Herbicidally active substituted (2E)-2-hydroxy-2-alkyl-4-phenylbut-3-enamides, (2E)-2-hydroxy-2-hydroxyalkyl-4-phenylbut-3-enamides and (2E)-2-hydroxy-2-alkenyl-4-phenylbut-3-enamides

WO2026202219A1PCT designated stage Publication Date: 2026-10-01BAYER AG
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Patent Information

Application Number
PCT/EP2026/058694
Authority / Receiving Office
WO · WO
Patent Type
Applications
Current Assignee / Owner
Priority Date
2025-03-26
Filing Date
2026-03-26
Publication Date
2026-10-01

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Abstract

Herbicidally active substituted (2E)-2-hydroxy-2-alkyl-4-phenylbut-3-enamides, (2E)-2-hydroxy-2-hydroxyalkyl-4-phenylbut-3-enamides and (2E)-2-hydroxy-2-alkenyl-4-phenylbut-3-enamides. The invention relates to substituted (2E)-2-hydroxy-2-alkyl-4-phenylbut-3-enamides, (2E)-2-hydroxy-2-hydroxyalkyl-4-phenylbut-3-enamides and (2E)-2-hydroxy-2-alkenyl-4-phenylbut-3-enamides, as well as the salts thereof, and to their use as herbicidally active substances. (I)
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Description

[0001] BYC250087 Foreign NR / ed 26.01.2026

[0002] 1

[0003] Herbicidal active substituted (2E)-2-hydroxy -2-alkyl-4-phenylbut-3-enamide, (2£)-2-hydroxy-2-hydroxyalkyl-4-phenylbut-3-enamide and (2E)-2-hydroxy-2-alkenyl-4-phenylbut-3-enamide

[0004] Description

[0005] The invention relates to the technical field of plant protection products, in particular herbicides for controlling weeds and grasses in crop crops.

[0006] This invention specifically relates to substituted (2E)-2-hydroxy-2-alkyl-4-phenylbut-3-enamides, (2E)-2-hydroxy-2-hydroxyalkyl-4-phenylbut-3-enamides and (2E)-2-hydroxy-2-alkenyl-4-phenylbut-3-enamides and their salts, processes for their production and their use as herbicides, in particular for controlling weeds and / or grasses in crop crops and / or as plant growth regulators to influence the growth of crop crops.

[0007] It is known that certain substituted (2E)-2-hydroxy-2-haloalkyl-4-phenylbut-3-enamides can be used as antiandrogenic agents (see EP154528A2) and intermediates for CNS active oxazolidinones (see US3129222, J. Med. Chem. 1965, 8, 95-100). It is also known that substituted (2E)-2-hydroxy-2-alkyl-4-phenylbut-3-enamide derivatives can be prepared by racemic or chiral synthesis (see Angew. Chem. Int. Ed. 2013, 52(48), 12701-12704; Angew. Chem. Int. Ed. 2014, 53(26), 6791-6795; Synthesis 2005, 19, 3263-3270; JACS 2007, 129, 12600-12601; EJOC 2018, 46, 6457-6464; Synlett 2021, 32(8), 829-832; New Journal of Chemistry 2021, 45(16)). 7256-7260).

[0008] Substituted (2E)-2-Hydroxy-2-alkyl-4-phenylbut-3-enamides, (2E)-2 -Hydroxy -2 -hydroxyalkyl-4-phenylbut-3-enamides and (2E)-2 -Hydroxy -2-alkenyl-4-phenylbut-3-enamides with herbicidal activity, on the other hand, have not yet been described.

[0009] Previously known plant protection products for controlling weeds in crops or active ingredients for controlling unwanted plant growth have some disadvantages in their application, such as (a) lacking or having insufficient herbicidal activity against certain weeds, (b) having too narrow a spectrum of weeds that can be controlled with a single active ingredient, (c) having insufficient selectivity in crops, and / or (d) having an unfavorable toxicological profile. Furthermore, some active ingredients that can be used as plant growth regulators in some crops lead to undesirably reduced yields in other crops or are incompatible with the crop or only compatible within a narrow application rate range. Some of the known active ingredients cannot be produced economically on an industrial scale due to the difficulty in obtaining precursors and reagents. BYC250087 Foreign NR / ed 26.01.2026

[0010] 2

[0011] Some herbicides are either manufactured or possess insufficient chemical stability. For other active ingredients, the efficacy depends too heavily on environmental conditions such as weather and soil conditions. The herbicidal efficacy of these known compounds, particularly at low application rates, and their compatibility with cultivated plants remain in need of improvement.

[0012] Surprisingly, it has now been found that certain substituted (2£)-2-hydroxy-2-alkyl-4-phenylbut-3-enamides, (2E)-2-hydroxy-2-hydroxyalkyl-4-phenylbut-3-enamides and (2£)-2-hydroxy-2-alkenyl-4-phenylbut-3-enamides or their salts are well suited as herbicides and can be used particularly advantageously as active ingredients for controlling monocotyledonous and dicotyledonous weeds in crop crops.

[0013] One object of the present invention is thus substituted (2E)-2-hydroxy-2-alkyl-4-phenylbut-3-enamides, (2E)-2-hydroxy-2-hydroxyalkyl-4-phenylbut-3-enamides and (2E)-2-hydroxy-2-alkenyl-4-phenylbut-3-enamides of general formula (I) or their salts,

[0014]

[0015] wherein

[0016] R 1 and R 5 are the same or different and independently represent hydrogen, halogen, hydroxy, cyano, nitro, (C1-C3)-alkyl, (Ci-C3)-haloalkyl, (C3-C5)-cycloalkyl, (C3-C5)-halocycloalkyl, (Ci-C3)-cyanoalkyl, (C3-C4)-cycloalkyl-(Ci-C3)-alkyl, (C2-C4)-alkenyl, (C2-C4)-haloalkenyl, (C2-C4)-alkynyl, (C2-C4)-haloalkynyl, (C1-C3)-alkoxy, (Ci-C3)-haloalkoxy, (Ci-C3)-alkylthio, (Ci-C3)-haloalkylthio, (Ci-C3)-alkylsulfmyl, (Ci-C3)-haloalkylsulfmyl, (Ci- C3)-alkylsulfonyl, (Ci-C3)-haloalkylsulfonyl or (Ci-C3)-alkyloxy-(Ci-C3)-alkyloxy,

[0017] R 2 and R 4gleich oder verschieden sind und unabhängig voneinander für Wasserstoff, Halogen, Hydroxy, Cyano, Nitro, (C1-C3)- Alkyl, (Ci-C3)-Haloalkyl, (C3-C5)-Cycloalkyl, (C3-C5)-Halocycloalkyl, (Ci-C3)-Cyanoalkyl, (C3-C4)-Cycloalkyl-(Ci-C3)-alkyl, (C2-C4)-Alkenyl, (C2- C4)-Haloalkenyl, (C2-C4)-Alkinyl, (C2-C4)-Haloalkinyl, (C1-C3)- Alkoxy, (Ci-C3)-Haloalkoxy, (Ci-C3)-Alkylthio, (Ci-C3)-Haloalkylthio, (Ci-C3)-Alkylsulfmyl, (Ci-C3)-Haloalkylsulfmyl, (Ci- C3)-Alkylsulfonyl, (Ci-C3)-Haloalkylsulfonyl oder (Ci-C3)-Alkyloxy-(Ci-C3)-alkyloxy stehen,

[0018] R 3 für Wasserstoff, Halogen, Hydroxy, Cyano, (Ci-C3)-Alkyl, (Ci-C3)-Haloalkyl, (C3-C4)- Cycloalkyl, (C3-C4)-Halocycloalkyl, (Ci-C3)-Cyanoalkyl, (C3-C4)-Cycloalkyl-(Ci-C3)-alkyl, (C2-BYC250087 Ausland NR / ed 26.01.2026

[0019] 3

[0020] (C2-C4)-Alkenyl, (C2-C4)-Haloalkenyl, (C2-C4)-Alkinyl, (C2-C4)-Haloalkinyl, (Ci-C3)-Alkoxy, (Ci- C3)-Haloalkoxy oder (Ci-C3)-Alkyloxy-(Ci-C3)-alkyloxy steht,

[0021] R 6 für (C1-C3)- Alkyl, (Ci-C3)-Haloalkyl, (Ci-C3)-Hydroxyalkyl, (Ci-C3)-Hydroxyhaloalkyl, (Ci- C3)-Alkoxyalkyl, (Ci-C3)-Haloalkoxy alkyl, (C3-C4)-Cycloalkyl, (C3-C4)-Halocycloalkyl, (Ci- C3)-Cyanoalkyl, (C3-C4)-Cycloalkyl-(Ci-C3)-alkyl, (C2-C4)-Alkenyl, (C2-C4)-Haloalkenyl, (C2- C4)-Alkinyl, oder (C2-C4)-Haloalkinyl steht,

[0022] R 7 für Wasserstoff, (Ci-C3)-Alkyl, (Ci-C3)-Haloalkyl, (Ci-C3)-Hydroxyalkyl, (C1-C3)- Hydroxyhaloalkyl, (C3-C4)-Cycloalkyl, (C3-C4)-Halocycloalkyl, (Ci-C3)-Cyanoalkyl, (C3-C4)- Cycloalkyl-(Ci-C3)-alkyl, (C2-C4)-Alkenyl, (C2-C4)-Haloalkenyl, (C2-C4)-Alkinyl, (C2-C4)- Haloalkinyl, (Ci-C3)-Alkoxy, (Ci-C3)-Haloalkoxy, (Ci-C3)-Alkyloxy-(Ci-C3)-alkyloxy, (C1-C3)- Alkylcarbonyl, Arylcarbonyl, (Ci-C3)-Alkyloxycarbonyl, oder Aryloxy carbonyl steht,

[0023] W für O (Sauerstoff) oder S (Schwefel) steht,

[0024] Q für die Gruppen

[0025] Q-l Q-2 Q-3 Q-4 Q-5 Y Y

[0026] S -*

[0027] Q-6 Q-7 Q-8 Q-9 Q-10 YYYY

[0028] Q-ll Q-12 Q-13 Q-14 Q-15 YYYYY

[0029] Q-16 Q-17 Q-18 Q-19 Q-20

[0030]

[0031] BYC250087 Foreign NR / ed 26.01.2026

[0032] 4

[0033]

[0034] wherein the arrow represents a bond to the nitrogen atom of formula (I)

[0035] stands,

[0036] Y for C(O)OR 10 , C(O)NR 8 R 9 , C(S)NR 8 R 9 , C(O)N(R 8 )S(O)2R n , C(O)N(R 8 )S(O)2NR 8 R 9 stands,

[0037] R 8 , R 9 , R 10 and R 11 are the same or different and independently represent hydrogen, (C1-C8)-alkyl, (C2-C8)-alkenyl, (C2-C8)-alkynyl, (C1-C8)-cyanoalkyl, (C1-C 10)-Haloalkyl, (C2-C8)-Haloalkenyl, (C3-C8)-Haloalkinyl, (C3-C 10 )-Cycloalkyl, (C3-C 10 )-Halocycloalkyl, (C4-C 10 )-Cycloalkenyl, (C4-C 10 )-Halocycloalkenyl, (C1-C8)-Alkoxy, (C1-C8)-Haloalkoxy, (C1-C8)-Alkoxy-(C1-C8)-alkyl, (C1-C8)-Haloalkoxy-(C1-C8)-alkyl, (C1-C8)-Alkylthio-(C1-C8)-alkyl, (Ci -Cs)-AlkylS(O) x -(Ci -Cs)-alkyl, (Ci-Cs)-Haloalkylthio-(Ci -Cs)-alkyl, (Ci -Cs)-Alkoxy- (Ci-Cs)-haloalkyl, Aryl, Aryl-(Ci-Cs)-alkyl, Heteroaryl, Heteroaryl-(Ci-Cs)-alkyl, (Cs-Cs)- Cycloalkyl-(Ci-Cs)-alkyl, (C4-Cio)-Cycloalkenyl-(Ci-Cs)-alkyl, Heterocyclyl, Bis-[(Ci-Cs)- alkyl]aminocarbonyl-(Ci-Cs)-alkyl, (Ci-Cs)-Alkyl-amino-carbonyl-(Ci-Cs)-alkyl, Aryl-(Ci-Cs)- alkyl-aminocarbonyl-(Ci-Cs)-alkyl, Heterocyclyl-(Ci-Cs)-alkyl stehen,

[0038] R 8 und R 9with the nitrogen atom to which they are bonded, form a fully saturated or partially saturated, optionally interrupted by heteroatoms and optionally further substituted, 3- to 10-membered monocyclic or bicyclic ring, and

[0039] x represents 0, 1 or 2.

[0040] Compounds of general formula (I) can form salts by the addition of a suitable inorganic or organic acid, such as mineral acids like HCl, HBr, H₂SO₄, H₃PO₄, or HNO₃, or organic acids, e.g., carboxylic acids like formic acid, acetic acid, propionic acid, oxalic acid, lactic acid, or salicylic acid, or sulfonic acids like p-toluenesulfonic acid, to a basic group, such as an amino, alkylamino, dialkylamino, piperidino, morpholino, or pyridino. These salts then contain the conjugate base of the acid as an anion. Suitable substituents that exist in deprotonated form, such as sulfonic acids, certain sulfonamides, or carboxylic acids, can form internal salts with their own protonatable groups, such as amino groups. Salt formation can also occur through the action of a base on compounds of general formula (I). Suitable bases include, for example, organic BYC250087 Foreign NR / ed 26.01.2026

[0041] 5

[0042] Amines, such as trialkylamines, morpholine, piperidine, and pyridine, as well as ammonium, alkali, or alkaline earth metal hydroxides, carbonates, and bicarbonates, in particular sodium and potassium hydroxide, sodium and potassium carbonate, and sodium and potassium bicarbonate. These salts are compounds in which the acidic hydrogen is replaced by a cation suitable for agricultural use, for example, metal salts, in particular alkali metal or alkaline earth metal salts, especially sodium and potassium salts, or also ammonium salts, salts with organic amines, or quaternary ammonium salts, for example, with cations of the formula [NR a R b R c R d ] + , in which R a to R dEach independently represents an organic residue, in particular alkyl, aryl, aralkyl, or alkylaryl. Alkylsulfonium and alkylsulfoxonium salts, such as (C1-C4)-trialkylsulfonium and (C1-C4)-trialkylsulfoxonium salts, are also suitable.

[0043] Compounds of general formula (I) can exist as stereoisomers depending on the type and arrangement of the substituents. The possible stereoisomers, defined by their specific spatial configuration, such as enantiomers, diastereomers, Z-isomers, and E-isomers, are all encompassed by formula (I). For example, if one or more alkenyl groups are present, diastereomers (Z-isomers and E-isomers) can occur. If, for example, one or more asymmetric carbon atoms are present, enantiomers and diastereomers can occur. Stereoisomers can be obtained from the mixtures obtained during preparation using standard separation methods. Chromatographic separation can be performed both on an analytical scale to determine the enantiomeric or diastereomeric excess, and on a preparative scale to prepare test samples for biological testing.Likewise, stereoisomers can be selectively produced by using stereoselective reactions with optically active starting materials and / or auxiliary substances. The invention therefore also relates to all stereoisomers included in the general formula (I) but not specified with their specific stereoform, as well as their mixtures.

[0044] Separated enantiomers encompassed by the general formula (I) are either (a) designated according to their optical activity with (+)- and (-)-, i.e., isomers that rotate plane-polarized light clockwise ((+)-direction) are designated with "(+)"; (b) classified into R- and S-enantiomers according to the Cahn-Ingold-Prelog rules; or (c) designated according to their retention time upon separation by chiral chromatography with "Ent-1" and "Ent-2". Methods for separating enantiomers are well known in the art, e.g., separation by chiral chromatography.

[0045] If the compounds are obtained as solids, purification can also be carried out by recrystallization or digestion. Individual compounds (I) can also be prepared by derivatization of other compounds (I).

[0046] Methods suitable for isolating, purifying, and separating the stereoisomers of compounds of formula (I) include those generally known to the skilled person from analogous cases, e.g., BYC250087 Foreign NR / ed 26.01.2026

[0047] 6

[0048] Any remaining mixtures can usually be separated by chromatographic separation, e.g., on chiral solid phases, using physical methods such as crystallization, chromatography (especially column chromatography and HPLC), distillation (optionally under reduced pressure), extraction, and other techniques. For preparative quantities or on an industrial scale, methods such as crystallization are suitable, e.g., of diastereomeric salts, which can be obtained from the diastereomeric mixtures with optically active acids and, if acidic groups are present, with optically active bases.

[0049] The following describes the compounds used in the invention.

[0050] Formula (I) and its salts are referred to as "compounds of general formula (I)".

[0051] The preferred subject matter of the invention is compounds of the general formula (I), wherein

[0052] R 1 and R 5 are the same or different and independently represent hydrogen, halogen, (C1-C3)-alkyl, (C3-C5)-cycloalkyl, (Ci-C3)-alkoxy, or (Ci-C3)-haloalkoxy,

[0053] R 2 and R 4 are the same or different and independently represent hydrogen, halogen, (C1-C3)-alkyl, (Ci-C3)-haloalkyl, (C3-C5)-cycloalkyl, (C2-C4)-alkenyl, (C2-C4)-alkynyl, (C1-C3)-alkoxy, (Ci-C3)-haloalkoxy, (Ci-C3)-alkylthio, (Ci-C3)-haloalkylthio, (Ci-C3)-alkylsulfinyl, (Ci-C3)-haloalkylsulfinyl, (Ci-C3)-alkylsulfonyl, (Ci-C3)-haloalkylsulfonyl or (C1-C3)-alkyloxy-(Ci-C3)-alkyloxy,

[0054] R 3stands for hydrogen, halogen, or (C1-C3)-alkyl,

[0055] R 6 for (C1-C3)-alkyl, (Ci-C3)-haloalkyl, (Ci-C3)-hydroxyalkyl, (C1-C3)-alkoxyalkyl, (C1-C3)-haloalkoxyalkyl, (C3-C4)-cycloalkyl, (C3-C4)-cycloalkyl-(Ci-C3)-alkyl, (C2-C4)-alkenyl or (C2-C4)-alkynyl is,

[0056] R 7 represents hydrogen, (Ci-C3)-alkyl, (Ci-C3)-hydroxyhaloalkyl, (C3-C4)-cycloalkyl, (Ci-C3)-alkoxy, or (Ci-C3)-alkyloxy-(Ci-C3)-alkyloxy,

[0057] W stands for O (oxygen) or S (sulfur).

[0058] Q for group BYC250087 Abroad NR / ed 26.01.2026

[0059] 7

[0060] Q1 Q2 Q3 Q4 Q5

[0061] YY

[0062] Q-6 Q-7 Q-8 Q-9 Q-10 YYYYY

[0063] Q-ll Q-12 Q-13 Q-14 Q-15 YYYYY

[0064] Q-16 Q-17 Q-18 Q-19 Q-20 YY

[0065] / !

[0066] Q-21 Q-22 Q-23 Q-24 Q-25

[0067]

[0068] wherein the arrow represents a bond to the nitrogen atom of formula (I)

[0069] stands,

[0070] Y for C(O)OR 10 , C(O)NR 8 R 9 , C(S)NR 8 R 9 , C(O)N(R 8 )S(O)2R n , C(O)N(R 8 )S(O)2NR 8 R 9 stands,

[0071] R 8 , R 9 , R 10 and R 11 are the same or different and independently represent hydrogen, (C1-C6)-alkyl, (C2-C6)-alkenyl, (C2-C6)-alkynyl, (C1-C6)-cyanoalkyl, (C1-C6)-haloalkyl, (C2-C6)-haloalkenyl, (C3-C6)-haloalkynyl, (C3-C6)-cycloalkyl, (C3-C6)-halocycloalkyl, (C4-C6)-cycloalkenyl, (C4-C6)-halocycloalkenyl, (C1-C6)-alkoxy, (C1-C6)-haloalkoxy, (C1-C6)-alkoxy-(C1-C6)-alkyl, (C1-C6)-haloalkoxy-(C1-C6)-alkyl, (C1-C6)-alkylthio-(C1-C6)-alkyl, (C1-C6)-AlkylS(O) x-(C1-C6)-alkyl, (C1-C6)-haloalkylthio-(C1-C6)-alkyl, (C1-C6)-alkoxy-(C1-C6)-haloalkyl, aryl, aryl-(C1-C6)-alkyl, heteroaryl, heteroaryl-(C1-C6)-alkyl, (C3-C6)-cycloalkyl-(C1-C6)-alkyl, (C4-C6)-cycloalkenyl-(C1-C6)-alkyl, heterocyclyl, bis-[(C1-C6)-BYC250087 Foreign NR / ed January 26, 2026

[0072] 8

[0073] alkyl]aminocarbonyl-(Ci-C6)-alkyl, (Ci-C6)-alkyl-amino-carbonyl-(Ci-C6)-alkyl, aryl-(Ci-C6)-alkyl-aminocarbonyl-(Ci-C6)-alkyl, heterocyclyl-(C1-C6)-alkyl,

[0074] R 8 and R 9 with the nitrogen atom to which they are bonded, form a fully saturated or partially saturated, optionally interrupted by heteroatoms and optionally further substituted, 3- to 10-membered monocyclic or bicyclic ring,

[0075] and

[0076] x represents 0, 1 or 2.

[0077] Particularly preferred subject matter of the invention are compounds of the general formula (I), wherein

[0078] R 1 and R 5 are the same or different and independently represent hydrogen, halogen, or (Ci-C3)-alkyl,

[0079] R 2 and R 4 are the same or different and independently represent hydrogen, halogen, (C1-C3)-alkyl, (Ci-C3)-haloalkyl, (C3-C5)-cycloalkyl, (Ci-C3)-alkoxy, (Ci-C3)-haloalkoxy, (C1-C3)-alkylthio, (Ci-C3)-haloalkylthio, (Ci-C3)-alkylsulfmyl, (Ci-C3)-haloalkylsulfinyl, (C1-C3)-alkylsulfonyl, (Ci-C3)-haloalkylsulfonyl or (Ci-C3)-alkyloxy-(Ci-C3)-alkyloxy,

[0080] R 3 stands for hydrogen, halogen, or (C1-C3)-alkyl,

[0081] R 6 represents (C1-C3)-alkyl, (Ci-C3)-hydroxyalkyl, (Ci-C3)-alkoxyalkyl, (C3-C4)-cycloalkyl, (C3-C4)-cycloalkyl-(Ci-C3)-alkyl, (C2-C4)-alkenyl, or (C2-C4)-alkynyl,

[0082] R 7 stands for hydrogen, or (Ci-C3)-alkyl.

[0083] W stands for O (oxygen).

[0084] Q for the groups

[0085] Q1 Q2 Q3 Q4 Q5

[0086]

[0087] BYC250087 Foreign NR / ed 26.01.2026

[0088]

[0089] wherein the arrow represents a bond to the nitrogen atom of formula (I)

[0090] stands,

[0091] Y for C(O)OR 10 , C(O)NR 8 R 9 , C(S)NR 8 R 9 , C(O)N(R 8 )S(O)2R 11 , C(O)N(R 8 )S(O)2NR 8 R 9 stands,

[0092] R 8 , R 9 , R 10 , and R 11gleich oder verschieden sind und unabhängig voneinander für Wasserstoff, (C1-C6)-Alkyl, (C2-C6)-Alkenyl, (C2-C6)-Alkinyl, (C1-C6)-Cyanoalkyl, (C1-C6)-Haloalkyl, (C2-C6)-Haloalkenyl, (C3-C6)-Haloalkinyl, (C3-C6)-Cycloalkyl, (C3-C6)-Halocycloalkyl, (C4-C6)-Cycloalkenyl, (C4-C6)-Halocycloalkenyl, (C1-C6)-Alkoxy, (C1-C6)-Haloalkoxy, (C1-C6)-Alkoxy-(C1-C6)-alkyl, (C1-C6)-Haloalkoxy-(C1-C6)-alkyl, (C1-C6)-Alkylthio-(C1-C6)-alkyl, (C1-C6)-AlkylS(O) x -(C1-C6)-alkyl, (C1-C6)-Haloalkylthio-(C1-C6)-alkyl, (C1-C6)-Alkoxy-(C1-C6)-haloalkyl, Aryl, Aryl-(C1-C6)-alkyl, Heteroaryl, Heteroaryl-(C1-C6)-alkyl, (C3-C6)-Cycloalkyl-(C1-C6)-alkyl, (C4-C6)-Cycloalkenyl-(C1-C6)-alkyl, Heterocyclyl, Bis-[(C1-C6)-alkyl]aminocarbonyl-(C1-C6)-alkyl, (C1-C6)-Alkyl-amino-carbonyl-(C1-C6)-alkyl, Aryl-(C1-C6)-alkyl-aminocarbonyl-(C1-C6)-alkyl, Heterocyclyl-(C1-C6)-alkyl stehen,BYC250087 Ausland NR / ed 26.01.2026

[0093] 10

[0094] R 8 und R 9with the nitrogen atom to which they are bonded, form a fully saturated or partially saturated, optionally interrupted by heteroatoms and optionally further substituted, 3- to 10-membered monocyclic or bicyclic ring,

[0095] and

[0096] x represents 0, 1 or 2.

[0097] A particularly preferred subject matter of the invention is compounds of the general formula (I), wherein

[0098] R 1 and R 5 are the same or different and independently represent hydrogen or halogen

[0099] R 2 and R 4 are the same or different and independently represent hydrogen, halogen, (C1-C3-alkyl, (Ci-C3)-haloalkyl, (C3-C5)-cycloalkyl, (Ci-C3)-alkoxy or (Ci-C3)-haloalkoxy,

[0100] R 3 stands for hydrogen, or halogen,

[0101] R 6represents (C1-C3)-alkyl, (Ci-C3)-hydroxyalkyl, (Ci-C3)-alkoxyalkyl, (C3-C4)-cycloalkyl, (C3-C4)-cycloalkyl-(Ci-C3)-alkyl, (C2-C4)-alkenyl or (C2-C4)-alkynyl,

[0102] R 7 stands for hydrogen

[0103] W stands for O (oxygen),

[0104] Q for the groups

[0105] Q1 Q2 Q3 Q4 Q5

[0106] YY

[0107] - Q-6 Q-7 Q-8 Q-9 Q-10

[0108]

[0109] BYC250087 Foreign NR / ed 26.01.2026

[0110]

[0111] wherein the arrow represents a bond to the nitrogen atom of formula (I)

[0112] stands,

[0113] Y for C(O)OR 10 , C(O)NR 8 R 9 , C(S)NR 8 R 9 , C(O)N(R 8 )S(O)2R 11 , C(O)N(R 8 )S(O)2NR 8 R 9 , stands,

[0114] R 8 , R 9, R 10 und R 11 gleich oder verschieden sind und unabhängig voneinander für Wasserstoff, (Ci-Ce)- Alkyl, (C2-C6)-Alkenyl, (C2-C6)-Alkinyl, (C1-C6)-Cyanoalkyl, (C1-C6)-Haloalkyl, (C2-C6)-Haloalkenyl, (C3-C6)-Haloalkinyl, (C3-C6)-Cycloalkyl, (C3-C6)-Halocycloalkyl, (C4-C6)-Cycloalkenyl, (C4-C6)-Halocycloalkenyl, (C1-C6)-Alkoxy, (C1-C6)-Haloalkoxy, (C1-C6)-Alkoxy- (Ci-Ce)-alkyl, (C1-C6)-Haloalkoxy-(C1-C6)-alkyl, (C1-C6)-Alkylthio-(C1-C6)-alkyl, (Ci-Ce)- AlkylS(O) x -(C1-C6)-alkyl, (Ci -C6)-Haloalkylthio-(C1-C6)-alkyl, (Ci -Ce)-Alkoxy-(Ci -Ce)- haloalkyl, Aryl, Aryl-(C1-C6)-alkyl, Heteroaryl, Heteroaryl-(C1-C6)-alkyl, (C3-C6)-Cycloalkyl- (Ci-Ce)-alkyl, (C4-C6)-Cycloalkenyl-(C1-C6)-alkyl, Heterocyclyl, Bis-[(C1-C6)-alkyl]aminocarbonyl-(C1-C6)-alkyl, (C1-C6)-Alkyl-amino-carbonyl-(C1-C6)-alkyl, Aryl-(C1-C6)-alkyl-aminocarbonyl-(C1-C6)-alkyl, Heterocyclyl-(C1-C6)-alkyl stehen,

[0115] R 8 und R 9with the nitrogen atom to which they are bonded, form a fully saturated or partially saturated, optionally interrupted by heteroatoms and optionally further substituted 3- to 10-membered monocyclic or bicyclic ring, and BYC250087 Foreign NR / ed 26.01.2026

[0116] 12

[0117] x represents 0, 1 or 2.

[0118] In particular, the preferred subject matter of the invention is compounds of the general formula (I), wherein

[0119] R 1 and R 5 stand for hydrogen

[0120] R 2 and R 4 are the same or different and independently represent hydrogen, halogen, (C1-C3)-alkyl, (Ci-C3)-haloalkyl, (C3-C5)-cycloalkyl, (Ci-C3)-alkoxy or (Ci-C3)-haloalkoxy,

[0121] R 3 stands for hydrogen or halogen

[0122] R 6represents (C1-C3)-alkyl, (Ci-C3)-hydroxyalkyl, (Ci-C3)-alkoxyalkyl, (C's-C iJ-cycloalkyl. (C3-C4)-cycloalkyl-(Ci-C3)-alkyl, (C2-C4)-alkenyl or (C2-C4)-alkynyl,

[0123] R 7 stands for hydrogen

[0124] W stands for O (oxygen),

[0125] Q for the groups

[0126] Q1 Q2 Q3 Q4 Q5

[0127] YY

[0128] Q-6 Q-7 Q-8 Q-9 Q-10 YYYY

[0129] X

[0130] Q-ll Q-12 Q-13 Q-14 Q-15 YYYYY

[0131] Q-16 Q-17 Q-18 Q-19 Q-20

[0132]

[0133] BYC250087 Foreign NR / ed 26.01.2026

[0134] 13

[0135]

[0136] wherein the arrow represents a bond to the nitrogen atom of formula (I)

[0137] stands,

[0138] Y for C(O)OR 10 , C(O)NR 8 R 9 , C(S)NR 8 R9 , C(O)N(R 8 )S(O)2R n , C(O)N(R 8 )S(O)2NR 8 R 9 stands,

[0139] R 8 , R 9 , R 10 and R 11 are the same or different and independently of each other for hydrogen or

[0140] durch jeweils x Reste aus der Gruppe bestehend aus Fluor, Chlor, Brom, Cyano, (C1-C4)-Alkoxy, Hydroxy und Aryl substituiertes Methyl, Ethyl, Propyl, 1 -Methylethyl, Butyl, 1-Methyl-propyl, 2-Methylpropyl, 1,1 -Dimethylethyl, Pentyl, 1 -Methylbutyl, 2-Methylbutyl, 3 -Methylbutyl, 2,2- Di -methylpropyl, 1 -Ethylpropyl, Hexyl, 1,1 -Dimethylpropyl, 1,2-Dimethylpropyl,l -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 und 1-Ethy 1-2 -methylpropyl, Ethenyl, 1 -Propenyl, 2-Propenyl, 1 -Methylethenyl, 1-Butenyl, 2-Butenyl, 3-Butenyl, 1 -Methyl- 1 -propenyl, 2-Methyl-l -propenyl, 1-Methy 1-2- propenyl, 2-Methy 1-2 -propenyl, 1 -Pentenyl, 2-Pentenyl, 3 -Pentenyl, 4-Pentenyl, 1 -Methyl- 1- butenyl, 2-Methyl-l -butenyl, 3 -Methyl- 1-butenyl, l-Methyl-2-butenyl,2-Methyl-2-butenyl, 3- Methyl-2-butenyl, 1-Methy 1-3 -butenyl, 2-Methy 1-3 -butenyl, 3 -Methyl-3 -butenyl, 1,1 -Dimethy 1- 2-propenyl, 1,2-Dimethyl-l -propenyl, 1,2-Dimethy 1-2 -propenyl, 1 -Ethyl- 1 -propenyl, 1-Ethy 1-2- propenyl, 1-Hexenyl, 2-Hexenyl, 3-Hexenyl, 4-Hexenyl, 5-Hexenyl, 1 -Methyl- 1 -pentenyl, 2- Methyl-1 -pentenyl, 3-Methyl-l-pentenyl, 4-Methyl-l -pentenyl, l-Methyl-2 -pentenyl, 2-Methyl- 2-pentenyl, 3 -Methy 1-2 -pentenyl, 4-Methyl-2-pentenyl, 1-Methy 1-3-pentenyl, 2-Methyl-3- pentenyl, 3-Methyl-3-pentenyl, 4-Methy 1-3 -pentenyl, l-Methyl-4-pentenyl, 2-Methyl-4- pentenyl, 3-Methyl-4-pentenyl, 4-Methyl-4-pentenyl, l,l-Dimethyl-2-butenyl, 1,1 -Dimethy 1-3- butenyl, 1,2-Dimethy 1-1 -butenyl, l,2-Dimethyl-2-butenyl, l,2-Dimethyl-3-butenyl, 1,3- Dimethyl- 1-butenyl, 1, 3 -Dimethy 1-2 -butenyl, 1, 3 -Dimethy 1-3 -butenyl, 2, 2-Dimethy 1-3 -butenyl, 2,3-Dimethyl-l-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, l-Ethyl-2-butenyl, 1-Ethy 1-3-butenyl, 2- Ethyl- 1-butenyl, 2-Ethyl-2-butenyl, 2-Ethyl-3-butenyl, 1,1,2-Trimethy 1-2 -propenyl, 1-Ethyl-l- methyl-2 -propenyl, l-Ethyl-2 -methy 1-1 -propenyl und l-Ethyl-2-methyl-2 -propenyl, Ethinyl, 1-BYC250087 Ausland NR / ed 26.01.2026,

[0141] 14

[0142] Propinyl, 2-Propinyl (oder Propargyl), 1-Butinyl, 2-Butinyl, 3-Butinyl, l-Methyl-2-propinyl, 1- Pentinyl, 2-Pentinyl, 3-Pentinyl, 4-Pentinyl, 3-Methyl-l-butinyl, l-Methyl-2-butinyl, 1-Methyl- 3-butinyl, 2-Methyl-3-butinyl, l,l-Dimethyl-2-propinyl, 1-Ethy 1-2 -propinyl, 1-Hexinyl, 2- Hexinyl, 3-Hexinyl, 4-Hexinyl, 5-Hexinyl, 3 -Methyl- 1-pentinyl, 4-Methyl-l-pentinyl, 1- Methyl-2-pentinyl, 4-Methyl-2-pentinyl, l-Methyl-3-pentinyl, 2-Methyl-3-pentinyl, l-Methyl-4- pentinyl, 2-Methyl-4-pentinyl, 3-Methyl-4-pentinyl, l,l-Dimethyl-2-butinyl, l,l-Dimethyl-3- butinyl, l,2-Dimethyl-3-butinyl, 2,2-Dimethyl-3-butinyl, 3,3-Dimethyl-l-butinyl, l-Ethyl-2- butinyl, 1-Ethy 1-3 -butinyl, 2-Ethyl-3-butinyl und 1 -Ethyl- l-methyl-2-propinylCyclopropyl, Cyclobutyl, Cyclopentyl oder Cyclohexyl, 1-Cyclobutenyl, 2-Cyclobutenyl, 1-Cyclopentenyl, 2- Cyclopentenyl, 3 -Cyclopenteny 1, oder 1-Cyclohexenyl, 2-Cyclohe xenyl, 3-Cyclohexenyl, 1,3- Cyclohexadienyl oder 1,4-Cyclohexadienyl, Methoxy, Ethoxy, Propoxy,1-methylethoxy, butoxy, 1-methyl-propoxy, 2-methylpropoxy, 1,1-dimethylethoxy, pentoxy, 1-methylbutoxy, 2-methylbutoxy, 3-methylbutoxy, 2,2-dimethylpropoxy, 1-ethylpropoxy, hexoxy, 1,1-dimethylpropoxy, 1,2-dimethylpropoxy, l-methylpentoxy, 2-methylpentoxy, 3-methylpentoxy, 4-methylpentoxy, 1,1-dimethylbutoxy, 1,2-dimethylbutoxy, 1,3-dimethylbutoxy, 2,2-dimethylbutoxy, 2,3-dimethylbutoxy, 3,3-dimethylbutoxy, 1-ethylbutoxy, 2-ethylbutoxy, 1,1,2-trimethylpropoxy, 1,2,2-trimethylpropoxy, 1-ethyl-1-methylpropoxy and l-Ethyl-2-methylpropoxy stands,

[0143] and

[0144] x represents 0, 1 or 2.

[0145]

[0146] In are compounds of the general formula (I), wherein

[0147] R 1 and R 5 stand for hydrogen

[0148] R 2 and R 4are the same or different and independently represent hydrogen, fluorine, chlorine, bromine, iodine, (Ci-C3)-alkyl, (Ci-C3)-haloalkyl, (C3-C5)-cycloalkyl, (Ci-C3)-alkoxy or (C1-C3)-haloalkoxy,

[0149] R 3 stands for hydrogen, fluorine, chlorine, bromine or iodine,

[0150] R 6 represents (C1-C3)-alkyl, (Ci-C3)-hydroxyalkyl, (Ci-C3)-alkoxyalkyl, (C3-C4)-cycloalkyl, (C3-C4)-cycloalkyl-(Ci-C3)-alkyl, (C2-C4)-alkenyl, or (C2-C4)-alkynyl,

[0151] R 7 stands for hydrogen, BYC250087 Foreign NR / ed 26.01.2026

[0152] W stands for O (oxygen),

[0153] Q for the groups

[0154] Q1 Q2 Q3 Q4 Q5

[0155] YY

[0156] — Q-6 Q-7 Q-8 Q-9 Q-10

[0157] YYYY

[0158] 45 Q-ll Q-12 Q-13 Q-14 Q-15 YYYYY

[0159] °

[0160] Q-16 Q-17 Q-18 Q-19 Q-20 Y

[0161] Q-21 Q-22 Q-23 Q-24 Q-25

[0162]

[0163] wherein the arrow represents a bond to the nitrogen atom of formula (I)

[0164] stands,

[0165] Y for C(O)OR 10 , C(O)NR 8 R 9 , C(S)NR 8 R 9 , C(O)N(R 8 )S(O)2R 11 , C(O)N(R 8 )S(O)2NR 8 R 9 stands,

[0166] R 8 , R 9 , R 10 , and R 11 are the same or different and independently represent hydrogen, methyl, ethyl, propyl, 1-methylethyl, butyl, 1-methylpropyl, 2-methylpropyl, cyclopropyl, and ethenyl. BYC250087 Foreign NR / ed 26.01.2026

[0167] 16

[0168] The general residue definitions listed above, or those listed in preferred areas, apply both to the final products of formula (I) and, correspondingly, to the starting materials or intermediates required for their production. These residue definitions can be combined with each other as desired, including between the specified preferred areas.

