CN1066069A - 杀真菌的吡唑、吡唑啉和四氢哒嗪 - Google Patents
杀真菌的吡唑、吡唑啉和四氢哒嗪 Download PDFInfo
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- CN1066069A CN1066069A CN 92103087 CN92103087A CN1066069A CN 1066069 A CN1066069 A CN 1066069A CN 92103087 CN92103087 CN 92103087 CN 92103087 A CN92103087 A CN 92103087A CN 1066069 A CN1066069 A CN 1066069A
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- meo
- alkyl
- fontanel
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- phenyl
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- 230000000855 fungicidal effect Effects 0.000 title claims description 6
- 150000003217 pyrazoles Chemical class 0.000 title description 12
- JQIZHNLEFQMDCQ-UHFFFAOYSA-N 1,2,3,4-tetrahydropyridazine Chemical compound C1CC=CNN1 JQIZHNLEFQMDCQ-UHFFFAOYSA-N 0.000 title description 2
- DNXIASIHZYFFRO-UHFFFAOYSA-N pyrazoline Chemical compound C1CN=NC1 DNXIASIHZYFFRO-UHFFFAOYSA-N 0.000 title description 2
- 150000001875 compounds Chemical class 0.000 claims abstract description 159
- 239000000203 mixture Substances 0.000 claims abstract description 24
- 229910052751 metal Chemical class 0.000 claims abstract description 17
- 239000002184 metal Chemical class 0.000 claims abstract description 17
- 150000003839 salts Chemical class 0.000 claims abstract description 16
- 229940031815 mycocide Drugs 0.000 claims abstract description 6
- 239000000460 chlorine Substances 0.000 claims description 449
- -1 2-pyrimidyl Chemical group 0.000 claims description 256
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims description 152
- 229910052739 hydrogen Inorganic materials 0.000 claims description 71
- 239000001257 hydrogen Substances 0.000 claims description 67
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 65
- 125000001544 thienyl group Chemical group 0.000 claims description 49
- 125000000547 substituted alkyl group Chemical group 0.000 claims description 48
- 125000003545 alkoxy group Chemical group 0.000 claims description 47
- 238000000034 method Methods 0.000 claims description 42
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 40
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 36
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 claims description 35
- 125000004076 pyridyl group Chemical group 0.000 claims description 29
- 150000002431 hydrogen Chemical class 0.000 claims description 28
- 125000001637 1-naphthyl group Chemical group [H]C1=C([H])C([H])=C2C(*)=C([H])C([H])=C([H])C2=C1[H] 0.000 claims description 26
- 125000002541 furyl group Chemical group 0.000 claims description 25
- 125000001622 2-naphthyl group Chemical group [H]C1=C([H])C([H])=C2C([H])=C(*)C([H])=C([H])C2=C1[H] 0.000 claims description 22
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 21
- 125000006650 (C2-C4) alkynyl group Chemical group 0.000 claims description 19
- 125000004105 2-pyridyl group Chemical group N1=C([*])C([H])=C([H])C([H])=C1[H] 0.000 claims description 19
- 125000006656 (C2-C4) alkenyl group Chemical group 0.000 claims description 18
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 claims description 18
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims description 18
- 125000006700 (C1-C6) alkylthio group Chemical group 0.000 claims description 16
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 13
- 239000013543 active substance Substances 0.000 claims description 11
- RAHZWNYVWXNFOC-UHFFFAOYSA-N Sulphur dioxide Chemical group O=S=O RAHZWNYVWXNFOC-UHFFFAOYSA-N 0.000 claims description 10
- 125000004432 carbon atom Chemical group C* 0.000 claims description 10
