Pest-killing compound
By developing the compounds of formula I and their derivatives, the problem of controlling drug-resistant pests in the prior art has been solved, and efficient prevention and removal of insects, spiders and nematodes has been achieved, which is suitable for agriculture and veterinary fields.
Patent Information
- Application Number
- CN201980069149.6
- Authority / Receiving Office
- CN · China
- Patent Type
- Patents(China)
- Current Assignee / Owner
- Priority Date
- 2018-10-24
- Filing Date
- 2019-10-17
- Publication Date
- 2025-07-15
- Estimated Expiration
- 2039-11-11
AI Technical Summary
The prior art is difficult to effectively prevent invertebrate pests that are resistant to pest-killing active agents, such as insects, spiders and nematodes, especially for difficult-to-control species, and requires compounds to have high pest-killing activity and broad activity spectrum.
Compounds of formula I and their derivatives, including stereoisomers, tautomers and agricultural or veterinary salts, have been developed, and these compounds are synthesized by organic chemical methods for the preparation of agricultural or veterinary compositions to prevent and treat invertebrate pests.
It provides compounds that show high pest killing activity against invertebrate pests and have a broad activity spectrum, which can effectively control insects, spiders and nematodes, and are suitable for the protection of crops and plants.
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Figure CN113166070B_ABST
Abstract
Description
[0001] Invertebrate pests and especially insects, spiders and nematodes damage growing and harvested crops and attack wooden residential and commercial structures, thus causing large economic losses to food supplies and property. Therefore, there is still a need for new agents for controlling invertebrate pests.
[0002] For example, the pesticidal use of carbamylated and thiocarbamylated oxime derivatives is known from patent publication WO 2016 / 156076, and the pesticidal use of semicarbazones and thiosemicarbazones derivatives is known from patent publication WO 2016 / 116445.
[0003] Since target pests can develop resistance to pesticidal active agents, there is still a need to discover other compounds suitable for controlling invertebrate pests such as insects, spiders and nematodes. In addition, there is a need for new compounds that have high pesticidal activity against a large number of different invertebrate pests, especially against insects, spiders and nematodes that are difficult to control and show a broad spectrum of activity.
[0004] Therefore, the object of the present invention is to discover and provide compounds that show high pesticidal activity against invertebrate pests and have a broad spectrum of activity.
[0005] It has been found that these objects can be achieved by the substituted bicyclic compounds of formula I as shown and defined below, including their stereoisomers, their salts, especially their agriculturally or veterinarily acceptable salts, their tautomers and their N-oxides.
[0006] In a first aspect, the present invention relates to compounds of formula I and their N-oxides, stereoisomers, tautomers and agriculturally or veterinarily acceptable salts:
[0007]
[0008] wherein
[0009] A is N or CR A ;
[0010] B 1 is N or CR B1 ;
[0011] B 2 is N or CR B2 ;
[0012] B 3 is N or CR B3 ;
[0013] B 4 is N or CR B4 ;
[0014] W is O, S(=O) m or NR6 ;
[0015] R A is H, halogen, N3, OH, CN, NO2, -SCN, -SF5, C1-C6 alkyl, C1-C6 alkoxy, C2-C6 alkenyl, tri-C1-C6 alkylsilyl, C2-C6 alkynyl, C1-C6 alkoxy-C1-C4 alkyl, C1-C6 alkoxy-C1-C4 alkoxy, C3-C6 cycloalkyl, C3-C6 cycloalkoxy, C3-C6 cycloalkyl-C1-C4 alkyl, C1-C4 alkyl-C3-C6 cycloalkoxy, wherein the alkyl, alkoxy, alkenyl, alkynyl, cycloalkyl and cycloalkoxy structural moieties are unsubstituted or substituted by halogen,
[0016] C(=O)-OR a , NR b R c , C1-C6 alkylene-NR b R c , O-C1-C6 alkylene-NR b R c , C1-C6 alkylene-CN, NH-C1-C6 alkylene-NR b R c , C(=O)-NR b R c , C(=O)-R d , SO2NR b R c or S(=O) m R e , phenyl, phenoxy, phenylcarbonyl, phenylthio or -CH2-phenyl, wherein the phenyl ring is unsubstituted or substituted by R f ;
[0017] R B1 , R B2 , R B3 and R B4 are independently of one another H, halogen, N3, OH, CN, NO2, -SCN, -SF5, C1-C6 alkyl, C1-C6 alkoxy, C2-C6 alkenyl, tri-C1-C6 alkylsilyl, C2-C6 alkynyl, C1-C6 alkoxy-C1-C4 alkyl, C1-C6 alkoxy-C1-C4 alkoxy, C3-C6 cycloalkyl, C3-C6 cycloalkoxy, C3-C6 cycloalkyl-C1-C4 alkyl, C1-C4 alkyl-C3-C6 cycloalkoxy, wherein the alkyl, alkoxy, alkenyl, alkynyl, cycloalkyl and cycloalkoxy structural moieties are unsubstituted or substituted by halogen,
[0018] C(=O)-OR a , NRb R c , C1-C6 alkylene-NR b R c , O-C1-C6 alkylene-NR b R c , C1-C6 alkylene-CN, NH-C1-C6 alkylene-NR b R c , C(=O)-NR b R c , C(=O)-R d , SO2NR b R c or S(=O) m R e , phenyl, phenoxy, phenylcarbonyl, phenylthio or -CH2-phenyl, where the phenyl ring is unsubstituted or substituted by R f substituted;
[0019] Q is -C(R 4 R 5 )-O-, -C(=O)-O-, -S(=O) m -C(R 7 R 8 )-, -N(R 2 )-S(=O) m -, -N(R 2 )-C(R 9 R 10 )-, -C(=O)-C(R 19 R 20 )-, -N(R 2 )-C(=O)-, -N(R 2 )-C(=S)-, -C(R 13 R 14 )-C(R 15 R 16 )-, -N=C(X)- or -N(R 2 )-C(=NR)-; where Ar is bonded to either side of Q;
[0020] m is 0, 1 or 2;
[0021] X is H, halogen, SR 7 , OR 8 or N(R 3 )2;
[0022] R is H, CN, C1-C6 alkyl, C2-C6 alkenyl, C2-C6 alkynyl or C3-C6 cycloalkyl,
[0023] where the alkyl, alkenyl and cycloalkyl structural moieties are unsubstituted or substituted by halogen,
[0024] OR 8 、N(R 3 )2;
[0025] R 3 is H, C1-C6 alkyl, C1-C6 alkoxy-C1-C4 alkyl;
[0026] R 2 is H, C1-C6 alkyl, C2-C6 alkenyl, C2-C6 alkynyl, C1-C6 alkoxy-C1-C4 alkyl, C3-C6 cycloalkyl, C3-C6 cycloalkyl-C1-C4 alkyl, C3-C6 cycloalkoxy-C1-C4 alkyl, wherein the alkyl, alkoxy, alkenyl, alkynyl, cycloalkyl and cycloalkoxy moieties are unsubstituted or substituted by halogen,
[0027] C(=O)-OR a 、C1-C6 alkylene-NR b R c 、C1-C6 alkylene-CN、C(=O)-NR b R c 、C(=O)-R d 、SO2NR b R c 、S(=O) m R e 、phenyl or -CH2-phenyl, wherein the phenyl ring is unsubstituted or substituted by R f ;
[0028] R 4 、R 5 、R 7 、R 8 、R 9 、R 10 、R 13 、R 14 、R 15 、R 16 、R 19 、R 20 are the same or different and are H, halogen, C1-C6 alkyl, C2-C6 alkenyl, C2-C6 alkynyl, C1-C6 alkoxy-C1-C4 alkyl, C3-C6 cycloalkyl, C3-C6 cycloalkyl-C1-C4 alkyl, C3-C6 cycloalkoxy-C1-C4 alkyl, wherein the alkyl, alkoxy, alkenyl, alkynyl, cycloalkyl and cycloalkoxy moieties are unsubstituted or substituted by halogen,
[0029] C(=O)-OR a 、C1-C6 alkylene-NR b R c, C1-C6 alkylene-CN, C(=O)-NR b R c , C(=O)-R d , SO2NR b R c , S(=O) m R e , phenyl or -CH2-phenyl, where the phenyl ring is unsubstituted or substituted by R f substituted;
[0030] R 6 is H, C1-C6 alkyl, C2-C6 alkenyl, C2-C6 alkynyl, C1-C6 alkoxy-C1-C4 alkyl, C3-C6 cycloalkyl, C3-C6 cycloalkyl-C1-C4 alkyl, C3-C6 cycloalkoxy-C1-C4 alkyl, where the alkyl, alkoxy, alkenyl, alkynyl, cycloalkyl and cycloalkoxy structural moieties are unsubstituted or substituted by halogen,
[0031] C(=O)-OR a , C1-C6 alkylene-NR b R c , C1-C6 alkylene-CN, C(=O)-NR b R c , C(=O)-R d , SO2NR b R c , S(=O) m R e , phenyl, -CH2-C(=O)-OR a or -CH2-phenyl, where the phenyl ring is unsubstituted or substituted by R f substituted;
[0032] Ar is unsubstituted or substituted by R Ar substituted phenyl or 5- or 6-membered heteroaryl, where
[0033] R Ar is halogen, N3, OH, CN, NO2, -SCN, -SF5, C1-C6 alkyl, C1-C6 alkoxy, C2-C6 alkenyl, tri-C1-C6 alkylsilyl, C2-C6 alkynyl, C1-C6 alkoxy-C1-C4 alkyl, C1-C6 alkoxy-C1-C4 alkoxy, C3-C6 cycloalkyl, C3-C6 cycloalkoxy, C3-C6 cycloalkyl-C1-C4 alkyl, C3-C6 cycloalkoxy-C1-C4 alkyl, where the alkyl, alkoxy, alkenyl, alkynyl, cycloalkyl and cycloalkoxy structural moieties are unsubstituted or substituted by halogen,
[0034] C(=O)-OR a , NRb R c , C1-C6 alkylene-NR b R c , O-C1-C6 alkylene-NR b R c , C1-C6 alkylene-CN, NH-C1-C6 alkylene-NR b R c , C(=O)-NR b R c , C(=O)-R d , SO2NR b R c or S(=O) m R e , phenyl, phenoxy, phenylcarbonyl, phenylthio or -CH2-phenyl, where the phenyl ring is unsubstituted or substituted by R f substituted;
[0035] R 1 is a structural moiety of the formula Y-Z-T-R 11 or Y-Z-T-R 12 ; where
[0036] Y is -CR ya =N-, where N is bonded to Z;
[0037] -NR yc -C(=O)-, where C(=O) is bonded to Z; or
[0038] -NR yc -C(=S)-, where C(=S) is bonded to Z;
[0039] Z is a single bond;
[0040] -NR zc -C(=O)-, where C(=O) is bonded to T;
[0041] -NR zc -C(=S)-, where C(=S) is bonded to T;
[0042] -N=C(S-R za ), where T is bonded to a carbon atom;
[0043] -O-C(=O)-, where T is bonded to a carbon atom, or
[0044] -NR zc -C(S-R za ), where T is bonded to a carbon atom;
[0045] where if Y is not -CR ya= N-, then Z is not -N=C(S-R za )-;
[0046] T is O, N or N-R T ;
[0047] R 11 is C1-C6 alkyl, C2-C6 alkenyl, C2-C6 alkynyl, C1-C6 alkoxy-C1-C4 alkyl, C3-C6 cycloalkyl, C3-C6 cycloalkyl-C1-C4 alkyl, C1-C4 alkyl-C3-C6 cycloalkoxy, wherein the alkyl, alkoxy, alkenyl, alkynyl, cycloalkyl and cycloalkoxy moieties are unsubstituted or substituted by halogen,
[0048] C1-C6 alkylene-NR b R c , C1-C6 alkylene-CN, C(=O)-NR b R c , C(=O)-R d , aryl, arylcarbonyl, aryl-C1-C4 alkyl, aryloxy-C1-C4 alkyl, heteroaryl, carbonylheteroaryl, heteroaryl-C1-C4 alkyl or heteroaryloxy-C1-C4 alkyl, wherein the phenyl ring is unsubstituted or substituted by R g and wherein the heteroaryl is a 5- or 6-membered monocyclic heteroaryl or an 8-, 9- or 10-membered bicyclic heteroaryl;
[0049] R 12 is a group of formula A 1 :
[0050]
[0051] where # represents the point of attachment to T;
[0052] R 121 , R 122 , R 123 are the same or different and are H, halogen, C1-C6 alkyl, C2-C6 alkenyl, C2-C6 alkynyl, C1-C6 alkoxy-C1-C4 alkyl, C1-C6 alkoxy, C2-C6 alkenyloxy, C2-C6 alkynyloxy, C1-C6 alkoxy-C1-C4 alkoxy, C1-C6 alkylcarbonyloxy, C1-C6 alkenylcarbonyloxy, C3-C6 cycloalkylcarbonyloxy, wherein the alkyl, alkoxy, alkenyl, alkenyloxy, alkynyl, alkynyloxy and cycloalkyl moieties are unsubstituted or substituted by halogen or NR b R c or R 121 , R 122 , R 123 may also be oxo;
[0053] R 124 is H, a C1-C6 alkyl group, a C1-C6 alkoxy-C1-C4 alkyl group, a C1-C6 alkoxy group or a C2-C6 alkenyloxy group, where the alkyl, alkoxy, alkenyl and alkenyloxy structural moieties are unsubstituted or substituted by halogen;
[0054] and where
[0055] R ya is H, halogen, a C1-C6 alkyl group, a C1-C6 alkoxy group, a C2-C6 alkenyl group, a C2-C6 alkynyl group, a C1-C6 alkoxy-C1-C4 alkyl group, a C3-C6 cycloalkyl group, a C1-C4 alkyl-C3-C6 cycloalkyl group, a C1-C4 alkyl-C3-C6 cycloalkoxy group, where the alkyl, alkoxy, alkenyl, alkynyl, cycloalkyl and cycloalkoxy structural moieties are unsubstituted or substituted by halogen,
[0056] C(=O)-OR a 、a C1-C6 alkylene-NR b R c 、a C1-C6 alkylene-CN, C(=O)-NR b R c 、C(=O)-R d 、SO2NR b R c 、S(=O) m R e 、phenyl or -CH2-phenyl, where the phenyl ring is unsubstituted or substituted by R f ;
[0057] R yc 、R zc are the same or different and are H, a C1-C6 alkyl group, a C2-C6 alkenyl group, a C2-C6 alkynyl group, a C1-C4 alkyl-C1-C6 alkoxy group, a C3-C6 cycloalkyl group, a C1-C4 alkyl-C3-C6 cycloalkyl group or a C1-C4 alkyl-C3-C6 cycloalkoxy group, where the alkyl, alkoxy, alkenyl, alkynyl, cycloalkyl and cycloalkoxy structural moieties are unsubstituted or substituted by halogen;
[0058] R T is H, a C1-C6 alkyl group, a C2-C6 alkenyl group, a C2-C6 alkynyl group, a C1-C4 alkyl-C1-C6 alkoxy group, a C3-C6 cycloalkyl group, a C3-C6 cycloalkyl-C1-C4 alkyl group, a C3-C6 cycloalkoxy-C1-C4 alkyl group, where the alkyl, alkoxy, alkenyl, alkynyl, cycloalkyl and cycloalkoxy structural moieties are unsubstituted or substituted by halogen,
[0059] C(=O)-OR a 、a C1-C6 alkylene-NR b Rc , C1-C6 alkylene-CN, C(=O)-NR b R c , C(=O)-R d , SO2NR b R c , S(=O) m R e , phenyl or -CH2-phenyl, where the phenyl ring is unsubstituted or substituted by R f substituted;
[0060] R zc together with R T -if present- can form a C1-C6 alkylene or a linear C2-C6 alkenylene, where in the linear C1-C6 alkylene and linear C2-C6 alkenylene, the CH2 moiety can be replaced by a carbonyl or C=N-R' and / or where one or two CH2 moieties can be replaced by O or S and / or where the linear C1-C6 alkylene and linear C2-C6 alkenylene can be unsubstituted or substituted by R h substituted;
[0061] R za is H, C1-C6 alkyl, C1-C6 alkoxy, C2-C6 alkenyl, tri-C1-C6 alkylsilyl, C2-C6 alkynyl, C1-C4 alkyl-C1-C6 alkoxy, C3-C6 cycloalkyl, C1-C4 alkyl-C3-C6 cycloalkoxy, C1-C4 alkyl-C3-C6 cycloalkyl, where the alkyl, alkoxy, alkenyl, alkynyl, cycloalkyl and cycloalkoxy moieties are unsubstituted or substituted by halogen,
[0062] C1-C6 alkylene-NR b R c , C1-C6 alkylene-CN, C(=O)-NR b R c , C(=O)-R d , phenyl, phenylcarbonyl or -CH2-phenyl, where the phenyl ring is unsubstituted or substituted by R f substituted;
[0063] R za together with R T -if present- can form a C1-C6 alkylene or a linear C2-C6 alkenylene, where in the linear C1-C6 alkylene and linear C2-C6 alkenylene, the CH2 moiety can be replaced by a carbonyl or C=N-R' and / or where one or two CH2 moieties can be replaced by O or S and / or where the linear C1-C6 alkylene and linear C2-C6 alkenylene can be unsubstituted or substituted by R h substituted;
[0064] R a 、R b and R c are the same or different and are H, C1-C6 alkyl, C2-C6 alkenyl, C2-C6 alkynyl, C1-C6 alkoxy-C1-C4 alkyl, C3-C6 cycloalkyl, C3-C6 cycloalkyl-C1-C4 alkyl, C3-C6 cycloalkoxy-C1-C4 alkyl, where the alkyl, alkoxy, alkenyl, alkynyl, cycloalkyl and cycloalkoxy moieties are unsubstituted or substituted by halogen,
[0065] C1-C6 alkylene-CN, phenyl or -CH2-phenyl, where the phenyl ring is unsubstituted or substituted by R f substituted;
[0066] R d is H, C1-C6 alkyl, C2-C6 alkenyl, C2-C6 alkynyl, C1-C6 alkoxy-C1-C4 alkyl, C3-C6 cycloalkyl, C3-C6 cycloalkyl-C1-C4 alkyl, C3-C6 cycloalkoxy-C1-C4 alkyl, where the alkyl, alkoxy, alkenyl, alkynyl, cycloalkyl and cycloalkoxy moieties are unsubstituted or substituted by halogen,
[0067] phenyl or -CH2-phenyl, where the phenyl ring is unsubstituted or substituted by R f substituted;
[0068] R e is C1-C6 alkyl, C3-C6 cycloalkyl, C3-C6 cycloalkyl-C1-C4 alkyl, where the alkyl and cycloalkyl moieties are unsubstituted or substituted by halogen,
[0069] phenyl and -CH2-phenyl, where the phenyl ring is unsubstituted or substituted by R f substituted;
[0070] R f is halogen, N3, OH, CN, NO2, -SCN, -SF5, C1-C6 alkyl, C1-C6 alkoxy, C2-C6 alkenyl, tri-C1-C6 alkylsilyl, C2-C6 alkynyl, C1-C6 alkoxy-C1-C4 alkyl, C1-C6 alkoxy-C1-C4 alkoxy, C3-C6 cycloalkyl, C3-C6 cycloalkoxy, C3-C6 cycloalkyl-C1-C4 alkyl, C3-C6 cycloalkoxy-C1-C4 alkyl, where the alkyl, alkoxy, alkenyl, alkynyl, cycloalkyl and cycloalkoxy moieties are unsubstituted or substituted by halogen,
[0071] C(=O)-OR a 、NR b R c 、C1-C6 alkylene-NRb R c , O-C1-C6 alkylene-NR b R c , C1-C6 alkylene-CN, NH-C1-C6 alkylene-NR b R c , C(=O)-NR b R c , C(=O)-R d , SO2NR b R c or S(=O) m R e ;
[0072] R g is halogen, N3, OH, CN, NO2, -SCN, -SF5, C1-C6 alkyl, C1-C6 alkoxy, C2-C6 alkenyl, tri-C1-C6 alkylsilyl, C2-C6 alkynyl, C1-C6 alkoxy-C1-C4 alkyl, C1-C6 alkoxy-C1-C4 alkoxy, C3-C6 cycloalkyl, C3-C6 cycloalkoxy, C3-C6 cycloalkyl-C1-C4 alkyl, where the alkyl, alkoxy, alkenyl, alkynyl, cycloalkyl and cycloalkoxy structural moieties are unsubstituted or substituted by halogen,
[0073] C(=O)-OR a , NR b R c , C1-C6 alkylene-NR b R c , O-C1-C6 alkylene-NR b R c , C1-C6 alkylene-CN, NH-C1-C6 alkylene-NR b R c , C(=O)-NR b R c , C(=O)-R d , SO2NR b R c or S(=O) m R e ;
[0074] R h is halogen, OH, C1-C6 alkyl, C3-C6 cycloalkyl or CN;
[0075] excluding the compound tert-butyl N-[4-(5-[3-(aminocarbonyl)-2,4-difluorophenoxy]methyl-1,2,4- diazol-3-yl)phenyl]carbamate.
[0076] Furthermore, the present invention also relates to methods and intermediates for preparing the compounds of formula I, and active compound combinations comprising them. In addition, the present invention relates to agricultural or veterinary compositions comprising the compounds of formula I and to the use of the compounds of formula I or compositions comprising them in controlling or preventing invertebrate pests and / or protecting crops, plants, plant propagation materials and / or growing plants against infestation and / or infection by invertebrate pests. The present invention also relates to methods of applying the compounds of formula I. In addition, the present invention relates to seeds comprising the compounds of formula I. The compounds of formula I include their N-oxides, stereoisomers, tautomers and agriculturally or veterinarily acceptable salts.
[0077] General procedure:
[0078] By appropriately modifying the starting compounds, the compounds of formula I can be prepared by the procedures given in the following schemes. General procedure:
[0079] The compounds of formula (I) can be prepared by methods of organic chemistry, for example by the methods described below in Schemes 1-21 and in the synthesis descriptions of the examples. In Schemes 1-21, the groups Ar, A, B 1 , B 2 , B 3 , B 4 , Q and R 1 , R 2 , R 4 , R 5 , R 6 , R 7 , R 8 , R 9 , R 10 , R ya , R zc , R yc , R yz , R 11 , R 12 , R 13 , R 14 , R 15 , R 16 , R 19 and R 20 are as defined above in formula (1), unless otherwise specified.
[0080] wherein Z is a single bond or -NR zc -C(=S)- or -NR zc -C(=O)- and T is O, N or N-R T of formula (I) are compounds of formula (Ia) and can be prepared by methods analogous to those described in WO 2011 / 017504 or WO 2015 / 007682 or by the methods described in Scheme 1.
[0081] Scheme 1:
[0082]
[0083] In one embodiment of Scheme 1, an aldehyde or ketone of formula (II) is reacted with a compound of formula (E1) in which Z is -NR zc -C(=S)- or -NR zc -C(=O)- and T is N, in the presence or absence of a solvent. Suitable solvents are polar protic solvents. If the reaction is carried out in the absence of a solvent, the compound of formula (E1) is usually also used as the solvent. The compound of formula (E1) is commercially available or can be prepared by organic reactions similar to the methods described in March’s Advanced Organic Chemistry, 6th Edition, Michael B. Smith and Jerry March.
[0084] According to another embodiment of Scheme 1, an aldehyde or ketone compound of formula (II) is first reacted with hydrazine of formula R zc NHNH2, and then reacted with an isocyanate of formula R 11 -NCO or with an isothiocyanate R 11 -NCS to obtain a compound of formula (Ia) in which Z is -N(R zc )-C(=O) or -N(R zc )-C(=S) and T is N.
[0085] According to another embodiment of Scheme 1, an aldehyde or ketone compound of formula (II) is first reacted with hydroxylamine, and then reacted with a compound R 12 -L in which L is a suitable leaving group such as a halogen or an activated OH. Thereby, a compound of formula (Ia) in which Z is a single bond and T is O is obtained.
[0086] According to another embodiment of the above reaction, an aldehyde or ketone compound of formula (II) is first reacted with hydroxylamine, and then reacted with an isocyanate of formula R 11 -NCO or with an isothiocyanate R 11 -NCS to obtain a compound of formula (Ia) in which Z is -O-C(=O)- or -O-C(=S)- and T is N.
[0087] A compound of formula (Ib) in which Z is -NR zc -C(=S)- or -NR zc -C(=O)-, in which the C(=S) or C(=O) bond is bonded to T and T is O, N or N-R T can be prepared by methods similar to those described in Synthesis, 2010, 2990 - 296 or as shown in Scheme 2.
[0088] Scheme 2:
[0089]
[0090] According to the method shown in Scheme 2, the isocyanate compound of formula (IIIa) is reacted with the compound of formula (E2) by the method of isocyanate chemistry. The isocyanate of formula (IIIa) can be obtained, for example, via the Lossen rearrangement of the corresponding hydroxamic acid (IVa). The hydroxamic acid (IVa) is reacted with 1-propane phosphonic cyclic anhydride (T3P) in the presence of a base. The base is preferably N-methylmorpholine. The isocyanate of formula (IIIa) can also be obtained via the Curtius rearrangement of the corresponding azide of formula (IVb), for example, by a method similar to that described in WO 2014 / 204622.
[0091] In order to convert the compounds of formula (Ia) and (Ib) in which R yz or R zc is H into the compound (I) in which R yz or R zc is not H, the compounds of formula (Ia) and (Ib) in which R yz or R zc is H can be reacted with the compound of formula R yz or R zc which is not H and Lg is a leaving group such as a bromine, chlorine or iodine atom or a tosylate, mesylate or triflate, i.e., the compound of formula R yz -Lg or R zc -Lg, to obtain the compounds of formula (Ia) and (Ib) in which R yz or R zc is not H. This reaction is suitably carried out in the presence of a base such as sodium hydride or potassium hydride, and appropriately in a polar aprotic solvent such as N,N-dimethylformamide, tetrahydrofuran, di alkane, acetonitrile, dimethyl sulfoxide or pyridine, or a mixture of these solvents in the temperature range of 0 - 100 °C.
[0092] The compound of formula (Ic) can be prepared from the compound of formula (IIc) by the reaction shown below.
[0093] Scheme 3:
[0094]
[0095] R 11 / 12 corresponds to the group R 11 or R 12。The reactions shown above can be carried out by conventional methods similar to those for preparing carbamates. According to the first embodiment, the amine of formula (IIc) is converted into an isocyanate or p-nitrophenyl carbamate, and then treated with an alcohol of formula R 11 -OH or R 12 -OH in the presence of an organic or inorganic base. According to another embodiment, the compound of formula (IIc) is reacted with a chloroformate of formula R 11 / 12 -O-C(=O)-Cl. The chloroformate is prepared from the alcohol R 11 / 12 -OH by treatment with phosgene or triphosgene in the presence of a base, such as pyridine. The compound of formula (Ic) in which Z is -N(R zc )-C(=O)- or -N(R zc )-C(=S)- can be prepared by a method similar to that described in WO 2013 / 009791 or a method similar to that described in US 2012 / 0202687.
[0096] The compounds of formula (IIb) and (IIc) can be prepared from the compound of formula (IIa) by the reactions shown below.
[0097] Scheme 4:
[0098]
[0099] Reaction step (i) can be carried out by a method similar to that described in WO 2015 / 051341. Reaction step (ii) can be carried out by a method similar to that described in E.J.Med.Chem., 2012, 49, 310-323. The compound of formula (IIc) [reaction step (iii) of the above reaction] can be prepared by reacting the compound of formula (IIa) with ammonia or an amine of formula R yc NH2 in the presence of a metal catalyst or its salt, preferably copper or its salt, as described in Chem.Commun., 2009, 3035-3037.
[0100] wherein Q is -N(R 2 )-C(=O)- or -NR 2 -C(R 9 R 10 )- or -N(R 2 )-C(=S)- or -O-C(=O)--C(R 4 R 5 )-O- or -C(R 7 R 8 )-S- or and W is N(R 6) Compounds of formula (IId-3), (IId-4), (IId-5), (IId-6), (IId-7) and (IId-9) wherein A is CH can be prepared by the reactions shown below.
[0101] Scheme 5:
[0102]
[0103]
[0104] Compounds of formula (IId-1) can be prepared in two steps from a suitable starting point, ethyl 2,4-dioxo-4-aryl-butyrate derivatives (IId, commercially available), as described in Chem. Central Journal, 2016, 10, 40 / 1 - 40 / 6. Compounds of formula (IId-2) can be prepared from the ester intermediate (IId-1) by hydrolysis with a suitable base such as LiOH, NaOH, as described in WO 2011 / 050245. The common intermediate of formula (IId-3) can be prepared via amide formation by reacting a compound of formula (IId-2) with Ar-NH2 in the presence of a suitable coupling reagent such as HATU and a base such as DIPEA. Compounds of formula (IId-5) can be prepared by reacting a compound of formula (IId-3) with P2S5 or Lawesson's reagent, for example as described by Strong et al., J. Med. Chem., 2017, 60, 5556 - 5585. Compounds of formula (IId-4) can be prepared from the common intermediate of formula (IId-3) by amide reduction with LAH, as described in Tet. Lett., 2015, 56(16), 2062 - 2066. Compounds of formula (IId-6) can be prepared from the common intermediate of formula (IId-2) by esterification by reacting a compound of formula (IId-2) with ArOH in the presence of an acid. The common intermediate of formula (IId-7) can be prepared by reduction of a compound of formula (IId-1) in the presence of a suitable reducing agent such as LiAlH4 or DIBAL-H. The common intermediate of formula (IId-8) can be prepared from a compound of formula (IId-7) by an etherification reaction under Mitsunobu reaction conditions. Compounds of formula (IId-9) can be prepared from a compound of formula (IId-6) by a two-step sequence involving an intermediate of formula (IId-8) compound. Hal’ is chlorine, bromine, iodine, tosylate, mesylate or triflate. Steps (vi), (vii), (viii), (ix-1), (ix-2) and (x-1), (x-2) can be carried out analogously to the methods described in March’s Advanced Organic Chemistry, 6th Edition, Michael B. Smith and Jerry March.
[0105] wherein Q is -N(R 2 )-C(=O)- or -N(R 2 )-C(=S)- or -C(R 4 R 5 )-O- and W is O or S and A is CH of formula (Ile-1), (IIe-2), (IIe-3), (IIe-4), (IIe-5), (IIe-6), (IIf-1), (IIf-2), (IIf-3), (IIf-4), (IIf-5) and (IIf-6) compounds can be prepared according to the following reaction.
[0106] Scheme 6:
[0107]
[0108] Compounds of formula (IIe-1) can be synthesized from benzaldehyde derivatives (1) via oxime derivatives (2) in two steps as described in Tet. Lett., 2016, 57(7), 719-722. Compounds of formula (IIe-2), (IIe-3), (IIe-4), (IIe-5), (IIe-6) and (IIe-7) can be prepared from the common intermediate (IIe-1) as described in Scheme 5.
[0109] Compounds of formula (IIf-1) can be synthesized from acetonitrile precursors (3) via cyano-oxime intermediates (4) as described in Eur., J. Med. Chem., 2017, 125, 527-584. Similarly, compounds of formula (IIf-2), (IIf-3), (IIf-4), (IIf-5), (IIf-6) and (IIf-7) can be prepared from the common intermediate (IIf-1) as described in Scheme 5.
[0110] wherein Q is -N=C(X)-, X is Cl or F and W is N(R 6 ) or S or O and A is CH of formula (IIg-1), (IIg-2) and (IIg-3) compounds can be prepared according to the following reaction.
[0111] Scheme 7:
[0112]
[0113] The compound of formula (IIg-1) can be prepared using a method similar to step (vi) of Scheme 5. The compound of formula (IIg-2) can be prepared using thionyl chloride as described in Angew. Chem. Int. Ed., 2014, 53, 9068-9071. The compound of formula (IIg-3) can be prepared from the compound of formula (IIg-2) by the method described in Australian Journal of Chemistry, 1999, 52, 807-811.
[0114] where Q is -N=C(X)-, X is OR 8 or SR 7 or N(R 3 )2 or NH2CN and W is N(R 6 ) and A is CH, the compounds of formula (IIg-4), (IIg-5), (IIg-6) and (IIg-7) can be prepared according to the following reaction.
[0115] Scheme 8:
[0116]
[0117]
[0118] The compounds of formula (IIg-4), (IIg-5), (IIg-6) and (IIg-7) can be prepared by heating the compound of formula (IIg-2) with a compound of formula R 8 -OH or R 7 -SH or NH(R 3 )2 or NH2CN in a polar protic or aprotic solvent under acidic, basic or neutral conditions, as described in WO2010129053, WO2007146824 or Chem. Commun., 2014, 50, 1465.
[0119] where Q is -C(R 19 R 20 )-C(=O)- or -C(=O)-C(R 19 R 20 )- and W is N(R 6 ) or O or S and A is CH, the compounds of formula (IIh-1) and (IIh-4) can be prepared according to the following reaction.
[0120] Scheme 9:
[0121]
[0122]
[0123] The compound of formula (IIh-1) can be prepared in two steps from the compound of formula (IId-2) or (IIe-2) or (IIf-2) via the intermediates of (IIg-8) and (IIg-9) according to the method described in Org. Lett., 2016, 18(23), 6026-6029. The compound of formula (IIh-4) can be prepared in three steps from the compound of formula (IIg-8) via the intermediates of (IIh-2) and (IIh-3). The first step (xvii-2) involves Arndt-Eistert homologation of (IIg-8), followed by the formation of Weinreb amide (step xvii-3), and the addition of aryl Grignard reagent (step xvii-4) according to the method described in Photochemical & Photobiological Sciences, 2014, 13(2), 324-341.
[0124] where Q is -NR 2 -C(R 9 R 10 ) or -S(=O) m -C(R 7 R 8 );The compounds of formula (IIi-1) and (IIj-1) where W is O or S and A is CH can be prepared according to the following reaction.
[0125] Scheme 10:
[0126]
[0127] The compound of formula (IIg-11) can be prepared in two steps from the compound of formula (IIe-2) or (IIf-2) involving the intermediate of formula (IIg-10). Step (xviii) involves reducing the acid to alcohol using LAH or BH3-THF as the reducing agent. Step (xix) involves oxidizing the alcohol to aldehyde using Dess-Martin periodinane or Swern oxidation conditions to obtain the compound of formula (IIg-11). The compounds of formula (IIi-1) and (IIj-1) can be prepared by reacting with Ar-NHR 2Alternatively, the Ar-SH compound is prepared from the compound of formula (IIg-12) by heating in a polar protic or aprotic solvent under acidic, basic or neutral conditions to react, as described in WO 2010 / 129053, WO 2007 / 146824 or Chem. Commun., 2014, 50, 1465. In addition, the compound of formula (IIj-1) can be further oxidized using mCPBA to prepare compounds having different oxidation states on sulfur, as described in March’s Advanced Organic Chemistry, 6th Edition, Michael B. Smith and Jerry March. The compound of formula (IIg-12) can be prepared from the compound of formula (IIg-10) using a method similar to that described in March’s Advanced Organic Chemistry, 6th Edition, Michael B. Smith and Jerry March.
[0128] Wherein Q is -C(R 13 R 14 )-C(R 15 R 16 )- and W is N(R 6 ) or O or S and A is CH of formula (III-1) and (III-2) compounds can be prepared according to the following reaction.
[0129] Scheme 11:
[0130]
[0131] Two compounds of formula (III-1) and (III-2) can be prepared from the compound of formula (IIg-11) by the Wittig reaction (step xxii), using a Wittig phosphonium salt and a base such as t BuOK in THF, followed by a hydrogenation method known in organic chemistry (step xxiii), for example using hydrogen and a suitable metal catalyst, as described in Marchs Advanced Organic Chemistry, 6th Edition, Michael B. Smith and Jerry March.
[0132] Wherein Q is -C(=O)-O- and W is N(R 6 ) or O and A is CH of formula (IIm-2) and (IIm-6) compounds can be prepared according to the following reaction.
[0133] Scheme 12:
[0134]
[0135]
[0136] The compound of formula (IIm-1) can be prepared by reacting it with a substituted hydrazine (R 6 NHNH2) in a protic solvent such as EtOH and irradiating with microwave from a commercially available β-ketoester derivative (5), as described in Bioorg. Med. Chem. Lett., 2007, 17(5), 1189-1192. The compound of formula (IIm-2) can be prepared from (IIm-1) by an esterification method, similar to that described in March’s Advanced Organic Chemistry, 6th Edition, Michael B. Smith and Jerry March. The compound of formula (IIm-6) can be prepared from the β-ketoester (5) in three steps, involving intermediates (IIm-4) and (IIp-5), as described in Science of Synthesis, 2002, 11, 229-288.
[0137] where Q is -C(R 4 R 5 )-O- or -C(R 7 R 8 )-S(=O) m - and W is N(R 6 ) or O and A is CH, the compounds of formula (IIn-1), (IIn-2), (IIk-1) and (IIk-3) can be prepared according to the following reactions.
[0138] Scheme 13:
[0139]
[0140]
[0141] The compound of formula (IIn-1) can be prepared from the compound of formula (IIm-1) by reacting it with a compound of formula ArC(R 4 R 5 )-Lg (where Lg is bromine, chlorine, iodine, tosylate or mesylate) in a polar and aprotic solvent in the presence of a base such as NaH or K2CO3. The compound of formula (IIm-3) can be prepared from the compound of formula (IIm-1) by reacting with Lawesson's reagent, as described in J. Med. Chem., 1992, 35(2), 368-374. The compound of formula (IIn-2) can be prepared from the compound of formula (IIm-1) by reacting with a compound of formula ArC(R 7 R 8) - Lg compounds (where Lg is bromine, chlorine, iodine) to prepare the compound of formula (IIm - 3). The compound of formula (IIn - 2) can be further oxidized using mCPBA to prepare compounds with different oxidation states on sulfur, as described in March’s Advanced Organic Chemistry, 6th Edition, Michael B. Smith and Jerry March. Steps (xxvi - 4), (xxvi - 5) and (xxvi - 6) are similar to steps (xxvi - 1), (xxvi - 2) and (xxvi - 3).
[0142] where Q is - N(R 2 ) - S(=O) m - and W is N(R 6 ) or O and A is CH of formula (IIn - 5) compound can be prepared according to the following reaction.
[0143] Scheme 14:
[0144]
[0145] The compound of formula (IIn - 5) can be prepared in three steps starting from the compound of formula (IIm - 3), involving intermediates (IIn - 3) and (IIn - 4), using appropriate reaction conditions, as described in Chemistry Select, 2016, 3, 490 - 494, (step (xxvii - 1)), EP1992 / 524634 [step (xxvii - 2)], Chemistry - A European Journal, 2014, 20(1), 317 - 322 (step xxvii - 3).
[0146] where Q is - C(R 9 R 10 ) - N(R 2 ) - or - C(=O) - N(R 2 ) - or - C(=S) - N(R 2 ) - or - S(=O) m - N(R 2 ) - or - O - C(=O) - or - C(R 4 R 5 ) - O - or - C(R 7 R 8 ) - S(=O) m - or - N(R 2 ) - S(=O) m- Compounds of formula (IIo), (IIo-1), (IIo-2), (IIo-3), (IIo-4), (IIo-6), (IIo-7), (IIo-9) and (IIo-12) wherein W is S and A is CH can be prepared according to the following reactions.
[0147] Scheme 15:
[0148]
[0149] Compounds of formula (IIo-1), (IIo-2), (IIo-3) and (IIo-4) can be prepared from the common intermediate (IIo). Intermediate (IIo) can be synthesized from commercially available benzonitrile derivatives (6) in two steps (steps xxviii and xxix) involving an acetonitrile intermediate (7) as described in Tet. Lett. 2015, 56, 2605-2607. Compounds of formula (IIo-1, IIo-2, IIo-3 and IIo-4) can be synthesized from the compound of formula (IIo) according to known procedures (steps: xxx-1, xxx-2, xxx-3 and xxx-4) as described in March’s Advanced Organic Chemistry, 6th Edition, Michael B. Smith and Jerry March. Step (xxx-5) can be carried out as described in Heteroatom Chemistry, 2015, 26(6), 411-416. Compounds of formula (IIo-6) and (IIo-7) can be synthesized from the compound of formula (IIo-5) according to known procedures as described in March’s Advanced Organic Chemistry, 6th Edition, Michael B. Smith and Jerry March. Compounds of formula (IIo-9) and (IIo-12) can be prepared by the methods mentioned in Scheme 13 and Scheme 14.
[0150] wherein Q is -C(R 9 R 10 )-N(R 2 )- or -C(=O)-N(R 2 )--C(=S)-N(R 2 )- or -S(=O) m -N(R 2 )- or -C(=O)-O- and W is N(R 6 ) or O and A is CH, compounds of formula (IIp-1), (IIp-2), (IIp-3), (IIp-4) and (IIp-7) can be prepared according to the following reactions.
[0151] Scheme 16:
[0152]
[0153] The compound of formula (IIp) can be prepared from a suitably substituted commercially available benzoylacetonitrile derivative (7) by reaction with a substituted hydrazine under sealed tube conditions (step xxxi), as described in Org. Lett., 2017, 19(4), 934 - 937. The compound of formula (IIp-1) can be prepared by heating a compound of formula Ar-C(R 9 R 10 )-Lg (where Lg is bromine, chlorine, tosylate or mesylate) with the compound of formula (IIp) in a polar protic or aprotic solvent under acidic, basic or neutral conditions, as described in WO 2010 / 129053, WO 2007 / 146824 or Chem. Commun., 2014, 50, 1465, as shown in step (xxxii-1). The compound of formula (IIp-2) can be prepared from the compound of formula (IIp) using an amide coupling reaction, similar to that described in March’s Advanced Organic Chemistry, 6th Edition, Michael B. Smith and Jerry March, as shown in step (xxxii-3). The compound of formula (IIp-3) can be prepared by reaction of the compound of formula (IIp-2) with P2S5 or Lawesson's reagent, for example as described by Strong et al., J. Med. Chem., 2017, 60, 5556 - 5585, as shown in step (xxxii-3). The compound of formula (IIp-4) can be prepared from the compound of formula (IIp) by treatment with a suitable Ar-SO3Cl in the presence of a base such as pyridine and a coupling reagent such as DMAP, as described in Chemistry-A European Journal, 2014, 20(1), 317 - 322 (step (xxxii-4)).
[0154] where W is N(R 6 ) and A is N, the compounds of formula (IIq-1) and (IIq-2) can be prepared according to the following reaction.
[0155] Scheme 17:
[0156]
[0157] The compounds of formula (IIq-1) and (IIq-2) can be prepared from a commercially available benzoic acid derivative (8) in three steps via an intermediate of formula (9) (steps xxxiii-1, xxxiii-2 and xxxiii-3), as described in Eur. J. of Med. Chem., 2016, 113, 11 - 27.
[0158] Compounds of formula (IIr-1) and (IIs-1) wherein W is O or S and A is N can be prepared according to the following reactions.
[0159] Scheme 18:
[0160]
[0161] Compounds of formula (IIr-1) can be prepared from commercially available benzonitrile derivatives (10) via intermediate (11) in two steps (xxxiv and xxxv), as described in Zeitschrift fuer Chemie, 1975, 15(2), 57. Similarly, compounds of formula (IIs-1) can be prepared from commercially available starting materials such as phenylboronic acid (12) and thiadiazole halide under the conditions of Suzuki cross-coupling reaction (step xxxvi), as described in Org. Lett., 2009, 11(24), 5666 - 5669.
[0162] wherein Q is -C(R 9 R 10 )-N(R 2 )- or -C(=O)-N(R 2 )- or C(=S)-N(R 2 )- or -S(=O) m -N(R 2 )- and W is N(R 6 ) or O or S and A is N, compounds of formula (IIt-1), (IIt-2) and (IIt-3) can be prepared according to the following reactions.
[0163] Scheme 19:
[0164]
[0165] Compounds of formula (IIt-1) can be prepared by reacting Ar-C(R 9 R 10)-Lg compounds (where Lg can be bromine, chlorine, tosylate, mesylate) are prepared by heating a common intermediate with a compound of formula (IIt), similar to that described in WO 2010 / 129053, WO 2007 / 146824 or Chem. Commun., 2014, 50, 1465, as shown in step (xxxvii-1). Compound of formula (IIt-2) can be prepared from the compound of formula (IIt) by treating with a suitable Ar-SO2Cl in the presence of a base such as pyridine and a coupling reagent such as DMAP, as described in Chemistry - A European Journal, 2014, 20(1), 317 - 322, (step xxxvii-2). Compound of formula (IIt-3) can be prepared from the compound of formula (IIt) using an amide coupling reaction, similar to that described in March’s Advanced Organic Chemistry, 6th Edition, Michael B. Smith and Jerry March, as shown in step (xxxvii-3). Compound of formula (IIt-4) can be prepared by the reaction of the compound of formula (IIt-3) with P2S5 or Lawesson's reagent, for example as described in Strong et al., J. Med. Chem., 2017, 60, 5556 - 5585, as shown in step (xxxvii-4).
[0166] where Q is -N=C(X)-, X is Cl or F and W is O or S or N(R 6 ) and A is N or CH of formula (IIu-1) and (IIu-2) compounds can be prepared according to the following reaction.
[0167] Scheme 20:
[0168]
[0169] In the above reaction, the compound of formula (IIu-1) can be prepared from the compound of formula (IIt-3) using thionyl chloride, as described in Angew. Chem. Int. Ed., 2014, 53, 9068 - 9071. The compound of formula (IIu-2) can be prepared from the compound of formula (IIu-1) by the method described in Aust. J. Chem., 1999, 52, 807 - 811.
[0170] where Q is -C(X)=N-, X is OR 8 or SR 7 or N(R 3 )2 or -NHCN and W is S or O or N(R 6) Compounds of formula (IIu-3), (IIu-4), (IIu-5) and (IIu-6) where A is N or CH can be prepared according to the following reaction.
[0171] Scheme 21:
[0172]
[0173]
[0174] Compounds of formula (IIu-3), (IIu-4), (IIu-5) and (IIu-6) can be prepared by heating a compound of formula (IIu-1) with a compound of formula NH(R 3 )2 or NH2CN or R 8 -OH or R 7 -SH in a polar protic or aprotic solvent under acidic, basic or neutral conditions, as described in WO2010129053, WO2007146824 or Chem.Commun., 2014, 50, 1465.
[0175] where Q is -C(R 4 R 5 )-O- or -C(R 7 R 8 )-S(=O) m or -O-C(=O)- or -C(R 19 R 20 )-C(=O)- or -N(R 2 )-S(=O) m - or -N(R 2 )-C(R 9 R 10 )- or -C(=O)-C(R 19 R 20 )- or -N(R 2 )-C(=O)- or -N(R 2 )-C(=S)- or -C(R 13 R 14 )-C(R 15 R 16 )- or -N=C(X)- or -N(R 2 )-C(=NR)- or -O-C(R 4 R 5 )- or -S(=O) m -C(R 7 R 8 )- or -C(=O)-O- and W is S or O or N(R 6 ) and A is N and X is OR 8 or SR7 or N(R 3 )2 or -NHCN of formula (IIv-1), (IIv-2), (IIv-3), (IIv-4), (IIv-5), (IIv-6), (IIv-7), (IIv-8), (IIv-9), (IIv-10), (IIv-11), (IIv-12), (IIv-14), (IIv-15) and (IIv-16) compounds can be prepared from suitable commercially available products according to the methods mentioned in the previous protocols.
[0176]
[0177] The individual compounds of formula I can also be prepared by derivatizing other compounds of formula I or their intermediates.
[0178] If an isomer mixture is obtained in the synthesis, separation is generally not necessarily required, because in some cases the individual isomers may interconvert during the work-up for application or during the application process (e.g., under the action of light, acid or base). Such conversions can also occur after use, e.g., in the treated plants or in the harmful fungi to be controlled in the case of plant treatment.
[0179] Those skilled in the art can readily understand the preferred cases given for the substituents with respect to compound I herein, and in particular those given for the corresponding substituents in the following table are correspondingly applicable to the intermediates. Thus, the substituents independently of one another or more preferably in combination have the meanings given herein in each case.
[0180] Unless otherwise specified, the term "compounds of the invention" or "compounds of the present invention" or "compounds of formula (I)" refers to compounds of formula I.
[0181] The term "compounds of the invention" or "compounds of formula I" includes the compounds defined herein, their stereoisomers, salts, tautomers or N-oxides. The term "compounds of the present invention" should be understood as equivalent to the term "compounds of the invention", and thus also includes their stereoisomers, salts, tautomers or N-oxides.
[0182] The term "compositions of the invention" or "compositions of the present invention" includes compositions comprising at least one compound of formula I of the invention as defined above. The compositions of the invention are preferably agricultural or veterinary compositions.
[0183] Depending on the mode of substitution, the compounds of the present invention may have one or more chiral centers, in which case they exist as mixtures of enantiomers or diastereomers. The present invention provides both the single pure enantiomers or pure diastereomers of the compounds of the present invention and their mixtures, as well as the use of the present invention of the pure enantiomers or pure diastereomers or mixtures thereof of the compounds of the present invention. Suitable compounds of the present invention also include all possible geometric stereoisomers (cis / trans isomers) and their mixtures. With respect to alkenes, carbon-nitrogen double bonds or amide groups, cis / trans isomers may exist. The term "stereoisomers" includes both optical isomers, such as enantiomers or diastereomers, the latter of which exist due to more than one chiral center in the molecule, and geometric isomers (cis / trans isomers). The present invention relates to each possible stereoisomer of the compound of formula I, i.e., a single enantiomer or diastereomer, and their mixtures.