[0169] With regard to the compounds according to the invention, the terms used above and below are explained. These are familiar to those skilled in the art and have, in particular, the meanings explained below:

[0170] Unless otherwise defined, the general rule for the designation of chemical groups is that the connection to the framework or the rest of the molecule occurs via the last named structural element of the chemical group in question, i.e., for example, in the case of (C2-C8)-alkenyloxy via the oxygen atom, and in the case of heterocyclyl-(Ci-Cs)-alkyl or R 7 O(O)C-(C1-C8)-alkyl, each via the carbon atom of the alkyl group. In a compound chemical group such as heterocyclyl-(Ci-Cs)-alkyl or R 10 In O(O)C-(C1-C8)-Alkyl, the term “alkyl” therefore also stands for an alkylene group. The functional groups are C(=O)R. 10 , C(=O)OR 10 , C(=O)NR 8 R 9 , NR 8 R 9 , OR 10 , S(O) x R 11 The connection to the framework or the rest of the molecule is made via the first-mentioned structural element of the relevant chemical group.

[0171] According to the invention, "alkylsulfonyl" - in isolation or as part of a chemical group - stands for straight-chain or branched alkylsulfonyl, preferably with 1 to 8, or with 1 to 6 carbon atoms, e.g.(aber nicht beschränkt auf) (Ci-Ce)- Alkylsulfonyl wie Methylsulfonyl, Ethylsulfonyl, Propylsulfonyl, 1 -Methylethylsulfonyl, Butylsulfonyl, 1 -Methylpropylsulfonyl, 2-Methyl-propylsulfonyl, 1,1 -Dimethylethylsulfonyl, Pentylsulfonyl, 1 -Methylbutylsulfonyl, 2-Methylbutyl-sulfonyl, 3 -Methylbutylsulfonyl, 1,1 -Dimethylpropylsulfonyl, 1,2-Dimethylpropylsulfonyl, 2,2-Di-methylpropylsulfonyl, 1 -Ethylpropylsulfonyl, Hexylsulfonyl, 1 -Methylpentylsulfonyl, 2-Methyl-pentylsulfonyl, 3 -Methylpentylsulfonyl, 4-Methylpentylsulfonyl, 1,1 -Dimethylbutylsulfonyl, 1,2-Di-methylbutylsulfonyl, 1,3 -Dimethylbutylsulfonyl, 2,2-Dimethylbutylsulfonyl, 2,3-Dimethylbutylsulfonyl, 3,3-Dimethylbutylsulfonyl, 1 -Ethylbutylsulfonyl, 2-Ethylbutylsulfonyl, 1, 1,2-Trimethylpropylsulfonyl, 1,2,2-Trimethy Ipropy Isulfonyl, 1 -Ethyl- 1 -methylpropylsulfonyl und 1 -Ethy 1-2 -methylpropylsulfonyl.According to the invention, "heteroarylsulfonyl" refers to optionally substituted pyridylsulfonyl, pyrimidinylsulfonyl, pyrazinylsulfonyl, or optionally substituted polycyclic heteroarylsulfonyl, in particular optionally substituted quinolinylsulfonyl, for example substituted by fluorine, chlorine, bromine, iodine, cyano, nitro, alkyl, haloalkyl, haloalkoxy, amino, alkylamino, alkylcarbonylamino, dialkylamino, or alkoxy groups. BYC250087 Foreign NR / ed 26.01.2026.

[0172] 17

[0173] According to the invention, "alkylthio" - on its own or as part of a chemical group - stands for straight-chain or branched S-alkyl, preferably with 1 to 8, or with 1 to 6 carbon atoms, such as (Ci-Cio)-, (Ci-Ce)- or (Ci-C4)-alkylthio, e.g. B. (but not limited to) (Ci-Ce)-alkylthio such as methylthio, ethylthio, propylthio, 1-methylethylthio, butylthio, 1-methylpropylthio, 2-methylpropylthio, 1,1-dimethylethylthio, pentylthio, 1-methylbutylthio, 2-methylbutylthio, 3-methylbutylthio, 1,1 -Dimethylpropylthio, 1,2-Dimethylpropylthio, 2,2-Dimethylpropylthio, 1-Ethylpropylthio, Hexylthio, 1 -Methylpentylthio, 2-Methylpentylthio, 3-Methylpentylthio, 4-Methyl-pentylthio, 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-tri-methylpropylthio, 1,2,2-trimethylpropylthio, 1-ethyl-1-methylpropylthio and l-ethyl-2-methyl-propylthio.

[0174] “Alkenylthio” means, according to the invention, an alkenyl residue bound via a sulfur atom, alkynylthio means an alkynyl residue bound via a sulfur atom, cycloalkylthio means a cycloalkyl residue bound via a sulfur atom and cycloalkenylthio means a cycloalkenyl residue bound via a sulfur atom.

[0175] “Alkylsulfinyl (Alkyl-S(=O)-)”, unless otherwise defined elsewhere, according to the invention stands for alkyl groups that are bonded to the framework via -S(=O)-, such as (Ci-Cio)-, (Ci-Ce)- or (C1-C4)-alkylsulfmyl, e.g.(aber nicht beschränkt auf) (Ci-Ce)- Alkylsulfinyl wie Methylsulfinyl, Ethylsulfinyl, Propylsulfinyl, 1-Methylethylsulfmyl, Butylsulfinyl, 1-Methylpropylsulfmyl, 2-Methylpropylsulfinyl, 1,1 -Dimethylethylsulfinyl, Pentylsulfinyl, 1-Methylbutylsulfmyl, 2-Methylbutylsulfmyl, 3-Methylbutylsulfinyl, 1,1 -Dimethylpropylsulfinyl, 1,2-Dimethylpropylsulfinyl, 2,2-Di-methylpropylsulfinyl, 1-Ethylpropylsulfmyl, Hexylsulfinyl, 1-Methylpentylsulfmyl, 2-Methylpentyl-sulfinyl, 3-Methylpentylsulfinyl, 4-Methylpentylsulfinyl, 1,1 -Dimethylbutylsulfinyl, 1,2-Dimethyl-butylsulfinyl, 1,3 -Dimethylbutylsulfinyl, 2,2-Dimethylbutylsulfmyl, 2,3-Dimethylbutylsulfmyl, 3,3-Dimethylbutylsulfinyl, 1 -Ethylbutylsulfinyl, 2-Ethylbutylsulfmyl, 1,1,2-Trimethylpropylsulfmyl, 1,2,2-Trimethylpropylsulfinyl, 1 -Ethyl- 1 -methylpropylsulfinyl und l-Ethyl-2 -methylpropylsulfinyl.

[0176] Similarly, “alkenylsulfinyl” and “alkynylsulfinyl” are defined according to the invention as alkenyl and alkynyl residues respectively which are bonded to the framework via -S(=O)-, such as (C2-C10)-, (C2-Ce)- or (C2-C4)-alkenylsulfinyl or (C3-C10)-, (Cs-Ce)- or (C3-C4)-alkynylsulfinyl.

[0177] Similarly, “alkenylsulfonyl” and “alkynylsulfonyl” are defined according to the invention as alkenyl and alkynyl residues, respectively, which are bonded to the framework via -S(=O)2-, such as (C2-C10)-, (C2-Ce)- or (C2-C4)-alkenylsulfonyl or (C3-C10)-, (Cs-Ce)- or (C3-C4)-alkynylsulfonyl. BYC250087 Foreign NR / ed 26.01.2026

[0178] 18

[0179] "Alkoxy" means an alkyl group bonded via an oxygen atom, e.g. B. (but not limited to) (C1-C6)-alkoxy such as methoxy, ethoxy, propoxy, 1-methylethoxy, butoxy, 1-methylpropoxy, 2-methylpropoxy, 1,1-dimethylethoxy, pentoxy, 1-methylbutoxy, 2-methylbutoxy, 3-methylbutoxy, 1,1-dimethylpropoxy, 1,2-dimethylpropoxy, 2,2-dimethylpropoxy, 1-ethylpropoxy, hexoxy, 1-methylpentoxy, 2-methylpentoxy, 3-methylpentoxy, 4-methylpentoxy, 1,1-dimethylbutoxy, 1,2-dimethylbutoxy, 1,3-dimethylbutoxy, 2,2-dimethylbutoxy, 2,3-dimethylbutoxy, 3,3-dimethylbutoxy, 1-ethylbutoxy, 2-ethylbutoxy, 1,1,2-Trimethylpropoxy, 1,2,2-Trimethylpropoxy, 1-Ethyl-1-methylpropoxy, and 1-Ethyl-1-2-methylpropoxy. Alkenyloxy means an alkenyl residue bonded via an oxygen atom, alkynyloxy means an alkyny residue bonded via an oxygen atom, such as (C2-C10)-, (C2-Ce)-, or (C2-C4)-alkenoxy or (C3-C10)-, (Cs-Ce)-, or (Cs-C^-alkynyoxy.

[0180] “Cycloalkyloxy” means a cycloalkyl group bonded via an oxygen atom and cycloalkenyloxy means a cycloalkenyl group bonded via an oxygen atom.

[0181] Unless otherwise defined elsewhere, "alkyl carbonyl" (alkyl-C(=O)-) is, by invention, defined as alkyl groups bonded to the backbone via -C(=O)-, such as (C1-C10)-, (Ci-Ce)-, or (C1-C4)-alkyl carbonyl. The number of carbon atoms refers to the alkyl group within the alkyl carbonyl group.

[0182] Similarly, unless otherwise defined elsewhere, "alkenyl carbonyl" and "alkyny carbonyl" are, according to the invention, defined as alkenyl or alkyny residues that are bonded to the framework via -C(=O)-, such as (C2-C10)-, (C2-Ce)-, or (C2-C4)-alkenyl carbonyl or (C2-C10)-, (C2-Ce)-, or (C2-C4)-alkyny carbonyl. The number of carbon atoms refers to the alkenyl or alkyny residue in the alkenyl or alkyny carbonyl group.

[0183] “Alkoxycarbonyl (alkyl-OC(=O)-)”, unless otherwise defined elsewhere: alkyl groups bonded to the skeleton via -OC(=O)-, such as (C1-C10), (Ci-Ce)-, or (Ci-C4)-alkoxycarbonyl. The number of carbon atoms refers to the alkyl group in the alkoxy carbonyl group. Similarly, “alkenyloxycarbonyl” and “alkynyloxycarbonyl”, unless otherwise defined elsewhere, are, according to the invention, alkenyl and alkynyl groups, respectively, bonded to the skeleton via -OC(=O)-, such as (C2-C10), (C2-Ce)-, or (C2-C4)-alkenyloxycarbonyl and (C3-C10)-, (Cs-Ce)-, or (C3-C4)-alkynyloxycarbonyl, respectively. The number of C atoms refers to the alkenyl or alkynyl residue in the alkene or alkynyloxycarbonyl group.

[0184] The term “alkylcarbonyloxy” (alkyl-C(=O)-O-) is, according to the invention, unless otherwise defined elsewhere, for alkyl groups that are linked to oxygen via a carbonyloxy group (-C(=O)-O-). BYC250087 Foreign NR / ed 26.01.2026

[0185] 19

[0186] These are bonded to the framework, such as (Ci-Cio)-, (Ci-Ce)-, or (Ci-C4)-alkylcarbonyloxy. The number of carbon atoms refers to the alkyl group within the alkylcarbonyloxy group.

[0187] Similarly, according to the invention, “alkenylcarbonyloxy” and “alkynylcarbonyloxy” are defined as alkenyl and alkynyl groups, respectively, which are bonded to the framework via (-C(=O)-O-) ions, such as (C2-C10)-, (C2-Ce)-, or (C2-C4)-alkenylcarbonyloxy or (C2-C10)-, (C2-Ce)-, or (C2-C4)-alkynylcarbonyloxy. The number of carbon atoms refers to the alkenyl or alkynyl group within the alkenyl or alkynylcarbonyloxy group.

[0188] In abbreviated forms such as C(O)R 10 , C(O)OR 10 , OC(O)NR 8 R 9 , or C(O)NR 8 R 9 The abbreviation O shown in parentheses stands for an oxygen atom bonded to the neighboring carbon atom via a double bond.

[0189] In abbreviated forms such as OC(S)OR 11 , OC(S)SR 11 , OC(S)NR 8 R 9 , the abbreviation S shown in parentheses stands for a sulfur atom bonded to the neighboring carbon atom via a double bond.

[0190] The term "aryl" means an optionally substituted mono-, bi- or polycyclic aromatic system with preferably 6 to 14, in particular 6 to 10 ring carbon atoms, for example phenyl, naphthyl, anthryl, phenanthrenyl, and the like, preferably phenyl or naphthyl, in particular preferably phenyl.

[0191] The term "possibly substituted aryl" also encompasses multicyclic systems such as tetrahydronaphtyl, indenyl, indanyl, fluorenyl, and biphenylyl, where the bonding site is on the aromatic system. From a systematic perspective, "aryl" is generally also included in the term "possibly substituted phenyl."Bevorzugte Aryl-Substituenten sind hier zum Beispiel Wasserstoff, Halogen, Alkyl, Cycloalkyl, Cycloalkylalkyl, Cycloalkenyl, Halocycloalkyl, Alkenyl, Alkinyl, Aryl, Arylalkyl, Arylalkenyl, Heteroaryl, Heteroarylalkyl, Heterocyclyl, Heterocyclylalkyl, Alkoxyalkyl, Alkylthio, Haloalkylthio, Haloalkyl, Alkoxy, Haloalkoxy, Cycloalkoxy, Cycloalkylalkoxy, Aryloxy, Heteroraryloxy, Alkoxyalkoxy, Alkinylalkoxy, Alkenyloxy, Bis-alkylaminoalkoxy, Tris-[alkyl] silyl, Bis-[alkyl]arylsilyl, Bis- [alkyl] alkylsilyl, Tris-[alkyl]silylalkinyl, Arylalkinyl, Heteroarylalkinyl, Alkylalkinyl, Cycloalkylalkinyl, Haloalkylalkinyl, Heterocyclyl-N-alkoxy, Nitro, Cyano, Amino, Alkylamino, Bis-alkylamino, Alkylcarbonylamino, Cycloalkylcarbonylamino, Arylcarbonylamino, Alkoxycarbonylamino, Alkoxycarbonylalkylamino, Arylalkoxycarbonylalkylamino, Hydroxycarbonyl, Alkoxycarbonyl, Aminocarbonyl, Alkylaminocarbonyl, Cycloalkylaminocarbonyl, Bis-Alkylaminocarbonyl, Heteroarylalkoxy,.

[0192] Arylalkoxy.BYC250087 Foreign NR / ed 26.01.2026

[0193] 20

[0194] Unless otherwise defined herein in a specific context, a “heterocyclic residue” (“heterocyclyl”) contains at least one heterocyclic ring (=carbocyclic ring in which at least one carbon atom is replaced by a heteroatom, preferably by a heteroatom from the group N, O, S, P) that is saturated, unsaturated, partially saturated, or heteroaromatic and may be unsubstituted or substituted, with the bonding site located on a ring atom. If the heterocyclyl residue or the heterocyclic ring is optionally substituted, it may be annulated with other carbocyclic or heterocyclic rings. In the case of optionally substituted heterocyclyl, multicyclic systems are also included, such as 8-aza-bicyclo[3.2.1]octanyl, 8-aza-bicyclo[2.2.2]octanyl, or l-aza-bicyclo[2.2.1]heptyl. In the case of possibly substituted heterocyclyl, spirocyclic systems are also included,such as l-oxa-5-aza-spiro[2,3]hexyl. Unless otherwise defined, the heterocyclic ring preferably contains 3 to 9 ring atoms, in particular 3 to 6 ring atoms, and one or more, preferably 1 to 4, in particular 1, 2 or 3 heteroatoms in the heterocyclic ring, preferably from the group N, O, and S, wherein, however, no two oxygen atoms should be directly adjacent, such as with a heteroatom from the group N, O, and S 1- or 2- or 3-pyrrolidinyl, 3,4-dihydro-2H-pyrrole-2- or 3-yl, 2,3-dihydro-lH-pyrrole-l- or 2- or 3- or 4- or 5-yl; 2,5-dihydro-lH-pyrrole-1- or 2- or 3-yl, 1- or 2- or 3- or 4-piperidinyl; 2,3,4,5-Tetrahydropyridine-2-, 3-, 4-, 5-yl or 6-yl; 1,2,3,6-Tetrahydropyridine-1-, 2-, 3-, 4-, 5-, or 6-yl; 1,2,3,4-Tetrahydropyridine-1-, 2-, 3-, 4-, 5-, or 6-yl; 1,4-Dihydropyridine-1-, 2-, 3-, or 4-yl; 2,3-Dihydropyridine-2-, 3-, 4-, 5-, or 6-yl; 2,5-Dihydropyridin-2-, 3-, 4-, 5-, or 6-yl, 1-, 2-, 3-, or 4-azepanyl; 2, 3, 4, 5-Tetrahydro-1H-azepin-1-, 2-, 3-, 4-, 5-, 6-, or 7-yl; 2, 3, 4, 7-Tetrahydro-1H-azepin-1-, 2-, 3-, 4-, 5-, 6-, or 7-yl; 2, 3, 6, 7-Tetrahydro-1H-azepin-1-, 2-, 3-, 4-, 5-, 6-, or 7-yl; 3, 4, 5, 6-Tetrahydro-2H-azepin-2-, 3-, 4-, 5-, 6-, or 7-yl; 4,5-Dihydro-1H-azepin-1-, 2-, 3-, or 4-yl; 2,5-Dihydro-1H-azepin-1-, 2-, 3-, 4-, 5-, 6-, or 7-yl; 2,7-Dihydro-1H-azepin-1-, 2-, 3-, or 4-yl; 2,3-Dihydro-1H-azepin-1-, 2-, 3-, 4-, 5-, 6-, or 7-yl; 3,4-Dihydro-2H-azepin-2-, 3-, 4-, 5-, 6-, or 7-yl; 3,6-Dihydro-2H-azepin-2-, 3-, 4-, 5-, 6-, or 7-yl; 5,6-Dihydro-2H-azepin-2- or 3- or 4- or 5- or 6- or 7-yl; 4,5-Dihydro-3H-azepine-2-, 3-, 4-, 5-, 6-, or 7-yl; 1H-azepine-1-, 2-, 3-, 4-, 5-, 6-, or 7-yl; 2H-azepine-2-, 3-, 4-, 5-, 6-, or 7-yl; 3H-azepine-2-, 3-, 4-, 5-, 6-, or 7-yl; 4H-azepine-2-, 3-, 4-, 5-, 6-, or 7-yl; 2- or 3-oxolanyl (= 2- or 3-tetrahydrofuranyl); 2,3-Dihydrofuran-2-, 3-, 4-, or 5-yl; 2,5-Dihydrofuran-2- or 3-yl, 2- or 3- or 4-oxanyl (= 2- or 3- or 4-tetrahydropyranyl); 3,4-Dihydro-2H-pyran-2- or 3- or 4- or 5- or 6-yl; 3,6-Dihydro-2H-pyran-2- or 3- or 4- or 5- or 6-yl; 2H-pyran-2- or 3- or 4- or 5- or 6-yl; 4H-pyran-2- or 3- or 4-yl, 2- or 3- or 4-oxepanyl; 2,3,4,5-Tetrahydrooxepin-2- or 3- or 4-BYC250087 Foreign NR / ed 26.01.2026

[0195] 21

[0196] or 5- or 6- or 7-yl; 2,3,4,7-Tetrahydrooxepin-2- or 3- or 4- or 5- or 6- or 7-yl; 2,3,6,7-Tetrahydrooxepin-2- or 3- or 4-yl; 2,3-Dihydrooxepin-2- or 3- or 4- or 5- or 6- or 7-yl; 4,5-Dihydrooxepin-2- or 3- or 4-yl; 2,5-Dihydrooxepin-2- or 3- or 4- or 5- or 6- or 7-yl; Oxepin-2- or 3- or 4- or 5- or 6- or 7-yl; 2- or 3-Tetrahydrothiophenyl; 2,3-Dihydrothiophen-2- or 3- or 4- or 5-yl; 2,5-Dihydrothiophen-2- or 3-yl; Tetrahydro-2H-thiopyran-2- or 3- or 4-yl; 3,4-Dihydro-2H-thiopyran-2- or 3- or 4- or 5- or 6-yl; 3,6-Dihydro-2H-thiopyran-2- or 3- or 4- or 5- or 6-yl; 2H-Thiopyran-2- or 3- or 4- or 5- or 6-yl; 4H-Thiopyran-2- or 3- or 4-yl. Preferred 3-ring and 4-ring heterocycles are, for example, 1- or 2-aziridinyl, oxiranyl, thiiranyl, 1- or 2- or 3-azetidinyl, 2- or 3-oxetanyl, 2- or 3-thietanyl, 1,3-dioxetan-2-yl.Other examples of “heterocyclyl” are a partially or fully hydrogenated heterocyclic residue with two heteroatoms from the group N, O, and S, such as 1- or 2- or 3- or 4-pyrazolidinyl; 4,5-dihydro-3H-pyrazole-3- or 4- or 5-yl; 4,5-dihydro-1H-pyrazole-1- or 3- or 4- or 5-yl; 2,3-dihydro-1H-pyrazole-1- or 2- or 3- or 4- or 5-yl; 1- or 2- or 3- or 4-imidazolidinyl; 2,3-dihydro-1H-imidazol-1- or 2- or 3- or 4-yl; 2,5-dihydro-1H-imidazol-1- or 2- or 4- or 5-yl; 4,5-Dihydro-1H-imidazol-1- or 2- or 4- or 5-yl; Hexahydropyridazine-1- or 2- or 3- or 4-yl; 1,2,3,4-Tetrahydropyridazine-1- or 2- or 3- or 4- or 5- or 6-yl; 1,2,3,6-Tetrahydropyridazine-1- or 2- or 3- or 4- or 5- or 6-yl; 1,4,5,6-Tetrahydropyridazine-1- or 3- or 4- or 5- or 6-yl; 3,4,5,6-Tetrahydropyridazine-3- or 4- or 5-yl; 4,5-Dihydropyridazine-3- or 4-yl; 3,4-Dihydropyridazine-3- or 4- or 5- or 6-yl; 3.6-Dihydropyridazine-3- or 4-yl; 1,6-Dihydropyriazine-l- or 3- or 4- or 5- or 6-yl;.

[0197] Hexahydropyrimidin-1-, 2-, 3-, or 4-yl; 1,4,5,6-Tetrahydropyrimidin-1-, 2-, 4-, 5-, or 6-yl; 1,2,5,6-Tetrahydropyrimidin-1-, 2-, 4-, 5-, or 6-yl; 1,2,3,4-Tetrahydropyrimidin-1-, 2-, 3-, 4-, 5-, or 6-yl; 1,6-Dihydropyrimidin-1-, 2-, 4-, 5-, or 6-yl; 1,2-Dihydropyrimidin-1-, 2-, 4-, 5-, or 6-yl; 2,5-Dihydropyrimidin-2-, 4-, or 5-yl; 4,5-Dihydropyrimidin-4-, 5-, or 6-yl; 1,4-Dihydropyrimidin-1-, 2-, 4-, 5-, or 6-yl; 1-, 2-, or 3-Piperazinyl; 1,2,3,6-Tetrahydropyrazine-1-, 2-, 3-, 5-, or 6-yl; 1,2,3,4-Tetrahydropyrazine-1-, 2-, 3-, 4-, 5-, or 6-yl; 1,2-Dihydropyrazine-1-, 2-, 3-, 5-, or 6-yl; 1,4-Dihydropyrazine-1-, 2-, or 3-yl; 2,3-Dihydropyrazine-2-, 3-, 5-, or 6-yl; 2,5-Dihydropyrazine-2- or 3-yl; 1,3-Dioxolane-2- or 4- or 5-yl; 1,3-Dioxol-2- or 4-yl; 1,3-Dioxane-2- or 4- or 5-yl;4H-1,3-Dioxin-2-, 4-, 5-, or 6-yl; 1,4-Dioxane-2-, 3-, 5-, or 6-yl; 2,3-Dihydro-1,4-dioxin-2-, 3-, 5-, or 6-yl; 1,4-Dioxin-2- or 3-yl; 1,2-Dithiolane-3- or 4-yl; 3H-1,2-Dithiol-3-, 4-, or 5-yl; 1,3-Dithiolane-2- or 4-yl; 1,3-Dithiol-2- or 4-yl; 1,2-Dithiane-3- or 4-yl; 3,4-Dihydro-1,2-dithiin-3-, 4-, 5-, or 6-yl; 3,6-Dihydro-1,2-dithiin-3- or 4-yl; 1,2-Dithiin-3- or 4-yl; 1,3-Dithiin-2- or 4- or 5-yl; 4H-1,3-Dithiin-2- or 4- or 5- or 6-yl; Isoxazolidin-2- or 3- or 4- or 5-yl; 2,3-Dihydroisoxazol-2- or 3- or 4- or 5-yl; 2,5-Dihydroisoxazol-2- or 3- or 4- or 5-yl; 4,5-Dihydroisoxazol-3- or 4- or 5-yl; 1,3-Oxazolidin-2- or 3- or 4- or 5-yl; 2,3-Dihydro-1,3-oxazol-2- or 3- or 4- or 5-yl; 2.5-BYC250087 Foreign NR / ed 26.01.2026;

[0198] 22

[0199] Dihydro-1,3-oxazol-2-, 4-, or 5-yl; 4,5-Dihydro-1,3-oxazol-2-, 4-, or 5-yl; 1,2-Oxazinan-2-, 3-, 4-, 5-, or 6-yl; 3,4-Dihydro-2H-1,2-oxazine-2-, 3-, 4-, 5-, or 6-yl; 3,6-Dihydro-2H-1,2-oxazine-2-, 3-, 4-, 5-, or 6-yl; 5,6-Dihydro-2H-1,2-oxazine-2-, 3-, 4-, 5-, or 6-yl; 5,6-Dihydro-4H-1,2-oxazine-3-, 4-, 5-, or 6-yl; 2H-1,2-Oxazine-2-, 3-, 4-, 5-, or 6-yl; 6H-1,2-Oxazine-3-, 4-, 5-, or 6-yl; 4H-1,2-Oxazine-3-, 4-, 5-, or 6-yl; 1,3-Oxazinan-2-, 3-, 4-, 5-, or 6-yl; 3,4-Dihydro-2H-1,3-oxazine-2-, 3-, 4-, 5-, or 6-yl; 3,6-Dihydro-2H-1,3-oxazine-2-, 3-, 4-, 5-, or 6-yl; 5,6-Dihydro-2H-1,3-oxazine-2-, 4-, 5-, or 6-yl; 5,6-Dihydro-4H-1,3-oxazine-2- or 4- or 5- or 6-yl; 2H-1,3-oxazine-2- or 4- or 5- or 6-yl; 6H-1,3-oxazine-2- or 4- or 5- or 6-yl; 4H-1,3-oxazine-2- or 4- or 5- or 6-yl; Morpholine-2- or 3- or 4-yl;3,4-Dihydro-2H-1,4-oxazine-2- or 3- or 4- or 5- or 6-yl; 3,6-Dihydro-2H-1,4-oxazine-2- or 3- or 5- or 6-yl; 2H-1,4-oxazine-2- or 3- or 5- or 6-yl; 4H-1,4-oxazine-2- or 3-yl; 1,2-Oxazepine-2- or 3- or 4- or 5- or 6- or 7-yl; 2,3,4,5-Tetrahydro-1,2-oxazepine-2- or 3- or 4- or 5- or 6- or 7-yl; 2,3,4,7-Tetrahydro-l,2-oxazepine-2- or 3- or 4- or 5- or 6- or 7-yl; 2,3,6,7-Tetrahydro-l,2-oxazepine-2- or 3- or 4- or 5- or 6- or 7-yl; 2,5,6,7-Tetrahydro-l,2-oxazepine-2- or 3- or 4- or 5- or 6- or 7-yl; 4,5,6,7-Tetrahydro-l,2-oxazepine-3- or 4- or 5- or 6- or 7-yl; 2,3-Dihydro-l,2-oxazepine-2- or 3- or 4- or 5- or 6- or 7-yl; 2,5-Dihydro-l,2-oxazepine-2- or 3- or 4- or 5- or 6- or 7-yl; 2,7-Dihydro-l,2-oxazepine-2- or 3- or 4- or 5- or 6- or 7-yl; 4,5-Dihydro-l,2-oxazepine-3- or 4- or 5- or 6- or 7-yl; 4,7-Dihydro-l,2-oxazepine-3- or 4- or 5- or 6- or 7-yl;6,7-Dihydro-1,2-oxazepine-3- or 4- or 5- or 6- or 7-yl; 1,2-oxazepine-3- or 4- or 5- or 6- or 7-yl; 1,3-oxazepine-2- or 3- or 4- or 5- or 6- or 7-yl; 2,3,4,5-tetrahydro-1,3-oxazepine-2- or 3- or 4- or 5- or 6- or 7-yl; 2,3,4,7-tetrahydro-1,3-oxazepine-2- or 3- or 4- or 5- or 6- or 7-yl; 2,3,6,7-tetrahydro-1,3-oxazepine-2- or 3- or 4- or 5- or 6- or 7-yl; 2,5,6,7-Tetrahydro-1,3-oxazepine-2- or 4- or 5- or 6- or 7-yl; 4,5,6,7-Tetrahydro-1,3-oxazepine-2- or 4- or 5- or 6- or 7-yl; 2,3-Dihydro-1,3-oxazepine-2- or 3- or 4- or 5- or 6- or 7-yl; 2,5-Dihydro-1,3-oxazepine-2- or 4- or 5- or 6- or 7-yl; 2,7-Dihydro-1,3-oxazepine-2- or 4- or 5- or 6- or 7-yl; 4,5-Dihydro-1,3-oxazepine-2- or 4- or 5- or 6- or 7-yl; 4,7-Dihydro-1,3-oxazepine-2- or 4- or 5- or 6- or 7-yl; 6,7-Dihydro-1,3-oxazepine-2- or 4- or 5- or 6- or 7-yl; 1,3-Oxazepine-2- or 4- or 5- or 6- or 7-yl;1,4-Oxazepine-2- or 3- or 5- or 6- or 7-yl; 2,3,4,5-Tetrahydro-1,4-oxazepine-2- or 3- or 4- or 5- or 6- or 7-yl; 2,3,4,7-Tetrahydro-1,4-oxazepine-2- or 3- or 4- or 5- or 6- or 7-yl; 2,3,6,7-Tetrahydro-1,4-oxazepine-2- or 3- or 5- or 6- or 7-yl; 2,5,6,7-Tetrahydro-1,4-oxazepine-2- or 3- or 5- or 6- or 7-yl; 4,5,6,7-Tetrahydro-l,4-oxazepine-2- or 3- or 4- or 5- or 6- or 7-yl; 2,3-Dihydro-l,4-oxazepine-2- or 3- or 5- or 6- or 7-yl; 2,5-Dihydro-l,4-oxazepine-2- or 3- or 5- or 6- or 7-yl; 2,7-Dihydro-l,4-oxazepine-2- or 3- or 5- or 6- or 7-yl; 4,5-Dihydro-l,4-oxazepine-2- or 3- or 4- or 5- or 6- or 7-yl; 4,7-Dihydro-l,4-oxazepine-2- or 3- or 4- or 5- or 6- or 7-yl; 6,7-Dihydro-l,4-oxazepine-2- or 3- or 5- or 6- or 7-yl; l,4-Oxazepine-2- or 3- or 5- or BYC250087 Foreign NR / ed 26.01.2026;

[0200] 23

[0201] 6- or 7-yl; Isothiazolidin-2- or 3- or 4- or 5-yl; 2,3-Dihydroisothiazol-2- or 3- or 4- or 5-yl; 2,5-Dihydroisothiazol-2- or 3- or 4- or 5-yl; 4,5-Dihydroisothiazol-3- or 4- or 5-yl; 1,3-Thiazolidin-2- or 3- or 4- or 5-yl; 2,3-Dihydro-1,3-thiazol-2- or 3- or 4- or 5-yl; 2,5-Dihydro-1,3-thiazol-2- or 4- or 5-yl; 4,5-Dihydro-1,3-thiazol-2- or 4- or 5-yl; 1,3-Thiazine-2-, 3-, 4-, 5-, or 6-yl; 3,4-Dihydro-2H-1,3-thiazine-2-, 3-, 4-, 5-, or 6-yl; 3,6-Dihydro-2H-1,3-thiazine-2-, 3-, 4-, 5-, or 6-yl; 5,6-Dihydro-2H-1,3-thiazine-2-, 4-, 5-, or 6-yl; 5,6-Dihydro-4H-1,3-thiazine-2-, 4-, 5-, or 6-yl; 2H-1,3-thiazine-2-, 4-, 5-, or 6-yl; 6H-1,3-thiazine-2-, 4-, 5-, or 6-yl; 4H-1,3-Thiazine-2- or 4- or 5- or 6-yl.Other examples of “heterocyclyl” are a partially or fully hydrogenated heterocyclic residue with 3 heteroatoms from the group N, O and S, such as 1,4,2-dioxazolidin-2-, 3- or 5-yl; 1,4,2-dioxazol-3- or 5-yl; 1,4,2-dioxazinan-2-, 3- or 5- or 6-yl; 5,6-dihydro-1,4,2-dioxazin-3-, 5- or 6-yl; 1,4,2-dioxazin-3-, 5- or 6-yl; 1,4,2-dioxazepine-2-, 3- or 5- or 6- or 7-yl; 6,7-dihydro-5H-1,4,2-dioxazepine-3-, 5- or 6- or 7-yl; 2,3-Dihydro-7H-1,4,2-dioxazepine-2-, 3-, 5-, 6-, or 7-yl; 2,3-Dihydro-5H-1,4,2-dioxazepine-2-, 3-, 5-, 6-, or 7-yl; 5H-1,4,2-dioxazepine-3-, 5-, 6-, or 7-yl; 7H-1,4,2-dioxazepine-3-, 5-, 6-, or 7-yl. Examples of structures for potentially further substituted heterocycles are also listed below.

[0202] NXX

[0203] ^0

[0204] X~)

[0205] n

[0206] I- 1 1

[0207] X — N ^N—

[0208] N

[0209]

[0210] BYC250087 Ausland NR / ed 26.01.2026

[0211] 24

[0212] Xt) X'^hX'^ *^Cx^

[0213] X$

[0214] xx^^

[0215] x^2)

[0216] X^ X^N^^ xXXX^

[0217] XX) xXXX^

[0218] Xx^x^ xczxx XC^ N X^ _xXxX

[0219] *^Xx)

[0220] X^X-X,*X^x^ X^x*^

[0221] ,0.

[0222] xX *<^ n xx ^Xj

[0223] X X\x N

[0224]

[0225] BYC250087 Ausland NR / ed 26.01.2026

[0226] 25

[0227] X 'S N

[0228] |

[0229] x -°\,

[0230]

[0231] Die oben aufgeführten Heterocyclen sind bevorzugt beispielsweise durch Wasserstoff, Halogen, Alkyl, Haloalkyl, Hydroxy, Alkoxy, Cycloalkoxy, Aryloxy, Alkoxyalkyl, Alkoxyalkoxy, Cycloalkyl, Halocycloalkyl, Aryl, Arylalkyl, Heteroaryl, Heterocyclyl, Alkenyl, Alkylcarbonyl, Cycloalkylcarbonyl, Arylcarbonyl, Heteroarylcarbonyl, Alkoxycarbonyl, Hydroxycarbonyl, Cycloalkoxycarbonyl, Cycloalkylalkoxycarbonyl, Alkoxycarbonylalkyl, Arylalkoxycarbonyl, Arylalkoxycarbonylalkyl, Alkinyl, Alkinylalkyl, Alkylalkinyl, Tris-alkylsilylalkinyl, Nitro, Amino, Cyano, Haloalkoxy, Haloalkylthio, Alkylthio, Hydrothio, Hydroxyalkyl, Oxo, Heteroarylalkoxy, Arylalkoxy, Heterocyclylalkoxy, Heterocyclylalkylthio, Heterocyclyloxy, Heterocyclylthio, Heteroaryloxy, Bis-alkylamino, Alkylamino, Cycloalkylamino, Hydroxy carbonylalkylamino, Alkoxycarbonylalkylamino, Arylalkoxycarbonylalkylamino, Alkoxy carbonylalky l(alkyl)amino, Aminocarbonyl, Alkylaminocarbonyl, Bis-alkylaminocarbonyl, Cycloalkylaminocarbonyl,

[0232] Hydroxy carbonylalkylaminocarbonyl, alkoxycarbonylalkylaminocarbonyl,

[0233] Arylalkoxy carbonylalkylaminocarbonyl substituted.

[0234] If a basic field is substituted "by one or more residues" from an enumeration of residues (= group) or a generically defined group of residues, this in each case includes the BYC250087 Foreign NR / ed 26.01.2026

[0235] 26

[0236] simultaneous substitution by several identical and / or structurally different residues.

[0237] If it is a partially or fully saturated nitrogen heterocycle, it can be linked to the rest of the molecule via both carbon and nitrogen.

[0238] The substituents listed below, as well as oxo and thioxo, can act as substituents for a substituted heterocyclic group. An "oxo group" as a substituent on a ring carbon atom, for example, represents a carbonyl group in the heterocyclic ring. This preferably includes lactones and lactams. The oxo group can also occur on the heteroring atoms, which can exist in different oxidation states, e.g., N and S, forming, for example, the divalent groups N(O), S(O) (also abbreviated SO), and S(O)₂ (also abbreviated SO₂) in the heterocyclic ring. In the case of -N(O)- and -S(O)- groups, both enantiomers are included.

[0239] According to the invention, the term "heteroaryl" refers to heteroaromatic compounds, i.e., fully unsaturated aromatic heterocyclic compounds, preferably 5- to 7-membered rings with 1 to 4, preferably 1 or 2 identical or different heteroatoms, preferably O, S, or N. Examples of heteroaryls according to the invention are IH-pyrrol-1-yl; IH-pyrrol-2-yl; IH-pyrrol-3-yl; furan-2-yl; furan-3-yl; thien-2-yl; thien-3-yl; IH-imidazol-1-yl; IH-imidazol-2-yl; IH-imidazol-4-yl; IH-imidazol-5-yl; IH-pyrazol-1-yl; IH-pyrazol-3-yl; IH-pyrazol-4-yl; lH-pyrazol-5-yl, 1H-1,2,3-triazol-l-yl, lH-l,2,3-triazol-4-yl, lH-l,2,3-triazol-5-yl, 2H-l,2,3-triazol-2-yl, 2H-l,2,3-triazol-4-yl, lH-l,2,4-triazol-l-yl, lH-l,2,4-triazol-3-yl, 4H-l,2,4-triazol-4-yl, l,2,4-oxadiazol-3-yl, 1,2,4-oxadiazol-5-yl, l,3,4-oxadiazol-2-yl, l,2,3-oxadiazol-4-yl, l,2,3-oxadiazol-5-yl, l,2,5-oxadiazol-3-yl, azepinyl, Pyridin-2-yl, Pyridin-3-yl, Pyridin-4-yl, Pyrazin-2-yl, Pyrazin-3-yl, Pyrimidin-2-yl,Pyrimidin-4-yl, Pyrimidin-5-yl, Pyridazin-3-yl, Pyridazin-4-yl, l,3,5-triazin-2-yl, l,2,4-triazin-3-yl, l,2,4-triazin-5-yl, l,2,4-triazin-6-yl, l,2,3-triazin-4-yl, l,2,3-triazin-5-yl, 1,2,4-, 1,3,2-, 1,3,6- and 1,2,6-oxazinyl, isoxazol-3-yl, isoxazol-4-yl, isoxazol-5-yl, l,3-oxazol-2-yl, l,3-oxazol-4-yl, 1,3-oxazol-5-yl, isothiazol-3-yl, isothiazol-4-yl, isothiazol-5-yl, 1,3-Thiazol-2-yl, 1,3-Thiazol-4-yl, 1,3-Thiazol-5-yl, Oxepinyl, Thiepinyl, 1,2,4-Triazolonyl and 1,2,4-Diazepinyl, 2H-1,2,3,4-Tetrazol-5-yl, 1H-1,2,3,4-Tetrazol-5-yl, 1,2,3,4-Oxatriazol-5-yl, 1,2,3,4-Thiatriazol-5-yl, 1,2,3,5-Oxatriazol-4-yl, 1,2,3,5-Thiatriazol-4-yl. The heteroaryl groups according to the invention can further be substituted with one or more identical or different residues. If two adjacent carbon atoms are part of another aromatic ring, then these are fused heteroaromatic systems, such as benzo-condensed or multiply fused heteroaromatics.