- 229910052801 chlorine Inorganic materials 0.000 claims description 10
- 125000002490 anilino group Chemical group [H]N(*)C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 claims description 9
- 229910052799 carbon Inorganic materials 0.000 claims description 9
- 229910052740 iodine Inorganic materials 0.000 claims description 9
- PBMFSQRYOILNGV-UHFFFAOYSA-N pyridazine Chemical compound C1=CC=NN=C1 PBMFSQRYOILNGV-UHFFFAOYSA-N 0.000 claims description 9
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 claims description 8
- 229910052731 fluorine Inorganic materials 0.000 claims description 7
- 125000000623 heterocyclic group Chemical group 0.000 claims description 7
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 7
- 125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 claims description 5
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 5
- 125000000449 nitro group Chemical class [O-][N+](*)=O 0.000 claims description 5
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims description 4
- 125000001494 2-propynyl group Chemical group [H]C#CC([H])([H])* 0.000 claims description 4
- 125000004800 4-bromophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1Br 0.000 claims description 4
- 125000004573 morpholin-4-yl group Chemical group N1(CCOCC1)* 0.000 claims description 4
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 4
- 125000003170 phenylsulfonyl group Chemical group C1(=CC=CC=C1)S(=O)(=O)* 0.000 claims description 4
- 125000001712 tetrahydronaphthyl group Chemical group C1(CCCC2=CC=CC=C12)* 0.000 claims description 4
- 125000000876 trifluoromethoxy group Chemical group FC(F)(F)O* 0.000 claims description 4
- IWTFOFMTUOBLHG-UHFFFAOYSA-N 2-methoxypyridine Chemical compound COC1=CC=CC=N1 IWTFOFMTUOBLHG-UHFFFAOYSA-N 0.000 claims description 3
- 125000004203 4-hydroxyphenyl group Chemical group [H]OC1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 3
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims description 3
- 239000011737 fluorine Substances 0.000 claims description 3
- 125000000636 p-nitrophenyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1*)[N+]([O-])=O 0.000 claims description 3
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 3
- 125000002755 pyrazolinyl group Chemical group 0.000 claims description 3
- 229910052720 vanadium Inorganic materials 0.000 claims description 3
- 239000000417 fungicide Substances 0.000 claims description 2
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims 2
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 claims 1
- 208000031888 Mycoses Diseases 0.000 claims 1
- 239000003701 inert diluent Substances 0.000 claims 1
- 125000001309 chloro group Chemical group Cl* 0.000 description 566
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 505
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 268
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 227
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 99
- 238000006243 chemical reaction Methods 0.000 description 77
- 125000004182 2-chlorophenyl group Chemical group [H]C1=C([H])C(Cl)=C(*)C([H])=C1[H] 0.000 description 63
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 55
- 238000012360 testing method Methods 0.000 description 52
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 46
- 238000002360 preparation method Methods 0.000 description 44
- GVNVAWHJIKLAGL-UHFFFAOYSA-N 2-(cyclohexen-1-yl)cyclohexan-1-one Chemical compound O=C1CCCCC1C1=CCCCC1 GVNVAWHJIKLAGL-UHFFFAOYSA-N 0.000 description 42
- 101150065749 Churc1 gene Proteins 0.000 description 42
