, R 4 is CHF 2 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1002 Compounds of the general formula 1.2 where R 3 is iso-propyloxy, R 4 is CHF 2 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1003 Compounds of the general formula 1.3 where R 3 is iso-propyloxy,
R
4 is CHF 2 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1004 Compounds of the general formula 1.4 where R 3 is iso-propyloxy, R 4 is CHF 2 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1005 Compounds of the general formula 1.5 where R 3 is iso-propyloxy, R 4 is CHF 2 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1006 Compounds of the general formula I.1 where R 3 is iso-propyloxy, R 4 is 2-propynyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1007 Compounds of the general formula 1.2 where R 3 is iso-propyloxy, R 4 is 2-propynyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1008 Compounds of the general formula 1.3 where R 3 is iso-propyloxy, R 4 is 2-propynyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1009 Compounds of the general formula 1.4 where R 3 is iso-propyloxy, R 4 is 2-propynyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A 0 V1 0050/46213 144 Table 1010 Compounds of the general formula 1.5 where R 3 is iso-propyloxy,
R
4 is 2-propynyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1011 Compounds of the general formula I.1 where R 3 is iso-propyloxy,
R
4 is CH 2
CF
3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1012 Compounds of the general formula 1.2 where R 3 is iso-propyloxy,
R
4 is CH 2
CF
3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1013 Compounds of the general formula 1.3 where R 3 is iso-propyloxy,
R
4 is CH 2
CF
3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1014 Compounds of the general formula 1.4 where R 3 is iso-propyloxy,
R
4 is CH 2
CF
3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1015 Compounds of the general formula 1.5 where R 3 is iso-propyloxy, R 4 is CH 2
CF
3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1016 Compounds of the general formula I.1 where R 3 is iso-propyloxy, R 4 is CH 2
CH
2 0CH 3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1017 Compounds of the general formula 1.2 where R 3 is iso-propyloxy,
R
4 is CH 2
CH
2 0CH 3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1018 Compounds of the general formula 1.3 where R 3 is iso-propyloxy, R 4 is CH 2
CH
2 0CH 3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A 0050/46213 145 Table 1019 Compounds of the general formula 1.4 where R 3 is iso-propyloxy, R 4 is CH 2 CH20CH 3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1020 Compounds of the general formula 1.5 where R 3 is iso-propyloxy, R 4 is CH 2 CH20CH 3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1021 Compounds of the general formula I.1 where R 3 is trifluoromethoxy,
R
4 is methyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1022 Compounds of the general formula 1.2 where R 3 is trifluoromethoxy,
R
4 is methyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1023 Compounds of the general formula 1.3 where R 3 is trifluoromethoxy,
R
4 is methyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1024 Compounds of the general formula 1.4 where R 3 is trifluoromethoxy,
R
4 is methyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1025 Compounds of the general formula 1.5 where R 3 is trifluoromethoxy,
R
4 is methyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1026 Compounds of the general formula I.1 where R 3 is trifluoromethoxy,
R
4 is ethyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1027 Compounds of the general formula 1.2 where R 3 is trifluoromethoxy,
R
4 is ethyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A 7'N /L
C''
0050/46213 146 Table 1028 Compounds of the general formula 1.3 where R 3 is trifluoromethoxy,
R
4 is ethyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1029 Compounds of the general formula 1.4 where R 3 is trifluoromethoxy,
R
4 is ethyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1030 Compounds of the general formula 1.5 where R 3 is trifluoromethoxy,
R
4 is ethyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1031 Compounds of the general formula I.1 where R 3 is trifluoromethoxy,
R
4 is propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1032 Compounds of the general formula 1.2 where R 3 is trifluoromethoxy,
R
4 is propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1033 Compounds of the general formula 1.3 where R 3 is trifluoromethoxy,
R
4 is propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1034 Compounds of the general formula 1.4 where R 3 is trifluoromethoxy,
R
4 is propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1035 Compounds of the general formula 1.5 where R 3 is trifluoromethoxy,
R
4 is propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1036 Compounds of the general formula I.1 where R 3 is trifluoromethoxy,
R
4 is iso-propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A i" 'I'T Q 0050/46213 147 Table 1037 Compounds of the general formula
R
4 is iso-propyl and the group Z one of the radicals mentioned in Table 1038 Compounds of the general formula
R
4 is iso-propyl and the group Z one of the radicals mentioned in Table 1039 Compounds of the general formula
R
4 is iso-propyl and the group Z one of the radicals mentioned in Table 1040 Compounds of the general formula
R
4 is iso-propyl and the group Z one of the radicals mentioned in 1.2 where R 3 is trifluoromethoxy, corresponds for each compound to Table A 1.3 where R 3 is trifluoromethoxy, corresponds for each compound to Table A 1.4 where R 3 is trifluoromethoxy, corresponds for each compound to Table A 1.5 where R 3 is trifluoromethoxy, corresponds for each compound to Table A Table 1041 Compounds of the general formula
R
4 is 2-propenyl and the group Z one of the radicals mentioned in Table 1042 Compounds of the general formula
R
4 is 2 -propenyl and the group Z one of the radicals mentioned in Table 1043 Compounds of the general formula
R
4 is 2-propenyl and the group Z one of the radicals mentioned in Table 1044 Compounds of the general formula
R
4 is 2-propenyl and the group Z one of the radicals mentioned in Table 1045 Compounds of the general formula
R
4 is 2-propenyl and the group Z one of the radicals mentioned in I.1 where R 3 is trifluoromethoxy, corresponds for each compound to Table A 1.2 where R 3 is corresponds for Table A 1.3 where R 3 is corresponds for Table A trifluoromethoxy, each compound to trifluoromethoxy, each compound to 1.4 where R 3 is trifluoromethoxy, corresponds for each compound to Table A 1.5 where R 3 is trifluoromethoxy, corresponds for each compound to Table A l1\ -rC 0050/46213 148 Table 1046 Compounds of the general formula I.1 where R 3 is trifluoromethoxy,
R
4 is E-3-chloro-2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1047 Compounds of the general formula 1.2 where R 3 is trifluoromethoxy,
R
4 is E-3-chloro-2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1048 Compounds of the general formula 1.3 where R 3 is trifluoromethoxy,
R
4 is E-3-chloro-2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1049 Compounds of the general formula 1.4 where R 3 is trifluoromethoxy,
R
4 is E-3-chloro-2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1050 Compounds of the general formula 1.5 where R 3 is trifluoromethoxy,
R
4 is E- 3 -chloro-2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1051 Compounds of the general formula I.1 where R 3 is trifluoromethoxy,
R
4 is n-butyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1052 Compounds of the general formula 1.2 where R 3 is trifluoromethoxy,
R
4 is n-butyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1053 Compounds of the general formula 1.3 where R 3 is trifluoromethoxy,
R
4 is n-butyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1054 Compounds of the general formula 1.4 where R 3 is trifluoromethoxy,
R
4 is n-butyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A 0 '9 -1 7
I
0050/46213 149 Table 1055 Compounds of the general formula 1.5 where R 3 is trifluoromethoxy,
R
4 is n-butyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1056 Compounds of the general formula I.1 where R 3 is trifluoromethoxy,
R
4 is CH 2 F and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1057 Compounds of the general formula 1.2 where R 3 is trifluoromethoxy,
R
4 is CH 2 F and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1058 Compounds of the general formula 1.3 where R 3 is trifluoromethoxy,
R
4 is CH 2 F and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1059 Compounds of the general formula 1.4 where R 3 is trifluoromethoxy,
R
4 is CH 2 F and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1060 Compounds of the general formula 1.5 where R 3 is trifluoromethoxy,
R
4 is CH 2 F and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1061 Compounds of the general formula I.1 where R 3 is trifluoromethoxy,
R
4 is CHF 2 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1062 Compounds of the general formula 1.2 where R 3 is trifluoromethoxy,
R
4 is CHF 2 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1063 Compounds of the general formula 1.3 where R 3 is trifluoromethoxy,
R
4 is CHF 2 and the group Z corresponds for each compound to one of the radicals mentioned in Table A i irC 0050/46213 150 Table 1064 Compounds of the general formula 1.4 where R 3 is trifluoromethoxy,
R
4 is CHF 2 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1065 Compounds of the general formula 1.5 where R 3 is trifluoromethoxy,
R
4 is CHF 2 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1066 Compounds of the general formula
R
4 is 2-propynyl and the group Z one of the radicals mentioned in Table 1067 Compounds of the general formula
R
4 is 2-propynyl and the group Z one of the radicals mentioned in Table 1068 Compounds of the general formula
R
4 is 2-propynyl and the group Z one of the radicals mentioned in Table 1069 Compounds of the general formula
R
4 is 2-propynyl and the group Z one of the radicals mentioned in Table 1070 Compounds of the general formula
R
4 is 2-propynyl and the group Z one of the radicals mentioned in I.1 where R 3 is corresponds for Table A 1.2 where R 3 is corresponds for Table A trifluoromethoxy, each compound to trifluoromethoxy, each compound to 1.3 where R 3 is trifluoromethoxy, corresponds for each compound to Table A 1.4 where R 3 is trifluoromethoxy, corresponds for each compound to Table A 1.5 where R 3 is trifluoromethoxy, corresponds for each compound to Table A Table 1071 Compounds of the general formula I.1 where R 3 is trifluoromethoxy,
R
4 is CH 2
CF
3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1072 Compounds of the general formula 1.2 where R 3 is trifluoromethoxy,
R
4 is CH 2
CF
3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A :LI 0!.
0050/46213 151 Table 1073 Compounds of the general formula 1.3 where R 3 is trifluoromethoxy,
R
4 is CH 2
CF
3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1074 Compounds of the general formula 1.4 where R 3 is trifluoromethoxy,
R
4 is CH 2
CF
3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1075 Compounds of the general formula 1.5 where R 3 is trifluoromethoxy,
R
4 is CH 2
CF
3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1076 Compounds of the general formula I.1 where R 3 is trifluoromethoxy,
R
4 is CH 2
CH
2 0CH 3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1077 Compounds of the general formula 1.2 where R 3 is trifluoromethoxy,
R
4 is CH 2
CH
2 0CH 3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1078 Compounds of the general formula 1.3 where R 3 is trifluoromethoxy,
R
4 is CH 2
CH
2 0CH3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1079 Compounds of the general formula 1.4 where R 3 is trifluoromethoxy,
R
4 is CH 2
CH
2 0CH 3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1080 Compounds of the general formula 1.5 where R 3 is trifluoromethoxy,
R
4 is CH 2
CH
2
OCH
3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1081 Compounds of the general formula I.1 where R 3 is methylthio,
R
4 is methyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A 0050/46213 152 Table 1082 Compounds of the general formula 1.2 where R 3 is methylthio, R 4 is methyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1083 Compounds of the general formula 1.3 where R 3 is methylthio, R 4 is methyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1084 Compounds of the general formula 1.4 where R 3 is methylthio, R 4 is methyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1085 Compounds of the general formula 1.5 where R 3 is methylthio, R 4 is methyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1086 Compounds of the general formula I.1 where R 3 is methylthio, R 4 is ethyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1087 Compounds of the general formula 1.2 where R 3 is methylthio, R 4 is ethyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1088 Compounds of the general formula 1.3 where R 3 is methylthio, R 4 is ethyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1089 Compounds of the general formula 1.4 where R 3 is methylthio, R 4 is ethyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1090 Compounds of the general formula 1.5 where R 3 is methylthio, R 4 is ethyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A 9 t 1 0050/46213 153 Table 1091 Compounds of the general formula I.1 where R 3 is methylthio, R 4 is propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1092 Compounds of the general formula 1.2 where R 3 is methylthio, R 4 is propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1093 Compounds of the general formula 1.3 where R 3 is methylthio, R 4 is propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1094 Compounds of the general formula 1.4 where R 3 is methylthio, R 4 is propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1095 Compounds of the general formula 1.5 where R 3 is methylthio, R 4 is propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1096 Compounds of the general formula I.1 where R 3 is methylthio, R 4 is iso-propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1097 Compounds of the general formula 1.2 where R 3 is methylthio, R 4 is iso-propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1098 Compounds of the general formula 1.3 where R 3 is methylthio, R 4 is iso-propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1099 Compounds of the general formula 1.4 where R 3 is methylthio, R 4 is iso-propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A 0050/46213 154 Table 1100 Compounds of the general formula 1.5 where R 3 is methylthio, R 4 is iso-propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1101 Compounds of the general formula I.1 where R 3 is methylthio, R 4 is 2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1102 Compounds of the general formula 1.2 where R 3 is methylthio, R 4 is 2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1103 Compounds of the general formula 1.3 where R 3 is methylthio, R 4 is 2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1104 Compounds of the general formula 1.4 where R 3 is methylthio, R 4 is 2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1105 Compounds of the general formula 1.5 where R 3 is hydrogen, R 4 is 2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1106 Compounds of the general formula I.1 where R 3 is methylthio, R 4 is E-3-chloro-2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1107 Compounds of the general formula 1.2 where R 3 is methylthio, R 4 is E-3-chloro-2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1108 Compounds of the general formula 1.3 where R 3 is methylthio, R 4 is E-3-chloro-2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A l i 0050/46213 155 Table 1109 Compounds of the general formula 1.4 where R 3 is methylthio, R 4 is E-3-chloro-2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1110 Compounds of the general formula 1.5 where R 3 is methylthio, R 4 is E-3-chloro-2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1111 Compounds of the general formula I.1 where R 3 is methylthio, R 4 is n-butyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1112 Compounds of the general formula 1.2 where R 3 is methylthio, R 4 is n-butyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1113 Compounds of the general formula 1.3 where R 3 is methylthio, R 4 is n-butyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1114 Compounds of the general formula 1.4 where R 3 is methylthio, R 4 is n-butyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1115 Compounds of the general formula 1.5 where R 3 is methylthio, R 4 is n-butyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1116 Compounds of the general formula I.1 where R 3 is methylthio, R 4 is
CH
2 F and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1117 Compounds of the general formula 1.2 where R 3 is methylthio, R 4 is
CH
2 F and the group Z corresponds for each compound to one of the radicals mentioned in Table A 0050/46213 156 Table 1118 Compounds of the general formula
CH
2 F and the group Z corresponds radicals mentioned in Table A Table 1119 Compounds of the general formula
CH
2 F and the group Z corresponds radicals mentioned in Table A Table 1120 Compounds of the general formula
CH
2 F and the group Z corresponds radicals mentioned in Table A Table 1121 Compounds of the general formula
CHF
2 and the group Z corresponds radicals mentioned in Table A Table 1122 Compounds of the general formula
CHF
2 and the group Z corresponds radicals mentioned in Table A Table 1123 Compounds of the general formula
CHF
2 and the group Z corresponds radicals mentioned in Table A Table 1124 Compounds of the general formula
CHF
2 and the group Z corresponds radicals mentioned in Table A Table 1125 Compounds of the general formula
CHF
2 and the group Z corresponds radicals mentioned in Table A 1.3 where R 3 is methylthio, for each compound to one of 1.4 where R 3 is methylthio, for each compound to one of
R
4 is the
R
4 is the 1.5 where R 3 is methylthio, R 4 is for each compound to one of the I.1 where R 3 is methylthio, for each compound to one of 1.2 where R 3 is methylthio, for each compound to one of
R
4 is the
R
4 is the 1.3 where R 3 is methylthio, R 4 is for each compound to one of the 1.4 where R 3 is methylthio, R 4 is for each compound to one of the 1.5 where R 3 is methylthio, R 4 is for each compound to one of the Table 1126 Compounds of the general formula I.1 where R 3 is methylthio, R 4 is 2-propynyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A 4/ 4-'7 0050/46213 157 Table 1127 Compounds of the general formula 1.2 where 2-propynyl and the group Z corresponds for of the radicals mentioned in Table A Table 1128 Compounds of the general formula 1.3 where 2-propynyl and the group Z corresponds for of the radicals mentioned in Table A
R
3 is methylthio, R 4 is each compound to one
R
3 is methylthio, R 4 is each compound to one Table 1129 Compounds of the general formula 1.4 where R 3 is methylthio, R 4 is 2-propynyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1130 Compounds of the general formula 1.5 where 2-propynyl and the group Z corresponds for of the radicals mentioned in Table A
R
3 is methylthio, R 4 is each compound to one Table 1131 Compounds of the general formula I.1 where R 3 is methylthio, R 4 is
CH
2
CF
3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1132 Compounds of the general formula 1.2 where R 3 is methylthio, R 4 is
CH
2
CF
3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1133 Compounds of the general formula 1.3 where R 3 is methylthio, R 4 is
CH
2
CF
3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1134 Compounds of the general formula 1.4 where R 3 is methylthio, R 4 is
CH
2
CF
3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1135 Compounds of the general formula 1.5 where R 3 is methylthio, R 4 is
CH
2
CF
3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A 0050/46213 158 Table 1136 Compounds of the general formula I.1 where R 3 is methylthio, R 4 is
CH
2
CH
2 0CH 3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1137 Compounds of the general formula 1.2 where R 3 is methylthio, R 4 is
CH
2
CH
2 0CH 3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1138 Compounds of the general formula 1.3 where R 3 is methylthio, R 4 is
CH
2
CH
2 0CH 3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1139 Compounds of the general formula 1.4 where R 3 is methylthio, R 4 is
CH
2
CH
2 0CH 3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1140 Compounds of the general formula 1.5 where R 3 is methylthio, R 4 is
CH
2
CH
2 0CH 3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1141 Compounds of the general formula I.1 where R 3 is ethylthio, R 4 is methyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1142 Compounds of the general formula 1.2 where R 3 is ethylthio, R 4 is methyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1143 Compounds of the general formula 1.3 where R 3 is ethylthio, R 4 is methyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1144 Compounds of the general formula 1.4 where R 3 is ethylthio, R 4 is methyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Al, v "7d Ux -6C AI/Tn 0050/46213 159 Table 1145 Compounds of the general formula 1.5 where R 3 is ethylthio, R 4 is methyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1146 Compounds of the general formula I.1 where R 3 is ethylthio, R 4 is ethyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1147 Compounds of the general formula 1.2 where ethyl and the group Z corresponds for each radicals mentioned in Table A Table 1148 Compounds of the general formula 1.3 where ethyl and the group Z corresponds for each radicals mentioned in Table A
R
3 is ethylthio, R 4 is compound to one of the
R
3 is ethylthio, R 4 is compound to one of the Table 1149 Compounds of the general formula 1.4 where R 3 is ethylthio, R 4 is ethyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1150 Compounds of the general formula 1.5 where ethyl and the group Z corresponds for each radicals mentioned in Table A
R
3 is ethylthio, compound to one
R
4 is of the Table 1151 Compounds of the general formula I.1 where R 3 is ethylthio, R 4 is propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1152 Compounds of the general formula 1.2 where R 3 is ethylthio, R 4 is propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1153 Compounds of the general formula 1.3 where R 3 is ethylthio, R 4 is propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A 411 r: i 0050/46213 160 Table 1154 Compounds of the general formula 1.4 where R 3 is ethylthio, R 4 is propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1155 Compounds of the general formula 1.5 where R 3 is ethylthio, R 4 is propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1156 Compounds of the general formula I.1 where R 3 is ethylthio, R 4 is iso-propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1157 Compounds of the general formula 1.2 where R 3 is ethylthio, R 4 is iso-propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1158 Compounds of the general formula 1.3 where R 3 is ethylthio, R 4 is iso-propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1159 Compounds of the general formula 1.4 where R 3 is ethylthio, R 4 is iso-propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1160 Compounds of the general formula 1.5 where R 3 is ethylthio, R 4 is iso-propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1161 Compounds of the general formula I.1 where R 3 is ethylthio, R 4 is 2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1162 Compounds of the general formula 1.2 where R 3 is ethylthio, R 4 is 2 -propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A 0050/46213 161 Table 1163 Compounds of the general formula 1.3 where R 3 is ethylthio, R 4 is 2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1164 Compounds of the general formula 1.4 where R 3 is ethylthio, R 4 is 2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1165 Compounds of the general formula 1.5 where R 3 is ethylthio, R 4 is 2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1166 Compounds of the general formula I.1 where R 3 is ethylthio, R 4 is E-3-chloro-2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1167 Compounds of the general formula 1.2 where R 3 is ethylthio, R 4 is E-3-chloro-2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1168 Compounds of the general formula 1.3 where R 3 is ethylthio, R 4 is E-3-chloro-2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1169 Compounds of the general formula 1.4 where R 3 is ethylthio, R 4 is E-3-chloro-2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1170 Compounds of the general formula 1.5 where R 3 is ethylthio, R 4 is E-3-chloro-2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1171 Compounds of the general formula I.1 where R 3 is ethylthio, R 4 is n-butyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A 0050/46213 162 Table 1172 Compounds of the general formula 1.2 where R 3 is ethylthio, R 4 is n-butyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1173 Compounds of the general formula 1.3 where R 3 is ethylthio, R 4 is n-butyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1174 Compounds of the general formula 1.4 where R 3 is ethylthio, R 4 is n-butyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1175 Compounds of the general formula 1.5 where R 3 is ethylthio, R 4 is n-butyl and the group z corresponds for each compound to one of the radicals mentioned in Table A Table 1176 Compounds of the general formula
CH
2 F and the group Z corresponds radicals mentioned in Table A Table 1177 Compounds of the general formula
CH
2 F and the group Z corresponds radicals mentioned in Table A Table 1178 Compounds of the general formula
CH
2 F and the group Z corresponds radicals mentioned in Table A Table 1179 Compounds of the general formula
CH
2 F and the group Z corresponds radicals mentioned in Table A Table 1180 Compounds of the general formula
CH
2 F and the group Z corresponds radicals mentioned in Table A I.1 where R 3 is ethylthio, R 4 is for each compound to one of the 1.2 where R 3 is ethylthio,
R
4 is for each compound to one of the 1.3 where R 3 is ethylthio, R 4 is for each compound to one of the 1.4 where R 3 is ethylthio, R 4 is for each compound to one of the 1.5 where R 3 is ethylthio, R 4 is for each compound to one of the Ib X .T 0050/46213 163 Table 1181 Compounds of the general formula I.1 where R 3 is ethylthio, R 4 is
CHF
2 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1182 Compounds of the general formula
CHF
2 and the group Z corresponds radicals mentioned in Table A Table 1183 Compounds of the general formula
CHF
2 and the group Z corresponds radicals mentioned in Table A Table 1184 Compounds of the general formula
CHF
2 and the group Z corresponds radicals mentioned in Table A 1.2 where R 3 is ethylthio,
R
4 is for each compound to one of the 1.3 where R 3 is ethylthio, R 4 is for each compound to one of the 1.4 where R 3 is ethylthio, R 4 is for each compound to one of the Table 1185 Compounds of the general formula 1.5 where R 3 is ethylthio, R 4 is
CHF
2 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1186 Compounds of the general formula I.1 where 2 -propynyl and the group Z corresponds for of the radicals mentioned in Table A Table 1187 Compounds of the general formula 1.2 where 2 -propynyl and the group Z corresponds for of the radicals mentioned in Table A
R
3 is ethylthio, R 4 is each compound to one
R
3 is ethylthio, R 4 is each compound to one Table 1188 Compounds of the general formula 1.3 where R 3 is ethylthio, R 4 is 2-propynyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1189 Compounds of the general formula 1.4 where R 3 is ethylthio, R 4 is 2-propynyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A (Ki 0050/46213 164 Table 1190 Compounds of the general formula 1.5 where R 3 is ethylthio, R 4 is 2-propynyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1191 Compounds of the general formula I.1 where R 3 is ethylthio, R 4 is
CH
2
CF
3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1192 Compounds of the general formula 1.2 where R 3 is ethylthio, R 4 is
CH
2
CF
3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1193 Compounds of the general formula 1.3 where R 3 is ethylthio, R 4 is
CH
2
CF
3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1194 Compounds of the general formula 1.4 where R 3 is ethylthio, R 4 is
CH
2
CF
3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1195 Compounds of the general formula 1.5 where R 3 is ethylthio, R 4 is
CH
2
CF
3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1196 Compounds of the general formula I.1 where R 3 is ethylthio, R 4 is
CH
2
CH
2 0CH 3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1197 Compounds of the general formula 1.2 where R 3 is ethylthio, R 4 is
CH
2
CH
2 0CH 3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1198 Compounds of the general formula 1.3 where R 3 is ethylthio, R 4 is
CH
2
CH
2 0CH 3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A 1'*X 0050/46213 165 Table 1199 Compounds of the general formula 1.4 where R 3 is ethylthio, R 4 is
CH
2
CH
2 0CH 3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1200 Compounds of the general formula 1.5 where R 3 is ethylthio, R 4 is
CH
2 CH20CH 3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1201 Compounds of the general formula I.1 where R 3 is methylamino, R 4 is methyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1202 Compounds of the general formula 1.2 where R 3 is methylamino, R 4 is methyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1203 Compounds of the general formula 1.3 where R 3 is methylamino, R 4 is methyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1204 Compounds of the general formula 1.4 where R 3 is methylamino, R 4 is methyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1205 Compounds of the general formula 1.5 where R 3 is methylamino, R 4 is methyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1206 Compounds of the general formula I.1 where R 3 is methylamino, R 4 is ethyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1207 Compounds of the general formula 1.2 where R 3 is methylamino, R 4 is ethyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A i,i ft 0050/46213 166 Table 1208 Compounds of is ethyl and the radicals Table 1209 Compounds of is ethyl and the radicals Table 1210 Compounds of is ethyl and the radicals Table 1211 Compounds of the general formula 1.3 the group Z corresponds mentioned in Table A the general formula 1.4 the group Z corresponds mentioned in Table A the general formula 1.5 the group Z corresponds mentioned in Table A where R 3 is methylamino, R 4 for each compound to one of where R 3 is methylamino,
R
4 for each compound to one of where R 3 for each is methylamino, compound to one the general formula I.1 where R 3 is methylamino, R 4 is propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1212 Compounds of the general formula 1.2 where R 3 is methylamino, R 4 is propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1213 Compounds of the general formula 1.3 where R 3 is methylamino, R 4 is propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1214 Compounds of the general formula 1.4 where R 3 is methylamino, R 4 is propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1215 Compounds of the general formula 1.5 where R 3 is methylamino, R 4 is propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1216 Compounds of the general formula I.1 where R 3 is methylamino, R 4 is iso-propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A 0050/46213 167 Table 1217 Compounds of the general formula 1.2 where R 3 is methylamino,
R
4 is iso-propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1218 Compounds of the general formula 1.3 where R 3 is methylamino,
R
4 is iso-propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1219 Compounds of the general formula 1.4 where R 3 is methylamino,
R
4 is iso-propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1220 Compounds of the general formula 1.5 where R 3 is methylamino,
R
4 is iso-propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1221 Compounds of the general formula I.1 where R 3 is methylamino,
R
4 is 2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1222 Compounds of the general formula 1.2 where R 3 is methylamino,
R
4 is 2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1223 Compounds of the general formula 1.3 where R 3 is methylamino,
R
4 is 2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1224 Compounds of the general formula 1.4 where R 3 is methylamino,
R
4 is 2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1225 Compounds of the general formula 1.5 where R 3 is methylamino,
R
4 is 2 -propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A 0050/46213 168 Table 1226 Compounds of the general formula I.1 where R 3 is methylamino, R 4 is E-3-chloro-2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1227 Compounds of the general formula 1.2 where R 3 is methylamino, R 4 is E-3-chloro-2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1228 Compounds of the general formula 1.3 where R 3 is methylamino, R 4 is E- 3 -chloro-2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1229 Compounds of the general formula 1.4 where R 3 is methylamino, R 4 is E-3-chloro-2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1230 Compounds of the general formula 1.5 where R 3 is methylamino, R 4 is E-3-chloro-2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1231 Compounds of the general formula I.1 where R 3 is methylamino, R 4 is n-butyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1232 Compounds of the general formula 1.2 where R 3 is methylamino, R 4 is n-butyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1233 Compounds of the general formula 1.3 where R 3 is methylamino, R 4 is n-butyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1234 Compounds of the general formula 1.4 where R 3 is methylamino, R 4 is n-butyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Ab:,.C n 0050/46213 169 Table 1235 Compounds of the general formula 1.5 where R 3 is methylamino, R 4 is n-butyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1236 Compounds of the general formula I.1 where R 3 is methylamino, R 4 is CH 2 F and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1237 Compounds of the general formula 1.2 where R 3 is methylamino, R 4 is CH 2 F and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1238 Compounds of the general formula 1.3 where R 3 is methylamino, R 4 is CH 2 F and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1239 Compounds of the general formula 1.4 where R 3 is methylamino, R 4 is CH 2 F and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1240 Compounds of the general formula 1.5 where R 3 is methylamino, R 4 is CH 2 F and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1241 Compounds of the general formula I.1 where R 3 is methylamino, R 4 is CHF 2 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1242 Compounds of the general formula 1.2 where R 3 is methylamino, R 4 is CHF 2 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1243 Compounds of the general formula 1.3 where R 3 is methylamino, R 4 is CHF 2 and the group Z corresponds for each compound to one of the radicals mentioned in Table A 19 0050/46213 170 Table 1244 Compounds of the general formula 1.4 where R 3 is methylamino, R 4 is CHF 2 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1245 Compounds of the general formula 1.5 where R 3 is methylamino, R 4 is CHF 2 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1246 Compounds of the general formula I.1 where R 3 is methylamino, R 4 is 2-propynyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1247 Compounds of the general formula 1.2 where R 3 is methylamino, R 4 is 2-propynyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1248 Compounds of the general formula 1.3 where R 3 is methylamino, R 4 is 2-propynyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1249 Compounds of the general formula 1.4 where R 3 is methylamino, R 4 is 2-propynyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1250 Compounds of the general formula 1.5 where R 3 is methylamino, R 4 is 2-propynyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1251 Compounds of the general formula I.1 where R 3 is methylamino, R 4 is CH 2
CF
3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1252 Compounds of the general formula 1.2 where R 3 is methylamino, R 4 is CH 2
CF
3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A 0050/46213 171 Table 1253 Compounds of the general formula 1.3 where R 3 is methylamino, R 4 is CH 2
CF
3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1254 Compounds of the general formula 1.4 where R 3 is methylamino, R 4 is CH 2
CF
3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1255 Compounds of the general formula 1.5 where R 3 is methylamino, R 4 is CH 2
CF
3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1256 Compounds of the general formula I.1 where R 3 is methylamino, R 4 is CH 2
CH
2 0CH 3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1257 Compounds of the general formula 1.2 where R 3 is methylamino, R 4 is CH 2
CH
2 0CH 3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1258 Compounds of the general formula 1.3 where R 3 is methylamino, R 4 is CH 2
CH
2 0CH 3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1259 Compounds of the general formula 1.4 where R 3 is methylamino, R 4 is CH 2
CH
2 0CH 3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1260 Compounds of the general formula 1.5 where R 3 is methylamino, R 4 is CH 2
CH
2 0CH 3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1261 Compounds of the general formula I.1 where R 3 is dimethylamino, R 4 is methyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A f, 0050/46213 172 Table 1262 Compounds of the general formula 1.2 where R 3 is dimethylamino, R 4 is methyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1263 Compounds of the general formula 1.3 where R 3 is dimethylamino, R 4 is methyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1264 Compounds of the general formula 1.4 where R 3 is dimethylamino, R 4 is methyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1265 Compounds of the general formula 1.5 where R 3 is dimethylamino, R 4 is methyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1266 Compounds of is ethyl and the radicals Table 1267 Compounds of is ethyl and the radicals Table 1268 Compounds of is ethyl and the radicals Table 1269 Compounds of is ethyl and the radicals Table 1270 Compounds of is ethyl and the radicals the general formula I.1 the group Z corresponds mentioned in Table A the general formula 1.2 the group Z corresponds mentioned in Table A the general formula 1.3 the group Z corresponds mentioned in Table A the general formula 1.4 the group Z corresponds mentioned in Table A the general formula 1.5 the group Z corresponds mentioned in Table A where R 3 is dimethylamino, R 4 for each compound to one of where R 3 for each where R 3 for each is dimethylamino,
R
4 compound to one of is dimethylamino, R 4 compound to one of where R 3 is dimethylamino, R 4 for each compound to one of where R 3 is dimethylamino, R 4 for each compound to one of i O el
I
0050/46213 173 Table 1271 Compounds of the general formula I.1 where R 3 is dimethylamino, R 4 is propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1272 Compounds of the general formula 1.2 where R 3 is dimethylamino, R 4 is propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1273 Compounds of the general formula 1.3 where R 3 is dimethylamino, R 4 is propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1274 Compounds of the general formula 1.4 where R 3 is dimethylamino, R 4 is propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1275 Compounds of the general formula 1.5 where R 3 is dimethylamino, R 4 is propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1276 Compounds of the general formula I.1 where R 3 is dimethylamino, R 4 is iso-propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1277 Compounds of the general formula 1.2 where R 3 is dimethylamino, R 4 is iso-propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1278 Compounds of the general formula 1.3 where R 3 is dimethylamino, R 4 is iso-propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1279 Compounds of the general formula 1.4 where R 3 is dimethylamino, R 4 is iso-propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A
Q
0050/46213 174 Table 1280 Compounds of the general formula 1.5 where R 3 is dimethylamino, R 4 is iso-propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1281 Compounds of the general formula I.1 where R 3 is dimethylamino, R 4 is 2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1282 Compounds of the general formula 1.2 where R 3 is dimethylamino, R 4 is 2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1283 Compounds of the general formula 1.3 where R 3 is dimethylamino, R 4 is 2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1284 Compounds of the general formula 1.4 where R 3 is dimethylamino, R 4 is 2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1285 Compounds of the general formula 1.5 where R 3 is dimethylamino, R 4 is 2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1286 Compounds of the general formula I.1 where R 3 is dimethylamino, R 4 is E-3-chloro-2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1287 Compounds of the general formula 1.2 where R 3 is dimethylamino, R 4 is E-3-chloro-2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1288 Compounds of the general formula 1.3 where R 3 is dimethylamino, R 4 is E-3-chloro-2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A 0050/46213 175 Table 1289 Compounds of the general formula 1.4 where R 3 is dimethylamino, R 4 is E-3-chloro-2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1290 Compounds of the general formula 1.5 where R 3 is dimethylamino, R 4 is E-3-chloro-2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1291 Compounds of the general formula I.1 where R 3 is dimethylamino, R 4 is n-butyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1292 Compounds of the general formula 1.2 where R 3 is dimethylamino, R 4 is n-butyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1293 Compounds of the general formula 1.3 where R 3 is dimethylamino, R 4 is n-butyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1294 Compounds of the general formula 1.4 where R 3 is dimethylamino, R 4 is n-butyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1295 Compounds of the general formula 1.5 where R 3 is dimethylamino, R 4 is n-butyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1296 Compounds of the general formula I.1 where R 3 is dimethylamino, R 4 is CH 2 F and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1297 Compounds of the general formula 1.2 where R 3 is dimethylamino, R 4 is CH 2 F and the group Z corresponds for each compound to one of the radicals mentioned in Table A V "t o^ 0050/46213 176 Table 1298 Compounds of the general formula 1.3 where R 3 is dimethylamino, R 4 is CH 2 F and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1299 Compounds of the general formula 1.4 where R 3 is dimethylamino, R 4 is CH 2 F and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1300 Compounds of the general formula 1.5 where R 3 is dimethylamino,
R
4 is CH 2 F and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1301 Compounds of the general formula I.1 where R 3 is dimethylamino, R 4 is CHF 2 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1302 Compounds of the general formula 1.2 where R 3 is dimethylamino, R 4 is CHF 2 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1303 Compounds of the general formula 1.3 where R 3 is dimethylamino, R 4 is CHF 2 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1304 Compounds of the general formula 1.4 where R 3 is dimethylamino, R 4 is CHF 2 and the group z corresponds for each compound to one of the radicals mentioned in Table A Table 1305 Compounds of the general formula 1.5 where R 3 is dimethylamino, R 4 is CHF 2 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1306 Compounds of the general formula I.1 where R 3 is dimethylamino, R 4 is 2-propynyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A
N
0050/46213 177 Table 1307 Compounds of the general formula 1.2 where R 3 is dimethylamino, R 4 is 2-propynyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1308 Compounds of the general formula 1.3 where R 3 is dimethylamino, R 4 is 2-propynyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1309 Compounds of the general formula 1.4 where R 3 is dimethylamino, R 4 is 2-propynyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1310 Compounds of the general formula 1.5 where R 3 is dimethylamino, R 4 is 2-propynyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1311 Compounds of the general formula I.1 where R 3 is dimethylamino, R 4 is CH 2
CF
3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1312 Compounds of the general formula 1.2 where R 3 is dimethylamino, R 4 is CH 2
CF
3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1313 Compounds of the general formula 1.3 where R 3 is dimethylamino, R 4 is CH 2
CF
3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1314 Compounds of the general formula 1.4 where R 3 is dimethylamino, R 4 is CH 2
CF
3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1315 Compounds of the general formula 1.5 where R 3 is dimethylamino, R 4 is CH 2
CF
3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A 0 0050/46213 178 Table 1316 Compounds of the general formula I.1 where R 3 is dimethylamino,
R
4 is CH 2
CH