[0184] The compounds of the present invention may be amorphous or may exist in one or more different crystalline forms (polymorphs) which may have different macroscopic properties such as stability or may exhibit different biological properties such as activity. The present invention relates to the amorphous and crystalline compounds of the present invention, mixtures of the corresponding compounds of the present invention in different crystalline states, and their amorphous or crystalline salts.
[0185] The term "tautomer" includes isomers derived from the compound of formula I by the displacement of at least one H atom involving an H atom located at a nitrogen, oxygen or sulfur atom. Examples of tautomeric forms are keto-enol forms, imine-enamine forms, urea-isourea forms, thiourea-isothiourea forms, (thio)amide-(thio)imidate forms, etc.
[0186] The term "stereoisomers" includes both optical isomers such as enantiomers or diastereomers - the latter of which exist due to more than one chiral center in the molecule - and geometric isomers (cis / trans isomers).
[0187] Depending on the mode of substitution, the compound of formula I may have one or more chiral centers, in which case they exist as mixtures of enantiomers or diastereomers. A chiral center is a carbocyclic atom of the isothiazoline ring bearing the group R 1 The present invention provides both the pure enantiomers or pure diastereomers of compound I and their mixtures, as well as the use of the present invention of the pure enantiomers or pure diastereomers or mixtures thereof of compound I. Suitable compounds of formula I also include all possible geometric stereoisomers (cis / trans isomers) and their mixtures.
[0188] The term N-oxide relates to a form of compound I in which at least one nitrogen atom is present in oxidized form (as NO). More precisely, it relates to any compound of the invention having at least one tertiary nitrogen atom oxidized to an N-oxide moiety. The N-oxides of compound I can in particular be prepared by oxidizing, with a suitable oxidizing agent such as a peroxycarboxylic acid or other peroxide, a nitrogen-containing heterocycle such as, for example, the pyridine or pyrimidine ring nitrogen atoms present in Ar or R 11 or the imino nitrogen present in the central tricyclic nucleus. A person skilled in the art knows how and at which positions the compounds of the invention can form N-oxides.
[0189] The salts of the compounds of formula I are preferably salts that can be used in agriculture and veterinary medicine. They can be formed by conventional methods, for example, if the compound of formula I has a basic functional group, by reacting the compound with an acid of the said anion, or by reacting an acidic compound of formula I with a suitable base.
[0190] Suitable salts that can be used in agriculture and veterinary medicine are in particular salts of those cations or acid addition salts of those acids whose cations and anions are known and accepted in the field of forming salts for agricultural or veterinary use and that have no adverse effect on the action of the compounds of the invention. Suitable cations are in particular alkali metal ions, preferably lithium, sodium and potassium ions; alkaline earth metal ions, preferably calcium, magnesium and barium ions; transition metal ions, preferably manganese, copper, zinc and iron ions; also ammonium (NH4 + ) and substituted ammonium in which 1-4 hydrogen atoms are replaced by C1-C4 alkyl, C1-C4 hydroxyalkyl, C1-C4 alkoxy, C1-C4 alkoxy-C1-C4 alkyl, hydroxy-C1-C4 alkoxy-C1-C4 alkyl, phenyl or -CH2-phenyl. Examples of substituted ammonium ions include methylammonium, isopropylammonium, dimethylammonium, diisopropylammonium, trimethylammonium, tetramethylammonium, tetraethylammonium, tetrabutylammonium, 2-hydroxyethylammonium, 2-(2-hydroxyethoxy)ethylammonium, bis(2-hydroxyethyl)ammonium, benzyltrimethylammonium and benzyltriethylammonium. In addition, there are also ions, sulfonium ions, preferably tri(C1-C4 alkyl)sulfonium, and sulfoxonium ions, preferably tri(C1-C4 alkyl)sulfoxonium. Suitable acid addition salts that can be used in veterinary medicine formed, for example, from compounds of formula I containing a basic nitrogen atom such as an amino group include salts with inorganic acids, such as hydrochlorides, sulfates, phosphates and nitrates, and salts with organic acids such as acetic acid, maleic acid, dimaleic acid, fumaric acid, difumaric acid, methanesulfinic acid, methanesulfonic acid and succinic acid.
[0191] The anions of the useful acid addition salts are mainly chloride, bromide, fluoride, hydrogen sulfate, sulfate, dihydrogen phosphate, hydrogen phosphate, phosphate, nitrate, hydrogen carbonate, carbonate, hexafluorosilicate, hexafluorophosphate, benzoate and the anions of C1-C4 alkanoic acids, preferably formate, acetate, propionate and butyrate. They can be formed by reacting the compound of formula I with an acid of the corresponding anion, preferably hydrochloric acid, hydrobromic acid, sulfuric acid, phosphoric acid or nitric acid.
[0192] As used herein, the term "invertebrate pest" includes animal populations such as insects, spiders and nematodes that may infest plants, thereby causing significant damage to the infested plants, and ectoparasites that may infect animals, especially warm-blooded animals such as mammals or birds or other higher animals such as reptiles, amphibians or fish, thereby causing significant damage to the infected animals.
[0193] The term "plant propagation material" is to be understood as meaning all the reproductive parts of plants such as seeds, and asexual plant material such as cuttings and tubers (e.g. potatoes) that can be used for the propagation of plants. This includes seeds, roots, fruits, tubers, bulbs, rhizomes, shoots, buds and other plant parts, including seedlings and young plants transplanted from the soil after germination or emergence. The plant propagation material can be prophylactically treated with the plant protection compound at the time of planting or transplantation. The young plants can also be protected by complete or partial treatment by immersion or watering before transplantation.
[0194] The term "plant" includes any type of plant, including "modified plants" and especially "cultivated plants".
[0195] The term "modified plant" means any wild-type variety or related variety or related genus of cultivated plants.
[0196] The term "cultivated plant" is to be understood as including plants that have been modified by breeding, mutagenesis or genetic engineering, including but not limited to agricultural biotechnology products that are marketed or under development (see http: / / www.bio.org / speeches / pubs / er / agri_products.asp). Genetically modified plants are plants whose genetic material has been modified by using recombinant DNA techniques that are not easily obtained by crossing, mutation or natural recombination under natural conditions. Usually one or more genes are integrated into the genetic material of the genetically modified plant to improve certain properties of the plant. Such genetic modifications also include but are not limited to targeted post-translational modifications of proteins, oligopeptides or polypeptides, for example by glycosylation or addition of polymers such as isoprenylation, acetylation or farnesylation moieties or PEG moieties.
[0197] Plants modified by breeding, mutagenesis or genetic engineering are, for example, tolerant to the application of special classes of herbicides as a result of conventional breeding or genetic engineering methods. These herbicides include auxin herbicides such as dicamba or 2,4-D; bleaching herbicides such as hydroxyphenylpyruvate dioxygenase (HPPD) inhibitors or phytoene desaturase (PDS) inhibitors; acetolactate synthase (ALS) inhibitors such as sulfonylureas or imidazolinones; 5-enolpyruvylshikimate-3-phosphate synthase (EPSPS) inhibitors such as glyphosate; glutamine synthetase (GS) inhibitors such as glufosinate; protoporphyrinogen-IX oxidase inhibitors; lipid biosynthesis inhibitors such as acetyl-CoA carboxylase (ACCase) inhibitors; or oxynil (i.e., bromoxynil or ioxynil) herbicides. In addition, plants have been modified by multiple genetic modifications to be tolerant to multiple classes of herbicides, such as tolerant to both glyphosate and glufosinate or tolerant to both glyphosate and another class of herbicide selected from ALS inhibitors, HPPD inhibitors, auxin inhibitors or ACCase inhibitors. These herbicide tolerance technologies are described, for example, in Pest Managem. Sci. 61, 2005, 246; 61, 2005, 258; 61, 2005, 277; 61, 2005, 269; 61, 2005, 286; 64, 2008, 326; 64, 2008, 332; Weed Sci. 57, 2009, 108; Austral. J. Agricult. Res. 58, 2007, 708; Science 316, 2007, 1185; and the references cited therein. Several cultivated plants have been made herbicide-tolerant by conventional breeding methods (mutagenesis), such as Canola (BASF SE, Germany) tolerant to imidazolinones such as imazamox or tolerant to sulfonylureas such as tribenuron of summer-sown rapeseed or sunflower (DuPont, USA) tolerant to sulfonylureas such as tribenuron Genetic engineering methods have been used to confer tolerance to herbicides such as glyphosate and glufosinate on cultivated plants such as soybean, cotton, maize, sugar beet and rapeseed, some of which are commercially available under the trade names (glyphosate-tolerant, Monsanto, U.S.A.), (imidazolinone-tolerant, BASF SE, Germany) and (glufosinate-tolerant, Bayer CropScience, Germany).
[0198] In addition, it also includes plants that are capable of synthesizing one or more insecticidal proteins by using recombinant DNA technology, in particular those known from bacteria of the genus Bacillus, especially Bacillus thuringiensis, such as insecticidal proteins like δ-endotoxins, for example CryIA(b), CryIA(c), CryIF, CryIF(a2), CryIIA(b), CryIIIA, CryIIIB(b1) or Cry9c; vegetative insecticidal proteins (VIP), such as VIP1, VIP2, VIP3 or VIP3A; insecticidal proteins of nematode-settling bacteria, such as Photorhabdus or Xenorhabdus; toxins produced by animals such as scorpion toxins, spider toxins, wasp toxins or other insect-specific neurotoxins; toxins produced by fungi, such as Streptomycetes toxins; plant lectins, such as pea or barley lectins; lectins; protease inhibitors, such as trypsin inhibitors, serine protease inhibitors, patatin, cysteine protease inhibitors or papain inhibitors; ribosome-inactivating proteins (RIP), such as ricin, maize-RIP, abrin, luffin, saporin or bryodin; steroid metabolic enzymes, such as 3-hydroxysteroid oxidase, ecdysteroid-IDP glycosyltransferase, cholesterol oxidase, ecdysone inhibitor or HMG-CoA reductase; ion channel blockers, such as sodium channel or calcium channel blockers; juvenile hormone esterase; diuretic hormone receptor (helicokinin receptor); stilbene synthase, bibenzyl synthase, chitinase or glucanase. In the context of the present invention, these insecticidal proteins or toxins are also specifically understood to include protoxins, hybrid proteins, truncated or otherwise modified proteins. Hybrid proteins are characterized by novel combinations of protein domains (see, for example, WO 2002 / 015701). Other examples of such toxins or genetically modified plants capable of synthesizing these toxins are disclosed in EP-A 374753, WO 93 / 07278, WO 95 / 34656, EP-A 427 529, EP-A 451 878, WO03 / 18810 and WO 03 / 52073. The methods for producing these genetically modified plants are generally known to those skilled in the art and are described, for example, in the above-mentioned publications. These insecticidal proteins contained in the genetically modified plants confer on the plants producing these proteins tolerance to pests that are taxonomically arthropods, especially beetles (Coleoptera), dipteran insects (Diptera) and moths (Lepidoptera), as well as nematodes (Nematoda).Genetically modified plants capable of synthesizing one or more insecticidal proteins are described, for example, in the above-mentioned publications, and some of them are commercially available, for example. (Maize variety producing the toxin Cry1Ab), Plus (maize variety producing the toxins Cry1Ab and Cry3Bb1), (Maize variety producing the toxin Cry9c), RW (maize variety producing Cry34Ab1, Cry35Ab1 and the enzyme phosphinothricin-N-acetyltransferase [PAT]); 33B (cotton variety producing the toxin Cry1Ac), I (cotton variety producing the toxin Cry1Ac), II (cotton variety producing the toxins Cry1Ac and Cry2Ab2); (Cotton variety producing the VIP toxin); (Potato variety producing the toxin Cry3A); Bt11 (for example CB) and Bt176 from Syngenta Seeds SAS, France (maize variety producing the toxins Cry1Ab and PAT enzyme), MIR604 from Syngenta Seeds SAS, France (modified version of maize variety producing the toxin Cry3A, see WO 03 / 018810), MON 863 from Monsanto Europe S.A., Belgium (maize variety producing the toxin Cry3Bb1), IPC 531 from Monsanto Europe S.A., Belgium (modified version of cotton variety producing the toxin Cry1Ac) and 1507 from Pioneer Overseas Corporation, Belgium (maize variety producing the toxins Cry1F and PAT enzyme).
[0199] In addition, it also includes plants that can synthesize one or more proteins with enhanced resistance or tolerance to bacterial, viral or fungal pathogens by using recombinant DNA technology. Examples of such proteins are the so-called "pathogenesis-related proteins" (PR proteins, see for example EP-A 392 225), plant disease resistance genes (for example, potato varieties that express resistance genes effective against Phytophthora infestans from the wild Mexican potato Solanum bulbocastanum), or T4 lysozyme (for example, potato varieties that can synthesize these proteins with enhanced resistance to bacteria such as Erwinia amylvora). The methods for producing these genetically modified plants are generally known to those skilled in the art and are described, for example, in the above-mentioned publications.
[0200] In addition, it also includes plants that can synthesize one or more proteins by using recombinant DNA technology to increase yields (such as biomass production, grain yield, starch content, oil content or protein content), tolerance to drought, salt or other growth-limiting environmental factors, or tolerance to pests, as well as fungal, bacterial and viral pathogens.
[0201] In addition, it also includes plants that contain altered or new amounts of substances by using recombinant DNA technology to particularly improve human or animal nutrition, such as oil crops that produce health-promoting long-chain ω-3 fatty acids or unsaturated ω-9 fatty acids (for example rapeseed, DOW Agro Sciences, Canada).
[0202] In addition, it also includes plants that contain altered or new amounts of substances by using recombinant DNA technology to particularly improve raw material production, such as potatoes that produce an increased amount of amylopectin (for example potatoes, BASF SE, Germany).
[0203] In the above definitions of the variables, the organic structural moieties mentioned are collective terms for each individual listing of the members, just like the term halogen. The prefix C n -C m represents in each case the possible number of carbon atoms in the group.
[0204] The term halogen represents in each case F, Br, Cl or I, especially F, Cl or Br.
[0205] As used herein, the term "alkyl" in the alkyl structural moieties of alkoxy, alkylthio, etc. refers to saturated straight-chain or branched hydrocarbon groups having 1-2 ("C1-C2 alkyl"), 1-3 ("C1-C3 alkyl"), 1-4 ("C1-C4 alkyl") or 1-6 ("C1-C6 alkyl") carbon atoms. C1-C2 alkyl is CH3 or C2H5. C1-C3 alkyl additionally includes propyl and isopropyl. C1-C4 alkyl additionally includes butyl, 1-methylpropyl (sec-butyl), 2-methylpropyl (isobutyl) or 1,1-dimethylethyl (tert-butyl). C1-C6 alkyl additionally includes, for example, pentyl, 1-methylbutyl, 2-methylbutyl, 3-methylbutyl, 2,2-dimethylpropyl, 1-ethylpropyl, 1,1-dimethylpropyl, 1,2-dimethylpropyl, hexyl, 1-methylpentyl, 2-methylpentyl, 3-methylpentyl, 4-methylpentyl, 1,1-dimethylbutyl, 1,2-dimethylbutyl, 1,3-dimethylbutyl, 2,2-dimethylbutyl, 2,3-dimethylbutyl, 3,3-dimethylbutyl, 1-ethylbutyl, 2-ethylbutyl, 1,1,2-trimethylpropyl, 1,2,2-trimethylpropyl, 1-ethyl-1-methylpropyl or 1-ethyl-2-methylpropyl.
[0206] The term "haloalkyl" as used herein, also expressed as "partially or fully halogenated alkyl", refers to straight-chain or branched alkyl groups (as described above) having 1-2 ("C1-C2 haloalkyl"), 1-3 ("C1-C3 haloalkyl"), 1-4 ("C1-C4 haloalkyl") or 1-6 ("C1-C6 haloalkyl") carbon atoms, wherein some or all of the hydrogen atoms in these groups are replaced by the above-mentioned halogen atoms: in particular, C1-C2 haloalkyl such as chloromethyl, bromomethyl, dichloromethyl, trichloromethyl, fluoromethyl, difluoromethyl, trifluoromethyl, chlorofluoromethyl, dichloro-fluoromethyl, chloro-difluoromethyl, 1-chloroethyl, 1-bromoethyl, 1-fluoroethyl, 2-fluoroethyl, 2,2-difluoroethyl, 2,2,2-trifluoroethyl, 2-chloro-2-fluoroethyl, 2-chloro-2,2-difluoroethyl, 2,2-dichloro-2-fluoroethyl, 2,2,2-trichloroethyl or pentafluoroethyl. C1-C3 haloalkyl additionally includes, for example, 1-fluoropropyl, 2-fluoropropyl, 3-fluoropropyl, 1,1-difluoropropyl, 2,2-difluoropropyl, 1,2-difluoropropyl, 3,3-difluoropropyl, 3,3,3-trifluoropropyl, heptafluoropropyl, 1,1,1-trifluoropropan-2-yl, 3-chloropropyl, etc. Examples of C1-C4 haloalkyl in addition to those mentioned for C1-C3 haloalkyl include 4-chlorobutyl, etc.
[0207] As used herein, the term "alkylene" (or "alkanediyl") in each case represents an alkyl group as defined above, where one hydrogen atom at any position in the carbon skeleton is replaced by an additional bonding position, thereby forming a divalent structural moiety. The alkylene group preferably has 1 to 6 carbon atoms (C1-C6 alkylene), 2 to 6 carbon atoms (C2-C6 alkylene), especially 1 to 4 carbon atoms (C1-C4 alkylene) or 2 to 4 carbon atoms (C2-C4 alkylene). Examples of alkylene groups are methylene (CH2), 1,1-ethylene, 1,2-ethylene, 1,3-propylene, 1,2-propylene, 2,2-propylene, 1,4-butylene, 1,2-butylene, 1,3-butylene, 2,3-butylene, 2,2-butylene, 1,5-pentylene, 2,2-dimethyl-1,3-propylene, 1,3-dimethyl-1,3-propylene, 1,6-hexylene, etc.
[0208] As used herein, the term "alkenyl" refers to a monounsaturated straight or branched hydrocarbon group having 2 to 3 ("C2-C3 alkenyl"), 2 to 4 ("C2-C4 alkenyl") or 2 to 6 ("C2-C6 alkenyl") carbon atoms and a double bond at any position, such as C2-C3 alkenyls such as vinyl, 1-propenyl, 2-propenyl or 1-methylethenyl; C2-C4 alkenyls such as vinyl, 1-propenyl, 2-propenyl, 1-methylethenyl, 1-butenyl, 2-butenyl, 3-butenyl, 1-methyl-1-propenyl, 2-methyl-1-propenyl, 1-methyl-2-propenyl or 2-methyl-2-propenyl;C2-C6 alkenyl groups such as vinyl, 1-propenyl, 2-propenyl, 1-methylethenyl, 1-butenyl, 2-butenyl, 3-butenyl, 1-methyl-1-propenyl, 2-methyl-1-propenyl, 1-methyl-2-propenyl, 2-methyl-2-propenyl, 1-pentenyl, 2-pentenyl, 3-pentenyl, 4-pentenyl, 1-methyl-1-butenyl, 2-methyl-1-butenyl, 3-methyl-1-butenyl, 1-methyl-2-butenyl, 2-methyl-2-butenyl, 3-methyl-2-butenyl, 1-methyl-3-butenyl, 2-methyl-3-butenyl, 3-methyl-3-butenyl, 1,1-dimethyl-2-propenyl, 1,2-dimethyl-1-propenyl, 1,2-dimethyl-2-propenyl, 1-ethyl-1-propenyl, 1-ethyl-2-propenyl, 1-hexenyl, 2-hexenyl, 3-hexenyl, 4-hexenyl, 5-hexenyl, 1-methyl-1-pentenyl, 2-methyl-1-pentenyl, 3-methyl-1-pentenyl, 4-methyl-1-pentenyl, 1-methyl-2-pentenyl, 2-methyl-2-pentenyl, 3-methyl-2-pentenyl, 4-methyl-2-pentenyl, 1-methyl-3-pentenyl, 2-methyl-3-pentenyl, 3-methyl-3-pentenyl, 4-methyl-3-pentenyl, 1-methyl-4-pentenyl, 2-methyl-4-pentenyl, 3-methyl-4-pentenyl, 4-methyl-4-pentenyl, 1,1-dimethyl-2-butenyl, 1,1-dimethyl-3-butenyl, 1,2-dimethyl-1-butenyl, 1,2-dimethyl-2-butenyl, 1,2-dimethyl-3-butenyl, 1,3-dimethyl-1-butenyl, 1,3-dimethyl-2-butenyl, 1,3-dimethyl-3-butenyl, 2,2-dimethyl-3-butenyl, 2,3-dimethyl-1-butenyl, 2,3-dimethyl-2-butenyl, 2,3-dimethyl-3-butenyl, 3,3-dimethyl-1-butenyl, 3,3-dimethyl-2-butenyl, 1-ethyl-1-butenyl, 1-ethyl-2-butenyl, 1-ethyl-3-butenyl, 2-ethyl-1-butenyl, 2-ethyl-2-butenyl, 2-ethyl-3-butenyl, 1,1,2-trimethyl-2-propenyl, 1-ethyl-1-methyl-2-propenyl, 1-ethyl-2-methyl-1-propenyl, 1-ethyl-2-methyl-2-propenyl, etc.;
[0209] As used herein, the term "alkynyl" refers to a straight-chain or branched hydrocarbon group having 2-3 ("C2-C3 alkynyl"), 2-4 ("C2-C4 alkynyl") or 2-6 ("C2-C6 alkynyl") carbon atoms and one or two triple bonds at any position, such as C2-C3 alkynyl, such as ethynyl, 1-propynyl or 2-propynyl; C2-C4 alkynyl, such as ethynyl, 1-propynyl, 2-propynyl, 1-butynyl, 2-butynyl, 3-butynyl, 1-methyl-2-propynyl, etc., C2-C6 alkynyl, such as ethynyl, 1-propynyl, 2-propynyl, 1-butynyl, 2-butynyl, 3-butynyl, 1-methyl-2-propynyl, 1-pentynyl, 2-pentynyl, 3-pentynyl, 4-pentynyl, 1-methyl-2-butynyl, 1-methyl-3-butynyl, 2-methyl-3-butynyl, 3-methyl-1-butynyl, 1,1-dimethyl-2-propynyl, 1-ethyl-2-propynyl, 1-hexynyl, 2-hexynyl, 3-hexynyl, 4-hexynyl, 5-hexynyl, 1-methyl-2-pentynyl, 1-methyl-3-pentynyl, 1-methyl-4-pentynyl, 2-methyl-3-pentynyl, 2-methyl-4-pentynyl, 3-methyl-1-pentynyl, 3-methyl-4-pentynyl, 4-methyl-1-pentynyl, 4-methyl-2-pentynyl, 1,1-dimethyl-2-butynyl, 1,1-dimethyl-3-butynyl, 1,2-dimethyl-3-butynyl, 2,2-dimethyl-3-butynyl, 3,3-dimethyl-1-butynyl, 1-ethyl-2-butynyl, 1-ethyl-3-butynyl, 2-ethyl-3-butynyl, 1-ethyl-1-methyl-2-propynyl, etc.
[0210] As used herein, the term "cycloalkyl" refers to a monocyclic or bicyclic or polycyclic saturated hydrocarbon group having especially 3-6 ("C3-C6 cycloalkyl") or 3-5 ("C3-C5 cycloalkyl") or 3-4 ("C3-C4 cycloalkyl") carbon atoms. Examples of monocyclic groups having 3-4 carbon atoms include cyclopropyl and cyclobutyl. Examples of monocyclic groups having 3-5 carbon atoms include cyclopropyl, cyclobutyl and cyclopentyl. Examples of monocyclic groups having 3-6 carbon atoms include cyclopropyl, cyclobutyl, cyclopentyl and cyclohexyl. Examples of monocyclic groups having 3-8 carbon atoms include cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl and cyclooctyl. Examples of bicyclic groups having 7 or 8 carbon atoms include bicyclo[2.2.1]heptyl, bicyclo[3.1.1]heptyl, bicyclo[2.2.2]octyl and bicyclo[3.2.1]octyl. The preferred term cycloalkyl denotes a monocyclic saturated hydrocarbon group.
[0211] As used herein, the term "cycloalkyloxy" refers to a cycloalkyl group as defined above having from 3 to 6 ("C3-C6 cycloalkyloxy"), or 3 to 5 ("C3-C5 cycloalkyloxy"), or 3 to 4 ("C3-C4 cycloalkyloxy") carbon atoms, especially a monocyclic cycloalkyl group, bonded to the remainder of the molecule via an oxygen atom.
[0212] The term "cycloalkyl-C1-C4 alkyl" refers to a C3-C8 cycloalkyl group as defined above ("C3-C8 cycloalkyl-C1-C4 alkyl"), preferably a C3-C6 cycloalkyl group ("C3-C6 cycloalkyl-C1-C4 alkyl"), more preferably a C3-C4 cycloalkyl group ("C3-C4 cycloalkyl-C1-C4 alkyl") (preferably a monocyclic cycloalkyl group), bonded to the remainder of the molecule via a C1-C4 alkyl group as defined above. Examples of C3-C4 cycloalkyl-C1-C4 alkyl are cyclopropylmethyl, cyclopropylethyl, cyclopropylpropyl, cyclobutylmethyl, cyclobutylethyl, and cyclobutylpropyl. Examples of C3-C6 cycloalkyl-C1-C4 alkyl in addition to those mentioned for C3-C4 cycloalkyl-C1-C4 alkyl are cyclopentylmethyl, cyclopentylethyl, cyclopentylpropyl, cyclohexylmethyl, cyclohexylethyl, and cyclohexylpropyl.
[0213] The term "C1-C2 alkoxy" is a C1-C2 alkyl group as defined above linked via an oxygen atom. The term "C1-C3 alkoxy" is a C1-C3 alkyl group as defined above linked via an oxygen atom. The term "C1-C4 alkoxy" is a C1-C4 alkyl group as defined above linked via an oxygen atom. The term "C1-C6 alkoxy" is a C1-C6 alkyl group as defined above linked via an oxygen atom. The term "C1-C 10 alkoxy" is a C1-C 10Alkyl. C1-C2 alkoxy is OCH3 or OC2H5. C1-C3 alkoxy is additionally, for example, n-propoxy and 1-methylethoxy (isopropoxy). C1-C4 alkoxy is additionally, for example, butoxy, 1-methylpropoxy (sec-butoxy), 2-methylpropoxy (isobutoxy), or 1,1-dimethylethoxy (tert-butoxy). C1-C6 alkoxy is additionally, for example, pentyloxy, 1-methylbutoxy, 2-methylbutoxy, 3-methylbutoxy, 1,1-dimethylpropoxy, 1,2-dimethylpropoxy, 2,2-dimethylpropoxy, 1-ethylpropoxy, hexyloxy, 1-methylpentyloxy, 2-methylpentyloxy, 3-methylpentyloxy, 4-methylpentyloxy, 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, or 1-ethyl-2-methylpropoxy. C1-C8 alkoxy is additionally, for example, heptyloxy, octyloxy, 2-ethylhexyloxy, and their position isomers. C1-C 10 The alkoxy is additionally, for example, nonyloxy, decyloxy, and their position isomers.
[0214] The term "C1-C2 haloalkyloxy" is a C1-C2 haloalkyl group as defined above, linked via an oxygen atom. The term "C1-C3 haloalkyloxy" is a C1-C3 haloalkyl group as defined above, linked via an oxygen atom. The term "C1-C4 haloalkyloxy" is a C1-C4 haloalkyl group as defined above, linked via an oxygen atom. The term "C1-C6 haloalkyloxy" is a C1-C6 haloalkyl group as defined above, linked via an oxygen atom. Examples of C1-C2 haloalkyloxy are OCH2F, OCHF2, OCF3, OCH2Cl, OCHCl2, OCCl3, chlorofluoromethoxy, dichloro-fluoromethoxy, chloro-difluoromethoxy, 2-fluoroethoxy, 2-chloroethoxy, 2-bromoethoxy, 2-iodoethoxy, 2,2-difluoroethoxy, 2,2,2-trifluoroethoxy, 2-chloro-2-fluoroethoxy, 2-chloro-2,2-difluoroethoxy, 2,2-dichloro-2-fluoroethoxy, 2,2,2-trichloroethoxy or OC2F5. Examples of C1-C3 haloalkyloxy additionally are 2-fluoropropoxy, 3-fluoropropoxy, 2,2-difluoropropoxy, 2,3-difluoropropoxy, 2-chloropropoxy, 3-chloropropoxy, 2,3-dichloropropoxy, 2-bromopropoxy, 3-bromopropoxy, 3,3,3-trifluoropropoxy, 3,3,3-trichloropropoxy, OCH2-C2F5, OCF2-C2F5, 1-(CH2F)-2-fluoroethoxy, 1-(CH2Cl)-2-chloroethoxy or 1-(CH2Br)-2-bromoethoxy. Examples of C1-C4 haloalkyloxy additionally are 4-fluorobutoxy, 4-chlorobutoxy, 4-bromobutoxy or nonafluorobutoxy. Examples of C1-C6 haloalkyloxy additionally are 5-fluoropentoxy, 5-chloropentoxy, 5-bromopentoxy, 5-iodopentoxy, undecafluoropentoxy, 6-fluorohexoxy, 6-chlorohexoxy, 6-bromohexoxy, 6-iodohexoxy or dodecafluorohexoxy.
[0215] As used herein, the term "C1-C6 alkoxy-C1-C4 alkyl" refers to a straight-chain or branched alkyl having 1-4 carbon atoms as defined above, wherein one hydrogen atom is replaced by a C1-C6 alkoxy as defined above. Examples are methoxymethyl, ethoxymethyl, propoxymethyl, isopropoxymethyl, n-butoxymethyl, sec-butoxymethyl, isobutoxymethyl, tert-butoxymethyl, 1-methoxyethyl, 1-ethoxyethyl, 1-propoxyethyl, 1-isopropoxyethyl, 1-n-butoxyethyl, 1-sec-butoxyethyl, 1-isobutoxyethyl, 1-tert-butoxyethyl, 2-methoxyethyl, 2-ethoxyethyl, 2-propoxyethyl, 2-isopropoxyethyl, 2-n-butoxyethyl, 2-sec-butoxyethyl, 2-isobutoxyethyl, 2-tert-butoxyethyl, 1-methoxypropyl, 1-ethoxypropyl, 1-propoxypropyl, 1-isopropoxypropyl, 1-n-butoxypropyl, 1-sec-butoxypropyl, 1-isobutoxypropyl, 1-tert-butoxypropyl, 2-methoxypropyl, 2-ethoxypropyl, 2-propoxypropyl, 2-isopropoxypropyl, 2-n-butoxypropyl, 2-sec-butoxypropyl, 2-isobutoxypropyl, 2-tert-butoxypropyl, 3-methoxypropyl, 3-ethoxypropyl, 3-propoxypropyl, 3-isopropoxypropyl, 3-n-butoxypropyl, 3-sec-butoxypropyl, 3-isobutoxypropyl, 3-tert-butoxypropyl, and the like.
[0216] As used herein, the term "alkoxyalkoxy" refers to an alkoxyalkyl as defined above bonded to the remainder of the molecule via an oxygen atom, especially a C1-C6 alkoxy-C1-C4 alkyl. Examples thereof are OCH2-OCH3, OCH2-OC2H5, n-propoxymethoxy, OCH2-OCH(CH3)2, n-butoxymethoxy, (1-methylpropoxy)methoxy, (2-methylpropoxy)methoxy, OCH2-OC(CH3)3, 2-methoxyethoxy, 2-ethoxyethoxy, 2-n-propoxyethoxy, 2-(1-methylethoxy)ethoxy, 2-(n-butoxy)ethoxy, 2-(1-methylpropoxy)ethoxy, 2-(2-methylpropoxy)ethoxy, 2-(1,1-dimethylethoxy)ethoxy, and the like.
[0217] The substituent "oxo" replaces CH2 with a C(=O) group.
[0218] The term "aryl" refers to a phenyl group bonded to the remainder of the molecule and a bicyclic or polycyclic carbocyclic ring having at least one fused phenylene ring. Examples of the bicyclic or polycyclic carbocyclic ring having at least one fused phenylene ring include naphthyl, tetrahydronaphthyl, 2,3-dihydroindenyl, indenyl, anthryl, fluorenyl, and the like.
[0219] The term "aryl-C1-C4 alkyl" refers to a C1-C4 alkyl as defined above, in which one hydrogen atom has been replaced by an aryl, especially a phenyl. Specific examples of aryl-C1-C4 alkyl include -CH2-phenyl, 1-phenylethyl, 2-phenylethyl, 1-phenylpropyl, 2-phenylpropyl, 3-phenyl-1-propyl, and 2-phenyl-2-propyl.
[0220] The term "aryloxy-C1-C4 alkyl" refers to a C1-C4 alkyl as defined above, in which one hydrogen atom has been replaced by an aryloxy, especially a phenoxy. Specific examples of aryloxy-C1-C4 alkyl include phenoxymethyl, 1-phenoxyethyl, 2-phenoxyethyl, 1-phenoxypropyl, 2-phenoxypropyl, 3-phenoxy-1-propyl, and 2-phenoxy-2-propyl.
[0221] The term "aryl-C1-C4 carbonyl" refers to an aryl as defined above, especially a phenyl, bonded to the remainder of the molecule through a carbonyl group. Specific examples of aryl carbonyl include benzoyl, 1-naphthoyl, and 2-naphthoyl.
[0222] The term "heteroaryl" refers to an aromatic heterocycle having 5 or 6 ring atoms (5- or 6-membered heteroaryl) and being monocyclic or having 8, 9, or 10 ring atoms and being bicyclic. Heteroaryl generally has at least one ring atom selected from O, S, and N, and in the case of N, it can be an imino nitrogen or an amino nitrogen of a group with or without hydrogen. Heteroaryl can have 1, 2, 3, or 4 additional nitrogen atoms as ring members that are imino nitrogens. Examples of 5- or 6-membered heteroaryl include 2-furyl, 3-furyl, 2-thienyl, 3-thienyl, 1-pyrrolyl, 2-pyrrolyl, 3-pyrrolyl, 1-pyrazolyl, 3-pyrazolyl, 4-pyrazolyl, 5-pyrazolyl, 2- oxazolyl, 4- oxazolyl, 5- oxazolyl, 2-thiazolyl, 4-thiazolyl, 5-thiazolyl, 1-imidazolyl, 2-imidazolyl, 4-imidazolyl, 1,3,4-triazol-1-yl, 1,3,4-triazol-2-yl, 1,3,4- diazol-2-yl, 1,3,4-thiadiazol-2-yl, 2-pyridyl, 3-pyridyl, 4-pyridyl, 3-pyridazinyl, 4-pyridazinyl, 2-pyrimidinyl, 4-pyrimidinyl, 5-pyrimidinyl, 2-pyrazinyl, and 1,3,5-triazin-2-yl. Examples of 8-, 9-, or 10-membered heteroaryl include, for example, quinolinyl, isoquinolinyl, phthalazinyl, indolyl, indolizinyl, isoindolyl, indazolyl, benzofuranyl, benzothienyl, benz[b]thiazolyl, benzo azolyl, benzothiazolyl, benzimidazolyl, imidazo[1,2-a]pyridin-2-yl, thieno[3,2-b]pyridin-5-yl, imidazo[2,1-b]thiazol-6-yl and 1,2,4-triazolo[1,5-a]pyridin-2-yl.
[0223] Examples of N-bonded 5-, 6-, 7- or 8-membered saturated heterocycles include pyrrolidin-1-yl, pyrazolidin-1-yl, imidazolidin-1-yl, oxazolidin-3-yl, iso oxazolidin-2-yl, thiazolidin-3-yl, isothiazolidin-2-yl, piperidin-1-yl, piperazin-1-yl, morpholin-4-yl, thiomorpholin-4-yl, 1-oxothiomorpholin-4-yl, 1,1-dioxothiomorpholin-4-yl, azepan-1-yl, etc.
[0224] The term "heteroaryl-C1-C4alkyl" refers to a C1-C4alkyl as defined above, where one hydrogen atom has been replaced by a heteroaryl, especially a pyridyl group. Specific examples of heteroaryl-C1-C4alkyl include 2-pyridylmethyl, 3-pyridylmethyl, 4-pyridylmethyl, 1-(2-pyridyl)ethyl, 2-(2-pyridyl)ethyl, 1-(3-pyridyl)ethyl, 2-(3-pyridyl)ethyl, 1-(4-pyridyl)ethyl, 2-(4-pyridyl)ethyl, etc.
[0225] The term "heteroaryloxy-C1-C4alkyl" refers to a C1-C4alkyl as defined above, where one hydrogen atom has been replaced by a heteroaryloxy, especially a pyridyloxy group. Specific examples of heteroaryloxy-C1-C4alkyl include 2-pyridyloxymethyl, 3-pyridyloxymethyl, 4-pyridyloxymethyl, 1-(2-pyridyloxy)ethyl, 2-(2-pyridyloxy)ethyl, 1-(3-pyridyloxy)ethyl, 2-(3-pyridyloxy)ethyl, 1-(4-pyridyloxy)ethyl, 2-(4-pyridyloxy)ethyl, etc.
[0226] The term "heteroaryl-C1-C4carbonyl" refers to a heteroaryl as defined above bonded to the remainder of the molecule through a carbonyl group, especially a C-bonded heteroaryl, such as 2-, 3- or 4-pyridyl, 2- or 3-thienyl, 2- or 3-furyl, 1-, 2- or 3-pyrrolyl, 2- or 4-pyrimidinyl, pyridazinyl, 1-, 3- or 4-pyrazolyl, 1-, 2- or 4-imidazolyl.
[0227] Unless otherwise stated, the term "substituted" means substituted by 1, 2 or the maximum possible number of substituents. If there is more than one substituent as defined in the compound of formula I, they are independently the same or different, unless otherwise mentioned.
[0228] For each variable, embodiments of the compound of Formula I are:
[0229] In a preferred embodiment, W is O.
[0230] In another preferred embodiment, W is NR 6 .
[0231] In another preferred embodiment, W is S(=O) m .
[0232] In another preferred embodiment, A is CR A .
[0233] In another preferred embodiment, A is N.
[0234] In another preferred embodiment, W is O, A is CR A ;
[0235] In another preferred embodiment, W is O, A is N;
[0236] In another preferred embodiment, W is S(=O) m , A is CR A ;
[0237] In another preferred embodiment, W is S(=O) m , A is N;
[0238] In another preferred embodiment, W is NR 6 , A is CR A ;
[0239] In another preferred embodiment, W is NR 6 , A is N;
[0240] In a preferred embodiment, B 1 is CR B1 , B 2 is CR B2 , B 3 is CR B3 and B 4 is CR B4 ;
[0241] In another preferred embodiment, B 1 is N, B 2 is CR B2 , B 3 is CR B3 , B 4 is CR B4 ;
[0242] In another preferred embodiment, B 1For CR B1 and B 2 is N, B 3 For CR B3 and B 4 For CR B4 ;
[0243] In another preferred embodiment, B 1 is N, B 2 is N, B 3 For CR B3 and B 4 For CR B4 ;
[0244] In another preferred embodiment, B 1 is N, B 2 is N, B 3 is N, B 4 For CR B4 ;
[0245] In another preferred embodiment, W is O, A is CR A and B 1 For CR B1 and B 2 For CR B2 and B 3 For CR B3 and B 4 For CR B4 ;
[0246] In another preferred embodiment, W is O, A is CR A and B 1 is N, B 2 For CR B2 and B 3 For CR B3 and B 4 For CR B4 ;
[0247] In another preferred embodiment, W is O, A is CR A and B 1 For CR B1 and B 2 is N, B 3 For CR B3 and B 4 For CR B4 ;
[0248] In another preferred embodiment, W is O, A is CR A and B 1 is N, B 2 is N, B 3 For CR B3 and B4 is CR B4 ;
[0249] In another preferred embodiment, W is O, A is CR A , B 1 is N, B 2 is N, B 3 is N, B 4 is CR B4 ;
[0250] In another preferred embodiment, W is O, A is N, B 1 is CR B1 , B 2 is CR B2 , B 3 is CR B3 and B 4 is CR B4 ;
[0251] In another preferred embodiment, W is O, A is N, B 1 is N, B 2 is CR B2 , B 3 is CR B3 , B 4 is CR B4 ;
[0252] In another preferred embodiment, W is O, A is N, B 1 is CR B1 , B 2 is N, B 3 is CR B3 , B 4 is CR B4 ;
[0253] In another preferred embodiment, W is O, A is N, B 1 is N, B 2 is N, B 3 is CR B3 , B 4 is CR B4 ;
[0254] In another preferred embodiment, W is O, A is N, B 1 is N, B 2 is N, B 3 is N, B 4 is CR B4 ;
[0255] In another preferred embodiment, W is S(=O) m , A is CR A , B1 is CR B1 and B 2 is CR B2 and B 3 is CR B3 and B 4 is CR B4 ;
[0256] In another preferred embodiment, W is S(=O) m and A is CR A and B 1 is N, B 2 is CR B2 and B 3 is CR B3 and B 4 is CR B4 ;
[0257] In another preferred embodiment, W is S(=O) m and A is CR A and B 1 is CR B1 and B 2 is N, B 3 is CR B3 and B 4 is CR B4 ;
[0258] In another preferred embodiment, W is S(=O) m and A is CR A and B 1 is N, B 2 is N, B 3 is CR B3 and B 4 is CR B4 ;
[0259] In another preferred embodiment, W is S(=O) m and A is CR A and B 1 is N, B 2 is N, B 3 is N, B 4 is CR B4 ;
[0260] In another preferred embodiment, W is S(=O) m and A is N, B 1 is CR B1 and B 2 is CR B2 and B 3 is CR B3 and B 4 is CRB4 ;
[0261] In another preferred embodiment, W is S(=O) m , A is N, B 1 is N, B 2 is CR B2 , B 3 is CR B3 , B 4 is CR B4 ;
[0262] In another preferred embodiment, W is S(=O) m , A is N, B 1 is CR B1 , B 2 is N, B 3 is CR B3 , B 4 is CR B4 ;
[0263] In another preferred embodiment, W is S(=O) m , A is N, B 1 is N, B 2 is N, B 3 is CR B3 , B 4 is CR B4 ;
[0264] In another preferred embodiment, W is S(=O) m , A is N, B 1 is N, B 2 is N, B 3 is N, B 4 is CR B4 ;
[0265] In another preferred embodiment, W is NR 6 , A is CR A , B 1 is CR B1 , B 2 is CR B2 , B 3 is CR B3 and B 4 is CR B4 ;
[0266] In another preferred embodiment, W is NR 6 , A is CR A , B 1 is N, B 2 is CR B2 , B 3 is CRB3 and B 4 is CR B4 ;
[0267] In another preferred embodiment, W is NR 6 and A is CR A and B 1 is CR B1 and B 2 is N, B 3 is CR B3 and B 4 is CR B4 ;
[0268] In another preferred embodiment, W is NR 6 and A is CR A and B 1 is N, B 2 is N, B 3 is CR B3 and B 4 is CR B4 ;
[0269] In another preferred embodiment, W is NR 6 and A is CR A and B 1 is N, B 2 is N, B 3 is N, B 4 is CR B4 ;
[0270] In another preferred embodiment, W is NR 6 and A is N, B 1 is CR B1 and B 2 is CR B2 and B 3 is CR B3 and B 4 is CR B4 ;
[0271] In another preferred embodiment, W is NR 6 and A is N, B 1 is N, B 2 is CR B2 and B 3 is CR B3 and B 4 is CR B4 ;
[0272] In another preferred embodiment, W is NR 6 and A is N, B 1 is CR B1 and B2 is N, B 3 is Cr B3 , B 4 is Cr B4 ;
[0273] In another preferred embodiment, W is NR 6 , A is N, B 1 is N, B 2 is N, B 3 is Cr B3 , B 4 is Cr B4 ;
[0274] In another preferred embodiment, W is NR 6 , A is N, B 1 is N, B 2 is N, B 3 is N, B 4 is Cr B4 ;
[0275] In a preferred embodiment, R A is H, halogen, OH, CN, C1-C6 alkyl, C1-C6 alkoxy, tri-C1-C6 alkylsilyl, C1-C6 alkoxy-C1-C4 alkyl, C3-C6 cycloalkyl, where the alkyl, alkoxy and cycloalkyl moieties are unsubstituted or substituted by halogen,
[0276] C(=O)-OR a , NR b R c , C(=O)-NR b R c , C(=O)-R d , SO2NR b R c or S(=O) m R e ;
[0277] In another preferred embodiment, R A is H, halogen, C1-C6 alkyl, C3-C6 cycloalkyl, where the alkyl or cycloalkyl moieties are unsubstituted or substituted by halogen.
[0278] In another preferred embodiment, R A is H, Cl, Br, F, CH3, C2H5, n-C3H7, isopropyl, cyclopropyl, CH2F, CHF2 or CF3.
[0279] In a preferred embodiment, R B1 , R B2 , R B3 and RB4 are each independently H, a halogen, or a C1-C6 alkyl group;
[0280] In another preferred embodiment, R B1 , R B2 , R B3 and R B4 are each independently H, Cl, Br, F, CH3, C2H5, n-C3H7, or isopropyl.
[0281] In one preferred embodiment, Q is -C(R 4 R 5 )-O-, where the C is bonded to Ar.
[0282] In another preferred embodiment, Q is -C(R 4 R 5 )-O-, where the O is bonded to Ar.
[0283] In another preferred embodiment, Q is -C(=O)-O-, where the C is bonded to Ar.
[0284] In another preferred embodiment, Q is -C(=O)-O-, where the O is bonded to Ar.
[0285] In another preferred embodiment, Q is -S(=O) m -C(R 7 R 8 )-, where the S is bonded to Ar.
[0286] In another preferred embodiment, Q is -S(=O) m -C(R 7 R 8 )-, where the C is bonded to Ar.
[0287] In another preferred embodiment, Q is -N(R 2 )-S(=O) m -,, where the N is bonded to Ar.
[0288] In another preferred embodiment, Q is -N(R 2 )-S(=O) m -,, where the S is bonded to Ar.
[0289] In another preferred embodiment, Q is -N(R 2 )-C(R 9 R 10 )-, where the N is bonded to Ar.
[0290] In another preferred embodiment, Q is -N(R 2 )-C(R 9 R10 )-, where C is bonded to Ar.
[0291] In another preferred embodiment, Q is -C(=O)-C(R 19 R 20 )-, where C(=O) is bonded to Ar.
[0292] In another preferred embodiment, Q is -C(=O)-C(R 19 R 20 )-, where C(R 19 R 20 ) is bonded to Ar.
[0293] In another preferred embodiment, Q is -N(R 2 )-C(=O)-, where N is bonded to Ar.
[0294] In another preferred embodiment, Q is -N(R 2 )-C(=O)-, where C is bonded to Ar.
[0295] In another preferred embodiment, Q is -N(R 2 )-C(=S)-, where N is bonded to Ar.
[0296] In another preferred embodiment, Q is -N(R 2 )-C(=S)-, where C is bonded to Ar.
[0297] In another preferred embodiment, Q is -N=C(X)-, where N is bonded to Ar.
[0298] In another preferred embodiment, Q is -N=C(X)-, where C is bonded to Ar.
[0299] In another preferred embodiment, Q is -N(R 2 )-C(=NR)-, where N is bonded to Ar.
[0300] In another preferred embodiment, Q is -N(R 2 )-C(=NR)-, where C is bonded to Ar.
[0301] In another preferred embodiment, Q is -C(R 13 R 14 )-C(R 15 R 16 )-.