- 102100038239 Protein Churchill Human genes 0.000 description 42
- 239000003921 oil Substances 0.000 description 30
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 29
- 125000003854 p-chlorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1Cl 0.000 description 27
- 239000000243 solution Substances 0.000 description 26
- 201000007224 Myeloproliferative neoplasm Diseases 0.000 description 24
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 23
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 21
- 201000010099 disease Diseases 0.000 description 21
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 21
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 20
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 20
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 19
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 18
- OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 description 18
- 239000002904 solvent Substances 0.000 description 18
- 238000005160 1H NMR spectroscopy Methods 0.000 description 17
- 239000007787 solid Substances 0.000 description 17
- 239000000725 suspension Substances 0.000 description 17
- 125000001541 3-thienyl group Chemical group S1C([H])=C([*])C([H])=C1[H] 0.000 description 16
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 16
- 239000003795 chemical substances by application Substances 0.000 description 16
- 125000001037 p-tolyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1*)C([H])([H])[H] 0.000 description 16
- 240000007594 Oryza sativa Species 0.000 description 15
- 235000007164 Oryza sativa Nutrition 0.000 description 15
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 15
- 239000002585 base Substances 0.000 description 15
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 15
- 235000009566 rice Nutrition 0.000 description 15
- 238000003756 stirring Methods 0.000 description 14
- CSCPPACGZOOCGX-UHFFFAOYSA-N acetone Substances CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 13
- 239000002245 particle Substances 0.000 description 13
- 239000000047 product Substances 0.000 description 12
- 125000003349 3-pyridyl group Chemical group N1=C([H])C([*])=C([H])C([H])=C1[H] 0.000 description 11
- 229910021591 Copper(I) chloride Inorganic materials 0.000 description 11
- 239000002253 acid Substances 0.000 description 11
- OXBLHERUFWYNTN-UHFFFAOYSA-M copper(I) chloride Chemical compound [Cu]Cl OXBLHERUFWYNTN-UHFFFAOYSA-M 0.000 description 11
- 125000002941 2-furyl group Chemical group O1C([*])=C([H])C([H])=C1[H] 0.000 description 10
- 125000004172 4-methoxyphenyl group Chemical group [H]C1=C([H])C(OC([H])([H])[H])=C([H])C([H])=C1* 0.000 description 10
- 239000003292 glue Substances 0.000 description 10
- RDOXTESZEPMUJZ-UHFFFAOYSA-N methyl phenyl ether Natural products COC1=CC=CC=C1 RDOXTESZEPMUJZ-UHFFFAOYSA-N 0.000 description 10
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- 125000001255 4-fluorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1F 0.000 description 9
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- 241000196324 Embryophyta Species 0.000 description 9
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 9
- 239000003513 alkali Substances 0.000 description 9
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- 229910052757 nitrogen Inorganic materials 0.000 description 8
- KEAYESYHFKHZAL-UHFFFAOYSA-N Sodium Chemical compound [Na] KEAYESYHFKHZAL-UHFFFAOYSA-N 0.000 description 7
- 239000012044 organic layer Substances 0.000 description 7
- 229920005862 polyol Polymers 0.000 description 7
- 239000011734 sodium Substances 0.000 description 7