2 0CH 3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1317 Compounds of the general formula 1.2 where R 3 is dimethylamino,
R
4 is CH 2
CH
2 0CH 3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1318 Compounds of the general formula 1.3 where R 3 is dimethylamino,
R
4 is CH 2 CH20CH 3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1319 Compounds of the general formula 1.4 where R 3 is dimethylamino,
R
4 is CH 2
CH
2 0CH 3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1320 Compounds of the general formula 1.5 where R 3 is dimethylamino,
R
4 is CH 2
CH
2 0CH 3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1321 Compounds of the general formula I.1 where R 3 is ethylamino, R 4 is methyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1322 Compounds of the general formula 1.2 where R 3 is ethylamino, R 4 is methyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1323 Compounds of the general formula 1.3 where R 3 is ethylamino, R 4 is methyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1324 Compounds of the general formula 1.4 where R 3 is ethylamino, R 4 is methyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A f" Q 0050/46213 179 Table 1325 Compounds of the general formula 1.5 where R 3 is ethylamino, R 4 is methyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1326 Compounds of the general formula I.1 where R 3 is ethylamino, R 4 is ethyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1327 Compounds of the general formula 1.2 where ethyl and the group Z corresponds for each radicals mentioned in Table A Table 1328 Compounds of the general formula 1.3 where ethyl and the group Z corresponds for each radicals mentioned in Table A
R
3 is ethylamino, R 4 is compound to one of the
R
3 is ethylamino, R 4 is compound to one of the Table 1329 Compounds of the general formula 1.4 where R 3 is ethylamino, R 4 is ethyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1330 Compounds of the general formula 1.5 where ethyl and the group Z corresponds for each radicals mentioned in Table A
R
3 is ethylamino, R 4 is compound to one of the Table 1331 Compounds of the general formula I.1 where R 3 is ethylamino, R 4 is propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1332 Compounds of the general formula 1.2 where R 3 is ethylamino, R 4 is propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1333 Compounds of the general formula 1.3 where R 3 is ethylamino, R 4 is propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A 0050/46213 180 Table 1334 Compounds of the general formula 1.4 where R 3 is ethylamino, R 4 is propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1335 Compounds of the general formula 1.5 where R 3 is ethylamino, R 4 is propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1336 Compounds of the general formula I.1 where R 3 is ethylamino, R 4 is iso-propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1337 Compounds of the general formula 1.2 where R 3 is ethylamino, R 4 is iso-propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1338 Compounds of the general formula 1.3 where R 3 is ethylamino, R 4 is iso-propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1339 Compounds of the general formula 1.4 where R 3 is ethylamino, R 4 is iso-propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1340 Compounds of the general formula 1.5 where R 3 is ethylamino, R 4 is iso-propyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1341 Compounds of the general formula I.1 where R 3 is ethylamino, R 4 is 2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1342 Compounds of the general formula 1.2 where R 3 is ethylamino, R 4 is 2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A 0050/46213 181 Table 1343 Compounds of the general formula 1.3 where R 3 is ethylamino, R 4 is 2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1344 Compounds of the general formula 1.4 where R 3 is ethylamino, R 4 is 2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1345 Compounds of the general formula 1.5 where R 3 is ethylamino, R 4 is 2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1346 Compounds of the general formula I.1 where R 3 is ethylamino, R 4 is E-3-chloro-2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1347 Compounds of the general formula 1.2 where R 3 is ethylamino, R 4 is E-3-chloro-2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1348 Compounds of the general formula 1.3 where R 3 is ethylamino, R 4 is E-3-chloro-2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1349 Compounds of the general formula 1.4 where R 3 is ethylamino, R 4 is E-3-chloro-2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1350 Compounds of the general formula 1.5 where R 3 is ethylamino, R 4 is E-3-chloro-2-propenyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1351 Compounds of the general formula I.1 where R 3 is ethylamino, R 4 is n-butyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A 4: S 0050/46213 182 Table 1352 Compounds of the general formula 1.2 where R 3 is ethylamino, n-butyl and the group Z corresponds for each compound to one the radicals mentioned in Table A
R
4 is of Table 1353 Compounds of the general formula 1.3 where R 3 is ethylamino, R 4 is n-butyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1354 Compounds of the general formula 1.4 where R 3 is ethylamino, R 4 is n-butyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1355 Compounds of the general formula 1.5 where R 3 is ethylamino, n-butyl and the group Z corresponds for each compound to one the radicals mentioned in Table A
R
4 is of Table 1356 Compounds of the general formula
CH
2 F and the group Z corresponds radicals mentioned in Table A Table 1357 Compounds of the general formula
CH
2 F and the group Z corresponds radicals mentioned in Table A Table 1358 Compounds of the general formula
CH
2 F and the group Z corresponds radicals mentioned in Table A Table 1359 Compounds of the general formula
CH
2 F and the group Z corresponds radicals mentioned in Table A I.1 where R 3 is ethylamino, for each compound to one of 1.2 where R 3 is ethylamino, for each compound to one of 1.3 where R 3 is ethylamino, for each compound to one of
R
4 is the
R
4 is the
R
4 is the 1.4 where R 3 is ethylamino, R 4 is for each compound to one of the Table 1360 Compounds of the general formula 1.5 where R 3 is ethylamino, R 4 is
CH
2 F and the group Z corresponds for each compound to one of the radicals mentioned in Table A
~I
0050/46213 183 Table 1361 Compounds of the general formula I.1 where R 3 is ethylamino,
R
4 is
CHF
2 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1362 Compounds of the general formula 1.2 where R 3 is ethylamino, R 4 is
CHF
2 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1363 Compounds of the general formula 1.3 where R 3 is ethylamino, R 4 is
CHF
2 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1364 Compounds of the general formula 1.4 where R 3 is ethylamino,
R
4 is
CHF
2 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1365 Compounds of the general formula 1.5 where R 3 is ethylamino, R 4 is
CHF
2 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1366 Compounds of the general formula I.1 where R 3 is ethylamino, R 4 is 2-propynyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1367 Compounds of the general formula 1.2 where R 3 is ethylamino, R 4 is 2 -propynyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1368 Compounds of the general formula 1.3 where R 3 is ethylamino, R 4 is 2-propynyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1369 Compounds of the general formula 1.4 where R 3 is ethylamino,
R
4 is 2-propynyl and the group 2 corresponds for each compound to one of the radicals mentioned in Table A 0050/46213 184 Table 1370 Compounds of the general formula 1.5 where R 3 is ethylamino,
R
4 is 2-propynyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1371 Compounds of the general formula I.1 where R 3 is ethylamino, R 4 is
CH
2
CF
3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1372 Compounds of the general formula 1.2 where R 3 is ethylamino,
R
4 is
CH
2
CF
3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1373 Compounds of the general formula 1.3 where R 3 is ethylamino,
R
4 is
CH
2
CF
3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1374 Compounds of the general formula 1.4 where R 3 is ethylamino,
R
4 is
CH
2
CF
3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1375 Compounds of the general formula 1.5 where R 3 is ethylamino, R 4 is
CH
2
CF
3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1376 Compounds of the general formula I.1 where R 3 is ethylamino, R 4 is
CH
2
CH
2 0CH 3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1377 Compounds of the general formula 1.2 where R 3 is ethylamino,
R
4 is
CH
2
CH
2 0CH 3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1378 Compounds of the general formula 1.3 where R 3 is ethylamino,
R
4 is
CH
2
CH
2 0CH 3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A 0050/46213 185 Table 1379 Compounds of the general formula 1.4 where R 3 is ethylamino, R 4 is
CH
2 CH20CH 3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1380 Compounds of the general formula 1.5 where R 3 is ethylamino, R 4 is
CH
2 CH20CH 3 and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1381 Compounds of the general formula I.1 where R 3 is methyl, R 4 is 2-butyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1382 Compounds of the general formula 1.2 where R 3 is methyl, R 4 is 2-butyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1383 Compounds of the general formula 1.3 where R 3 is methyl, R 4 is 2-butyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1384 Compounds of the general formula 1.4 where R 3 is methyl, R 4 is 2-butyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1385 Compounds of the general formula 1.5 where R 3 is methyl, R 4 is 2-butyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1386 Compounds of the general formula I.1 where R 3 is methyl, R 4 is 2-methylprop-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1387 Compounds of the general formula 1.2 where R 3 is methyl, R 4 is 2-methylprop-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A C>r 0050/46213 i 186 Table 1388 Compounds of the general formula 1.3 where R 3 2-methylprop-l-yl and the group Z corresponds to one of the radicals mentioned in Table A Table 1389 Compounds of the general formula 1.4 where R 3 2-methylprop-l-yl and the group Z corresponds to one of the radicals mentioned in Table A Table 1390 Compounds of the general formula 1.5 where R 3 2-methylprop-l-yl and the group Z corresponds to one of the radicals mentioned in Table A is methyl, R 4 is for each compound is methyl, R 4 is for each compound is methyl, R 4 is for each compound Table 1391 Compounds of the general formula I.1 where R 3 is methyl, R 4 is 1,1-dimethyleth-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1392 Compounds of the general formula 1.2 where R 3 is methyl, R 4 is 1,1-dimethyleth-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1393 Compounds of the general formula 1.3 where R 3 is methyl, R 4 is 1,1-dimethyleth-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1394 Compounds of the general formula 1.4 where R 3 is methyl, R 4 is 1,1-dimethyleth-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1395 Compounds of the general formula 1.5 where R 3 is methyl, R 4 is 1,1-dimethyleth-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1396 Compounds of the general formula I.1 where R 3 is methyl, R 4 is 1-pentyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A 0050/46213 187 Table 1397 Compounds of 1-pentyl and the radicals Table 1398 Compounds of 1-pentyl and the radicals Table 1399 Compounds of 1-pentyl and the radicals the general formula 1.2 where R 3 is methyl, R 4 is the group Z corresponds for each compound to one of mentioned in Table A the general formula 1.3 the group Z corresponds mentioned in Table A the general formula 1.4 the group Z corresponds mentioned in Table A where R 3 is methyl, R 4 is for each compound to one of where R 3 is methyl, R 4 is for each compound to one of Table 1400 Compounds of 1-pentyl and the radicals Table 1401 Compounds of the general formula 1.5 the group Z corresponds mentioned in Table A where R 3 is methyl, R 4 is for each compound to one of the general formula I.1 where R 3 is methyl, R 4 is 3-methylbut-l-yl and the group Z one of the radicals mentioned in Table 1402 Compounds of the general formula 3-methylbut-l-yl and the group Z one of the radicals mentioned in Table 1403 Compounds of the general formula 3-methylbut-l-yl and the group Z one of the radicals mentioned in Table 1404 Compounds of the general formula 3-methylbut-l-yl and the group Z one of the radicals mentioned in Table 1405 Compounds of the general formula 3-methylbut-l-yl and the group Z one of the radicals mentioned in corresponds for each compound to Table A 1.2 where R 3 is corresponds for Table A 1.3 where R 3 is corresponds for Table A methyl, R 4 is each compound to methyl, R 4 is each compound to 1.4 where R 3 is methyl, R 4 is corresponds for each compound to Table A 1.5 where R 3 is methyl, R 4 is corresponds for each compound to Table A 9i C 0050/46213 188 Table 1406 Compounds of the general formula I.1 where R 3 is methyl, R 4 is 2,2-dimethylprop-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1407 Compounds of the general formula 1.2 where R 3 is methyl, R 4 is 2,2-dimethylprop-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1408 Compounds of the general formula 1.3 where R 3 is methyl, R 4 is 2,2-dimethylprop-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1409 Compounds of the general formula 1.4 where R 3 is methyl, R 4 is 2,2-dimethylprop-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1410 Compounds of the general formula 1.5 where R 3 is methyl, R 4 is 2,2-dimethylprop-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1411 Compounds of the general formula I.1 where R 3 is methyl, R 4 is 2-methylbut-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1412 Compounds of the general formula 1.2 where R 3 is methyl, R 4 is 2-methylbut-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1413 Compounds of the general formula 1.3 where R 3 is methyl, R 4 is 2-methylbut-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1414 Compounds of the general formula 1.4 where R 3 is methyl, R 4 is 2-methylbut-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A i-
[L,
0050/46213 189 Table 1415 Compounds of the general formula 1.5 where R 3 is methyl, R 4 is 2-methylbut-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1416 Compounds of the general formula 1-methylbut-l-yl and the group Z one of the radicals mentioned in Table 1417 Compounds of the general formula 1-methylbut-l-yl and the group Z one of the radicals mentioned in Table 1418 Compounds of the general formula 1-methylbut-l-yl and the group Z one of the radicals mentioned in Table 1419 Compounds of the general formula 1-methylbut-l-yl and the group Z one of the radicals mentioned in I.1 where R 3 is methyl, R 4 is corresponds for each compound to Table A 1.2 where R 3 is methyl, R 4 is corresponds for each compound to Table A 1.3 where R 3 is methyl, R 4 is corresponds for each compound to Table A 1.4 where R 3 is methyl, R 4 is corresponds for each compound to Table A Table 1420 Compounds of the general formula 1.5 where R 3 is methyl, R 4 is 1-methylbut-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1421 Compounds of the general formula I.1 where R 3 is methyl, R 4 is 3-pentyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1422 Compounds of the general formula 1.2 where R 3 is methyl, R 4 is 3-pentyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1423 Compounds of the general formula 1.3 where R 3 is methyl, R 4 is 3-pentyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A 0050/46213 190 Table 1424 Compounds of 3-pentyl and the radicals Table 1425 Compounds of 3-pentyl and the radicals the general formula 1.4 where R 3 is methyl, R 4 is the group Z corresponds for each compound to one of mentioned in Table A the general formula 1.5 where R 3 is methyl, R 4 is the group Z corresponds for each compound to one of mentioned in Table A Table 1426 Compounds of the general formula 3-methylbutan-2-yl and the group to one of the radicals mentioned Table 1427 Compounds of the general formula 3-methylbutan-2-yl and the group to one of the radicals mentioned Table 1428 Compounds of the general formula 3-methylbutan-2-yl and the group to one of the radicals mentioned Table 1429 Compounds of the general formula 3-methylbutan-2-yl and the group to one of the radicals mentioned Table 1430 Compounds of the general formula 3-methylbutan-2-yl and the group to one of the radicals mentioned Table 1431 Compounds of the general formula 2-methylbutan-2-yl and the group to one of the radicals mentioned Table 1432 Compounds of the general formula 2-methylbutan-2-yl and the group to one of the radicals mentioned I.1 where R 3 is methyl, R 4 is Z corresponds for each compound in Table A 1.2 where R 3 is methyl, R 4 is Z corresponds for each compound in Table A 1.3 where R 3 is methyl, R 4 is Z corresponds for each compound in Table A 1.4 where R 3 is methyl, R 4 is Z corresponds for each compound in Table A 1.5 where R 3 is methyl, R 4 is Z corresponds for each compound in Table A I.1 where R 3 is methyl, R 4 is Z corresponds for each compound in Table A 1.2 where R 3 is methyl, R 4 is Z corresponds for each compound in Table A
M
1; C 0050/46213 Table 1433 Compounds of the general formula 2-methylbutan-2-yl and the group to one of the radicals mentioned Table 1434 Compounds of the general formula 2-methylbutan-2-yl and the group to one of the radicals mentioned Table 1435 Compounds of the general formula 2-methylbutan-2-yl and the group to one of the radicals mentioned 1.3 where R 3 is methyl, R 4 is Z corresponds for each compound in Table A 1.4 where R 3 is methyl, R 4 is Z corresponds for each compound in Table A 1.5 where R 3 is methyl, R 4 is Z corresponds for each compound in Table A Table 1436 Compounds of the general formula I.1 where R 3 is methyl, R 4 is 1-hexyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1437 Compounds of the general formula 1.2 where R 3 is methyl, R 4 is 1-hexyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1438 Compounds of the general formula 1.3 where R 3 is methyl, 1-hexyl and the group Z corresponds for each compound to the radicals mentioned in Table A Table 1439 Compounds of the general formula 1.4 where R 3 is methyl, 1-hexyl and the group Z corresponds for each compound to the radicals mentioned in Table A
R
4 is one of
R
4 is one of Table 1440 Compounds of the general formula 1.5 where R 3 is methyl, R 4 is 1-hexyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1441 Compounds of the general formula I.1 where R 3 is methyl, R 4 is 3,3-dimethylbutan-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A II 0 0050/46213 192 Table 1442 Compounds of the general formula 1.2 where R 3 is methyl, R 4 is 3,3-dimethylbutan-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1443 Compounds of the general formula 1.3 where R 3 is methyl, R 4 is 3,3-dimethylbutan-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1444 Compounds of the general formula 1.4 where R 3 is methyl, R 4 is 3,3-dimethylbutan-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1445 Compounds of the general formula 1.5 where R 3 is methyl, R 4 is 3,3-dimethylbutan-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1446 Compounds of the general formula I.1 where R 3 is methyl, R 4 is 2-ethylbut-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1447 Compounds of the general formula 1.2 where R 3 is methyl, R 4 is 2-ethylbut-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1448 Compounds of the general formula 1.3 where R 3 is methyl, R 4 is 2-ethylbut-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1449 Compounds of the general formula 1.4 where R 3 is methyl, R 4 is 2-ethylbut-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1450 Compounds of the general formula 1.5 where R 3 is methyl, R 4 is 2-ethylbut-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A
II
0050/46213 193 Table 1451 Compounds of the general formula I.1 where R 3 is methyl, R 4 is 1-ethylbut-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1452 Compounds of the general formula 1.2 where R 3 is methyl, R 4 is 1-ethylbut-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1453 Compounds of the general formula 1.3 where R 3 is methyl, R 4 is 1-ethylbut-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1454 Compounds of the general formula 1.4 where R 3 is methyl, R 4 is 1-ethylbut-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1455 Compounds of the general formula 1.5 where R 3 is methyl, R 4 is 1-ethylbut-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1456 Compounds of the general formula I.1 where R 3 is methyl, R 4 is 4-methylpent-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1457 Compounds of the general formula 1.2 where R 3 is methyl, R 4 is 4-methylpent-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1458 Compounds of the general formula 1.3 where R 3 is methyl, R 4 is 4 -methylpent-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1459 Compounds of the general formula 1.4 where R 3 is methyl, R 4 is 4 -methylpent-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A
L
0050/46213 194 Table 1460 Compounds of the general formula 1.5 where R 3 4-methylpent-l-yl and the group Z corresponds to one of the radicals mentioned in Table A Table 1461 Compounds of the general formula I.1 where R 3 cyclopropylmethyl and the group Z corresponds to one of the radicals mentioned in Table A Table 1462 Compounds of the general formula 1.2 where R 3 cyclopropylmethyl and the group Z corresponds to one of the radicals mentioned in Table A Table 1463 Compounds of the general formula 1.3 where R 3 cyclopropylmethyl and the group Z corresponds to one of the radicals mentioned in Table A Table 1464 Compounds of the general formula 1.4 where R 3 cyclopropylmethyl and the group Z corresponds to one of the radicals mentioned in Table A Table 1465 Compounds of the general formula 1.5 where R 3 cyclopropylmethyl and the group Z corresponds to one of the radicals mentioned in Table A Table 1466 Compounds of the general formula I.1 where R 3 cyclopentylmethyl and the group Z corresponds to one of the radicals mentioned in Table A Table 1467 Compounds of the general formula 1.2 where R 3 cyclopentylmethyl and the group Z corresponds to one of the radicals mentioned in Table A Table 1468 Compounds of the general formula 1.3 where R 3 cyclopentylmethyl and the group Z corresponds to one of the radicals mentioned in Table A is methyl, R 4 is for each compound is methyl, R 4 is for each compound is methyl, R 4 is for each compound is methyl, R 4 is for each compound is methyl, R 4 is for each compound is methyl, R 4 is for each compound is methyl, R 4 is for each compound is methyl, R 4 is for each compound is methyl, R 4 is for each compound 7 3 I /i 0050/46213 195 Table 1469 Compounds of the general formula 1.4 where R 3 is methyl, R 4 is cyclopentylmethyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1470 Compounds of the general formula 1.5 where R 3 is methyl, R 4 is cyclopentylmethyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1471 Compounds of the general formula cyclohexylmethyl and the group Z one of the radicals mentioned in Table 1472 Compounds of the general formula cyclohexylmethyl and the group Z one of the radicals mentioned in Table 1473 Compounds of the general formula cyclohexylmethyl and the group Z one of the radicals mentioned in Table 1474 Compounds of the general formula cyclohexylmethyl and the group Z one of the radicals mentioned in Table 1475 Compounds of the general formula cyclohexylmethyl and the group Z one of the radicals mentioned in I.1 where R 3 is methyl, R 4 is corresponds for each compound to Table A 1.2 where R 3 is methyl, R 4 is corresponds for each compound to Table A 1.3 where R 3 is methyl, R 4 is corresponds for each compound to Table A 1.4 where R 3 is corresponds for Table A 1.5 where R 3 is corresponds for Table A methyl, R 4 is each compound to methyl, R 4 is each compound to Table 1476 Compounds of the general formula I.1 where R 3 is methyl, R 4 is 2 -cyclopropyleth-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1477 Compounds of the general formula 1.2 where R 3 is methyl, R 4 is 2-cyclopropyleth-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A
N
'a d ~1 /Ii 0050/46213 196 Table 1478 Compounds of the general formula 1.3 where R 3 is methyl, R 4 is 2-cyclopropyleth-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1479 Compounds of the general formula 1.4 where R 3 is methyl, R 4 is 2-cyclopropyleth-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1480 Compounds of the general formula 1.5 where R 3 is methyl, R 4 is 2 -cyclopropyleth-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1481 Compounds of the general formula I.1 where R 3 is methyl, R 4 is 2-cyclopentyleth-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1482 Compounds of the general formula 1.2 where R 3 is methyl, R 4 is 2-cyclopentyleth-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1483 Compounds of the general formula 1.3 where R 3 is methyl, R 4 is 2-cyclopentyleth-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1484 Compounds of the general formula 1.4 where R 3 is methyl, R 4 is 2 -cyclopentyleth-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1485 Compounds of the general formula 1.5 where R 3 is methyl, R 4 is 2 -cyclopentyleth-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1486 Compounds of the general formula I.1 where R 3 is methyl, R 4 is 2-cyclohexyleth-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A 1 I] I S(A 0050/46213 197 Table 1487 Compounds of the general formula 1.2 where R 3 is methyl, R 4 is 2 -cyclohexyleth-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1488 Compounds of the general formula 1.3 where R 3 is methyl, R 4 is 2-cyclohexyleth-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1489 Compounds of the general formula 1.4 where R 3 is methyl, R 4 is 2 -cyclohexyleth-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1490 Compounds of the general formula 1.5 where R 3 is methyl, R 4 is 2 -cyclohexyleth-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1491 Compounds of the general formula 2-fluoroeth-l-yl and the group Z one of the radicals mentioned in Table 1492 Compounds of the general formula 2 -fluoroeth-l-yl and the group Z one of the radicals mentioned in Table 1493 Compounds of the general formula 2-fluoroeth-l-yl and the group Z one of the radicals mentioned in I.1 where R 3 is methyl, R 4 is corresponds for each compound to Table A 1.2 where R 3 is corresponds for Table A 1.3 where R 3 is corresponds for Table A methyl, R 4 is each compound to methyl, R 4 is each compound to Table 1494 Compounds of the general formula 2 -fluoroeth-l-yl and the group Z one of the radicals mentioned in Table 1495 Compounds of the general formula 2-fluoroeth-l-yl and the group Z one of the radicals mentioned in 1.4 where R 3 is methyl, R 4 is corresponds for each compound to Table A 1.5 where R 3 is methyl, R 4 is corresponds for each compound to Table A /T cr MEI 'i yi 0 0050/46213 198 Table 1496 Compounds of the general formula I.1 where R 3 is methyl, R 4 is 3 -fluoroprop-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1497 Compounds of the general formula 1.2 where R 3 is methyl, R 4 is 3-fluoroprop-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1498 Compounds of the general formula 1.3 where R 3 is methyl, R 4 is 3-fluoroprop-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1499 Compounds of the general formula 1.4 where R 3 is methyl, R 4 is 3 -fluoroprop-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1500 Compounds of the general formula 1.5 where R 3 is methyl, R 4 is 3-fluoroprop-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1501 Compounds of the general formula I.1 where R 3 is methyl, R 4 is 2, 2 -difluoroeth-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1502 Compounds of the general formula 1.2 where R 3 is methyl, R 4 is 2 ,2-difluoroeth-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1503 Compounds of the general formula 1.3 where R 3 is methyl, R 4 is 2 ,2-difluoroeth-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1504 Compounds of the general formula 1.4 where R 3 is methyl, R 4 is 2, 2 -difluoroeth-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A 0050/46213 199 Table 1505 Compounds of the general formula 1.5 where R 3 is methyl, R 4 is 2,2-difluoroeth-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1506 Compounds of the general formula I.1 where R 3 is methyl, R 4 is 2-bromoeth-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1507 Compounds of the general formula 1.2 where R 3 is methyl, R 4 is 2-bromoeth-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1508 Compounds of the general formula 1.3 where R 3 is methyl, R 4 is 2-bromoeth-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1509 Compounds of the general formula 1.4 where R 3 is methyl, R 4 is 2-bromoeth-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1510 Compounds of the general formula 1.5 where R 3 is methyl, R 4 is 2-bromoeth-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1511 Compounds of the general formula 3-bromopropan-l-yl and the group to one of the radicals mentioned Table 1512 Compounds of the general formula 3 -bromopropan-l-yl and the group to one of the radicals mentioned Table 1513 Compounds of the general formula 3 -bromopropan-l-yl and the group to one of the radicals mentioned I.1 where R 3 is methyl, R 4 is Z corresponds for each compound in Table A 1.2 where R 3 is methyl, R 4 is Z corresponds for each compound in Table A 1.3 where R 3 is methyl, R 4 is Z corresponds for each compound in Table A nC 0050/46213 200 Table 1514 Compounds of the general formula 3-bromopropan-l-yl and the group to one of the radicals mentioned Table 1515 Compounds of the general formula 3-bromopropan-l-yl and the group to one of the radicals mentioned 1.4 where R 3 is methyl, R 4 is Z corresponds for each compound in Table A 1.5 where R 3 is methyl, R 4 is Z corresponds for each compound in Table A Table 1516 Compounds of the general formula I.1 where R 3 4-bromobutan-l-yl and the group Z corresponds to one of the radicals mentioned in Table A Table 1517 Compounds of the general formula 1.2 where R 3 4-bromobutan-l-yl and the group Z corresponds to one of the radicals mentioned in Table A Table 1518 Compounds of the general formula 1.3 where R 3 4-bromobutan-l-yl and the group Z corresponds to one of the radicals mentioned in Table A Table 1519 Compounds of the general formula 1.4 where R 3 4-bromobutan-l-yl and the group Z corresponds to one of the radicals mentioned in Table A Table 1520 Compounds of the general formula 1.5 where R 3 4-bromobutan-l-yl and the group Z corresponds to one of the radicals mentioned in Table A is methyl, R 4 is for each compound is methyl, R 4 is for each compound is methyl, R 4 is for each compound is methyl, R 4 is for each compound is methyl, R 4 is for each compound Table 1521 Compounds of the general formula I.1 where R 3 is methyl, R 4 is 2-iodoeth-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1522 Compounds of the general formula 1.2 where R 3 is methyl, R 4 is 2-iodoeth-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A C) 0050/46213 201 Table 1523 Compounds of the general formula 1.3 where 2-iodoeth-l-yl and the group Z corresponds one of the radicals mentioned in Table A Table 1524 Compounds of the general formula 1.4 where 2-iodoeth-l-yl and the group Z corresponds one of the radicals mentioned in Table A Table 1525 Compounds of the general formula 1.5 where 2-iodoeth-l-yl and the group Z corresponds one of the radicals mentioned in Table A
R
3 is methyl, R 4 is for each compound to
R
3 is methyl, R 4 is for each compound to
R
3 is methyl, R 4 is for each compound to Table 1526 Compounds of the general formula 2-chloroeth-l-yl and the group Z one of the radicals mentioned in Table 1527 Compounds of the general formula 2-chloroeth-l-yl and the group Z one of the radicals mentioned in Table 1528 Compounds of the general formula 2-chloroeth-l-yl and the group Z one of the radicals mentioned in Table 1529 Compounds of the general formula 2-chloroeth-l-yl and the group Z one of the radicals mentioned in Table 1530 Compounds of the general formula 2-chloroeth-l-yl and the group Z one of the radicals mentioned in 1.1 where R 3 is methyl, R 4 is corresponds for each compound to Table A 1.2 where R 3 is methyl, R 4 is corresponds for each compound to Table A 1.3 where R 3 is corresponds for Table A 1.4 where R 3 is corresponds for Table A methyl, R 4 is each compound to methyl, R 4 is each compound to 1.5 where R 3 is methyl, R 4 is corresponds for each compound to Table A Table 1531 Compounds of the general formula I.1 where R 3 is methyl, R 4 is 3-chloroprop-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A XX i ,T /c: 0050/46213 202 Table 1532 Compounds of the general formula 1.2 where R 3 is methyl, R 4 is 3-chloroprop-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1533 Compounds of the general formula 1.3 where R 3 is methyl, R 4 is 3-chloroprop-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1534 Compounds of the general formula 1.4 where R 3 is methyl, R 4 is 3-chloroprop-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1535 Compounds of the general formula 1.5 where R 3 is methyl, R 4 is 3-chloroprop-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1536 Compounds of the general formula I.1 where R 3 is methyl, R 4 is 4-chlorobut-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1537 Compounds of the general formula 1.2 where R 3 is methyl, R 4 is 4-chlorobut-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1538 Compounds of the general formula 1.3 where R 3 is methyl, R 4 is 4-chlorobut-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1539 Compounds of the general formula 1.4 where R 3 is methyl, R 4 is 4-chlorobut-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1540 Compounds of the general formula 1.5 where R 3 is methyl, R 4 is 4-chlorobut-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A 0050/46213 203 Table 1541 Compounds of the general formula I.1 where R 3 is methyl, R 4 is cyanomethyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1542 Compounds of the general formula 1.2 where R 3 is methyl, R 4 is cyanomethyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1543 Compounds of the general formula 1.3 where R 3 is methyl, R 4 is cyanomethyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1544 Compounds of the general formula 1.4 where R 3 is methyl, R 4 is cyanomethyl and the group z corresponds for each compound to one of the radicals mentioned in Table A Table 1545 Compounds of the general formula 1.5 where R 3 is methyl, R 4 is cyanomethyl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1546 Compounds of the general formula I.1 where R 3 is methyl, R 4 is 2 -cyanoeth-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1547 Compounds of the general formula 1.2 where R 3 is methyl, R 4 is 2 -cyanoeth-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1548 Compounds of the general formula 1.3 where R 3 is methyl, R 4 is 2 -cyanoeth-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1549 Compounds of the general formula 1.4 where R 3 is methyl, R 4 is 2 -cyanoeth-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A A i 0050/46213 204 Table 1550 Compounds of the general formula 1.5 where R 3 is methyl, R 4 is 2-cyanoeth-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1551 Compounds of the general formula I.1 where R 3 is methyl, R 4 is 3-cyanoprop-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A
I
Table 1552 Compounds of the general formula 3-cyanoprop-l-yl and the group Z one of the radicals mentioned in Table 1553 Compounds of the general formula 3-cyanoprop-l-yl and the group Z one of the radicals mentioned in Table 1554 Compounds of the general formula 3-cyanoprop-l-yl and the group Z one of the radicals mentioned in 1.2 where R 3 is methyl, R 4 is corresponds for each compound to Table A 1.3 where R 3 is methyl, R 4 is corresponds for each compound to Table A 1.4 where R 3 is methyl, R 4 is corresponds for each compound to Table A Table 1555 Compounds of the general formula 1.5 where R 3 is methyl, R 4 is 3-cyanoprop-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1556 Compounds of the general formula I.1 where R 3 is methyl, R 4 is 4-cyanobut-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1557 Compounds of the general formula 1.2 where R 3 is methyl, R 4 is 4-cyanobut-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1558 Compounds of the general formula 1.3 where R 3 is methyl, R 4 is 4 -cyanobut-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A 0050/46213 205 Table 1559 Compounds of the general formula 1.4 where R 3 is methyl, R 4 is 4-cyanobut-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1560 Compounds of the general formula 1.5 where R 3 is methyl, R 4 is 4-cyanobut-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1561 Compounds of the general formula I.1 where R 3 2-methoxyeth-l-yl and the group Z corresponds to one of the radicals mentioned in Table A Table 1562 Compounds of the general formula 1.2 where R 3 2-methoxyeth-l-yl and the group Z corresponds to one of the radicals mentioned in Table A Table 1563 Compounds of the general formula 1.3 where R 3 2-methoxyeth-l-yl and the group Z corresponds to one of the radicals mentioned in Table A Table 1564 Compounds of the general formula 1.4 where R 3 2-methoxyeth-l-yl and the group Z corresponds to one of the radicals mentioned in Table A Table 1565 Compounds of the general formula 1.5 where R 3 2-methoxyeth-l-yl and the group Z corresponds to one of the radicals mentioned in Table A is methyl, R 4 is for each compound is methyl, R 4 is for each compound is methyl, R 4 is for each compound is methyl, R 4 is for each compound is methyl, R 4 is for each compound Table 1566 Compounds of the general formula 2-ethoxyeth-l-yl and the group Z one of the radicals mentioned in Table 1567 Compounds of the general formula 2-ethoxyeth-l-yl and the group Z one of the radicals mentioned in I.1 where R 3 is methyl, R 4 is corresponds for each compound to Table A 1.2 where R 3 is methyl, R 4 is corresponds for each compound to Table A 0050/46213 206 Table 1568 Compounds of the general formula 2-ethoxyeth-l-yl and the group Z one of the radicals mentioned in Table 1569 Compounds of the general formula 2-ethoxyeth-l-yl and the group Z one of the radicals mentioned in Table 1570 Compounds of the general formula 2-ethoxyeth-l-yl and the group Z one of the radicals mentioned in 1.3 where R 3 is methyl, R 4 is corresponds for each compound to Table A 1.4 where R 3 is methyl, R 4 is corresponds for each compound to Table A 1.5 where R 3 is methyl, R 4 is corresponds for each compound to Table A Table 1571 Compounds of the general formula I.1 where R 3 is methyl, R 4 is 2 -isopropoxyeth-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1572 Compounds of the general formula 1.2 where R 3 is methyl, R 4 is 2-isopropoxyeth-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1573 Compounds of the general formula 1.3 where R 3 is methyl, R 4 is 2 -isopropoxyeth-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1574 Compounds of the general formula 1.4 where R 3 is methyl, R 4 is 2 -isopropoxyeth-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1575 Compounds of the general formula 1.5 where R 3 is methyl, R 4 is 2 -isopropoxyeth-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1576 Compounds of the general formula I.1 where R 3 is methyl, R 4 is 3 -methoxyprop-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A 0050/46213 207 Table 1577 Compounds of the general formula 3-methoxyprop-l-yl and the group to one of the radicals mentioned Table 1578 Compounds of the general formula 3-methoxyprop-l-yl and the group to one of the radicals mentioned Table 1579 Compounds of the general formula 3-methoxyprop-l-yl and the group to one of the radicals mentioned Table 1580 Compounds of the general formula 3-methoxyprop-l-yl and the group to one of the radicals mentioned 1.2 where R 3 is methyl, R 4 is Z corresponds for each compound in Table A 1.3 where R 3 is methyl, R 4 is Z corresponds for each compound in Table A 1.4 where R 3 is methyl, R 4 is Z corresponds for each compound in Table A 1.5 where R 3 is methyl, R 4 is Z corresponds for each compound in Table A Table 1581 Compounds of the general formula I.1 where R 3 3-ethoxyprop-l-yl and the group Z corresponds to one of the radicals mentioned in Table A Table 1582 Compounds of the general formula 1.2 where R 3 3-ethoxyprop-l-yl and the group Z corresponds to one of the radicals mentioned in Table A Table 1583 Compounds of the general formula 1.3 where R 3 3-ethoxyprop-l-yl and the group Z corresponds to one of the radicals mentioned in Table A Table 1584 Compounds of the general formula 1.4 where R 3 3-ethoxyprop-l-yl and the group Z corresponds to one of the radicals mentioned in Table A is methyl, R 4 is for each compound is methyl, R 4 is for each compound is methyl, R 4 is for each compound is methyl, R 4 is for each compound Table 1585 Compounds of the general formula 1.5 where R 3 is methyl, R 4 is 3 -ethoxyprop-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A 0050/46213 208 Table 1586 Compounds of the general formula I.1 where R 3 is methyl, R 4 is 3 -isopropoxyprop-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1587 Compounds of the general formula 1.2 where R 3 is methyl, R 4 3 -isopropoxyprop-l-yl and the group Z corresponds for each pound to one of the radicals mentioned in Table A is com- Table 1588 Compounds of the general formula 1.3 where R 3 is methyl, R 4 is 3 -isopropoxyprop-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1589 Compounds of the general formula 1.4 where R 3 is methyl, R 4 is 3 -isopropoxyprop-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1590 Compounds of the general formula 1.5 where R 3 is methyl, R 4 is 3 -isopropoxyprop-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1591 Compounds of the general formula I.1 where R 3 4-methoxybut-l-yl and the group Z corresponds to one of the radicals mentioned in Table A Table 1592 Compounds of the general formula 1.2 where R 3 4-methoxybut-l-yl and the group Z corresponds to one of the radicals mentioned in Table A Table 1593 Compounds of the general formula 1.3 where R 3 4-methoxybut-l-yl and the group Z corresponds to one of the radicals mentioned in Table A Table 1594 Compounds of the general formula 1.4 where R 3 4 -methoxybut-l-yl and the group Z corresponds to one of the radicals mentioned in Table A I is methyl, R 4 is for each compound is methyl, R 4 is for each compound is methyl, R 4 is for each compound is methyl, R 4 is for each compound 0050/46213 209 Table 1595 Compounds of the general formula 1.5 where R 3 is methyl, R 4 is 4-methoxybut-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1596 Compounds of the general formula 4-ethoxybut-l-yl and the group Z one of the radicals mentioned in Table 1597 Compounds of the general formula 4-ethoxybut-l-yl and the group Z one of the radicals mentioned in Table 1598 Compounds of the general formula 4-ethoxybut-l-yl and the group Z one of the radicals mentioned in Table 1599 Compounds of the general formula 4-ethoxybut-l-yl and the group Z one of the radicals mentioned in Table 1600 Compounds of the general formula 4-ethoxybut-l-yl and the group Z one of the radicals mentioned in I.1 where R 3 is methyl, R 4 is corresponds for each compound to Table A 1.2 where R 3 is methyl, R 4 is corresponds for each compound to Table A 1.3 where R 3 is methyl, R 4 is corresponds for each compound to Table A 1.4 where R 3 is methyl, R 4 is corresponds for each compound to Table A 1.5 where R 3 is corresponds for Table A methyl, R 4 is each compound to Table 1601 Compounds of the general formula I.1 where R 3 is methyl, R 4 is 4 -isopropoxybut-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1602 Compounds of the general formula 1.2 where R 3 is methyl, R 4 is 4 -isopropoxybut-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1603 Compounds of the general formula 1.3 where R 3 is methyl, R 4 is 4 -isopropoxybut-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A 0050/46213 210 Table 1604 Compounds of the general formula 1.4 where R 3 is methyl, R 4 is 4-isopropoxybut-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1605 Compounds of the general formula 1.5 where R 3 is methyl, R 4 is 4 -isopropoxybut-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1606 Compounds of the general formula I.1 where R 3 is methyl, R 4 is Ebut-2-en-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1607 Compounds of the general formula 1.2 where R 3 is methyl, R 4 is Ebut-2-en-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1608 Compounds of the general formula 1.3 where R 3 is methyl, R 4 is Ebut-2-en-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1609 Compounds of the general formula 1.4 where R 3 is methyl, R 4 is Ebut-2-en-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1610 Compounds of the general formula 1.5 where R 3 is methyl, R 4 is Ebut-2-en-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1611 Compounds of the general formula I.1 where R 3 is methyl, R 4 is Zbut-2-en-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1612 Compounds of the general formula 1.2 where R 3 is methyl, R 4 is Zbut-2-en-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Y C; ,c.