[0240] Bevorzugt sind beispielsweise Chinoline (z. B. Chinolin-2-yl, Chinolin-3-yl, Chinolin-4-yl, Chinolin-5-yl, Chinolin-6-yl, Chinolin-7-yl, Chinolin-8-yl); Isochinoline (z. B. Isochinolin- 1-yl, Isochinolin-3-yl, Isochinolin-4-yl, Isochinolin-5-yl, Isochinolin-6-yl, Isochinolin-7-yl, Isochinolin-8-yl); Chinoxalin;BYC250087 Ausland NR / ed 26.01.2026

[0241] 27

[0242] Chinazolin; Cinnolin; 1,5-Naphthyridin; 1,6-Naphthyridin; 1,7-Naphthyridin; 1,8-Naphthyridin; 2,6-Naphthyridin; 2,7-Naphthyridin; Phthalazin; Pyridopyrazine; Pyridopyrimidine; Pyridopyridazine; Pteridine; Pyrimidopyrimidine. Beispiele für Heteroaryl sind auch 5- oder 6-gliedrige benzokondensierte Ringe aus der Gruppe IH-Indol-l-yl, lH-Indol-2-yl, lH-Indol-3-yl, lH-Indol-4-yl, lH-Indol-5-yl, 1H-Indol-6-yl, lH-Indol-7-yl, l-Benzofuran-2-yl, l-Benzofuran-3-yl, l-Benzofuran-4-yl, l-Benzofuran-5-yl, l-Benzofuran-6-yl, l-Benzofuran-7-yl, l-Benzothiophen-2-yl, l-Benzothiophen-3-yl, 1-Benzothiophen-4-yl, l-Benzothiophen-5-yl, l-Benzothiophen-6-yl, l-Benzothiophen-7-yl, IH-Indazol- 1-yl, lH-Indazol-3-yl, lH-Indazol-4-yl, lH-Indazol-5-yl, lH-Indazol-6-yl, lH-Indazol-7-yl, 2H-Indazol- 2-yl, 2H-Indazol-3-yl, 2H-Indazol-4-yl, 2H-Indazol-5-yl, 2H-Indazol-6-yl, 2H-Indazol-7-yl, 2H-Isoindol-2-yl, 2H-Isoindol-l-yl, 2H-Isoindol-3-yl, 2H-Isoindol-4-yl, 2H-Isoindol-5-yl, 2H-Isoindol-6-yl;2H-Isoindol-7-yl, IH-Benzimidazol-l-yl, lH-Benzimidazol-2-yl, lH-Benzimidazol-4-yl, 1H-Benzimidazol-5-yl, lH-Benzimidazol-6-yl, lH-Benzimidazol-7-yl, l,3-Benzoxazol-2-yl, 1,3-Benzoxazol-4-yl, l,3-Benzoxazol-5-yl, l,3-Benzoxazol-6-yl, l,3-Benzoxazol-7-yl, l,3-Benzthiazol-2-yl, l,3-Benzthiazol-4-yl, l,3-Benzthiazol-5-yl, l,3-Benzthiazol-6-yl, l,3-Benzthiazol-7-yl, 1,2-Benzisoxazol-3-yl, l,2-Benzisoxazol-4-yl, l,2-Benzisoxazol-5-yl, l,2-Benzisoxazol-6-yl, 1,2-Benzisoxazol-7-yl, l,2-Benzisothiazol-3-yl, l,2-Benzisothiazol-4-yl, l,2-Benzisothiazol-5-yl, 1,2-Benzisothiazol-6-yl, l,2-Benzisothiazol-7-yl.;

[0243] Die Bezeichnung " Halogen" bedeutet beispielsweise Fluor, Chlor, Brom oder lod. Wird die Bezeichnung für einen Rest verwendet, dann bedeutet " Halogen" beispielsweise ein Fluor-, Chlor-, Brom- oder lodatom.

[0244] According to the invention, "alkyl" means a straight-chain or branched open-chain saturated hydrocarbon residue, which is optionally single- or multiply substituted and in the latter case is referred to as "substituted alkyl". Preferred substituents are halogen atoms, alkoxy, haloalkoxy, cyano, alkylthio, haloalkylthio, amino, or nitro groups; methoxy, methyl, fluoroalkyl, cyano, nitro, fluorine, chlorine, bromine, or iodine are particularly preferred. The prefix "bis" also includes combinations of different alkyl residues, e.g., methyl(ethyl) or ethyl(methyl).

[0245] Depending on the notation used, alkyl groups can have different names for the same group, which are, however, commonly used in the field. For example, the names 1-methylethyl-1-yl, 1-methylethyl, prop-2-yl, and iso-propyl- are synonymous.

[0246] “Haloalkyl”, “-alkenyl” and “-alkynyl” mean alkyl, alkenyl or alkynyl, respectively, that is partially or completely substituted by the same or different halogen atoms, e.g., monohaloalkyl.

[0247] (= Monohaloalkyl) such as CH2CH2C1, CH2CH2Br, CHC1CH3, CH2C1, CH2F; Perhaloalkyl such as CCI3, CC1F2, CFC12, CF2CC1F2, CF2CC1FCF3; Polyhaloalkyl such as CH2CHFC1, CF2CC1FH, CF2CBrFH, CH2CF3; The term perhaloalkyl also includes the term perfluoroalkyl. BYC250087 Foreign NR / ed 26.01.2026

[0248] 28

[0249] “Haloalkoxy” is e.g. OCF3, OCHF2, OCH2F, OCF2CF3, OCH2CF3 and OCH2CH2C1; the same applies to haloalkenyl and other halogen-substituted residues.

[0250] The expression "(Ci-C4)-alkyl" used here as an example is a shorthand notation for straight-chain or branched alkyl with one to four carbon atoms, depending on the specified range for carbon atoms. This includes the groups methyl, ethyl, 1-propyl, 2-propyl, 1-butyl, 2-butyl, 2-methylpropyl, or tert-butyl. General alkyl groups with a larger specified range of carbon atoms, e.g., "(Ci-C6)-alkyl", also include straight-chain or branched alkyl groups with a larger number of carbon atoms, i.e., as in the example, also alkyl groups with five and six carbon atoms.

[0251] Unless otherwise specified, lower carbon skeletons, e.g., with 1 to 6 carbon atoms or, in the case of unsaturated groups, with 2 to 6 carbon atoms, are preferred for hydrocarbon residues such as alkyl, alkenyl, and alkynyl groups, including those in compound residues. Alkyl residues, including those in compound residues such as alkoxy, haloalkyl, etc., include, for example, methyl, ethyl, n- or i-propyl, n-, i-, t-, or 2-butyl, pentyl, hexyl, such as n-hexyl, i-hexyl, and 1,3-dimethylbutyl, and heptyl, such as n-heptyl, 1-methylhexyl, and 1,4-dimethylpentyl. Alkenyl and alkynyl groups represent the corresponding unsaturated residues, including at least one double or triple bond, respectively. Residues with a double bond are preferred.

[0252] Triple bond.

[0253] The term "alkenyl" specifically includes straight-chain or branched open-chain hydrocarbon residues with more than one double bond, such as 1,3-butadienyl and 1,4-pentadienyl, but also allenyl or cumulenyl residues with one or more cumulated double bonds, such as allenyl (1,2-propadienyl), 1,2-butadienyl, and 1,2,3-pentatrienyl. Alkenyl means, for example, B. Vinyl, which may be substituted by further alkyl groups, e.g. (but not limited to) (C2-C6)-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-1-2-propenyl, 1-pentenyl, 2-pentenyl, 3-pentenyl, 4-pentenyl, 1-methyl-1-butenyl, 2-methyl-1-butenyl, 3-methyl-1-butenyl, 1-methyl-1-2-butenyl, 2-methyl-1-2-butenyl 3-Methyl-2-butenyl, l-methyl-3-butenyl, 2-methy 1-3-butenyl, 3-methyl-3-butenyl, l,l-dimethyl-2-propenyl, 1,2-dimethy 1-1 -propenyl, l,2-dimethyl-2-propenyl,1 -Ethyl- 1 -propenyl, l-Ethyl-2-propenyl, 1-Hexenyl, 2-Hexenyl, 3-Hexenyl, 4-Hexenyl, 5-Hexenyl, 1 -Methyl- 1 -penteny 1, 2-Methyl-l -pentenyl, 3-Methyl-l-pentenyl, 4-Methyl-l -penteny 1, 1-Methyl-2 -penteny 1, 2-Methy 1-2 -pentenyl, 3 -Methy 1-2 -pentenyl, 4-Methy 1-2 -pentenyl, 1 -Methy 1-3-pentenyl, 2-Methyl-3-pentenyl, 3-Methyl-3-pentenyl, 4-Methy 1-3 -pentenyl, 1 -Methy 1-4-pentenyl, 2-Methyl-4-pentenyl, 3-Methyl-4-pentenyl, 4-Methyl-4-pentenyl, 1,1-Dimethy 1-2 -butenyl, 1,1-Dimethyl-BYC250087 Ausland NR / ed 26.01.2026,

[0254] 29

[0255] 3-butenyl, 1,2-Dimethyl-l-butenyl, l,2-Dimethyl-2-butenyl, l,2-Dimethyl-3-butenyl, 1,3 -Dimethyl- 1-butenyl, l,3-Dimethyl-2-butenyl, l,3-Dimethyl-3-butenyl, 2,2-Dimethyl-3-butenyl, 2,3-Dimethyl-l-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, l-Ethyl-2-butenyl, l-Ethyl-3-butenyl, 2-Ethyl-l-butenyl, 2-Ethyl-2-butenyl, 2-Ethy 1-3 -buteny 1, 1, 1,2-Trimethy 1-2 -propenyl, 1 -Ethyl- 1 -methy 1-2 -propenyl, 1 -Ethyl-2-methy 1- 1 -propenyl und l-Ethyl-2-methyl-2-propenyl.

[0256] The term "alkynyl" specifically includes straight-chain or branched open-chain hydrocarbon residues with more than one triple bond, or with one or more triple bonds and one or more double bonds, such as 1,3-butatrienyl or 3-pentene-1-yne-1-yl. (C2-C6)-alkynyl means, for example,Ethinyl, 1-Propinyl, 2-Propinyl, 1-Butinyl, 2-Butinyl, 3-Butinyl, 1 -Methy 1-2 -propinyl, 1-Pentinyl, 2-Pentinyl, 3-Pentinyl, 4-Pentinyl, l-Methyl-2-butinyl, 1 -Methy 1-3 -butinyl, 2-Methyl-3-butinyl, 3-Methyl-l-butinyl, l,l-Dimethyl-2-propinyl, 1-Ethyl-2-propinyl, 1-Hexinyl, 2-Hexinyl, 3-Hexinyl, 4-Hexinyl, 5-Hexinyl, 1 -Methy 1-2-pentinyl, l-Methyl-3-pentinyl, 1 -Methy 1-4-pentinyl, 2-Methyl-3-pentinyl, 2-Methyl-4-pentinyl, 3-Methyl-l-pentinyl, 3-Methyl-4-pentinyl, 4-Methyl-l-pentinyl, 4-Methyl-2-pentinyl, 1,1-Di-methy 1-2 -butinyl, l,l-Dimethyl-3-butinyl, l,2-Dimethyl-3-butinyl, 2,2-Dimethyl-3-butinyl, 3,3-Dimethyl-l-butinyl, l-Ethyl-2-butinyl, 1-Ethy 1-3 -butinyl, 2-Ethy 1-3 -butinyl und 1 -Ethyl- 1 -methy 1-2 -propinyl.

[0257] The term "cycloalkyl" means a carbocyclic, saturated ring system with preferably 3-8 ring carbon atoms, e.g., cyclopropyl, cyclobutyl, cyclopentyl, or cyclohexyl, optionally further substituted, preferably by hydrogen, alkyl, alkoxy, oxo, cyano, nitro, alkylthio, haloalkylthio, halogen, alkenyl, alkynyl, haloalky 1, aminio, alkylamino, bisalkylamino, alkoxy carbonyl, hydroxycarbonyl, arylalkoxy carbonyl, aminocarbonyl, alkylaminocarbonyl, or cycloalkylaminocarbonyl. In the case of optionally substituted cycloalkyl, cyclic systems with substituents are included, including substituents with a double bond on the cycloalkyl group, e.g., an alkylidene group such as methylidene. In the case of optionally substituted cycloalkyl, multicyclic aliphatic systems are also included, such as Bicyclo[1.1.0]butan-l-yl, Bicyclo[1.1.0]butan-2-yl, Bicyclo[2.1.0]pentan-l-yl, Bicyclo

[11] pentan-1-yl, Bicyclo[2.1.0]pentan-2-yl, Bicyclo[2.1.[0]pentan-5-yl, Bicyclo[2.1.1]hexyl, Bicyclo[2.2.1]hept-2-yl, Bicyclo[2.2.2]octan-2-yl, Bicyclo[3.2.1]octan-2-yl, Bicyclo[3.2.2]nonan-2-yl, Adamantan-l-yl and Adamantan-2-yl, but also systems such as l,l'-Bi(cyclopropyl)-l-yl, l,l'-Bi(cyclopropyl)-2-yl. The term "(C3-C7)-cycloalkyl" is a shorthand notation for cycloalkyl with three to seven carbon atoms, corresponding to the range specified for C atoms. BYC250087 Foreign NR / ed 26.01.2026.

[0258] 30

[0259] In the case of substituted cycloalkyl, spirocyclic aliphatic systems are also included, such as Spiro[2.2]pent-l-yl, Spiro[2.3]hex-l-yl, Spiro[2.3]hex-4-yl, 3-Spiro[2.3]hex-5-yl, Spiro[3,3]hept-1-yl, Spiro[3,3]hept-2-yl.

[0260] “Cycloalkenyl” means a carbocyclic, non-aromatic, partially unsaturated ring system with preferably 4–8 carbon atoms, e.g., 1-cyclobutenyl, 2-cyclobutenyl, 1-cyclopentenyl, 2-cyclopentenyl, 3-cyclopentenyl, or 1-cyclohexenyl, 2-cyclohexenyl, 3-cyclohexenyl, 1,3-cyclohexadienyl, or 1,4-cyclohexadienyl, wherein substituents with a double bond on the cycloalkenyl group, e.g., an alkylidene group such as methylidene, are also included. In the case of optionally substituted cycloalkenyl, the explanations for substituted cycloalkyl apply accordingly.

[0261] The term "alkylidene," e.g., also in the form (Ci-Cio)-alkylidene, refers to the residue of a straight-chain or branched open-chain hydrocarbon group that is bonded via a double bond. Naturally, only positions on the parent compound where two hydrogen atoms can be replaced by the double bond are suitable as bonding sites for alkylidenes; examples of residues are =CH2, =CH-CH3, =C(CH3)-CH3, =C(CH3)-C2H5, or =C(C2H5)-C2H5. Cycloalkylidene refers to a carbocyclic residue that is bonded via a double bond.

[0262] “Cycloalkylalkyloxy” means a cycloalkylalkyl group bonded via an oxygen atom and “arylalkyloxy” means an arylalkyl group bonded via an oxygen atom.

[0263] “Alkoxyalkyl” refers to an alkoxy residue bound via an alkyl group, and “alkoxyalkoxy” refers to an alkoxyalkyl residue bound via an oxygen atom, e.g. (but not limited to) methoxymethoxy, methoxyethoxy, ethoxyethoxy, methoxy-n-propyloxy.

[0264] “Alkylthioalkyl” refers to an alkyl thio residue bound via an alkyl group, and “alkylthioalkylthio” refers to an alkyl thioalkyl residue bound via an oxygen atom.

[0265] “Arylalkoxyalkyl” refers to an aryloxy residue bound via an alkyl group, and “Heteroaryloxyalkyl” means a heteroaryloxy residue bound via an alkyl group.

[0266] “Haloalkoxyalkyl” stands for a bound haloalkoxy residue and “Haloalkylthioalkyl” means a haloalkylthio residue bound via an alkyl group.

[0267] "Arylalkyl" refers to an aryl group bonded via an alkyl group, "heteroarylalkyl" means a heteroaryl group bonded via an alkyl group, and "heterocyclylalkyl" means a heterocyclyl group bonded via an alkyl group. BYC250087 Foreign NR / ed 26.01.2026

[0268] 31

[0269] “Cycloalkylalkyl” refers to a cycloalkyl group bonded via an alkyl group, e.g. (but not limited to) cyclopropylmethyl, cyclobutylmethyl, cyclopentylmethyl, cyclohexylmethyl, 1-cyclopropyleth-l-yl, 2-cyclopropyleth-l-yl, 1-cyclopropylprop-l-yl, 3-cyclopropylprop-l-yl.

[0270] “Arylalkenyl” refers to an aryl residue bound via an alkenyl group, “Heteroarylalkenyl” means a heteroaryl residue bound via an alkenyl group, and “Heterocyclylalkenyl” means a heterocyclyl residue bound via an alkenyl group.

[0271] “Arylalkynyl” refers to an aryl residue bound via an alkynyl group, “heteroarylalkynyl” means a heteroaryl residue bound via an alkynyl group, and “heterocyclylalkynyl” means a heterocyclyl residue bound via an alkynyl group.

[0272] According to the invention, "haloalkylthio" – either alone or as part of a chemical group – represents straight-chain or branched S-haloalkyl, preferably with 1 to 8, or with 1 to 6 carbon atoms, such as (Ci-Cs)-, (Ci-Ce)- or (Ci-C' i)-haloalkylthio. Examples include (but are not limited to) trifluoromethylthio or trifluoromethylsulfanyl, pentafluoroethylthio or pentafluoroethylsulfanyl, difluoromethyl, 2,2-difluoroeth-l-ylthio, 2,2,2-difluoroeth-l-ylthio, and 3,3,3-prop-l-ylthio.

[0273] “Halocycloalkyl” and “halocycloalkenyl” mean cycloalkyl or cycloalkenyl partially or fully substituted by the same or different halogen atoms, such as F, CI and Br, or by haloalkyl, such as trifluoromethyl or difluoromethyl, e.g. 1-fluorocycloprop-l-yl, 2-fluorocycloprop-1-yl, 2,2-difluorocycloprop-l-yl, 1-fluorocyclobut-l-yl, 1-trifluoromethylcycloprop-l-yl, 2-trifluoromethylcycloprop-l-yl, 1-chlorocycloprop-l-yl, 2-chlorocycloprop-l-yl, 2,2-dichlorocycloprop-l-yl, 3,3-difluorocyclobutyl,

[0274] According to the invention, "trialkylsilyl" or "tris(alkyl)silyl" - on its own or as part of a chemical group - represents straight-chain or branched Si-alkyl, preferably with 1 to 8, or with 1 to 6 carbon atoms, such as tri-[(Ci-Cs)-, (Ci-Ce)- or (Ci-C4)-alkyl] silyl, e.g. (but not limited to) trimethylsilyl, triethylsilyl, tri-(n-propyl)silyl, tri-(isopropyl)silyl, tri-(n-butyl)silyl, tri-(l-methylprop-l-yl)silyl, tri-(2-methylprop-l-yl)silyl, tri(l,l-dimethyleth-l-yl)silyl, tri(2,2-dimethyleth-1-yl) silyl.

[0275] Trialkylsilylalkynyl refers to a trialkylsilyl residue bound via an alkynyl group. BYC250087 Foreign NR / ed 26.01.2026

[0276] 32

[0277] Synthesis of substituted (2E)-2-hydroxy-2-alkyl-4-phenylbut-3-enamides, (2E)-2-hydroxy-2-hydroxyalkyl-4-phenylbut-3-enamides and (2E)-2-hydroxy-2-alkenyl-4-phenylbut-3-enamides of general formula (I):

[0278]

[0279] The substituted (2E)-2-hydroxy-2-alkyl-4-phenylbut-3-enamides, (2E)-2-hydroxy-2-hydroxyalkyl-4-phenylbut-3-enamides, and (2E)-2-hydroxy-2-alkenyl-4-phenylbut-3-enamides of general formula (I) according to the invention can be prepared starting from known processes. The synthetic routes employed and investigated are based on commercially available or readily prepared amines, appropriately substituted acids, and commercially available chemicals such as chiral amino elements and alcohols. The groups Q, W, R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 8 , R 9 , R 10 and R 11 In the following schemes, the general formula (I) has the meanings defined previously, unless exemplary but non-restrictive definitions are given.

[0280] The synthesis of the compounds of general formula (IV) proceeds via condensation of an aldehyde of general formula (II) with pyruvic acid of formula (III) in the presence of a base (e.g. JACS, 1952, 74, 4392-4395; J. Med. Chem. 2007, 50, 5951-5966; THZ 2011, 52, 5972-5975; JOC 1990, 55(17), 5165-5170). The base can be a hydroxide salt of an alkali metal (such as lithium, sodium, potassium, or cesium), and the condensation reaction preferably takes place in the temperature range between -10 °C and 100 °C and in a suitable solvent such as methanol or ethanol.

[0281]

[0282] With M = lithium, sodium, potassium or cesium.

[0283] Scheme 1

[0284] The synthesis of the ester of general formula (V) can be carried out by esterification of the compound of general formula (IV) according to or analogous methods known to a person skilled in the art in the presence of a BYC250087 foreign NR / ed 26.01.2026

[0285] 33

[0286] Produce acids, such as hydrogen chloride (Scheme 2; e.g. JOC 2000, 65(15), 4487-4497;

[0287] JOC 2008, 73(18), 7209-7212, Bioorg. Med. Chem. 2010, 18, 4138-4148).

[0288]

[0289] (IV) (V) With M = lithium, sodium, potassium or cesium and R' = (Ci-C4)-alkyl.

[0290] Scheme 2

[0291] The synthesis of the compounds of general formula (VII) is carried out via a 1,2-addition of a Grignard compound of general formula (VI) to a ketone of general formula (V) (e.g. J.

[0292] Med. Chem. 1968, 8, 95-100; US3129222). The reaction preferably takes place in the temperature range between -78 °C and 80 °C, in a suitable solvent such as diethyl ether or tetrahydrofuran (see Scheme 3).

[0293] R'

[0294]

[0295] With X = chlorine, bromine or iodine and R′ = (C₁-C₄)-alkyl.

[0296] Scheme 3

[0297] The synthesis of the acid of general formula (VIII) can be carried out by saponification of the compound of general formula (VII) according to or analogous methods known to those skilled in the art (Scheme 2). The saponification can be carried out in the presence of a base. The base can be a hydroxide salt of an alkali metal (such as lithium, sodium, or potassium), and the saponification reaction preferably takes place in the temperature range between room temperature and 100 °C and in a suitable solvent such as methanol or ethanol. BYC250087 Foreign NR / ed 26.01.2026

[0298] With R' = (Ci-C4)-alkyl.

[0299] Scheme 4

[0300]

[0301] The synthesis of the compounds of general formula (1a) according to the invention is carried out via an amide coupling of an acid of general formula (VIII) with an amine of general formula (IX) in the presence of an amide coupling reagent such as, for example, T3P, dicyclohexylcarbodiimide, N-(3-dimethylaminopropyl)-N′-ethylcarbodiimide, N,N′-carbonyldiimidazole, 2-chloro-1,3-dimethylimidazolium chloride, or 2-chloro-1-methylpyridinium iodide (see Chemistry of Peptide Synthesis, Ed. N. Leo Benoiton, Taylor & Francis, 2006, ISBN-10: 1-57444-454-9). Polymer-bound reagents such as polymer-bound dicyclohexylcarbodiimide are also suitable for this coupling reaction. The reaction preferably takes place in the temperature range between 0 °C and 80 °C, in an appropriate solvent such as dichloromethane, acetonitrile, N,N-dimethylformamide or ethyl acetate and in the presence of a base such as triethylamine, N,N-diisopropylethylamine or 1,8-diazabicyclo[5.4.0]undec-7-cen instead (see Scheme 5). For the T3P peptide coupling conditions, see Organic Process Research & Development 2009, 13, 900-906.

[0302] Scheme 5

[0303] The amines of general formula (IX) are either commercially available or can be prepared by known methods (see ORPD 2015, 19(9), 1299-1307; ORPD 2018, 22, 337-343; JA CS 1990, 112(2), 838-845; ACS Combinatorial Science 2017, 19(5), 286-298; Med. Chem. 2021, 64(9)).

[0304]

[0305] 5365-5383; THL 2001, 42, 1347-1350; TH Asymmetry 2010, 21(1), 96-102; WO2023 / 4376;

[0306] WO2012 / 125622; W02005 / 103001; WO2021 / 170464).

[0307] Selected detailed synthesis examples for compounds of general formula (I) according to invention are listed below. The example numbers given correspond to those in BYC250087 Foreign NR / ed 26.01.2026

[0308] 35

[0309] The numbers listed in Tables 1.1 to 1.3 below. 1 H-NMR-, 13 C-NMR and 19 F-NMR spectroscopic data given for the chemical examples described in the following sections, (400 or 600 MHz for ¹H-NMR and 150 MHz for ¹H-NMR) 13 C-NMR and 375 MHz at 19 F-NMR, solvent CDCl₃, CD₃OD or d₆-DMSO, internal standard:

[0310] Tetramethylsilane 5 = 0.00 ppm), were obtained using a Bruker instrument, and the signals indicated have the following meanings: br = broad; s = singlet, d = doublet, t = triplet, dd = double doublet, ddd = doublet of a double doublet, m = multiplet, q = quartet, quint = quintet, sext = sextet, sept = septet, dq = double quartet, dt = double triplet. For diastereomeric mixtures, either the significant signals of both diastereomers or the characteristic signal of the main diastereomer are given. The abbreviations used for chemical groups have, for example, the following meanings: Me = CH3, Et or Ethyl = CH₂CH₃, t-Hex = C(CH3)2CH(CH3)2, t-Bu = C(CH3)3, n-Bu = unbranched butyl, n-Pr or Prop-l-yl = unbranched propyl, i-Pr or Prop-2-yl = branched propyl, c-Pr = cyclopropyl, c-Bu = cyclobutyl, c-Hex = cyclohexyl.

[0311] Synthesis examples:

[0312] Synthesebeispiel Nr, 1-009: rac-Methyl- l S,4R)-4-{ [(3E)-4-(3,5-dichlorphenyl)-2-hydroxy-2-methylbut-3-enoyll amino lcvclopent-2 -en- 1 -carboxy lat

[0313] Synthesestufe 1: Kalium-(3E)-4-(3,5-dichlorphenyl)-2-oxobut-3-enoat

[0314]

[0315] ci

[0316] 2-Oxopropanoic acid (3.52 ml, 51.94 mmol, 1.30 equivalents) was dissolved in methanol (27 ml) and cooled to 0 °C using an ice bath. A solution of potassium hydroxide (5.39 g, 96.09 mmol, 1.85 equivalents) dissolved in methanol (26 ml) at 0 °C was added dropwise to this solution while stirring rapidly. The reaction solution was then treated with 3,5-dichlorobenzaldehyde (10.00 g, 57.14 mmol, 1.00 equivalent) dissolved in methanol (60 ml) at 0 °C. The reaction solution was stirred for 15 minutes at 0 °C and then for three hours at room temperature. The mixture was again cooled to 0 °C using an ice bath, and the solid was then filtered off. The filter residue was first washed with ice-cold methanol and then with diethyl ether. The solid was then dried in air. Potassium (3E)-4-(3,5-dichlorophenyl)-2-oxobut-3-enoate (6.40 g, 22.60 mmol, 39% yield) was obtained as a yellow solid.

[0317] ’H NMR (400 MHz, de-DMSO) 5 in ppm: 7.76 (s, 2H), 7.59 (s, 1H), 7.34 (d, 1H), 6.89 (d, 1H).BYC250087 Ausland NR / ed 26.01.2026

[0318] 36

[0319] Synthesestufe 2: Ethyl-(3E)-4-(3,5-dichlorphenyl)-2-oxobut-3-enoat

[0320]

[0321] ci

[0322] Ethanol (75 ml, 1299.67 mmol, 57.50 equivalents) was cooled to 0 °C in an ice bath and then acetyl chloride (18.48 ml, 259.93 mmol, 11.50 equivalents) was added dropwise (CAUTION: GAS EVOLUTION!). The solution was then treated with potassium (3E)-4-(3,5-dichlorophenyl)-2-oxobut-3-enoate (6.40 g, 22.60 mmol, 1 equivalent) within 30 minutes. The mixture was stirred for 30 minutes at 0 °C and then heated to boiling for 1.5 hours. After cooling to room temperature, the solvent was removed under vacuum. The residue was dissolved in water and extracted with dichloromethane. The combined organic phases were washed with a saturated sodium bicarbonate solution, dried over Na₂SO₄, filtered, and concentrated under reduced pressure. The residue was purified by column chromatography (SiO₂, dichloromethane / heptane).Ethyl-(3E)-4-(3,5-dichlorophenyl)-2-oxobut-3-enoate (4.20 g, 15.37 mmol, 64% yield) was obtained as a white solid.

[0323] 1 H NMR (400 MHz, CDC13) 5 in ppm: 7.71 (d, 1H), 7.50 (s, 2H), 7.43 (s, 1H), 7.37 (d, 1H), 4.40 (q, 2H), 1.42 (t, 3H).

[0324] Synthesis step 3: rac-Ethyl-(3E)-4-(3,5-dichlorophenyl)-2-hydroxy-2-methylbut-3-enoate

[0325]

[0326] ci

[0327] Ethyl-(3E)-4-(3,5-dichlorophenyl)-2-oxobut-3-enoate (1.30 g, 4.76 mmol, 1.00 equivalents) was dissolved in diethyl ether (50 ml) under nitrogen inert gas and cooled to -10 °C with a cooling mixture. A solution of methylmagnesium iodide (3 M in diethyl ether, 1.82 ml, 5.47 mmol, 1.15 equivalents) was slowly added dropwise to this mixture. The reaction solution initially darkened and then decolorized. The reaction mixture was stirred for 30 minutes at -10 °C and then warmed to room temperature. The reaction mixture was then treated with an ice-cold mixture of saturated sodium chloride solution and 1 M hydrochloric acid (1:1). The mixture was extracted with diethyl ether, and the combined organic phases were dissolved with a saturated sodium chloride solution. Sodium bicarbonate solution was washed, dried over Na₂SO₄, filtered, and concentrated under reduced pressure. It was diluted with dichloromethane, and the organic phase was washed with water. The organic phase BYC250087 Foreign NR / ed 26.January 2026.

[0328] 37

[0329] The mixture was concentrated under vacuum. The residue was purified by column chromatography (SiO2, ethyl acetate / heptane). rac-Ethyl-(3E)-4-(3,5-dichlorophenyl)-2-hydroxy-2-methylbut-3-enoate (1.0 g, 3.45 mmol, 71% yield) was obtained as a white solid.

[0330] 1 H NMR (400 MHz, CDC13) 5 in ppm: 7.26-7.23 (m, 3H), 6.71 (d, 1H), 6.37 (d, 1H), 4.34-4.23 (m, 2H), 3.50 (s, 1H), 1.57 (s, 3H), 1.34 (t, 3H).

[0331] Synthesis step 4: rac-(3E)-4-(3,5-Dichlorophenyl)-2-hydroxy-2-methylbut-3-enoic acid

[0332]

[0333] ci

[0334] rac-Ethyl-(3E)-4-(3,5-dichlorophenyl)-2-hydroxy-2-methylbut-3-enoate (1.00 g, 3.46 mmol, 1 equivalent) was dissolved in ethanol (33 mL). 2 M sodium hydroxide solution (2.59 mL, 5.18 mmol, 1.50 equivalents) was added dropwise to this solution at room temperature, and the reaction mixture was stirred overnight at this temperature. The mixture was then diluted with water, and a portion of the solvent was removed under reduced pressure. The solution was then acidified with 2 M hydrochloric acid to pH 1-2, and the aqueous phase was extracted several times with dichloromethane. The combined organic phases were dried over Na₂SC>4, filtered, and concentrated under reduced pressure. rac-(3E)-4-(3,5-Dichlorophenyl)-2-hydroxy-2-methylbut-3-enoic acid (0.81 g, 3.10 mmol, 84% yield) was obtained as a white solid.

[0335] 1 H NMR (400 MHz, CDC13) 5 in ppm: 7.26-7.24 (m, 3H), 6.73 (d, 1H), 6.42 (d, 1H), 1.64 (s, 3H).

[0336] Synthesis step 5: No. 1-009 rac-Methyl-(lS,4R)-4-{[(3E)-4-(3,5-dichlorophenyl)-2-hydroxy-2-methylbut- 3 -enoyl] amino}cy clopent-2 -en- 1 -carboxy lat

[0337]

[0338] HOBt (67.28 mg, 0.50 mmol, 1.30 equivalents) was added to a solution of rac-(3E)-4-(3,5-dichlorophenyl)-2-hydroxy-2-methylbut-3-enoic acid (100 mg, 0.38 mmol, 1.00 equivalents) in dichloromethane (2 ml). The mixture was stirred for 30 min at room temperature and then treated with methyl-(1S,4R)-4-aminocyclopent-2-ene-1-carboxylate (102 mg, 0.57 mmol, 1.50 equivalents), triethylamine (0.16 ml, 1.15 mmol, 5.00 equivalents), and EDCI (110.13 mg, 0.57 mmol, 1.50 equivalents). The reaction mixture was stirred overnight at room temperature. Then water (10 ml) was added to the reaction mixture, the resulting phases were separated, and the aqueous phase was treated three times with BYC250087 Ausland NR / ed 26.01.2026

[0339] 38

[0340] Dichloromethane (each 20 ml) was extracted. The combined organic phases were dried over Na₂SC>4, filtered, and concentrated under reduced pressure. The residue was purified by column chromatography (SiO₂, ethyl acetate / heptane). rac-Methyl-(1S,4R)-4-{[(3E)-4-(3,5-dichlorophenyl)-2-hydroxy-2-methylbut-3-enoyl]amino}cyclopent-2-ene-l-carboxylate (160 mg, quantitative yield) was obtained as a white solid.

[0341] ! H NMR (400 MHz, CDC13) 5 in ppm: 7.29-7.22 (m, 3H), 7.05 (m, 1H), 6.65 (d, 1H), 6.47 (m, 1H), 5.93-5.92 (m, 2H), 5.03 (m, 1H), 3.72 (s, 3H), 3.53 (m, 1H), 3.13 (d, 1H), 2.43 (m, 1H), 1.91 (m, 1H), 1.60 (s, 3H).

[0342] By analogy to the synthesis examples mentioned above and cited at the appropriate point, and taking into account the general information on the preparation of substituted arylpyrazines, the following compounds are obtained. In Table 1, if a structural element is defined by a structural formula containing a dashed line, this dashed line indicates that the group in question is bonded to the rest of the molecule at that position. The corresponding stereochemical configuration at the stereocenter Cl is indicated by the designations “Rac” for a racemic mixture of both enantiomers, “Ent-1” for the enantiomer with the lower retention time in chiral HPLC analysis, and “Ent-2” for the enantiomer with the higher retention time in chiral HPLC analysis.

[0343] Table 1.1: Preferred compounds of formula (1.1) are compounds I.-1 to I.-16. Compounds 1-1 to 1-16 of Table 1.1 are thus defined by the meaning of the respective entries for the substituents Q, X and Y of Table 1, where R 1 and R 3 stand for hydrogen.

[0344] Table LI:

[0345]

[0346] Ex. R 1 R 2 R 3 R 4 R 5 R 6 NQ

[0347] No. (N (Na (Na (Na (Na (Name)

[0348] am me) me) me) me)

[0349] e)

[0350] 1-001 HFHFH Methyl

[0351] f=\ \

[0352] O

[0353]

[0354] BYC250087 Foreign NR / ed 26.01.2026

[0355] 39

[0356] 1-002 HFHFH Methyl

[0357] / \ 0 0

[0358] 1-003 H F H F H Methyl

[0359] / 0

[0360] 1-004 H F H F H Methyl

[0361] J <

[0362] ^0 1-005 H F H F H Methyl

[0363] x o

[0364] 1-006 H F H F H Methyl

[0365] / - 0 \ / \ ° N — — n 0 1-007 H CI H CI H Vinyl

[0366] r=\ \

[0367] 0

[0368] 1-008 H CI H CI H Methyl

[0369] J — X < / x o 1-009 H CI H CI H Methyl

[0370] f=\ \

[0371] 0 1-010 H CI H CI H Methyl

[0372] o 1-011 H CI H CI H Methyl / - 0 \

[0373] / \ 0 - X.. / S

[0374] 0

[0375] 1-012 H CI H CI H Methyl

[0376] / 0

[0377] 1-013 H CI H CI H Methyl

[0378] / 0^

[0379] N — "* x

[0380] x o

[0381]

[0382] BYC250087 Foreign NR / ed 26.01.2026

[0383] 40

[0384] 1-014 H CI H CI H Vinyl

[0385] yr-* 0

[0386] 0

[0387] 1-015 HFHFH Vinyl

[0388] f=\ \

[0389] 0

[0390] 1-016 HFHFH Vinyl

[0391] /

[0392] 0

[0393]

[0394] Spectroscopic data from selected examples from the tables listed above:

[0395] The spectroscopic data of the table examples listed below were obtained either using classical methods 1 HN MR interpretation or evaluated via the NMR peak list method.

[0396] a) classical NMR interpretation

[0397] Example No. 1-0:

[0398] 1 H NMR (400 MHz, CDC13) 5 in ppm:

[0399] b) NMR peak-listing method

[0400] The 1 H-NMR data from selected examples can also be presented in the form of 1 H-NMR peak lists are recorded. For each signal peak, the 8-value in ppm is listed first, followed by the signal intensity in parentheses. The 8-value-signal intensity pairs from different signal peaks are listed, separated by semicolons. The peak list of an example therefore has the form:

[0401] δ₁ (Intensity₁); δ₂ (Intensity₂);…….; δᵢ (Intensityᵢ);……; δₙ (Intensityₙ)

[0402] The intensity of sharp signals correlates with the signal height in a printed example of an NMR spectrum in cm⁻¹ and shows the true ratios of the signal intensities. For broad signals, multiple peaks or the center of the signal and their relative intensity compared to the most intense signal in the spectrum can be shown. To calibrate the chemical shift of 1H-NMR spectra, we use tetramethylsilane and / or the chemical shift of the solvent, especially in the case of spectra measured in DMSO. Therefore, the tetramethylsilane peak may appear in NMR peak lists, but it is not required to. The lists of 1 HN MR- PeaksBYC250087 Abroad NR / ed 26.01.2026

[0403] 41

[0404] are similar to the classic ones 1 ¹H NMR printouts and thus usually contain all the peaks listed in a classical NMR interpretation. Furthermore, they can be interpreted like classical NMR. 1¹H NMR printouts show solvent signals, signals of stereoisomers of the target compounds, which are also part of the invention, and / or impurity peaks. When indicating compound signals in the delta region of solvents and / or water, our lists of 1¹H NMR piecta show the usual solvent peaks, for example, peaks of DMSO in DMSO-d6 and the peak of water, which typically exhibit high intensity on average. Peaks of stereoisomers of the target compounds and / or peaks of impurities usually have lower intensity on average than the peaks of the target compounds (for example, with a purity of >90%). Such stereoisomers and / or impurities can be typical for the respective manufacturing process. Their peaks can thus help to identify the reproducibility of our manufacturing process based on "byproduct fingerprints." An expert who calculates the peaks of the target compounds using known methods (MestreC, ACD simulation, but also with empirically evaluated expected values) can isolate the peaks of the target compounds as needed, possibly employing additional intensity filters.This isolation would be similar to the peak picking involved in classical IH-NMR interpretation. Further details are available. 1 H-NMR peak lists can be found in the Research Disclosure Database number 564025.