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- 229910000104 sodium hydride Inorganic materials 0.000 description 7
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 6
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- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 6
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- CZPWVGJYEJSRLH-UHFFFAOYSA-N Pyrimidine Chemical compound C1=CN=CN=C1 CZPWVGJYEJSRLH-UHFFFAOYSA-N 0.000 description 4
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- 238000005406 washing Methods 0.000 description 4
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- 239000000010 aprotic solvent Substances 0.000 description 3
- TWFZGCMQGLPBSX-UHFFFAOYSA-N carbendazim Chemical compound C1=CC=C2NC(NC(=O)OC)=NC2=C1 TWFZGCMQGLPBSX-UHFFFAOYSA-N 0.000 description 3
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- PHTHKSNCQCCOHM-UHFFFAOYSA-N (4,6-dimethylpyrimidin-2-yl)hydrazine Chemical compound CC1=CC(C)=NC(NN)=N1 PHTHKSNCQCCOHM-UHFFFAOYSA-N 0.000 description 2
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- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 description 2
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- CBPYOHALYYGNOE-UHFFFAOYSA-M potassium;3,5-dinitrobenzoate Chemical compound [K+].[O-]C(=O)C1=CC([N+]([O-])=O)=CC([N+]([O-])=O)=C1 CBPYOHALYYGNOE-UHFFFAOYSA-M 0.000 description 1
- TVLSRXXIMLFWEO-UHFFFAOYSA-N prochloraz Chemical compound C1=CN=CN1C(=O)N(CCC)CCOC1=C(Cl)C=C(Cl)C=C1Cl TVLSRXXIMLFWEO-UHFFFAOYSA-N 0.000 description 1
- STJLVHWMYQXCPB-UHFFFAOYSA-N propiconazole Chemical compound O1C(CCC)COC1(C=1C(=CC(Cl)=CC=1)Cl)CN1N=CN=C1 STJLVHWMYQXCPB-UHFFFAOYSA-N 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 125000000714 pyrimidinyl group Chemical group 0.000 description 1
- XRJLAOUDSILTFT-UHFFFAOYSA-N pyroquilon Chemical compound O=C1CCC2=CC=CC3=C2N1CC3 XRJLAOUDSILTFT-UHFFFAOYSA-N 0.000 description 1
- 238000005956 quaternization reaction Methods 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 230000002829 reductive effect Effects 0.000 description 1
- 238000007363 ring formation reaction Methods 0.000 description 1
- 239000011833 salt mixture Substances 0.000 description 1
- 238000010898 silica gel chromatography Methods 0.000 description 1
- AJPJDKMHJJGVTQ-UHFFFAOYSA-M sodium dihydrogen phosphate Chemical compound [Na+].OP(O)([O-])=O AJPJDKMHJJGVTQ-UHFFFAOYSA-M 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 239000004575 stone Substances 0.000 description 1
- 229960002385 streptomycin sulfate Drugs 0.000 description 1
- 125000000446 sulfanediyl group Chemical group *S* 0.000 description 1
- 125000004646 sulfenyl group Chemical group S(*)* 0.000 description 1
- 238000005991 sulfenylation reaction Methods 0.000 description 1
- 125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 description 1
- YBBRCQOCSYXUOC-UHFFFAOYSA-N sulfuryl dichloride Chemical compound ClS(Cl)(=O)=O YBBRCQOCSYXUOC-UHFFFAOYSA-N 0.000 description 1
- JXHJNEJVUNHLKO-UHFFFAOYSA-N sulprofos Chemical compound CCCSP(=S)(OCC)OC1=CC=C(SC)C=C1 JXHJNEJVUNHLKO-UHFFFAOYSA-N 0.000 description 1
- 229940063650 terramycin Drugs 0.000 description 1
- UBCKGWBNUIFUST-YHYXMXQVSA-N tetrachlorvinphos Chemical compound COP(=O)(OC)O\C(=C/Cl)C1=CC(Cl)=C(Cl)C=C1Cl UBCKGWBNUIFUST-YHYXMXQVSA-N 0.000 description 1
- LITQZINTSYBKIU-UHFFFAOYSA-F tetracopper;hexahydroxide;sulfate Chemical compound [OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[Cu+2].[Cu+2].[Cu+2].[Cu+2].[O-]S([O-])(=O)=O LITQZINTSYBKIU-UHFFFAOYSA-F 0.000 description 1