v 1 >L^ 0050/46213 211 Table 1613 Compounds of the general formula 1.3 where R 3 is methyl, R 4 is Zbut-2-en-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1614 Compounds of the general formula 1.4 where R 3 is methyl, R 4 is Zbut-2-en-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1615 Compounds of the general formula 1.5 where R 3 is methyl, R 4 is Zbut-2-en-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1616 Compounds of the general formula I.1 where R 3 is methyl, R 4 is 3methylbut-2-en-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1617 Compounds of the general formula 1.2 where R 3 is methyl, R 4 is 3methylbut-2-en-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1618 Compounds of the general formula 1.3 where R 3 is methyl, R 4 is 3methylbut-2-en-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1619 Compounds of the general formula 1.4 where R 3 is methyl, R 4 is 3methylbut-2-en-1-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1620 Compounds of the general formula 1.5 where R 3 is methyl, R 4 is 3methylbut-2-en-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1621 Compounds of the general formula I.1 where R 3 is methyl, R 4 is 2-methylprop-2-en-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A r 0050/46213 212 Table 1622 Compounds of the general formula 1.2 where R 3 is methyl, R 4 is 2 -methylprop-2-en-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1623 Compounds of the general formula 1.3 where R 3 is methyl, R 4 is 2 -methylprop-2-en-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1624 Compounds of the general formula 1.4 where R 3 is methyl, R 4 is 2 -methylprop-2-en-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1625 Compounds of the general formula 1.5 where R 3 is methyl, R 4 2 -methylprop-2-en-l-yl and the group Z corresponds for each pound to one of the radicals mentioned in Table A is com- Table 1626 Compounds of the general formula I.1 where R 3 but-3-en-l-yl and the group Z corresponds for one of the radicals mentioned in Table A Table 1627 Compounds of the general formula 1.2 where R 3 but-3-en-l-yl and the group Z corresponds for one of the radicals mentioned in Table A Table 1628 Compounds of the general formula 1.3 where R 3 but-3-en-l-yl and the group Z corresponds for one of the radicals mentioned in Table A is methyl, R 4 is each compound to is methyl, R 4 is each compound to is methyl, R 4 is each compound to Table 1629 Compounds of the general formula 1.4 where R 3 is methyl, R 4 is but-3-en-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1630 Compounds of the general formula 1.5 where R 3 is methyl, R 4 is but-3-en-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A 3 i:i) C 0050/46213 213 Table 1631 Compounds of the general formula I.1 where R 3 is methyl, R 4 is Z-3-chloroprop-2-en-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1632 Compounds of the general formula 1.2 where R 3 is methyl, R 4 is Z-3-chloroprop-2-en-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1633 Compounds of the general formula 1.3 where R 3 is methyl, R 4 is Z-3-chloroprop-2-en-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1634 Compounds of the general formula 1.4 where R 3 is methyl, R 4 is Z-3-chloroprop-2-en-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1635 Compounds of the general formula 1.5 where R 3 is methyl, R 4 is Z-3-chloroprop-2-en-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1636 Compounds of the general formula I.1 where R 3 is methyl, R 4 is 2 -chloroprop-2-en-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1637 Compounds of the general formula 1.2 where R 3 is methyl, R 4 is 2-chloroprop-2-en-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1638 Compounds of the general formula 1.3 where R 3 is methyl, R 4 is 2-chloroprop-2-en-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1639 Compounds of the general formula 1.4 where R 3 is methyl, R 4 is 2 -chloroprop-2-en-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A \i 01 0050/46213 214 Table 1640 Compounds of the general formula 1.5 where R 3 is methyl, R 4 is 2-chloroprop-2-en-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1641 Compounds of the general formula I.1 where R 3 is methyl, R 4 is 3,3-dichloroprop-2-en-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1642 Compounds of the general formula 1.2 where R 3 is methyl, R 4 is 3,3-dichloroprop-2-en-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1643 Compounds of the general formula 1.3 where R 3 is methyl, R 4 is 3,3-dichloroprop-2-en-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1644 Compounds of the general formula 1.4 where R 3 is methyl, R 4 is 3,3-dichloroprop-2-en-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1645 Compounds of the general formula 1.5 where R 3 is methyl, R 4 is 3,3-dichloroprop-2-en-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1646 Compounds of the general formula I.1 where R 3 is methyl, R 4 is 2,3,3-trichloroprop-2-en-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1647 Compounds of the general formula 1.2 where R 3 is methyl, R 4 is 2,3,3-trichloroprop-2-en-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1648 Compounds of the general formula 1.3 where R 3 is methyl, R 4 is 2,3,3-trichloroprop-2-en-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A L 1"
C)
ICn- 0050/46213 215 Table 1649 Compounds of the general formula 1.4 where R 3 is methyl, R 4 is 2,3,3-trichloroprop-2-en-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1650 Compounds of the general formula 1.5 where R 3 is methyl, R 4 is 2,3,3-trichloroprop-2-en-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1651 Compounds of the general formula I.1 where R 3 is methyl, R 4 is Z-2,3-dichloroprop-2-en-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1652 Compounds of the general formula 1.2 where R 3 is methyl, R 4 is Z-2,3-dichloroprop-2-en-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1653 Compounds of the general formula 1.3 where R 3 is methyl, R 4 is Z-2,3-dichloroprop-2-en-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1654 Compounds of the general formula 1.4 where R 3 is methyl, R 4 is Z-2,3-dichloroprop-2-en-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1655 Compounds of the general formula 1.5 where R 3 is methyl, R 4 is Z-2,3-dichloroprop-2-en-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1656 Compounds of the general formula I.1 where R 3 is methyl, R 4 is E-2,3-dichloroprop-2-en-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1657 Compounds of the general formula 1.2 where R 3 is methyl, R 4 is E-2,3-dichloroprop-2-en-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A
C
0050/46213 216 Table 1658 Compounds of the general formula 1.3 where R 3 is methyl, R 4 is E-2,3-dichloroprop-2-en-1-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1659 Compounds of the general formula 1.4 where R 3 is methyl, R 4 is E-2,3-dichloroprop-2-en-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1660 Compounds of the general formula 1.5 where R 3 is methyl, R 4 is E-2,3-dichloroprop-2-en-1-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1661 Compounds of the general formula I.1 where R 3 is methyl, R 4 is Z-3-bromoprop-2-en-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1662 Compounds of the general formula 1.2 where R 3 is methyl, R 4 is Z-3-bromoprop-2-en-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1663 Compounds of the general formula 1.3 where R 3 is methyl, R 4 is Z-3-bromoprop-2-en-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1664 Compounds of the general formula 1.4 where R 3 is methyl, R 4 is Z-3-bromoprop-2-en-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1665 Compounds of the general formula 1.5 where R 3 is methyl, R 4 is Z-3-bromoprop-2-en-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1666 Compounds of the general formula I.1 where R 3 is methyl, R 4 is E-3-bromoprop-2-en-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A I i× 0050/46213 217 Table 1667 Compounds of the general formula 1.2 where R 3 is methyl, R 4 is E-3-bromoprop-2-en-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1668 Compounds of the general formula 1.3 where R 3 is methyl, R 4 is E-3-bromoprop-2-en-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1669 Compounds of the general formula 1.4 where R 3 is methyl, R 4 is E-3-bromoprop-2-en-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1670 Compounds of the general formula 1.5 where R 3 is methyl, R 4 is E-3-bromoprop-2-en-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1671 Compounds of the general formula I.1 where R 3 is methyl, R 4 is 2 -bromoprop-2-en-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1672 Compounds of the general formula 1.2 where R 3 is methyl, R 4 is 2-bromoprop-2-en-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1673 Compounds of the general formula 1.3 where R 3 is methyl, R 4 is 2-bromoprop-2-en-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1674 Compounds of the general formula 1.4 where R 3 is methyl, R 4 is 2-bromoprop-2-en-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1675 Compounds of the general formula 1.5 where R 3 is methyl, R 4 is 2-bromoprop-2-en-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Ui !i 0050/46213 218 Table 1676 Compounds of the general formula I.1 where R 3 is methyl, R 4 is 3,3-dibromoprop-2-en-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1677 Compounds of the general formula 1.2 where R 3 is methyl, R 4 is 3,3-dibromoprop-2-en-1-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1678 Compounds of the general formula 1.3 where R 3 is methyl, R 4 is 3,3-dibromoprop-2-en-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1679 Compounds of the general formula 1.4 where R 3 is methyl, R 4 is 3, 3 -dibromoprop-2-en-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1680 Compounds of the general formula 1.5 where R 3 is methyl, R 4 is 3,3-dibromoprop-2-en-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1681 Compounds of the general formula I.1 where R 3 is methyl, R 4 is 2 ,3,3-tribromoprop-2-en-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1682 Compounds of the general formula 1.2 where R 3 is methyl, R 4 is 2,3, 3 -tribromoprop-2-en-1-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1683 Compounds of the general formula 1.3 where R 3 is methyl, R 4 is 2,3, 3 -tribromoprop-2-en-1-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1684 Compounds of the general formula 1.4 where R 3 is methyl, R 4 is 2,3, 3 -tribromoprop-2-en-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A 0050/46213 219 Table 1685 Compounds of the general formula 1.5 where R 3 is methyl, R 4 is 2 3 ,3-tribromoprop-2-en-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1686 Compounds of the general formula I.1 where R 3 is methyl, R 4 is Z-2,3-dibromoprop-2-en-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1687 Compounds of the general formula 1.2 where R 3 is methyl, R 4 is Z-2,3-dibromoprop-2-en-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1688 Compounds of the general formula 1.3 where R 3 is methyl, R 4 is Z-2,3-dibromoprop-2-en-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1689 Compounds of the general formula 1.4 where R 3 is methyl, R 4 is Z-2,3-dibromoprop-2-en-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1690 Compounds of the general formula 1.5 where R 3 is methyl, R 4 is Z-2,3-dibromoprop-2-en-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1691 Compounds of the general formula I.1 where R 3 is methyl, R 4 is E-2,3-dibromoprop-2-en-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1692 Compounds of the general formula 1.2 where R 3 is methyl, R 4 is E-2,3-dibromoprop-2-en-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1693 Compounds of the general formula 1.3 where R 3 is methyl, R 4 is
E-
2 ,3-dibromoprop-2-en-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A
I!
^fT4 0050/46213 220 Table 1694 Compounds of the general formula 1.4 where R 3 is methyl, R 4 is E-2,3-dibromoprop-2-en-1-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1695 Compounds of the general formula 1.5 where R 3 is methyl, R 4 is E-2,3-dibromoprop-2-en-1-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1696 Compounds of the general formula I.1 where R 3 is methyl, R 4 is E-2-chlorobut-2-en-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1697 Compounds of the general formula 1.2 where R 3 is methyl, R 4 is E-2-chlorobut-2-en-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1698 Compounds of the general formula 1.3 where R 3 is methyl, R 4 is E-2-chlorobut-2-en-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1699 Compounds of the general formula 1.4 where R 3 is methyl, R 4 is E-2-chlorobut-2-en-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1700 Compounds of the general formula 1.5 where R 3 is methyl, R 4 is E-2-chlorobut-2-en-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1701 Compounds of the general formula I.1 where R 3 is methyl, R 4 is Z-2-chlorobut-2-en-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1702 Compounds of the general formula 1.2 where R 3 is methyl, R 4 is Z-2-chlorobut-2-en-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A o^ 0050/46213 221 Table 1703 Compounds of the general formula 1.3 where R 3 is methyl, R 4 is Z-2-chlorobut-2-en-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1704 Compounds of the general formula 1.4 where R 3 is methyl, R 4 is Z-2-chlorobut-2-en-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1705 Compounds of the general formula 1.5 where R 3 is methyl, R 4 is Z-2-chlorobut-2-en-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1706 Compounds of the general formula I.1 where R 3 is methyl, R 4 is E-3-chlorobut-2-en-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1707 Compounds of the general formula 1.2 where R 3 is methyl, R 4 is E-3-chlorobut-2-en-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1708 Compounds of the general formula 1.3 where R 3 is methyl, R 4 is E-3-chlorobut-2-en-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1709 Compounds of the general formula 1.4 where R 3 is methyl, R 4 is E-3-chlorobut-2-en-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1710 Compounds of the general formula 1.5 where R 3 is methyl, R 4 is E-3-chlorobut-2-en-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1711 Compounds of the general formula I.1 where R 3 is methyl, R 4 is Z-3-chlorobut-2-en-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A H 0050/46213 222 Table 1712 Compounds of the general formula 1.2 where R 3 is methyl, R 4 is Z-3-chlorobut-2-en-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1713 Compounds of the general formula 1.3 where R 3 is methyl, R 4 is Z-3-chlorobut-2-en-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1714 Compounds of the general formula 1.4 where R 3 is methyl, R 4 is Z-3-chlorobut-2-en-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1715 Compounds of the general formula 1.5 where R 3 is methyl, R 4 is Z-3-chlorobut-2-en-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1716 Compounds of the general formula I.1 where R 3 is methyl, R 4 is E-2-bromobut-2-en-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1717 Compounds of the general formula 1.2 where R 3 is methyl, R 4 is E-2-bromobut-2-en-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1718 Compounds of the general formula 1.3 where R 3 is methyl, R 4 is E-2-bromobut-2-en-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1719 Compounds of the general formula 1.4 where R 3 is methyl, R 4 is E-2-bromobut-2-en-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1720 Compounds of the general formula 1.5 where R 3 is methyl, R 4 is E-2-bromobut-2-en-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A 0050/46213 223 Table 1721 Compounds of the general formula I.1 where R 3 is methyl, R 4 is Z-2-bromobut-2-en-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1722 Compounds of the general formula 1.2 where R 3 is methyl, R 4 is Z-2-bromobut-2-en-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1723 Compounds of the general formula 1.3 where R 3 is methyl, R 4 is Z-2-bromobut-2-en-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1724 Compounds of the general formula 1.4 where R 3 is methyl, R 4 is Z-2-bromobut-2-en-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1725 Compounds of the general formula 1.5 where R 3 is methyl, R 4 is Z-2-bromobut-2-en-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1726 Compounds of the general formula I.1 where R 3 is methyl, R 4 is E-3-bromobut-2-en-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1727 Compounds of the general formula 1.2 where R 3 is methyl, R 4 is E-3-bromobut-2-en-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1728 Compounds of the general formula 1.3 where R 3 is methyl, R 4 is E-3-bromobut-2-en-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1729 Compounds of the general formula 1.4 where R 3 is methyl, R 4 is E-3-bromobut-2-en-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A 0050/46213 224 Table 1730 Compounds of the general formula 1.5 where R 3 is methyl, R 4 is E-3-bromobut-2-en-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1731 Compounds of the general formula I.1 where R 3 is methyl, R 4 is Z-3-bromobut-2-en-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1732 Compounds of the general formula 1.2 where R 3 is methyl, R 4 is Z-3-bromobut-2-en-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1733 Compounds of the general formula 1.3 where R 3 is methyl, R 4 is Z-3-bromobut-2-en-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1734 Compounds of the general formula 1.4 where R 3 is methyl, R 4 is Z-3-bromobut-2-en-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1735 Compounds of the general formula 1.5 where R 3 is methyl, R 4 is Z-3-bromobut-2-en-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1736 Compounds of the general formula I.1 where R 3 is methyl, R 4 is 3-chloroprop-2-yn-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1737 Compounds of the general formula 1.2 where R 3 is methyl, R 4 is 3-chloroprop-2-yn-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1738 Compounds of the general formula 1.3 where R 3 is methyl, R 4 is 3-chloroprop-2-yn-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A i 0050/46213 225 Table 1739 Compounds of the general formula 1.4 where R 3 is methyl, R 4 is 3-chloroprop-2-yn-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1740 Compounds of the general formula 1.5 where R 3 is methyl, R 4 is 3-chloroprop-2-yn-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1741 Compounds of the general formula I.1 where R 3 is methyl, R 4 is 3-bromoprop-2-yn-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1742 Compounds of the general formula 1.2 where R 3 is methyl, R 4 is 3-bromoprop-2-yn-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1743 Compounds of the general formula 1.3 where R 3 is methyl, R 4 is 3-bromoprop-2-yn-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1744 Compounds of the general formula 1.4 where R 3 is methyl, R 4 is 3-bromoprop-2-yn-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1745 Compounds of the general formula 1.5 where R 3 is methyl, R 4 is 3-bromoprop-2-yn-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1746 Compounds of the general formula I.1 where R 3 is methyl, R 4 is 3 -iodoprop-2-yn-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1747 Compounds of the general formula 1.2 where R 3 is methyl, R 4 is 3-iodoprop-2-yn-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A i il lt.c c
T
0050/46213 226 Table 1748 Compounds of the general formula 1.3 where R 3 is methyl, R 4 is 3 -iodoprop-2-yn-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1749 Compounds of the general formula 1.4 where R 3 is methyl, R 4 is 3-iodoprop-2-yn-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1750 Compounds of the general formula 1.5 where R 3 is methyl, R 4 is 3-iodoprop-2-yn-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1751 Compounds of the general formula I.1 where R 3 is methyl, R 4 is but-2-yn-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1752 Compounds of the general formula 1.2 where R 3 is methyl, R 4 is but-2-yn-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1753 Compounds of the general formula 1.3 where R 3 is methyl, R 4 is but-2-yn-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1754 Compounds of the general formula 1.4 where R 3 is methyl, R 4 is but-2-yn-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1755 Compounds of the general formula 1.5 where R 3 is methyl, R 4 is but-2-yn-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1756 Compounds of the general formula I.1 where R 3 is methyl, R 4 is but-3-yn-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A T Q 0050/46213 227 Table 1757 Compounds of the general formula 1.2 where R 3 is methyl, R 4 is but-3-yn-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1758 Compounds of the general formula 1.3 where R 3 is methyl, R 4 is but-3-yn-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1759 Compounds of the general formula 1.4 where R 3 is methyl, R 4 is but-3-yn-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1760 Compounds of the general formula 1.5 where R 3 is methyl, R 4 is but-3-yn-l-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1761 Compounds of the general formula I.1 where R 3 is methyl, R 4 is but-3-yn-2-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1762 Compounds of the general formula 1.2 where R 3 is methyl, R 4 is but-3-yn-2-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1763 Compounds of the general formula 1.3 where R 3 is methyl, R 4 is but-3-yn-2-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1764 Compounds of the general formula 1.4 where R 3 is methyl, R 4 is but-3-yn-2-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A Table 1765 Compounds of the general formula 1.5 where R 3 is methyl, R 4 is but-3-yn-2-yl and the group Z corresponds for each compound to one of the radicals mentioned in Table A
C
0050/46213 228 Table 1766 Compounds of the general formula I.1 where pent-3-yn-l-yl and the group Z corresponds one of the radicals mentioned in Table A Table 1767 Compounds of the general formula 1.2 where pent-3-yn-l-yl and the group Z corresponds one of the radicals mentioned in Table A Table 1768 Compounds of the general formula 1.3 where pent-3-yn-l-yl and the group Z corresponds one of the radicals mentioned in Table A
R
3 is methyl, R 4 is for each compound to
R
3 is methyl, R 4 is for each compound to
R
3 is methyl, R 4 is for each compound to Table 1769 Compounds of the general formula 1.4 where pent-3-yn-l-yl and the group Z corresponds one of the radicals mentioned in Table A Table 1770 Compounds of the general formula 1.5 where pent-3-yn-l-yl and the group Z corresponds one of the radicals mentioned in Table A Table 1771 Compounds of the general formula I.1 where pent-4-yn-l-yl and the group Z corresponds one of the radicals mentioned in Table A Table 1772 Compounds of the general formula 1.2 where pent-4-yn-l-yl and the group Z corresponds one of the radicals mentioned in Table A Table 1773 Compounds of the general formula 1.3 where pent-4-yn-l-yl and the group Z corresponds one of the radicals mentioned in Table A Table 1774 Compounds of the general formula 1.4 where pent-4-yn-l-yl and the group Z corresponds one of the radicals mentioned in Table A
R
3 is methyl, R 4 is for each compound to
R
3 is methyl, R 4 is for each compound to
R
3 is methyl, R 4 is for each compound to
R
3 is methyl, R 4 is for each compound to
R
3 is methyl, R 4 is for each compound to
R
3 is methyl, R 4 is for each compound to /k '1 I 'p c 0050/46213 229 Table 1775 Compounds of the general formula 1.5 where pent-4-yn-l-yl and the group Z corresponds one of the radicals mentioned in Table A Table 1776 Compounds of the general formula I.1 where pent-3-yn-2-yl and the group Z corresponds one of the radicals mentioned in Table A Table 1777 Compounds of the general formula 1.2 where pent-3-yn-2-yl and the group Z corresponds one of the radicals mentioned in Table A Table 1778 Compounds of the general formula 1.3 where pent-3-yn-2-yl and the group Z corresponds one of the radicals mentioned in Table A Table 1779 Compounds of the general formula 1.4 where pent-3-yn-2-yl and the group Z corresponds one of the radicals mentioned in Table A Table 1780 Compounds of the general formula 1.5 where pent-3-yn-2-yl and the group Z corresponds one of the radicals mentioned in Table A
R
3 is methyl, R 4 is for each compound to
R
3 is methyl, R 4 is for each compound to
R
3 is methyl, R 4 is for each compound to
R
3 is methyl, R 4 is for each compound to
R
3 is methyl, R 4 is for each compound to
R
3 is methyl, R 4 is for each compound to 7, 0 0050/46213 230 Table A No.
Z
51 pyrrol-1-yl 2 2-CH 3 -pyrrol-l-yl 3 3-CH 3 -pyrrol-1-yl 4 3 4
CH
3 2 -pyrrol-1-yl 2, 5- (CH 3 2-pyrrol-1-yl 6 2, 3- (CH 3 2 -pyrrol-1-yl 7 2,4- (CH 3 )2-pyrrol-1-yl 82C2H-yrl1y 8 2-CH 2
CH
3 -pyrrol-1-yl 3,-HCH2C 3 -pyrrol-1-yl 0 31 ,4-(CH 2
CH
3 )2-pyrrol-1-yl 2012 2,5-(CH 2
CH
3 2 -pyrrol-1-yl 12 2, 3-(CH 2
CH
3 )2-pyrrol-1-yl 13 CHCH 3 )2-pyrrol--yl 153-CH(CH 3 2 -pyrrol-1-yl 16 2 5- [CH (CH 3 2 1 2 -pyrrol-1-yl 17 2, 4- [CH (CH 3 2 2 -pyrrol-1-yl 18 2-C(CH 3 3 -pyrrol-1-yl 19 3-C (CH 3 3 -pyrrol-1-yl 2, 5- C(CH 3 3 1 2 -pyrrol-1-yl 3521 2 4-[C(CH 3 3 2 -pyrrol-1-yl 22 3-C 6 H5-pyrrol-1-yl 23 2-F-pyrrol-1-yl 24 3-F-pyrrol-1-yl 25 2 ,3-F 2 -pyrrol-1-yl 26 2, 4-F 2 -pyrrol-1-yl 27 2, 5-F 2 -pyrrol-1-yl 4528 3, 4-F 2 -pyrrol-1-yl 29 2 r3,4-F3-pyrrol-1-yl 235-F 3 -pyrrol-1-yl
ITC
0050/46213 231 No. z 31 2 ,3,4,5-F 4 -pyrrol-1-yl 32 2-Cl-pyrrol-1-yl 33 3-Cl-pyrrol-1-yl 34 2, 3-C12-pyrrol-1-yl 2, 4-C12-pyrrol-1-yl 36 2,5-Cl 2 -pyrrol-1-yl 37 3, 4-C12-pyrrol-1-yl 38 2,3, 4-C1 3 -pyrrol-1-y.
39 2,3, 5-C1 3 -pyrrol-1-yl 1s 2,3,4, 5-C1 4 -pyrrol-1-yl 41 2-Br-pyrrol--1-yl 42 3-Br-pyrrol-1-yl 43 2,3-Br 2 -pyrrol-1-yl 44 2, 4-Br 2 -pyrrol-1-yl 2, 5-Br 2 -pyrrol-1-yl 46 3, 4-Br 2 -pyrrol-1-yl 4 ,,-r-yrl1y 47 2,3, 4-Br 3 -pyrrol-1-yl 48 2,3,45-Br-pyrrol-1-yl 50 2-CN-pyrrol-1-yl 51 3-CN--pyrrol-1-yl 52 2, 3-CN2-pyrrol-1-yl 53 2, 4-CN 2 -pyrrol-1-yl 54 2, 5-CN 2 -pyrrol-1-yl 3, 4-CN 2 -pyrrol-1-yl 56 2-N02-pyrrol-1-yl 57 3-N02-pyrrol-1-yl 58 2 3 -1N02) 2 -pyrrol-1-yl 59 2 4 (N0 2 2 -pyrrol-1-yl 4560 2 5 -1N02) 2 -pyrrol-1-yl 61 3 4 -(N0 2 2 -pyrrol-1-yi L 62 2-CF3-pyrrol-1-yl Li.
0050/46213 )j 232 No.
Z
63 3-CF 3 -pyrrol-1-yl 64 2,3-(CF 3 2 -pyrrol-1-yl 2,4-(CF 3 2 pyrrol-1-yl 66 2,5- (CF 3 )2-pyrrol-1-y1 67 3,4-(CF 3 2 -pyrrol-1-yl 68 2-OCH 3 -pyrrol-1-yl 69 3-OCH 3 -pyrrol-1-yl 2,3- (OCH 3 )2-pyrrol-1-yl 71 2,4- (OCH 3 )2-pyrrol-1-y1 72 2,5- (OCH 3 )2-pyrrol-1-yl 73 3,4- (OCH 3 )2-pyrrol-1-yl 74 2-0C 6
H
5 -pyrrol-1-yl 75 3-0C 6
H
5 -pyrrol-1-yl 76 2-OCH 2
C
6
H
5 pyrrol-1-yl 77 3-OCH 2
C
6
H
5 -pyrrol-1-yl 78 2-COCH 3 -pyrrol-1-yl 79 3-COCH 3 -pyrrol-1-yl 2-N(CH 3 2 -pyrrol-1-yl 81 3-N(CH 3 2 -pyrrol-1-yl 82 3,4- (CO 2
CH
2
CH
3 )2-pyrrol-1-yl 83 3,4- (COCH 3 2-pyrrol-1-yl 84 2-C (CH 3
)=NOCH
3 -pyrrol-1-yl 3-C(CH 3
)NOCH
3 -pyrrol-1-yl 86 2-C (CH 3
)=NOCH
2
CH
3 -pyrrol-1-yl 87 3-C (CH 3
)=NOCH
2
CH
2
CH
3 -pyrrol-1-yl 88 2-C (CH 3
)NOCH
2
CH
2
CH
3 -pyrrol-1-yl 89 3-C (CH 3
=NOCH
2
CH
3 -pyrrol-1-yl 2-C(CH 3
)=NOCH(CH
3 )2-pyrrol-1-yl 91 3-C(CH 3
)=NOCH(CH
3 2 -pyrrol-1-yl 92 2-CO2CH 3 -pyrrol-1-yl 93 3-CO2CH 3 -pyrrol-1-yl 94 12-CONH 2 -pyrrol-1-yl
-M
0050/ 46213 233 No.
Z
3-CONH 2 pyrrol-1-yl 96 2-CObIHCH 3 -pyrrol-1--yl 59 97 3-CONHCH 3 -pyrrol-1-yl 98 2 -CON (CH 3 2 -pyrrol-1-yl 99 3-C0N(CH 3 2 -pyrrol-1-yl 100 2-SCH 3 -pyrrol-1-yl 101 3-SCH 3 pyrrol-1-yl 102 2-SO 2
CH
3 -pyrrol-1-yl 15103 3-SO 2
CH
3 -pyrrol--1-yl 104 indol-1-yl 105 3-F-indol-1-yl 106 4-F-indol-1-yl 107 5-F-indol-1-yl 108 6-F-indol-1-yl 109 7-F-indol-1-yl 25110 3-Cl-indol-1-yl -C-nol1y 112 4-Cl-indol-1-yl 112 5-Cl-indol-1-yl 30113 6-Cl-indol-1-yl 30114 7-C1-indol-1-yl 115 3-Br-indol-1-yl 116 5-Br-indol-1-yl 118 6-Br--indol-1-yl 119 7-Br-indol-1-yl 120 3-CN-indol-1-yl 121 4-CN-indol-1-yl 122 5-CN-indol-1-y.
123 6-CN-indol-1-yl 124 7-CN-indol-1-yl 125 3-N0 2 -indol-1-yl 126 4-N0 2 -indol-1-yl 0050/46213 234 No.
Z
127 5-N0 2 -indol-1-yl 128 6-N0 2 -indol-1-yl 129 7-N0 2 -indol-1-yl 130 2-CH 3 -indol-1-yl 131 3-CH 3 -indol-1-yl 132 4-CH 3 -indol-1-yl 133 5-CH 3 -indol-1-yl 134 6-CH 3 -indol-1-yl 135 7-CH 3 -indol-1-yl 136 2,3- (CHA) 2 -indol-1-yl 137 2,5-(CH 3 2 -indol-1-yl 138 3-OCH 3 -indol-1-yl 139 4-OCH 3 -indol-1-yl 140 5-OCH 3 -indol-1-yl 141 6-OCH 3 -indol-1-yl 142 7-OCH 3 indol-1-yl 143 5-(CO 2
CH
3 )-indol-1-yl 144 5-OH-indol-1-yl 145 carbazol-1-yl 146 4-aza-indol-1-yl 147 pyrazol-1-yl 148 3-CN-pyrazol-1-yl 149 4-CN-pyrazol-1-yl 150 5-CN-pyrazol-1-yl 151 3, 4-CN 2 -pyrazol-1-yl 152 3, 5-CN2-pyrazol-1-yl 153 4,5-CN2-pyrazol-1-yl 154 3-N0 2 -pyrazol-1-yl 155 4-N0 2 -pyrazol-1-yl 156 5-N02-pyrazol-1-yl 157 3,4-(N02) 2 -pyrazol-1-yl 158 3, 5-(N02) 2 -pyrazol-1-yl X 0050/46213 235 No.
159 4,5- (NO 2 2 -pyrazol-1-yl 160 3-F-pyrazol-1-yl 11 4Fprzl1y 161 4-F-pyrazol-1-yl 162 3,-F-pyrazol--yl 10163 3, 4-F 2 -pyrazol-1-yl 10164 3,5-F 2 -pyrazol-1-yl 165 34, 5-F-pyrazol-1-yl 166 3,4,5--pyrazol-1-yl is167 3-C1-pyrazol-1-yl 168 4-Cl-pyrazol-1-yl 169 20170 3,4-Cl2-pyrazol-1-yl 20171 4,5-Cl 2 -pyrazol-1-yl 172 34, 5-C 2 -pyrazol--yl 173 3,4, -C1 3 z-rzl- -y 25174 3-Br-pyrazol-1-yl -r-yaol1y 175 34-Br-pyrazol--yl 30176 35-Br-pyrazol-1-yl 177 3, 4-Br 2 -pyrazol-1-yl 30180 3,45-Br-pyrazol-1-yl 35179 4, -Br-pyrazol--yl 180 53,4 -Br-razol-yl 181 CH -pyrazol-1-yl 40182 4,-CH 3 -pyrazol-1-yl 183 4 5- CH -pyrazol-l l 184 3 ,4,-(CH 3 )-pyrazol-1-yl 188 3-CH 2
CH
3 -pyrazol-1-yl 189 4-CH 2
CH
3 -pyrazol-1-y.