[0405] I-001: 1 H-NMR(400.6 MHz, CDCl3):

[0406] 5 = 7.2637 (10.1); 7.0867 (1.0); 7.0644 (1.1); 7.0488 (1.1); 7.0272 (1.0); 6.9287 (3.0); 6.9129 (4.8); 6.8971 (3.0); 6.6994 (3.6); 6.6800 (2.8); 6.6580 (5.1); 6.4901 (2.8); 6.4665 (2.9); 6.4503 (2.0); 6.4267 (2.0); 5.9282 (9.9); 5.9051 (1.0); 5.0583 (0.7); 5.0383 (1.8); 5.0177 (1.7); 5.0012 (0.7); 3.7184 (16.0); 3.7170 (16.0); 3.7113 (15.8); 3.5456 (2.2); 3.5251 (2.4); 3.2053 (4.8); 3.1560 (4.9); 2.4699 (0.8); 2.4493 (1.6); 2.4323 (1.5); 2.4143 (1.7); 2.3936 (0.9); 2.0478 (1.6); 1.9297 (2.2); 1.9236 (2.1); 1.8949 (1.9); 1.8886 (1.8); 1.6196 (8.7); 1.6180 (8.5); 1.6082 (14.1); 1.5965 (13.5); 0.9352 (0.6); -0.0002 (11.3); -0.0018 (10.8) _

[0407] I-002:1 H-NMR(400.6 MHz, CDCl3):

[0408] 5= 7.2956 (1.1); 7.2640 (11.1); 6.9344 (1.7); 6.9295 (2.1); 6.9226 (2.1); 6.9171 (3.1); 6.9136 (3.0); 6.9078 (2.1); 6.9012 (2.2); 6.8963 (1.8); 6.8851 (0.5); 6.7029 (3.0); 6.6963 (0.9); 6.6853 (1.6); 6.6797 (2.4); 6.6740 (1.5); 6.6641 (4.0); 6.6580 (1.6); 6.6521 (0.8); 6.4759 (3.0); 6.4714 (2.9); 6.4362 (2.1); 6.4316 (2.0); 4.3625 (0.8); 4.3543 (0.9); 4.3473 (0.9); 4.3391 (0.9); 3.7049 (15.5); 3.6821 (16.0); 3.3723 (3.4); 3.3444 (3.3); 2.9771 (0.6); 2.9661 (1.2); 2.9563 (1.2); 2.9428 (1.3); 2.9331 (0.7); 2.1525 (0.7); 2.1364 (1.1); 2.1318 (0.8); 2.1172 (1.1); 2.1133 (1.1); 2.1002 (1.0); 2.0967 (1.1); 2.0873 (0.7); 2.0774 (1.1); 2.0670 (1.1); 2.0554 (0.9); 2.0445 (0.8); 2.0367 (0.8); 1.9286 (0.6); 1.9235 (0.6); 1.9133 (1.3); 1.9001 (1.8); 1.8873 (1.6); 1.8805 (0.8); 1.8702 (1.6); 1.8598 (1.8); 1.8546 (1.6); 1.8457 (1.7); 1.8326 (1.3); 1.8270 (1.4); 1.8092 (1.2); 1.7970 (1.0); 1.7899 (0.9); 1.7771 (0.8); 1.7592 (0.9); 1.7483 (1.2); 1.7352 (0.9); 1.6188 (2.9); 1.5983 (12.5); 1.5857 (12.2); -0.0002 (12.0); - 0.0083 (0.7) _.

[0409] I-003: 1 H-NMR(400.6 MHz, CDCl3):

[0410] 5= 7.2637 (12.8); 6.9242 (2.1); 6.9115 (4.7); 6.8904 (4.5); 6.8849 (4.9); 6.8727 (2.1); 6.8566 (1.6); 6.8442 (1.5); 6.7185 (2.5); 6.6967 (3.6); 6.6826 (2.7); 6.6724 (2.4); 6.6431 (2.6); 6.6315 (2.6); 6.5274 (3.2); 6.5158 (3.1); 6.4875 (1.9); 6.4757 (2.0); 5.9143 (1.6); 5.9101 (1.5); 5.8799 (1.9); 5.8754 (2.8); 5.8710 (1.5); 5.8406 (1.5); 5.8365 (1.4); 5.3024 (1.0); 4.7143 (0.8); 4.6972 (1.3); 4.6805 (1.3); 4.6634 (0.8); 3.7454 (15.4); 3.7297 (0.8); 3.7083 (16.0); 2.7011 (4.4); 2.6705 (4.5); 1.6457 (15.3); 1.6414 (14.9); 1.5999 (8.9); 1.3411 (7.0); 1.3235 (7.5);

[0411] 1.3160 (7.3); 1.2985 (6.9); 1.2543 (3.8); -0.0002 (14.5) _

[0412] I-004: 1 H-NMR(400.6 MHz, CDCl3):

[0413] 5 = 7.2635 (17.5); 6.9228 (0.8); 6.9038 (5.1); 6.8988 (3.9); 6.8858 (4.8); 6.8825 (4.8); 6.8774 (3.8); 6.8707 (1.4); 6.8656 (2.3); 6.8582 (1.5); 6.8470 (1.0); 6.8384 (1.6); 6.8198 (0.8); 6.7169 (0.8); 6.7116 (1.3); 6.6948 (1.6); 6.6895 (2.5); 6.6842 (1.4); 6.6732 (1.0); 6.6675 (1.4); 6.6620 (0.8); 6.6493 (2.1); 6.6105 (3.5); 6.5107 (4.3); 6.5038 (1.8); 6.4910 (4.6); 6.4838 (1.9); 6.4710 (2.5); 6.4511 (2.3); 5.8846 (1.7); 5.8503 (2.4); 5.8462 (2.3); 5.8118 (1.8); 4.2043 (1.3); 4.1865 (4.2); 4.1687 (4.4); 4.1506 (2.2); 4.1401 (1.6); 4.1297 (4.6); 4.1236 (2.1);

[0414]

[0415] 4.1120 (4.7); 4.0942 (1.8); 2.7384 (3.5); 2.6900 (3.9); 2.4468 (0.8); 2.4284 (2.0); 2.4128 (3.5); 2.3966 (3.6); BYC250087 Foreign NR / ed 26.01.2026

[0416] 42

[0417] 2.3791 (1.9); 1.6221 (6.8); 1.6086 (16.0); 1.6001 (15.1); 1.2945 (4.5); 1.2767 (9.2); 1.2588 (5.1); 1.2495 (5.2);

[0418] 1.2316 (9.8); 1.2214 (8.2); 1.2139 (5.9); 1.2041 (10.4); 1.1847 (7.6); -0.0002 (19.5); -0.0080 (1.1) _

[0419] I-005: 1 H-NMR(400.6 MHz, CDCl3):

[0420] 5= 7.2647 (6.1); 7.1552 (0.6); 7.1342 (1.0); 7.1124 (0.6); 6.9017 (2.7); 6.8845 (2.8); 6.7076 (0.7); 6.6796 (2.1); 6.6641 (0.9); 6.6394 (2.0); 6.6345 (2.0); 6.4898 (2.4); 6.4823 (2.2); 6.4499 (1.6); 6.4424 (1.5); 4.3365 (0.8); 4.3196 (1.0); 4.3153 (0.9); 4.2985 (0.8); 4.1672 (0.8); 4.1494 (3.0); 4.1316 (4.5); 4.1138 (3.0); 4.0961 (0.9); 2.9847 (0.6); 2.5555 (1.3); 2.5419 (1.3); 2.5315 (1.8); 2.5233 (3.0); 2.5182 (2.0); 2.5103 (2.8); 2.4850 (0.6); 2.4720 (0.6); 1.6707 (0.5); 1.6024 (16.0); 1.2737 (3.7); 1.2672 (5.8); 1.2523 (12.1); 1.2354 (12.2); 1.2175 (3.7); - 0.0002 (6.9) _

[0421] I-006: 1 H-NMR(400.6 MHz, CDCl3):

[0422] 5= 7.4487 (0.6); 7.4281 (0.7); 7.4136 (0.8); 7.3933 (0.7); 7.2635 (14.2); 6.9413 (1.6); 6.9365 (2.0); 6.9195 (3.1); 6.9146 (2.9); 6.8977 (1.8); 6.8927 (1.3); 6.7026 (2.0); 6.6907 (2.6); 6.6632 (2.9); 6.6516 (1.8); 6.4666 (2.4); 6.4596 (2.7); 6.4268 (1.7); 6.4199 (2.0); 4.6334 (0.8); 4.6162 (0.8); 4.6000 (0.6); 4.5760 (1.4); 4.5694 (1.6); 4.5645 (1.2); 4.5517 (1.5); 4.5452 (1.6); 4.5406 (1.1); 4.0649 (0.8); 3.9941 (2.0); 3.9846 (5.5); 3.9757 (4.3); 3.9630 (0.5); 3.7396 (13.6); 3.7325 (16.0); 3.1736 (5.0); 3.0102 (4.0); 2.5578 (0.6); 2.5522 (0.5); 2.5415 (0.6); 2.5342 (0.9); 2.5280 (0.7); 2.5230 (0.9); 2.5173 (1.2); 2.5113 (0.7); 2.5067 (0.8); 2.4996 (1.0); 2.4934 (0.6); 2.4824 (0.7); 2.4768 (0.6); 2.0600 (1.4); 2.0483 (3.1); 2.0277 (1.3); 1.6071 (10.1); 1.5950 (11.7); 1.5884 (13.4);

[0423] 1.2548 (0.6); 0.9542 (0.7); 0.9358 (1.4); 0.9175 (0.6); -0.0002 (15.7); -0.0084 (1.0) _

[0424] I-007: 1 H-NMR(400.6 MHz, CDCl3):

[0425] 5= 7.3001 (3.6); 7.2955 (4.0); 7.2736 (3.5); 7.2689 (4.4); 7.2615 (24.0); 7.2341 (2.6); 7.2294 (4.0); 7.2247 (1.8); 6.7117 (1.3); 6.7035 (1.3); 6.6720 (2.0); 6.6637 (1.9); 6.5223 (2.6); 6.4826 (1.9); 6.4796 (2.6); 6.4398 (1.7); 6.2182 (1.1); 6.1919 (1.2); 6.1807 (1.1); 6.1752 (1.3); 6.1543 (1.2); 6.1488 (1.3); 6.1376 (1.3); 6.1113 (1.3); 5.9507 (1.0); 5.9442 (1.2); 5.9342 (4.4); 5.9271 (0.8); 5.9179 (0.6); 5.5190 (1.7); 5.5172 (2.0); 5.5159 (2.0); 5.5142 (1.7); 5.4760 (1.5); 5.4742 (1.7); 5.4729 (1.8); 5.4711 (1.5); 5.3527 (1.5); 5.3513 (1.5); 5.3424 (1.5); 5.3410 (1.5); 5.3265 (1.4); 5.3250 (1.5); 5.3161 (1.4); 5.3147 (1.5); 5.0362 (0.7); 5.0204 (0.7); 5.0154 (0.7); 3.7499 (0.7); 3.7255 (16.0); 3.7187 (15.9); 3.5837 (2.1); 3.5520 (0.7); 3.5461 (1.0); 3.5313 (0.9); 3.5253 (1.0); 3.4944 (2.0); 2.4458 (0.8); 2.4324 (1.0); 2.4185 (0.6); 2.4111 (1.1); 2.3979 (0.9); 1.9478 (0.8); 1.9305 (0.8); 1.9128 (0.7); 1.8955 (0.7); 1.5751 (12.9); 0.9007 (0.7); 0.0079 (0.9); -0.0002 (30.1); -0.0085 (0.8) _.

[0426] I-008: 1 H-NMR(400.6 MHz, CDCl3):

[0427] 5= 7.2626 (18.6); 7.2544 (3.7); 7.2325 (2.2); 6.9045 (0.6); 6.8751 (0.6); 6.8655 (0.6); 6.8361 (0.6); 6.6187 (0.9); 6.5798 (2.0); 6.5280 (1.8); 6.5079 (2.0); 6.4879 (1.4); 6.4679 (1.2); 5.8867 (0.8); 5.8517 (1.1); 5.8481 (1.0); 5.8130 (0.7); 5.3022 (0.7); 4.2052 (0.6); 4.1875 (1.8); 4.1697 (1.9); 4.1515 (1.1); 4.1323 (1.8); 4.1146 (1.9); 4.1054 (0.7); 4.0967 (0.7); 2.6106 (2.5); 2.6049 (2.6); 2.4272 (0.7); 2.4155 (1.3); 2.3968 (1.5); 2.3808 (0.8); 1.6049 (6.4); 1.5980 (6.4); 1.5842 (16.0); 1.2949 (2.1); 1.2771 (4.2); 1.2593 (2.6); 1.2495 (2.4); 1.2317 (4.2);

[0428] 1.2226 (3.4); 1.2139 (2.5); 1.2056 (4.1); 1.2024 (3.9); 1.1853 (3.2); 0.8819 (0.7); -0.0002 (17.5); -0.0083 (1.0) I-009: 1 H-NMR(400.6 MHz, CDCI3):

[0429] 5= 7.2893 (2.2); 7.2847 (2.4); 7.2747 (2.6); 7.2697 (3.4); 7.2624 (18.2); 7.2284 (1.4); 7.2237 (1.8); 7.2192 (0.9); 6.6716 (0.8); 6.6672 (0.7); 6.6314 (1.2); 6.6276 (1.1); 6.4976 (1.2); 6.4740 (1.2); 6.4578 (0.8); 6.4341 (0.8); 5.9325 (3.0); 5.9235 (0.9); 5.3022 (0.9); 5.0374 (0.6); 5.0159 (0.5); 3.7239 (7.0); 3.7163 (6.8); 3.5470 (0.7); 3.5414 (0.7); 3.5264 (0.8); 3.5209 (0.6); 3.1561 (1.8); 3.1022 (1.8); 2.4461 (0.6); 2.4108 (0.6); 1.9330 (0.7); 1.9268 (0.7); 1.8980 (0.7); 1.8917 (0.6); 1.6049 (5.1); 1.5917 (5.1); 1.5668 (16.0); -0.0002 (20.4); -0.0085 (1.0) I-010: 1 H-NMR(400.6 MHz, CDCl3):

[0430] 5= 7.2912 (1.4); 7.2868 (1.4); 7.2778 (1.5); 7.2730 (1.7); 7.2619 (17.6); 7.2273 (0.8); 7.2229 (1.0); 6.6353 (0.6); 6.4821 (0.7); 6.4785 (0.6); 3.7106 (3.0); 3.6881 (3.1); 3.3101 (0.9); 3.2900 (0.9); 2.0482 (0.6); 1.5940 (2.6); 1.5807 (2.5); 1.5582 (16.0); 1.2621 (0.7); 0.8821 (0.8); -0.0002 (18.8) _

[0431] I-011: 1H-NMR(400.6 MHz, CDCl3):

[0432] 5= 7.2975 (2.3); 7.2932 (2.3); 7.2728 (2.5); 7.2623 (18.1); 7.2311 (1.7); 6.6749 (0.7); 6.6617 (0.6); 6.6351 (1.1); 6.6217 (0.9); 6.4762 (1.0); 6.4641 (1.2); 6.4361 (0.7); 6.4244 (0.8); 5.3023 (0.7); 4.5703 (0.7); 4.5518 (0.7); 3.9938 (1.0); 3.9841 (2.6); 3.9755 (1.8); 3.7470 (5.5); 3.7362 (6.4); 3.1637 (1.8); 2.9580 (1.5); 2.0604 (0.6); 2.0485 (0.9); 2.0254 (0.6); 1.5913 (4.9); 1.5837 (5.7); 1.5683 (16.0); -0.0002 (19.6) _

[0433] I-012: 1 H-NMR(400.6 MHz, CDCl3):

[0434] 5= 7.2625 (26.2); 7.2385 (3.5); 6.9276 (0.8); 6.9148 (0.8); 6.8989 (0.8); 6.8866 (1.5); 6.8757 (0.9); 6.8601 (0.8); 6.8473 (0.8); 6.6888 (1.2); 6.6682 (1.3); 6.6542 (1.3); 6.6410 (1.1); 6.6134 (2.0); 6.6012 (2.0); 6.5400 (2.1); 6.5267 (2.0); 6.5000 (1.0); 6.4867 (1.1); 5.9124 (1.1); 5.8763 (1.9); 5.8371 (1.0); 5.3023 (2.2); 4.6986 (1.0); 4.6831 (1.0); 3.7476 (8.8); 3.7128 (8.9); 2.5452 (2.2); 2.5312 (2.2); 1.6422 (12.1); 1.5680 (16.0); 1.3448 (4.3);

[0435] 1.3272 (4.9); 1.3209 (4.6); 1.3031 (4.1); 1.2530 (0.6); -0.0002 (20.6) _

[0436] I-013: 1 H-NMR(400.6 MHz, CDCl3):

[0437] 5= 7.2618 (29.1); 7.2310 (1.1); 6.6108 (0.6); 6.6055 (0.6); 6.4973 (0.6); 6.4872 (0.6); 4.1553 (0.8); 4.1375 (1.1); 4.1208 (0.7); 2.9007 (0.7); 2.8183 (0.8); 2.5229 (0.9); 2.5103 (0.7); 1.5986 (3.8); 1.5562 (16.0); 1.2770 (1.0);

[0438] 1.2704 (1.5); 1.2594 (3.0); 1.2546 (2.5); 1.2418 (2.9); 1.2243 (0.9); -0.0002 (29.9); -0.0080 (1.7) _

[0439] I-014: 1 H-NMR(400.6 MHz, CDCl3):

[0440] 5= 7.2723 (3.1); 7.2677 (4.7); 7.2611 (18.5); 7.2517 (1.5); 7.2472 (1.7); 7.2426 (0.7); 6.9067 (0.6); 6.9039 (0.6); 6.8942 (0.6); 6.8912 (0.6); 6.8674 (0.6); 6.8645 (0.6); 6.8549 (0.7); 6.8519 (0.6); 6.6832 (0.6); 6.6728 (0.5); 6.6433 (1.0); 6.6328 (1.1); 6.5546 (1.8); 6.5332 (1.8); 6.5147 (0.8); 6.4933 (0.8); 6.2801 (0.5); 6.2689 (0.5); 6.2537 (0.6); 6.2424 (0.6); 6.2369 (0.6); 6.2256 (0.6); 6.2105 (0.6); 6.1992 (0.6); 5.8983 (0.9); 5.8941 (0.9); 5.8583 (0.8); 5.8548 (0.8); 5.5049 (1.0); 5.5013 (1.0); 5.4617 (0.9); 5.4582 (0.9); 5.3819 (1.0); 5.3777 (1.0); 5.3555 (0.9); 5.3512 (0.9); 3.7407 (7.0); 3.7257 (7.1); 2.9171 (2.2); 2.9108 (2.2); 1.5573 (16.0); 1.3405 (2.8);

[0441]

[0442] 1.3372 (2.8); 1.3230 (2.8); 1.3197 (2.7); 0.9007 (0.8); 0.0080 (0.7); -0.0002 (22.4); -0.0085 (0.6)BYC250087 Ausland NR / ed 26.01.2026

[0443] 43

[0444] I-015: 1 H-NMR(400.6 MHz, CDCl3):

[0445] 5= 7.2604 (33.6); 6.9956 (0.5); 6.9473 (1.4); 6.9306 (1.8); 6.9249 (1.9); 6.9035 (1.4); 6.7441 (1.0); 6.7354 (1.0); 6.7045 (1.7); 6.6947 (1.9); 6.6885 (1.4); 6.6664 (0.7); 6.5139 (1.5); 6.4740 (1.2); 6.4675 (1.5); 6.4276 (1.1); 6.2231 (0.6); 6.1964 (0.7); 6.1849 (0.8); 6.1800 (0.8); 6.1582 (0.8); 6.1533 (0.8); 6.1417 (0.7); 6.1155 (0.7); 5.9444 (1.4); 5.9339 (4.3); 5.5224 (2.0); 5.4793 (1.7); 5.3554 (1.4); 5.3447 (1.3); 5.3289 (1.3); 5.3185 (1.2); 5.3002 (2.6); 5.0425 (0.8); 5.0233 (0.8); 3.7202 (9.8); 3.7152 (8.9); 3.5575 (2.6); 3.5462 (1.1); 3.5255 (1.1); 3.4687 (2.3); 2.4467 (0.6); 2.4334 (0.9); 2.4119 (0.9); 2.3990 (0.7); 1.9497 (0.7); 1.9263 (0.8); 1.9207 (0.8); 1.9149 (0.7); 1.8920 (0.6); 1.5468 (16.0); 1.2564 (0.7); -0.0002 (41.4); -0.0081 (2.2) _

[0446] I-016: 1 H-NMR(400.6 MHz, CDCl3):

[0447] 5= 7.2605 (24.4); 6.9169 (1.7); 6.9046 (1.8); 6.8950 (1.7); 6.8665 (0.8); 6.8532 (0.8); 6.7298 (0.5); 6.7131 (1.3); 6.7075 (1.2); 6.6853 (0.6); 6.6732 (1.0); 6.6638 (1.0); 6.5423 (1.7); 6.5195 (1.7); 6.5025 (0.8); 6.4797 (0.8); 6.2598 (0.5); 6.2476 (0.6); 6.2432 (0.6); 6.2309 (0.5); 6.2167 (0.6); 6.2043 (0.5); 5.8990 (1.0); 5.8599 (1.0); 5.5097 (1.2); 5.4665 (1.1); 5.3853 (1.2); 5.3815 (1.0); 5.3591 (1.1); 4.7079 (0.5); 4.6950 (0.5); 3.7561 (0.6); 3.7394 (6.2); 3.7236 (6.2); 2.8966 (2.2); 2.8899 (2.1); 1.5458 (16.0); 1.3389 (4.2); 1.3215 (4.1); -0.0002 (29.7); -

[0448]

[0449] 0.0081 (1.7)

[0450] The present invention further relates to the use of one or more compounds of the general formula (I) and / or their salts, as defined above, preferably in one of the embodiments characterized as preferred or particularly preferred, in particular one or more compounds of formula (1.1) and / or their salts, each as defined above, as a herbicide and / or plant growth regulator, preferably in crops of useful and / or ornamental plants.

[0451] The present invention further relates to a method for controlling harmful plants and / or for regulating plant growth, characterized in that an effective quantity

[0452] one or more compounds of the general formula (I) and / or their salts as defined above, preferably in one of the embodiments characterized as preferred or particularly preferred, in particular one or more compounds of formula (1.1) and / or their salts, each as defined above, or

[0453] of a means according to the invention, as defined below,

[0454] applied to the (harmful) plants, (harmful) plant seeds, the soil in which or on which the (harmful) plants grow, or the cultivated area.

[0455] The present invention also relates to a method for controlling unwanted plants, preferably in crop crops, characterized in that an effective quantity

[0456] one or more compounds of general formula (I) and / or their salts, as defined above, preferably in one of the embodiments characterized as preferred or particularly preferred, in particular one or more compounds of formula (1.1) and / or their salts, each as defined above, or BYC250087 Foreign NR / ed 26.01.2026

[0457] 44

[0458] of an agent according to the invention, as defined below,

[0459] applied to unwanted plants (e.g., pest plants such as mono- or dicotyledonous weeds or unwanted crop plants), the seed of the unwanted plants (i.e., plant seeds, e.g., grains, seeds, or vegetative reproductive organs such as tubers or shoot parts with buds), the soil in which or on which the unwanted plants grow (e.g., the soil of cultivated land or non-cultivated land), or the growing area (i.e., the area on which the unwanted plants will grow).

[0460] The present invention further relates to a method for combating and regulating the growth of plants, preferably crop plants, characterized in that an effective quantity

[0461] one or more compounds of the general formula (I) and / or their salts, as defined above, preferably in one of the embodiments characterized as preferred or particularly preferred, in particular one or more compounds of formula (1.1) and / or their salts, each as defined above, or

[0462] of an agent according to the invention, as defined below,

[0463] the plant, the plant's seed (i.e., plant seeds, e.g., grains, seeds, or vegetative reproductive organs such as tubers or shoot parts with buds), the soil in which or on which the plants grow (e.g., the soil of cultivated land or non-cultivated land), or the growing area (i.e., the area on which the plants will grow) is applied.

[0464] The compounds of general formula (I) or the agents according to the invention can be applied, for example, by pre-sowing (possibly also by incorporation into the soil), pre-emergence and / or post-emergence methods. By way of example, some representatives of the mono- and dicotyledonous weed flora that can be controlled by the compounds according to the invention are mentioned, without this mention implying a restriction to specific species.

[0465] Preferably, in a method according to the invention for controlling pests or regulating plant growth, one or more compounds of general formula (I) and / or their salts are used for controlling pests or regulating growth in crops of useful or ornamental plants, wherein the useful or ornamental plants are, in a preferred embodiment, transgenic plants. BYC250087 Foreign NR / ed 26.01.2026

[0466] 45

[0467] The compounds of general formula (I) and / or their salts according to the invention are suitable for controlling the following genera of monocotyledonous and dicotyledonous weeds:

[0468] Monocotyledon

[0469]

[0470] the

[0471]

[0472] Aegilops, Agropyron, Agrostis, Alopecurus, Apera, Avena, Brachiaria, Bromus, Cenchrus, Commelina, Cynodon, Cyperus, Dactyloctenium, Digitaria, Echinochloa, Eleocharis, Eleusine, Eragrostis, Eriochloa, Festuca, Fimbristylis, Heteranthera, Imperata, Ischaemum, Leptochloa, Lolium, Monochoria, Panicum, Paspalum, Phalaris, Phleum, Poa, Rottboellia, Sagittaria, Scirpus, Setaria, Sorghum.

[0473] Dicots of the genera: Abutilon, Amaranthus, Ambrosia, Anoda, Anthemis, Aphanes, Artemisia, Atriplex, Bellis, Bidens, Capsella, Carduus, Cassia, Centaurea, Chenopodium, Cirsium, Convolvulus, Datura, Desmodium, Emex, Erysimum, Euphorbia, Galeopsis, Galinsoga, Galium, Hibiscus, Ipomoea, Kochia, Lamium, Lepidium, Lindernia, Matricaria, Mentha, Mercurialis, Mullugo, Myosotis, Papaver, Pharbitis, Plantago, Polygonum, Portulaca, Ranunculus, Raphanus, Rorippa, Rotala, Rumex, Salsola, Senecio, Sesbania, Sida, Sinapis, Solanum, Sonchus, Sphenoclea, Stellaria, Taraxacum, Thlaspi, Trifolium, Urtica, Veronica, Viola, Xanthium.

[0474] If the compounds of general formula (I) according to the invention are applied to the soil surface before the germination of the harmful plants (grasses and / or weeds) (pre-emergence method), either the emergence of the grass or weed seedlings is completely prevented or they grow up to the cotyledon stage, but then stop growing and finally die completely after three to four weeks.

[0475] When the compounds of the general formula (I) according to the invention are applied to the green parts of the plants in the post-emergence method, growth stops after treatment and the weeds remain in the growth stage present at the time of application or die completely after a certain time, so that in this way weed competition harmful to the crop plants is eliminated very early and sustainably.

[0476] Although the compounds of the general formula (I) according to the invention exhibit excellent herbicidal activity against mono- and dicotyledonous weeds, cultivated plants of economically important crops, e.g. dicotyledonous crops of the genera Arachis, Beta, Brassica, Cucumis, Cucurbita, Helianthus, Daucus, Glycine, Gossypium, Ipomoea, Lactuca, Linum, Lycopersicon, Miscanthus, Nicotiana, Phaseolus, Pisum, Solanum, Vicia, or monocotyledonous crops of the genera Allium, Ananas, Asparagus, Avena, Hordeum, Oryza, Panicum, Saccharum, Secale, Sorghum, Triticale, Triticum, Zea, are only minimally damaged or not damaged at all, depending on the structure of the respective compound according to the invention and the amount applied. For these reasons, the compounds presented here are very well suited for the selective control of unwanted plant growth in crops such as agricultural crops or ornamental plantings. BYC250087 Foreign NR / ed 26.01.2026

[0477] 46

[0478] Furthermore, the compounds of general formula (I) according to the invention (depending on their respective structure and the amount applied) exhibit excellent growth-regulating properties in cultivated plants. They have a regulatory effect on the plant's own metabolism and can therefore be used to selectively influence plant constituents and to facilitate desiccation, for example, by triggering desiccation and growth stunting. They are also suitable for the general control and inhibition of undesirable vegetative growth without killing the plants. Inhibition of vegetative growth plays a major role in many monocot and dicot crops, as it can, for example, reduce or completely prevent lodging.

[0479] Due to their herbicidal and plant growth-regulating properties, the compounds of general formula (I) according to the invention can also be used to control weeds in crops of genetically engineered or conventionally mutagenic plants. The transgenic plants are generally characterized by particularly advantageous properties, for example, resistance to certain pesticides, especially certain herbicides, resistance to plant diseases or pathogens such as certain insects or microorganisms like fungi, bacteria, or viruses. Other special properties relate, for example, to the harvested crop with regard to quantity, quality, storability, composition, and specific constituents. For instance, transgenic plants with increased starch content or altered starch quality, or those with a different fatty acid composition of the harvested crop, are known.

[0480] The application of the compounds of the general formula (I) and / or their salts according to the invention is preferred with regard to transgenic cultures in economically important transgenic cultures of useful and ornamental plants, e.g. of cereals such as wheat, barley, rye, oats, millet, rice and maize or also cultures of sugar beet, cotton, soybean, rapeseed, potato, tomato, pea and other vegetables.

[0481] Preferably, the compounds of general formula (I) according to the invention can also be used as herbicides in crops which are resistant to the phytotoxic effects of the herbicides or have been made resistant by genetic engineering.

[0482] Due to their herbicidal and plant growth-regulating properties, the compounds of general formula (I) according to the invention can also be used to control weeds in crops of known or yet-to-be-developed genetically modified plants. The transgenic plants are generally characterized by particularly advantageous properties, for example, resistance to certain pesticides, especially certain BYC250087 Foreign NR / ed 26.01.2026

[0483] 47

[0484] Herbicides, resistance to plant diseases or pathogens such as certain insects or microorganisms like fungi, bacteria, or viruses. Other special characteristics relate, for example, to the harvested crop in terms of quantity, quality, storability, composition, and specific constituents. For instance, transgenic plants with increased starch content or altered starch quality, or those with a different fatty acid composition of the harvested crop, are known. Further special characteristics can include tolerance or resistance to abiotic stressors such as heat, cold, drought, salt, and ultraviolet radiation.

[0485] Preferred is the application of the compounds of general formula (I) or their salts according to the invention in economically important transgenic crops of useful and ornamental plants, e.g. of cereals such as wheat, barley, rye, oats, triticale, millet, rice, cassava and maize or also crops of sugar beet, cotton, soybean, rapeseed, potato, tomato, pea and other vegetables.

[0486] Preferably, the compounds of general formula (I) can be used as herbicides in crops that are resistant to the phytotoxic effects of the herbicides or have been made resistant by genetic engineering.

[0487] Conventional methods for producing new plants with modified characteristics compared to existing plants include classical breeding techniques and the creation of mutants. Alternatively, new plants with altered characteristics can be produced using genetic engineering.

[0488] Numerous molecular biological techniques for producing new transgenic plants with altered properties are well known to experts. For such genetic engineering manipulations, nucleic acid molecules can be introduced into plasmids, allowing mutagenesis or sequence modification through recombination of DNA sequences. Standard procedures can be used, for example, to perform base exchanges, remove partial sequences, or add natural or synthetic sequences. Adaptors or linkers can be attached to the DNA fragments to join them together.

[0489] The production of plant cells with reduced activity of a gene product can be achieved, for example, by expressing at least one corresponding antisense RNA, a sense RNA to achieve a cosuppression effect, or the expression of at least one appropriately engineered ribozyme that specifically cleaves transcripts of the aforementioned gene product. BYC250087 Foreign NR / ed 26.01.2026

[0490] 48

[0491] This can be achieved using either DNA molecules that comprise the entire coding sequence of a gene product, including any flanking sequences, or DNA molecules that comprise only parts of the coding sequence, provided these parts are long enough to produce an antisense effect in the cells. It is also possible to use DNA sequences that exhibit a high degree of homology to the coding sequences of a gene product, but are not completely identical.

[0492] During the expression of nucleic acid molecules in plants, the synthesized protein can be localized in any compartment of the plant cell. However, to achieve localization in a specific compartment, the coding region can be linked to DNA sequences that ensure localization in that compartment. Such sequences are known to those skilled in the art (see, for example, Braun et al., EMBO J. 11 (1992), 3219-3227). The expression of nucleic acid molecules can also take place in the organelles of plant cells.

[0493] The transgenic plant cells can be regenerated into entire plants using known techniques. In principle, the transgenic plants can be of any plant species, i.e., both monocotyledonous and dicotyledonous plants.

[0494] Thus, transgenic plants are available that exhibit altered properties through overexpression, suppression or inhibition of homologous (= natural) genes or gene sequences or expression of heterologous (= foreign) genes or gene sequences.

[0495] Preferably, the compounds of general formula (I) according to the invention can be used in transgenic cultures which are resistant to growth regulators, such as dicamba, or to herbicides that inhibit essential plant enzymes, such as acetolactate synthases (ALS), EPSP synthases, glutamine synthases (GS) or hydroxyphenylpyruvate dioxygenases (HPPD), respectively, or to herbicides from the group of sulfonylureas, glyphosates, glufosinates or benzoylisoxazoles and analogous active substances.

[0496] When the compounds of general formula (I) according to the invention are applied in transgenic crops, in addition to the effects observed in other crops against weeds, effects often occur that are specific to the application in the respective transgenic crop, for example, an altered or specifically expanded weed spectrum that can be controlled, altered application rates that can be used, preferably good compatibility with the herbicides to which the transgenic crop is resistant, as well as influencing the growth and yield of the transgenic crops. BYC250087 Foreign NR / ed 26.01.2026

[0497] 49

[0498] The invention therefore also relates to the use of the compounds of general formula (I) and / or their salts as herbicides for controlling pests in crops of useful or ornamental plants, optionally in transgenic crops.

[0499] Preferred use is in cereals, preferably maize, wheat, barley, rye, oats, millet, or rice, in pre- or post-emergence applications.

[0500] Its use in soybeans, either pre- or post-emergence, is also preferred.

[0501] The use according to the invention for controlling pests or for regulating plant growth also includes the case in which a compound of general formula (I) or its salt is formed from a precursor substance (“prodrug”) only after application to the plant, in the plant or in the soil.

[0502] The invention also relates to the use of one or more compounds of the general formula (I) or their salts or of an agent according to the invention (as defined below) (in a method) for controlling pests or for regulating plant growth, characterized in that an effective amount of one or more compounds of the general formula (I) or their salts is applied to the plants (pests, optionally together with the crops), plant seeds, the soil in which or on which the plants grow, or the cultivation area.

[0503] The invention also relates to a herbicidal and / or plant growth regulator, characterized in that the agent

[0504] (a) contains one or more compounds of general formula (I) and / or their salts as defined above, preferably in one of the embodiments characterized as preferred or particularly preferred, in particular one or more compounds of formula (1.1) and / or their salts, each as defined above,

[0505] and

[0506] (b) one or more further substances selected from groups (i) and / or (ii):

[0507] (i) one or more further agrochemically active substances, preferably selected from the group consisting of insecticides, acaricides, nematicides, other herbicides (i.e. those not corresponding to the general formula (I) defined above), fungicides, safeners, fertilizers and / or other growth regulators, BYC250087 Foreign NR / ed 26.01.2026

[0508] 50

[0509] (ii) one or more formulation aids commonly used in plant protection.

[0510] The other agrochemical active substances of component (i) of a composition according to the invention are preferably selected from the group of substances mentioned in "The Pesticide Manual", 16th edition, The British Crop Protection Council and the Royal Soc. of Chemistry, 2012.

[0511] An inventive herbicidal or plant growth regulator preferably comprises one, two, three or more formulation aids commonly used in plant protection (ii) selected from the group consisting of surfactants, emulsifiers, dispersants, film formers, thickeners, inorganic salts, dusting agents, carriers solid at 25 °C and 1013 mbar, preferably adsorbable, granulated inert materials, wetting agents, antioxidants, stabilizers, buffer substances, antifoaming agents, water, organic solvents, preferably organic solvents miscible with water in any proportion at 25 °C and 1013 mbar.

[0512] The compounds of general formula (I) according to the invention can be used in the form of sprayable powders, emulsifiable concentrates, sprayable solutions, dusts, or granules in conventional preparations. The invention therefore also relates to herbicidal and plant growth regulator agents containing compounds of general formula (I) and / or their salts.

[0513] The compounds of general formula (I) and / or their salts according to the invention can be formulated in various ways, depending on which biological and / or physicochemical parameters are specified. Possible formulations include, for example:

[0514] Sprayable powders (WP), water-soluble powders (SP), water-soluble concentrates, emulsifiable concentrates (EC), emulsions (EW), such as oil-in-water and water-in-oil emulsions, sprayable solutions, suspension concentrates (SC), oil- or water-based dispersions, oil-miscible solutions, capsule suspensions (CS), dusting agents (DP), pickling agents, granules for broadcast and ground application, granules (GR) in the form of micro-, spray-, lift- and adsorption granules, water-dispersible granules (WG), water-soluble granules (SG), ULV formulations, microcapsules and waxes.

[0515] These individual formulation types and formulation aids such as inert materials, surfactants, solvents, and other additives are known to those skilled in the art and are described, for example, in: Watkins, "Handbook of Insecticide Dust Diluents and Carriers", 2nd Ed., Darland Books, Caldwell NJ, Hv Olphen; "Introduction to Clay Colloid Chemistry"; 2nd Ed., J. Wiley & Sons, NY; C. Marsden, "Solvents Guide"; 2nd Ed., Interscience, NY 1963; McCutcheon's "Detergents and Emulsifiers Annual", MC Publ. Corp., Ridgewood NJ; Sisley and Wood, "Encyclopedia of Surface BYC250087 Ausland NR / ed 26.01.2026

[0516] 51

[0517] Active Agents", Chem. Publ. Co. Inc., NY 1964; Schönfeldt, "Interfacially Active Ethylene Oxide Adducts", Wiss. Verlagsgesellschaft, Stuttgart 1976; Winnacker-Küchler, "Chemical Technology", Volume 7, C. Hanser Verlag Munich, 4th edition 1986.

