TW201041514A - Triazole compounds carrying a sulfur substituent II - Google Patents

Abstract

The present invention relates to novel triazole compounds of the formulae I and II as defined in the claims and description which carry a sulfur substituent, to agricultural compositions containing them, to their use as fungicides and to intermediate compounds used in the method of producing them.

Description

201041514 VI. OBJECTS OF THE INVENTION: TECHNICAL FIELD The present invention relates to a novel triazole compound of the formula I and formula II having a sulfur substituent as defined below, an agricultural composition containing the same, which is used as a fungicide The use of the agent and the intermediate compound used in the preparation method. [Prior Art] Control of plant diseases caused by phytopathogenic fungi is extremely important for achieving high crop efficiency. Plant disease damage from ornamental crops, vegetable crops, field crops, pupa crops and fruit crops can result in a significant reduction in productivity and thus an increase in the price of the consumer. The triazolyl derivatives are described in DE 19520098, DE 19617282, DE 19620407, DE 19620590 and WO 97/43269. These compounds are used against harmful fungi. There is a continuing need for novel compounds that are more effective, less costly, less toxic, safer in the environment, and/or have different modes of action. SUMMARY OF THE INVENTION Accordingly, it is an object of the present invention to provide compounds having better fungicidal activity and/or better crop plant compatibility. Surprisingly, such targets can be achieved by the triazole compounds of the formulae I and II as defined below and by the agriculturally acceptable salts of the compounds I and II. Accordingly, the present invention relates to triazole compounds of formula I and formula II and their agriculturally acceptable salts, 147474.doc 201041514

N

Wherein L and L are independently of each other selected from the group consisting of hydrogen, bromine, iodine, άτι◦ alkyl, Ci_Ci〇2 dentate, Cl-Cl0 alkoxy and (^-(:10 haloalkoxy; L and L each other) Independently selected from the group consisting of hydrogen, halogen, Ci_CM alkyl, Ci_Ci〇 halogen group, Cl_Cl() alkoxy group and ^-cardoyloxy group; 1 limitation condition is at least one of ^, ., and Hydrogen; R and R are independently of each other selected from the group consisting of hydrogen, C丨_Cw alkyl, Ci_c丨, haloalkyl, Cl-ClQ alkoxy and C1-C1G-alkoxy; R is selected from hydrogen, CVC10 alkyl , Ci_Ci〇 haloalkyl, Ci_Cl〇 alkoxy and Ci-C10 halo alkoxy; R4 is selected from hydrogen, CVC exo, Ci_CiQ_alkyl, C2_ClQ alkenyl, C2-C1() alkenyl, C2_Ci 〇 fast radical, c2_Ci〇 alkynyl, C3_Ci〇cycloalkyl, 匸3_(:10 halocycloalkyl, phenyl, phenyl-Ci_C4 alkyl, wherein the phenyl moiety in the last two mentioned groups It may have a ruthenium, 2, 3, or 5 substituents, and a 5- or 6-membered heterocyclic ring containing i2 or 3 hetero atoms selected from N, oxime and s as ring members, wherein the heterocyclic ring may be Has j saturated, partially unsaturated or aromatic, 2 or 3 substituents R8; or 147474.doc -4- 2 01041514 In the case where η is 〇, it may also be selected from _c(=〇)R5, _c(=s)r5, _S(0)2r5, -CN, -P(=Q)R6R7, μ and formula III group,

L, L2, L3, L4 ' R1, R2 & R3 are as defined for the formula and the formula π; and Ο

Where # is the point of attachment to the rest of the molecule; R is & from hydrogen, Ci-Cio alkyl, Ci-C!. Haloalkyl, CrC,. Alkenyl, c2-c "alkenyl, C2_Ciq fast radical, C2_C^ alkynyl, c3_(cycloalkyl, C3_Cl〇 halocycloalkyl, phenyl, phenyl-CVC4 alkyl, the last two of which are mentioned The phenyl moiety in the group may have 1, 2, 3, 4 or 5 substituents, containing 1, 2 or 3 heteroatoms selected from N, oxime and S as 5M or 6 member saturated, & Partially unsaturated or aromatic, the heterocyclic ring may have 1, 2 or 3 substituents R8, ()R~c(=s)r5, -s(〇)2r5, _CN, _p(=q) R6r7 M ; R5 is selected from the group consisting of hydrogen, crp-gan i-c1 () alkyl, Ci_Ci () halogen group, Ci_Ci, oxygen-dissolved oxygen, Cl Ci. - alkoxy group, Ci_c], amine-based alkyl group, c3_Ci. Ring-burning earth C3 C]0_J alkyl, phenyl, phenyl-Ci_C4 alkyl, oxy 147474.doc 201041514 base, wherein the phenyl moiety in the last three mentioned groups may have 5 substituents, containing 5, 6 or 3 heteroatoms selected from N, 0 and s as ring members, 5 or 6 members saturated, partially unsaturated or aromatic-free, wherein the heterocyclic ring may have 1, 2 or 3 substituents r8 ' and NR9R10; R and R are independently selected from the group consisting of Ci_Ci〇alkyl, haloalkyl, c-wide Base, C2-C1G pentacenyl, C2_CiG alkynyl, C2_CiQ haloalkynyl, C3-Cn> soil base, c3_ciq cyclyl, C1_C1G alkoxy, Ci_Cl〇 haloalkoxy, C1-C4 alkoxy --c丨-C丨〇alkyl, C丨-c4 alkoxy<1-(: 10 oxime, Cl_Ci(^thio, Ci_Ci 〇halothio, c2-c1() diloxy , C2-Ci() dilute sulfur group, c2_Ci. a fast oxy group, a c2_Ci 〇 thiol group, a C3-C1G cycloalkoxy group, a c3_ClQ cycloalkylthio group, a phenyl group, a phenyl-CrC4 alkyl group, a phenoxy group, Phenylthio, phenyl-Ci_c4 alkoxy and NRnR12; each R8 is independently selected from the group consisting of halogen, nitro, CN, alkyl, CVC4 haloalkyl, CVC4 alkoxy, CVC4 haloalkoxy and nr13r14; Selected from hydrogen and q-Cs alkyl;

RlC) is selected from the group consisting of hydrogen, Ci-Cs alkyl, phenyl and phenyl-CVC4 alkyl; or R9 together with R1G form a linear c4 or C5 alkylene bridge or group -CH2CH2OCH2CH2- or -CH2CH2NR15CH2CH2-; R11 is selected from the group consisting of hydrogen and (VCs alkyl; R12 is selected from the group consisting of hydrogen, (VCs alkyl, phenyl and phenyl-CVC4 alkyl; or R11 together with R12 forms a linear C4 or C5 alkylene bridge or group)团-CH2CH2OCH2CH2- or -CH2CH2NR15CH2CH2-; 147474.doc

201041514 R "in the second occurrence, independently selected from hydrogen and c, -c8 alkyl, · R is independently selected from hydrogen, G-C8 alkyl, phenyl and phenyl _ci-C4 in the presence of human Alkyl; or R1 3 blood p J 4 together form a straight chain (^ or ^alkyl bridge or group CH2CH2〇CH2CH2-^-CH2CH2NR15CH2CH2-; R is independently selected from hydrogen and (^-( : 4 alkyl; Q is 0 or S; Μ is a metal cation equivalent or an ammonium cation of the formula (NRaRbReRd) +, wherein Ra, Rb, RC and Rd are independently selected from the group consisting of hydrazine, Ci_Ci 〇 alkyl, phenyl and A benzyl group, wherein the phenyl moiety in the last two mentioned groups may have 1, 2 or 3 substituents independently selected from the group consisting of: halogen, CN, nitrate, aryl, Cl_c4 alkyl, Ci_c4 tooth burning a group, an alkoxy group, a Ci-C* haloalkoxy group, and nr13r14; η is Ο, 1, 2 or 3; and = (bond/point bond combination) is a single bond or a double bond. The present invention is also related to the formula Ϊ And oxatriazole compounds and their agricultural salts, 'applicable

147474.doc 201041514 wherein L and L4 are independently of each other selected from the group consisting of hydrogen, bromine, iodine, Ci_Ci〇alkyl, dentate, (^-(:10 alkoxy and Cl_Cl〇halo alkoxy; L2 and L3 are independent of each other) Is selected from the group consisting of hydrogen, halogen, Ci_Ci 〇 alkyl, Ci_c 〇 halogen group, Cl-Ci decyloxy and (^-(: 10 haloalkoxy; at least L1, L2, L3 and L4) One is not hydrogen; R1 and R2 are independently selected from hydrogen, Ci_Ci 〇 alkyl, Ci_Ci 〇 haloalkyl, ^-(: 10 alkoxy and Ci_Ci 〇 haloalkoxy; R3 is selected from hydrogen, CVC , calcination, Cl_Cl()-alkyl, Cl_ClG alkoxy and Ci-C10 halo alkoxy; R4 is selected from hydrogen, eve!. alkyl, Ci-Cioii alkyl, c2-c1Q, C2 -C10_ alkenyl, c2_Ci decynyl, c2_Ci 〇 haloalkynyl, c3_ci 〇 cycloalkyl, CVC10_cycloalkyl, phenyl, phenyl-Cl_c4 alkyl, of which benzene in the last two mentioned groups The base moiety may have 1, 2, 3, 4 or 5 substituents R8, and 5 or 6 member saturated, partially unsaturated, containing 1, 2 or 3 heteroatoms selected from N, yttrium and S as ring members Or an aromatic heterocyclic ring wherein the heterocyclic ring may have 1, 2 or 3 substituents R 8 or in the case where η is 〇, it may also be selected from _c(=〇)R5, _c(=s)r5, -S(0)2R5, -CN, -P(=q)r6R7, μ and Group III, 147474.doc 201041514

Among them, L1, L2, L3, L4, R1, RiR3 are as follows! And u is defined as the meaning; and Ο # is the point of attachment to the rest of the molecule; R4a is selected from hydrogen, cvcw, and Cl_Ci. Alkenyl, ^_~ dilute, c2-c1()haloenyl, C2-C1G alkynyl, c2_ClQ dentate, c3_Ci 〇cycloalkyl, C3-C1G_cycloalkyl, phenyl, phenyl _ a Ci_c4 alkyl group, wherein the phenyl moiety in the last two mentioned groups may have an anthracene, 2, 3, 4 or 5 substituents R8, containing 1, 2 or 3 selected from the group consisting of N, hydrazine and 8 A 5- or 6-membered saturated, partially unsaturated or aromatic amidine heterocyclic ring having a ring as a ring member, wherein the heterocyclic ring may have 1, 2 or 3 substituents 1^, -C(=0)R5, -C( =S) R5, -S(0)2R5, _CN, _p(=q)r6r, M; R5 is selected from the group consisting of hydrogen, CVC1 () alkyl, Cl_Clj alkyl, morphoxy, CVCwi alkoxy, Ci_^ Aminoalkyl, c3_Cig cycloalkyl, <:3_(:10 halocycloalkyl, phenyl, phenyl-Ci_C4 alkyl, phenoxy) phenyl moiety of the last three of the groups mentioned It may have 1, 2, 3, 4 or 5 substituent bases 8, containing 5, 6 or 3 hetero atoms selected from N, 〇 and S as ring members, saturated or partially unsaturated 147,474. Doc 201041514 or an aromatic heterocyclic ring, wherein the heterocyclic ring may have 1, 2 or 3 substituents R8, and NR9r10; R and R7 are independently selected from Ci-Ci Terpene, Ci-Ci oxime, C2-Ci 〇, C2-C10 halogen, C2-C10 fast radical, C2-C10 halogen radical, C3_Ci〇 cycloalkyl, C3_CiG_ cyclod , Ci-Cio^oxy, Ci_ 匸1〇_alkoxy, C1-C4 alkoxy _Ci_Cig alkyl, C1-C4 alkoxy-CrCw alkoxy, CVCm alkylthio, CrCw haloalkylthio , c2-c1Q alkenyloxy, c2-c1Q-enylthio, c2-c1G alkynyloxy, c2-c10 thiol, C3-C1Q cycloalkoxy, C3-C1G cycloalkylthio, phenyl, phenyl Alkyl, phenoxy, phenylthio, phenylalkoxy and nrur12; each R8 is independently selected from the group consisting of halogen, nitro, CN, CVC4 alkyl, Ci-CU haloalkyl, α-(:4 alkoxy a group, CVC4 haloalkoxy and nr13r14; r9 is selected from the group consisting of hydrogen and CVC8 alkyl; R10 is selected from the group consisting of CrCs alkyl, phenyl and phenyl-Cl_c4 alkyl; or R9 together with RlG forms a linear c4 or c5 extension An alkyl bridge or group -CH2CH2〇CH2CH2- or -CH2CH2NR15CH2CH2-; R11 is selected from the group consisting of hydrogen and CVC8 alkyl; R12 is selected from the group consisting of alkyl, phenyl and phenyl-Ci_c4 alkyl; or the ruler ^ is formed together with Rl2 Linear c4 or (:5 alkyl bridge or group -CH2CH2〇CH2CH2-^ -CH2CH2NR15CH2CH2-; R is unique at each occurrence Selected from hydrogen and CrCs alkyl; R is independently selected from the group consisting of CrCs alkyl, phenyl and phenyl-C, -C4 alkyl at each occurrence; 147474.doc 201041514 or R13 and R14 together form a linear C4 Or a C5 alkylene bridge or a group -CH2CH2〇CH2CH2_ or -CH2CH2NR15CH2CH2-; R15 is independently selected from hydrogen and ethene at each occurrence; Q is hydrazine or S; M is a metal cation equivalent or formula (NRaRbReRd) + an ammonium cation, wherein Ra, Rb, Re and Rd are independently of each other selected from the group consisting of hydrogen, Ci_Ci 〇 alkyl, phenyl and benzyl, wherein the phenyl moiety of the last two mentioned groups may Having 1, 2 or 3 independently substituted from the following: _, CN, nitro, Cl-C4 alkyl, Cl_c4 _ alkyl, c^c alkoxy, c "c4 haloalkoxy" Nr13r14 ; 4 η is 0, 1, 2 or 3; and = (key/point key combination) is a single bond or a double bond. Therefore, Formula I and Formula II are uniform formulas representing the following structures, which are also named as ΙΑ, ΙΙΑ, ΙΒ and ΙΙΒ compounds, '°

147474.doc -11- 201041514 ^Ny-s(〇)nR4 n~n

(IB)

If in the compound IA, 'R4 is a group of the formula III', it is a sniA group.

The invention also provides the use of a triazole compound of formula I and formula II and/or an agriculturally acceptable salt thereof for controlling harmful fungi. The invention further provides a fungicidal composition comprising such a triazole compound of formula I and / or formula 11 (and / or also formula IV; see below) and / or an agriculturally acceptable salt thereof and a suitable carrier. Suitable carriers for agriculturally acceptable 147474.doc •12· 201041514 are described below.

Compounds I and II may exist in one or more stereoisomeric forms. The various stereoisomers include enantiomers, diastereomers, singly isomers and geometric isomers. Those skilled in the art will appreciate that a stereoisomer may be more active and/or may exhibit an advantageous effect when concentrated relative to other stereoisomers or when combined with other stereoisomers. It is also known to those skilled in the art how to isolate, enrich, and/or selectively prepare such stereoisomers. The compounds of the invention may exist as a mixture of stereoisomers (e.g., racemates), as individual stereoisomers, or as optically active forms. The specific formula recognizes that the compound can be related to the OH group on the cyclopentane ring and the base:: The relative position of the group L exists as an isomer, which may be cis or trans. The invention encompasses cis isomers, trans isomers, and mixtures thereof. However, preferred are the cis isomers (Formula 1 A-cis and Formula IIA-cis compounds):

At least in the case where the group R4/R is the same, the compounds 1 and π can be regarded as position/double bond isomers to each other. In the case where R4 (and of course R4a) is hydrogen, 147474.doc -13- 201041514, The respective compounds I and II are tautomers. The salts which are suitable for use in the succinct industry are, in particular, the salts of their cations or the acid addition salts of these acids, the cations and anions of which have no fungicidal action on the compounds respectively. Adverse effects. Therefore, suitable cations are especially metals for metal (preferably sodium and potassium), soil-measuring metals (preferably words, magnesium and strontium) and transition metals (preferably manganese, copper, zinc and iron). And the money ion, the money ion may have - to four Ci_C4 alkyl substituents and/or one phenyl or phenylhydrazine substituent 'preferably diisopropylammonium, "ammonium, tetrabutylammonium, Trimethyl benzyl ammonium chloride, further preferably scaly ion, cerium ion, preferably tris(C1_C4 alkyl) fluorene and cerium oxide ion, preferably tris(Ci_c4 alkyl) cerium oxide. Mainly chloride, bromide, fluoride, hydrogen sulfate, sulfate, phosphorus Dihydrogen, hydrogen phosphate, phosphate, nitrate, bicarbonate, carbonate, hexafluoroantimonate, hexafluorophosphate, benzoate, and anion of Cl_C4 alkanoic acid, preferably formate, acetate , propionate and butyrate, which can be formed by reacting 1 or 11 with a corresponding anionic acid, preferably hydrochloric acid, hydrobromic acid, sulfuric acid, acid or nitric acid. The definition of a variable 'uses a collective term that generally refers to the substituent in question. The term cn-cm indicates the number of carbon atoms possible in each case in the substituent or substitution moiety in question: Halogen: fluorine, gas, bromine and Iodine; alkyl and alkoxy, alkylcarbonyl, alkylthiocarbonyl, alkylamino, dialkylamino, alkylaminocarbonyl, dialkylaminocarbonyl, alkylthio, calcined The alkyl group in the fluorenyl group and the like: having 1 to 2 (Cl-147474.doc • 14·201041514 C2 alkyl), 2 or 3 (C2-C3 alkyl), 1 to 4 ( (VC* alkyl), 1 to 6 (CVC6 alkyl), 1 to 8 (CVCs alkyl) or 1 to 1 (q-Cio alkyl) carbon a saturated linear or branched hydrocarbon group. The c2-c3 alkyl group is an ethyl group, a n-propyl group or an isopropyl group. The CrC2 alkyl group is a methyl group or an ethyl group. The CrQ alkyl group is also a propyl group, an isopropyl group or a butyl group. a group, 1-methylpropyl (second butyl), 2-methylpropyl (isobutyl) or 1,1-dimethylethyl (t-butyl). The alkyl group is also, for example, pentyl. Base, 1-methylbutyl, 2-methylbutyl, 3-methylbutyl, 2,2-dimercaptopropyl, 1-ethylpropyl, 1,1-dimethylpropyl, 1,2_ Dimercaptopropyl, hexyl, 1-decylpentyl, 2-decylpentyl, 3-methylpentyl, 4-mercaptopentyl, 1,1-didecylbutyl, hydrazine , 2_ dimethylbutyl, 13-dimethylbutyl, 2,2-dimercaptobutyl, 2,3-dimercaptobutyl, 3,3-dimethylbutyl, 1-ethyl Butyl, 2-ethylbutyl, ι,ι,2-trimethylpropyl, 1,2,2-trimethylpropyl, 1-ethyl-ι-methylpropyl or oxime-ethyl _2 methyl propyl. The Ct-Cs alkyl group is also additionally, for example, heptyl, octyl, 2-ethylhexyl and positional isomers thereof. The Ci-Cio alkyl group is also, for example, an anthracenyl group, a fluorenyl group, a 2-propylheptyl group, a 3-propylheptyl group, and a positional isomer thereof. Haloalkyl: having 1 to 2 (CVC 2!! alkyl), 1 to 3 haloalkyl groups, 1 to 4 (CVCU dentate), 1 to 6 (Ci-C6 haloalkyl), a linear or branched alkyl group (as described above) of (CVCj alkyl), 1 to 1 (Cl_Ci〇-alkyl) or 2 to (7) (1) wide C1〇i alkyl) carbon atoms (as described above) Some or all of the hydrogen atoms in the specific group may be replaced by a dentate atom as described above. The 疋a is a C^-C2 halogen group, such as chloromethyl, bromomethyl, dioxomethyl, trichloro Methyl, fluoromethyl, difluoromethyl, trifluoromethyl, chlorofluoromethyl, dichlorofluoromethyl, difluoromethyl, chloroethyl, oxime bromide 147474.doc 15- 201041514 , 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-dichloroethyl or pentafluoroethyl. The Cl-C3 haloalkyl group is additionally, for example, 1,1,1-difluoropropan-2-yl, 3,3,3-trifluoropropyl or heptafluoropropyl. The (^_c4 halogen) group is additionally, for example, 1·chlorobutyl, 2-cyclobutyl, 3-cyclobutyl or 4-chlorobutyl.

Ci-Cio hydroxyalkyl: having 1 to 2 (CrC hydroxyalkyl), 1 to 4 (CV C4 hydroxyalkyl), 2 to 4 (C2-C4 hydroxyalkyl), 1 to 6 ( CrG hydroxyalkyl), 2 to 6 (C2-C6 hydroxyalkyl), 1 to 8 (CVCs hydroxyalkyl), 2 to 8 (C2-C8 hydroxyalkyl), 1 to 1 ( (q -CM hydroxyalkyl) or a linear or branched alkyl group of 2 to 10 (C2-C10 hydroxyxanthyl) carbon atoms (as described above) wherein at least one hydrogen atom is replaced by a hydroxy group, such as 2-hydroxyethyl Or 3-hydroxypropyl. a dilute moiety in an alkenyl group and a diloxyoxy group, a dilute yl group, and the like: having 2 to 4 (CrC4 alkenyl groups), 2 to 6 (C2-C6 alkenyl groups), 2 to 8 ( C2-C8 alkenyl), 3 to 8 (C3-C8 alkenyl), 2 to 10 (CVCi. alkenyl) or 3 to 10 (C; 3-C 10 alkenyl) inhabiting atoms and at any A monounsaturated linear or branched hydrocarbon group at the position of a double bond, such as a C2-C6 alkenyl group, such as a vinyl group, a propyl group, a 2-propenyl group, a 1-mercaptovinyl group, a 1-butenyl group, 2 -butenyl, 3-butylenyl, 1-mercapto-1-propenyl, 2-mercapto-1-propenyl, i-methyl-2-propenyl, 2-methyl-2-propene 1, 1-pentenyl, 2-pentenyl, 3-pentenyl, 4-pentenyl, 1-decyl-1-butenyl, 2-methyl-1-butenyl, 3- Methyl-1-butylenyl, 1-mercapto-2-butenyl, 2-mercapto-2-butyridyl, 3-mercapto-2-butyridyl, 1-methyl-3-butyl Dilute, 2-mercapto-3-butylenyl, 3-methyl-3-butenyl, 1,1-dimethyl-2-propenyl, iota, 2-didecyl-i-propene 147474 .doc -16- * v 201041514 base, 1,2-·-mercapto-2-propenyl, 1-ethyl-; [• propyl, 1 _ethyl, 1- Indenyl, 2-hexyl, 3-hexyl, 4-hexyl, hexenyl, 1-decyl-1-pentenyl, 2-methyl-1-pentyl, 3-indene Base q•pentyl, 4-methyl-1-pentenyl, 1-methyl-2-pentenyl, 2-mercaptopentyl, 3-methyl-2-pentenyl 4- Methyl-2-pentanyl, iota-methyl-3-pentenyl, 2-mercapto-3-enopentyl, 3-methyl-3-pentenyl, 4-methyl-3-pentane Alkenyl, 1-methyl-4-pentenyl, 2-methyl-4-pentenyl, 3-methyl-4-pentenyl, 4-methyl-4-pentenyl, 1, 1-dimethyl-2-butenyl, dimethyl-3-butenyl, 1,2-dimethyl-1-butenyl, iota, 2-dimethyl-2-butanthyl, 1,2 - Dimercapto-3-butenyl, l,3-dimethyl-I-butenyl, i,3-dimercapto-2-butenyl, 1,3-didecyl-3-butene Base, 2,2-dimethyl-3-butenyl, 2,3-dimethyl-1-butenyl, 2,3-dimethyl-2-butenyl, 2,3_di 3-butenyl, 3,3-dimercapto-1-butenyl, 3,3-dimethyl-2-butenyl, 1-ethyl-1-butenyl, 1-ethyl-2- Butyl, ι_ethyl_3_butenyl, 2-ethyl-1-butenyl, 2-ethyl-2-butenyl, 2-ethyl-3-butenyl 1,1,2-dimethyl-2-propylidene, 1-ethyl-1-methyl-2-propanyl, 1-ethyl-2-methyl-1-propenyl, i-ethyl _2_Methyl-2-propylene group and the like; a haloalkenyl group and a haloalkenyloxy group, a heteroalkenylcarbonyl group and the like; a haloalkenyl moiety in the group: 2 to 4 (C2_C4i alkene) Base), 2 to 6 (c2_C6-alkenyl), 2 to 8 (C2-C8-alkenyl) or 2 to! a (C2_Ci dentate alkenyl) carbon atom and an unsaturated linear or branched hydrocarbon group at a position of a double bond (as described above) wherein some or all of the hydrogen atoms of such groups may be as described above Replacement of dentate atoms (especially fluorine, chlorine and bromine), such as vinyl chloride, chlorine 147474.doc • 17- 201041514 allyl and the like; alkynyl and alkynyloxy, alkynylcarbonyl and the like Alkynyl moiety in oxime: having 2 to 4 (C2-C4 alkynyl), 2 to 6 (C2-C6 alkynyl), 2 to 8 (C2-C8 alkynyl), 3 to 8 (C3) -C8 alkynyl), 2 to 10 (C2-C1()alkynyl) or 3 to 10 (C3-C10 fast radical) carbon atoms and one or two straight or branched chains at any position Hydrocarbyl group, for example 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-indolyl-3-butynyl, 2-methyl-3-butynyl, 3-methyl-1-butynyl, 1,1-dimethyl-2-propynyl, 1-ethyl-2-propynyl, 1-hexyl Alkynyl 2-hexynyl, 3-hexynyl, 4-hexynyl, 5-hexynyl, 1-methyl-2-pentynyl, 1-indenyl-3-pentynyl, 1-indenyl 4-pentynyl, 2-methyl-3-pentynyl, 2-mercapto-4-pentynyl, 3-mercapto-1-pentynyl, 3-methyl-4-pentynyl , 4-methyl-1-pentynyl, 4-methyl-2-pentynyl, 1,1-didecyl-2-butynyl, l,i-dimethyl-3-butynyl, 12_Dimethyl_3 Butanyl, 2,2-methyl-3-butynyl, 3,3-dimercapto-1-butynyl, ethyl-2-butynyl, 1- Ethyl-3-butynyl, 2-ethyl-3-butynyl, ethyl-1-methyl-2-propynyl and the like; i alkynyl and haloalkoxy, alkynylcarbonyl and a haloalkyyl moiety in the like group. 2 to 4 haloalkynyl groups, 2 to 6 (C2-C6 haloalkynyl), 2 to 8 (C2-C8 haloalkynyl) or 2 to 1 (Hlil(C2_Ci. haloalkynyl) carbon atom and one or two unsaturated linear or branched chain hydrocarbon groups at any position (as described above), wherein some or all of the hydrogen atoms in such groups may Substituted by an imine atom as described above (especially fluorine 'chlorine and bromine'); 147474.doc -18- 201041514 cycloalkyl a cycloalkyl moiety in a cycloalkoxy group, a cycloalkylcarbonyl group, and the like: having 3 to 6 (CrC6 cycloalkyl groups), 3 to 8 (C3_C8 cycloalkyl groups), or 3 to 10 (C3_C1Q) a monocyclic saturated hydrocarbon group of a cycloalkyl)carbocyclic member such as cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, cyclodecyl and cyclodecyl; halocycloalkyl and a cyclohexyl moiety in a cycloalkyloxy group, a cycloalkylcarbonyl group, and the like: having 3 to 6 (C3-C6 halocycloalkyl) groups, 3 to 8 0 (C3_Cs halocycloalkyl groups) Or a monocyclic saturated hydrocarbon group of 3 to 1 (C3_C10 halocycloalkyl)carbocyclic ring member (as described above), wherein some or all of the hydrogen atoms may be through a halogen atom as described above (especially fluorine, chlorine and bromine) Replacement; alkoxy: an alkyl group attached via an oxygen. The Cl_C2 alkoxy group is a methoxy group or an ethoxy group. Ci-C4 alkoxy is additionally, for example, n-propoxy, iota-ethoxyethoxy (isopropoxy), butoxy, 1-methylpropoxy (second butoxy), 2-A Propyloxy (isobutoxy) or 1,1-dimethylethoxy (t-butoxy). The Cl_C6 alkoxy group is additionally, for example, a pentyloxy group, a fluorenyl fluorenyloxy group, a 2-methylbutoxycarbonyl group, a 3-methoxymethyloxy group, a 1,1-dimethylpropoxy group, 2-dimethylpropoxy, 2,2-dimethylpropoxy, 1-ethylpropoxy, hexyloxy, 1-methylpentyloxy, 2-methylpentyloxy, 3_ Methylpentyloxy, 4-methylpentyloxy, M-dimethylbutoxy, 1,2-dimethylbutoxy, 1,3-dimethylbutoxy, dimethylbutoxy , 2,3-dimethylbutoxy, 3,3-dimethylbutoxy, 1-ethylbutoxy, 2-ethylbutoxy, l,i,2-trimethylpropane Oxyl, 1,2,2-dimethylpropoxy, i_ethyl_ι·decylpropoxy or 丨_ethyl-2-methylpropoxy. The Ci-Cs alkoxy group is additionally, for example, heptyloxy, octyloxy, 2-ethylhexyloxy and positional isomers thereof. The alkoxy group is additionally, for example, 147474.doc -19- 201041514 decyloxy, decyloxy and positional isomers thereof. The C2_Ciq alkoxy group is such as a __c10 alkoxy group, with the exception of a methoxy group. The alkoxy group is partially or completely substituted by fluorine, chlorine, bromine and/or iodine, and is preferably substituted with an alkoxy group as described above. Cl_C2_alkoxy is, for example, 〇CH2F, OCHF2, OCF3, 〇CH2Ch 0CHC12, 0ccl3, chlorofluoromethoxy, monofluorofluorooxy, chlorodifluoromethoxy, 2-fluoroethoxy, 2-chloroethoxy Base, 2-bromoethoxy, 2-disc ethoxy, 2,2-difluoroethoxy, 2,2,2-trifluoroethoxy, 2-chloro-2-fluoroethoxy, 2 _Chloro-2,2-difluoroethoxy, 2,2-dioxa-2-fluoroethoxy, 2,2,2-trichloroethoxy or oqh. The Cj-C4 haloalkoxy group is additionally, for example, 2-fluoropropoxy, 3-fluoropropoxy, n-difluoropropoxy, 2,3-difluoropropoxy, 2-propoxyl, % Propyloxy, 2,3-dipropoxy, 2-bromopropoxy, 3-bromopropoxy, 3,3,3-trifluoropropoxy, 3,3,3-tripropoxy Base, 〇CH2_C2F5, 〇CF2_C2F5, 1-(CH2F)-2-decyloxy, chloroethoxy, pu (4-)-2-ethyl, 4-fluorobutoxy, 4-chlorobutoxy 4_ desert oxy or nonafluorobutoxy. Qc: 6 haloalkoxy is additionally, for example, 5-fluoropentyloxy, 5-chloropentyloxy, 5-pentyloxy, 5-p-pentyloxy, undecyloxy, 6-hexyloxy Base, 6-gas hexyloxy, 6- hexyloxy, 6- texyl hexyloxy or 12-hexyl hexyloxy. A sulfhydryl group which is bonded to the above by an oxygen atom, such as a c2_Cl0 alkenyloxy group, such as an anthracene-vinyloxy group, a 1-propenyloxy group, a 2-propenyloxy group, a 1-methylethyleneoxy group. , butyleneoxy ' 2 - butenyloxy, 3 - butyloxy, 1-methyl-1-propenyloxy, 2 - fluorenyl hydrazine - propyleneoxy, hydrazine - methyl - 2 - propyleneoxy 2_Methyl-2-propenyloxy, pentenyloxy, 2-pentenyloxy 147474.doc -20- 201041514 :, oxime, 4-pentenyloxy, acesulfate, 2_Methoxybutoxy...dioxyoxyl, 3-methyl-2-butoxyoxy, "yl-3-carb, 2-methyl-3-butenyloxy, 3mT-alkenyl, A... Propylene oxime, dimethyl propylene propylene oxy oxy group, ethyl phthalate] and knee s basin methyl-2- olefin oxygen A, 1_ethyl 2 propyleneoxy, 1-hexan Ο = base Widely dilute oxy, 3-hexyloxy, 4-hexamethoxy, 5 hexamethylene methyl-1_pentenyloxy, 2_methyl-1_pent:)^4. 1 Λ ^ «. pentene lactyl, 3-methyl 1-2 fluorene, pentyl pentyloxy, 'methyl 2 - pentyloxy, 2- ̄: i methyl \ m penteneoxy m Pentyloxyl LC penteneoxy, "yl-3-butenoxy, ... = two a pentenyloxy group, a "pentenyloxy group," a dimethyl group ... oxy group, a methyl pentyloxy group with a dimethyl H oxy group, a 12- fluorene 9, 3 ... Diluted oxygen two V: butanyloxy, 2,3. dimethyl... diloxy, methyl methoxy, 3,3m butenyloxy, dimethyl-2-butenyloxy, mesyl, 1-Ethyl-3·butene Oxygen Ethyl Ethyl Ethyl Ethyl Oxide Oxide Oxide, 2-Ethyl: Butyl Oxygen: Butoxyl, 2-Ethyl-2-yl, !-Ethyl Propylene = « . , 7 A 0 Qiu Keji丨_Ethyl-2-methyl-1-propenyloxy" * — Yinji_2_propyleneoxy group and the like; 147474.doc •21- 201041514 Alkenyloxy: Alkenyloxy as described above, partially or completely substituted by fluorine, gas, bromine and/or iodine, preferably substituted by fluorine. Alkynyloxy: alkynyl group as described above attached via an oxygen atom, for example匕-Cio alkynyloxy such as 2-propoxy, 2-butynyloxy, 3-butoxyxime, 1-methyl-2-propynyloxy, 2-pentynyloxy, 3_ Pentynyloxy, 4-pentynyloxy, 1-methyl-2-butynyloxy, 丨-methyl-3-butynyloxy, 2-methyl-% butynyloxy, 1·B Ke-2-propynyloxy, 2-hexyl Alkynyloxy, 3-hexynyloxy, 4-hexynyloxy, 5-hexaoxyoxy, fluorenylmethyl-2-pentynyloxy, benzyl-3-pentynyloxy and the like Haloalkoxy: partially or completely substituted by fluorine, chlorine, bromine and/or iodine, preferably alkoxylated as described above, substituted by fluorine. Ring alkoxy: bonded via an oxygen atom as above & Alkoxy, such as C3-C1G cycloalkoxy or (: 3_C8 cycloalkoxy, such as cyclopropoxy, cyclopentyloxy, cyclohexyloxy, cycloheptyloxy, cyclooctyloxy, cyclo a decyloxy group, a cyclodecyloxy group, and the like; a dilute oxy group. 35 is a cycloalkenyloxy group as defined above, which is bonded to an oxygen atom, such as a C3_C1()% alkenyloxy group, a C3_Cs cycloalkenyloxy group, or Preferred is a cyclohexeneoxy group such as a cyclopent-1-enyloxy group, a cyclopent-2-enyloxy group, a cyclohexenyloxy group and a cyclohex-2-enyloxy group; an alkoxyalkyl group: a hospital base having 1 to 10, 1 to 8, -6 to 1 or 1 to 3, especially 1 to 3 carbon atoms as defined above, wherein one chlorine atom has 1 to 8, 1 to 6 Or in particular an alkoxy group of (4) carbon atoms, such as methoxymethylmethoxyethyl Ethoxymethyl, 3_ methoxy propyl, 3-ethoxypropyl group and the like. 147474.doc •22- 201041514 Alkoxy alkoxy. Having 1 to 10, 1 to 8,! Up to 6 or 2 to 4, in particular 1 to 3, carbon atoms of the alkoxy group as defined above, wherein one hydrogen atom has an alkoxy group having from 1 to 8 '1 to 6 or especially to 4 carbon atoms Substituents such as 2-methoxyethoxy, 2-ethoxyethoxy, 3-methoxypropoxy, 3-ethoxypropoxy and the like. Alkylcarbonyl: a group of the formula R-CO-, wherein the sizing is an alkyl group as defined above, for example, a Ci-c1G, a Cl_C8, a Ci_C6, a Ci_c^0, a Ci_C2 or a CrC4 alkyl. Examples are ethyl acetyl, propyl thiol and the like. Examples of the CyC4 alkylcarbonyl group are a propylcarbonyl group, an isopropylcarbonyl group, a n-butylcarbonyl group, a second butylcarbonyl group, an isobutylcarbonyl group and a tert-butylcarbonyl group. Alkoxycarbonyl: a group of the formula R-CO-, wherein R is alkoxy as defined above, for example C丨-C丨0 alkoxy, oxy, cardio-alkoxy, C:4 alkoxy Or CrC2 alkoxy. Examples of the Ci_C4 alkoxycarbonyl group are a hydrazine carbonyl group, an ethoxycarbonyl group, a propoxycarbonyl group, an isopropoxycarbonyl group, a n-butoxycarbonyl group, a di-n-butoxycarbonyl group, an isobutyl carbonyl group and a third butoxycarbonyl group. Alkylsulfonyl: a group of the formula R_s(0)2_, wherein R is alkyl as defined above, for example (VC1G, C-C8 alkyl, Ci_c6 alkyl, C1_C4 alkyl or Cl_C2 alkyl. C1_C4 alkane Examples of oxysulfonyl groups are methylsulfonyl, ethylsulfonyl, propanesulfonyl, isopropylsulfonyl, n-butylsulfonyl, dibutylsulfonyl, isobutylsulfonyl and the third Butyr sulfonyl group. A sulfur-based group: an alkyl group as defined above which is bonded via a sulfur atom. A thiol group: a haloalkyl group as defined above which is bonded via a sulfur atom. Alkylthio group: an alkene as defined above via a sulfur atom 147474.doc -23- 201041514 Tetrasylthio: a (4) group as defined above via a sulfur atom. Fast thio group: a fast group as defined above via a sulfur atom. Halogen thio group: attached via a sulfur atom Alkynyl group as defined above. Cycloalkylthio: a cycloalkyl group as defined above attached via a sulfur atom. Phenyl-C^C4 alkyl: an alkyl group in which a hydrogen atom is replaced by a phenyl group (as defined above) such as phenylhydrazine a phenyl-CrC4 alkoxy group: a Ci_C4 alkoxy group in which a hydrogen atom is replaced by a phenyl group. Such as 疋)) such as benzoquinoneoxy, phenethyloxy and the like. 3 members, 4 members, 5 members, 6 members, 7 members, 8 members, 9 members or 10 members are saturated, partially not a saturated or aromatic heterocyclic ring containing 1, 2, 3 or 4 heteroatoms from a group consisting of oxygen, nitrogen (in the form of N or NR) and sulfur (in the form of s, 8 or s? 2) Depending on the situation, i or 2 groups selected from c (= (7) and c (= s) as ring members: - two, four, five or six members of saturated or partially unsaturated heterocyclic rings (hereinafter also a heterocyclic group, which contains one, two, three or four heteroatoms from the group consisting of oxygen, nitrogen (in the form of N or NR) and sulfur (in the form of S, s or S02) and Optionally, one or two groups selected from C(=0) and C(=S) are used as ring members: for example, a monocyclic saturated or partially unsaturated heterocyclic ring, which contains one to three in addition to the carbon ring members. a nitrogen atom and / or an oxygen or sulfur atom or - or two oxygen and / or sulfur atoms and optionally 1 or 2 groups selected from C (= 〇) and C (= = s), For example, 2_oxiranyl, 2-thiaridinyl, 1-aziridine or 2-aziridine Base, azetidinyl, 2-azetidinyl or 3-azetidinyl, 2_tetrahydrofuranyl, % 147474.doc -24 - 201041514