190 5-CH 2
CH
3 -pyrazol-1-yl 0050/46213 236 No. Z 191 3,4- (CH 2
CH
3 2 -pyrazol-1-yl 192 3,5- (CH 2
CH
3 2 -pyrazol-1-yl 193 4,5- (CH 2
CH
3 2 -pyrazol-1-yl 194 3-CH 2
CH
2
CH
3 -pyrazol-1-yl 195 4-CH 2
CH
2
CH
3 -pyrazol- 1--yl 196 5-CH 2
CH
2
CH
3 -pyrazol-1-yl 197 3,4- (CH 2
CH
2
CH
3 2 -pyrazol-1-yl 198 3,5- (CH 2
CH
2
CH
3 2 -pyrazol-1-yl 199 4 5- (CH 2
CH
2
CH
3 2 -pyrazol-1-yl 200 3-CH(CH 3 2 -pyrazol-1-yl 201 4-CH(CH 3 2 -pyrazol-1-yl 202 5-CH (CH 3 2 -pyrazol-1-yl 203 3,4-[CH(CH 3 2 2 -pyrazol-1-yl 204 3,5- [CH (CHA) 2 2 -pyrazol-1-yl 205 4,5- [CH (CHA) 2 2 -pyrazol-1-yl 206 3-C (Gi 3 3 -pyrazol-1-yl 207 4-C (Gi 3 3 -pyrazol-1-yl 208 5-C(CH 3 3 -pyrazol-1-yl 209 3, 4-[C (CH 3 3 1 2 -pyrazol-1-yl 210 3, 5-[C (CH 3 3 2 -pyrazol-1-yl 211 4, 5- (C(CHA) 3 1 2 -pyrazol-1-yl 212 3,4, 5- [C (CHA) 3 1 3 -pyrazol--yl 213 3-CF 3 -pyrazol-1-yl 214 4-CF 3 -pyrazol-1-yl 215 5-CF 3 -pyrazol-1-yl 216 3,4-(CF 3 2 -pyrazol-1-yl 217 3,5-(CF 3 2 -pyrazol-1-yl 218 4,5-(CF 3 2 -pyrazol-1-yl 219 3-OCH3-pyrazol-1-yl 220 4-OCil 3 -pyrazol-1-y.
221 5-OCH 3 -pyrazol-1-yl 222 13,4- (0CH 3 2 -pyrazol-1-yl 0050/ 46213 237 No. Z 223 3,5-(OCH 3 2 -pyrazol-1-yl 224 4,5-(OCH 3 2 -pyrazol-1-yl 225 3-C 6
H
5 -pyrazol-1-yl 226 4-C 6
H
5 -pyrazol-1-yl 227 5-C 6
H
5 -pyrazol-1-yl 228 3,4-(C6H 5 2 -pyrazol-1-y.
229 3- (2 '-CH 3
-C
6
H
4 -pyrazol-1-yl 230 3- (3 '-CH 3
-C
6
H
4 )-pyrazol-1-yl 231 3- (4 '-CH 3
-C
6
H
4 -pyrazol-1-yl 232 3 2
-C
6
H
3 ]-pyrazol-1-yl 233 3 -(CH 3 2
-C
6
H
3 ]-pyrazol-1-yl 234 3 2
-C
6
H
3 ]-pyrazol-1-yl 235 3 2
-C
6
H
3 ]-pyrazol-1-yl 236 3 2
-C
6
H
3 ]-pyrazol-1-yl 237 5'-(CH 3 2
-C
6
H
3 ]-pyrazol-1-yl 238 3-(2 '-F-C 6
H
4 )-pyrazol-1-yl 239 3-(3 '-F-C 6
H
4 )-pyrazol-1-yl 240 3-(4 '-F-C 6
H
4 )-pyrazol-1-yl 241 ,3'-F 2
-C
6
H
3 )-pyrazol-1-yl 242 3- -F 2 -C 6
H
3 )-pyrazol-1-yl 243 3- -F 2
-C
6
H
3 )-pyrazol-1-yl 244 ,6'-F 2
-C
6
H
3 )-pyrazol-1-yl 245 2
-C
6
H
3 )-pyrazol-1-yl 246 2
-C
6
H
3 )-pyrazol-1-yl 247 3-(2'-Cl-C 6
H
4 )-pyrazol-1-yl 248 3- (3 '-G1-C 6
H
4 )-pyrazol-1-yl 249 3-(4'-Cl-C 6
H
4 )-pyrazol-1-yl 250 3- -C1 2
-C
6
H
3 )-pyrazol-1-yl 251 3- ,4'-C1 2
-C
6
H
3 -pyrazol-1-yl 252 3-(2',5'-Cl 2
-C
6
H
3 )-pyrazol-1-yl 253 3-(2',6'-Cl 2
-C
6
H
3 )-pyrazol-1-yl 254 13- ,4 '-C1 2
-C
6
H
3 -pyrazol-1-yl 0050/46213 238 No.
Z
255 3- -C1 2
-C
6
H
3 -pyrazol--1-yl 256 3- (2 '-Br-C 6
H
4 -pyrazol-1-yl 257 3-(3 '-Br-C 6
H
4 )-pyrazol-1-yl 258 3- (4 '-Br-G 6
H
4 -pyrazol-1-yl 259 3- .3,-Br 2
-C
6
H
3 )-pyrazol-1-yl 260 ,4'-Br 2
-C
6
H
3 )-pyrazol-1-yl 261 ,5 '-Br 2
-C
6
H
3 )-pyrazol-1-yl 262 3-(2',6'-Br 2
-C
6
H
3 )-pyrazol-1-yl 263 ,4'-Br 2
-C
6
H
3 )-pyrazol-1-yl 264 3- -Br 2
-C
6
H
3 )-pyrazol-1-yl 265 3-(2 '-CF 3
-C
6
H
4 )-pyrazol-1-yl 266 3-(3'-CF 3
-C
6
H
4 )-pyrazol-1-yl 267 3- (4 '-CF 3
-C
6
H
4 )-pyrazol-1-yl 268 3'-(CF 3 2
-C
6
H
3 ]-pyrazol-1-yl 269 4 '-(CF 3 2
-C
6
H
3 ]-pyrazol-1-yl 270 3 2
-C
6
H
3 ]-pyrazol-1-yl 271 ,6'-(CF 3 2
-C
6
H
3 ]-pyrazol-1-yl 272 4'-(CF 3 2
-C
6
H
3 ]-pyrazol-1-yl 273 3 2
-C
6
H
3 J-pyrazol-1-yl 274 3- (2'-OCH3-C 6
H
4 -pyrazol-1-yl 275 3- (3 '-OCH 3
-C
6
H
4 )-pyrazol-1-yl 276 3- (4 '-OCH 3
-C
6
H
4 -pyrazol-1-yl 277 3-j2',3'-(OCH 3 2
-C
6
H
3 ]-pyrazol-1-yl 278 3-[2',4'-(OCH 3 2
-C
6
H
3 ]-pyrazol-1-yl 279 3-[2',5'-(OCH 3 2
-C
6
H
3 ]-pyrazo1-1-y1 280 3- 6'-(OCH 3 2
-C
6
H
3 ]-pyrazol-1-yl 281 3- 4'-(0CH 3 2
-C
6
H
3 ]-pyrazol-1-yl 282 3-[3',5'-(OCH 3 2
-C
6
H
3 ]-pyrazol-1-yl 283 3- (2 '-N0 2
-C
6
H
4 -pyrazol-1-yl 284 3- (3 '-N0 2
-C
6
H
4 -pyrazol-1-yl 285 3-(4'-N0 2
-C
6
H
4 )-pyrazol-1-yl L 286 3- (2 '-CN-C 6
H
4 )-pyrazol-1-yl 0050/46213 239 No.
Z
287 3-(3'-CN-C 6
H
4 )-pyrazol-1-yl 288 3-(4 '-CN-C 6
H
4 )-pyrazol-1-yl 289 4-(2 '-CH 3
-C
6
H
4 )-pyrazol-1-yl 290 4-(3 '-CH 3
-C
6
H
4 )-pyrazol-1-yl 291 4-(4 '-CH 3
-C
6
H
4 )-pyrazol-1-yl 292 4 3 2
-C
6
H
3 ]-pyrazol.1.yl 293 4 2 3 2
-G
6
H
3 ]-pyrazol-1-yl 294 5'-(CH 3 2
-C
6
H
3 ]-pyrazol-1-yl 295 4[16-C32CH]przl1y 296 4 2
-C
6
H
3 ]-pyrazol-1-yl 297 4 3 1 1 5'-(CH3) 2
-C
6
H
3 ]-pyrazol-1-yl 298 4- (2 '-F-C 6
H
4 )-pyrazol-1-yl 299 4-(3 '-F-C 6
H
4 )-pyrazol-1-yl 300 4-(4 '-F-C 6
H
4 )-pyrazol-1-yl 301 ,3'-F 2
-C
6
H
3 )-pyrazol-1-y.
302 4- 4'-F 2
-C
6
H
3 -pyrazol-1-yl 303 2
-C
6
H
3 )-pyrazol-1-yl 304 4- -F 2
-C
6
H
3 )-pyrazol-1-yl 305 ,4'-F2-C6H 3 )-pyrazol-1-yl 306 ,5'-F 2
-C
6
H
3 )-pyrazol-1-yl 307 4- (2'-Cl-C6H 4 -pyrazol-1-yl 308 4-(3'-C1--C 6
H
4 )-pyrazol-1-yl 309 4-(4'-Cl-C 6
H
4 )-pyrazol-1-yl 310 4- ,3 '-C1 2
-C
6
H
3 -pyrazol-1-yl 311 4 4'-Cl2-C6H 3 )-pyrazol-1-yl 312 4 2 5'-Cl 2
-C
6
H
3 )-pyrazol-1-yl 313 4 2 6'-Cl2-C 6
H
3 )-pyrazol-1-yl 314 4 3 4 '-G1 2
-C
6
H
3 -pyrazol-1-yl 315 4-(3 5'--C1 2
-C
6
H
3 )-pyrazol-1-yl 316 4-(2 '-Br-C 6
H
4 )-pyrazol-1-yl 317 4-(3 '-Br-C 6
H
4 )-pyrazol-1-yl 318 4-(4 '-Br-C 6
H
4 )-pyrazol-1-yl 0050/46213 240 No.
Z
319 4-(2',3'-Br 2
-C
6
H
3 )-pyrazol-1-yl 5320 4-(2',4'-Br2
C
6
H
3 )-pyrazol-1-yl 325-2,'B2CH)przl1y 321 1,'-Br 2
-C
6
H
3 -pyrazol-1-yl 322 ,6'-Br 2
-C
6
H
3 )-pyrazol-1-yl 10323 4- .,-Br 2
-C
6
H
3 )-pyrazol-1-yl 324 4- -B-C 6 8 -pyrazol-1-yl 325 4-(2 '-CF 3
-C
6
H
4 )-pyrazol-1-yl 327 4-(3 '-CF 3
-C
6
H
4 )-pyrazol-1-yl 328 4 '-(CF3)2-C6H 3 -pyrazol-1.yl 329 4-[22',4'-(CF 3 2
-C
6
H
3 1--pyrazol-1-yl 330 4 2 5'-(CF 3 2
-C
6
H
3 ]-pyrazol-1-yl 331 4-[2 3 2
-C
6
H
3 ]-pyrazol-1-yl 332 4-[3 1,4 '-(CF 3 2
-C
6
H
3 ]-pyrazol-1-yl 333 4-[3 3 2
-C
6
H
3 ]-pyrazol-1-yl 334 4- (2 '-0CH 3
-C
6
H
4 )-pyrazol-1-yl 335 4- (3 '-OCH 3
C
6
H
4 )-pyrazol-1-yl 336 4- (4 '-OCH 3
-C
6
H
4 -pyrazol-1-yl 337 4 3'-(OCH 3 2
-C
6
H
3 ]-pyrazol-1-yl 338 4 4'-(OCH 3 2
-C
6
H
3 ]-pyrazol-1-yl 339 4 2 ',5'-(0CH 3 2
-C
6
H
3 ]-pyrazol-1-yl 340 4 2 ',6'-(OCH 3 2
-C
6
H
3 ]-pyrazol-1-yl 35341 4-[3',4'-(OCH 3 2
-C
6
H
3 J-pyrazol-1-yl 342 ,5'-(OCH 3 2
-C
6
H
3 ]-pyrazol1-yl 343 4(2 '-N02-C 6
H
4 )-pyrazol-.-yl 344 4- -N0 2
-C
6
H
4 -pyrazol-1-yl 345 4-(4'-N0 2
-C
6
H
4 )-pyrazol-1-yl 346 4- (2 '-CN-C 6
H
4 -pyrazol-1-yl 347 3'-CN-C 6
H
4 )-pyrazol-1-yl 45348 4- (4 '-CN-C 6
H
4 )-pyrazol-1-yl -H,-('C-64-przl1y 349 3-CH3,4-(2'-C1-C 6
H
4 )-pyrazol-1-yl 0050/46213 241 No.
Z
351 3-CH3,4-(4'-Cl-C 6
H
4 )-pyrazol1-yl 352 3-CH3,4-(2' 4'-C 2
-C
6
H
3 )-pyrazol1-yl -H,-2-C3CH)przl1y 353 3-CH 3 4- (2'-OCH 3
-C
6
H
4 )-pyrazol-1-yl 354 3-CH3,4-(4'-OCH 3 -C6H 4 )-pyrazol1-.yl 356 3 -CH3,4-[3'4'-(OCH 3 2
-C
6
H
3 ]-pyrazol.1yl 357 3 -CO2CH3,4-(2',4'-Cl 2 -C6H 3 )-pyrazol1-1yl 358 3 -CO2CH2CH 3 2
-C
6
H
3 )-pyrazol.>.yl 359 3-(3'-N0 2
-C
6
H
4 ,4-N02-pyrazol-1-yl 360 3- (3 '-N0 2
-C
6
H
4 ,4-Br-pyrazol-1-yl 361 6'-F2-C6H 3 ),4-CH 2 CHi 3 -pyrazol-1.>yl 362 3-I-pyrazol-1-yl 363 4-I-pyrazol-1-yl 364 5-I-pyrazol-1-yl 365 3,4-I2-pyrazol-1-yl 366 3,5-I 2 -pyrazol-1-yl 367 4,5-I 2 -pyrazol-1-yl 368 3, 4 ,5-I3-pyrazol-1-yl 369 3-OCH 2
CH
3 -pyrazol-1-yl 370 4-OCH 2
GH
3 -pyrazol-1-yl 371 5-OCH 2 CH3-pyrazol-1-yl 372 3 4 -(OCH2CH 3 2 -pyrazol-1-yl 373 3 ,5-(OCH2CH 3 2 -pyrazol-1-yl 374 4 5 -(OCH2CH 3 2 -pyrazol-1-yl 375 3
-OCH(CH
3 2 -pyrazol-1-yl 376 4-OCH(CH 3 2 -pyrazol-1-yl 377 5-OCH(CH 3 2 -pyrazol-1-yl 378 3 4
-[OCH(CH
3 2 1 2 -pyrazol-1-yl 379 3,5-[OCH(CH 3 2 2 -pyrazol-1-yl 380 4,5-[OCH(CH 3 2 2 -pyrazol-1-yl 381 3-0C 6
H
5 -pyrazol-1-yl 382 4-0C6H5-pyrazol-1-ylJ 0050/46213 242 No. z 383 5 -OC6H5-pyrazol-1-yl 384 3-OCH 2
C
6
H
5 -pyrazol1yl 385 4-OCH2C 6
H
5 -pyrazol-1.yl 386 5-OCH 2
C
6
H
5 -pyrazo1..y1 387 3-COCH 3 -pyrazol-1-yl 388 4
-COCH
3 -pyrazol1-1yl 389 5-COCH 3 -pyrazo-1-.yl 390 3
-C(CH
3 )NOCH..pyrazol...yl 391 4-C (CH 3
)=NOCH
3 -pyrazol1-yl 392 5-C(CH 3
)=NOCH
3 -pyrazol-1.yl 393 3
-C(CH
3
)=NOCH
2
CH
3 -pyrazol1.yl 394 4-C(CH 3 )NOCH2CH 3 -pyrazol-1.yl 395 5-C (CH 3
)=NOCH
2
CH
3 -pyrazol1-1yl 396 3-C(CH3) NOCH 2
CH
2 CH3-pyrazol-1.yl 397 4-C (CH 3 )NOCH2CH 2
CH
3 -pyrazo-1yl 398 5-C (CH 3
=NOCH
2
CH
2
CH
3 -pyrazol-1..yl 399 3-C(CH3)NOCH(CH 3 2 -pyrazo1.yl 400 4 -C(CH3)NOCH(CH 3 2 -pyrazol1.yl 401 5-C(CH3)=NOCH(CH 3 2 -pyrazo11yl 402 3-CO 2
CH
3 -pyrazol-1-yl 403 4-CO 2
CH
3 -pyrazol-1-yl 404 5-CO2CH 3 -pyrazol-1.yl 405 3-CO 2
CH
2
CH
3 -pyrazol-1yl 406 4-CO2CH 2 CH3-pyrazol-.1-yl 407 5-CO 2
CH
2
CH
3 -pyrazol..1-yl 408 3-CO2CH 2
CH
2
CH
3 pyrazo-1.yl 409 4-CO2CH 2
CH
2
CH
3 -pyrazol1-.yl 410 5 -CO2CH 2
CH
2 C Hpyra z o y 1 411 3 -CO 2 C H(CH 3 2-pyra zol1- 1-yl 412 4 -CO 2 CH (C H 3 2 -pyraz ol-y1 413 5-CO 2 CH (CH 3 2 -pyrazoll..yl 414 3-SCH 3 -pyrazol-1-yl 0050/ 46213 243 No.
Z
415 4-SCH3-pyrazol-1.-yl 416 5-SCH 3 -pyrazol-l-yl 415-OC3przlly 417 4 -SO2CH 3 -pyrazol- 1-yl 418 5-SO 2
CH
3 -pyrazol-1-yl 420 3 4
(CF
3 3 -pyrazol-1-y.
421 3-Cl, 4-Br-pyrazol-1-yl 422 3 -Cl, 4 -I-pyrazol-1-yl 423 3 -Cl,4-CH3-pyrazol-1-yl -l5-H-yazl1y 424 3 -Cl, 5-CH 3 -pyrazol-1-yl 425 3 -Cl,5-CH(CH 3 )3-pyrazol...yl 427 3 -Cl,5-CF3-PYrazol-1-Yl 428 3-Br, 4 -Cl-pyrazol-1-yl 429 3-Br,4-I-pyrazol-1-yl 430 3-Br,4-CH 3 -pyrazol-1.yl 431 3-Br, 5-CH 3 -pyrazol-1-yl 432 3-Br, 5-CF 3 -pyrazol-1-y.
433 3-I,4-Cl-pyrazol-1.yl 434 3-I,4-Br-pyrazol-1-yl 435 3-I,4-CH3-pyrazol-1-yl 436 3-I,5-CH 3 -pyrazol-1-yl 437 3-CH 3 4-F-pyrazol-1-yl 438 3-CH 3 ,4-Cl-pyrazol-1.yl 439 3-CH 3 4-Br-pyrazol-1-yl 440 3-CH 3 ,4-I-pyrazol-1-yl 441 3-CH3, 4-CH (CH 3 2 -pyrazol-1-yl 442 3-OH 3 5-Br-pyrazol-1-yl 443 3 -CH3, 5-CH (CH 3 2 -pyrazol-l-y1 444 3-OH 3
S-CF
3 -pyrazol-1-yl 445 3 -GH(CH3)2,4-Br-pyrazo-1.yl 446 3 -CH(CH3) 2 ,5-CH 3 -pyrazol-1.yl 0050/462 13 244 No. Z 447 3-CH (CH 3 2 ,5-C (CH 3 3-pyrazol-1-yl 448 3-CH (CH 3 2 ,5-CF 3 -pyrazol-1-yl 449 3-C(CH 3 3 ,4-Br-pyrazol-1-yl 450 3-C(CH 3 3 ,5-CH 3 pyrazol-1-yl 451 3-C(CH 3 3 ,5-CF 3 -pyrazol-1-yl 452 3-CF 3 4-Br-pyrazol-1-yl 453 3-CF 3 4-CH 3 -pyrazol- 1-yl 454 3-F35-Br-pyrazol-1-yl 455 3, 5- (CH 3 2 ,4-Cl-pyrazol-1-yl 456 3,5-I 2 ,4-Br-pyrazol-1-yl 457 3,5-Br 2 ,4-Cl-pyrazol-1-yl 458 3-Br,4,5-C1 2 -pyrazol-1-yl 459 3-CH 3 4, 5-(CF 3 2 -pyrazol-1-yl 460 3, 5- (CH 3 2 ,4-F-pyrazol-1-yl 461 3,5-Br 2 4-CH 3 -pyrazol-1-yl 462 3,4-Br 2 ,5-CH(CH 3 2 -pyrazol-1-yl 463 3,4-Br 2 ,5-C(CH 3 3 -pyrazol-1-yl 464 3-CH 3 ,4-Br,5-CF 3 -pyrazol-1-yl 465 3-CH 3 ,4-Br,5-CH(CH 3 2 -pyrazol-1-yl 466 3-C1,4-Br,5-CH 3 -pyrazol-1-yl 467 3, 4-Cl 2 5-CF 3 -pyrazol-1-yl 468 3-F,4,5-(CH 3 2 -pyrazol-1-yl 469 3,4-Br 2 ,5-CF 3 -pyrazol-1-yl 470 3, 5-(CH 3 2 ,4-C(CH 3 3 -pyrazol-1-yl 471 3, 5-[C(CH 3 3 2 4-CH 3 -pyrazol-1-yl 472 3-CH 3 ,4-Br,5-Cl-pyrazol-1-yl 473 3,5-(CH 3 2 ,4-I-pyrazol-1-yl 474 3,5-(CH 3 2 ,4-Br-pyrazol-1-yl 475 3,4-Br 2 5-CH 3 -pyrazol-1-yl 476 3,4-I2,5-CH 3 -pyrazol-1-yl 477 3, 5- (CH 3 2 ,4-CH(CH 3 2 -pyrazol-1-yl 478 3-CH- 3 4, 5-C1 2 -pyrazol-1-yl 0050/46213 245 No. Z 479 3,4-Cl 2 ,5-CH 3 -pyrazol-1-yl 480 3,5-Cl 2 ,4-CH 3 -pyrazol-1-yl 481 3-CH 3 5-C 6
H
5 -pyrazol-1-yl 482 3F, 4-CO 2
CH
3 -pyrazol-1-yl 483 3-CF 3 4-CO 2
CH
2
CH
3 -pyrazol-1-yl 484 3,5-(CH 3 2 ,4-OCH 3 -pyrazol-1-yl 485 3,5-(CH 3 2 ,4-N0 2 -pyrazol-1-yl 486 3-CR 3 5-CO 2
CH
3 -pyrazol-1-yl 487 3-CH 3 5-CO 2
CH
2
C
3 -pyrazol-1-yl 488 3-CF 3 4-C 6
H
5 -pyrazol-1-yl 489 3-CO 2
CH
3 4-CH 3 -pyrazol-1-yl 490 4-Br,5-Cl-pyrazol-1-yl 491 4-I,5-Cl-pyrazol-1-yl 492 4-CH 3 5-Ci-pyrazol- l-yl 493 3-CH 3 5-Cl-pyrazol-1-yl 494 3-CH(CH 3 2 5-Cl-pyrazol-1-yl 495 3-C(CH 3 3 ,5-Cl-pyrazol-1-yl 496 3-CF 3 5-Cl-pyrazol-1-yl 497 4-Cl, 5-Br-pyrazol-1-yl 498 4-T,5-Br-pyrazol-1-yl 499 4-CH 3 ,5-Br-pyrazol-1-yl 500 4-Cl,5-I-pyrazol-1-yl 501 4-Br,5-I-pyrazol-1-yl 502 4-CH 3 ,5-I-pyrazol-1-yl 503 3-CH 3 5-I-pyrazol-1-yl 504 4-F,5-CH 3 -pyrazol-1-yl 505 4-Cl, 5-CH 3 -pyrazol-1-yl 506 4-Br, 5-CH 3 -pyrazol-1-yl 507 4-I,5-CH 3 -pyrazol-1-yl 508 4-CH(CH 3 2 ,5-CH 3 -pyrazol-1-yl 509 3-CF3,5-CH 3 -pyrazol-1-yl 510 4-Br, 5-CH(CH 3 2 -pyrazol-1-yl 0050/46213 246 No. z 511 3-C(CH3)3,5-CH(CH 3 2 -pyrazol-1-yl 512 3-CF 3 ,5-CH(CH 3 2 -pyrazol-1-yl 513 4-Br,5-C(CH 3 3 -pyrazol-1-yl 514 3-CH 3 ,5-C(CH 3 )j--pyrazol-1-yl 515 3-CF 3 ,5-C(CH 3 3 -pyrazol-1-yl 516 4-Br,5-CF 3 -pyrazol-1-yl 517 4 -CH 3 5-CF 3 -pyrazol-1I-yl 518 3,4-Cl 2 ,5-Br-pyrazol-1-yl 519 3,4-(CF 3 2 ,5-CH 3 -pyrazol-1-yl is 520 3-CH(CH 3 2 ,4,5-Br 2 -pyrazo1-.yl 521 3-C(CH 3 3 ,4,5-Br 2 -pyrazol-1-yl 522 3-CF3,4-Br,5-CH 3 -pyrazol-1-yl 523 3-CH(CH 3 2 ,4-Br,5-CH 3 -pyrazol-1.yl 524 3-CF 3 4, 5-C1 2 -pyrazol-1-yl 525 3,4-(CH 3 2 ,5-F-pyrazol-1-yl 25526 3-CF 3 4, 5-Br 2 -pyrazol-1-yl -H,,-r2przl1y 527 3-CH 3 ,4,5-B 2 -pyrazol-1-yl 529 3-C 6
H
5 ,5-CH 3 -pyrazol-1-yl 530 4-N02,5-CH 3 -pyrazol-1-yl 531 4-C6H 5 ,5-CH 3 -pyrazol-1-yl 532 4-CO 2
CH
3 5-CF 3 -pyrazol-1-yl 533 4-CO 2
CH
2
CH
3 5-CF3-pyrazol-1-yl 534 3-CO 2
CH
3 5-CH 3 -pyrazol-1-yl 535 3-CO 2
CH
2
CH
3 5-CH3-pyrazol-1-yl 536 4-Cl,5-CN--pyrazol-1-yl 537 4-C 6
H
5 ,5-CF 3 -pyrazol-1-yl 538 4-CR 3 5-CO 2
CH
3 -pyrazol-1-yl 539 4-CH 3 5-CO 2
CH
2
CH
2 -pyrazol-1-yl 540 3-Cl,4-CH 2 CH-pyrazol-1-yl 541 3-Cl, 5-CH 2
CH
3 -pyrazol-1-yl 542 3-Br, 4-CH 2
CH
3 -pyrazol-1-yl 0050/46213 247 No.
Z
543 3-Br, 5-CH 2
CH
3 -pyrazol-1-yl 544 3-I ,4-CH 2
CH
3 -pyrazol-1-yl 545 3-I, 5-CH 2
CH
3 -pyrazol-1-yl 546 3-CH 2
CH
3 -4-F-pyrazol-1-yl 547 3-CH 2
CH
3 -4-G1-pyrazol-1-yl 548 3-CH 2
CH
3 -4-Br-pyrazol-1-yl 549 3-CH 2
CH
3 -4-I-pyrazol-1-yl 550 3-CH 2
CH
3 -5-Br-pyrazol-1-yl 551 3-CH 2
CH
3 -5-CF 3 -pyrazol-1-yl 552 3-CF 3 4-CH 2
CH
3 -pyrazol-1-yl 553 4-CH 2
CH
3 5-Cl-pyrazol-1-yl 554 3-CH 2
CH
3 5-Cl-pyrazol-1-yl 555 4-CH 2
CH
3 5-Br-pyrazol-1-yl 556 4-CH 2
CH
3 5-I-pyrazol-1-yl 557 3-CH 2
CH
3 5-I-pyrazol-1-yl 558 4 5 -CH 2
CH
3 -pyrazol- 1-yl 559 4-Cl, 5-CH 2
CH
3 -pyrazol-1-yl 560 4-Br, 5-CH 2
GH
3 -pyrazol-1-yl 561 4-1, 5-CH 2
CH
3 -pyrazol-1-yl 562 3-CF 3 5-CH 2
CH
3 -pyrazol-1-yl 563 4-CH 2
CH
3 5-CF 3 -pyrazol-1-yl 564 3-C6H 5 5-CH 3
CH
3 -pyrazol-1-yl 565 4-NO 2 5-CH 2
CH
3 -pyrazol-1-yl 566 4-C 6
H
5 5-CH 2
CH
3 -pyrazol- l-yl 567 3-CO 2
CH
3 4-N0 2 -pyrazol-1-yl 568 4-NO 2 5-CO 2
CH
3 -pyrazol-1-yl 569 3-CO 2
CH
2
CH
3 4-N0 2 -pyrazol-1-yl 570 4-NO 2 5-CO2CH2CH3-pyrazol-1-yl 571 3-CO 2
CH
2
CH
2
CH
3 4-N0 2 -pyrazol- l-yl 572 4-NO 2 ,5-CO 2
CH
2
CH
2
CH
3 -pyrazol- l-yl 573 3-CO2CH(CH 3 2 ,4-N0 2 -pyrazol-1-yl 574 4-N02,5-CO 2
CH(CH
3 2 )-pyrazol-1-yl 0050/46213 248 No. z 575 3-CH=NOCH 3 4-Br-pyrazol-1-yl 576 3-CH=NOCH 2
CH
3 4-Br-pyrazol-1-yl 577 3-NO 2 4-CH 3 -pyrazol-1-yl 578 3-NO 2 4-CH 2
CH
3 -pyrazol-1-yl 579 3-N0 2 ,4-CH(CH 3 2 -pyrazol-1-yl 580 3-NO 2 ,4-C(CH 3 3 -pyrazol-1-yl 581 3-NO 2 4-F-pyrazol-1-yl 582 3-NO 2 4-C1-pyrazol-1-yl 583 3-NO 2 4-Br-pyrazol-1-yl 584 3-NO 2 ,4-I-pyrazol-1-yl 585 3-NO 2 4-C 6
H
5 -pyrazol-1-yl 586 3O, 4-CF 3 -pyrazol-1-yl 587 3-NO 2 4-CN-pyrazol-1-yl 588 3-CH 3 4-N0 2 -pyrazol-1-yl 589 3-CH 3
CH
3 4-N0 2 -pyrazol-1-yl 590 3-CH(CH 3 2 ,4-N0 2 -pyrazol-1-yl 591 3-C(CH 3 3 ,4-N0 2 -pyrazol-1-yl 592 3-F,4-N0 2 -pyrazol-1-yl 593 3-C1,4-N0 2 -pyrazol-1-yl 594 3-Br,4-N0 2 -pyrazol-1-yl 595 3-I,4-N0 2 pyrazol-1-yl 596 3-C 6
H
5 4-N0 2 -pyrazol-1-yl 597 3-CF 3 4-N0 2 -pyrazol-1-yl 598 3-CN,4-N0 2 -pyrazol-1-yl 599 3-CN,4-CH 3 -pyrazol-1-yl 600 3-CN.4-CH 2
CH
3 -pyrazol-1-yl 601 3-CN,4-CH(CH 3 2 -pyrazol-1-yl 602 3-CN,4-C(CH 3 3 -pyrazol-1-yl 603 3-CN,4-F-pyrazol-1-yl 604 3-CN, 4-C1-pyrazol-1-yl 605 3-CN,4-Br-pyrazol-1-yl 606 3-CN, 4-I-pyrazol-1-yl 0050/46213
<)NT
249 No. Z 607 3-CN, 4-C 6 H5-pyrazol-1-yl 608 3-CN,4-CF 3 -pyrazol-1-yl 609 3-CH 3 4-CN-pyrazol-1-yl 610 3-CH 2
CH
3 4-CN-pyrazol---yl 611 3-CH(CH 3 4-CN-pyrazol-1-yl 612 3-C(C11 3 3 ,4-CN-pyrazol-1-yl 613 3-C 6
H
5 4-CN-pyrazol-1-yl 614 3-CF 3 4-CN-pyrazol-1-yl 615 3-CN,4--(CH 2 3
CH
3 -pyrazol-1-yl 616 3-C 6
H
5 4-CH 3 -pyrazol-1-yl 617 3-C 6
H
5 4-CH 2
CH
3 -pyrazol-1--yl 618 3-C 6
H
5 ,4-CH(CH 3 2 -pyrazol-1-yl 619 3-C 6
H
5 ,4-C(CH 3 3 -pyrazol-1-yl 620 3-C 6
H
5 ,4-F-pyrazol-1-yl 621 3-C 6
H
5 ,4-Cl-pyrazol-1-yl 622 3-C 6
H
5 4-Br-pyrazol-1-yl 623 3-C 6
H
5 ,4-I-pyrazol-1-yl 624 4-C 6
H
5 ,5-(CH 2 3
CH
3 -pyrazol-1-yl 625 3-C 6
H
5 4-CF 3 -pyrazol-1-yl 626 3-CH 3 4-C 6
H
5 -pyrazol-1-yl 627 3-.CH 2
CH
3 4-C 6
H
5 -pyrazol-1-yl 628 3-CH(CH 3 2 ,4-C 6
H
5 -pyrazol-1-y.