[0302] In another preferred embodiment, Q is -C(R 4 R 5 )-O-, -N(R 2 )-S(=O)m -, -N(R 2 )-C(R 9 R 10 )-, -N(R 2 )-C(=O)-, -N(R 2 )-C(=S)-, -N=C(X)- or -N(R 2 )-C(=NR)-, where Ar is bonded to either side of Q;
[0303] In another preferred embodiment, Q is -C(R 4 R 5 )-O-, -N(R 2 )-C(R 9 R 10 )-, -N(R 2 )-C(=O)-, -N(R 2 )-C(=NR)-, where Ar is bonded to either side of Q;
[0304] In one preferred embodiment, X is H or N(R 3 )2;
[0305] In another preferred embodiment, X is H;
[0306] In another preferred embodiment, X is N(R 3 )2, preferably NH2 or N(CH3)2;
[0307] In one preferred embodiment, R 3 is H, C1-C6 alkyl or C1-C6 alkoxy-C1-C4 alkyl;
[0308] In another preferred embodiment, R 3 is H or C1-C6 alkyl;
[0309] In another preferred embodiment, R 3 is C1-C6 alkyl;
[0310] In another preferred embodiment, R 3 is H;
[0311] In one preferred embodiment, R is H, CN, C1-C6 alkyl, C1-C6 haloalkyl, C2-C6 alkenyl, C2-C6 haloalkenyl, C2-C6 alkynyl, C2-C6 haloalkynyl, C3-C6 cycloalkyl, C3-C6 halocycloalkyl, OR 8 or N(R 3 )2;
[0312] In another preferred embodiment, R is H, CN, C1-C6 alkyl or OR8 ;
[0313] In another preferred embodiment, R is H or C1-C6 alkyl;
[0314] In another preferred embodiment, R is H, CH3, C2H5, n-C3H7 or isopropyl;
[0315] In a preferred embodiment, R 6 is H, C1-C6 alkyl, C2-C6 alkenyl, C2-C6 alkynyl, C1-C6 alkoxy-C1-C4 alkyl, C3-C6 cycloalkyl, C3-C6 cycloalkyl-C1-C4 alkyl, C3-C6 cycloalkoxy-C1-C4 alkyl, wherein the alkyl, alkoxy, alkenyl, alkynyl, cycloalkyl and cycloalkoxy moieties are unsubstituted or substituted by halogen,
[0316] C(=O)-OR a C1-C6 alkylene-NR b R c C1-C6 alkylene-CN, C(=O)-NR b R c C(=O)-R d SO2NR b R c S(=O) m R e phenyl or -CH2-phenyl, wherein the phenyl ring is unsubstituted or substituted by R f substituted;
[0317] In another preferred embodiment, R 6 is H, C1-C6 alkyl, C2-C6 alkenyl, C2-C6 alkynyl, C1-C6 alkoxy-C1-C4 alkyl, C3-C6 cycloalkyl, C3-C6 cycloalkyl-C1-C4 alkyl, C3-C6 cycloalkoxy-C1-C4 alkyl, wherein the alkyl, alkoxy, alkenyl, alkynyl, cycloalkyl and cycloalkoxy moieties are unsubstituted or substituted by halogen,
[0318] In another preferred embodiment, R 6 is C(=O)-OR a C1-C6 alkylene-NR b R c C1-C6 alkylene-CN, C(=O)-NR b R c C(=O)-R d SO2NR b R c S(=O) m R e, phenyl or -CH2-phenyl, wherein the phenyl ring is unsubstituted or substituted by R f substituted;
[0319] In another preferred embodiment, R 6 is H, C1-C6 alkyl, C1-C6 haloalkyl, -CH2-C(=O)-OR a or -CH2-phenyl;
[0320] In another preferred embodiment, R 6 is H, C1-C6 alkyl, C1-C6 haloalkyl or -CH2-phenyl;
[0321] In another preferred embodiment, R 6 is H, C1-C6 alkyl, C1-C6 haloalkyl or -CH2-C(=O)-OR a ;
[0322] In another preferred embodiment, R 6 is H, C1-C6 alkyl or C1-C6 haloalkyl;
[0323] In another preferred embodiment, R 6 is H;
[0324] In another preferred embodiment, R 6 is C1-C6 alkyl;
[0325] In another preferred embodiment, R 6 is C1-C6 haloalkyl;
[0326] In another preferred embodiment, R 6 is H, CH3, C2H5, CH2CF3 or CHF2;
[0327] In another preferred embodiment, R 6 is H, CH3, C2H5 or CH2CF3;
[0328] In a preferred embodiment, R 4 , R 5 , R 7 , R 8 , R 9 , R 10 , R 13 , R 14 , R 15 , R 16 , R 19 , R 20identical or different and being H, halogen, C1-C6 alkyl, C1-C6 haloalkyl, C2-C6 alkenyl, C2-C6 alkynyl, C1-C6 alkoxy-C1-C4 alkyl, C3-C6 cycloalkyl, C3-C6 halocycloalkyl, C3-C6 cycloalkyl-C1-C4 alkyl, C3-C6 cycloalkoxy-C1-C4 alkyl, C(=O)-OR a 、C(=O)-NR b R c 、C(=O)-R d 、SO2NR b R c 、S(=O) m R e 、phenyl or -CH2-phenyl, wherein the phenyl ring is unsubstituted or substituted by R f ;
[0329] In another preferred embodiment, R 4 、R 5 、R 7 、R 8 、R 9 、R 10 、R 13 、R 14 、R 15 、R 16 、R 19 、R 20 identical or different and being H, halogen, C1-C6 alkyl, C1-C6 haloalkyl, C3-C6 cycloalkyl, C3-C6 halocycloalkyl, C(=O)-OR a 、C(=O)-NR b R c 、C(=O)-R d 、phenyl or -CH2-phenyl, wherein the phenyl ring is unsubstituted or substituted by R f ;
[0330] In another preferred embodiment, R 4 、R 5 、R 7 、R 8 、R 9 、R 10 、R 13 、R 14 、R 15 、R 16 、R 19 、R 20 identical or different and being H, halogen, C1-C6 alkyl or C1-C6 haloalkyl;
[0331] In another preferred embodiment, R 4 、R 5, R 7 , R 8 , R 9 , R 10 , R 13 , R 14 , R 15 , R 16 , R 19 , R 20 identical or different and being H, halogen or C1-C6 alkyl;
[0332] In another preferred embodiment, R 4 , R 5 , R 7 , R 8 , R 9 , R 10 , R 13 , R 14 , R 15 , R 16 , R 19 , R 20 identical or different and being H or C1-C6 alkyl;
[0333] In a preferred embodiment, Ar is an unsubstituted or R Ar -substituted phenyl.
[0334] In another preferred embodiment, Ar is an unsubstituted or R Ar -substituted 5- or 6-membered heteroaryl.
[0335] In a more preferred embodiment, Ar is an unsubstituted or R Ar -substituted phenyl, pyrimidinyl, pyridazinyl or pyridyl.
[0336] In a preferred embodiment, R Ar is halogen, OH, CN, NO2, SCN, C1-C6 alkyl, C1-C6 haloalkyl, C1-C6 alkoxy, C1-C6 haloalkoxy or S-R e .
[0337] In a more preferred embodiment, R Ar is F, Cl, Br, OH, CN, NO2, SCN, CH3, C2H5, n-C3H7, isopropyl, CH2F, CHF2, CF3, CH2CF3, CF2CHF2, C2F5, CH2CH2CF3, CH2CF2CHF2, CH2CF2CF3, OCH3, OC2H5, n-propoxy, isopropoxy, OCH2F, OCHF2, OCF3, OCH2CF3, OCF2CHF2, OC2F5, OCH2CH2CF3, OCH2CF2CHF2, OCH2CF2CF3 or S-Re , wherein R e is a C1-C6 alkyl group, especially a C1-C3 alkyl group such as CH3, C2H5, n-C3H7 or isopropyl, or a C1-C6 haloalkyl group, especially a fluoro C1-C3 alkyl group such as CH2F, CHF2, CF3, CH2CF3, CF2CHF2, C2F5, CH2CH2CF3, CH2CF2CHF2 or CH2CF2CF3.
[0338] Particularly preferred Ar are listed in Table A below.
[0339] Table A:
[0340]
[0341]
[0342] Particularly preferred Ar are selected from Ar-1 to Ar-20;
[0343] Also particularly preferred Ar are selected from Ar-1 to Ar-13;
[0344] Also particularly preferred Ar are selected from Ar-1 to Ar-13 and Ar-17 to Ar-18;
[0345] Also particularly preferred Ar are selected from Ar-1, Ar-2, Ar-3, Ar-4, Ar-10, Ar-17 and Ar-18.
[0346] Also particularly preferred Ar are selected from Ar-17 and Ar-18;
[0347] Also particularly preferred Ar is Ar-17;
[0348] Also particularly preferred Ar is Ar-18;
[0349] In a preferred embodiment, R 1 is Y-Z-T-R 11 .
[0350] In another preferred embodiment, R 1 is Y-Z-T-R 12 .
[0351] In a preferred embodiment, Y is -CR ya =N-, where N is bonded to Z.
[0352] In another preferred embodiment, Y is -NR yc -C(=S)-, where C(=S) is bonded to Z.
[0353] In another preferred embodiment, Y is -NRyc -C(=O)-, wherein the C(=O) is bonded to Z.
[0354] In a preferred embodiment, Z is a single bond;
[0355] -NR zc -C(=O)-, wherein the C(=O) is bonded to T;
[0356] -NR zc -C(=S)-, wherein the C(=S) is bonded to T;
[0357] -N=C(S-R za )-, wherein T is bonded to a carbon atom; or
[0358] -NR zc -C(S-R za )=, wherein T is bonded to a carbon atom;
[0359] In another preferred embodiment, Z is -NR zc -C(=S)-, wherein the C(=S) is bonded to T.
[0360] In another preferred embodiment, Z is -NR zc -C(=O)-, wherein the C(=O) is bonded to T.
[0361] In another preferred embodiment, Z is -N=C(S-R za )-, wherein T is bonded to a carbon atom.
[0362] In another preferred embodiment, Z is -NR zc -C(S-R za )=, wherein T is bonded to a carbon atom.
[0363] In another preferred embodiment, Z is -O-C(=O)-, wherein T is bonded to a carbon atom;
[0364] In another preferred embodiment, Z is a single bond.
[0365] In a preferred embodiment, T is O.
[0366] In another preferred embodiment, T is N-R T .
[0367] In another preferred embodiment, T is N.
[0368] In a preferred embodiment, R ya is H, halogen, C1-C6 alkyl, C1-C6 alkoxy, which is unsubstituted or substituted by halogen,
[0369] phenyl or -CH2-phenyl, where the phenyl ring is unsubstituted or substituted by R f substituted.
[0370] In a more preferred embodiment, R ya is H, halogen, C1-C6 alkyl, C1-C6 alkoxy, which is unsubstituted or substituted by halogen, or unsubstituted or substituted phenyl. f substituted by R.
[0371] In the most preferred embodiment, R ya is H, F, Cl, Br, CH3, C2H5, n-C3H7, isopropyl, CH2F, CHF2, CF3, CH2CF3, CF2CHF2, C2F5, CH2CH2CF3, CH2CF2CHF2, CH2CF2CF3, OCH3, OC2H5, n-propoxy, isopropoxy, OCH2F, OCHF2, OCF3, OCH2CF3, OCF2CHF2, OC2F5, OCH2CH2CF3, OCH2CF2CHF2, OCH2CF2CF3 or unsubstituted or substituted phenyl. f substituted by R.
[0372] In another most preferred embodiment, R ya is H or CH3;
[0373] In one embodiment, R yc , R zc is H, C1-C6 alkyl, C3-C6 cycloalkyl, which is unsubstituted or substituted by halogen,
[0374] phenyl or -CH2-phenyl, where each ring is unsubstituted or substituted by R f substituted.
[0375] In a more preferred embodiment, R yc and R zc are H, C1-C6 alkyl, C1-C6 haloalkyl or unsubstituted or substituted phenyl. f substituted by R.
[0376] In the most preferred embodiment, R yc and R zc are H, CH3, C2H5, n-C3H7, isopropyl, CH2F, CHF2, CF3, CH2CF3, CF2CHF2, C2F5, CH2CH2CF3, CH2CF2CHF2, CH2CF2CF3 or unsubstituted or substituted phenyl. f substituted by R.
[0377] In another most preferred embodiment, R yc and R zcis H or CH3;
[0378] In a preferred embodiment, R T is H, C1-C6 alkyl, C2-C6 alkenyl, C2-C6 alkynyl, C1-C4 alkyl-C1-C6 alkoxy, which is unsubstituted or substituted by halogen,
[0379] C(=O)-NR b R c 、C(=O)-R d 、SO2NR b R c 、S(=O) m R e 、phenyl or -CH2-phenyl, wherein the phenyl ring is unsubstituted or substituted by R f substituted.
[0380] In a more preferred embodiment, R T is H, C1-C6 alkyl, C2-C6 alkenyl, C2-C6 alkynyl, C1-C4 alkyl-C1-C6 alkoxy, which is unsubstituted or substituted by halogen.
[0381] In the most preferred embodiment, R T is H or C1-C6 alkyl.
[0382] In another preferred embodiment, R zc and R T -if present-together form a C1-C6 alkylene or linear C2-C6 alkenylene, wherein in the linear C1-C6 alkylene and linear C2-C6 alkenylene, the CH2 moiety can be replaced by a carbonyl or C=N-R' and / or wherein one or two CH2 moieties can be replaced by O or S and / or wherein the linear C1-C6 alkylene and linear C2-C6 alkenylene can be unsubstituted or substituted by R h substituted.
[0383] In a more preferred embodiment, R zc and R T -if present-together form a C1-C6 alkylene or linear C2-C6 alkenylene, wherein in the linear C1-C6 alkylene and linear C2-C6 alkenylene, the CH2 moiety is replaced by a carbonyl.
[0384] In another more preferred embodiment, R zc and R T-If present - together form a C1-C6 alkylene or linear C2-C6 alkenylene group, where in the linear C1-C6 alkylene and linear C2-C6 alkenylene groups, the CH2 structural moiety is replaced by C=N-R' and where 1 or 2 of the CH2 structural moieties may be replaced by O or S and / or where the linear C1-C6 alkylene and linear C2-C6 alkenylene groups may be unsubstituted or substituted by R h substituted.
[0385] In another more preferred embodiment, R zc and R T -If present - together form a C1-C6 alkylene or linear C2-C6 alkenylene group, where in the linear C1-C6 alkylene and linear C2-C6 alkenylene groups, 1 or 2 of the CH2 structural moieties are replaced by O or S and / or where the linear C1-C6 alkylene and linear C2-C6 alkenylene groups may be unsubstituted or substituted by R h substituted.
[0386] In a preferred embodiment, R za is H, C1-C6 alkyl, C1-C6 haloalkyl, C1-C6 alkylene-NR b R c , C1-C6-C(=O)-R d , phenyl, phenylcarbonyl or -CH2-phenyl, where the phenyl ring is unsubstituted or substituted by R f substituted;
[0387] In a more preferred embodiment, R za is H, C1-C6 alkyl or C1-C6 haloalkyl;
[0388] In the most preferred embodiment, R za is H, C1-C6 alkyl.
[0389] In another preferred embodiment, R za and R T -If present - together form a C1-C6 alkylene or linear C2-C6 alkenylene group, where in the linear C1-C6 alkylene and linear C2-C6 alkenylene groups, the CH2 structural moiety may be replaced by a carbonyl or C=N-R' and / or where 1 or 2 of the CH2 structural moieties may be replaced by O or S and / or where the linear C1-C6 alkylene and linear C2-C6 alkenylene groups may be unsubstituted or substituted by R h substituted;
[0390] In a more preferred embodiment, R za and R T-If present - together form a C1-C6 alkylene or linear C2-C6 alkenylene, wherein in the linear C1-C6 alkylene and linear C2-C6 alkenylene, the CH2 structural moiety is replaced by a carbonyl group.
[0391] In another more preferred embodiment, R za together with R T -If present - together form a C1-C6 alkylene or linear C2-C6 alkenylene, wherein in the linear C1-C6 alkylene and linear C2-C6 alkenylene, the CH2 structural moiety is replaced by C=N-R' and wherein one or two CH2 structural moieties may be replaced by O or S and / or wherein the linear C1-C6 alkylene and linear C2-C6 alkenylene may be unsubstituted or substituted by R h substituted.
[0392] In another more preferred embodiment, R za together with R T -If present - together form a C1-C6 alkylene or linear C2-C6 alkenylene, wherein in the linear C1-C6 alkylene and linear C2-C6 alkenylene, one or two CH2 structural moieties are replaced by O or S and / or wherein the linear C1-C6 alkylene and linear C2-C6 alkenylene may be unsubstituted or substituted by R h substituted.
[0393] In a preferred embodiment, R a , R b and R c are H, C1-C6 alkyl, C2-C6 alkenyl, C2-C6 alkynyl, which are unsubstituted or substituted by halogen,
[0394] C1-C6 alkylene-CN, phenyl or -CH2-phenyl, wherein the phenyl ring is unsubstituted or substituted by R f substituted;
[0395] In a more preferred embodiment, R a , R b and R c are H, C1-C6 alkyl, C2-C6 alkenyl, C2-C6 alkynyl, which are unsubstituted or substituted by halogen,
[0396] phenyl or -CH2-phenyl, wherein the phenyl ring is unsubstituted or substituted by R f substituted.
[0397] In a preferred embodiment, R d is H, C1-C6 alkyl, C2-C6 alkenyl, C2-C6 alkynyl, which are unsubstituted or substituted by halogen,
[0398] phenyl or -CH2-phenyl, wherein the phenyl ring is unsubstituted or substituted by R f substituted.
[0399] In a more preferred embodiment, R d is H, C1-C6 alkyl, C1-C6 haloalkyl or phenyl which is unsubstituted or substituted by R f substituted.
[0400] In a preferred embodiment, R e is C1-C6 alkyl, C1-C6 haloalkyl, C3-C6 cycloalkyl, C3-C6 halocycloalkyl, phenyl or -CH2-phenyl, wherein the phenyl ring is unsubstituted or substituted by R f substituted.
[0401] In a more preferred embodiment, R e is H, C1-C6 alkyl, C1-C6 haloalkyl or phenyl which is unsubstituted or substituted by R f substituted.
[0402] In a preferred embodiment, R f is halogen, N3, OH, CN, NO2, -SCN, -SF5, C1-C6 alkyl, C1-C6 alkoxy, C2-C6 alkenyl, C2-C6 alkynyl, C3-C6 cycloalkyl, C3-C6 cycloalkoxy which is unsubstituted or substituted by halogen, C(=O)-OR a , NR b R c , C1-C6 alkylene-NR b R c , C1-C6 alkylene-CN, C(=O)-NR b R c , C(=O)-R d , SO2NR b R c or S(=O) m R e .
[0403] In a more preferred embodiment, R f is halogen, N3, OH, CN, C1-C6 alkyl, C1-C6 alkoxy, C2-C6 alkenyl, C2-C6 alkynyl, C3-C6 cycloalkyl, C3-C6 cycloalkoxy which is unsubstituted or substituted by halogen,
[0404] C(=O)-OR a , NR b R c , C1-C6 alkylene-NR b R c, C1-C6 alkylene-CN, C(=O)-NR b R c , C(=O)-R d , SO2NR b R c or S(=O) m R e 。
[0405] In a preferred embodiment, R g is halogen, N3, OH, CN, NO2, -SCN, -SF5, C1-C6 alkyl, C1-C6 alkoxy, C2-C6 alkenyl, C2-C6 alkynyl, C3-C6 cycloalkyl, C3-C6 cycloalkoxy, which is unsubstituted or substituted by halogen,
[0406] C(=O)-OR a , NR b R c , C1-C6 alkylene-NR b R c , NH-C1-C6 alkylene-NR b R c , C(=O)-NR b R c , C(=O)-R d , SO2NR b R c or S(=O) m R e 。
[0407] In a more preferred embodiment, R g is halogen, N3, OH, CN, NO2, C1-C6 alkyl, C1-C6 alkoxy, C2-C6 alkenyl, C3-C6 cycloalkyl, C3-C6 cycloalkoxy, which is unsubstituted or substituted by halogen,
[0408] C(=O)-OR a , NR b R c , C1-C6 alkylene-NR b R c , C(=O)-NR b R c , C(=O)-R d , SO2NR b R c or S(=O) m R e 。
[0409] In one embodiment, m is 0.
[0410] In another embodiment, m is 1.
[0411] In another embodiment, m is 2.
[0412] In another embodiment, m is 0 or 1.
[0413] In another embodiment, m is 1 or 2.
[0414] In a more preferred embodiment, R 1 is of formulae Y-1 to Y-9, where represents the connection to the 6-membered ring, D is R 11 or R 12 and where R T , R 11 , R 12 , R ya , R yc , R za and R zc are as defined in the compound of formula I.
[0415]
[0416] In a more preferred embodiment, R 1 is of formulae Y-1 to Y-8, where represents the connection to the 6-membered ring, D is R 11 or R 12 and where R T , R 11 , R 12 , R ya , R yc , R za and R zc are as defined in the compound of formula I.
[0417] In another more preferred embodiment, R 1 is of formulae YZT-1 to YZT-9, where represents the connection to the 6-membered ring and R 11 , R 12 , R T , R ya , R za and R zc are as defined in the compound of formula I.
[0418]
[0419] In another more preferred embodiment, R 1 is of formulae YZT-1 to YZT-8, where represents the connection to the 6-membered ring and R 11 , R 12 , RT , R ya , R za and R zc as defined in the compound of formula I.
[0420] In the most preferred embodiment, R 1 is of formulae Y-1A to Y-9A, wherein represents the connection to the 6-membered ring, D is R 11 or R 12 .
[0421]
[0422] In the most preferred embodiment, R 1 is of formulae Y-1A to Y-8B, wherein represents the connection to the 6-membered ring, D is R 11 or R 12 .
[0423] In a preferred embodiment, R 11 is C1-C6 alkyl, C2-C6 alkenyl, C2-C6 alkynyl, C1-C6 alkoxy-C1-C4 alkyl, C3-C6 cycloalkyl, C3-C6 cycloalkyl-C1-C4 alkyl, C1-C4 alkyl-C3-C6 cycloalkoxy, which is unsubstituted or substituted by halogen,
[0424] aryl, arylcarbonyl, aryl-C1-C4 alkyl, aryloxy-C1-C4 alkyl, heteroaryl, carbonylheteroaryl, C1-C4 alkylheteroaryl and C1-C4 alkylheteroaryloxy, wherein the aryl or heteroaryl ring is unsubstituted or substituted by R g and wherein the heteroaryl is a 5- or 6-membered monocyclic heteroaryl or an 8-, 9- or 10-membered bicyclic heteroaryl.
[0425] In a more preferred embodiment, R 11 is C1-C6 alkyl, C2-C6 alkenyl, C2-C6 alkynyl, C3-C6 cycloalkyl, which is unsubstituted or substituted by halogen,
[0426] aryl, arylcarbonyl, aryl-C1-C4 alkyl, aryloxy-C1-C4 alkyl, heteroaryl, carbonylheteroaryl, C1-C4 alkylheteroaryl and C1-C4 alkylheteroaryloxy, wherein each ring is unsubstituted or substituted by R g and wherein the heteroaryl is a 5- or 6-membered monocyclic heteroaryl or an 8-, 9- or 10-membered bicyclic heteroaryl.
[0427] In the most preferred embodiment, R 11 is aryl, aryl-C1-C4 alkyl, heteroaryl or heteroaryl-C1-C4 alkyl, wherein each ring is unsubstituted or substituted by Rg substituted and wherein the heteroaryl in the heteroaryl or heteroaryl-C1-C4 alkyl is preferably unsubstituted or substituted by R g substituted 5- or 6-membered monocyclic heteroaryl, such as pyridyl, pyrimidinyl, pyridazinyl, pyrrolyl, pyrazolyl, imidazolyl, oxazolyl, thiazolyl, iso oxazolyl or isothiazolyl.
[0428] Particularly preferred examples of the group R 11 are the groups R 11 -1 to R 11 -29 summarized in Table A-1 below.
[0429] Table A-1.
[0430]
[0431] In one embodiment, R 12 is a group of formula (A 1 ):
[0432]
[0433] where # represents the point of attachment to T and wherein R 121 , R 122 , R 123 and R 124 are as defined above and wherein R 121 , R 122 , R 123 and R 124 independently of one another and in particular in combination preferably have the following meanings:
[0434] R 121 is C1-C4 alkoxy, in particular OCH3, OC2H5;
[0435] R 122 is C1-C4 alkoxy, such as OCH3, OC2H5, n-propoxy or isopropoxy, or C3-C4 alkenyloxy, such as allyloxy, and R 122 is in particular OCH3, OC2H5 or n-propoxy;
[0436] R 123 is OH, C1-C4 alkoxy, such as OCH3, OC2H5, or C3-C4 alkenyloxy, such as allyloxy, and R 123 is in particular OCH3, OC2H5;
[0437] R 124is a C1-C4 alkyl group, such as CH3 or C2H5, or a C1-C4 alkoxy-C1-C4 alkyl group, such as methoxymethyl, ethoxymethyl, 2-methoxyethyl or 2-ethoxyethyl, R 124 is especially methyl.
[0438] In a more preferred embodiment, R 12 is especially a group of formula (A 11 ), for example (A 11 -a) or (A 11 -b):
[0439]
[0440] where # represents the point of attachment to T and where R 121 , R 122 , R 123 and R 124 are as defined above and where R 121 , R 122 , R 123 and R 124 independently of one another and especially in combination preferably have the following meanings:
[0441] R 121 is a C1-C4 alkoxy group, especially OCH3 or OC2H5;
[0442] R 122 is a C1-C4 alkoxy group, such as OCH3, OC2H5, n-propoxy or isopropoxy, or a C3-C4 alkenyloxy group, such as allyloxy, R 122 is especially OCH3, OC2H5 or n-propoxy;
[0443] R 123 is OH, a C1-C4 alkoxy group, such as OCH3 or OC2H5, or a C3-C4 alkenyloxy group, such as allyloxy, R 123 is especially OCH3 or OC2H5;
[0444] R 124 is a C1-C4 alkyl group, such as CH3 or C2H5, or a C1-C4 alkoxy-C1-C4 alkyl group, such as methoxymethyl, ethoxymethyl, 2-methoxyethyl or 2-ethoxyethyl, R 124 is especially methyl.
[0445] Special examples of the group R 12 are the following groups A 11 -1, A 11 -1a, A 11 -1b, A 11 -2, A 11 -2a, A11 -2b, A 11 -3, A 11 -3a and A 11 -3b:
[0446]
[0447] In a more preferred embodiment, the compound of formula I is selected from compounds of formulae A.1 - A.50:
[0448]
[0449]
[0450]
[0451] wherein Ar is a phenyl or 5 - or 6 - membered heteroaryl ring substituted by R Ar substituted phenyl or 5 - or 6 - membered heteroaryl ring;
[0452] R Ar is halogen, OH, CN, NO2, SCN, C1 - C6 alkyl, C1 - C6 alkoxy or S - R e , wherein the alkyl and alkoxy are unsubstituted or substituted by halogen;
[0453] R A is H, halogen, C1 - C6 alkyl, C1 - C6 haloalkyl, C3 - C6 cycloalkyl or C3 - C6 halocycloalkyl;
[0454] R B1 , R B2 , R B3 and R B4 are independently of one another H, halogen or C1 - C6 alkyl;
[0455] Q is - C(R 4 R 5 ) - O -, - N(R 2 ) - S(=O) m -, - N(R 2 ) - C(R 9 R 10 ) -, - N(R 2 ) - C(=O) -, - N(R 2 ) - C(=S) -, - N = C(X) -, - N(R 2 ) - C(=NR) -; where Ar is bonded to either side of Q;
[0456] X is N(R 3 )2;
[0457] and R 1Y-Z-T-R as defined in formula I 11 or Y-Z-T-R 12 .
[0458] More preferred compounds of formula I are compounds of formula I.1 - I.24, where R 1 is selected from Y-1A, Y-1B, Y-2A, Y-2B, Y-3A, Y-3B, Y-3C, Y-3D, Y-4A, Y-4B, Y-4C, Y-4D, Y-5A, Y-5B, Y-6A, Y-6B, Y-7A, Y-7B, Y-8 a and Y-8B; where D is R 11 or R 12 and the other variables are as defined herein.
[0459]
[0460]
[0461] Even more preferred are compounds of formula I as follows, where
[0462] A CR A ;
[0463] W is O, S(=O) m or NR 6 ;
[0464] B 1 is CR B1 , B 2 is CR B2 , B 3 is CR B3 and B 4 is CR B4
[0465] R B1 、R B2 、R B3 and R B4 are independently H, halogen, C1-C6 alkyl;
[0466] Q is -C(R 4 R 5 )-O-, -N(R 2 )-C(R 9 R 10 )-, -N(R 2 )-C(=O)-, -N(R 2 )-C(=NR)-;
[0467] where the Ar is bonded to either side of Q;
[0468] m is 0, 1 or 2;
[0469] R is H, CN or C1-C6 alkyl;
[0470] R 2 is H or C1-C6 alkyl;
[0471] R 4 、R 5 、R 9 、R 10 are the same or different and are H or C1-C6 alkyl;
[0472] R 6 is H, C1-C6 alkyl, C1-C haloalkyl or -CH2-phenyl;
[0473] Ar is Ar 1 、Ar 2 、Ar 3 、Ar 4 、Ar 10 、Ar 17 or Ar 18 ;
[0474] R 1 is Y-1A, Y-3C, Y-5A, Y-6A, Y-7A, Y-8A or Y-9A;
[0475] D is R 11 or R 12 ;
[0476] R 11 is R 11 -1 or R 11 -10;
[0477] R 12 is A 11 -1b or A 11 -3b;
[0478] Even more preferably, it is a compound of formula I, wherein
[0479] A N;
[0480] W is O, S(=O) m or NR 6 ;
[0481] B 1 is CR B1 、B 2 is CR B2 、B 3 is CR B3 and B 4 is CR B4
[0482] RB1 , R B2 , R B3 and R B4 are each independently H, halogen, C1-C6 alkyl;
[0483] Q is -C(R 4 R 5 )-O-, -N(R 2 )-C(R 9 R 10 )-, -N(R 2 )-C(=O)-, -N(R 2 )-C(=NR)-;
[0484] wherein Ar is bonded to either side of Q;
[0485] m is 0, 1 or 2;
[0486] R is H, CN or C1-C6 alkyl;
[0487] R 2 is H or C1-C6 alkyl;
[0488] R 4 , R 5 , R 9 , R 10 are the same or different and are H or C1-C6 alkyl;
[0489] R 6 is H, C1-C6 alkyl, C1-C haloalkyl or -CH2-phenyl;
[0490] Ar is Ar 1 , Ar 2 , Ar 3 , Ar 4 , Ar 10 , Ar 17 or Ar 18 ;
[0491] R 1 is Y-1A, Y-3C, Y-5A, Y-6A, Y-7A, Y-8A or Y-9A;
[0492] D is R 11 or R 12 ;
[0493] R 11 is R 11 -1 or R 11 -10;
[0494] R 12 is A 11 -1b or A 11-3b;
[0495] Even more preferably, it is a compound of formula I, wherein
[0496] A is N or R A ;
[0497] W is O, S, NH, N-CH3, N-CH(CH3)2, N-CH2(C6H5), N-CH2CHF2 or N-C2H5;
[0498] B 1 is CR B1 , B 2 is CR B2 , B 3 is CR B3 and B 4 is CR B4
[0499] R A is H, halogen, C1-C6 alkyl, C1-C haloalkyl, C3-C6 cycloalkyl or C3-C6 halocycloalkyl;
[0500] R B1 , R B2 , R B3 and R B4 are independently of one another H, halogen, C1-C6 alkyl;
[0501] Q is -C(R 4 R 5 )-O-, -N(R 2 )-C(R 9 R 10 )-, -N(R 2 )-C(=O)-, -N(R 2 )-C(=NR)-;
[0502] wherein the Ar is bonded to either side of Q;
[0503] R is H, CN or C1-C6 alkyl;
[0504] R 2 is H or C1-C6 alkyl;
[0505] R 4 , R 5 , R 9 , R 10 are the same or different and are H or C1-C6 alkyl;
[0506] Ar is Ar 1 , Ar 2 , Ar 3 , Ar 4, Ar 10 , Ar 17 or Ar 18 ;
[0507] R 1 is Y-1A, Y-3C, Y-5A, Y-6A, Y-7A, Y-8A or Y-9A;
[0508] D is R 11 or R 12 ;
[0509] R 11 is R 11 -1 or R 11 -10;
[0510] R 12 is A 11 -1b or A 11 -3b;
[0511] It is still more preferably a compound of formula I, wherein
[0512] A N or R A ;
[0513] W is O, S, NH, N-CH3, N-CH(CH3)2, N-CH2(C6H5), N-CH2CHF2 or N-C2H5;
[0514] B 1 is CR B1 , B 2 is N, B 3 is CR B3 and B 4 is CR B4
[0515] R A is H, halogen, C1-C6 alkyl, C1-C haloalkyl, C3-C6 cycloalkyl or C3-C6 halocycloalkyl;
[0516] R B1 , R B3 and R B4 are independently H, halogen, C1-C6 alkyl;
[0517] Q is -C(R 4 R 5 )-O-, -N(R 2 )-C(R 9 R 10 )-, -N(R 2 )-C(=O)-, -N(R 2 )-C(=NR)-;
[0518] wherein the Ar group is bonded to either side of Q;
[0519] R is H, CN or a C1-C6 alkyl group;
[0520] R 2 is H or a C1-C6 alkyl group;
[0521] R 4 , R 5 , R 9 , R 10 are the same or different and are H or a C1-C6 alkyl group;
[0522] Ar is Ar 1 , Ar 2 , Ar 3 , Ar 4 , Ar 10 , Ar 17 or Ar 18 ;
[0523] R 1 is Y-1A, Y-3C, Y-5A, Y-6A, Y-7A, Y-8A or Y-9A;
[0524] D is R 11 or R 12 ;
[0525] R 11 is R 11 -1 or R 11 -10;
[0526] R 12 is A 11 -1b or A 11 -3b;
[0527] Even more preferably are compounds of formula I, wherein
[0528] A is N or R A ;
[0529] W is O, S, NH, N-CH3, N-CH(CH3)2, N-CH2(C6H5), N-CH2CHF2 or N-C2H5;
[0530] B 1 is CR B1 , B 2 is N, B 3 is N and B 4 is CR B4
[0531] R Ais H, halogen, C1-C6 alkyl, C1-C6 haloalkyl, C3-C6 cycloalkyl or C3-C6 halocycloalkyl;
[0532] R B1 , R B3 and R B4 are independently of each other H, halogen, C1-C6 alkyl;
[0533] Q is -C(R 4 R 5 )-O-, -N(R 2 )-C(R 9 R 10 )-, -N(R 2 )-C(=O)-, -N(R 2 )-C(=NR)-;
[0534] wherein Ar is bonded to either side of Q;
[0535] R is H, CN or C1-C6 alkyl;
[0536] R 2 is H or C1-C6 alkyl;
[0537] R 4 , R 5 , R 9 , R 10 are the same or different and are H or C1-C6 alkyl;
[0538] Ar is Ar 1 , Ar 2 , Ar 3 , Ar 4 , Ar 10 , Ar 17 or Ar 18 ;
[0539] R 1 is Y-1A, Y-3C, Y-5A, Y-6A, Y-7A, Y-8A or Y-9A;
[0540] D is R 11 or R 12 ;
[0541] R 11 is R 11 -1 or R 11 -10;
[0542] R 12 is A 11 -1b or A 11 -3b;
[0543] Even more preferably, it is a compound of formula I, wherein
[0544] A is N or R A ;
[0545] W is O, S, NH, N-CH3, N-CH(CH3)2, N-CH2(C6H5), N-CH2CHF2 or N-C2H5;
[0546] B 1 is N, B 2 is N, B 3 is CR B3 and B 4 is CR B4
[0547] R A is H, halogen, C1-C6 alkyl, C1-C haloalkyl, C3-C6 cycloalkyl or C3-C6 halocycloalkyl;
[0548] R B3 and R B4 are independently of each other H, halogen, C1-C6 alkyl;
[0549] Q is -C(R 4 R 5 )-O-, -N(R 2 )-C(R 9 R 10 )-, -N(R 2 )-C(=O)-, -N(R 2 )-C(=NR)-;
[0550] wherein Ar is bonded to either side of Q;
[0551] R 2 is H or C1-C6 alkyl;
[0552] R is H, CN or C1-C6 alkyl;
[0553] R 4 , R 5 , R 9 , R 10 are the same or different and are H or C1-C6 alkyl;
[0554] Ar is Ar 1 , Ar 2 , Ar 3 , Ar 4 , Ar 10 , Ar 17 or Ar 18 ;
[0555] R 1is Y-1A, Y-3C, Y-5A, Y-6A, Y-7A, Y-8A or Y-9A;
[0556] D is R 11 or R 12 ;
[0557] R 11 is R 11 -1 or R 11 -10;
[0558] R 12 is A 11 -1b or A 11 -3b;
[0559] In another preferred embodiment, the compound of formula I is a compound of formula I.1-I.24, wherein Ar is Ar 1 、Ar 2 、Ar 3 、Ar 4 、Ar 10 、Ar 17 or Ar 18 ;
[0560] B 1 is N or CH;
[0561] B 2 is N or CH;
[0562] B 3 is N or CH;
[0563] W is NH, NCH3, NC2H5, O or S;
[0564] R 1 is Y-1A, Y-1B, Y-2A, Y-2B, Y-3A, Y-3B, Y-3C, Y-3D, Y-4A, Y-4B, Y-4C, Y-4D, Y-5A, Y-5B, Y-6A, Y-6B, Y-7A, Y-7B, Y-8A or Y-8B; wherein D is R 11 or R 12 ;
[0565] R 11 is R 11 -1, R 11 -2, R 11 -3, R 11 -5, R 11 -6, R 11 -7, R 11 -8, R 11 -9, R 11 -10, R 11 -11, R11 -12, R 11 -13, R 11 -14, R 11 -15, R 11 -16, R 11 -17, R 11 -18, R 11 -19, R 11 -20, R 11 -21, R 11 -22, R 11 -23, R 11 -25, R 11 -26, R 11 -27, R 11 -28 or R 11 -29; R 12 is (A 11 -1), (A 11 -2) or (A 11 -3).
[0566] R 4 and R 5 are independently H or CH3,
[0567] R 9 and R 10 are independently H or CH3,
[0568] R 2 is H, CH3 or c-C3H5
[0569] R is NH, NCH3 or NCN;
[0570] In another preferred embodiment, the compound of formula I is a compound wherein Ar is Ar 1 , Ar 2 , Ar 4 , Ar 10 , Ar 18 , Ar 21 or Ar 22 ;
[0571] Q is -C(R 4 R 5 )-O-, -N(R 2 )-C(R 9 R 10 )-, -N(R 2 )-C(=O)- or -N=C(X)-; wherein Ar is bonded to either side of Q;
[0572] R 2 is H or C1-C6 alkyl;
[0573] R 4 、R 5 、R 9 、R 10 are the same or different and are H or C1-C6 alkyl;
[0574] B 1 is CR B1 、B 2 is CR B2 、B 3 is CR B3 and B 4 is CR B4
[0575] R B1 、R B2 、R B3 and R B4 are independently H, halogen, C1-C6 alkyl;
[0576] A is CR A or N, where R A is selected from CH, CH3, and Cl;
[0577] W is NH, NCH3, or NC2H5;
[0578] R 1 is Y-1A, Y-5A, Y-6A, or Y-7A; where D is R 11 or R 12 ;
[0579] R 11 is R 11 -1 or R 11 -29;
[0580] R 12 is A 11 where R 121 、R 122 、R 123 、R 124 are independently selected from OCH3, OC2H5, and O-nC3H7;
[0581] R 4 and R 5 are independently H or CH3,
[0582] R 9 and R 10 are independently H or CH3,
[0583] R 2 is H, CH3, or c-C3H5
[0584] X is H, NH2, or N(CH3)2;
[0585] The specific compounds of formula I are the compounds of formula I.1 to I.24 compiled in Table 1-1440, wherein for each compound in Table 1-1440, the variables W, B 1 , B 2 , B 3 , Ar, and the combination of D correspond to each row of Table B. Each group mentioned for the substituents in the table, independently of the combination mentioned, is a particularly preferred aspect of the said substituents.
[0586] Table 1. Compounds of formula I.1, wherein R 1 is Y-1A, R 4 is H and R 5 is H.
[0587] Table 2. Compounds of formula I.1, wherein R 1 is Y-1B, R 4 is H and R 5 is H.
[0588] Table 3. Compounds of formula I.1, wherein R 1 is Y-2A, R 4 is H and R 5 is H.
[0589] Table 4. Compounds of formula I.1, wherein R 1 is Y-2B, R 4 is H and R 5 is H.
[0590] Table 5. Compounds of formula I.1, wherein R 1 is Y-3A, R 4 is H and R 5 is H.
[0591] Table 6. Compounds of formula I.1, wherein R 1 is Y-3B, R 4 is H and R 5 is H.
[0592] Table 7. Compounds of formula I.1, wherein R 1 is Y-3C, R 4 is H and R 5 is H.
[0593] Table 8. Compounds of formula I.1, wherein R 1 is Y-3D, R 4 is H and R 5 is H.
[0594] Table 9. Compounds of formula I.1, wherein R 1 is Y-4A, R 4is H and R 5 is H.
[0595] Table 10. Compounds of formula I.1, wherein R 1 is Y-4B, R 4 is H and R 5 is H.
[0596] Table 11. Compounds of formula I.1, wherein R 1 is Y-4C, R 4 is H and R 5 is H.
[0597] Table 12. Compounds of formula I.1, wherein R 1 is Y-4D, R 4 is H and R 5 is H.
[0598] Table 13. Compounds of formula I.1, wherein R 1 is Y-5A, R 4 is H and R 5 is H.
[0599] Table 14. Compounds of formula I.1, wherein R 1 is Y-5B, R 4 is H and R 5 is H.
[0600] Table 15. Compounds of formula I.1, wherein R 1 is Y-6A, R 4 is H and R 5 is H.
[0601] Table 16. Compounds of formula I.1, wherein R 1 is Y-6B, R 4 is H and R 5 is H.
[0602] Table 17. Compounds of formula I.1, wherein R 1 is Y-7A, R 4 is H and R 5 is H.
[0603] Table 18. Compounds of formula I.1, wherein R 1 is Y-7B, R 4 is H and R 5 is H.
[0604] Table 19. Compounds of formula I.1, wherein R 1 is Y-8A, R 4 is H and R 5 is H.
[0605] Table 20. Compounds of formula I.1, wherein R1 is Y-8B, R 4 is H and R 5 is H.
[0606] Table 21. Compound of formula I.1, wherein R 1 is Y-1A, R 4 is CH3 and R 5 is H.
[0607] Table 22. Compound of formula I.1, wherein R 1 is Y-1B, R 4 is CH3 and R 5 is H.
[0608] Table 23. Compound of formula I.1, wherein R 1 is Y-2A, R 4 is CH3 and R 5 is H.
[0609] Table 24. Compound of formula I.1, wherein R 1 is Y-2B, R 4 is CH3 and R 5 is H.
[0610] Table 25. Compound of formula I.1, wherein R 1 is Y-3A, R 4 is CH3 and R 5 is H.
[0611] Table 26. Compound of formula I.1, wherein R 1 is Y-3B, R 4 is CH3 and R 5 is H.
[0612] Table 27. Compound of formula I.1, wherein R 1 is Y-3C, R 4 is CH3 and R 5 is H.
[0613] Table 28. Compound of formula I.1, wherein R 1 is Y-3D, R 4 is CH3 and R 5 is H.
[0614] Table 29. Compound of formula I.1, wherein R 1 is Y-4A, R 4 is CH3 and R 5 is H.
[0615] Table 30. Compound of formula I.1, wherein R 1 is Y-4B, R 4 is CH3 and R5 is H.
[0616] Table 31. Compounds of formula I.1, wherein R 1 is Y-4C, R 4 is CH3 and R 5 is H.
[0617] Table 32. Compounds of formula I.1, wherein R 1 is Y-4D, R 4 is CH3 and R 5 is H.
[0618] Table 33. Compounds of formula I.1, wherein R 1 is Y-5A, R 4 is CH3 and R 5 is H.
[0619] Table 34. Compounds of formula I.1, wherein R 1 is Y-5B, R 4 is CH3 and R 5 is H.
[0620] Table 35. Compounds of formula I.1, wherein R 1 is Y-6A, R 4 is CH3 and R 5 is H.
[0621] Table 36. Compounds of formula I.1, wherein R 1 is Y-6B, R 4 is CH3 and R 5 is H.
[0622] Table 37. Compounds of formula I.1, wherein R 1 is Y-7A, R 4 is CH3 and R 5 is H.
[0623] Table 38. Compounds of formula I.1, wherein R 1 is Y-7B, R 4 is CH3 and R 5 is H.
[0624] Table 39. Compounds of formula I.1, wherein R 1 is Y-8A, R 4 is CH3 and R 5 is H.
[0625] Table 40. Compounds of formula I.1, wherein R 1 is Y-8B, R 4 is CH3 and R 5 is H.
[0626] Table 41. Compounds of formula I.1, wherein R 1 is Y-1A, R 4 is CH3 and R 5 is CH3.
[0627] Table 42. Compounds of formula I.1, wherein R 1 is Y-1B, R 4 is CH3 and R 5 is CH3.
[0628] Table 43. Compounds of formula I.1, wherein R 1 is Y-2A, R 4 is CH3 and R 5 is CH3.
[0629] Table 44. Compounds of formula I.1, wherein R 1 is Y-2B, R 4 is CH3 and R 5 is CH3.
[0630] Table 45. Compounds of formula I.1, wherein R 1 is Y-3A, R 4 is CH3 and R 5 is CH3.
[0631] Table 46. Compounds of formula I.1, wherein R 1 is Y-3B, R 4 is CH3 and R 5 is CH3.
[0632] Table 47. Compounds of formula I.1, wherein R 1 is Y-3C, R 4 is CH3 and R 5 is CH3.
[0633] Table 48. Compounds of formula I.1, wherein R 1 is Y-3D, R 4 is CH3 and R 5 is CH3.
[0634] Table 49. Compounds of formula I.1, wherein R 1 is Y-4A, R 4 is CH3 and R 5 is CH3.
[0635] Table 50. Compounds of formula I.1, wherein R 1 is Y-4B, R 4 is CH3 and R 5 is CH3.
[0636] Table 51. Compounds of formula I.1, wherein R1 is Y-4C, R 4 is CH3 and R 5 is CH3.
[0637] Table 52. Compounds of formula I.1, wherein R 1 is Y-4D, R 4 is CH3 and R 5 is CH3.
[0638] Table 53. Compounds of formula I.1, wherein R 1 is Y-5A, R 4 is CH3 and R 5 is CH3.
[0639] Table 54. Compounds of formula I.1, wherein R 1 is Y-5B, R 4 is CH3 and R 5 is CH3.
[0640] Table 55. Compounds of formula I.1, wherein R 1 is Y-6A, R 4 is CH3 and R 5 is CH3.
[0641] Table 56. Compounds of formula I.1, wherein R 1 is Y-6B, R 4 is CH3 and R 5 is CH3.
[0642] Table 57. Compounds of formula I.1, wherein R 1 is Y-7A, R 4 is CH3 and R 5 is CH3.
[0643] Table 58. Compounds of formula I.1, wherein R 1 is Y-7B, R 4 is CH3 and R 5 is CH3.
[0644] Table 59. Compounds of formula I.1, wherein R 1 is Y-8A, R 4 is CH3 and R 5 is CH3.
[0645] Table 60. Compounds of formula I.1, wherein R 1 is Y-8B, R 4 is CH3 and R 5 is CH3.
[0646] Table 61. Compounds of formula I.2, wherein R 1 is Y-1A, R4 is H and R 5 is H.
[0647] Table 62. Compounds of formula I.2, wherein R 1 is Y-1B, R 4 is H and R 5 is H.
[0648] Table 63. Compounds of formula I.2, wherein R 1 is Y-2A, R 4 is H and R 5 is H.
[0649] Table 64. Compounds of formula I.2, wherein R 1 is Y-2B, R 4 is H and R 5 is H.
[0650] Table 65. Compounds of formula I.2, wherein R 1 is Y-3A, R 4 is H and R 5 is H.
[0651] Table 66. Compounds of formula I.2, wherein R 1 is Y-3B, R 4 is H and R 5 is H.
[0652] Table 67. Compounds of formula I.2, wherein R 1 is Y-3C, R 4 is H and R 5 is H.
[0653] Table 68. Compounds of formula I.2, wherein R 1 is Y-3D, R 4 is H and R 5 is H.
[0654] Table 69. Compounds of formula I.2, wherein R 1 is Y-4A, R 4 is H and R 5 is H.
[0655] Table 70. Compounds of formula I.2, wherein R 1 is Y-4B, R 4 is H and R 5 is H.
[0656] Table 71. Compounds of formula I.2, wherein R 1 is Y-4C, R 4 is H and R 5 is H.
[0657] Table 72. Compounds of formula I.2, where R 1 is Y-4D, R 4 is H and R 5 is H.
[0658] Table 73. Compounds of formula I.2, where R 1 is Y-5A, R 4 is H and R 5 is H.
[0659] Table 74. Compounds of formula I.2, where R 1 is Y-5B, R 4 is H and R 5 is H.
[0660] Table 75. Compounds of formula I.2, where R 1 is Y-6A, R 4 is H and R 5 is H.
[0661] Table 76. Compounds of formula I.2, where R 1 is Y-6B, R 4 is H and R 5 is H.
[0662] Table 77. Compounds of formula I.2, where R 1 is Y-7A, R 4 is H and R 5 is H.
[0663] Table 78. Compounds of formula I.2, where R 1 is Y-7B, R 4 is H and R 5 is H.
[0664] Table 79. Compounds of formula I.2, where R 1 is Y-8A, R 4 is H and R 5 is H.
[0665] Table 80. Compounds of formula I.2, where R 1 is Y-8B, R 4 is H and R 5 is H.
[0666] Table 81. Compounds of formula I.2, where R 1 is Y-1A, R 4 is CH3 and R 5 is H.
[0667] Table 82. Compounds of formula I.2, where R 1 is Y-1B, R 4 is CH3 and R5 is H.
[0668] Table 83. Compounds of formula I.2, wherein R 1 is Y-2A, R 4 is CH3 and R 5 is H.