Tetrahydrofuranyl, 3-tetrahydrofuran-2-one, 4-tetrahydrofuran-2-one, 5-tetrahydroindol-2-one, 2-tetrahydrofuran 3-keto group, 4-tetrahydro-butan-3-one, 5-tetrahydro-β-pentan-3-one, 2-tetrahydro-septyl, 3-tetrahydro-zero-septyl, 3 -tetrazoyl thiophene-2-indenyl, 4-tetramethyl π-cephen-2-yl, 5-tetrazino-2-cephen-2-one, 2-tetrahydro-cepan-3-keto , 4-tetrahydro-desophen-3-one, 5-tetrazonia ° cephen-3-indenyl, 2-. Bilobital, 3-indolyl π-decyl, 1-pyrrolidin-2-one, 3-pyrrolidin-2-one, 4-pyrrolidin-2-one, 5- 0 ratio bite- 2-keto group, 1-α-bilo. D--3-keto, 2-. More than η. 3-keto-keto, 4-DitD each 3-keto-3-keto group, 5-° ratio 11 each 3-keto-3-keto group, 1-° ratio 11 bite-2,5-dione, 3-pyrrole Pyridin-2,5-diketonyl, 3-isoxazolidinyl, 4-isooxo-supplemented π-decidence, 5-iso-dopo-π-mercaptopurine, 3-isopy-α-α-α-based, 4-iso ° Sputum bite base, 5-isose plug ° sitting σ fixed base, 3-D than saliva. Base, 4 -σ ratio. Sit a fixed base, 5 - ° ratio. Sit π base, 2 - ° evil. Sit on the base, 4 - 嗔. Sitting on the base, 5-σ evil. Sitting on the α-base, 2-D plug α sitting. Base, 4-° sulphate, 5-° sputum, 2-β mercapto, 4-m. Succinyl, 1,2,4-oxadiazolidine-3-yl, 1,2,4-oxadiazolidine-5-yl, 1,2,4-° 1,2,4-° sputum bite 5-base, 1,2,4-three. Succinyl-3-yl, 1,3,4-oxadiazolidine-2-yl, 1,3,4-thiadiazolidin-2-yl, 1,3,4-di-[2] -yl, 2,3-dihydroπ-pentan-2-yl, 2,3-dichloro-anthran-3-yl, 2,4-di-mole-2-meryl, 2,4-diazo σ Furan-3-yl, 2,3-dimur alpha-ceto-2-yl, 2,3-di-rat alpha-cepan-3-yl, 2,4-diazo alpha-cepan-2-yl, 2 , 4 - bis-α-ephedo-3-yl, 2-α-pyranyl- 2 -yl, 2 - ° pyloryl-3-amino, 3 -pyrolin-2-yl, 3-pyrroline-3 -yl, 2-isoxazolin-3-yl, 3-isoxazolin-3-yl, 4-isoxazolin-3-yl, 2-isoxazolin-4-yl, 3-iso Oxazolin-4-yl, 4-isoxazolin-4-yl, 2-isoxazolin-5-yl, 147474.doc -25- 201041514 3 -iso- 恶α坐琳_ 5 -based, 4 - iso- 恶 唾 _ $ - I violent, 2-isoindolyl, 3-isothiazolin-3-yl, 4-isothiazolidine _3_yi%咻-3, 4-yl, 3-iso Thiazolin-4-yl, 4-isothiazoline _4 imistrozole, lin-5-yl, 3-isoxazole lin-5-yl, 4-iso-nosed lin-line 2 different.塞 ·, base, 2 1 0 to 0 sitting -1- group, 2,3 - dihydro n than sal _2 _ group, 23 _ — ' ~ dihydrogen, - bismuthin 2,3-Dihydropyrazol-4-yl, 2,3-dihydropyrazole-5-yl, Ί1-yl, 3,4-di-gas ratio 嗤-3-yl, 3,4-di (Gas hydropyrazol-5-yl, 4,5-dihydropyrazol-1-yl, 4 5 4,5-dihydrogen ratio ° _4-base, 4,5-two ratio ° sit + Base, 3,4-gas% olfactory-3 pyrazol-5-yl, 2,3->, 2-yl, 2,3-dihydrooxazol-3-yl, 2,3-digas.啥 啥 j ~ oxazole, hydrooxazole-5-yl, 3,4-dihydrooxazol-2-yl, 3 4 yl, 2,3 3,4-dihydro 坐 -4- group, 3,4-dihydropic sniffing _5•yi 3 2_yl, 3,4-dihydrooxazole _3_yl, 3, diol dihydrooxazolyl, 3-piperidinyl, 4-piperidinyl , l, 3-two. Odd environment ^ meryl, 4-tetrahydro 11 decyl, 2-tetrahydro. thiophene, 3 θ oxol 4-hexahydro °, hexahydropyrimidinyl, Gas " nal n-methyl, pyrimidinyl, pyrimidinyl, 2-piperazinyl, 1,3,5-hexahydrotriazine 5'^ ft 2-yl and 1,24-azine-3-yl and corresponding Subunit; ', six gas three, four, two oxygen. 唉, 2, ° 啶 pyridine, 2 four - seven members saturated or An unsaturated heterocyclic ring containing a hetero atom from a group consisting of milk, nitrogen and sulfur. You & ^ or four ', butyl is a ring member: a monocyclic and bicyclic heterocyclic ring having 7 ring members, In addition to the carbon ring member one also contains - to three nitrogen atoms and / or - an oxygen or sulfur atom, into: an oxygen and / or sulfur atom, such as tetrahydro nitrogen and hexahydrozinyl groups such as 2, 3,4,5·tetrahydroindene]hydrogen, small, -2-, -3-, ·4-, I, one, six, 147,474.doc -26 - 201041514 -7-based, 3, 4, 5, 6 -tetrahydro[2H]azepine_2_-4--7-yl'2,3,4,7-tetrahydro-azhen_1_,_2_,_3_,)~6- or -6- or -7- Base, 2,3,6,7-tetrahydro[1H]azepine, 2^, _5_, -6- or -7-yl, hexa-nitrogen, small, one or two, /4', oxygen And hexahydrooxo group, such as, for example, 5, hydrogen-oxygen tetra-tetragen, -4_, -5_, heart or _7_ group, 2,3,4,7_four gas_oxygen qi, 1 4 -5-, -6- or _7_ base, 2,3,6,7_tetrahydrogen]oxyquinone

, -4-, -5-, -6_ or _7_ group; hexahydro-nitrogen oxime, 2 ... i-based, tetrachloro- and hexa-azalyl-four gas- and six gas two or T =, Tetrahydro- and hexahydro-U-azinyl, slightly hexahydro gu::::... hexahydro...3-dioxoyl 'tetrachloro- and hexahydro-14 whey, and corresponding subunits ;--a five- or six-membered aromatic heterocyclic ring (=heteroaromatic group) containing one or three or four from a group consisting of oxygen, nitrogen and sulfur: sub:::: connected by carbon And a 5-membered heteroaryl group having - to three nitrogen atoms or _ or two nitrogen atoms and a sulfur or oxygen atom as a ring member, such as 2 furyl, 3-furyl, 2-thienyl, 3-thiophene Base, 2-° thiol, 3-pyrrolyl, 3-isoxazolyl, 4-isoxazolyl, 5-isoxazolyl, 3-isothiathiol, 4-iso-β-saliva Basis, 5-iso-π-spin η, 3_β ratio "sitting base, 4-» than thiol, 5-n-r-saltyl, 2-cyanosyl, 4-meryl, 5-" Sitting base, 2 _ ° plug ° sitting base, 4-mercapto, 5-° stopper, 2-mid D sitting, 4-mi-α-based, 1,2,4-oxadiazole_3- Base, hydrazine, 2,4-oxadiazol-5-yl, 1,2,4-thiadiazol-3-yl, 1,2,4 -thiadiazol-5-yl, 1,2,4-triazol-3-yl, 1,3,4-oxadiazol-2-yl, 1,3,4-thiadiazol-2-yl and 1,3,4-triazol-2-yl; 5-membered heteroaryl, which is a member of 裱 147474.doc •27- 201041514 and contains one to three nitrogens as a member of 裱, * such as pyrrole 1 _ group, carbazole Soil 3, imidazolyl, hydrazine 2 3_ 2 and 1.2-4-:r A !甘.* . , , —-1-yl and 1,2,4-triazole-1-yl; _, or two jfli atoms as xg.; 6 member heteroaryl, such as ... base, ... base, = 3. pyridazinyl, 4 fluorenyl, 2 (10), 4 (tetra), M thiol, 2 , a group, a triazine 2-yl group and a W-triazin-3-yl group; a 2 alkyl group; a divalent branched chain having 2 to 5 carbon atoms or a "branched chain, C, 2, howling, C_2CH2 CH(CHCH2CH(CH3)^ch2ch2ch2ch2. ch2ch2ch2ch2ch2 〇 group-SM is more specifically a group S_M, wherein M+ is a metal cation equivalent or an ammonium cation as defined above. The metal cation equivalent is more specifically 1/ aMa+' where a is the valence of the metal and is generally 2 or 3. The suitable and substituted substituents R1, R2, D3, n4 of the compounds of the invention are as follows. On its R, R4, R4i R10, R11, R12, R13, rH, Rl5, τ,

R L R'I; R9 R£

Rb, Re, Rd, and the index n and their use are not valid, and are especially effective in the mutual combination of the mothers. In the compounds IB and IIB, it is preferred that the isomers IB-1 and im_2, R 3 N 4 1 V^S(〇)nR \tVs n-n

Cl

L2 147474.doc -28- 201041514 Accordingly, it is preferred that the following isomers of the group ΙΙΙΒ,

(11 Old-1) Ο Ο In a preferred embodiment of the invention, L2 and L3 are independently selected from the group consisting of hydrogen halogen, CVC4 alkyl, Cl_C4 halogen, Ci_C4 alkoxy and c"c4 functional oxygen More preferably, it is selected from the group consisting of hydrogen, chlorine, methyl, ethyl, isopropyl gas methyl, difluoromethyl, trifluoromethyl, 2, 2, ... ethyl, coffee tetra", methoxy, Ethoxy, "oxy, difluoromethoxy, tri-i-methylindenyl and 2,2,2-trifluoroethoxy, specifically selected from the group consisting of hydrogen, chlorine, and fluoromethyl-fluoro Base, difluoromethyl, methoxy, methoxy, difluoromethoxy and trifluoromethoxy, and especially selected from hydrogen and chlorine. > In the preferred embodiment of the invention 'L1 And 1/independently selected from the group consisting of ^ C, C 4 alkyl, cvc 4 — alkyl, Cl — C 4 ; oxy and oxy are more preferably selected from hydrogen, Ci—C 3 alkyl, fluoromethyl, difluorodecyl, trifluoromethyl Base, 2,2,2-difluoroethyl, fluoroethyl, methoxy, ethoxy, fluoromethoxy, = fluoromethoxy, trifluoromethoxy and 2,2,2-trifluoro Ethoxy, specifically selected from hydrogen, decyl, ethyl 'isopropyl, trifluoromethyl, 2,2,2-difluoroethyl, 1,1,2,2- Fluoroethyl, decyloxy, ethoxy, difluoromethoxy and 2,2,2-trifluoroethoxy, and in particular selected from hydrogen and trifluoromethyl. Preferred embodiment of the invention In the example, at least one of L1 and L4 is not 147474.doc -29- 201041514 hydrogen. In another preferred embodiment of the invention, both L2 and L3 are hydrogen. In a preferred embodiment of the invention, At least one of L1 and L4 is not nitrogen, and both L2 and L3 are hydrogen. According to an even more preferred embodiment, one of "and a wide range is not hydrogen, and the remaining substituents L (i.e., L2, L3) And Ll*L4) is hydrogen. In an alternative preferred embodiment of the invention, at least one of L2 and L3 is not gas. In another alternative preferred embodiment of the invention, both L1 and L4 are Hydrogen. In an alternative embodiment of the invention, at least one of L2 and L3 is not hydrogen and both L and L are hydrogen. According to an even more preferred embodiment, the [2 and l3 are not Hydrogen, and the remaining substituents 1 (i.e., l1, 匕4, and [2 or 匕3) are hydrogen. ',,, one of the present inventions is hydrogen, and one of L3 and L4 is not hydrogen hydrogen. In a preferred embodiment, at least one of L1 and L2 Not all hydrogen. According to an even better embodiment, and L2' and the remaining substituents L (ie, L3 'L4 and L1 or L2) are specific 2, only one of 3L1, 4L2, L3 and 1/ Not hydrogen. The particularly preferred combination of LL and L is compiled in the table below.

No.^--- — L2 T 3 T 4 1. 2. ch3 ---~--- CH?CH^ H L4 H 3 ----- CHiCH,VH 1— HH 4 ------ CF ^ HH 5 ------- CH^PF. HH ------JHH 147474.doc •30· 201041514

No. L1 L2 L3 L4 6. cf2chf2 Η HH 7. och3 Η H —- H H ocf3 Η HH 9. OCH2CF3 Η HH 10. OCH2CH3 Η HH 11. Η ch3 HH 12. Η ch2ch3 HH 13. Η CH(CH ,) 2 H lH 14. Η cf3 HH 15. Η ch2cf3 HH 16. Η CF2CHF2 HH 17. Η OCH, HH 18. Η OCF3 HH 19. Η OCH2CF3 HH 20. Η 〇CH2CH3 HH 21. Η Cl HH in the above combination Medium is particularly preferred for the combination of Nos. 4 and 21.

R and R are preferably independently selected from hydrogen, q-C4 alkyl, c^-c-alkyl, CrCU alkoxy and (^-(: 2 haloalkoxy). More preferably, ruler 1 and Han 2 is independently selected from hydrogen, methyl, ethyl and trifluoromethyl. Even more preferably, r1 and R2 are independently selected from hydrogen and methyl. In particular, Rl & R2 are both methyl. Preferably, R3 is selected from the group consisting of hydrogen, Cl_C4 alkyl, Ci_C2 haloalkyl, alkoxy and .alkoxy. More preferably, it is selected from the group consisting of nitrogen, methyl 'ethyl and trifluoromethyl. Even More preferably, R is selected from the group consisting of hydrogen and methyl. Specific δ, R3 is nitrogen. R5 in the group -C(=0)R5 and -S(0)2R5 is preferably selected from Ci_c4 alkyl, Ci-. C2_alkyl, Cl_C4 alkoxy, Ci-C2_alkoxy, phenyl, phenoxy 147474.doc -31 · 201041514 base and NR9Rl°' more preferably selected from CrC4 alkyl 'c-cardiyl, (tetra) alkane Oxy, CKC2 haloalkoxy and NR9RlG and even more preferably selected from Ci_C4 alkyl and dish V. In the group R), r5 is specifically referred to as an alkyl group, more specifically an isopropyl group. , isobutyl or tert-butyl, and in the group -s(〇) 2R5, R5 is specifically methyl. Preferably, R9 is hydrogen and Ri The hydrazine is selected from the group consisting of hydrogen, ci-c4 alkyl and phenyl, preferably selected from the group consisting of chloro ACI-c4. R4 is preferably selected from the group consisting of hydrogen, Cl_c4 alkyl, _c(=〇)r5, _s(〇)2R5, _cn. And a group of the formula III wherein R5 has the above general meaning - or the above-mentioned preferred meanings of the above-mentioned preferred meanings have the above-mentioned general meaning - or one of the preferred meanings given hereinafter. From hydrogen, CVC4 alkyl, CVC4 alkylcarbonyl, Ci_c4 alkoxycarbonyl, -(:(=〇)Ν(Η)〇ν(:4 alkyl, Cl_C4 alkylsulfonyl, CN and the group of formula III and Even more preferably, it is selected from the group consisting of hydrogen and Ci_c4. In particular, the rule 4 is selected from the group consisting of hydrogen, CN and sulfhydryl. R4 is especially hydrogen. Μ杈 preferably selected from alkali metal cations, alkaline earth metal cation equivalents, Cu, Zn a cation equivalent of Fe or Νι, or an ammonium cation of the formula (NRaRbRCRd)+, wherein one of Ra, Rb, RC and Rd is hydrogen and three of Ra, R_b, RC and Rd are independently selected from each other Ci_Ciq alkyl. River is better selected from

Li Na K, /2Mg, cation equivalent of Cu, Zn, Fe or Ni' and formula (ammonium cation of NRaRbReRY, wherein one of Ra, Rb, RC & Rd is hydrogen and Ra, Rb, RC & Rd The three are independently selected from the CVCw alkyl group. The ruthenium is even more preferably selected from the group consisting of Na+, K+, 1/2Mg2+, 1/2 (:u2+, KZn, ZFe2, WNi2*, triethylammonium, and triterpene. In the group of III, the variable preferably has the same meaning as 147474.doc -32- 201041514 in the remainder of molecule 1. Therefore, the above statements regarding the preferred meaning of the group also apply to this section. R4a is preferably selected from the group consisting of hydrogen, Cl_ClG alkyl, Ci_c4_alkyl, stupyl, phenyl-c--C4 alkyl and _c(=0)r5, wherein r5 has one or more of the above meanings One of the preferred meanings given in the text. Noisy =; from hydrogen, CA alkyl, CrC4_alkyl, phenyl, benzyl, _c (tetra) R5 and -s(o)2R5 'where R5 has the above given The general meaning - or specific: the preferred meaning given above - and more preferably selected from the group consisting of gas, CVC4 alkyl, CrCd alkyl and _S(0)2R5, wherein r5 has the above The general meaning t or special U is given above Preferably, R is !I, cvc4 alkyl or Cl_c4 dentate, more specific or 〇04 alkyl, and especially hydrogen. The right η of the horse is 1, then the oxygen atom is It is preferably bonded to the sulfur atom -S(〇)n-R4 via a double bond, thereby generating a group _s(= r4. Preferably, the group is bonded to the sulfur atom via a double bond, and the two oxygenogen bonds are bonded to the sulfur atom. The group _Sd group -S(=0)2-R4.^^ This produces 〇_r4. When the heart is 3, the group is a group _S(=〇)2_ η is preferably 0. (4) In the oxime, the compounding w is preferred. It is preferred in the compounding group. τ The compound-specific compound ΙΑ is as follows: 5-(2-methyl-4-chloro-benzoic acid benzylidene)-1-(5-fluorenyl-[υ /] Triazole 2,2-dimercaptocyclopentanol; violent methyl)- 5-(2·di-gasmethyl-4·chloro-cagefield methyl) small (5, yl-[1,2,4] Triazole small group 147474.doc -33· 201041514 base)-2,2-dimethylcyclopentanol; 5-(2-difluoromethoxy chloride-#methyl)-2,2-dimethyl Cyclopentanol, methyl)_1'(5. fluorenyl-hydrazine, 2,4)triazol-1-yl-philophilic-[1,2,4]triazol-1-ylindenyl) O- 2,2-monodecylcyclopentanol; 5-(3·trifluoromethyl-4· gas, cage field base (4) Methylcyclopentanol; (5·county·[1,2,4]3. sit-1-ylmethyl)-2,2-indenylcyclopentanol; and 5-(3,4-di Chloro-benzyldimethylcyclopentanol. Examples of the preferred compounds I and II are tris(5)-ylmethyl)-2,2-, wherein the variables have one of the general meanings of the general meaning. Preferred compounds are individual compounds. In addition, the substituents discussed in the table below are particularly preferred. Formulas L1 to 1.16 and II.1 to II.8 - or in particular, the examples given above are the examples of the meanings referred to in the individual variables mentioned in Tables 1 to 680 below, and And its combination

147474.doc -34- 201041514

147474.doc -35- 201041514 Table 1 Compound of formula 1.1 wherein the combination of R1, R2, L1, L2, L3 & L4 of the compound corresponds in each case to one of Table A, and R4 is a compound of the formula 2, wherein The combination of the ruler 1, r2, Li, L2, l^l4 of the compound corresponds in each case to one of the columns of Table A, and R4 is a compound of the formula M, wherein R1, R2, L!, L2 of the compound. and. The combination corresponds in each case to one of the columns of Table A, and R4 is an ethyl group 4 formula ,·1 compound, wherein the combination of the ruler 1, R2, L1, L2, [3, and [4] of the compound corresponds in each case. In the column of Table A, and R4 is a propyl form 5 compound, wherein the combination of the ruler 1, R2, L丨, L2, and l^4 of the compound corresponds in each case to one of the tables A, and R4 is isopropyl. Table 6 Compounds of the formula wherein the combination of Ri, R2, L1, L2, L3 & L4 of the compound corresponds in each case to one of the columns of Table A, and r4 is a n-butyl group of 7 compounds of the formula L1 The combination of r2, L, L2, L^L4 corresponds in each case to one of the columns of Table A, and R4 is a compound of the second butyl group 8 formula 1.1, wherein the compound is ..., ", . The combination of the combination and the combination in each case corresponds to one of the tables A, and R4 is isobutyl 147474.doc -36· 201041514 Table 9 The compound of the formula 1.1, wherein the combination of the compound R1, R2, L1, L2, L3 and L4 In each case corresponds to one of the columns of Table A, and r4 is a compound of the formula 1-3, wherein R1, r2, L1, L2, L3 and L4 of the compound In each case, it corresponds to one of the columns of Table A, and R4 is a phenyl group. 11 Q Formula L1 compound 'wherein the combination of R1, R2, L1, L2, L3 and L4 of the compound corresponds in each case to one of the tables A And R4 is 4-methylphenyl group 12 compound of formula 1.1 wherein the combination of R1, r2, L1, L2, L3 & L4 of the compound corresponds in each case to one of the columns of Table A, and R4 is Li + Table 13 A compound of formula J.1, wherein the combination of R1, r2, L1, L2, L3 & L4 of the compound corresponds in each case to one of the columns of Table A, and R4 is Na+ 〇 Table 14 Formula 1, Compound 1 wherein R1 of the compound The combination of R2, L1, L2, L3 and L4 corresponds in each case to one of the columns of Table A, and R4 is κ+ Table 15 Formula Ι1 Compound 'where R1, r2, L1, L2, and . The combination corresponds in each case to one of the columns of Table A, and R/ is "/2Mg2+" Table 16 Formula L1 compound 'where the group of R1, R2, L1, L2, L3 and L4 of the compound« corresponds in each case to the table A column of A, and R4 is 1/2 (: u2+ 147474.doc -37- 201041514 Table 17 Formula 1_1 compound, wherein the combination of compounds R1, R2, L1, L2, L3 and L4 in each case Corresponding to one of the columns of Table A, and 114 is 1/22112 + Table 18 Formula 1_1 compound, wherein the combination of R1, R2, L1, L2, L3 and L4 of the compound corresponds in each case to one of Table A, and Rule 4 1/462+ Table 19 Formula 1.1 compounds wherein the combination of R1, R2, L1, L2, L3 and L4 of the compound corresponds in each case to one of Table A, and Rule 4 is i/2Ni2+ Table 20 Formula 1.1 Compound Wherein the combination of R1, R2, L1, L2, L3 and L4 of the compound corresponds in each case to one of the columns of Table A, and R4 is NH(CH3)3+, wherein the compound of formula 1.1, wherein R1, R2 of the compound The combination of L1, L2, L3 and L4 corresponds in each case to one of the columns of Table A, and R4 is NH(C2H5)3 + Table 22 Formula 1.1 Compound, wherein the combination of compounds R1, L1, L2, L3 and L4 In each case corresponds to one of the columns of Table A, and R4 is NH(CH2CH2CH2)3 + Table 23 Formula 1.1, wherein the combination of R1, r2, L1, L2, L3 and L4 of the compound corresponds in each case to Table A One of the columns, and R4 is NH(CH(CH3)2)3 + Table 24 Formula Ι·1 compound, wherein the compound R1, r2, Li, L2, and the group 147474.doc -38. 201041514 The lower one corresponds to one of the columns of Table A, and R4 is nh(ch2ch2ch2ch2)3+ Table 25 Formula 1.1 Compound, wherein the combination of Ri, r2, Li, L2, L3 & L4 of the compound corresponds in each case to one of Table A, And R4 is a methylcarbonyl group. The compound of the formula 1.1 wherein the compound ri, r2, l2, L3 and L4 are combined in each case corresponds to one of the tables A, and R4 is ethylcarbonyl. The compound 'wherein the combination of R1, r2, L1, L2, L3 & L4 of the compound corresponds in each case to one of the columns of Table A, and R4 is a propylcarbonyl group. The compound of the formula 1.1, wherein the compound is R1, r2, L1, L2. and. The combination corresponds in each case to one of the columns of Table A, and R4 is an isopropylcarbonyl group 29 〇 L1 compound, wherein the combination of the compounds R1, R2, L1, L2, L3 and L4 corresponds in each case to the table a column of A, and R4 is a compound of the formula methoxyl group 30, wherein the combination of the compound, R2, [1, [2, L3, and 匕4 corresponds in each case to one of the tables A, and R4 Is a compound of formula 1.1, wherein the combination of the ruler 1, R2, L1, L2, L^L4 of the compound corresponds in each case to one of the columns of Table A, and R4 is a propoxycarbonyl table 32 147474.doc • 39· 201041514 The compound of formula L1 wherein the combination of R1, R2, L1, L2, L3 and L4 of the compound corresponds in each case to one of the columns of Table A, and R4 is isopropoxycarbonyl. Table 33 Formula 1, Compound 1 Wherein the group σ of the compounds R1, R2, L1, L2, L3 and L4 corresponds in each case to one of the tables A, and R4 is a phenoxycarbonyl group. The compound of the formula 1 wherein the compound is R1, R2, L1, L2 The group of L3 and L4 corresponds in each case to one of the columns of Table A, and R4 is a compound of the formula L1 of the mercaptoaminocarbonyl group, wherein the compound is in the form of a compound] The group σ of R2, L1, L2, L3 & L4 corresponds in each case to one of the columns of Table A, and R4 is an ethylaminocarbonyl group of the compound of Table 36, wherein the compound is ..., ..., . , ^,. The combination of the combination and the combination in each case corresponds to one of the tables A, and the hydrazine is a propylaminocarbonyl group 37 fLl compound, wherein the combination of the compound, ^[丨^ and "in each case corresponds to Table A a column, and R4 is an isopropylaminocarbonyl group, a compound of the formula U wherein the combination of the compounds R1, R2, L?, L2, l3 & l4 corresponds in each case to one of the columns of Table A, and R4 is phenyl. Aminocarbonyl Table 39 ^•1 compound 'wherein the compound r1, r2, li, l2, l^ly- combination corresponds to one of the eight tables in each case, and R4 is a table 40 ' 147474.doc 201041514 group 弋a compound wherein the combination of R1, R2, L1, L2, L3 and L4 of the compound corresponds in each case to the column of Table A, and r4 is a compound of the formula U in the formula 41', wherein the compound 111, The combination of ruler 2, 1^, 1^, 1^ and 1 in each case corresponds to one of the columns of Table A and R4 is a compound of the formula U in the form of a sulfonyl group, wherein the compound..., R2, L1, L2 ' ^ and. Group

