IP Library Granted Patent US 12660819
Granted Patent B2
US 12660819 · App. 18/255,167 · Granted Jun 23, 2026

Herbicidal derivatives

Inventors: Peter Timothy Seden (Bracknell, GB); Edward John Emmett (Bracknell, GB); Suzanna Jane Dale (Bracknell, GB); David Burns (Bracknell, GB); Louisa Whalley (Bracknell, GB); James Alan Morris (Bracknell, GB)
Assignee: SYNGENTA CROP PROTECTION AG
A01N43/40A01N43/56A01N43/76A01P13/00C07D401/04C07D409/04C07D413/04
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Quick Facts
Patent No.
US 12660819
App. No.
18/255,167
Granted
Jun 23, 2026
Kind
B2
Abstract

Compounds of Formula (I) wherein the substituents are as defined in claim 1 . The invention further relates to herbicidal compositions which comprise a compound of Formula (I) and to the use of compounds of Formula (I) for controlling weeds, in particular in crops of useful plants.

Claims (1273)

1 . A compound of Formula (I):

wherein

X is O;

R 1 is C 1 -C 6 alkyl;

R 2 is phenyl or heteroaryl, wherein the heteroaryl moiety is a 5- or 6-membered aromatic ring which comprises 1, 2, 3 or 4 heteroatoms individually selected from N, O and S, and wherein each phenyl or heteroaryl moiety is optionally substituted with 1, 2, 3, or 4 groups, which may be the same or different, represented by R 7 ;

R 3 is hydrogen, C 1 -C 6 alkyl, or N,N-di(C 1 -C 3 alkyl)amino;

R 4 is C 3 -C 6 cycloalkenyl, phenyl, phenylC 1 -C 2 alkyl, phenylC 1 -C 2 alkenyl, heterocyclyl, wherein the heterocyclyl moiety is a 4-, 5- or 6-membered non-aromatic monocyclic ring comprising 1, 2 or 3 heteroatoms individually selected from N, O and S, or heteroaryl, wherein the heteroaryl moiety is a 5- or 6-membered aromatic monocyclic ring comprising 1, 2, or 3 heteroatoms individually selected from N, O and S, and wherein the phenyl, heterocyclyl and heteroaryl moieties are each optionally substituted with 1, 2, 3, or 4 groups, which may be the same or different, represented by R 9 ; or

R 4 is a 6- to 10-membered annulated ring system optionally comprising 1, 2, or 3 heteroatoms individually selected from N, O and S, wherein the annulated ring system is optionally substituted with 1 or 2 groups represented by R 12 , and wherein the annulated ring system is optionally bonded to the rest of the molecule through a C 1 -C 2 alkylene linker;

R 5 is halogen, C 1 -C 4 alkyl, C 1 -C 4 alkoxy, C 1 -C 4 haloalkyl, C 1 -C 4 haloalkoxy, or C 1 -C 4 alkoxyC 1 -C 4 alkyl;

R 7 is cyano, nitro, halogen, C 1 -C 6 alkyl, C 1 -C 6 alkoxy, C 1 -C 6 haloalkyl, C 1 -C 6 haloalkoxy, C 1 -C 6 alkoxyC 1 -C 6 alkyl, C 1 -C 6 alkylsulfanyl, C 1 -C 6 alkylsulfinyl, C 1 -C 6 alkylsulfonyl, C 1 -C 6 alkylsulfonamido, C 1 -C 6 alkylcarbonyl, C 1 -C 6 alkoxycarbonyl, C 1 -C 6 alkylaminocarbonyl, or phenyl, wherein each phenyl moiety is optionally substituted with 1, 2, or 3 groups, which may be the same or different, represented by R 10 ;

R 9 is cyano, nitro, halogen, oxo, C 1 -C 6 alkyl, C 1 -C 6 alkoxy, C 1 -C 6 haloalkyl, C 1 -C 6 haloalkoxy, C 1 -C 6 alkoxyC 1 -C 6 alkyl, C 1 -C 6 alkoxyC 1 -C 6 alkoxy, C 2 -C 6 alkenyl, C 2 -C 6 alkynyl, C 2 -C 6 alkenyloxy, C 2 -C 6 alkynyloxy, C 1 -C 6 alkylsulfanyl, C 1 -C 6 alkylsulfinyl, C 1 -C 6 alkylsulfonyl, C 1 -C 6 alkylsulfonamido, C 1 -C 6 alkylcarbonyl, C 1 -C 6 alkoxycarbonyl, C 1 -C 6 alkylaminocarbonyl, C 3 -C 6 cycloalkyl, C 3 -C 6 cycloalkylC 3 -C 6 alkoxy, N,N-di(C 1 -C 4 alkyl)aminosulfonyl, C 3 -C 6 cycloalkylaminocarbonyl, N,N-di(C 1 -C 4 alkyl)aminocarbonyl, phenoxy, or benzyloxy, wherein each cycloalkyl or phenyl moiety is optionally substituted with 1 or 2 groups, which may be the same or different, represented by R 12 ; or

any two adjacent R 9 groups together with the carbon atoms to which they are attached, may form a 5- or 6-membered heterocyclyl ring, comprising 1 or 2 heteroatoms selected from O and N, and wherein the heterocyclyl ring is optionally substituted with 1, 2, 3 or 4 groups, which may be the same or different, represented by R 11 ;

R 10 is halogen, C 1 -C 3 alkyl, or C 1 -C 3 alkoxy;

R 11 is halogen, C 1 -C 3 alkyl, or C 1 -C 3 alkoxy;

R 12 is cyano, halogen, C 1 -C 3 alkyl, or C 1 -C 3 alkoxy;

or a salt or an N-oxide thereof.

2 . The compound according to claim 1 , wherein R 3 is hydrogen.

3 . The compound according to claim 2 , wherein R 1 is C 1 -C 4 alkyl.

4 . The compound according to claim 2 , wherein R 2 is phenyl or pyridyl, wherein each phenyl and pyridyl moiety is optionally substituted with 1 or 2 groups, which may be the same or different, represented by R 7 .

5 . The compound according to claim 3 , wherein R 4 is C 4 -C 6 cycloalkenyl, phenyl, phenylC 1 -C 2 alkenyl, heterocyclyl, wherein the heterocyclyl moiety is a 5- or 6-membered non-aromatic monocyclic ring comprising 1 or 2 heteroatoms individually selected from N, O and S, or heteroaryl, wherein the heteroaryl moiety is a 5- or 6-membered aromatic monocyclic ring comprising 1 or 2 heteroatoms individually selected from N, O and S, and wherein the phenyl, heterocyclyl and heteroaryl moieties are each optionally substituted with 1, 2, or 3 groups, which may be the same or different, represented by R 9 .

6 . The compound according to claim 3 , wherein R 4 is cyclopentenyl, phenyl, styryl, heterocyclyl, wherein the heterocyclyl moiety is a 6-membered non-aromatic monocyclic ring comprising a single nitrogen atom, or heteroaryl, wherein the heteroaryl moiety is a 5- or 6-membered aromatic monocyclic ring comprising 1 or 2 heteroatoms individually selected from N, O and S, and wherein the phenyl, heterocyclyl and heteroaryl moieties are each optionally substituted with 1 or 2 groups, which may be the same or different, represented by R 9 .

7 . The compound according to claim 2 , wherein R 4 is phenyl or heteroaryl, wherein the heteroaryl moiety is a 5- or 6-membered aromatic monocyclic ring comprising 1 or 2 heteroatoms individually selected from N, O and S, and wherein the phenyl, heterocyclyl and heteroaryl moieties are each optionally substituted with 1 or 2 groups, which may be the same or different, represented by R 9 .

8 . The compound according to claim 2 , wherein R 5 is C 1 -C 3 alkyl or C 1 -C 2 alkoxyC 1 -C 2 alkyl.

9 . The compound according to claim 2 , wherein R 9 is cyano, nitro, halogen, oxo, C 1 -C 4 alkyl, C 1 -C 4 alkoxy, C 1 -C 4 haloalkyl, C 1 -C 4 haloalkoxy, C 1 -C 4 alkoxyC 1 -C 4 alkyl, C 1 -C 4 alkoxyC 1 -C 4 alkoxy, C 1 -C 4 alkylsulfanyl, C 1 -C 4 alkylsulfonyl, C 1 -C 4 alkylsulfonamido, C 1 -C 4 alkylcarbonyl, C 1 -C 4 alkoxycarbonyl, C 3 -C 4 cycloalkyl, C 3 -C 4 cycloalkylC 1 -C 3 alkoxy, N,N-di(C 1 -C 3 alkyl)aminosulfonyl, C 3 -C 4 cycloalkylaminocarbonyl, N,N-di(C 1 -C 3 alkyl)aminocarbonyl, phenoxy, or benzyloxy, wherein each cycloalkyl or phenyl moiety is optionally substituted with 1 or 2 groups, which may be the same or different, represented by R 12 ; or

any two adjacent R 9 groups together with the carbon atoms to which they are attached, may form a 5- or 6-membered heterocyclyl ring, comprising 1 or 2 heteroatoms selected from O and N, and wherein the heterocyclyl ring is optionally substituted with 1 or 2 groups, which may be the same or different, represented by R 11 .

10 . The compound according to claim 2 , wherein R 9 is cyano, nitro, chloro, fluoro, oxo, methyl, t-butyl, methoxy, ethoxy, isopropoxy, difluroromethyl, trifluoromethyl, trifluoromethoxy, 2,2,2-trifluoroethoxy, methoxymethyl, methoxyethoxy, methylsulfanyl, methylsulfonyl, ethylsulfonyl, acetyl, cyclopropylmethoxy, ethylcarbamoyl, cyclopropylcarbamoyl, dimethylcarbamoyl, diethylsulfamoyl, phenoxy, benzyloxy; or any two adjacent R 9 groups together with the carbon atoms to which they are attached, may form a 5-membered heterocyclyl ring, comprising two oxygen atoms, and wherein the heterocyclyl ring is optionally substituted with 1 or 2 fluoro groups.