[0669] Table 84. Compounds of formula I.2, wherein R 1 is Y-2B, R 4 is CH3 and R 5 is H.
[0670] Table 85. Compounds of formula I.2, wherein R 1 is Y-3A, R 4 is CH3 and R 5 is H.
[0671] Table 86. Compounds of formula I.2, wherein R 1 is Y-3B, R 4 is CH3 and R 5 is H.
[0672] Table 87. Compounds of formula I.2, wherein R 1 is Y-3C, R 4 is CH3 and R 5 is H.
[0673] Table 88. Compounds of formula I.2, wherein R 1 is Y-3D, R 4 is CH3 and R 5 is H.
[0674] Table 89. Compounds of formula I.2, wherein R 1 is Y-4A, R 4 is CH3 and R 5 is H.
[0675] Table 90. Compounds of formula I.2, wherein R 1 is Y-4B, R 4 is CH3 and R 5 is H.
[0676] Table 91. Compounds of formula I.2, wherein R 1 is Y-4C, R 4 is CH3 and R 5 is H.
[0677] Table 92. Compounds of formula I.2, wherein R 1 is Y-4D, R 4 is CH3 and R 5 is H.
[0678] Table 93. Compounds of formula I.2, where R 1 is Y-5A, R 4 is CH3 and R 5 is H.
[0679] Table 94. Compounds of formula I.2, where R 1 is Y-5B, R 4 is CH3 and R 5 is H.
[0680] Table 95. Compounds of formula I.2, where R 1 is Y-6A, R 4 is CH3 and R 5 is H.
[0681] Table 96. Compounds of formula I.2, where R 1 is Y-6B, R 4 is CH3 and R 5 is H.
[0682] Table 97. Compounds of formula I.2, where R 1 is Y-7A, R 4 is CH3 and R 5 is H.
[0683] Table 98. Compounds of formula I.2, where R 1 is Y-7B, R 4 is CH3 and R 5 is H.
[0684] Table 99. Compounds of formula I.2, where R 1 is Y-8A, R 4 is CH3 and R 5 is H.
[0685] Table 100. Compounds of formula I.2, where R 1 is Y-8B, R 4 is CH3 and R 5 is H.
[0686] Table 101. Compounds of formula I.2, where R 1 is Y-1A, R 4 is CH3 and R 5 is CH3.
[0687] Table 102. Compounds of formula I.2, where R 1 is Y-1B, R 4 is CH3 and R 5 is CH3.
[0688] Table 103. Compounds of formula I.2, where R 1is Y-2A, R 4 is CH3 and R 5 is CH3.
[0689] Table 104. Compound of formula I.2, wherein R 1 is Y-2B, R 4 is CH3 and R 5 is CH3.
[0690] Table 105. Compound of formula I.2, wherein R 1 is Y-3A, R 4 is CH3 and R 5 is CH3.
[0691] Table 106. Compound of formula I.2, wherein R 1 is Y-3B, R 4 is CH3 and R 5 is CH3.
[0692] Table 107. Compound of formula I.2, wherein R 1 is Y-3C, R 4 is CH3 and R 5 is CH3.
[0693] Table 108. Compound of formula I.2, wherein R 1 is Y-3D, R 4 is CH3 and R 5 is CH3.
[0694] Table 109. Compound of formula I.2, wherein R 1 is Y-4A, R 4 is CH3 and R 5 is CH3.
[0695] Table 110. Compound of formula I.2, wherein R 1 is Y-4B, R 4 is CH3 and R 5 is CH3.
[0696] Table 111. Compound of formula I.2, wherein R 1 is Y-4C, R 4 is CH3 and R 5 is CH3.
[0697] Table 112. Compound of formula I.2, wherein R 1 is Y-4D, R 4 is CH3 and R 5 is CH3.
[0698] Table 113. Compound of formula I.2, wherein R 1 is Y-5A, R4 is CH3 and R 5 is CH3.
[0699] Table 114. Compounds of formula I.2, wherein R 1 is Y-5B, R 4 is CH3 and R 5 is CH3.
[0700] Table 115. Compounds of formula I.2, wherein R 1 is Y-6A, R 4 is CH3 and R 5 is CH3.
[0701] Table 116. Compounds of formula I.2, wherein R 1 is Y-6B, R 4 is CH3 and R 5 is CH3.
[0702] Table 117. Compounds of formula I.2, wherein R 1 is Y-7A, R 4 is CH3 and R 5 is CH3.
[0703] Table 118. Compounds of formula I.2, wherein R 1 is Y-7B, R 4 is CH3 and R 5 is CH3.
[0704] Table 119. Compounds of formula I.2, wherein R 1 is Y-8A, R 4 is CH3 and R 5 is CH3.
[0705] Table 120. Compounds of formula I.2, wherein R 1 is Y-8B, R 4 is CH3 and R 5 is CH3.
[0706] Table 121. Compounds of formula I.3, wherein R 1 is Y-1A, R 4 is H and R 5 is H.
[0707] Table 122. Compounds of formula I.3, wherein R 1 is Y-1B, R 4 is H and R 5 is H.
[0708] Table 123. Compounds of formula I.3, wherein R 1 is Y-2A, R 4 is H and R5 is H.
[0709] Table 124. Compound of formula I.3, wherein R 1 is Y-2B, R 4 is H and R 5 is H.
[0710] Table 125. Compound of formula I.3, wherein R 1 is Y-3A, R 4 is H and R 5 is H.
[0711] Table 126. Compound of formula I.3, wherein R 1 is Y-3B, R 4 is H and R 5 is H.
[0712] Table 127. Compound of formula I.3, wherein R 1 is Y-3C, R 4 is H and R 5 is H.
[0713] Table 128. Compound of formula I.3, wherein R 1 is Y-3D, R 4 is H and R 5 is H.
[0714] Table 129. Compound of formula I.3, wherein R 1 is Y-4A, R 4 is H and R 5 is H.
[0715] Table 130. Compound of formula I.3, wherein R 1 is Y-4B, R 4 is H and R 5 is H.
[0716] Table 131. Compound of formula I.3, wherein R 1 is Y-4C, R 4 is H and R 5 is H.
[0717] Table 132. Compound of formula I.3, wherein R 1 is Y-4D, R 4 is H and R 5 is H.
[0718] Table 133. Compound of formula I.3, wherein R 1 is Y-5A, R 4 is H and R 5 is H.
[0719] Table 134. Compounds of formula I.3, where R 1 is Y-5B, R 4 is H and R 5 is H.
[0720] Table 135. Compounds of formula I.3, where R 1 is Y-6A, R 4 is H and R 5 is H.
[0721] Table 136. Compounds of formula I.3, where R 1 is Y-6B, R 4 is H and R 5 is H.
[0722] Table 137. Compounds of formula I.3, where R 1 is Y-7A, R 4 is H and R 5 is H.
[0723] Table 138. Compounds of formula I.3, where R 1 is Y-7B, R 4 is H and R 5 is H.
[0724] Table 139. Compounds of formula I.3, where R 1 is Y-8A, R 4 is H and R 5 is H.
[0725] Table 140. Compounds of formula I.3, where R 1 is Y-8B, R 4 is H and R 5 is H.
[0726] Table 141. Compounds of formula I.3, where R 1 is Y-1A, R 4 is CH3 and R 5 is H.
[0727] Table 142. Compounds of formula I.3, where R 1 is Y-1B, R 4 is CH3 and R 5 is H.
[0728] Table 143. Compounds of formula I.3, where R 1 is Y-2A, R 4 is CH3 and R 5 is H.
[0729] Table 144. Compounds of formula I.3, where R 1 is Y-2B, R4 is CH3 and R 5 is H.
[0730] Table 145. Compound of formula I.3, wherein R 1 is Y-3A, R 4 is CH3 and R 5 is H.
[0731] Table 146. Compound of formula I.3, wherein R 1 is Y-3B, R 4 is CH3 and R 5 is H.
[0732] Table 147. Compound of formula I.3, wherein R 1 is Y-3C, R 4 is CH3 and R 5 is H.
[0733] Table 148. Compound of formula I.3, wherein R 1 is Y-3D, R 4 is CH3 and R 5 is H.
[0734] Table 149. Compound of formula I.3, wherein R 1 is Y-4A, R 4 is CH3 and R 5 is H.
[0735] Table 150. Compound of formula I.3, wherein R 1 is Y-4B, R 4 is CH3 and R 5 is H.
[0736] Table 151. Compound of formula I.3, wherein R 1 is Y-4C, R 4 is CH3 and R 5 is H.
[0737] Table 152. Compound of formula I.3, wherein R 1 is Y-4D, R 4 is CH3 and R 5 is H.
[0738] Table 153. Compound of formula I.3, wherein R 1 is Y-5A, R 4 is CH3 and R 5 is H.
[0739] Table 154. Compound of formula I.3, wherein R 1 is Y-5B, R 4 is CH3 and R 5is H.
[0740] Table 155. Compound of formula I.3, wherein R 1 is Y-6A, R 4 is CH3 and R 5 is H.
[0741] Table 156. Compound of formula I.3, wherein R 1 is Y-6B, R 4 is CH3 and R 5 is H.
[0742] Table 157. Compound of formula I.3, wherein R 1 is Y-7A, R 4 is CH3 and R 5 is H.
[0743] Table 158. Compound of formula I.3, wherein R 1 is Y-7B, R 4 is CH3 and R 5 is H.
[0744] Table 159. Compound of formula I.3, wherein R 1 is Y-8A, R 4 is CH3 and R 5 is H.
[0745] Table 160. Compound of formula I.3, wherein R 1 is Y-8B, R 4 is CH3 and R 5 is H.
[0746] Table 161. Compound of formula I.3, wherein R 1 is Y-1A, R 4 is CH3 and R 5 is CH3.
[0747] Table 162. Compound of formula I.3, wherein R 1 is Y-1B, R 4 is CH3 and R 5 is CH3.
[0748] Table 163. Compound of formula I.3, wherein R 1 is Y-2A, R 4 is CH3 and R 5 is CH3.
[0749] Table 164. Compound of formula I.3, wherein R 1 is Y-2B, R 4 is CH3 and R 5 is CH3.
[0750] Table 165. Compounds of formula I.3, where R 1 is Y-3A, R 4 is CH3 and R 5 is CH3.
[0751] Table 166. Compounds of formula I.3, where R 1 is Y-3B, R 4 is CH3 and R 5 is CH3.
[0752] Table 167. Compounds of formula I.3, where R 1 is Y-3C, R 4 is CH3 and R 5 is CH3.
[0753] Table 168. Compounds of formula I.3, where R 1 is Y-3D, R 4 is CH3 and R 5 is CH3.
[0754] Table 169. Compounds of formula I.3, where R 1 is Y-4A, R 4 is CH3 and R 5 is CH3.
[0755] Table 170. Compounds of formula I.3, where R 1 is Y-4B, R 4 is CH3 and R 5 is CH3.
[0756] Table 171. Compounds of formula I.3, where R 1 is Y-4C, R 4 is CH3 and R 5 is CH3.
[0757] Table 172. Compounds of formula I.3, where R 1 is Y-4D, R 4 is CH3 and R 5 is CH3.
[0758] Table 173. Compounds of formula I.3, where R 1 is Y-5A, R 4 is CH3 and R 5 is CH3.
[0759] Table 174. Compounds of formula I.3, where R 1 is Y-5B, R 4 is CH3 and R 5 is CH3.
[0760] Table 175. Compounds of Formula I.3, where R 1 is Y-6A, R 4 is CH3 and R 5 is CH3.
[0761] Table 176. Compounds of Formula I.3, where R 1 is Y-6B, R 4 is CH3 and R 5 is CH3.
[0762] Table 177. Compounds of Formula I.3, where R 1 is Y-7A, R 4 is CH3 and R 5 is CH3.
[0763] Table 178. Compounds of Formula I.3, where R 1 is Y-7B, R 4 is CH3 and R 5 is CH3.
[0764] Table 179. Compounds of Formula I.3, where R 1 is Y-8A, R 4 is CH3 and R 5 is CH3.
[0765] Table 180. Compounds of Formula I.3, where R 1 is Y-8B, R 4 is CH3 and R 5 is CH3.
[0766] Table 181. Compounds of Formula I.4, where R 1 is Y-1A, R 4 is H and R 5 is H.
[0767] Table 182. Compounds of Formula I.4, where R 1 is Y-1B, R 4 is H and R 5 is H.
[0768] Table 183. Compounds of Formula I.4, where R 1 is Y-2A, R 4 is H and R 5 is H.
[0769] Table 184. Compounds of Formula I.4, where R 1 is Y-2B, R 4 is H and R 5 is H.
[0770] Table 185. Compounds of Formula I.4, where R 1is Y-3A, R 4 is H and R 5 is H.
[0771] Table 186. Compound of formula I.4, wherein R 1 is Y-3B, R 4 is H and R 5 is H.
[0772] Table 187. Compound of formula I.4, wherein R 1 is Y-3C, R 4 is H and R 5 is H.
[0773] Table 188. Compound of formula I.4, wherein R 1 is Y-3D, R 4 is H and R 5 is H.
[0774] Table 189. Compound of formula I.4, wherein R 1 is Y-4A, R 4 is H and R 5 is H.
[0775] Table 190. Compound of formula I.4, wherein R 1 is Y-4B, R 4 is H and R 5 is H.
[0776] Table 191. Compound of formula I.4, wherein R 1 is Y-4C, R 4 is H and R 5 is H.
[0777] Table 192. Compound of formula I.4, wherein R 1 is Y-4D, R 4 is H and R 5 is H.
[0778] Table 193. Compound of formula I.4, wherein R 1 is Y-5A, R 4 is H and R 5 is H.
[0779] Table 194. Compound of formula I.4, wherein R 1 is Y-5B, R 4 is H and R 5 is H.
[0780] Table 195. Compound of formula I.4, wherein R 1 is Y-6A, R 4 is H and R 5 is H.
[0781] Table 196. Compounds of Formula I.4, wherein R 1 is Y-6B, R 4 is H and R 5 is H.
[0782] Table 197. Compounds of Formula I.4, wherein R 1 is Y-7A, R 4 is H and R 5 is H.
[0783] Table 198. Compounds of Formula I.4, wherein R 1 is Y-7B, R 4 is H and R 5 is H.
[0784] Table 199. Compounds of Formula I.4, wherein R 1 is Y-8A, R 4 is H and R 5 is H.
[0785] Table 200. Compounds of Formula I.4, wherein R 1 is Y-8B, R 4 is H and R 5 is H.
[0786] Table 201. Compounds of Formula I.4, wherein R 1 is Y-1A, R 4 is CH3 and R 5 is H.
[0787] Table 202. Compounds of Formula I.4, wherein R 1 is Y-1B, R 4 is CH3 and R 5 is H.
[0788] Table 203. Compounds of Formula I.4, wherein R 1 is Y-2A, R 4 is CH3 and R 5 is H.
[0789] Table 204. Compounds of Formula I.4, wherein R 1 is Y-2B, R 4 is CH3 and R 5 is H.
[0790] Table 205. Compounds of Formula I.4, wherein R 1 is Y-3A, R 4 is CH3 and R 5 is H.
[0791] Table 206. Compounds of Formula I.4, wherein R 1is Y-3B, R 4 is CH3 and R 5 is H.
[0792] Table 207. Compound of formula I.4, wherein R 1 is Y-3C, R 4 is CH3 and R 5 is H.
[0793] Table 208. Compound of formula I.4, wherein R 1 is Y-3D, R 4 is CH3 and R 5 is H.
[0794] Table 209. Compound of formula I.4, wherein R 1 is Y-4A, R 4 is CH3 and R 5 is H.
[0795] Table 210. Compound of formula I.4, wherein R 1 is Y-4B, R 4 is CH3 and R 5 is H.
[0796] Table 211. Compound of formula I.4, wherein R 1 is Y-4C, R 4 is CH3 and R 5 is H.
[0797] Table 212. Compound of formula I.4, wherein R 1 is Y-4D, R 4 is CH3 and R 5 is H.
[0798] Table 213. Compound of formula I.4, wherein R 1 is Y-5A, R 4 is CH3 and R 5 is H.
[0799] Table 214. Compound of formula I.4, wherein R 1 is Y-5B, R 4 is CH3 and R 5 is H.
[0800] Table 215. Compound of formula I.4, wherein R 1 is Y-6A, R 4 is CH3 and R 5 is H.
[0801] Table 216. Compound of formula I.4, wherein R 1 is Y-6B, R 4 is CH3 and R5 is H.
[0802] Table 217. Compounds of formula I.4, wherein R 1 is Y-7A, R 4 is CH3 and R 5 is H.
[0803] Table 218. Compounds of formula I.4, wherein R 1 is Y-7B, R 4 is CH3 and R 5 is H.
[0804] Table 219. Compounds of formula I.4, wherein R 1 is Y-8A, R 4 is CH3 and R 5 is H.
[0805] Table 220. Compounds of formula I.4, wherein R 1 is Y-8B, R 4 is CH3 and R 5 is H.
[0806] Table 221. Compounds of formula I.4, wherein R 1 is Y-1A, R 4 is CH3 and R 5 is CH3.
[0807] Table 222. Compounds of formula I.4, wherein R 1 is Y-1B, R 4 is CH3 and R 5 is CH3.
[0808] Table 223. Compounds of formula I.4, wherein R 1 is Y-2A, R 4 is CH3 and R 5 is CH3.
[0809] Table 224. Compounds of formula I.4, wherein R 1 is Y-2B, R 4 is CH3 and R 5 is CH3.
[0810] Table 225. Compounds of formula I.4, wherein R 1 is Y-3A, R 4 is CH3 and R 5 is CH3.
[0811] Table 226. Compounds of formula I.4, wherein R 1 is Y-3B, R 4 is CH3 and R 5 is CH3.
[0812] Table 227. Compounds of formula I.4, where R 1 is Y-3C, R 4 is CH3 and R 5 is CH3.
[0813] Table 228. Compounds of formula I.4, where R 1 is Y-3D, R 4 is CH3 and R 5 is CH3.
[0814] Table 229. Compounds of formula I.4, where R 1 is Y-4A, R 4 is CH3 and R 5 is CH3.
[0815] Table 230. Compounds of formula I.4, where R 1 is Y-4B, R 4 is CH3 and R 5 is CH3.
[0816] Table 231. Compounds of formula I.4, where R 1 is Y-4C, R 4 is CH3 and R 5 is CH3.
[0817] Table 232. Compounds of formula I.4, where R 1 is Y-4D, R 4 is CH3 and R 5 is CH3.
[0818] Table 233. Compounds of formula I.4, where R 1 is Y-5A, R 4 is CH3 and R 5 is CH3.
[0819] Table 234. Compounds of formula I.4, where R 1 is Y-5B, R 4 is CH3 and R 5 is CH3.
[0820] Table 235. Compounds of formula I.4, where R 1 is Y-6A, R 4 is CH3 and R 5 is CH3.
[0821] Table 236. Compounds of formula I.4, where R 1 is Y-6B, R 4 is CH3 and R 5 is CH3.
[0822] Table 237. Compounds of formula I.4, where R 1 is Y-7A, R 4 is CH3 and R 5 is CH3.
[0823] Table 238. Compounds of formula I.4, where R 1 is Y-7B, R 4 is CH3 and R 5 is CH3.
[0824] Table 239. Compounds of formula I.4, where R 1 is Y-8A, R 4 is CH3 and R 5 is CH3.
[0825] Table 240. Compounds of formula I.4, where R 1 is Y-8B, R 4 is CH3 and R 5 is CH3.
[0826] Table 241. Compounds of formula I.5, where R 1 is Y-1A, R 4 is H and R 5 is H.
[0827] Table 242. Compounds of formula I.5, where R 1 is Y-1B, R 4 is H and R 5 is H.
[0828] Table 243. Compounds of formula I.5, where R 1 is Y-2A, R 4 is H and R 5 is H.
[0829] Table 244. Compounds of formula I.5, where R 1 is Y-2B, R 4 is H and R 5 is H.
[0830] Table 245. Compounds of formula I.5, where R 1 is Y-3A, R 4 is H and R 5 is H.
[0831] Table 246. Compounds of formula I.5, where R 1 is Y-3B, R 4 is H and R 5 is H.
[0832] Table 247. Compounds of formula I.5, where R1 is Y-3C, R 4 is H and R 5 is H.
[0833] Table 248. Compound of formula I.5, wherein R 1 is Y-3D, R 4 is H and R 5 is H.
[0834] Table 249. Compound of formula I.5, wherein R 1 is Y-4A, R 4 is H and R 5 is H.
[0835] Table 250. Compound of formula I.5, wherein R 1 is Y-4B, R 4 is H and R 5 is H.
[0836] Table 251. Compound of formula I.5, wherein R 1 is Y-4C, R 4 is H and R 5 is H.
[0837] Table 252. Compound of formula I.5, wherein R 1 is Y-4D, R 4 is H and R 5 is H.
[0838] Table 253. Compound of formula I.5, wherein R 1 is Y-5A, R 4 is H and R 5 is H.
[0839] Table 254. Compound of formula I.5, wherein R 1 is Y-5B, R 4 is H and R 5 is H.
[0840] Table 255. Compound of formula I.5, wherein R 1 is Y-6A, R 4 is H and R 5 is H.
[0841] Table 256. Compound of formula I.5, wherein R 1 is Y-6B, R 4 is H and R 5 is H.
[0842] Table 257. Compound of formula I.5, wherein R 1 is Y-7A, R 4 is H and R 5 is H.
[0843] Table 258. Compounds of formula I.5, wherein R 1 is Y-7B, R 4 is H and R 5 is H.
[0844] Table 259. Compounds of formula I.5, wherein R 1 is Y-8A, R 4 is H and R 5 is H.
[0845] Table 260. Compounds of formula I.5, wherein R 1 is Y-8B, R 4 is H and R 5 is H.
[0846] Table 261. Compounds of formula I.5, wherein R 1 is Y-1A, R 4 is CH3 and R 5 is H.
[0847] Table 262. Compounds of formula I.5, wherein R 1 is Y-1B, R 4 is CH3 and R 5 is H.
[0848] Table 263. Compounds of formula I.5, wherein R 1 is Y-2A, R 4 is CH3 and R 5 is H.
[0849] Table 264. Compounds of formula I.5, wherein R 1 is Y-2B, R 4 is CH3 and R 5 is H.
[0850] Table 265. Compounds of formula I.5, wherein R 1 is Y-3A, R 4 is CH3 and R 5 is H.
[0851] Table 266. Compounds of formula I.5, wherein R 1 is Y-3B, R 4 is CH3 and R 5 is H.
[0852] Table 267. Compounds of formula I.5, wherein R 1 is Y-3C, R 4 is CH3 and R 5 is H.
[0853] Table 268. Compound of formula I.5, wherein R 1 is Y-3D, R 4 is CH3 and R 5 is H.
[0854] Table 269. Compound of formula I.5, wherein R 1 is Y-4A, R 4 is CH3 and R 5 is H.
[0855] Table 270. Compound of formula I.5, wherein R 1 is Y-4B, R 4 is CH3 and R 5 is H.
[0856] Table 271. Compound of formula I.5, wherein R 1 is Y-4C, R 4 is CH3 and R 5 is H.
[0857] Table 272. Compound of formula I.5, wherein R 1 is Y-4D, R 4 is CH3 and R 5 is H.
[0858] Table 273. Compound of formula I.5, wherein R 1 is Y-5A, R 4 is CH3 and R 5 is H.
[0859] Table 274. Compound of formula I.5, wherein R 1 is Y-5B, R 4 is CH3 and R 5 is H.
[0860] Table 275. Compound of formula I.5, wherein R 1 is Y-6A, R 4 is CH3 and R 5 is H.
[0861] Table 276. Compound of formula I.5, wherein R 1 is Y-6B, R 4 is CH3 and R 5 is H.
[0862] Table 277. Compound of formula I.5, wherein R 1 is Y-7A, R 4 is CH3 and R 5 is H.
[0863] Table 278. Compound of formula I.5, wherein R 1is Y-7B, R 4 is CH3 and R 5 is H.
[0864] Table 279. Compound of formula I.5, wherein R 1 is Y-8A, R 4 is CH3 and R 5 is H.
[0865] Table 280. Compound of formula I.5, wherein R 1 is Y-8B, R 4 is CH3 and R 5 is H.
[0866] Table 281. Compound of formula I.5, wherein R 1 is Y-1A, R 4 is CH3 and R 5 is CH3.
[0867] Table 282. Compound of formula I.5, wherein R 1 is Y-1B, R 4 is CH3 and R 5 is CH3.
[0868] Table 283. Compound of formula I.5, wherein R 1 is Y-2A, R 4 is CH3 and R 5 is CH3.
[0869] Table 284. Compound of formula I.5, wherein R 1 is Y-2B, R 4 is CH3 and R 5 is CH3.
[0870] Table 285. Compound of formula I.5, wherein R 1 is Y-3A, R 4 is CH3 and R 5 is CH3.
[0871] Table 286. Compound of formula I.5, wherein R 1 is Y-3B, R 4 is CH3 and R 5 is CH3.
[0872] Table 287. Compound of formula I.5, wherein R 1 is Y-3C, R 4 is CH3 and R 5 is CH3.
[0873] Table 288. Compound of formula I.5, wherein R 1 is Y-3D, R4 is CH3 and R 5 is CH3.
[0874] Table 289. Compounds of formula I.5, where R 1 is Y-4A, R 4 is CH3 and R 5 is CH3.
[0875] Table 290. Compounds of formula I.5, where R 1 is Y-4B, R 4 is CH3 and R 5 is CH3.
[0876] Table 291. Compounds of formula I.5, where R 1 is Y-4C, R 4 is CH3 and R 5 is CH3.
[0877] Table 292. Compounds of formula I.5, where R 1 is Y-4D, R 4 is CH3 and R 5 is CH3.
[0878] Table 293. Compounds of formula I.5, where R 1 is Y-5A, R 4 is CH3 and R 5 is CH3.
[0879] Table 294. Compounds of formula I.5, where R 1 is Y-5B, R 4 is CH3 and R 5 is CH3.
[0880] Table 295. Compounds of formula I.5, where R 1 is Y-6A, R 4 is CH3 and R 5 is CH3.
[0881] Table 296. Compounds of formula I.5, where R 1 is Y-6B, R 4 is CH3 and R 5 is CH3.
[0882] Table 297. Compounds of formula I.5, where R 1 is Y-7A, R 4 is CH3 and R 5 is CH3.
[0883] Table 298. Compounds of formula I.5, where R 1 is Y-7B, R 4is CH3 and R 5 is CH3.
[0884] Table 299. Compounds of formula I.5, where R 1 is Y-8A, R 4 is CH3 and R 5 is CH3.
[0885] Table 300. Compounds of formula I.5, where R 1 is Y-8B, R 4 is CH3 and R 5 is CH3.
[0886] Table 301. Compounds of formula I.6, where R 1 is Y-1A, R 4 is H and R 5 is H.
[0887] Table 302. Compounds of formula I.6, where R 1 is Y-1B, R 4 is H and R 5 is H.
[0888] Table 303. Compounds of formula I.6, where R 1 is Y-2A, R 4 is H and R 5 is H.
[0889] Table 304. Compounds of formula I.6, where R 1 is Y-2B, R 4 is H and R 5 is H.
[0890] Table 305. Compounds of formula I.6, where R 1 is Y-3A, R 4 is H and R 5 is H.
[0891] Table 306. Compounds of formula I.6, where R 1 is Y-3B, R 4 is H and R 5 is H.
[0892] Table 307. Compounds of formula I.6, where R 1 is Y-3C, R 4 is H and R 5 is H.
[0893] Table 308. Compounds of formula I.6, where R 1 is Y-3D, R 4 is H and R 5 is H.
[0894] Table 309. Compounds of formula I.6, where R 1 is Y-4A, R 4 is H and R 5 is H.
[0895] Table 310. Compounds of formula I.6, where R 1 is Y-4B, R 4 is H and R 5 is H.
[0896] Table 311. Compounds of formula I.6, where R 1 is Y-4C, R 4 is H and R 5 is H.
[0897] Table 312. Compounds of formula I.6, where R 1 is Y-4D, R 4 is H and R 5 is H.
[0898] Table 313. Compounds of formula I.6, where R 1 is Y-5A, R 4 is H and R 5 is H.
[0899] Table 314. Compounds of formula I.6, where R 1 is Y-5B, R 4 is H and R 5 is H.
[0900] Table 315. Compounds of formula I.6, where R 1 is Y-6A, R 4 is H and R 5 is H.
[0901] Table 316. Compounds of formula I.6, where R 1 is Y-6B, R 4 is H and R 5 is H.
[0902] Table 317. Compounds of formula I.6, where R 1 is Y-7A, R 4 is H and R 5 is H.
[0903] Table 318. Compounds of formula I.6, where R 1 is Y-7B, R 4 is H and R 5 is H.
[0904] Table 319. Compounds of formula I.6, where R 1 is Y-8A, R4 is H and R 5 is H.
[0905] Table 320. Compound of Formula I.6, wherein R 1 is Y-8B, R 4 is H and R 5 is H.
[0906] Table 321. Compound of Formula I.6, wherein R 1 is Y-1A, R 4 is CH3 and R 5 is H.
[0907] Table 322. Compound of Formula I.6, wherein R 1 is Y-1B, R 4 is CH3 and R 5 is H.
[0908] Table 323. Compound of Formula I.6, wherein R 1 is Y-2A, R 4 is CH3 and R 5 is H.
[0909] Table 324. Compound of Formula I.6, wherein R 1 is Y-2B, R 4 is CH3 and R 5 is H.
[0910] Table 325. Compound of Formula I.6, wherein R 1 is Y-3A, R 4 is CH3 and R 5 is H.
[0911] Table 326. Compound of Formula I.6, wherein R 1 is Y-3B, R 4 is CH3 and R 5 is H.
[0912] Table 327. Compound of Formula I.6, wherein R 1 is Y-3C, R 4 is CH3 and R 5 is H.
[0913] Table 328. Compound of Formula I.6, wherein R 1 is Y-3D, R 4 is CH3 and R 5 is H.
[0914] Table 329. Compound of Formula I.6, wherein R 1 is Y-4A, R 4 is CH3 and R 5 is H.
[0915] Table 330. Compound of formula I.6, where R 1 is Y-4B, R 4 is CH3 and R 5 is H.
[0916] Table 331. Compound of formula I.6, where R 1 is Y-4C, R 4 is CH3 and R 5 is H.
[0917] Table 332. Compound of formula I.6, where R 1 is Y-4D, R 4 is CH3 and R 5 is H.
[0918] Table 333. Compound of formula I.6, where R 1 is Y-5A, R 4 is CH3 and R 5 is H.
[0919] Table 334. Compound of formula I.6, where R 1 is Y-5B, R 4 is CH3 and R 5 is H.
[0920] Table 335. Compound of formula I.6, where R 1 is Y-6A, R 4 is CH3 and R 5 is H.
[0921] Table 336. Compound of formula I.6, where R 1 is Y-6B, R 4 is CH3 and R 5 is H.
[0922] Table 337. Compound of formula I.6, where R 1 is Y-7A, R 4 is CH3 and R 5 is H.
[0923] Table 338. Compound of formula I.6, where R 1 is Y-7B, R 4 is CH3 and R 5 is H.
[0924] Table 339. Compound of formula I.6, where R 1 is Y-8A, R 4 is CH3 and R 5 is H.
[0925] Table 340. Compound of formula I.6, where R 1 is Y-8B, R 4 is CH3 and R 5 is H.
[0926] Table 341. Compound of formula I.6, where R 1 is Y-1A, R 4 is CH3 and R 5 is CH3.
[0927] Table 342. Compound of formula I.6, where R 1 is Y-1B, R 4 is CH3 and R 5 is CH3.
[0928] Table 343. Compound of formula I.6, where R 1 is Y-2A, R 4 is CH3 and R 5 is CH3.
[0929] Table 344. Compound of formula I.6, where R 1 is Y-2B, R 4 is CH3 and R 5 is CH3.
[0930] Table 345. Compound of formula I.6, where R 1 is Y-3A, R 4 is CH3 and R 5 is CH3.
[0931] Table 346. Compound of formula I.6, where R 1 is Y-3B, R 4 is CH3 and R 5 is CH3.
[0932] Table 347. Compound of formula I.6, where R 1 is Y-3C, R 4 is CH3 and R 5 is CH3.
[0933] Table 348. Compound of formula I.6, where R 1 is Y-3D, R 4 is CH3 and R 5 is CH3.
[0934] Table 349. Compound of formula I.6, where R 1 is Y-4A, R 4 is CH3 and R 5 is CH3.
[0935] Table 350. Compounds of formula I.6, where R 1 is Y-4B, R 4 is CH3 and R 5 is CH3.
[0936] Table 351. Compounds of formula I.6, where R 1 is Y-4C, R 4 is CH3 and R 5 is CH3.
[0937] Table 352. Compounds of formula I.6, where R 1 is Y-4D, R 4 is CH3 and R 5 is CH3.
[0938] Table 353. Compounds of formula I.6, where R 1 is Y-5A, R 4 is CH3 and R 5 is CH3.
[0939] Table 354. Compounds of formula I.6, where R 1 is Y-5B, R 4 is CH3 and R 5 is CH3.
[0940] Table 355. Compounds of formula I.6, where R 1 is Y-6A, R 4 is CH3 and R 5 is CH3.
[0941] Table 356. Compounds of formula I.6, where R 1 is Y-6B, R 4 is CH3 and R 5 is CH3.
[0942] Table 357. Compounds of formula I.6, where R 1 is Y-7A, R 4 is CH3 and R 5 is CH3.
[0943] Table 358. Compounds of formula I.6, where R 1 is Y-7B, R 4 is CH3 and R 5 is CH3.
[0944] Table 359. Compounds of formula I.6, where R 1 is Y-8A, R 4 is CH3 and R 5 is CH3.
[0945] Table 360. Compounds of Formula I.6, where R 1 is Y-8B, R 4 is CH3 and R 5 is CH3.
[0946] Table 361. Compounds of Formula I.7, where R 1 is Y-1A, R 2 is H, R 9 is H and R 10 is H.
[0947] Table 362. Compounds of Formula I.7, where R 1 is Y-1A, R 2 is H, R 9 is CH3 and, R 10 is H.
[0948] Table 363. Compounds of Formula I.7, where R 1 is Y-1A, R 2 is H, R 9 is CH3 and R 10 is CH3.
[0949] Table 364. Compounds of Formula I.7, where R 1 is Y-1B, R 2 is H, R 9 is H and R 10 is H.
[0950] Table 365. Compounds of Formula I.7, where R 1 is Y-1B, R 2 is H, R 9 is CH3 and R 10 is H.
[0951] Table 366. Compounds of Formula I.7, where R 1 is Y-1B, R 2 is H, R 9 is CH3 and R 10 is CH3.
[0952] Table 367. Compounds of Formula I.7, where R 1 is Y-2A, R 2 is H, R 9 is H and R 10 is H.
[0953] Table 368. Compounds of Formula I.7, where R 1 is Y-2A, R 2 is H, R 9 is CH3 and R 10 is H.
[0954] Table 369. Compounds of formula I.7, where R 1 is Y-2A, R 2 is H, R 9 is CH3 and R 10 is CH3.
[0955] Table 370. Compounds of formula I.7, where R 1 is Y-2B, R 2 is H, R 9 is H and R 10 is H.
[0956] Table 371. Compounds of formula I.7, where R 1 is Y-2B, R 2 is H, R 9 is CH3 and R 10 is H.
[0957] Table 372. Compounds of formula I.7, where R 1 is Y-2B, R 2 is H, R 9 is CH3 and R 10 is CH3.
[0958] Table 373. Compounds of formula I.7, where R 1 is Y-3A, R 2 is H, R 9 is H and R 10 is H.
[0959] Table 374. Compounds of formula I.7, where R 1 is Y-3A, R 2 is H, R 9 is CH3 and R 10 is H.
[0960] Table 375. Compounds of formula I.7, where R 1 is Y-3A, R 2 is H, R 9 is CH3 and R 10 is CH3.
[0961] Table 376. Compounds of formula I.7, where R 1 is Y-3B, R 2 is H, R 9 is H and R 10 is H.
[0962] Table 377. Compounds of formula I.7, where R 1 is Y-3B, R 2 is H, R 9 is CH3 and R10 is H.
[0963] Table 378. Compound of formula I.7, wherein R 1 is Y-3B, R 2 is H, R 9 is CH3 and R 10 is CH3.
[0964] Table 379. Compound of formula I.7, wherein R 1 is Y-3C, R 2 is H, R 9 is H and R 10 is H.
[0965] Table 380. Compound of formula I.7, wherein R 1 is Y-3C, R 2 is H, R 9 is CH3 and R 10 is H.
[0966] Table 381. Compound of formula I.7, wherein R 1 is Y-3C, R 2 is H, R 9 is CH3 and R 10 is CH3.
[0967] Table 382. Compound of formula I.7, wherein R 1 is Y-3D, R 2 is H, R 9 is H and R 10 is H.
[0968] Table 383. Compound of formula I.7, wherein R 1 is Y-3D, R 2 is H, R 9 is CH3 and R 10 is H.
[0969] Table 384. Compound of formula I.7, wherein R 1 is Y-3D, R 2 is H, R 9 is CH3 and R 10 is CH3.
[0970] Table 385. Compound of formula I.7, wherein R 1 is Y-4A, R 2 is H, R 9 is H and R 10 is H.
[0971] Table 386. Compound of formula I.7, wherein R 1 is Y-4A, R 2is H, R 9 is CH3 and R 10 is H.
[0972] Table 387. Compounds of formula I.7, wherein R 1 is Y-4A, R 2 is H, R 9 is CH3 and R 10 is CH3.
[0973] Table 388. Compounds of formula I.7, wherein R 1 is Y-4B, R 2 is H, R 9 is H and R 10 is H.
[0974] Table 389. Compounds of formula I.7, wherein R 1 is Y-4B, R 2 is H, R 9 is CH3 and R 10 is H.
[0975] Table 390. Compounds of formula I.7, wherein R 1 is Y-4B, R 2 is H, R 9 is CH3 and R 10 is CH3.
[0976] Table 391. Compounds of formula I.7, wherein R 1 is Y-4C, R 2 is H, R 9 is H and R 10 is H.
[0977] Table 392. Compounds of formula I.7, wherein R 1 is Y-4C, R 2 is H, R 9 is CH3 and R 10 is H.
[0978] Table 393. Compounds of formula I.7, wherein R 1 is Y-4C, R 2 is H, R 9 is CH3 and R 10 is CH3.
[0979] Table 394. Compounds of formula I.7, wherein R 1 is Y-4D, R 2 is H, R 9 is H and R 10 is H.
[0980] Table 395. Compounds of formula I.7, wherein R1 is Y-4D, R 2 is H, R 9 is CH3 and R 10 is H.
[0981] Table 396. Compound of formula I.7, wherein R 1 is Y-4D, R 2 is H, R 9 is CH3 and R 10 is CH3.
[0982] Table 397. Compound of formula I.7, wherein R 1 is Y-5A, R 2 is H, R 9 is H and R 10 is H.
[0983] Table 398. Compound of formula I.7, wherein R 1 is Y-5A, R 2 is H, R 9 is CH3 and R 10 is H.
[0984] Table 399. Compound of formula I.7, wherein R 1 is Y-5A, R 2 is H, R 9 is CH3 and R 10 is CH3.
[0985] Table 400. Compound of formula I.7, wherein R 1 is Y-5B, R 2 is H, R 9 is H and R 10 is H.
[0986] Table 401. Compound of formula I.7, wherein R 1 is Y-5B, R 2 is H, R 9 is CH3 and R 10 is H.
[0987] Table 402. Compound of formula I.7, wherein R 1 is Y-5B, R 2 is H, R 9 is CH3 and R 10 is CH3.
[0988] Table 403. Compound of formula I.7, wherein R 1 is Y-6A, R 2 is H, R 9 is H and R 10 is H.
[0989] Table 404. Compounds of Formula I.7, where R 1 is Y-6A, R 2 is H, R 9 is CH3 and R 10 is H.
[0990] Table 405. Compounds of Formula I.7, where R 1 is Y-6A, R 2 is H, R 9 is CH3 and R 10 is CH3.
[0991] Table 406. Compounds of Formula I.7, where R 1 is Y-6B, R 2 is H, R 9 is H and R 10 is H.
[0992] Table 407. Compounds of Formula I.7, where R 1 is Y-6B, R 2 is H, R 9 is CH3 and R 10 is H.
[0993] Table 408. Compounds of Formula I.7, where R 1 is Y-6B, R 2 is H, R 9 is CH3 and R 10 is CH3.
[0994] Table 409. Compounds of Formula I.7, where R 1 is Y-7A, R 2 is H, R 9 is H and R 10 is H.
[0995] Table 410. Compounds of Formula I.7, where R 1 is Y-7A, R 2 is H, R 9 is CH3 and R 10 is H.
[0996] Table 411. Compounds of Formula I.7, where R 1 is Y-7A, R 2 is H, R 9 is CH3 and R 10 is CH3.
[0997] Table 412. Compounds of Formula I.7, where R 1 is Y-7B, R 2 is H, R 9 is H and R10 is H.
[0998] Table 413. Compound of formula I.7, where R 1 is Y-7B, R 2 is H, R 9 is CH3 and R 10 is H.
[0999] Table 414. Compound of formula I.7, where R 1 is Y-7B, R 2 is H, R 9 is CH3 and R 10 is CH3.
[1000] Table 415. Compound of formula I.7, where R 1 is Y-8A, R 2 is H, R 9 is H and R 10 is H.
[1001] Table 416. Compound of formula I.7, where R 1 is Y-8A, R 2 is H, R 9 is CH3 and R 10 is H.
[1002] Table 417. Compound of formula I.7, where R 1 is Y-8A, R 2 is H, R 9 is CH3 and R 10 is CH3.
[1003] Table 418. Compound of formula I.7, where R 1 is Y-8B, R 2 is H, R 9 is H and R 10 is H.
[1004] Table 419. Compound of formula I.7, where R 1 is Y-8B, R 2 is H, R 9 is CH3 and R 10 is H.
[1005] Table 420. Compound of formula I.7, where R 1 is Y-8B, R 2 is H, R 9 is CH3 and R 10 is CH3.
[1006] Table 421. Compound of formula I.7, where R 1 is Y-1A, R 2is CH3, R 9 is H and R 10 is H.
[1007] Table 422. Compounds of formula I.7, wherein R 1 is Y-1A, R 2 is CH3, R 9 is CH3 and R 10 is H.
[1008] Table 423. Compounds of formula I.7, wherein R 1 is Y-1A, R 2 is CH3, R 9 is CH3 and R 10 is CH3.
[1009] Table 424. Compounds of formula I.7, wherein R 1 is Y-1B, R 2 is CH3, R 9 is H and R 10 is H.
[1010] Table 425. Compounds of formula I.7, wherein R 1 is Y-1B, R 2 is CH3, R 9 is CH3 and R 10 is H.
[1011] Table 426. Compounds of formula I.7, wherein R 1 is Y-1B, R 2 is CH3, R 9 is CH3 and R 10 is CH3.
[1012] Table 427. Compounds of formula I.7, wherein R 1 is Y-2A, R 2 is CH3, R 9 is H and R 10 is H.
[1013] Table 428. Compounds of formula I.7, wherein R 1 is Y-2A, R 2 is CH3, R 9 is CH3 and R 10 is H.
[1014] Table 429. Compounds of formula I.7, wherein R 1 is Y-2A, R 2 is CH3, R 9 is CH3 and R 10 is CH3.
[1015] Table 430. Compounds of Formula I.7, wherein R 1 is Y-2B, R 2 is CH3, R 9 is H and R 10 is H.
[1016] Table 431. Compounds of Formula I.7, wherein R 1 is Y-2B, R 2 is CH3, R 9 is CH3 and R 10 is H.
[1017] Table 432. Compounds of Formula I.7, wherein R 1 is Y-2B, R 2 is CH3, R 9 is CH3 and R 10 is CH3.
[1018] Table 433. Compounds of Formula I.7, wherein R 1 is Y-3A, R 2 is CH3, R 9 is H and R 10 is H.
[1019] Table 434. Compounds of Formula I.7, wherein R 1 is Y-3A, R 2 is CH3, R 9 is CH3 and R 10 is H.
[1020] Table 435. Compounds of Formula I.7, wherein R 1 is Y-3A, R 2 is CH3, R 9 is CH3 and R 10 is CH3.
[1021] Table 436. Compounds of Formula I.7, wherein R 1 is Y-3B, R 2 is CH3, R 9 is H and R 10 is H.
[1022] Table 437. Compounds of Formula I.7, wherein R 1 is Y-3B, R 2 is CH3, R 9 is CH3 and R 10 is H.
[1023] Table 438. Compounds of Formula I.7, wherein R 1 is Y-3B, R 2 is CH3, R 9 is CH3 and R10 is CH3.
[1024] Table 439. Compound of formula I.7, wherein R 1 is Y-3C, R 2 is CH3, R 9 is H and R 10 is H.
[1025] Table 440. Compound of formula I.7, wherein R 1 is Y-3C, R 2 is CH3, R 9 is CH3 and R 10 is H.
[1026] Table 441. Compound of formula I.7, wherein R 1 is Y-3C, R 2 is CH3, R 9 is CH3 and R 10 is CH3.
[1027] Table 442. Compound of formula I.7, wherein R 1 is Y-3D, R 2 is CH3, R 9 is H and R 10 is H.
[1028] Table 443. Compound of formula I.7, wherein R 1 is Y-3D, R 2 is CH3, R 9 is CH3 and R 10 is H.
[1029] Table 444. Compound of formula I.7, wherein R 1 is Y-3D, R 2 is CH3, R 9 is CH3 and R 10 is CH3.
[1030] Table 445. Compound of formula I.7, wherein R 1 is Y-4A, R 2 is CH3, R 9 is H and R 10 is H.
[1031] Table 446. Compound of formula I.7, wherein R 1 is Y-4A, R 2 is CH3, R 9 is CH3 and R 10 is H.
[1032] Table 447. Compound of formula I.7, wherein R 1is Y-4A, R 2 is CH3, R 9 is CH3 and R 10 is CH3.
[1033] Table 448. Compound of formula I.7, wherein R 1 is Y-4B, R 2 is CH3, R 9 is H and R 10 is H.
[1034] Table 449. Compound of formula I.7, wherein R 1 is Y-4B, R 2 is CH3, R 9 is CH3 and R 10 is H.
[1035] Table 450. Compound of formula I.7, wherein R 1 is Y-4B, R 2 is CH3, R 9 is CH3 and R 10 is CH3.
[1036] Table 451. Compound of formula I.7, wherein R 1 is Y-4C, R 2 is CH3, R 9 is H and R 10 is H.
[1037] Table 452. Compound of formula I.7, wherein R 1 is Y-4C, R 2 is CH3, R 9 is CH3 and R 10 is H.
[1038] Table 453. Compound of formula I.7, wherein R 1 is Y-4C, R 2 is CH3, R 9 is CH3 and R 10 is CH3.
[1039] Table 454. Compound of formula I.7, wherein R 1 is Y-4D, R 2 is CH3, R 9 is H and R 10 is H.
[1040] Table 455. Compound of formula I.7, wherein R 1 is Y-4D, R 2 is CH3, R 9 is CH3 and R 10 is H.
[1041] Table 456. Compound of Formula I.7, wherein R 1 is Y-4D, R 2 is CH3, R 9 is CH3 and R 10 is CH3.
[1042] Table 457. Compound of Formula I.7, wherein R 1 is Y-5A, R 2 is CH3, R 9 is H and R 10 is H.
[1043] Table 458. Compound of Formula I.7, wherein R 1 is Y-5A, R 2 is CH3, R 9 is CH3 and R 10 is H.
[1044] Table 459. Compound of Formula I.7, wherein R 1 is Y-5A, R 2 is CH3, R 9 is CH3 and R 10 is CH3.
[1045] Table 460. Compound of Formula I.7, wherein R 1 is Y-5B, R 2 is CH3, R 9 is H and R 10 is H.
[1046] Table 461. Compound of Formula I.7, wherein R 1 is Y-5B, R 2 is CH3, R 9 is CH3 and R 10 is H.
[1047] Table 462. Compound of Formula I.7, wherein R 1 is Y-5B, R 2 is CH3, R 9 is CH3 and R 10 is CH3.
[1048] Table 463. Compound of Formula I.7, wherein R 1 is Y-6A, R 2 is CH3, R 9 is H and R 10 is H.
[1049] Table 464. Compound of Formula I.7, wherein R 1 is Y-6A, R 2 is CH3, R9 is CH3 and R 10 is H.
[1050] Table 465. Compound of Formula I.7, wherein R 1 is Y-6A, R 2 is CH3, R 9 is CH3 and R 10 is CH3.
[1051] Table 466. Compound of Formula I.7, wherein R 1 is Y-6B, R 2 is CH3, R 9 is H and R 10 is H.
[1052] Table 467. Compound of Formula I.7, wherein R 1 is Y-6B, R 2 is CH3, R 9 is CH3 and R 10 is H.
[1053] Table 468. Compound of Formula I.7, wherein R 1 is Y-6B, R 2 is CH3, R 9 is CH3 and R 10 is CH3.
[1054] Table 469. Compound of Formula I.7, wherein R 1 is Y-7A, R 2 is CH3, R 9 is H and R 10 is H.