In each case, it corresponds to one of the columns of Table A, and R4 is an isopropylsulfonyl group. The compound of the formula 1.1 is a compound of the formula 1.1, wherein the compound is ..., r2, L1, l2. and. The combination corresponds in each case to one of the columns of Table A, and R4 is a compound of the formula phenylsulfonyl group 44, wherein the combination of the ruler 1, R2, L1, L2, L3 & L4 of the compound corresponds in each case In the column of Table A, and R4 is a methoxysulfonyl group, the compound of the formula Ι1, wherein the combination of Ri, r2, Li, l2, L3 and L4 of the compound corresponds in each case to one of the tables A, And R4 is an ethoxysulfonyl group of the compound of the formula 1.1, wherein the compound is R1, r2, L!, L2. and. The combination corresponds in each case to one of the columns of Table A, and R4 is a propoxy fluorenyl group of the compound of the formula 1.1, wherein the combination of the compounds R1, r2, Li, L2, L3 and L4 corresponds in each case to Table A, and R4 is an isopropoxy group. Table 48 147474.doc -41- 201041514 Formula I. 1 compound 'where the compound R1, r2, L1, L2, [3 and [4 combinations in each In the case of a column corresponding to Table A, and R4 is a phenoxysulfonyl group, the compound of formula 1.1, wherein the combination of Ri, R2, L1, L2, L3 and L4 of the compound corresponds in each case to one of the columns of Table A. And R4 is CN Table 50 to 98 Formula 1.2 Compound 'wherein the combination of Ri, r2, Li, L2, L3 & L4 of the compound corresponds in each case to one of Table A and R4 is as in Tables 1 to 49. Tables 99 to 147 of the formula 1.3 are defined as one of the compounds wherein the combination of the ruler 1, r2, L1, L2, L3 & L4 of the compound corresponds in each case to one of the columns of Table A and R4 is as shown in Tables 1 to 49. Tables 148 to 196 of formula 1.4 are defined in either of them 'the size of the compound! , r2, L1, l2, [3 and [4 combinations in each case correspond to one of the columns of Table A and R4 is as defined in any of Tables 1 to 49, Tables 197 to 245, formula 1.5 compounds] The combination of Ri, r2, L1, [3, and hydrazine corresponds in each case to one of the columns of Table A and R4 is a compound of the formula 1.6 as defined in any one of Tables 1 to 49, wherein the compound The combination of r1, R2, L1, L2, L3 and L4 corresponds in each case to one of the columns of Table A and R4 is as defined in any of Tables 1 to 49, 147474.doc • 42- 201041514. To a compound of formula 1.7, wherein the combination of the compound of the formula, r2, Ll 3 a τ 4 ζ L, L and L corresponds in each case to one of the labels and R4 is as in any of Tables 1 to 49. The compounds of formula 344 to 392 are defined in the formula 344 to 392, wherein the ri, r2, l2, L3 and 1/ of the compound 〇& in each case correspond to one of the tables A and R4 are as shown in Table 1 Table 393 Compounds of formula 1.9 as defined in any one of 4, wherein the combination of the ruler 1, R2, L, L, L3 & L4 of the compound corresponds in each case to a list 394 of the formula A. The compound, wherein the combination of R1, r2, L!, L2, L3 & L4 of the compound corresponds in each case to a compound of the formula 1.11, wherein R1, L1, L2, [3 and The combination of L4 corresponds in each case to a list of Table A 396. • The compound of formula L12 wherein the combination of R1, R2, l1, L2, L3 and L4 of the compound corresponds in each case to one of the tables A, list 397, formula L13 The compound, wherein the combination of the ruler 1, r2, L1, L2, L3 and [4 of the compound corresponds in each case to the column of Table A 147474.doc • 43· 201041514 Table 398 Formula Ι 14 compound, wherein the compound R1 The combination of R2, L1, L2, L3 and L4 corresponds in each case to the compound of the formula 159, formula 1.15, wherein the combination of the compound [11, 112, 1^, 1/, 1/1 and 1/1 In each case corresponds to a list of compounds of formula L16 in Table A, wherein the combination of R1, R2, L1, L2, L3 and L4 of the compound corresponds in each case to the compound of formula H.1 in Table 401, wherein The combination of R1, R2, L1, L2, L3 and L4 of the compound corresponds in each case to one of the columns of Table A and Rh is η. Table 402 Formula Η·1 a compound wherein the combination of R1, R2, L1, L2, L3 and L4 of the compound corresponds in each case to one of the labels and R4a is a compound of the formula 403, wherein the compound is R1, R2, L1 The combination of L2, L3 and L4 corresponds in each case to one of the columns and R4a is an ethyl group 404 formula IL1 compound, wherein the combination of R1, R2, L1, L2, L3 and L4 of the compound corresponds in each case Listed in Table A and R4a is a propyl form 405 compound of formula II.1, wherein the compound is a ruler! The combination of R2, L1, L2, £3 and [4 corresponds in each case to the column of Table A and is isopropyl 147474.doc -44 - 201041514 Table 406 Formula II.1 compound, wherein the compound RI, r2 , L丨, and combinations thereof in each case correspond to one of the columns of Table A and R4a is a compound of the formula 407 Formula H·1, wherein the combination of the compound R1, R2, L1, L2, [3 and L4 is in each In the case corresponding to one of the columns of Table A and R 4 a is the second butyl table 408 ^

A compound of the formula 11, wherein the compound R1, r2, l1, [2, [3 and [4 combinations in each case correspond to one of the tables A and R4a is an isobutyl table 409 ' ^ Π.1 a compound, wherein the compound is..., r2, Li, . And the combination of [4 corresponds in each case to one of the columns of Table A and Rh is a third butyl group 410 - ^ formula IL1 compound, wherein the combination of the compound R, R2, L1, L2, L3 and L4 in each case The following corresponds to a column of Table A and is a phenyl group 411 ^ formula IL1 compound, wherein the combination of R1, R2, L1, L2, L3 and L4 of the compound corresponds in each case to one of the columns of Table A and R4a is methylbenzene. Base Table 412 wherein R1, r2, L1, L2, L3 and L4 of the compound of formula II. 1 are combined in each case for the remainder of Table A and R4a is a fluorenyl group. R1, R2, L·1, L3 & L4, and the mouth in each case corresponds to one of the columns of Table A and R4a is ethylcarbonyl 147474.doc • 45- 201041514 Table 414 Compound of formula IL1, wherein compound R1 The combination of R2, L1, L2, L3 and L4 corresponds in each case to one of the columns of Table 8 and R4a is a propylcarbonyl group 415. The compound of the formula II.1 wherein R1, R2, L!, L2, 匕3 of the compound And the combination of 匕4 corresponds in each case to one of the columns of Table A and is a compound of the formula isopropyl Formula 416, Formula II.1, wherein the compound R1, r2, L!, [2 The combination of L3 & L4 corresponds in each case to one of the columns of Table A and is a methoxycarbonyl group of the formula 417. The compound of the compound ri, r2, [I, L], l3 and L4 in each case The following corresponds to one of the columns of Table A and is an ethoxycarbonyl table 418. The compound of the formula II.1 wherein the combination of the compounds r1, r2, 匕1, l2, l3 and L4 corresponds in each case to one of the tables A and is C. Oxycarbonyl Group 419 A compound of the formula II.1, wherein the compound is r1, R2, Li, l2, " The combination in each case corresponds to one of the columns of Table A and Rh is isopropoxycarbonyl table 420. The compound of formula II.1 'where the compound Ri, r2, Ll, l2, [3 and [4 combinations correspond in each case) And a combination of R1, R2, L1, L2, ternary 3 and L4 of the compound in each case corresponds to one of the columns of Table A and R4a is a column of Table A and R4a is a phenoxyl group. Methylaminocarbonyl 147474.doc -46- 201041514 Table 422 Compound of formula 11,1 wherein the combination of R1, R2, L1, L2, L3 and L4 of the compound corresponds in each case to one of Table A and R4a is B. The amino group carbonyl group 423 is a compound of the formula II.1, wherein the combination of the compounds R1, R2, L1, L2, " and ^ corresponds in each case to one of the columns of Table A and R4a is a propylaminocarbonyl table 424 0 A compound of the formula IL1, wherein the combination of R1, R2, L1, L2, L3 and L4 of the compound corresponds in each case to one of the columns of Table A and R4a is an isopropylaminocarbonyl group 425 compound of the formula IL1, wherein the compound is R丨The combination of R2, Li, L2, L3 and L4 corresponds in each case to one of the columns of Table A and the ruler 43 is a phenylaminocarbonyl group 426 Formula IL1 compound 'In which case the combination of R1, R2, Li, L2, L3 and L4 of the compound corresponds in each case to one of the columns of Table A and R4a is a sulfonyl hydrazide 〇 Table 427, a compound of the formula 11,1, wherein the compound R1, R2 The combination of Li, L2, L3 and L4 corresponds in each case to one of the columns of Table 8 and R4a is a compound of the formula 148, wherein the combination of R1, R2, L1, L2, L3 and L4 of the compound is In the case of a column corresponding to Table A and R4a is a compound of the formula 11-1, wherein the combination of R1, R2, L1, L2, L3 and L4 of the compound corresponds in each case to one of the tables A and R4a is isopropylsulfonyl 147474.doc • 47- 201041514 Table 43 Ό Formula 1 Compound 1 wherein the combination of R1, R2, Li, L2, L3 and broadly corresponds to each of Table A and R4a Is a compound of the formula 431, wherein the combination of R1, R2, L1, L2, [3 and L4 of the compound corresponds in each case to one of the columns of Table A and R4a is a methoxy group. 432 A compound of the formula II.1, wherein the combination of the compounds R1, R2, Li, L2, " and "in each case corresponds to one of the columns of Table A and R4a Ethoxylated thiol 433 is a compound of formula II.1 wherein the combination of ri, r2, L!, l2, l3 and L4 of the compound corresponds in each case to one of the columns of Table A and R4a is propoxysulfonyl Table 434 Compounds of the formula IL1 wherein the combination of R1, R2, L1, L2, L3 and L4 of the compound corresponds in each case to one of the columns of Table A and R4a is isopropoxysulfonyl group 435 of the compound of the formula II.1, Wherein the compounds are R1, R2, L], L2. The combination of the combination and the combination in each case corresponds to one of the tables A and is a compound of the formula 436, wherein the combination of the compound, r2, L1, l2, ^ and ^ in each case Corresponding to one of the columns of Table A and R4a is a compound of the formula 437 to 472, wherein the combination of the compound, r2, L1, [2, " and broadly corresponds to each of the tables A and R4a in each case. The compounds of Tables 473 to 508, as defined in any one of Tables 4 to 147474. doc - 48 to 201041514, wherein R1, R2, L1, L2, L3 and L4 of the compound are combined In each case, corresponding to the column of Table A and R4, as shown in any of Tables 4 to 1 to 436, the compounds of the formula 509 to 544, wherein R1, R2, L1, L2, L3 of the compound And the combination of L4 in each case corresponds to one of the columns and the rule 43 is a compound of the formula 545 to 580 as defined in any of Tables 4 to 1 to 436, wherein the compound R1, R2 The combination of L1, L2, L3 and L4 corresponds in each case to one of the columns and the rule 43 is as defined in any of Tables 4 to 1 to 436. The combination of R1, R2, Li, L2, L3 and L4 of the compound in each case corresponds to one of the columns of Table A and Rule 43 is as defined in Tables 〇1 to 436, Tables 617 to 652 A compound of the formula 77, wherein the combination of R1, R2, L1, L2, L3 and L4 of the compound corresponds in each case to one of the columns and R4a is as defined in any of Tables 4 to 436. Tables 653 to 688 are compounds of the formula 88, wherein the combination of R1, R2, L1, L2, L3 and L4 of the compound corresponds in each case to one of the columns and R" is as in Table 4〇1 to 4% 147474 .doc -49- 201041514

Defined in either of them, Table A

No. R1 R2 L1 L2 L3 L4 A-1. ch3 ch3 ch3 HHH A-2. ch3 ch3 CH2CH3 HHH A-3. ch3 ch3 ch(ch3)2 HHH A-4. ch3 ch3 cf3 HHH A-5. ch3 ch3 CH2CF3 HHH A-6. ch3 ch3 CF2CHF2 HHH A-7. ch3 ch3 OCH3 HHH A-8. ch3 ch3 OCF3 HHH A-9. ch3 ch3 OCH2CF3 HHH A-10. ch3 ch3 OCH2CH3 HHH A-11. ch3 ch3 H ch3 HH A-12. ch3 ch3 H ch2ch3 HH A-13. ch3 ch3 H ch(ch3)2 HH A-14. ch3 ch3 H cf3 HH A-15. ch3 ch3 H CH2CF3 HH A-16. ch3 ch3 H CF2CHF2 HH A -17. ch3 ch3 H OCH3 HH A-18. ch3 ch3 H OCF3 HH A-19. ch3 ch3 H OCH2CF3 HH A-20. ch3 ch3 H OCH2CH3 HH A-21. ch3 ch3 H Cl HH A-22. H ch3 Ch3 HHH A-23. H ch3 CH2CH3 HHH A-24. H ch3 CH(CH3)2 HHH A-25. H ch3 cf3 HHH A-26. H ch3 ch2cf3 HHH A-27. H ch3 CF2CHF2 HHH A-28. H ch3 OCH3 HHH A-29. H ch3 OCF3 HHH A-30. H ch3 OCH2CF3 HHH 147474.doc -50- 201041514

No. R1 R2 L1 L2 L3 L4 A-31. H ch3 OCH2CH3 HHH A-32. H ch3 H ch3 HH A-33. H ch3 H CH2CH3 HH A-34. H ch3 H CH(CH3)2 HH A-35. H ch3 H cf3 HH A-36. H ch3 H CH2CF3 HH A-37. H ch3 H CF2CHF2 HH A-38. H ch3 H OCH3 HH A-39. H CH3 H OCF3 HH A-40. H ch3 H OCH2CF3 HH A-41. H ch3 H OCH2CH3 HH A-42. H ch3 H Cl HH A-43. HH ch3 HHH A-44. HH CH2CH3 HHH A-45. HH CH(CH3)2 HHH A-46. HH cf3 HHH HH CH2CFF HHH A-49. HH OCH3 HHH A-51. HH OCH2H3HH A-52. HH OCH2CF3 HHH A-52. HH OCH2CH3 HHH A-53. HHH ch3 HH A -H. HHH CH2CH3 HH A-55. HHH ch(ch3)2 HH A-56. HHH cf3 HH A-57. HHH ch2cf3 HH A-58. HHH CF2CHF2 HH A-59. HHH OCH3 HH A-60. HHH OCF3 HH A-61. HHH OCH2CF3 HH A-62. HHH OCH2CH3 HH A-63. HHH Cl HH 147474.doc •51 - 201041514

No. R1 R2 L1 L2 L3 L4 A-64. H cf3 ch3 HHH A-65. H cf3 CH2CH3 HHH A-66. H cf3 CH(CH3)2 HHH A-67. H cf3 cf3 HHH A-68. H cf3 CH2CF3 H cf3 cf3 HHH A-71. H cf3 OCF3 HHH A-72. H cf3 OCH2CF3 HHH A-73. H cf3 OCH2CH3 HHH A-74. H cf3 H ch3 HH H cf3 H CH2CH3 HH A-76. H cf3 H CH(CH3)2 HH A-77. H cf3 H cf3 HH A-78. H cf3 H CH2CF3 HH A-79. H cf3 H CF2CHF2 HH A H cf3 H OCH3 HH A-82. H cf3 H OCH2CF3 HH A-83. H cf3 H OCH2CH3 HH A-84. H cf3 H Cl HH A-85. H CH2CH3 CH3HHH A-86. H CH2CH3 CH2CH3 HHH A-87. H CH2CH3 ch(ch3)2 HHH A-88. H CH2CH3 cf3 HHH A-89. H CH2CH3 ch2cf3 HHH A-90. H CH2CH3 CF2CHF2 HHH A-91. H CH2CH3 OCH3 HHH A-92. H CH2CH3 OCF3 HHH A-93. H CH2CH3 OCH2CF3 HHH A-94. H CH2CH3 OCH2CH3 HHH A-95. H CH2CH3 H ch3 HH A-96. H CH2CH3 H CH2CH3 HH 147474.doc - 52- 201041514

No. R1 R2 L1 L2 L3 L4 A-97. H CH2CH3 H ch(ch3)2 HH A-98. H CH2CH3 H cf3 HH A-99. H ch2ch3 H CH2CF3 HH A-100. H CH2CH3 H CF2CHF2 HH A-101 H CH2CH3 H OCH3 HH A-102. H CH2CH3 H OCF3 HH A-103. H CH2CH3 H OCH2CF3 HH A-104. H CH2CH3 H OCH2CH3 HH A-105. H CH2CH3 H Cl HH A-106. ch3 cf3 ch3 HHH CH-CH3 CH2CH3 HHH A-108. ch3 cf3 CH(CH3)2 HHH OCH3 HHH A-113. ch3 cf3 OCF3 HHH A-114. ch3 cf3 OCH2CF3 HHH A-115. ch3 cf3 OCH2CH3 HHH A-116. ch3 cf3 H ch3 HH A-117. ch3 cf3 H CH2CH3 HH A-118. ch3 cf3 H CH(CH3)2 HH A-119. ch3 cf3 H cf3 HH A-120. ch3 cf3 H CH2CF3 HH A-121. ch3 cf3 H CF2CHF2 HH A-122. ch3 cf3 H OCH3 HH A-123. ch3 cf3 H OCF3 HH A-124. ch3 cf3 H OCH2CF3 HH A-125. ch3 cf3 H OCH2CH3 HH A-126. ch3 cf3 H Cl HH A-127. ch3 CH2CH3 ch3 HHH A-128. ch3 CH2CH3 CH2CH3 HHH A-129. Ch2ch3 CH(CH3)2 HHH 147474.doc -53- 20104151 4

No. R1 R2 L1 L2 L3 L4 A-130. ch3 CH2CH3 cf3 HHH A-131. ch3 CH2CH3 ch2cf3 HHH A-132. ch3 CH2CH3 CF2CHF2 HHH A-133. ch3 CH2CH3 OCH3 HHH A-134. ch3 CH2CH3 OCF3 HHH A-135 CH3 CH2CH3 OCH2CF3 HHH A-136. ch3 CH2CH3 OCH2CH3 HHH A-137. ch3 CH2CH3 H ch3 HH A-138. ch3 CH2CH3 H CH2CH3 HH A-139. ch3 CH2CH3 H CH(CH3)2 HH A-140. ch3 CH2CTI3 H cf3 HH A-141. ch3 CH2CH3 H CH2CF3 HH A-142. ch3 CH2CH3 H CF2CHF2 HH A-143. ch3 ch2ch3 H OCH3 HH A-144. ch3 CH2CH3 H OCF3 HH A-145. ch3 CH2CH3 H OCH2CF3 HH A- 146. ch3 CH2CH3 H OCH2CH3 HH A-147. ch3 CH2CH3 H Cl HH A-148. cf3 cf3 ch3 HHH A-149. cf3 cf3 CH2CH3 HHH A-150. cf3 cf3 ch(ch3)2 HHH A-151. cf3 cf3 Cf3 HHH A-152. cf3 cf3 ch2cf3 HHH A-153. cf3 cf3 CF2CHF2 HHH A-154. cf3 cf3 OCH3 HHH A-155. cf3 cf3 OCF3 HHH A-156. cf3 cf3 OCH2CF3 HHH A-157. cf3 cf3 OCH2CH3 HHH A-158. cf3 cf3 H ch3 HH A-159. cf3 cf3 H CH2CH3 HH A-160. cf3 cf3 H CH(CH3)2 HH A-161. cf3 cf3 H cf3 HH A-162. cf3 cf 3 H CH2CF3 H H 147474.doc -54- 201041514

No. R1 R2 L1 L2 L3 L4 A-163. cf3 cf3 H CF2CHF2 HH A-164. cf3 cf3 H OCH3 HH A-165. cf3 cf3 H OCF3 HH A-166. cf3 cf3 H OCH2CF3 HH A-167. cf3 cf3 H CY3 CH2CH3 CH3CH3 HHH A-170. cf3 CH2CH3 ch(ch3)2 HHH A-172. cf3 CH2CH3 cf3 HHH A-173 Cf3 CH2CH3 CH2CF3 HHH A-174. cf3 CH2CH3 CF2CHF2 HHH A-175. cf3 CH2CH3 OCH3 HHH A-176. cf3 CH2CH3 OCF3 HHH A-177. cf3 CH2CH3 OCH2CF3 HHH A-178. cf3 CH2CH3 OCH2CH3 HHH A-179. cf3 Cf3 CH2CH3 H CH2CH3 HH A-181. cf3 CH2CH3 H CH(CH3)2 HH A-182. Cf3 CH2CH3 H OCF3 HH A-187. cf3 CH2CH3 H OCH2CF3 HH A-188. 190. CH2CH3 CH2CH3 ch3 HHH A-191. CH2CH3 CH2CH3 CH2CH3 HHH A-192. CH2CH3 CH2CH3 CH(CH3)2 HHH A-193. CH2CH3 CH2CH3 cf3 HHH A-194. ch2c H3 CH2CH3 CH2CF3 H H H A-195. CH2CH3 CH2CH3 CF2CHF2 H H H 147474.doc -55- 201041514

No. R1 R2 L1 L2 L3 L4 Α-196. CH2CH3 CH2CH3 OCH3 HHH Α-197. ch2ch3 CH2CH3 OCF3 HHH Α-198. ch2ch3 CH2CH3 OCH2CF3 HHH Α-199. CH2CH3 CH2CH3 OCH2CH3 HHH Α-200. CH2CH3 CH2CH3 H ch3 HH Α- 201. CH2CH3 CH2CH3 H CH2CH3 HH Α-202. CH2CH3 CH2CH3 H ch(ch3)2 HH Α-203. CH2CH3 CH2CH3 H cf3 HH Α-204. CH2CH3 CH2CH3 H CH2CF3 HH Α-205. CH2CH3 CH2CH3 H CF2CHF2 HH Α-206 CH2CH3 CH2CH3 H OCH3 HH Α-207. CH2CH3 CH2CH3 H OCF3 HH Α-208. CH2CH3 CH2CH3 H OCH2CF3 HH Α-209. CH2CH3 CH2CH3 H OCH2CH3 HH Α-210. CH2CH3 CH2CH3 H Cl HH Formula I and Formula II compounds can be borrowed It is prepared from one or more of the following methods and variations as described below in Schemes 1 through 13 and in the synthetic description. The variables are as defined above for Formula I and Formula II. The oxime compound can be prepared by vulcanization of the corresponding tri-α-spin derivative 7 as outlined in Scheme 1, wherein R4 is oxime and η is 0 (=compound ΙΑ') (or compound oxime, wherein 1143 is ruthenium). Vulcanization can be carried out analogously to known methods as described, for example, in WO 96/3 8423. For example, a strong base (for example, an organic lithium base such as n-butyllithium, a third butyllithium or a second butyllithium, a lithium diisopropylamide, a sodium hydride, a sodium azide or a third may be used first. Potassium butoxide, mixed with tetradecylethylenediamine (TMEDA), deprotonates the triazolyl ring and then reacts the resulting anion with elemental sulfur. Sulfur is generally used in powder form. The reaction is generally carried out in an inert solvent such as an ether such as diethyl ether, methyl tert-butyl ether, tetrahydrofuran or dioxane, dimethoxyethane, liquid ammonia, diterpenoid or dimercapto 147474.doc-56 - 201041514 Carbenamide). The reaction temperature is not critical and can be, for example, in the range of thief, thief, preferably iron. Alternatively, the vulcanization may be carried out by heating the reaction with elemental sulfur in a high hysteresis solvent such as n-methyl phase, dioxin, or N, N<f-carbamamine in the absence of the test. The resulting mixture is hydrolyzed after the reaction, after the formation, for example, by adding water or an aqueous acid solution such as a mineral acid (e.g., dilute sulfuric acid or hydrochloric acid), acetic acid or chlorinated money to obtain a compound I. The triazole compound 7 can be produced in a manner similar to the known methods such as those described in the art. For example, the compound of the epoxy compound can be reacted with (1) 2, servant 1H-sanjun in the presence of a test such as metal hydride (such as sodium chloride, potassium hydride), metal hydroxide ( For example, sodium hydroxide, potassium oxychloride) or an alkali metal carbonate (for example, sodium carbonate, potassium carbonate, carbonic acid hammer). This reaction is suitably carried out in a solvent. Suitable solvents are, for example, toluene, N-methylpyrrolidone, ethers (e.g., diethyl ether, tetrahydrofuran), acetonitrile or N,N-dimethylformamide.环 Ether 6 can be prepared analogously to known methods such as those described in EP-A-〇 267 778, Org. Syn. 49, 78 (1968) or J. Am. Chem. Soc. 1975, 1353. For example, it is possible to make cyclopenta-5 and the subfamily fluorene (tetra) fluorene (oxosuif〇nium yUdex such as dimethylmethylene oxime or dimethylmethylene oxime) Reaction in a solvent. Alternatively, it may be similar to the method described in Tetrahedron Lett. 23, 5283 (1982) or EP-A-0655443 by means of 5 with a trimethylsulfonium salt (such as trimethylammonium bromide, trimethylammonium iodide or sulfuric acid).曱基三曱銕) in metal oxides (such as alkali metal oxides (such as sodium oxide, potassium oxide), alkaline earth metal oxides (such as 147474.doc -57- 201041514 magnesium oxide, calcium oxide, cerium oxide) or oxidation And alkalinity (such as alkali metal hydride (such as sodium hydride, potassium hydride), alkali metal hydroxide (such as sodium hydroxide, potassium hydroxide), alkali metal carbonate (such as sodium carbonate, potassium carbonate, carbonic acid)铯)) in the presence of a two-phase solid/liquid system containing an organic solvent such as toluene, N-mercaptopurrotone, ether (eg diethyl ether, tetrahydrofuran), acetonitrile or N,N_:mercaptocaramine The reaction was carried out to prepare an epoxy bromide 6. Alternatively, similar to the method described in Tetrahedron 1985, 1259, by trimethylsulfonium salt (such as trimethylammonium bromide, trimethylsulfonium iodide or methyltrimethylsulfate) or monomethyl oxidized salt (such as evolution II) Ethylene oxide 6 is prepared by oxidizing 5 rings by sulfhydryl oxidized town, obstructing trimethyl cerium oxide or cerium sulfate trimethyl cerium oxide) and potassium sulfate/alumina. The cyclopentanone 5 can be obtained from cyclopentanone 4 by ester hydrolysis and subsequent decarboxylation. Ester hydrolysis can be carried out under standard conditions such as the use of a suitable base such as an alkali metal hydroxide (e.g., sodium hydroxide, potassium hydroxide) or a metal carbonate (e.g., sodium carbonate, potassium carbonate, carbonic acid planer). )) Alkaline hydrolysis in water. The decarboxylation occurs when the resulting acid is heated in the presence of a base such as one of the above bases. From cyclopentanone 3 by reacting cyclopentanone 3 with compound R2x (wherein deuterium is a cleavage group such as a halo group (eg Cl, Br, I), an anthracenyl sulfonate group or a mesylate group) The reaction is carried out to prepare cyclopentanone 4. Suitable bases are, for example, alkali metal alkoxides (e.g., sodium methoxide, potassium methoxide, sodium decoxide, potassium ethoxide, potassium t-butoxide) and alkali metal hydrides (e.g., sodium hydride, potassium hydride). The reaction is generally carried out in a solvent such as an alcohol (e.g., decyl alcohol, ethanol), an ether (e.g., diethyl ether, tetrahydrofuran), N-methylpyrrolidone or N,N-dimethyl decylamine. 147474.doc •58- 201041514 Cyclopentanone 3 can be prepared from cyclopentanone 1 by alkylation thereof with compound 2 in the presence of a base, wherein γ is a leaving group, such as a halogen group (eg Cl, Br, I) ), a tosylate group or an oxime sulfonate group. Suitable bases are, for example, alkali metal alkoxides (e.g., sodium decoxide, potassium decoxide, sodium decoxide, potassium ethoxide, potassium t-butoxide) and metal hydrides (e.g., sodium hydride, potassium hydride). The reaction is generally carried out in a solvent such as an alcohol (e.g., methanol, ethanol), an ether (e.g., diethyl ether, tetrahydrofuran), N? 甲基methyl pirone, N,N-dimethylformamide or dichloromethane. . Process 1

The Kerman condensation (9) is used to prepare a compound which, in the presence of the test, cyclizes adipic acid 8 to 9 in a human heart"1 e°ndenSati°n). Such as the test of metal alkoxide (such as sodium steroxide, potassium ethoxide, second butyl τ ^ alcohol (such as methanol, W = potassium). The condensation is generally in a suitable solvent (such as known), ether (such as ether, Tetrahydrofuran) or ... methyl 147474.doc • 59· 201041514 〇 咯 咯 咬)) D, or, in Lewis acid (such as gasification or three desert boron, ,, cut), transition metal salts (such as silver salt, iron salt, copper salt, gold salt, salt, salt) For example, Ag2〇, AgC104, FeCl3, NiCl2