11 . A herbicidal composition comprising the compound according to claim 2 , and an agriculturally acceptable formulation adjuvant.

12 . A herbicidal composition according to claim 11 , further comprising at least one additional pesticide.

13 . A herbicidal composition according to claim 12 , wherein the additional pesticide is a herbicide or herbicide safener.

14 . A method of controlling weeds at a locus comprising applying to the locus, a weed controlling amount of the composition according to claim 11 .

15 . A compound according to claim 1 , wherein

X, R 1 , R 2 , and R 3 are each as defined in claim 1 ; and

wherein R 4 and R 5 are selected from:

cpd

No.

R 4

R 5

001

phenyl

methyl

002

phenyl

ethyl

003

phenyl

methoxymethyl

004

2-methylphenyl

methyl

005

2-methylphenyl

ethyl

006

2-methylphenyl

methoxymethyl

007

2-chlorophenyl

methyl

008

2-chlorophenyl

ethyl

009

2-chlorophenyl

methoxymethyl

010

4-chlorophenyl

methyl

011

4-chlorophenyl

ethyl

012

4-chlorophenyl

methoxymethyl

013

2,4-dichlorophenyl

methyl

014

2,4-dichlorophenyl

ethyl

015

2,4-dichlorophenyl

methoxymethyl

016

3,4-dichlorophenyl

methyl

017

3,4-dichlorophenyl

ethyl

018

3,4-dichlorophenyl

methoxymethyl

019

2-fluorophenyl

methyl

020

2-fluorophenyl

ethyl

021

2-fluorophenyl

methoxymethyl

022

4-fluorophenyl

methyl

023

4-fluorophenyl

ethyl

024

4-fluorophenyl

methoxymethyl

025

2,4-difluorophenyl

methyl

026

2,4-difluorophenyl

ethyl

027

2,4-difluorophenyl

methoxymethyl

028

3-chloro-4-fluorophenyl

methyl

029

3-chloro-4-fluorophenyl

ethyl

030

3-chloro-4-fluorophenyl

methoxymethyl

031

4-chloro-3-fluorophenyl

methyl

032

4-chloro-3-fluorophenyl

ethyl

033

4-chloro-3-fluorophenyl

methoxymethyl

034

3-(trifluoromethoxy)phenyl

methyl

035

3-(trifluoromethoxy)phenyl

ethyl

036

3-(trifluoromethoxy)phenyl

methoxymethyl

037

4-trifluoromethyl

methyl

038

4-trifluoromethyl

ethyl

039

4-trifluoromethyl

methoxymethyl

040

4-methylsulfonyl

methyl

041

4-methylsulfonyl

ethyl

042

4-methylsulfonyl

methoxymethyl

043

4-methoxyphenyl

methyl

044

4-methoxyphenyl

ethyl

045

4-methoxyphenyl

methoxymethyl

046

4-benzyloxyphenyl

methyl

047

4-benzyloxyphenyl

ethyl

048

4-benzyloxyphenyl

methoxymethyl

049

4-nitrophenyl

methyl

050

4-nitrophenyl

ethyl

051

1-nitrophenyl

methoxymethyl

052

1-methylpyrazol-4-yl

methyl

053

1-methylpyrazol-4-yl

ethyl

054

1-methylpyrazol-4-yl

methoxymethyl

055

3-methylimidazol-4-yl

methyl

056

3-methylimidazol-4-yl

ethyl

057

3-methylimidazol-4-yl

methoxymethyl

058

oxazol-2-y1

methyl

059

oxazol-2-yl

ethyl

060

oxazol-2-yl

methoxymethyl

061

3-furyl

methyl

062

3-furyl

ethyl

063

3-furyl

methoxymethyl

064

3-thienyl

methyl

065

3-thienyl

ethyl

066

3-thienyl

methoxymethyl

067

4-methyl-3-thienyl

methyl

068

4-methyl-3-thienyl

ethyl

069

4-methyl-3-thienyl

methoxymethyl

070

4-chloro-3-thienyl

methyl

071

4-chloro-3-thienyl

072

4-chloro-3-thienyl

methoxymethyl

073

2-Pyridyl

methyl

074

2-Pyridyl

075

2-pyridyl

methoxymethyl

076

3-Pyridyl

methyl

077

3-pyridyl

078

3-Pyridyl

methoxymethyl

079

4-pyridyl

methyl

080

4-pyridyl

081

4-Pyridyl

methoxymethyl

082

2-fluoro-3-pyridyl

methyl

083

2-fluoro-3-pyridyl

084

2-fluoro-3-pyridyl

methoxymethyl

085

2-fluoro-4-pyridyl

methyl

086

2-fluoro-4-pyridyl

ethyl

087

2-fluoro-4-pyridyl

methoxymethyl

088

6-fluoro-3-pyridyl

methyl

089

6-fluoro-3-pyridyl

ethyl

090

6-fluoro-3-pyridyl

methoxymethyl

091

5-chloro-3-pyridyl

methyl

092

5-chloro-3-pyridyl

ethyl

093

5-chloro-3-pyridyl

methoxymethyl

094

6-chloro-3-pyridyl

methyl

095

6-chloro-3-pyridyl

ethyl

096

6-chloro-3-pyridyl

methoxymethyl

097

pyridazin-4-yl

methyl

098

pyridazin-4-yl

ethyl

099

pyridazin-4-yl

methoxymethyl.

16 . A compound selected from Compound No. 1-300, a salt or an N-oxide thereof:

Compound

No.