[1055] Table 470. Compound of Formula I.7, wherein R 1 is Y-7A, R 2 is CH3, R 9 is CH3 and R 10 is H.
[1056] Table 471. Compound of Formula I.7, wherein R 1 is Y-7A, R 2 is CH3, R 9 is CH3 and R 10 is CH3.
[1057] Table 472. Compound of Formula I.7, wherein R 1 is Y-7B, R 2 is CH3, R 9 is H and R 10 is H.
[1058] Table 473. Compound of Formula I.7, wherein R 1 is Y-7B, R 2 is CH3, R 9 is CH3 and R 10 is H.
[1059] Table 474. Compound of Formula I.7, wherein R 1 is Y-7B, R 2 is CH3, R 9 is CH3 and R 10 is CH3.
[1060] Table 475. Compound of Formula I.7, wherein R 1 is Y-8A, R 2 is CH3, R 9 is H and R 10 is H.
[1061] Table 476. Compound of Formula I.7, wherein R 1 is Y-8A, R 2 is CH3, R 9 is CH3 and R 10 is H.
[1062] Table 477. Compound of Formula I.7, wherein R 1 is Y-8A, R 2 is CH3, R 9 is CH3 and R 10 is CH3.
[1063] Table 478. Compound of Formula I.7, wherein R 1 is Y-8B, R 2 is CH3, R 9 is H and R 10 is H.
[1064] Table 479. Compound of Formula I.7, wherein R 1 is Y-8B, R 2 is CH3, R 9 is CH3 and R 10 is H.
[1065] Table 480. Compound of Formula I.7, wherein R 1 is Y-8B, R 2 is CH3, R 9 is CH3 and R 10 is CH3.
[1066] Table 481. Compound of Formula I.7, wherein R 1 is Y-1A, R 2 is C2H5, R 9is H and R 10 is H.
[1067] Table 482. Compounds of formula I.7, wherein R 1 is Y-1A, R 2 is C2H5, R 9 is CH3 and R 10 is H.
[1068] Table 483. Compounds of formula I.7, wherein R 1 is Y-1A, R 2 is C2H5, R 9 is CH3 and R 10 is CH3.
[1069] Table 484. Compounds of formula I.7, wherein R 1 is Y-1B, R 2 is C2H5, R 9 is H and R 10 is H.
[1070] Table 485. Compounds of formula I.7, wherein R 1 is Y-1B, R 2 is C2H5, R 9 is CH3 and R 10 is H.
[1071] Table 486. Compounds of formula I.7, wherein R 1 is Y-1B, R 2 is C2H5, R 9 is CH3 and R 10 is CH3.
[1072] Table 487. Compounds of formula I.7, wherein R 1 is Y-2A, R 2 is C2H5, R 9 is H and R 10 is H.
[1073] Table 488. Compounds of formula I.7, wherein R 1 is Y-2A, R 2 is C2H5, R 9 is CH3 and R 10 is H.
[1074] Table 489. Compounds of formula I.7, wherein R 1 is Y-2A, R 2 is C2H5, R 9 is CH3 and R 10 is CH3.
[1075] Table 490. Compounds of formula I.7, wherein R1 is Y-2B, R 2 is C2H5, R 9 is H and R 10 is H.
[1076] Table 491. Compounds of formula I.7, wherein R 1 is Y-2B, R 2 is C2H5, R 9 is CH3 and R 10 is H.
[1077] Table 492. Compounds of formula I.7, wherein R 1 is Y-2B, R 2 is C2H5, R 9 is CH3 and R 10 is CH3.
[1078] Table 493. Compounds of formula I.7, wherein R 1 is Y-3A, R 2 is C2H5, R 9 is H and R 10 is H.
[1079] Table 494. Compounds of formula I.7, wherein R 1 is Y-3A, R 2 is C2H5, R 9 is CH3 and R 10 is H.
[1080] Table 495. Compounds of formula I.7, wherein R 1 is Y-3A, R 2 is C2H5, R 9 is CH3 and R 10 is CH3.
[1081] Table 496. Compounds of formula I.7, wherein R 1 is Y-3B, R 2 is C2H5, R 9 is H and R 10 is H.
[1082] Table 497. Compounds of formula I.7, wherein R 1 is Y-3B, R 2 is C2H5, R 9 is CH3 and R 10 is H.
[1083] Table 498. Compounds of formula I.7, wherein R 1 is Y-3B, R 2 is C2H5, R 9 is CH3 and R10 is CH3.
[1084] Table 499. Compounds of formula I.7, wherein R 1 is Y-3C, R 2 is C2H5, R 9 is H and R 10 is H.
[1085] Table 500. Compounds of formula I.7, wherein R 1 is Y-3C, R 2 is C2H5, R 9 is CH3 and R 10 is H.
[1086] Table 501. Compounds of formula I.7, wherein R 1 is Y-3C, R 2 is C2H5, R 9 is CH3 and R 10 is CH3.
[1087] Table 502. Compounds of formula I.7, wherein R 1 is Y-3D, R 2 is C2H5, R 9 is H and R 10 is H.
[1088] Table 503. Compounds of formula I.7, wherein R 1 is Y-3D, R 2 is C2H5, R 9 is CH3 and R 10 is H.
[1089] Table 504. Compounds of formula I.7, wherein R 1 is Y-3D, R 2 is C2H5, R 9 is CH3 and R 10 is CH3.
[1090] Table 505. Compounds of formula I.7, wherein R 1 is Y-4A, R 2 is C2H5, R 9 is H and R 10 is H.
[1091] Table 506. Compounds of formula I.7, wherein R 1 is Y-4A, R 2 is C2H5, R 9 is CH3 and R 10 is H.
[1092] Table 507. Compounds of formula I.7, wherein R1 is Y-4A, R 2 is C2H5, R 9 is CH3 and R 10 is CH3.
[1093] Table 508. Compound of Formula I.7, wherein R 1 is Y-4B, R 2 is C2H5, R 9 is H and R 10 is H.
[1094] Table 509. Compound of Formula I.7, wherein R 1 is Y-4B, R 2 is C2H5, R 9 is CH3 and R 10 is H.
[1095] Table 510. Compound of Formula I.7, wherein R 1 is Y-4B, R 2 is C2H5, R 9 is CH3 and R 10 is CH3.
[1096] Table 511. Compound of Formula I.7, wherein R 1 is Y-4C, R 2 is C2H5, R 9 is H and R 10 is H.
[1097] Table 512. Compound of Formula I.7, wherein R 1 is Y-4C, R 2 is C2H5, R 9 is CH3 and R 10 is H.
[1098] Table 513. Compound of Formula I.7, wherein R 1 is Y-4C, R 2 is C2H5, R 9 is CH3 and R 10 is CH3.
[1099] Table 514. Compound of Formula I.7, wherein R 1 is Y-4D, R 2 is C2H5, R 9 is H and R 10 is H.
[1100] Table 515. Compound of Formula I.7, wherein R 1 is Y-4D, R 2 is C2H5, R 9 is CH3 and R10 is H.
[1101] Table 516. Compound of formula I.7, wherein R 1 is Y-4D, R 2 is C2H5, R 9 is CH3 and R 10 is CH3.
[1102] Table 517. Compound of formula I.7, wherein R 1 is Y-5A, R 2 is C2H5, R 9 is H and R 10 is H.
[1103] Table 518. Compound of formula I.7, wherein R 1 is Y-5A, R 2 is C2H5, R 9 is CH3 and R 10 is H.
[1104] Table 519. Compound of formula I.7, wherein R 1 is Y-5A, R 2 is C2H5, R 9 is CH3 and R 10 is CH3.
[1105] Table 520. Compound of formula I.7, wherein R 1 is Y-5B, R 2 is C2H5, R 9 is H and R 10 is H.
[1106] Table 521. Compound of formula I.7, wherein R 1 is Y-5B, R 2 is C2H5, R 9 is CH3 and R 10 is H.
[1107] Table 522. Compound of formula I.7, wherein R 1 is Y-5B, R 2 is C2H5, R 9 is CH3 and R 10 is CH3.
[1108] Table 523. Compound of formula I.7, wherein R 1 is Y-6A, R 2 is C2H5, R 9 is H and R 10 is H.
[1109] Table 524. Compound of formula I.7, wherein R1 is Y-6A, R 2 is C2H5, R 9 is CH3 and R 10 is H.
[1110] Table 525. Compound of formula I.7, wherein R 1 is Y-6A, R 2 is C2H5, R 9 is CH3 and R 10 is CH3.
[1111] Table 526. Compound of formula I.7, wherein R 1 is Y-6B, R 2 is C2H5, R 9 is H and R 10 is H.
[1112] Table 527. Compound of formula I.7, wherein R 1 is Y-6B, R 2 is C2H5, R 9 is CH3 and R 10 is H.
[1113] Table 528. Compound of formula I.7, wherein R 1 is Y-6B, R 2 is C2H5, R 9 is CH3 and R 10 is CH3.
[1114] Table 529. Compound of formula I.7, wherein R 1 is Y-7A, R 2 is C2H5, R 9 is H and R 10 is H.
[1115] Table 530. Compound of formula I.7, wherein R 1 is Y-7A, R 2 is C2H5, R 9 is CH3 and R 10 is H.
[1116] Table 531. Compound of formula I.7, wherein R 1 is Y-7A, R 2 is C2H5, R 9 is CH3 and R 10 is CH3.
[1117] Table 532. Compound of formula I.7, wherein R 1 is Y-7B, R 2 is C2H5, R 9 is H and R10 is H.
[1118] Table 533. Compound of Formula I.7, wherein R 1 is Y-7B, R 2 is C2H5, R 9 is CH3 and R 10 is H.
[1119] Table 534. Compound of Formula I.7, wherein R 1 is Y-7B, R 2 is C2H5, R 9 is CH3 and R 10 is CH3.
[1120] Table 535. Compound of Formula I.7, wherein R 1 is Y-8A, R 2 is C2H5, R 9 is H and R 10 is H.
[1121] Table 536. Compound of Formula I.7, wherein R 1 is Y-8A, R 2 is C2H5, R 9 is CH3 and R 10 is H.
[1122] Table 537. Compound of Formula I.7, wherein R 1 is Y-8A, R 2 is C2H5, R 9 is CH3 and R 10 is CH3.
[1123] Table 538. Compound of Formula I.7, wherein R 1 is Y-8B, R 2 is C2H5, R 9 is H and R 10 is H.
[1124] Table 539. Compound of Formula I.7, wherein R 1 is Y-8B, R 2 is C2H5, R 9 is CH3 and R 10 is H.
[1125] Table 540. Compound of Formula I.7, wherein R 1 is Y-8B, R 2 is C2H5, R 9 is CH3 and R 10 is CH3.
[1126] Table 541. Compound of Formula I.7, wherein R1 is Y-1A, R 2 is c-C3H5, R 9 is H and R 10 is H.
[1127] Table 542. Compound of formula I.7, wherein R 1 is Y-1A, R 2 is c-C3H5, R 9 is CH3 and R 10 is H.
[1128] Table 543. Compound of formula I.7, wherein R 1 is Y-1A, R 2 is c-C3H5, R 9 is CH3 and R 10 is CH3.
[1129] Table 544. Compound of formula I.7, wherein R 1 is Y-1B, R 2 is c-C3H5, R 9 is H and R 10 is H.
[1130] Table 545. Compound of formula I.7, wherein R 1 is Y-1B, R 2 is c-C3H5, R 9 is CH3, R 10 is H.
[1131] Table 546. Compound of formula I.7, wherein R 1 is Y-1B, R 2 is c-C3H5, R 9 is CH3 and R 10 is CH3.
[1132] Table 547. Compound of formula I.7, wherein R 1 is Y-2A, R 2 is c-C3H5, R 9 is H and R 10 is H.
[1133] Table 548. Compound of formula I.7, wherein R 1 is Y-2A, R 2 is c-C3H5, R 9 is CH3 and R 10 is H.
[1134] Table 549. Compound of formula I.7, wherein R 1 is Y-2A, R 2 is c-C3H5, R 9is CH3 and R 10 is CH3.
[1135] Table 550. Compound of formula I.7, wherein R 1 is Y-2B, R 2 is c-C3H5, R 9 is H and R 10 is H.
[1136] Table 551. Compound of formula I.7, wherein R 1 is Y-2B, R 2 is c-C3H5, R 9 is CH3 and R 10 is H.
[1137] Table 552. Compound of formula I.7, wherein R 1 is Y-2B, R 2 is c-C3H5, R 9 is CH3 and R 10 is CH3.
[1138] Table 553. Compound of formula I.7, wherein R 1 is Y-3A, R 2 is c-C3H5, R 9 is H and R 10 is H.
[1139] Table 554. Compound of formula I.7, wherein R 1 is Y-3A, R 2 is c-C3H5, R 9 is CH3 and R 10 is H.
[1140] Table 555. Compound of formula I.7, wherein R 1 is Y-3A, R 2 is c-C3H5, R 9 is CH3 and R 10 is CH3.
[1141] Table 556. Compound of formula I.7, wherein R 1 is Y-3B, R 2 is c-C3H5, R 9 is H and R 10 is H.
[1142] Table 557. Compound of formula I.7, wherein R 1 is Y-3B, R 2 is c-C3H5, R 9 is CH3 and R 10 is H.
[1143] Table 558. Compounds of Formula I.7, where R 1 is Y-3B, R 2 is c-C3H5, R 9 is CH3 and R 10 is CH3.
[1144] Table 559. Compounds of Formula I.7, where R 1 is Y-3C, R 2 is c-C3H5, R 9 is H and R 10 is H.
[1145] Table 560. Compounds of Formula I.7, where R 1 is Y-3C, R 2 is c-C3H5, R 9 is CH3 and R 10 is H.
[1146] Table 561. Compounds of Formula I.7, where R 1 is Y-3C, R 2 is c-C3H5, R 9 is CH3 and R 10 is CH3.
[1147] Table 562. Compounds of Formula I.7, where R 1 is Y-3D, R 2 is c-C3H5, R 9 is H and R 10 is H.
[1148] Table 563. Compounds of Formula I.7, where R 1 is Y-3D, R 2 is c-C3H5, R 9 is CH3 and R 10 is H.
[1149] Table 564. Compounds of Formula I.7, where R 1 is Y-3D, R 2 is c-C3H5, R 9 is CH3 and R 10 is CH3.
[1150] Table 565. Compounds of Formula I.7, where R 1 is Y-4A, R 2 is c-C3H5, R 9 is H and R 10 is H.
[1151] Table 566. Compounds of Formula I.7, where R 1 is Y-4A, R 2is c-C3H5, R 9 is CH3 and R 10 is H.
[1152] Table 567. Compound of formula I.7, wherein R 1 is Y-4A, R 2 is c-C3H5, R 9 is CH3 and R 10 is CH3.
[1153] Table 568. Compound of formula I.7, wherein R 1 is Y-4B, R 2 is c-C3H5, R 9 is H and R 10 is H.
[1154] Table 569. Compound of formula I.7, wherein R 1 is Y-4B, R 2 is c-C3H5, R 9 is CH3 and R 10 is H.
[1155] Table 570. Compound of formula I.7, wherein R 1 is Y-4B, R 2 is c-C3H5, R 9 is CH3 and R 10 is CH3.
[1156] Table 571. Compound of formula I.7, wherein R 1 is Y-4C, R 2 is c-C3H5, R 9 is H and R 10 is H.
[1157] Table 572. Compound of formula I.7, wherein R 1 is Y-4C, R 2 is c-C3H5, R 9 is CH3 and R 10 is H.
[1158] Table 573. Compound of formula I.7, wherein R 1 is Y-4C, R 2 is c-C3H5, R 9 is CH3 and R 10 is CH3.
[1159] Table 574. Compound of formula I.7, wherein R 1 is Y-4D, R 2 is c-C3H5, R 9 is H and R 10 is H.
[1160] Table 575. Compound of formula I.7, where R 1 is Y-4D, R 2 is c-C3H5, R 9 is CH3 and R 10 is H.
[1161] Table 576. Compound of formula I.7, where R 1 is Y-4D, R 2 is c-C3H5, R 9 is CH3 and R 10 is CH3.
[1162] Table 577. Compound of formula I.7, where R 1 is Y-5A, R 2 is c-C3H5, R 9 is H and R 10 is H.
[1163] Table 578. Compound of formula I.7, where R 1 is Y-5A, R 2 is c-C3H5, R 9 is CH3 and R 10 is H.
[1164] Table 579. Compound of formula I.7, where R 1 is Y-5A, R 2 is c-C3H5, R 9 is CH3 and R 10 is CH3.
[1165] Table 580. Compound of formula I.7, where R 1 is Y-5B, R 2 is c-C3H5, R 9 is H and R 10 is H.
[1166] Table 581. Compound of formula I.7, where R 1 is Y-5B, R 2 is c-C3H5, R 9 is CH3 and R 10 is H.
[1167] Table 582. Compound of formula I.7, where R 1 is Y-5B, R 2 is c-C3H5, R 9 is CH3 and R 10 is CH3.
[1168] Table 583. Compound of formula I.7, where R1 is Y-6A, R 2 is c-C3H5, R 9 is H and R 10 is H.
[1169] Table 584. Compound of formula I.7, wherein R 1 is Y-6A, R 2 is c-C3H5, R 9 is CH3 and R 10 is H.
[1170] Table 585. Compound of formula I.7, wherein R 1 is Y-6A, R 2 is c-C3H5, R 9 is CH3 and R 10 is CH3.
[1171] Table 586. Compound of formula I.7, wherein R 1 is Y-6B, R 2 is c-C3H5, R 9 is H and R 10 is H.
[1172] Table 587. Compound of formula I.7, wherein R 1 is Y-6B, R 2 is c-C3H5, R 9 is CH3 and R 10 is H.
[1173] Table 588. Compound of formula I.7, wherein R 1 is Y-6B, R 2 is c-C3H5, R 9 is CH3 and R 10 is CH3.
[1174] Table 589. Compound of formula I.7, wherein R 1 is Y-7A, R 2 is c-C3H5, R 9 is H and R 10 is H.
[1175] Table 590. Compound of formula I.7, wherein R 1 is Y-7A, R 2 is c-C3H5, R 9 is CH3 and R 10 is H.
[1176] Table 591. Compound of formula I.7, wherein R 1 is Y-7A, R 2 is c-C3H5, R 9is CH3 and R 10 is CH3.
[1177] Table 592. Compounds of formula I.7, wherein R 1 is Y-7B, R 2 is c-C3H5, R 9 is H and R 10 is H.
[1178] Table 593. Compounds of formula I.7, wherein R 1 is Y-7B, R 2 is c-C3H5, R 9 is CH3 and R 10 is H.
[1179] Table 594. Compounds of formula I.7, wherein R 1 is Y-7B, R 2 is c-C3H5, R 9 is CH3 and R 10 is CH3.
[1180] Table 595. Compounds of formula I.7, wherein R 1 is Y-8A, R 2 is c-C3H5, R 9 is H and R 10 is H.
[1181] Table 596. Compounds of formula I.7, wherein R 1 is Y-8A, R 2 is c-C3H5, R 9 is CH3 and R 10 is H.
[1182] Table 597. Compounds of formula I.7, wherein R 1 is Y-8A, R 2 is c-C3H5, R 9 is CH3 and R 10 is CH3.
[1183] Table 598. Compounds of formula I.7, wherein R 1 is Y-8B, R 2 is c-C3H5, R 9 is H and R 10 is H.
[1184] Table 599. Compounds of formula I.7, wherein R 1 is Y-8B, R 2 is c-C3H5, R 9 is CH3 and R 10 is H.
[1185] Table 600. Compounds of Formula I.7, where R 1 is Y-8B, R 2 is c-C3H5, R 9 is CH3 and R 10 is CH3.
[1186] Table 601. Compounds of Formula I.8, where R 1 is Y-1A, R 2 is H, R 9 is H and R 10 is H.
[1187] Table 602. Compounds of Formula I.8, where R 1 is Y-1A, R 2 is H, R 9 is CH3 and, R 10 is H.
[1188] Table 603. Compounds of Formula I.8, where R 1 is Y-1A, R 2 is H, R 9 is CH3 and R 10 is CH3.
[1189] Table 604. Compounds of Formula I.8, where R 1 is Y-1B, R 2 is H, R 9 is H and R 10 is H.
[1190] Table 605. Compounds of Formula I.8, where R 1 is Y-1B, R 2 is H, R 9 is CH3 and R 10 is H.
[1191] Table 606. Compounds of Formula I.8, where R 1 is Y-1B, R 2 is H, R 9 is CH3 and R 10 is CH3.
[1192] Table 607. Compounds of Formula I.8, where R 1 is Y-2A, R 2 is H, R 9 is H and R 10 is H.
[1193] Table 608. Compounds of Formula I.8, where R 1 is Y-2A, R 2 is H, R 9 is CH3 and R10 is H.
[1194] Table 609. Compound of Formula I.8, wherein R 1 is Y-2A, R 2 is H, R 9 is CH3 and R 10 is CH3.
[1195] Table 610. Compound of Formula I.8, wherein R 1 is Y-2B, R 2 is H, R 9 is H and R 10 is H.
[1196] Table 611. Compound of Formula I.8, wherein R 1 is Y-2B, R 2 is H, R 9 is CH3 and R 10 is H.
[1197] Table 612. Compound of Formula I.8, wherein R 1 is Y-2B, R 2 is H, R 9 is CH3 and R 10 is CH3.
[1198] Table 613. Compound of Formula I.8, wherein R 1 is Y-3A, R 2 is H, R 9 is H and R 10 is H.
[1199] Table 614. Compound of Formula I.8, wherein R 1 is Y-3A, R 2 is H, R 9 is CH3 and R 10 is H.
[1200] Table 615. Compound of Formula I.8, wherein R 1 is Y-3A, R 2 is H, R 9 is CH3 and R 10 is CH3.
[1201] Table 616. Compound of Formula I.8, wherein R 1 is Y-3B, R 2 is H, R 9 is H and R 10 is H.
[1202] Table 617. Compound of Formula I.8, wherein R 1 is Y-3B, R 2is H, R 9 is CH3 and R 10 is H.
[1203] Table 618. Compound of formula I.8, wherein R 1 is Y-3B, R 2 is H, R 9 is CH3 and R 10 is CH3.
[1204] Table 619. Compound of formula I.8, wherein R 1 is Y-3C, R 2 is H, R 9 is H and R 10 is H.
[1205] Table 620. Compound of formula I.8, wherein R 1 is Y-3C, R 2 is H, R 9 is CH3 and R 10 is H.
[1206] Table 621. Compound of formula I.8, wherein R 1 is Y-3C, R 2 is H, R 9 is CH3 and R 10 is CH3.
[1207] Table 622. Compound of formula I.8, wherein R 1 is Y-3D, R 2 is H, R 9 is H and R 10 is H.
[1208] Table 623. Compound of formula I.8, wherein R 1 is Y-3D, R 2 is H, R 9 is CH3 and R 10 is H.
[1209] Table 624. Compound of formula I.8, wherein R 1 is Y-3D, R 2 is H, R 9 is CH3 and R 10 is CH3.
[1210] Table 625. Compound of formula I.8, wherein R 1 is Y-4A, R 2 is H, R 9 is H and R 10 is H.
[1211] Table 626. Compound of formula I.8, wherein R1 is Y-4A, R 2 is H, R 9 is CH3 and R 10 is H.
[1212] Table 627. Compound of formula I.8, wherein R 1 is Y-4A, R 2 is H, R 9 is CH3 and R 10 is CH3.
[1213] Table 628. Compound of formula I.8, wherein R 1 is Y-4B, R 2 is H, R 9 is H and R 10 is H.
[1214] Table 629. Compound of formula I.8, wherein R 1 is Y-4B, R 2 is H, R 9 is CH3 and R 10 is H.
[1215] Table 630. Compound of formula I.8, wherein R 1 is Y-4B, R 2 is H, R 9 is CH3 and R 10 is CH3.
[1216] Table 631. Compound of formula I.8, wherein R 1 is Y-4C, R 2 is H, R 9 is H and R 10 is H.
[1217] Table 632. Compound of formula I.8, wherein R 1 is Y-4C, R 2 is H, R 9 is CH3 and R 10 is H.
[1218] Table 633. Compound of formula I.8, wherein R 1 is Y-4C, R 2 is H, R 9 is CH3 and R 10 is CH3.
[1219] Table 634. Compound of formula I.8, wherein R 1 is Y-4D, R 2 is H, R 9 is H and R 10 is H.
[1220] Table 635. Compound of Formula I.8, wherein R 1 is Y-4D, R 2 is H, R 9 is CH3 and R 10 is H.
[1221] Table 636. Compound of Formula I.8, wherein R 1 is Y-4D, R 2 is H, R 9 is CH3 and R 10 is CH3.
[1222] Table 637. Compound of Formula I.8, wherein R 1 is Y-5A, R 2 is H, R 9 is H and R 10 is H.
[1223] Table 638. Compound of Formula I.8, wherein R 1 is Y-5A, R 2 is H, R 9 is CH3 and R 10 is H.
[1224] Table 639. Compound of Formula I.8, wherein R 1 is Y-5A, R 2 is H, R 9 is CH3 and R 10 is CH3.
[1225] Table 640. Compound of Formula I.8, wherein R 1 is Y-5B, R 2 is H, R 9 is H and R 10 is H.
[1226] Table 641. Compound of Formula I.8, wherein R 1 is Y-5B, R 2 is H, R 9 is CH3 and R 10 is H.
[1227] Table 642. Compound of Formula I.8, wherein R 1 is Y-5B, R 2 is H, R 9 is CH3 and R 10 is CH3.
[1228] Table 643. Compound of Formula I.8, wherein R 1 is Y-6A, R 2 is H, R 9 is H and R10 is H.
[1229] Table 644. Compound of Formula I.8, wherein R 1 is Y-6A, R 2 is H, R 9 is CH3 and R 10 is H.
[1230] Table 645. Compound of Formula I.8, wherein R 1 is Y-6A, R 2 is H, R 9 is CH3 and R 10 is CH3.
[1231] Table 646. Compound of Formula I.8, wherein R 1 is Y-6B, R 2 is H, R 9 is H and R 10 is H.
[1232] Table 647. Compound of Formula I.8, wherein R 1 is Y-6B, R 2 is H, R 9 is CH3 and R 10 is H.
[1233] Table 648. Compound of Formula I.8, wherein R 1 is Y-6B, R 2 is H, R 9 is CH3 and R 10 is CH3.
[1234] Table 649. Compound of Formula I.8, wherein R 1 is Y-7A, R 2 is H, R 9 is H and R 10 is H.
[1235] Table 650. Compound of Formula I.8, wherein R 1 is Y-7A, R 2 is H, R 9 is CH3 and R 10 is H.
[1236] Table 651. Compound of Formula I.8, wherein R 1 is Y-7A, R 2 is H, R 9 is CH3 and R 10 is CH3.
[1237] Table 652. Compound of Formula I.8, wherein R 1 is Y-7B, R 2is H, R 9 is H and R 10 is H.
[1238] Table 653. Compound of formula I.8, wherein R 1 is Y-7B, R 2 is H, R 9 is CH3 and R 10 is H.
[1239] Table 654. Compound of formula I.8, wherein R 1 is Y-7B, R 2 is H, R 9 is CH3 and R 10 is CH3.
[1240] Table 655. Compound of formula I.8, wherein R 1 is Y-8A, R 2 is H, R 9 is H and R 10 is H.
[1241] Table 656. Compound of formula I.8, wherein R 1 is Y-8A, R 2 is H, R 9 is CH3 and R 10 is H.
[1242] Table 657. Compound of formula I.8, wherein R 1 is Y-8A, R 2 is H, R 9 is CH3 and R 10 is CH3.
[1243] Table 658. Compound of formula I.8, wherein R 1 is Y-8B, R 2 is H, R 9 is H and R 10 is H.
[1244] Table 659. Compound of formula I.8, wherein R 1 is Y-8B, R 2 is H, R 9 is CH3 and R 10 is H.
[1245] Table 660. Compound of formula I.8, wherein R 1 is Y-8B, R 2 is H, R 9 is CH3 and R 10 is CH3.
[1246] Table 661. Compound of formula I.8, wherein R1 is Y-1A, R 2 is CH3, R 9 is H and R 10 is H.
[1247] Table 662. Compound of Formula I.8, wherein R 1 is Y-1A, R 2 is CH3, R 9 is CH3 and R 10 is H.
[1248] Table 663. Compound of Formula I.8, wherein R 1 is Y-1A, R 2 is CH3, R 9 is CH3 and R 10 is CH3.
[1249] Table 664. Compound of Formula I.8, wherein R 1 is Y-1B, R 2 is CH3, R 9 is H and R 10 is H.
[1250] Table 665. Compound of Formula I.8, wherein R 1 is Y-1B, R 2 is CH3, R 9 is CH3 and R 10 is H.
[1251] Table 666. Compound of Formula I.8, wherein R 1 is Y-1B, R 2 is CH3, R 9 is CH3 and R 10 is CH3.
[1252] Table 667. Compound of Formula I.8, wherein R 1 is Y-2A, R 2 is CH3, R 9 is H and R 10 is H.
[1253] Table 668. Compound of Formula I.8, wherein R 1 is Y-2A, R 2 is CH3, R 9 is CH3 and R 10 is H.
[1254] Table 669. Compound of Formula I.8, wherein R 1 is Y-2A, R 2 is CH3, R 9 is CH3 and R 10 is CH3.
[1255] Table 670. Compound of Formula I.8, wherein R 1 is Y-2B, R 2 is CH3, R 9 is H and R 10 is H.
[1256] Table 671. Compound of Formula I.8, wherein R 1 is Y-2B, R 2 is CH3, R 9 is CH3 and R 10 is H.
[1257] Table 672. Compound of Formula I.8, wherein R 1 is Y-2B, R 2 is CH3, R 9 is CH3 and R 10 is CH3.
[1258] Table 673. Compound of Formula I.8, wherein R 1 is Y-3A, R 2 is CH3, R 9 is H and R 10 is H.
[1259] Table 674. Compound of Formula I.8, wherein R 1 is Y-3A, R 2 is CH3, R 9 is CH3 and R 10 is H.
[1260] Table 675. Compound of Formula I.8, wherein R 1 is Y-3A, R 2 is CH3, R 9 is CH3 and R 10 is CH3.
[1261] Table 676. Compound of Formula I.8, wherein R 1 is Y-3B, R 2 is CH3, R 9 is H and R 10 is H.
[1262] Table 677. Compound of Formula I.8, wherein R 1 is Y-3B, R 2 is CH3, R 9 is CH3 and R 10 is H.
[1263] Table 678. Compound of Formula I.8, wherein R 1 is Y-3B, R 2is CH3, R 9 is CH3 and R 10 is CH3.
[1264] Table 679. Compound of formula I.8, wherein R 1 is Y-3C, R 2 is CH3, R 9 is H and R 10 is H.
[1265] Table 680. Compound of formula I.8, wherein R 1 is Y-3C, R 2 is CH3, R 9 is CH3 and R 10 is H.
[1266] Table 681. Compound of formula I.8, wherein R 1 is Y-3C, R 2 is CH3, R 9 is CH3 and R 10 is CH3.
[1267] Table 682. Compound of formula I.8, wherein R 1 is Y-3D, R 2 is CH3, R 9 is H and R 10 is H.
[1268] Table 683. Compound of formula I.8, wherein R 1 is Y-3D, R 2 is CH3, R 9 is CH3 and R 10 is H.
[1269] Table 684. Compound of formula I.8, wherein R 1 is Y-3D, R 2 is CH3, R 9 is CH3 and R 10 is CH3.
[1270] Table 685. Compound of formula I.8, wherein R 1 is Y-4A, R 2 is CH3, R 9 is H and R 10 is H.
[1271] Table 686. Compound of formula I.8, wherein R 1 is Y-4A, R 2 is CH3, R 9 is CH3 and R 10 is H.
[1272] Table 687. Compound of Formula I.8, wherein R 1 is Y-4A, R 2 is CH3, R 9 is CH3 and R 10 is CH3.
[1273] Table 688. Compound of Formula I.8, wherein R 1 is Y-4B, R 2 is CH3, R 9 is H and R 10 is H.
[1274] Table 689. Compound of Formula I.8, wherein R 1 is Y-4B, R 2 is CH3, R 9 is CH3 and R 10 is H.
[1275] Table 690. Compound of Formula I.8, wherein R 1 is Y-4B, R 2 is CH3, R 9 is CH3 and R 10 is CH3.
[1276] Table 691. Compound of Formula I.8, wherein R 1 is Y-4C, R 2 is CH3, R 9 is H and R 10 is H.
[1277] Table 692. Compound of Formula I.8, wherein R 1 is Y-4C, R 2 is CH3, R 9 is CH3 and R 10 is H.
[1278] Table 693. Compound of Formula I.8, wherein R 1 is Y-4C, R 2 is CH3, R 9 is CH3 and R 10 is CH3.
[1279] Table 694. Compound of Formula I.8, wherein R 1 is Y-4D, R 2 is CH3, R 9 is H and R 10 is H.
[1280] Table 695. Compound of Formula I.8, wherein R 1 is Y-4D, R 2 is CH3, R 9is CH3 and R 10 is H.
[1281] Table 696. Compound of Formula I.8, wherein R 1 is Y-4D, R 2 is CH3, R 9 is CH3 and R 10 is CH3.
[1282] Table 697. Compound of Formula I.8, wherein R 1 is Y-5A, R 2 is CH3, R 9 is H and R 10 is H.
[1283] Table 698. Compound of Formula I.8, wherein R 1 is Y-5A, R 2 is CH3, R 9 is CH3 and R 10 is H.
[1284] Table 699. Compound of Formula I.8, wherein R 1 is Y-5A, R 2 is CH3, R 9 is CH3 and R 10 is CH3.
[1285] Table 700. Compound of Formula I.8, wherein R 1 is Y-5B, R 2 is CH3, R 9 is H and R 10 is H.
[1286] Table 701. Compound of Formula I.8, wherein R 1 is Y-5B, R 2 is CH3, R 9 is CH3 and R 10 is H.
[1287] Table 702. Compound of Formula I.8, wherein R 1 is Y-5B, R 2 is CH3, R 9 is CH3 and R 10 is CH3.
[1288] Table 703. Compound of Formula I.8, wherein R 1 is Y-6A, R 2 is CH3, R 9 is H and R 10 is H.
[1289] Table 704. Compound of Formula I.8, wherein R1 is Y-6A, R 2 is CH3, R 9 is CH3 and R 10 is H.
[1290] Table 705. Compound of Formula I.8, wherein R 1 is Y-6A, R 2 is CH3, R 9 is CH3 and R 10 is CH3.
[1291] Table 706. Compound of Formula I.8, wherein R 1 is Y-6B, R 2 is CH3, R 9 is H and R 10 is H.
[1292] Table 707. Compound of Formula I.8, wherein R 1 is Y-6B, R 2 is CH3, R 9 is CH3 and R 10 is H.
[1293] Table 708. Compound of Formula I.8, wherein R 1 is Y-6B, R 2 is CH3, R 9 is CH3 and R 10 is CH3.
[1294] Table 709. Compound of Formula I.8, wherein R 1 is Y-7A, R 2 is CH3, R 9 is H and R 10 is H.
[1295] Table 710. Compound of Formula I.8, wherein R 1 is Y-7A, R 2 is CH3, R 9 is CH3 and R 10 is H.
[1296] Table 711. Compound of Formula I.8, wherein R 1 is Y-7A, R 2 is CH3, R 9 is CH3 and R 10 is CH3.
[1297] Table 712. Compound of Formula I.8, wherein R 1 is Y-7B, R 2 is CH3, R 9 is H and R 10 is H.
[1298] Table 713. Compounds of Formula I.8, where R 1 is Y-7B, R 2 is CH3, R 9 is CH3 and R 10 is H.
[1299] Table 714. Compounds of Formula I.8, where R 1 is Y-7B, R 2 is CH3, R 9 is CH3 and R 10 is CH3.
[1300] Table 715. Compounds of Formula I.8, where R 1 is Y-8A, R 2 is CH3, R 9 is H and R 10 is H.
[1301] Table 716. Compounds of Formula I.8, where R 1 is Y-8A, R 2 is CH3, R 9 is CH3 and R 10 is H.
[1302] Table 717. Compounds of Formula I.8, where R 1 is Y-8A, R 2 is CH3, R 9 is CH3 and R 10 is CH3.
[1303] Table 718. Compounds of Formula I.8, where R 1 is Y-8B, R 2 is CH3, R 9 is H and R 10 is H.
[1304] Table 719. Compounds of Formula I.8, where R 1 is Y-8B, R 2 is CH3, R 9 is CH3 and R 10 is H.
[1305] Table 720. Compounds of Formula I.8, where R 1 is Y-8B, R 2 is CH3, R 9 is CH3 and R 10 is CH3.
[1306] Table 721. Compounds of Formula I.8, where R 1 is Y-1A, R 2is C2H5, R 9 is H and R 10 is H.
[1307] Table 722. Compound of formula I.8, wherein R 1 is Y-1A, R 2 is C2H5, R 9 is CH3 and R 10 is H.
[1308] Table 723. Compound of formula I.8, wherein R 1 is Y-1A, R 2 is C2H5, R 9 is CH3 and R 10 is CH3.
[1309] Table 724. Compound of formula I.8, wherein R 1 is Y-1B, R 2 is C2H5, R 9 is H and R 10 is H.
[1310] Table 725. Compound of formula I.8, wherein R 1 is Y-1B, R 2 is C2H5, R 9 is CH3 and R 10 is H.
[1311] Table 726. Compound of formula I.8, wherein R 1 is Y-1B, R 2 is C2H5, R 9 is CH3 and R 10 is CH3.
[1312] Table 727. Compound of formula I.8, wherein R 1 is Y-2A, R 2 is C2H5, R 9 is H and R 10 is H.
[1313] Table 728. Compound of formula I.8, wherein R 1 is Y-2A, R 2 is C2H5, R 9 is CH3 and R 10 is H.
[1314] Table 729. Compound of formula I.8, wherein R 1 is Y-2A, R 2 is C2H5, R 9 is CH3 and R 10 is CH3.
[1315] Table 730. Compounds of Formula I.8, where R 1 is Y-2B, R 2 is C2H5, R 9 is H and R 10 is H.
[1316] Table 731. Compounds of Formula I.8, where R 1 is Y-2B, R 2 is C2H5, R 9 is CH3 and R 10 is H.
[1317] Table 732. Compounds of Formula I.8, where R 1 is Y-2B, R 2 is C2H5, R 9 is CH3 and R 10 is CH3.
[1318] Table 733. Compounds of Formula I.8, where R 1 is Y-3A, R 2 is C2H5, R 9 is H and R 10 is H.
[1319] Table 734. Compounds of Formula I.8, where R 1 is Y-3A, R 2 is C2H5, R 9 is CH3 and R 10 is H.
[1320] Table 735. Compounds of Formula I.8, where R 1 is Y-3A, R 2 is C2H5, R 9 is CH3 and R 10 is CH3.
[1321] Table 736. Compounds of Formula I.8, where R 1 is Y-3B, R 2 is C2H5, R 9 is H and R 10 is H.
[1322] Table 737. Compounds of Formula I.8, where R 1 is Y-3B, R 2 is C2H5, R 9 is CH3 and R 10 is H.
[1323] Table 738. Compounds of Formula I.8, where R 1 is Y-3B, R 2 is C2H5, R9 is CH3 and R 10 is CH3.
[1324] Table 739. Compound of Formula I.8, wherein R 1 is Y-3C, R 2 is C2H5, R 9 is H and R 10 is H.
[1325] Table 740. Compound of Formula I.8, wherein R 1 is Y-3C, R 2 is C2H5, R 9 is CH3 and R 10 is H.
[1326] Table 741. Compound of Formula I.8, wherein R 1 is Y-3C, R 2 is C2H5, R 9 is CH3 and R 10 is CH3.
[1327] Table 742. Compound of Formula I.8, wherein R 1 is Y-3D, R 2 is C2H5, R 9 is H and R 10 is H.
[1328] Table 743. Compound of Formula I.8, wherein R 1 is Y-3D, R 2 is C2H5, R 9 is CH3 and R 10 is H.
[1329] Table 744. Compound of Formula I.8, wherein R 1 is Y-3D, R 2 is C2H5, R 9 is CH3 and R 10 is CH3.
[1330] Table 745. Compound of Formula I.8, wherein R 1 is Y-4A, R 2 is C2H5, R 9 is H and R 10 is H.
[1331] Table 746. Compound of Formula I.8, wherein R 1 is Y-4A, R 2 is C2H5, R 9 is CH3 and R 10 is H.
[1332] Table 747. Compound of Formula I.8, where R 1 is Y-4A, R 2 is C2H5, R 9 is CH3 and R 10 is CH3.
[1333] Table 748. Compound of Formula I.8, where R 1 is Y-4B, R 2 is C2H5, R 9 is H and R 10 is H.
[1334] Table 749. Compound of Formula I.8, where R 1 is Y-4B, R 2 is C2H5, R 9 is CH3 and R 10 is H.
[1335] Table 750. Compound of Formula I.8, where R 1 is Y-4B, R 2 is C2H5, R 9 is CH3 and R 10 is CH3.
[1336] Table 751. Compound of Formula I.8, where R 1 is Y-4C, R 2 is C2H5, R 9 is H and R 10 is H.
[1337] Table 752. Compound of Formula I.8, where R 1 is Y-4C, R 2 is C2H5, R 9 is CH3 and R 10 is H.
[1338] Table 753. Compound of Formula I.8, where R 1 is Y-4C, R 2 is C2H5, R 9 is CH3 and R 10 is CH3.
[1339] Table 754. Compound of Formula I.8, where R 1 is Y-4D, R 2 is C2H5, R 9 is H and R 10 is H.
[1340] Table 755. Compound of Formula I.8, where R 1 is Y-4D, R 2 is C2H5, R9 is CH3 and R 10 is H.
[1341] Table 756. Compound of Formula I.8, wherein R 1 is Y-4D, R 2 is C2H5, R 9 is CH3 and R 10 is CH3.
[1342] Table 757. Compound of Formula I.8, wherein R 1 is Y-5A, R 2 is C2H5, R 9 is H and R 10 is H.
[1343] Table 758. Compound of Formula I.8, wherein R 1 is Y-5A, R 2 is C2H5, R 9 is CH3 and R 10 is H.
[1344] Table 759. Compound of Formula I.8, wherein R 1 is Y-5A, R 2 is C2H5, R 9 is CH3 and R 10 is CH3.
[1345] Table 760. Compound of Formula I.8, wherein R 1 is Y-5B, R 2 is C2H5, R 9 is H and R 10 is H.
[1346] Table 761. Compound of Formula I.8, wherein R 1 is Y-5B, R 2 is C2H5, R 9 is CH3 and R 10 is H.
[1347] Table 762. Compound of Formula I.8, wherein R 1 is Y-5B, R 2 is C2H5, R 9 is CH3 and R 10 is CH3.
[1348] Table 763. Compound of Formula I.8, wherein R 1 is Y-6A, R 2 is C2H5, R 9 is H and R 10 is H.
[1349] Table 764. Compound of Formula I.8, where R 1 is Y-6A, R 2 is C2H5, R 9 is CH3 and R 10 is H.
[1350] Table 765. Compound of Formula I.8, where R 1 is Y-6A, R 2 is C2H5, R 9 is CH3 and R 10 is CH3.
[1351] Table 766. Compound of Formula I.8, where R 1 is Y-6B, R 2 is C2H5, R 9 is H and R 10 is H.
[1352] Table 767. Compound of Formula I.8, where R 1 is Y-6B, R 2 is C2H5, R 9 is CH3 and R 10 is H.
[1353] Table 768. Compound of Formula I.8, where R 1 is Y-6B, R 2 is C2H5, R 9 is CH3 and R 10 is CH3.
[1354] Table 769. Compound of Formula I.8, where R 1 is Y-7A, R 2 is C2H5, R 9 is H and R 10 is H.
[1355] Table 770. Compound of Formula I.8, where R 1 is Y-7A, R 2 is C2H5, R 9 is CH3 and R 10 is H.
[1356] Table 771. Compound of Formula I.8, where R 1 is Y-7A, R 2 is C2H5, R 9 is CH3 and R 10 is CH3.
[1357] Table 772. Compound of Formula I.8, where R 1 is Y-7B, R 2 is C2H5, R9 is H and R 10 is H.
[1358] Table 773. Compound of Formula I.8, wherein R 1 is Y-7B, R 2 is C2H5, R 9 is CH3 and R 10 is H.
[1359] Table 774. Compound of Formula I.8, wherein R 1 is Y-7B, R 2 is C2H5, R 9 is CH3 and R 10 is CH3.
[1360] Table 775. Compound of Formula I.8, wherein R 1 is Y-8A, R 2 is C2H5, R 9 is H and R 10 is H.
[1361] Table 776. Compound of Formula I.8, wherein R 1 is Y-8A, R 2 is C2H5, R 9 is CH3 and R 10 is H.
[1362] Table 777. Compound of Formula I.8, wherein R 1 is Y-8A, R 2 is C2H5, R 9 is CH3 and R 10 is CH3.
[1363] Table 778. Compound of Formula I.8, wherein R 1 is Y-8B, R 2 is C2H5, R 9 is H and R 10 is H.
[1364] Table 779. Compound of Formula I.8, wherein R 1 is Y-8B, R 2 is C2H5, R 9 is CH3 and R 10 is H.
[1365] Table 780. Compound of Formula I.8, wherein R 1 is Y-8B, R 2 is C2H5, R 9 is CH3 and R 10 is CH3.
[1366] Table 781. Compound of Formula I.8, where R 1 is Y-1A, R 2 is c-C3H5, R 9 is H and R 10 is H.
[1367] Table 782. Compound of Formula I.8, where R 1 is Y-1A, R 2 is c-C3H5, R 9 is CH3 and R 10 is H.
[1368] Table 783. Compound of Formula I.8, where R 1 is Y-1A, R 2 is c-C3H5, R 9 is CH3 and R 10 is CH3.
[1369] Table 784. Compound of Formula I.8, where R 1 is Y-1B, R 2 is c-C3H5, R 9 is H and R 10 is H.
[1370] Table 785. Compound of Formula I.8, where R 1 is Y-1B, R 2 is c-C3H5, R 9 is CH3, R 10 is H.
[1371] Table 786. Compound of Formula I.8, where R 1 is Y-1B, R 2 is c-C3H5, R 9 is CH3 and R 10 is CH3.
[1372] Table 787. Compound of Formula I.8, where R 1 is Y-2A, R 2 is c-C3H5, R 9 is H and R 10 is H.
[1373] Table 788. Compound of Formula I.8, where R 1 is Y-2A, R 2 is c-C3H5, R 9 is CH3 and R 10 is H.
[1374] Table 789. Compound of Formula I.8, where R 1 is Y-2A, R 2is c-C3H5, R 9 is CH3 and R 10 is CH3.
[1375] Table 790. Compound of formula I.8, wherein R 1 is Y-2B, R 2 is c-C3H5, R 9 is H and R 10 is H.
[1376] Table 791. Compound of formula I.8, wherein R 1 is Y-2B, R 2 is c-C3H5, R 9 is CH3 and R 10 is H.
[1377] Table 792. Compound of formula I.8, wherein R 1 is Y-2B, R 2 is c-C3H5, R 9 is CH3 and R 10 is CH3.
[1378] Table 793. Compound of formula I.8, wherein R 1 is Y-3A, R 2 is c-C3H5, R 9 is H and R 10 is H.
[1379] Table 794. Compound of formula I.8, wherein R 1 is Y-3A, R 2 is c-C3H5, R 9 is CH3 and R 10 is H.
[1380] Table 795. Compound of formula I.8, wherein R 1 is Y-3A, R 2 is c-C3H5, R 9 is CH3 and R 10 is CH3.
[1381] Table 796. Compound of formula I.8, wherein R 1 is Y-3B, R 2 is c-C3H5, R 9 is H and R 10 is H.
[1382] Table 797. Compound of formula I.8, wherein R 1 is Y-3B, R 2 is c-C3H5, R 9 is CH3 and R 10 is H.
[1383] Table 798. Compounds of Formula I.8, wherein R 1 is Y-3B, R 2 is c-C3H5, R 9 is CH3 and R 10 is CH3.
[1384] Table 799. Compounds of Formula I.8, wherein R 1 is Y-3C, R 2 is c-C3H5, R 9 is H and R 10 is H.
[1385] Table 800. Compounds of Formula I.8, wherein R 1 is Y-3C, R 2 is c-C3H5, R 9 is CH3 and R 10 is H.
[1386] Table 801. Compounds of Formula I.8, wherein R 1 is Y-3C, R 2 is c-C3H5, R 9 is CH3 and R 10 is CH3.
[1387] Table 802. Compounds of Formula I.8, wherein R 1 is Y-3D, R 2 is c-C3H5, R 9 is H and R 10 is H.
[1388] Table 803. Compounds of Formula I.8, wherein R 1 is Y-3D, R 2 is c-C3H5, R 9 is CH3 and R 10 is H.
[1389] Table 804. Compounds of Formula I.8, wherein R 1 is Y-3D, R 2 is c-C3H5, R 9 is CH3 and R 10 is CH3.