CuC12, Cu(〇Ac)2, CuS〇4, CuI)) and a base (especially in the case of an organic clock (eg, -gshi-Bingong)) in a suitable solvent (such as ether (such as ethylene tetrahydrogen)吱. South), A stupid, N- 曱 吼 。 。 定 定 定 定 定 定 定 定 定 定 定 定 定 定. Subsequent to 9 and compound r1x (wherein X is a cleavage group, such as a cleavage group (eg, Cl, Br, T, m), a sulfonate or a carbaryl group) in a suitable base (such as an alkali metal) The reaction is carried out in the presence of an alkoxide (for example, sodium methoxide, potassium decoxide, sodium decoxide, potassium ethoxide, potassium dibutoxide). The alkylation reaction is generally carried out in a suitable form such as an alcohol (e.g., methanol, ethanol), a bond (e.g., diethyl ether, tetrachloromethane) or N-methylpyrrolidone. Process 2

RO

Alkali or Lewis acid or metal salt + test

9

As an alternative to the process described in Scheme 1, Compound 1 can also be prepared analogously to the process described in Scheme 3 below, as described in EP_A_〇 329,397. The cyclopentanone 10 can be reacted with benzaldehyde under standard conditions in an aldol condensation. The reaction is generally carried out under test conditions, for example, by using a metal hydroxide (for example, sodium hydroxide, hydroxide), and a metal alkoxide (for example, sodium methoxide, potassium methoxide, sodium ethoxide, potassium ethoxide, Potassium tributoxide) or an alkali metal hydride (such as sodium hydride, potassium hydride), in a suitable solvent (such as an alcohol (such as methanol, ethanol, tert-butanol) or ether (such as tetrahydrofuran) into i47474.d< 60· 201041514 OK. The aldol condensate 12 is reduced, for example, using a palladium or nickel catalyst under standard hydrogenation conditions to give 5. Process 3

Compound 10 can be prepared analogously to the method described in Tetrahedron 1998, 54 (28), 8075, as outlined in Scheme 4 below. 4-Chlorobutyraldehyde is reacted with an alkali metal cyanide MYN (such as NaCN or KCN) to give the corresponding cyanohydrin, which is then protected with hydrazine to give the cyanohydrin ether 13. Cyclization in an ether solvent (eg diethyl ether, tetrahydrofuran) in the presence of a base (especially an organolithium base (eg lithium diisopropylamide) or sodium hexyldiazoxide) affords 14 which is first selectively reduced to 15, then restored to 16. The protecting group for removing the hydroxyl group gives 17 and undergoes an oxidative ring expansion reaction to finally obtain 10. Process 4

〇

Alternatively, a compound 1 〇 (= 1 〇,) wherein R1 is CH3 can be prepared analogously to the method described in Scheme 5, 174474.doc-61 · 201041514, as described in WO 95/09830. Catalytic C-C coupling of butadiene derivative 18 with acetamidine acetate derivative 17 (wherein R is a Cl-C6 alkyl or alkoxy group and 11 is a CrC6 alkyl group) gives the double bond isomers 19 and 20. Suitable catalysts are complexes of ruthenium and phosphine ligands, which are mainly produced from the following sites: ruthenium compounds such as Rh2〇3, RhCl3, RhBr3,

Rh2(S04)3, (Rh(CO)4)4, (Rh(CO)2Cl)2, Rh(CH3C02)3, Rh(N03)3 or Rh(C8H12Cl)2' and a phosphonium salt such as triphenylphosphine , (supply acid phenyl) diphenylphosphine, di(sulfophenyl)phenylphosphine or tris(sulfophenyl)phosphine sodium, potassium, calcium, barium, ammonium, tetraterpene Ammonium or tetraethylammonium salt. This reaction is generally carried out in a two-phase aqueous/organic solvent system. It is preferred to carry out an addition reaction in the qualitative "quality to aid in the deprotonation of the fluorenylene group of the acetamidine acetate derivative 17. Suitable bases are, for example, water-soluble inorganic bases such as alkali metal hydroxides (for example sodium hydroxide, potassium hydroxide), carbonates (for example sodium carbonate, potassium carbonate, cesium carbonate) or hydrogencarbonates (for example sodium hydrogencarbonate, carbonic acid) Potassium hydrogen, stone sm is less than hydrogen planing, which is used in the form of an aqueous solution. In the case where ri is an alkyl group, the obtained compounds 19 and 20 were subjected to alkaline deuteration. Suitable bases are especially alkali metal alkoxides such as sodium decanoate or potassium t-butoxide in the respective alcohols. The deuterated compounds 21 and 22 are then hydrolyzed to the respective acids 23 and 24. The hydrolysis is generally carried out in an experimental medium t such that it is the same as described above for the addition reaction. In the case where R' is an alkoxy group, the two vine groups are first hydrolyzed and then the resulting diacid is removed to obtain a meta-acid (10). There is a strong acid in the presence of a spear (for example, hydrochloric acid, hydrogen acid acid, and stone Hydrogen formazanization of 2 3 and 2 4 using formic acid and water or gaseous C , under acid (sulfuric acid) or strong (sodium hydroxide or potassium hydroxide) as a catalyst to obtain diacid 25. Cyclization of 25 in a polar solvent such as methanol, ethanol, isopropanol or tert-butanol under acidic strips 147474.d〇i -62- 201041514 (such as hydrochloric acid, hydrobromic acid, sulfuric acid, nitric acid) Finally, cyclopentanone 10' is obtained. Process 5

As an alternative to the method described in Scheme 1, it can be compared with Org. Syn. 40, 66, 1966; J. Org. Chem. 28, 1128, 1963 and Org. Syn. Coll., Vol. 4, 552, 1963. The method described is similarly, as outlined in Scheme 6 below, by first performing a Wittig reaction on cyclopentanone 5, thereby obtaining the corresponding exo-indenyl compound 41, and then subjecting it to an epoxidation reaction. To prepare ethylene oxide 6. The Wittig reaction can be carried out under standard conditions, such as the use of methyltriphenyl bromide or methylated triphenyl scales, in an alkali metal base such as n-butyllithium, second butyllithium or tert-butyllithium. ) Exist in the presence. Epoxidation can also be carried out using standard reagents such as peracetic acid, perbenzoic acid, m-chloroperbenzoquinone 147474.doc-63 - 201041514 acid, per-phthalic acid and the like. The olefination (i.e., the conversion of 00 to the oxime CH2 group) can be carried out by using Tebbe's reagent ((C5H5)2TiCH2ClA1(CH3)2). Process 6

As an alternative to the process described in Scheme!, Compound 7 can also be prepared analogously to the process described in Scheme 7 below. After epoxidizing cyclopentanone 12 (which can be carried out as described above), the resulting epoxide 26 can be made similar to the procedure described in relation to (4) in Scheme [[1,2,4]1^ 1 • Triazole reaction. The reduction of the resulting compound 27 can be carried out in the form of a standard hydrogenation in the presence of a palladium or nickel catalyst as described above for Scheme 3, or can be carried out by using a metal hydride (e.g., sodium hydride, hydrogenation). Ring 12 can be prepared as described in Scheme 3 above.

Process 7

Compound 7 is prepared analogously to the methods described in EP-A-03 57404, EP-A-05 76834 and EP-A-0648751, as described in 147, 474. Alkylation of 28 with 2 (wherein γ is a cleavage group, such as a dentate group (e.g., Cl, Br, I), an anthracenyl sulfonate group or a mesylate group), and activating the subunit with a base in a suitable solvent After the protonation of the radical, 29 is obtained. Suitable bases are, for example, alkali metal alkoxides (for example sodium decoxide, potassium methoxide, ethanol #9, potassium ethoxide, third butanol), metal nitrides (such as sodium hydride, potassium hydride) or alkali metal carbonates (for example). For example, sodium carbonate, potassium carbonate, cesium carbonate). Suitable solvents are, for example, alcohols (e.g., methanol, ethanol, butanol), mystery (e.g., tetrahydrofuran), N,N_: mercaptocarbanamide or hydrazine methylpyrrolidone. In the presence of an acid such as hydrochloric acid, hydrobromic acid, sulfuric acid, p-toluenesulfonic acid, an alcohol such as decyl alcohol, ethanol, propanol, isopropanol, butanol or tert-butanol, especially decyl alcohol or ethanol To convert to the corresponding enol ether 3〇 (wherein R is a CA alkyl group, especially a methyl or ethyl group), and for example, a subsequent metal reduction with a miscible metal halide such as sodium borohydride or lithium aluminum hydride is obtained. Cyclohexenone 31. The hydrazine is halogenated with bromine or iodine in the presence of an acid such as hydrobromic acid or acetic acid to give 32, wherein eight and zero are or. Subsequent use of a metal alkoxide (such as sodium methoxide, sodium ethoxide, potassium methoxide or potassium ethoxide) in the corresponding alcohol (ie, for example, Na or K; R, = for example, methyl, ethyl) Rearrangement (Favorskii rearrangement) to obtain a substituted cyclopentene such as peroxyacetic acid, perbenzoic acid, m-chloroperbenzoic acid or peroxy 2:acid, cyclopentene double bond ring under standard conditions Oxidation gives W, for example using a miscible metal hydride such as sodium borohydride or lithium aluminum hydride to reduce it to alcohol 35. After converting a mesogenic group bonded to a methylene group to a leaving group such as ^ (for example, Cl, Br, I), toluene acid vinegar or mesylate group, ^ 147474.doc -65- 201041514 Scheme 1 The reaction of 6 described above similarly gives the resulting compound 36 (D = a leaving group such as a halo group (e.g., Cl, Br, I), a sulfonate group or a mesylate group) with [1, 2, 4]-1H-triazole reaction to give compound 7. Process 8

As an alternative to the process described in Scheme 1, compound 36 can also be prepared analogously to the process described in Scheme 9 below. First opening the epoxide 6 under acidic conditions in water (eg, hydrochloric acid, hydrobromic acid, acetic acid, sulfuric acid or p-toluenesulfonic acid) to give 35, which is then converted to 36 as described above for Scheme 8, or 6 is directly opened by 147474.doc -66-201041514 by using a suitable source of cr, Br- or -. Process 9

〇

As an alternative to the process described in Scheme 1, compound IA can also be prepared analogously to the process described in Scheme 1 与, as described in WO 99/18088, wherein R4 is Η and η is 0 (or compound 1) ; [eight, which is η). Depending on the condition of the acid in the presence of an acid (such as hydrochloric acid, hydrobromic acid, acetic acid, sulfuric acid or p-benzoic acid) or a base (such as triethylamine, diisopropylethylamine, sodium carbonate or potassium carbonate) Solvents (such as alcohol (such as methanol, ethanol, isopropanol, tert-butanol), N-methylpyrrolidone, ether (such as ether, tetrahydrofuran, dioxo, 2-methoxyethyl), The 6-epoxide is ring-opened with hydrazine in acetonitrile, n, n-didecylguanamine or dimethyl sulfoxide to give 37. It is then carried out with a thiocyanate such as sodium thiocyanate, potassium thiocyanate or ammonium thiocyanate (ie M+:= for example Na, κ, NH4+) in a suitable solvent such as an alcohol (eg sterol, Ethanol, ^propanol tert-butanol), N-decylpyrrole, ether (eg diethyl ether, tetrahydrofuran, dioxane, 1>2-dimethoxyethane), acetonitrile, n, n-dioxene The reaction is converted to a half-calorie® Ksemiearbazide 38 by reaction in hydrazine, dimethyl sulfoxide, toluene or xylene. The semi-calendar is then converted to IA by reaction with alkanoic acid alkyl sulfonate m' oxime, hydrazine ethyl ester in a solvent. Suitable for dissolving, for example, alcohols (eg, decyl alcohol, ethanol, isopropanol, tert-butanol), Ν-曱:, arsenic, j, M, soil D ratio ^ (eg, Ethyl, Tetrahydrogen, Fen, II) 0 oxacin, 1,2-dimethylhydroethyl fT milyl, hexonitrile, hydrazine, hydrazine-dimercaptocarbamide, disulfoxide, hydrazine or a 147474.doc •67- 201041514 Benzene. Alternatively, 37 can be reacted with hydrogen thiocyanate and furfural in a solvent such as an alcohol (for example, methanol, ethanol, isopropanol, a third alcohol), N-methylpyrrolidone, an ether (such as diethyl ether). , tetrahydrogenethane, dihydrogenane, L2-dimethoxyethane), acetonitrile, N,N-dimethylformamide, dimethyl sulfite, toluene or xylene, followed by alkali metal hydroxide The resulting triazole thione (tnaZ〇Udinthi〇ne) 39 is oxidized to IA using, for example, an aqueous acid solution containing F ec 13 (for example, hydrochloric acid) or oxygen in the presence of elemental sulfur. In still another alternative, 37 is combined with an alkyl group (eg, acetone, diethyl ketone, methyl ethyl ketone) and thiocyanate (eg, sodium thiocyanate, potassium thiocyanate, ammonium thiocyanate) in The reaction is carried out to obtain a k-ketone 40. Suitable solvents are, for example, alcohols (for example, decyl alcohol, ethanol, iso-, second butanol), N-decyl pyrrolidone, ethers (for example, diethyl ether, tetrahydrogen, etc. 1,2-Methoxy-4-yloxy), acetonitrile, n,N-dimethylmethamine, dimethylhydrazine, 5 〇 〇 兑 兑 兑 曱 兑 兑 兑 兑 兑 兑 兑 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 The ruthenium is then converted to IA by reaction with formic acid in the presence of (e.g., hydrochloric acid, hydrobromic acid, acetic acid, sulfuric acid, p-toluenesulfonic acid) or gold I oxide (e.g., amorphous Ti〇2). 147474. Doc •68- 201041514 Process ίο

Alternatively to the method described in the above, compounds 1A and 1B can be prepared analogously to the methods described in Scheme 99/18_ wherein R4 is ^ compound IA. Sheng) (or compound oxime and ΠΒ, where R, H). Depending on the situation, acid (such as hydrochloric acid, nitrogen, acetic acid, sulfuric acid or p-toluene) or test (such as triethylamine, di-propylamine)

In the presence of ethylethylamine, sodium carbonate or potassium carbonate, in a suitable solvent (such as alcohol (such as methanol, ethanol, isopropanol, tert-butanol), ice methylpyrrolidone, ether (such as ether, tetrahydrofuran, two In oxane, hydrazine, 2-dimethoxyethane), acetonitrile, N,N-dimethylformamide or ruthenium sulfoxide, the epoxide was opened with hydrazine to give 42. It is then passed with thiocyanate (such as thiocyanate 147474.doc -69- 201041514 sodium, potassium thiocyanate or ammonium thiocyanate (ie M+= for example Na+, κ+ χτ.τ + ' ^^4 )) in suitable solvents (such as alcohol (such as methanol, ethanol, isopropanol, second butanol), fluorenyl-pyridyl ketone, ether (such as ether, tetrahydrofuran, dioxane, 1,2- In the case of dimethoxyethane), acetonitrile, ν, hydrazine-dimethylformamide, disulfoxide, toluene or dinonylbenzene, it is converted into a half-calendar 43. The semi-calendar is then converted to hydrazine by reaction with an alkyl formate such as methyl formate or ethyl decanoate in a solvent. Suitable solvents are, for example, alcohols (for example methanol, ethanol, isopropanol, tert-butanol), fluorenyl-pyridyl ketone, ethers (for example diethyl ether, tetrahydrofuran, dioxane, L2-dimethoxyethane), Acetonitrile, ν, Ν-dimethylformamide, disulfoxide, terpene or diphenyl. Alternatively, 42 can be reacted with thiocyanate and furfural in a solvent. Suitable solvents are, for example, alcohols (e.g., decyl alcohol, ethanol, isopropanol, tert-butanol), Ν-mercaptopyrrolidine, ethers (e.g., diethyl ether, tetrahydrofuran, dioxane, 1> 2-dimethoxy Alkane), acetonitrile, ν, ν-dimethyl decylamine, dimethyl sulfoxide, toluene or dinonylbenzene. The resulting trithiopyridine 44 is then oxidized to IB using, for example, an aqueous solution of an acid containing FeCh (e.g., hydrochloric acid) or oxygen in the presence of an alkali metal hydroxide (e.g., sodium hydroxide, potassium hydroxide) and elemental sulfur. In yet another alternative, "with a dialkyl ketone (such as acetone, diethyl ketone, mercapto ethyl ketone) and thiocyanate (such as sodium thiocyanate, potassium thiocyanate, ammonium thiocyanate) The reaction in a solvent gives triazolidinethione 45. Suitable solvents are, for example, alcohols (e.g., decyl alcohol, ethanol, isopropanol, second butanol), N-methylpyrrolidone, ethers (e.g., diethyl ether, tetrahydrofuran, Alpha alkane, 1,2-dimethoxyethane), acetonitrile, N,N-dimethylformamide, dimethyl sulfite, toluene or xylene. Triazolidinethione 45 is then used in acid ( For example, hydrochloric acid, hydrobromic acid, acetic acid, sulfuric acid, p-toluenesulfonic acid) or metal oxidation 147474.doc -70-201041514 (for example, amorphous Ti〇2) reacts with tannic acid to convert to IB, ^ Ιβ, Hydrogenation by using a palladium or nickel catalyst or conversion to IA by reduction with a miscible metal vapor (e.g., sodium borohydride, lithium aluminum hydride).

As a substitute for the method described in Scheme 11, the compound m can also be prepared by the conversion of the compound 27 to the same as outlined in Scheme 12 below, which is similarly modified by the method i. R4 is Η&η is 〇(= Ο 〇 compound IB,) (or compound „B, where R4a is H) 147474.doc 71- 201041514 Scheme 12

The epoxide 26 can be opened 46 under the acidic conditions of water (e.g., hydrochloric acid, hydrobromic acid, acetic acid, sulfuric acid or p-toluenesulfonic acid) as shown in Scheme 7 or Scheme 13 below. Compound 27 is then converted to 47 as described above for Scheme 8, or by directly opening the ring to 47' using a suitable source of cr, Br or hydrazine. Subsequent reaction of 47 with the reaction of 6 described in Scheme 1 was carried out similarly to [1,2,4]-1H-triazole to give 27. Process 13

The compound used in the above reaction, the present T-based compound 2, and the carbonyl-substituted benzoic acid <11, are commercially available or can be prepared by a standard method known to those skilled in the art. Is hydrogen and η is 〇) can be prepared from compounds IA, compounds of formula IA and formula IB (wherein rz and IB' (wherein R4 = H and n = 〇) can be similar to the method described in DE-A-19520098 By making the compound 147474.doc • 72· 201041514 ΙΑ· or IB′ with the compound R4_LG (wherein R 4 has one of the above meanings iLG is a leaving group such as a halogen group (for example, Cl, Br, 1}, a sulfonate group) Or a mesylate group) is prepared by reacting in the presence of a base to prepare a compound of the formula IA and formula IB (wherein η is 0 and R is 匸!·~alkyl, alkyl, C2_Ci〇, c, c10 haloalkenyl, c2-c1G alkynyl, c2-c1Q_ fast radical, C3_ClQ cycloalkyl, 匸3-(: 0 haloalkyl, phenyl, phenyl-Ci_C4 alkyl, of which the last two are mentioned The phenyl moiety may be substituted as described above, and a 5- or 6-membered saturated, partially unsaturated or aromatic heterocyclic ring containing ruthenium, 2 or ◎ 3 hetero atoms selected from the group consisting of ruthenium, osmium and S as ring members. its The heterocyclic ring may be substituted as described above. Suitable bases are, for example, alkali metal hydrides (such as sodium hydride, potassium hydride), alkali metal hydroxides (such as sodium hydroxide, potassium hydroxide), alkali metal carbonates (for example) Sodium carbonate, potassium carbonate, cesium carbonate), alkali metal alkoxide (such as sodium methoxide, potassium methoxide, sodium ethoxide, potassium ethoxide, potassium butoxide) or organic lithium base (such as n-butyl lithium, second butyl) Lithium, tert-butyllithium and lithium diisopropylamine). Generally, the reaction is carried out in a suitable solvent. Suitable solvents are, for example, methyl benzene, N-methyl σ σ each bite ketone 'ether (eg, ethyl bond, tetrahydrofuran, two „ 烧 、 曱 曱 曱 曱 、 、 、 、 、 、 、 、 、 、 、 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 Or 化合物· with compound R5-C(=0)-W, R5-C(=S)-W, R5, -N=C=〇 or R5 -N=C=S (wherein R5 has one of the above meanings, R5_ is Ci_Ci〇alkyl or Ci-Cw haloalkyl and w is a good leaving group such as halo (eg C1, Br, I), a house oxide (eg methoxide, ethoxylate) or pentafluoro Benzene oxide) is reacted under a base to prepare a compound of the formula ΙΒ and ΙΒ (where η is 〇 and 147474.doc -73- 201041514 is C(0)R or _c(=s)R5). Metal hydride (Mr. SL), metal hydroxide (such as sodium hydroxide, potassium hydroxide), alkali metal carbonate (such as sodium carbonate, potassium carbonate, carbonic acid planing), alkali metal alkanol a salt (for example, sodium methoxide, potassium decoxide, sodium ethoxide, potassium ethoxide, potassium butoxide) or an organic lithium base (for example, n-butyllithium, a second butyl first butyl group, and a monoisopropylamine). The reaction is usually carried out in a suitable solvent. Suitable solvents are, for example, toluene, N-methylpyrrolidone, ethers (for example diethyl ether, tetrahydrofuran, dioxane, 12-dimethoxyethane), acetonitrile, N,N-methylformamide or dioxime A stone wind. It can be similar to the method described in DEH9620590 by using compound IA, or melon with compound R5_s〇2_w (wherein r5 has the above meaning and is a good leaving group, such as a group (for example, a, BH oxide (example Q) Compounds or penta-gas phenoxides are reacted in the presence of the test to prepare compounds of the formula IA and formula IB (wherein 蛤 ^ ). Suitable for hydrazines such as alkali metal hydrides (for example, _ qing I such as sodium hydride, potassium hydride ), an alkali metal hydroxide (such as sodium hydroxide, hydrogen servant potassium), an alkali metal carbonate (such as sodium carbonate, potassium carbonate, cesium carbonate), a base tonight to alkane salt (such as sodium methoxide) , potassium methoxide, sodium ethoxide, potassium ethoxide, potassium = potassium butoxide) or organic lithium base (such as n-butyl lithium, second butyl clock, third butyl celestial clock, monoisopropylamine clock). It is suitable for the reaction in a solvent. Suitable, for example, toluene, N-decylpyrrolidone, ether (such as diethyl ether, tetradecyl fluorene, dioxane, 1,2-dimethoxy ethane) , acetonitrile, N,N-dimethylformamide or dimethyl sulfoxide. Can be used in DE-A-19620407 The flow order + the method described is similarly by the compound ΙΑ, or ΙΒ, with the compound CN_W (wherein the matter is a good detachment group, such as halogen 147474.doc • 74- 201041514 soil such as C1 Br, I) in the presence of a base The reaction is carried out to prepare a compound of the formula ] and the compound of the formula 1] (where η is 0 and the rule 4 is - called. It is suitable for, for example, a metal hydride (eg, potassium hydride), * a metal hydroxide (for example, hydr Nano, potassium hydroxide), alkali metal carbonates (such as sodium carbonate, potassium carbonate, cesium carbonate), alkali metal alkoxides (such as sodium methoxide, potassium methoxide, sodium ethoxide, potassium ethoxide, potassium butoxide) or organic Lithium base (for example, n-butyllithium 'second butyric acid clock - isopropylamine clock). Generally used in a suitable solvent. The suitable prophylactic agent is, for example, toluene, hydrazine-methylpyrrolidone, ether (such as B).越, tetrahydrofuran, -mute, ridge, . ^ monooxane, 1,2. dimethoxyethane), acetonitrile, hydrazine, hydrazine-dimethylformamide or dimethylene hard. The method described in DE-A-19617282 is similarly by making the compound ΙΑ' or 1Β, with the amine NRaRbRC (where m is as defined above) or with & A salt (such as sodium hydroxide, potassium hydroxide or copper acetate) is reacted to prepare a compound of the formula IA and formula IB (wherein 11 is ruthenium and the rule 4 is.

The formula JR can be prepared by reacting the compound iA, or IB with a halogen (especially iodine) in the presence of a base analogously to the method described in WO 97/43269: which is the base of the formula m group. Suitable bases are, for example, alkali metal chlorides (such as sodium hydride, cesium hydride), metal hydroxides (such as sodium hydroxide, potassium oxide 11), alkali metal carbonates (such as sodium carbonate, potassium carbamate, carbonic acid planing), alkalis. Metal alkoxides (such as sodium methoxide, potassium decoxide, sodium ethoxide, ethanol, potassium tributoxide) or organic tests (eg n-butyl quinone, first butyl lithium, tert-butyl lithium, diiso) Lithium propylamine ρ is generally reacted in a suitable solvent. Suitable solvents are, for example, toluene, hydrazine-methyl, squaring, scales (e.g., diethyl ether, tetrahydrofuran, dioxane, 1,2-dimethoxyethane), 147,474 .doc -75- 201041514 Nitrile, N,N-dimethylformamide or dimethyl sulfoxide. Compounds of formula ia and formula can be prepared analogously to the methods described in WO 99/05 149, where n is hydrazine And r44_p(;=q)r6r7. The formula [A and IB σ can be prepared by reacting ketone 39 or 44 with an oxidizing agent in the presence of a catalyst, similarly to the method described in W. Where 'R is hydrogen (or a compound Μ and its center is hydrogen). Suitable oxidizing agents are, for example, oxygen, Sulfur and super-oxidation.: In the case of using oxygen as the oxidant, the oxidation reaction should be carried out in the presence of a catalyst. Suitable catalysts are, for example, a mixture of powdered sulfur and k〇h. Generally, the reaction is carried out in a suitable solvent. For example, aliphatic hydrocarbons (such as pentane, hexane), cycloaliphatic hydrocarbons (such as cyclohexane), aromatic hydrocarbons (such as benzene, toluene, xylene), bonds (such as B-, methyl tert-butyl) (6) and vinegar (e.g., ethyl acetate, propyl acetate, n-butyl acetate). It is also possible to carry out triazolidine similarly to the method described in ~〇〇1/46158 using an acidic aqueous solution containing ferric chloride (FeCl3). Oxidation of thione 39 or 44. The reaction is generally carried out in a suitable solvent. Suitable solvents are, for example, ethanol, ethyl acetate and mixtures of ethanol and toluene. Also in WO 99/18086 or 〇99/18〇88 The method described is similarly, the oxidation of the triazole pyrithione or the material is carried out with citric acid as the case may be. Suitable catalysts are, for example, acids such as hydrochloric acid, sulfuric acid or p-toluenesulfonic acid; and metal oxides such as Amorphous titanium dioxide. General The reaction is carried out in a suitable solvent. Suitable solvents are weakly polar solvents such as, for example, alcohols such as propanol, butanol and pentanol; esters such as ethyl acetate, butyl acetate and isobutyl formate; ethers such as 1,2- Dimethoxyethane, decyl tertiary butyl ether and fluorenyl 147474.doc -76- 201041514 Tripentyl yoke; and citric acid used in excess. With the above formula R4 is Η, IA, and IB, The conversion to a compound in which R4 is not H is similar to that of the compound of the formula NR4a (wherein R4a is not hydrogen) by the NR4a group (wherein R4a is not hydrogen). Each compound produces a compound I wherein n is 1 or 2. Alternatively, a compound of 2 can be prepared from compound 7 or 27 by first deprotonating the triazolyl ring and then reacting with sulfonium chloride R4S〇2Cl. Compound 1 wherein η is 3 可 can be prepared from compound 7 or 27 by first deprotonating the triazolyl ring and then reacting with sulfuric acid gas or a sulfate gas stream of the formula r4〇S〇2C1, wherein R4 is selected from Hydrogen, Cl_CiG, and Ci_Ci. Haloalkyl, alkenyl, C2-C1()haloenyl, c2-C1()alkynyl, c2-C1()halo-based, c3-C10-decyl, C3_c10 halocycloalkyl, phenyl, benzene a group of -Ci_C4 alkyl, wherein the phenyl moiety of the last two mentioned groups may be substituted as described above and contains 5, 6 or 3 members of 1, 2 or 3 heteroatoms selected from N, 〇 and 8. A saturated, partially unsaturated or aromatic heterocyclic ring wherein the heterocyclic ring can be substituted as described above.个别 If individual compounds are not prepared by the above routes, they may be prepared by derivatization of other compounds I and II or by conventional modifications of the synthetic routes. The reaction mixture is treated in a conventional manner, for example, by mixing with water, isolating the phases, and, if appropriate, purifying the crude product by chromatography (e.g., Oxidation or Shiki gum chromatography). Some of the intermediates and final products can be obtained as colorless or light brown viscous oils &> which can be released or purified from volatile components under reduced pressure and at moderately elevated temperatures. If the intermediate and final product are obtained in solid form, they can be purified by recrystallization or leaching. 147474.doc •77- 201041514 Another aspect of the invention pertains to a compound of formula ιν,

Wherein ..., ..., ~' plus one of the general meanings or the specific meanings given above for one of the preferred meanings of the compound. Except for the following compounds, wherein L is gas and R1 and R2 are both methyl and r3 is hydrogen , l1, l, l4 are hydrogen ---- double bond. Preferred compound IV is compound IVA,

In particular, one of the preferred meanings for the compound above. Alternatively, it is preferably a compound 1 wherein R], R2, R3, L1 & L4 have one of the general meanings or, in particular, the preferred ones given above for the compound, and the L2 and L3 are selected from hydrogen, Fluorine, bromine, iodine, C-wide (: 10 alkyl, ^-(:(7)haloalkyl, Ci_Ci decyloxy, and Ci_Ci 〇haloalkoxy. 147474.doc -78- 201041514 Compound ιν-in the preparation of compounds ^ (see compounds 7 and 27) - f B ... - on the other hand also shows significant fungicidal activity. R2 is particularly dimorphic, and the substance: V is a compound of the formula Ιν·^Ιν.8, where R1, L, The combination of LALs corresponds in each case to one of the columns in Table A above.

Ο ❹

(V) where R, r2, R3, L1, L2, L3 and L4 are ancient, sm in, ^ /, have one of the general meanings or special words above for the compound and „ give the better meaning Preferably, the following compounds are excluded, wherein R1 and R2 are both methyl, R3 is hydrogen, Li, B3 is hydrazine, L2 is chloro, and - is a double bond. Preferred compound V is compound VA, 147474.doc -79· 201041514

In particular, one of the preferred meanings given above for compounds I and II. Compound V is a valuable intermediate in the preparation of compounds I and II (see compounds 6 and 26). Another aspect of the invention pertains to a compound of formula VI, ^^ η 2 .