Compound Name

1

2-(3,4-dichlorophenyl)-1-ethyl-6-methyl-5-(1-methylpyrazol-4-yl)-4-oxo-

pyridine-3-carboxylic acid

2

5-(4-chlorophenyl)-2-(3,4-dichlorophenyl)-1-ethyl-N′,N′,6-trimethyl-4-oxo-

pyridine-3-carbohydrazide

3

2-(3,4-dichlorophenyl)-5-(2,4-difluorophenyl)-1-ethyl-6-methyl-4-oxo-

pyridine-3-carboxylic acid

4

2-[3-chloro-4-(2,4-difluorophenyl)phenyl]-5-(2,4-difluorophenyl)-1-ethyl-

6-methyl-4-oxo-pyridine-3-carboxylic acid

5

5-(4-chlorophenyl)-2-(3,4-dichlorophenyl)-1,6-dimethyl-4-oxo-pyridine-3-

carboxylic acid

6

2-(3,4-dichlorophenyl)-1-ethyl-5-(2-fluoro-3-pyridyl)-6-methyl-4-oxo-

pyridine-3-carboxylic acid

7

5-(4-chlorophenyl)-2-(3,4-dichlorophenyl)-1-ethyl-6-(methoxymethyl)-4-

oxo-pyridine-3-carboxylic acid

8

2-(3,4-dichlorophenyl)-1-ethyl-5-(6-fluoro-3-pyridyl)-6-methyl-4-oxo-

pyridine-3-carboxylic acid

9

5-(4-chloro-3-fluoro-phenyl)-2-(3,4-dichlorophenyl)-1-ethyl-6-methyl-4-

oxo-pyridine-3-carboxylic acid

10

5-(4-chlorophenyl)-2-(3,4-dichlorophenyl)-1-ethyl-6-methyl-4-oxo-

pyridine-3-carboxylic acid

11

2-(3,4-dichlorophenyl)-1-ethyl-5-(4-fluorophenyl)-6-methyl-4-oxo-

pyridine-3-carboxylic acid

12

5-(6-chloro-3-pyridyl)-2-(3,4-dichlorophenyl)-1-ethyl-6-methyl-4-oxo-

pyridine-3-carboxylic acid

13

5-(2-chlorophenyl)-2-(3,4-dichlorophenyl)-1-ethyl-6-methyl-4-oxo-

pyridine-3-carboxylic acid

14

2-(3,4-dichlorophenyl)-1-ethyl-5-(2-fluorophenyl)-6-methyl-4-oxo-

pyridine-3-carboxylic acid

15

5-(2,4-dichlorophenyl)-2-(3,4-dichlorophenyl)-1-ethyl-6-methyl-4-oxo-

pyridine-3-carboxylic acid

16

2-(3,4-dichlorophenyl)-1-ethyl-6-methyl-4-oxo-5-[3-

(trifluoromethoxy)phenyl]pyridine-3-carboxylic acid

17

2-(3,4-dichlorophenyl)-1-ethyl-5-(2-fluoro-4-pyridyl)-6-methyl-4-oxo-

pyridine-3-carboxylic acid

18

2-(3,4-dichlorophenyl)-1-ethyl-5-(4-methoxyphenyl)-6-methyl-4-oxo-

pyridine-3-carboxylic acid

19

2-(3,4-dichlorophenyl)-1-ethyl-6-methyl-4-oxo-(5-(3-pyridyl)pyridine-3-

carboxylic acid

20

2-(3,4-dichlorophenyl)-1-ethyl-6-methyl-5-(4-methyl-3-thienyl)-4-oxo-

pyridine-3-carboxylic acid

21

2-(3,4-dichlorophenyl)-1-ethyl-6-methyl-4-oxo-5-pyridin-1-ium-3-yl-

pyridine-3-carboxylic acid; 2,2,2-trifluoroacetate

22

5-(3-chloro-4-fluoro-phenyl)-2-(3,4-dichlorophenyl)-1-ethyl-6-methyl-4-

oxo-pyridine-3-carboxylic acid

23

5-(5-chloro-3-pyridyl)-2-(3,4-dichlorophenyl)-1-ethyl-6-methyl-4-oxo-

pyridine-3-carboxylic acid

24

2-(3,4-dichlorophenyl)-1-ethyl-6-methyl-4-oxo-5-phenyl-pyridine-3-

carboxylic acid

25

2-(3,4-dichlorophenyl)-1-ethyl-6-methyl-4-oxo-5-pyridin-1-ium-4-yl-

pyridine-3-carboxylic acid; 2,2,2-trifluoroacetate

26

2-(3,4-dichlorophenyl)-1-ethyl-6-methyl-4-oxo-5-[4-

(trifluoromethyl)phenyl]pyridine-3-carboxylicacid

27

2-(3,4-dichlorophenyl)-1-ethyl-6-methyl-5-oxazol-2-yl-4-oxo-pyridine-3-

carboxylic acid

28

2-(3,4-dichlorophenyl)-1-ethyl-6-methyl-4-oxo-5-pyridin-1-ium-2-yl-

pyridine-3-carboxylic acid; chloride

29

2,5-bis(3,4-dichlorophenyl)-1-ethyl-6-methyl-4-oxo-pyridine-3-carboxylic

acid

30

2-(3,4-dichlorophenyl)-1-ethyl-6-methyl-4-oxo-5-(3-thienyl)pyridine-3-

carboxylic acid

31

2-(3,4-dichlorophenyl)-1-ethyl-6-methyl-5-(o-tolyl)-4-oxo-pyridine-3-

carboxylic acid

32

2-(3,4-dichlorophenyl)-1-ethyl-6-methyl-5-(4-methylsulfonylphenyl)-4-

oxo-pyridine-3-carboxylic acid

33

2-(3,4-dichlorophenyl)-1-ethyl-5-(3-furyl)-6-methyl-4-oxo-pyridine-3-

carboxylic acid

34

5-(4-benzyloxyphenyl)-2-(3,4-dichlorophenyl)-1-ethyl-6-methyl-4-oxo-

pyridine-3-carboxylic acid

35

2-(3,4-dichlorophenyl)-1-ethyl-6-methyl-4-oxo-5-pyridazin-1-ium-4-yl-

pyridine-3-carboxylic acid; 2,2,2-trifluoroacetate

36

2-(3,4-dichlorophenyl)-1-ethyl-6-methyl-5-(4-nitrophenyl)-4-oxo-pyridine-

3-carboxylic acid

37

5-(5-chloro-3-thienyl)-2-(3,4-dichlorophenyl)-1-ethyl-6-methyl-4-oxo-

pyridine-3-carboxylic acid

38

methyl 2-(3,4-dichlorophenyl)-1-ethyl-6-methyl-5-oxazol-2-yl-4-oxo-

pyridine-3-carboxylate

39

methyl 2-(3,4-dichlorophenyl)-1-ethyl-6-methyl-5-(3-methylimidazol-4-yl)-

4-oxo-pyridine-3-carboxylate

40

2-(3,4-dichlorophenyl)-1-ethyl-6-methyl-5-(3-methylimidazol-4-yl)-4-oxo-

pyridine-3-carboxylic acid

41

5-[3,4-bis(trifluoromethyl)phenyl]-2-(3,4-dichlorophenyl)-1-ethyl-6-

methyl-4-oxo-pyridine-3-carboxylic acid

42

5-(4-chloro-3-ethoxy-phenyl)-2-(3,4-dichlorophenyl)-1-ethyl-6-methyl-4-

oxo-pyridine-3-carboxylic acid

43

2-(3,4-dichlorophenyl)-1-ethyl-5-(3-fluoro-5-methoxy-phenyl)-6-methyl-4-

oxo-pyridine-3-carboxylic acid

44

5-[4-chloro-3-(trifluoromethyl)phenyl]-2-(3,4-dichlorophenyl)-1-ethyl-6-

methyl-4-oxo-pyridine-3-carboxylic acid

45

5-(4-chloro-3-ethyl-phenyl)-2-(3,4-dichlorophenyl)-1-ethyl-6-methyl-4-

oxo-pyridine-3-carboxylic acid

46

5-(4-chloro-3,5-dimethyl-phenyl)-2-(3,4-dichlorophenyl)-1-ethyl-6-methyl-

4-oxo-pyridine-3-carboxylic acid

47

2-(3,4-dichlorophenyl)-1-ethyl-6-methyl-4-oxo-5-[2-

(trifluoromethyl)pyrimidin-5-yl]pyridine-3-carboxylic acid

48

2-(3,4-dichlorophenyl)-1-ethyl-6-methyl-5-(5-methylsulfonyl-3-pyridyl)-4-

oxo-pyridine-3-carboxylic acid

49

2-(3,4-dichlorophenyl)-1-ethyl-5-[4-(methanesulfonamido)phenyl]-6-

methyl-4-oxo-pyridine-3-carboxylic acid

50

5-(3-chloro-4-fluoro-5-methoxy-phenyl)-2-(3,4-dichlorophenyl)-1-ethyl-6-

methyl-4-oxo-pyridine-3-carboxylic acid

51

2-(3,4-dichlorophenyl)-5-(3-ethoxy-5-fluoro-phenyl)-1-ethyl-6-methyl-4-

oxo-pyridine-3-carboxylic acid

52

2-(3,4-dichlorophenyl)-5-(5,6-dichloro-3-pyridyl)-1-ethyl-6-methyl-4-oxo-

pyridine-3-carboxylic acid

53

2-(3,4-dichlorophenyl)-1-ethyl-5-(2-methoxy-4-pyridyl)-6-methyl-4-oxo-

pyridine-3-carboxylic acid

54

2-(3,4-dichlorophenyl)-1-ethyl-6-methyl-4-oxo-5-[(E)-styryl]pyridine-3-

carboxylic acid

55

5-(4-tert-butylphenyl)-2-(3,4-dichlorophenyl)-1-ethyl-6-methyl-4-oxo-

pyridine-3-carboxylic acid

56

2-(3,4-dichlorophenyl)-5-(3,5-dichlorophenyl)-1-ethyl-6-methyl-4-oxo-

pyridine-3-carboxylic acid

57

5-(4-chloro-3-cyano-phenyl)-2-(3,4-dichlorophenyl)-1-ethyl-6-methyl-4-

oxo-pyridine-3-carboxylic acid

58

2-(3,4-dichlorophenyl)-1-ethyl-6-methyl-5-(1-methyl-2-oxo-4-pyridyl)-4-

oxo-pyridine-3-carboxylic acid

59

2-(3,4-dichlorophenyl)-5-(5,6-difluoro-3-pyridyl)-1-ethyl-6-methyl-4-oxo-

pyridine-3-carboxylic acid

60