[1390] Table 805. Compounds of Formula I.8, wherein R 1 is Y-4A, R 2 is c-C3H5, R 9 is H and R 10 is H.
[1391] Table 806. Compounds of Formula I.8, wherein R1 is Y-4A, R 2 is c-C3H5, R 9 is CH3 and R 10 is H.
[1392] Table 807. Compound of formula I.8, wherein R 1 is Y-4A, R 2 is c-C3H5, R 9 is CH3 and R 10 is CH3.
[1393] Table 808. Compound of formula I.8, wherein R 1 is Y-4B, R 2 is c-C3H5, R 9 is H and R 10 is H.
[1394] Table 809. Compound of formula I.8, wherein R 1 is Y-4B, R 2 is c-C3H5, R 9 is CH3 and R 10 is H.
[1395] Table 810. Compound of formula I.8, wherein R 1 is Y-4B, R 2 is c-C3H5, R 9 is CH3 and R 10 is CH3.
[1396] Table 811. Compound of formula I.8, wherein R 1 is Y-4C, R 2 is c-C3H5, R 9 is H and R 10 is H.
[1397] Table 812. Compound of formula I.8, wherein R 1 is Y-4C, R 2 is c-C3H5, R 9 is CH3 and R 10 is H.
[1398] Table 813. Compound of formula I.8, wherein R 1 is Y-4C, R 2 is c-C3H5, R 9 is CH3 and R 10 is CH3.
[1399] Table 814. Compound of formula I.8, wherein R 1 is Y-4D, R 2 is c-C3H5, R9 is H and R 10 is H.
[1400] Table 815. Compound of formula I.8, wherein R 1 is Y-4D, R 2 is c-C3H5, R 9 is CH3 and R 10 is H.
[1401] Table 816. Compound of formula I.8, wherein R 1 is Y-4D, R 2 is c-C3H5, R 9 is CH3 and R 10 is CH3.
[1402] Table 817. Compound of formula I.8, wherein R 1 is Y-5A, R 2 is c-C3H5, R 9 is H and R 10 is H.
[1403] Table 818. Compound of formula I.8, wherein R 1 is Y-5A, R 2 is c-C3H5, R 9 is CH3 and R 10 is H.
[1404] Table 819. Compound of formula I.8, wherein R 1 is Y-5A, R 2 is c-C3H5, R 9 is CH3 and R 10 is CH3.
[1405] Table 820. Compound of formula I.8, wherein R 1 is Y-5B, R 2 is c-C3H5, R 9 is H and R 10 is H.
[1406] Table 821. Compound of formula I.8, wherein R 1 is Y-5B, R 2 is c-C3H5, R 9 is CH3 and R 10 is H.
[1407] Table 822. Compound of formula I.8, wherein R 1 is Y-5B, R 2 is c-C3H5, R 9 is CH3 and R 10 is CH3.
[1408] Table 823. Compounds of Formula I.8, where R 1 is Y-6A, R 2 is c-C3H5, R 9 is H and R 10 is H.
[1409] Table 824. Compounds of Formula I.8, where R 1 is Y-6A, R 2 is c-C3H5, R 9 is CH3 and R 10 is H.
[1410] Table 825. Compounds of Formula I.8, where R 1 is Y-6A, R 2 is c-C3H5, R 9 is CH3 and R 10 is CH3.
[1411] Table 826. Compounds of Formula I.8, where R 1 is Y-6B, R 2 is c-C3H5, R 9 is H and R 10 is H.
[1412] Table 827. Compounds of Formula I.8, where R 1 is Y-6B, R 2 is c-C3H5, R 9 is CH3 and R 10 is H.
[1413] Table 828. Compounds of Formula I.8, where R 1 is Y-6B, R 2 is c-C3H5, R 9 is CH3 and R 10 is CH3.
[1414] Table 829. Compounds of Formula I.8, where R 1 is Y-7A, R 2 is c-C3H5, R 9 is H and R 10 is H.
[1415] Table 830. Compounds of Formula I.8, where R 1 is Y-7A, R 2 is c-C3H5, R 9 is CH3 and R 10 is H.
[1416] Table 831. Compounds of Formula I.8, where R 1 is Y-7A, R2 is c-C3H5, R 9 is CH3 and R 10 is CH3.
[1417] Table 832. Compound of formula I.8, wherein R 1 is Y-7B, R 2 is c-C3H5, R 9 is H and R 10 is H.
[1418] Table 833. Compound of formula I.8, wherein R 1 is Y-7B, R 2 is c-C3H5, R 9 is CH3 and R 10 is H.
[1419] Table 834. Compound of formula I.8, wherein R 1 is Y-7B, R 2 is c-C3H5, R 9 is CH3 and R 10 is CH3.
[1420] Table 835. Compound of formula I.8, wherein R 1 is Y-8A, R 2 is c-C3H5, R 9 is H and R 10 is H.
[1421] Table 836. Compound of formula I.8, wherein R 1 is Y-8A, R 2 is c-C3H5, R 9 is CH3 and R 10 is H.
[1422] Table 837. Compound of formula I.8, wherein R 1 is Y-8B, R 2 is c-C3H5, R 9 is CH3 and R 10 is CH3.
[1423] Table 838. Compound of formula I.8, wherein R 1 is Y-8B, R 2 is c-C3H5, R 9 is H and R 10 is H.
[1424] Table 839. Compound of formula I.8, wherein R 1 is Y-8B, R 2 is c-C3H5, R 9 is CH3 and R10 is H.
[1425] Table 840. Compound of formula I.8, wherein R 1 is Y-8B, R 2 is c-C3H5, R 9 is CH3 and R 10 is CH3.
[1426] Table 841. Compound of formula I.9, wherein R 1 is Y-1A, R 2 is H, R 9 is H and R 10 is H.
[1427] Table 842. Compound of formula I.9, wherein R 1 is Y-1A, R 2 is H, R 9 is CH3 and, R 10 is H.
[1428] Table 843. Compound of formula I.9, wherein R 1 is Y-1A, R 2 is H, R 9 is CH3 and R 10 is CH3.
[1429] Table 844. Compound of formula I.9, wherein R 1 is Y-1B, R 2 is H, R 9 is H and R 10 is H.
[1430] Table 845. Compound of formula I.9, wherein R 1 is Y-1B, R 2 is H, R 9 is CH3 and R 10 is H.
[1431] Table 846. Compound of formula I.9, wherein R 1 is Y-1B, R 2 is H, R 9 is CH3 and R 10 is CH3.
[1432] Table 847. Compound of formula I.9, wherein R 1 is Y-2A, R 2 is H, R 9 is H and R 10 is H.
[1433] Table 848. Compound of formula I.9, wherein R 1 is Y-2A, R2 is H, R 9 is CH3 and R 10 is H.
[1434] Table 849. Compound of Formula I.9, wherein R 1 is Y-2A, R 2 is H, R 9 is CH3 and R 10 is CH3.
[1435] Table 850. Compound of Formula I.9, wherein R 1 is Y-2B, R 2 is H, R 9 is H and R 10 is H.
[1436] Table 851. Compound of Formula I.9, wherein R 1 is Y-2B, R 2 is H, R 9 is CH3 and R 10 is H.
[1437] Table 852. Compound of Formula I.9, wherein R 1 is Y-2B, R 2 is H, R 9 is CH3 and R 10 is CH3.
[1438] Table 853. Compound of Formula I.9, wherein R 1 is Y-3A, R 2 is H, R 9 is H and R 10 is H.
[1439] Table 854. Compound of Formula I.9, wherein R 1 is Y-3A, R 2 is H, R 9 is CH3 and R 10 is H.
[1440] Table 855. Compound of Formula I.9, wherein R 1 is Y-3A, R 2 is H, R 9 is CH3 and R 10 is CH3.
[1441] Table 856. Compound of Formula I.9, wherein R 1 is Y-3B, R 2 is H, R 9 is H and R 10 is H.
[1442] Table 857. Compound of Formula I.9, where R 1 is Y-3B, R 2 is H, R 9 is CH3 and R 10 is H.
[1443] Table 858. Compound of Formula I.9, where R 1 is Y-3B, R 2 is H, R 9 is CH3 and R 10 is CH3.
[1444] Table 859. Compound of Formula I.9, where R 1 is Y-3C, R 2 is H, R 9 is H and R 10 is H.
[1445] Table 860. Compound of Formula I.9, where R 1 is Y-3C, R 2 is H, R 9 is CH3 and R 10 is H.
[1446] Table 861. Compound of Formula I.9, where R 1 is Y-3C, R 2 is H, R 9 is CH3 and R 10 is CH3.
[1447] Table 862. Compound of Formula I.9, where R 1 is Y-3D, R 2 is H, R 9 is H and R 10 is H.
[1448] Table 863. Compound of Formula I.9, where R 1 is Y-3D, R 2 is H, R 9 is CH3 and R 10 is H.
[1449] Table 864. Compound of Formula I.9, where R 1 is Y-3D, R 2 is H, R 9 is CH3 and R 10 is CH3.
[1450] Table 865. Compound of Formula I.9, where R 1 is Y-4A, R 2 is H, R 9 is H and R 10 is H.
[1451] Table 866. Compound of Formula I.9, where R 1 is Y-4A, R 2 is H, R 9 is CH3 and R 10 is H.
[1452] Table 867. Compound of Formula I.9, where R 1 is Y-4A, R 2 is H, R 9 is CH3 and R 10 is CH3.
[1453] Table 868. Compound of Formula I.9, where R 1 is Y-4B, R 2 is H, R 9 is H and R 10 is H.
[1454] Table 869. Compound of Formula I.9, where R 1 is Y-4B, R 2 is H, R 9 is CH3 and R 10 is H.
[1455] Table 870. Compound of Formula I.9, where R 1 is Y-4B, R 2 is H, R 9 is CH3 and R 10 is CH3.
[1456] Table 871. Compound of Formula I.9, where R 1 is Y-4C, R 2 is H, R 9 is H and R 10 is H.
[1457] Table 872. Compound of Formula I.9, where R 1 is Y-4C, R 2 is H, R 9 is CH3 and R 10 is H.
[1458] Table 873. Compound of Formula I.9, where R 1 is Y-4C, R 2 is H, R 9 is CH3 and R 10 is CH3.
[1459] Table 874. Compound of Formula I.9, where R 1 is Y-4D, R 2 is H, R9 is H and R 10 is H.
[1460] Table 875. Compound of Formula I.9, wherein R 1 is Y-4D, R 2 is H, R 9 is CH3 and R 10 is H.
[1461] Table 876. Compound of Formula I.9, wherein R 1 is Y-4D, R 2 is H, R 9 is CH3 and R 10 is CH3.
[1462] Table 877. Compound of Formula I.9, wherein R 1 is Y-5A, R 2 is H, R 9 is H and R 10 is H.
[1463] Table 878. Compound of Formula I.9, wherein R 1 is Y-5A, R 2 is H, R 9 is CH3 and R 10 is H.
[1464] Table 879. Compound of Formula I.9, wherein R 1 is Y-5A, R 2 is H, R 9 is CH3 and R 10 is CH3.
[1465] Table 880. Compound of Formula I.9, wherein R 1 is Y-5B, R 2 is H, R 9 is H and R 10 is H.
[1466] Table 881. Compound of Formula I.9, wherein R 1 is Y-5B, R 2 is H, R 9 is CH3 and R 10 is H.
[1467] Table 882. Compound of Formula I.9, wherein R 1 is Y-5B, R 2 is H, R 9 is CH3 and R 10 is CH3.
[1468] Table 883. Compound of Formula I.9, wherein R 1is Y-6A, R 2 is H, R 9 is H and R 10 is H.
[1469] Table 884. Compound of Formula I.9, wherein R 1 is Y-6A, R 2 is H, R 9 is CH3 and R 10 is H.
[1470] Table 885. Compound of Formula I.9, wherein R 1 is Y-6A, R 2 is H, R 9 is CH3 and R 10 is CH3.
[1471] Table 886. Compound of Formula I.9, wherein R 1 is Y-6B, R 2 is H, R 9 is H and R 10 is H.
[1472] Table 887. Compound of Formula I.9, wherein R 1 is Y-6B, R 2 is H, R 9 is CH3 and R 10 is H.
[1473] Table 888. Compound of Formula I.9, wherein R 1 is Y-6B, R 2 is H, R 9 is CH3 and R 10 is CH3.
[1474] Table 889. Compound of Formula I.9, wherein R 1 is Y-7A, R 2 is H, R 9 is H and R 10 is H.
[1475] Table 890. Compound of Formula I.9, wherein R 1 is Y-7A, R 2 is H, R 9 is CH3 and R 10 is H.
[1476] Table 891. Compound of Formula I.9, wherein R 1 is Y-7A, R 2 is H, R 9 is CH3 and R 10 is CH3.
[1477] Table 892. Compounds of Formula I.9, wherein R 1 is Y-7B, R 2 is H, R 9 is H and R 10 is H.
[1478] Table 893. Compounds of Formula I.9, wherein R 1 is Y-7B, R 2 is H, R 9 is CH3 and R 10 is H.
[1479] Table 894. Compounds of Formula I.9, wherein R 1 is Y-7B, R 2 is H, R 9 is CH3 and R 10 is CH3.
[1480] Table 895. Compounds of Formula I.9, wherein R 1 is Y-8A, R 2 is H, R 9 is H and R 10 is H.
[1481] Table 896. Compounds of Formula I.9, wherein R 1 is Y-8A, R 2 is H, R 9 is CH3 and R 10 is H.
[1482] Table 897. Compounds of Formula I.9, wherein R 1 is Y-8A, R 2 is H, R 9 is CH3 and R 10 is CH3.
[1483] Table 898. Compounds of Formula I.9, wherein R 1 is Y-8B, R 2 is H, R 9 is H and R 10 is H.
[1484] Table 899. Compounds of Formula I.9, wherein R 1 is Y-8B, R 2 is H, R 9 is CH3 and R 10 is H.
[1485] Table 900. Compounds of Formula I.9, wherein R 1 is Y-8B, R 2 is H, R 9 is CH3 and R 10 is CH3.
[1486] Table 901. Compound of formula I.9, where R 1 is Y-1A, R 2 is CH3, R 9 is H and R 10 is H.
[1487] Table 902. Compound of formula I.9, where R 1 is Y-1A, R 2 is CH3, R 9 is CH3 and R 10 is H.
[1488] Table 903. Compound of formula I.9, where R 1 is Y-1A, R 2 is CH3, R 9 is CH3 and R 10 is CH3.
[1489] Table 904. Compound of formula I.9, where R 1 is Y-1B, R 2 is CH3, R 9 is H and R 10 is H.
[1490] Table 905. Compound of formula I.9, where R 1 is Y-1B, R 2 is CH3, R 9 is CH3 and R 10 is H.
[1491] Table 906. Compound of formula I.9, where R 1 is Y-1B, R 2 is CH3, R 9 is CH3 and R 10 is CH3.
[1492] Table 907. Compound of formula I.9, where R 1 is Y-2A, R 2 is CH3, R 9 is H and R 10 is H.
[1493] Table 908. Compound of formula I.9, where R 1 is Y-2A, R 2 is CH3, R 9 is CH3 and R 10 is H.
[1494] Table 909. Compound of formula I.9, where R 1 is Y-2A, R 2is CH3, R 9 is CH3 and R 10 is CH3.
[1495] Table 910. Compound of Formula I.9, wherein R 1 is Y-2B, R 2 is CH3, R 9 is H and R 10 is H.
[1496] Table 911. Compound of Formula I.9, wherein R 1 is Y-2B, R 2 is CH3, R 9 is CH3 and R 10 is H.
[1497] Table 912. Compound of Formula I.9, wherein R 1 is Y-2B, R 2 is CH3, R 9 is CH3 and R 10 is CH3.
[1498] Table 913. Compound of Formula I.9, wherein R 1 is Y-3A, R 2 is CH3, R 9 is H and R 10 is H.
[1499] Table 914. Compound of Formula I.9, wherein R 1 is Y-3A, R 2 is CH3, R 9 is CH3 and R 10 is H.
[1500] Table 915. Compound of Formula I.9, wherein R 1 is Y-3B, R 2 is CH3, R 9 is CH3 and R 10 is CH3.
[1501] Table 916. Compound of Formula I.9, wherein R 1 is Y-3B, R 2 is CH3, R 9 is H and R 10 is H.
[1502] Table 917. Compound of Formula I.9, wherein R 1 is Y-3B, R 2 is CH3, R 9 is CH3 and R 10 is H.
[1503] Table 918. Compound of Formula I.9, wherein R 1 is Y-3B, R 2 is CH3, R 9 is CH3 and R 10 is CH3.
[1504] Table 919. Compound of Formula I.9, wherein R 1 is Y-3C, R 2 is CH3, R 9 is H and R 10 is H.
[1505] Table 920. Compound of Formula I.9, wherein R 1 is Y-3C, R 2 is CH3, R 9 is CH3 and R 10 is H.
[1506] Table 921. Compound of Formula I.9, wherein R 1 is Y-3C, R 2 is CH3, R 9 is CH3 and R 10 is CH3.
[1507] Table 922. Compound of Formula I.9, wherein R 1 is Y-3D, R 2 is CH3, R 9 is H and R 10 is H.
[1508] Table 923. Compound of Formula I.9, wherein R 1 is Y-3D, R 2 is CH3, R 9 is CH3 and R 10 is H.
[1509] Table 924. Compound of Formula I.9, wherein R 1 is Y-3D, R 2 is CH3, R 9 is CH3 and R 10 is CH3.
[1510] Table 925. Compound of Formula I.9, wherein R 1 is Y-4A, R 2 is CH3, R 9 is H and R 10 is H.
[1511] Table 926. Compound of Formula I.9, wherein R 1 is Y-4A, R 2 is CH3, R 9is CH3 and R 10 is H.
[1512] Table 927. Compound of Formula I.9, wherein R 1 is Y-4A, R 2 is CH3, R 9 is CH3 and R 10 is CH3.
[1513] Table 928. Compound of Formula I.9, wherein R 1 is Y-4B, R 2 is CH3, R 9 is H and R 10 is H.
[1514] Table 929. Compound of Formula I.9, wherein R 1 is Y-4B, R 2 is CH3, R 9 is CH3 and R 10 is H.
[1515] Table 930. Compound of Formula I.9, wherein R 1 is Y-4B, R 2 is CH3, R 9 is CH3 and R 10 is CH3.
[1516] Table 931. Compound of Formula I.9, wherein R 1 is Y-4C, R 2 is CH3, R 9 is H and R 10 is H.
[1517] Table 932. Compound of Formula I.9, wherein R 1 is Y-4C, R 2 is CH3, R 9 is CH3 and R 10 is H.
[1518] Table 933. Compound of Formula I.9, wherein R 1 is Y-4C, R 2 is CH3, R 9 is CH3 and R 10 is CH3.
[1519] Table 934. Compound of Formula I.9, wherein R 1 is Y-4D, R 2 is CH3, R 9 is H and R 10 is H.
[1520] Table 935. Compound of Formula I.9, wherein R1 is Y-4D, R 2 is CH3, R 9 is CH3 and R 10 is H.
[1521] Table 936. Compound of formula I.9, wherein R 1 is Y-4D, R 2 is CH3, R 9 is CH3 and R 10 is CH3.
[1522] Table 937. Compound of formula I.9, wherein R 1 is Y-5A, R 2 is CH3, R 9 is H and R 10 is H.
[1523] Table 938. Compound of formula I.9, wherein R 1 is Y-5A, R 2 is CH3, R 9 is CH3 and R 10 is H.
[1524] Table 939. Compound of formula I.9, wherein R 1 is Y-5A, R 2 is CH3, R 9 is CH3 and R 10 is CH3.
[1525] Table 940. Compound of formula I.9, wherein R 1 is Y-5B, R 2 is CH3, R 9 is H and R 10 is H.
[1526] Table 941. Compound of formula I.9, wherein R 1 is Y-5B, R 2 is CH3, R 9 is CH3 and R 10 is H.
[1527] Table 942. Compound of formula I.9, wherein R 1 is Y-5B, R 2 is CH3, R 9 is CH3 and R 10 is CH3.
[1528] Table 943. Compound of formula I.9, wherein R 1 is Y-6A, R 2 is CH3, R 9 is H and R 10 is H.
[1529] Table 944. Compounds of Formula I.9, where R 1 is Y-6A, R 2 is CH3, R 9 is CH3 and R 10 is H.
[1530] Table 945. Compounds of Formula I.9, where R 1 is Y-6A, R 2 is CH3, R 9 is CH3 and R 10 is CH3.
[1531] Table 946. Compounds of Formula I.9, where R 1 is Y-6B, R 2 is CH3, R 9 is H and R 10 is H.
[1532] Table 947. Compounds of Formula I.9, where R 1 is Y-6B, R 2 is CH3, R 9 is CH3 and R 10 is H.
[1533] Table 948. Compounds of Formula I.9, where R 1 is Y-6B, R 2 is CH3, R 9 is CH3 and R 10 is CH3.
[1534] Table 949. Compounds of Formula I.9, where R 1 is Y-7A, R 2 is CH3, R 9 is H and R 10 is H.
[1535] Table 950. Compounds of Formula I.9, where R 1 is Y-7A, R 2 is CH3, R 9 is CH3 and R 10 is H.
[1536] Table 951. Compounds of Formula I.9, where R 1 is Y-7A, R 2 is CH3, R 9 is CH3 and R 10 is CH3.
[1537] Table 952. Compounds of Formula I.9, where R 1 is Y-7B, R 2is CH3, R 9 is H and R 10 is H.
[1538] Table 953. Compound of formula I.9, wherein R 1 is Y-7B, R 2 is CH3, R 9 is CH3 and R 10 is H.
[1539] Table 954. Compound of formula I.9, wherein R 1 is Y-7B, R 2 is CH3, R 9 is CH3 and R 10 is CH3.
[1540] Table 955. Compound of formula I.9, wherein R 1 is Y-8A, R 2 is CH3, R 9 is H and R 10 is H.
[1541] Table 956. Compound of formula I.9, wherein R 1 is Y-8A, R 2 is CH3, R 9 is CH3 and R 10 is H.
[1542] Table 957. Compound of formula I.9, wherein R 1 is Y-8A, R 2 is CH3, R 9 is CH3 and R 10 is CH3.
[1543] Table 958. Compound of formula I.9, wherein R 1 is Y-8B, R 2 is CH3, R 9 is H and R 10 is H.
[1544] Table 959. Compound of formula I.9, wherein R 1 is Y-8B, R 2 is CH3, R 9 is CH3 and R 10 is H.
[1545] Table 960. Compound of formula I.9, wherein R 1 is Y-8B, R 2 is CH3, R 9 is CH3 and R 10 is CH3.
[1546] Table 961. Compound of Formula I.9, where R 1 is Y-1A, R 2 is C2H5, R 9 is H and R 10 is H.
[1547] Table 962. Compound of Formula I.9, where R 1 is Y-1A, R 2 is C2H5, R 9 is CH3 and R 10 is H.
[1548] Table 963. Compound of Formula I.9, where R 1 is Y-1A, R 2 is C2H5, R 9 is CH3 and R 10 is CH3.
[1549] Table 964. Compound of Formula I.9, where R 1 is Y-1B, R 2 is C2H5, R 9 is H and R 10 is H.
[1550] Table 965. Compound of Formula I.9, where R 1 is Y-1B, R 2 is C2H5, R 9 is CH3 and R 10 is H.
[1551] Table 966. Compound of Formula I.9, where R 1 is Y-1B, R 2 is C2H5, R 9 is CH3 and R 10 is CH3.
[1552] Table 967. Compound of Formula I.9, where R 1 is Y-2A, R 2 is C2H5, R 9 is H and R 10 is H.
[1553] Table 968. Compound of Formula I.9, where R 1 is Y-2A, R 2 is C2H5, R 9 is CH3 and R 10 is H.
[1554] Table 969. Compound of Formula I.9, where R 1 is Y-2A, R 2 is C2H5, R 9is CH3 and R 10 is CH3.
[1555] Table 970. Compound of formula I.9, wherein R 1 is Y-2B, R 2 is C2H5, R 9 is H and R 10 is H.
[1556] Table 971. Compound of formula I.9, wherein R 1 is Y-2B, R 2 is C2H5, R 9 is CH3 and R 10 is H.
[1557] Table 972. Compound of formula I.9, wherein R 1 is Y-2B, R 2 is C2H5, R 9 is CH3 and R 10 is CH3.
[1558] Table 973. Compound of formula I.9, wherein R 1 is Y-3A, R 2 is C2H5, R 9 is H and R 10 is H.
[1559] Table 974. Compound of formula I.9, wherein R 1 is Y-3A, R 2 is C2H5, R 9 is CH3 and R 10 is H.
[1560] Table 975. Compound of formula I.9, wherein R 1 is Y-3A, R 2 is C2H5, R 9 is CH3 and R 10 is CH3.
[1561] Table 976. Compound of formula I.9, wherein R 1 is Y-3B, R 2 is C2H5, R 9 is H and R 10 is H.
[1562] Table 977. Compound of formula I.9, wherein R 1 is Y-3B, R 2 is C2H5, R 9 is CH3 and R 10 is H.
[1563] Table 978. Compound of formula I.9, wherein R1 is Y-3B, R 2 is C2H5, R 9 is CH3 and R 10 is CH3.
[1564] Table 979. Compound of Formula I.9, wherein R 1 is Y-3C, R 2 is C2H5, R 9 is H and R 10 is H.
[1565] Table 980. Compound of Formula I.9, wherein R 1 is Y-3C, R 2 is C2H5, R 9 is CH3 and R 10 is H.
[1566] Table 981. Compound of Formula I.9, wherein R 1 is Y-3C, R 2 is C2H5, R 9 is CH3 and R 10 is CH3.
[1567] Table 982. Compound of Formula I.9, wherein R 1 is Y-3D, R 2 is C2H5, R 9 is H and R 10 is H.
[1568] Table 983. Compound of Formula I.9, wherein R 1 is Y-3D, R 2 is C2H5, R 9 is CH3 and R 10 is H.
[1569] Table 984. Compound of Formula I.9, wherein R 1 is Y-3D, R 2 is C2H5, R 9 is CH3 and R 10 is CH3.
[1570] Table 985. Compound of Formula I.9, wherein R 1 is Y-4A, R 2 is C2H5, R 9 is H and R 10 is H.
[1571] Table 986. Compound of Formula I.9, wherein R 1 is Y-4A, R 2 is C2H5, R 9 is CH3 and R10 is H.
[1572] Table 987. Compound of Formula I.9, where R 1 is Y-4A, R 2 is C2H5, R 9 is CH3 and R 10 is CH3.
[1573] Table 988. Compound of Formula I.9, where R 1 is Y-4B, R 2 is C2H5, R 9 is H and R 10 is H.
[1574] Table 989. Compound of Formula I.9, where R 1 is Y-4B, R 2 is C2H5, R 9 is CH3 and R 10 is H.
[1575] Table 990. Compound of Formula I.9, where R 1 is Y-4B, R 2 is C2H5, R 9 is CH3 and R 10 is CH3.
[1576] Table 991. Compound of Formula I.9, where R 1 is Y-4C, R 2 is C2H5, R 9 is H and R 10 is H.
[1577] Table 992. Compound of Formula I.9, where R 1 is Y-4C, R 2 is C2H5, R 9 is CH3 and R 10 is H.
[1578] Table 993. Compound of Formula I.9, where R 1 is Y-4C, R 2 is C2H5, R 9 is CH3 and R 10 is CH3.
[1579] Table 994. Compound of Formula I.9, where R 1 is Y-4D, R 2 is C2H5, R 9 is H and R 10 is H.
[1580] Table 995. Compound of Formula I.9, where R1 is Y-4D, R 2 is C2H5, R 9 is CH3 and R 10 is H.
[1581] Table 996. Compound of Formula I.9, wherein R 1 is Y-4D, R 2 is C2H5, R 9 is CH3 and R 10 is CH3.
[1582] Table 997. Compound of Formula I.9, wherein R 1 is Y-5A, R 2 is C2H5, R 9 is H and R 10 is H.
[1583] Table 998. Compound of Formula I.9, wherein R 1 is Y-5A, R 2 is C2H5, R 9 is CH3 and R 10 is H.
[1584] Table 999. Compound of Formula I.9, wherein R 1 is Y-5A, R 2 is C2H5, R 9 is CH3 and R 10 is CH3.
[1585] Table 1000. Compound of Formula I.9, wherein R 1 is Y-5B, R 2 is C2H5, R 9 is H and R 10 is H.
[1586] Table 1001. Compound of Formula I.9, wherein R 1 is Y-5B, R 2 is C2H5, R 9 is CH3 and R 10 is H.
[1587] Table 1002. Compound of Formula I.9, wherein R 1 is Y-5B, R 2 is C2H5, R 9 is CH3 and R 10 is CH3.
[1588] Table 1003. Compound of Formula I.9, wherein R 1 is Y-6A, R 2 is C2H5, R 9 is H and R10 is H.
[1589] Table 1004. Compound of Formula I.9, wherein R 1 is Y-6A, R 2 is C2H5, R 9 is CH3 and R 10 is H.
[1590] Table 1005. Compound of Formula I.9, wherein R 1 is Y-6A, R 2 is C2H5, R 9 is CH3 and R 10 is CH3.
[1591] Table 1006. Compound of Formula I.9, wherein R 1 is Y-6B, R 2 is C2H5, R 9 is H and R 10 is H.
[1592] Table 1007. Compound of Formula I.9, wherein R 1 is Y-6B, R 2 is C2H5, R 9 is CH3 and R 10 is H.
[1593] Table 1008. Compound of Formula I.9, wherein R 1 is Y-6B, R 2 is C2H5, R 9 is CH3 and R 10 is CH3.
[1594] Table 1009. Compound of Formula I.9, wherein R 1 is Y-7A, R 2 is C2H5, R 9 is H and R 10 is H.
[1595] Table 1010. Compound of Formula I.9, wherein R 1 is Y-7A, R 2 is C2H5, R 9 is CH3 and R 10 is H.
[1596] Table 1011. Compound of Formula I.9, wherein R 1 is Y-7A, R 2 is C2H5, R 9 is CH3 and R 10 is CH3.
[1597] Table 1012. Compound of Formula I.9, where R 1 is Y-7B, R 2 is C2H5, R 9 is H and R 10 is H.
[1598] Table 1013. Compound of Formula I.9, where R 1 is Y-7B, R 2 is C2H5, R 9 is CH3 and R 10 is H.
[1599] Table 1014. Compound of Formula I.9, where R 1 is Y-7B, R 2 is C2H5, R 9 is CH3 and R 10 is CH3.
[1600] Table 1015. Compound of Formula I.9, where R 1 is Y-8A, R 2 is C2H5, R 9 is H and R 10 is H.
[1601] Table 1016. Compound of Formula I.9, where R 1 is Y-8A, R 2 is C2H5, R 9 is CH3 and R 10 is H.
[1602] Table 1017. Compound of Formula I.9, where R 1 is Y-8A, R 2 is C2H5, R 9 is CH3 and R 10 is CH3.
[1603] Table 1018. Compound of Formula I.9, where R 1 is Y-8B, R 2 is C2H5, R 9 is H and R 10 is H.
[1604] Table 1019. Compound of Formula I.9, where R 1 is Y-8B, R 2 is C2H5, R 9 is CH3 and R 10 is H.
[1605] Table 1020. Compound of Formula I.9, where R 1 is Y-8B, R 2 is C2H5, R9 is CH3 and R 10 is CH3.
[1606] Table 1021. Compound of Formula I.9, wherein R 1 is Y-1A, R 2 is c-C3H5, R 9 is H and R 10 is H.
[1607] Table 1022. Compound of Formula I.9, wherein R 1 is Y-1A, R 2 is c-C3H5, R 9 is CH3 and R 10 is H.
[1608] Table 1023. Compound of Formula I.9, wherein R 1 is Y-1A, R 2 is c-C3H5, R 9 is CH3 and R 10 is CH3.
[1609] Table 1024. Compound of Formula I.9, wherein R 1 is Y-1B, R 2 is c-C3H5, R 9 is H and R 10 is H.
[1610] Table 1025. Compound of Formula I.9, wherein R 1 is Y-1B, R 2 is c-C3H5, R 9 is CH3, R 10 is H.
[1611] Table 1026. Compound of Formula I.9, wherein R 1 is Y-1B, R 2 is c-C3H5, R 9 is CH3 and R 10 is CH3.
[1612] Table 1027. Compound of Formula I.9, wherein R 1 is Y-2A, R 2 is c-C3H5, R 9 is H and R 10 is H.
[1613] Table 1028. Compound of Formula I.9, wherein R 1 is Y-2A, R 2 is c-C3H5, R 9 is CH3 and R 10 is H.
[1614] Table 1029. Compound of formula I.9, where R 1 is Y-2A, R 2 is c-C3H5, R 9 is CH3 and R 10 is CH3.
[1615] Table 1030. Compound of formula I.9, where R 1 is Y-2B, R 2 is c-C3H5, R 9 is H and R 10 is H.
[1616] Table 1031. Compound of formula I.9, where R 1 is Y-2B, R 2 is c-C3H5, R 9 is CH3 and R 10 is H.
[1617] Table 1032. Compound of formula I.9, where R 1 is Y-2B, R 2 is c-C3H5, R 9 is CH3 and R 10 is CH3.
[1618] Table 1033. Compound of formula I.9, where R 1 is Y-3A, R 2 is c-C3H5, R 9 is H and R 10 is H.
[1619] Table 1034. Compound of formula I.9, where R 1 is Y-3A, R 2 is c-C3H5, R 9 is CH3 and R 10 is H.
[1620] Table 1035. Compound of formula I.9, where R 1 is Y-3A, R 2 is c-C3H5, R 9 is CH3 and R 10 is CH3.
[1621] Table 1036. Compound of formula I.9, where R 1 is Y-3B, R 2 is c-C3H5, R 9 is H and R 10 is H.
[1622] Table 1037. Compound of formula I.9, where R1 is Y-3B, R 2 is c-C3H5, R 9 is CH3 and R 10 is H.
[1623] Table 1038. Compound of Formula I.9, wherein R 1 is Y-3B, R 2 is c-C3H5, R 9 is CH3 and R 10 is CH3.
[1624] Table 1039. Compound of Formula I.9, wherein R 1 is Y-3C, R 2 is c-C3H5, R 9 is H and R 10 is H.
[1625] Table 1040. Compound of Formula I.9, wherein R 1 is Y-3C, R 2 is c-C3H5, R 9 is CH3 and R 10 is H.
[1626] Table 1041. Compound of Formula I.9, wherein R 1 is Y-3C, R 2 is c-C3H5, R 9 is CH3 and R 10 is CH3.
[1627] Table 1042. Compound of Formula I.9, wherein R 1 is Y-3D, R 2 is c-C3H5, R 9 is H and R 10 is H.
[1628] Table 1043. Compound of Formula I.9, wherein R 1 is Y-3D, R 2 is c-C3H5, R 9 is CH3 and R 10 is H.
[1629] Table 1044. Compound of Formula I.9, wherein R 1 is Y-3D, R 2 is c-C3H5, R 9 is CH3 and R 10 is CH3.
[1630] Table 1045. Compound of Formula I.9, wherein R 1 is Y-4A, R 2is c-C3H5, R 9 is H and R 10 is H.
[1631] Table 1046. Compound of formula I.9, wherein R 1 is Y-4A, R 2 is c-C3H5, R 9 is CH3 and R 10 is H.
[1632] Table 1047. Compound of formula I.9, wherein R 1 is Y-4A, R 2 is c-C3H5, R 9 is CH3 and R 10 is CH3.
[1633] Table 1048. Compound of formula I.9, wherein R 1 is Y-4B, R 2 is c-C3H5, R 9 is H and R 10 is H.
[1634] Table 1049. Compound of formula I.9, wherein R 1 is Y-4B, R 2 is c-C3H5, R 9 is CH3 and R 10 is H.
[1635] Table 1050. Compound of formula I.9, wherein R 1 is Y-4B, R 2 is c-C3H5, R 9 is CH3 and R 10 is CH3.
[1636] Table 1051. Compound of formula I.9, wherein R 1 is Y-4C, R 2 is c-C3H5, R 9 is H and R 10 is H.
[1637] Table 1052. Compound of formula I.9, wherein R 1 is Y-4C, R 2 is c-C3H5, R 9 is CH3 and R 10 is H.
[1638] Table 1053. Compound of formula I.9, wherein R 1 is Y-4C, R 2 is c-C3H5, R 9 is CH3 and R 10is CH3.
[1639] Table 1054. Compound of formula I.9, wherein R 1 is Y-4D, R 2 is c-C3H5, R 9 is H and R 10 is H.
[1640] Table 1055. Compound of formula I.9, wherein R 1 is Y-4D, R 2 is c-C3H5, R 9 is CH3 and R 10 is H.
[1641] Table 1056. Compound of formula I.9, wherein R 1 is Y-4D, R 2 is c-C3H5, R 9 is CH3 and R 10 is CH3.
[1642] Table 1057. Compound of formula I.9, wherein R 1 is Y-5A, R 2 is c-C3H5, R 9 is H and R 10 is H.
[1643] Table 1058. Compound of formula I.9, wherein R 1 is Y-5A, R 2 is c-C3H5, R 9 is CH3 and R 10 is H.
[1644] Table 1059. Compound of formula I.9, wherein R 1 is Y-5A, R 2 is c-C3H5, R 9 is CH3 and R 10 is CH3.
[1645] Table 1060. Compound of formula I.9, wherein R 1 is Y-5B, R 2 is c-C3H5, R 9 is H and R 10 is H.
[1646] Table 1061. Compound of formula I.9, wherein R 1 is Y-5B, R 2 is c-C3H5, R 9 is CH3 and R 10 is H.
[1647] Table 1062. Compound of Formula I.9, wherein R 1 is Y-5B, R 2 is c-C3H5, R 9 is CH3 and R 10 is CH3.
[1648] Table 1063. Compound of Formula I.9, wherein R 1 is Y-6A, R 2 is c-C3H5, R 9 is H and R 10 is H.
[1649] Table 1064. Compound of Formula I.9, wherein R 1 is Y-6A, R 2 is c-C3H5, R 9 is CH3 and R 10 is H.
[1650] Table 1065. Compound of Formula I.9, wherein R 1 is Y-6A, R 2 is c-C3H5, R 9 is CH3 and R 10 is CH3.
[1651] Table 1066. Compound of Formula I.9, wherein R 1 is Y-6B, R 2 is c-C3H5, R 9 is H and R 10 is H.
[1652] Table 1067. Compound of Formula I.9, wherein R 1 is Y-6B, R 2 is c-C3H5, R 9 is CH3 and R 10 is H.
[1653] Table 1068. Compound of Formula I.9, wherein R 1 is Y-6B, R 2 is c-C3H5, R 9 is CH3 and R 10 is CH3.
[1654] Table 1069. Compound of Formula I.9, wherein R 1 is Y-7A, R 2 is c-C3H5, R 9 is H and R 10 is H.
[1655] Table 1070. Compound of Formula I.9, wherein R 1 is Y-7A, R2 is c-C3H5, R 9 is CH3 and R 10 is H.
[1656] Table 1071. Compound of formula I.9, wherein R 1 is Y-7A, R 2 is c-C3H5, R 9 is CH3 and R 10 is CH3.
[1657] Table 1072. Compound of formula I.9, wherein R 1 is Y-7B, R 2 is c-C3H5, R 9 is H and R 10 is H.
[1658] Table 1073. Compound of formula I.9, wherein R 1 is Y-7B, R 2 is c-C3H5, R 9 is CH3 and R 10 is H.
[1659] Table 1074. Compound of formula I.9, wherein R 1 is Y-7B, R 2 is c-C3H5, R 9 is CH3 and R 10 is CH3.
[1660] Table 1075. Compound of formula I.9, wherein R 1 is Y-8A, R 2 is c-C3H5, R 9 is H and R 10 is H.
[1661] Table 1076. Compound of formula I.9, wherein R 1 is Y-8A, R 2 is c-C3H5, R 9 is CH3 and R 10 is H.
[1662] Table 1077. Compound of formula I.9, wherein R 1 is Y-8A, R 2 is c-C3H5, R 9 is CH3 and R 10 is CH3.
[1663] Table 1078. Compound of formula I.9, wherein R 1 is Y-8B, R 2 is c-C3H5, R 9 is H and R10 is H.
[1664] Table 1079. Compound of formula I.9, wherein R 1 is Y-8B, R 2 is c-C3H5, R 9 is CH3 and R 10 is H.
[1665] Table 1080. Compound of formula I.9, wherein R 1 is Y-8B, R 2 is c-C3H5, R 9 is CH3 and R 10 is CH3.
[1666] Table 1081. Compound of formula I.13, wherein R 1 is Y-1A and R 2 is H.
[1667] Table 1082. Compound of formula I.13, wherein R 1 is Y-1B and R 2 is H.
[1668] Table 1083. Compound of formula I.13, wherein R 1 is Y-2A and R 2 is H.
[1669] Table 1084. Compound of formula I.13, wherein R 1 is Y-2B and R 2 is H.
[1670] Table 1085. Compound of formula I.13, wherein R 1 is Y-3A and R 2 is H.
[1671] Table 1086. Compound of formula I.13, wherein R 1 is Y-3B and R 2 is H.
[1672] Table 1087. Compound of formula I.13, wherein R 1 is Y-3C and R 2 is H.
[1673] Table 1088. Compound of formula I.13, wherein R 1 is Y-3D and R 2 is H.
[1674] Table 1089. Compound of formula I.13, wherein R 1 is Y-4A and R 2 is H.
[1675] Table 1090. Compound of Formula I.13, wherein R 1 is Y-4B and R 2 is H.
[1676] Table 1091. Compound of Formula I.13, wherein R 1 is Y-4C and R 2 is H.
[1677] Table 1092. Compound of Formula I.13, wherein R 1 is Y-4D and R 2 is H.
[1678] Table 1093. Compound of Formula I.13, wherein R 1 is Y-5A and R 2 is H.
[1679] Table 1094. Compound of Formula I.13, wherein R 1 is Y-5B and R 2 is H.
[1680] Table 1095. Compound of Formula I.13, wherein R 1 is Y-6A and R 2 is H.
[1681] Table 1096. Compound of Formula I.13, wherein R 1 is Y-6B and R 2 is H.
[1682] Table 1097. Compound of Formula I.13, wherein R 1 is Y-7A and R 2 is H.
[1683] Table 1098. Compound of Formula I.13, wherein R 1 is Y-7B and R 2 is H.
[1684] Table 1099. Compound of Formula I.13, wherein R 1 is Y-8A and R 2 is H.
[1685] Table 1100. Compound of Formula I.13, wherein R 1 is Y-8B and R 2 is H.
[1686] Table 1101. Compound of Formula I.13, wherein R 1 is Y-1A and R 2 is CH3.
[1687] Table 1102. Compound of Formula I.13, wherein R 1 is Y-1B and R2 is CH3.
[1688] Table 1103. Compound of formula I.13, wherein R 1 is Y-2A and R 2 is CH3.
[1689] Table 1104. Compound of formula I.13, wherein R 1 is Y-2B and R 2 is CH3.
[1690] Table 1105. Compound of formula I.13, wherein R 1 is Y-3A and R 2 is CH3.
[1691] Table 1106. Compound of formula I.13, wherein R 1 is Y-3B and R 2 is CH3.
[1692] Table 1107. Compound of formula I.13, wherein R 1 is Y-3C and R 2 is CH3.
[1693] Table 1108. Compound of formula I.13, wherein R 1 is Y-3D and R 2 is CH3.
[1694] Table 1109. Compound of formula I.13, wherein R 1 is Y-4A and R 2 is CH3.
[1695] Table 1110. Compound of formula I.13, wherein R 1 is Y-4B and R 2 is CH3.
[1696] Table 1111. Compound of formula I.13, wherein R 1 is Y-4C and R 2 is CH3.
[1697] Table 1112. Compound of formula I.13, wherein R 1 is Y-4D and R 2 is CH3.
[1698] Table 1113. Compound of formula I.13, wherein R 1 is Y-5A and R 2 is CH3.
[1699] Table 1114. Compound of formula I.13, wherein R 1 is Y-5B and R 2 is CH3.
[1700] Table 1115. Compound of formula I.13, where R 1 is Y-6A and R 2 is CH3.
[1701] Table 1116. Compound of formula I.13, where R 1 is Y-6B and R 2 is CH3.
[1702] Table 1117. Compound of formula I.13, where R 1 is Y-7A and R 2 is CH3.
[1703] Table 1118. Compound of formula I.13, where R 1 is Y-7B and R 2 is CH3.
[1704] Table 1119. Compound of formula I.13, where R 1 is Y-8A and R 2 is CH3.
[1705] Table 1120. Compound of formula I.13, where R 1 is Y-8B and R 2 is CH3.
[1706] Table 1121. Compound of formula I.13, where R 1 is Y-1A and R 2 is c-C3H5.
[1707] Table 1122. Compound of formula I.13, where R 1 is Y-1B and R 2 is c-C3H5.
[1708] Table 1123. Compound of formula I.13, where R 1 is Y-2A and R 2 is c-C3H5.
[1709] Table 1124. Compound of formula I.13, where R 1 is Y-2B and R 2 is c-C3H5.
[1710] Table 1125. Compound of formula I.13, where R 1 is Y-3A and R 2 is c-C3H5.
[1711] Table 1126. Compound of formula I.13, where R 1 is Y-3B and R 2 is c-C3H5.
[1712] Table 1127. Compound of formula I.13, wherein R 1 is Y-3C and R 2 is c-C3H5.
[1713] Table 1128. Compound of formula I.13, wherein R 1 is Y-3D and R 2 is c-C3H5.
[1714] Table 1129. Compound of formula I.13, wherein R 1 is Y-4A and R 2 is c-C3H5.
[1715] Table 1130. Compound of formula I.13, wherein R 1 is Y-4B and R 2 is c-C3H5.
[1716] Table 1131. Compound of formula I.13, wherein R 1 is Y-4C and R 2 is c-C3H5.
[1717] Table 1132. Compound of formula I.13, wherein R 1 is Y-4D and R 2 is c-C3H5.
[1718] Table 1133. Compound of formula I.13, wherein R 1 is Y-5A and R 2 is c-C3H5.
[1719] Table 1134. Compound of formula I.13, wherein R 1 is Y-5B and R 2 is c-C3H5.
[1720] Table 1135. Compound of formula I.13, wherein R 1 is Y-6A and R 2 is c-C3H5.
[1721] Table 1136. Compound of formula I.13, wherein R 1 is Y-6B and R 2 is c-C3H5.
[1722] Table 1137. Compound of formula I.13, wherein R 1 is Y-7A and R 2 is c-C3H5.
[1723] Table 1138. Compound of formula I.13, wherein R 1 is Y-7B and R2 is c-C3H5.
[1724] Table 1139. Compound of formula I.13, wherein R 1 is Y-8A and R 2 is c-C3H5.
[1725] Table 1140. Compound of formula I.13, wherein R 1 is Y-8B and R 2 is c-C3H5.
[1726] Table 1141. Compound of formula I.14, wherein R 1 is Y-1A and R 2 is H.
[1727] Table 1142. Compound of formula I.14, wherein R 1 is Y-1B and R 2 is H.
[1728] Table 1143. Compound of formula I.14, wherein R 1 is Y-2A and R 2 is H.
[1729] Table 1144. Compound of formula I.14, wherein R 1 is Y-2B and R 2 is H.
[1730] Table 1145. Compound of formula I.14, wherein R 1 is Y-3A and R 2 is H.
[1731] Table 1146. Compound of formula I.14, wherein R 1 is Y-3B and R 2 is H.
[1732] Table 1147. Compound of formula I.14, wherein R 1 is Y-3C and R 2 is H.
[1733] Table 1148. Compound of formula I.14, wherein R 1 is Y-3D and R 2 is H.
[1734] Table 1149. Compound of formula I.14, wherein R 1 is Y-4A and R 2 is H.
[1735] Table 1150. Compound of formula I.14, wherein R 1 is Y-4B and R 2 is H.
[1736] Table 1151. Compound of formula I.14, wherein R 1 is Y-4C and R 2 is H.
[1737] Table 1152. Compound of formula I.14, wherein R 1 is Y-4D and R 2 is H.
[1738] Table 1153. Compound of formula I.14, wherein R 1 is Y-5A and R 2 is H.
[1739] Table 1154. Compound of formula I.14, wherein R 1 is Y-5B and R 2 is H.
[1740] Table 1155. Compound of formula I.14, wherein R 1 is Y-6A and R 2 is H.
[1741] Table 1156. Compound of formula I.14, wherein R 1 is Y-6B and R 2 is H.
[1742] Table 1157. Compound of formula I.14, wherein R 1 is Y-7A and R 2 is H.
[1743] Table 1158. Compound of formula I.14, wherein R 1 is Y-7B and R 2 is H.
[1744] Table 1159. Compound of formula I.14, wherein R 1 is Y-8A and R 2 is H.
[1745] Table 1160. Compound of formula I.14, wherein R 1 is Y-8B and R 2 is H.
[1746] Table 1161. Compound of formula I.14, wherein R 1 is Y-1A and R 2 is CH3.
[1747] Table 1162. Compound of formula I.14, wherein R 1 is Y-1B and R 2 is CH3.
[1748] Table 1163. Compound of formula I.14, wherein R1 is Y-2A and R 2 is CH3.