- RWRDLPDLKQPQOW-UHFFFAOYSA-N tetrahydropyrrole Substances C1CCNC1 RWRDLPDLKQPQOW-UHFFFAOYSA-N 0.000 description 1
- 239000004308 thiabendazole Substances 0.000 description 1
- 235000010296 thiabendazole Nutrition 0.000 description 1
- WJCNZQLZVWNLKY-UHFFFAOYSA-N thiabendazole Chemical compound S1C=NC(C=2NC3=CC=CC=C3N=2)=C1 WJCNZQLZVWNLKY-UHFFFAOYSA-N 0.000 description 1
- 229960004546 thiabendazole Drugs 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
- BAKXBZPQTXCKRR-UHFFFAOYSA-N thiodicarb Chemical compound CSC(C)=NOC(=O)NSNC(=O)ON=C(C)SC BAKXBZPQTXCKRR-UHFFFAOYSA-N 0.000 description 1
- QGHREAKMXXNCOA-UHFFFAOYSA-N thiophanate-methyl Chemical compound COC(=O)NC(=S)NC1=CC=CC=C1NC(=S)NC(=O)OC QGHREAKMXXNCOA-UHFFFAOYSA-N 0.000 description 1
- 229960002447 thiram Drugs 0.000 description 1
- 239000010936 titanium Substances 0.000 description 1
- 229910052719 titanium Inorganic materials 0.000 description 1
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 1
- BAZVSMNPJJMILC-UHFFFAOYSA-N triadimenol Chemical compound C1=NC=NN1C(C(O)C(C)(C)C)OC1=CC=C(Cl)C=C1 BAZVSMNPJJMILC-UHFFFAOYSA-N 0.000 description 1
- DQJCHOQLCLEDLL-UHFFFAOYSA-N tricyclazole Chemical compound CC1=CC=CC2=C1N1C=NN=C1S2 DQJCHOQLCLEDLL-UHFFFAOYSA-N 0.000 description 1
- JARYYMUOCXVXNK-IMTORBKUSA-N validamycin Chemical compound N([C@H]1C[C@@H]([C@H]([C@H](O)[C@H]1O)O[C@H]1[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O1)O)CO)[C@H]1C=C(CO)[C@H](O)[C@H](O)[C@H]1O JARYYMUOCXVXNK-IMTORBKUSA-N 0.000 description 1
- 238000009834 vaporization Methods 0.000 description 1
- 230000008016 vaporization Effects 0.000 description 1
- 235000013311 vegetables Nutrition 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
- 238000010792 warming Methods 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
Classifications
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
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- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
- A01N43/56—1,2-Diazoles; Hydrogenated 1,2-diazoles
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- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
- A01N43/58—1,2-Diazines; Hydrogenated 1,2-diazines
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- A—HUMAN NECESSITIES
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- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
- A01N43/62—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms three- or four-membered rings or rings with more than six members
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- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/64—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with three nitrogen atoms as the only ring hetero atoms
- A01N43/66—1,3,5-Triazines, not hydrogenated and not substituted at the ring nitrogen atoms
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- C07D401/14—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing three or more hetero rings
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Abstract
本发明涉及式I—IV化合物及其所有的几何异
构体和立体异构体、农业上适宜的盐和金属配合物；
涉及含有它们的农用组合物及其作为杀真菌剂的用
途。
Description
本发明涉及新的杀真菌剂及其盐和金属配合物;涉及制备它们产品的方法、含有它们的杀真菌组合物和应用它们杀真菌的方法。
控制植物真菌生长的新的杀真菌剂一直为人们所需求。在大多数情况下，人们寻求这样的化合物以选择性地控制有用作物（例如棉花、水稻、玉米、小麦和大豆）的真菌生长，但这样的化合物甚少。在上述的作物中，未抑制的真菌生长可能引起明显的损失，降低农民的收益，同时增加消费者的费用。对于所述目的已有许多产品出售，但人们一直在研究更有效、更价廉和对环境更安全的产品。
已开发和应用了许多杀真菌剂，例如：U.S.3，920，646公开了下式化合物作为抗炎剂：
Konishi等人（J.Pest.Sci.1990，15，13-22）公开了杀真菌的下式的吡唑基嘧啶化合物：
式中R1-R6是氢，烷基，芳基或链烯基。在吡唑环和嘧啶环上烷基取代均增加杀真菌活性。在吡唑环上引入苯基降低杀真菌活性。
本发明涉及包括所有几何和立体异构体的下述式Ⅰ、Ⅱ、Ⅲ、Ⅳ、Ⅴ和Ⅵ化合物及其盐和金属配合物;涉及含有它们的农用组合物和它们作为杀真菌剂的用途：
式中：
A是2-嘧啶基，2-吡啶基，2-喹啉基，2-喹唑啉基，1-异喹啉基或3-异喹啉基，所述每一个基团均可被R3、R4和R18取代;或是可被R3和R4取代的S-三嗪基;条件是R3、R4和R18只取代杂环的碳原子;