2-(3,4-dichlorophenyl)-5-(2,2-difluoro-[1,3]dioxolo[4,5-b]pyridin-6-yl)-1-

ethyl-6-methyl-4-oxo-pyridine-3-carboxylic acid

61

2-(3,4-dichlorophenyl)-1-ethyl-5-(5-methoxy-3-pyridyl)-6-methyl-4-oxo-

pyridine-3-carboxylic acid

62

5-(3-chloro-5-fluoro-phenyl)-2-(3,4-dichlorophenyl)-1-ethyl-6-methyl-4-

oxo-pyridine-3-carboxylic acid

63

5-(5-chloro-2-thienyl)-2-(3,4-dichlorophenyl)-1-ethyl-6-methyl-4-oxo-

pyridine-3-carboxylic acid

64

5-[3-chloro-4-(trifluoromethyl)phenyl]-2-(3,4-dichlorophenyl)-1-ethyl-6-

methyl-4-oxo-pyridine-3-carboxylic acid

65

2-(3,4-dichlorophenyl)-5-[3-ethoxy-4-(trifluoromethyl)phenyl]-1-ethyl-6-

methyl-4-oxo-pyridine-3-carboxylic acid

66

2-(3,4-dichlorophenyl)-1-ethyl-5-(4-ethylsulfonylphenyl)-6-methyl-4-oxo-

pyridine-3-carboxylic acid

67

2-(3,4-dichlorophenyl)-1-ethyl-6-methyl-5-[3-methyl-5-

(trifluoromethyl)phenyl]-4-oxo-pyridine-3-carboxylic acid

68

5-(cyclopenten-1-yl)-2-(3,4-dichlorophenyl)-1-ethyl-6-methyl-4-

oxo-pyridine-3-carboxylic acid

69

5-(2-chloro-6-isopropoxy-4-pyridyl)-2-(3,4-dichlorophenyl)-1-ethyl-6-

methyl-4-oxo-pyridine-3-carboxylic acid

70

2-(3,4-dichlorophenyl)-5-(3,5-dimethoxyphenyl)-1-ethyl-6-methyl-4-oxo-

pyridine-3-carboxylic acid

71

2-(3,4-dichlorophenyl)-1-ethyl-5-(4-methoxy-3,5-dimethyl-phenyl)-6-

methyl-4-oxo-pyridine-3-carboxylic acid

72

5-[4-chloro-3-(ethylcarbamoyl)phenyl]-2-(3,4-dichlorophenyl)-1-ethyl-6-

methyl-4-oxo-pyridine-3-carboxylic acid

73

2-(3,4-dichlorophenyl)-1-ethyl-6-methyl-4-oxo-5-(3,4,5-

trifluorophenyl)pyridine-3-carboxylic acid

74

2-(3,4-dichlorophenyl)-1-ethyl-6-methyl-4-oxo-5-(2-thienyl)pyridine-3-

carboxylic acid

75

5-(3-chloro-5-fluoro-4-methoxy-phenyl)-2-(3,4-dichlorophenyl)-1-ethyl-6-

methyl-4-oxo-pyridine-3-carboxylic acid

76

2-(3,4-dichlorophenyl)-5-[4-(difluoromethyl)phenyl]-1-ethyl-6-methyl-4-

oxo-pyridine-3-carboxylic acid

77

5-(6-chloro-5-methyl-3-pyridyl)-2-(3,4-dichlorophenyl)-1-ethyl-6-methyl-

4-oxo-pyridine-3-carboxylic acid

78

5-(3-cyano-5-fluoro-phenyl)-2-(3,4-dichlorophenyl)-1-ethyl-6-methyl-4-

oxo-pyridine-3-carboxylic acid

79

2-(3,4-dichlorophenyl)-5-(3,5-difluorophenyl)-1-ethyl-6-methyl-4-

oxo-pyridine-3-carboxylic acid

80

5-(3-cyano-5-methyl-phenyl)-2-(3,4-dichlorophenyl)-1-ethyl-6-methyl-4-

oxo-pyridine-3-carboxylic acid

81

2-(3,4-dichlorophenyl)-1-ethyl-5-[4-methoxy-3-(trifluoromethyl)phenyl]-6-

methyl-4-oxo-pyridine-3-carboxylic acid

82

5-[3-chloro-5-(trifluoromethyl)phenyl]-2-(3,4-dichlorophenyl)-1-ethyl-6-

methyl-4-oxo-pyridine-3-carboxylic acid

83

5-[4-chloro-3-(cyclopropylcarbamoyl)phenyl]-2-(3,4-dichlorophenyl)-1-

ethyl-6-methyl-4-oxo-pyridine-3-carboxylic acid

84

2-(3,4-dichlorophenyl)-5-(3,5-difluoro-4-methoxy-phenyl)-1-ethyl-6-

methyl-4-oxo-pyridine-3-carboxylic acid

85

2-(3,4-dichlorophenyl)-1-ethyl-5-(5-fluoro-3-pyridyl)-6-methyl-4-oxo-

pyridine-3-carboxylic acid

86

2-(3,4-dichlorophenyl)-1-ethyl-6-methyl-5-(4-methyl-2-thienyl)-4-oxo-

pyridine-3-carboxylic acid

87

5-(3-chloro-4,5-dimethoxy-phenyl)-2-(3,4-dichlorophenyl)-1-ethyl-6-

methyl-4-oxo-pyridine-3-carboxylic acid

88

2-(3,4-dichlorophenyl)-5-[3-ethoxy-5-(trifluoromethyl)phenyl]-1-ethyl-6-

methyl-4-oxo-pyridine-3-carboxylic acid

89

2-(3,4-dichlorophenyl)-1-ethyl-5-(4-ethylphenyl)-6-methyl-4-oxo-pyridine-

3-carboxylic acid

90

5-(4-acetylphenyl)-2-(3,4-dichlorophenyl)-1-ethyl-6-methyl-4-oxo-

pyridine-3-carboxylic acid

91

5-(3-cyano-4-fluoro-phenyl)-2-(3,4-dichlorophenyl)-1-ethyl-6-methyl-4-

oxo-pyridine-3-carboxylic acid

92

5-(3-cyano-4-fluoro-phenyl)-2-(3,4-dichlorophenyl)-1-ethyl-6-methyl-4-

oxo-pyridine-3-carboxylic acid

93

2-(3,4-dichlorophenyl)-1-ethyl-6-methyl-5-(4-methylsulfanylphenyl)-4-

oxo-pyridine-3-carboxylic acid

94

2-(3,4-dichlorophenyl)-1-ethyl-5-[3-fluoro-5-(2,2,2-

trifluoroethoxy)phenyl]-6-methyl-4-oxo-pyridine-3-carboxylic acid

95

2-(3,4-dichlorophenyl)-1-ethyl-6-methyl-4-oxo-5-[4-

(trifluoromethoxy)phenyl]pyridine-3-carboxylic acid

96

2-(3,4-dichlorophenyl)-5-(4-ethoxyphenyl)-1-ethyl-6-methyl-4-oxo-

pyridine-3-carboxylic acid

97

2-(3,4-dichlorophenyl)-1-ethyl-5-(4-fluoro-3-methyl-phenyl)-6-methyl-4-

oxo-pyridine-3-carboxylic acid

98

2-(3,4-dichlorophenyl)-5-(3-ethoxyphenyl)-1-ethyl-6-methyl-4-oxo-

pyridine-3-carboxylic acid

99

2-(3,4-dichlorophenyl)-5-(3,4-dimethoxyphenyl)-1-ethyl-6-methyl-4-oxo-

pyridine-3-carboxylic acid

100

2-(3,4-dichlorophenyl)-1-ethyl-5-(4-methoxy-3-methyl-phenyl)-6-methyl-

4-oxo-pyridine-3-carboxylic acid

101

5-(3-chloro-4-methoxy-phenyl)-2-(3,4-dichlorophenyl)-1-ethyl-6-methyl-4-

oxo-pyridine-3-carboxylic acid

102

2-(3,4-dichlorophenyl)-1-ethyl-5-(3-fluoro-4-methoxy-phenyl)-6-methyl-4-

oxo-pyridine-3-carboxylic acid

103

2-(3,4-dichlorophenyl)-5-(3-ethoxy-5-methyl-phenyl)-1-ethyl-6-methyl-4-

oxo-pyridine-3-carboxylic acid

104

2-(3,4-dichlorophenyl)-5-(3,4-difluorophenyl)-1-ethyl-6-methyl-4-oxo-

pyridine-3-carboxylic acid

105

2-(3,4-dichlorophenyl)-1-ethyl-5-[4-fluoro-3-(2,2,2-

trifluoroethoxy)phenyl]-6-methyl-4-oxo-pyridine-3-carboxylicacid

106

2-(3,4-dichlorophenyl)-5-[3-(difluoromethyl)phenyl-1-ethyl-6-methyl-4-

oxo-pyridine-3-carboxylic acid

107

5-(4-cyano-3-ethoxy-phenyl)-2-(3,4-dichlorophenyl)-1-ethyl-6-methyl-4-

oxo-pyridine-3-carboxylic acid

108

2-(3,4-dichlorophenyl)-1-ethyl-6-methyl-4-oxo-5-[6-(trifluoromethyl)-3-

pyridyl]pyridine-3-carboxylic acid

109

2-(3,4-dichlorophenyl)-5-[4-(dimethylcarbamoyl)phenyl]-1-ethyl-6-methyl-

4-oxo-pyridine-3-carboxylic acid

110

2-(3,4-dichlorophenyl)-1-ethyl-6-methyl-4-oxo-5-[3-(2,2,2-

trifluoroethoxy)phenyl]pyridine-3-carboxylic acid

111

2-(3,4-dichlorophenyl)-1-ethyl-5-[4-(methoxymethyl)phenyl]-6-methyl-4-

oxo-pyridine-3-carboxylic acid

112

5-(3-acetylphenyl)-2-(3,4-dichlorophenyl)-1-ethyl-6-methyl-4-oxo-

pyridine-3-carboxylic acid

113

2-(3,4-dichlorophenyl)-1-ethyl-5-(6-methoxy-2-pyridyl)-6-methyl-4-oxo-

pyridine-3-carboxylic acid

114

2-(3,4-dichlorophenyl)-1-ethyl-6-methyl-5-(3-methylsulfanylphenyl)-4-

oxo-pyridine-3-carboxylic acid

115

methyl 2-(3,4-dichlorophenyl)-1-ethyl-6-methyl-5-(1-methylpyrazol-4-yl)-

4-oxo-pyridine-3-carboxylate

116

2-(3,4-dichlorophenyl)-1-ethyl-5-(3-fluorophenyl)-6-methyl-4-oxo-

pyridine-3-carboxylic acid

117