[0518] Spray powders are preparations that are uniformly dispersible in water and, in addition to the active ingredient, contain a diluent or inert substance as well as ionic and / or non-ionic surfactants (wetting agents, dispersants), e.g., polyoxyethylated alkylphenols, polyoxyethylated fatty alcohols, polyoxyethylated fatty amines, fatty alcohol polyglycol ether sulfates, alkanesulfonates, alkylbenzenesulfonates, sodium ligninsulfonic acid, 2,2'-dinaphthylmethane-6,6'-disulfonic acid sodium, sodium dibutylnaphthalenesulfonic acid, or sodium oleoylmethyltauric acid. To produce the spray powders, the herbicidal active ingredients are finely ground in conventional equipment such as hammer mills, blower mills, and air jet mills and simultaneously or subsequently mixed with the formulation aids.

[0519] Emulsifiable concentrates are produced by dissolving the active ingredient in an organic solvent, e.g., butanol, cyclohexanone, dimethylformamide, xylene, or even higher-boiling aromatics or hydrocarbons, or mixtures of organic solvents, with the addition of one or more ionic and / or non-ionic surfactants (emulsifiers). Examples of emulsifiers that can be used include: alkylarylsulfonic acid calcium salts such as...

[0520] Ca-dodecylbenzenesulfonate or non-ionic emulsifiers such as fatty acid polyglycol esters, alkylaryl polyglycol ethers, fatty alcohol polyglycol ethers, propylene oxide-ethylene oxide condensation products, alkyl polyethers, sorbitan esters such as sorbitan fatty acid esters or polyoxyethylene sorbitan esters such as polyoxyethylene sorbitan fatty acid esters.

[0521] Dusting agents are obtained by grinding the active ingredient with finely dispersed solid substances, e.g.

[0522] Talc, natural clays such as kaolin, bentonite and pyrophyllite, or diatomaceous earth.

[0523] Suspension concentrates can be water- or oil-based. They can be produced, for example, by wet milling using commercially available bead mills and, if necessary, the addition of surfactants, such as those already listed above for the other formulation types.

[0524] Emulsions, e.g. oil-in-water emulsions (EW), can be produced, for example, using stirrers, colloid mills and / or static mixers, with aqueous organic solvents and, if necessary, surfactants, such as those already listed above for the other formulation types.

[0525] Granules can be produced either by atomizing the active ingredient onto adsorbable, granulated inert material or by applying active ingredient concentrates using adhesives, BYC250087 Foreign NR / ed 26.01.2026

[0526] 52

[0527] For example, polyvinyl alcohol, sodium polyacrylate, or mineral oils can be applied to the surface of carrier materials such as sand, kaolinite, or granulated inert material. Suitable active ingredients can also be granulated in the manner customary for the production of fertilizer granules – optionally in mixture with fertilizers.

[0528] Water-dispersible granules are usually produced using standard methods such as spray drying, fluidized bed granulation, disc granulation, high-speed mixing, and extrusion without solid inert material.

[0529] For the production of disc-shaped, fluidized bed, extruded and spray-dried granules, see, for example, the processes in "Spray-Drying Handbook" 3rd ed. 1979, G. Goodwin Ltd., London; J.E. Browning, "Agglomeration", Chemical and Engineering 1967, pages 147 ff; "Perry's Chemical Engineer's Handbook", 5th ed., McGraw-Hill, New York 1973, pp. 8-57.

[0530] For further details on the formulation of plant protection products, see, for example, BGC Klingman, "Weed Control as a Science", John Wiley and Sons, Inc., New York, 1961, pages 81-96 and JD Freyer, SA Evans, "Weed Control Handbook", 5th Ed., Blackwell Scientific Publications, Oxford, 1968, pages 101-103.

[0531] The agrochemical preparations, preferably herbicidal or plant growth regulators of the present invention, preferably contain a total amount of 0.1 to 99 wt.%, preferably 0.5 to 95 wt.%, more preferably 1 to 90 wt.%, and in particular preferably 2 to 80 wt.%, of active ingredients of general formula (I) and their salts.

[0532] In sprayable powders, the active ingredient concentration is, for example, approximately 10 to 90 wt%, with the remainder to reach 100 wt% consisting of usual formulation components. In emulsifiable concentrates, the active ingredient concentration can be approximately 1 to 90 wt%, preferably 5 to 80 wt%. Powder formulations contain 1 to 30 wt% active ingredient, preferably usually 5 to 20 wt%; sprayable solutions contain approximately 0.05 to 80 wt%, preferably 2 to 50 wt% active ingredient. In water-dispersible granules, the active ingredient content depends in part on whether the active compound is liquid or solid and which granulation aids, fillers, etc., are used. For water-dispersible granules, the active ingredient content is, for example, between 1 and 95 wt%, preferably between 10 and 80 wt%.

[0533] In addition, the aforementioned active ingredient formulations may contain the usual adhesives, wetting agents, dispersants, emulsifiers, penetrating agents, preservatives, antifreeze and solvents, fillers, carriers and colorants, defoamers, evaporation inhibitors and pH value and viscosity BYC250087 Foreign NR / ed 26.01.2026

[0534] 53

[0535] Influencing agents. Examples of formulation aids are described, among others, in "Chemistry and Technology of Agrochemical Formulations", ed. DA Knowles, Kluwer Academic Publishers (1998).

[0536] The compounds of general formula (I) according to the invention, or their salts, can be used as such or in the form of their preparations (formulations) in combination with other pesticides, such as insecticides, acaricides, nematicides, herbicides, fungicides, safeners, fertilizers, and / or growth regulators, e.g., as finished formulations or as tank mixes. The combination formulations can be prepared based on the formulations mentioned above, taking into account the physical properties and stabilities of the active ingredients to be combined.

[0537] For example, known active ingredients based on the inhibition of, for example, acetolactate synthase, acetyl-CoA carboxylase, cellulose synthase, enolpyruvylshikimate 3-phosphate synthase, glutamine synthetase, p-hydroxyphenylpyruvate dioxygenase, phytoendesaturase, photosystem I, photosystem II, protoporphyrinogen oxidase, as described, for example, in Weed Research 26 (1986) 441-445 or "The Pesticide Manual", 16th edition, The British Crop Protection Council and the Royal Soc. of Chemistry, 2012 and the literature cited therein, can be used as combination partners for the compounds of the general formula (I) according to the invention in mixture formulations or in the tank mix.

[0538] Of particular interest is the selective control of weeds in crops of useful and ornamental plants. Although the compounds of general formula (I) according to the invention already exhibit very good to sufficient selectivity in many crops, phytotoxicity can, in principle, occur in some crops, and especially in the case of mixtures with other herbicides that are less selective. In this respect, combinations of compounds of general formula (I) according to the invention are of particular interest, which contain the compounds (I) or their combinations with other herbicides or pesticides and safeners. The safeners, which are used in an antidotally effective concentration, reduce the phytotoxic side effects of the herbicides / pesticides used, e.g.in economically important crops such as cereals (wheat, barley, rye, maize, rice, millet), sugar beet, sugar cane, rapeseed, cotton and soybeans, preferably cereals.

[0539] The weight ratio of herbicide (mixture) to safener generally depends on the application rate of herbicide and the efficacy of the respective safener and can vary within wide limits, for example in the range of 200:1 to 1:200, preferably 100:1 to 1:100, and particularly 20:1 to 1:20. The safeners can be formulated analogously to the compounds of the general formula (I)BYC250087 Foreign NR / ed 26.01.2026

[0540] 54

[0541] or whose mixtures with other herbicides / pesticides are formulated and supplied and applied as a ready-to-use formulation or tank mixture with the herbicides.

[0542] For application, commercially available herbicide or herbicide-safener formulations are diluted as necessary in the usual manner, e.g., spray powders, emulsifiable concentrates, dispersions, and water-dispersible granules with water. Powdery preparations, soil or granular coatings, and sprayable solutions are not usually diluted with further inert substances before application.

[0543] External conditions such as temperature, humidity, etc., influence to a certain extent the application rate of the compounds of general formula (I) and / or their salts according to the invention. The application rate can vary within wide limits. For use as a herbicide to control weeds, the total amount of the compounds of general formula (I) and their salts according to the invention is preferably in the range of 0.001 to 10.0 kg / ha, more preferably in the range of 0.005 to 5 kg / ha, more preferably in the range of 0.01 to 1.5 kg / ha, and particularly preferably in the range of 0.05 to 1 kg / ha. This applies to both pre-emergence and post-emergence applications.

[0544] When using compounds of the general formula (I) and / or their salts according to the invention as plant growth regulators, for example as stem shorteners in crops such as those mentioned above, preferably in cereal crops such as wheat, barley, rye, triticale, millet, rice or maize, the total application rate is preferably in the range of 0.001 to 2 kg / ha, more preferably in the range of 0.005 to 1 kg / ha, particularly in the range of 10 to 500 g / ha, and most preferably in the range of 20 to 250 g / ha. This applies to both pre-emergence and post-emergence application.

[0545] The application as a stem shortener can take place at various stages of plant growth. For example, application after tillering at the beginning of stem elongation is preferred.

[0546] Alternatively, when used as a plant growth regulator, seed treatment is also an option, encompassing various seed dressing and coating techniques. The application rate depends on the specific technique and can be determined through preliminary trials.

[0547] Suitable combination partners for the compounds of general formula (I) in mixture formulations or in tank mixes are, for example, known active substances based on the inhibition of, for example, BYC250087 Ausland NR / ed 26.01.2026

[0548] 55

[0549] Acetolactate synthase, acetyl-CoA carboxylase, cellulose synthase, enolpyruvylshikimate 3-phosphate synthase, glutamine synthetase, p-hydroxyphenylpyruvate dioxygenase, phytoendesaturase, photosystem I, photosystem II, protoporphyrinogen oxidase, or which act as plant growth regulators, can be used as described, for example, in Weed Research 26 (1986) 441-445 or "The Pesticide Manual", 19th edition, The British Crop Protection Council and the Royal Soc. of Chemistry, 2021 and the literature cited therein.

[0550] Examples of well-known herbicides or plant growth regulators that can be combined with compounds of the general formula (I) include the following active ingredients (the compounds are designated either by their International Organization for Standardization (ISO) common name, their chemical name, or their code number) and always encompass all application forms such as acids, salts, esters, and isomers like stereoisomers and optical isomers. One, and in some cases several, application forms are listed as examples:

[0551] Acetochlor, Acifluorfen, Acifluorfen-methyl, Acifluorfen-Natrium, Aclonifen, Alachlor, Allidochlor, Alloxydim, Alloxy dim -Natrium, Ametryn, Amicarbazon, Amidochlor, Amidosulfuron, 4-Amino-3-chlor-6-(4-chlor-2-fluor-3-methylphenyl)-5-fluorpyridin-2 -carbonsäure, Aminocyclopyrachlor, Aminocyclopyrachlor-Kalium, Aminocyclopyrachlor-methyl, Aminopyralid, Aminopyralid-dimethylammonium, Aminopyralid-tripromine, Amitrol, Ammoniumsulfamate, Anilofos, Asulam, Asulam-Kalium, Asulam -Natrium, Atrazin, Azafenidin, Azimsulfuron, Beflubutamid, (S)-(-)-Beflubutamid, Beflubutamid-M, Benazolin, Benazolin-ethyl, Benazolin-dimethylammonium, Benazolin-Kalium, Benfluralin, Benfuresate, Bensulfuron, Bensulfuron-methyl, Bensulid, Bentazon, Bentazon-Natrium, Benzobicyclon, Benzofenap, Bicyclopyrone, Bifenox, Bilanafos, Bilanafos-Natrium, Bipyrazone, Bispyribac, Bispyribac-Natium, Bixlozon, Bromacil, Bromacil-lithium, Bromacil-Natrium, Bromobutid, Bromofenoxim, Bromoxynil, Bromoxynilbutyrat, Bromoxynil-Kalium,Bromoxynil-heptanoat und Bromoxynil-octanoat, Busoxinon, Butachlor, Butafenacil, Butamifos, Butenachlor, Butralin, Butroxydim, Butylat, Cafenstrol, Cambendichlor, Carbetamide, Carfentrazon, Carfentrazon-Ethyl, Chloramben, Chloramben-ammonium, Chloramben-diolamin, Chlroamben-methyl, Chlorambenmethylammonium, Chloramben-Natrium, Chlorbromuron, Chlorfenac, Chlorfenac -ammonium, Chlorfenac-Natrium, Chlorfenprop, Chlorfenprop-methyl, Chlorflurenol, Chlorflurenol-methyl, Chloridazon, Chlorimuron, Chlorimuron-ethyl, Chlorophthalim, Chlorotoluron, Chlorsulfuron, Chlorthal, Chlorthal-dimethyl, Chlorthal-monomethyl, Cinidon, Cinidon-ethyl, Cinmethylin, exo-(+)-Cinmethylin, d.h. (lR,2S,4S)-4-isopropyl-l-methyl-2-[(2-methylbenzyl)oxy]-7-oxabicyclo[2.2.1]heptan, exo-(-)-Cinmethylin, d.h. (lR,2S,4S)-4-isopropyl-l-methyl-2-[(2-methylbenzyl)oxy]-7-oxabicyclo[2.2.1]heptan, Cinflubrolin, (1S,2R,4R)- 2-[(2-Brom-6-fluorphenyl)methoxy]-l-methyl-4-(l-methylethyl)-7-oxabicyclo[2.2.1]heptan, (1R,2S,4S)- 2-[(2-Brom-6-fluorphenyl)methoxy]-l-methyl-4-(l-methylethyl)-7-oxabicyclo[2.2.1]heptan, Cinosulfuron, Clacyfos, Clethodim, Clodinafop, Clodinafop-ethyl, Clodinafop-propargyl, Clomazon, Clomeprop, Clopyralid, Clopyralid-methyl,BYC250087 Ausland NR / ed 26.01.2026,

[0552] 56

[0553] Clopyralid-olamin, Clopyralid-Kalium, Clopyralid-tripomin, Cloransulam, Cloransulam-methyl, Cumyluron, Cyanamide, Cyanazine, Cycloat, Cyclopyranil, Cyclopyrimorat, Cyclosulfamuron, Cycloxydim, Cyhalofop, Cyhalofop-butyl, Cyprazin, 2,4-D (sowie die Ammonium, Butotyl, Butyl, Cholin, Diethylammonium, Dimethylammonium, Diolamin, Doboxyl, Dodecylammonium, Etexyl, Ethyl, 2-Ethylhexyl, Heptylammonium, Isobutyl, Isooctyl, Isopropyl, Isopropylammonium, Lithium, Meptyl, Methyl, Kalium, Tetradecylammonium, Triethylammonium, Triisopropanolammonium, Tripromin and Trolamin Salze davon), 2,4-DB, 2,4-DB-butyl, 2,4-DB-Dimethylammonium, 2,4-DB-isooctyl, 2,4-DB-Kalium und 2,4-DB-Natrium, Daimuron (Dymron), Dalapon, Dalapon-Calcium, Dalapon-Magnesium, Dalapon-Natium, Dazomet, Dazomet-Natrium, n-Decanol, 7-Deoxy-D-sedoheptulose, Desmedipham, Detosyl-pyrazolat (DTP), Dicamba und seine Salze (z. B. Dicamba-biproamin, Dicamba-N, N-Bis(3-aminopropyl)methylamin, Dicamba-butotyl, Dicamba-cholin,Dicamba-Diglycolamin, Dicamba-Dimethylammonium, Dicamba-Diethanolaminemmonium, Dicamba-Diethylammonium, Dicamba-isopropylammonium, Dicamba-methyl, Dicamba-monoethanolamin, Dicamba-olamin, Dicamba-Kalium, Dicamba-Natrium, Dicamba-Triethanolamin), Dichlobenil, 2-(2,4-Dichlorbenzyl)-4,4-dimethyl-l,2-oxazolidin-3-on, 2-(2,5-Dichlorbenzyl)-4,4-dimethyl-l,2-oxazolidin-3-on, Dichlorprop, Dichlorprop-butotyl, Dichlorprop-Dimethylammonium, Dichhlorprop-etexyl, Dichlorprop-ethylammonium, Dichlorprop-isoctyl, Dichlorprop-methyl, Dichlorprop-Kalium, Dichlorprop-Natrium, Dichlorprop-P, Dichlorprop-P -Dimethylammonium, Dichlorprop-P-etexyl, Dichlorprop-P-Kalium, Dichlorprop-Natrium, Diclofop, Diclofop-methyl, Diclofop-P, Diclofop-P-methyl, Diclosulam, Difenzoquat, Difenzoquat-metilsulfate, Diflufenican, Diflufenzopyr, Diflufenzopyr-Natrium, Dimefuron, Dimepiperate, Dimesulfazet, Dimethachlor, Dimethametryn, Dimethenamid, Dimethenamid-P, Dimetrasulfuron, Dinitramine, Dinoterb, Dinoterb- Acetate,Diphenamid, Diquat, Diquat-Dibromid, Diquat-Dichlorid, Dithiopyr, Diuron, DNOC, DNOC-Ammonium, DNOC-Kalium, DNOC -Natrium, Endothal, Endothal-Diammonium, Endothal-Dikalium, Endothal-Dinatrium, Epyrifenacil, EPTC, Esprocarb, Ethalfluralin, Ethametsulfuron, Ethametsulfuron-Methyl, Ethiozin, Ethofumesate, Ethoxyfen, Ethoxyfen-Ethyl, Ethoxy sulfuron, Etobenzanid, F-5231, d.h. N-[2-Chlor-4-fluor-5-[4-(3-fluorpropyl)-4,5-dihydro-5-oxo-lH-tetrazol-l-yl]-phenyl]-ethansulfonamid, F-7967, i.e. 3-[7-Chlor-5-fluor-2-(trifluormethyl)-lH-benzimidazol-4-yl]-l-methyl-6-(trifluormethyl)pyrimidin-2,4(lH,3H)-dion, Fenoxaprop, Fenoxaprop-P, Fenoxaprop-Ethyl, Fenoxaprop-P-Ethyl, Fenoxasulfone, Fenpyrazone, Fenquinotrione, Fentrazamid, Feproxydim, Flamprop, Flamprop-Isoproyl, Flamprop-Methyl, Flamprop-M-Isopropyl, Flamprop-M-Methyl, Flazasulfuron, Florasulam, Florpyrauxifen, Florpyrauxifen-benzyl, Fluazifop, Fluazifop-Butyl, Fluazifop-Methyl, Fluazifop-P, Fluazifop-P -Butyl, Flucarbazone,Flucarbazone sodium, flucetosulfuron, fluchloralin, fluchloraminopyr, fluchloraminopyr tefuryl, flufenacet, flufenpyr, flufenpyr ethyl, flumetsulam, flumiclorac, flumiclorac pentyl, flumioxazine, fluometurone, flurenol, flurenol butyl, dimethylammonium and methyl, fluoroglycofen, fluoroglycofen ethyl, flupropanate, flupropanate sodium, flupyrsulfuron, flupyrsulfuron methyl, flupyrsulfuron methyl sodium, BYC250087 Foreign NR / ed 26.01.2026

[0554] 57

[0555] Fluridon, Flurochloridon, Fluroxypyr, Fluroxypyr-Butometyl, Fluroxypyr-Meptyl, Flurtamon, Fluthiacet, Fluthiacet-Methyl, Fomesafen, Fomesafen-Natrium, Foramsulfuron, Foramsulfuron-Natrium, Fosamine, Fosamine-Ammonium, Glufosinat, Glufosinat-Ammonium, Glufosinat-Natrium, L-Glufosinat-Ammonium, L-Glufosinat-Natrium, Glufosinat-P -Natrium, Glufosinat-P -Ammonium, Glyphosat, Glyphosat-Ammonium, Glyphosat-Isopropylammonium, Glyphosat-Diammonium, Glyphosat-Dimethylammonium, Glyphosat-Kalium, Glyphosat-Natrium, Glyphosat-Sesquinatrium und Glyphosat-Trimesium, H-9201, d.h. O-(2,4-Dimethyl-6-nitrophenyl)-O-ethyl-isopropylphosphoramidothioat, Halauxifen, Halauxifen-methyl, Halosafen, Halosulfuron, Halosulfuron-Methyl, Haloxyfop, Haloxyfop-P, Haloxyfop-Ethoxyethyl, Haloxyfop-P -Ethoxyethyl, Haloxyfop-Methyl, Haloxyfop-P-Methyl, Haloxifop-Natrium, Hexazinon, HNPC-A8169, d.h. Prop-2-in-l-yl (2S)-2-{3-[(5-tert-butylpyridin-2-yl)oxy]phenoxy}propanoat, HW-02, d.h. l-(Dimethoxyphosphoryl)-ethyl-(2,4-dichlorphenoxy)acetat, Hydantocidin, Icafolin, Icafolin-Methyl, Imazamethabenz, Imazamethabenz-Methyl, Imazamox, Imazamox-Ammonium, Imazapic, Imazapic-Ammonium, Imazapyr, Imazapyr-Isopropylammonium, Imazaquin, Imazaquin-Ammonium, Imazaquin-Methyl, Imazethapyr, Imazethapyr-Ammonium, Imazosulfuron, Indanofan, Indaziflam, Indolauxipyr, lodosulfuron, lodosulfuron-Methyl, lodosulfuron-Methyl-Natrium, Ioxynil, loxynil-Lithium, -Octanoat, -Kalium und Natrium, Ipfencarbazon, Iptriazopyrid, d.h. 3-[(Isopropylsulfonyl)methyl]-N-(5-methyl-l,3,4-oxadiazol-2-yl)-5-(trifluormethyl)[l,2,4]triazolo-[4,3-a]pyridin-8-carboxamid, Isoproturon, Isouron, Isoxaben, Isoxaflutole, Karbutilat, KUH-043, d.h. 3-({[5-(Difluormethyl)-l-methyl-3-(trifluormethyl)-lH-pyrazol-4-yl]methyl}sulfonyl)-5,5-dimethyl-4,5-dihydro-l,2-oxazol, Ketospiradox, Ketospiradox-Kalium, Lactofen, Lenacil, Linuron, MCPA, MCPA-Butotyl, -Butyl, -Dimethylammonium, -Diolamin, -2-Ethylhexyl, -Ethyl, -Isobutyl, Isoctyl, -Isopropyl,-Isopropylammonium, -Methyl, Olamin, -Kalium, -Natrium und -Trolamin, MCPB, MCPB-Methyl, -Ethyl und -Natrium, Mecoprop, Mecoprop-Butotyl, Mecoprop- dimethylammonium, Mecoprop-Diolamin, Mecoprop-Etexyl, Mecoprop-Ethadyl, Mecoprop-Isoctyl, Mecoprop-Methyl, Mecoprop-Kalium, Mecoprop-Natrium, und Mecoprop-Trolamin, Mecoprop-P, Mecoprop-P-Butotyl, -Dimethylammonium, -2-Ethylhexyl und -Kalium, Mefenacet, Mefluidid, Mefluidid-Diolamin, Mefluidid-Kalium, Mesosulfuron, Mesosulfuron-Methyl, Mesosulfuron-Natrium, Mesotrion, Methabenzthiazuron, Metam, Metamifop, Metamitron, Metazachlor, Metazosulfuron, Methabenzthiazuron, Methiopyrsulfuron, Methiozolin, Methyl isothiocyanat, Metobromuron, Metolachlor, S-Metolachlor, Metosulam, Metoxuron, Metproxybicyclon, Metribuzin, Metsulfuron, Metsulfuron-Methyl, Molinat, Monolinuron, Monosulfuron, Monosulfuron-Methyl, MT-5950, d.h. N-[3-Chlor-4-(l-methylethyl)-phenyl]-2-methylpentanamid, NGGC-011, Napropamid, NC-310, d.h. 4-(2,4-Dichlorobenzoyl)-l-methyl-5-benzyloxypyrazole, Neburon, Nicosulfuron, Nonanoic acid (Pelargonic acid), Norflurazone, Oleic acid (Fatty acids), Orbencarb, Orthosulfamuron, Oryzalin, Oxadiargyl, Oxadiazone, Oxasulfuron, Oxaziclomefone, Oxyfluorfen, Paraquat, Paraquat dichloride, Paraquat dimethyl sulfate, Pebulate, Pendimethalin, Penoxsulam, Pentachlorophenol, Pentoxazone, Pethoxamide, Petroleum oil, Phenmedipham, Phenmedipham ethyl, BYC250087 Foreign NR / ed 26.01.2026

[0556] 58

[0557] Picloram, Picloram-dimethylammonium, Picloram-Etexyl, Picloram-Isoctyl, Picloram-Methyl, Picloram-Olamin, Picloram-Kalium, Picloram-Triethylammonium, Picloram-Tripromin, Picloram-Trolamin, Picolinafen, Pinoxaden, Piperophos, Pretilachlor, Primisulfuron, Primisulfuron-Methyl, Prodiamine, Profoxydim, Prometon, Prometryn, Propachlor, Propanil, Propaquizafop, Propazine, Propham, Propisochlor, Propoxycarbazone, Propoxycarbazone-Natrium, Propyrisulfuron, Propyzamid, Prosulfocarb, Prosulfuron, Pyraclonil, Pyraflufen, Pyraflufen-Ethyl, Pyraquinat, Pyrasulfotol, Pyrazolynat (Pyrazolat), Pyrazosulfuron, Pyrazosulfuron-Ethyl, Pyrazoxyfen, Pyribambenz, Pyribambenz-Isopropyl, Pyribambenz-Propyl, Pyribenzoxim, Pyributicarb, Pyridafol, Pyridat, Pyriftalid, Pyriminobac, Pyriminobac-Methyl, Pyrimisulfan, Pyrithiobac, Pyrithiobac-Natrium, Pyroxasulfon, Pyroxsulam, Quinclorac, Quinclorac-Dimethylammonium, Quinclorac-Methyl, Quinmerac, Quinoclamin, Quizalofop, Quizalofop-Ethyl, Quizalofop-P,Quizalofop-P-Ethyl, Quizalofop-P-Tefuryl, QYM201, d.h. l-{2-Chlor-3-[(3-cyclopropyl-5-hydroxy-l-methyl-lH-pyrazol-4-yl)carbonyl]-6-(trifluormethyl)phe-nyl}piperidin-2-on, Rimisoxafen, Rimsulfuron, Saflufenacil, Sethoxydim, Siduron, Simazine, Simetryn, SL-261, Sulcotrione, Sulfentrazone, Sulfometuron, Sulfometuron-Methyl, Sulfosulfuron,, SYP-249, d.h. l-Ethoxy-3-methyl-l-oxobut-3-en-2-yl-5-[2-chlor-4-(trifluormethyl)phenoxy]-2-nitrobenzoat, SYP-300, d.h. l-[7-Fluor-3-oxo-4-(prop-2-in-l-yl)-3,4-dihydro-2H- 1,4-benzoxazin-6-yl] -3 -propyl-2-thioxoimidazolidin-4,5 -dion, 2,3,6-TB A, TCA (Trichloressigsäure) und seine Salze, z. B. TCA-ammonium, TCA-Calcium, TCA-Ethyl, TCA-Magnesium, TCA-Natrium, Tebuthiuron, Tefuryltrione, Tembotrion, Tepraloxydim, Terbacil, Terbucarb, Terbumeton, Terbuthylazine, Terbutryn, Tetflupyrolimet, Thaxtomin, Thenylchlor, Thiazopyr, Thiencarbazone, Thiencarbazon-Methyl, Thifensulfuron, Thifensulfuron-Methyl, Thiobencarb, Tiafenacil, Tolpyralat, Topramezon,Tralkoxydim, Triafamon, Tri-allat, Triasulfuron, Triaziflam, Tribenuron, Tribenuron-Methyl, Triclopyr, Triclopyr-Butotyl, Triclopyr-Cholin, Triclopyr-Ethyl, Triclopyr-Triethylammonium, Trietazine, Trifloxysulfuron, Trifloxysulfuron-Natrium, Trifludimoxazin, Trifluralin, Triflusulfuron, Triflusulfuron-Methyl, Tritosulfuron, Hamstoffsulfat, Vemolat, XDE-848, ZJ-0862, d.h. 3,4-Dichlor-N-{2-[(4,6-dimethoxypyrimidin-2-yl)oxy]benzyl}anilin, 3-(2-Chlor-4-fluor-5-(3-methyl-2,6-dioxo-4-trifluormethyl-3,6-dihydropyrimidin-l(2H)-yl)phenyl)-5-methyl-4,5-dihydroisoxazol-5-carbonsäuremethylester, 3-(2-Chlor-4-fluor-5-(3-methyl-2,6-dioxo-4-trifluormethyl-3,6-dihydropyrimidin-l(2H)-yl)phenyl)-5-methyl-4,5-dihydroisoxazol-5-carbonsäureethylester, 3-(2-Chlor-4-fluor-5-(3-methyl-2,6-dioxo-4-trifluormethyl-3,6-dihydropyrimidin-l(2H)-yl)phenyl)-5-methyl-4,5-dihydroisoxazol-5-carbonsäure, Ethyl-[(3-{2-chlor-4-fluor-5-[3-methyl-2,6-dioxo-4-(trifluormethyl)-3,6-dihydropyrimidin-l(2H)-yl]phenoxy}pyridin-2-yl)oxy]acetat, 3-Chlor-2-[3-(difluormethyl)isoxazolyl-5-yl]phenyl-5-chlorpyrimidin-2-ylether, 2-(3,4-Dimethoxyphenyl)-4-[(2-hydroxy-6-oxocyclohex-l-en-l-yl)carbonyl]-6-methylpyridazin-3(2H)-on, 2-({2-[(2- Methoxy ethoxy )methy 1] -6-methy lpyridin-3 -y l}carbonyl)cyclohexane- 1,3 -dion, (5-Hydroxy- 1 -methyl-lH-pyrazol-4-yl)(3,3,4-trimethyl-l,l-dioxido-2,3-dihydro-l-benzothiophen-5-yl)methanon, l-Methyl-4-[(3,3,4-trimethy 1- 1, 1 -dioxido-2,3-dihydro- 1 -benzothiophen-5-y l)carbonyl] - 1 H-pyrazol-5 -y 1 propan- 1 -BYC250087 Ausland NR / ed 26.01.2026,

[0558] 59

[0559] sulfonat, 4-{2-Chlor-3-[(3,5-dimethyl-lH-pyrazol-l-yl)methyl]-4-(methylsulfonyl)benzoyl}-l -methyl-lH-pyrazol-5-yl-l,3-dimethyl-lH-pyrazol-4-carboxylat; Cyanomethyl-4-amino-3-chlor-5-fluor-6-(7-fluor-lH-indol-6-yl)pyridin-2-carboxylat, Prop-2-yn-l-yl 4-amino-3-chlor-5-fluor-6-(7-fluor-lH-indol-6-yl)pyridin-2 -carboxy lat, Methyl-4-amino-3-chlor-5-fluor-6-(7-fluor-lH-indol-6-yl)pyridin-2-carboxylat, Benzyl-4-amino-3 -chlor-5 -fluor-6-(7-fluor- 1 H-indol-6-y l)pyridin-2 -carboxy lat, Ethy 1-4-amino-3-chlor-5-fluor-6-(7-fluor-lH-indol-6-yl)pyridin-2-carboxylat, Methyl-4-amino-3-chlor-5-fluor-6-(7-fluor-l-isobutyryl-lH-indol-6-yl)pyridin-2 -carboxy lat, Methyl 6-(l-acetyl-7-fluor-lH-indol-6-yl)- 4-amino-3-chlor-5-fluorpyridin-2 -carboxy lat, Methyl-4-amino-3-chlor-6-[l-(2,2-dimethylpropanoyl)-7-fluor-lH-indol-6-yl]-5-fluorpyridin-2-carboxylat, Methyl-4-amino-3-chlor-5-fluor-6-[7-fluor-l-(methoxyacetyl)- lH-indol-6-yl]pyridin-2-carboxylat,Kalium 4-amino-3-chlor-5-fluor-6-(7-fluor- 1H-indol-6-yl)pyridin-2-carboxylat, Natrium-4-amino-3-chlor-5-fluor-6-(7-fluor-lH-indol-6-yl)pyridin-2-carboxylat, Butyl-4-amino-3-chlor-5-fluoro-6-(7-fluoro-lH-indol-6-yl)pyridin-2-carboxylat, 4-Hydroxy-1 -methyl-3- [4-(trifluoromethy l)pyridin-2-yl] imidazolidin-2-on, 3 -(5 -tert-butyl- 1,2-oxazol-3 -y l)-4-hy droxy- 1 -methy limidazolidin-2-on, 3 -[5 -Chlor-4-(trifluormethyl)pyridin-2-y 1] -4-hydroxy- 1 -methylimidazolidin-2-on, 4-Hydroxy-l-methoxy-5-methyl-3-[4-(trifluormethyl)pyridin-2-yl]imidazolidin-2-on, 6-[(2-Hydroxy-6-oxocyclohex-l-en-l-yl)carbonyl]-l,5-dimethyl-3-(2-methylphenyl)chinazolin-2,4(lH,3H)-dion, 3-(2,6-Dimethylphenyl)-6-[(2-hydroxy-6-oxocyclohex-l-en- 1-yl)carbonyl] -1 -methy lchinazolin-2,4(lH,3H)-dion, 2-[2-chlor-4-(methylsulfonyl)-3-(morpholin-4-ylmethyl)benzoyl]-3-hydroxycyclohex-2-en-l-on, 1 -(2 -carboxy ethy l)-4-(pyrimidin-2-yl)pyridazin-l-iumsalz (mit passenden Anionen wie z. B Chlorid,Acetate or trifluoroacetate), l-(2-Carboxyethyl)-4-(pyridazine-3-yl)pyridazine-l-ium salt (with suitable anions such as chloride, acetate or trifluoroacetate), 4-(Pyrimidin-2-yl)-l-(2-sulfoethyl)pyridazine-l-ium salt (with suitable anions such as chloride, acetate or trifluoroacetate), 4-(Pyridazine-3-yl)-l-(2-sulfoethyl)pyridazine-l-ium salt (with suitable anions such as chloride, acetate or trifluoroacetate), l-(2-Carboxyethyl)-4-(l,3-thiazol-2-yl)pyridazine-l-ium salt (with suitable anions such as chloride, acetate or trifluoroacetate), l-(2-Carboxyethyl)-4-(l,3,4-thiadiazol-2-yl)pyridazin-l-ium salt (with suitable anions such as chloride, acetate or trifluoroacetate), methyl (2R)-2-{[(E)-({2-chloro-4-fluoro-5-[3-methyl-2,6-dioxo-4-(trifluoromethyl)-3,6-dihydropyrimidin-l(2H)-yl]phenyl}methylidene)amino]oxy}propanoate, methyl (2S)- 2-{[(E)-({2-chloro-4-fluoro-5-[3-methyl-2,6-dioxo-4-(trifluoromethyl)-3,6-dihydropyrimidin-l(2H)-yl]phenyl}methylidene)amino]oxy}propanoate,Methyl (2R / S)-2-{[(E)-({2-chlor-4-fluor-5-[3-methyl-2,6-dioxo-4-(trifluormethyl)-3,6-dihydropyrimidin-l(2H)-yl]phenyl}methyliden)amino]oxy}propanoat, (E)-2-(Trifluormethyl)benzaldehyd-O-{2,6-bis[(4,6-dimethoxypyrimidin-2-yl)oxy]benzoyl}oxim, 2-Fluor-N-(5-methyl-l,3,4-oxadiazol-2-yl)-3-[(R)-propylsulfinyl]-4-(trifluormethyl)benzamid, (2R)-2-[(4-Amino-3,5-dichlor-6-fluor-2-pyridyl)oxy]propancarbonsäure, 2-Ethoxy-2-oxoethyl-l-{2-chlor-4-fluor- 5-[3-methyl-2,6-dioxo-4-(trifluormethyl)-3,6-dihydropyrimidin-l(2H)-yl]phenoxy}cyclopropancarboxylat, 2-Methoxy-2-oxoethyl-l-{2-chlor-4-fluor-5-[3-methyl-2,6-dioxo-4-(trifluormethy l)-3,6-dihydropyrimidin- 1 (2H)-yl]phenoxy}cyclopropancarboxy lat, { [( 1 - {2-Chlor-4-BYC250087 Ausland NR / ed 26.01.2026,

[0560] 60

[0561] fluor-5-[3-methyl-2,6-dioxo-4-(trifluormethyl)-3,6-dihydropyrimidin-l(2H)-yl]phenoxy}cyclopropyl)carbonyl]oxy}essigsäure, 2-(2-Brom-4-chlorbenzyl)-4,4-dimethyl-l,2-oxazolidin-3-on, Methyl 3-{2-chlor-4-fluor-5-[3-methyl-2,6-dioxo-4-(trifluoromethyl)-3,6-dihydropyrimidin-l(2H)-yl]phenyl}-3a,4,5,6-tetrahydro-6aH-cyclopenta[d][l,2]oxazol-6a-carboxylat, Ethyl 3-{2-chlor-4-fluor-5-[3-methyl-2,6-dioxo-4-(trifluoromethyl)-3,6-dihydropyrimidin-l(2H)-yl]phenyl}-3a,4,5,6-tetrahydro-6aH-cyclopenta[d][l,2]oxazol-6a-carboxylat, Methyl-3-{2-chlor-4-fluor-5-[3-methyl-2,6-dioxo-4-(trifluormethyl)-3,6-dihydropyrimidin-l(2H)-yl]phenyl}-6-methyl-3a,4,5,6-tetrahydro-6aH-cyclopenta[d][l,2]oxazol-6a-carboxylat, 3-{2-Chlor-4-fluor-5-[3-methyl-2,6-dioxo-4-(trifluormethyl)-3,6-dihydropyrimidin-l(2H)-yl]phenyl}-6-methyl-3a,4,5,6-tetrahydro-6aH-cyclopenta[d][l,2]oxazol-6a-carbonsäure, 3-{2-Chlor-4-fluor-5-[3-methyl-2,6-dioxo-4-(trifluormethyl)-3,6-dihydropyrimidin-l(2H)-yl]phenyl}-3a,4,5,6-tetrahydro-6aH-cyclopenta[d][l,2]oxazol-6a-carbonsäure,