629 3-C(CH 3 3 ,4-C 6
H
5 -pyrazol-1-yl 630 3-F,4-C 6
H
5 -pyrazol-1-yl 631 3-C1,4-C 6
H
5 -pyrazol-1-yl 632 3-Br,4-C 6 H5-pyrazol-1-yl 633 3-I,4--C 6
H
5 -pyrazol-1-yl 634 3-CF 3 4-C 6
H
5 -pyrazol-1-yl 635 3-CO 2
CH
2
CH
3 ,4-CH 3 -pyrazol- l-yl 636 indazol-1-yl 637 3-F-indazol-1-yl 638 4-F-indazol--1-yl 0050/46213 250 No. Z 639 5-F-indazol-1-yl 640 6-F-indazol-1-yl 641 7-F-indazol-1-yl 642 3,4-F 2 -indazol-1-yl 643 3,5-F 2 -indazol-1-yl 644 3,6-F 2 -indazol-1-yl 645 3,7-F 2 -indazol-1-yl 646 4,5-F 2 -indazol-1-yl 647 4,6-F 2 -indazol-1-yl 648 4,7-F 2 -indazol-1-yl 649 5,6-F 2 -indazol-1-yl 650 5,7-F 2 -indazol-1-yl 651 6,7-F 2 -indazol-1-yl 652 3-Cl-indazol-1-yl 653 4-Cl-indazol-1-yl 654 5-Cl-indazol--1-yl 655 6-Cl-indazol-1-yl 656 7-Cl-indazol-1-yl 657 3,4-Cl 2 -indazol-1-yl 658 3,5-Cl 2 -indazol-1-yl 659 3,6-C1 2 -indazol-1-yl 660 3,7-Cl 2 -indazol-1-yl 661 4,5-Cl 2 -indazol-1-yl 662 4 ,6-Cl 2 indazol-1-yl 663 4,7-Cl 2 -indazol-1-yl 664 5,6-Cl 2 -indazol-1-yl 665 5,7-C1 2 -indazol-1-yl 666 6,7-C1 2 -indazol-1-yl 667 3-Br-indazol-1-yl 668 4-Br-indazol-1-yl 669 5-Br-indazol--1-yl 670 6-Br-indazol-1-yl
K,
0050/46213 251 No.Z 671 7-Br-indazol-1-yl 672 3,4-Br 2 -indazol-1-yl 673 3,5-Br 2 -indazol-1-yl 674 3,6-Br 2 -indazol-1-yl 675 3,7-Br 2 -indazol-1-yl 676 4,5-Br 2 -indazol-1-yl 677 4, 6-Br 2 -indazol-1-yl 678 4,7-Br 2 indazol-1-yl 679 5,6-Br 2 -indazol-1-yl 680 5,7-Br 2 -indazol-1-yl 681 6,7-Br 2 -indazol-1-yl 682 3-I-indazol-1-yl 683 4-I-indazol-1-yl 684 5-I-indazol-1-yl 685 6-I-indazol-1-yl 686 7-I-indazol-.1-yl 687 3-CH 3 -indazol-1-yl 688 4-CH 3 -indazol--1-yl 689 5-CH 3 -indazol-1-yl 690 6-CH 3 -indazol-1-yl 691 7-CH 3 -indazol-1-yl 692 3,4-(CH 3 2 -indazol-1-yl 693 3,5-(CH 3 2 indazol-1-yl 694 3,6-(CH 3 2 -indazol-1-yl 695 3,7-(CH 3 2 -indazol-1-yl 696 4,5-(CH 3 2 -indazol-1-yl 697 4,6-(CH 3 2 -indazol-1-yl 698 4,7-(CH 3 2 -indazol-1-yl 699 5,6-(CH 3 2 -indazol-1-yl 700 5,7-(CH 3 2 -indazol-1-yl 701 6,7-(CH 3 2 -indazol-1-yl 702 3-N0 2 -indazol-1-yl 0050/462 13 252 No.Z 703 4-N0 2 -indazol-1-yl 704 5-N0 2 -indazol-1-yl 705 6-N0 2 -indazol-1-yl 70.6 7-N0 2 -indazolL-l-yl 707 3,4- (N0 2 2 -indazol-1-yl 708 3,5-(N0 2 2 -indazol-1-yl 709 3,6-(N0 2 2 -indazol-1-yl 710 3,7-(N0 2 2 -indazol-1-yl 711 4,5-(N0 2 2 -indazol-1-yl 712 4,6-(N0 2 2 -indazol-1-yl 713 4,7-(N0 2 2 -indazol-1-yl 714 5, 6- (N0 2 2 -indazol-1-yl 715 5, 7- (N0 2 2 -indazol-1-yl 716 6,7-(N0 2 2 -indazol-1-yl 717 3-CN-indazol-1-yl 718 4-CN-indazol-1-yl 719 5-CN-indazol-1-yl 720 6-CN-indazol-1-yl 721 7-CN-indazol-1-yl 722 3-CF 3 -indazol-1-yl 723 4-CF 3 -indazol-1-yl 724 5-CF 3 -indazol-1-yl 725 6-CF 3 -indazol-1-yl 726 7-CF 3 -indazol-1-yl 727 3-OCH 3 -indazol-1-yl 728 4-OCH 3 -indazol-1-yl 729 5-0CH 3 indazol-1-yl 730 6-OCH 3 -indazol-1-yl 731 7-OCH 3 -indazol-1-yl 732 imidazol-1-yl 733 2-GN--imidazol-1-yl 734 4-CN-imidazol-1-yl 0050/46213 253 No. Z 735 5-CN-imidazol-1-yl 736 2,4-(CN) 2 -imidazol--1-yl 737 2-CN,4-(CH 2 4
CH
3 -imidazol-1-yl 738 2,5-(CN) 2 imidazol-1-yl 739 4,5-(CN) 2 -imidazol--1-yl 740 2,4,5-(CN) 3 -imidazol-1-yl 741 2-N0 2 -imidazol-1-yl 742 4-N0 2 imidazol-1-yl 743 5-N0 2 -imidazol-1-yl 744 2,4-(N0 2 2 -imidazol-1-yl 745 2, 5- (N0 2 2 -imidazol-1-yl 746 4,5-(N0 2 2 -imidazol-1-yl 747 2,4,5-(N0 2 3 -imidazol-1-yl 748 2-F-imidazol-1-yl 749 4-F-imidazol-1-yl 25750 5-F-imidazol- l-yl ,-2imdzliy 751 2,4-F 2 -imidazol-1-yl 752 2,5-F 2 -imidazol-1-yl 754 2,4,5-F 3 -imidazol-1-yl 755 2-Cl-imidazol-1-yl 756 4-Cl-imidazol-1-yl 757 5-C1-imidazol-1-yl 758 2,4-Cl2-imidazol-1-yl 759 2,5-Cl 2 -imidazol-i-yl 760 4,5-Cl 2 -imidazol-1-yl 761 2,4,5-Cl3-imidazol-1-yl 762 2-Br-ixnidazol-1-yl 763 4-Br-imidazol-1-yl 764 5-Br-imidazol-1-yl 765 2,4-Br 2 -imidazol-1-yl 766 2,5-Br 2 -imidazol-1-yl 0050/462 13 254 No. Z 767 4,5-Br 2 -imidazol-1-yl 768 2,4,5-Br 3 -imidazol-1-yl 769 2-I-imidazol-1-yl 770 4-I-imidazol-1-yl 771 5-I-imidazol-1-yl 772 2,4-I 2 -imidazol-1-yl 773 2,5-I 2 -imidazol-1-yl 774 4,5-I 2 -imidazol-1-yl 775 2,4,5-I 3 -imidazol-1-yl 776 2-CH 3 -iinidazol-1-yl 777 4-CH 3 -imidazol-1-yl 778 5-CH3-irnidazol-1-yl 779 2,4-(CH 3 2 -imidazol-1-yl 780 2,5-(CH 3 2 -imidazol-1-yl 781 4,5- (CH 3 2 -imidazol-1-yl 782 2,4,5-(CH 3 3 -imidazol-1-yl 783 2-CH 2
CH
3 -imidazol-1-yl 784 4-CH 2
CH
3 -imidazol-1-yl 785 5-CH 2
CH
3 -imidazol-1-yl 786 2,4-(CH 2
CH
3 2 -imidazol-1-yl 787 2, 5- (CH 2
CH
3 2 -imidazol-1-yl 788 4,5-(CH 2
CH
3 2 -imidazol-1-yl 789 2-CH 2
CH
2
CH
3 -imidazol-1-yl 790 4-CH 2
CH
2
CH
3 -iiidazol-1-yl 791 5-CH 2
CH
2
CH
3 -imidazol-1-yl 792 2,4-(CH 2
CH
2
CH
3 2 -imidazol-1-yl 793 2, 5- (CH 2
CH
2
CH
3 2 -imidazol-1-yl 794 4, 5- (CH 2
CH
2
CH
3 2 -iiidazol--1-yl 795 2-CH(CH 3 2 -imidazol-1-yl 796 4-CH(CH 3 2 -imidazol-1-yl 797 2, 4-(CH (GH 3 2 2 -iridazol- 1-yl 798 2,5-[CH(CH 3 2 2 -imidazol-1-yl 0050/46213 255 No.
Z
799 4,5-[(CH (CHA) 2 2 -imidazol-1-yl 800 2-C(CH 3 3 -imidazol-1-yl 801 4-C(CH3) 3 -imidazol-1-yl 802 5-C(CH 3 3 -imidazol--1-yl 803 2,4-[C(CH 3 3 2 -iinidazol-1-yl 804 2,5-(C (CH 3 3
J
2 -imidazol-1-yl 805 4,5-[1C (CH 3 3 2 -imidazol-1-yl 806 2-CF 3 -imidazol-1-yi 807 4-CF 3 -imidazol-1-yl 808 5-CF 3 -imidazol-1-yi 809 2,4-(CF 3 2 -imidazol-1-yi 810 2,5-(CF 3 2 -iniidazol-1-yl 811 4,5-(CF 3 2 -imidazol-1-yl 812 2,4,5-(CF 3 3 -imidazol-1-yl 813 2-OGH 3 -imidazol-1-yi 814 4-OCH 3 -imidazol-1-yi 815 5-OCH 3 -imidazol-1-yi 816 2-C 6
H
5 -imidazol-1-yi 817 4-C 6
H
5 -imidazol-1-yl 818 5-C6H 5 -imidazol-1-yi 819 2-OCH 2
CH
3 -imidazol-1-yi 820 4-OCH 2
CH
3 -imidazol-1-yi 821 5-OCH 2
CH
3 -imidazol-1-yl 822 2-QCH(CH 3 2 -imidazol-1-yl 823 4-OCH(CH 3 2 -imidazol-1-yl 824 5-OCH(CH 3 2 -imidazol-1-yl 825 2-0C 6
H
5 -iinidazol-1-yi 826 4-0G 6
H
5 -imidazol-1-yl 827 5-0C 6
H
5 -iinidazol-1-yi 828 2-OCH 2
C
6
H
5 -imidazol-1-yl 829 4-OCH 2
C
6
H
5 -imidazol-1-yl 830 5-CH 2
C
6
H
5 -imidazol-1-yi 0050/46213 256 No. Z 831 2-COCH 3 -imidazol-1-yl 832 4-COCH 3 -imidazol-1-yl 833 5-COCH 3 -imidazol-1-yl 834 2-C(CH 3
)=NOCH
3 -imidazol-1-yl 835 4-C (CH 3
)=NOCH
3 -imidazol-1-yl 836 5-C(CH 3
)=NOCH
3 -imidazol-1-yl 837 2-C (CH 3
=NOCH
2
CH
3 -imidazol-1-yl 838 4-C(CH 3
)=NOCH
2
CH
3 -imidazol-1-yl 839 5-C(CH 3
)NOCH
2
CH
3 -imidazol-1-yl 840 2-C(CH 3
)=NOCH
2
CH
2
CH
3 -imidazol-1-yl 841 4-C(CH 3
)NOCH
2
CH
2
CH
3 -imidazol-1-yl 842 5-C CH 3
=NOCH
2
CH
2
CH
3 -imidazol-1-yl 843 2-C(CH 3
)=NOCH(CH
3 2 -imidazol-1-yl 844 4-C(CH 3
)=NOCH(CH
3 2 -imidazol-1-yl 845 5-C(CH 3
)=NOCH(CH
3 2 -imidazol-1-yl 846 2-CO 2
CH
3 -imidazol-1-yl 87 4C2H-mdzl1y 847 4-CO 2
CH
3 -imidazol-1-yl 848 2-CO2C 2
CH
3 -imidazol-1-yl 30849 4-CO 2
CH
2
CH
3 -imidazol- 1-yl 30850 4-CO 2
CH
2
CH
3 -imidazol- 1-yl 851 2-CO2C 2
CH
2
CH
3 -imidazol-1-yl 35852 2-CO 2
CH
2
CH
2
CH
3 -imidazol- 1-yl 853 4-CO 2
CH
2
CH
2
CH
3 -imidazol- 1-yl 854 2-CO 2
CH
2
CCH
3 -imidazol-1-yl 855 2-CO 2
CH(CH
3 2 -imidazol-1-yl 40856 4-CO 2 CH (CH 3 2 -imidazol-1-yl 857 5-COCH(C)-imidazol-1-yl 858 2-SCH 3 -imidazol-1-yl 859 4-SCH 3 imidazol-1-yl 861 2-SO 2
CH
3 -imidazol- 1-yl 862 4-SO 2
CH
3 -imidazol-1-yl 0050/46213 vKk Z
LU)
257 No. Z 863 5-SO 2
CH
3 -iinidazol-1-yl 864 2-CH 3 5-F.-imidazol-1-y.
865 2-CH 3 ,4-F-iinidazol-1-yl 866 2-CH 3 ,5-Cl-imidazol-1-yl 867 2-CH 3 ,4-Cl-imidazol-1-yl 868 2-CH 3 ,5-Br.-imidazol--1-yl 869 2-CH 3 ,4-Br-imidazol-1-yl 870 2-CH 3 ,5-I-imidazol-1-yl 871 2-CH 3 ,4-I-imidazol-1-yl 872 2-CH 3 ,5-CH(CH 3 2 -imidazol-1-yl 873 2-CH 3 ,4-CH(CH 3 2 -imidazol-1-yl 874 2-CH 3 ,5-C(CH 3 3 -imidazol-1-yl 875 2-CH 3 ,4--C(CH 3 3 -imidazol-1-yl 876 2-CH 3 5-CF 3 -imidazol-1-yl 877 2-CH 3 4-CF 3 -imidazol-1-yl 878 4-CH 3 5-CF 3 -imidazol-1-yl 879 5-CH 3 4-CF 3 -imidazol-1-yl 880 4-CH 3 ,5-CH(CH 3 2 -imidazol-1-yl 881 5-CH 3 ,4-CH(CH 3 2 -imidazol-1-yl 882 4-CH 3 ,5-C(CH 3 3 -imidazol-1-yl 883 5-CH 3 ,4-C(CH 3 3 -imidazol-1-yl 884 2-F,5-CH 3 -imidazol-1-yl 885 2-F,4-CH 3 -imidazol-1-yl 886 2-F,5-I-imidazol-1-yl 887 2-F,4-I-imidazol-1-yl 888 2-I,5-Cl-imidazol-1-yl 889 2-I,4-Cl-imidazol-1-yl 890 2-I,5-CH 3 -ixnidazol-1-yl 891 2-I,4--CH 3 -imidazol-1-yl 892 4-I,5-Br-imidazol-1-yl 893 4-Br,5--I-imidazol-1-yl 894 4-Cl,5-CH 3 -imidazol-1-yl 0050/46213 258 No. Z 895 4-CH 3 ,5-Cl-imidazol-1-yl 896 2-CF 3 5-CH 3 -imidazol-1-yl 897 2-CF 3 4-CH 3 -imidazol-1-yl 898 2-CF 3 ,4,5-Cl 2 -imidazol-1-yl 899 2-CH 3 ,4,5-I 2 -imidazol-1-yl 900 2-F,4,5-I 2 -imidazol-1-yl 901 2-CH(CH 3 2 ,4,5-(CH 3 2 -imidazol-1-yl 902 2,5-(CH 2
CH
3 2 ,4-CH 3 -imidazol-1-yl 903 2,4-(CH 2
CH
3 2 ,5-CH 3 -imidazol-1-yl 904 2,4-(CH 3 2 ,5--CH 2
CH
3 -imidazol-1-yl 905 2,5-(CH 3 2 ,4-CH 2
CH
3 -imidazol-1-yl 906 2-CH 2
CH
3 4-CH 3 -imidazol-1-yl 907 2-CH 2
CH
3 5-CE 3 -imidazol-1-yl 908 2-CE 3 5-N0 2 -imidazol-1-yl 909 2-CH 3 5- (CE 2 4
CH
3 -imidazol-1-yl 910 2-CH 2
CH
3 5-F-imidazol-1-yl 911 2-CH 2
CE
3 4-F-imidazol-1-yl 912 2 -CH 2
CH
3 5-Cl-imidazol- I-yl 913 2-CH 2
CH
3 4-C1-imidazol-1-yl 914 2-CH 2
CH
3 5-Br-imidazol-1-yl 915 2-CE 2
CH
3 4-Br-imidazol-1-yl 916 2-CE 2
CE
3 5-I-imidazol-1-yl 917 2-CE 2
CE
3 4-I-imidazol-1-yl 918 2-CE 3 4-CH 2
C
3 -imidazol-1-yl 919 2-CE 3 5-CE 2
C
3 -imidazol-1--yl 920 2-CH 2
CH
3 5-CF 3 -imidazol-1-yJ.
921 2-CH 2
C
3 4-CF 3 -iiidazol-1-yl 922 4-CE 2
CH
3 5-CF 3 -iridazol-1-yl 923 5-CE 2
CE
3 4-CF 3 -imidazol-1-yl 924 2-F,5-CE 2
CH
3 -imidazol-1-yl 925 2-F,4-CH 2
CH
3 -imidazol-1-yl 926 2-I,5-CH 2
CH
3 -imidazol-1-yl 0050/46213 259 No. z 927 2-I,4-CH 2
CH
3 -imidazol-1-yl 928 4-Cl, 5-CH 2
CH
3 -imidazol-1-yl 929 4-CH 2
CH
3 5-Cl-imidazol-1-y.
930 2-CF 3 ,5-CH 2
CH
3 -imidazol-1-yl 931 2-CF 3 ,4-CH 2
CH
3 -imidazol-1-yl 932 2-CH 2
CH
3 ,4-CH(CH 3 2 -imidazol-1-yl 933 2-CH 2
CH
3 ,4-C(CH 3 3 -imidazol-1-yl 934 4-CH(CH 3 2 ,5-CH 2
CH
3 -imidazol-1-yl 935 4-C(CH 3 3 ,5-CH 2
CH
3 -imidazol-1-yl 936 2-CH 3 -4,5-Cl 2 -iinidazol-l-yl 937 2-CH 3 -4,5-Br 2 -imidazol-1-yl 938 2-CH 3 -4,5-(CF 3 2 -imidazol-l-yl 939 2-Br, 5-CH 3 -imidazol-1-yl 940 2-Br, 4-CH 3 -imidazol-1-yl 941 2-Br,4,5-Cl 2 -imidazol-1-yl 942 2-Br,4,5-(CH 3 2 -imidazol-1-yl 943 2-CF3,4,5-(CH 3 2 -imidazol-1-yl 944 2-CH(CH 3 2 ,5-CH 3 -imidazol-1-yl 945 2-CH (CH 3 2 ,4-CH 3 -imidazol-1-yl 946 2-CH(CH 3 2 ,4-C(CH 3 3 -iinidazol-1-yl 947 2-CH(CH 3 2 ,5-CF 3 -imidazol-1-yl 948 2-CH(CH 3 2 ,4-CF 3 -imidazol-1-yl 949 2-CF 3 4, 5-Br 2 -imiclazol-1-yl 950 2-C (CH 3 3 5-C1 2 -imidazol-1-yl 951 2-I,4,5-Br 2 -imidazol-1-yl 952 4-Cl,5-Br-imidazol-1-yl 953 4-Br,5-Cl-iinidazol-1-yl 954 4-CH 3 5-Br-imidazol-1-yl 955 4-Br,5-CH 3 -imidazol-1-yl 956 4-I,5-CH3-imidazol-1-yl 957 4-CH 3 ,5-I-imidazol-1-yl 958 4-F,5-CH 3 -imidazol-1-yl 0 050/462 13 260 No. z 959 4-CH 3 5-F-imidazol-1-yl 960 2,5-(CH3) 2 ,4-Cl-imidazol-1-yl 961 2,4-(CH 3 2 ,5-Cl-imidazol-1-yl 962 2,5-Br 2 ,4-Cl-imidazol-1-yl 963 2,4-Br 2 ,5-Cl-imidazol-1-yl 964 2,5-(CH3) 2 ,4-CH(CH 3 2 -imidazol-1-yl 965 2,4-(CH 3 2 ,5-CH(CH 3 2 -imidazol-1-yl 966 2,4-Br 2 ,5-CF 3 -imiclazol-1-yl 967 2,5-Br 2 ,4-CF 3 -irnidazol-1-yl is 968 2,4-(CH 3 2 ,5-CF 3 -imidazol-1-yl 969 2,5-(CF 3 2 ,4-CH 3 -imidazol-1-yl 970 2,4-(CF 3 2 ,5-CH 3 -imidazol-1-yl 971 2,4-I 2 ,5-CH 3 -imidazol-1-yl 972 2,5-I 2 ,4-CH 3 imidazol-1-yl 973 2-Br, 5-CH 2
CH
3 -imidazol-1-yl 974 2-Br, 4-CH 2
CH
3 -imidazol-1-yl 975 2-CH(CH 3 2 ,4-CH 2
CH
3 -imidazol-1-yl 976 4-CH 2
CH
3 5-Br-iinidazol-1-yl 977 4-Br, 5-CH 2
CH
3 -imidazol-1-yl 978 4-I,5-CH 2
CH
3 -imidazol-1-yl 979 4-CH 2
CH
3 ,5-I-imidazol-1-yl 980 4-F, 5-CH 2
CH
3 -imidazol-1-yl 981 4-CH 2
CH
3 5-F-imidazol-1-yl 982 2,5-I 2 ,4-GH 2
GH
3 -imidazol-1-yl 983 2-N0 2 ,4-CH 3 -imidazol-1-yl 984 2-No 2 4-CH 2 CH3-imidazol-1-yl 985 2-N0 2 4-CH(CH3) 2 -imidazol-1-yl 986 2-N02,4-C(CH 3 3 -imidazol-1-yl 987 2-N0 2 ,4-F-imidazol-1-yl 988 2-N02,4-C1-imidazol-1-yl 989 2-NO 2 4-Br-imidazol-1-yl =9 90 .2-N0 2 ,4-I-imidazol-1-yl 0050/46213 261 No. z 991 4-NO 2 2-CH 3 -imidazol-1-yl 992 4 -NO 2 2-CH 2
CH
3 -imidazol- 1-yl 993 4-NO 2 2-F-imidazol-1-yl 994 4-NO 2 ,2-C 1-imidazol-1-yl 995 4O, 2-Br-imidazol-1-yl 996 4-NO 2 ,2-I-imidazol-1-yl 997 1 O22-CF 3 -iinidazol-1-yl 998 4-NO 2 2-OCH 3 -imidazol-1-yl 999 4-NO 2 5-CH 3 -imidazol-1-yl 1000 4-NO 2 5-CH 2
CH
3 -imidazol-1-yl 1001 4-NO 2 5-F-imidazol-1-yl 1002 4-N0 2 ,5-Cl-imidazol-1-yl 1003 4-N0 2 ,5-Br-iinidazol-1-yl 1004 4-N0 2 ,5-I-imidazol-1-yl 1005 4O, 5-CF 3 -imidazol-1-yl 1006 4-NO 2 5-OCH 3 -imidazol-1-yl 1007 5-N0 2 ,4-CH 3 -imidazol-1-yl 1008 5-N0 2 4-CH 2
CH
3 -imidazol- 1-yl 1009 5-N0 2 ,4-CH(CH 3 2 -imidazol-1-yl 1010 5-N0 2 4-C (CH 3 3 -imidazol-1-yl 1011 5O, 4-F-imidazol-1-yl 1012 5-N0 2 ,4-C1-imidazol-1-yl 1013 5-NO 2 4-Br-iinidazol-1-yl 1014 5-N0 2 ,4-I-imidazol-1-yl 1015 5-N0 2 ,4-C 6
H
5 -imidazol-1-yl 1016 5-N0 2 ,4-CF 3 -imidazol-1-yl 1017 5-N0 2 ,4-OCH 3 -imidazol-1-yl 1018 4-C 6
H
5 ,2-CH 3 -imidazol-1-yl 1019 4-C 6
H
5 2-GH 2
CH
3 -imidazol- 1-yl 1020 4-C 6 H5,2-CF 3 -imidazol-1-yl 451 4CH,-N-mdzl1y 1021 4-C 6
H
5 ,2-CN3-imidazol-1-yl 0050/46213 262 No.
Z
1023 4-C 6
H
5 5-F-imidazol-1-yl 1024 4-C6H 5 ,5-Cl-imidazol-1-yl 1025 4-C 6
H
5 5-Br-imidazol-1-yl 1026 4-C6H 5 ,5-i-imidazol-1-yl 1027 4-C 6
H
5 5-CF 3 -imidazol-1-yl 1028 4-C 6
H
5 ,5-OCHj--imidazol-1-yl 1029 4-OCH 3 5-CH 3 -imidazol-1-yl 1030 4-OCH 3 5-CH 2
CH
3 -imidazol-1-yl 1031 5-OCH 3 4-CH 3 -imidazol-1-yl 1032 5-OCH 3 4-CH 2
CH
3 -imidazol-1-yl 1033 5-0CH 3 4-CH (CH 3 2 -imidazoll 1yl 1034 5-OCH3,4-C(CH 3 3 -imidazoll1yl 1035 2-CN,4-CH 3 -imidazol-1-yl 1036 2-CU, 4-CH 2
CH
3 -imidazol-1-yl 1037 2 -CN,4-CH(CH 3 2 -imidazol1-yl 1038 2-CN,4-C(CH 3 3 -imidazol1-yl 1039 2-CN,4-F-imidazol-1-yl 1040 2-CN,4-C1-imidazol-1-yl 1041 2-CU, 4-Br-imidazol-1-yl 1042 2-CN,4-I-imidazol-1-yl 1043 4-CN,2-CH 3 -iinidazol-1-yl 1044 4-CU, 2-CH 2
CH
3 -imidazol-1-yl 1045 4-CN,5-CH 3 -imidazol-1-yl 1046 4-CU, 5-CH 2
CH
3 -imidazol-1-yl 1047 5-CN,4-CH 3 -imidazol-1-yl 1048 5-CU, 4-CH 2
CH
3 -imidazol-1iyl 1049 5-CN,4-CH(CH 3 2 -imidazol-1-yl 1050 5-CN,4-C(CH 3 3 -imidazol-1-yl 1051 4- (2 '-CH 3
-C
6
H
4 -imidazol-1-yl 1052 4- (3 '-CH 3
-C
6
H
4 -imidazol-1-yl 1053 4-(4'-CH 3
-C
6
H
4 )-imidazol-1-yl 1054 4 3 2
C
6
H
3 ]-imidazol-1-y1 0050/46213 263 No. Z 1055 4-f2' 4'-(CH3) 2
-C
6
H
3 ]-imidazol-1-yl 1056 5'-(CH 3 2
-C
6
H
3 )-imidazol-1-yl 1057 6'-(CH 3 2
-C
6
H
3 ]-imidazol-1-yl 1058 3 2
-C
6
H
3 ]-imidazol-1-y1 1059 5'-(CH 3 2
-C
6
H
3 ]-imidazol-l-yl 1060 4- (2 '-F-C 6
H
4 -imidazol- 1-yl 1061 4- (3 '-F-C 6
H
4 -imidazol-1-yl 1062 4- 6
H
4 -imidazol-1-yl 1063 4- -F 2
-C
6
H
3 )-imidazol-1-yl 1064 4- -F 2
-C
6
H
3 -ixnidazol-1-yl 1065 4- -F 2
-C
6
H
3 )-imidazol-1-yl 1066 4- -F 2
-C
6
H
3 -imidazol-1-yl 1067 4- -F 2
-C
6
H
3 )-iinidazol-1-yl 1068 4- -F 2
-C
6
H
3 )-imidazol-1-yl 1069 4-(2'-Cl-C 6
H
4 )-imidazol-1-yl 1070 4-(3'-Cl-C 6
H
4 )-imidazol-1-yl 1071 4-(4'-Cl-C 6
H
4 )-imidazol-1-yl 1072 4- ,3'-Cl 2
-C
6
H
3 -imidazol-1-yl 1073 4- '-Cl 2
-C
6
H
3 -imidazol-1-yl 1074 4- ,5'-Cl 2
-C
6
H
3 -imidazol-1-yl 1075 4- ,6'-Cl 2
-C
6
H
3 -imidazol-1-yl 1076 4-(3',4'-Cl 2
-C
6
H
3 )-imidazol-1-yl 1077 4-(3',5'-Cl 2
-C
6
H
3 )-imidazol-1-yl 1078 4- (2'-Br-C 6
H
4 -ixnidazol-1-yl 1079 4-(3'-Br-C 6
H
4 )-imidazol-1-yl 1080 4-(4'-Br-C 6
H
4 )-imidazol-1-yl 1081 4- 3'-Br 2
-C
6
H
3 -imidazol-1-yl 1082 4-(2',4'-Br 2
C
6
H
3 )-imidazol-1-yl 1083 4-(2',5'-Br 2
-C
6
H
3 )-imidazol-1-yl 1084 ,6'-Br 2
-C
6
H
3 )-imidazol-1-yl 1085 '-Br 2
-C
6
H
3 )-imidazol-1-yl 1086 4-(3',5'-Br 2
-C
6
H
3 )-imidazol-1-yl 0050/46213 264 No. z 1087 4- (2 '-CF 3
-C
6
H
4 )-imidazol-1-yl 1088 4- (3 '-CF 3
-C
6
H
4 )-imidazol-1-yl 1089 4-(4'-CF3-C 6
H
4 )-imidazol-1-yl 1090 3 2
-C
6
H
3 ]-imidazol-1-yl 1091 3 2
-C
6
H
3 ]-imidazol-1-yl 1092 3 2
-C
6
H
3 ]-imidazol-1-yl 1093 4-I2',6'-(CF 3 2
-C
6 H3]-imidazol-1-yl 1094 3 2
-C
6
H
3 1-iinidazol-1-yl 1095 3 2
-C
6
H
3 ]-iinidazol-1-yl 1096 4- (2 '-OCH 3
-C
6
H
4 -imidazol-1-yl 1097 4- (3 '-OCH 3
-C
6
H
4 -imidazol-1-yl 1098 4-(4 '-OCH 3
-C
6
H
4 )-imidazol-1-yl 1099 4-[2',3'-(OCH 3 2
-C
6
H
3 -imidazol-1-yl 1100 4-[2',4'-(OCH 3 2
-C
6
H
3 -imidazol-1-yl 1101 ,5'-(OCFI 3 2
-C
6
H
3 -imidazol-1-yl 1102 4-[2',6'-(OCH 3 2
-C
6
H
3 -imidazol-1-yl 1103 4-[3',4'-(OCH 3 2
-C
6
H
3 -imidazol-1-yl 1104 4-13' 5'-(OCH 3 2
-C
6
H
3 -imidazol-1-yl 1105 4-(2 '-N0 2
-C
6
H
4 )-imidazol-1-yl 1106 4-(3'-N0 2
-C
6
H
4 )-imidazol-1-yl 1107 4-(4 '-N0 2
-C
6
H
4 )-iinidazol-1-yl 1108 4- (2'-CN-C 6
H
4 -imidazol-1-yl 1109 4- (3'-CN-C 6
H
4 -iniidazol-1-yl 1110 4- (4'-CN-C 6
H
4 -imidazol-1-yl 1111 benzimidazol-1-yl 1112 2-F-benzimidazol-1-yl 1113 4-F-benzimidazol-1-yl 1114 5-F-benzimidazol-1-yl 1115 6-F--benzirnidazol-1-yl 1116 7-F-benzimidazol-1-yl 1117 2, 4-F 2 -benzimidazol-1-yl 1118 .2,5-F2-benzimidazol-1-yl 0050/46213 265 No.
Z
1119 2,6-F 2 -benzimidazol-1-yl 1120 2,7-F 2 -benzimidazol-1-yl 1121 4, 5-F2-benzimidazol-1-yl 1122 4, 6-F 2 -benzimidazol-1-yl 1123 4, 7-F 2 -benzimidazol-1-yl 1124 5,6-F2-benzimidazol-1-yl 1125 5, 7-F 2 -benzimidazol-1-yl 1126 6, 7-F 2 -benzimidazol-1-yl 1127 2-Cl-benzimidazol-1-yl 1128 4-C1-benziinidazol-1-yl 1129 5-Cl-benzimidazol-1-yl 1130 6-Cl-benzimidazol-1.yl 1131 7-Cl-benzimidazol-1-yl 1132 2 ,4-Cl2-benzirnidazol-1-yl 1133 2 ,5-C1 2 -benzimidazol-1-yl 1134 2, 6-Cl 2 -benzimidazol-1-yl 1135 2,7-Cl 2 -benzimidazol-l..yl 1136 4,5-C1 2 -benzimidazo..1-yl 1137 4, 6-C12-benzimidazol-1-yl 1138 4 ,7-Cl2-benzimidazol-1-y.
1139 5,6-Cl2-benzimidazol-1-yl 1140 5,7-C12-benzimidazol-1-yl 1141 6, 7-C12-benzimidazol-1-yl 1142 2-Br--benzimidazol-1-yl 1143 4-Br-benzimidazol-1-yl 1144 5-Br-benzimidazol-1-yl 1145 6-Br-benzimidazol-1-yl 1146 7-Br -benzimidazol-1-yl 1147 2, 4-Br 2 -benzimidazol-1.-yl 1148 2, 5-Br 2 -benzimidazol-1-yl 1149 2, 6-Br 2 -benzimidazol-1-yl 1150 2, 7-Br 2 -benzimidazol-1-yl 0050/46213 266 No. z 1151 4, 5-Br 2 -benzimidazol-1.yl 1152 4, 6-Br 2 -benzimidazol-1-yl 1153 4, 7 -Br 2 -benzimidazol-1-yl 1154 5,6-Br 2 -benzimidazol-1-yl 1155 5, 7-Br 2 -benzimidazol-1-yl 1156 6,7-Br 2 -benzimidazol-1-yl 1157 2-I-benzimidazol-1-yl 1158 4 -I-benzimidazol1-yl 1159 5-I-benzimidazol-1-yl 1160 6-I-benzimidazol1-yl 1161 7-I-benzimidazol-.-yl 1162 2-CH3-benzimidazol-1.yl 1163 4-CH 3 -benzimidazol-1-yl 1164 5-CH3-benzimidazol-1-yl 1165 6-CH 3 -benzimidazol-1.yl 1166 7-CH 3 -benzimidazol-1-yl 1167 2,4-(CH3) 2 -benzimidazol.p.yl 1168 2,5-(CH3) 2 -benzimidazol-1.pyl 1169 2 ,6-(CH 3 2 -benzimidazol..4.yl 1170 2 ,7-(CH 3 2 -benzimidazol1.yl 1171 4 (CH3) 2 -benzimidazol-1Nyl 1172 4 6
-(CH
3 2 -benzimidazoll..yl 1173 4 ,7-(CH3) 2 -benzimidazo-1yl 1174 5, 6 -(CH3) 2 -benzimidazol..Nyl 1175 5,7-(CH 3 2 -benzimidazol-1.yl 1176 6 ,7-(CH 3 2 -benzimidazol-l-y1 1177 2-NO 2 -benzimidazo1...yl 1178 4-NO2-benzimida zol1-Ny1 1179 5-N0 2 benzimidazol-1-.yl 1180 6-N0 2 -benzimidazol-.y1 1181 7-N0 2 -benzimidazo-1yl 1182 2 4 -(N02) 2 -benzimidazol-14yl 0 Al 0050/46213 267 No. z 1183 2,5-(N0 2 2 -benzimidazol-1-yl 1184 2,6-(N0 2 2 -benzimidazol-1-yl 1185 2,7-(N0 2 2 -benzimidazol-1-yl 1186 4,5- (N0 2 2 -benzimidazol-1-yl 1187 4, 6- (N0 2 2 -benzimidazol-1-yl 1188 4, 7- (N0 2 2 -benzimidazol-1-yl 1189 5,6-(N02) 2 -benzimidazol-1-yl 1190 5,7-(N02)2-benzimidazol-1-yl 1191 6,7-(N0 2 2 benzimidazol-1-yl 1192 2-CN-benzimidazol-1-y.
1193 4-CN-benzimidazol-1-yl 1194 5-CN-benzimidazol-1-yl 1195 6-CN-benzimidazol-1-yl 1196 7-CN-benzimidazol-1-yl 1197 2-CF 3 -benzimidazol-1-yl 1198 4-CF 3 -benzimidazol-1-yl 1199 5-CF 3 -benzimidazol-1-yl 1200 6-CF 3 -benzimidazol-1-yl 1201 7-CF 3 -benzixnidazol-1-yl 1202 2-OCH 3 -benzimidazol-1-yl 1203 4-OCH 3 -benzimidazol-1-yl 1204 5-OCH3-benzimidazol-1-yl 1205 6-OCH 3 -benzimidazol-1-yl 1206 7-OCH 3 -benzimidazol-1-yl 1207 4,7-(OCH 2 CH3) 2 -benzimidazol-1-yl 1208 4-Cl,6-CF 3 -benzimidazol-1-yl 1209 4-Br, 6-CF 3 -benzimidazol-1-yl 1210 5-F, 6-C1-benzimidazol-1-yl 1211 1,2,4-triazol-i-yl 1212 3-CN-1,2,4-triazol-1-yl 1213 5-CN-1,2,4-triazol-1-yl 1214 3-N02-1,2,4-triazol-1-yl
C
0050/46213 268 No. Z 1215 5-N0 2 -1,2,4-triazol-1-yl 1216 3-F-1,2,4-triazol-1-yl 1217 5-F-1,2,4-triazol-1-yl 1218 3,5-F 2 -1,2,4-triazol-1-yl 1219 3-Cl-1,2,4-triazol-1-yl 1220 5-C1-1,2,4-triazol-1-yl 1221 3,5-Cl 2 -1,2,4-triazol-1-yl 1222 3-Br-1,2,4-triazol-1-yl 1223 5-Br-1,2,4-triazol-1-yl 1224 3,5-Br 2 1,2,4-triazol-1-yl 1225 3-I-1,2,4-triazol-1-yl 1226 5-I-1,2,4-triazol-1-yl 1227 3,5-I2-1,2,4-triazol-1-yl 1228 3-CH 3 -1,2,4-triazol-1-yl 1229 5-CH 3 -1,2,4-triazol-1-yl 1230 3,5-(CH 3 2 -1,2,4-triazol-1-yl 1231 3-CH 2
CH
3 -1,2,4-triazol-1-yl 1232 5-CH 2
CH
3 -1,2,4-triazol-1-yl 1233 3,5-(CH 2
CH
3 2 -1,2,4-triazol-1-yl 1234 3-CH 2
CH
2
CH
3 -1,2,4-triazol-1-yl 1235 5-CH 2
CH
2
CH
3 -1,2,4-triazol-1-yl 1236 3,5-(CH 2
CH
2
CH
3 2 -1,2,4-triazol-1-yl 1237 3-CH(CH 3 2 4-triazol-1-yl 1238 5-CH(CH 3 2 -1,2,4-triazol-1-yl 1239 3 ,5-[CH(CH 3 2 1 2 -1,2,4-.triazol-1-yl 1240 3-C(CH 3 3 -1,2,4-triazol-1-yl 1241 5-C(CH3) 3 -1,2,4-triazol-1-yl 1242 3,5- [C (CH 3 3 12-1, 2, 4-triazol-1-yl 1243 3-CF 3 -1,2,4-.triazol-1-yl 1244 5-CF 3 -1,2,4-triazol-1-yl 1245 3,5-(CF 3 2 -1,2,4-triazol-1-yl 1246 3-C 3 12,4-triazol-1-yl 0050/46213 269 No. Z 1247 5-OCH 3 -1,2,4-triazol-1-yl 1248 3,5-(OCH 3 2 -1,2,4-triazol-1-yl 1249 3-C 6
H
5 -1,2,4-triazol-1-yl 1250 5-C 6
H
5 -1,2,4--triazol-1-yl 1251 3,5-(C6H 5 2 -1,2,4-triazol-1-yl 1252 3-OCH 2
CH
3 2, 4-triazol-1-yl 1253 5-OCH 2
CH
3 -1,2,4-triazol-1-yl 1254 3-OCH(CH 3 2 -1,2,4-triazol-1-yl 1255 5-OCH(CH 3 2 -1,2,4-triazol-1-yl 1256 3-0C 6
H
5 -1,2,4-triazol-1-yl 1257 5-0C 6
H
5 -1,2,4-triazol-1-yl 1258 3-OCH 2
C
6
H
5 -1,2,4-triazol-1-yl 1259 5-OCH 2
C
6
H
5 -1,2,4-triazol-1-yl 1260 3-COCH 3 -1,2,4-triazol-1-yl 1261 5-COCH 3 -1,2,4-triazol-1-yl 1262 3-C(CH 3
)=NOCH
3 -1,2,4-triazol-1-yl 1263 5-C(CH 3
)=NOCH
3 -1,2,4-triazol-1-yl 1264 3-C(CH 3
)=NOCH
2
CH
3 -1,2,4-triazol-1-yl 1265 5-C (CH 3
)=NOCH
2
CH
3 -1,2,4-triazol-1-yl 1266 3-C(CH 3
)=NOCH
2
CH
2
CH
3 -1,2,4-triazol-1-yl 1267 5-C (CH 3
)=NOCH
2
CH
2
CH
3 4-triazol-1-yl 1268 3-C (CH 3
)=NOCH(CH
3 2 4-triazol-1-yl 1269 5-G(CH 3
)=NOCH(CH
3 2 -1,2,4-triazol-1-yl 1270 3-CO 2
CH
3 -1,2,4-triazol-1-yl 1271 5-CO 2
CH
3 -1,2,4-triazol-1-yl 1272 3-C0 2
-CH
2
CH
3 -1,2,4-triazol-1-yl 1273 5-C0 2
-CH
2
CH
3 -1,2,4-triazol-1-yl 1274 3-C0 2
-CH
2
CH
2
CH
3 2, 4-triazol-1-yl 1275 5-C0 2
-CH
2
CH
2
H
3 1,2,4-triazol-1-yl 1276 3-C0 2
-CH(CH
3 2 -1,2,4-triazol-1-yl 1277 5-G0 2
-CH(CH
3 2 -1,2,4-triazol-1-yl 1278 3-C 3 12,4-triazol-1-yl 0050/46213 270 No.