2-(3,4-dichlorophenyl)-1-ethyl-6-methyl-4-oxo-5-pyrimidin-5-yl-pyridine-

3-carboxylic acid

118

5-[3,5-bis(trifluoromethyl)phenyl]-2-(3,4-dichlorophenyl)-1-ethyl-6-

methyl-4-oxo-pyridine-3-carboxylic acid

119

5-(3-chlorophenyl)-2-(3,4-dichlorophenyl)-1-ethyl-6-methyl-4-oxo-

pyridine-3-carboxylic acid

120

2-(3,4-dichlorophenyl)-1-ethyl-6-methyl-4-oxo-5-[3-

(trifluoromethyl)phenyl)]pyridine-3-carboxylic acid

121

2-(3,4-dichlorophenyl)-1-ethyl-6-methyl-4-oxo-5-(p-tolyl)pyridine-3-

carboxylic acid

122

2-(3,4-dichlorophenyl)-5-(3,5-dimethylphenyl)-1-ethyl-6-methyl-4-oxo-

pyridine-3-carboxylic acid

123

2-(3,4-dichlorophenyl)-1-ethyl-6-methyl-5-(m-tolyl)-4-oxo-pyridine-3-

carboxylic acid

124

methyl 2-(3,4-dichlorophenyl)-1-ethyl-5-(6-fluoro-3-pyridyl)-6-methyl-4-

oxo-pyridine-3-carboxylate

125

methyl 5-(6-chloro-3-pyridyl)-2-(3,4-dichlorophenyl)-1-ethyl-6-methyl-4-

oxo-pyridine-3-carboxylate

126

2-(3,4-dichlorophenyl)-1-ethyl-5-(6-methoxy-3-pyridyl)-6-methyl-4-oxo-

pyridine-3-carboxylic acid

127

methyl 5-(4-chlorophenyl)-2-(3,4-dichlorophenyl)-1-ethyl-6-methyl-4-oxo-

pyridine-3-carboxylate

128

5-(4-chlorophenyl)-2-(3,4-difluorophenyl)-1-ethyl-6-methyl-4-oxo-

pyridine-3-carboxylic acid

129

2-(4-bromo-3-fluoro-phenyl)-5-(4-chlorophenyl)-1-ethyl-6-methyl-4-oxo-

pyridine-3-carboxylic acid

130

5-(4-chlorophenyl)-2-(2,4-difluorophenyl)-1-ethyl-6-methyl-4-oxo-

pyridine-3-carboxylic acid

131

5-(4-chlorophenyl)-2-(5-chloro-2-pyridyl)-1-ethyl-6-methyl-4-oxo-

pyridine-3-carboxylic acid

132

5-(4-chlorophenyl)-2-(3,4-dichlorophenyl)-1-ethyl-4-oxo-6-

(trifluoromethyl)pyridine-3-carboxylic acid

133

2-(4-bromo-2-fluoro-phenyl)-5-(4-chlorophenyl)-1-ethyl-6-methyl-4-oxo-

pyridine-3-carboxylic acid

134

ethyl 5-(4-chlorophenyl)-2-(2,4-difluorophenyl)-1-ethyl-6-methyl-4-oxo-

pyridine-3-carboxylate

135

2-(2,4-difluorophenyl)-1-ethyl-6-methyl-4-oxo-5-phenyl-pyridine-3-

carboxylic acid

136

2-(2,4-difluorophenyl)-1-ethyl-6-methyl-4-oxo-5-[4-

(trifluoromethoxy)phenyl]pyridine-3-carboxylic acid

137

ethyl 2-(4-bromo-2-fluoro-phenyl)-5-(4-chlorophenyl)-1-ethyl-6-methyl-4-

oxo-pyridine-3-carboxylate

138

2,5-bis(4-chlorophenyl)-1-ethyl-6-methyl-4-oxo-pyridine-3-carboxylic acid

139

ethyl 2-(4-bromo-3-fluoro-phenyl)-5-(4-chlorophenyl)-1-ethyl-6-methyl-4-

oxo-pyridine-3-carboxylate

140

2-(2-chloro-4-pyridyl)-1-ethyl-6-methyl-4-oxo-5-[4-

(trifluoromethyl)phenyl)]pyridine-3-carboxylic acid

141

2-(2-chloro-4-pyridyl)-(3-cyanophenyl)-1-ethyl-6-methyl-4-oxo-pyridine-3-

carboxylic acid

142

2-(2-chloro-4-pyridyl)-5-(4-cyanophenyl)-1-ethyl-6-methyl-4-oxo-pyridine-

3-carboxylic acid

143

5-(4-chlorophenyl)-2-(2-chloro-4-pyridyl)-1-ethyl-6-methyl-4-oxopyridine-

3-carboxylic acid

144

5-(3-chlorophenyl)-2-(2-chloro-4-pyridyl)-1-ethyl-6-methyl-4-oxopyridine-

3-carboxylic acid

145

2-(2-chloro-4-pyridyl)-1-ethyl-6-methyl-4-oxo-5-[3-

(trifluoromethyl)phenyl]pyridine-3-carboxylic acid

146

5-(4-cyanophenyl)-2-(5,6-dichloro-2-pyridyl)-1-ethyl-6-methyl-4-oxo-

pyridine-3-carboxylic acid

147

5-(3-cyanophenyl)-2-(5,6-dichloro-2-pyridyl)-1-ethyl-6-methyl-4-oxo-

pyridine-3-carboxylic acid

148

5-(4-chlorophenyl)-2-(5,6-dichloro-2-pyridyl)-1-ethyl-6-methyl-4-oxo-

pyridine-3-carboxylic acid

149

5-(3-chlorophenyl)-2-(5,6-dichloro-2-pyridyl)-1-ethyl-6-methyl-4-oxo-

pyridine-3-carboxylic acid

150

2-(5,6-dichloro-2-pyridyl)-1-ethyl-6-methyl-4-oxo-5-[3-

(trifluoromethyl)phenyl]pyridine-3-carboxylic acid

151

2-(5,6-dichloro-2-pyridyl)-1-ethyl-6-methyl-4-oxo-5-[4-

(trifluoromethyl)phenyl]pyridine-3-carboxylic acid

152

ethyl 5-(4-chlorophenyl)-2-(3,4-difluorophenyl)-1-ethyl-6-methyl-4-oxo-

pyridine-3-carboxylate

153

5-(4-chloro-2-fluoro-phenyl)-2-(3,4-dichlorophenyl)-1-ethyl-6-methyl-4-

oxo-pyridine-3-carboxylic acid

154

5-(4-chloro-2-methoxy-phenyl)-2-(3,4-dichlorophenyl)-1-ethyl-6-methyl-4-

oxo-pyridine-3-carboxylic acid

155

2-(3,4-dichlorophenyl)-1-ethyl-5-(4-fluoro-2-methyl-phenyl)-6-methyl-4-

oxo-pyridine-3-carboxylic acid

156

5-(4-chloro-2-methyl-phenyl)-2-(3,4-dichlorophenyl)-1-ethyl-6-methyl-4-

oxo-pyridine-3-carboxylic acid

157

2-(3,4-dichlorophenyl)-1-ethyl-5-(4-fluoro-2-methoxy-phenyl)-6-methyl-4-

oxo-pyridine-3-carboxylic acid

158

5-(4-chloro-2-methylsulfanyl-phenyl)-2-(3,4-dichlorophenyl)-1-ethyl-6-

methyl-4-oxo-pyridine-3-carboxylic acid

159

methyl 5-(4-chloro-2-methoxy-phenyl)-2-(3,4-dichlorophenyl)-1-ethyl-6-

methyl-4-oxo-pyridine-3-carboxylate

160

methyl 5-(4-chloro-2-fluoro-phenyl)-2-(3,4-dichlorophenyl)-1-ethyl-6-

methyl-4-oxo-pyridine-3-carboxylate

161

methyl 2-(3,4-dichlorophenyl)-1-ethyl-5-(4-fluoro-2-methyl-phenyl)-6-

methyl-4-oxo-pyridine-3-carboxylate

162

methyl 5-(4-chloro-2-methyl-phenyl)-2-(3,4-dichlorophenyl)-1-ethyl-6-

methyl-4-oxo-pyridine-3-carboxylate

163

methyl 2-(3,4-dichlorophenyl)-1-ethyl-5-(4-fluoro-2-methoxy-phenyl)-6-

methyl-4-oxo-pyridine-3-carboxylate

164

methyl 2-(3,4-dichlorophenyl)-1-ethyl-5-(4-fluoro-2-methoxy-phenyl)-6-

methyl-4-oxo-pyridine-3-carboxylate

165

2-(4-chlorophenyl)-1-ethyl-6-methyl-4-oxo-5-(2-thienyl)pyridine-3-

carboxylic acid

166

2-(4-chlorophenyl)-5-(5-chloro-2-thienyl)-1-ethyl-6-methyl-4-oxo-

pyridine-3-carboxylic acid

167

2-(4-chlorophenyl)-1-ethyl-6-methyl-5-(4-methyl-2-thienyl)-4-oxo-

pyridine-3-carboxylic acid

168

2-(5-chloro-2-pyridyl)-1-ethyl-6-methyl-4-oxo-5-pyrazin-2-yl-pyridine-3-

carboxylic acid

169

methyl 5-(4-chlorophenyl)-2-(3,4-dichlorophenyl)-1-ethyl-4-oxo-6-

(trifluoromethyl)pyridine-3-carboxylate

170

2-(4-chlorophenyl)-5-[3-chloro-4-(trifluoromethyl)phenyl]-1-ethyl-6-

methyl-4-oxo-pyridine-3-carboxylic acid

171

2-(4-chlorophenyl)-5-[3-chloro-4-(trifluoromethyl)phenyl]-1-ethyl-6-

methyl-4-oxo-pyridine-3-carboxylic acid

172

2-(4-chlorophenyl)-5-(2,3-dichlorophenyl)-1-ethyl-6-methyl-4-oxo-

pyridine-3-carboxylic acid

173

2-(4-chlorophenyl)-1-ethyl-5-(4-fluoro-3,5-dimethyl-phenyl)-6-methyl-4-

oxo-pyridine-3-carboxylic acid

174

2-(4-chlorophenyl)-5-(3-cyano-4-fluoro-phenyl)-1-ethyl-6-methyl-4-oxo-

pyridine-3-carboxylic acid

175

5-(2-chloro-5-fluoro-phenyl)-2-(4-chlorophenyl)-1-ethyl-6-methyl-4-oxo-

pyridine-3-carboxylic acid

176

2-(4-chlorophenyl)-5-[3-ethoxy-4-(trifluoromethyl)phenyl]-1-ethyl-6-