[0562] Abscisinsäure und verwandte Analoga [z. B. (2Z,4E)-5-[6-Ethynyl-l-hydroxy-2,6-dimethyl-4-oxocyclohex-2-en-l-yl]-3-methylpenta-2,4-diensäure, methyl-(2Z,4E)-5-[6-ethynyl-l-hydroxy-2,6-dimethyl-4-oxocyclohex-2-en-l-yl]-3-methylpenta-2,4-dienoat, (2Z,4E)-3-ethyl-5-(l-hydroxy-2,6,6-trimethyl-4-oxocyclohex-2-en-l-yl)penta-2,4-diensäure, (2E,4E)-5-(l-hydroxy-2,6,6-trimethyl-4-oxocyclohex-2-en-l-yl)-3-(trifluoromethyl)penta-2,4-diensäure, methyl (2E,4E)-5-(l-hydroxy-2,6,6-trimethyl-4-oxocyclohex-2-en-l-yl)-3-(trifluoromethyl)penta-2,4-dienoat, (2Z,4E)-5-(2-hydroxy-l,3-dimethyl-5-oxobicyclo[4.1,0]hept-3-en-2-yl)-3-methylpenta-2,4-diensäure], Acibenzolar, Acibenzolar-S-methyl, S-Adenosylhomocystein, Allantoin, 2-Aminoethoxyvinylglycin (AVG), Aminooxyessigsäure and verwandte Ester [z. B.(Isopropylidene)-aminooxyacetic acid-2-(methoxy)-2-oxoethyl ester, (Isopropylidene)-aminooxyacetic acid-2-(hexyloxy)-2-oxoethyl ester, (Cyclohexylidene)-aminooxyacetic acid-2-(isopropyloxy)-2-oxoethyl ester], 1-Aminocyclopropyl-1-ylcarboxylic acid, N-Methyl-1-aminocyclopropyl-1-carboxylic acid, 1-Aminocyclopropyl-1-carboxylic acid amide, substituted 1-Aminocyclopropyl-1-carboxylic acid derivatives as described in DE3335514, EP30287, DE2906507 or US5123951, 1-Aminocyclopropyl-1-hydroxamic acid, 5-Aminolevulinic acid, Ancymidol, 6-Benzylaminopurine, Bikinin, Brassinolide, Brassinolide-ethyl, L-Canalin, Catechin and catechins (e.g. (2S,3R)-2-(3,4-Dihydroxyphenyl)-3,4-dihydro-2H-chromene-3,5,7-triol), chitooligosaccharides (CO; COs differ from LCOs in that they lack the fatty acid side chain characteristic of LCOs.COs, in some cases referred to as N-acetylchitooligosaccharides, are also composed of GlcNAc units, but have side chains that distinguish them from chitin molecules [(C8H. 13 NO5)n, CAS NO. 1398-61-4] and chitosan molecules [(C5H 11 NO4)n, CAS No. 9012-76-4]), chitin-like compounds, chlormequat chloride, cloprop, cyclanilides, 3-(cycloprop-l-enyl)propionic acid, l-[2-(4-cyano-3,5-dicyclopropylphenyl)acetamido]cyclohexanecarboxylic acid, l-[2-(4-cyano-3-cyclopropylphenyl)acetamido]cyclohexanecarboxylic acid, 1-cyclopropenylmethanol, daminozide, dazomet, dazomet sodium, n-decanol, dikegulac, dikegulac sodium, endothal, endothal dipotassium, -di-BYC250087 Foreign NR / ed 26.01.2026

[0563] 61

[0564] Sodium, and mono(N,N-dimethylalkylammonium), ethephon, l-ethylcyclopropene, flumetraline, fluorenol, fluorenol butyl, fluorenol methyl, flurprimidol, forchlorfenuron, gibberellic acid, inabenfide, indole-3-acetic acid (IAA), 4-indole-3-ylbutyric acid, isoprothiolane, probenazole, jasmonic acid, jasmonic acid esters or other derivatives (e.g., jasmonic acid methyl ester, jasmonic acid ethyl ester), lipochitooligosaccharides (LCO, in some cases also referred to as symbiotic nodulation signals (Nod or Nod factors) or Myc factors), consist of an oligosaccharide backbone of β-1,4-linked α-acetyl-D-glucosamine residues (“GlcNAc”) with an N-linked fatty acid side chain condensed at the non-reducing end. As can be seen from the According to literature, LCOs differ in the number of GlcNAc units in the backbone structure, in the length and saturation of the fatty acid chain, and in the substitution of reducing and non-reducing sugar units.Linoleic acid or its derivatives, linolenic acid or its derivatives, maleic hydrazide, mepiquat chloride, mepiquat pentaborate, 1-methylcyclopropene, 3-methylcyclopropene, methoxyvinylglycine (MVG), 3'-methylabscisic acid, l-(4-methylphenyl)-N-(2-oxo-1-propyl-1,2,3,4-tetrahydroquinoline-6-yl)methanesulfonamide and related substituted (tetrahydroquinoline-6-yl)methanesulfonamides, (3E,3aR,8bS)-3-({[(2R)-4-methyl-5-oxo-2,5-dihydrofuran-2-yl]oxy}methylene)-3,3a,4,8b-tetrahydro-2H-indeno[l,2-b]furan-2-one and related lactones as described in EP2248421, 2-(l-Naphthyl)acetamide, 1-Naphthylacetic acid, 2-Naphthyloxyacetic acid, Nitrophenolate mixture, 4-Oxo-4[(2-phenylethyl)amino]butyric acid, Paclobutrazol, 4-Phenylbutyric acid and its salts (e.g., sodium 4-phenylbutanoate, potassium 4-phenylbutanoate), Phenylalanines, N-Phenylphthalamic acid, Prohexadiones, Prohexadione calcium, 1-n-Propylcyclopropene, Putrescine, Prohydrojasmon, Rhizobitoxin, Salicylic acid and methyl salicylate, SarcosineSodium cycloprop-l-en-l-yl acetate, sodium cycloprop-2-en-l-yl acetate, sodium 3 -(cy cloprop-2-en- 1 -yl) propanoate, sodium 3-(cy cloprop- 1 -en- 1 -yl) propanoate, sidefungin, spermidine, spermine, strigolactone, tecnazene, thidiazuron, triacontanol, trinexapac, Trinexapac-ethyl, Tryptophan, Tsitodef, Uniconazole, Uniconazole-P, 2-Fluoro-N-(3-methoxyphenyl)-9H-purine-6-amine, 2-chloro-N-(3-methoxyphenyl)-9H-purine-6-amine.,

[0565] The following safeners, for example, are also suitable as combination partners for the compounds of general formula (I) according to the invention:

[0566] Sl) Compounds of formula (Sl),

[0567] ao

[0568] Jk 2 (S1)

[0569]

[0570] W A RA

[0571] where the symbols and indices have the following meanings:

[0572] n Ais a natural number from 0 to 5, preferably 0 to 3;BYC250087 Foreign NR / ed 26.01.2026

[0573] RA 1 is halogen, (Ci-C4)alkyl, (C1-C4)alkoxy, nitro or (Ci-C4)haloalkyl;

[0574] WA is an unsubstituted or substituted divalent heterocyclic residue from the group of division-saturated or aromatic five-membered heterocycles with 1 to 3 heteroring atoms from the group N and O, wherein at least one N atom and at most one O atom is contained in the ring, preferably a residue from the group (WA 1 ) to (WA 5 ),

[0575]

[0576] (W A 1) (W A 5)

[0577] m A is 0 or 1;

[0578] RA 2 is ORA 3 , SRA 3 or NR A 3 RA 4or a saturated or unsaturated 3- to 7-membered heterocycle with at least one N atom and up to 3 heteroatoms, preferably from the group O and S, which is linked via the N atom to the carbonyl group in (Sl) and is unsubstituted or substituted by residues from the group (C1-C4) alkyl, (C1-C4) alkoxy or optionally substituted phenyl, preferably a residue of formula ORA 3 , NHR A 4 or N(CH3)2, in particular the formula OR A 3 ;

[0579] RA 3 is hydrogen or an unsubstituted or substituted aliphatic hydrocarbon residue, preferably with a total of 1 to 18 C atoms;

[0580] RA 4 is hydrogen, (Ci-Ce)alkyl, (Ci-Ce)alkoxy, or substituted or unsubstituted phenyl; RA 5 is H, (Ci -Cs)alkyl, (Ci-Cs)haloalkyl, (Ci -C4)alkoxy (Ci -Cs)alkyl, cyano or COORA 9 , in which RA 9is hydrogen, (Ci-Cs)alkyl, (Ci-Cs)haloalkyl, (Ci-C4)alkoxy-(Ci-C4)alkyl, (Ci-Ce)hydroxyalkyl, (C3-Ci2)cycloalkyl or tri-(Ci-C4)alkylsilyl;

[0581] RA 6 , RA 7 , RA 8 are the same or different hydrogen, (Ci-Cs)alkyl, (Ci-Cs)haloalkyl, (C3-Ci2)cycloalkyl or substituted or unsubstituted phenyl;

[0582] RA 10 is H, (C3-Ci2)cycloalkyl, substituted or unsubstituted phenyl or substituted or unsubstituted heteroaryl;

[0583] preferably:

[0584] a) Compounds of the dichlorophenylpyrazolin-3-carboxylic acid type (Sl a ), preferably compounds such as l-(2,4-Dichlorophenyl)-5-(ethoxycarbonyl)-5-methyl-2-pyrazolin-3-carboxylic acid, l-(2,4-Dichlorophenyl)-5-(ethoxycarbonyl)-5-methyl-2-pyrazolin-3-carboxylic acid ethyl ester (S 1-1) (“Mefenpyr-diethyl”), and related compounds as described in WO- A-91 / 07874;

[0585] b) Derivatives of dichlorophenylpyrazolecarboxylic acid (Sl b ), preferably compounds such as l-(2,4-Dichlorophenyl)-5-methyl-pyrazole-3-carboxylic acid ethyl ester (Sl-2), l-(2,4-Di-BYC250087 Foreign NR / ed 26.01.2026

[0586] 63

[0587] chlorophenyl)-5-isopropyl-pyrazole-3-carboxylic acid ethyl ester (S 1-3), l-(2,4-Dichlorophenyl)-5-(l,l-dimethyl-ethyl)pyrazole-3-carboxylic acid ethyl ester (S 1-4) and related compounds as described in EP-A-333 131 and EP-A-269806;

[0588] c) Derivatives of 1,5-diphenylpyrazole-3-carboxylic acid (S l c ), preferably compounds such as l-(2,4-dichlorophenyl)-5-phenylpyrazole-3-carboxylic acid ethyl ester (Sl-5),

[0589] 1-(2-chlorophenyl)-5-phenylpyrazole-3-carboxylic acid methyl ester (S 1-6) and related compounds as described, for example, in EP-A-268554;

[0590] d) Compounds of the triazole carboxylic acid type (Sl d), preferably compounds such as fenchlorazole(-ethyl ester), i.e. l-(2,4-dichlorophenyl)-5-trichloromethyl-(lH)-l,2,4-triazol-3-carboxylic acid ethyl ester (Sl-7), and related compounds as described in EP-A-174562 and EP-A-346620;

[0591] e) Compounds of the type of 5-benzyl or 5-phenyl-2-isoxazoline-3-carboxylic acid or 5,5-diphenyl-2-isoxazoline-3-carboxylic acid (Sl e ), preferably compounds such as

[0592] 5-(2,4-Dichlorobenzyl)-2-isoxazoline-3-carboxylic acid ethyl ester (Sl-8) or 5-phenyl-2-isoxazoline-3-carboxylic acid ethyl ester (Sl-9) and related compounds as described in WO- A-91 / 08202, or 5,5-diphenyl-2-isoxazoline-3-carboxylic acid (Sl-10) or 5,5-diphenyl-2-isoxazoline-3-carboxylic acid ethyl ester (Sl-11) ("Isoxadifen-ethyl") or -n-propyl ester (Sl-12) or the

[0593] 5-(4-Fluorophenyl)-5-phenyl-2-isoxazoline-3-carboxylic acid ethyl ester (S 1 -13), as described in patent application WO-A-95 / 07897.

[0594] f) Compounds of the triazolyloxyacetic acid derivative type (S 1 f ), preferably compounds such as methyl-{[1,5-bis(4-chloro-2-fluorophenyl)-1H-1,2,4-triazol-3-yl]oxy}acetate (Sl-14) or {[1,5-Bis(4-chloro-2-fluorophenyl)-1H-1,2,4-triazol-3-yl]oxy}acetic acid (S 1-15) or methyl-{[5-(4-chloro-2-fluorophenyl)-1-(2,4-difluorophenyl)-1H-1,2,4-triazol-3-yl]oxy}acetate (S 1-16) or {[5-(4-chloro-2-fluorophenyl)-1-(2,4-difluorophenyl)-1H-1,2,4-triazol-3-yl]oxy}acetic acid (Sl-17) or methyl-{[1-(4-chloro-2-fluorophenyl l)-5-(2,4-difluorophenyl)- 1 H- 1,2,4-triazol-3 -yl]oxy}acetate (S 1 - 18) or { [ 1 -(4-chloro- 2-fluorophenyl)-5-(2,4-difluorophenyl)-lH-l,2,4-triazol-3-yl]oxy}acetic acid (S 1- 19), as described in patent application W02021 / 105101.

[0595] S2) quinoline derivatives of the formula (S2),

[0596]

[0597] where the symbols and indices have the following meanings: BYC250087 Foreign NR / ed 26.01.2026

[0598] 64

[0599] RB 1 is halogen, (Ci-C4)alkyl, (C1-C4)alkoxy, nitro or (Ci-C4)haloalkyl;

[0600] n B is a natural number from 0 to 5, preferably 0 to 3;

[0601] RB 2 is ORB 3 , SRB 3 or NR B 3 RB 4 or a saturated one

[0602] or an unsaturated 3- to 7-membered heterocycle with at least one N atom and up to 3 heteroatoms, preferably from the group O and S, which is linked via the N atom to the Carbony I group in (S2) and is unsubstituted or substituted by residues from the group (C1-C4) alkyl, (C1-C4) alkoxy or optionally substituted phenyl, preferably a residue of the formula ORB 3 , NHR B 4 or N(CH3)2, in particular the formula ORB 3 ;

[0603] RB 3 is hydrogen or an unsubstituted or substituted aliphatic hydrocarbon residue, preferably with a total of 1 to 18 C atoms;

[0604] RB 4 is hydrogen, (Ci-Ce)alkyl, (Ci-Ce)alkoxy, or substituted or unsubstituted phenyl; T B is a (Ci or C2)-alkanediyl chain that is unsubstituted or substituted with one or two (Ci-C4) alkyl groups or with [(C1-C3)-alkoxy]-carbonyl;

[0605] preferably:

[0606] a) Compounds of the type of 8-quinoline oxyacetic acid (S2 a ), preferably

[0607] (5-Chloro-8-quinolinoxy)acetic acid (l-methylhexyl) ester ("Cloquintocet-mexyl") (S2-1), (5-chloro-8-quinolinoxy)acetic acid (l,3-dimethyl-but-l-yl) ester (S2-2),

[0608] (5-Chloro-8-quinolineoxy)acetic acid 4-allyloxy-butyl ester (S2-3), (5-Chloro-8-quinolineoxy)acetic acid 1-allyloxy-prop-2-yl ester (S2-4), (5-Chloro-8-quinolineoxy)acetic acid ethyl ester (S2-5), (5-Chloro-8-quinolineoxy)acetic acid methyl ester (S2-6), (5-Chloro-8-quinolineoxy)acetic acid allyl ester (S2-7), (5-Chloro-8-quinolineoxy)acetic acid 2-(2-propylidene-iminoxy)-1-ethyl ester (S2-8), (5-Chloro-8-quinolineoxy)acetic acid 2-oxo-prop-1-yl ester (S2-9) and related compounds as described in

[0609] EP-A-86750, EP-A-94349 and EP-A-191 736 or EP-A-0492366, as well as (5-chloro-8-quinoline oxy)acetic acid (S2-10), its hydrates and salts, for example its lithium, sodium potassium, calcium, magnesium, aluminium, iron, ammonium, quaternary ammonium, sulfonium or phosphonium salts as described in WO-A-2002 / 34048;

[0610] b) Compounds of the (5-chloro-8-quinolineoxy)malonic acid type (S2 b), preferably compounds such as (5-chloro-8-quinoline oxy)malonic acid diethyl ester,

[0611] (5-Chloro-8-quinolineoxy)malonic acid diallyl esters, (5-chloro-8-quinolineoxy)malonic acid methyl ethyl esters and related compounds as described in EP-A-0582 198. BYC250087 Foreign NR / ed 26.01.2026

[0612] 65

[0613] S3) Compounds of formula (S3)

[0614] O

[0615]

[0616] where the symbols and indices have the following meanings:

[0617] RC 1 is (C1-C4)alkyl, (Ci-C4)haloalkyl, (C2-C4)alkenyl, (C2-C4)haloalkenyl, (C3-C7)cycloalkyl, preferably dichloromethyl;

[0618] RC 2 , RC 3 are the same or different: hydrogen, (Ci-C4)alkyl, (C2-C4)alkenyl,

[0619] (C2-C4)alkynyl, (Ci-C4)haloalkyl, (C2-C4)haloalkenyl, (Ci-C4)alkylcarbamoyl-(Ci-C4)alkyl, (C2-C4)alkenylcarbamoy l-(Ci -C4)alkyl, (Ci -C4)alkoxy-(Ci -C4)alky 1, Dioxolanyl-(Ci -C4)alkyl, thiazolyl, furyl, furylalkyl, thienyl, piperidyl, substituted or unsubstituted phenyl, or R c 2 and RC 3 together they form a substituted or unsubstituted heterocyclic ring, preferably an oxazolidine, thiazolidine, piperidine, morpholine, hexahydropyrimidine or benzoxazine ring; preferably: active ingredients of the dichloroacetamide type, which are frequently used as pre-emergence safeners (soil-active safeners), such as e.g.

[0620] "Dichlormid" (N, N-diallyl-2,2-dichloroacetamide) (S3-1), "R-29148" (3-dichloroacetyl-2,2,5-trimethyl-1,3-oxazolidine) from Stauffer (S3-2), "R-28725" (3-dichloroacetyl-2,2,-dimethyl-1,3-oxazolidine) from Stauffer (S3-3), "Benoxacor" (4-dichloroacetyl-3,4-dihydro-3-methyl-2H-l,4-benzoxazine) (S3-4), "PPG-1292" (N-allyl-N-[(l,3-dioxolan-2-yl)-methyl]-dichloroacetamide) from PPG Industries (S3-5), "DKA-24" (N-Allyl-N-[(allylaminocarbonyl)methyl]-dichloroacetamide) from Sagro-Chem (S3-6), "AD-67" or "MON 4660" (3-Dichloroacetyl-l-oxa-3-aza-spiro[4,5]decane) from Nitrokemia or Monsanto (S3-7), "TI-35" (1-Dichloroacetyl-azepane) from TRI-Chemical RT (S3-8), "Diclonon" (Dicyclonon) or "BAS145138" or "LAB145138" (S3-9) ((RS)-l-Dichloroacetyl-3,3,8a-trimethylperhydropyrrolo[l,2-a]pyrimidin-6-one) from BASF, "Furiazol" or "MON 13900" ((RS)-3-Dichloroacetyl-5-(2-furyl)-2,2-dimethyloxazolidine) (S3-10); and its (R)-isomer (S3-11).

[0621] S4) N-Acylsulfonamides of formula (S4) and their salts,

[0622]

[0623] BYC250087 Foreign NR / ed 26.01.2026

[0624] 66

[0625] where the symbols and indices have the following meanings:

[0626] X D is CH or N;

[0627] RD 1 is CO-NR D 5 RD 6 or NHCO-RD 7 ;

[0628] RD 2 is halogen, (Ci-C4)-haloalkyl, (Ci-C4)-haloalkoxy, nitro, (C1-C4)-alkyl, (Ci-C4)-alkoxy, (Ci-C4)-alkylsulfonyl, (Ci-C4)-alkoxy carbonyl or (C1-C4)-alkylcarbonyl;

[0629] RD 3 is hydrogen, (C1-C4)alkyl, (C2-C4)alkenyl or (C2-C4)alkynyl;

[0630] RD 4is halogen, nitro, (Ci-C4)-alkyl, (Ci-C4)-haloalkyl, (Ci-C4)-haloalkoxy, (C3-Ce)-cycloalkyl, phenyl, (Ci-C4)-alkoxy, cyano, (C1-C4)-alkylthio, (Ci-C4)-alkylsulfmyl, (Ci-C4)alkylsulfonyl, (Ci-C4)alkoxy carbonyl or (C1-C4)alkylcarbonyl;

[0631] RD 5 is containing hydrogen, (Ci-Ce)-alkyl, (C3-Ce)-cycloalkyl, (C2-Ce)-alkenyl, (C2-Ce)-alkyny 1, (Cs-Ce)-cycloalkenyl, phenyl or 3- to 6-membered heterocyclyl VD heteroatoms from the group nitrogen, oxygen and sulfur, wherein the last seven mentioned residues are substituted by VD substituents from the group halogen, (Ci-Ce) alkoxy, (Ci-Ce)haloalkoxy, (C1-C2) alkylsulfinyl, (C1-C2) alkylsulfonyl, (C3-Ce)cycloalkyl, (C1-C4) alkoxy carbonyl, (C1-C4) alkylcarbonyl and phenyl and in the case of cyclic residues also (C1-C4) alkyl and (Ci-C4)haloalkyl;

[0632] RD 6is hydrogen, (Ci-Ce) alkyl, (C2-Ce) alkenyl or (C2-Ce) alkyny 1, wherein the last three mentioned residues are substituted by VD residues from the group halogen, hydroxy, (Ci-C4)alkyl, (Ci-C4)alkoxy and (Ci-C4)alkylthio, or

[0633] RD 5 and RD 6 together with the nitrogen atom that carries them, they form a pyrrolidinyl or piperidinyl residue;

[0634] RD 7 is hydrogen, (Ci-C4)alkylamino, di-(Ci-C4)alkylamino, (Ci-Ce)alkyl, (C3-Ce)cycloalkyl, wherein the last two residues are replaced by substituents from the group halogen, (C1-C4)alkoxy, (Ci-Ce)haloalkoxy and (Ci-C4)alkylthio and in the case of cyclic residues also (C1-C4)alkyl and

[0635] (Ci-C4)haloalkyl are substituted;

[0636] n D is 0, 1 or 2;

[0637] m D is 1 or 2;

[0638] VD is 0, 1, 2 or 3;

[0639] Of these, compounds of the type N-acylsulfonamides are preferred, e.g. of the following formula (S4 a ), which are known, for example, from WO-A-97 / 45016

[0640]

[0641] whereinBYC250087 Foreign NR / ed 26.01.2026

[0642] 67

[0643] RD 7 (CI -Ce) alkyl, (C3-Ce)cycloalkyl, wherein the last two substituents are substituted by VD substituents from the group halogen, (C1-C4) alkoxy, (Ci-Ce)haloalkoxy and (Ci-C4)alkylthio and in the case of cyclic substituents also (C1-C4) alkyl and (Ci-C4)haloalkyl;

[0644] RD 4 Halogen, (C1-C4)alkyl, (C1-C4)alkoxy, CF 3;

[0645] m D 1 or 2;

[0646] VD means 0, 1, 2 or 3;

[0647] as well as acylsulfamoylbenzoic acid amides, e.g. of the following formula (S4 b ), which are known, for example, from WO-A-99 / 16744,

[0648] (S4 b )

[0649]

[0650] e.g. such as those in which

[0651] RD 5 = Cyclopropyl and (RD 4 ) = 2-OMe ("Cyprosulfamide", S4-1),

[0652] RD 5 = Cyclopropyl and (RD 4 ) = 5-Cl-2-OMe is (S4-2),

[0653] RD 5 = Ethyl and (R D 4 ) = 2-OMe is (S4-3),

[0654] RD 5 = Isopropyl and (RD 4 ) = 5-Cl-2-OMe is (S4-4) and

[0655] RD 5 = Isopropyl and (RD 4 ) = 2-OMe is (S4-5).

[0656] as well as compounds of the type of N-acylsulfamoylphenyl amines of the formula (S4 C ), which are known, for example, from EP-A-365484,

[0657]

[0658] wherein

[0659] RD 8 and RD 9 independently of each other hydrogen, (Ci-Cs)alkyl, (C3-Cs)cycloalkyl, (C3-Ce)alkenyl, (C3-C6)alkynyl,

[0660] RD 4 Halogen, (C1-C4)alkyl, (C1-C4)alkoxy, CF3

[0661] m D 1 or 2 means;

[0662] for example

[0663] l-[4-(N-2-methoxybenzoylsulfamoyl)phenyl]-3-methyl urea,

[0664] l-[4-(N-2-methoxybenzoylsulfamoyl)phenyl]-3,3-dimethyl urea, BYC250087 Foreign NR / ed January 26, 2026

[0665] 1 - [4-(N-4, 5-Dimethylbenzoy Isulfamoy l)phenyl] -3 -methy Iurea

[0666] 55) Active substances from the class of hydroxyaromatics and aromatic-aliphatic carboxylic acid derivatives (S5), e.g. 3,4,5-triacetoxybenzoic acid ethyl ester, 3,5-di-methoxy-4-hydroxybenzoic acid, 3,5-dihydroxybenzoic acid, 4-hydroxysalicylic acid, 4-fluorosalicyclic acid, 2-hydroxycinnamic acid, 2,4-dichlorocinnamic acid, as described in WO-A-2004 / 084631, WO-A-2005 / 015994, WO-A-2005 / 016001.

[0667] 56) Active substances from the class of l,2-dihydroquinoxalin-2-one (S6), e.g.

[0668] 1-Methyl-3-(2-thienyl)-1,2-dihydroquinoxalin-2-one, 1-Methy 1-3-(2-thienyl)-1,2-dihydroquinoxalin-2-thione, l-(2-Aminoethyl)-3-(2-thienyl)-l,2-dihydro-quinoxalin-2-one hydrochloride, l-(2-Methylsulfonylaminoethyl)-3-(2-thienyl)-!, 2-dihydroquinoxa-lin-2-one, as described in WO-A-2005 / 112630.

[0669] 57) Compounds of formula (S7) as described in WO-A-1998 / 38856

[0670]

[0671] where the symbols and indices have the following meanings:

[0672] RE 1 , RE 2 are independently halogen, (Ci-C4)alkyl, (Ci-C4)alkoxy, (Ci-C4)haloalkyl, (Ci-C4)alkylamino, di-(Ci-C4)alkylamino, nitro;

[0673] A E is COORE 3 or COSRE 4

[0674] RE 3 , RE 4are independently hydrogen, (C1-C4) alkyl, (C2-Ce) alkenyl, (C2-C4) alkyny 1, cyanoalkyl, (Ci-C4) haloalkyl, phenyl, nitrophenyl, benzyl, halobenzyl, pyridinyl alkyl and alkylammonium,

[0675] n E 1 is 0 or 1

[0676] n E 2 , n E 3 are independent of each other: 0, 1 or 2,

[0677] preferably diphenyl methoxyacetic acid, ethyl diphenyl methoxyacetic acid ester, methyl diphenyl methoxyacetic acid ester (CAS Reg. No. 41858-19-9) (S7-1).BYC250087 Foreign NR / ed 26.01.2026

[0678] 69

[0679] S8) Compounds of formula (S8) as described in WO-A-98 / 27049

[0680]

[0681] Wherein

[0682] X F CH or N

[0683] n F in the event that X F =N is an integer from 0 to 4 and

[0684] in the event that XF =CH is an integer from 0 to 5,

[0685] RF 1 Halogen, (Ci-C4)alkyl, (Ci-C4)haloalkyl, (C1-C4) alkoxy, (Ci-C4)haloalkoxy, nitro, (Ci-C4)alkylthio, (C1-C4)-alkylsulfonyl, (C1-C4) alkoxy carbonyl, optionally substituted. phenyl, optionally substituted phenoxy,

[0686] RF 2 Hydrogen or (Ci-C4)alkyl

[0687] RF 3 Hydrogen, (Ci-Cs)alkyl, (C2-C4)alkenyl, (C2-C4)alkynyl, or aryl, wherein each of the aforementioned C-containing residues is unsubstituted or substituted by one or more, preferably up to three, identical or different residues from the group consisting of halogen and alkoxy; or their salts,

[0688] preferably compounds wherein

[0689] X F CH,

[0690] n F an integer from 0 to 2,

[0691] RF 1Halogen, (Ci-C4)alkyl, (Ci-C4)haloalkyl, (C1-C4)alkoxy, (Ci-C4)haloalkoxy,

[0692] RF 2 Hydrogen or (Ci-C4)alkyl,

[0693] RF 3 Hydrogen, (Ci-Cs)alkyl, (C2-C4)alkenyl, (C2-C4)alkynyl, or aryl, wherein each of the aforementioned C-containing residues is unsubstituted or substituted by one or more, preferably up to three identical or different residues from the group consisting of halogen and alkoxy, mean

[0694] or their salts.

[0695] S9) Active substances from the class of 3-(5-tetrazolylcarbonyl)-2-quinolones (S9), e.g.

[0696] 1,2-Dihydro-4-hydroxy-l-ethyl-3-(5-tetrazolylcarbonyl)-2-quinolone (CAS Reg. No. 219479-18-2), 1,2-Dihydro-4-hydroxy-l-methyl-3-(5-tetrazolyl-carbonyl)-2-quinolone (CAS Reg. No. 95855-00-8), as described in WO-A-1999 / 000020.

[0697] p. 10) Connections of the formulas (p. 10 a ) or (p. 10 b)BYC250087 Foreign NR / ed 26.01.2026

[0698] 70

[0699] as described in WO-A-2007 / 023719 and WO-A-2007 / 023764

[0700]

[0701] wherein

[0702] RG 1 Halogen, (C1-C4) Alkyl, Methoxy, Nitro, Cyano, CF3, OCF3

[0703] YG, Z G independently of each other O or S,

[0704] n G an integer from 0 to 4,

[0705] RG 2 (CI -Cie)alkyl, (C2-Ce)alkenyl, (C3-Ce)cycloalkyl, aryl; benzyl, halobenzyl,

[0706] RG 3 Hydrogen or (Ci-Ce) alkyl means.

[0707] SI 1) Active substances of the oxyimino compound type (S11) known as seed dressings, such as e.g. B. "Oxabetrinil" ((Z)-1,3-dioxolan-2-ylmethoxyimino(phenyl)acetonitrile) (S11-1), known as a seed treatment safener for millet against damage caused by metolachlor, "Fluxofenim" (1-(4-chlorophenyl)-2,2,2-trifluoro-1-ethanone-O-(1,3-dioxolan-2-ylmethyl)-oxime) (S11-2), known as a seed treatment safener for millet against damage caused by metolachlor, and "Cyometrinil" or "CGA-43089" ((Z)-cyanomethoxyimino(phenyl)acetonitrile) (S11-3), known as a seed treatment safener for millet against damage caused by metolachlor.

[0708] 512) Active substances from the class of isothiochromanones (S12), such as methyl-[(3-oxo-1H-2-benzothiopyran-4(3H)-ylidene)methoxy]acetate (CAS Reg. No. 205121-04-6) (S12-1) and related compounds from WO-A-1998 / 13361.

[0709] 513) One or more compounds from group (S13): "Naphthalic anhydride"

[0710] (1,8-Naphthalenedicarboxylic anhydride) (S13-1), known as a seed treatment safener for maize against damage from thiocarbama herbicides, "Fenclorim" (4,6-Dichloro-2-phenylpyrimidine) (S13-2), known as a safener for pretilachlor in sown rice, "Flurazole" (benzyl-2-chloro-4-trifluoromethyl 1-1,3-thiazol-5-carboxylate) (S13-3), known as a seed treatment safener for millet against damage from alachlor and metolachlor, "CL 304415" (CAS Reg. No. 31541-57-8) (4-Carboxy-3,4-dihydro-2H-l-benzopyran-4-acetic acid) (S13-4) of American Cyanamid, known as a safener for maize against damage from Imidazolinones are known, "MG 191" (CAS Reg. No. 96420-72-3) (2-Dichloromethyl-2-methyl-1,3-dioxolane) (S13-5) of Nitrokemia, which is known as a safener for maize, "MG-838" (CAS Reg. No. 133993-74-5) (2-propenyl l-oxa-4-azaspiro[4.5]decane-4-carbodithioate) (S13-6) of BYC250087 Foreign NR / ed 26.01.2026

[0711] 71

[0712] Nitrokemia company, "Disulfoton" (O, O-diethyl S-2-ethylthioethyl phosphorus dithioate) (S13-7), "Dietholate" (O, O-diethyl-O-phenylphosphorothioate) (S13-8), "Mephenate" (4-chlorophenyl methyl carbamate) (S13-9).

[0713] 514) Active substances which, in addition to a herbicidal effect against weeds, also have a safener effect on cultivated plants such as rice, such as:

[0714] "Dimepiperate" or "MY-93" (1-methyl-1-phenylethyl-piperidine-1-carbothioate), known as a rice safener against damage from the herbicide Molinate; "Daimuron" or "SK 23" (1-(1-methyl-1-phenylethyl)-3-p-tolyl hydroxypropyl), known as a rice safener against damage from the herbicide Imazosulfuron; "Cumyluron" = "JC-940" (3-(2-chlorophenylmethyl)-1-(1-methyl-1-phenylethyl)hydroxypropyl, see JP-A-60087254), known as a rice safener against damage from some herbicides; "Methoxyphenone" or "NK 049" (3,3'-dimethyl-4-methoxybenzophenone), known as a rice safener against damage from some herbicides; "CSB" (l-Bromo-4-(chloromethylsulfonyl)benzene) from Kumiai, (CAS Reg. No. 54091-06-4), which is known as a safener against damage caused by some herbicides in rice.

[0715] 515) Compounds of formula (S15) or their tautomers

[0716] as described in WO-A-2008 / 131861 and WO-A-2008 / 131860

[0717] O

[0718]

[0719] wherein

[0720] R H 1 means a (C1-C6)haloalkyl group and

[0721] R H 2 Hydrogen or halogen means and

[0722] R H 3 , R H 4 independently of each other hydrogen, (C1-C 16 )Alkyl, (C2-C 16 )Alkenyl or (C2-C 16 )Alkynyl, wherein each of the last 3 residues is unsubstituted or replaced by one or more residues from the group halogen, hydroxy, cyano, (C1-C4)alkoxy, (C1-C4)haloalkoxy, (C1-C4)alkylthio,

[0723] (C1-C4)Alkylamino, Di[(C1-C4)alkyl]-amino, [(C1-C4)Alkoxy]-carbonyl, [(C1-C4)Haloalkoxy]-carbonyl, (C3-C6)Cycloalkyl, unsubstituted or substituted, Phenyl, unsubstituted or substituted, and Heterocyclyl, unsubstituted or substituted, or (C3-C6)Cycloalkyl.

[0724] (C4-C6)Cycloalkenyl, (C3-C6)Cycloalkyl, condensed on one side of the ring with a 4- to 6-membered saturated or unsaturated carbocyclic ring, or (C4-C6)Cycloalkenyl, condensed on one side of the ring with a 4- to 6-membered saturated or unsaturated carbocyclic ring, wherein each of the latter 4 residues is unsubstituted or by one or more residues from the group halogen, hydroxy, cyano, (Cl-C4)alkyl, (Cl-C4)haloalkyl, (C1-C4)alkoxy, BYC250087 Foreign NR / ed 26.01.2026

[0725] 72

[0726] (Cl-C4)Haloalkoxy, (Cl-C4)Alkylthio, (Cl-C4)Alkylamino, Di[(Cl-C4)alkyl]-amino,

[0727] [(C1-C4) alkoxy] carbonyl, [(Cl-C4) haloalkoxy] carbonyl, (C3-C6) cycloalkyl, unsubstituted or substituted, phenyl, unsubstituted or substituted, and heterocyclyl, unsubstituted or substituted,

[0728] means or

[0729] R H 3 (C1-C4)-alkoxy, (C2-C4)alkenyloxy, (C2-C6)alkynyloxy or (C2-C4)haloalkoxy and R H 4 hydrogen or (C1-C4) alkyl means or

[0730] R H 3 and R H 4 together with the directly bonded N atom, a four- to eight-membered heterocyclic ring, which in addition to the N atom may also contain further heteroring atoms, preferably up to two further heteroring atoms from the group N, O and S, and which is unsubstituted or substituted by one or more residues from the group halogen, cyano, nitro, (C1-C4) alkyl, (Ci-C4)haloalkyl, (Ci-C4)alkoxy, (Ci-C4)haloalkoxy and (Ci-C4)alkylthio.

[0731] S16) Active substances primarily used as herbicides, but which also have a safener effect on crops, e.g. (2,4-Dichlorophenoxy)acetic acid (2,4-D), (4-Chlorphenoxy)acetic acid, (R, S)-2-(4-Chloro-o-tolyloxy)propionic acid (Mecoprop), 4-(2,4-Dichlorophenoxy)butyric acid (2,4-DB), (4-Chloro-o-tolyloxy)acetic acid (MCPA), 4-(4-Chloro-o-tolyloxy)butyric acid, 4-(4-Chlorphenoxy)butyric acid, 3,6-Dichloro-2-methoxybenzoic acid (Dicamba), l-(Ethoxycarbonyl)ethyl-3,6-dichloro-2-methoxy benzoate (Lactidichloro-ethy 1).

[0732] Insecticides / Acaricides / Nematicides

[0733] The active ingredients listed here by their "common name" are well-known and described, for example, in the Pesticide Manual ("The Pesticide Manual," 16th ed., British Crop Protection Council 2012) or can be found online (e.g., http: / / www.alanwood.net / pesticides). The classification is based on the IRAC Mode of Action Classification Scheme valid at the time of filing this patent application.

[0734] (1) Acetylcholinesterase (AChE) inhibitors, preferably carbamates selected from alanycarb, aldicarb, bendiocarb, benfuracarb, butocarboxime, butoxycarboxime, carbaryl, carbofuran, carbosulfan, ethiofencarb, fenobucarb, formetanate, furathiocarb, isoprocarb, methiocarb, methomyl, metolcarb, oxamyl, pirimicarb, propoxur, thiodicarb, thiofanox, triazamate, trimethacarb, XMC and xylylcarb, or organophosphates selected from acephate, azamethiphos, azinphos-ethyl, azinphos-methyl, cadusafos, chlorethoxyfos, chlorfenvinphos, chlormephos, chlorpyrifos-methyl, coumaphos, cyanophos, demeton-S-methyl, diazinon, dichlorvos / DDVP, dicrotophos, Dimethoate, BYC250087 Foreign NR / ed 26.01.2026

[0735] 73

[0736] Dimethylvinphos, Disulfoton, EPN, Ethion, Ethoprophos, Famphur, Fenamiphos, Fenitrothion, Fenthion, Fosthiazate, Heptenophos, Imicyafos, Isofenphos, Isopropyl-O-(methoxyaminothio-phosphoryl) salicylate, Isoxathion, Malathion, Mecarbam, Methamidophos, Methidathion, Mevinphos, Monocrotophos, Naled, Omethoate, Oxydemeton-methyl, Parathion-methyl, Phenthoate, Phorate, Phosalon, Phosmet, Phosphamidone, Phoxim, Pirimiphos-methyl, Profenofos, Propetamphos, Prothiofos, Pyraclofos, Pyridaphenthion, Quinalphos, Sulfotep, Tebupirimfos, Temephos, Terbufos, Tetrachlorvinphos, Thiometon, Triazophos, triclorfon and vamidothion.

[0737] (2) GABA-gated chloride channel blockers, preferably cyclodiene organochlorines selected from chlordane and endosulfan, or phenylpyrazoles (fiproles) selected from ethiprol and fipronil.

[0738] (3) Natrium-Kanal-Modulatoren, vorzugsweise Pyrethroide ausgewählt aus Acrinathrin, Allethrin, d-cis-trans- Allethrin, d-trans-Allethrin, Bifenthrin, Bioallethrin, Bioallethrin-S-cyclopentenyl-Isomer, Bioresmethrin, Cycloprothrin, Cyfluthrin, beta-Cyfluthrin, Cyhalothrin, lambda-Cyhalothrin, gamma-Cyhalothrin, Cypermethrin, alpha-Cypermethrin, beta-Cypermethrin, theta-Cypermethrin, zeta-Cypermethrin, Cyphenothrin [(lR)-trans-Isomer], Deltamethrin, Empenthrin [(EZ)-(lR)-Isomer], Esfenvalerat, Etofenprox, Fenpropathrin, Fenvalerat, Flucythrinat, Flumethrin, tau-Fluvalinat, Halfenprox, Imiprothrin, Kadethrin, Momfluorothrin, Permethrin, Phenothrin [(lR)-trans-Isomer], Prallethrin, Pyrethrine (Pyrethrum), Resmethrin, Silafluofen, Tefluthrin, Tetramethrin, Tetramethrin [(1R)-Isomer], Tralomethrin und Transfluthrin, oder DDT oder Methoxychlor.