Z
1279 5-SCH3-1,2,4-triazol-1-yl 1280 3-SO2CH 3 2, 4-triazol- 1-yl 1215S2H-,2 -rao-1y 1281 3-SO25CH 3 -1,2,4-triazol-1yl 1282 3-CH3,5-CH 3 -1,2,4-triazol-1.yl 1283 3-CH,5-C-1,2,4-triazol1yl 1284 3-C1,5-Br-1,2,4-triazol-1-yl 1285 3-B,5-C1-1,2,4-triazol-1..yl 1286 3 -Ir,5-Br-1,2,4-triazol-1-yl 1288 3 -I,5-CH3-1,2,4-triazol-1-yl 1289 3-CH 3 ,5-I-1,2,4-triazol-1-yl 1290 3 -Br,5-CH 3 -1,2,4-triazol-1-yl 1291 3-CH 3 ,5-Br--1,2,4-triazol-1-yl 1292 3-Br,5-F-1,2,4-triazol-1-yl 1293 3-F,5-Br-1,2,4-triazol1-yl 1294 3-Cl, 5-CH (CH 3 2 2,4-triazol-1-yl 1295 3-GH(CH 3 2 ,5-Cl-1,2,4-triazol-1-yl 1296 3-CH3,5-CH (CH 3 2 4-triazol1-yl 1297 3-CH(CH 3 2 ,5-CH 3 -1,2,4-triazol-1-yl 1298 3 -I,5-C1-1,2,4-triazol-1-yl 1299 3-Cl,5-I-1,2,4-triazol-1-yl 1300 3-Br,5-CH(CH 3 2 -1,2,4-triazol-1-yl 1301 3-CH(CH 3 2 ,5-Br-1,2,4-triazol-1-yl 352 3C,-C2H-,,-tizl1y 1302 3-CH25CH 2 5Clj-1, 2,4-triazol-1-yl 1303 3-CH 2 5CH,5C-1,2,4-triazol-1-yl 1304 3 -Br,5C3,GH 3 -1,2,4-trazol.1.yl 1305 3-CH2GCH2C5-B-1,2,4-triazol-1-yl 1306 3-I,5CH,C5--1, 2, 4-triazol-1-yl 1308 3-CH3, 5-CH 2
CH
3 2, 4-triazol1-y1 1309 3-CH2GH 3 ,5-CH 3 -1,2,4-triazol1-yl 1310 3-N02,5-CH 3 -1,2,4-triazol-1-yl 0050/46213 271 No. z 1311 3 -NO2,5-CH 2
CH
3 1,2,4-triazol-1.pyl 1312 3-N02,5-F-1,2,4-triazol-1-yl 1 335N 2 5 C 2 4 t i z l 1 y 1314 3 -N02,5-Br-1,2,4-trazol-1.yl 1315 3 -NO2,5-Ir-1,2,4-triazo1-y 1316 3 -N02,5-OCH-1,2,4-triazol1.yl 1317 3-N2 OCH30-1,2,4-triazol-1-yl 1318 3-CH2 3 ,5-N 2 -1,2,4-triazolyl 1319 3 -CH(CH3) 2 ,5-NO 2 -1,2,4triazo1>yl 1320 3 -C (CH 3 3 ,5-N 2 -1,2,4-triazol.1-yl 1321 3-F,5-N0 2 -1,2,4-triazolyl 1322 3 -Cl,5-NO 2 -1,2,4-triazol1-.yl 1323 3 -Br,5-N2-1,2,4-triazol1..y1 1324 3 -i,5-N02-1,2,4-triazol-1.yl 1325 3-C6H 5 ,5-NO 2 -1,2,4-triazol.1.yl 1326 3-OCH3, 5-N 2 4-triazolyl 1327 3-CN,5-CH 3 -1,2,4-triazol-14yl 1328 3 -CN,5-CH 2
CH
3 -1,2,4-triazol-1lyl 1329 3-CN,5-F-1,2,4-triazol.1..yl 1330 3 -CN,5-Cl-1,2,4-triazoll..yl 1331 3-CN,5-Br-1,2,4-triazol1..y1 1332 3 -CN,5-I-1,2,4-triazol...yl 1333 3-CH3,5-CN-1,2,4-triazol1.yl 1334 3-CH2CH 3 5-CN-1, 2,4-triazol.1.yl 1335 3
-CH(CH
3 2 ,5-CN-1, 2,4triazo..1.yl 1336 3 -C(CH3) 3 ,5-CN1,2,4-triazo.1.yl 1337 3 -F,5-CN-1,2,4-triazol-1..yl 1338 3 -Cl,5-CN-1,2,4-triazol1.y1 1339 3 -Br,5-CN-1,2,4-triazo...1.yl 1340 3 -I,5-CN-1,2,4-triazol-1Nyl 1341 3 -C6H5,5-CN-1,2,4triazol-1.yl 1342 3 -C6H5,5-CH 3 -1,2,4-triazo..1.yl 0050/46213 272 No.
Z
1343 3 -C6H5, 5-CH 2
CH
3 -1,2,4-triazo..1yl 1344 3-C6H5,5-F-1,2,4-triazol-.1.yl 1345 3 -C6H5,5-G-1,2,4triazo11yl 1346 3 -C6H5,5-Br-1,2,4-triazol-1-y1 1347 3 -C6H5,5-I-1,2,4-triazol1.yl 1348 3 -C6H5, 5-CF 3 -1,2,4-triazol-1.pyl 1349 3 -C6H5,5-OCH 3 -1,2,4-triazol-..yl 1350 3 -OCH3,5-CH 3 -1,2,4triazo11yl 1351 3 -OCH3,5-CH 2
CH
3 -1,2,4.triazo1.yl 1352 3-OCH 3 ,5-F-1,2,4-triazol-1p.yl 1353 3 -OCH3,5-Cl-1,2,4-triazol-1.yl 1354 3 -OCH3,5-Br-1,2,4triazo..1.yl 1355 3 -OCH3,5-I-1,2,4-triazol-1-y1 1356 3 -CH3,5-OCH 3 -1,2,4-triazol11yl 1357 3 -CH3CH 3 ,5-OCH 3 -1,2,4-trazo11yl 1358 3 -CH(CH3)2,5-OCH 3 1,2,4triazo1..1..yl 1359 3 -C(CH3) 3 ,5-OCH 3 -1,2,4..triazol1.yl 1360 3 -F,5-OCH3-1,2,4-triazol-14yl 1361 3 -Cl,5-OCH 3 -1,2,4triazo11yl 1362 3 -Br,5-OCH 3 -1,2,4triazol.1.yl 1363 3 -TiS--OC3-1,2,4-triazol-1.yl 1364 3- (2 '-CH3-C6H 4 4-triazol.1yl 1365 3- (3 '-CH3-C 6
H
4 2,4-triazol-1..yl 1366 3 4 '-CH3-C6H 4 2,4-triazol.1-yl 1367 3 2 3 (CH3) 2-C6H 3 4triazol-1.yl 1368 3 2 4 (CH3) 2
-C
6 H3 1,2, 4triazol-.1.yl 1369 3 2 (CH3) 2C 6
H
3 2,4-triazol1.yl 1370 3 2 'i, 6 2
C
6
H
3 24triazol-1-yl 1371 3J( 3 4 '-(CH3)2-C 6
H
3 ]-1,2,4triazo11yl 1372 3 (CH3) 2
-C
6
H
3 1, 2, 4triazol1.yl 1373 3 2 1 -F-C6H 4 4triazol.1..yl 1374 3 (3 '-F-C6H 4 4triazol.1.yl 0050/46213 273 No.
Z
1375 3-(4'-F-C6H 4 )-1,2,4-triazol1-yl 1376 3 2 ',3'-F2-C 6
H
3 )-1,2,4-triazo-l.y1 1 375( 4 2 C N 1 2 4 t i z l y 1378 3 2 ',4'-F2-C 6
H
3 )-1,2,4-triazol-1.y1 1379 3 2 1 ,5'-F2-C6H 3 )-1,2,4-triazol1.yl 1380 3 3 4'-F2-C 6
H
3 )-1,2,4-triazol1-.yl 1381 3 3 ',5'-F2-C6H3)-1,2,4-triazo..j..y1 1382 3 '-C1-C6H 4 )-1,2,4-triazo..1yl 1383 3 3 '-Cl-C 6
H
4 )-1,2,4-trial...1.yl 1384 3 -(4'-Gl-C6H 4 )-1,2,4-triazol-1yl 1385 3 2 3 '-C12-C6H3)-1,2,4-triazo1-.yl 1386 3 2 4 '-C2-C6 3 )-1,2,4triazol1..yl 1387 3 2 5'-C12-CH 3 )-1,2,4-triazol-1.yl 1388 3 2 ',6'-Cl2-C 6
H
3 )-1,2,4-triazol1yl 1389 3-( 3 4 '-Cl2-C6H 3 )-1,2,4-trazol-1..yl 1390 3 3 5'-Cl2-C 6
H
3 )-1,2,4-triazol-1yl 1391 3 21 -Br-C6H4)-1,2,4-triazol-1.pyl 1392 3 3 '--Br-C6H4)-1,2,4-triazo..1.yl 1393 3-(4'-Br-C6H 4 )-1,2,4-triazol...yl 1394 3 2 ',3'-Br2-C6H 3 )-1,2,4-triazol-1.yl 1395 3 2 4'-Br2-C6H3)-1,2,4-triazol..>.yl 1396 3 2 ',5'-Br2-C6H3)-1,2,4-triazol-1..yl 1397 3 2 6 '-Br2-C6H 3 )-1,2,4.triazol.1.yl 1398 3 3 ',4'-Br2-C6H 3 4-triazol..1.yl 1399 3 3 ',5'-Br2-C 6
H
3 )-1,2,4triazo..u..yl 1400 3 2
'-CF
3
-C
6
H
4 4-triazol1...y1 1401 3 '-CF3-C6H 4 )-1,2,4-triazol.1yl 1402 3 4 '-CF3-C6H 4 )-1,2,4-triazol..1.yl 1403 t 3 '-(CF3) 2
-C
6
H
3 -1,2,4-triazol11yl 1404 3>( 2 4 -(CF3)2-C 6
H
3 ]1,2,4..triazol1.yl 1405 ,5'-(CF3)2-C 6
H
3 ]-1,2,4triazoll1yl 1406 3 -2',6'-(CF3)2-C 6
H
3 ]-1,2,4triazol1.yl 0050/46213 274 No.
Z
1407 2
C
6
H
3 ]-1,2,4-triazol.p-yl 1408 ,5'-(CF3) 2
-C
6
H
3 ]-1,2,4-triazo..1.yl 1409 3-(2'-OCH 3
-C
6
H
4 )-1,2,4-triazol1yl 1410 3-(3 '-OCH 3
C
6
H
4 )-1,2,4-triazo1-.yl 1411 3 -(4'-OCH 3
-C
6
H
4 )-1,2,4-triazol1.yl 1412 3 4[ 2 3 '-(OCH3) 2
-C
6
H
3 ]-1,2,4-triazol1..pyl 1413 3 2 4 '-(OCH3) 2
-C
6
H
3 ]-1,2,4-triazol-1yl 1414 3 2 5'-(OCH3)2-C 6
H
3 1-1,2,4triazol-.1-.yl 1415 3 1( 2 6 '-(OCH3)2-C6H 3 ]-1,2,4-triazol-1..yl 1416 3 3 4 (OCH3) 2-C 6
H
3 1]-1,2,4-triazol.1.yl 1417 3 3 ',5'-(OCH3)2-C 6
H
3 ]-1,2,4-triazo1.yl 1418 3-(2'-N02-C6H 4 )-1,2,4-triazol.4..yl 1419 3 (3'-NO2-C 6
H
4 4-triazol1.yl 1420 3-(4'-N02-C 6
H
4 )-1,2,4-triazol-1..yl 1421 3-(2'-CN-C 6
H
4 )-1,2,4-triazo1.yl 1422 3 -(3'-CN-C 6
H
4 )-1,2,4-triazol1yly 1423 3 4 '-CN--C6H 4 )-1,2,4-triazo1-.yl 1424 l,3,4-triazol-1-yl 1425 2-F-1,3,4-triazol-1-yl 1426 2 ,5-F2-1,3,4-triazol-1-yl 1427 2 -Cl-1,3,4-triazol-1-yl 1428 2,5-Cl2-1,3,4-triazol-1-yl 1429 2 -Br-1,3,4-triazol-1Nyl 1430 2,5-Br 2 -1,3,4-triazol-1-yl 1431 2 -I-l,3,4-triazol-1-yl 1432 2 5 -I2-1,3,4-triazol-1.yl 1433 2-CHj-1.3,4-triazol1-yl 1434 2 ,5-(CH3) 2 -1,3,4-triazol-1.yl 1435 2 -CH3,5-F-1,3,4-triazol1yl 1436 2 -CH3,5-Cl-1,3,4-triazo-1yl 1437 2
-CH
3 ,5-Br-1,3,4-triazol-14yl 1438 2
-CH
3 ,5-I-1,3,4-triazol-1-yl 0050/46213 275 No. z 1439 2-C1,5-F-1,3,4-triazol-1-yl 1440 1,2,3-triazol-1-yl 1441 4-CH 3 -1,2,3-triazol-1-yl 1442 4,5-(CH 3 2 -1,2,3-triazol-1-yl 1443 4-CH 2
CH
3 2, 3-triazol- 1-yl 1444 4, 5- (CH 2
CH
3 2 2,3-triazol-1-yl 1445 4-CH (CH 3 2 -1,2,3-triazol-1-yl 1446 4-CG(CH 3 3 -1,2,3-triazol-1-yl 1447 4-C6H5-1,2,3--triazol-1-yl 1448 4,5-(G 6
H
5 2 -1,2,3-triazol-1-yl 1449 4-F-1,2,3-triazol-1-yl 1450 4,5-F2-1,2,3-triazol-l-yl 1451 4 -Cl-1,2,3-triazol-1-y.
1452 4,5-Cl2-1,2,3-triazol-1-yl 1453 4-Br-1,2,3-triazol-1-yl 1454 4,5-Br 2 -1,2,3-triazol-1-yl 1455 4 ,5-I-1,2,3-triazol-1-yl 1456 4 ,5-I2-1,2,3-triazol-1-yl 1457 4-CN-1,2,3-triazol-1-yl 1458 4,5-(CN) 2 -1,2,3-triazol-1-yl 1459 4-N02-1,2,3-triazol-1-yl 1460 4,5-(N02)2-1,2,3-triazol-1-yl 1461 4-CF 3 -1,2,3--triazol-1-yl 1462 4,5-(CF 3 2 -1,2,3--triazol-1-yl 1463 4-OCH3-1,2,3-triazol-1-yl 1464 4-OCH 2
GH
3 -1,2,3-triazol-1-yl 1465 4-OCH(CH 3 2 -1,2,3-triazol-1-yl 1466 4-0C6H 5 -1,2,3-triazol-1-yl 1467 4-COCH 3 -1,2,3-triazol-1-yl 1468 4-C(CH 3
)=NOGH
3 -1,2,3-triazol-1-yl 1469 4-C(CH 3
)=NOCH
2
CH
3 -1,2,3-triazol-1-yl 1470 14-C(CH 3
)=NOCH
2
CH
2
CH
3 -1,2,3-triazo1-1-yl 0050/46213 276 No. z 1471 4-C(CH 3
)=NOGH(GH
3 2 -1,2,3-triazol-1-yl 1472 4-CO 2
CH
3 -1,2,3-triazol-1-yl 1473 4,5-(CO 2
CH
3 )2-1,2,3-triazol-1-yl 1474 4-C0 2
CH
2
CH
3 -1,2,3-triazol-1-yl 1 1475 4, 5- (CO 2
CH
2 CH3) 2 -1,2,3-triazol-1-yi 1476 4-CO 2
GH
2
CH
2
CH
3 -1,2,3-triazol-1.yl 1477 4,5-(CO 2
CH
2
CH
2
CH
3 2 -1,2,3-triazol-1-y1 1478 4-CO2CH(CH 3 2 -1,2,3-triazol-1-yl 1479 4,5-[CO 2
CH(CH
3 2 2 3-triazol-1-yl 1480 4-SCH 3 -1,2,3-triazol-1-yl 1481 4-SO2CH 3 -1,2,3-triazol-1-yl 1482 4-(2 '-CH 3
-C
6
H
4 3-triazol-1-yl 1483 4- (3 '-CH 3
-C
6
H
4 2, 3-triazol-1-yl 1484 4- (4 '-CH 3
-C
6
H
4 3-triazol-1-yl 1485 4- (CH 3 2
-G
6 H3 2,3-triazol-1-yl 1486 4-jj2',4'-(CH 3 2
-C
6
H
3 ]-1,2,3-triazol-1-yl 1487 4- [2 (GH3) 2-C 6
H
3 ]-1,2,3-triazol1-y1 1488 4- (H 3 2
-C
6
H
3 -1,2,3-triazol1.yl 1489 4
(CHA)
2
-C
6
H
3 )-1,2,3-triazol-1-yl 1490 4
(GHA)
2
-C
6
H
3 3-triazoll1-yl 1491 4- (2'-F-C6H 4 3-triazol-1-yl 1492 4 6
H
4 )-1,2,3-triazol-1-yl 1493 4 6
H
4 )-1,2,3-triazol-1-yl 1494 4 (2 3'-F 2
-C
6
H
3 3-triazol-1Nyl 1495 4 (2 4'-F 2
-C
6
H
3 -1,2,3-triazoll1yl 1496 4- (2 5'-F2-C 6 H3) 2,3-triazol1-yl 1497 4 (2 6'-F 2
-C
6
H
3 3-triazol1-y1 1498 4 3 4 '-F2-G 6
H
3 2, 3-triazol-1-yl 1499 4 3 '1,5'-F2-C 6
H
3 3-triazol-1-yl 1500 4 2 '-Cl-C6H 4 2, 3-triazol1-yl 1501 4- (3 '-C1-C 6
H
4 2,3--triazol- 1-yl 1502 4 4 '-C1-C 6
H
4 2, 3-triazol-1-yl 0050/46213 277 No.
Z
1503 4 2
-C
6
H
3 )-1,2,3-triazol-1-.yl 1504 4 2 4'-C1 2 -C6H 3 )-1,2,3-triazol-1..yI 1505 4 2 5'-1 2 -C6H 3 )-1,2,3-trazol-.1-.yi 1506 4 2 6'-C1 2 -C6H 3 )-1,2,3-triazol-1-yi 1507 4 3 4'-C1 2 -C6H 3 )-1,2,3-triazo..1..y1 1508 4 3 5'-Cl 2 -C6H 3 )-1,2,3-triazol->.-yi 1509 4 '-Br-C 6
H
4 )-1,2,3-triazol.1.yl 1510 4 3 '-Br-C6H 4 )-1,2,3-triazol-1.yl 1511 4 4 '-Br-C 6
H
4 )-1,2,3-triazol-.1-yl 1512 4 2 ',3'-Br2-C 6
H
3 )-1,2,3-triazolp..yl 1513 4 2 ',4'-Br2-C6H 3 )-1,2,3-triazol1-yl 1514 4 2 5'-Br2-C 6
H
3 )-1,2,3-triazo1-.yl 1515 4 3 4t -Br2-C 6
H
3 )-1,2,3triazo.2..yl 1516 IS'-Br2-C 6
H
3 )-1,2,3-triazolli-y1 1517 4-(2'-CF 3
-C
6
H
4 )-1,2,3-triazol-1.pyl 1518 4 3 '-CF3-C 6
H
4 )-1,2,3-triazol1-1yl 1519 4-(4'-CF3-C 6
H
4 )-1,2,3-triazol..1.y1 1520 4 2 3 '-(CF3)2-C 6
H
3 ]-1,2,3triazo.1..yl 1521 4 1 -(CF3) 2
-C
6
H
3 ]-1,2,3-triazol1-y1 1522 4 1[ 2 6 3 ]-1,2,3-triazol.1.yl 1523 4 2 ',6'-(CF3)2-C 6
H
3 ]-1,2,3.triazo..p-yl 1524 4 3 4 2
-C
6
H
3 ]-1,2,3-triazol.1..yl 1525 ,5'-(CF3)2-C 6
H
3 ]-1,2,3-triazo1.yl 1526 4 2 '-OCH3-C 6
H
4 )-1,2,3-triazo.>1.yl 1527 4 3 '-OCH3-C6H 4 )-1,2,3-triazoll..yl 1528 4 4 '-OCH3-C 6
H
4 )-1,2,3triazo.1.yl 1529 4 2 3 '-(OCH3)2-C 6
H
3 ]-1,2,3-triazol-1yl 1530 4 2 4 '-(OCH3) 2
-C
6
H
3 ]p1,23.triazol-1.yl 1531 IS'4OCH3)2-C 6
H
3 ]-1,2,3-triazol1-yl 1532 4 2 6 '(OCH3)2-C 6
H
3 ]-1,2,3-triazol1.yl 1533 4 3 4 '-(OCH3)2-C 6
H
3 ]-1,2,3triazol1.yl 1534 4 3 5'-(OCH3)2-C6H 3 ]-1,2,3-.triazol-1.yl 0050/46213 278 No.
Z
1535 4 -(2'-NO2-C 6
H
4 )-1,2,3--triazol1-y1 1536 4-(3'-N02-C 6
H
4 )-1,2,3-triazol-1.y1 1537 4 4 '-N02-C 6
H
4 )-1,2,3-triazol-1Ny1 1538 4 -(2'-CN-G 6
H
4 )-1,2,3-triazol-1Nyl 1539 4 (3'-CN-C 6
H
4 -1,2,3-triazol1-y1 1540 4-(4 '-CN-C 6
H
4 )-1,2,3-triazol-1-yl 1541 1,2,3-triazol-2-yl 1542 4-CH 3 -1,2,3-triazol-2-yl 1543 4,5- (CH 3 2 3-triazol-2-yl 1544 4-CH 2
CH
3 -1,2,3-triazol-2.yl 1545 4, 5- (CH 2
CH
3 2 -1,2,3-triazol2.yl 1546 4-GH(CH 3 2 -1,2,3-triazol-2.yl 1547 4-C(CH 3 3 -1,2,3-triazo1-2-yl 1548 4-C6H5-1,2,3-triazol-2-yl 1549 4, 5- (C6H5) 2 2,3-triazol-2-yl 1550 4 -F-1,2,3-triazol-2-yl 1551 4,5-F2-1,2,3-triazol-2-yl 1552 4 -Cl-1,2,3-triazol-2-yl 1553 4,5-C12-1,2,3-triazol-2-yl 1554 4-Br-1,2,3-triazol-2-yl 1555 4,5-Br 2 -1,2,3-triazol-2-yl 1556 4 -T-1,2,3-triazol-2-yl 1557 4 ,5-12-1, 2, 3-triazol,-2-yl 358 4C-,,3tizl2y 1558 4,-CN-1,2,3-triazol-2-yl 1559 4
-(C
2 -1,2,3-triazol-2-yl 1561 4, 5-(NO) 2 -1,2 ,3-triazol-2-yl 1562 4-CF 3 -1,2,3-triazol-2-yl 1563 4,5-(CF 3 2 -1,2,3-triazol-2-yl 1564 4-0CH 3 -1,2,3-triazol.-2-yl 1565 4-OCH 2
CH
3 2,3-triazol.2-yl 1566 4-OCH(CH 3 2 -1,2,3-triazol-2y1 0050/46213 279 No. z 1567 4-0C 6
H
5 -1,2,3-triazol-2-yl 1568 4-COCH 3 -1,2,3-triazol-2-yl 1569 4-C (CH 3
NOCH
3 3-triazol-2-yl 1570 4-C(CH3)=NOCH 2
CH
3 -1,2,3-triazolN2yl 1571 4-C (CH 3
)=NOCH
2
CH
2
CH
3 2, 3 -triazol-2-yl 1572 4-C(CH 3
)=NOCH(CH
3 2 -1,2,3-triazol2.yl 1573 4-CO 2
CH
3 -1,2,3-triazol-2-yl 1574 4,5-(CO2CH 3 2 -1,2,3-triazo1-2-yl 1575 4-CO 2
CH
2
CH
3 -1 ,2 3-triazol-2-yl 1576 4 ,5-(CO2CH 2
CH
3 2 -1,2,3-triazol2.yl 1577 4-CO 2
CH
2
CH
2
CH
3 -1,2,3-trazol.2.yl 1578 4 5- (CO 2
CH
2
CH
2
CH
3 2 3-triazol..2-yl 1579 4-CO2CH (CH 3 2 3-triazol-2-yl 1580 4, 5- [Co 2
CH(CH
3 2 2 3-triazol-2-yl 1581 4-SCH 3 -1,2,3-triazol-2yl 1582 4-SO 2
CH
3 -1,2,3-triazol-2-yl 1583 4- (2'-CH 3
-C
6
H
4 2, 3-triazol2.yl 1584 4 (3'-CH 3
-C
6
H
4 2,3-triazol-2-yl 1585 4 (4 '-CH 3
-C
6
H
4 2,3-triazol-2-yl 1586 4 2 3 '-(CH3)2-C 6
H
3 ]-1,2,3triazol.2-yl 1587 4 2 4 '-(CH3)2-C6H 3 I-1,2,3-triazo1-2-yl 1588 4 -1,5'-(CH3)2-C 6 H3]-1,2,3-triazol..2.yl 1589 4 2 3 2
-C
6 H3]-1,2,3-triazol.2.yl 1590 4 3 2
-C
6
H
3 I-1,2,3-triazol-2-yl 1592 4 2 1,'-CH)2--1,2,3-tri..2..y 1594 4 (2'-F-C 6
H
4 3-triazol-2.yl 1595 4 2 3'-FH2-1,2 3 -1,2,3triazoyl 1596 4 6 H)-1,2,3-triazol.>yl 4554 '3 -F -63 ,3 t i z l 2 y 1597 4 2 45'-F 2
-C
6
H
3 3-triazol-2-yl 1598 4 2 2
-C
6
H
3 )-1,2,3-triazol-2-yl
C)
DI
0050/462 13 280 No. z 1599 4-(3',4'-F2-C6H 3 )-1,2,3-triazol.2.yl 1600 4-(3',5'-F2-C 6
H
3 )-1,2,3-triazo..2.yl 561 4('C-64-l23tizl2y 1601 4-(3'-Cl-C 6
H
4 )-1,2,3-triazol-2.yl 1602 4-(4'-Cl-C 6
H
4 )-1,2,3-triazol-2yl 1604 f 3'-C12-C6H 3 3-triazol2.yl 1605 4-(2 f4'-Cl 2
-C
6
H
3 )-1,2,3-triazol-2-yl 1606 4-(2',5'-Cl2-C 6
H
3 )-1,2,3-triazol-2.yl 1607 .6'-C 2
-C
6
H
3 )-1,2,3-triazol-2.yl 1608 4-(3',4'-Cl 2
-C
6
H
3 )-1,2,3-triazol-2-yl 1609 f5'-Cl2-C 6 H3)-1, 2,3-triazol-2-yl 1610 4-(2'-Br-C6H 4 3-triazol-2-yl 1611 4-(3'-Br-C 6
H
4 )-1,2,3-triazol-2-yl 1612 4- (4'-Br-C 6
H
4 3-triazol-2-y1 1613 4-(2',3'-Br 2
-C
6
H
3 )-1,2,3-triazol-2-yl 1614 4-(2',4'-Br2-C6H 3 )-1,2,3-triazol-2-yl 1615 4-(2',5'-Br2-C 6
H
3 )-1,2,3-triazo-2-.yl 1616 4 6'-Br2-C 6
H
3 )-1,2,3-triazol-2..yl 1617 4 -(3',4'-Br2-C6H 3 )-1,2,3-triazol-2-yl 1618 4 -(3',5'-Br2-C 6
H
3 )-1,2,3-triazol2.yl 1619 4-(2'-CF3-C 6
H
4 )-1,2,3-triazol-2-yl 1620 4-(3'-CF 3
-C
6
H
4 )-1,2,3-triazol-2-yl 1621 4-(4'-CF 3
-C
6
H
4 )-1,2,3-triazol-2-yl 1622 ,3'-(CF 3 2
-C
6
H
3 ]-1,2,3-triazol-2-yl 1623 4 4 '-(CF 3 2
-C
6
H
3 2,3-triazol.2.yl 1624 ,5'-(CF 3 2
-C
6
H
3 I-1,2,3-triazo1-2-yl 1625 4 3 2
-C
6
H
3 ]-1,2,3-triazo..2yl 1626 4 3 f 4 '-(CF 3 2
G
6
H
3 ]-1,2,3-triazol-2-yl 1627 i5 '-(CF 3 2
-C
6
H
3 ]-1,2,3-triazol-2-y1 1628 4 2
'-OCH
3
-C
6
H
4 3-triazol-2-yl 1629 4 -(3'-OCH 3
-C
6
H
4 )-1,2,3-triazol-2-yl ,N L 1630 1 4 4
'-OCH
3
-C
6
H
4 )-1,2,3-triazol-2-yl 0050/46213 281 No.
Z
1631 4 2 ',3'-(OCH3)2-C 6
H
3 ]-1,2,3-triazo1.2-yl 1632 4-[2',4'-(OCH3) 2
-C
6
H
3 ]-1,2,3-triazol-2yl 1633 4-[2',5'-(OCH3)2-C 6
H
3 ]-1,2,3-triazol.2yl 1634 4-[2',6'-(OCH3) 2
-C
6
H
3 ]-1,2,3triazol2y1 1635 4 2
-C
6
H
3 ]-1,2,3triazo-2-yl 1636 4-[3',5'-(OCH3) 2
-C
6
H
3 ]-1,2,3-triazol-2.yl 1637 4-(2'-NO2-C 6
H
4 )-1,2,3-triazo1-2-yl 1638 4- (3'1-N0 2
-C
6
H
4 3-triazol-2-yl 1639 4- (4'-N02-C 6
H
4 3-triazol-2-yl 1640 4- (2'-CN-G 6
H
4 -1,2,3-triazol-2-yl 1641 4- (3'-CN-C 6
H
4 -1,2,3-triazol-2-yl 1642 4- (4'-CN-C 6
H
4 -1,2,3--triazol-2-yl 1643 benzotriazol-1-yl 1644 4-F-benzotriazol-1-yl 1645 5-F-benzotriazol-1-yl 1646 6-F-benzotriazol-1-yl 1647 7-F-benzotriazol-1-yl 1648 4, 5-F 2 -benzotriazol-1-yl 1649 4, 6-F 2 -benzotriazol-1-yl 1650 4,7-F 2 -benzotriazol-1-yl 1651 5,6-F2-benzotriazol-1-yl 1652 5,7-F 2 -benzotriazol-1-yl 1653 6,7-F 2 -benzotriazol-1-yl 1654 4-Cl-benzotriazol-1-yl 1655 5-C1-benzotriazol-1-yl 1656 6-Cl-benzotriazol-1-yl 1657 7-Cl-benzotriazol-1-yl 1658 4,5-C12--benzotriazol-1-yl 1659 4,6-Cl2-benzotriazol-1-yl 1660 4,7-Cl2-benzotriazol-1-yl 451 56C2bnztizl1y L 1661 6-C12-benzotriazol-1-yl 0050/46213 282 No.
Z
1663 6, 7-C12-benzotriazol-1-yl 1664 4 -Br-benzotriazol1-yl 1665 5-Br-benzotriazol-.1-yl 1666 6 -Br-benzotriazol-1-y.
1667 7-Br-benzotriazol-1-yl 1668 4 ,5-Br2-benzotriazol-1uyl 1669 4, 6-Br2-benzotriazol-1-yl 1670 4, 7-Br 2 -benzotriazol-.1-yl 1671 5, 6-Br2-benzotriazol1-.yl 1672 5, 7 -Br2-benzotriazol1-yl 1673 6, 7-Br 2 -benzotriazol-1.yl 1674 4-I-benzotriazol-1-yl 1675 5-I-benzotriazol-1-yl 1676 6-I-benzotriazol-1-yl 1677 7-I-benzotriazol-1-yl 1678 4-CH3-benzotriazol1-yl 259 5C3bnztizl1y 1679 5-CH 3 -benzotriazol-1-yl 1680 6-CH 3 -benzotriazol-1>yl 1682 4 ,5-(CH3)2-benzotriazol-1-y.
1683 4 6-(CH 3) 2 -ben zotr ia z o 1 y 1 1684 4 7 -(CH 3 2 be n zotr ia z o1 y 1 1685 5,6-(CH3)2--benzotriazol-1-yl 16 5,7-(CH3) 2 -benzotriazo-1.yl 1687 6 7 -(CH3)2-benzotriazol-l-yl 1688 4-N0 2 -benzotriazol-1-yl 1689 5-N0 2 -benzotriazol.1-yl 1690 6-N0 2 -benzotriazol1yl 1691 7-N0 2 -benzotriazoll1yl 1692 4,5-(N02) 2 -benzotriazoll1yl 193 4, 6- (N02) 2-benzotriazol1yl 1694 4, 7- (N02) 2-benzotriazol...>yl 0050/46213 283 No.