methyl-4-oxo-pyridine-3-carboxylic acid

177

2-(4-chlorophenyl)-1-ethyl-5-[2-fluoro-5-(trifluoromethyl)phenyl]-6-

methyl-4-oxo-pyridine-3-carboxylic acid

178

2-(4-chlorophenyl)-5-(3,5-dichloro-4-fluoro-phenyl)-1-ethyl-6-methyl-4-

oxo-pyridine-3-carboxylic acid

179

2-(4-chlorophenyl)-1-ethyl-5-(2-fluoro-3-methoxy-phenyl)-6-methyl-4-

oxo-pyridine-3-carboxylic acid

180

2-(4-chlorophenyl)-1-ethyl-6-methyl-4-oxo-5-pyridazin-4-yl-pyridine-3-

carboxylic acid

181

2-(4-chlorophenyl)-1-ethyl-5-[2-fluoro-3-(trifluoromethyl)phenyl]-6-

methyl-4-oxo-pyridine-3-carboxylic acid

182

2-(4-chlorophenyl)-5-(2-chloropyrimidin-5-yl)-1-ethyl-6-methyl-4-oxo-

pyridine-3-carboxylic acid

183

2-(4-chlorophenyl)-5-[2-chloro-5-(trifluoromethyl)phenyl]-1-ethyl-6-

methyl-4-oxo-pyridine-3-carboxylic acid

184

5-(4-chloro-2-methoxy-phenyl)-2-(4-chlorophenyl)-1-ethyl-6-methyl-4-

oxo-pyridine-3-carboxylic acid

185

2-(4-chlorophenyl)-5-(2,5-dichlorophenyl)-1-ethyl-6-methyl-4-oxo-

pyridine-3-carboxylic acid

186

2-(4-chlorophenyl)-1-ethyl-5-(4-fluoro-2-methoxy-phenyl)-6-methyl-4-

oxo-pyridine-3-carboxylic acid

187

2-(4-chlorophenyl)-5-[4-cyano-3-(trifluoromethyl)phenyl]-1-ethyl-6-

methyl-4-oxo-pyridine-3-carboxylic acid

188

2-(4-chlorophenyl)-5-(3,5-dichlorophenyl)-1-ethyl-6-methyl-4-oxo-

pyridine-3-carboxylic acid

189

2-(4-chlorophenyl)-1-ethyl-5-(2-fluoro-5-methoxy-phenyl)-6-methyl-4-

oxo-pyridine-3-carboxylic acid

190

2-(4-chlorophenyl)-5-(3-cyano-5-fluoro-phenyl)-1-ethyl-6-methyl-4-oxo-

pyridine-3-carboxylic acid

191

2-(4-chlorophenyl)-1-ethyl-6-methyl-4-oxo-5-pyrimidin-5-yl-pyridine-3-

carboxylic acid

192

2-(4-chlorophenyl)-5-(2,4-difluorophenyl)-1-ethyl-6-methyl-4-oxo-

pyridine-3-carboxylic acid

193

2-(4-chlorophenyl)-5-(2,4-dichlorophenyl)-1-ethyl-6-methyl-4-oxo-

pyridine-3-carboxylic acid

194

2-(4-chlorophenyl)-1-ethyl-6-methyl-5-(4-nitrophenyl)-4-oxo-pyridine-3-

carboxylic acid

195

2-(4-chlorophenyl)-5-(3,4-dichlorophenyl)-1-ethyl-6-methyl-4-oxo-

pyridine-3-carboxylic acid

196

5-(4-chloro-3-cyano-phenyl)-2-(4-chlorophenyl)-1-ethyl-6-methyl-4-oxo-

pyridine-3-carboxylic acid

197

5-(4-chloro-3,5-dimethyl-phenyl)-2-(4-chlorophenyl)-1-ethyl-6-methyl-4-

oxo-pyridine-3-carboxylic acid

198

2-(4-chlorophenyl)-5-(4-cyanophenyl)-1-ethyl-6-methyl-4-oxo-pyridine-3-

carboxylic acid

199

5-[3-4-bis(trifluoromethyl)phenyl]-2-(4-chlorophenyl)-1-ethyl-6-methyl-4-

oxo-pyridine-3-carboxylic acid

200

2-(4-chlorophenyl)-1-ethyl-6-methyl-4-oxo-5-(3,4,5-

trifluorophenyl)pyridine-3-carboxylic acid

201

5-(4-chloro-3-fluoro-phenyl)-2-(4-chlorophenyl)-1-ethyl-6-methyl-4-oxo-

pyridine-3-carboxylic acid

202

methyl 5-(4-chlorophenyl)-2-(3,4-dichlorophenyl)-1-ethyl-6-(2-

methoxyethyl)-4-oxo-pyridine-3-carboxylate

203

5-(4-chlorophenyl)-2-(3,4-dichlorophenyl)-1-ethyl-6-(2-methoxyethyl)-4-

oxo-pyridine-3-carboxylic acid

204

5-(4-chlorophenyl)-2-(3,4-dichlorophenyl)-6-(difluoromethyl)-1-ethyl-4-

oxo-pyridine-3-carboxylic acid

205

methyl 5-(4-chlorophenyl)-2-(3,4-dichlorophenyl)-6-(difluoromethyl)-1-

ethyl-4-oxo-pyridine-3-carboxylate

206

2-(3,4-dichlorophenyl)-1-ethyl-5-[2-fluoro-5-(trifluoromethyl)phenyl]-6-

methyl-4-oxo-pyridine-3-carboxylic acid

207

2-(3,4-dichlorophenyl)-1-ethyl-5-[2-fluoro-3-(trifluoromethyl)phenyl]-6-

methyl-4-oxo-pyridine-3-carboxylic acid

208

5-(4-chlorophenyl)-2-(5,6-dichloro-3-pyridyl)-1-ethyl-6-methyl-4-oxo-

pyridine-3-carboxylic acid

209

5-(2,4-dichlorophenyl)-2-(5,6-dichloro-3-pyridyl)-1-ethyl-6-methyl-4-oxo-

pyridine-3-carboxylic acid

210

2-(5,6-dichloro-3-pyridyl)-5-(2,4-difluorophenyl)-1-ethyl-6-methyl-4-oxo-

pyridine-3-carboxylic acid

211

2-(5,6-dichloro-3-pyridyl)-1-ethyl-5-(4-fluorophenyl)-6-methyl-4-oxo-

pyridine-3-carboxylic acid

212

methyl 2-(5,6-dichloro-3-pyridyl)-1-ethyl-5-(4-fluorophenyl)-6-methyl-4-

oxo-pyridine-3-carboxylate

213

methyl 2-(5,6-dichloro-3-pyridyl)-5-(2,4-difluorophenyl)-1-ethyl-6-methyl-

4-oxo-pyridine-3-carboxylate

214

methyl 5-(2,4-dichlorophenyl)-2-(5,6-dichloro-3-pyridyl)-1-ethyl-6-methyl-

4-oxo-pyridine-3-carboxylate

215

methyl 5-(4-chlorophenyl)-2-(5,6-dichloro-3-pyridyl)-1-ethyl-6-methyl-4-

oxo-pyridine-3-carboxylate

216

5-(4-chloro-3-nitro-phenyl)-2-(3,4-dichlorophenyl)-1-ethyl-6-methyl-4-

oxo-pyridine-3-carboxylic acid

217

2-(3,4-dichlorophenyl)-1-ethyl-6-methyl-4-oxo-5-[6-(trifluoromethyl)-2-

pyridyl]pyridine-3-carboxylic acid

218

methyl 6-(bromomethyl)-5-(4-chlorophenyl)-2-(3,4-dichlorophenyl)-1-

ethyl-4-oxo-pyridine-3-carboxylate

219

2-(3,4-dichlorophenyl)-1-ethyl-6-methyl-4-oxo-5-(2-quinolyl)pyridine-3-

carboxylic acid

220

5-(3-chloro-2-fluoro-phenyl)-2-(3,4-dichlorophenyl)-1-ethyl-6-methyl-4-

oxo-pyridine-3-carboxylic acid

221

5-(4-cyano-2-methylsulfanyl-phenyl)-2-(3,4-dichlorophenyl)-1-ethyl-6-

methyl-4-oxo-pyridine-3-carboxylic acid

222

2-(3,4-dichlorophenyl)-1-ethyl-5-(5-fluoro-2-methyl-phenyl)-6-methyl-4-

oxo-pyridine-3-carboxylic acid

223

2-(3,4-dichlorophenyl)-5-(2,2-difluoro-1,3-benzodioxol-4-yl)-1-ethyl-6-

methyl-4-oxo-pyridine-3-carboxylic acid

224

5-[2-chloro-5-(trifluoromethoxy)phenyl]-2-(3,4-dichlorophenyl)-1-ethyl-6-

methyl-4-oxo-pyridine-3-carboxylic acid

225

2-(3,4-dichlorophenyl)-5-(2,5-dimethylphenyl)-1-ethyl-6-methyl-4-oxo-

pyridine-3-carboxylic acid

226

2-(3,4-dichlorophenyl)-1-ethyl-5-(6-fluoro-2-methyl-3-pyridyl)-6-methyl-4-

oxo-pyridine-3-carboxylic acid

227

2-(3,4-dichlorophenyl)-5-(2,4-difluoro-3-methyl-phenyl)-1-ethyl-6-methyl-

4-oxo-pyridine-3-carboxylic acid

228

2-(3,4-dichlorophenyl)-1-ethyl-5-(2-fluoro-3-methyl-phenyl)-6-methyl-4-

oxo-pyridine-3-carboxylic acid

229

5-(5-chloro-2-fluoro-phenyl)-2-(3,4-dichlorophenyl)-1-ethyl-6-methyl-4-

oxo-pyridine-3-carboxylic acid

230

5-(4-cyano-2-methyl-phenyl)-2-(3,4-dichlorophenyl)-1-ethyl-6-methyl-4-

oxo-pyridine-3-carboxylic acid

231

2-(3,4-dichlorophenyl)-1-ethyl-5-(2-fluoro-5-methyl-phenyl)-6-methyl-4-

oxo-pyridine-3-carboxylic acid

232

2-(3,4-dichlorophenyl)-5-(2,6-dimethoxy-3-pyridyl)-1-ethyl-6-methyl-4-

oxo-pyridine-3-carboxylic acid

233

5-(5-chloro-2-fluoro-3-pyridyl)-2-(3,4-dichlorophenyl)-1-ethyl-6-methyl-4-

oxo-pyridine-3-carboxylic acid

234