G是可由R3、R4和R18取代的2-喹唑啉基;
E是氢;囟素;C1-C6烷基;可由1至2个甲基取代的C3-C7环烷基;C1-C6囟代烷基;C1-C6烷硫基;C1-C6烷氧基;C1-C6囟代烷氧基;或者可由R5、R6和R7取代的下列基团：苯基，苯氧基，苯硫基，苯氨基，苯甲基，2，3-二氢化茚基，四氢化萘基，1-萘基，2-萘基，噻吩基，呋喃基或吡啶基;
n是1，2或3;
R1是氢;囟素;氰基;羟基;C1-C4烷氧基;-OC（＝O）R19;-OC（＝O）NHR20;C1-C4烷基;C1-C4囟代烷基;C2-C3烷基羰基;C2-C4链烯基;C2-C6烷氧基烷基;C2-C4炔基;C2-C3烷氧基羰基;或可由R8、R9和R10取代的下列基团：苯基，苯甲基，1-萘基，2-萘基，噻吩基，呋喃基或吡啶基;
R2是氢，氰基，C1-C4烷基或C1-C4囟代烷基;
R3、R4和R18分别是囟素;氰基;羟基;（C1-C4烷基）3甲硅烷基甲基;可由R21取代的苯基;C1-C6烷基;环丙基;C1-C6囟代烷基;C1-C6烷硫基;C2-C4链烯基;C2-C4炔基;C1-C4烷氧基;C1-C4囟代烷氧基;C2-C4链烯氧基;C2-C4炔氧基;C2-C4烷氧基烷基;NR11R12;或者当R3和R4、R3和R18或R4和R18取代邻位碳原子时，R3和R4、R3和R18或R4和R18可以一起是可由1至2个甲基取代的-（CH2）3-或-（CH2）4-;
R5和R8分别是囟素;氰基;硝基;羟基;羧基;C1-C6烷基;C3-C6环烷基;C1-C6囟代烷基;C1-C4烷硫基;C1-C4烷基亚磺酰基;C1-C4烷基磺酰基;（C1-C4烷基）3甲硅烷基;C2-C5烷基羰基;C2-C4链烯基;C2-C4链烯氧基;C2-C4炔基;C2-C4炔氧基;C1-C4烷氧基;C1-C4囟代烷氧基;C2-C4烷氧基烷基;C2-C5烷氧基羰基;C2-C4烷氧基烷氧基;NR13R14;C（＝O）NR15R16;或可被R17取代的苯基，苯氧基或苯硫基;
R6、R7、R9、R10、R17、R21、R22和R24分别是囟素，C1-C4烷基，C1-C4囟代烷基，C1-C4烷氧基或C1-C4囟代烷氧基;
R11、R12、R13、R14、R15和R16分别是氢;C1-C2烷基;或者R11和R12、R13和R14或R15和R16可以与它们相连接的氮原子一起形成吗啉代，吡咯烷基或哌啶子基团;
R19和R25是氢或C1-C3烷基;
R20和R26是C1-C4烷基;或可被R22取代的苯基;
R23是氢，C1-C4烷基，C1-C4囟代烷基，C2-C5烷基羰基，可被R24取代的苯基羰基，C3-C4链烯基，C3-C4炔基，苯环上可被R24取代的苯甲基，C1-C4烷基亚磺酰基，C1-C4烷基磺酰基，可被R24取代的苯基亚磺酰基，可被R24取代的苯基磺酰基，C2-C4烷氧羰基，可被R24取代的苯氧基羰基，C（＝O）NR25R26，C（＝S）NHR26P（＝S）（OR26）2，P（＝O）（OR26）2，或S（＝O）2NR25R26;
条件是：
ⅰ）当E是囟素，C1-C6烷硫基，C1-C6烷氧基，C1-C6囟代烷氧基，苯氧基，苯硫基或苯氨基时，E仅可取代式Ⅰ或Ⅲ化合物;
ⅱ）就式Ⅰ化合物而言，当A是2-吡啶基，n是2，R1和R2是氢时，E不是被1至2个氟、氯、三氟甲基、C1-C4烷基或C1-C4烷氧基取代的苯基，或者E不是噻吩基或呋喃基;
ⅲ）就式Ⅲ化合物而言，E是苯基，苯氧基，苯硫基，苯甲基，1-萘基，2-萘基，噻吩基，呋喃基，吡啶基，上述每一个基团可被R5、R6和R7取代;或者R1是苯基，苯甲基，1-萘基，2-萘基，噻吩基，呋喃基或吡啶基，所述的每一个基团可被R8、R9和R10取代;和R1必须是在4-位;
ⅳ）对于式Ⅲ化合物，R5不是NR13R14;
ⅴ）对于式Ⅰ和Ⅱ化合物，当n是1时，R1和R2不占据吡唑啉环的5-位;
ⅵ）对于式Ⅰ化合物，当A是S-三嗪基时，R3或R4不是氨基;
ⅶ）就式Ⅰ化合物而言，当A是可被R3、R18和R4取代的2-吡啶基和n是1时，E不是可由R5、R6和R7取代的苯氨基;
ⅷ）就式Ⅰ和式Ⅲ化合物而言，当A是2-吡啶基，n是1，R1和R2是氢时，E不是苯基，4-溴苯基，4-甲氧基苯基，4-硝基苯基或4-羟基苯基;
ⅸ）对于式Ⅱ化合物，当n是3时，E不是氢或C1-C5烷基;
ⅹ）对于式Ⅱ化合物，当n是1时，E不是氢;
ⅹⅰ）对于式Ⅰ化合物，当n是1和A是6-甲氧基吡啶基时，E不是4-N，N-二甲氨基苯基;
ⅹⅱ）对于式Ⅱ化合物，当A是2-吡啶基，n是2，R1和R2是氢时，E不是C1-C4烷基或吡啶基。
鉴于最大地杀真菌活性和/或易于合成的原因，优选的化合物是：
1.下述的式Ⅰ和Ⅴ化合物及其金属配合物，其中
A是2-嘧啶基或2-喹唑啉基，它们可被R3、R4和R18取代;和
R1是氢;羟基;C1-C4烷氧基;C1-C4烷基;C1-C4囟代烷基;C2-C3烷基羰基;C2-C4链烯基;C2-C4炔基;C2-C3烷氧基羰基;或苯基，苯甲基，1-萘基，2-萘基，噻吩基，呋喃基或吡啶基，所述的每一个基团可被R8、R9和R10取代;
R3、R4和R18分别是囟素，C1-C4烷基，环丙基，C1-C4囟代烷基，烯丙基，C2-C3炔基，C1-C4烷氧基或C1-C4囟代烷氧基;R23是氢，C（＝O）NHR26或C2-C4烷氧基羰基。
2.下述优选的1的化合物及其金属配合物，其中
A是可被R3、R4和R18取代的2-嘧啶基;
n是1或2;
E是苯基，2，3-二氢茚基，四氢萘基，1-萘基，噻吩基或吡啶基，所述每一个基团可被R5、R6和R7取代;
R1是氢，羟基，C1-C4烷氧基或C1-C4烷基;
R5是囟素，氰基，C1-C4烷基，C1-C4囟代烷基，烯丙基，炔丙基，C1-C4烷氧基，C1-C4囟代烷氧基，可被R17取代的苯基或苯氧基;和
R6、R7、R9、R10和R17分别是H，F，Cl，甲基，三氟甲基，甲氧基或三氟甲氧基。
3.优选的2的化合物及其金属配合物，其中
E是可被R5、R6和R7取代的苯基、2，3-二氢茚基或四氢萘基;和
R2是氢或C1-C4烷基。
就最大的抗真菌活性和/或容易合成而言，特别优选的化合物是：
1-（4，6-二甲基-2-嘧啶基）-3-（3，4-二甲基苯基）-1，4，5，6-四氢哒嗪;
1-（4，6-二甲基-2-嘧啶基）-3-（4-乙基苯基）-1，4，5，6-四氢哒嗪;
1-（4，6-二甲基-2-嘧啶基）-1，4，5，6-四氢-3-（4-甲基苯基）哒嗪;
1-（4，6-二甲基-2-嘧啶基）-1，4，5，6-四氢-3-[4-（1-甲基乙基）苯基]哒嗪;
1-（4，6-二甲基-2-嘧啶基）-4-乙基-1，4，5，6-四氢-3-苯基哒嗪;
1-（4，6-二甲基-2-嘧啶基）-1，4，5，6-四氢-4-甲基-3-苯基哒嗪。
本发明还包括控制植物真菌病的方法，该方法包括将有效量的下述式Ⅰ、Ⅱ、Ⅲ、Ⅳ、Ⅴ或Ⅵ化合物或其农业上适宜的盐或其金属配合物施用于欲保护植物所在地，所述式Ⅰ、Ⅱ、Ⅲ、Ⅳ、Ⅴ或Ⅵ化合物是：其中
A和G是2-嘧啶基，2-吡啶基，2-喹啉基，2-喹唑啉基，1-异喹啉基或3-异喹啉基，所述每一个基团均可被R3、R4和R18取代;或是可被R3和R4取代的S-三嗪基;条件是R3、R4和R18只取代杂环的碳原子;
E是氢;囟素;C1-C6烷基;可由1至2个甲基取代的C3-C7环烷基;C1-C6囟代烷基;C1-C6烷硫基;C1-C6烷氧基;C1-C6囟代烷氧基;或者可由R5、R6和R7取代的下列基团：苯基，苯氧基，苯硫基，苯氨基，苯甲基，2，3-二氢化茚基，四氢化萘基，1-萘基，2-萘基，噻吩基，呋喃基或吡啶基;
n是1，2或3;
R1是氢;囟素;氰基;羟基;C1-C4烷氧基;-OC（＝O）R19;-OC（＝O）NHR20;C1-C4烷基;C1-C4囟代烷基;C2-C3烷基羰基;C2-C4链烯基;C2-C6烷氧基烷基;C2-C4炔基;C2-C3烷氧基羰基;或可由R8、R9和R10取代的下列基团：苯基，苯甲基，1-萘基，2-萘基，噻吩基，呋喃基或吡啶基;
R2是氢，氰基，C1-C4烷基或C1-C4囟代烷基;
R3、R4和R18分别是囟素;氰基;羟基;（C1-C4烷基）3甲硅烷基甲基;可由R21取代的苯基;C1-C6烷基;环丙基;C2-C4囟代烷基;C1-C6烷硫基;C2-C4链烯基;C2-C4炔基;C1-C4烷氧基;C1-C4囟代烷氧基;C2-C4链烯氧基;C2-C4炔氧基;C2-C4烷氧基烷基;NR11R12;或者当R3和R4、R3和R18或R4和R18取代邻位碳原子时，R3和R4、R3和R18或R4和R18可以一起是可由1至2个甲基取代的-（CH2）3-或-（CH2）4-;