Z
1695 5,6-(N02)2-benzotriazol1yl 1696 5, 7 -(NO2)2-.benzotriazo11yl 1697 6, 7 -(NO2)2-benzotriazol1.yl 1698 4 -CN-benzotriazol.1-yl 1699 1700 6 -CN-benzotriazol-1Nyl 1701 7 -CN-benzotriazol-1-yl 1702 4 -CF3-benzotriazol1yl 1703 5-CF3-benzotriazol1.yl 1704 6 -CF3-benzotriazol...yl 1705 7 -CF3-benzotriazolyl 1706 4
-OCH
3 -benzotriazol1yl 1707 5-OCH3-benzotriazol...jyl 1708 6 -C3-benzotriazoll..yl 1709 7 -OCH3-benzotriazol-1-yl 1710 5 6 -(OCH3)2-benzotriazol1yl 1711 4 -CO2CH3-benzotriazo-1y1 1712 5-CO2CH3-benzotriazo1-.yl 1713 -CO2H3-benzotriazol1y1 1714 5F- 6 -Cl-benzotriazo1..pyl 1715 tetrazol-1-yl 1716 tetrazol-2-yl 1717 5-F-tetrazol-2-yl 1718 5-C1--tetrazol.2..yl 1719 5-Br-tetrazol..2.yl 1720 55-I-tetrazol12>yl 172 5-CN-tetrazoli2.yl 1722 5-N02-tetrazoN2-yl 1723 5-CH 3 -tetrazol.2..yl 1724 5-CH2CH 3 -tetrazol2yl 1725 5-CH2CH 2
CH
3 tetrazol2yl 1726 5-CH(GH 3 2 -tetrazoN2..y1 0050/46213 284 No. z 1727 5-C (CH 3 3 -tetrazol-2-yl 1728 5-CF 3 -tetrazol-2-yl 1795OH-erzl2y 1729 5-OCH2CH-tetrazol-2-yl 1730 5-OCCH2CH 3 -tetrazol-2-yl 1732 5-OCH(CH 3 2 -tetrazolN2-yl 1733 5-0C6H 5 -tetrazol-2-yl 1734 5-OCH2C 6
H
5 -tetrazol-2.yl 1735 5-C6H 5 -tetrazo1-2-yl 1736 5-COCH 3 -tetrazol-2-yl 1737 5-c (CH 3
)=NOCH
3 -tetrazol-2-yl 1738 5-C(CH 3
)NOCH
2
CH
3 -tetrazol-2.yl 1739 5-C (CH3) NOCH 2
CH
2
CH
3 -tetrazo12-yl 1740 5-C (CH3) NOCH (CH 3 2 -tetrazo1.2-yl 1741 5-CO 2
CH
3 -tetrazol-2-yl 1742 5-CO2CH2CH 3 -tetrazol-2..yl 1743 5-CO2C 2
CH
2
CH
3 -tetrazoN2-yl 1744 5-CO 2
CH(CH
3 2 -tetrazol-2-y1 1745 5-SCH-tetrazol-2-yl 1746 5-SO 2
CH
3 -tetrazo1-2.yl 1747 5- (2 -CH3-C 6
H
4 -tetrazol..2-y1 1748 5-(3 '-CH3-C 6
H
4 )-tetrazol-.2y1 1749 5- (4 '-CH3-C 6
H
4 -tetrazol-2-yl 1750 2 3 (CH3) 2CH 3 tetrazol.2..yl 1751 2 4 '(CH3) 2-C 6
H
3 tetrazo12-yl 1752 5-[ 2 5'(CH3) 2-C 6
H
3 J -tetrazo.-2-yl 1753 5- 2 '1 6 '(CH3) 2
-C
6 H3 ]-tetrazol.2.yl 1754 5 3 4 (CH3 2 6
H
3 tetrazol.2 .y1 1755 5 3 2-C 6
H
3 tetrazol.2 .y1 1756 5- (2 '-F-C 6
H
4 )-tetrazol-2-yl 1757 5-(3 '-F-C 6
H
4 )-tetrazol-2.yl 1758 5- (4 '-F-C 6
H
4 -tetrazol-2-yl 0050/46213 285 No.
Z
1759 5- 3'-F 2
-C
6
H
3 -tetrazo2..yl 1760 5-(2',4'-F2-C 6
H
3 )-tetrazol.2-yl 1761 5- 2 5'-F2-C 6
H
3 -tetrazolN2.yl 1762 ,6'-F 2
-C
6
H
3 )-tetrazol-2-yl 1763 4 '-F2-C 6
H
3 -tetrazol-2-yl 1764 5- ,5'-F 2
-C
6
H
3 -tetrazol-2-yl 1765 5- (2 '-Cl-0 6
H
4 -tetrazol-2-yl 1766 5- (3 '-C1-C 6
H
4 -tetrazol-2-yl 1767 5-(4 '-C1-C 6
H
4 )-tetrazol-2-yl 1768 5- 3'-Cl 2
-C
6
H
3 -tetrazol..2.yl 1769 5- ,4'-Cl2-C 6
H
3 -tetrazol-2.yl 1770 5- 2 5'-Cl2-C 6
H
3 -tetrazol..>yl 1771 5- 2 ,6'-Cl2-C 6
H
3 -tetrazol-2.yl 1772 5- 4'-C2-C 6
H
3 -tetrazol-2.yl 1773 5- ,5'-Cl2-C 6
H
3 -tetrazol-2-yl 1774 5- (2 '-Br-C 6
H
4 -tetrazol-2-yl 1775 5- (3 '-Br-C 6
H
4 )-tetrazol-2-yl 1776 5- (4 '-Br-C 6
H
4 -tetrazol-2-yl 1777 5- 2 3'-Br2-C 6
H
3 -tetrazol..2.yl 1778 5-( 2 ',4'-Br2-C 6
H
3 )-tetrazolN2.yl 1779 5- 5'-Br2-C 6
H
3 -tetrazol.2yl 1780 5- 2 6'-Br2-C 6
H
3 -tetrazol-2.yl 1781 5- 4 '-Br2-C 6
H
3 -tetrazol-2-yl 1782 5- 3 5'-Br 2 6
H
3 -tetrazol.2-yl 1783 5-(2 '-CF3-C6H4)-tetrazol-2.yl 1784 5- (3 '-CF3-C6H4 )-tetrazol-2-yl 1785 5-(4'-GF3-C6H4)-tetrazol-2-y1 1786 2 (CF3) 2
-C
6
H
3 ]-tetrazol2.yl 1787 3 2
-C
6
H
3 ]-tetraZol-2.yl 1788 5-[ 2 3 2
-C
6
H
3 ]-tetrazol2.yl 1789 5-[ 2 3 2
-C
6
H
3 ]-tetrazol.2.yl 1790 5 3 4'-(GF 3 2
-C
6
H
3 ]-tetrazol-2-yl eC> 0050/46213 286 No. z 1791 3 2
-C
6
H
3 ]-tetrazol-2-yl 1792 5- (2 '-OGH 3
-C
6
H
4 -tetrazol-2-yl 173553-C3CH)-erzl2y 1793 5- (3'-OCH 3
-C
6
H
4 )-tetrazol-2-yl 1794 5-2(4 '-(OCH)-C 6 H ]-tetrazol-2-yl 1795 5-[2',3'-(OCH 3 2
-C
6
H
3 1-tetrazol-2-yl 1796 5- (OCH 3 2
-C
6
H
3 ]-tetrazol-2-yl 1797 5-[2',6'-(OCH 3 2
-C
6
H
3 ]-tetrazol-2-yl 1799 (OCH 3 2
-C
6
H
3 ]-tetrazol-2-yl 1800 5-[3',5'-(OCH 3 2
-C
6
H
3 ]-tetrazol-2-yl 1801 5- (2 '-N0 2
-C
6
H
4 -tetrazol-2-yl 1802 5- (3 '-N0 2
-C
6
H
4 )-tetrazol-2-yl 1803 5- (4 '-N0 2
-C
6
H
4 -tetrazol-2-yl 1804 5- (2 '-CN-C 6
H
4 )-tetrazol-2-yl 1805 5- (3 '-CN-C 6
H
4 )-tetrazol-2-yl 1806 5-(4 '-CN-C 6
H
4 )-tetrazol-2-yl 1807 1-aziridinyl 1808 1-diaziridinyl 1809 1-azetidinyl 1810 1-pyrrolidinyl 1811 2-isoxazolidinyl 1812 2-isothiazolidinyl 1813 1-pyrazolidiny.
1814 3-oxazolidinyl 1815 3-thiazolidinyl 1816 1-imidazolidinyl 1817 1,2,4-oxadiazolidin-2-yl 1818 1,2,4-oxadiazolidin-4-yl 1819 1,2,4-thiadiazolidin-2-yl 1820 1,2, 4-thiadiazolidin-4-yl 1821 1-triazolidinyl 1822 1,3,4-oxadiazolidin-3-yl 0050/46213 287 No.
Z
1823 1,3,4-thiadiazolidin-3-yl 1824 2, 3-dihydropyrrol-1-yl 1825 2, 5-dihydropyrrol-1-y.
1826 2, 3-dihydroisoxazol-2-yl 1827 2, 5-dihydroisoxazol-2-yl 1828 2, 3-dihydroisothiazol-2-yl 1829 2, 5-dihydroisothiazol-2-yl 1830 2, 3-dihydropyrazol-1-yl 1831 2, 3-dihydropyrazol-2-y.
1832 4, 5-dihydropyrazol-1-yl 1833 2, 3-dihydrooxazol-3-yl 1834 2, 3-dihydrothiazol-3-yl 1835 2, 3-dihydroimidazol-1-yl 1836 4, 5-dihydroimidazol-1-yl 1837 2, 5-dihydroimidazol-1-yl 1838 1-piperidinyl 1839 1-piperazinyl 1840 4-methylpiperazin-1-yl 1841 4-morpholinyl 1842 2,6-(CH 3 2 -rnorpholin-4-yl 1843 1-hexahydropyridazinyl 1844 1-hexahydropyriinidinyl 1845 2, 3-dihydroindol-1-yl 1846 4-thiomorpholinyl 1847 1,2, 4-hexahydrotriazin-1-yl 1848 2,3-dihydroisoindol-2-yl 1849 4-cl, 2,3-dihydroisoindol-2-yl 1850 5-Gl,2,3--dihydroisoindol-2-yl 1851 6-Cl,2,3-dihydroisoindol-2-yl 1852 7-Cl,2,3-dihydroisoindol-2-yl 1853 1,4-oxazin-4-yl 1854 2 ,5-(CH3) 2 ,4-CF 3 -imidazol-1-yl 0050/46213 288 z
(CH
3 )2-imidazol-1-yl 4-C 6
H
5 5-CH 2
CH
3 -imidazol.1-yl is 0050/46213 289 The compounds I are suitable as fungicides.
The compounds I are distinguished by outstanding activity against a broad spectrum of phytopathogenic fungi, in particular from the class of the Ascomycetes and Basidiomycetes. Some of them act systemically and can be employed as foliar- and soil-acting fungicides.
They are especially important for controlling a large number of fungi which infect a variety of crop plants such as wheat, rye, barley, oats, rice, maize, grass, cotton, soya, coffee, sugar cane, grapevines, fruit species, ornamentals and vegetable species such as cucumbers, beans and cucurbits, and the seeds of these plants.
Specifically, they are suitable for controlling the following plant diseases: Erysiphe graminis (powdery mildew) in cereals, Erysiphe cichoracearum and Sphaerotheca fuliginea in cucurbits, Podosphaera leucotricha in apples, Uncinula necator in grapevines, Puccinia species in cereals, Rhizoctonia species in cotton and lawns, Ustilago species in cereals and sugar cane, Venturia inaequalis (scab) in apples, Helminthosporium species in cereals, Septoria nodorum in wheat, Botrytis cinerea (gray mold) in strawberries, grapevines, Cercospora arachidicola in groundnuts, Pseudocercosporella herpotrichoides in wheat, barley, Pyricularia oryzae in rice, Phytophthora infestans in potatoes and tomatoes, Fusarium and Verticillium species in a variety of plants, Plasmopara viticola in grapevines, Alternaria species in vegetables and fruit.
The compounds I are used by treating the fungi, or the plants, seeds, materials or the soil to be protected against fungal infection, with a fungicidally active amount of the active ingredients. Application is effected before or after infection of the materials, plants or seeds by the fungi.
They can be converted into the customary formulations, such as solutions, emulsions, suspensions, dusts, powders, pastes and granules. The use form depends on the specific intended purpose; in any case, they should guarantee fine and uniform distribution of the compounds according to the invention. The formulations are prepared in a known manner, for example by extending the active ingredient with solvents and/or carriers, if desired using emulsifiers and dispersants, it also being possible to use other organic solvents as auxiliary solvents if water is used as the diluent. Suitable auxiliaries are essentially the following: C? 0050/46213 290 solvents, such as aromatics (eg. xylene), chlorinated aromatics (eg. chlorobenzenes), paraffins (eg. mineral oil fractions), alcohols (eg. methanol, butanol), ketones (eg. cyclohexanone), amines (eg. ethanolamine, dimethylformamide) and water; carriers such as ground natural minerals (eg. kaolins, clays, talc, chalk) and ground synthetic minerals (eg. highly disperse silica, silicates); emulsifiers, such as non-ionic and anionic emulsifiers (eg. polyoxyethylene fatty alcohol ethers, alkylsulfonates and arylsulfonates) and dispersants such as lignosulfite waste liquors and methylcellulose.
In general, the fungicidal compositions comprise from 0.1 to preferably 0.5 to 90, by weight of active ingredient.
Depending on the nature of the desired effect, the rates of application are from 0.01 to 2.0 kg of active ingredient per ha.
In the treatment of seed, amounts of from 0.001 to 0.1 g, preferably 0.01 to 0.05 g, of active ingredient are generally required per kilogram of seed.
In the use form as fungicides, the agents according to the invention may also be present together with other active ingredients, eg. with herbicides, insecticides, growth regulators, fungicides or else with fertilizers.
A mixture with fungicides frequently results in a widened fungicidal spectrum of action.
The following list of fungicides together with which the compounds according to the invention can be used is intended to illustrate the possible combinations, but not to impose any limitation: sulfur, dithiocarbamates and their derivatives, such as iron(III) dimethyldithiocarbamate, zinc dimethyldithiocarbamate, zinc ethylenebisdithiocarbamate, manganese ethylenebisdithiocarbamate, manganese zinc ethylenediaminebisdithiocarbamate, tetramethylthiuram disulfides [sic], ammonia complex of zinc (N,N-ethylenebisdithiocarbamate), ammonia complex of zinc (N,N'-propylenebisdithiocarbamate), zinc (N,N'-propylenebisdithiocarbamate), N,N'-polypropylenebis(thiocarbamoyl)disulfide; 0050/46213 291 nitro derivatives, such as dinitro(1-methylheptyl)phenyl crotonate, 2-sec-butyl-4, 6-dinitrophenyl-3, 3-dimethylacrylate, 2-sec-butyl-4 6 -dinitrophenylisopropylcarbonate, diisopropyl late; heterocyclic substances, such as 2 -heptadecyl-2-imidazoline acetate, 2, 4 -dichloro-6-(o-chloroanilino)-striazine, 0,0-diethyl phthalimidophosphonothioate, 5-amino-i- [bis (dimethylamino )phosphinyll-3-phenyl-1, 2, 4-triazole, 2, 3 -dicyano-l,4-dithioanthraquinone, 2-thio-1, 3-dithiolo[4, 5-biquinoxaline, methyl 1- (butylcarbamoyl 2 -benzimidazolecarbamate, 2 -methoxycarbonylaminobenzimidazole, 2-(furyl-(2) )benzimidazole, 2-(thiazolyl(4) )benzimidazole, 1, l,2,2-tetrachloroethylthio) tetrahydrophthalimide, N-trichloromethylthiotetrahydrophthalimide, N-trichloromethylthiophthalimide, N-dichlorofluoromethylthio-N', N'-dimrethyl-N-phenylsulfuramide, 5-ethoxy-3-trichloromethyl- 1,2, 4-thiadiazole, 2 -thiocyanatomethylthiobenzothiazole, 1, 4-dichloro-2, benzene, 4- 2 -chlorophenylhydrazono 3 pyridine-2-thiol 1-oxide, 8-hydroxyquinoline or its copper salt, 2, 3 -dihydro-5-carboxanilido-6-methyl1, 4-oxathiine, 2, 3-dihydro- 5-carboxanilido-6-methyl-1, 4-oxathiine 4,4-dioxide, 2-methyl-5, 6dihydro-4H-pyran-3-carboxanilide, 2 -methylfuran-3-carboxanilide, 2, S-dimethylfuran-3-carboxanilide, 2,4, S-trimethylfuran-3-carboxanilide, N-cyclohexyl-2 -dimethylfuran-3-carboxamide, N-cyclohexyl-N-methoxy-2 -dimethylfuran-3-carboxamide, 2-methylbenzanilide, 2-iodobenzanilide, N-formyl-N-morpholine 2 2 2 -trichlorethylacetal, piperazine-1,4-diylbis( l-(2,2,2-trichloroethyl) formamide, 3, 4 -dichloroanilino)-l-formylamino- 2,2, 2 -trichlorethane, 2, 6 -dimethyl-N-tridecylmorpholine or its salts, 2 6 -dimethyl-N-cyclododecylmorpholine or its salts, N- (p-tert-butylphenyl )-2-methylpropyl]I-cis-2, 6-dimethylmorpholine, 3 -(p-tert-butylphenyl)-2-methylpropyl]piperidine, l-[ 2 2 ,4-dichlorophenyl)-4-ethyl1,3dioxolan-2ylethyI.1Hl,2,4-triazole, l-[ 2 2 ,4-dichlorophenyl)-4-n-propyll, 3 -dioxolan-2-yl-ethyl]-lH124-triazole, N-(n-propyl)- N- 6 -trichlorophenoxyethyl -imidazolylurea, 1- 4 -chlorophenoxy) 3-dimethyl-1- H-1, 2, 4-triazoll-yl)-2-butanone, 2 -chlorophenyl)-(4-chlorophenyl)- 5-butyl-2-dimethylamino-4-hydroxy- 6 -methylpyrimidine, bis (p-chlorophenyl )-3-pyridinemethanol, 1, 2-bis 3 -ethoxycarbonyl-2-thioureido)benzene, 1,2-bis (3-methoxycarbonyl-2-thioureido)benzene, [2-(4-chlorophenyl)ethyl]l-dimethylethyl)-lH-1,2,4triazolelethanol, 0050/46213 292 and a variety of fungicides such as dodecylguanidineacetate, 3- 5-dimethyl-2-oxycyclohexyl )-2-hydroxyethyl ]glutarimide, hexachlorobenzene, DL-methyl-N-(2, 6 -dimethylphenyl)-N-(2-furoyl)alaninate, DL-N-(2, 6-dimethylphenyl)-N-(2 '-methoxyacetyl)alanine methyl ester, 6 -dimethylphenyl)-N-chloroacety1-D,L-2-amino.
butyrolactone, DL-N-(2, 6 -dimethylphenyl)-N-(phenylacetyl)alanine methyl ester, 5-methyl-5-vinyl-3-(3, 5-dichlorophenyl)-2 ,4-dioxo- 1, 3-oxazolidine, 3- 5-dichiorophenyl methyl]-1,3-oxazolidine-2,4-dione [sic], 3 isopropylcarbamoylhydantoin [sic], 5-dichlorophenyl)-1, 2dimethylcyclopropane-i, 2-dicarboximide, 2-cyano- (ethylaminocarbonyl)-2-methoximinolacetamide, ,4-dichlorophenyl)pentyl]-1H-1,2,4-triazole, 2,4-difluoro-a-( 1H-1,2,4-triazolyl-1-methyl )benzhydryl [sic] alcohol, N- (3-chloro-2, 6-dinitro- 4-trifluoromethylphenyl) 5-trifluoromethyl-3-chloro-2-aminopyridine, (bis( 4 -fluorophenyl)methylsilyl)methyl)- 1H-1,2,4-triazole, strobilurins, such as methyl E-methoximino-[a-(o-tolyloxy)o-tolyl] [sic] acetate, methyl 6-(2-cyanophenoxy)pyrimidin-4-yloxy] -phenyl}-3-methoxyacrylate, N-methyl-Emethoxi-mino- (2-phenoxyphenyl)]Iacetamide [sic], N-methyl-Emethoximino- 5-dimethylphenoxy)-o-tolyl]acetamide [sic], anilinopyrimidins, such as 4, E-dimethylpyrimidin-2-yl)aniline, N- (4-methyl-6- -propynyl )pyrimidin-2-yl ]aniline, N- 4 -methyl-6-cyclopropylpyrimidin-2-yl) aniline, phenylpyrroles, such as 4-(2 ,2-difluoro-1, 3-benzodioxol-4-yl)pyrrole-3-carbonitrile, cinnamamides, such as 3-(4-chlorophenyl)-3-(3 ,4-dimethoxyphenyl )acryloylmorpho line, 2
RS,
3 SR)-l-[3-(2-chlorophenyl)-2[4fluorophenyl]oxiran.2ylmethyl 2, 4-triazole.
The compounds of the formula I are furthermore suitable for efficiently controlling animal pests from the classes of the insects, arachnids and nematodes. They can be employed as pesticides in crop protection and in the hygiene, stored-product and veterinary sector.
The insect pests include, from the order of the lepidopterans (Lepidoptera), for example, Agrotis ypsilon, Agrotis segetum, Alabama argillacea, Anticarsia gemmatalis, Argyresthia conjugella, Autographa gamma, Bupalus piniarius, Cacoecia murinana, 0050/46213 293 Capua reticulana, Cheimatobia brumata, Choristoneura fumiferana, Choristoneura occidentalis, Cirphis unipuncta, Cydia pomonella, Dendrolimus pini, Diaphania nitidalis, Diatraea grandiosella, Earias insulana, Elasmopalpus lignosellus, Eupoecilia ambiguella, Evetria bouliana, Feltia subterranea, Galleria mellonella, Grapholitha funebrana, Grapholitha molesta, Heliothis armigera, Heliothis virescens, Heliothis zea, Hellula undalis, Hibernia defoliaria, Hyphantria cunea, Hyponomeuta malinellus, Keiferia lycopersicella, Laxnbdina fiscellaria, Laphygma exigua, Leucoptera coffeella, Leucoptera scitella, Lithocolletis blancardella, Lobesia botrana, Loxostege sticticalis, Lymantria dispar, Lyinantria monacha, Lyonetia clerkella, Malacosoma neustria, Mamestra brassicae, Orgyia pseudotsugata, Ostrinia nubilalis, Panolis flammea, Pectinophora gossypiella, Peridroma saucia, Phalera bucephala, Phthorimaea operculella, Phyllocnistis citrella, Pieris brassicae, Plathypena scabra, Plutella xylostella, Pseudoplusia includens, Rhyacionia frustrana, Scrobipalpula absoluta, Sitotroga cerealella, Sparganothis pilleriana, Spodoptera frugiperda, Spodoptera littoralis, Spodoptera litura, Thaumatopoea pityocampa, Tortrix viridana, Trichoplusia ni, Zeiraphera canadensis.
From the order of the beetles (Coleoptera), for example, Agrilus sinuatus, Agriotes lineatus, Agriotes obscurus, Amphimallus solstitialis, Anisandrus dispar, Anthonomus grandis, Anthonomus pomorum, Atomaria linearis, Blastophagus piniperda, Blitophaga undata, Bruchus rufimanus, Bruchus pisorum, Bruchus lentis, Byctiscus betulae, Cassida nebulosa, Cerotoma trifurcata, Ceuthorrhynchus assimilis, Ceuthorrhynchus napi, Chaetocnema tibialis, Conoderus vespertinus, Crioceris asparagi, Diabrotica longicornis, Diabrotica 12-punctata, Diabrotica virgifera, Epilachna varivestis, Epitrix hirtipennis, Eutinobothrus brasiliensis, Hylobius abietis, Hypera brunneipennis, Hypera postica, Ips typographus, Lema bilineata, Lema melanopus, Leptinotarsa decemlineata, Limonius californicus, Lissorhoptrus oryzophilus, Melanotus communis, Meligethes aeneus, Melolontha hippocastani, Melolontha melolontha, Oulema oryzae, Ortiorrhynchus sulcatus, Otiorrhynchus ovatus, Phaedon cochleariae, Phyllotreta chrysocephala, Phyllophaga sp., Phyllopertha horticola, Phyllotreta nemorum, Phyllotreta striolata, Popillia japonica, Sitona lineatus, Sitophilus granaria.
From the order of the dipterans (Diptera), for example, Aedes aegypti, Aedes vexans, Anastrepha ludens, Anopheles maculipennisl Ceratitis capitata, Chrysomya bezziana, Chrysomya hominivorax, Chrysomya macellaria, Contarinia sorghicola, Cordylobia anthropophaga, Culex pipiens, Dacus cucurbitae, Dacus oleae, DaSineura 0050/46213 294 brassicae, Fannia canicularis, Gasterophilus intestinalis, Glossina morsitans, Haematobia irritans, Haplodiplosis equestris, Hylemyia platura, Hypoderma lineata, Liriomyza sativae, Liriomyza trifoii, Lucilia caprina, Lucilia cuprina, Lucilia sericata, Lycoria pectoralis, Mayetiola destructor, Musca domestica, Muscina stabulans, Oestrus ovis, Oscinella frit, Pegomya hysocyami, Phorbia antiqua, Phorbia brassicae, Phorbia coarctata, Rhagoletis cerasi, Rhagoletis pomonella, Tabanus bovinus, Tipula oleracea, Tipula paludosa.
From the order of the thrips (Thysanoptera), for example, Frankliniella fusca, Frankliniella occidentalis, Frankliniella tritici, Scirtothrips citri, Thrips oryzae, Thrips palmi, Thrips tabaci.
is From the order of the hymenopterans (Hymenoptera), for example, Athalia rosae, Atta cephalotes, Atta sexdens, Atta texana, Hoplocampa minuta, Hoplocampa testudinea, Monomorium pharaonis, Solenopsis geminata, Solenopsis invicta.
From the order of the heteropterans (Heteroptera), for example, Acrosternum hilare, Blissus leucopterus, Cyrtopeltis notatus, Dysdercus cingulatus, Dysdercus intermedius, Eurygaster integriceps, Euschistus impictiventris, Leptoglossus phyllopus, Lygus lineolaris, Lygus pratensis, Nezara viridula, Piesma quadrata, Solubea insularis, Thyanta perditor.
From the order of the homopterans (Homoptera), for example, Acyrthosiphon onobrychis, Adelges laricis, Aphidula nasturtii, Aphis fabae, Aphis pomi, Aphis sambuci, Brachycaudus cardui, Brevicoryne brassicae, Cerosipha gossypii, Dreyfusia nordmannianae, Dreyfusia piceae, Dysaphis radicola, Dysaulacorthum.
pseudosolani, Empoasca fabae, Macrosiphum avenae, Macrosiphum euphorbiae, Macrosiphon rosae, Megoura viciae, Metopolophium dirhodum, Myzodes persicae, Myzus cerasi, Nilaparvata lugens, Pemphigus bursarius, Perkinsiella saccharicida, Phorodon humuli, Psylla mali, Psylla piri, Rhopalomyzus ascalonicus, Rhopalosiphum maidis, Sappaphis mala, Sappaphis mali, Schizaphis graminum, Schizoneura lanuginosa, Tnialeurodes vaporariorum, Viteus vitifolii.
From the order of the termites (Isoptera), for example, Calotermes flavicollis, Leucotermes flavipes, Reticulitermes lucifugus, Termes nata lens is.
0050/46213 295 From the order of the orthopterans (Orthoptera), for example, Acheta domestica, Blatta orientalis, Blattella germanica, Forficula auricularia, Gryllotalpa gryllotalpa, Locusta migratoria, Melanoplus bivittatus, Melanoplus femur-rubrum, Melanoplus mexicanus, Melanoplus sanguinipes, Melanoplus spretus, Nomadacris septemfasciata, Periplaneta americana, Schistocerca americana, Schistocerca peregrina, Stauronotus maroccanus, Tachycines asynamorus.
From the class of the Arachnoidea, for example, arachnids (Acarina) such as Amblyomma americanum, Amblyomma variegatum, Argas persicus, Boophilus annulatus, Boophilus decoloratus, Boophilus microplus, Brevipalpus phoenicis, Bryobia praetiosa, Dermacentor silvarum, Eotetranychus carpini, Eriophyes sheldoni, Hyalomma truncatum, Ixodes ricinus, Ixodes rubicundus, Ornithodorus moubata, Otobius megnini, Paratetranychus pilosus, Dermanyssus gallinae, Phyllocoptruta oleivora, Polyphagotarsonemus latus, Psoroptes ovis, Rhipicephalus appendiculatus, Rhipicephalus evertsi, Sarcoptes scabiei, Tetranychus cinnabarinus, Tetranychus kanzawai, Tetranychus pacificus, Tetranychus telarius, Tetranychus urticae.
From the class of the nematodes, for example, root knot nematodes, eg. Meloidogyne hapla, Meloidogyne incognita, Meloidogyne javanica, cyst nematodes, eg. Globodera rostochiensis, Heterodera avenae, Heterodera glycines, Heterodera schachtii, Heterodera trifolii, stem eelworms and foliar nematodes, eg. Belonolaimus longicaudatus, Ditylenchus destructor, Ditylenchus dipsaci, Heliocotylenchus multicinctus, Longidorus elongatus, Radopholus similis, Rotylenchus robustus, Trichodorus primitivus, Tylenchorhynchus claytoni, Tylenchorhynchus dubius, Pratylenchus neglectus, Pratylenchus penetrans, Pratylenchus curvitatus, Pratylenchus goodeyi.
The active ingredients can be used as such, in the form of their formulations or the use forms prepared therefrom, eg. in the form of directly sprayable solutions, powders, suspensions or dispersions, emulsions, oil dispersions, pastes, dusts, materials for spreading, and granules, by means of spraying, atomizing, dusting, spreading or pouring. The use forms depend entirely on the intended purposes; in any case, they should guarantee the finest possible distribution of the active ingredients according to the invention.
The active ingredient concentrations in the ready-to-use preparations can vary within substantial ranges.
T Al 0050/46213 296 They are generally at from 0.0001 to 10%, preferably from 0.01 to 1%.
The active ingredients can also be used very successfully by the ultra-low volume method (ULV), it being possible to apply formulations comprising more than 95% by weight of active ingredient, or even the active ingredient without additives.
Under field conditions, the rate of application of active ingredient for controlling pests is from 0.1 to 2.0, preferably 0.2 to 1.0, kg/ha.
Substances which are suitable for the preparation of directly sprayable solutions, emulsions, pastes or oil dispersions are mineral oil fractions of medium to high boiling point, such as kerosine or diesel oil, furthermore coal tar oils and oils of vegetable or animal origin, aliphatic, cyclic and aromatic hydrocarbons, eg. benzene, toluene, xylene, paraffin, tetrahydronaphthalene, alkylated naphthalenes or their derivatives, methanol, ethanol, propanol, butanol, chloroform, carbon tetrachloride, cyclohexanol, cyclohexanone, chlorobenzene, isophorone, strongly polar solvents, eg. dimethylformamide, dimethyl sulfoxide, N-methylpyrrolidone or water.
Aqueous use forms can be prepared from emulsion concentrates, pastes or wettable powders (sprayable powders, oil dispersions) by adding water. To prepare emulsions, pastes or oil dispersions, the substances, as such or dissolved in an oil or solvent, can be homogenized in water by means of wetting agent, adhesive, dispersant or emulsifier. Alternatively, concentrates composed of active ingredient, wetting agent, adhesive, dispersant or emulsifier and, if desired, solvent or oil can be prepared which are suitable for dilution with water.
Suitable surfactants are alkali metal, alkaline earth metal and ammonium salts of lignosulfonic acid, naphthalenesulfonic acid, phenolsulfonic acid, dibutylnaphthalenesulfonic acid, alkylarylsulfonates, alkyl sulfates, alkylsulfonates, fatty alcohol sulfates and fatty acids and their alkali metal and alkaline earth metal salts, salts of sulfated fatty alcohol glycol ether, condensates of sulfonated naphthalene and naphthalene derivatives with formaldehyde, condensates of naphthalene or of naphthalenesulfonic acid, with phenol and formaldehyde, polyoxyethylene octylphenol ether, ethoxylated isooctylphenol, octylphenol, nonylphenol, alkylphenyl polyglycol ethers, tributylphenyl polyglycol ether, alkylaryl polyether alcohols, isotridecyl alcohol, fatty alcohol/ethylene oxide condensates, ethoxylated castor oil, 0050/46213 297 polyoxyethylene alkyl ethers, ethoxylated polyoxypropylene, lauryl alcohol polyglycol ether acetal, sorbitol esters, lignosulfite waste liquors and methylcellulose.
Powders, materials for spreading and dusts can be prepared by mixing or grinding the active ingredients together with a solid carrier.
In general, the formulations comprise from 0.01 to 95% by weight, preferably from 0.1 to 90% by weight, of the active ingredient.
The active ingredients are employed in a purity of from 90% to 100%, preferably 95% to 100% (according to NMR spectrum).
The following are examples of formulations: I. 5 parts by weight of a compound according to the invention are mixed intimately with 95 parts by weight of finely divided kaolin. This gives a dust which comprises 5% by weight of the active ingredient.
II. 30 parts by weight of a compound according to the invention are mixed intimately with a mixture of 92 parts by weight of pulverulent silica gel and 8 parts by weight of paraffin oil which had been sprayed onto the surface of this silica gel.
This gives a preparation of the active ingredient with good adhesion properties (comprises 23% by weight of active ingredient).
III. 10 parts by weight of a compound according to the invention are dissolved in a mixture composed of 90 parts by weight of xylene, 6 parts by weight of the adduct of 8 to 10 mol of ethylene oxide to 1 mol of oleic acid N-monoethanolamide, 2 parts by weight of calcium dodecylbenzenesulfonate and 2 parts by weight of the adduct of 40 mol of ethylene oxide to 1 mol of castor oil (comprises 9% by weight of active ingredient).
IV. 20 parts by weight of a compound according to the invention are dissolved in a mixture composed of 60 parts by weight of cyclohexanone, 30 parts by weight of isobutanol, 5 parts by weight of the adduct of 7 mol of ethylene oxide to 1 mol of isooctylphenol and 5 parts by weight of the adduct of 40 mol of ethylene oxide to 1 mol of castor oil (comprises 16% by weight of active ingredient).
1 V '\rr 0050/46213 298 V. 80 parts by weight of a compound according to the invention are mixed thoroughly with 3 parts by weight of sodium diisobutylnaphthalene-alpha-sulfonate, 10 parts by weight of the sodium salt of a lignosulfonic acid from a sulfite waste liquor and 7 parts by weight of pulverulent silica gel and the mixture is ground in a hammer mill (comprises 80% by weight of active ingredient).
VI. 90 parts by weight of a compound according to the invention are mixed with 10 parts by weight of N-methyl-a-pyrrolidone, which gives a solution which is suitable for use in the form of microdrops (comprises 90% by weight of active ingredient).
VII. 20 parts by weight of a compound according to the invention are dissolved in a mixture composed of 40 parts by weight of cyclohexanone, 30 parts by weight of isobutanol, 20 parts by weight of the adduct of 7 mol of ethylene oxide to 1 mol of isooctylphenol and 10 parts by weight of the adduct of 40 mol of ethylene oxide to 1 mol of castor oil. Pouring the solution in 100,000 parts by weight of water and finely distributing it therein gives an aqueous dispersion which comprises 0.02% by weight of the active ingredient.
VIII.20 parts by weight of a compound according to the invention are mixed thoroughly with 3 parts by weight of sodium diisobutylnaphthalene-a-sulfonate, 17 parts by weight of the sodium salt of a lignosulfonic acid from a sulfite waste liquor and 60 parts by weight of pulverulent silica gel and the mixture is ground in a hammer mill. Finely distributing the mixture into 20,000 parts by weight of water gives a spray mixture which comprises 0.1% by weight of active ingredient.
Granules, eg. coated granules, impregnated granules and homogeneous granules, can be prepared by binding the active ingredients to solid carriers. Examples of solid carriers are mineral earths such as silica gel, silicas, silicates, talc, kaolin, attaclay, limestone, lime, chalk, bole, loess, clay, dolomite, diatomaceous earth, calcium sulfate, magnesium sulfate, magnesium oxide, ground synthetic materials, fertilizers, eg. ammonium sulfate, ammonium phosphate, ammonium nitrate, ureas and products of vegetable origin such as cereal meal, tree bark meal, wood meal and nutshell meal, cellulose powders and other solid carriers.
n 0050/46213 299 Various types of oils, or herbicides, fungicides, other pesticides, or bactericides, can be admixed with the active ingredients, if desired also only just prior to use (tank mix). These agents can be admixed with the agents according to the invention in a weight ratio of 1:10 to 10:1.
Synthesis examples The protocols given in the synthesis examples which follow were used for obtaining other compounds I by modifying the starting compounds as required. The resulting compounds together with physical data are listed in the tables which follow.
Example 1 Synthesis of methyl E-2-methoxyimino-2-[(2'-phthalimidooxymethyl)phenyl]acetate 59 g (0.58 mol) of triethylamine are added dropwise to a solution of 150 g (0.52 mol) of methyl E-2-methoxyimino-2-[(2'-bromomethyl)phenyl]acetate and 85 g (0.52 mol) of N-hydroxyphthalimide in 350 ml of N-methylpyrrolidone and the mixture is stirred for 2 hours at 70°C. The reaction mixture is poured into 2 1 of icewater, and the crystals which have precipitated are filtered off with suction and taken up in methylene chloride. Washing of the organic phase with water, drying over sodium sulfate and removing the solvent on a rotary evaporator gives 168 g (yield: 88%) of methyl E-2-methoxyimino-2-[(2'-phthalimidooxymethyl)phenyl]acetate as a pale gray powder of melting point 152-153°C.