[1749] Table 1164. Compound of formula I.14, wherein R 1 is Y-2B and R 2 is CH3.
[1750] Table 1165. Compound of formula I.14, wherein R 1 is Y-3A and R 2 is CH3.
[1751] Table 1166. Compound of formula I.14, wherein R 1 is Y-3B and R 2 is CH3.
[1752] Table 1167. Compound of formula I.14, wherein R 1 is Y-3C and R 2 is CH3.
[1753] Table 1168. Compound of formula I.14, wherein R 1 is Y-3D and R 2 is CH3.
[1754] Table 1169. Compound of formula I.14, wherein R 1 is Y-4A and R 2 is CH3.
[1755] Table 1170. Compound of formula I.14, wherein R 1 is Y-4B and R 2 is CH3.
[1756] Table 1171. Compound of formula I.14, wherein R 1 is Y-4C and R 2 is CH3.
[1757] Table 1172. Compound of formula I.14, wherein R 1 is Y-4D and R 2 is CH3.
[1758] Table 1173. Compound of formula I.14, wherein R 1 is Y-5A and R 2 is CH3.
[1759] Table 1174. Compound of formula I.14, wherein R 1 is Y-5B and R 2 is CH3.
[1760] Table 1175. Compound of formula I.14, wherein R 1is Y-6A and R 2 is CH3.
[1761] Table 1176. Compound of formula I.14, wherein R 1 is Y-6B and R 2 is CH3.
[1762] Table 1177. Compound of formula I.14, wherein R 1 is Y-7A and R 2 is CH3.
[1763] Table 1178. Compound of formula I.14, wherein R 1 is Y-7B and R 2 is CH3.
[1764] Table 1179. Compound of formula I.14, wherein R 1 is Y-8A and R 2 is CH3.
[1765] Table 1180. Compound of formula I.14, wherein R 1 is Y-8B and R 2 is CH3.
[1766] Table 1181. Compound of formula I.14, wherein R 1 is Y-1A and R 2 is c-C3H5.
[1767] Table 1182. Compound of formula I.14, wherein R 1 is Y-1B and R 2 is c-C3H5.
[1768] Table 1183. Compound of formula I.14, wherein R 1 is Y-2A and R 2 is c-C3H5.
[1769] Table 1184. Compound of formula I.14, wherein R 1 is Y-2B and R 2 is c-C3H5.
[1770] Table 1185. Compound of formula I.14, wherein R 1 is Y-3A and R 2 is c-C3H5.
[1771] Table 1186. Compound of formula I.14, wherein R 1 is Y-3B and R 2 is c-C3H5.
[1772] Table 1187. Compound of formula I.14, wherein R 1is Y-3C and R 2 is c-C3H5.
[1773] Table 1188. Compound of formula I.14, wherein R 1 is Y-3D and R 2 is c-C3H5.
[1774] Table 1189. Compound of formula I.14, wherein R 1 is Y-4A and R 2 is c-C3H5.
[1775] Table 1190. Compound of formula I.14, wherein R 1 is Y-4B and R 2 is c-C3H5.
[1776] Table 1191. Compound of formula I.14, wherein R 1 is Y-4C and R 2 is c-C3H5.
[1777] Table 1192. Compound of formula I.14, wherein R 1 is Y-4D and R 2 is c-C3H5.
[1778] Table 1193. Compound of formula I.14, wherein R 1 is Y-5A and R 2 is c-C3H5.
[1779] Table 1194. Compound of formula I.14, wherein R 1 is Y-5B and R 2 is c-C3H5.
[1780] Table 1195. Compound of formula I.14, wherein R 1 is Y-6A and R 2 is c-C3H5.
[1781] Table 1196. Compound of formula I.14, wherein R 1 is Y-6B and R 2 is c-C3H5.
[1782] Table 1197. Compound of formula I.14, wherein R 1 is Y-7A and R 2 is c-C3H5.
[1783] Table 1198. Compound of formula I.14, wherein R 1 is Y-7B and R 2 is c-C3H5.
[1784] Table 1199. Compound of formula I.14, where R 1 is Y-8A and R 2 is c-C3H5.
[1785] Table 1200. Compound of formula I.14, where R 1 is Y-8B and R 2 is c-C3H5.
[1786] Table 1201. Compound of formula I.15, where R 1 is Y-1A and R 2 is H.
[1787] Table 1202. Compound of formula I.15, where R 1 is Y-1B and R 2 is H.
[1788] Table 1203. Compound of formula I.15, where R 1 is Y-2A and R 2 is H.
[1789] Table 1204. Compound of formula I.15, where R 1 is Y-2B and R 2 is H.
[1790] Table 1205. Compound of formula I.15, where R 1 is Y-3A and R 2 is H.
[1791] Table 1206. Compound of formula I.15, where R 1 is Y-3B and R 2 is H.
[1792] Table 1207. Compound of formula I.15, where R 1 is Y-3C and R 2 is H.
[1793] Table 1208. Compound of formula I.15, where R 1 is Y-3D and R 2 is H.
[1794] Table 1209. Compound of formula I.15, where R 1 is Y-4A and R 2 is H.
[1795] Table 1210. Compound of formula I.15, where R 1 is Y-4B and R 2 is H.
[1796] Table 1211. Compound of formula I.15, where R 1is Y-4C and R 2 is H.
[1797] Table 1212. Compound of formula I.15, wherein R 1 is Y-4D and R 2 is H.
[1798] Table 1213. Compound of formula I.15, wherein R 1 is Y-5A and R 2 is H.
[1799] Table 1214. Compound of formula I.15, wherein R 1 is Y-5B and R 2 is H.
[1800] Table 1215. Compound of formula I.15, wherein R 1 is Y-6A and R 2 is H.
[1801] Table 1216. Compound of formula I.15, wherein R 1 is Y-6B and R 2 is H.
[1802] Table 1217. Compound of formula I.15, wherein R 1 is Y-7A and R 2 is H.
[1803] Table 1218. Compound of formula I.15, wherein R 1 is Y-7B and R 2 is H.
[1804] Table 1219. Compound of formula I.15, wherein R 1 is Y-8A and R 2 is H.
[1805] Table 1220. Compound of formula I.15, wherein R 1 is Y-8B and R 2 is H.
[1806] Table 1221. Compound of formula I.15, wherein R 1 is Y-1A and R 2 is CH3.
[1807] Table 1222. Compound of formula I.15, wherein R 1 is Y-1B and R 2 is CH3.
[1808] Table 1223. Compound of formula I.15, wherein R 1 is Y-2A and R 2 is CH3.
[1809] Table 1224. Compound of Formula I.15, where R 1 is Y-2B and R 2 is CH3.
[1810] Table 1225. Compound of Formula I.15, where R 1 is Y-3A and R 2 is CH3.
[1811] Table 1226. Compound of Formula I.15, where R 1 is Y-3B and R 2 is CH3.
[1812] Table 1227. Compound of Formula I.15, where R 1 is Y-3C and R 2 is CH3.
[1813] Table 1228. Compound of Formula I.15, where R 1 is Y-3D and R 2 is CH3.
[1814] Table 1229. Compound of Formula I.15, where R 1 is Y-4A and R 2 is CH3.
[1815] Table 1230. Compound of Formula I.15, where R 1 is Y-4B and R 2 is CH3.
[1816] Table 1231. Compound of Formula I.15, where R 1 is Y-4C and R 2 is CH3.
[1817] Table 1232. Compound of Formula I.15, where R 1 is Y-4D and R 2 is CH3.
[1818] Table 1233. Compound of Formula I.15, where R 1 is Y-5A and R 2 is CH3.
[1819] Table 1234. Compound of Formula I.15, where R 1 is Y-5B and R 2 is CH3.
[1820] Table 1235. Compound of Formula I.15, where R 1 is Y-6A and R 2 is CH3.
[1821] Table 1236. Compound of Formula I.15, where R 1 is Y-6B and R 2 is CH3.
[1822] Table 1237. Compound of Formula I.15, where R 1 is Y-7A and R 2 is CH3.
[1823] Table 1238. Compound of Formula I.15, where R 1 is Y-7B and R 2 is CH3.
[1824] Table 1239. Compound of Formula I.15, where R 1 is Y-8A and R 2 is CH3.
[1825] Table 1240. Compound of Formula I.15, where R 1 is Y-8B and R 2 is CH3.
[1826] Table 1241. Compound of Formula I.15, where R 1 is Y-1A and R 2 is c-C3H5.
[1827] Table 1242. Compound of Formula I.15, where R 1 is Y-1B and R 2 is c-C3H5.
[1828] Table 1243. Compound of Formula I.15, where R 1 is Y-2A and R 2 is c-C3H5.
[1829] Table 1244. Compound of Formula I.15, where R 1 is Y-2B and R 2 is c-C3H5.
[1830] Table 1245. Compound of Formula I.15, where R 1 is Y-3A and R 2 is c-C3H5.
[1831] Table 1246. Compound of Formula I.15, where R 1 is Y-3B and R 2 is c-C3H5.
[1832] Table 1247. Compound of Formula I.15, where R 1 is Y-3C and R 2 is c-C3H5.
[1833] Table 1248. Compound of formula I.15, wherein R 1 is Y-3D and R 2 is c-C3H5.
[1834] Table 1249. Compound of formula I.15, wherein R 1 is Y-4A and R 2 is c-C3H5.
[1835] Table 1250. Compound of formula I.15, wherein R 1 is Y-4B and R 2 is c-C3H5.
[1836] Table 1251. Compound of formula I.15, wherein R 1 is Y-4C and R 2 is c-C3H5.
[1837] Table 1252. Compound of formula I.15, wherein R 1 is Y-4D and R 2 is c-C3H5.
[1838] Table 1253. Compound of formula I.15, wherein R 1 is Y-5A and R 2 is c-C3H5.
[1839] Table 1254. Compound of formula I.15, wherein R 1 is Y-5B and R 2 is c-C3H5.
[1840] Table 1255. Compound of formula I.15, wherein R 1 is Y-6A and R 2 is c-C3H5.
[1841] Table 1256. Compound of formula I.15, wherein R 1 is Y-6B and R 2 is c-C3H5.
[1842] Table 1257. Compound of formula I.15, wherein R 1 is Y-7A and R 2 is c-C3H5.
[1843] Table 1258. Compound of formula I.15, wherein R 1 is Y-7B and R 2 is c-C3H5.
[1844] Table 1259. Compound of formula I.15, wherein R 1 is Y-8A and R 2is c-C3H5.
[1845] Table 1260. Compound of formula I.15, where R 1 is Y-8B and R 2 is c-C3H5.
[1846] Table 1261. Compound of formula I.16, where R 1 is Y-1A and R 2 is H.
[1847] Table 1262. Compound of formula I.16, where R 1 is Y-1B and R 2 is H.
[1848] Table 1263. Compound of formula I.16, where R 1 is Y-2A and R 2 is H.
[1849] Table 1264. Compound of formula I.16, where R 1 is Y-2B and R 2 is H.
[1850] Table 1265. Compound of formula I.16, where R 1 is Y-3A and R 2 is H.
[1851] Table 1266. Compound of formula I.16, where R 1 is Y-3B and R 2 is H.
[1852] Table 1267. Compound of formula I.16, where R 1 is Y-3C and R 2 is H.
[1853] Table 1268. Compound of formula I.16, where R 1 is Y-3D and R 2 is H.
[1854] Table 1269. Compound of formula I.16, where R 1 is Y-4A and R 2 is H.
[1855] Table 1270. Compound of formula I.16, where R 1 is Y-4B and R 2 is H.
[1856] Table 1271. Compound of formula I.16, where R 1 is Y-4C and R 2 is H.
[1857] Table 1272. Compound of formula I.16, wherein R 1 is Y-4D and R 2 is H.
[1858] Table 1273. Compound of formula I.16, wherein R 1 is Y-5A and R 2 is H.
[1859] Table 1274. Compound of formula I.16, wherein R 1 is Y-5B and R 2 is H.
[1860] Table 1275. Compound of formula I.16, wherein R 1 is Y-6A and R 2 is H.
[1861] Table 1276. Compound of formula I.16, wherein R 1 is Y-6B and R 2 is H.
[1862] Table 1277. Compound of formula I.16, wherein R 1 is Y-7A and R 2 is H.
[1863] Table 1278. Compound of formula I.16, wherein R 1 is Y-7B and R 2 is H.
[1864] Table 1279. Compound of formula I.16, wherein R 1 is Y-8A and R 2 is H.
[1865] Table 1280. Compound of formula I.16, wherein R 1 is Y-8B and R 2 is H.
[1866] Table 1281. Compound of formula I.16, wherein R 1 is Y-1A and R 2 is CH3.
[1867] Table 1282. Compound of formula I.16, wherein R 1 is Y-1B and R 2 is CH3.
[1868] Table 1283. Compound of formula I.16, wherein R 1 is Y-2A and R 2 is CH3.
[1869] Table 1284. Compound of formula I.16, wherein R 1is Y-2B and R 2 is CH3.
[1870] Table 1285. Compound of formula I.16, wherein R 1 is Y-3A and R 2 is CH3.
[1871] Table 1286. Compound of formula I.16, wherein R 1 is Y-3B and R 2 is CH3.
[1872] Table 1287. Compound of formula I.16, wherein R 1 is Y-3C and R 2 is CH3.
[1873] Table 1288. Compound of formula I.16, wherein R 1 is Y-3D and R 2 is CH3.
[1874] Table 1289. Compound of formula I.16, wherein R 1 is Y-4A and R 2 is CH3.
[1875] Table 1290. Compound of formula I.16, wherein R 1 is Y-4B and R 2 is CH3.
[1876] Table 1291. Compound of formula I.16, wherein R 1 is Y-4C and R 2 is CH3.
[1877] Table 1292. Compound of formula I.16, wherein R 1 is Y-4D and R 2 is CH3.
[1878] Table 1293. Compound of formula I.16, wherein R 1 is Y-5A and R 2 is CH3.
[1879] Table 1294. Compound of formula I.16, wherein R 1 is Y-5B and R 2 is CH3.
[1880] Table 1295. Compound of formula I.16, wherein R 1 is Y-6A and R 2 is CH3.
[1881] Table 1296. Compound of formula I.16, wherein R 1 is Y-6B and R2 is CH3.
[1882] Table 1297. Compound of formula I.16, wherein R 1 is Y-7A and R 2 is CH3.
[1883] Table 1298. Compound of formula I.16, wherein R 1 is Y-7B and R 2 is CH3.
[1884] Table 1299. Compound of formula I.16, wherein R 1 is Y-8A and R 2 is CH3.
[1885] Table 1300. Compound of formula I.16, wherein R 1 is Y-8B and R 2 is CH3.
[1886] Table 1301. Compound of formula I.16, wherein R 1 is Y-1A and R 2 is c-C3H5.
[1887] Table 1302. Compound of formula I.16, wherein R 1 is Y-1B and R 2 is c-C3H5.
[1888] Table 1303. Compound of formula I.16, wherein R 1 is Y-2A and R 2 is c-C3H5.
[1889] Table 1304. Compound of formula I.16, wherein R 1 is Y-2B and R 2 is c-C3H5.
[1890] Table 1305. Compound of formula I.16, wherein R 1 is Y-3A and R 2 is c-C3H5.
[1891] Table 1306. Compound of formula I.16, wherein R 1 is Y-3B and R 2 is c-C3H5.
[1892] Table 1307. Compound of formula I.16, wherein R 1 is Y-3C and R 2 is c-C3H5.
[1893] Table 1308. Compound of formula I.16, wherein R 1is Y-3D and R 2 is c-C3H5.
[1894] Table 1309. Compound of formula I.16, wherein R 1 is Y-4A and R 2 is c-C3H5.
[1895] Table 1310. Compound of formula I.16, wherein R 1 is Y-4B and R 2 is c-C3H5.
[1896] Table 1311. Compound of formula I.16, wherein R 1 is Y-4C and R 2 is c-C3H5.
[1897] Table 1312. Compound of formula I.16, wherein R 1 is Y-4D and R 2 is c-C3H5.
[1898] Table 1313. Compound of formula I.16, wherein R 1 is Y-5A and R 2 is c-C3H5.
[1899] Table 1314. Compound of formula I.16, wherein R 1 is Y-5B and R 2 is c-C3H5.
[1900] Table 1315. Compound of formula I.16, wherein R 1 is Y-6A and R 2 is c-C3H5.
[1901] Table 1316. Compound of formula I.16, wherein R 1 is Y-6B and R 2 is c-C3H5.
[1902] Table 1317. Compound of formula I.16, wherein R 1 is Y-7A and R 2 is c-C3H5.
[1903] Table 1318. Compound of formula I.16, wherein R 1 is Y-7B and R 2 is c-C3H5.
[1904] Table 1319. Compound of formula I.16, wherein R 1 is Y-8A and R 2 is c-C3H5.
[1905] Table 1320. Compound of formula I.16, where R 1 is Y-8B and R 2 is c-C3H5.
[1906] Table 1321. Compound of formula I.17, where R 1 is Y-1A and R 2 is H.
[1907] Table 1322. Compound of formula I.17, where R 1 is Y-1B and R 2 is H.
[1908] Table 1323. Compound of formula I.17, where R 1 is Y-2A and R 2 is H.
[1909] Table 1324. Compound of formula I.17, where R 1 is Y-2B and R 2 is H.
[1910] Table 1325. Compound of formula I.17, where R 1 is Y-3A and R 2 is H.
[1911] Table 1326. Compound of formula I.17, where R 1 is Y-3B and R 2 is H.
[1912] Table 1327. Compound of formula I.17, where R 1 is Y-3C and R 2 is H.
[1913] Table 1328. Compound of formula I.17, where R 1 is Y-3D and R 2 is H.
[1914] Table 1329. Compound of formula I.17, where R 1 is Y-4A and R 2 is H.
[1915] Table 1330. Compound of formula I.17, where R 1 is Y-4B and R 2 is H.
[1916] Table 1331. Compound of formula I.17, where R 1 is Y-4C and R 2 is H.
[1917] Table 1332. Compound of formula I.17, where R 1Is Y-4D and R 2 Is H.
[1918] Table 1333. Compound of formula I.17, wherein R 1 Is Y-5A and R 2 Is H.
[1919] Table 1334. Compound of formula I.17, wherein R 1 Is Y-5B and R 2 Is H.
[1920] Table 1335. Compound of formula I.17, wherein R 1 Is Y-6A and R 2 Is H.
[1921] Table 1336. Compound of formula I.17, wherein R 1 Is Y-6B and R 2 Is H.
[1922] Table 1337. Compound of formula I.17, wherein R 1 Is Y-7A and R 2 Is H.
[1923] Table 1338. Compound of formula I.17, wherein R 1 Is Y-7B and R 2 Is H.
[1924] Table 1339. Compound of formula I.17, wherein R 1 Is Y-8A and R 2 Is H.
[1925] Table 1340. Compound of formula I.17, wherein R 1 Is Y-8B and R 2 Is H.
[1926] Table 1341. Compound of formula I.17, wherein R 1 Is Y-1A and R 2 Is CH3.
[1927] Table 1342. Compound of formula I.17, wherein R 1 Is Y-1B and R 2 Is CH3.
[1928] Table 1343. Compound of formula I.17, wherein R 1 Is Y-2A and R 2 Is CH3.
[1929] Table 1344. Compound of formula I.17, wherein R 1 Is Y-2B and R 2 Is CH3.
[1930] Table 1345. Compound of Formula I.17, where R 1 is Y-3A and R 2 is CH3.
[1931] Table 1346. Compound of Formula I.17, where R 1 is Y-3B and R 2 is CH3.
[1932] Table 1347. Compound of Formula I.17, where R 1 is Y-3C and R 2 is CH3.
[1933] Table 1348. Compound of Formula I.17, where R 1 is Y-3D and R 2 is CH3.
[1934] Table 1349. Compound of Formula I.17, where R 1 is Y-4A and R 2 is CH3.
[1935] Table 1350. Compound of Formula I.17, where R 1 is Y-4B and R 2 is CH3.
[1936] Table 1351. Compound of Formula I.17, where R 1 is Y-4C and R 2 is CH3.
[1937] Table 1352. Compound of Formula I.17, where R 1 is Y-4D and R 2 is CH3.
[1938] Table 1353. Compound of Formula I.17, where R 1 is Y-5A and R 2 is CH3.
[1939] Table 1354. Compound of Formula I.17, where R 1 is Y-5B and R 2 is CH3.
[1940] Table 1355. Compound of Formula I.17, where R 1 is Y-6A and R 2 is CH3.
[1941] Table 1356. Compound of Formula I.17, where R 1 is Y-6B and R 2 is CH3.
[1942] Table 1357. Compound of formula I.17, where R 1 is Y-7A and R 2 is CH3.
[1943] Table 1358. Compound of formula I.17, where R 1 is Y-7B and R 2 is CH3.
[1944] Table 1359. Compound of formula I.17, where R 1 is Y-8A and R 2 is CH3.
[1945] Table 1360. Compound of formula I.17, where R 1 is Y-8B and R 2 is CH3.
[1946] Table 1361. Compound of formula I.17, where R 1 is Y-1A and R 2 is c-C3H5.
[1947] Table 1362. Compound of formula I.17, where R 1 is Y-1B and R 2 is c-C3H5.
[1948] Table 1363. Compound of formula I.17, where R 1 is Y-2A and R 2 is c-C3H5.
[1949] Table 1364. Compound of formula I.17, where R 1 is Y-2B and R 2 is c-C3H5.
[1950] Table 1365. Compound of formula I.17, where R 1 is Y-3A and R 2 is c-C3H5.
[1951] Table 1366. Compound of formula I.17, where R 1 is Y-3B and R 2 is c-C3H5.
[1952] Table 1367. Compound of formula I.17, where R 1 is Y-3C and R 2 is c-C3H5.
[1953] Table 1368. Compound of formula I.17, where R 1 is Y-3D and R 2 is c-C3H5.
[1954] Table 1369. Compound of formula I.17, wherein R 1 is Y-4A and R 2 is c-C3H5.
[1955] Table 1370. Compound of formula I.17, wherein R 1 is Y-4B and R 2 is c-C3H5.
[1956] Table 1371. Compound of formula I.17, wherein R 1 is Y-4C and R 2 is c-C3H5.
[1957] Table 1372. Compound of formula I.17, wherein R 1 is Y-4D and R 2 is c-C3H5.
[1958] Table 1373. Compound of formula I.17, wherein R 1 is Y-5A and R 2 is c-C3H5.
[1959] Table 1374. Compound of formula I.17, wherein R 1 is Y-5B and R 2 is c-C3H5.
[1960] Table 1375. Compound of formula I.17, wherein R 1 is Y-6A and R 2 is c-C3H5.
[1961] Table 1376. Compound of formula I.17, wherein R 1 is Y-6B and R 2 is c-C3H5.
[1962] Table 1377. Compound of formula I.17, wherein R 1 is Y-7A and R 2 is c-C3H5.
[1963] Table 1378. Compound of formula I.17, wherein R 1 is Y-7B and R 2 is c-C3H5.
[1964] Table 1379. Compound of formula I.17, wherein R 1 is Y-8A and R 2 is c-C3H5.
[1965] Table 1380. Compound of formula I.17, wherein R 1 is Y-8B and R2 is c-C3H5.
[1966] Table 1381. Compound of formula I.18, wherein R 1 is Y-1A and R 2 is H.
[1967] Table 1382. Compound of formula I.18, wherein R 1 is Y-1B and R 2 is H.
[1968] Table 1383. Compound of formula I.18, wherein R 1 is Y-2A and R 2 is H.
[1969] Table 1384. Compound of formula I.18, wherein R 1 is Y-2B and R 2 is H.
[1970] Table 1385. Compound of formula I.18, wherein R 1 is Y-3A and R 2 is H.
[1971] Table 1386. Compound of formula I.18, wherein R 1 is Y-3B and R 2 is H.
[1972] Table 1387. Compound of formula I.18, wherein R 1 is Y-3C and R 2 is H.
[1973] Table 1388. Compound of formula I.18, wherein R 1 is Y-3D and R 2 is H.
[1974] Table 1389. Compound of formula I.18, wherein R 1 is Y-4A and R 2 is H.
[1975] Table 1390. Compound of formula I.18, wherein R 1 is Y-4B and R 2 is H.
[1976] Table 1391. Compound of formula I.18, wherein R 1 is Y-4C and R 2 is H.
[1977] Table 1392. Compound of formula I.18, wherein R 1 is Y-4D and R 2 is H.
[1978] Table 1393. Compound of formula I.18, where R 1 is Y-5A and R 2 is H.
[1979] Table 1394. Compound of formula I.18, where R 1 is Y-5B and R 2 is H.
[1980] Table 1395. Compound of formula I.18, where R 1 is Y-6A and R 2 is H.
[1981] Table 1396. Compound of formula I.18, where R 1 is Y-6B and R 2 is H.
[1982] Table 1397. Compound of formula I.18, where R 1 is Y-7A and R 2 is H.
[1983] Table 1398. Compound of formula I.18, where R 1 is Y-7B and R 2 is H.
[1984] Table 1399. Compound of formula I.18, where R 1 is Y-8A and R 2 is H.
[1985] Table 1400. Compound of formula I.18, where R 1 is Y-8B and R 2 is H.
[1986] Table 1401. Compound of formula I.18, where R 1 is Y-1A and R 2 is CH3.
[1987] Table 1402. Compound of formula I.18, where R 1 is Y-1B and R 2 is CH3.
[1988] Table 1403. Compound of formula I.18, where R 1 is Y-2A and R 2 is CH3.
[1989] Table 1404. Compound of formula I.18, where R 1 is Y-2B and R 2 is CH3.
[1990] Table 1405. Compound of formula I.18, where R1 is Y-3A and R 2 is CH3.
[1991] Table 1406. Compound of formula I.18, wherein R 1 is Y-3B and R 2 is CH3.
[1992] Table 1407. Compound of formula I.18, wherein R 1 is Y-3C and R 2 is CH3.
[1993] Table 1408. Compound of formula I.18, wherein R 1 is Y-3D and R 2 is CH3.
[1994] Table 1409. Compound of formula I.18, wherein R 1 is Y-4A and R 2 is CH3.
[1995] Table 1410. Compound of formula I.18, wherein R 1 is Y-4B and R 2 is CH3.
[1996] Table 1411. Compound of formula I.18, wherein R 1 is Y-4C and R 2 is CH3.
[1997] Table 1412. Compound of formula I.18, wherein R 1 is Y-4D and R 2 is CH3.
[1998] Table 1413. Compound of formula I.18, wherein R 1 is Y-5A and R 2 is CH3.
[1999] Table 1414. Compound of formula I.18, wherein R 1 is Y-5B and R 2 is CH3.
[2000] Table 1415. Compound of formula I.18, wherein R 1 is Y-6A and R 2 is CH3.
[2001] Table 1416. Compound of formula I.18, wherein R 1 is Y-6B and R 2 is CH3.
[2002] Table 1417. Compound of formula I.18, wherein R 1is Y-7A and R 2 is CH3.
[2003] Table 1418. Compound of formula I.18, wherein R 1 is Y-7B and R 2 is CH3.
[2004] Table 1419. Compound of formula I.18, wherein R 1 is Y-8A and R 2 is CH3.
[2005] Table 1420. Compound of formula I.18, wherein R 1 is Y-8B and R 2 is CH3.
[2006] Table 1421. Compound of formula I.18, wherein R 1 is Y-1A and R 2 is c-C3H5.
[2007] Table 1422. Compound of formula I.18, wherein R 1 is Y-1B and R 2 is c-C3H5.
[2008] Table 1423. Compound of formula I.18, wherein R 1 is Y-2A and R 2 is c-C3H5.
[2009] Table 1424. Compound of formula I.18, wherein R 1 is Y-2B and R 2 is c-C3H5.
[2010] Table 1425. Compound of formula I.18, wherein R 1 is Y-3A and R 2 is c-C3H5.
[2011] Table 1426. Compound of formula I.18, wherein R 1 is Y-3B and R 2 is c-C3H5.
[2012] Table 1427. Compound of formula I.18, wherein R 1 is Y-3C and R 2 is c-C3H5.
[2013] Table 1428. Compound of formula I.18, wherein R 1 is Y-3D and R 2 is c-C3H5.
[2014] Table 1429. Compound of formula I.18, wherein R1 is Y-4A and R 2 is c-C3H5.
[2015] Table 1430. Compound of formula I.18, wherein R 1 is Y-4B and R 2 is c-C3H5.
[2016] Table 1431. Compound of formula I.18, wherein R 1 is Y-4C and R 2 is c-C3H5.
[2017] Table 1432. Compound of formula I.18, wherein R 1 is Y-4D and R 2 is c-C3H5.
[2018] Table 1433. Compound of formula I.18, wherein R 1 is Y-5A and R 2 is c-C3H5.
[2019] Table 1434. Compound of formula I.18, wherein R 1 is Y-5B and R 2 is c-C3H5.
[2020] Table 1435. Compound of formula I.18, wherein R 1 is Y-6A and R 2 is c-C3H5.
[2021] Table 1436. Compound of formula I.18, wherein R 1 is Y-6B and R 2 is c-C3H5.
[2022] Table 1437. Compound of formula I.18, wherein R 1 is Y-7A and R 2 is c-C3H5.
[2023] Table 1438. Compound of formula I.18, wherein R 1 is Y-7B and R 2 is c-C3H5.
[2024] Table 1439. Compound of formula I.18, wherein R 1 is Y-8A and R 2 is c-C3H5.
[2025] Table 1440. Compound of formula I.18, wherein R 1 is Y-8B and R 2 is c-C3H5.
[2026] Table B: The abbreviations used in Table B are NH = N1, NCH3 = N2, and NC2H5 = N3
[2027]
[2028]
[2029]
[2030]
[2031]
[2032]
[2033]
[2034]
[2035]
[2036]
[2037]
[2038]
[2039]
[2040] As used herein, the term "compound of the present invention" or "compound of the invention" refers to a compound of formula (I) as defined above, also referred to as "compound of formula I" or "compound I" or "formula I compound" and includes its salts, tautomers, stereoisomers, and N-oxides.
[2041] The present invention also relates to a mixture of at least one compound of the present invention and at least one mixing pair defined below. Preferably, a binary mixture of a compound of the present invention as component I and a mixing pair defined herein as component II. The preferred weight ratio of such binary mixtures is from 5000:1 to 1:5000, preferably from 1000:1 to 1:1000, more preferably from 100:1 to 1:100, especially from 10:1 to 1:10. In such binary mixtures, components I and II can be used in equal amounts or an excess of component I or an excess of component II can be used.
[2042] The mixing pair can be selected from pesticides, especially insecticides, nematicides, and acaricides, fungicides, herbicides, plant growth regulators, fertilizers. Preferred mixing pairs are insecticides, nematicides, and fungicides.
[2043] The following listing of pesticides with which the compounds of the invention classified and numbered according to the Mode of Action Classification of the Insecticide Resistance Action Committee (IRAC) can be used and which may produce a potential synergistic effect is used to illustrate possible combinations without imposing any limitation:
[2044] M.1 Acetylcholinesterase (AChE) inhibitors: M.1A Carbamates, such as aldicarb, alanycarb, Bendiocarb, benfuracarb, butocarboxim, butoxycarboxim, carbaryl, carbofuran, carbosulfan, ethiofencarb, fenobucarb, formetanate, furathiocarb, isoprocarb, methiocarb, methomyl, metolcarb, oxamyl, pirimicarb, propoxur, thiodicarb, thiofanox, trimethacarb, XMC, xylylcarb, and triazamate; or M.1B organophosphates such as acephate, azamethiphos, azinphos-ethyl, azinphosmethyl, cadusafos, chlorethoxyfos, chlorfenvinphos, chlormephos, chlorpyrifos, chlorpyrifos-methyl, coumaphos, cyanophos, demeton-S-methyl, diazinon, dichlorvos / DDVP, dicrotophos, dimethoate, dimethylvinphos, disulfoton, EPN, ethion, ethoprophos, famphur, fenamiphos, fenitrothion, fenthion, fosthiazate, heptenophos, imicyafos, isofenphos, O-(methoxyaminothiophosphoryl) isopropyl salicylate, iso Isoxathion, malathion, mecarbam, methamidophos, methidathion, mevinphos, monocrotophos, naled, omethoate, oxydemeton-methyl, parathion, parathion-methyl, phenthoate, phorate, phosalone, phosmet, phosphamidon, phoxim, pirimiphos-methyl, profenofos, propetamphos, prothiofos, pyraclofos, pyridaphenthion, quinalphos, sulfotep, tebupirimfos, temephos, terbufos, tetrachlorvinphos, thiometon, triazophos, trichlorfon, and vamidothion;
[2045] M.2 GABA-gated chloride channel antagonists: M.2A cyclodiene organochlorines, such as endosulfan or chlordane; or M.2B fiproles (phenylpyrazoles), such as ethiprole, fipronil, flufiprole, pyrafluprole, and pyriprole;
[2046] M.3 A sodium channel modulator selected from the M.3A pyrethroid group, such as acrinathrin, allethrin, d-cis-trans allethrin, d-trans allethrin, bifenthrin, kappa-bifenthrin, bioallethrin, 2-cyclopentenyl bioallethrin(S-cyclopentenyl), bioresmethrin, cycloprothrin, cyfluthrin, beta-cyfluthrin, (RS)-cyhalothrin, lambda-cyhalothrin, gamma-cyhalothrin, cypermethrin, alpha-cypermethrin, beta-cypermethrin, theta-cypermethrin, zeta-cypermethrin, cyphenothrin, deltamethrin, empenthrin, esfenvalerate, etofenprox, fenpropathrin, fenvalerate, flucythrinate, flumethrin, tau-fluvalinate, halfenprox, heptafluthrin, imiprothrin, meperfluthrin, metofluthrin, momfluorothrin, epsilon-momfluorothrin, permethrin, phenothrin, prallethrin, profluthrin, pyrethrin (pyrethrum), resmethrin, silafluofen, tefluthrin, kappa-tefluthrin, tetramethylfluthrin, tetramethrin, tralomethrin, and transfluthrin; or an M.3B sodium channel modulator such as DDT or methoxychlor;
[2047] M.4 Nicotinic acetylcholine receptor agonists (nAChR): M.4A neonicotinoids such as acetamiprid, clothianidin, cycloxaprid, dinotefuran, imidacloprid, nitenpyram, thiacloprid, and thiamethoxam; or compound M.4A.1 4,5-dihydro-N-nitro-1-(2-oxiranylmethyl)-1H-imidazol-2-amine, M.4A.2: (2E-)-1-[(6-chloropyridin-3-yl)methyl]-N'-nitro-2-pentylideneaminoguanidine; or M4.A.3: 1-[(6-chloropyridin-3-yl)methyl]-7-methyl-8-nitro-5-propoxy-1,2,3,5,6,7-hexahydroimidazo[1,2-a]pyridine; or M.4B nicotine; M.4C sulfoxaflor; M.4D flupyradifurone; M.4E triflumezopyrim;
[2048] M.5 Allosteric activators of nicotinic acetylcholine receptors: spinosyns such as spinosad or spinetoram;
[2049] M.6 Chloride channel activators selected from the group consisting of avermectins and milbemycins such as abamectin, emamectin benzoate, ivermectin, lepimectin, or milbemectin;
[2050] M.7 Juvenile hormone mimics, such as M.7A juvenile hormone analogs hydroprene, kinoprene, and methoprene; or M.7B fenoxycarb, or M.7C pyriproxyfen;
[2051] M.8 Other non-specific (multi-site) inhibitors such as M.8A alkyl halides such as methyl bromide and other alkyl halides, M.8B chloropicrin, M.8C sulfuryl fluoride, M.8D borax, or M.8E tartaremetic;
[2052] M.9 String organ TRPV channel regulators, such as M.9B pymetrozine; pyrifluquinazon;
[2053] M.10 Mite growth inhibitors, such as M.10A clofentezine, hexythiazox and diflovidazin, or M.10B etoxazole;
[2054] M.11 Microbial disruptors of the insect midgut membrane, such as Bacillus thuringiensis or Bacillus sphaericus and the insecticidal proteins they produce such as Bacillus thuringiensis subsp. israelensis, Bacillus sphaericus, Bacillus thuringiensis subsp. aizawai, Bacillus thuringiensis subsp. kurstaki and Bacillus thuringiensis subsp. tenebrionis, or Bt crop proteins: Cry1Ab, Cry1Ac, Cry1Fa, Cry2Ab, mCry3A, Cry3Ab, Cry3Bb and Cry34 / 35Ab1;
[2055] M.12 Mitochondrial ATP synthase inhibitors, such as M.12A diafenthiuron, or M.12B organotin miticides, such as azocyclotin, cyhexatin or fenbutatin oxide, M.12C propargite, or M.12D tetradifon;
[2056] M.13 Oxidative phosphorylation uncouplers that interfere via the proton gradient, such as chlorfenapyr, DNOC or sulfluramid;
[2057] M.14 nicotinic acetylcholine receptor (nAChR) channel blockers, such as nereistoxin analogues bensultap, cartap hydrochloride, thiocyclam or thiosultap sodium;
[2058] M.15 type 0 chitin biosynthesis inhibitors such as benzoylureas, such as bistrifluron, chlorfluazuron, diflubenzuron, flucycloxuron, flufenoxuron, hexaflumuron, lufenuron, novaluron, noviflumuron, teflubenzuron or triflumuron;
[2059] M.16 type 1 chitin biosynthesis inhibitors such as buprofezin;
[2060] M.17 dipteran insect ecdysis disruptors, such as cyromazine;
[2061] M.18 ecdysone receptor agonists such as diacylhydrazines, such as methoxyfenozide, tebufenozide, halofenozide, fufenozide or chromafenozide;
[2062] M.19 octopamine receptor agonists, such as amitraz;
[2063] M.20 mitochondrial complex III electron transport inhibitors, such as M.20A hydramethylnon, M.20B acequinocyl, M.20C fluacrypyrim; or M.20D bifenazate;
[2064] M.21 mitochondrial complex I electron transport inhibitors, such as M.21A METI acaricides and insecticides, such as fenazaquin, fenpyroximate, pyrimidifen, pyridaben, tebufenpyrad or tolfenpyrad, or M.21B rotenone;
[2065] M.22 voltage-dependent sodium channel blockers, such as M.22A indoxacarb, M.22B metaflumizone; or M.22B.1: 2-[2-(4-cyanophenyl)-1-[3-trifluoromethylphenyl]ethylidene]-N-[4-(difluoromethoxy)phenyl]semicarbazide; or M.22B.2: N-(3-chloro-2-methylphenyl)-2-[(4-chlorophenyl)[4-[methyl(methylsulfonyl)amino]phenyl]methylene]semicarbazide;
[2066] M.23 acetyl-CoA carboxylase inhibitors, such as tetronic acid and tetramic acid derivatives, such as spirodiclofen, spiromesifen or spirotetramat; M.23.1 spiropidion
[2067] M.24 mitochondrial complex IV electron transport inhibitors, such as M.24A phosphines such as aluminium phosphide, calcium phosphide, phosphine or zinc phosphide, or M.24B cyanides;
[2068] M.25 mitochondrial complex II electron transport inhibitors, such as β-ketonitrile derivatives, such as cyenopyrafen or cyflumetofen;
[2069] M.28 is selected from diamide-type ryanodine receptor regulators, such as flubendiamide, chlorantraniliprole, cyantraniliprole, tetraniliprole, M.28.1: (R)-3-chloro-N1-{2-methyl-4-[1,2,2,2-tetrafluoro-1-(trifluoromethyl)ethyl]phenyl}-N2-(1-methyl-2-methylsulfonylethyl)phthalimide, M.28.2: (S)-3-chloro-N1-{2-methyl-4-[1,2,2,2-tetrafluoro-1-(trifluoromethyl)ethyl]phenyl}-N2-(1-methyl-2-methylsulfonylethyl)phthalimide, M.28.3: cyclaniliprole, or M.28.4: methyl 2-[3,5-dibromo-2-({[3-bromo-1-(3-chloropyridin-2-yl)-1H-pyrazol-5-yl]carbonyl}amino)benzoyl]-1,2-dimethylhydrazinecarboxylate; or M.28.5a) N-[4,6-dichloro-2-[(diethyl-λ4-sulfanylidene)carbamoyl]phenyl]-2-(3-chloro-2-pyridinyl)-5-(trifluoromethyl)pyrazole-3-carboxamide; M.28.5b) N-[4-chloro-2-[(diethyl-λ4-sulfanylidene)carbamoyl]-6-methylphenyl]-2-(3-chloro-2-pyridinyl)-5-(trifluoromethyl)pyrazole-3-carboxamide; M.28.5c) N-[4-chloro-2-[(di-2-propyl-λ4-sulfanylidene)carbamoyl]-6-methylphenyl]-2-(3-chloro-2-pyridinyl)-5-(trifluoromethyl)pyrazole-3-carboxamide; M.28.5d) N-[4,6-dichloro-2-[(di-2-propyl-λ4-sulfanylidene)carbamoyl]phenyl]-2-(3-chloro-2-pyridinyl)-5-(trifluoromethyl)pyrazole-3-carboxamide; M.28.5h) N-[4,6-dibromo-2-[(diethyl-λ4-sulfanylidene)carbamoyl]phenyl]-2-(3-chloro-2-pyridinyl)-5-(trifluoromethyl)pyrazole-3-carboxamide; M.28.5i) N-[2-(5-amino-1,3,4-thiadiazol-2-yl)-4-chloro-6-methylphenyl]-3-bromo-1-(3-chloro-2-pyridinyl)-1H-pyrazole-5-carboxamide; M.28.5j) 3-chloro-1-(3-chloro-2-pyridinyl)-N-[2,4-dichloro-6-[[(1-cyano-1-methylethyl)amino]carbonyl]phenyl]-1H-pyrazole-5-carboxamide; M.28.5k) 3-Bromo-N-[2,4-dichloro-6-(methylcarbamoyl)phenyl]-1-(3,5-dichloro-2-pyridyl)-1H-pyrazole-5-carboxamide; M.28.5 l) N-[4-chloro-2-[[(1,1-dimethylethyl)amino]carbonyl]-6-methylphenyl]-1-(3-chloro-2-pyridyl)-3-(fluoromethoxy)-1H-pyrazole-5-carboxamide; or M.28.6: Cyhalodiamide; or.
[2070] M.29 String instrument modulators - undefined target sites, such as flonicamid;
[2071] M.UN. Insecticidal active compounds with unknown or uncertain mode of action, such as afidopyropen, afoxolaner, azadirachtin, amidoflumet, benzoximate, broflanilide, bromopropylate, chinomethionat, cryolite, dicloromezotiaz, dicofol, flufenerim, flometoquin, fluensulfone, fluhexafon, fluopyram, fluralaner, metaldehyde, metoxadiazone, piperonylbutoxide, pyflubumide, pyridalyl, tioxazafen, M.UN.3: 11-(4-chloro-2,6-dimethylphenyl)-12-hydroxy-1,4-dioxo-9-aza-dispiro[4.2.4.2]tetradec-11-en-10-one,
[2072] M.UN.4: 3-(4'-fluoro-2,4-dimethylbiphenyl-3-yl)-4-hydroxy-8-oxa-1-azaspiro[4.5]dec-3-en-2-one,
[2073] M.UN.5: 1-[2-fluoro-4-methyl-5-[(2,2,2-trifluoroethyl)sulfinyl]phenyl]-3-(trifluoromethyl)-1H-1,2,4-triazol-5-amine, or an active substance based on Bacillus firmus (Votivo, I-1582);
[2074] M.UN.6: flupyrimin;
[2075] M.UN.8: fluazaindolizine; M.UN.9.a): 4-[5-(3,5-dichlorophenyl)-5-(trifluoromethyl)-4H-iso oxazol-3-yl]-2-methyl-N-(1-oxothiatine-3-yl)benzamide; M.UN.9.b): fluxametamide; M.UN.10: 5-[3-[2,6-dichloro-4-(3,3-dichloroallyloxy)phenoxy]propoxy]-1H-pyrazole;
[2076] M.UN.11.i) 4-cyano-N-[2-cyano-5-[[2,6-dibromo-4-[1,2,2,3,3,3-hexafluoro-1-(trifluoromethyl)propyl]phenyl]carbamoyl]phenyl]-2-methylbenzamide; M.UN.11.j) 4-cyano-3-[(4-cyano-2-methylbenzoyl)amino]-N-[2,6-dichloro-4-[1,2,2,3,3,3-hexafluoro-1-(trifluoromethyl)propyl]phenyl]-2-fluorobenzamide amide; M.UN.11.k) N-[5-[[2-chloro-6-cyano-4-[1,2,2,3,3,3-hexafluoro-1-(trifluoromethyl)propyl]phenyl]carbamoyl]-2-cyanophenyl]-4-cyano-2-methylbenzamide; M.UN.11.l) N-[5-[[2-bromo-6-chloro-4-[2,2,2-trifluoro-1-hydroxy-1-(trifluoromethyl)ethyl]phenyl]carbamoyl]-2-cyanophenyl]-4-cyano-2-methyl Benzamide; M.UN.11.m) N-[5-[[2-bromo-6-chloro-4-[1,2,2,3,3,3-hexafluoro-1-(trifluoromethyl)propyl]phenyl]carbamoyl]-2-cyanophenyl]-4-cyano-2-methylbenzamide; M.UN.11.n) 4-cyano-N-[2-cyano-5-[[2,6-dichloro-4-[1,2,2,3,3,3-hexafluoro-1-(trifluoromethyl)propyl]phenyl]carbamoyl]phenyl]-2-methyl M.UN.11.o) 4-cyano-N-[2-cyano-5-[[2,6-dichloro-4-[1,2,2,2-tetrafluoro-1-(trifluoromethyl)ethyl]phenyl]carbamoyl]phenyl]-2-methylbenzamide; M.UN.11.p) N-[5-[[2-bromo-6-chloro-4-[1,2,2,2-tetrafluoro-1-(trifluoromethyl)ethyl]phenyl]carbamoyl]-2-cyanophenyl]-4-cyano-2-methylbenzamide; or
[2077] M.UN. 12.a) 2-(1,3-dialkyl-2-yl)-6-[2-(3-pyridyl)-5-thiazolyl]pyridine; M.UN. 12.b) 2-[6-[2-(5-fluoro-3-pyridyl)-5-thiazolyl]-2-pyridyl]pyrimidine; M.UN. 12.c) 2-[6-[2-(3-pyridyl)-5-thiazolyl]-2-pyridyl]pyrimidine; M.UN. 12.d) N-methylsulfonyl-6-[2-(3-pyridyl)thiazol-5-yl]pyridine-2-carboxamide; M.UN. 12.e) N-methylsulfonyl-6-[2-(3-pyridyl)thiazol-5-yl]pyridine-2-carboxamide;
[2078] M.UN. 14a) 1-[(6-chloro-3-pyridyl)methyl]-1,2,3,5,6,7-hexahydro-5-methoxy-7-methyl-8-nitroimidazo[1,2-a]pyridine; or M.UN. 14b) 1-[(6-chloropyridin-3-yl)methyl]-7-methyl-8-nitro-1,2,3,5,6,7-hexahydroimidazo[1,2-a]pyridin-5-ol;
[2079] M.UN. 16a) 1-isopropyl-N,5-dimethyl-N-pyridazin-4-ylpyrazole-4-carboxamide; or M.UN. 16b) 1-(1,2-dimethylpropyl)-N-ethyl-5-methyl-N-pyridazin-4-ylpyrazole-4-carboxamide; M.UN. 16c) N,5-dimethyl-N-pyridazin-4-yl-1-(2,2,2-trifluoro-1-methylethyl)pyrazole-4-carboxamide; M.UN. 16d) 1-[1-(1-cyanocyclopropyl)ethyl]-N-ethyl-5-methyl-N-pyridazin-4-ylpyrazole-4-carboxamide; M.UN. 16e) N-ethyl-1-(2-fluoro-1-methylpropyl)-5-methyl-N-pyridazin-4-ylpyrazole-4-carboxamide; M.UN. 16f) 1-(1,2-dimethylpropyl)-N,5-dimethyl-N-pyridazin-4-ylpyrazole-4-carboxamide; M.UN. 16g) 1-[1-(1-cyanocyclopropyl)ethyl]-N,5-dimethyl-N-pyridazin-4-ylpyrazole-4-carboxamide; M.UN. 16h) N-methyl-1-(2-fluoro-1-methylpropyl]-5-methyl-N-pyridazin-4-ylpyrazole-4-carboxamide; M.UN. 16i) 1-(4,4-difluorocyclohexyl)-N-ethyl-5-methyl-N-pyridazin-4-ylpyrazole-4-carboxamide; or M.UN. 16j) 1-(4,4-difluorocyclohexyl)-N,5-dimethyl-N-pyridazin-4-ylpyrazole-4-carboxamide,
[2080] M.UN. 17a) N-(1-methylethyl)-2-(3-pyridinyl)-2H-indazole-4-carboxamide; M.UN. 17b) N-cyclopropyl-2-(3-pyridinyl)-2H-indazole-4-carboxamide; M.UN. 17c) N-cyclohexyl-2-(3-pyridinyl)-2H-indazole-4-carboxamide; M.UN. 17d) 2-(3-pyridinyl)-N-(2,2,2-trifluoroethyl)-2H-indazole-4-carboxamide; M.UN. 17e) 2-(3-pyridinyl)-N-[(tetrahydro-2-furanyl)methyl]-2H-indazole-5-carboxamide; M.UN. 17f) methyl 2-[[2-(3-pyridinyl)-2H-indazole-5-yl]carbonyl]hydrazinecarboxylate; M.UN. 17g) N-[(2,2-difluorocyclopropyl)methyl]-2-(3-pyridinyl)-2H-indazole-5-carboxamide; M.UN. 17h) N-(2,2-difluoropropyl)-2-(3-pyridinyl)-2H-indazole-5-carboxamide; M.UN. 17i) 2-(3-pyridinyl)-N-(2-pyrimidinylmethyl)-2H-indazole-5-carboxamide; M.UN. 17j) N-[(5-methyl-2-pyrazinyl)methyl]-2-(3-pyridinyl)-2H-indazole-5-carboxamide,
[2081] M.UN. 18. tyclopyrazoflor;
[2082] M.UN. 19 sarolaner; M.UN. 20 lotilaner;
[2083] M.UN. 21 N-[4-chloro-3-[[(phenylmethyl)amino]carbonyl]phenyl]-1-methyl-3-(1,1,2,2,2-pentafluoroethyl)-4-(trifluoromethyl)-1H-pyrazole-5-carboxamide; M.UN. 22a 2-(3-ethylsulfonyl-2-pyridinyl)-3-methyl-6-(trifluoromethyl)imidazo[4,5-b]pyridine, or M.UN. 22b 2-[3-ethylsulfonyl-5-(trifluoromethyl)-2-pyridinyl]-3-methyl-6-(trifluoromethyl)imidazo[4,5-b]pyridine;
[2084] M.UN. 23a 4-[5-(3,5-dichlorophenyl)-5-(trifluoromethyl)-4H-isoxazol-3-yl]-N-[(4R)-2-ethyl-3-oxoisoxazolidin-4-yl]-2-methylbenzamide, or M.UN. 23b 4-[5-(3,5-dichloro-4-fluorophenyl)-5-(trifluoromethyl)-4H-isoxazol-3-yl]-N-[(4R)-2-ethyl-3-oxoisoxazolidin-4-yl]-2-methylbenzamide;
[2085] M.UN. 24a) N-[4-chloro-3-(cyclopropylcarbamoyl)phenyl]-2-methyl-5-(1,1,2,2,2-pentafluoroethyl)-4-(trifluoromethyl)pyrazole-3-carboxamide or M.UN. 24b) N-[4-chloro-3-[(1-cyanocyclopropyl)carbamoyl]phenyl]-2-methyl-5-(1,1,2,2,2-pentafluoroethyl)-4-(trifluoromethyl)pyrazole-3-carboxamide; M.UN. 25 cynonapyr; M.UN. 26 benzpyrimoxan; M.UN. 27 2-chloro-N-(1-cyanocyclopropyl)-5-[1-[2-methyl-5-(1,1,2,2,2-pentafluoroethyl)-4-(trifluoromethyl)pyrazol-3-yl]pyrazol-4-yl]benzamide; M.UN. 28 Oxazosulfyl;
[2086] M.UN. 29a) [(2S,3R,4R,5S,6S)-3,5-dimethoxy-6-methyl-4-propoxytetrahydropyran-2-yl] N-[4-[1-[4-(trifluoromethoxy)phenyl]-1,2,4-triazol-3-yl]phenyl]carbamate; M.UN. 29b) [(2S,3R,4R,5S,6S)-3,4,5-trimethoxy-6-methyltetrahydropyran-2-yl] N-[4-[1-[4-(trifluoromethoxy)phenyl]-1,2,4-triazol-3-yl]phenyl]carbamate; M.UN. 29c) [(2S,3R,4R,5S,6S)-3,5-dimethoxy-6-methyl-4-propoxytetrahydropyran-2-yl] N-[4-[1-[4-(1,1,2,2,2-pentafluoroethoxy)phenyl]-1,2,4-triazol-3-yl]phenyl]carbamate; M.UN. 29d) [(2S,3R,4R,5S,6S)-3,4,5-trimethoxy-6-methyltetrahydropyran-2-yl] N-[4-[1-[4-(1,1,2,2,2-pentafluoroethoxy)phenyl]-1,2,4-triazol-3-yl]phenyl]carbamate; M.UN. 29.e) (2Z)-3-(2-isopropylphenyl)-2-[(E)-[4-[1-[4-(trifluoromethoxy)phenyl]-1,2,4-triazol-3-yl]phenyl]methylidenehydrazino]thiazolidin-4-one or M.UN. 29f) (2Z)-3-(2-isopropylphenyl)-2-[(E)-[4-[1-[4-(1,1,2,2,2-pentafluoroethoxy)phenyl]-1,2,4-triazol-3-yl]phenyl]methylidenehydrazino]thiazolidin-4-one.