Preferably, the preferred meanings given above for compounds I and II are preferred, except for one of the following general meanings, or one of the general meanings or L2 is chlorine and R1 and R2 are both fluorenyl, R3 is hydrogen, L1 L3 and L4 are chlorine = double bond. Preferred compound VI is compound VIA,

(VIA) | % /η In particular, the preferred meanings given above for compounds I and II are 147474.doc -80- 201041514 The compound νι is a valuable intermediate in the preparation of the compound „ (see compound 41). Another aspect of the invention relates to a compound of formula VII,

(VII)

"X, CI L3

Where R1, R2, R3, Li, L2, " and! ^ has one of the general meanings or specifically one of the preferred meanings given above for the compound, and R14 is Η or C(〇)〇R15, wherein R is selected from hydrogen, <ν(:10 alkyl , · <^-(: 10 haloalkyl, c3-c10 cycloalkyl, C3-c10_cycloalkyl, phenyl, phenyl-Ci_C4 alkyl, of which benzene in the last two mentioned groups The base moiety may have 1, 2, 3, 4 or 5 substituents R8' and 5 or 6 member saturated, partially unsaturated, containing 1, 2 or 3 heteroatoms selected from n, yttrium and S as ring members Or an aromatic heterocyclic ring wherein the heterocyclic ring may have 1, 2 or 3 substituents R8' wherein R8 is as defined above. Compound VII is a valuable intermediate in the preparation of a compound (see Compound 4). Another aspect relates to a compound of the formula νπι,

147474.doc -81- (VIII) 201041514 wherein ...^, is broadly defined as one of the preferred meanings given above for the compounds I and II, and the RM is as defined above. The compound oxime is a valuable intermediate in the preparation of compounds I and π (see compound 3). Another aspect of the invention pertains to a compound of formula IX,

Wherein R, R, R, L, L, L and L4 have one of the general meanings or specifically one of the preferred meanings given above for compounds I and II; except for the following compounds, wherein R1 and R2 are both 曱Base, R3 is hydrogen 'L1, L3 and L4 are hydrogen, l2 is gas and ^ is a double bond. Compound IX is a valuable intermediate in the preparation of compounds I and II (see Compounds 5 and 12). Of course, the above-mentioned limitations of the compounds I and II (i.e., at least one of Li, L2, ^ and L4 are not hydrogen) are also effective for the compounds iv, iVA, v, VA, VIA, VII, VIII and IX. The invention further relates to an agricultural composition comprising at least one compound of formula I, II and/or IV as defined above, or an agriculturally acceptable salt thereof, and a liquid or solid carrier. Suitable carriers and auxiliaries and other active compounds which may also be included in the compositions of the invention are defined below. 147474.doc -82 - 201041514 The compounds I and II and IV and compositions of the invention are each suitable for use as a fungicide. It is known for its outstanding utility against a wide range of phytopathogenic fungi. These phytopathogenic fungi include soil-borne fungi, especially from the genus Plasmodiophoromycetes, downy mildew (Per〇n〇). Sp〇romyCetes) (synonym 〇〇mycetes), Chytridi〇mycetes, Zyg〇mycetes, Ascomycetes, Basidi〇myCetes and DeUter〇Inycetes (synonym Fungi imperfecti). It has a king effect and can be used as a foliar fungicide, a seed dressing fungicide and a soil fungicide in crop protection. Furthermore, it is suitable for the control of harmful fungi which occur especially in the roots of wood or plants. II and IV and compositions in the control of various cultivated plants

Compounds I of the invention, (such as cereals, for example, alfalfa, 147474.doc-83·201041514; bananas; vines (taMe grape and grape vine); hops; grass; natural rubber plants or Ornamental plants and forest plants, such as flowers, shrubs, broad-leaved trees or evergreen trees, such as conifers; and plant propagation materials such as seeds, and many plant pathogenic fungi on crop materials of such plants are particularly important. Compounds I, sputum and IV and combinations thereof are preferably used to control a plurality of fungi on field crops, such as horse yam, sugar beet, tobacco, wheat, rye, barley, oats, rice, corn, Cotton, soybean, rapeseed, legume, sorghum [caffe or sugar cane; fruit; vine; ornamental plant; or vegetable, such as cucumber, yuyou, beans or pumpkin. It should be understood that the "plant propagation material" refers to all reproductive parts (such as seeds) and vegetative plant materials, such as cuttings and tubers (such as potatoes), which can be used to propagate plants. It includes seeds, roots, fruits, tubers, stems, rhizomes, shoots, buds and other plant parts, including seedlings and young crops, which are transplanted after or after exposure. These seedlings can also be protected by whole or partial treatment by dipping or pouring prior to transplantation. Treatment of plant propagation material with compounds I, II and ... and combinations thereof is preferably used to control mites (such as wheat, rye, barley, and oats); and numerous fungi on rice, corn, cotton, and soybeans. The term "cultivated plants" is understood to include plants that have been engineered by breeding, mutation induction or genetic engineering, including but not limited to, commercially available or developed t ^ ^ a # 1 ^ A ( ^ http://www. Bio.org/speeches/ pubs/ kiss H_products.asp). A genetically engineered plant is a genetic material that has been modified by the use of recombinant genus techniques and cannot be naturally borrowed by 147474.doc -84 · 201041514 plants readily obtained by cross breeding, mutation or natural recombination. One or more genes have typically been integrated into the genetic material of a genetically engineered plant to modify certain characteristics of the plant. Such genetic engineering also includes, but is not limited to, targeted post-translational modification of proteins, peptides or polypeptides, such as prenylation, acetylation or farnesylation, by, for example, glycosylation or polymer addition ( Farnesylated) part or PEG moiety. As a result of conventional methods of breeding or genetic engineering, plants which have been engineered by breeding, mutation induction or genetic engineering are for example tolerant to the application of specific class of herbicides such as hydroxyphenyl groups. Pyruvate dioxygenase (HPPD) inhibitor; acetate lactate synthase (ALS) inhibitor, such as sulfonium urea (see, for example, US 6,222,100, WO 01/82685, WO 00/26390 'WO 97/41218 ' WO 98/02526 'WO 98/02527 'WO 04/106529, WO 05/20673, WO 03/14357, WO 03/13225, WO 03/143 56, WO 04/16073) or imidazolinones (see for example US 6,222,100) ' WO 01/82685 'WO 00/026390 'WO 97/41218 'q WO 98/002526, WO 98/02527, WO 04/106529, WO 05/20673, WO 03/014357, WO 03/13225, WO 03/ 14356, WO 04/16073); an inhibitor of enolpyruvylshikimate-3-phosphate synthase (EPSPS), such as glyphosate (see, for example, WO 92/00377); Bran-amine indole synthase (GS) inhibitors, such as glufosinate (see, for example, EP-A 242 236, EP-A 242 246) or diphenyl hydrazine Herbicide (oxynil herbicide) (see, eg, US 5,559,024). A number of cultivated plants have been rendered tolerant to herbicides by conventional methods of breeding (mutation induced), for example 147474.doc -85- 201041514 such as Clearfield® summer rapeseed (can〇ia, BASF SE, Germanyy^ x m sitting s Similarly, for example, imazainox. Genetic engineering methods have been used to make cultivated plants such as soybean, cotton, corn, sugar beet and canola tolerant to herbicides such as glyphosate and glufosinate, some of which can Trade names RcmndupReady8 (glyphosate-tolerant, Monsant®, US A.) and LibertyLink® (glyfosinate-tolerant, Bayer Cr〇pScience, Germany) are also available. Also covered by the use of recombinant DNA technology a plant which synthesizes one or more poly% insect proteins, which is especially known as the genus Bacteroides (..., especially Bacillus thuringiensis (such as & Μ · 心 (9)...), such as δ-endotoxin, ^Listed as CryIA (b), CrylA (4), CryIF,

CryIF (a2), CryllA (b), CrylllA, CrylllB (bl) or Cry9c; camping insecticidal protein (VIP), such as Vlpi, VIp2, vip3 or VIP3A; bacteria that colonize nematodes (eg, photobacterium genus). Or nematophagous; f genus (4) gifted; spp)) insecticidal protein; toxins produced by animals such as phytohormone, spider toxin, writh toxin or other insect-specific neurotoxin; toxins produced by fungi such as bonds Plant toxins; plant lectins, such as cowpea or barley lectin; agglutinin (agghuinins); protease inhibitors, such as trypsin inhibitors, serine protease inhibitors 'tuber storage protein (four) called, cyst Cysutin or papain inhibitor; ribosome deactivated protein (RIP), such as 1 hemp toxin, maize-rip, acacia toxin (abdn), = melon ribosome deactivated proteinist n), bird grass Prime (sap- or scented gum) (y din) 'deoxyl metabolism enzymes, such as 3 hydroxysteroid oxidase, 147474.doc -86 - 201041514 quercetin-IDP-glycosyl-transferase, cholesterol oxidase, Ecdysone inhibitor or HMG-CoA reductase; Subchannel blockers, such as blockers of Na or Ma channel; juvenile hormone esterase; diuretic hormone receptor (helicokinin receptor); stilben synthase, bibenzyl synthase (bibenzyl synthase), chitinase or glucanase. In the present invention, it is understood that these insecticidal proteins or toxins are also pre-toxins, hybrid proteins, and truncated Short or otherwise modified proteins. Hybrid proteins are characterized by a new combination of protein domains (see, for example, WO 02/015701), for example, in EP-A 374 753, WO 93/007278, WO 95/34656, EP-A 427 529, Other examples of such toxins or genetically engineered plants capable of synthesizing such toxins are disclosed in EP-A 451 878, WO 03/1 8810 and WO 03/52073. Methods for producing such genetically engineered plants are generally those skilled in the art. It is known and described, for example, in the above publications. The insecticidal proteins contained in genetically engineered plants confer to plants which produce such proteins tolerant pests, especially aphids, which are resistant to all taxa of arthropods (athropods). sheath Mesh (Coelo-ptera)), the two wings of insects (Diptera (Diptera)), and moths (Lepidoptera (Lepidoptera)) and nematodes (Nematoda (Nematoda)). Genetically engineered plants capable of synthesizing one or more insecticidal proteins are described, for example, in the above publication, some of which are commercially available, such as YieldGard® (a corn cultivar producing Cry 1 Ab toxin), YieldGard® Plus (creating CrylAb and Cry3Bbl toxin) Corn cultivar), Starlink® (Cry9c toxin-producing corn cultivar), Herculex® RW (producing Cry34Abl, Cry35Abl and phosphinothricin-N-acetyltransferase [Phosphinothricin-N-Acetyltransferase, PAT] jade 147474 .doc -87- 201041514 rice cultivar); NuCOTN® 33B (cotton cultivar producing Cry 1 Ac toxin), Bollgard® 1 (cotton cultivar producing CrylAc toxin), Bollgard® 11 (production of Cryl Ac and Cry2Ab2 toxin) Cotton cultivar); VIPCOT® (cotton cultivar producing VIP toxin); NewLeaf® (potato cultivar producing Cry3 A toxin); Bt-Xtra®, NatureGard®, KnockOut®, BiteGard®, Protecta®, Btll (eg Agrisure® CB), and Bt 176 from Syngenta Seeds SAS, France (corn cultivar producing Cryl Ab toxin and PAT enzyme) from Syng Enta Seeds S AS, MIR604 from France (corn cultivar producing modified Cry3 A toxin, see WO 03/018810), MON 863 from Monsanto Europe SA, Belgium (corn cultivar producing Cry3Bbl toxin), from Monsanto Europe SA , IPC 5 3 1 of Belgium (cotton cultivar producing modified Cry 1 Ac toxin) and 1507 (Corn cultivar producing CrylF toxin and PAT enzyme) from Pioneer Overseas Corporation, Belgium. Also included are plants which are capable of synthesizing one or more proteins by using recombinant DNA techniques to enhance the resistance or tolerance of their plants to bacterial, viral or fungal pathogens. Examples of such proteins are the so-called "pathogenesis-associated proteins" (PR proteins, see, for example, EP-A 392 225), plant disease resistance genes (for example, from the wild potato of Mexico against late blight Ma Lulu (So/a) /iMm's potato cultivar against the resistance gene of Phytophthora capsici (10)) or T4 lysozyme (for example, the ability to synthesize such strong against bacteria (such as pear fire disease aw_y/vd?ra) ) the resistant protein of the potato 147474.doc -88 - 201041514 cultivar). Methods of producing such genetically engineered plants are generally known to those skilled in the art and are described, for example, in the above publication. In addition, it also covers the use of recombinant DNA technology to synthesize one or more proteins to increase productivity (eg, biomass yield, grain yield, starch content, oil content or protein content), to limit drought, salinity or other growth constraints. A plant that is tolerant to factors or tolerant to pests and fungal, bacterial or viral pathogens of their plants. In addition, 'plants that contain altered amounts of inclusions or novel inclusions, especially for improving human or animal nutrition, such as oil-producing crops that produce healthy long-chain omega-3 fatty acids or unsaturated omega-9 fatty acids, are also encompassed. (eg Nexera® canola, D〇w Agro Sciences, Canada). In addition, 'plants that contain varying amounts of inclusions or novel inclusions, especially to increase the yield of the raw materials, such as potatoes that produce increased amounts of amylopectin (eg, Anifl〇ra® potatoes, are also included). BASF SE, Germany) ° Compounds I, II and IV and their compositions are particularly suitable for the control of the following plant diseases: horticultural plants, vegetables (eg Candida albicans (丄山·)) and hollyhocks (eg Brahman ginseng) Phytophthora (J/kgo spp.) (white rust) on white bacillus (丄irag〇p〇g〇„is); vegetables, canola (C. sinensis) Spores (Children's 6raiS&gt;s/cae)), beets (finely entangled (儿) (W), fruits, rice, soybeans, potatoes (eg, Solanum lycopersicum (丄so/am') or Alternaria (child (10) plus m)), tomato (such as Solanum solani or Alternaria spp.) and Schistosoma spp on wheat (cross-linked 147474.doc -89- 201041514 spore leaf spot); beet And the vegetables on the genus Cymbidium (10) outside the SPP.), Yi class and please on the shell of the two genus (heart Spp ·), such as wheat on wheat Diosporin (Eb (1) with eight anthracnose) and barley on barley (丄/zorc^), Helminthosporium spp.) and Helminthosporium spp.) (sexual type: spores) Phytophthora (c〇c 〇 心 心 心 心 心 心 心 ) ) ) ) ) ) 心 南方 南方 南方 南方 南方 南方 南方 南方 南方 南方 南方 南方 南方 南方 南方 南方 南方 南方 南方 南方 南方 南方 南方 南方 南方 南方 南方 南方 南方 南方 南方 南方 南方 南方(7)· zeic〇/a)), for example, a spot disease on a scorpion (wheat root rot (5 (1) · (10) (b))) and, for example, rice and turf on rice and turf (Wan O; zae); Wheat powdery mildew on cereals (eg wheat or barley) (not wmerk gTimkz··?) (formerly known as: Bacillus white powder π(10)ζ·_)) (powder disease); fruits and berries (eg strawberries), vegetables (eg lettuce) Carrot, root celery and cabbage), rapeseed, flower, vine, forest plant and gray mold on wheat (5〇?〇; along the cherea) (sexual type. Botrytis cinerea (5oirycm'm'a / Mc^re/z·(10)α): gray mold); lettuce on lettuce (AciMcae) (downy mildew); broad-leaved tree and evergreen tree (Ceraioc; ^iiS) (synonym long Shell mold (&lt;9p/n'0ii0Wa)) genus (rot or wilting), such as eucalyptus fungi on eucalyptus (C. Dutch elm disease); corn (eg gray leaf spot: corn ash) Spot disease (C. zeae-wa is rare?)), rice, sugar beet (such as beet brown spot (C_ 6eiico / a)), sugar cane 'vegetables, coffee, soybeans (such as the big five gray spot pathogen (C. so_; 7«a) or K. sphaeroides (c. Hhc/n7) and the genus Cercowora spp. (spotted leaf spot); Fanli S (eg tomato leaf mold (C., W/VMW): leaf mold) and scorpion on the scorpion genus spp.), such as black bud on wheat 147474.doc -90· 201041514 Mycobacterium (C·(black ear) )); ryegrass on cockroaches (c-γ (ergot); corn (round spot pathogen co^6o(10)m)), mites (eg Helminthosporium (c·, anamorphic wheat) Root rot] and rice (eg, Helminthosporium cerevisiae (c milk &gt;: heart (10) (10)), anamorphic: rice worm (10) (10) ^ ())) Helicobacter pylori (Coc o o6 上/Wi) (asexual type: flat umbilical snail Disease); cotton (eg, cotton thorn spores (C. g (10) smoke · (1), corn (such as thorns stalk gr (four): anti-aphid stalk rot (Anthracn 〇 stalk r〇t)), non-nuclear, potato (such as the ball Prickly ash (c.: black spot), beans (such as P. sinensis (C. (4) -)) and soybeans (such as P. sphaeroides (C. or Pseudomonas spp.) Spore (CoUetotrichumX has a sexual type · anthracnose (6) (10) (four) ...)) genus (anti-sickness) 'V. genus (CW / ζϋ s spp.), such as the Phytophthora sojae (C. Disease); multiple major spores (Corywespora cawz'z.co/aK leaf spot) on soybeans and ornamental plants; Cyclospora (C&gt;e/〇CO«km spp.), such as eucalyptus Phyllostachys pubescens (c; fruit trees, vines (such as Helminthosporium fulvum (c. //WWeWW) 'sexual type · Liriodendron chinense new sclerotium (ΛΓβ(10) such as ❿: black foot Black Foot Disease) and the genus Cysporium spp. on ornamental plants (eg if the tree ulcer or the young rat declines) has a serotype: the genus C. genus spp. or the Neonectria spp. )); soybeans Semi-known bacteria φ (four) valence ribs ~ Sexual type: Phytophthora genus β (10) • Magic X root and stem rot); 147474.doc • 91· 201041514 Phytophthora (D / India or Me spp.), such as soybean Soybean black spot disease CD. (damping off); corn, cereals (such as barley (such as barley bacillus (D·, net blotch) and wheat (such as wheat bacterium (Z)) ' «Edges: brown spot disease)), Helminthosporium snails on rice and turf (synonymous Helminthosporium, sexual type: nucleocapsid (/> (9) printed "Μ)) genus 'on the vine Ska disease (five sca heart blight, dry blight), which is caused by the genus Pseudomonas sp. (/?〇rwz.iz, p〇rz.a 夕(4) (synonymous P. sylvestris (p/) jeZ/hw, mediterranean terracotta (plant mediterranea), ssp. sputum (4) (10) 〇 heart Ch!amyd〇Sp〇ra) (formerly known as phae〇acrem〇nium, parasitic bottle mold (p/za(9)·say 仏ορ/π7_) and/or rotissus (such as lemma 5;?/zae...〇z&gt;iw buckle) caused by pomegranate (Pear sclerotium) ·)), no stone (Raspberry sac Bacteria (5. ve«ek): anthracnose) and vines (black sputum sputum (7). : anthracnose) on the genus Cysticer (Ugly (10)^ spp·); rice leaf black powder Bacteria (£n〇;/〇ma or less zae) (leaf smut); black bacterium of the genus CEpicoccwm spp_) (black mold); beet (beet powdery mildew (7) this)), vegetables (such as peas) Powdery mildew (Fanhu (4)·)), such as Cucurbitaceae (such as Brassica campestris (5. cz'c / zoracearwm)), cabbage, rapeseed (such as Brassicaceae powder (£. crMC / / erarwm)) Powdery mildew (five spp.K powdery mildew); Curvularia or αία on fruit trees, vines and ornamental trees (Grape rot or top blight, asexual type: Lata pseudocysts {Cytosporina Lata) &gt; Synonym: Baierie ό/ep/zarb), genus Fusarium oxysporum on the corn (five synonyms snail 147474.doc 92· 201041514) genus (eg corn large spotted phosphine creep) ([(10)仏面"; a variety of plants on the sickle) (sexual type: Gibberella (Gamma genus (7) wilt, root or I rot), such as mites (such as wheat or barley) Fusarium sclerophylla (G. &quot; (10) (7)) or yellow Fusarium (F. M / Institute (root rot, spot disease or head withered), Fusuke Fusarium oxysporum (P. οχ less Www), Fusarium solani on soybeans (F.chuan/(10)〇 and beetle (F·Wc/m) on corn; cereals (such as wheat or barley) and toppings on corn ( Rongru &quot;take-all); cereals (such as Gibberella gracilis (G and rice (eg, G. sinensis (G. » 〇0: Bakanae disease) Genus genus (G766ere//fl spp.); Phyllostachys pubescens, Pleurotus ostreatus and other plants on the genus C. elegans (G/〇Wae//a sighs with illusion and cotton anthracnose on cotton ( G Grain staining (Grainstaining) syndrome; Staphylococcus aureus on vine ((3⁄4(9)ari/za心·如e/(1)) (black rot); Rosaceae plant and gum on the cypress Genus (10)spp.), for example, Shabin rust fungus on pear ((?. (rust); corn, cereal, and Helminthosporium on rice (synonym umbilical, genus: Helminthosporium) Rust genus (ugly spp.), Such as coffee 0 non-coffee _ 聪 spore rust (brother (cafe &gt;# leaf rust); vines on the plant brown spot pathogen {Isariopsis c / a Wspora) (synonym grape cladosporium (Cladosporium W)) Soybean and cotton on the cabbage {Macrophomina phaseolina) (synonym pea globulin (ρΛβΜ&lt;9/ζ·«)) (root and stem rot); scorpion (such as wheat or barley) on the snow mold 镰Spore mWe) (synonymous Fusarium oxysporum 147474.doc -93- 201041514 (Fwiir~m m'va/e)) (pink snow m〇ld); powdery mildew on soybean (Mz' Cro print / mera mountain; / / · Μι5α) (powder disease); brown rot fungi spp.), for example, stone fruit and other Rosaceae plants on the nuclear brown rot (Μ. /αχα), fruit plexus (from yrMciic〇/fl) and brown rot fungus (M. /rwcizgewa) (flower and sprig blight 'brown rot'); cereals, bananas, non-nuclear and fallen spheroidal genus spp.) , such as the grass root knot nematode on wheat (like asexual type · wheat sphaeroides ("Se /? ior / G ir (1) 'c〇, sept〇 ria blotch) Fei Phytophthora (Μ· /(/z&gt;&amp;) (black Sigatoka disease); cabbage (such as Brassica oleracea (P. sinensis)), rapeseed (eg parasitic Downy mildew (p (1)ca)), artichoke (such as onion downy mildew (where c/eiyirWci〇r)), terminal grass (in the grass cream (p iaZ > ac / « (3)) and big ugly (such as large Helicobacter species (Per(10)0&gt; spora spp.) (downy mildew) on the ugly creamer (P. sinensis); Phakopsora pachyrhizi on the soybean, anti-bean layer 镌蛰 <p meib〇miaeK Rust); for example, vines (eg, lemon dry blight (p and i. pipiens) and soybeans (eg, gregwara (corpse spp.); black rot fungus (ρ/2〇;?ία / other) (cane and stem rot) on rapeseed and cabbage, and beet polymyxa (house 6eiae) on beet (root rot, Leaf spot and squatting disease; to hollyhock, vine (such as Plasmopara viticola (ρ. ν / ~ 〇 / β): stalks and leaf spots) and soybeans (for example, rot: Phytophthora sojae (P. Like ei?H) Sexual type: Soybean black spot disease 囷phseo/orw/w)) Pseudomonas spp. (P/zomop price spp.); Corn brown spot disease on corn (household coffee ~ 147474.doc -94 - 201041514 卿*) (Brown spot disease); &amp; planting m pepper and Rhododendron plants (eg Phytophthora capsici (P·, (iv)), soybean (eg Daxian bacillus (Hujianzhou; ^), synonym Phytophthora sojae (household e), potato and fruit W such as Phytophthora infestans g (P. / coffee _): late blight) and broad-leaved trees (such as Phytophthora capsici (P. Satoshi (four) w) · oak dying) Phytophthora

(/&gt;/^ noisy spp.) (祠, disease, root, leaf, fruit and stem rot) Brassica napus, rapeseed, (four) and other plants on the cruciferous rhizobia (J^asmodiophora brassicaeX nodule disease); Monochamus (P/w ρπα sPP_), for example, Phytophthora sinensis on the vine (house. v(1) (vine vine downy mildew) and sunflower bacterium on sunflower π.; Rosaceae plant, snake Pseudostellaria, pear fruit and non-nuclear fruit of the genus Pseudomonas (Po spp.) (powder disease), such as apple powdery mildew on apples (P.; such as cereals (such as barley and wheat (polymyxa) (8 and beet (P 6eiae)) on the genus Spirulina spp.) and the viral diseases transmitted thereby; basal rot (on wheat or barley) on the base rot (household (eye) Point, sexual type: Phytophthora (7^ to F//MWC^e)); pseudo-Pythium on various plants (household peropora) (downy mildew), such as Cuban fake cream on Cucurbitaceae Mildew (jP. (9) or yarrow on hops. Fake downy mildew (household; vines on the vines, Pseudopezicula tracheiphila) (jed fire disease) or Roche disease (r〇tbrenner'), asexual type: Phytophthora (Ρ/ζζ'α/ορ/ϊορα)); PwcciWa spp. on various plants (money disease) ), such as cereals (such as wheat, barley or rye) and asparagus (such as Tianmen 147474.doc -95- 201041514 rust fungus (i&gt; rust rust (iJn.cha) (brown rust or leaf rust), Puccinia striiformis (P. _•price_) (strip rust or yellow rust disease barley rust fungus (huxin 0 (dwarf rust), Pleurotus ostreatus (household (4) (stem disease or black recorded disease) or Leaf rust (household) (brown money disease or leaf money disease); wheat sclerotium on the wheat (ore (10) inhibiting ora anamorphic: umbilical cord blood spores) (brown spot) or round nucleus on barley Bacteria (botany net spot disease); Pythium genus spp.), such as rice blast fungus (household 〇7zae) on rice (sex type: rice blast fungus (from sighs printed on: rice fever) and turf And the genus Magnaporthe oryzae (p__spp) on cereals (p V-illusion; turf, rice 'jay}}, wheat, cotton, rapeseed, yogmo, soybean, sugar beet, vegetable and various other plants Tripping disease (eg, Pythium ultimum (p. M&quot; z.mww) or Pythium genus (Aph(10)idennatum) · 'Aspergillus sp. (Ra hall spp), such as the ginseng on the ginseng column And .co//0_c;·) (column leaf spot, physiological leaf spot) and beet column spores on sugar beet (/?. 6ei/c〇/a); cotton, rice, potato, turf, corn , rapeseed, potato, sugar beet, vegetables and various other plants on the silk genus (and; 2Z'ZOCic»«/i7 spp.), such as soybean on the genus Rhizoctonia (Kichuan / (10) /) (root And stem rot), Rhizoctonia solani (Sheath wilt) on rice or Rhizoctonia solani on wheat or barley (Rhizoctonia spring blight); Straw, Rhizopus oryzae, soft rot on strawberries, carrots, vines, and tomatoes; barley worms on barley, rye, and black wheat (strong and small? Disease (scaid); scutellariae (5W〇c/a mountain, 〇ryrye) and leaf sheath spoilage 147474.doc •96- 201041514 鞠腐鞠); Sclerotinia on vegetables and field crops Belongs to spp.) Rotten or white mold), such as rapeseed, geranium (such as Sclerotinia sclerotiorum (*SWeroi/«/a and soybean (such as S. ro//Wi or Sclerotium); various plants SepioWa spp., such as soybean brown bacterium on soybean (51 g (ye/like?) (brown spot), wheat husk on wheat (51· (shell needle spore) Disease) and the scorpion on the scorpion (*S. ??〇6/orwm) (synonym of the genus Stagonospora blotch); the grape white powder on the vine Disease ([/«ckw/a weca/or) (synonymous powder pathogen (£&gt;&gt;^(p/7e neca/or)) (powder disease, asexual type: grape powder spore iwcArerz·)); corn (eg, S. cerevisiae (*S·iwrcicwm), synonymous with S. cerevisiae (i/e/whi/zospor/ww iwrc/cww)) and Setospaeria spp. Disease); corn (eg, smut (iS_re///a(10)): smut (Areme/ ewMi)), sorghum and sorghum on the axis of black genus (Print / ^ ce / oi / zeca Spp.) (Smut); Xanthium monofilament shell on Cucurbitaceae (iSp/zaeroi/zeca /w //g/«ea) (powder disease); the potato on the potato, the disease of the potato powder (powder disease) and the viral disease transmitted by it; the genus of the genus sphaeroides on the cereal (57 sigh «〇?/?〇ra spp.), for example, the genus A. oxysporum (51. ?2c»i/orww) on wheat (S. serrata), serotype: wheat ascomycetes (Lepiosp/ Zaeria ?i〇(iorwm)[synonymous wheat leaf blight 77〇&lt;iorwm)]; potato sympathy pathogen {Synchytrium endobioticum) on potato (existing post-cancerous disease), ectoside 147474 .doc -97- 201041514 spp.), such as the deformed outer bacillus on the peach (rolling leaf disease) and the outer sclerotia on the plum (7 卞 _) (Li bag fruit disease) ·, in the grass, kernel Vegetable soybean and cotton roots on the beaded eyebrows spp·) (black root rot) 'such as Rhizopus genus (r synonym root beaded emblem (CT^/flfM e/ega)); 腥 black 粉Genus (claws such as SPP.) (comm〇n bunt or stinking smut), such as wheat smut (r Μη· on wheat). (synonymous wheat smut (r can.a), wheat smut bunt) and dwarf smut (Γ·co«^*〇verja) (dwarf bunt) ); wheat, snow rot, brown sclerotium on barley or wheat (household (6). Rugao) (grey snow mold); genus genus (t/rocF out of Spp), such as rye Ryegrass smut (f/. 〇ccw/ia) (stem smut); vegetables on the genus Sphaeroides spp (rust), such as beans (such as peas money ((/ . mountain · cw / ai (10)), the synonym of Puccinia solani (t / · /? /? _ 〇 / 〇) and beets (such as the sweet menu spore rust (c / ; 縠 (such as barley powder black powder bacteria (K And the oatmeal powder ((.. αναπαβ)), corn (such as maize black powder fungus (ί / then less heart ^: corn black stable disease) and Ganshen genus genus (仏...叩^ spp.) (stained smut); apples (eg, Phytophthora capsici (ρ. z'„ae “Ma仏)) and Pseudostellaria (FeWwrw spp.) (痂); Various plants (such as fruits and ornamentals, vines, prunes, vegetables and fields) Verticillium (Ferih7/z·prespp.) (periosis), such as Verticillium dahliae (F heart/^) on grass, rapeseed, potato and tomato. , II and IV and their compositions are also suitable for the control of harmful fungi in protected storage 147474.doc -98 - 201041514 products or harvested and protective materials. The term "birthing material" shall be understood to mean the protection of industrial materials and Non-living materials such as poison-occupying agents, glues, wood, paper and paperboard, textiles 'leather, paint dispersions, plastics, cooling lubricants, fibers and fabrics to prevent infestation and destruction by harmful microorganisms such as fungi and bacteria. In the protection of wood and other materials, the following harmful effects are particularly noteworthy. Ascomycetes (such as Aspergillus sp.), Spirulina spp.), Aureobasidium, P. Genus (Sc/erop/zoma spp_), Chaetomium (C/meiowz.wm spp.), genus ffumicoZa spp., PetrieHa spp., TW&lt; ^wr«5 spp_); Basidiomycetes, such as Pseudomonas (Co M'op/jora spp.), genus genus (Corz'o/like spp.), genus Pleurotus (G/oeop/z;;//wm spp.), lentus ribs. Spp_), Pleurotus (P/ewroiw·? spp.), genus spp·), genus Serpw/fl spp. and stem genus spp., deuteromycetes such as sputum Genus (JaergH/Mj spp.), Mycobacterium spp., Penicillium (Pem'cz7&quot;ww spp.), Trichoderma (TWc; 2〇rwa spp.), Alternaria spp·), Paecilomyces Is a spp.), and Zygomycetes, such as Mwcor spp_, and additionally 'in the protection of stored products and harvests, the following yeast fungi are worth noting: Candida (仏心心spp ·) and Saccharomyces cerevisiae (iSWc/zaromyce·? cerev/sae) ° Compounds I, II and IV and their compositions can be used to improve plant health, respectively. The invention also relates to a method for improving a plant by treating the plant, its propagation material and/or plant growth or intended growth with an effective amount of each of the compounds I, II and / 147474.doc -99. 201041514 (d) and compositions thereof. Healthy method. The term "plant health" is understood to mean the condition of a plant and/or its harvest, which is determined on the basis of several indicators, either alone or in combination with one another, such as yield (eg biomass increase and/or valuable components). Content (Southern), plant vigor (eg, faster plant growth and / or greener leaves ("greening effect")), quality (such as increased content or composition of certain ingredients) and resistance to abiotic and / or biological stress Receptive. The indicators of plant health identified above may be interdependent or mutually causal. The compounds of formula I, II and IV may exist in different crystal modifications which may have different biological activities. It is also the subject of the invention. The dimethylene UMV can be used as such or in the form of a composition for the treatment of fungi with fungicidal active substances, protection against fungal attack or plants, plant vegetative (such as seeds), soil, surface, material or space. Administration can be carried out before and after the fungal infection of the plant, plant propagation material (such as seeds), soil, surface, material or space. The plant propagation material can be treated prophylactically with Compound I, hydrazine and/or 1 itself or a composition comprising at least one of the compounds 丨, π and/or IV during or prior to planting or transplanting. The invention also relates to agrochemical compositions comprising a solvent or solid carrier and at least one compound I, II and/or IV, and to the use thereof for controlling harmful fungi. The agrochemical composition comprises a fungicidally effective amount of Compound I, / or IV. The term "effective amount" means that the composition or the compound 147474.doc -100- 201041514 of the compound I, II and/or ... is sufficient to control harmful fungi or protective materials on cultivated plants and does not cause substantial damage to the treated plant. This amount can vary widely and depends on a number of factors such as the species of fungus to be controlled, the cultivated plant or material being treated, the climatic conditions and the particular compound employed. The compounds I, II and IV and their salts can be converted into a common type of agrochemical composition such as solutions, emulsions, suspensions, dusting powders, powders, pastes and granules. The type of composition will depend on the particular intended purpose; in each case it should ensure a fine and uniform distribution of the compounds of the invention. Examples of composition types are suspensions (SC, OD, FS), emulsifiable concentrates (EC), emulsions (EW, EO, ES), pastes, tablets, wettable powders or dusting (WP, SP) , SS, WS, DP, DS) or granules (GR, FG, GG, MG) (which may be water soluble or wettable), and gel formulations for treating plant propagation materials such as seeds (GF ). The type of composition (eg, SC, OD, FS, EC, WG, SG, WP, SP, SS, WS, GF) is typically used after dilution. Composition types such as DP, DS, GR, FG, GG, and MG are usually used without dilution. The compositions are prepared in a known manner (see US 3,060,084, EP-A 707 445 (for liquid concentrates); Browning: "Agglomeration", Chemical Engineering, December 4, 1967, 147-48, Perry's Chemical Engineer's Handbook, 4th edition, McGraw-Hill, New York, 1963, pp. 8-57 and thereafter; WO 91/13546, US 4,172,714, US 4,144,050, US 3,920,442, US 5,180,587, US 5,232,701, US 5,208,030, GB 2,095,558 , US 3,299,566 ; Klingman: Weed Control as a Science (J. 147474.doc •101- 201041514