[0739] (4) Competitive modulators of the nicotinic acetylcholine receptor (nAChR), preferably neonicotinoids selected from acetamiprid, clothianidin, dinotefuran, imidacloprid, nitenpyram, thiacloprid and thiamethoxam, or nicotine, or sulfoximines selected from sulfoxaflor, or butenolides selected from flupyradifurone, or mesoionics selected from triflumezopyrim, or pyridylidenes selected from flupyrimine.

[0740] (5) Allosteric modulators of the nicotinic acetylcholine receptor (nAChR, binding site I), preferably spinosynes selected from spinetoram and spinosad.

[0741] (6) Allosteric modulators of the glutamate-dependent chloride channel (GluCl), preferably avermectins / milbemycins selected from abamectin, emamectin benzoate, lepimectin and milbemectin.

[0742] (7) Juvenile hormone mimetics, preferably juvenile hormone analogues selected from hydroprene, kinoprene and methoprene, or fenoxycarb or pyriproxyfen. BYC250087 Foreign NR / ed 26.01.2026

[0743] 74

[0744] (8) Various non-specific (multi-site) inhibitors, preferably alkyl halides selected from methyl bromide and other alkyl halides, or chloropicrin or sulfuryl fluoride or borax or tartar emetic or methyl isocyanate generators selected from diazomet and metam.

[0745] (9) TRPV channel modulators of chordotonal organs, preferably pyridinazomethanes selected from pymetrozine and pyrifluquinazone or pyropenes selected from afidopyropene.

[0746] (10) CHS1 mite growth inhibitors selected from clofentezine, hexythiazox, diflovidazine and etoxazole.

[0747] (11) Microbial disruptors of the insect intestinal membrane selected from Bacillus thuringiensis subspecies israelensis, Bacillus sphaericus, Bacillus thuringiensis subspecies aizawai, Bacillus thuringiensis subspecies kurstaki, Bacillus thuringiensis subspecies tenebrionis and Bt plant proteins selected from CrylAb, CrylAc, CrylFa, CrylA.105, Cry2Ab, VIP3A, mCry3A, Cry3Ab, Cry3Bb and Cry34Abl / 35Abl.

[0748] (12) Inhibitors of mitochondrial ATP synthase, preferably ATP disruptors selected from diafenthiuron, or organotin compounds selected from azocyclotin, cyhexatin and fenbutatin oxide, or propargite or tetradifone.

[0749] (13) Uncouplers of oxidative phosphorylation by disturbance of the proton gradient selected from chlorfenapyr, DNOC and sulfuramide.

[0750] (14) Blockers of the nicotinic acetylcholine receptor channel selected from Bensultap, Cartap hydrochloride, thiocyclam and thiosultap sodium.

[0751] (15) CHS1 inhibitors of chitin biosynthesis, preferably benzoylureas selected from bistrifluron, chlorfluazuron, diflubenzuron, flucycloxuron, flufenoxuron, hexafluuron, lufenuron, novahiron, novifluuron, teflubenzuron and triflumuron.

[0752] (16) Inhibitors of chitin biosynthesis, type 1 selected from buprofezin.

[0753] (17) Molting disruptors (especially in Diptera, i.e., true flies) selected from cyromazine.

[0754] (18) Ecdysone receptor agonists, preferably diacylhydrazines selected from chromafenozide, halofenozide, methoxyfenozide and tebufenozide.

[0755] (19) Octopamine receptor agonists selected from amitraz.

[0756] (20) Mitochondrial complex III electron transport inhibitors selected from hydramethylnone, acequinocyl, fluacrypyrim and bifenazate. BYC250087 Foreign NR / ed 26.01.2026

[0757] 75

[0758] (21) Mitochondrial complex I electron transport inhibitors, preferably METI acaricides and insecticides selected from fenazaquin, fenpyroximate, pyrimidifen, pyridaben, tebufenpyrad and tolfenpyrad, or rotenone (Derris).

[0759] (22) Voltage-gated sodium channel blockers, preferably oxadiazines selected from indoxacarb or semicarbazones selected from metaflumizone.

[0760] (23) Inhibitors of acetyl-CoA carboxylase, preferably tetronic and tetramic acid derivatives selected from spirodiclofen, spiromesifen, spiropide ion and spirotetramate.

[0761] (24) Inhibitors of mitochondrial complex IV electron transport, preferably phosphides selected from aluminium phosphide, calcium phosphide, phosphine and zinc phosphide, or cyanides selected from calcium cyanide, potassium cyanide and sodium cyanide.

[0762] (25) Inhibitors of mitochondrial complex II electron transport, preferably beta-ketonitrile derivatives selected from cyenopyrafen and cyflumetofen, or carboxanilides selected from pyflubumide.

[0763] (28) Ryanodine receptor modulators, preferably diamides selected from chloroantraniliproles, cyantraniliproles, cyclaniliproles, flubendiamides and tetraniliproles.

[0764] (29) Modulators of chordotonal organs (with undefined target structure) selected from flonicamide.

[0765] (30) Allosteric modulators of the GABA-dependent chloride channel, preferably meta-diamides selected from broflanilide or isoxazoles selected from fluxametamide.

[0766] (31) Baculoviruses, preferably granuloviruses (GVs) selected from Cydia pomonella GV and Thaumatotibia leucotreta (GV) or nucleopolyhedroviruses (NPVs) selected from Anticarsia gemmatalis MNPV, Flucypyriprol and Helicoverpa armigera NPV.

[0767] (32) Allosteric modulators (binding site II) of the nicotinic acetylcholine receptor selected from GS-omega / kappa-HXTX-Hvla peptide.

[0768] (33) Calcium-activated potassium channel KCa2 modulators selected from Acynonapyr.

[0769] (34) Mitochondrial complex III electron transport inhibitors (non-Qo binding site) selected from flometoquine.

[0770] (UN) Compounds with unknown or unclear mechanism of action (the target protein responsible for biological activity is unknown or not characterized), selected from BYC250087 Foreign NR / ed 26.01.2026

[0771] 76

[0772] Azadirachtin, benzoximates, bromopropylates, quinomethionate, dicofol, lime sulfur, mancozeb, pyridalyl and sulfur.

[0773] (UNB) Bacterial agents (non-Bt) with unknown or unclear mechanism of action (the target protein responsible for biological activity is unknown or uncharacterized), selected from Burkholderia spp. and Wolbachia pipientis (ZAP).

[0774] (UNE) Botanical essences, including synthetic, extracted and unrefined oils of unknown or unclear mechanism of action (the target protein responsible for biological activity is unknown or not characterized), selected from Chenopodium ambrosioides near ambrosioides extracts and glycerol and propanediol fatty acid monoesters of neem oil.

[0775] (UNF) Fungal agents of unknown or unclear mechanism of action (the target protein responsible for biological activity is unknown or uncharacterized), selected from Beauveria bassiana strains, Metarhizium anisopliae strain F52, and Paecilomyces fumosoroseus Apopka strain 97.

[0776] (UNM) Non-specific mechanical and physical disruptors (the target protein responsible for biological activity is unknown or uncharacterized), selected from silica and mineral oil.

[0777] Other active ingredients selected from Afoxolaner, Benbenzaramine, Benzpyrimoxane, Chloroprallethrin, Cryolite, Cyclobutrifluram, Cycloxapride, Cyetpyrafen, Cyhalodiamides, Cyproflanilide (CAS 2375110-88-4), Dicloromezotiaz, Dimpropyridaz, epsilon-Metofluthrin, epsilon-Momfluthrin, Fenmezoditiaz, Fluazaindolizine, Fluchlordiniliprole, Fluensulfone, Flufenerim, Flufenoxystrobin, Flufiprole, Fluhexafon, Fluopyram, Fluralaner, Fufenozide, Flupentiofenox, Flupyroxypyrim, Guadipyr, Heptafluthrin, Imidaclothiz, Indazapyroxamet, Iprodione, Isocycloseram, kappa-Bifenthrin kappa-Tefluthrin, Lotilaner, Meperfluthrin, Mivorilaner, Modoflaner, Nicofluprole (CAS 1771741-86-6), Oxazosulfyl, Paichongding, Pyriminostrobin, Sarolaner, Spidoxamate, Spirobudifen, Tetramethylfluthrin, Tetrachlorantraniliprole, Tigolaner, Tiorantraniliprole, Tioxazafen, Thiofluoximates, Trifluenfuronate (CAS 2074661-82-6), Tyclopyrazoflor, Umifoxolaner; iodomethane;Furthermore, preparations based on Bacillus firmus (1-1582, Votivo), azadirachtin (BioNeem) and Ledprona (Calantha®) as well as the following compounds: 1-{2-Fluoro-4-methyl 1-5-[(2,2,2-trifluoroethyl l)sulfinyl]pheny 1}-3-(trifluoromethyl)-1 1,2,4-triazol-5-amine (known from WÖ2006 / 043635) (CAS 885026-50-6), 2-Chloro-N-[2-{l-[(2E)-3-(4-chlorophenyl)prop-2-en-l-yl]piperidin-4-yl}-4-(trifluoromethyl)phenyl]isonicotinamide (known from WÖ2006 / 003494) (CAS 872999-66-1), 3-(4-Chloro-2,6-dimethylphenyl)-4-hydroxy-8-methoxy-l,8-diazaspiro[4.5]dec-3-en-2-one (known from WO 2010052161) (CAS 1225292-17-0), 3-(4-Chloro-2,6-dimethylphenyl)-8-methoxy-2-oxo-l,8-diazaspiro[4.5]dec-3-en-4-yl-ethylcarbonate (known from EP 2647626) (CAS 1440516-42-6), PF1364 (known from JP2010 / 018586) (CAS 1204776-60-2), (3E)-3-[l-BYC250087 Foreign NR / ed 26.01.2026;

[0778] 77

[0779] [(6-Chlor-3-pyridyl)methyl]-2-pyridyliden]-l,l,l-trifluorpropan-2-on (bekannt aus WO2013 / 144213) (CAS 1461743-15-6), N-[3-(Benzylcarbamoyl)-4-chlorphenyl]-l-methyl-3-(pentafluorethyl)-4-(trifluormethyl)-lH-pyrazol-5 -carboxamid (bekannt aus W02010 / 051926) (CAS 1226889-14-0), 5-Brom-4-chlor-N-[4-chlor-2-methyl-6-(methylcarbamoyl)phenyl]-2-(3-chlor-2-pyridyl)pyrazol-3-carboxamid (bekannt aus CN103232431) (CAS 1449220-44-3), 4-[5-(3,5-Dichlorphenyl)-4,5-dihydro-5-(trifluormethyl)-3-isoxazolyl]-2-methyl-N-(cis-l-oxido-3-thietanyl)benzamid, 4-[5-(3,5-Dichlorphenyl)-4,5-dihydro-5-(trifluormethyl)-3-isoxazolyl] -2-methyl-N-(trans-l-oxido-3-thietanyl)benzamid und 4-[(5S)-5-(3,5-Dichlorphenyl)-4,5-dihydro-5-(trifluormethyl)-3-isoxazolyl]-2-methyl-N-(cis-l-oxido-3-thietanyl)benzamid (bekannt aus WO 2013 / 050317 Al) (CAS 1332628-83-7), N-[3-Chlor-l-(3-pyridinyl)-lH-pyrazol-4-yl]-N-ethyl-3-[(3,3,3-trifluorpropyl)sulfinyl]propanamid,(+)-N- [3 -Chlor- 1 -(3 -pyridinyl)- 1 H-pyrazol-4-yl] -N-ethy 1-3 -[(3,3,3 -trifluorpropy 1) sulfinyl] propanamid und (-)-N-[3-Chlor-l-(3-pyridinyl)-lH-pyrazol-4-yl]-N-ethyl-3-[(3,3,3-trifluorpropyl)sulfinyl]propanamid (bekannt aus WO 2013 / 162715 A2, WO 2013 / 162716 A2, US 2014 / 0213448 Al) (CAS 1477923-37-7), 5 -[ [(2E)-3 -Chlor-2-propen- 1 -yl] amino] - 1 -[2,6-dichlor-4-(trifluormethyl)pheny 1] -4-[(trifluormethyl)sulfinyl]-lH-pyrazol-3-carbonitrile (bekannt aus CN 101337937 A) (CAS 1105672-77-2), 3-Brom-N-[4-chlor-2-methyl-6-[(methylamino)thioxomethyl]phenyl]-l-(3-chlor-2-pyridinyl)-lH-pyrazol-5 -carboxamid, (Liudaibenjiaxuanan, bekannt aus CN 103109816 A) (CAS 1232543-85-9); N-[4-Chlor-2-[ [(1, 1 -dimethy lethyl)amino] carbonyl] -6-methy Iphenyl] - 1 -(3 -chlor-2-pyridiny l)-3 -(fluormethoxy)-lH-pyrazol-5-carboxamid (bekannt aus WO 2012 / 034403 Al) (CAS 1268277-22-0), N-[2-(5-Amino-l,3,4-thiadiazol-2-yl)-4-chlor-6-methylphenyl]-3-brom-l-(3-chlor-2-pyridinyl)-lH-pyrazol-5 -carboxamid (bekannt aus WO 2011 / 085575 Al) (CAS 1233882-22-8), 4-[3-[2,6-Dichlor-4-[(3,3-dichlor-2-propen-l-yl)oxy]phenoxy]propoxy]-2-methoxy-6-(trifluormethyl)pyrimidin (bekannt aus CN 101337940 A) (CAS 1108184-52-6); (2E)- und 2(Z)-2-[2-(4-Cyanophenyl)-l-[3-(trifluormethyl)phenyl]ethyliden]-N-[4-(difluormethoxy)phenyl]hydrazincarboxamid (bekannt aus CN 101715774 A) (CAS 1232543-85-9); Cyclopropancarbonsäure-3-(2,2-dichlorethenyl)-2,2-dimethyl-4-(lH-benzimidazol-2-yl)phenylester (bekannt aus CN 103524422 A) (CAS 1542271-46-4); (4aS)-7-Chlor-2,5-dihydro-2-[[(methoxycarbonyl)[4-[(trifluormethyl)thio]phenyl]amino]carbonyl]indeno[l,2-e][l,3,4]oxadiazin-4a(3H)-carbonsäuremethylester (bekannt aus CN 102391261 A) (CAS 1370358-69-2); 6-Desoxy-3-O-ethyl-2,4-di-O-methyl-l-[N-[4-[l-[4-(l,l,2,2,2-pentafluorethoxy)phenyl]-lH-l,2,4-triazol-3-yl]phenyl]carbamat]-a-L-mannopyranose (bekannt aus US 2014 / 0275503 Al) (CAS 1181213-14-8); 8-(2-Cyclopropylmethoxy-4-trifluormethylphenoxy)-3-(6-trifluormethylpyridazin-3-yl)-3-azabicyclo[3.2.1]octan (CAS 1253850-56-4), (8-anti)-8-(2-Cyclopropylmethoxy-4-trifluormethylphenoxy)-3-(6-trifluormethylpyridazin-3-yl)-3-azabicyclo[3.2. l]octan (CAS 933798-27-7), (8-syn)-8-(2-Cyclopropylmethoxy-4-trifluormethylphenoxy)-3-(6-trifluormethylpyridazin-3-yl)-3-azabicyclo[3.2.1]octan (bekannt aus WO 2007040280 Al, WO 2007040282 Al) (CAS 934001-66-8), N-[4-(Aminothioxomethyl)-2-methyl-6-[(methylamino)carbonyl]phenyl]-3-brom-l-(3-chlor-2-pyridinyl)- lH-pyrazol-5 -carboxamid (bekannt aus CN 103265527 A) (CAS 1452877-50-7), 3-(4-Chlor-BYC250087 Ausland NR / ed 26.01.2026,

[0780] 78

[0781] 2,6-dimethylphenyl)-8-methoxy-l-methyl-l,8-diazaspiro[4.5]decan-2,4-dion (bekannt aus WO 2014 / 187846 Al) (CAS 1638765-58-8), 3-(4-Chlor-2,6-dimethylphenyl)-8-methoxy-l-methyl-2-oxo-l, 8-diazaspiro[4.5]dec-3-en-4-yl-carbonsäureethylester (bekannt aus WO 2010 / 066780 Al, WO 2011151146 Al) (CAS 1229023-00-0), N-[l-(2,6-Difluorphenyl)-lH-pyrazol-3-yl]-2-(trifluormethyl) benzamid (bekannt aus WO 2014 / 053450 Al) (CAS 1594624-87-9), / V-[2-(2,6-Difluorphenyl)-2H-l,2, 3-triazol-4-yl]-2-(trifluormethyl)benzamid (bekannt aus WO 2014 / 053450 Al) (CAS 1594637-65-6), N-[l-(3,5-Difluor-2-pyridinyl)-lH-pyrazol-3-yl]-2-(trifluormethyl)benzamid (bekannt aus WO 2014 / 053450 Al) (CAS 1594626-19-3), N-[3-Chlor-l-(3-pyridinyl)-lH-pyrazol-4-yl]-2-(methylsulfonyl)-propanamid (bekannt aus WO 2019 / 236274 Al) (CAS 2396747-83-2), N-[2-Brom-4-[ 1,2,2,2-tetrafluor- 1 -(trifluormethy l)ethy 1] -6-(trifluormethyl)phenyl] -2-fluor-3- [(4-fluorbenzoy l)amino] -benzamid (bekannt aus WO 2019059412 Al) (CAS 1207977-87-4),2-(5-Cyclopropyl-3-ethylsulfonyl-2-pyridyl)-5-(trifluormethylsulfinyl)-l,3-benzoxazol (bekannt aus WO 2017146226 Al) (CAS 2128706-04-5), 6-(5-Cyclopropyl-3-ethylsulfonyl-2-pyridyl)-2,2-difluor-7-methyl-[l,3]dioxolo[4,5-f|benzimidazol (bekannt aus WO 2020013147 Al) (CAS 2408220-91-5), l-[6-(2,2-Difluoro-7-methyl-[l,3]dioxolo[4,5-f|benzimidazol-6-yl)-5-ethylsulfonyl-3-pyridyl]cyclopropan-carbonitril (bekannt aus WO 2020013147 Al) (CAS 2408220-94-8), 2-(3-Ethylsulfonyl-2-pyridyl)-5-(2,2,3,3,3-pentafluorpropoxy)pyrazin (bekannt aus WO 2017065228 Al) (CAS 2095470-94-1).,

[0782] Nematizide

[0783] The active ingredients identified here by their common names are well-known and described, for example, in the Pesticide Manual (“The Pesticide Manual”, 16th ed., British Crop Protection Council 2012) or can be found on the internet (e.g., http: / / www.alanwood.net / pesticides). The classification is based on the Nematicide IRAC Mode of Action Classification Groups current at the time of filing this patent application.

[0784] (Group Nl) Acetylcholinesterase (AChE) inhibitors, preferably (N-1A) carbamates selected from aldicarb, benfuracarb, carbofuran, carbosulfan and thiodicarb, or (N-1B) organophosphates selected from cadusafos, ethoprofos, fenamiphos, fosthiazate, imicyafos, phorate and terbufos.

[0785] (Group N-2) Allosteric modulators of the glutamate-gated chloride channel (GluCl), preferably avermectins selected from abamectin and emamectin benzoate.

[0786] (Group N-3) Inhibitors of mitochondrial complex II electron transport, in particular inhibitors of succinate coenzyme Q reductase, preferably pyridinylmethylbenzamides selected from fluopyram.

[0787] (Group N-4) Modulators of lipid synthesis / growth control, in particular inhibitors of acetyl-CoA carboxylase, preferably tetronic and tetramic acid derivatives selected from spirotetramate. BYC250087 Foreign NR / ed 26.01.2026

[0788] 79

[0789] (Group N-UN) Compounds of unknown or unclear mode of action and various compounds selected from fluensulfones, fluazaindolizines, furfural, iprodione, tioxazafen and trifluenfuronates.

[0790] (Group N-UNX) Compounds with unknown or unclear mode of action: Suspected multisite inhibitors, preferably volatile sulfur-producing compounds selected from carbon disulfide and dimethyl disulfide (DMDS), or carbon disulfide-releasing compounds selected from sodium tetrathiocarbonate, or alkyl halides selected from methyl bromide and methyl iodide (iodomethane), or halogenated hydrocarbons selected from 1,2-dibromo-3-chloropropane (DBCP) and 1,3-dichloropropene, or chloropicrin, or methyl isothiocyanate-producing compounds selected from allyl isothiocyanate, diazomet, metam potassium, and metam sodium. (Group N-UNB) Bacterial agents (non-Bt) with unknown or unclear mode of action, preferably a bacterium or derived from a bacterium selected from Burkholderia spp., e.g. B. rinojensis A396, Bacillus spp., e.g. B. firmus, licheniformis, amyloliquefaciens or subtilis, Pasteuria spp., e.g. b.penetrans or nishizawae, Pseudomonas spp., e.g. chlororaphis or fluorescens, and Streptomyces spp., e.g. lydicus, dicklowii or albogriseolus.

[0791] (Group N-UNF) Fungal products of unknown or unclear mode of action, preferably a fungus or derived from a fungus selected from Actinomyces spp., e.g. streptococcus, Arthrobotrys spp., e.g. oligospora, Aspergillus spp., e.g. niger, Muscodor spp., e.g. albus, Myrothecium spp., e.g. verrucaria, Paecilomyces spp., e.g. lilacinus (Purpureocillium lilacinum), cameus or fumosoroseus, Pochonia spp., e.g. chlamydosporia, and Trichoderma spp., e.g. harzianum, virens, atroviride or viride.

[0792] (Group N-UNE) Botanical or animal-derived products, including synthetic extracts and unrefined oils, of unknown or unclear mode of action, preferably botanical or animal-derived products selected from azadirachtin, camellia seed cake, essential oils, garlic extract, pongamia oil, terpenes, e.g. carvacrol, geraniol and thymol, and Quillaja saponaria extract.

[0793] Biological examples:

[0794] The following abbreviations for harmful and cultivated plants are used in the tables and trial evaluations below:

[0795] Tested pests:

[0796] ABUTH: Abutilon theophrasti

[0797] AGSTE: Agrostis tenuisBYC250087 Foreign NR / ed 01 / 26 / 2026

[0798] 80

[0799] ALOMY: Alopecurus myosuroides

[0800] AMARE Amaranthus retroflexus

[0801] AVEFA: Avena fatua

[0802] DIGSA: Digitaria sanguinalis

[0803] DIPTE: Diplotaxis tenuis

[0804] ECHCG: Echinochloa crus-galli

[0805] KCHSC: Kochia scoparia

[0806] LOLPE: Perennial Lolium

[0807] LOLRI: Lolium rigidum

[0808] MATCH: Matricaria chamomilla

[0809] MORNING: Matricaria odorata

[0810] PHBPU: Pharbitis purpurea

[0811] POAAN: Poa annua

[0812] POLCO: Polygonum convolvulus

[0813] SETVI: Green Setaria

[0814] STEMS: Stellaria media

[0815] VERPE: Veronica persica

[0816] VIOTR: Viola tricolor

[0817] Tested crops:

[0818] BRSNW: Brassica napus

[0819] GLXMA: Glycine max

[0820] RICE: Oryza sativa

[0821] TRZAS: Summer wheat

[0822] ZEAMX: Zea mays

[0823] A. Herbicidal activity in early post-emergence

[0824] Seeds of monocotyledonous or dicotyledonous weeds are placed in quartz sand in 96-well microtiter plates and cultivated in a climate chamber under controlled growth conditions. Five to seven days after sowing, the experimental plants are treated at the cotyledon stage. The compounds according to the invention, formulated as emulsion concentrates (EC), are applied with a water volume equivalent to 2200 liters per hectare. After nine to twelve days of the experimental plants remaining in the climate chamber under optimal growth conditions, the effect of the preparations is visually assessed in comparison to untreated controls. For example, 100% effect means plants have died, 0% effect means the same as the control plants. BYC250087 Foreign NR / ed 26.01.2026

[0825] 81

[0826] A1. Efficacy against AGSTE: In this test, for example, the following compounds according to the invention had a very good herbicidal effect (80% to 100%) at an application rate of 1900 g of active substance per hectare: I-005, I-003, I-004, I-001, I-006, I-002, I-013, I-012, I-008, I-011, I-009, I-010, I-016, I-015, I-007, I-014. The following compounds according to the invention also had a very good herbicidal effect (> 80%) at an application rate of 950 g of active substance per hectare: I I-005, I-003, I-004, I-001, I-006, I-002, I-013, I-012, I-008, I-011, I-009, I-010, I-016, I-015, I-007, I-014. The following compounds according to the invention showed very good herbicidal activity (> 80%) at an application rate of 475 g of active substance per hectare: 1-005, 1-003, 1-004, 1-001, 1-006, 1-002, 1-013, 1-012, 1-008, 1-011, 1-009, 1-010, 1-016, 1-015, 1-007, 1-014.Furthermore, the following compounds according to the invention showed very good herbicidal activity (> 80%) at an application rate of 238 g of active substance per hectare: 1-005, 1-003, 1-004, 1-001, 1-006, 1-002, 1-013, 1-012, 1-008, 1-011, 1-009, 1-010, 1-016, 1-015, 1-007, 1-014.

[0827] A2. Efficacy against LOLPE: In this test, for example, the following compounds according to the invention had a very good herbicidal effect (80% to 100%) at an application rate of 1900 g of active substance per hectare: 1-005, 1-003, 1-004, 1-001, 1-006, 1-002, 1-013, 1-012, 1-008, 1-011, 1-009, 1-010, 1-016, 1-015, 1-007, 1-014. The following compounds according to the invention also had a very good herbicidal effect (> 80%) at an application rate of 950 g of active substance per hectare: I-005, I-003, I-004, I-001, I-006, I-002, I-013, I-012, I-008, I-011, I-009, I-010, I-016, I-015, I-007, I-014. The following compounds according to the invention showed a very good herbicidal effect (> 80%) at an application rate of 475 g of active substance per hectare: I-005, I-004, I-001, I-006, I-002, I-013, I-012, I-008, I-011, I-009, I-010, I-016, I-015, I-007, I-014.Furthermore, the following compounds according to the invention showed very good herbicidal activity (> 80%) at an application rate of 238 g of active substance per hectare: 1-005, 1-003, 1-004, 1-001, 1-006, 1-002, 1-013, 1-012, 1-008, 1-011, 1-009, 1-010, 1-015, 1-007, 1-014.

[0828] A3. Efficacy against POAAN: In this test, for example, the following compounds according to the invention had a very good herbicidal effect (80% to 100%) at an application rate of 1900 g of active substance per hectare: 1-005, 1-003, 1-004, 1-001, 1-006, 1-002, 1-013, 1-012, 1-008, 1-011, 1-009, 1-016, 1-015, 1-007, 1-014. The following compounds according to the invention also had a very good herbicidal effect (> 80%) at an application rate of 950 g of active substance per hectare: 1-005, 1-003, 1-004, 1-001, 1-006, 1-002, 1-013, 1-012, 1-008, 1-011, 1-009, 1-010, 1-016, 1-015, 1-007, 1-014. The following compounds according to the invention showed very good herbicidal activity (> 80%) at an application rate of 475 g of active substance per hectare: 1-005, 1-003, 1-004, 1-001, 1-006, 1-002, 1-013, 1-012, 1-008, 1-011, 1-009, 1-010, 1-016, 1-015, 1-007, 1-014.Furthermore, the following compounds according to the invention showed a very good herbicidal effect (> 80%) at an application rate BYC250087 Ausland NR / ed 26.01.2026.

[0829] 82

[0830] of 238 g active substance per hectare: 1-005, 1-003, 1-004, 1-001, 1-006, 1-002, 1-013, 1-012, 1-008, 1-011, 1-009, 1-010, 1-016, 1-015, 1-007, 1-014.

[0831]

[0832] A4. Efficacy against SETVI: In this test, for example, the following compounds according to the invention had a very good herbicidal effect (80% to 100%) at an application rate of 1900 g of active substance per hectare: I-005, I-003, I-004, I-001, I-006, I-002, I-013, I-012, I-008, I-011, I-009, I-010, I-016, I-015, I-007, I-014. The following compounds according to the invention also had a very good herbicidal effect (> 80%) at an application rate of 950 g of active substance per hectare: I-005, I-003, I-004, I-001, I-006, I-002, I-013, I-012, I-008, I-011, I-009, I-010, I-016, I-015, I-007, I-014. The following compounds according to the invention showed very good herbicidal activity (> 80%) at an application rate of 475 g of active substance per hectare: 1-005, 1-003, 1-004, 1-001, 1-006, 1-002, 1-013, 1-012, 1-008, 1-011, 1-009, 1-010, 1-016, 1-015, 1-007, 1-014.Furthermore, the following compounds according to the invention showed very good herbicidal activity (> 80%) at an application rate of 238 g of active substance per hectare: 1-005, 1-003, 1-004, 1-001, 1-006, 1-002, 1-013, 1-012, 1-008, 1-011, 1-009, 1-010, 1-016, 1-015, 1-007, 1-014.

[0833]

[0834] A5. Efficacy against DIPTE: In this test, for example, the following compounds according to the invention had a very good herbicidal effect (80% to 100%) at an application rate of 1900 g of active substance per hectare: I-003, I-001, I-006, I-002, I-013, I-012, I-008, I-011, I-009, I-010, I-016, I-015, I-007, I-014. The following compounds according to the invention also had a very good herbicidal effect (> 80%) at an application rate of 950 g of active substance per hectare: 1-003, 1-004, 1-001, 1-006, 1-002, 1-013, 1-012, 1-008, 1-011, 1-009, 1-010, 1-016, 1-015, 1-007, 1-014. The following compounds according to the invention showed very good herbicidal activity (> 80%) at an application rate of 475 g of active substance per hectare: 1-005, 1-003, 1-001, 1-006, 1-002, 1-012, 1-011, 1-009, 1-010, 1-016, 1-015, 1-007, 1-014.Furthermore, the following compounds according to the invention showed very good herbicidal activity (> 80%) at an application rate of 238 g of active substance per hectare: 1-005, 1-003, 1-002, 1-013, 1-012, 1-008, 1-011, 1-009, 1-010, 1-016, 1-015, 1-007, 1-014.

[0835]

[0836] A6. Efficacy against MATCH: In this test, for example, the following compounds according to the invention had a very good herbicidal effect (80% to 100%) at an application rate of 1900 g of active substance per hectare: I-003, I-001, I-002, I-008, I-011, I-009, I-010, I-016, I-015, I-007, I-014. The following compounds according to the invention also had a very good herbicidal effect (> 80%) at an application rate of 950 g of active substance per hectare: 1-003, 1-004, 1-001, 1-002, 1-013, 1-012, 1-008, 1-011, 1-009, 1-010, 1-016, 1-015, 1-007, 1-014. The following compounds according to the invention showed very good herbicidal activity (> 80%) at an application rate of 475 g of active substance per hectare: 1-003, 1-001, 1-002, 1-013, 1-012, 1-008, 1-011, 1-009, 1-010, 1-016, 1-015, 1-007, 1-014. BYC250087 Foreign NR / ed 26.01.2026

[0837] 83

[0838] Furthermore, the following compounds according to the invention showed very good herbicidal activity (> 80%) at an application rate of 238 g of active substance per hectare: 1-003, 1-001, 1-002, 1-012, 1-008, 1-009, 1-010, 1-016, 1-015, 1-007, 1-014.

[0839] A7. Efficacy against STEME In this test, for example, the following compounds according to the invention had a very good herbicidal effect (80% to 100%) at an application rate of 1900 g of active substance per hectare: 1-005, 1-004, 1-006, 1-002, 1-013, 1-012, 1-008, 1-011, 1-009, 1-010, 1-016, 1-015, 1-007, 1-014. The following compounds according to the invention also had a very good herbicidal effect (> 80%) at an application rate of 950 g of active substance per hectare: 1-005, 1-003, 1-004, 1-001, 1-006, 1-002, 1-013, 1-012, 1-008, 1-011, 1-009, 1-010, 1-016, 1-015, 1-007, 1-014. The following compounds according to the invention showed very good herbicidal activity (> 80%) at an application rate of 475 g of active substance per hectare: 1-005, 1-004, 1-001, 1-006, 1-002, 1-013, 1-012, 1-008, 1-011, 1-009, 1-010, 1-016, 1-015, 1-007, 1-014.Furthermore, the following compounds according to the invention showed very good herbicidal activity (> 80%) at an application rate of 238 g of active substance per hectare: 1-005, 1-002, 1-013, 1-012, 1-008, 1-011, 1-009, 1-010, 1-016, 1-015, 1-007, 1-014.

[0840]

[0841] A8. VERPE In this test, for example, the following compounds according to the invention showed very good herbicidal activity (80% to 100%) at an application rate of 1900 g of active substance per hectare: 1-003, 1-008, 1-011, 1-016, 1-015, 1-007, 1-014. The following compounds according to the invention also showed very good herbicidal activity (> 80%) at an application rate of 950 g of active substance per hectare: 1-003, 1-016, 1-015, 1-007, 1-014. The following compounds according to the invention showed very good herbicidal activity (> 80%) at an application rate of 475 g of active substance per hectare: 1-013, 1-009, 1-016, 1-014. Furthermore, the following compounds according to the invention showed very good herbicidal activity (> 80%) at an application rate of 238 g of active substance per hectare: 1-009, 1-010, 1-016, 1-015, 1-014.

[0842] As the results listed above show, the compounds developed according to the invention exhibit good herbicidal efficacy against weeds when applied in early post-emergence. For example, compounds No. 1-002, 1-014, and 1-015 show very good herbicidal activity (80% to 100% herbicidal efficacy) against weeds such as Agrostis tenuis, Diplotaxis muralis, Diplotaxis tenuis, Lolium perenne, Matricaria chamomilla, Poa annua, Setaria viridis, Stellaria media, and Veronica persica in the post-emergence application method described above, at application rates of 1900 / 950 / 475 / 238 g of active substance per hectare.

[0843] B. Herbicide activity in post-emergence - Part IIBYC250087 Foreign NR / ed 26.01.2026

[0844] 84

[0845] Seeds of monocot and dicot weeds are sown in plastic pots in sandy loam soil (double sowings with one species of monocot and one of dicot weeds per pot), covered with soil, and cultivated in a greenhouse under controlled growing conditions. Two to three weeks after sowing, the experimental plants are treated at the single-leaf stage. The compounds according to the invention, formulated as wettable powders (WP) or emulsion concentrates (EC), are applied to the green parts of the plants as an aqueous suspension or emulsion, with the addition of 0.5% additive, at a water volume of approximately 600 liters per hectare. After approximately three weeks of the experimental plants remaining in the greenhouse under optimal growing conditions, the effect of the preparations is visually assessed in comparison to untreated controls. For example, 100% effect means the plants have died, 0% effect means the same as the control plants.

[0846] Tables E1 to E15 below show the effects of selected compounds of general formula (I) according to Tables 1 to 3 on various weeds and an application rate corresponding to 1280 g / ha and lower, obtained according to the aforementioned experimental procedure.