2-(3,4-dichlorophenyl)-5-(2,4-difluoro-3-methoxy-phenyl)-1-ethyl-6-

methyl-4-oxo-pyridine-3-carboxylic acid

235

2-(3,4-dichlorophenyl)-1-ethyl-5-(5-fluoro-2-methoxy-phenyl)-6-methyl-4-

oxo-pyridine-3-carboxylic acid

236

2-(3,4-dichlorophenyl)-1-ethyl-5-(2-fluoro-4-methyl-phenyl)-6-methyl-4-

oxo-pyridine-3-carboxylic acid

237

2-(3,4-dichlorophenyl)-5-[4-(diethylsulfamoyl)phenyl]-1-ethyl-6-methyl-4-

oxo-pyridine-3-carboxylic acid

238

2-(3,4-dichlorophenyl)-1-ethyl-6-methyl-4-oxo-5-(3-

phenoxyphenyl)pyridine-3-carboxylic acid

239

2-(3,4-dichlorophenyl)-1-ethyl-5-(2-fluoro-4-methylsulfonyl-phenyl)-6-

methyl-4-oxo-pyridine-3-carboxylic acid

240

2-(3,4-dichlorophenyl)-5-(2,5-dimethylpyrazol-3-yl)-1-ethyl-6-methyl-4-

oxo-pyridine-3-carboxylic acid

241

2-(3,4-dichlorophenyl)-1-ethyl-6-methyl-5-(2-methylpyrazol-3-yl)-4-oxo-

pyridine-3-carboxylic acid

242

5-(4-chloro-2-fluoro-phenyl)-2-(5,6-dichloro-3-pyridyl)-1-ethyl-6-methyl-

4-oxo-pyridine-3-carboxylic acid

243

5-(5-tert-butoxycarbonyl-4-chloro-2-fluoro-phenyl)-2-(3,4-dichlorophenyl)-

1-ethyl-6-methyl-4-oxo-pyridine-3-carboxylic acid

244

5-[4-chloro-2-fluoro-5-(2-methoxyethoxy)phenyl]-2-(3,4-dichlorophenyl)-

1-ethyl-6-methyl-4-oxo-pyridine-3-carboxylic acid

245

5-(4-chloro-2-fluoro-5-isopropoxy-phenyl)-2-(3,4-dichlorophenyl)-1-ethyl-

6-methyl-4-oxo-pyridine-3-carboxylic acid

246

5-[4-chloro-5-(cyclopropylmethoxy)-2-fluoro-phenyl]-2-(3,4-

dichlorophenyl)-1-ethyl-6-methyl-4-oxo-pyridine-3-carboxylic acid

247

2-(3-chloro-4-nitro-phenyl)-5-(4-chlorophenyl)-1-ethyl-6-methyl-4-oxo-

pyridine-3-carboxylic acid

248

5-(4-chloro-2-fluoro-phenyl)-2-(4-chloro-3-nitro-phenyl)-1-ethyl-6-methyl-

4-oxo-pyridine-3-carboxylic acid

249

2-(4-chloro-3-nitro-phenyl)-5-(4-chlorophenyl)-1-ethyl-6-methyl-4-oxo-

pyridine-3-carboxylic acid

250

5-(4-chloro-2-fluoro-phenyl)-2-(3-chloro-4-nitro-phenyl)-1-ethyl-6-methyl-

4-oxo-pyridine-3-carboxylic acid

251

5-(2,4-dichlorophenyl)-2-(3,4-dichlorophenyl)-1,6-dimethyl-4-oxo-

pyridine-3-carboxylic acid

252

2-(3,4-dichlorophenyl)-5-(2,4-difluorophenyl)-1,6-dimethyl-4-oxo-

pyridine-3-carboxylic acid

253

5-(4-chloro-2-fluoro-phenyl)-2-(3,4-dichlorophenyl)-1,6-dimethyl-4-oxo-

pyridine-3-carboxylic acid

254

2-(4-chloro-3-fluoro-phenyl)-5-(4-chlorophenyl)-1-ethyl-6-methyl-4-oxo-

pyridine-3-carboxylic acid

255

2-(3-chloro-4-fluoro-phenyl)-5-(2,4-dichlorophenyl)-1-ethyl-6-methyl-4-

oxo-pyridine-3-carboxylic acid

256

5-(4-chloro-2-fluoro-phenyl)-2-(4-chloro-3-fluoro-phenyl)-1-ethyl-6-

methyl-4-oxo-pyridine-3-carboxylic acid

257

2-(3-chloro-4-fluoro-phenyl)-5-(4-chloro-2-fluoro-phenyl)-1-ethyl-6-

methyl-4-oxo-pyridine-3-carboxylic acid

258

2-(3-chloro-4-fluoro-phenyl)-5-(4-chlorophenyl)-1-ethyl-6-methyl-4-oxo-

pyridine-3-carboxylic acid

259

2-(4-chloro-3-fluoro-phenyl)-5-(2,4-dichlorophenyl)-1-ethyl-6-methyl-4-

oxo-pyridine-3-carboxylic acid

260

5-(4-chloro-2-fluoro-5-isopropoxy-phenyl)-2-(3,4-difluorophenyl)-1-ethyl-

6-methyl-4-oxo-pyridine-3-carboxylic acid

261

5-[4-chloro-2-fluoro-5-(2-methoxyethoxy)phenyl]-2-(3,4-difluorophenyl)-

1-ethyl-6-methyl-4-oxo-pyridine-3-carboxylic acid

262

5-[4-chloro-5-(cyclopropylmethoxy)-2-fluoro-phenyl]-2-(3,4-

difluorophenyl)-1-ethyl-6-methyl-4-oxo-pyridine-3-carboxylic acid

263

5-(5-tert-butoxycarbonyl-4-chloro-2-fluoro-phenyl)-2-(3,4-difluorophenyl)-

1-ethyl-6-methyl-4-oxo-pyridine-3-carboxylic acid

264

5-(2,4-dichlorophenyl)-2-(3,4-difluorophenyl)-1-ethyl-6-methyl-4-oxo-

pyridine-3-carboxylic acid

265

5-(4-chloro-2-fluoro-phenyl)-2-(3,4-difluorophenyl)-1-ethyl-6-methyl-4-

oxo-pyridine-3-carboxylic acid

266

2-(3,4-dichlorophenyl)-1-ethyl-5-(5-fluoro-2-methyl-phenyl)-6-

(methoxymethyl)-4-oxo-pyridine-3-carboxylic acid

267

2-(3,4-dichlorophenyl)-1-ethyl-6-(2-methoxyethyl)-5-(2-methylpyrazol-3-

yl)-4-oxo-pyridine-3-carboxylic acid

268

2-(3,4-dichlorophenyl)-5-(2,2-difluoro-1,3-benzodioxol-4-yl)-1-ethyl-6-

(methoxymethyl)-4-oxo-pyridine-3-carboxylic acid

269

2-(3,4-dichlorophenyl)-5-(2,5-dimethylphenyl)-1-ethyl-6-(methoxymethyl)-

4-oxo-pyridine-3-carboxylic acid

270

2-(3,4-dichlorophenyl)-5-(2,5-dimethylphenyl)-1-ethyl-6-(2-methoxyethyl)-

4-oxo-pyridine-3-carboxylic acid

271

2-(3,4-dichlorophenyl)-1-ethyl-6-(methoxymethyl)-4-oxo-5-(3-

phenoxyphenyl)pyridine-3-carboxylic acid

272

2-(3,4-dichlorophenyl)-1-ethyl-6-(methoxymethyl)-5-(1-methyl-2-oxo-4-

pyridyl)-4-oxo-pyridine-3-carboxylic acid

273

2-(3,4-dichlorophenyl)-1-ethyl-6-(2-methoxyethyl)-5-(1-methyl-2-oxo-4-

pyridyl)-4-oxo-pyridine-3-carboxylic acid

274

2-(3,4-dichlorophenyl)-5-(4-(diethylsulfamoyl)phenyl]-1-ethyl-6-

(methoxymethyl)-4-oxo-pyridine-3-carboxylic acid

275

5-(5-chloro-2-fluoro-phenyl)-2-(3,4-dichlorophenyl)-1-ethyl-6-

(methoxymethyl)-4-oxo-pyridine-3-carboxylic acid

276

ethyl 2-(3,4-dichlorophenyl)-5-(2,4-difluorophenyl)-1,6-dimethyl-4-oxo-

pyridine-3-carboxylate

277

ethyl 5-(2,4-dichlorophenyl)-2-(3,4-dichlorophenyl)-1,6-dimethyl-4-oxo-

pyridine-3-carboxylate

278

methyl 5-(4-chloro-2-fluoro-5-isopropoxy-phenyl)-2-(3,4-dichlorophenyl)-

1-ethyl-6-methyl-4-oxo-pyridine-3-carboxylate

279

methyl 5-[4-chloro-2-fluoro-5-(2-methoxyethoxy)phenyl]-2-(3,4-

dichlorophenyl)-1-ethyl-6-methyl-4-oxo-pyridine-3-carboxylate

280

methyl 5-[4-chloro-5-(cyclopropylmethoxy)-2-fluoro-phenyl]-2-(3,4-

dichlorophenyl)-1-ethyl-6-methyl-4-oxo-pyridine-3-carboxylate

281

ethyl 5-(4-chloro-2-fluoro-phenyl)-2-(3,4-dichlorophenyl)-1,6-dimethyl-4-

oxo-pyridine-3-carboxylate

282

methyl 5-(4-chloro-2-fluoro-phenyl)-2-(5,6-dichloro-3-pyridyl)-1-ethyl-6-

methyl-4-oxo-pyridine-3-carboxylate

283

5-[4-(1-cyanocyclopropyl)-2-fluoro-phenyl]-2-(3,4-dichlorophenyl)-1-

ethyl-6-methyl-4-oxo-pyridine-3-carboxylic acid

284

methyl 2-(3,4-dichlorophenyl)-1-ethyl-6-methyl-4-oxo-5-pyridin-1-ium-2-

yl-pyridine-3-carboxylate; 2,2,2-trifluoroacetate

285

methyl 5-[4-chloro-5-(cyclopropylmethoxy)-2-fluoro-phenyl]-2-(3,4-

difluorophenyl)-1-ethyl-6-methyl-4-oxo-pyridine-3-carboxylate

286

methyl 5-[4-chloro-2-fluoro-5-(2-methoxyethoxy)phenyl]-2-(3,4-

difluorophenyl)-1-ethyl-6-methyl-4-oxo-pyridine-3-carboxylate

287

methyl 5-(4-chloro-2-fluoro-5-isopropoxy-phenyl)-2-(3,4-difluorophenyl)-