Wiley &amp; Sons, New York, mi) ; Hance et al.: Weed Control Handbook (8th ed., Blackwell Scientific, 〇xf〇rd, 1989) and Mollet, H. and Grubemann, A·: Formulation technology (Wiley VCH Verlag , Weinheim, 20(h)). The agrochemical composition may also contain adjuvants commonly used in agrochemical compositions. The adjuvants used are selected depending on the particular application form and the active substance. Examples of suitable auxiliaries are solvents, solid carriers, dispersants or emulsifiers (such as other solubilizers, protective colloids, surfactants and adhesives), organic and inorganic thickeners, bactericidal cockroaches, anti-agents; , defoamers, (suitable) toners and tackifiers or binders (for example for seed treatment formulations). Suitable solvents are water, organic solvents, such as mineral oil fractions having medium to high boiling points such as kerosene or diesel, in addition to coal tar and oils of vegetable or animal origin; aliphatic hydrocarbons, cyclic hydrocarbons and aromatic hydrocarbons such as hydrazine Benzene, diterpenoid tetrahydronaphthalene, daunyl naphthalene or its derivatives; alcohols such as decyl alcohol, ethanol, propane, butanol and cyclohexanol; triols; the same, such as cyclohex-5 γ ® 曰, 知 曱醯 曱醯 、 、, fatty acids and fatty acid esters and strong polar solvents, such as amines, such as Ν-mercaptopurrotone. The solid carrier is mineral soil, such as silicate, tannin, talc, kaolin, limestone, lime, white, red basalt loess clay, white cloud, white sulfate, calcium sulfate, magnesium sulfate, magnesium oxide, ground synthetic materials. Fertilizers such as ammonium sulphate, ammonium phosphate, ammonium nitrate, urea, and plant-derived products such as alfalfa, bark, wood chips and nut shells, cellulose powder and other solid carriers. Suitable for surfactants (adjuvants, wetting agents, tackifiers, dispersants or emulsions 147474.doc 201041514) for aromatic acid (such as lignin cross-acid (Borresperse®, Borregard, Norway), benzene Acid, naphthoic acid (Morwet® type, Akzo Nobel, USA) and dibutylnaphthalenesulfonic acid (Nekal® type, BASF, Germany) and alkali metal, alkaline earth metal and ammonium salts of fatty acids; alkyl sulfonate Acid ester, alkyl aryl acid S, pyryl sulfate, lauryl ether sulfate, fatty alcohol sulfate, and sulfated cetyl salt, sulfated heptadecyl salt and sulfated stearyl salt, Sulfated fatty alcohol glycol ether; in addition to condensate of naphthalene or naphthalenesulfonic acid with phenol and formaldehyde; polyoxyethylene octylphenyl ether, ethoxylated isooctylbenzene, octylbenzene, decyl benzene Dimethyl phenyl polyglycol ether, tributyl phenyl polyglycol ether, tristearyl phenyl polyglycol ether, alkyl aryl polyether alcohol, alcohol and fatty alcohol / ethylene oxide Condensate, ethoxylated I sesame oil, polyoxyethylene alkyl ether, ethoxylated polypropylene oxide, lauryl alcohol polyglycol ether acetal, Sorbitol ester, lignin sulfite waste liquor, and protein, denatured protein, polysaccharide (eg, thioglycol), hydrophobic modified starch, polyvinyl alcohol (Mowiol® type, Clariant, Switzerland), polyglycolic acid酉 (Sokolan® type, BASF, Germany), polyalkoxylates, polyvinylamines (Lupasol® type, BASF, Germany), polyvinylpyrrolidone and copolymers thereof. Examples of thickeners (i.e., compounds which impart improved fluidity to the composition (i.e., compounds having high viscosity at rest and low viscosity during agitation) are polysaccharides and organic and inorganic clays such as Xanthan gum. (Kelzan®, CP Kelco, USA) 'Rhodopol® 23 (Rhodia, France) ' Veegum® (RT Vanderbilt, USA) or Attaclay® (Engelhard Corp., NJ, USA). 147474.doc -103 - 201041514 A bactericide may be added to preserve and stabilize the composition. Examples of suitable bactericides are bactericides based on the following: dichlorophene and stupid methanol hemiacetal (Proxel® from ICI, or Acticide® RS from Thor Chemie, and Kathon from R〇hm &amp; Haas) ® MK), and isothiazolinone derivatives such as acetoisothiazolinone and benzisothiazolinone (Acticide® MBS from Th〇r chemie). Examples of suitable antifreeze agents are ethylene glycol, propylene glycol, urea and glycerin. An example of a defoamer is a polyoxyl emulsion (such as silik〇n® SrE, Wacker,

Germany or Rhodorsil®, Rhodia, France), long chain alcohols, fatty acids, salts of fatty acids, fluoroorganic compounds and mixtures thereof. Suitable colorants are low water soluble pigments and water soluble dyes. Examples which may be mentioned are the following names: rhodamin B, CI Pigment Red 112, c. I. Solvent Red Rhodium, Pigment Blue 15:4, Pigment Blue 15", Pigment Blue 15: 2, Pigment Blue 15:1, Pigment Blue 80, Pigment Yellow i, Pigment Yellow 13, Pigment Red 112, Pigment Red 48:2, Pigment Red 48:1, Pigment Red 57:1, Pigment Red 53:1, Pigment Orange 43, Pigment Orange 34, Pigment Orange 5, Pigment Green%, Pigment Green 7, Pigment White 6, Pigment Brown 25, Basic Violet 1〇, Basic Violet, Acid Red 51, Acid Red 52, Acid Red 14, Acid Blue 9, Acid yellow 23, alkaline red 1 〇, test red 10 8 . Examples of tackifiers or binders are the vinyl phase, polyvinyl acetate, polyvinyl alcohol and cellulose ether (Tylose®, shin_Etsu, Japan). Powders, spreading materials and dusting can be prepared by mixing the compound W and, if appropriate, the other active substance with at least one solid carrier or simultaneously grinding. Granules can be prepared by binding the active material to a solid carrier, for example 147474.doc •104· 201041514

Shell clams, cellulose powder and other solid carriers. Granules. Solid carrier. Salt, talc, high genus, beauty, red basalt, loess, magnesium viscous, oxidized town, ground, phosphate, nitrate, urine, bark, wood chips and nuts 0 Examples of composition types To be: 1 - Composition type diluted with water i) Water-soluble concentrate (SL, LS) 1 part by weight of the compound of the invention is dissolved in 90 parts by weight of water or a water-soluble solvent. Instead, a wetting agent or other auxiliaries are added. After dilution with water, the live cockroach shell solution. In this way, a composition having an active substance content of 10% by weight was obtained. Ii) Dispersible Concentrate (DC) 〇 20 Weight Damage The compound of the present invention is dissolved in 70 parts by weight of cyclohexanone with the addition of 1 part by weight of a dispersing agent (e.g., polyvinylpyrrolidone). Dilute with water to obtain a dispersion. The active substance content was 20% by weight. /0. 'Output' emulsifiable concentrate (EC). 15 parts by weight of the compound of the present invention was dissolved in 75 parts by weight of xylene under the addition of calcium dodecylbenzenesulfonate and castor oil ethoxylate (each 5 parts by weight). Dilute with water to give an emulsion. The active substance content of the composition was 15% by weight. Iv) Emulsion (EW, EO, ES) 25 parts by weight of the compound of the invention with the addition of calcium dodecylbenzenesulfonate and castor 147474. doc • 105- 201041514 'from ethoxylates (each 5 parts by weight) The mixture was dissolved in 35 parts by weight of diphenylbenzene by means of an emulsifier (Ultraturrax), and this mixture was introduced into 3 parts by weight of water to prepare a homogenous emulsion. Dilute with water to give an emulsion. The active substance content of the composition was 25% by weight. v) suspension (SC, 〇D, Fs) f in a throw ball mill 'grinding 2 () parts by weight of the compound of the invention with the addition of 10 parts by weight of dispersant and wetting agent and = heavy hydrazine or organic solvent, = to a fine active substance suspension. Dilute with water to obtain a stable suspension of the active substance. The active substance content of the composition was 20% by weight. K Kinellable granules and water-soluble granules (WG, s G) ^ 5G parts by weight of dispersant and wetting agent, finely ground 50 parts by weight: inventive compound, and by means of technical equipment (eg extrusion, The spray tower, the body bed) is made into a water-dispersible or water-soluble granule. Dilute with water to get live! · Stable dispersion or solution of biobe. The active substance content of the composition was 5% by weight. , VU) water-dispersible powder and water-soluble powder (WP, Sp, ss, ws) agent! In a sub-stator mill, 25 parts by weight of a dispersant, wet thirst = 75 parts by weight of the compound of the invention are ground. Dilute to a stable dispersion or solution with water. The active substance content of the composition is '&gt; In viiO gel (GF), in a ball mill, add 1 part by weight of dispersant, humectant and 7. Part by weight of water or organic solvent: The compound of the invention gives a fine suspension of the active substance. A stable suspension of the active substance is obtained by diluting with water 147474.doc 201041514, whereby a composition containing 2% by weight (w/w) of the active substance is obtained. 2. Type of composition to be applied without dilution ix) Spreadable powder (DP, DS) 5 parts by weight of the compound of the invention are finely ground and intimately mixed with % by weight of finely powdered kaolin. Thus, a spreadable composition having an active material content of 5% by weight was obtained. X) Granules (GR, FG, GG, MG) 0 Finely milled 0 to 5 parts by weight of a compound of the invention and combined with 99 parts by weight of a carrier. Current methods are extrusion, spray drying or fluidized beds. Thus, a granule which was applied without dilution at an active substance content of 0.5% by weight was obtained. Xi) ULV solution (UL) 1 〇 Parts by weight The compound of the present invention is dissolved in 9 parts by weight of an organic solvent such as xylene. Thus, a composition which is applied without dilution, having an active substance content of 1% by weight, is obtained. 〇 Agricultural chemical compositions typically comprise 0.01 weight. /. Up to 95% by weight, preferably 0.1% by weight to 90% by weight, most preferably 5% by weight to 9% by weight of the active material. The active material is used in a purity of 90% to 100%, preferably 95% to 1% by weight (according to NMR spectrum). Water-soluble concentrate (LS), flowable concentrate (FS), powder for drying treatment (DS), dispersible powder for slurry treatment (ws), soluble powder (SS), emulsion (ES), emulsifiable concentrate (EC) and gels (GF) are commonly used for the treatment of plant propagation materials, especially seeds. These compositions can be applied to plant propagation material (especially seeds) after dilution or without dilution. 147474.doc -107- 201041514 The composition of the ready-to-use preparation after the dilution of 2 to 10 times is from 0. 01% by weight to 60% by weight, preferably 〇"% by weight to 4" Weight 〇 / 〇. Administration can be carried out before or during sowing. Methods of applying or treating agrochemical compounds and compositions thereof to plant propagation materials, particularly seeds, are known in the art and include the application, coating, granulation, dusting, dipping of the propagation material. The method of application in the in_furrow. In the preferred embodiment, the compound or composition thereof is applied separately to the plant propagation material by a method that does not induce germination (e.g., seed dressing, granulation, coating, and dusting). In a preferred embodiment, the (iv) floating liquid type (FS) composition is subjected to a seed treatment. Sighing composition usually contains 1 to 8 〇〇g / Ι active substance, m 〇〇 g / interface stabilizer, G to 200 g / l anti-; East, 〇 to gamma / 1 adhesive, 〇 to 200 g /1 pigment and up to 1 liter of solvent (preferably water). The active substances may be used as they are by spraying, atomizing, dusting, spreading, brushing, dipping or pouring, or in the form of their compositions, for example, a spray solution, money, suspension, It is used in the form of a dispersion, an emulsion, an oil liquid, a paste, a spreadable product, a spreading substance or a granule. The form of application depends entirely on the intended purpose; the sound of the next (four) ~ person to ensure that in each case, the king of the first serve is as finely distributed as possible. The aqueous application form can be prepared from an emulsion concentrate, a paste spray powder, an oil dispersion, and a wet powder (a paste or an oil d). For preparing an emulsion, _-flying oil knife can be discharged. By means of humidified tannin (as is or dissolved in oil or solvent; agent or milk or 'can be made from active substance, wet lake agent, increased two == W dispersant or milk 147474.doc 201041514 phlegm and suitable field Concentrate of %·/treat or oil, and such concentrates are suitable for dilution with water. * The concentration of active substance in ready-to-use preparations can vary over a relatively wide range. Active substances generally comprise 0.0001% by weight to 10% by weight, preferably 0.001% by weight to 1% by weight. The active materials can also be successfully used in the ultra-low volume process (11-_volume process 'ULV), and can be applied at a content of more than % by weight of active Q The composition, or even the application of the additive-free active substance. When used for plant protection, depending on the type of effect required, the application amount of the active substance is 〇·_ kg to 2 kg per hectare, preferably per hectare 5 ^ to 2 kg 'better Q G5 kg to 〇 9 kg per hectare, In particular, 〇1 to 0.75 kg per hectare. ▲ Every 100 kg of plant propagation material (preferred seed) is generally required when treating plant propagation material (such as seeds) by spraying, powdering, or soaking seeds, for example. ο. 1 to 1000 g, preferably 1 to 1 g, more preferably 1 to 100 g, and most preferably an amount of A 〇e 100 g of the active material. - preferably used to protect the material or store the product The amount depends on the type of application area and the desired effect. The amount of the protective material is usually from 1 to 2 kg, preferably from 0.005 g to 1 kg of active material per cubic meter of treated material. Adding various types of oils, humectants, adjuvants, herbicides, bactericides, other fungicides or pesticides to the composition or composition containing the active substance 'When appropriate, until immediately before use (slot mixing) These agents may be combined with the compositions of the present invention in a weight ratio of 1:100 to 100:1, preferably 147474.doc 201041514 1:10 to 10:1. The adjuvants that can be used are specifically: organically modified Polyoxane, such as Break Thru S 240®; alcohol alkoxide, Such as Atplus 245®, Atplus MBA 1303®, Plurafac LF 300® and Lutensol ON 30®; EO/PO block polymers such as Pluronic RPE 2035® and Genapol B®; alcohol ethoxylates such as Lutensol XP 80®; Sodium dioctylsulfosuccinate, such as LeophenRA®. The compositions of the invention in the form of fungicides may also be present in the form of a premix with other active substances, such as herbicides, insecticides, growth regulators, fungicides or fertilizers, or as appropriate, until immediately prior to use. Square mixing (slot mixing). In many cases, the combination of the compound I, oxime and/or IV in the form of a fungicide or a composition comprising the same with other fungicides broadens the range of fungicidal activity obtained or prevents the development of fungicides. Drug resistance. In addition, in many cases, synergies are obtained. The following list of active substances which may be used in combination with the compounds of the present invention is intended to illustrate possible combinations, but is not limited thereto: A) strobilurin, azoxystrobin, dimoxystrobin, dilute month Enestroburin, fluoxastrobin, kresoxim-methyl, metominostrobin, oressastrobin, picoxystrobin, Pyraclostrobin 'α than this card (pyribencarb), triflamine (trifloxystrobin); 2-(2-(6-(3-chloro-2-methyl-phenoxy)-5-fluoro- 147474. Doc -110- 201041514 pyrimidin-4-yloxy)-phenyl)_2-methoxyiminoamino_N-methyl-acetamide, 3-methoxy-2-(2-(N-( 4-methoxy-phenyl)-cyclopropane_methylene iminothiomethyl)-phenyl)-decyl acrylate, (2-chloromethylbenzyloxyimino)ethyl]benzene Methyl)amino decanoate and 2_(2-(3-(2,6-dichlorophenyl)-1-methyl-allylaminooxymethyl)-phenyl)-2 - oxime iminomethyl-ethyl ethamine; B) carboxy guanamine - carbazine Nilide): benalaxyl, benalaxyl-M, benodanil, bixafen, boscalid, carboxin, furfuryl Amine (fenfuram), fenhexamid, flutolanil, furametpyr, isopyrazam, isotianil, kiralaxyl, annihilation Mepronil, metalaxyl, metalaxyl-M/mefenoxam, ofurace, oxadixyl, oxycarboxin, ° ratio Penthiopyrad, sedaxane, tecloftalam, thifluzamide, tiadinil, 2-amino-4-mercapto-thiazole-5-oxime Anthranil, 2-chloro-N-(l,l,3-trimethyl-indan-4-yl)-nicotinium amide, trifluorobiphenyl-2-yl)-3-difluoroindolyl -1-methyl-1H-pyrazole-4-carboxamide, N-(4'-trifluoromethylthiobiphenyl-2-yl)-3-difluoromethyl-1-indenyl-1H -pyrazole-4-carbamide, N-(2-(1,3-dimethyl-butyl)-phenyl)-1,3-dimethyl-5-fluoro-1H-pyrazole-4 -A Amine and N-(2-(l,3,3-trimethyl-butyl)-phenyl)-1,3-di 147474.doc -111 · 201041514 fluorenyl-5-fluoro-1H-pyrazole- 4-decylamine; - carboxylic morpholide: dimethomorph, flumorph, pyrimorph; - benzoic acid amide: chlorfenapyr ( Flumetover), fluopicolide, fluopyram, zoxamide, N-(3-ethyl-3,5,5-trimethyl-cyclohexyl) -3-carboxamido-2-hydroxy-benzoguanamine; - other oleic acid amines: carpropamid, dilocoymet, mandiproamid, earthworm (oxytetracyclin), silthiofarm and N-(6-decyloxy-pyridin-3-yl)cyclopropanoguanamine; C) azole-three-zero sitting: Azakang. Azaconazole, bitertanol, bromuconazole, cyproconazole, difenoconazole, diniconazole, diniconazole-M, Epp (epoxiconazole), fenbuconazole, fluquinconazole, flusilazole, flutriafole, hexaconazole, imibenconazole, ipukkou Sit (ipconazole), metconazole, myclobutanil, glutinous rice. Sitting (oxpoconazole), paclobutrazole, penconazole, propiconazole, prothioconazole, shi yue shou 147474.doc -112- 201041514 (simeconazole), derkeley (tebuconazole), tetraconazole, triadimefon, triadimenol, sterilization. Triticonazole, uniconazole, 1-(4-chloro-phenyl)-2-([1,2,4]triin-1-yl)-cycloheptanol; - _ ° sit: Cyazofamid, imazalil, pefurazoate, prochloraz, triflumizole; - benzophene rice 0: benomyl, befen Carbendazim, fuberidazole, thiabendazole; - others: ethaboxam, etridiazole, hymexazole, and 2-(4- Gas-phenyl)-Ν·[4-(3,4-dimethoxy-phenyl)-iso-β-oxazol-5-yl]-2 -propan-2-ethoxylated amine, D Heterocyclic compound - β 唆 唆: fluazinam, pyrifenox, 3-[5-(4-chloro-phenyl)-2,3-dimercapto-isoxazole- 3-yl]-pyridine, 3-[5-(4-methyl-phenyl)-2,3-dimethyl-isoxazol-3-yl]-pyridine, 2.3.5.6-tetragas-4 - A calcination base - π ratio bite, 3,4,5 - trichloro 0 bite - 2.6- dinitrile, &gt; 1-(1-(5-bromo-3-chloro-pyridin-2-yl) )-ethyl)-2,4-dichloronicotinium amide, hydrazine-[(5-bromo-3-chloro-pyridin-2-yl)-dichloro]-2,4- Chlorine-healing prostamine; - mouth D: bupirimate, cyprodinil, diflumetorim, fenarimol, ferimzone, chlorpyrifos (mepanipyrim), nitrapyrin, 147474.doc • 113 - 201041514 riarimol, pyrimethanil; - n-azine: triforine; - n biluo: seed dressing 11 each (fludioxonil), Hudioxonil; - Karin: adimorph, dodemorph, dodemorph-acetate, fenpropimorph, three Tridemorph; - σ bottom bite: fenpropidin; - diimine: a sit. Fluoroimide, iprodione, procymidone, vinclozolin; - non-aromatic 5-membered heterocyclic ring: famoxadone, fenamidone , flutianil, octhilinone, probenaizole, 5-amino-2-isopropyl-3-oxo-4-o-phenylene-2,3-di Hydropyrazole-1-thiocarbamic acid S-allyl; - Others: acidified benzo-sodium-s- succinic acid (acibenzolar-S-methyl), alpha sulphate (amisulbrom) , anilazine, blasticidin-S, captafol, captan, chinomethionate, dazome, σ米菌威Debacarb), diclomezine, difenzoquat, difenzoquat-methylsulfate, fenoxanil, folpet, oxolinic acid ), piperalin, proquinazid, pyroquilone, velofen 147474.doc -114- 201041514 E) (quinoxyfen), 咪°α秦 (triazoxide) ), tricyclazole, 2-butoxy-6-e-3-propyl ketone-4-one, 5-rat-1-(4,6-dimethoxy-α-density) σ定-2-yl)-2-methyl-1H-benzoxazole, 5-chloro-7-(4-methylpiperidin-1-yl)-6-(2,4,6-trifluoro Phenyl)-[1,2,4]triazolium [1,5-a]pyrimidine and 5-ethyl-6-octyl-[1,2,4]triazolium [1,5-a] Pyrimidine-7-ylamine; urethane thiol thioglycolate and dithiol phthalate such as ferbam, mancozeb, maneb, Metam, methasulfocarb, metiram, propineb, thiram, zineb, ziram; amine Formic acid S: benthiavalicarb, diethofencarb, iprovalicarb, propamocarb, propamocarb hydrochloride, valiphenal and ❹N- (l-(l-(4-Nymol-based) ethyl sulphate yellow)-butyl-2-yl)carbamic acid _ (4-fluorophenyl) ester; F) other active substances steroids: Guanidine, dodine, polyne free test, double vein salt Guazatine), diammonium acetate, iminoctadine, dioctylamine triacetate, iminoctadine-tris (albesilate); antibiotics: kasugamycin, Hydrated citric acid hydrochloride, streptomycin, polyoxin, 147474.doc -115- 201041514 validamycin A; schlossyl phenyl derivative: binapacryl , dinobuton, dinocap, nitrothal isopropyl, tetranitrobenzene (tecnazene); organometallic compound: fentin salt, such as triphenyltin acetate ( Fentin acetate), fentin chloride, fentin hydroxide; sulfur-containing heterocyclic compounds: dithianon, isoprothiolane; organic lining compound: granule pine (edifenphos), fosetyl' fosetyl-aluminum, iprobenfos, asiatic acid and its salts, pyrazophos, tolclofos-methyl; Organic gas compound: tetrachloroisophthalonitrile ( Chlorothalonil), dichlofluanid, dichlorophen, flusulfamide, hexachlorobenzene, pencycuron, pentachlorphenole and its salts, hot bis (phthalide), quintozene, thiophanate methyl, tolylfluanid, N-(4- gas-2-stone Schottyl-phenyl)-N-ethyl -4-Methyl-benzene styrene; inorganic active compound: Bordeaux mixture, copper acetate, copper hydroxide, copper oxychloride, basic copper sulphate, sulfur; other: biphenyl, bromine propylene glycol ( Bronopol), cyflufenamid, cymoxanil, diphenylamin, 147474.doc -116- 201041514 metrafenone, chlorpyrifos (]11丨1 (^0111丫) (^11), oxine-copper, calcium cyclate (pr〇hexadi〇ne_calcium), spiroxamine, sulfhydryl ketone, N_(cyclopropylmethoxyimino -(6-difluoro-decyloxy-2,3-difluoro-phenyl)-indolyl acetamide, Ν--(4-(4-chloro-3-trifluoro) -Phenoxy)-2,5-diamidino-phenyl)-indole-ethyl-indole-methyl oxime, ν,-(4-(4-fluoro-3-trifluoromethyl)-ben乳)),2,5-monomethyl-phenyl)-indole-ethyl-indole-indenyl group, q Ν'-(2-methyl-5-trifluoromethyl-4-(3-tri) Mercaptoalkyl-propoxy)-phenyl)-indole-ethyl-indole-methylformamidine, ν'-(5-difluoromethyl-2-methyl-4-(3-trimethyl)矽alkyl-propoxy)-phenyl)_Ν_ethyl_Ν_methylformamidine, 2-{1-[2-(5-fluorenyl-3-trifluoromethylpyrazol-1-yl) -ethinyl]-piperidin-4-yl}-thiazole-4-carboxylic acid methyl-(l,2,3,4-tetrahydronaphthalenyl-l-yl)-decylamine, 2-{l-[2 -(5-mercapto-3-trifluoromethyl-pyrazole-l-yl)-ethenyl]-piperidin-4-yl}-thiazole-4-carboxylic acid fluorenyl-(R)-l,2 , 3,4-tetrahydronaphthalen-1-yl-decylamine, 6-t-butyl-8-fluoro-2,3-dimethyl-quinolin-4-ylindole and decyloxy-acetic acid 6-Second-butyl-8-gas-2,3-dimethyl-啥琳_4-based vinegar; G) Growth regulators • Abscisic acid, amidochlor. dense. Ancymidol, 6-phenylhydrazinyl hydrazine, brassinolide, butralin, chlormequat (chlormequat chloride), gasification test (choline chloride), cyclanilide, daminozide, dikegulac, 147474.doc -117- 201041514 (dimethipin), 2,6-dimethyl Pyridine, ethephon, flumetralin, flurprimidol, fluthiacet, forchlorfeniiron, gibbereiiic acid, enamel (inabenfid), called prato-3-acetic acid, bud bud (111 &amp; 1 to (: hydrazide), fluorite, mefluidide, mepiquat (mepiquat chloride) ), naphthaleneacetic acid, n-6-phenylhydrazinyl adenine, paclobutrazol, pr〇hexadione (adjusted ring acid mom), prohydrojasmon (prohydrojasmon), ° benzophenone ( Thidiazuron), triapenthenol, tributyl sulphate, 2,3,5-trimoung benzoic acid, anti-reverse g (^116乂&amp;;卩&amp;(:-61;11丫1) and thinning σ sitting; Η) Herbicide - acetamamine: acetochlor, alachlor, butachlor, two Dimethachlor, dimethenamid, flufenacet, mefenacet, metolachlor, metazachlor, naproxen (napropamide), naproanilide, pethoxamid, pretilachlor, propachlor, thenyl chloride; - amino acid derivative: dipropylamine phosphate (bilanafos), glyphosate, glufosinate, sulfosate; - aryloxyphenoxypropionate: clodinafop, cyhalofop 147474.doc -118- 201041514 (cyhalofop- Butyl), fenoxaprop, D fluazifop, ° haloxyfop, metamifop, propaquizafop, 啥Quizalofop, quizalofop-P-tefuryl; - 联比 bite: diquat, paraquat; (thio)urethane: asulam, butarate, carbeamide, desmedipham, dimepiperate, eptam (EPTC), esprocarb, molinate, orbencarb, phenmedipham, prosulfocarb, pyributicarb, thiobencarb ), triallate; - cyclohexanedione: butroxydim, clethodim, cycloxydim, profoxydim, sethoxydim ), tepraloxydim, traik〇xydim; - succinyl aniline: benfluralin, ethalfluralin, oryzalin, dimethyl Pendimethalin, protjiamine, trifluralin; - monophenyl ether; acifluorfen, aclofenf, bifenox, grass Spirit (dicl〇fop), ethoxyfen, fensulfame (fornesafen), lactofluoxam (lactofe n), HFyfiu〇rfen; 147474.doc -119- 201041514 • benzoyl nitrile: bromoxynil, dichlobenil, ioxynil; p m ° ° Lin Ketone: 0 m grass S (imazamethabenz), 曱 oxygen 11 m grass end, methyl tamarind (imazapic), σ m ° sit in acid (imazapyr), σ m ° sit 喧 acid ( Imazaquin), σ meters. Sodium acylate (imazethapyr); - phenoxyacetic acid: oxachlorin 〇1〇11^ mouth 1*(^), 2,4-dichlorophenoxyacetic acid (2,4-D), 2,4 -DB, dichlorprop, MCPA, MCPA-thioethyl, MCPB, 2-methyl-4-chloropropionic acid (mecoprop); - ° ratio ° Qin: chloridazone, flufen Flufenpyr-ethyl, fluthiacet, norflurazone, pyridate; - ° ratio: aminopyralid, gram (clopyralid), 0 compared to diflufenican, dithiopyr, fluridone, fluroxypyr, picloram, fluoropyrazine Picolinafen), ° thiazopyr; - scutellariae: amidosulfuron, azylsulfuron, πsulfuron, bensulfuron Chlorimuron-ethyl), chlorsulfuron, cinosulfuron, cyclosulfamuron, ethoxysulfuron, &lt;•flazasulfuron, Gas ratio Flucetosulfuron, fluorine bite. Flupyrsulfuron, foramsulfuron, halo 0 0, halosulfuron, 〇 ° ° im sulf 黄 147 147 147 147 147 147 147 147474.doc -120- 201041514 Iodosulfuron, messulfuron-methyl, metsulfuron-methyl, nicsulfuron-methyl, oxasulfuron, flusulfuron Primisulfur〇n, prosulfuron, pyrazosuifur〇n, rimsulfuron, suifonieturon, sulfosulfuron , thifensulfuron, triasulfuron, tribenuron, trifloxysulfuron, trifiusuifuron, tritosulfuron, 1 -((2-chloro-6-propyl-imidazolium [l,2-b]pyridazin-3-yl)-indolyl)-3-(4,6-dimethoxy-mouth bit-2- Urinary; amenity · ametryn, atrazine, cyanazine, dimethametryn, ethiozin, hexazine (hexazinone), metamitron, metribuzin, prometryn, simazine, terbuthylazine, terbutryn, tri Triaziflam; urea: chlorotoluron, daimuron, diuron, fluometuron, isoproturon, linuron ), benzene. Methabenzthiazuron, tebuthiuron; other lactic acid synthase inhibitors: bispyribac-sodium, cloransulam-methyl, acenachlor (diclosulam), florasulam, flucarbazone, flumetsulam, scutellaria 0 147474.doc -121 - 201041514 amine (metosulam), Ortho-sulfamuron, penoxsulam, propoxycarbazone, pyribambenz-propyl, pyrimoxixim ), pyrifalid, pyrimiminobac-methyl, pyrimisulfan, pyrithiobac, pyroxasulfone, methoxyxachlor (pyroxsulam); Others: amicarbazone, aminotriazole, anilofos, beflubutamid, benazolin, benzocabone Bencarbazone), benfluresate, benzofenap, Bentazone, benzobicyclon, bromacil, bromobutide, butafenacil, butamifos, π oxalate (cafenstrole), carfentrazone, cinidon-ethlyl, chlorthal, cinmethylin, clomazone, benzylidene Cumaryluron, cyprosulfamide, dicamba, wild swallow, diflufenzopyr, drenchlera monoceras, endothal , ethofumesate, etobenzanid, fentrazamide, flumiclorac-pentyl, flumioxazin, fluoro&gt ; amine grass. Sit (flupoxam), defeat B oxalicone 147474.doc -122- 201041514