R5和R8分别是囟素;氰基;硝基;羟基;羧基;C1-C6烷基;C3-C6环烷基;C1-C6囟代烷基;C1-C4烷硫基;C1-C4烷基亚磺酰基;C1-C4烷基磺酰基;（C1-C4烷基）3甲硅烷基;C2-C5烷基羰基;C2-C4链烯基;C2-C4链烯氧基;C2-C4炔基;C2-C4炔氧基;C1-C4烷氧基;C1-C4囟代烷氧基;C2-C4烷氧基烷基;C2-C5烷氧基羰基;C2-C4烷氧基烷氧基;NR13R14;C（＝O）NR15R16;或可被R17取代的苯基，苯氧基或苯硫基;
R6、R7、R9、R10、R17、R21、R22和R24分别是囟素，C1-C4烷基，C1-C4囟代烷基，C1-C4烷氧基或C1-C4囟代烷氧基;
R11、R12、R13、R14、R15和R16分别是氢;C1-C2烷基;或者R11和R12、R13和R14或R15和R16可以与它们相连接的氮原子一起形成吗啉代，吡咯烷基或哌啶子基团;
R19和R25是氢或C1-C3烷基;
R20和R26是C1-C4烷基;或可被R22取代的苯基;
R23是氢，C1-C4烷基，C1-C4囟代烷基，C2-C5烷基羰基，可被R24取代的苯基羰基，C3-C4链烯基，C3-C4炔基，苯环上可被R24取代的苯甲基，C1-C4烷基亚磺酰基，C1-C4烷基磺酰基，可被R24取代的苯基亚磺酰基，可被R24取代的苯基磺酰基，C2-C4烷氧羰基，可被R24取代的苯氧基羰基，C（＝O）NR25R26，C（＝S）NHR26P（＝S）（OR26）2，P（＝O）（OR26）2，或S（＝O）2NR25R26;
条件是：
ⅰ）当E是囟素，C1-C6烷硫基，C1-C6烷氧基，C1-C6囟代烷氧基，苯氧基，苯硫基或苯氨基时，E仅可取代式Ⅰ和Ⅲ化合物;
ⅱ）就式Ⅲ化合物而言，E是苯基，苯氧基，苯硫基，苯氨基，苯甲基，1-萘基，2-萘基，噻吩基，呋喃基，吡啶基，上述每一个基团可被R5、R6和R7取代;或者R1是苯基，苯甲基，1-萘基，2-萘基，噻吩基，呋喃基或吡啶基，所述的每一个基团可被R8、R9和R10取代;和R1必须是在4-位;和
ⅲ）就式Ⅰ化合物而言，当E是氢，n是1，R1是5-甲基和R2是氢时，A不是可被R3和R4取代的S-三嗪基。
就最大的杀真菌活性和/或易于合成而言，优选的方法是：
1.利用下述式Ⅰ和Ⅴ化合物及其金属配合物的方法，其中
A和G是2-嘧啶基或2-喹唑啉基，它们可被R3、R4和R18取代;和
R1是氢;羟基;C1-C4烷氧基;C1-C4烷基;C1-C4囟代烷基;C2-C3烷基羰基;C2-C4链烯基;C2-C4炔基;C2-C3烷氧基羰基;或苯基，苯甲基，1-萘基，2-萘基，噻吩基，呋喃基或吡啶基，所述的每一个基团可被R8、R9和R10取代;
R3、R4和R18分别是囟素，C1-C4烷基，环丙基，C1-C4囟代烷基，烯丙基，C2-C3炔基，C1-C4烷氧基或C1-C4囟代烷氧基;和
R23是氢，C（＝O）NHR26或C2-C4烷氧基羰基。
2.按优选的1的方法，其中
A是可被R3、R4和R18取代的2-嘧啶基;
n是1或2;
E是苯基，2，3-二氢茚基，四氢萘基，1-萘基，噻吩基或吡啶基，所述每一个基团可被R5、R6和R7取代;
R1是氢，羟基，C1-C4烷氧基或C1-C4烷基;
R5是囟素，氰基，C1-C4烷基，C1-C4囟代烷基，烯丙基，炔丙基，C1-C4烷氧基，C1-C4囟代烷氧基，可被R17取代的苯基或苯氧基;和R6、R7、R9、R10和R17分别是H，F，Cl，甲基，三氟甲基，甲氧基或三氟甲氧基。
3.按优选的2的方法，其中
E是可被R5、R6和R7取代的苯基、2，3-二氢茚基或四氢萘基;和
R2是氢或C1-C4烷基。
就最大的抗真菌活性和/或容易合成而言，特别优选的方法是利用下列化合物：
1-（4，6-二甲基-2-嘧啶基）-3-（3，4-二甲基苯基）-1，4，5，6-四氢哒嗪;
1-（4，6-二甲基-2-嘧啶基）-3-（4-乙基苯基）-1，4，5，6-四氢哒嗪;
1-（4，6-二甲基-2-嘧啶基）-1，4，5，6-四氢-3-（4-甲基苯基）哒嗪;
1-（4，6-二甲基-2-嘧啶基）-1，4，5，6-四氢-3-[4-（1-甲基乙基）苯基]哒嗪;
1-（4，6-二甲基-2-嘧啶基）-4-乙基-1，4，5，6-四氢-3-苯基哒嗪;
1-（4，6-二甲基-2-嘧啶基）-1，4，5，6-四氢-4-甲基-3-苯基哒嗪。
合成：
通过一种或多种反应式1至14中描述的方法，可制备式Ⅰ化合物，其中E的定义如前所述，但不包括囟素、苯氧基、苯硫基苯氨基、C1-C6烷氧基、C1-C6烷硫基和C1-C6囟代烷氧基，R1和R2的定义如前所述。
如下面的反应式1中所示，用强碱例如异丙基酰胺锂（LDA）使式Ⅰb化合物去质子化，然后加入R2-L（其中L是离去基团，例如Cl，Br，I，OSO2CH3或OSO2C6H4CH3），可制备式Ⅰa化合物。此反应于惰性的非质子溶剂例如四氢呋喃（THF）或二甲氧基乙烷（DME）中在-78℃至100℃进行。
反应式1
如反应式2所示，将肼1与化合物2反应可制备式Ⅰb化合物。反应在约50℃至100℃于低级醇溶剂，例如乙醇或2-丙醇中进行。
反应式2
LG＝Cl，NMe2，NMe2·HCl
必要时可加入碱，例如氢氧化钠。按EP293743-A和Naito等人（Chem.Pharm.Bull.1969，17，1467-1468）的教导，用肼的一水合物处理式3化合物可制得肼1。式2化合物可商购到或按下述文献方法制备：
Carey，F.A.;Sundberg，R.J.Advanced Organic Chemistry;plenum：New York，1983;Part B，pp.58-62：
A-X+NH2NH2·H2O→1
3
X＝Cl，SH
如下面的反应式3，4和5中所示，将化合物1与α，β-不饱和酮4，5或6反应，可制备式Ⅰc，Ⅰd和Ⅰe化合物。反应在催化量的酸存在下，于低级醇溶剂（如乙醇或2-丙醇）中，在50℃至100℃下进行。式4，5和6化合物是文献中已知的化合物，并可按专业人员熟悉知的方法制得。
反应式3
反应式4
反应式5
如下面的反应式6中所示，按前述制备式Ⅰb化合物的方法，可由式Ⅰg化合物制备式Ⅰf化合物。
反应式6
按下面反应式7所示，反应化合物1和7可制备式Ⅰg化合物。此反应在催化量的酸（如对甲苯磺酸）和干燥剂[如分子筛（3A）]的存在下，于有机溶剂（例如乙醇，2-丙醇，乙腈或N，N-二甲基甲酰胺）中，在25℃至100℃下进行。反应可分两步实施。第一步包括在有机溶剂（如乙酸或乙腈）中由酮7和肼1形成腙。然后分离腙，并将其溶于惰性溶剂如THF中，用氢化钠处理得到Ⅰg。如果采用乙腈为溶剂，可用碳酸钾代替氢化钠作为碱。
反应式7
用Cannon等人（Org.Syn.，Coll.Vol.IV，1963，597-600）描述的普通方法，由酮基酯8和环氧乙烷可制得式7化合物。
X＝Cl，Br
按文献方法（例如：参见：Close;J.Am.Chem.Soc.1957，79，1455），用R取代的4-氯丁酰氯使母体化合物E-H遭受Friedel-Crafts酰化反应，可制得式7a化合物，其中E是可被R5、R6和R7取代的芳香基团，R1是氢、烷基、囟素或囟代烷基。所述方法解释如下。
按Goel等人（Synthesis，1973，538;参见下面的反应式）教导的方法，在氯化锌存在下，将γ-丁酸内酯与亚硫酰氯反应，可制备相应的氯化丁酰氯。
式7a化合物还可按下法制备：将γ-丁酸内酯与酯缩合，然后用R1X烷基化，并用盐酸处理烷基化的产物：
同样，用同一方法，由相应的酮基酯和环氧乙烷可制得式Ⅰh，Ⅰi，Ⅰj和Ⅰk化合物，如下面的反应式8，9和10中所示。反应中得到的立体异构体可通过色谱法分离。
反应式8
反应式9
反应式10
制备β-酮基酯和环氧乙烷的方法是文献中公知的，并可通过专业人员熟知的方法制备。例如，酮基酯8可按下法制备：用碱（如氢化钠）于质子惰性溶剂（如DMF）中处理式9的酮，然后加入碳酸二乙酯。
如反应式11中所示，用丙二酸酯为原料也可制备式Ⅰj和Ⅰk化合物。中间体内酯10和11与酯ECOOR缩合，然后脱羧化反应，并与肼Ⅰ环合，得到Ⅰj和Ⅰk。