1-ethyl-6-methyl-4-oxo-pyridine-3-carboxylate

288

methyl 5-(2,4-dichlorophenyl)-2-(3,4-difluorophenyl)-1-ethyl-6-methyl-4-

oxo-pyridine-3-carboxylate

289

methyl 5-(4-chloro-2-fluoro-phenyl)-2-(3,4-difluorophenyl)-1-ethyl-6-

methyl-4-oxo-pyridine-3-carboxylate

290

methyl 2-(3-chloro-4-fluoro-phenyl)-5-(4-chloro-2-fluoro-phenyl)-1-ethyl-

6-methyl-4-oxo-pyridine-3-carboxylate

291

methyl 2-(3-chloro-4-fluoro-phenyl)-5-(4-chlorophenyl)-1-ethyl-6-methyl-

4-oxo-pyridine-3-carboxylate

292

methyl 2-(3-chloro-4-fluoro-phenyl)-5-(2,4-dichlorophenyl)-1-ethyl-6-

methyl-4-oxo-pyridine-3-carboxylate

293

methyl 2-(3-chloro-4-nitro-phenyl)-5-(4-chlorophenyl)-1-ethyl-6-methyl-4-

oxo-pyridine-3-carboxylate

294

methyl 5-(4-chloro-2-fluoro-phenyl)-2-(3-chloro-4-nitro-phenyl)-1-ethyl-6-

methyl-4-oxo-pyridine-3-carboxylate

295

methyl 2-(4-chloro-3-nitro-phenyl)-5-(4-chlorophenyl)-1-ethyl-6-methyl-4-

oxo-pyridine-3-carboxylate

296

methyl 5-(4-chloro-2-fluoro-phenyl)-2-(4-chloro-3-fluoro-phenyl)-1-ethyl-

6-methyl-4-oxo-pyridine-3-carboxylate

297

methyl 5-(4-chloro-2-fluoro-phenyl)-2-(4-chloro-3-nitro-phenyl)-1-ethyl-6-

methyl-4-oxo-pyridine-3-carboxylate

298

methyl 2-(4-chloro-3-fluoro-phenyl)-5-(2,4-dichlorophenyl)-1-ethyl-6-

methyl-4-oxo-pyridine-3-carboxylate

299

5-(4-chloro-2-fluoro-5-methoxycarbonyl-phenyl)-2-(3,4-dichlorophenyl)-1-

ethyl-6-methyl-4-oxo-pyridine-3-carboxylic acid

300

5-(4-chloro-2-fluoro-5-methoxycarbonyl-phenyl)-2-(3,4-difluorophenyl)-1-

ethyl-6-methyl-4-oxo-pyridine-3-carboxylic acid.

17 . The compound according to claim 16 , selected from:

2-(3,4-dichlorophenyl)-1-ethyl-6-methyl-5-(1-methylpyrazol-4-yl)-4-oxo-pyridine-3-carboxylic acid (Compound number 1);

5-(4-chlorophenyl)-2-(3,4-dichlorophenyl)-1-ethyl-6-methyl-4-oxo-pyridine-3-carboxylic acid (Compound number 10);

5-(4-chlorophenyl)-2-(3,4-dichlorophenyl)-1-ethyl-N′, N′-6-trimethyl-4-oxo-pyridine-3-carbohydrazide (Compound number 2);

2-(3,4-dichlorophenyl)-5-(2,4-difluorophenyl)-1-ethyl-6-methyl-4-oxo-pyridine-3-carboxylic acid (Compound number 3);

5-(4-chlorophenyl)-2-(3,4-dichlorophenyl)-1,6-dimethyl-4-oxo-pyridine-3-carboxylic acid (Compound number 5);

2-(3,4-dichlorophenyl)-1-ethyl-5-(2-fluoro-3-pyridyl)-6-methyl-4-oxo-pyridine-3-carboxylic acid (Compound number 6);

5-(4-chlorophenyl)-2-(3,4-dichlorophenyl)-1-ethyl-6-(methoxymethyl)-4-oxo-pyridine-3-carboxylic acid (Compound number 7);

2-(3,4-dichlorophenyl)-1-ethyl-5-(6-fluoro-3-pyridyl)-6-methyl-4-oxo-pyridine-3-carboxylic acid (Compound number 8);

5-(4-chloro-3-fluoro-phenyl)-2-(3,4-dichlorophenyl)-1-ethyl-6-methyl-4-oxo-pyridine-3-carboxylic acid (Compound number 9);

2-(3,4-dichlorophenyl)-1-ethyl-5-(4-fluorophenyl)-6-methyl-4-oxo-pyridine-3-carboxylic acid (Compound number 11);

5-(6-chloro-3-pyridyl)-2-(3,4-dichlorophenyl)-1-ethyl-6-methyl-4-oxo-pyridine-3-carboxylic acid (Compound number 12);

5-(2-chlorophenyl)-2-(3,4-dichlorophenyl)-1-ethyl-6-methyl-4-oxo-pyridine-3-carboxylic acid (Compound number 13);

2-(3,4-dichlorophenyl)-1-ethyl-5-(2-fluorophenyl)-6-methyl-4-oxo-pyridine-3-carboxylic acid (Compound number 14);

5-(2,4-dichlorophenyl)-2-(3,4-dichlorophenyl)-1-ethyl-6-methyl-4-oxo-pyridine-3-carboxylic acid (Compound number 15);

2-(3,4-dichlorophenyl)-1-ethyl-6-methyl-4-oxo-5-[3-(trifluoromethoxy)phenyl]pyridine-3-carboxylic acid (Compound number 16);

2-(3,4-dichlorophenyl)-1-ethyl-5-(4-methoxyphenyl)-6-methyl-4-oxo-pyridine-3-carboxylic acid (Compound number 18);

2-(3,4-dichlorophenyl)-1-ethyl-6-methyl-4-oxo-5-(3-pyridyl)pyridine-3-carboxylic acid (Compound number 19);

5-(3-chloro-4-fluoro-phenyl)-2-(3,4-dichlorophenyl)-1-ethyl-6-methyl-4-oxo-pyridine-3-carboxylic acid (Compound number 22);

5-(5-chloro-3-pyridyl)-2-(3,4-dichlorophenyl)-1-ethyl-6-methyl-4-oxo-pyridine-3-carboxylic acid (Compound number 23);

2-(3,4-dichlorophenyl)-1-ethyl-6-methyl-4-oxo-5-phenyl-pyridine-3-carboxylic acid (Compound number 24);

2-(3,4-dichlorophenyl)-1-ethyl-5-(2-fluoro-4-pyridyl)-6-methyl-4-oxo-pyridine-3-carboxylic acid (Compound number 17);

2-(3,4-dichlorophenyl)-1-ethyl-6-methyl-4-oxo-5-pyridin-1-ium-4-yl-pyridine-3-carboxylic acid, 2,2,2-trifluoroacetate (Compound number 25);

2-(3,4-dichlorophenyl)-1-ethyl-6-methyl-4-oxo-5-[4-(trifluoromethyl)phenyl]pyridine-3-carboxylic acid (Compound number 26);

2-(3,4-dichlorophenyl)-1-ethyl-6-methyl-5-oxazol-2-yl-4-oxo-pyridine-3-carboxylic acid (Compound number 27);

2-(3,4-dichlorophenyl)-1-ethyl-6-methyl-4-oxo-5-pyridin-1-ium-2-yl-pyridine-3-carboxylic acid, chloride (Compound number 28);

2,5-bis(3,4-dichlorophenyl)-1-ethyl-6-methyl-4-oxo-pyridine-3-carboxylic acid (Compound number 29);

2-(3,4-dichlorophenyl)-1-ethyl-6-methyl-4-oxo-5-(3-thienyl)pyridine-3-carboxylic acid (Compound number 30);

2-(3,4-dichlorophenyl)-1-ethyl-6-methyl-5-(o-tolyl)-4-oxo-pyridine-3-carboxylic acid (Compound number 31);

2-(3,4-dichlorophenyl)-1-ethyl-6-methyl-5-(4-methylsulfonylphenyl)-4-oxo-pyridine-3-carboxylic acid (Compound number 32);

2-(3,4-dichlorophenyl)-1-ethyl-5-(3-furyl)-6-methyl-4-oxo-pyridine-3-carboxylic acid (Compound number 33);

5-(4-benzyloxyphenyl)-2-(3,4-dichlorophenyl)-1-ethyl-6-methyl-4-oxo-pyridine-3-carboxylic acid (Compound number 34);

2-(3,4-dichlorophenyl)-1-ethyl-6-methyl-4-oxo-5-pyridazin-4-yl-pyridine-3-carboxylic acid, 2,2,2-trifluoroacetic acid (Compound number 35);

2-(3,4-dichlorophenyl)-1-ethyl-6-methyl-5-(4-nitrophenyl)-4-oxo-pyridine-3-carboxylic acid (Compound number 36);

5-(5-chloro-3-thienyl)-2-(3,4-dichlorophenyl)-1-ethyl-6-methyl-4-oxo-pyridine-3-carboxylic acid (Compound number 37);

(3,4-dichlorophenyl)-1-ethyl-6-methyl-5-(3-methylimidazol-4-yl)-4-oxo-pyidine-3-carboxylate (Compound number 39);

and

2-(3,4-dichlorophenyl)-1-ethyl-6-methyl-5-(3-methylimidazol-4-yl)-4-oxo-pyridine-3-carboxylic acid (Compound number 40).

18 . A herbicidal composition comprising the compound of claim 16 , and an agriculturally acceptable formulation adjuvant.

19 . The herbicidal composition according to claim 18 , further comprising at least one additional herbicide or herbicide safener.

20 . A method of controlling weeds at a locus comprising applying to the locus, a weed controlling amount of the composition according to claim 18 .