[0847] Table B1a: Post-emergence efficacy at 160g / ha against ALOMY in %

[0848] Example dosage

[0849] number [g / ha]

[0850] 1-005 160 80

[0851] 1-003 160 100

[0852] 1-004 160 80

[0853] 1-001 160 100

[0854] 1-006 160 100

[0855]

[0856] 1-002 160 90

[0857] Table B1b: Post-emergence efficacy at 40g / ha against ALOMY in %

[0858] Example dosage

[0859] number [g / ha]

[0860] 1-003 40 95

[0861] 1-001 40 100

[0862]

[0863] 1-002 40 80

[0864] Table B1c: Post-emergence efficacy at 10g / ha against ALOMY in %BYC250087 Foreign NR / ed 26.01.2026

[0865] Example dosage

[0866] number [g / ha]

[0867]

[0868] 1-001 10 100

[0869] Table B2a: Post-emergence efficacy at 160g / ha against ABUTH in %

[0870] Example Dosage A ABUTHBUTH

[0871] number [g / ha] AO AA AALMYVEFVEF

[0872] 1-003 160 90

[0873]

[0874] 1-001 160 90

[0875] Table B2b: Post-emergence efficacy at 40g / ha against ABUTH in %

[0876] Example dosage

[0877] number [g / ha]

[0878]

[0879] 1-001 40 80

[0880] Table B3a: Post-emergence efficacy at 160g / ha against AVEFA in %

[0881] Example dosage

[0882] number [g / ha]

[0883] 1-005 160 100

[0884] 1-003 160 100

[0885] 1-004 160 100

[0886] 1-001 160 100

[0887] 1-006 160 100

[0888]

[0889] 1-002 160 100

[0890] Table B3b: Post-emergence efficacy at 40g / ha against AVEFA in %

[0891] Example dosage

[0892] number [g / ha]

[0893] 1-005 40 95

[0894] 1-003 40 100

[0895] 1-004 40 100

[0896] 1-001 40 100

[0897] 1-006 40 100

[0898]

[0899] 1-002 40 100BYC250087 Foreign NR / ed 26.01.2026

[0900] Table B3c: Post-emergence efficacy at 10g / ha against AVEFA in %

[0901] Example dosage

[0902] number [g / ha]

[0903] 1-003 10 95

[0904] 1-001 10 95

[0905]

[0906] 1-002 10 100

[0907] Table B4a: Post-emergence efficacy at 160g / ha against DIGSA in %

[0908] Example dosage

[0909] number [g / ha]

[0910] 1-003 160 90

[0911] 1-001 160 90

[0912]

[0913] 1-002 160 90

[0914] Table B4b: Post-emergence efficacy at 40g / ha against DIGSA in %

[0915] Example dosage

[0916] number [g / ha]

[0917] 1-001 40 90

[0918]

[0919] 1-002 40 80

[0920] Table B4c: Post-emergence efficacy at 10g / ha against DIGSA in %

[0921] Example dosage

[0922] number [g / ha]

[0923]

[0924] 1-001 10 80

[0925] Table B5a: Post-emergence efficacy at 160g / ha against ECHCG in %

[0926] Example dosage

[0927] number [g / ha]

[0928] 1-005 160 90

[0929] 1-003 160 95

[0930] 1-004 160 80

[0931] 1-001 160 95

[0932]

[0933] 1-002 160 95BYC250087 Foreign NR / ed 26.01.2026

[0934] Table B5b: Post-emergence efficacy at 40g / ha against ECHCG in %

[0935] Example dosage

[0936] number [g / ha]

[0937] 1-003 40 95

[0938] 1-001 40 95

[0939]

[0940] 1-002 40 90

[0941] CCGCCG EH EHOO LLRI LLRI

[0942] Table B5c: Post-emergence efficacy at 10g / ha against ECHCG in %

[0943] Example dosage

[0944] number [g / ha]

[0945]

[0946] 1-001 10 90

[0947] Table B6a: Post-emergence efficacy at 160g / ha against LOLRI in %

[0948] Example dosage

[0949] number [g / ha]

[0950] 1-005 160 100

[0951] 1-003 160 100

[0952] 1-004 160 100

[0953] 1-001 160 100

[0954] 1-006 160 100

[0955]

[0956] 1-002 160 100

[0957] Table B6b: Post-emergence efficacy at 40g / ha against LOLRI in %

[0958] Example dosage

[0959] number [g / ha]

[0960] 1-005 40 95

[0961] 1-003 40 100

[0962] 1-004 40 100

[0963] 1-001 40 100

[0964] 1-006 40 90

[0965]

[0966] 1-002 40 95

[0967] Table B6c: Post-emergence efficacy at 10g / ha against LOLRI in %

[0968] Example dosage

[0969] number [g / ha] O

[0970]

[0971] BYC250087 Foreign NR / ed 26.01.2026

[0972] 1-003 10 95

[0973]

[0974] 1-001 10 90

[0975] Table B7a: Post-emergence efficacy at 160g / ha against MATIN in % Example dosage

[0976] number [g / ha]

[0977] AA MTIN MTIN PHBPU PHBPU PHBPU

[0978]

[0979] 1-001 160 95

[0980] Table B7b: Post-emergence efficacy at 40g / ha against MATIN in % Example dosage

[0981] number [g / ha]

[0982]

[0983] 1-001 40 80

[0984] Table B8a: Post-emergence efficacy at 160g / ha against PHBPU in % Example dosage

[0985] number [g / ha]

[0986] 1-005 160 80

[0987] 1-003 160 80

[0988] 1-001 160 90

[0989] 1-006 160 90

[0990]

[0991] 1-002 160 90

[0992] Table B8b: Post-emergence efficacy at 40g / ha against PHBPU in % Example dosage

[0993] number [g / ha]

[0994] 1-003 40 80

[0995] 1-001 40 90

[0996] 1-006 40 80

[0997]

[0998] 1-002 40 80

[0999] Table B8c: Post-emergence efficacy at 10g / ha against PHBPU in % Example dosage

[1000] number [g / ha]

[1001]

[1002] 1-001 10 80BYC250087 Foreign NR / ed 26.01.2026

[1003] Table B9a: Post-emergence efficacy at 160g / ha against POLCO in %

[1004] Example dosage

[1005] number [g / ha]

[1006] 1-005 160 90

[1007] 1-003 160 90

[1008] 1-004 160 90

[1009] 1-001 160 95

[1010] 1-006 160 90

[1011]

[1012] 1-002 160 90

[1013] Table B9b: Post-emergence effect at 40g / ha against POLCO in %

[1014] Example dosage

[1015] number [g / ha]

[1016] 1-005 40 90

[1017] 1-003 40 90

[1018] 1-004 40 90

[1019] 1-001 40 90

[1020] 1-006 40 90

[1021]

[1022] 1-002 40 90

[1023] Table B9c: Post-emergence effect at 10g / ha against POLCO in %

[1024] Example dosage

[1025] number [g / ha]

[1026] 1-003 10 80

[1027] 1-001 10 90

[1028]

[1029] 1-002 10 80

[1030] Table B10a: Post-emergence efficacy at 160g / ha against SETVI in % Example dosage

[1031] number [g / ha]

[1032] 1-005 160 80

[1033] 1-003 160 90

[1034] 1-004 160 90

[1035] 1-001 160 90

[1036] 1-006 160 90

[1037]

[1038] 1-002 160 90

[1039] Table B10b: Post-emergence efficacy at 40g / ha against SETVI in %BYC250087 Foreign NR / ed 26.01.2026

[1040] Example dosage

[1041] number [g / ha]

[1042] 1-003 40 90

[1043] 1-001 40 90

[1044]

[1045] 1-002 40 90

[1046] Table B10c: Post-emergence efficacy at 10 g / ha against SETVI in % Example dosage

[1047] number [g / ha]

[1048]

[1049] 1-001 10 90

[1050] Table B11a: Post-emergence efficacy at 160g / ha against VERPE in %

[1051] Example dosage

[1052] number [g / ha]

[1053] 1-005 160 90

[1054] 1-003 160 90

[1055] 1-001 160 95

[1056] 1-006 160 90

[1057]

[1058] 1-002 160 90

[1059] Table B11b: Post-emergence efficacy at 40g / ha against VERPE in %

[1060] Example dosage

[1061] number [g / ha]

[1062] 1-003 40 90

[1063] 1-001 40 90

[1064]

[1065] 1-002 40 90

[1066] Table B11c: Post-emergence efficacy at 10g / ha against VERPE in %

[1067] Example dosage

[1068] number [g / ha]

[1069] 1-001 10 90

[1070]

[1071] 1-002 10 80

[1072] Table B12a: Post-emergence efficacy at 160g / ha against VIOTR in %

[1073] Example dosage

[1074] number [g / ha]

[1075] 1-003 160 90

[1076]

[1077] 1-001 160 95BYC250087 Foreign NR / ed 26.01.2026

[1078] 1-006 160 80

[1079]

[1080] 1-002 160 90

[1081] Table B12b: Post-emergence efficacy at 40g / ha against VIOTR in %

[1082] Example dosage

[1083] number [g / ha]

[1084] 1-003 40 80

[1085] 1-001 40 95

[1086]

[1087] 1-002 40 80

[1088] Table B12c: Post-emergence efficacy at 10g / ha against VIOTR in %

[1089] Example dosage

[1090] number [g / ha]

[1091]

[1092] 1-001 10 90

[1093] Table B13a: Post-emergence efficacy at 160g / ha against KCHSC in %

[1094] Example dosage

[1095] number [g / ha]

[1096] 1-003 160 80

[1097] 1-001 160 90

[1098]

[1099] 1-002 160 90

[1100] Table B14a: Post-emergence efficacy at 160g / ha against AMAPA in %

[1101] Example dosage

[1102] number [g / ha]

[1103] 1-004 160 80

[1104] 1-001 160 95

[1105]

[1106] 1-002 160 80

[1107] As the results show, compounds according to the invention, such as compounds Nos. 1-006, 1-001, 1-003 and 1-002 and other compounds from Tables B1 to B14a, exhibit good herbicidal efficacy against weeds when applied post-emergence. For example, compounds Nos. 1-002 and 1-001 show very good herbicidal activity (80% to 100% herbicidal efficacy) against weeds such as Abutilon theophrasti, Amaranthus retroflexus, Matricaria inodora, Poa annua and Stellaria media when applied post-emergence at an application rate of 1.28 kg of active substance or less per hectare.

[1108] C. Effect on crops in post-emergence BYC250087 Foreign NR / ed 26.01.2026

[1109] 92

[1110] Seeds of monocot and dicotyledonous crops were sown in plastic or wood fiber pots in sandy loam soil, covered with soil, and cultivated in a greenhouse under controlled growing conditions. Two to three weeks after sowing, the experimental plants were treated at the single-leaf stage. The compounds according to the invention, formulated as wettable powders (WP) or as emulsion concentrates (EC), were then applied as an aqueous suspension or...

[1111] An emulsion containing 0.5% additive was sprayed onto the green parts of the plants at a water volume of approximately 600 liters / ha. After approximately three weeks of the experimental plants remaining in the greenhouse under optimal growing conditions, the effect of the preparations was visually assessed in comparison to untreated controls.

[1112] For example, 100% effect means plants have died, 0% effect means the same as control plants.

[1113] Tables C1a to G4c below show the effects of selected compounds of general formula (I) according to Table 1 on various crops and an application rate corresponding to 1280 g / ha and lower, obtained according to the aforementioned experimental procedure.

[1114] Table C1a: Post-emergence efficacy at 160g / ha against ZEAMX in %

[1115] Example dosage

[1116] number [g / ha]

[1117] 1-005 160 10

[1118] 1-003 160 0

[1119] 1-004 160 20

[1120]

[1121] 1-006 160 10

[1122] Table C1b: Post-emergence efficacy at 40g / ha against ZEAMX in %

[1123] Example dosage

[1124] number [g / ha]

[1125] 1-005 40 0

[1126] 1-003 40 0

[1127] 1-004 40 0

[1128] 1-001 40 10

[1129] 1-006 40 0

[1130]

[1131] 1-002 40 10

[1132] Table C1c: Post-emergence efficacy at 10g / ha against ZEAMX in %BYC250087 Foreign NR / ed 26.01.2026

[1133] Example dosage

[1134] number [g / ha]

[1135] 1-003 10 0

[1136] 1-001 10 0

[1137]

[1138] 1-002 10 0

[1139] Table C2a: Post-emergence efficacy at 40g / ha against TRZAS in %

[1140] Example dosage

[1141] number [g / ha]

[1142]

[1143] 1-006 40 20

[1144] Table C2b: Post-emergence efficacy at 10g / ha against TRZAS in %

[1145] Example dosage

[1146] number [g / ha]

[1147]

[1148] 1-003 10 30

[1149] Table C3a: Post-emergence efficacy at 160g / ha against GLXMA in %

[1150] Example dosage

[1151] number [g / ha]

[1152] 1-004 160 30

[1153]

[1154] 1-006 160 10

[1155] Table C3b: Post-emergence efficacy at 40g / ha against GLXMA in %

[1156] Example dosage

[1157] number [g / ha]

[1158] 1-005 40 0

[1159] 1-003 40 0

[1160] 1-004 40 0

[1161]

[1162] 1-006 40 0

[1163] Table C3c: Post-emergence efficacy at 10g / ha against GLXMA in %

[1164] Example dosage

[1165] number [g / ha]

[1166] 1-003 10 0

[1167]

[1168] 1-002 10 30BYC250087 Foreign NR / ed 26.01.2026

[1169] Table C4a: Post-emergence efficacy at 160g / ha against BRSNW in %

[1170] Example dosage

[1171] number [g / ha]

[1172] 1-005 160 10

[1173] 1-004 160 0

[1174]

[1175] 1-006 160 30

[1176] SSS BRNW BRNW BRNW

[1177] Table C4b: Post-emergence efficacy at 40g / ha against BRSNW in %

[1178] Example dosage

[1179] number [g / ha]

[1180] 1-005 40 0

[1181] 1-004 40 0

[1182]

[1183] 1-006 40 0

[1184] Table C4c: Post-emergence efficacy at 10g / ha against BRSNW in %

[1185] Example dosage

[1186] number [g / ha]

[1187] 1-003 10 0

[1188]

[1189] 1-002 10 0

[1190] As the results show, compounds of the general formula (I) according to the invention exhibit good crop tolerance in organisms such as Zea mays, Brassica napus, Glycine max and Triticum aestivum when treated post-emergence at an application rate of

[1191] 1280 g or less per hectare.

Claims

BYC250087 Foreign NR / ed 26.01.2026 95 1. Substituted (2£)-2-hydroxy-2-alkyl-4-phenylbut-3-enamides, (2E)-2-hydroxy-2-hydroxyalky 1-4-phenylbut-3-enamides and (2E)-2-hydroxy-2-alkenyl-4-phenylbut-3-enamides of the general formula (I), and their agrochemically compatible salts, in which R 1 and R 5 are the same or different and independently represent hydrogen, halogen, hydroxy, cyano, nitro, (C1-C3)-alkyl, (Ci-C3)-haloalkyl, (C3-C5)-cycloalkyl, (C3-C5)-halocycloalkyl, (Ci-C3)-cyanoalkyl, (C3-C4)-cycloalkyl-(Ci-C3)-alkyl, (C2-C4)-alkenyl, (C2-C4)-haloalkenyl, (C2-C4)-alkynyl, (C2-C4)-haloalkynyl, (C1-C3)-alkoxy, (Ci-C3)-haloalkoxy, (Ci-C3)-alkylthio, (Ci-C3)-haloalkylthio, (Ci-C3)-alkylsulfmyl, (Ci-C3)-haloalkylsulfmyl, (Ci- C3)-alkylsulfonyl, (Ci-C3)-haloalkylsulfonyl or (Ci-C3)-alkyloxy-(Ci-C3)-alkyloxy, R 2 and R 4gleich oder verschieden sind und unabhängig voneinander für Wasserstoff, Halogen, Hydroxy, Cyano, Nitro, (C1-C3)- Alkyl, (Ci-C3)-Haloalkyl, (C3-C5)-Cycloalkyl, (C3-C5)- Halocycloalkyl, (Ci-C3)-Cyanoalkyl, (C3-C4)-Cycloalkyl-(Ci-C3)-alkyl, (C2-C4)-Alkenyl, (C2- C4)-Haloalkenyl, (C2-C4)-Alkinyl, (C2-C4)-Haloalkinyl, (C1-C3)- Alkoxy, (Ci-C3)-Haloalkoxy, (Ci-C3)-Alkylthio, (Ci-C3)-Haloalkylthio, (Ci-C3)-Alkylsulfmyl, (Ci-C3)-Haloalkylsulfmyl, (Ci- C3)-Alkylsulfonyl, (Ci-C3)-Haloalkylsulfonyl oder (Ci-C3)-Alkyloxy-(Ci-C3)-alkyloxy stehen, R 3 für Wasserstoff, Halogen, Hydroxy, Cyano, (Ci-C3)-Alkyl, (Ci-C3)-Haloalkyl, (C3-C4)- Cycloalkyl, (C3-C4)-Halocycloalkyl, (Ci-C3)-Cyanoalkyl, (C3-C4)-Cycloalkyl-(Ci-C3)-alkyl, (C2- C4)-Alkenyl, (C2-C4)-Haloalkenyl, (C2-C4)-Alkinyl, (C2-C4)-Haloalkinyl, (Ci-C3)-Alkoxy, (Ci- C3)-Haloalkoxy oder (Ci-C3)-Alkyloxy-(Ci-C3)-alkyloxy steht, R 6für (C1-C3)- Alkyl, (Ci-C3)-Haloalkyl, (Ci-C3)-Hydroxyalkyl, (Ci-C3)-Hydroxyhaloalkyl, (Ci- C3)-Alkoxyalkyl, (Ci-C3)-Haloalkoxy alkyl, (C3-C4)-Cycloalkyl, (C3-C4)-Halocycloalkyl, (Ci- C3)-Cyanoalkyl, (C3-C4)-Cycloalkyl-(Ci-C3)-alkyl, (C2-C4)-Alkenyl, (C2-C4)-Haloalkenyl, (C2- C4)-Alkinyl, oder (C2-C4)-Haloalkinyl steht,BYC250087 Ausland NR / ed 26.01.2026 96 R 7 für Wasserstoff, (Ci-C3)-Alkyl, (Ci-C3)-Haloalkyl, (Ci-C3)-Hydroxyalkyl, (C1-C3)- Hydroxyhaloalkyl, (C3-C4)-Cycloalkyl, (Cs-C^-Halocycloalkyl, (Ci-C3)-Cyanoalkyl, (C3-C4)- Cycloalkyl-(Ci-C3)-alkyl, (C2-C4)-Alkenyl, (C2-C4)-Haloalkenyl, (C2-C4)-Alkinyl, (C2-C4)- Haloalkinyl, (Ci-C3)-Alkoxy, (Ci-C3)-Haloalkoxy, (Ci-C3)-Alkyloxy-(Ci-C3)-alkyloxy, (C1-C3)- Alkylcarbonyl, Arylcarbonyl, (Ci-C3)-Alkyloxycarbonyl, oder Aryloxy carbonyl steht, W für O (Sauerstoff) oder S (Schwefel) steht, Q für die Gruppen X — ^^Y — ^^Y Q-l Q-2 Q-3 Q-4 Q-5 YY Q-6 Q-7 Q-8 Q-9 Q-10 YYYYY 45 Q-ll Q-12 Q-13 Q-14 Q-15 YYYYY Q-16 Q-17 Q-18 Q-19 Q-20 Y Q-21 Q-22 Q-23 Q-24 Q-25 wherein the arrow represents a bond to the nitrogen atom of formula (I) stands,BYC250087 Foreign NR / ed 26.01.2026 97 Y for C(O)OR 10 , C(O)NR 8 R 9 , C(S)NR 8 R 9 , C(O)N(R 8 )S(O)2R n , C(O)N(R 8 )S(O)2NR 8 R 9 stands, R 8 , R 9 , R 10 and R 11gleich oder verschieden sind und unabhängig voneinander für Wasserstoff, (C1-C8)- Alkyl, (C2-C8)-Alkenyl, (C2-C8)-Alkinyl, (C1-C8)-Cyanoalkyl, (C1-C10)-Haloalkyl, (C2-C8)- Haloalkenyl, (C3-C8)-Haloalkinyl, (C3-C10)-Cycloalkyl, (C3-C10)-Halocycloalkyl, (C4-C10)- Cycloalkenyl, (C4-C10)-Halocycloalkenyl, (C1-C8)-Alkoxy, (C1-C8)-Haloalkoxy, (C1-C8)- Alkoxy-(C1-C8)-alkyl, (C1-C8)-Haloalkoxy-(C1-C8)-alkyl, (C1-C8)-Alkylthio-(C1-C8)-alkyl, (C1-C8)-AlkylS(O) x -(C1-C8)-alkyl, (C1-C8)-Haloalkylthio-(C1-C8)-alkyl, (C1-C8)-Alkoxy-(C1-C8)-haloalkyl, Aryl, Aryl-(C1-C8)-alkyl, Heteroaryl, Heteroaryl-(C1-C8)-alkyl, (C3-C8)- Cycloalkyl-(C1-C8)-alkyl, (C4-C10)-Cycloalkenyl-(C1-C8)-alkyl, Heterocyclyl, Bis-[(C1-C8)- alkyl]aminocarbonyl-(C1-C8)-alkyl, (C1-C8)-Alkyl-amino-carbonyl-(C1-C8)-alkyl, Aryl-(C1-C8)- alkyl-aminocarbonyl-(C1-C8)-alkyl, Heterocyclyl-(C1-C8)-alkyl stehen, R 8 und R 9with the nitrogen atom to which they are bonded, form a fully saturated or partially saturated, optionally interrupted by heteroatoms and optionally further substituted, 3- to 10-membered monocyclic or bicyclic ring, and x represents 0, 1 or 2.

2. Compounds of general formula (I) according to claim 1, wherein R 1 and R 5 are the same or different and independently represent hydrogen, halogen, (C1-C3)-alkyl, (C3-C5)-cycloalkyl, (Ci-C3)-alkoxy, or (Ci-C3)-haloalkoxy, R 2 and R 4are the same or different and independently represent hydrogen, halogen, (C1-C3)-alkyl, (Ci-C3)-haloalkyl, (C3-C5)-cycloalkyl, (C2-C4)-alkenyl, (C2-C4)-alkynyl, (C1-C3)-alkoxy, (Ci-C3)-haloalkoxy, (Ci-C3)-alkylthio, (Ci-C3)-haloalkylthio, (Ci-C3)-alkylsulfinyl, (Ci-C3)-haloalkylsulfmyl, (Ci-C3)-alkylsulfonyl, (Ci-C3)-haloalkylsulfonyl or (C1-C3)-alkyloxy-(Ci-C3)-alkyloxy, R 3 stands for hydrogen, halogen, or (C1-C3)-alkyl, R 6 for (C1-C3)-alkyl, (Ci-C3)-haloalkyl, (Ci-C3)-hydroxyalkyl, (C1-C3)-alkoxyalkyl, (C1-C3)-haloalkoxyalkyl, (C3-C4)-cycloalkyl, (C3-C4)-cycloalkyl-(Ci-C3)-alkyl, (C2-C4)-alkenyl or (C2-C4)-alkynyl stands, BYC250087 Foreign NR / ed January 26, 2026 R 7 represents hydrogen, (Ci-C3)-alkyl, (Ci-C3)-hydroxyhaloalkyl, (C3-C4)-cycloalkyl, (Ci-C3)-alkoxy, or (Ci-C3)-alkyloxy-(Ci-C3)-alkyloxy, W stands for O (oxygen) or S (sulfur). Q for the groups wherein the arrow represents a bond to the nitrogen atom of formula (I) stands, Y for C(O)OR 10 , C(O)NR 8 R 9 , C(S)NR 8 R 9 , C(O)N(R 8 )S(O)2R n , C(O)N(R 8 )S(O)2NR 8 R 9 stands,BYC250087 Foreign NR / ed 26.01.2026 99 R 8 , R 9 , R 10 and R 11 are the same or different and independently represent hydrogen, (Ci-Ce)-alkyl, (C2-Ce)-alkenyl, (C2-C6)-alkynyl, (C1-C6)-cyanoalkyl, (C1-C6)-haloalkyl, (C2-Ce)-haloalkenyl, (C3-C6)-haloalkynyl, (C3-Ce)-cycloalkyl, (C3-Ce)-halocycloalkyl, (C4-C6)-cycloalkenyl, (C4-Ce)-halocycloalkenyl, (C1-C6)-alkoxy, (C1-C6)-haloalkoxy, (C1-C6)-alkoxy-(Ci-Ce)-alkyl, (Ci-C6)-haloalkoxy-(Ci-C6)-alkyl, (Ci-C6)-Alkylthio-(Ci-C6)-alkyl, (Ci-Ce)-AlkylS(O) x-(C1-C6)-alkyl, (Ci -C6)-haloalkylthio-(C1-C6)-alkyl, (Ci -Ce)-alkoxy-(Ci -Ce)-haloalkyl, aryl, aryl-(Ci.C6)-alkyl, heteroaryl, heteroaryl-(Ci.C6)-alkyl, (C3-C6)-cycloalkyl-(Ci-Ce)-alkyl, (C4-Ce)-Cyck)alkenyl-(Ci-C6)-alkyl, heterocyclyl, bis-[(C1-C6)-alkyl]aminocarbonyl-(C1-C6)-alkyl, (Ci-C6)-alkyl-amino-carbonyl-(Ci-C6)-alkyl, aryl-(C1-C6)-alkyl-aminocarbonyl-(C1-C6)-alkyl, heterocyclyl-(C1-C6)-alkyl, R 8 and R 9 with the nitrogen atom to which they are bonded, form a fully saturated or partially saturated, optionally interrupted by heteroatoms and optionally further substituted, 3- to 10-membered monocyclic or bicyclic ring, and x represents 0, 1 or 2.

3. Compounds of general formula (I) according to claim 1 or 2, wherein R 1 and R 5are the same or different and independently represent hydrogen, halogen, or (Ci-C3)-alkyl, R 2 and R 4 are the same or different and independently represent hydrogen, halogen, (C1-C3)-alkyl, (Ci-C3)-haloalkyl, (C3-C5)-cycloalkyl, (Ci-C3)-alkoxy, (Ci-C3)-haloalkoxy, (C1-C3)-alkylthio, (Ci-C3)-haloalkylthio, (Ci-C3)-alkylsulfmyl, (Ci-C3)-haloalkylsulfinyl, (C1-C3)-alkylsulfonyl, (Ci-C3)-haloalkylsulfonyl or (Ci-C3)-alkyloxy-(Ci-C3)-alkyloxy, R 3 stands for hydrogen, halogen, or (C1-C3)-alkyl, R 6 represents (C1-C3)-alkyl, (Ci-C3)-hydroxyalkyl, (Ci-C3)-alkoxyalkyl, (C3-C4)-cycloalkyl, (C3-C4)-cycloalkyl-(Ci-C3)-alkyl, (C2-C4)-alkenyl, or (C2-C4)-alkynyl, R 7 stands for hydrogen, or (Ci-C3)-alkyl. W for O (oxygen) stands BYC250087 Foreign NR / ed 26.01.2026 Q for the groups wherein the arrow represents a bond to the nitrogen atom of formula (I) stands, Y for C(O)OR 10 , C(O)NR 8 R 9 , C(S)NR 8 R 9 , C(O)N(R 8 )S(O)2R 11 , C(O)N(R 8 )S(O)2NR 8 R 9 stands, R 8 , R 9 , R 10 , and R 11 are the same or different and independently represent hydrogen, (Ci-Ce)-alkyl, (C2-Ce)-alkenyl, (C2-C6)-alkynyl, (Ci-C6)-cyanoalkyl, (Ci-C6)-haloalkyl, (C2-Ce)-haloalkenyl, (C3-C6)-haloalkynyl, (C3-C6)-cycloalkyl, (C3-C6)-halocycloalkyl, (C4-Ce)-cycloalkenyl, (C4-Ce)-halocycloalkenyl, (Ci-C6)-alkoxy, (Ci-C6)-haloalkoxy, (Ci-Cej-alkoxy- (Ci-C6)-alkyl, (Ci-C6)-haloalkoxy-(Ci-C6)-alkyl, (Ci-C6)-alkylthio-(Ci-C6)-alkyl, (Ci-Ce)-BYC250087 Foreign NR / ed 26.01.2026 101 AlkylS(O) x-(C1-C6)-alkyl, (Ci -C6)-haloalkylthio-(C1-C6)-alkyl, (Ci -Ce)-alkoxy-(Ci -Ce)-haloalkyl, aryl, aryl-(Ci.C6)-alkyl, heteroaryl, heteroaryl-(C1-C6)-alkyl, (C3-Ce)-cycloalkyl-(Ci-Ce)-alkyl, (C4-C6)-cycloalkenyl-(C1-C6)-alkyl, heterocyclyl, bis-[(C1-C6)-alkyl]aminocarbonyl-(C1-C6)-alkyl, (Ci-C6)-alkyl-amino-carbonyl-(Ci-C6)-alkyl, Aryl-(C1-C6)-alkyl-aminocarbonyl-(C1-C6)-alkyl, heterocyclyl-(C1-C6)-alkyl, R 8 and R 9 with the nitrogen atom to which they are bonded, form a fully saturated or partially saturated, optionally interrupted by heteroatoms and optionally further substituted, 3- to 10-membered monocyclic or bicyclic ring, and x represents 0, 1 or 2.

4. Compounds of general formula (I) according to any one of claims 1 to 3, wherein R 1 and R 5are the same or different and independently represent hydrogen or halogen R 2 and R 4 are the same or different and independently represent hydrogen, halogen, (C1-C3-alkyl, (Ci-C3)-haloalkyl, (C3-C5)-cycloalkyl, (Ci-C3)-alkoxy or (Ci-C3)-haloalkoxy, R 3 stands for hydrogen, or halogen, R 6 represents (C1-C3)-alkyl, (Ci-C3)-hydroxyalkyl, (Ci-C3)-alkoxyalkyl, (C's-C iJ-cycloalkyl. (C3-C4)-cycloalkyl-(Ci-C3)-alkyl, (C2-C4)-alkenyl or (C2-C4)-alkynyl, R 7 stands for hydrogen W stands for O (oxygen), Q for the groups Q1 Q2 Q3 Q4 Q5 BYC250087 Foreign NR / ed 26.01.2026 wherein the arrow represents a bond to the nitrogen atom of formula (I) stands, Y for C(O)OR 10 , C(O)NR 8 R 9, C(S)NR 8 R 9 , C(O)N(R 8 )S(O)2R 11 , C(O)N(R 8 )S(O)2NR 8 R 9 , steht, R 8 , R 9 , R 10 und R 11 gleich oder verschieden sind und unabhängig voneinander für Wasserstoff, (Ci-Ce)- Alkyl, (C2-C6)-Alkenyl, (C2-C6)-Alkinyl, (C1-C6)-Cyanoalkyl, (C1-C6)-Haloalkyl, (C2-C6)-Haloalkenyl, (C3-C6)-Haloalkinyl, (C3-C6)-Cycloalkyl, (C3-C6)-Halocycloalkyl, (C4-Ce)- Cycloalkenyl, (C4-C6)-Halocycloalkenyl, (C1-C6)-Alkoxy, (C1-C6)-Haloalkoxy, (C1-C6)-Alkoxy- (Ci-Ce)-alkyl, (C1-C6)-Haloalkoxy-(C1-C6)-alkyl, (C1-C6)-Alkylthio-(C1-C6)-alkyl, (Ci-Ce)- AlkylS(O) x-(C1-C6)-alkyl, (Ci -C6)-haloalkylthio-(C1-C6)-alkyl, (Ci -Ce)-alkoxy-(Ci -Ce)-haloalkyl, aryl, aryl-(C1-C6)-alkyl, heteroaryl, heteroaryl-(C1-C6)-alkyl, (C3-C6)-cycloalkyl-(Ci-Ce)-alkyl, (C4-C6)-cycloalkenyl-(C1-C6)-alkyl, heterocyclyl, bis-[(C1-C6)-alkyl]aminocarbonyl-(C1-C6)-alkyl, (Ci-Cej-alkyl-amino-carbonyl^Ci-Cej-alkyl, Aryl-(C1-C6)-alkyl-aminocarbonyl-(C1-C6)-alkyl, heterocyclyl-(C1-C6)-alkyl, BYC250087 abroad NR / ed 26.01.2026 103 R 8 and R 9 with the nitrogen atom to which they are bonded, form a fully saturated or partially saturated, optionally interrupted by heteroatoms and optionally further substituted, 3- to 10-membered monocyclic or bicyclic ring, and x represents 0, 1 or 2.

5. Compounds of general formula (I) according to any one of claims 1 to 4, wherein R 1 and R 5 stand for hydrogen R2 and R 4 are the same or different and independently represent hydrogen, halogen, (C1-C3)-alkyl, (Ci-C3)-haloalkyl, (C3-C5)-cycloalkyl, (Ci-C3)-alkoxy or (Ci-C3)-haloalkoxy, R 3 stands for hydrogen or halogen R 6 represents (C1-C3)-alkyl, (Ci-C3)-hydroxyalkyl, (Ci-C3)-alkoxyalkyl, (C3-C4)-cycloalkyl, (C3-C4)-cycloalkyl-(Ci-C3)-alkyl, (C2-C4)-alkenyl or (C2-C4)-alkynyl, R 7 stands for hydrogen W stands for O (oxygen), Q for the groups BYC250087 Foreign NR / ed 26.01.2026 wherein the arrow represents a bond to the nitrogen atom of formula (I) stands, Y for C(O)OR 10 , C(O)NR 8 R 9 , C(S)NR 8 R 9 , C(O)N(R 8 )S(O)2R n , C(O)N(R 8 )S(O)2NR 8 R 9 stands, R 8 , R 9 , R 10 and R 11 are the same or different and independently of each other for hydrogen or durch jeweils x Reste aus der Gruppe bestehend aus Fluor, Chlor, Brom, Cyano, (C1-C4)-Alkoxy, Hydroxy und Aryl substituiertes Methyl, Ethyl, Propyl, 1 -Methylethyl, Butyl, 1-Methyl-propyl, 2-Methylpropyl, 1,1 -Dimethylethyl, Pentyl, 1 -Methylbutyl, 2-Methylbutyl, 3 -Methylbutyl, 2,2- Di -methylpropyl, 1 -Ethylpropyl, Hexyl, 1,1 -Dimethylpropyl, 1,2-Dimethylpropyl,l -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 und 1-Ethy 1-2 -methylpropyl, Ethenyl, 1 -Propenyl, 2-Propenyl, 1 -Methylethenyl, 1-Butenyl, 2-Butenyl, 3-Butenyl, 1 -Methyl- 1 -propenyl, 2-Methyl-l -propenyl, l-Methyl-2- propenyl, 2-Methy 1-2 -propenyl, 1 -Pentenyl, 2-Pentenyl, 3 -Pentenyl, 4-Pentenyl, 1 -Methyl- 1- butenyl, 2-Methyl-l -butenyl, 3 -Methyl- 1-butenyl, l-Methyl-2-butenyl,2-Methyl-2-butenyl, 3- Methyl-2-butenyl, 1-Methy 1-3 -butenyl, 2-Methy 1-3 -butenyl, 3 -Methyl-3 -butenyl, 1,1-Dimethyl- 2-propenyl, 1,2-Dimethyl-l -propenyl, 1,2-Dimethy 1-2 -propenyl, 1 -Ethyl- 1 -propenyl, 1-Ethy 1-2-BYC250087 Ausland NR / ed 26.01.2026, 105 propenyl, 1-Hexenyl, 2-Hexenyl, 3-Hexenyl, 4-Hexenyl, 5-Hexenyl, 1 -Methyl- 1 -penteny 1, 2- Methyl-1 -penteny 1, 3-Methyl-l-pentenyl, 4-Methyl-l -penteny 1, 1 -Methyl-2 -penteny 1, 2-Methyl- 2-pentenyl, 3 -Methyl-2 -penteny 1, 4-Methyl-2-pentenyl, l-Methyl-3-pentenyl, 2-Methyl-3- pentenyl, 3-Methyl-3-pentenyl, 4-Methy 1-3 -penteny 1, l-Methyl-4-pentenyl, 2-Methyl-4- pentenyl, 3-Methyl-4-pentenyl, 4-Methyl-4-pentenyl, l,l-Dimethyl-2-butenyl, l,l-Dimethyl-3- butenyl, 1,2-Dimethyl-l-butenyl, l,2-Dimethyl-2-butenyl, l,2-Dimethyl-3-butenyl, 1,3- Dimethyl-l-butenyl, l,3-Dimethyl-2-butenyl, l,3-Dimethyl-3-butenyl, 2,2-Dimethyl-3-butenyl, 2,3-Dimethyl-l-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, l-Ethyl-2-butenyl, l-Ethyl-3-butenyl, 2- Ethyl-l-butenyl, 2-Ethyl-2-butenyl, 2-Ethyl-3-butenyl, 1,1,2-Trimethy 1-2 -propenyl, 1-Ethyl-l- methyl-2 -propenyl, l-Ethyl-2-methyl-l -propenyl und l-Ethyl-2-methyl-2 -propenyl,Ethinyl, 1- Propinyl, 2-Propinyl (oder Propargyl), 1-Butinyl, 2-Butinyl, 3-Butinyl, l-Methyl-2-propinyl, 1- Pentinyl, 2-Pentinyl, 3-Pentinyl, 4-Pentinyl, 3-Methyl-l-butinyl, 1 -Methyl-2 -butinyl, 1-Methyl- 3-butinyl, 2-Methy 1-3 -butinyl, l,l-Dimethyl-2-propinyl, l-Ethyl-2-propinyl, 1-Hexinyl, 2- Hexinyl, 3-Hexinyl, 4-Hexinyl, 5-Hexinyl, 3 -Methyl- 1-pentinyl, 4-Methyl-l -pentinyl, 1- Methyl-2-pentinyl, 4-Methyl-2-pentinyl, 1-Methy 1-3 -pentinyl, 2-Methyl-3-pentinyl, l-Methyl-4- pentinyl, 2-Methy 1-4-pentinyl, 3-Methyl-4-pentinyl, 1,1-Dimethy 1-2 -butinyl, l,l-Dimethyl-3- butinyl, 1,2-Dimethy 1-3 -butinyl, 2,2-Dimethyl-3-butinyl, 3,3-Dimethyl-l-butinyl, l-Ethyl-2- butinyl, 1-Ethy 1-3 -butinyl, 2-Ethyl-3 -butinyl und 1 -Ethyl- 1 -methyl-2 -propinylCyclopropyl, Cyclobutyl, Cyclopentyl oder Cyclohexyl, 1-Cyclobutenyl, 2-Cyclobutenyl, 1-Cyclopentenyl, 2- Cyclopentenyl, 3 -Cyclopenteny 1, oder 1-Cyclohexenyl, 2-Cyclohe xenyl, 3-Cyclohexenyl, 1,3- Cyclohexadienyl oder 1,4-Cyclohexadienyl,Methoxy, ethoxy, propoxy, 1-methylethoxy, butoxy, 1-methyl-propoxy, 2-methylpropoxy, 1,1-dimethylethoxy, pentoxy, 1-methylbutoxy, 2-methylbutoxy, 3-methylbutoxy, 2,2-dimethylpropoxy, 1-ethylpropoxy, hexoxy, 1,1-dimethylpropoxy, 1,2-dimethylpropoxy, l-methylpentoxy, 2-methylpentoxy, 3-methylpentoxy, 4-methylpentoxy, 1,1-dimethylbutoxy, 1,2-dimethylbutoxy, 1,3-dimethylbutoxy, 2,2-dimethylbutoxy, 2,3-dimethylbutoxy, 3, 3-dimethylbutoxy, 1-ethylbutoxy, 2-Ethylbutoxy, 1,1,2-Trimethylpropoxy, 1,2,2-Trimethylpropoxy, 1-Ethyl-1-methylpropoxy and l-Ethyl-2-methylpropoxy stands, and x represents 0, 1 or 2.

6. Compounds of general formula (I) according to any one of claims 1 to 5, wherein R 1 and R 5 for hydrogen, BYC250087 Foreign NR / ed 26.01.2026 106 R 2 and R 4are the same or different and independently represent hydrogen, fluorine, chlorine, bromine, iodine, (Ci-C3)-alkyl, (Ci-C3)-haloalkyl, (C3-C5)-cycloalkyl, (Ci-C3)-alkoxy or (Ci-C3)-haloalkoxy, R 3 stands for hydrogen, fluorine, chlorine, bromine or iodine, R 6 represents (C1-C3)-alkyl, (Ci-C3)-hydroxyalkyl, (Ci-C3)-alkoxyalkyl, (C3-C4)-cycloalkyl, (C3-C4)-cycloalkyl-(Ci-C3)-alkyl, (C2-C4)-alkenyl, or (C2-C4)-alkynyl, R 7 stands for hydrogen W stands for O (oxygen), Q for the groups Q1 Q2 Q3 Q4 Q5 YY Q-6 Q-7 Q-8 Q-9 Q-10 YYYYY Q-ll Q-12 Q-13 Q-14 Q-15 YYYYY 0 Q-16 Q-17 Q-18 Q-19 Q-20 Y 0^ / I BYC250087 Foreign NR / ed 26.01.2026 Q-21 Q-22 Q-23 Q-24 Q-25 wherein the arrow represents a bond to the nitrogen atom of formula (I) stands, Y for C(O)OR 10 , C(O)NR 8 R 9 , C(S)NR 8 R 9 , C(O)N(R 8 )S(O)2R n , C(O)N(R 8 )S(O)2NR 8 R 9 stands, R 8 , R 9 , R 10 , and R 11 are the same or different and independently stand for hydrogen, methyl, ethyl, propyl, 1-methylethyl, butyl, 1-methyl-propyl, 2-methylpropyl, cyclopropyl, ethenyl.

7. Herbicidal agent or plant growth regulator, characterized in that it contains one or more compounds of general formula (I) or their salts according to any one of claims 1 to 6.

8. Herbicidal agents according to claim 7, further comprising formulation aids.

9. Herbicidal compositions according to claim 7 or 8 comprising at least one further active ingredient from the group consisting of insecticides, acaricides, herbicides, fungicides, safeners and / or Growth regulators.

10. Herbicidal compositions according to claim 7, 8 or 9 containing a safener.

11. Herbicidal composition according to claim 10, wherein the safener is selected from the group consisting of mefenpyr-diethyl, cyprosulfamide, isoxadifen-ethyl, cloquintocet-mexyl and benoxacor.

12. Method for the selective control of unwanted plants, characterized in that an effective amount of at least one compound of formula (I) according to one of claims 1 to 6 or of a herbicidal agent according to one of claims 7 to 11 is applied to the pest plants in crops of useful and ornamental plants.

13. Use of compounds of formula (I) according to any one of claims 1 to 6 or of herbicidal agents according to any one of claims 7 to 11 for controlling unwanted plants. BYC250087 Foreign NR / ed 26.01.2026 108 14. Use according to claim 13, characterized in that the compounds of formula (I) are used for the selective control of unwanted plants in crops of useful plants.

15. Use according to claim 14, characterized in that the crop plants are transgenic crop plants.