(fluorochloridone), flurtamone, indanofan, isoxaben, isoxaflutole, lenacil, propanil, Propyzamide, quinclorac, quinmerac, mesotrione, methyl sulphate, naptalam, alkyne Oxadiargyl, oxadiazon, oxaziclomefone, pentoxazone, pinoxaden, pyraclonil, π Pyraflufen-ethyl, pyrasulfotol, pyrazoxyfen, pyrazzolynate, quinoclamine, saflufenacil ), sulcotrion, sulfentrazone, terbacil, tefuryltrione, tembotrione, thiencarbazone, topan ( Topramezone), 4-carbyl-3-[2-(2-methoxy-ethoxymethyl)-6-trifluorodecyl-acridin-3-carbonyl ]-Bicyclo[3.2.1]oct-3-en-2-one, (3-[2-chloro-4-fluoro-5-(3-indolyl-2,6-di-oxy-4-phenyl) Fluoromethyl-3,6-dihydro-211-pyrimidin-1-yl)-phenoxy]-.pyridyl-2-yllacyl)-acetic acid, 6-amino-5-chloro -2-Lactinyl-only bite-4-methyllic acid methyl vinegar, 6-gas-3-(2-propionic propyl-6-methyl-phenyllacyl)-pyridazin-4-ol, 4-amine 3--3-6-(4-chloro-phenyl)-5-fluoropyridin-2-carboxylic acid, 4-amino-3-chloro-6-(4-chloro-2-fluoro-3-methyl Methyl oxy-phenyl)-pyridine-2-decanoate and 4-amino-3-chloro-6-(4-chloro-3-didecylamino-2-fluoro-phenyl)-pyridine-2 - methyl decanoate; 147474.doc -123- 201041514 i) insecticides - organic (thio) phosphates: acephate, azamethiphos, azainph〇s-methyl ), chlorpyrifos, chl〇rpyrifos-methyl 'chlorfenvinphos, diazinon, dichlorvos, dicrotophos, dimethoate ), disulfoton, ethion, fenitrothion, fenthi〇n, isoxath Ion), marathion, methamidophos, methidathion, methyl-parathion, mevinphos, monocrotophos, oxydemeton- Methyl), paraoxon, parathion, phenthoate, phosalone, phosmet, phosphamidon, frisson Phorate), phoxim, pirimiphos-methyl, profenofos, prothiofos, sulprophos, tetrachlorvinphos, tofufos ), triazophos, trichlorfon; - urethane acetal: alanycarb, aldicarb, bendiocarb, benfuracarb Carbaryl, carbofuran, carbosulfan, fenoxycarb, furathiocarb, meticarb, and nadine-124- 147474 .doc 201041514 (methomyl), oxamyl, bicap (pirimicarb), propoxur, thiodicarb, alpha triazamate;

Pyrethroid: allethrin, bifenthrin, cyfluthrin, cyhalothrin, cyphenothrin, cytophenone (〇丫卩61*) 11^1;111411), arsenic (&amp;1卩1^-〇7卩61&gt;11161]11411), 0-saiding ning, ξ-saiperingin (zeta-cypermethrin), dying (deltamethrin ), esfenvalerate, etofenprox, fenpropathrin, fenvalerate, imiprothrin, lambda-cyhalothrin, and fentanin Permethrin), prallethrin, pyrethrum vinegar I and II, resmethrin, silafluofen, tau-fluvalinate, tefluthrin , tetramethrin, tralmethrin, transfluthrin, profluthrin, dimefluthrin; insect growth regulator: a) chitin (chitin) synthetic inhibitor: benzamidine·urea: chlorfluazuron, cyromazine, difulong (di Flubenzuron), flucycloxuron, flufenoxuron, hexaflumuron, lufenuron, novaluron, teflubenzuron, triflumuron ); buprofezin, diofenolan, hexythiazox, etoxazole, 147474.doc -125- 201041514 clefentazin; b) cutaneous hormone antagonism Agents: hafenofozide, methoxyfenozide, tebufenozide, azadirachtin; c) juvenoids · pyriproxyfen, Metoprene, fenoxycarb; d) Lipid biosynthesis inhibitors: spirodiclofen, spiromesifen, spirotetramate; nicotinic receptors Agent/antagonist compound: clothianidin, dinotefuran, imidacloprid, thiamethoxam, nitenpyram, acetamiprid, Thiacloprid, 1-(2-gas-thiazide -5-ylindenyl)-2-nitroimino-3,5-dimethyl-[1,3,5]triazide; GABA antagonist compound: endosulfan, B Ethiprol, fipronil, vaniliprol, pyrafluprol, pyriprol, 5-amino-1-(2,6-dichloro-4 -Methyl-phenyl)-4-amine sulfinyl-1H-indazole-3-thiocarbamic acid guanamine; macrolide lactone insecticide · abatin (abamectin), dueitin (emamectin ), milbemectin, lepimectin, spinosad, spinetoram; mitochondrial electron transport inhibitor (METI) I acaricide: fentanyl (fenazaquin), pyripaben, phenanthrene-126-147474.doc 201041514 (tebufenpyrad), defenfenpyrad, flufenerim; METI II and III compounds: sub-volute Acequinocyl), fluacyprim, hydramethylnon; uncoupler: chlorfenapyr; oxidative acidification inhibitors: cyhexatin, diafenthiuron ), fenbuxie (fenbu) Tatin oxide), propargite; moulting disruptor compound: cryomazine; mixed-function oxidase inhibitor: piperonyl butoxide; sodium channel blocker: Indoxacarb, metaflumizone; others: benclothiaz, bifenazate, á cartap, flonicamid, bitumin (pyridalyl), pymetrozine, sulfur, thiocyclam, flubendiamide, chlorantraniliprol, cyazypyr (HGW86); Seno 0 bis ( Cyenopyrafen), ° flupyrazofos, cyflumetofen, amidoflumet, imicyafos, bistrifluron and pyrifluquinazon The invention further relates to an agrochemical composition comprising at least one H7474.doc-127-201041514 compound I, II and/or IV (component 1) and at least one suitable for plant protection, for example selected from A ) other actives from group I to group I) (Component 2) set fungicide) and, if necessary, a mixture of a suitable solvent or a solid carrier (in particular a further fungicide 'as described above, for example, one or more from the group A) to F). Because many of their mixtures show higher efficiency against harmful fungi at the same application rate, they are of particular interest. Furthermore, mixtures of compounds and/or IV with at least one fungicide from groups A) to F) as described above are resistant to harmful fungi than individual compounds I, IV or from groups A) to F) Fungicides are more effective against their fungi. By administering Compounds I, II and/or IV together with at least one active substance from Groups A to J), a synergistic effect can be achieved, i.e., a simple addition (co-mixture) greater than the individual effects is achieved. According to the present invention, it is to be understood that the administration of the compound π and/or 1 ¥ together with at least one other active substance means that at least one compound of the formula π and/or 1¥ and at least one other active substance are simultaneously present in the site of action in a fungicidal effective amount. (ie harmful fungi or their habitat to be controlled, such as infected plants, plant propagation material (especially seeds), surface, material or soil, and plants 'plant propagation material (especially seeds) to be protected from fungal attack, Soil, surface, material or space). This can be achieved by simultaneously (in combination (e.g., in the form of a mixture of tanks) or separately) or continuously, the compounding agent, hydrazine or and other active substances, wherein the time interval between individual administrations is selected It is ensured that the active substance applied first is still present in sufficient quantity at the site of action when other active substances are applied. The order of application is not critical to the work of the present invention. 147474.doc 128· 201041514 In a one-component mixture, ie an active substance comprising a compound I, π or ZV (component J) and a further/tongue substance (component 2) (for example a group from group A) to group I) The weight ratio of component 1 to component 2 in the composition of the invention generally depends on the nature of the active substance used, which is usually in the range of 1:100 to 100:1, and the left suspension is in the range of 1-50 to 50. The range of :1 is preferably in the range of i:2〇 to 20:1, more preferably in the range of 1:10 to 10:1 and in particular in the range of 1:3 to 3:1. 〇 in a binary mixture, ie comprising a compound I, II and / or IV (component 1) and a first other active substance (component 2) and a second other active substance (component 3) (eg two from The weight ratio of component 1 to component 2 in the composition of the invention of group A to group 1} depends on the nature of the active substance used, preferably in the range of 1:50 to 50:1. And especially in the range of 1:10 to 1〇:1 and the weight of component i and component 3 is preferably in the range of 1:5〇 to 5〇:1 and especially 1:10 to 1〇 Within the range of 1:1. The components may be used in the preparation of the compositions of the present invention either individually or partially or completely with one another. It may also be further packaged and used in the form of a combination composition such as a set of branching parts. In one embodiment of the invention, the kit can include one or more (including all) components that can be used to prepare the subject agrochemical composition. By way of example, the kit may comprise one or more fungicide components and/or adjuvant components and/or an insecticide component and/or a growth regulator component and/or a herbicide. —戍 Multiple components can be combined or pre-formulated. In embodiments in which more than two components are provided in a kit, the components may have been combined and packaged as such in a single vial, vial, vial, sachet, pouch or canister, 147474.doc - 129- 201041514. In other embodiments, two or more components of the kit may be packaged separately, i.e., not pre-configured. Thus, the kit can include one or more individual containers, such as vials, cans, bottles, sachets, bags or cans, each containing an individual component of the agrochemical composition. In either form, one component of the kit can be administered separately or together with the other components or in the form of a component of the combination composition of the invention for preparing the compositions of the invention. The user typically applies the composition of the present invention to a predosage device, a knapsack sprayer, a spray tank or a sprayer. Here, the agrochemical composition is made up of water and/or buffer to the desired application concentration, and other auxiliaries may be added as appropriate, and thus the ready-to-use spray liquid or agrochemical composition of the present invention is obtained. The agricultural effective area per hectare is usually applied from 5 liters to 500 liters, preferably 1 liter to 4 liters of ready-to-use spray liquid. According to one embodiment, the individual components of the compositions of the invention, such as kits. Part of the split or binary or ternary mixture may be mixed by the user himself in the spray tank' and other additives may be added as appropriate (tank mix). In another embodiment, the individual components or portions of the compositions of the present invention are premixed, and the knives&apos;, for example, comprise a compound! , 11 and / or 1 ¥ and / or from the group A) to the group) The components of the durum shell can be mixed by the user in the spray tank and other additives and additives (tank mix) can be added as appropriate. In another embodiment, 'individual components or portions of the composition of the invention are premixed' and the knives comprise, for example, compounds I, hydrazine and/or IV and/or from group A) to group I) The component ' of the biomass can be applied in combination (eg, after tank mixing) or continuously. 3 compounds 1, II and/or IV (component 1) and at least one selected from the group consisting of 147474.doc-130-201041514 lycopene and especially selected from the following active substances (component 2) Mixtures are also preferred: atramine, fenfluramine, fluoxastrobin, kexinxin, epothilone, oxystrobin 'baikemin and trifluoro-sensitive. Mixtures comprising the compounds I, II and/or IV (component oxime) and at least one carboxamide selected from the group B) and especially selected from the following active substances (component 2) are also preferred: baifen, white Krebs, chrome, cycloheximide, chlorhexidine, isoprazol, dextromethorphan, furosemide, damiden, flumorph, flufenamide (picobenzamid) ), acesulfamide, gupamine, diacetylenic acid and N-(3,4,5,-trifluorobiphenyl-2-yl)-3-difluoroindolyl-methyl_1H _Pyrazole_ 4-cartoamine. Preferably, the mixture comprising the compound I, II and/or IV (component 1) and at least one azole selected from the group consisting of c) and especially selected from the group consisting of the following active ingredients (component 2): cyclourea, holly, yi Prosthetic, fluoroquinazole, hydrazine, defoliation, thiophene, micney, pingke, pugli, propionate, trimethoate, three tailong, dexclily, tikili, sterilized azole, Poker, race, kill, free, befenfen and ethaboxam. Mixtures comprising a compound I, II and/or IV (component 1) and at least one heterocyclic compound selected from the group D) and especially selected from the following active substances (component 2) are also preferred: chloramine, race Proc, Fenremo, Defen's 'Peimeni, Saifuning, Riding Ning, Boojingling, Fenfufu, Sandefene, Benzene, Yiputong, Kekening, Fanzhitong , Imidazolidone, chlorpyrifos, pluratin, acidified benzothiadiazole-s-methyl ester, tetrachlorodan, fordene, cyanamide, vebufen and 5-ethyl-6-octyl- [1,2,4] Triazolium [l,5-a]pyrimidin-7-ylamine. 147474.doc comprising a compound I, II and/or IV (component 1} and at least one selected from the group consisting of E) • 131 - 201041514 Amino phthalate and especially selected from the group consisting of zinc manganese, smear, sulphide zinc Mixtures of active substances (component 2) of Naipu, Dean, M. carbendazim, and chlorfenapyr are also preferred. Mixtures comprising a compound I, II and/or IV (component 1) and at least one fungicide selected from the group F) and especially selected from the following active substances (component 2) are also preferred: nitrile sulfide, three Benzene salt (such as triphenyl vinegar), forsythia, forex aluminum, h3po3 and its salts, tetrachloroisophthalonitrile, Yifaling, methyl chlorhexate, copper acetate, copper hydroxide, copper oxychloride , copper sulfate, sulfur, gram, extinction and snail amine. Accordingly, the present invention further relates to a composition comprising a compound I, II and/or IV (component 1) and another active substance (component 2) selected from the group B of Table B. -1 to B-346 in the "Component 2" column. Another embodiment relates to compositions B-1 to B-346 listed in Table B, wherein one of the tables B is in each case corresponding to comprising an individual compound of formula I, II or IV in the present specification ( Fungicidal composition of component 1) and the respective other active substances (component 2) from groups A) to I) described in the column in question. The composition preferably comprises a synergistically effective amount of active material. Table B: Composition Mixtures comprising an individual compound I, II or IV and another active substance from Groups A) to I) Component 1 Component 2 B-1 An individualized compound I, II or IV Tomin B-2 An individualized compound I, II or IV. Esteramine B-3 An individualized compound I, hydrazine or IV dipyridyl ester B-4 An individualized compound I, II or IV fluoxastrobin B -5 an individualized compound I, II or IV 克收欣147474.doc •132· 201041514

Mixture Component 1 Component 2 B-6 An individualized compound I, II or iv phenoxybamine B-7 An individualized compound I, II or IV of the fascinamide B-8 an individualized compound I, II or IV oxystrobin B-9 an individualized compound I, II or IV baikemin B-10 an individualized compound I, II or IV ° than this card B-ll an individualized compound I, π or IV trifluoro-sensitive B-12 An individualized compound I, π or IV 2-(2_(6-(3-gas-2-methyl-phenoxy)-5-fluoro-pyrimidinyloxy)-phenyl)-2 - anthracene imino-N-methyl-acetamide B-13 an individualized compound I, π or IV 2 · (o((2,5-dimethylphenoxymethylene)phenyl) )-3-methoxymethyl acrylate B-14 An individualized compound I, II or IV 3-decyloxy-2-(2-(N-(4-methoxy-phenyl)-cyclopropane A醯iminomethylthiomethyl)-phenyl)-decyl acrylate B-15 An individualized compound I, II or IV 2-(2-(3-(2,6-di-phenyl)-1 -Methyl-allylaminooxyindolyl)-phenyl)-2-methoxyimino-N-indenyl-acetamide B-16 An individualized compound I, II or IV Dale B-17 is an individualized I, π or IV 右本达乐B-18 An individualized compound I, II or IV 麦麦灵B-19 An individualized compound I, II or IV 克克芬B-20 An individualized compound I, π Or IV White Klein B-21 An individualized compound I, π or IV Brassin B-22 An individualized compound I, hydrazine or IV A bromoamine B-23 An individualized compound I, II or IV cyclic oxime Insecticidal B-24 An individualized compound I, π or IV Fluonine B-25 An individualized compound I, II or IV Furabi B-26 An individualized compound I, II or IV 27 An individualized compound I, π or rv Isopron B-28 An individualized compound I, II or IV Kadule B-29 An individualized compound I, oxime or IV thiophene B-30 An individualized compound I , II or rv 达达乐 B-31 an individualized compound I, hydrazine or IV dextromethorphan B-32 an individualized compound I, π or IV D-flinamide 147474.doc •133· 201041514 mixture component 1 Component 2 B-33 An individualized compound I, oxime or IV Ou Xi Si B-34 An individualized compound I, II or IV Jia Baoxin B-35 Compound I, II or IV, 1 and 2, an individualized compound I, II or IV, an individual compound I, II or IV, a gram of B-38, an individualized compound I, Π or IV 赛 fluoro * B-39 an individualized compound I, hydrazine or IV carbene B-40 an individualized compound I, II or IV 2-amino-4-methyl-thiazole-5-decanoic acid Aniline B-41 An individualized compound I, II or IV 2 · chloro-N-(l,l,3-trimethyl-indan-4-yl)-nicotinium amide A-specific compound I , II or IV trifluorobiphenyl-2-yl)-3-difluoromethyl-1-indenyl-m-pyrazole-4-nonylamine B-43 an individualized compound I, II or IV N- (4L trifluoromethylsulfenylbiphenyl-2-yl)-3-difluorodecyl-1-methyl-1H-pyrazole-4-decylamine B-44 an individualized compound I, II or IV N-(2-(l,3-Dimercapto-butyl)-phenyl)-1,3-dimercapto-5-fluoro-1H-pyrazole-4-carboxamide A-B-45 Compound I, II or IV N-(2-(l,3,3-trimethyl-butyl)-phenyl)-1,3-didecyl-5-fluoro-1H-pyrazole-4-indole Indoleamine B-46 An individualized compound I, II or IV daxanphene B-47 an individualized compound I, II or I V Fluorine B-48 An individualized compound I, II or IV D. 11 Bilin B-49 An individualized compound I, II or IV Fluorizine B-50 An individualized compound I, II or IV Fluoride °Bistamine B-51 An individualized compound I, II or IV fluoxetine B-52 An individualized compound I, hydrazine or IV-sodium amide B-53 An individualized compound I, II or IV N- (3-ethyl-3,5,5-tridecyl-cyclohexyl)_3·nonylamino-2-hydroxy-benzamide A-B-54 An individualized compound I, hydrazine or IV gupamine B -55 an individualized compound I, II or IV dioxazole B-56 an individualized compound I, hydrazine or IV diacetylidin B-57 an individualized compound I, hydrazine or IV oxytetracycline B-58 An individualized compound I, hydrazine or IV thiastrobin B-59 an individualized compound I, hydrazine or IV N-(6-decyloxy-pyridin-3-yl)cyclopropanoic acid decylamine 147474.doc - 134- 201041514

Mixture Component 1 Component 2 B-60 An individualized compound I, II or IV Azakol saliva B-61 An individualized compound I, II or IV than a polynutrient B-62 an individualized compound I, II or IV Bromo-B-63 An individualized compound I, II or IV Cyclosyl-B-64 An individualized compound I, II or IV. Kelly B-65 An individualized compound I, II or IV Dakley B-66 Individualized compound I, II or IV dextran B-67 an individualized compound I, II or IV Eptrix B-68 an individualized compound I, II or IV Fenke B-69 an individualized compound I, II or IV 喧 坐 ° B-70 An individualized compound I, II or IV A Bide B-71 An individualized compound I, II or IV Refractory B-72 An individualized compound I, II or IV Fickley B-73 An individualized compound I, II or IV Easy amine block B-74 An individualized compound I, II or IV Eppo saliva B-75 An individualized compound I, II or IV 76 An individualized compound I, II or IV McKinney B-77 An individualized compound I, II or IV Imidazole B-78 An individualized I, II or IV Bark B-79 An individualized compound I, II or IV Dink B-80 An individualized compound I, II or IV Puckley B-81 An individualized compound I, II or IV Sulfur. S-B-82 an individualized compound I, II or IV fluorazole B-83 An individualized compound I, II or IV De Klee B-84 An individualized compound I, II or IV Si Keli B-85 An individualization Compound I, II or IV Diterpenoid B-86 An individualized compound I, II or IV Santarem B-87 An individualized compound I, II or IV Sterilization B-88 An individualized compound I, II or IV effect. S-B-89 an individualized compound I, II or IV 1-(4-a-phenyl)-2-([1,2,4]triazol-1-yl)-cycloheptanol B-90 Compound I, II or IV 赛赛灭 B-91 An individualized compound I, II or IV 灭 147474.doc -135- 201041514 Mixture component 1 Component 2 B-92 An individualized compound I, II or IV Sulfuric acid thiophene B-93 An individualized compound I, II or IV Rice cancer ester B-94 An individualized compound I, II or rv Poker La B-95 An individualized compound I, II or IV Safford B -96 An individualized compound I, II or IV, free of B-97, an individualized compound I, II or IV, befenate B-98, an individualized compound I, II or IV, wheat spike B-99, an individualized Compound I, II or IV, B-100, an individualized compound I, hydrazine or IV °, D-coccidamine B-101, an individualized compound I, II or IV, an individual compound I, II or IV carbendazim B-103 an individualized compound I, II or IV 2-(4-chloro-phenyl)-N-[4-(3,4-dimethoxy-phenyl)-isodine Azole-5-yl]-2-prop-2-ynyloxy-acetamide B-104 Compound I, II or IV GIJ-B-105 An individualized compound I, II or IV Tefino B-106 An individualized compound I, II or IV 3-[5-(4-chloro-phenyl) -2,3-Dimethyl-isoxazol-3-yl]-° ratio B-107 an individualized compound I, II or IV 3-[5-(4-mercapto-phenyl)-2 ,3-dimercapto-isoindol-3-yl]pyridine B-108 an individualized compound I, II or IV 2,3,5,6-tetraki-4-indole thiol B -109 An individualized compound I, II or IV 3,4,5-trichloro-pyridine-2,6-dicarbonitrile B-110 An individualized compound I, II or IV Ν-(1-(5·〉 Odor-3-gas-17 ratio °-2-yl)-ethyl)_ 2,4-dichloro-nicotinium amide B-lll An individualized compound I, II or IV Ν-((5-bromo) -3-Chloro-acridin-2-yl)-indenyl)-2,4-diqi-nicotinamide B-112 An individualized compound I, II or IV Bremer B-113 An individual compound I, II or IV 赛普洛 B-114 An individualized compound I, II or IV - - B-115 an individualized compound I, II or IV fenrimyl B-116 an individualized compound I, II or IV Furui Comprehensive B-117 An individualized compound I, II or IV chlorpyrifos B-1 18 An individualized compound I, II or IV anhydropyridine B-119 an individualized compound I, II or IV Nerimo 147474.doc -136- 201041514

Mixture Component 1 Component 2 B-120 An Individualized Compound I, II or IV Pimeni B-121 An Individualized Compound I, II or IV Safranine B-122 An Individualized Compound I, II or IV Mix Species B-123 An individualized compound I, II or IV 护宁B-124 An individualized compound I, II or IV Adimorphine B-125 An individualized compound I, II or IV carbendazim B-126 An individualized compound I, II or IV carbendazim B-127 An individualized compound I, II or IV Fenfen B-128 An individualized compound I, II or IV Sanden B-129 An individualized compound I, II or IV Benzilidine B-130 An individualized compound I, II or IV ° S. sylvestris B-131 An individualized compound I, II or IV Ep. B-132 An individualized compound I, II Or IV Fighting B-133 An Individualized Compound I, II or IV Free Kein B-134 An Individualized Compound I, II or IV Anyone with B-135 An Individualized Compound I, II or IV Coccidiones B -136 An individualized compound I, II or IV Futinyl B-137 An individualized compound I, II or IV octane. S嗣B-138 An individualized compound I, II or IV chilling heat B-139 An individualized compound I, II or IV 5-amino-2-isopropyl-4-o-tolyl-2,3-di Hydrogen-pyrazole-1-thiodecanoic acid S-allyl ester B-140 An individualized compound I, II or IV acidified benzothiadiazole-S-decyl ester B-141 An individualized compound I, II or IV Carbazolidin B-142 An individualized compound I, II or IV carbendazim B-143 an individualized compound I, II or IV poliomycin B-144 an individualized compound I, II or IV IV Chlordane B-145 An individualized compound I, II or IV Captan B-146 An individualized compound I, II or IV 螨 螨 B B-147 An individualized compound I, II or IV Milon B-148 Individualized compound I, II or IV acesulfame B-149 an individualized compound I, II or IV chlorpyrifos B-150 an individualized compound I, II or IV wild swallow B-151 an individualized compound I, II or IV methyl sulphate sulphate U7474.doc -137· 201041514 mixture component 1 component 2 B-152 an individualized compound I, II or IV cyanamide B-153 an individualized compound I, II Or IV Forbes B-154 An individualized compound I, II or IV Oxolins Sure B-155 An individualized compound I, II or IV Powder B-156 An individualized compound I, II or IV Puccinaz B-157 An individualized compound I, II or IV bailong B-158 an individualized compound I, II or IV vebufen B-159 an individualized compound I, II or IV σ米0 sits嗓B-160 an individualized compound I, II or IV trioxazole B-161 an individualized compound I, II or IV 2-butyl lactyl-6·e-3-propyl-17 g dilute-4-net B-162 An individualized compound I, II or IV 5-gas-1-(4, fluorene-difluorenyl-mouth-but-2-yl)-2_methyl-1 fluorene-benzimidazole B-163 Individualized compound I, II or IV 5-gas-7-(4-mercapto-piperidin-1 -yl)-6-(2,4,6-triphenyl)-[1,2,4] Imidazolium [1,5-a]pyrimidine B-164 an individualized compound I, II or IV 5-ethyl-6-octyl-[1,2,4]triazolium [1,5-a]pyrimidine Bite_7_ylamine B-165 An individualized compound I, II or IV Ferrocene B-166 An individualized compound I, II or IV Zinc Manganese B-167 An individualized compound I, II or IV Manganese B-168 An individualized compound I, II or IV Weifang B-169 An individualized compound I, II or IV C-B-170 An individualized compound I, II or IV is free of B-171. Compound I, II or IV methyl zinc Napo B-172 An individualized compound I, II or IV Dean B-173 An individualized compound I, II or IV Reina B-174 An individualized compound I, II Or IV Yisui B-175 an individualized compound I, π or rv. carbendazim B-176 an individualized compound I, II or IV phenothiamine B-177 an individualized compound I, II or rv B-178 An individualized compound I, II or IV. Mildew B-179 An individualized compound I, II or IV. Downyzine hydrochloride B-180 An individualized compound I, II or IV Waffenina B- 181 An individualized compound I, II or IV N-(l-(l-(4-cyanophenyl)ethanesulfonyl)-butan-2-yl)carbamic acid-(4-fluorophenyl) Ester 147474.doc -138- 201041514

Mixture Component 1 Component 2 B-182 An individualized compound I, II or IV Donin B-183 An individualized compound I, II or IV Donin free test B-184 An individualized compound I, II or IV Salt B-185 An individualized compound I, II or IV biguanide salt B-186 An individualized compound I, II or IV Bis-octylamine B-187 An individualized compound I, II or IV diammonium triacetate B- 188 An individualized compound I, II or IV (alkyl benzene sulfonic acid) bis octylamine B-189 An individualized compound I, II or IV gibberellin B-190 An individualized compound I, II or IV hydrated Sibutamic acid hydrochloride B-191 an individualized compound I, II or IV polyoxin B-192 an individualized compound I, II or IV streptomycin B-193 an individualized compound I, II or IV A B-194 An individualized compound I, II or IV Baikeke B-195 An individualized compound I, II or IV Dicloran B-196 An individualized compound I, II or IV B-197 An individualized compound I, II or IV White powder gram B-198 An individualized compound I, II or IV Nitrothal-isopropyl B-199 An individualized compound I, II or IV Tetranitrobenzene B-200 An individualized compound I, II or IV Triphenyltin salt B-201 An individualized compound I, II or IV nitrile sulfonium B-202 an individualized compound I, hydrazine or IV rice cancer B-203 an individualized compound I, hydrazine or IV granules B-204 an individualized compound I, hydrazine or IV forsythia得,福赛得铝B-205 An individualized compound I, π or IV propyl chelsson B-206 an individualized compound I, hydrazine or IV phosphorous acid (H3P〇3) and derivative B-207 Compound I, hydrazine or IV white pine B-208 An individualized compound I, π or rv Dexampone B-209 An individualized compound I, II or IV Tetrachloroisocyanonitrile B-210 An individualized compound I, Π Or IV Yifaling B-211 an individualized compound I, π or IV dichloroproline B-212 an individualized compound I, II or IV sulfaminide B-213 an individualized compound I, hydrazine or IV hexabenzene B -214 - Individualized compound I, II or IV Bin clone 147474.doc • 139- 201041514 Mixture component 1 _____ _______| Divided into 2 B-215 an individualized compound I, II or IV - ^^ phenol and salt B-216 an individualized compound I, II or IV bis-B-217 an individualized compound I, II or IV nitrobenzene B-218 An individualized compound I, II or IV Methylpoly-B-219 - - an individualized compound I, II or IV thiol valproate B-220 an individualized compound I, II or IV N-( 4-Gas-2-nitro-phenyl)-N-ethyl-4-methyl-benzenesulfonamide B-221 An individualized compound I, II or IV mixture B-222 An individualized compound I , II or IV Ethidium Steel B-223 An Individualized Compound I, II or IV Copper Hydroxide B-224 An Individualized Compound I, II or IV Copper Chloride B-225 An Individualized Compound I, II or IV Alkali Copper sulphate B-226 an individualized compound I, II or IV sulphur B-227 an individualized compound I, II or IV biphenyl B-228 an individualized compound I, hydrazine or IV bromide B-229 an individual Compound I, II or IV Cyclosporine B-230 An individualized compound I, II or IV gram-B-231 An individualized compound I, II or IV Diphenylamine B-232 An individualized compound I, II or IV fenfenin B-233 an individualized compound I, II or IV chlorfenapyr B-234 an individualized compound I, II or IV fast-bending... B-235 Individualized Compound I, II or IV Calcium Hydrate B-236 An Individualized Compound I, II or IV Spirooxamine B-237 An Individualized Compound I, II or IV 曱基益发灵_ B-238 An Individual Compound I, II or IV N-(cyclopropylmethoxyimino-(6-difluoromethoxy-2,3-difluoro-indolyl)-indenyl)-2-phenylacetamidine Amine B-239 An individualized compound I, II or IV N'-(4-(4-chloro-3-trifluoromethyl-phenoxy)-2,5-diindenyl-phenyl)-N- Ethyl-N-mercaptomethyl hydrazine B-240 An individualized compound I, II or IV N,-(4-(4-fluoro-3·trifluoromethyl-phenoxy)-2,5-dimethyl Alkyl-phenyl)-N-ethyl-N-methylformamidine B-241 An individualized compound I, II or IV - Ν·-(2-methyl-5-trifluoromethyl-4-(3) -trimethyldecyl-propoxy)-phenyl)-oxime-ethyl-oxime-methylf脒147474.doc -140· 201041514 mixture component 1 component 2 B-242 an individualized compound I, II or IV N'-(5-difluorodecyl-2-methyl 4-(3-tridecylsulfanyl-propoxy)-phenyl)-N-ethyl-N-mercaptomethylhydrazine B-243 An individualized compound I, II or IV 2-{1-[ 2-(5-fluorenyl-3-trifluoromethyl)pyran-1-yl)-ethenyl]-branches-4-yl}-°°°°坐-4-曱酸曱--1 , 2,3,4-tetranaphthalen-1-yl)-nonylamine B-244 An individualized compound I, II or IV 2-{1-[2-(5-mercapto-3-trifluoromethyl) ratio.坐-1-yl)-ethyl aryl]-slightly -4-yl}-嗔'• sit-4-carboxylic acid methyl-(R)-l,2,3,4-tetrahydronaphthalen-1-yl - indoleamine B-245 an individualized compound I, II or IV acetic acid 6-tert-butyl-8-fluoro-2,3-dimethyl-quino-4-yl-Western B-246 Compound I, II or IV methoxy-acetic acid 6-tert-butyl·8·fluoro-2,3-dimethyl-indole-4-yl lipid B-247 an individualized compound I, II or IV plus Poly B-248 An individualized compound I, II or IV plus B-249 An individualized compound I, II or IV Butyl plus B-250 An individualized compound I, II or IV Methomylthiodicarb B-251 An individualized compound I, II or IV Bifenin B-252 An individualized compound I, II or IV Safranine B-253 An individualized compound I, II or IV Saining B-254 An individualized compound I, II or IV ~··--Arbenin B-255 A two-part compound I, II or IV — ξ-赛灭宁第灭宁 B-256 An individualized compound I, II or IV B-257 An individualized compound I, II or IV Yi Bili B-258 An individualized compound I, II or IV λ-race洛宁 B-259 An individualized compound I, II or IV Benzene B-260 An individualized compound I, II or IV —-... Tefluthrin B-261 An individualized compound I, II or IV-Fulong B-262 An individualized compound I, II or IV gas-branched B-263 An individualized compound I, II or IV Ruffolon B-264 An individualized compound I, II or IV •-隆 B-265 An individualized compound I, II or IV spirotetraacetone B-266 an individualized compound I, II or IV cotinine B-267 an individualized compound I, II or IV Datnam 147474.doc -141 - 201041514 Mixture component 1 Component 2 B-268 An individualized compound I, hydrazine or IV EDTA B-269 An individualized compound I, hydrazine or IV acesulfan B-270 an individualized compound I, II or IV sub-examination B-271 An individualized compound I, hydrazine or IV 赛果培B-272 An individualized compound I, II or IV amphibious B-273 An individualized compound I, hydrazine or IV fenp B-274 An individualized compound I, II or IV Abatine B-275 An individualized compound I, II or IV Indomethacin B-276 Differentiation of Compound I, π or rv. B-277 An individualized compound I, II or IV Spinoline B-278 An individualized compound I, hydrazine or IV Amesson B-279 An individualized compound I, II or IV Kfanti B-280 An individualized compound I, II or IV Fenbuxet B-281 An individualized compound I, II or IV Indac B-282 An individualized compound I, II or IV Cyanofluoride Insect B-283 An individualized compound I, hydrazine or IV fluoroquinone B-284 An individualized compound I, hydrazine or IV flufenic acid amine B-285 An individualized compound I, hydrazine or IV gram B -286 An individualized compound I, hydrazine or IV 赛培(HGW86) B-287 An individualized compound I, II or IV Butylated fluoro ester B-288 An individualized compound I, II or IV Acetochlor B-289 An individualized compound I, II or IV oxacin B-290 an individualized compound I, II or IV chlorpyrifos B-291 an individualized compound I, II or IV chlorfenapyr B-292 an individualized compound I, II or IV Glyphosate B-293 An individualized compound I, II or IV glufosinate B-294 An individualized compound I, II or IV Sulfur scale B-295 An individualized compound I, II or IV acetyl oxalic acid B-296 An individualized compound I, hydrazine or IV oxazolyl herb B-297 An individualized compound I, hydrazine or IV ° than fluweed Ling B-298 An individualized compound I, hydrazine or IV ° than fluorine fluorhexidine B-299 An individualized compound I, hydrazine or IV Paraquat B-300 An individualized compound I, II or IV Beet Ning-142- 147474.doc 201041514