1 H NMR (CDC1 3 6 3.81 3.95 5.05 (s,2H); 7.12-7.81(m,8H) ppm.
Example 2 Synthesis of methyl (E,E)-2-methoxyimino-2-[2'-[(1"-methyl,1"hydroxycarbonyl)iminooxymethyl]phenyl]acetate 14 g (0.28 mol) of hydrazine hydrate are added to a solution of 100 g (0.27 mol) of the compound of Example 1 in 1000 ml of methanol, and stirring is continued for 1 hour at room temperature.
g of molecular sieve (3 A) and 24 g (0.27 mol) of pyruvic acid are subsequently added, and stirring is again continued for 1 hour. The reaction mixture is filtered and the filtrate is concentrated. The residue is subsequently taken up in saturated NaHC0 3 solution and extracted using methylene chloride. After the aqueous phase has been acidified with 2 M hydrochloric acid, the "1 K 0050/46213 300 mixture is reextracted with methylene chloride, and the organic phase is washed with water, dried over sodium sulfate and concentrated. This gives 71 g (yield: 86%) of the title compound.
1 H NMR (CDC13): 6 2.20 3.87 4.04 5.13 7.15-7.46 8.80 (s,br,lH) ppm.
Example 3 Synthesis of methyl (E,E)-2-methoxyimino-2-[2'-[l"-methyl,l"-methoxyaminocarbonyl)iminooxymethyl]phenyl]acetate 37 g (0.23 mol) of carbonyldiimidazole are added to a solution of 71 g (0.23 mol) of the compound of Example 2 in 1000 ml of tetrahydrofuran. After the evolution of gas has ceased, the mixture is treated with 38 g (0.46 mol) of methoxyamine hydrochloride, a little at a time, and stirring is continued for 16 hours at room temperature. The mixture is subsequently concentrated, the residue is taken up in methylene chloride, and the organic phase is first extracted using saturated NaHCO 3 solution. After the organic phase has been washed with 2 M hydrochloric acid and water, it is dried over sodium sulfate and concentrated. This gives 72.5 g (yield: 94%) of the title compound as a white powder of melting point 105-108°C.
1 H NMR (CDC13): 6 2.00 3.77 3.88 4.03 5.00 7.13-7.42 9.19 (s,1H) ppm.
Example 4: Synthesis of methyl (Z,E,E)-2-methoxyimino-2- 1"'-methoxyiminomethyl))iminooxymethyl]phenyl}acetate A mixture of 50 g (0.15 mol) of the compound of Example 3 and 117 g (0.45 mol) of triphenylphosphine in 1000 ml of acetonitrile was treated with 148 g (0.45 mol) of tetrabromomethane, a little at a time. The resulting mixture was refluxed for 100 hours and subsequently cooled to room temperature 250C). The reaction mixture was freed from solids. The solvent was removed from the filtrate by distillation under reduced pressure and the resulting residue was purified by column chromatography [silica gel; tert-butyl methyl ether/hexane]. The resulting product was recrystallized (methylene chloride/hexane) to purify it further.
This gave 34 g of the title compound as a colorless powder 103-105°].
IIi 0050/46213 301 1H NMR (6 in ppm; CDC13): 2.10 3.86 4.05 (s,3H); 4.10 5.16 7.16-7.51 (m,4H) Example 5: Synthesis of N-methyl-(Z,E,E)-2-methoxyimino-2- {2'-[(1"-methyl, 1"'-methoxyiminomethyl))iminooxymethyl]phenyl}actamide A solution of 8 g (20 mmol) of the compound of Example 4 in 200 ml of tetrahydrofuran was treated with 50 ml of methylamine solution (40% strength in water). After 20 minutes at room temperature (approximately 25 0 the reaction mixture was poured into cooled 2N hydrochloric acid. The product was extracted from the resulting mixture using tert-butyl methyl ether. After washing with water, drying and removing the solvent, 7.7 g of the title compound were obtained from the ether phase as a colorless powder 135-137°C].
1H NMR (6 in ppm; CDC13): 2.09 2.88 3.94 (s,3H); 4.08 5.15 6.74 (s,br,lH); 7.15-7.51 (m,4H) Example 6: Synthesis of N-methyl-(Z,E,E)-2-methoxyimino-2- {2'-[(1"-methyl, 1"-(1"'-(1""-pyrazolyl), 1"'-methoxyiminomethyl))iminooxymethyl]phenyl}acetamide (Example 1.011) A solution of 2.7 g (40 mmol) of pyrazole in 50 ml of dimethylformamide was added dropwise to a mixture of 1 g (40 mmol) of sodium hydride and 100 ml of dimethylformamide. After 30 minutes at room temperature (approximately 25°C), a solution of 7.7 g (19 mmol) of the compound of Example 5 in 100 ml of dimethylformamide was added to the resulting mixture. The reaction mixture was left at 100°C for 1 hour. After cooling, the mixture was poured into water. The product was extracted from the resulting mixture using tert-butyl methyl ether. After washing with dilute hydrochloric acid and water, drying and removing the solvent, 5.7 g of the title compound were obtained from the ether phase as a colorless oil.
1H NMR (6 in 4.02 (s,3H); 7.65 ppm; CDC13): 2.04 2.87 3.91 (s,3H); 5.05 6.38 7.01 (s,br,lH); 7.20-7.40 7.95 (d,lH) Synthesis of methyl (Z,E,E)-2-methoxyimino- 2 1"-(1"'-(1""-piperidinyl), 1"'-methoxyiminomethyl))iminooxymethyl]phenyl}acetate (Example 1.002) Example 7: 1 0050/46213 302 A mixture of 1.0 g (7 mmol) of potassium carbonate and 100 ml of dimethylformamide was treated first with 2.0 g (5 mmol) of the compound of Example 4 and subsequently with 4.3 g (50 mmol) of piperidine. After 60 hours at room temperature (approximately 25 0 the reaction mixture was poured into cooled, dilute hydrochloric acid. The product was extracted from the resulting mixture using tert-butyl methyl ether. After washing with water, drying and removing the solvent, 0.8 g of the title compound was obtained from the ether phase as a colorless oil.
1H NMR (6 in ppm; CDCl 3 1.45-1.60 1.94 3.04-3.11 3.66 3.86 4.04 5.06 (s,2H); 7.17-7.50 (m,4H) Example 8: Synthesis of N-methyl-(Z,E,E)-2-methoxyimino-2- {2'-[(1"-methyl, 1"-(1"'-(1""-piperidinyl), 1"'-methoxyiminomethyl))iminooxymethyl]phenyl}acetamide (Example 1.007) A solution of 0.8 g (2 mmol) of the compound of Example 7 in 100 ml of tetrahydrofuran was treated with 10 ml of methylamine solution (40% strength in water). After 60 hours at room temperature (approximately 25 0 the reaction mixture was poured into water. The product was extracted from the resulting mixture using tert-butyl methyl ether. After washing with water, drying and removing the solvent, 0.7 g of the title compound was obtained from the ether phase as a colorless oil.
1H NMR (6 in ppm; CDCl 3 1.41-1.62 1.93 2.88 2.98-3.06 3.65 3.94 5.05 (s,2H); 6.80 (s,br,lH); 7.17-7.46 (m,4H) Example 9: Synthesis of N-E-2-benzyloxyimino,(Z)-N-methoxypropionamide A solution of 65 g (337 mmol) of (E)-2-benzyloxyiminopropionic acid Org. Chem. 46 (1981), 3346-8) in 500 ml of tetrahydrofuran was treated with 55 g (337 mmol) of carbonyldiimidazole, a little at a time. After the evolution of gas had ceased, 43 g (510 mmol) of methoxyamine hydrochloride were added, in portions, and stirring of the mixture was continued for 2 hours at room temperature. The precipitate which had separated out was filtered off with suction and the filtrate was poured into 2 M hydrochloric acid. After extraction with tert-butyl methyl ether, washing the organic phase with water, drying over sodium sulfate and removing the solvent, 53.5 g i I n "ic 0050/46213 303 (yield 72%) of the title compound were obtained as a white powder of melting point 59-62°C.
1 H NMR (6 in ppm; CDC13): 2.05 3.78 5.17 (s,2H); 7.25-7.40 9.17 (s,lH).
Example Synthesis of E-2-benzyloxyimino,(Z)-N-methoxypropanimidoyl bromide A mixture of 53.5 g (240 mmol) of the compound of Example 9 and 189 g (720 mmol) of triphenylphosphine in 1000 ml of acetonitrile was treated with 240 g (720 mmol) of tetrabromomethane, a little at a time. The resulting mixture was refluxed for 72 hours and subsequently left to cool to room temperature (approximately 0 The reaction mixture was freed from solids. The solvent was distilled off from the filtrate under reduced pressure, and the residue thus obtained was purified by column chromatography [silica gel; tert-butyl methyl ether/cyclohexane]. This gave 59 g (yield 87%) of the title compound as a colorless oil.
1 H NMR (6 in ppm; CDC13): 2.15 4.08 5.25 (s,2H); 7.26-7.45 Example 11 Synthesis of 1-((E)-2-benzyloxyimino,(Z)-N-methoxypropanimidoyl)-4-methylpyrazole 16.4 g (200 ml) of 4-methylpyrazole were added dropwise to a suspension of 4.8 g (200 mmol) of sodium hydride in 200 ml of dimethylformamide. After 30 minutes at room temperature (approximately 25°C), the resulting mixture was treated with a solution of 20 g (70 mmol) of the compound of Example 10 in 100 ml of dimethylformamide and the reaction batch was stirred for 16 hours at room temperature. The reaction mixture was poured into 2 M hydrochloric acid and extracted using tert-butyl methyl ether. After washing with 2 M hydrochloric acid and water, drying and removing the solvent, 11 g (yield 55%) of the title compound were obtained from the ether phase as a pale brown oil.
1 H NMR (6 in ppm; CDCl 3 2.08 2.10 4.00 (s,3H); 5.18 7.25-7.40 7.47 7.80 (s,lH).
0050/46213 304 Example 12 Synthesis of 1-((E)-2-hydroxyimino,(Z)-N-methoxypropanimidoyl)-4-methylpyrazole 11.0 g (38.6 mmol) of the compound of Example 11 were dissolved using 250 ml of ethanol, and the solution was treated with 5 g of palladium on active charcoal under a nitrogen atmosphere.
After the reaction apparatus had been flushed with hydrogen, the mixture was stirred at 60 0 C until hydrogen was no longer taken up.
After the apparatus had been flushed with nitrogen, the catalyst was filtered off, the filtrate was concentrated, and the residue was taken up in 10% strength sodium hydroxide solution. Following extraction with tert-butyl methyl ether, the aqueous phase was acidified using 2 M hydrochloric acid and extracted using tert-butyl methyl ether. The organic phase was washed with water, dried over sodium sulfate and concentrated. This gave 2.5 g (yield 29%) of the title compound as a pale yellow oil.
1 H NMR (6 in ppm; CDC13): 2.11 3.99 7.48 (s,lH); 7.73 (s,lH).
Example 13 Synthesis of methyl methylpyrazolyl),1"'-methoxyiminomethyl))iminooxymethyl]phenyl} crotonate (Example 1.022) 0.8 g (3.6 mmol) of the compound of Example 12, dissolved in 10 ml of dimethylformamide, was added to 0.12 g (4 mmol) of sodium hydride in 10 ml of dimethylformamide. Stirring of the mixture was continued for 30 minutes, and 0.97 g of methyl (E)-3-methyl-2-[(2'-bromomethyl)phenyl]acrylate were subsequently added, and the mixture was stirred for 16 hours at room temperature. The reaction mixture was poured into water and extracted using tert-butyl methyl ether. The organic phase was washed using sodium hydroxide solution (10% strength) and water, dried and concentrated. After column chromatography on silica gel (tert-butyl methyl ether/n-hexane), 1.2 g (yield 51%) of the title compound were obtained as a colorless oil.
1 H NMR (6 in ppm; CDC13): 1.59 2.05 2.11 (s,3H); 3.67 4.01 5.05 (s,br,2H); 7.02-7.51 7.80 (s,lH).
-i 'k 0050/46213 305 Example 14 Synthesis of methyl (Z,E,E)-3-methoxy-2-{2'-[(l"-methyl,l"-(1"'- (1""-4-methylpyrazolyl), 1"'-methoxyiminomethyl))iminooxymethyl]phenyl}acrylate (Example 1.023) 0.8 g (3.6 mmol) of the compound of Example 12, dissolved in ml of dimethylformamide, was added to 0.12 g (4 mmol) of sodium hydride in 10 ml of dimethylformamide. Stirring was continued for 30 minutes, 1.0 g (3.6 mmol) of methyl (E)-3-methoxy-2-[(2'-bromomethyl)phenyl]acrylate was subsequently added, and the mixture was stirred for 16 hours at room temperature. The reaction mixture was poured into water and extracted using tert-butyl methyl ether. The organic phase was washed using sodium hydroxide solution (10% strength) and water, dried and concentrated. After column chromatography on silica gel (tert-butyl methyl ether/n-hexane), 1.0 g (yield 65%) of the title compound were obtained as a colorless oil.
1 H NMR (6 in ppm; CDCl 3 2.06 2.11 3.66 (s,3H); 3.79 4.02 5.14 7.10-7.55 7.83 (s,1H).
c s Table I
UL
R
2 m r=x ?JflP4
CH
2 ON== CR 3
'K.
0-C YRI No. X Y R 1 R2 R 3
R
4 Z Physical data* I.001 NOCH 3 0 CH 3 H CH 3
CH
3 1-pyrrolidinyl 1.90-1.95 2.03 (s,3H); 3.43-3.48 3.76 3.87 4.05 5.06 (s,2H); 7.15-7.46 (m,4H) 1.002 NOCH 3 0 CH 3 H CH 3
CH
3 1-piperidinyl 1.45-1.60 1.94 (s,3H); 3.04-3.11 3.66 3.86 4.04 5.06 (s,2H); 7.17-7.50 (m,4H) 1.003 NOCH 3 0 CH 3 H CH 3
CH
3 4-CH 3 -piperazin-1-yl 1.94 2.26 2.33 (t,4H); 3.27 3.78 3.85 (s,3H); 4.04 5.06 7.16-7.46 (m,4H) 1.0 NC 3
H
3 H ICH 3
ICH
3 14-morpholinyl 2940, 1727, 1437, 1219, 1119, 1068, 1.004_ 1045, 1019, 958 No X Y R 1 Rm R 3
R
4 Z Physical data* 1.005 NOCH 3 0 CH 3 H CH 3
CH
3 2,6-(CH 3 2 -morpholin-4- 1.08 2.23-2.34 0 yl 3.21-3.34 3.48-3.59 (m,2H); 3.67 3.86 4.04 (s,3H); 7.15-7.46 (m,4H) 1.006 NOCH 3 NH CH 3 H CH 3
CH
3 1-pyrrolidinyl 3343, 2960, 1675, 1070, 1035, 980 1.007 NOCH 3 NH CH 3 H CH 3
CH
3 1-piperidinyl 1.41-1.62 1.93 2.88 2.98-3.06 3.65 (s,3H); 3.94 5.05 6.80 (s,1H); (m,4H) 1.008 NOCH 3 NH CH 3 H CH 3
CH
3 4-CH 3 -piperazin-1-yl 3410, 2940, 1669, 1591, 1064, 1030, 998, 975, 856 1.009 NOCH 3 NH Gil 3 H CH 3 Gil 3 4-morpholinyl 1.92 2.90 3.00 (t,4H); 3.57 3.68 3.96 (s,3H); w 5.07 6.83 7.16-7.460 (in,4H) I.010 NOCH 3 NH Gil 3 H Gil 3
CH
3 2,6-(CH 3 2 -morpholin-4- 3384, 2930, 1680, 1590, 1047, 1037, 991, 979, 767 I.011 NOGH 3 NH Gil 3 H CH 3 Gil 3 1-pyrazolyl 2.04 2.87 3.91 (s,3H); 4.02 5.05 6.38 (t,1H); 7.01 7.20-7.40 7.65 7.95 (d,1H) 1.012 NOGH 3 NH CH 3 H Gil 3 Gil 3 1-imidazolyl 3397, 2943, 1669, 1066, 1035, 981 1.013 NOGH 3 NH Gil 3 H Gil 3
GH
3 3-i-C 3 il 7 -pyrazol-1-yl 3330, 2965, 2939, 1674, 1530, 1447, 1072, 1036, 1015, 979 1.014 1NOCH 3 INH CH 3 H Gil 3
GH
3 4-Br-pyrazol-1-yl 3313, 1674, 1544, 1064, 1028, 1009, 971, 955, 948, 892 x
~N
1 No. X Y RI R 2 m R 3
R
4 Z Physical data* 1.015 NOCH 3 NH CH 3 H CH 3
CH
3 4-I-pyrazol-1-yl 3320, 2939, 1671, 1527, 1414, 1175, ___1069, 1035, 1011, 980, 941 1.016 NOCH 3 NH CH 3 H CH 3
CH
3 3-CF 3 -pyrazol-1-yl 3340, 2940, 1673, 1529, 1226, 1173, 1138, 1037, 1017, 980, 970, 955 1.017 NOCH 3 NH CH 3 H CH 3
ICH
3 3-CH 3 ,4-Br-pyrazol-1-yl 3310, 1668, 1534, 1160, 1062, 1032, 973, 954, 890, 882 1.018 NOCH 3 NH CH 3 H CH 3
ICH
3 3-CH 3 -pyrazol-1-yl 3280, 2925, 1668, 1533, 1366, 1057, 1010, 975, 948, 884 1.019 NOCH 3 NH CH 3 H CH 3
ICH
3 4-CH 3 -pyrazol--1-yl 3270, 2944, 2926, 1674, 1068, 1033, 975, 950, 889, 884 1.020 NOCH 3 NH CH 3 H CH 3
CH
3 3,5-(CH 3 2 -pyrazol-1-yl 3300, 2930, 1668, 1537, 1365, 1063, 1014, 975, 890, 881, 764 1.021 NOCH 3 NH CH 3 H CH 3
CH
3 4-C 6
H
5 -imidazol-1-yl 2939, 1670, 1491, 1062, 1036, 1006, 979, 962, 754, 696 1.022 CHCH 3 0 CH 3 H CH 3
CH
3 4-CH 3 -pyrazol-1-yl 1.59 2.05 (s,3H); 2.11 3.67 (s,3H); 4.01 5.05 (s,br,2H); 7.02-7.51 7.80
H)
1. 023 CHOCH 3 0 C 3 H H CH 3 4-CH 3 -pyrazol-1-yl 2.06 2.11 3.66 (s,3H); 3.79 4.02 5.14 (s,2H); 7.83 (s,1H) *IR (cnr') 1 H NMR (6 in ppm; CDC1 3 0050/46213 309 Examples: activity against fungal pests The fungicidal activity of the compounds of the formula I was demonstrated by the following experiments: The active ingredients were formulated as a 20% emulsion in a mixture of 70% by weight of cyclohexanone, 20% by weight of Nekanil® LN (Lutensol® AP6, wetting agent having emulsifying and dispersant action based on ethoxylated alkylphenols) and 10% by weight of Emulphor® EL (Emulan® EL, emulsifier based on ethoxylated fatty alcohols) and diluted with water to give the desired concentration.
The comparison compounds used were the known active ingredients A (as described in WO-A 95/21,154; X NOCH 3
YR
1
NHCH
3
R
2 M H; R 3 R4 CH 3 Z' 1-CH 3 -pyrazol-3-yl), B (as described in WO-A 95/21,154; X NOCH 3
YR
1
NHCH
3 R2 H; R 3 R4 CH 3
Z'
pyrimidin-2-yl) and C (as described in WO-A 95/21,158; X
NOCH
3
YR
1
OCH
3
R
2 m H; R 3 R4 CH 3 Z' pyridin-3-yl).
Activity against Erysiphe graminis var. tritici (powdery mildew of wheat) Leaves of wheat seedlings (variety "FrUhgold") were first treated with the aqueous formulation of the active ingredients (rate of application: 63 ppm). After approximately 24 hours, the plants were dusted with spores of powdery mildew of wheat (Erysiphe graminis var. tritici). The treated plants were subsequently incubated for 7 days at 20-22 0 C and a relative atmospheric humidity of 75-80%. The degree of fungal development was subsequently determined.
In this test, the plants which had been treated with compounds No. 1.007, 1.011, 1.012, 1.014 and 1.016 according to the invention showed a disease level of 15% or less, while the disease level of the plants which had been treated with the known active ingredients A and B was 40%. In the untreated (control) plants, a disease level of 70% was observed.
Activity against Puccinia recondita (leaf rust of wheat) Leaves of wheat seedlings (variety "Kanzler") were dusted with spores of leaf rust (Puccinia recondita). The treated plants were incubated for 24 hours at 20-22 0 C and a relative atmospheric humidity of 90-95% and subsequently treated with the aqueous formulation of the active ingredient (rate of application: 63 ppm).
S'
0050/46213 310 After a further 8 days at 20-23 0 C and a relative atmospheric humidity of 65-70%, the degree of fungal development was determined. The test was evaluated visually.
In this test, a disease level of 25% or less was shown by the plants which had been treated with compounds No. 1.007, 1.011, 1.013 to 1.017 and 1.019 according to the invention, while the plants which had been treated with the known active ingredients B and C and the untreated (control) plants showed a disease level of Examples: activity against animal pests The activity of the compounds of the general formula I against animal pests was demonstrated by the following experiments: The active ingredients were formulated a) as an 0.1% strength solution in acetone or b) as a 10% emulsion in a mixture of 70% by weight of cyclohexanone, 20% by weight of Nekanil® LN (Lutensol® AP6, wetting agent having emulsifying and dispersant action based on ethoxylated alkylphenols) and 10% by weight of Emulphor® EL (Emulan® EL, emulsifier based on ethoxylated fatty alcohols) and diluted to give the desired concentration, using acetone in the case of a) or water in the case of b).
After the experiments had ended, in each case the lowest concentration was determined where the compounds still caused an inhibition or mortality of 80-100% compared with control experiments [sic] (without treatment).
r

Claims (2)

1. A phenylacetic acid of the formula I R2 NOR 4 CH 2 0 N= CR 3 C< r YR 1 where the substituents and the index have the following meanings: X is NOCH 3 CHOCH 3 CHCH 3 and CHCH 2 CH 3 Y is 0and NR; R is hydrogen and C-C 4 -alkyl; z is 1-aziridinyl, 1-diaziridinyl, 1-azetidinyl, I-yrldnl sxzldiy,2iohizldnl 1-pyrrzolidinyl, 2-oxazolidinyl, -ithiazolidinyl,
251-pyrdazolidinyl, 3-oxazoidi,-hazolidin ylyl ,,-xda 1-dzolidinyl, 1,2,4-xadiazolidin-2-yl, 1,2,4-oxiadia- zolidin-4-yl, 1-triazolidinyl, 1 4-oxadiazolidin-3-yl, 1,3, 4-thiadiazolidin-3-yl, 2, 3-dihydropyrrol-1-yl, 2, 5-dihydropyrrol-1-yl, 2, 3-dihydroisoxazol-2-yl, 2,-iyrosxzl2Sl ,-ihdosSiao--l 2, 5-dihydroisoxhazol-2-yl, 2, 3-dihydrosothazol-2-yl, 2, 5-dihydroisothazol-2-yl, -dihydropyrazol-1-yl, 2, 3-dihydropyazol-2-yl, -dihydropyazol- -yl, 2,3-dihydroimidazol-1-yl, 4,5-dihydroimidazol-1-yl, 2, 5-dihydroimidazol---yl, 1-piperidinyl, 4-morpholinyl, 1-piperazinyl, 1-hexahydropyridazinyl, 1-hexahydro- pyrimidinyl, 2, 3-dihydroindol-1-yl, 4-thiomorpholinyl., 1,2, 4-hexahydrotriazin-1-yl, 2, 3-dihydroisoindol-2-yl, 1-pyrrolyl, 1-imidazolyl, 1-pyrazolyl, 1-triazolyl, 1-tetrazolyl, 2-tetrazolyl, I-indolyl, 1-indazolyl, benzimidazol-1-yl, benztriazol-1-yl, pyrrolopyridin-1-yl, pyrrolopyridazin-1-yl, pyrrolopyrimidin-1-yl, pyrrolo- pyrazin-1-yl, pyrrolotriazin-1-yl, imidazopyridin-1-yl, imidazopyridazin-1-yl, imidazopyrimidin-1-yl, imidazo- pyrazin-1-yl, pyrazolopyridin-1-yl, pyrazolopyridazin- 1-yl, pyrazolopyrimidin-1-yl, pyrazolopyrazin-1-yl and n" 312 pyrazolotriazin-1-yl, it being possible for the abovementioned radicals to be partially or fully halogenated and/or to carry one to three of the following groups: cyano, nitro, hydroxyl, mercapto, amino, carboxyl, aininocarbonyl, aminothiocarbonyl, Cl-C 6 -alkyl, Cl-C 6 -haloalkyl, Cl-C 6 -alkylcarbonyl, Cl-C 6 -alkylsulfonyl, Cl1-C6-alkylsulfoxyl, Cl-C 6 -alkoxy, Cl-C 6 -haloalkoxy, Cl-C6-alkoxycarbonyl, Cl-C 6 -alkylthio, Cl-C 6 -alkylaznino, di-C 1 -C 6 -alkylamino, C I-C 6 -alkyl amino- carbonyl, di-Cl-C 6 -alkylaminocarbonyl, Cl-C 6 -alkylamino- thiocarbonyl, di-Cl-C 6 -alkylaminothiocarbonyl, C 2 -C 6 -alkenyl, C 2 -C 6 -alkenyloxy or C(=NoRa)-A,-Rb; C 3 -C 6 -cycloalkyl, C 3 -C 6 -cycloalkoxy, heterocyclyl, hetero- cyclyloxy, benzyl, benzyloxy, aryl, aryloxy, arylthio, hetaryl, hetaryloxy and hetarylthio, where the cyclic groups for their part may be partially or fully halogenated or may carry one to three of the following groups: cyano, nitro, hydroxyl, mercapto, amino, carboxyl, aminocarbonyl, aminothiocarbonyl, halogen, CI-C 6 -alkyl, Cl-C 6 -haloalkyl, C-C 6 -alkylsulfonyl, Cl-C 6 -alkylsulfoxyl, C 1 -C 6 -alkoxy, Cl-C6-haloalkoxy, 25Cl-C 6 -alkoxycarbonyl, Cl-C 6 -alkylthio, Cl-C 6 -alkylamino, di-Cl-C 6 -alkylamino, Cl-C 6 -alkylaminocarbonyl, 0 di-Cl-C 6 -alkylaminocarbonyl, C-C6-alkylaminothiocarbonyl, di-Cl-C 6 -alkylaxinothiocarbonyl, C 2 -C 6 -alkenyl, C 2 -C 6 -alkenyloxy, C(=N0Ra)-An-Rb, or benzyl, benzyloxy, aryl, aryloxy, arylthio, hetaryl, hetaryloxy and 30 hetarylthio which are substituted by customary groups, and/or it being possible for these radicals to be bridged by one of the following bridge members: CI-C 5 -alkylene, oxy-C 1 -C 4 -alkylene and OXY-0 1 -C 4 -alkyleneoxy, it being 35 possible 'for the alkylene chains to be partially or fully halogenated and/or to carry one to three Cl-C 3 -alkyl groups. R 1 is hydrogen and Cl-C 4 -alkyl; R 2 is cyano, nitro, trifluoromethyl, halogen, Cl-C 4 -alkyl and C 1 -C 4 -alkoxy; m is 0, 1 or 2, it being possible for the radicals R 2 to be different if m is 2; kq 313 R 3 is hydrogen, cyano, nitro, hydroxyl, amino, cyclopropyl, halogen, Cl-C 4 -alkyl, C 1 -C 4 -haloalkyl, Cl-C 4 -alkoxy, Cl-C 4 -haloalkoxy, Cl-C-alkylthio, Cl-C 4 -alkylaxnino and di-C 1 -C4j-alkylamino; R 4 is hydrogen, C 1 -Cl-alkyl, C 2 -Cl 0 alkenyl, C2-Clo-alkynyl, Cl-Cl-alkyl- carbonyl, C2-Clo-alkenylcarbonyl, C2-Clo-alkynylcarbonyl or C-C-alkylsulfonyl, it being possible for these radicals to be partially or fully halogenated or to have attached to them one to three of the following groups: cyano, nitro, hydroxyl, mercapto, amino, carboxyl, aminocarbonyl, aiinothiocarbonyl, halogen, Cl-C 6 -haloalkyl, C-C 6 -alkylsulfonyl, Cl-C 6 -alkylsulfoxyl, Cl-C 6 -alkoxy, Cl-C 6 -haloalkoxy, C 1 -C 6 -alkoxycarbonyl, Cl-C 6 -alkylthio, Cl-C 6 -alkyl- amino, di-C 1 -C 6 al kyl amino, Cl-C 6 -alkylaminocarbonyl, di-Cl-C6-alkylaminocarbonyl, Cl-C 6 -alkylaminothio- carbonyl, di-Cl-C 6 -alkylaminothiocarbonyl, G 2 -C 6 -alkenyloxy, C 3 -C 6 -cycloalkyl, C3-C 6 -cycloalkoxy, heterocyclyl, heterocyclyloxy, benzyloxy, aryl, aryloxy, arylthio, hetaryl, hetaryloxy and.hetarylthio, it being 25 possible for the cyclic groups, in turn, to be partially or fully halogenated or to have attached to them one to three of the following groups: cyano, nitro, hydroxyl, rercapto, amino, carboxyl, amino- carbonyl, aminothiocarbonyl, halogen, Cl-C 6 alkyl, 30 C 3 -C 6 -cycloalkyl, Cl-C 6 -haloalkyl, Cl-C 6 -alkyl- sulfonyl, Cl-C 6 -alkylsulfoxyl, C 1 -C 6 -alkoxy, Go: Cl-C 6 -haloalkoxy, C-C 6 -alkoxycarbonyl, Cl-C 6 -alkyl- thio, Cl-C 6 -alkylamino, di-Cl-C 6 -alkylamino, 0 to.Cl-C6-alkylalninocarbonyl, di-Cl-C 6 -alkylaxnino- :3 *6 arbonyl, Cl-C 6 -alkylarinothiocarbonyl, di-Cl-C 6 -alkylaminothiocarbonyl, C 2 -C 6 -alkenyl, C 2 -C6-alkenyloxy, benzyl, benzyloxy, aryl, aryloxy, arylthio, hetaryl, hetaryloxy, hetarylthio and C (=N0R 8 )An-Rb; t 3 -C 6 -cycloalkyl, aryl, arylcarbonyl, arylsulfonyl, hetaryl, hetarylcarbonyl and hetarylsulfonyl, it being possible for these radicals to be partially or fully halogenated or to have attached to them one to three of the following groups: 314 cyano, nitro, hydroxyl, mercapto, amino, carboxyl, aminocarbonyl, aminothiocarbonyl, halogen, Ci -C 6 -alkyl, Cl~-C 6 -haloalkyl, Cl -C 6 -alkyl-carbonyl, 01-06- alkylsulfonyl, Cl -C 6 -alkylsulfoxyl, C 3 -C 6 -cycloalkyl, Cl -C 6 -alkoxy, 01-06- haloalkoxy, Ci -C6-alkoxycarbonyl, Ci -C 6 -alkylthio, Cl -0 6 -al kyl-amino, di- Cl -0 6 -alkylamino, Cl-0 6 -alkylaminocarbonyl, di-C 1-06- alkylaminocarbonyl, C1 -06-alkylamino-thiocarbonyl, di-C 1 -0 6 alkylaminothiocarbonyl, C 2 -C 6 -alkenyl, C 2 -0 6 -alkenyloxy, benzyl, benzyloxy, aryl, aryloxy, hetaryl, hetaryloxy and C(+NORa)-An-Rb; where A is oxygen, sulfur and nitrogen, the nitrogen having attached to it hydrogen or Cl-C 6 -alkyl; n is 0or1, and Ra and Rb are in each case hydrogen or Cl-0 6 -alkyl, or a salt thereof. A compound of the formula I as claimed in claim 1 where Z is chosen from the group comprising unsubstituted and substituted 1-pyrrolyl, 1-pyrazolyl, 1- imidazolyl, 1-triazolyl, or 1-tetrazolyl. 3. A compound of the formula I as claimed in claim 1 where m is 0. A compound of the formula I as claimed in claim 1 where Ri is methyl. A process for the preparation of a compound of the formula I as claimed in claim 1 where R3 is other than halogen, which includes reacting a benzyl derivative of the formula 11 315 R 2 m CH 2 L 1 I II C X YR' where L1 is a nucleophilically exchangeable leaving group with a hydroxyimine of the formula III NOR 4 HON= CR 3 C III *z *o in a manner known per se. 6. A process for the preparation of a compound of the formula I as claimed in claim 1 where R3 is other than halogen, which includes reacting a benzyl derivative of the formula II as claimed in claim 4 with a dihydroxyimine of the formula Ilia O H HON CR 3 -c IlIa Z i in a manner known per se to give a compound of the formula IVa Rm SNOH CH 2 ON- CR 3 -C C= X Z IVa 0 C-YR 1 and subsequently reacting IVa with a compound of the formula V V c, I 316 R4-L 2 V where L2 is a nucleophilically exchangeable leaving group to give I. 7. A process for the preparation of a compound of the formula I as claimed in claim 1 where R3 is other than halogen, which includes reacting a benzyl derivative of the formula II as claimed in claim 4 with a carbonylhydroxyimine of the formula Illb HON= CR3- to give a compound of the formula Via a a a. a a 9. a converting Via with a sulfurising reagent to give the thio compound VIb C X O C-YR' VIb and subsequently reacting VIb either a) first with hydroxylamine or a salt thereof and then with a compound of the formula V (R4-L2) as claimed in claim 5 or b) with a hydroxylamine or a hydroxylammonium salt of the formula "I1 N" /ti r. a% 317 Vila or Vllb R 4 -ONH 2 R 4 -ONH 3 Q- VIIa VIIb where Q- is the anion of an acid, to give I. 8. A composition useful for controlling animal pests or fungal pests, including a solid or liquid carrier and a compound of the general formula I as claimed in claim 1. 9. A method of controlling fungal pests, which includes treating the fungi, or the materials, plants, soils or seeds to be protected against fungal infection, with an effective amount of a compound of the general formula I as claimed in claim 10. A method of controlling animal pests, which includes treating the pests, or the materials, plants, soils or seeds to be protected against them, with an effective amount of a compound of the general formula I as claimed in claim 1. *e 11. The use of a compound I as claimed in claim 1 for the preparation of a composition useful for controlling animal pests or fungal pests. 12. The use of a compound of the formula I as claimed in claim 1 for controlling animal pests or fungal pests. 13. A compound of the formula Via as claimed in claim 7. 14. A compound of the formula VIb as claimed in claim 7. A compound of the formula III (R4 H) as claimed in claim S., l d 318 16. A phenylacetic acid of formula I as hereinbefore described with reference to the Tables. DATED this 20th day of April 1999 BASF AKTIENGESELLSCHAFT WATERMARK PATENT TRADEMARK ATTORNEYS 290 BURWOOD ROAD HAWTHORN VICTORIA 3122 AUSTRALIA VAX D0C026 AU7048896.WPC: LCG/CLR/RES a. 9 9. *9*a 9*a9 9* 9 999 9. a 9* 5*55 *555 S a S *5 S
AU70844/96A 1995-09-18 1996-09-09 Phenylacetic acids, their preparation, and compositions comprising them Ceased AU706982B2 (en)

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WO2020097396A1 (en) 2018-11-07 2020-05-14 Dana-Farber Cancer Institute, Inc. Benzimidazole derivatives and aza-benzimidazole derivatives as janus kinase 2 inhibitors and uses thereof
US12509455B2 (en) 2018-11-07 2025-12-30 Dana-Farber Cancer Institute, Inc. Imidazopyridine derivatives and aza-imidazopyridine derivatives as Janus kinase 2 inhibitors and uses thereof
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CA3181537A1 (en) 2020-05-06 2021-11-11 Ajax Therapeutics, Inc. 6-heteroaryloxy benzimidazoles and azabenzimidazoles as jak2 inhibitors
EP4267574B1 (en) 2020-12-23 2025-04-23 Ajax Therapeutics, Inc. 6-heteroaryloxy benzimidazoles and azabenzimidazoles as jak2 inhibitors
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US12162881B2 (en) 2021-11-09 2024-12-10 Ajax Therapeutics, Inc. Forms and compositions of inhibitors of JAK2

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