[2087] The M commercially available compounds listed above can in particular be found in The Pesticide Manual, 17th Edition, C. MacBean, British Crop Protection Council (2015). The online pesticide manual is updated regularly and can be accessed at http: / / bcpcdata.com / pesticide-manual.html.
[2088] Another online database providing ISO common names for pesticides is http: / / www.alanwood.net / pesticides.
[2089] M.4 Epoxifenpyrad is known from WO2010 / 069266 and WO2011 / 069456. M.4A.1 is known from CN 103814937, CN105367557, CN 105481839. M.4A.2 Guadipyr is known from WO 2013 / 003977 and M.4A.3 (approved in China as Piazapyrad) is known from WO 2007 / 101369. M.22B.1 is described in CN10171577 and M.22B.2 is described in CN102126994. Spiropidion M.23.1 is known from WO 2014 / 191271. M.28.1 and M.28.2 are known from WO 2007 / 101540. M.28.3 is described in WO2005 / 077934. M.28.4 is described in WO2007 / 043677. M.28.5a)-M.28.5d) and M.28.5h) are described in WO 2007 / 006670, WO 2013 / 024009 and WO2013 / 024010, M.28.5i) is described in WO2011 / 085575, M.28.5j) is described in WO 2008 / 134969, M.28.5k) is described in US 2011 / 046186 and M.28.5l) is described in WO 2012 / 034403. M.28.6 can be found in WO2012 / 034472. M.UN.3 is known from WO 2006 / 089633 and M.UN.4 is known from WO2008 / 067911. M.UN.5 is described in WO 2006 / 043635 and the biocontrol agent based on Bacillus firmus is described in WO2009 / 124707. Flupyrimin is described in WO 2012 / 029672. M.UN.8 is known from WO 2013 / 055584. M.UN.9.a) is described in WO 2013 / 050317. M.UN.9.b) is described in WO 2014 / 126208. M.UN.10 is known from WO 2010 / 060379. Broflanilide and M.UN.11.b)-M.UN.11.h) are described in WO2010 / 018714 and M.UN.11i)-M.UN.11.p) are described in WO 2010 / 127926. M.UN.12.a)-M.UN.12.c) are known from WO 2010 / 006713, M.UN.12.d) and M.UN.12.e) are known from WO 2012 / 000896. M.UN.14a) and M.UN.14b) are known from WO 2007 / 101369.M.UN.16.a) - M.UN.16h) are described in WO 2010 / 034737, WO 2012 / 084670 and WO 2012 / 143317 respectively, and M.UN.16i) and M.UN.16j) are described in WO 2015 / 055497. M.UN.17a) - M.UN.17.j) are described in WO 2015 / 038503. M.UN.18 Tycloprazoflor is described in US 2014 / 0213448. M.UN.19 is described in WO 2014 / 036056. M.UN.20 is known from WO 2014 / 090918. M.UN.21 is known from EP 2910126. M.UN.22a and M.UN.22b are known from WO 2015 / 059039 and WO 2015 / 190316. M.UN.23a and M.UN.23b are known from WO 2013 / 050302. M.UN.24a and M.UN.24b are known from WO 2012 / 126766. Acynonapyr M.UN.25 is known from WO 2011 / 105506. Benzpyrimoxan M.UN.26 is known from WO 2016 / 104516. M.UN.27 is known from WO 2016174049. M.UN.28 Oxazosulfyl is known from WO 2017 / 104592. M.UN.29a) - M.UN.29f) are known from WO 2009 / 102736 or WO 2013116053.
[2090] The following fungicides with which the compounds of the invention can be used together are used to illustrate possible combinations, but do not limit them:
[2091] A) Respiratory inhibitors
[2092] -Q oComplex III inhibitors at the site: azoxystrobin (A.1.1), coumethoxystrobin (A.1.2), coumoxystrobin (A.1.3), dimoxystrobin (A.1.4), enestroburin (A.1.5), fenaminstrobin (A.1.6), fenoxystrobin / flufenoxystrobin (A.1.7), fluoxastrobin (A.1.8), kresoxim-methyl (A.1.9), mandestrobin (A.1.10), metominostrobin (A.1.11), orysastrobin (A.1.12), picoxystrobin (A.1.13), pyraclostrobin (A.1.14), pyrametostrobin (A.1.15), pyraoxystrobin (A.1.16), trifloxystrobin (A.1.17), 2-(2-(3-(2,6-dichlorophenyl)-1-methylallylideneaminooxymethyl)phenyl)-2-methoxyimino-N-methylacetamide (A.1.18), pyribencarb (A.1.19), triclopyricarb / chlorodincarb (A.1.20), Famoxadone (A.1.21), fenamidone (A.1.21), methyl N-[2-[(1,4-dimethyl-5-phenylpyrazol-3-yl)oxymethyl]phenyl]-N-methoxycarbamate (A.1.22), 1-[2-[[1-(4-chlorophenyl)pyrazol-3-yl]oxymethyl]-3-methylphenyl]-4-methyl-1H-tetrazol-5-one (A.1.25), (Z,2E)-5-[1-(2,4-dichlorophenyl)pyrazol-3-yl]oxy-2-methoxyimino-N,3-dimethylpent-3-enamide (A.1.34), (Z,2E)-5-[1-(4-chlorophenyl)pyrazol-3-yl]oxy-2-methoxyimino-N,3-dimethylpent-3-enamide (A.1.35), pyriminostrobin (A.1.36), bifujunzhi (A.1.37), methyl 2-(o-((2,5-dimethylphenyloxymethylene)phenyl)-3-methoxyacrylate (A.1.38);
[2093] -Q i Complex III inhibitors at the [site]: Cyazofamid (A.2.1), amisulbrom (A.2.2), (6S,7R,8R)-8-benzyl-3-[(3-hydroxy-4-methoxypyridine-2-carbonyl)amino]-6-methyl-4,9-dioxo-1,5-dioxonan-7-yl 2-methylpropanoate (A.2.3), fenpicoxamid (A.2.4);
[2094] - Complex II inhibitors: benodanil (A.3.1), benzovindiflupyr (A.3.2), bixafen (A.3.3), boscalid (A.3.4), carboxin (A.3.5), fenfuram (A.3.6), fluopyram (A.3.7), flutolanil (A.3.8), fluxapyroxad (A.3.9), furametpyr (A.3.10), isofetamid (A.3.11), isopyrazam (A.3.12), mepronil (A.3.13), oxycarboxin (A.3.14), penflufen (A.3.15), penthiopyrad (A.3.16), pydiflumetofen (A.3.17), pyraziflumid (A.3.18), sedaxane (A.3.19), tecloftalam (A.3.20), thifluzamide (A.3.21), inpyrfluxam (A.3.22), pyrapropoyne (A.3.23), fluindapyr (A.3.28), methyl (E)-2-[2-[(5-cyano-2-methylphenoxy)methyl]phenyl]-3-methoxyprop-2-enoate (A.3.30), isoflucypram (A.3.31), 2-(difluoromethyl)-N-(1,1,3-trimethyl-2,3-dihydroinden-4-yl)pyridine-3-carboxamide (A.3.32), 2-(difluoromethyl)-N-[(3R)-1,1,3-trimethyl-2,3-dihydroinden-4-yl]pyridine-3-carboxamide (A.3.33), 2-(difluoromethyl)-N-(3-ethyl-1,1-dimethyl-2,3-dihydroinden-4-yl)pyridine-3-carboxamide (A.3.34), 2-(difluoromethyl)-N-[(3R)-3-ethyl-1,1-dimethyl-2,3-dihydroinden-4-yl]pyridine-3-carboxamide (A.3.35), 2-(difluoromethyl)-N-(1,1-dimethyl-3-propyl-2,3-dihydroinden-4-yl)pyridine-3-carboxamide (A.3.36), 2-(difluoromethyl)-N-[(3R)-1,1-dimethyl-3-propyl-2,3-dihydroinden-4-yl]pyridine-3-carboxamide (A.3.37), 2-difluoromethyl-N-(3-isobutyl-1,1-dimethyl-2,3-dihydroinden-4-yl)nicotinamide (A.3.38), 2-difluoromethyl-N-[(3R)-3-isobutyl-1,1-dimethyl-2,3-dihydroinden-4-yl]nicotinamide (A.3.39);
[2095] - Other respiratory inhibitors: diflumetorim (A.4.1); Nitrophenyl derivatives: binapacryl (A.4.2), dinobuton (A.4.3), dinocap (A.4.4), fluazinam (A.4.5), meptyldinocap (A.4.6), ferimzone (A.4.7); Organometallic compounds: triphenyltin salts such as fentin-acetate (A.4.8), fentin chloride (A.4.9) or fentin hydroxide (A.4.10); ametoctradin (A.4.11); silthiofam (A.4.12);
[2096] B) Sterol biosynthesis inhibitors (SBI fungicides)
[2097] - C14 demethylase inhibitors: Triazoles: azaconazole (B.1.1), bitertanol (B.1.2), bromuconazole (B.1.3), cyproconazole (B.1.4), Difenoconazole (B.1.5), Diniconazole (B.1.6), Diniconazole-M (B.1.7), Epoxiconazole (B.1.8), Fenbuconazole (B.1.9), Fluquinconazole (B.1.10), Flusilazole (B.1.11), Flutriafol (B.1.12), Hexaconazole (B.1.13), Imibenconazole (B.1.14), Ipconazole (B.1.15), Metconazole (B.1.17), Myclobutanil (B.1.18), Oxpoconazole (B.1.19), Paclobutrazole (B.1.20), Penconazole (B.1.21), Propiconazole (B.1.22), Prothioconazole (B.1.23), Simeconazole (B.1.24), Tebuconazole (B.1.25), Tetraconazole (B.1.26), Triadimefon (B.1.27), Triadimenol (B.1.28), Triticonazole (B.1.29), Uniconazole (B.1.30), 2-(2,4-Difluorophenyl)-1,1-difluoro-3-(tetrazol-1-yl)-1-[5-[4-(2,2,2-trifluoroethoxy)phenyl]-2-pyridyl]propan-2-ol (B.1.31), 2-(2,4-Difluorophenyl)-1,1-difluoro-3-(tetrazol-1-yl)-1-[5-[4-(trifluoromethoxy)phenyl]-2-pyridyl]propan-2-ol (B.1.32), Ipfentrifluconazole (B.1.37), Mefentrifluconazole (B.1.38), 2-(Chloromethyl)-2-methyl-5-(p-tolylmethyl)-1-(1,2,4-triazol-1-ylmethyl)cyclopentanol (B.1.43); Imidazoles: Imazalil (B.1.44), Pefurazoate (B.1.45), Prochloraz (B.1.46) Triflumizol (B.1.47); Pyrimidines, pyridines, piperazines: Fenarimol (B.1.49), Pyrifenox (B.1.50), Triforine (B.1.51), [3-(4-chloro-2-fluorophenyl)-5-(2,4-difluorophenyl)iso. azol-4-yl]-(3-pyridyl)methanol (B.1.52);
[2098] -δ14-Reductase inhibitors: 4-Dodecyl-2,6-dimethylmorpholine (Aldimorph) (B.2.1), Dodemorph (B.2.2), Dodemorph-acetate (B.2.3), Fenpropimorph (B.2.4), Tridemorph (B.2.5), Fenpropidin (B.2.6), Piperalin (B.2.7), Spiro xamine (B.2.8);
[2099] -3-Ketoreductase inhibitors: Fenhexamid (B.3.1);
[2100] -Other sterol biosynthesis inhibitors: Chlorphenomizole (B.4.1);
[2101] C) Nucleic acid synthesis inhibitors
[2102] -Phenylamide or acyl amino acid fungicides: Benalaxyl (C.1.1), Benalaxyl-M (C.1.2), Kiralaxyl (C.1.3), Metalaxyl (C.1.4), Metalaxyl-M (C.1.5), Ofurace (C.1.6), Oxadixyl (C.1.7);
[2103] - Other nucleic acid synthesis inhibitors: hymexazole (C.2.1), octhilinone (C.2.2), oxolinic acid (C.2.3), bupirimate (C.2.4), 5-fluorocytosine (C.2.5), 5-fluoro-2-(p-tolylmethoxy)pyrimidin-4-amine (C.2.6), 5-fluoro-2-(4-fluorophenylmethoxy)pyrimidin-4-amine (C.2.7), 5-fluoro-2-(4-chlorophenylmethoxy)pyrimidin-4-amine (C.2.8);
[2104] D) Cell division and cytoskeleton inhibitors
[2105] - Tubulin inhibitors: benomyl (D.1.1), carbendazim (D.1.2), fuberidazole (D.1.3), thiabendazole (D.1.4), thiophanate-methyl (D.1.5), 3-chloro-4-(2,6-difluorophenyl)-6-methyl-5-phenylpyridazine (D.1.6), 3-chloro-6-methyl-5-phenyl-4-(2,4,6-trifluorophenyl)pyridazine (D.1.7), N-ethyl-2-[(3-ethynyl-8-methyl-6-quinolyl)oxy]butyramide (D.1.8), N-ethyl-2-[(3-ethynyl-8-methyl-6-quinolyl)oxy]-2-methylthioacetamide (D.1.9), 2-[(3-ethynyl-8-methyl-6-quinolyl)oxy]-N-(2-fluoroethyl)butyramide (D.1.10), 2-[(3-ethynyl-8-methyl-6-quinolyl)oxy]-N-(2-fluoroethyl)-2-methoxyacetamide (D.1.11), 2-[(3-ethynyl-8-methyl-6-quinolyl)oxy]-N-propylbutyramide (D.1.12), 2-[(3-ethynyl-8-methyl-6-quinolyl)oxy]-2-methoxy-N-propylethylamide (D.1.13), 2-[(3-ethynyl-8-methyl-6-quinolyl)oxy]-2-methylthio-N-propylethylamide (D.1.14), 2-[(3-ethynyl-8-methyl-6-quinolyl)oxy]-N-(2-fluoroethyl)-2-methylthioacetamide (D.1.15), 4-(2-bromo-4-fluorophenyl)-N-(2-chloro-6-fluorophenyl)-2,5-dimethylpyrazol-3-amine (D.1.16);
[2106] - Other cell division inhibitors: diethofencarb (D.2.1), ethaboxam (D.2.2), pencycuron (D.2.3), fluopicolide (D.2.4), zoxamide (D.2.5), metrafenone (D.2.6), pyriofenone (D.2.7);
[2107] E) Amino acid and protein synthesis inhibitors
[2108] - Methionine synthesis inhibitors: cyprodinil (E.1.1), mepanipyrim (E.1.2), pyrimethanil (E.1.3);
[2109] - Protein synthesis inhibitors: blasticidin-S (E.2.1), kasugamycin (E.2.2), kasugamycinhydrochloride-hydrate (E.2.3), mildiomycin (E.2.4), streptomycin (E.2.5), oxytetracyclin (E.2.6);
[2110] F) Signal transduction inhibitors
[2111] - MAP / histidine kinase inhibitors: fluoroimid (F.1.1), iprodione (F.1.2), procymidone (F.1.3), vinclozolin (F.1.4), fludioxonil (F.1.5);
[2112] - G protein inhibitors: quinoxyfen (F.2.1);
[2113] G) Lipid and membrane synthesis inhibitors
[2114] - Phospholipid biosynthesis inhibitors: edifenphos (G.1.1), iprobenfos (G.1.2), pyrazophos (G.1.3), isoprothiolane (G.1.4);
[2115] - Lipid peroxidation: dicloran (G.2.1), quintozene (G.2.2), tecnazene (G.2.3), tolclofos-methyl (G.2.4), biphenyl (G.2.5), chloroneb (G.2.6), etridiazole (G.2.7);
[2116] - Phospholipid biosynthesis and cell wall deposition: dimethomorph (G.3.1), flumorph (G.3.2), mandipropamid (G.3.3), pyrimorph (G.3.4), benthiavalicarb (G.3.5), iprovalicarb (G.3.6), valifenalate (G.3.7);
[2117] - Compounds affecting cell membrane permeability and fatty acids: propamocarb (G.4.1);
[2118] - Oxysterol-binding protein inhibitors: oxathiapiprolin (G.5.1), 2-{3-[2-(1-{[3,5-bis(difluoromethyl)-1H-pyrazol-1-yl]acetyl}piperidin-4-yl)-1,3-thiazol-4-yl]-4,5-dihydro-1,2- oxazol-5-yl}phenyl methanesulfonate (G.5.2), 2-{3-[2-(1-{[3,5-bis(difluoromethyl)-1H-pyrazol-1-yl]acetyl}piperidin-4-yl)-1,3-thiazol-4-yl]-4,5-dihydro-1,2- {3-chlorophenyl} ester of 1H-pyrazole-5-carboxylic acid (G.5.3), 4-[1-[2-[3-(difluoromethyl)-5-methyl-1H-pyrazol-1-yl]acetyl]-4-piperidinyl]-N-(1,2,3,4-tetrahydronaphthalen-1-yl)pyridine-2-carboxamide (G.5.4), 4-[1-[2-[3,5-bis(difluoromethyl)-1H-pyrazol-1-yl]acetyl]-4-piperidinyl]-N-(1,2,3,4-tetrahydronaphthalen-1-yl)pyridine-2-carboxamide (G.5.5), 4-[1-[2-[3-(difluoromethyl)-5-(trifluoromethyl)-1H-pyrazol-1-yl]acetyl]-4-piperidinyl]-N-(1,2,3,4-tetrahydronaphthalen-1-yl)pyridine-2-carboxamide (G.5.6), 4-[1-[2-[5-cyclopropyl-3-(difluoromethyl)-1H-pyrazol-1-yl]acetyl]-4-piperidinyl]-N-(1,2,3,4-tetrahydronaphthalen-1-yl)pyridine-2-carboxamide (G.5.7), 4-[1-[2-[5-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl]acetyl]-4-piperidinyl]-N-(1,2,3,4-tetrahydronaphthalen-1-yl)pyridine-2-carboxamide (G.5.8), 4-[1-[2-[5-(difluoromethyl)-3-(trifluoromethyl)-1H-pyrazol-1-yl]acetyl]-4-piperidinyl]-N-(1,2,3,4-tetrahydronaphthalen-1-yl)pyridine-2-carboxamide (G.5.9), 4-[1-[2-[3,5-bis(trifluoromethyl)-1H-pyrazol-1-yl]acetyl]-4-piperidinyl]-N-(1,2,3,4-tetrahydronaphthalen-1-yl)pyridine-2-carboxamide (G.5.10), (4-[1-[2-[5-cyclopropyl-3-(trifluoromethyl)-1H-pyrazol-1-yl]acetyl]-4-piperidinyl]-N-(1,2,3,4-tetrahydronaphthalen-1-yl)pyridine-2-carboxamide (G.5.11);
[2119] H) Inhibitors with multi-site action
[2120] - Inorganic active substances: Bordeaux mixture (H.1.1), copper (H.1.2), copper acetate (H.1.3), copper hydroxide (H.1.4), copper oxychloride (H.1.5), basic copper sulfate (H.1.6), sulfur (H.1.7);
[2121] - Thio- and dithiocarbamates: ferbam (H.2.1), mancozeb (H.2.2), maneb (H.2.3), metam (H.2.4), metiram (H.2.5), propineb (H.2.6), thiram (H.2.7), zineb (H.2.8), ziram (H.2.9);
[2122] - Organochlorine compounds: anilazine (H.3.1), chlorothalonil (H.3.2), captafol (H.3.3), captan (H.3.4), folpet (H.3.5), dichlofluanid (H.3.6), dichlorophen (H.3.7), hexachlorobenzene (H.3.8), pentachlorophenole (H.3.9) and its salts, phthalide (H.3.10), tolylfluanid (H.3.11);
[2123] - Guanidines and others: guanidine (H.4.1), dodine (H.4.2), dodine free base (H.4.3), guazatine (H.4.4), guazatine-acetate (H.4.5), iminoctadine (H.4.6), iminoctadine-triacetate (H.4.7), iminoctadine-tris(albesilate) (H.4.8), dithianon (H.4.9), 2,6-dimethyl-1H,5H-[1,4]dithieno[2,3-c:5,6-c']bipyrrole-1,3,5,7(2H,6H)-tetrone (H.4.10);
[2124] I) Cell wall synthesis inhibitors
[2125] - Glucan synthesis inhibitors: validamycin (I.1.1), polyoxin B (I.1.2);
[2126] - Melanin synthesis inhibitors: pyroquilon (I.2.1), tricyclazole (I.2.2), carpropamid (I.2.3), dicyclomet (I.2.4), fenoxanil (I.2.5);
[2127] J) Plant defense inducers
[2128] -Thiadiazole agents (acibenzolar-S-methyl) (J.1.1), probenazole (J.1.2), isotianil (J.1.3), tiadinil (J.1.4), prohexadione-calcium (J.1.5); Phosphonates: fosetyl (J.1.6), fosetyl-aluminum (J.1.7), phosphorous acid and its salts (J.1.8), calcium phosphonate (J.1.11), potassium phosphonate (J.1.12), potassium or sodium bicarbonate (J.1.9), 4-cyclopropyl-N-(2,4-dimethoxyphenyl)-1,2,4-thiadiazole-5-carboxamide (J.1.10);
[2129] K) Unknown mode of action
[2130] - bronopol (K.1.1), chinomethionat (K.1.2), cyflufenamid (K.1.3), cymoxanil (K.1.4), dazomet (K.1.5), debacarb (K.1.6), diclocymet (K.1.7), diclomezine (K.1.8), difenzoquat (K.1.9), difenzoquat-methylsulfate (K.1.10), difenzoquat-methylsulfate (K.1.11), difenzoquat-methylsulfate (K.1.12), difenzoquat-methylsulfate (K.1.13), difenzoquat-methylsulfate (K.1.14), difenzoquat-methylsulfate (K.1.15), difenzoquat-methylsulfate (K.1.16), difenzoquat-methylsulfate (K.1.17), difenzoquat-methylsulfate (K.1.18), difenzoquat-methylsulfate (K.1.19), difenzoquat-methylsulfate (K.1.1 fate (K.1.10), diphenylamine (K.1.11), fenitropan (K.1.12), fenpyrazamine (K.1.13), flumetover (K.1.14), flusulfamide (K.1.15), flutianil (K.1.16), harpin (K.1.17), methasulfocarb (K.1.18), nitrapyrin (K.1.19), nitrothal-isoprop yl)(K.1.20), tolprocarb(K.1.21), oxin-copper(K.1.22), proquinazid(K.1.23), tebufloquin(K.1.24), phthalide(K.1.25), triazoxide(K.1.26), N'-(4-(4-chloro-3-trifluoromethylphenoxy)-2,5-dimethylphenyl)-N-ethyl-N-methylformamidine(K.1.27), N'-(4-(4-fluoro-3-trifluoromethylphenoxy)-2,5-dimethylphenyl)-N-ethyl-N-methylformamidine(K.1.2 8), N'-[4-[[3-[(4-chlorophenyl)methyl]-1,2,4-thiadiazol-5-yl]oxy]-2,5-dimethylphenyl]-N-ethyl-N-methylformamidine (K.1.29), N'-(5-bromo-6-2,3-dihydroindan-2-yloxy-2-methyl-3-pyridyl)-N-ethyl-N-methylformamidine (K.1.30), N'-[5-bromo-6-[1-(3,5-difluorophenyl)ethoxy]-2-methyl-3-pyridyl]-N-ethyl-N-methylformamidine (K.1.31), N'-[5-bromo-6-(4-isopropylcyclohexyloxy)-2-methyl-3-pyridyl]-N-ethyl-N-methylformamidine (K.1.32), N'-[5-bromo-2-methyl-6-(1-phenylethoxy)-3-pyridyl]-N-ethyl-N-methylformamidine (K.1.33), N'-(2-methyl-5-trifluoromethyl-4-(3-trimethylsilylpropoxy)phenyl)-N-ethyl-N-methylformamidine (K.1.34), N'-(5-difluoromethyl-2-methyl-4-(3-trimethylsilylpropoxy)phenyl)-N-ethyl-N-methylformamidine (K.1.35), 2-(4-chlorophenyl)-N-[4-(3,4-dimethoxyphenyl)isoxazol-5-yl]-2-prop-2-ynyloxyacetamide (K.1.36), 3-[5-(4-chlorophenyl)-2,3-dimethylisoxazolidin-3-yl]pyridine (pyrisoxazole) (K.1.37), 3-[5-(4-methylphenyl)-2,3-dimethylisoxazolidin-3-yl]pyridine (K.1.38), 5-chloro-1-(4,6-dimethoxypyrimidin-2-yl)-2-methyl-1H-benzimidazole (K.1.39), (Z)-ethyl 3-amino-2-cyano-3-phenylprop-2-enoate (K.1.40), picarbutrazox (K.1.41), N-[6-[[(Z)-[(1-methyltetrazol-5-yl)benzylidene]amino]oxymethyl]-2-pyridyl]pentylcarbamate (K.1.42), N-[6-[[(Z)-[(1-methyltetrazol-5-yl)benzylidene]amino]oxymethyl]-2-pyridyl]but-3-ynylcarbamate (K.1.43), 2-[2-[(7,8-difluoro-2-methyl-3-quinolyl)oxy]-6-fluorophenyl]propan-2-ol (K.1.44), 2-[2-fluoro-6-[(8-fluoro-2-methyl-3-quinolyl)oxy]phenyl]propan-2-ol (K.1.45), quinofumelin (K.1.47), 9-fluoro-2,2-dimethyl-5-(3-quinolyl)-3H-1,4-benzoxazine (K.1.49), 2-(6-benzyl-2-pyridyl)quinazoline (K.1.50), 2-[6-(3-fluoro-4-methoxyphenyl)-5-methyl-2-pyridyl]quinazoline (K.1.51), dichlobentiazox (K.1.52), N'-(2,5-dimethyl-4-phenoxyphenyl)-N-ethyl-N-methylformamidine (K.1.53), pyrifenamine (K.1.54).
[2131] Fungicides described by their common names, their preparation and their activity, for example against harmful fungi, are known (see http: / / www.alanwood.net / pesticides / ); these substances are commercially available.
[2132] The above-mentioned active substances, their preparation and their activity against harmful fungi, for example, are known (see http: / / www.alanwood.net / pesticides / ); these substances are commercially available. Compounds described by IUPAC nomenclature, their preparation and their pesticidal activity are also known (see Can. J. Plant Sci. 48(6), 587-94, 1968; EP-A 141 317; EP-A 152 031; EP-A 226 917; EP-A 243 970; EP-A 256 503; EP-A 428 941; EP-A 532022; EP-A 1 028 125; EP-A 1 035 122; EP-A 1 201 648; EP-A 1 122 244, JP2002316902; DE 19650197; DE 10021412; DE 102005009458; US 3,296,272; US 3,325,503; WO 98 / 46608; WO 99 / 14187; WO 99 / 24413; WO 99 / 27783; WO 00 / 29404; WO 00 / 46148; WO00 / 65913; WO 01 / 54501; WO 01 / 56358; WO 02 / 22583; WO 02 / 40431; WO 03 / 10149; WO 03 / 11853; WO 03 / 14103; WO 03 / 16286; WO 03 / 53145; WO 03 / 61388; WO 03 / 66609; WO 03 / 74491; WO 04 / 49804; WO 04 / 83193; WO 05 / 120234; WO 05 / 123689; WO 05 / 123690; WO 05 / 63721; WO 05 / 87772; WO 05 / 87773; WO 06 / 15866; WO 06 / 87325; WO 06 / 87343; WO 07 / 82098; WO 07 / 90624, WO 10 / 139271, WO 11 / 028657, WO 12 / 168188, WO 07 / 006670, WO 11 / 77514;WO 13 / 047749, WO 10 / 069882, WO 13 / 047441, WO 03 / 16303, WO 09 / 90181, WO 13 / 007767, WO 13 / 010862, WO 13 / 127704, WO 13 / 024009, WO 13 / 24010, WO 13 / 047441, WO 13 / 162072, WO 13 / 092224, WO 11 / 135833, CN 1907024, CN 1456054, CN 103387541, CN1309897, WO 12 / 84812, CN 1907024, WO 09094442, WO 14 / 60177, WO 13 / 116251, WO 08 / 013622, WO 15 / 65922, WO 94 / 01546, EP 2865265, WO 07 / 129454, WO 12 / 165511, WO 11 / 081174, WO 13 / 47441). Some compounds are identified by their CAS Registry Numbers, which are divided by hyphens into three parts, the first part consisting of two to seven digits, the second part consisting of two digits, and the third part consisting of a single digit.;
[2133] Suitable mixing pairs of the compounds of the present invention also include biopesticides.
[2134] Biopesticides have been defined as pesticidal forms based on microorganisms (bacteria, fungi, viruses, nematodes, etc.) or natural products (compounds such as metabolites, proteins or extracts from biological or other natural sources) (U.S. Environmental Protection Agency: http: / / www.epa.gov / pesticides / biopesticides / ). Biopesticides are mainly divided into two categories, namely microbial pesticides and biochemical pesticides:
[2135] (1) Microbial pesticides are composed of bacteria, fungi or viruses (and usually include metabolites produced by bacteria and fungi). Entomopathogenic nematodes are also classified as microbial pesticides, although they are multicellular.
[2136] (2) Biochemical pesticides are used to control pests or provide other crop protection uses as defined below, but have a non-toxic mode of action (such as growth or development regulation, attractants, repellents or defense activators (e.g., induced tolerance)) and are relatively non-toxic to mammals, natural substances or substances structurally similar to natural substances and functionally equivalent to natural substances and extracts from biological sources.
[2137] Biopesticides for crop diseases have been confirmed for various crops themselves. For example, biopesticides play an important role in controlling downy mildew. Their benefits include: a 0-day pre-harvest interval, the ability to be used under mild to severe disease pressure, and the ability to be used in mixtures with other registered pesticides or in rotational programs.
[2138] The main growth areas of biopesticides are the fields of seed treatment and soil amendment. Biopesticide seed treatments are used, for example, to control soil-borne fungal pathogens that cause seed rot, damping-off, root rot, and seedling blight. They can also be used to control internally seed-borne fungal pathogens as well as fungal pathogens on the seed surface. Many biopesticide products also show the ability to stimulate plant host defenses and other physiological processes, which can make the treated crop more tolerant to many biotic and abiotic stresses or can modulate plant growth. Many biopesticide products also show the ability to stimulate plant health, plant growth, and / or yield-enhancing activities.
[2139] The following biopesticides with which the compounds of the invention can be used in combination are intended to illustrate possible combinations but not to limit them:
[2140] L) Biopesticides
[2141] L1) Microbial pesticides with fungicidal, bactericidal, virucidal, and / or plant defense activator activities: Ampelomyces quisqualis, Aspergillus flavus, Aureobasidium pullulans, Bacillus altitudinis, B. amyloliquefaciens, B. megaterium, B. mojavensis, B. mycoides, B. pumilus, B. simplex, B. solisalsi, B. subtilis, B. subtilis var. amyloliquefaciens, Candida oleophila, C. saitoana, Clavibacter michiganensis (phage), Coniothyrium minitans, Cryphonectria parasitica, Cryptococcus albidus, Dilophosphora alopecuri, Fusarium oxysporum, Clonostachys rosea f. catenulate (also known as Gliocladium catenulatum), Gliocladium roseum, Lysobacter antibioticus, L. enzymogenes, Metschnikowia fructicola, Microdochium dimerum, Microsphaeropsis ochracea, Muscodor albus, Paenibacillus alvei, Paenibacillus polymyxa, Pantoea vagans, Penicillium bilaiae, Phlebiopsis gigantea, Pseudomonas sp.), Pseudomonas chloraphis, Pseudozymaflocculosa, Pichia anomala, Pythium oligandrum, Sphaerodes mycoparasitica, Streptomyces griseoviridis, S.lydicus, S.violaceusniger, Talaromyces flavus, Trichoderma asperelloides, T.asperellum, T.atroviride, T.fertile, T.gamsii, T.harmatum, T.harzianum, T.polysporum, T.stromaticum, T.virens, T.viride, Typhula phacorrhiza, Ulocladium oudemansii, Verticillium dahlia, zucchini yellow mosaic virus (avirulent strain);
[2142] L2) Biochemical pesticides with fungicidal, bactericidal, virucidal and / or plant defense activator activity: Harpin proteins, Reynoutria sachalinensis extracts;
[2143] L3) Microbial pesticides with insecticidal, acaricidal, molluscicidal and / or nematicidal activity: Agrobacterium radiobacter, Bacillus cereus, B. firmus, Bacillus thuringiensis, B. thuringiensis ssp. aizawai, B. t. ssp. israelensis, B. t. ssp. galleriae, B. t. ssp. kurstaki, B. t. ssp. tenebrionis, Beauveria bassiana, B. brongniartii, Burkholderia spp., Chromobacterium subtsugae, Cydia pomonella granulovirus (CpGV), Cryptophlebia leucotreta granulovirus (CrleGV), Flavobacterium spp., Helicoverpa armigera nucleopolyhedrovirus (HearNPV), Helicoverpa zea nucleopolyhedrovirus (HzNPV), Helicoverpa zea single capsid nucleopolyhedrovirus (HzSNPV), Heterorhabditis bacteriophora, Isaria fumosorosea, Lecanicillium longisporum, L. muscarium, Metarhizium anisopliae, Metarhizium anisopliae var. anisopliae, Metarhizium anisopliae var.Metarhizium anisopliae var. acridum, Nomuraea rileyi, Paecilomyces fumosoroseus, P. lilacinus, Paenibacillus popilliae, Pasteuria spp., P. nishizawae, P. penetrans, P. ramosa, P. thornea, P. usgae, Pseudomonas fluorescens, Spodoptera littoralis nucleopolyhedrovirus (SpliNPV), Steinernema carpocapsae, S. feltiae, S. kraussei, Streptomyces galbus, S. microflavus;.
[2144] L4) Biochemical pesticides with insecticidal, acaricidal, molluscicidal, pheromonal and / or nematicidal activity: L-carvone, citral, (E,Z)-7,9-dodecadien-1-yl acetate, ethyl formate, (E,Z)-2,4-decadienoic acid ethyl ester (pear ester), (Z,Z,E)-7,11,13-hexadecatrienal, heptyl butyrate, isopropyl myristate, lavandulyl senecioate, cis-jasmone, 2-methyl-1-butanol, methyl eugenol, methyl jasmonate, (E,Z)-2,13-octadecadien-1-ol, (E,Z)-2,13-octadecadien-1-yl acetate, (E,Z)-3,13-octadecadien-1-ol, R-1-octen-3-ol, termite pheromone (pentatermanone), (E,Z,Z)-3,8,11-tetradecatrien-1-yl acetate, (Z,E)-9,12-tetradecadien-1-yl acetate, Z-7-tetradecen-2-one, Z-9-tetradecen-1-yl acetate, Z-11-tetradecenal, Z-11-tetradecen-1-ol, Chenopodium ambrosiodes extract, neem oil, Quillay extract;
[2145] L5) Microbial pesticides with plant stress reduction, plant growth regulator, plant growth promotion, and / or yield increase activities: Azospirillum amazonense, A. brasilense, A. lipoferum, A. irakense, A. halopraeferens, Bradyrhizobium spp., B. elkanii, B. japonicum, B. liaoningense, B. lupini, Delftia acidovorans, Glomus intraradices, Mesorhizobium spp., Rhizobium leguminosarum bv. phaseoli, R. l. bv. trifolii, R. l. bv. viciae, R. tropici, Sinorhizobium meliloti.
[2146] The biopesticides selected from group L1) and / or L2) may also have insecticidal, acaricidal, molluscicidal, pheromone, nematicidal, plant stress reduction, plant growth regulator, plant growth promotion, and / or yield increase activities. The biopesticides selected from group L3) and / or L4) may also have fungicidal, bactericidal, virucidal, plant defense activator, plant stress reduction, plant growth regulator, plant growth promotion, and / or yield increase activities. The biopesticides selected from group L5) may also have fungicidal, bactericidal, virucidal, plant defense activator, insecticidal, acaricidal, molluscicidal, pheromone, and / or nematicidal activities.
[2147] Many of these biopesticides are deposited under the accession numbers mentioned herein (prefixes such as ATCC or DSM are acronyms related to the corresponding culture deposits, for details see, for example, http: / / www.wfcc.info / ccinfo / collection / by_acronym / here), mentioned in the literature, registered, and / or commercially available: a mixture of Aureobasidium pullulans DSM 14940 and DSM 14941 was isolated in Konstanz, Germany in 1989 (blastospores, For example, from bio-ferm GmbH, Austria), Azospirillum brasilense Sp245 was initially isolated at least before 1980 in the wheat-growing area of Passo Fundo, southern Brazil (BR 11005; for example Gramíneas, from BASF Agricultural Specialties Ltd., Brazil), Azospirillum brasilense (A. brasilense) strains Ab-V5 and Ab-V6 (for example, AzoMax from Novozymes BioAg Produtos papra Agricultura Ltda., Quattro Barras, Brazil or from Simbiose-Agro, Brazil Plant Soil 331, 413-425, 2010), Bacillus amyloliquefaciens strain AP-188 (NRRL B-50615 and B-50331; US 8,445,255); Bacillus amyloliquefaciens subsp. plantarum D747 was isolated from the air in Kikugawa-shi, Japan (US 20130236522 A1; FERM BP-8234; for example Double Nickel TM 55WDG, from Certis LLC, USA), Bacillus amyloliquefaciens subsp. plantarum FZB24 was isolated from soil in Brandenburg, Germany (also known as SB3615; DSM 96-2; J. Plant Dis. Prot. 105, 181-197, 1998; for example from Novozyme Biologicals, Inc., USA), Bacillus amyloliquefaciens subsp. plantarum FZB42 was isolated from soil in Brandenburg, Germany (DSM 23117; J. Plant Dis. Prot. 105, 181-197, 1998; for example 42, from AbiTEP GmbH, Germany), Bacillus amyloliquefaciens subsp. MBI600 was isolated from broad beans in Sutton Bonington, Nottinghamshire, U.K. at least before 1988 (also known as 1430; NRRL B-50595; US 2012 / 0149571 A1; for example From BASF Corp., USA), Bacillus amyloliquefaciens subsp. plantarum QST-713 was isolated in 1995 from a peach orchard in California, U.S.A. (NRRL B-21661; e.g., MAX, from Bayer CropScience LP, USA), Bacillus amyloliquefaciens subsp. plantarum TJ1000 was isolated in 1992 in South Dakoda, U.S.A. (also known as 1BE; ATCC BAA-390; CA 2471555 A1; e.g., QuickRoots TM , from TJ Technologies, Watertown, SD, USA), Bacillus firmus CNCM I-1582, a variant of the parental strain EIP-N1 isolated from soil in the central region of Israel (CNCM I-1556) (WO 2009 / 126473, US 6,406,690; e.g., From Bayer CropScience LP, USA), Bacillus pumilus GHA 180 was isolated from the rhizosphere of apple trees in Mexico (IDAC260707-01; e.g., BX, from Premier Horticulture, Quebec, Canada), Bacillus pumilus INR-7, designated BU-F22 and BU-F33, was isolated from cucumbers infected with Erwinia tracheiphila at least prior to 1993 (NRRL B-50185, NRRL B-50153; US 8,445,255), Bacillus pumilus KFP9F was isolated from the rhizosphere of grass in South Africa at least prior to 2008 (NRRL B-50754; WO 2014 / 029697; e.g., BAC-UP or FUSION-P, from BASF Agricultural Specialities (Pty) Ltd., South Africa), Bacillus pumilus QST 2808 was isolated in 1998 from soil collected in Pohnpei, Federated States of Micronesia (NRRL B-30087; e.g., Plus, from Bayer Crop Science LP, USA), Bacillus simplex ABU 288 (NRRL B-50304; US 8,445,255), Bacillus subtilis FB17 also known as UD 1022 or UD10-22 isolated from red beet roots in North America (ATCC PTA-11857; System Appl Microbiol 27, 372-379, 2004; US 2010 / 0260735; WO 2011 / 109395); Bacillus thuringiensis subsp. aizawai ABTS-1857 isolat...
Claims
1. Compounds of formula I and their agriculturally or veterinarily acceptable salts: wherein A is N or CR A ; B 1 is CR B1 ; B 2 is CR B2 ; B 3 is CR B3 ; B 4 is N or CR B4 ; W is NR 6 ; R A is H, halogen, CN or C1-C6 alkyl; R B1 、R B2 、R B3 and R B4 are each independently H, halogen, CN, C1-C6 alkyl, C(=O)-OR a 、C(=O)-NR b R c 或S(=O) m R e ; Q is -C(R 4 R 5 )-O-, -C(=O)-O-, -N(R 2 )-C(R 9 R 10 )-, -C(=O)-C(R 19 R 20 )-, -N(R 2 )-C(=O)-, -C(R 13 R 14 )-C(R 15 R 16 )-, -N=C(X)- or -N(R 2 )-C(=NR)-; Ar is bonded to either side of Q; m is 0, 1 or 2; X is H or N(R 3 )2; R is H or C1-C6 alkyl; R 3 is H, C1-C6 alkyl or C1-C6 alkoxy-C1-C4 alkyl; R 2 is H, a C1-C6 alkyl group or a C1-C6 alkoxy-C1-C4 alkyl group; R 4 、R 5 、R 9 、R 10 、R 13 、R 14 、R 15 、R 16 、R 19 、R 20 are the same or different and are H, C1-C6 alkyl or C1-C6 alkoxy-C1-C4 alkyl; R 6 is H, C1-C6 alkyl, C1-C6 alkoxy-C1-C4 alkyl or C3-C6 cycloalkyl; Ar is phenyl or 5- or 6-membered heteroaryl substituted by R Ar wherein R Ar is halogen, CN, C1-C6 alkyl, C1-C6 alkoxy, C1-C6 alkoxy-C1-C4 alkyl or C1-C6 alkoxy-C1-C4 alkoxy, wherein the alkyl and alkoxy structural moieties are substituted by halogen, S(=O) m R e ; wherein m is 0; R 1 selected from formulae YZT-1, YZT-2, YZT-5 to YZT-8, where represents a connection to a 6-membered ring; R 11 is phenyl or heteroaryl-C1-C4alkyl, where the phenyl ring is unsubstituted or substituted by R g and where the heteroaryl is a 5- or 6-membered monocyclic heteroaryl; R 12 is a group of formula A 1 : where # represents the point of attachment; R 121 、R 122 、R 123 identical or different and being C1-C6 alkoxy or C1-C6 alkoxy-C1-C4 alkoxy; R 124 is H or a C1-C6 alkyl group; and wherein R ya is H or a C1-C6 alkyl group; R yc 、R zc are the same or different and are H or C1-C6 alkyl; R T is H or a C1-C6 alkyl group; R a 、R b and R c are the same or different and are H or C1-C6 alkyl; R e is a C1-C6 alkyl group, in which the alkyl structural moiety is substituted by halogen, R g is a C1-C6 alkyl group, wherein the alkyl structural moiety is unsubstituted or substituted by a halogen, NR b R c or S(=O) m R e 。 2. The compound of formula I according to claim 1, wherein W is NR 6 , A is CR A , B 1 is CR B1 , B 2 is CR B2 , B 3 is CR B3 and B 4 is CR B4 .
3. The compound of formula I according to claim 1, wherein W is NR 6 , A is N, B 1 is CR B1 , B 2 is CR B2 , B 3 is CR B3 and B 4 is CR B4 .
4. A compound of formula I according to any one of claims 1-3, wherein Ar is of formula Ar-1 to Ar-22:
5. A composition comprising a compound of formula I according to any one of claims 1-4, its agriculturally acceptable salt and another active substance.
6. A non-therapeutic method for controlling or preventing invertebrate pests, which method comprises contacting the pests or their food supply, habitat or breeding ground with a pesticidally effective amount of at least one compound according to any one of claims 1-4 or a composition according to claim 5.
7. A method for protecting growing plants against infestation or infection by invertebrate pests, which method comprises contacting the plants or the soil or water in which the plants are growing with a pesticidally effective amount of at least one compound according to any one of claims 1-4 or a composition according to claim 5.
8. A method for treating seeds, which comprises using a compound according to any one of claims 1-4 or its salt or a composition comprising a composition according to claim 5 in an amount of 0.1 g - 10 kg / 100 kg of seeds.
9. Use of a compound of formula I according to any one of claims 1-4 and its agriculturally acceptable salt or a composition according to claim 5 for protecting growing plants against infestation or infection by invertebrate pests.
10. A non-therapeutic method for treating or protecting animals against infestation or infection by invertebrate pests, which comprises contacting the animals with a pesticidally effective amount of at least one compound of formula I according to any one of claims 1-4 and / or at least one of its veterinarily acceptable salts.
Citation Information
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