Mixture Component 1 Component 2 B-301 An individualized compound I, II or IV olefin grass S and B-302 an individualized compound I, II or IV cyclosporin B-303 an individualized compound I, II or IV Cyclopentanone B-304 an individualized compound I, II or IV chlorpyrifos B-305 an individualized compound I, II or IV chlorpyrifos B-306 an individualized compound I, II or IV Ling B-307 An Individualized Compound I, II or IV Aniline B-308 An Individualized Compound I, II or IV Trifluralin B-309 An Individualized Compound I, II or IV Acifluorfen B-310 An individualized compound I, II or IV bromoxynil B-311 An individualized compound I, II or IV Imazethin B-312 An individualized compound I, II or IV Azoxystrobin B-313 An individualization Compound I, II or IV methyl imazethapyr B-314 an individualized compound I, II or IV _ salivation acid B-315 an individualized compound I, II or IV imi-alpha phthalic acid B-316 an individual Compound I, II or IV Imidazoic acid B-317 An individualized compound I, II or IV 2,4-diphenoxyacetic acid (2,4-D) B-318 An individualized compound I, II or IV oxacillin B-319 an individualized compound I, II or IV gram of rituximab B-320 an individualized compound I, II or IV fluroxypyr B-321 an individualized compound I, II or IV chlorpyrifos B-322 an individualized compound I, II or IV fluroxypyramine B-323 an individualized compound I, hydrazine or IV benzyl oxatoxin B-324 an individualized compound I, II Or IV sulfometuron B-325 an individualized compound I, II or IV Cyclopropanol 0S chlorinated B-326 an individualized compound I, II or IV iodosulfuron B-327 an individualized compound I, II or IV 曱 胺 续 · 隆 B-328 An individualized compound I, II or IV Methsulfuron B-329 An individualized compound I, II or IV Nicosulfuron B-330 An individualized compound I, II or IV Sulfolosulfuron-B-331 An individualized compound I, II or IV gas amine sulphide B-332 An individualized compound I, II or IV Astragalus B-333 An individualized compound I, II or IV Ketone 147474.doc • 143- 201041514 Mixture Component 1 Component 2 B-334 An individualized compound I, II or IV diuron B-335 Individualized compound I, II or IV diflufenacil B-336 an individualized compound I, II or IV profenofin B-337 an individualized compound I, II or IV bentazon B-338 Compound I, II or IV Valeric acid ester B-339 An individualized compound I, II or IV cycloheptyl ether B-340 an individualized compound I, II or IV dicamba B-341 an individualized compound I, II or IV diflupiron B-342 an individualized compound I, II or IV quinclorac B-343 an individualized compound I, II or IV quinoxalate B-344 an individualized compound I, II or IV Sulfosone B-345 an individualized compound I, II or IV pyrimidine ether B-346 an individualized compound I, II or IV Topan, an active substance known as component 2, its preparation and Activity against harmful fungi (Ref: http://www.alanwood.net/pesticides/); such materials are commercially available. Compounds described by the IUPAC nomenclature, their preparation and their fungicidal activity are also known (cf. Can. J. Plant Sci. 48(6), 5 87-94, 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 532 022; EP-A 1 028 125; EP-A 1 035 122; EP-A 1 201 648; EP-A 1 122 244, JP 2002316902; 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; WO 〇 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 03/53 145; WO 03/61388; WO 03/147474.doc -144- 201041514

66609; WO 03/74491; WO 04/49804; WO 04/83193; WO

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; 07/90624) ° A mixture of active substances may be prepared in a conventional manner, for example by a combination of the compositions of the compounds I, II and/or IV, in addition to the active ingredient and comprising at least one inert ingredient. . With regard to the common ingredients of such compositions, reference is made to the description given for compositions containing compounds I, II and/or IV. As the compounds of the formulae I, II and IV, mixtures of the active substances according to the invention are suitable as fungicides. It is known for its outstanding utility against a wide range of phytopathogenic fungi, especially from the Ascomycetes, Basidiomycetes, Deuteromycetes and Downy mildews (synonym Oomycetes). Additionally, reference is made to the fungicidal activity of the compounds and compositions comprising Compounds I, II and/or IV, respectively. Another aspect of the invention relates to a seed comprising at least a compound of formula I, II and/or IV in an amount from 0.1 g to 10 kg per 100 kg of seed. The compounds I, II and IV and their pharmaceutically acceptable salts are also suitable for the treatment of diseases in humans and animals, especially as anti-infective agents, for the treatment of cancer and for the treatment of viral infections. The term "anti-fungal agent" as used herein, which is different from the term "fungicide", refers to a drug that is resistant to animal pathogenic or human pathogenic fungi, i.e., against fungi in animals, particularly mammals and birds. Accordingly, another aspect of the invention relates to a pharmaceutically acceptable salt comprising at least one compound of the formula I, II and/or IV and/or at least one pharmaceutically acceptable salt thereof 147474.doc-145-201041514 and pharmaceutically acceptable The carrier drug. Suitable salts for pharmaceutically acceptable salts, especially the physiologically tolerated salts of the compounds I, II and/or IV, are specifically acid addition salts with physiologically acceptable acids. Examples of suitable organic and inorganic acids are hydrochloric acid, hydrobromic acid, phosphoric acid, sulfuric acid, CrC4 alkylsulfonic acid (such as decanesulfonic acid), aromatic sulfonic acids (such as benzenesulfonic acid and toluenesulfonic acid), oxalic acid. , maleic acid, fumaric acid, lactic acid, tartaric acid, adipic acid and benzoic acid. Other suitable acids are described, for example, in Fortschritte der Arzneimittelforschung ’ vol. 10, page 224 et seq., Birkhauser Verlag, Basle and Stuttgart, 1966, the entire contents of which are hereby incorporated by reference. Suitable carriers are, for example, solvents, carriers, excipients, binders, and the like which are normally used in pharmaceutical formulations, which are described below in the exemplary manner for individual modes of administration. Another aspect of the invention relates to the use of the compound I, guanidine and IV or a pharmaceutically acceptable salt thereof for the preparation of an antifungal drug; that is, for the preparation of a therapeutic and/or prophylactic and/or animal pathogenicity. The use of drugs for fungal infections. Another aspect of the invention is the use of a formula, a hydrazine and/or a compound or a pharmaceutically acceptable salt thereof for the manufacture of a medicament for the treatment of cancer. Another grief of this invention relates to the use of a compound of formula j, hydrazine and/or quinone or a pharmaceutically acceptable salt thereof for the manufacture of a medicament for the treatment or prevention of a viral infection. The compounds of the formula I, II and/or IV and/or their pharmaceutically acceptable salts are suitable for the treatment, inhibition or control of the growth and/or proliferation of tumor cells and the conditions associated therewith, and are therefore suitable for the treatment of warm-blooded vertebrates Cancer 147474.doc -146· 201041514 For human dogs, for the forefront of the stomach, isothermal blood vertebrates such as mammals and birds, specific people and the like, and other mammals, specifically for useful livestock, all ★ Cats, pigs, ruminants (cattle, sheep, goats, bison, etc.), horses and islands such as chickens, turkeys, ducks, geese, guinea fowl and the like. The compounds of the formulae I, II and IV and/or their pharmaceutically acceptable salts are suitable for the treatment of cancer or cancerous conditions of the following organs: breast, lung, intestine,

G

Gland, skin (melanoma), kidney, bladder, mouth, throat, esophagus, ovary, pancreas, liver and brain or CNS. a compound of the formula π, π, and/or a pharmaceutically acceptable salt thereof, for use in the treatment of viral infections in warm ik vertebrates, such as mammals and birds, specifically humans, And other mammals: specific animals that are useful, such as dogs, juveniles, pigs, animals (bovine, goat, bison, etc.), horses and birds, such as chickens, turkeys, ducks, cranes, guinea fowls and their Similar to animals. It is suitable for treating viral infections such as retroviral infections (such as mv and HTLV), influenza virus infections, rhinovirus infections, herpes and similar viruses. The compound of the invention can be administered in a conventional manner (e.g., orally, intravenously, intramuscularly, or subcutaneously). For oral administration, the active compound can be mixed, for example, with an inert diluent or with an edible carrier; it can be enclosed in hard gelatin capsules or soft gelatin capsules, which can be compressed into tablets or can be directly Meet with foodstuffs. The active compound can be mixed with excipients and administered in the form of a non-digestible lozenge, an oral lozenge, a tablet, a pill, a capsule, a suspension, a drink, a syrup, or an exemplified substance. These formulations should contain at least 0.1% active ingredient. The composition of the formulation may of course vary. Based on the weight of the formulation in question (dose of single dose 147474.doc - 147. 201041514), it typically comprises from 2% by weight to about 2% by weight of active compound. Preferred formulations of the compounds of the invention comprise from 1 to 1000 mg of active compound per oral dosage unit. U Qi 1 pills, capsules and the like may additionally comprise the following components: binders such as tragacanth, gum arabic, corn powder or gelatin; excipients such as diammonium phosphate; disintegrants Such as corn house powder, potato starch, alginic acid and the like; slip agents such as hard lauric acid locks, sweeteners such as sucrose, lactose or saccharin and/or spices, such as peppermint, vanilla and the like Things. The capsule may additionally comprise a liquid carrier. Other substances that modify the characteristics of the dosage unit can also be used. For example, the binders, pills and capsules may be coated with scheUack 'sugar or a mixture thereof. In addition to the active compound, 'sugar or drink may also contain sugar (or other sweeteners), for benzoic acid or propyl benzoate (as a preservative), colorants and/or fragrances. . The components of the active compound formulation, when used in amounts, must be pharmaceutically pure and non-toxic. In addition, the active compound can be formulated as a formulation for controlled release of the active compound, for example, as a delayed release formulation. The active compound can also be administered parenterally or intraperitoneally. A solution or suspension of the active compound or a salt thereof can be prepared in water using a suitable wetting agent such as propylcellulose. Glycerin, liquid polyethylene glycol, and mixtures thereof can also be used to prepare dispersions in oil. These formulations often additionally contain a preservative to prevent microbial growth. The preparations intended for injection comprise sterile aqueous solutions and dispersions, as well as sterile powders for the preparation of sterile solutions and dispersions. The formulation must be sufficient to liquefy 147474.doc -148· 201041514 for injection. It must be stable under the conditions of manufacture and storage and must be protected from microbial contamination. The carrier can be a solvent or dispersion medium: such as water, ethanol, polyol (for example glycerol, propylene glycol or liquid polyethylene glycol), mixtures thereof and/or vegetable oils. [Embodiment] The present invention is further illustrated by the following non-limiting examples. I. Synthesis Example 0 k 5_(2_Trifluoromethyl_4_chloro·benzyl)·Κ5-sulfenyl-[1,2,4]triammonium fluorenyl)-2,2-dimethyl Base cyclopentanol 1-1 aldol reaction, 2,2-methyl-methylpentanone (4.00 g, 35.66 mmol) and 4-2-trifluoromethyl-4-chlorobenzaldehyde (7_44 g, 35.66 The mixture of mmol) in 60 mL of ethanol was cooled to 0 °C. 10% NaOH (45 mL) was added dropwise and the mixture was stirred at room temperature for 1.5 hours. The mixture was concentrated under reduced pressure and hydrazine / EtOAc (1 mL). The aqueous phase was extracted with CH2C12 (3×50 mL). The combined organic extracts were washed with EtOAc (EtOAc)EtOAc. The crude aldol product (9.0 g) was used in the next reaction without any further purification. • 1.2 hydrogenation, obtained under standard conditions in a hydrogenation step 1.1 in THF (200 mL) in the presence of active Raney-Nickel (10 mol%) (previously washed with THF) The product (9.0 g) was maintained for 1 hour. The reaction was filtered through celite, and the residue was dried and filtered. The solvent was removed in vacuo to give a crude material (5. <RTI ID=0.0></RTI> </ RTI> </ RTI> </ RTI> which was used in the next reverse 147474.doc-149-201041514. 1.3 5-(2-trifluoromethyl_4-a-benzyltriazole-buylmethyl)_ 2,2-dimercaptocyclopentanol to sodium hydride (1.85 g, 73.44) under an inert atmosphere Methyl decyl ruthenium iodide (6 92 g, 31.48 mmol) was added portionwise in mmol of N_decylpyrrolidone (25 mL) and stirred (until hydrogen evolution ceased). Next, the powdered [1,2,4]-di-base (2.92 g, 42.39 mmol) was slowly added and mixing was continued for 30 minutes. The intermediate of step 1 &gt; 2 (5 〇〇 g, 19 94 mm 〇 1) and isopropanol (25 mL) were subsequently added. The reaction mixture was stirred for an additional 4 hours at EtOAc (EtOAc) (EtOAc) (EtOAc (EtOAc) The crude product was purified by EtOAc (EtOAc m. 400 MHz, CDC13) δ 8.17 (s, 1H), 8.00 (s, 1H), 7.60 (d, 1Η), 7.40 (dd, 1H), 7.30 (d, 1H), 4.30 (dd, 2H), 4.00 ( Bs, 1H), 2.90-2.70 (m, 2H), 2.30-2.40 (m, 1H), 1.85-1.50 (m, 3H), 1.35-1.25 (m, 1H), 1〇〇(s, 3H), 〇5〇(s,

Base group)-2,2-dimethylcyclononanol

Sulfur (0.22 g, 6.59 mmol) was added, and 1.6 M n-BuLi in the T/heart solution was added, and the dropping was continued for a few minutes. Take mmol) and continue to disturb for 15 hours. 147474.doc •150- 201041514 After the reaction was completed, a saturated NH 4 Cl solution was added and the aqueous phase was extracted with ethyl acetate. The combined organic extracts were washed with water, dried over MgSO 4 and evaporated. Purification of the crude product by flash chromatography eluting EtOAc (EtOAc:EtOAc , 7.85 (s, 1H), 7.60 (d, 1H), 7.45-7.30 (m, 2H), 4.40 (dd, 2H), 4.00 (bs 〇1H), 2.90-2.70 (m, 2H), 2.55-2.40 (m, 1H), 1.30-1.85 (mj 4H), 1.10 (s, 3H), 0.82 (s, 3H). HPLC-MS residence time (mass): 3 827 min (42 Torr) The compound of Example 2 was similarly prepared. 2. 5-(3,4-diqi- albino fluorenyl-[^]triazole 4-ylmethyl)_ 2,2-dimercaptocyclopentanol HPLC-MS retention time (mass): 3 857 Min(386) Π. Examples of the action against harmful fungi 证明 The fungicidal action of the compounds of formula I and formula II is demonstrated by the following experiments: A) Greenhouse test The active substances are separately or together formulated into a stock solution containing 25 mg of active substance. Using acetone and/or a mixture of disulfoxide (DMS) and an emulsifier Wettol EM 31 (a humectant having emulsification and dispersion based on ethoxylated alkylphenol) to make up the stock solution to The solvent/emulsifier volume ratio was 99:1. This solution is then supplemented with water to 丨〇〇 ^1. The stock solution is diluted with the solvent/emulsifier/water mixture to the active substance concentration given below. 147474.doc • 151 - 201041514 Use example 1: Cure for soybean disease caused by soybean ore in soybeans Leaves of potted soybean seedlings are inoculated with a spore suspension of large rust (soybean rust). The plants are then placed in a high atmospheric humidity (9〇% to 95%) and at a temperature of 20-24. (: 24 hours in the chamber. During this period, the spores germinate and = the tube penetrates into the leaf tissue. Then in the greenhouse at a temperature between 23 ° C and 27. 且 and a relative atmospheric humidity of 60% to 80% The test plants were incubated again. Two days later, the plants were sprayed to the runoff point with the above aqueous solution having the following active substance concentrations. After drying the suspension, the temperature was between 23. 〇 and 27 and relatively atmospheric Plants were further cultured in a greenhouse with a humidity of 60% to 8〇%. The degree of rust development on the leaves was then visually determined. Active compound concentration [ppm] Growth [%] - (control) - 70 Example 1 300 7 Example 2 300 0 Use example 2: Protection against the genus Aspergillus spp. caused by A. sinensis on wheat The leaves of potted wheat seedlings were sprayed to the overflow point with an aqueous suspension having the following active substance concentrations. 24 hours after drying the suspension, the treated plants were inoculated with a spore suspension of S. cerevisiae. The plants were then placed in a chamber with high atmospheric humidity (about 100%) and temperature for 4 days, and then placed. Relative atmospheric humidity of about 70% and temperature A chamber of 18-22 ° C in .21 days' extent of the rust development on the leaves was visually determined, expressed as a percentage of the entire leaf of the subsurface. 147474.doc • 152. 201041514

Active Compound Concentration [ppm] Growth [%] - (Control) _ 90 Example 1 300 t 3 Example 2 300 15 147474.doc 153-

Claims (1)

201041514 VII. Patent application scope: 1_ Formula I and Formula II triazole compounds, ^Ny^s(〇)nR4 N-N L2 Cl Wherein L1 and L4 are independently selected from the group consisting of hydrogen, indifference, breaking, and Ci_Ci. Hyun, CA. a calcinyl group, an oxy group and a Ci_Ci 〇haloalkoxy group; L and L are independently selected from the group consisting of hydrogen, halogen, Ci_Ci 〇 alkyl, Ci-C(7)halo group, fluorenyl group and Ci_Ci 〇haloalkoxy; At least one of L1, l2 'l3 and L4 is not hydrogen; R and R2 are independently of each other selected from the group consisting of hydrogen, Ci_Ci 〇 alkyl, Ci_Ci 〇 haloalkyl, Cl-C1G alkoxy alkoxy; R is selected from hydrogen, C1-C10 alkyl, CVCn) alkyl, CVCu Alkoxy and Cl-CiO halo alkoxy; R4 is selected from hydrogen, CVCw alkyl, Ci-Cw li alkyl, (: 2-(:10 alkenyl, c2-c10 haloalkenyl, c2-c10 alkyne a phenyl group in the group of the last two mentioned The moiety may have 1, 2, 3, 4 or 5 substituents R8' and 5, 4 or 3 selected 147474.doc 201041514 from &quot; and s heteroatoms as ring members. a heterocyclic ring in which three substituents R8; or n is n. may have two 'selective* P(=Q)R6R7, anthracene and anthracene groups, L ' L, L ' L4 ^ R1 . R2 „ r3 and R are as defined in formula I and formula II; # is the point of attachment to the rest of the molecule; It is selected from the group consisting of hydrogen, (^-(11丨0 by mei, rr I 丞Cl_Cl〇 haloalkyl, (: 2-(:]0 ene b-c10 haloalkynyl, C2-C1G_ dilute, C2_CiG alkynyl) , (C3-C4 alkyl, c3_c1Qi cycloalkyl, phenyl, phenyl-CA alkyl, wherein the phenyl moiety of the last two mentioned groups may have 1, 2, 3, 4 or 5 substitutions Red 8, a 5- or 6-membered saturated, partially unsaturated or aromatic heterocyclic ring containing ruthenium, 2 or 3 heteroatoms selected from N, oxime and S as ring members, wherein the hetero-substitution (Na, Gang R5) , ^ -P( = Q)R6R7 and Μ; 147474.doc 201041514 R is selected from hydrogen, Ci-C10 alkyl, (:!-(:!! haloalkyl, cVCw alkoxy, &lt;^- (:1()-alkoxy, Ci_CiG aminoalkyl, c3_CiG cycloalkyl, 6-(:10 halocycloalkyl, phenyl, phenyl-c丨_c4 alkyl, phenoxy) The phenyl moiety of the three mentioned groups may have 1, 2, 3, 4 or 5 substituents r8 containing 5 or 3 heteroatoms selected from the group consisting of ruthenium, osmium and S as ring members. a 6-membered saturated, partially unsaturated or aromatic heterocyclic ring wherein the heterocyclic ring may have a fluorene, 2 or 3 substituents R8, and NR9R 10; R6 and R7 are independently of each other selected from the group consisting of Cl_CiG alkyl, Ci_Ciq_alkyl, C2_c10 alkenyl, c2-c1Q-alkenyl, C2_Cig alkynyl, C2_Ci (^ alkynyl, c3-c1G cycloalkyl, c3_Ci() Halocycloalkyl, alkoxy, CVCw haloalkoxy, Ci_c4 alkoxy-Ci_c丨〇alkyl, c,-c4 methoxy-Cl_Cl() alkoxy, Ci_CiG alkylthio, haloalkylthio , (: 2-(:10 alkenyloxy, c2_Cl〇 dilute thio, c 2 —Ci 〇 methoxy, C 2 -C 1 G alkynyl, c 3 —ClG —cycloalkoxy, C 3 —Ci@ ◎ alkylthio, phenyl, phenyl -q-C4 alkyl, phenoxy, phenylthio, phenyl-Ci-C4 alkoxy and NRnR12; each R8 is independently selected from the group consisting of halogen, nitro, CN, Ci_C4 alkyl, Ci_c_alkyl, alkoxy , Ci-CU haloalkoxy and NR13R14; r9 is selected from hydrogen and c--c8 alkyl; R10 is selected from hydrogen, cvc: 8 alkyl, phenyl and phenyl-Ci_c4 alkyl; or R and R1G is formed from a hydrogen bond, a cvc8 alkyl group, a benzene group, and a group of -CH2CH2OCH2CH2- or -CH2CH2NR15CH2CH2-; And phenyl-CVC4 alkyl; or R11 and R12 together form a straight chain (34 or ( : 5 alkylene bridge or group -ch2ch2och2ch2- or -CH2CH2NR15CH2CH2-; 13 R is independently selected from hydrogen and &lt;: 1-(:8 alkyl) at each occurrence; R14 is independently selected at each occurrence From hydrogen, Cl-C8 alkyl, phenyl and phenyl-C]-C4 alkyl; or Rl3 together with Rl4 form a linear c4 or c5 alkyl bridge or a group -CH2CH2〇CH2CH2- or -CH2CH2NR15CH2CH2- R15 is independently selected from hydrogen and hydrazine-alkyl at each occurrence; Q is hydrazine or s; M is a metal cation equivalent or an ammonium cation of the formula (NRaRbRcRd)+, wherein Ra, Rb, Rc and Rd Independently from each other are selected from the group consisting of hydrogen, Cl_c10 alkyl, phenyl and phenyl fluorenyl, wherein the benzyl moiety of the last two mentioned groups may have 1, 2 or 3 substituents independently selected from: Halogen, CN, nitro, CVC4 alkyl, CVC4 haloalkyl, C-C4 alkoxy, Ci-Q haloalkoxy and NR13R14; η is 0, 1, 2 or 3; = single bond or double Key; and its agriculturally acceptable salt. 2. A compound of formula I and formula II according to claim 1, wherein L2 and L3 are independently selected from the group consisting of hydrogen, halogen, Ci-C* alkyl, C^-C* haloalkyl, c^-CU alkoxy And hey! -^haloalkoxy. 3. A compound of formula I and formula II according to claim 2, wherein L2 and L3 are independently selected from the group consisting of hydrogen, chloro, decyl, ch2f, chf2, cf3, methoxy, 0CH2F, 147474.doc 201041514 〇CHF2& Cf3. 4. The compound of formula 3 and the compound of formula II, wherein L2 and L3 are independently selected from hydrogen and gas. 5. A compound of formula I and formula II according to any of the preceding claims, wherein L1 and L4 are, independently of each other, selected from the group consisting of hydrogen, C丨-C4 alkyl, G-C4 haloalkyl, cvc4 alkoxy and c !-C4 haloalkoxy. 6. The compound of formula I and formula π according to claim 5, wherein L1 and L4 are independently of each other selected from the group consisting of hydrogen, methyl, CH2F, CHF2, CF3, methoxy, OCH2F, 〇chfa〇Cf3. 7. The compound of formula I and formula π of claim 6, wherein L1 and L4 are independently selected from hydrogen and CF3. 8. The compound of any of the preceding claims and the compound of formula π, wherein only one of Li, L2, L3 and L4 is not hydrogen. 9. The formula of any one of the preceding claims, wherein the ri&amp;r2 is independently of one another selected from the group consisting of hydrogen, decyl, ethyl and trifluoromethyl, preferably both of which are methyl. 10. The compound of formula j and formula π, wherein R3 is selected from the group consisting of hydrogen, mercapto, ethyl and trifluoromethyl, preferably hydrogen. The compound of any one of the preceding claims, wherein R5 is selected from the group consisting of Cl^4 alkyl, Cl_C2 dentate, G-C4 alkoxy, Cl-C2_alkoxy, phenyl, phenoxy And NR9Rl〇, wherein R9 is hydrogen, and R10 is selected from the group consisting of hydrogen, CrC4 alkyl and stupid. 12. For example, the formula of the formula and the compound of the formula η, the middle of which is selected from the group consisting of gas Cl C4 burnt base '•中邮5, -S(0)2R5, -CN, Μ and 147474 .doc 201041514 III group. 13. The compound of formula i and formula II according to any one of claim 12, wherein R4 is selected from the group consisting of hydrogen, CVC4 alkyl, c3-C4 alkylcarbonyl, CVC4 alkoxycarbonyl, -(:(=〇)Ν (Η) (ν(:4 alkyl, CVC4 alkylsulfonyl, CN and a group of formula III. 14. The compound of formula I and the formula ,, wherein R4 is hydrogen, CN or fluorenyl. The compound of the formula j and the formula π, wherein R4a is selected from the group consisting of hydrogen, CrCU alkyl and Cl_c4_alkyl. 16. Formula 1 and Formula 1 according to any one of the preceding claims. [Compound, wherein n is hydrazine. 17. - a compound of formula IV, , L and L4 are as defined in the claims 1 to 10, wherein R1, R2, R3, L1, L2, except for the following compounds, wherein L3 and L4 are hydrogen, L2 is chlorine, R and R2 are Methyl, R3 is hydrogen, and i = double bond. 18. A compound of formula IVA, 147474.doc 201041514 Wherein Rl, R2, R3, and [2, 1^, and 1^4 are as defined in the item 19.Ο of claim 1). a compound of formula V, 20. 一项 One definition. a compound of formula VI, 21. One definition. a compound of formula VII, 147474.doc (VII) 201041514 One is defined; and L3 and L4 are as claimed in claims 1 to 1 wherein R14 is η or C(0)0R15, wherein R is selected from hydrogen, CVCw alkyl, CVCw haloalkyl, c3_Cio cycloalkyl ' c3-C10_cycloalkyl, phenyl, phenyl-c丨, C4 alkyl' wherein the phenyl moiety of the last two mentioned groups may have 1, 2, 3, 4 or 5 substituents R8, and a 5- or 6-membered saturated, partially unsaturated or aromatic heterocyclic ring containing 1, 2 or 3 heteroatoms selected from N, oxime and 3, wherein the heterocyclic ring may have 1, 2 or Three substituents R8, wherein R is as defined in claim 1. 22. — a compound of formula VIII, ?\ ^uR3 L1 Wherein κ, R, 14^, 1^, 1^, and 1^4 are as defined in any one of claims 1 to 10, and R&quot; is as defined in claim 21. Item (VIII) 23 - Compound of formula IX, 147474.doc (IX) 201041514 Q R3 As defined in any one of claims 1 to 10, wherein R1, R2, and R3 are defined; R3 is hydrogen 'L1, L3 and L4 are hydrogen, and L2 is chlorine, except for the following compounds, wherein R1 and R2 are sulfhydryl groups and = is a double bond. 24. An agricultural composition comprising at least one of the formulas of the claims to the financial formula and/or the compound or an agriculturally acceptable salt thereof, and a liquid or solid carrier. 25. Use of a compound of formula I, II and/or IV as claimed in any one of claims 1 to 18 for the control of harmful fungi. 26. A method of controlling harmful fungi, wherein at least one of the fungi, the habitat thereof, or the material or plant to be protected from fungal attack or the soil is damaged by at least a compound I, π and/or W of effective I Or a propagation material wherein the compounds I, II and IV are as defined in any one of claims 1 to 18. 27. A seed comprising from 0.1 g to H) kg of at least one compound of formula I, II and/or IV per 100 kg of seed&apos; wherein compound Htv is as defined in any one of claims i to 18. 28. A pharmaceutical composition comprising at least one of the claims as claimed. A compound of formula I, II and/or IV, or a pharmaceutically acceptable salt thereof, and at least one pharmaceutically acceptable carrier. 147474.doc -9- 201041514 29. 30. The use of formula J, sputum or a compound of any of the following claims 1 to 18 or its use: the use of a salt of acceptable use A medicament for treating cancer or a viral infection or for preparing an antifungal drug. A method of treating a cancer or a viral infection or against an animal pathogenic or human pathogenic fungus, comprising at least one compound of formula I, II and/or IV according to any one of claims 18 to 18, at least A pharmaceutically acceptable salt or a pharmaceutical composition according to claim 28 is used to treat an individual in need thereof. 147474.doc 10- 201041514 IV. Designated representative map: (1) The representative representative of the case is: (none) (2) The symbolic symbol of the representative figure is simple: 5. If there is a chemical formula in this case, please reveal the best display invention. Characteristic chemical formula: 147474.doc -2-