如下面的反应式12所示，用前述的R2-L将式Ⅰo化合物烷基化，可制备式Ⅰn化合物。
反应式12
按制备式Ⅰb化合物的方法，如反应式13所示，由化合物1和溴代酮12可制得式Ⅰo化合物。制备式12化合物的方法是专业人员公知的。
反应式13
专业人员知道：通过上述的同一方法，由适宜取代的溴代酮可制备式Ⅰp化合物：
通过一种或多种反应式14，15和16中所示的方法，可制备式Ⅱ化合物。
如反应式14中所示，将肼13与α，β-不饱和酮14反应，可制备式Ⅱa化合物，式Ⅱ化合物中的一部分。反应在酸催化剂（如盐酸）存在下，于低级醇溶剂（如乙醇或2-丙醇）中在约50℃至100℃下进行。
反应式14
如反应式15中所示，按制备式Ⅱa所述方法，将式13化合物与酮15a或15b反应，可制备式Ⅱb化合物，其中R1和R2取代在不同的碳原子上。
反应式15
如反应式16所示，按上述制备式Ⅱa的方法，由式13化合物和酮16可制得式Ⅱc化合物。用碱如LDA将式Ⅱc去质子化，然后用R2-L烷基化，得到式Ⅱd化合物。
反应式16
由酮17和式18的羰基化合物制备酮14、15a、15b和16的方法是专业人员熟知的。
Z＝H，R1，或R2
制备杂芳基羰基化合物17和羰基化合物18的方法是专业人员公知的。
通过上述的制备式Ⅰf至Ⅰp化合物的各种方法，可制备式Ⅱ化合物，其中n＝2（Ⅱe）和n＝3（Ⅱf）
专业人员可制备适宜的原料酮、环氧化合物、溴代酮和链烯。
如下面的反应式17所示，将吡唑盐19a（例如钠盐）与含活化的离去基团（如囟素）的杂环20于有机溶剂（如THF）中反应，可制备式Ⅲ的吡唑。此方法可制备3-位具有大取代基E的吡唑Ⅲ。
由吡唑19b和有机金属化合物（如氢化钠）可制备盐19a。
反应式17
19a X＝Li，Na或K，
19b X＝H，
L是离去基团，如：Cl，Br，I，MeSO2等。
也可由二羰基化合物制备式Ⅲa的吡唑。如下面反应式18所示，在醇溶剂（如乙醇）和酸存在下，将例如化合物21的酮基醛与杂环肼缩合，得到吡唑的3，4-和4，5-异构体混合物，然后通过色谱法将它们分离。
反应式18
如反应式19所示，按同一方法，二酮22的反应得到吡唑23的异构体混合物，然后用色谱法分离。
反应式19
R＝R1或R2
在醇溶剂（如乙醇）中和微量酸催化剂（如盐酸）存在下，加热酮基醛（如化合物21）和肼的混合物，也可制备吡唑24，如反应式20所示：
反应式20
在相同条件下，将二酮22与肼反应，可制备吡唑25的异构体混合物，见反应式21：
反应式21
制备吡唑的几种其它方法参见文献：Kost，A.N.;Grandberg，I.I.，Advan.Heterocycl.Chem.1966，6，347-429。
当A＝G时，式Ⅲ化合物也可按下法制备：按Evans等人（J.Org.Chem.1979，44，497-501）教导的方法，用过氧化镍（NiO2）或二氧化锰（MnO2）氧化式Ⅰc和Ⅰd化合物，如反应式22所示：
反应式22
当A＝G时，用过氧化镍氧化化合物Ⅱb，同样可制备式Ⅳ化合物，见反应式23：
反应式23
按Kano等人（Synthesis，1980，695）教导的方法，用硼氢化钠/氯化钛（Ⅳ）还原式Ⅰ化合物，可制备式Ⅴa化合物，式Ⅴ化合物的一部分，其中R23是氢。此反应示于反应式24中。专业人员知道：式Ⅰ化合物中的某些取代基与还原条件不能共存，因此，此反应中采用保护和去保护技术是必需的。
反应式24
如下面反应式25所示，用适宜的式26的烷化剂处理式Ⅴa化合物，可制备式Ⅴb化合物，其中R27是C1-C4烷基，C1-C4囟代烷基，可取代的苯甲基，C3-C4链烯基或C3-C4炔基。
反应式25
式26化合物中的离去基团X可以是囟素，乙酸酯基或本专业用于烷基化的其它基团。碘和溴是常用的离去基团X。
将式Ⅴa化合物溶于惰性溶剂（如二氯甲烷，四氢呋喃（THF）或苯）中，于0℃至100℃下用式26化合物和碱处理。优选的碱是三乙胺、N，N-二异丙基乙胺和其它叔胺碱。
式Ⅴb产物可按下法分离：蒸发溶剂;并将残余物溶于水不混溶的溶剂（如醚）中;分别用稀的无机酸、水和盐水洗;干燥;蒸发溶剂，然后结晶或色谱法分离，得到纯产物。
如反应式26所示，用式27的适宜的酰化剂、亚磺酰化剂、磺酰化剂或磷酸化试剂处理式Ⅴa化合物，可制备式Ⅴc化合物，其中R28是C1-C4烷基亚磺酰基，可被取代的苯基亚磺酰基，C1-C4烷基磺酰基，可被取代的苯基磺酰基，C1-C4烷基羰基，可被取代的苯基羰基，C（＝O）NR25R26，P（＝S）（OR26）2，P（＝O）（OR26）2，或S（O）2NR25R26，
反应式26
反应式26中，式27化合物的离去基团X可以是囟素，乙酸酯或或本专业用于酰化、亚磺酰基化、磺酰基化或磷酸化的其它基团。最常用的离去基团X是氯。在上述情况下，式27化合物可以是酰氯，氯甲酸酯，亚磺酰氯，磺酰氯，氯磷酸酯或氨基甲酰氯。
将式Ⅴa化合物溶于惰性溶剂如二氯甲烷，四氢呋喃（THF）或苯中，并在0℃至100℃下用式27化合物和碱处理，优选的碱是三乙胺，N，N-二异丙基乙胺;和其它叔胺碱。
按下法分离式Ⅴc产物：蒸发溶剂;将残余物溶于水不混溶的溶剂如乙醚中;分别用稀无机酸水溶液、水和盐水洗醚液;干燥;蒸发溶剂，然后通过结晶或色谱法分离，得纯产物。
当R23是C（＝O）NR25R26和R25是氢或C（＝S）NHR26时，用异氰酸酯或异硫氰酸酯处理式Ⅴa化合物，可制备式Ⅴd化合物，如反应式27所示：
反应式27
将式Ⅴa化合物溶于惰性溶剂（如甲苯，THF，乙腈或1，2-二氯乙烷）中，于0℃至50℃用异氰酸酯或异硫氰酸酯处理。蒸发溶剂，然后结晶或用色谱法分离，得到式Ⅴd产物。
按制备式Ⅴ化合物的方法，由式Ⅱ化合物同样可制得式Ⅵ化合物。
本发明化合物Ⅰ-Ⅵ的金属配合物包括与铜、锌、铁、镁或锰阳离子的配合物。这些配合物按下法制备：将本发明化合物于质子惰性溶剂（如乙醚或四氢呋喃）中与金属盐混合，反应也可在质子溶剂（如甲醇）中进行。配合物可以从溶液中结晶或沉淀出来，或者移去溶剂后结晶。
专业人员知道：式Ⅰ、Ⅱ、Ⅴ和Ⅵ可含有两个或多个不对称碳原子。必要时，用本领域公知的标准方法分离得到的立体异构体。
如反应式28所示，在碱存在下，用各种亲核试剂取代式28化合物的甲硫基，可制备式Ⅰ化合物（Ⅰq），其中E是C1-C6烷硫基、C1-C6烷氧基、苯硫基、苯氧基或苯氨基。适宜的亲核试剂是：可取代的苯酚、苯硫酚或苯胺，C1-C6烷硫醇，C1-C6烷醇和C1-C6囟代烷醇。
反应式28
Nu：＝可取代的苯酚、苯硫酚或苯胺，C1-C6烷醇，C1-C6烷硫醇，C1-C6囟代烷醇;
n＝1-3。
式28化合物可按下法制备：在吡啶中回流状态下用P2S5处理式29的酰肼，然后在碱（如三乙胺）存在下将得到的硫代衍生物用碘甲烷烷基化，见反应式29。
反应式29
在碱（如三乙胺）存在下，用式30化合物处理式3a化合物可制得式29化合物（反应式30）。
反应式30
反应酰氯31，可制备式30化合物（反应式31）。
反应式31
按文献中的标准方法，用囟化剂（例如溴化磷或氯化磷囟化式29化合物，可制备式Ⅰ化合物，其中E是氯和溴（Ⅰr），见反应式32。
反应式32
勿需作进一步的详细说明，溶信专业人员根据上述的说明，便可将本发明利用至最充分的程度。下述优选的具体实施例仅仅是解释本发明，而不是对本发明做任何限制。下述实施例中，除非另有说明，所有的温度均为摄氏度（℃），所有的份数和百分数均是重量份数和重量百分数。
实施例1
2-[3-（2-氯苯基）-4，5-二氢-1H-吡唑-1-基]-4，6-二甲基嘧啶的合成
将多聚甲醛（7.20g，240mmol），1-（2-氯苯基）乙基酮（23.2g，150mmol），二乙胺盐酸盐（14.7g，180mmol）和盐酸（12M，7.2ml）加入180ml乙醇中。加热时该混悬液变成溶液。将该混悬液加热回流4天，然后将其冰浴冷却，于旋转蒸发器中减压蒸发，烧瓶中一出现沉淀便停止蒸发，冰浴冷却混悬液，过滤得13.6g 1-（2-氯苯基）-3-（二甲氨基）-1-丙酮盐酸盐，白色固体。
mp 168-170℃.1H NMR（DMSO-d6）δ2.75（s，6H），3.40（t，2H），3.57（t，2H），7.50（m，3H），7.81（d，1H），11.10（bs，1H）.
将50%氢氧化钠溶液（1.2ml）加入上述化合物（1.76g，7.09mmol）和4，6-二甲基-2-肼基嘧啶（0.98g，7.09mmol）的2-丙醇（40ml）混悬液中，加热回流7小时，室温下搅拌过夜，除去溶剂，残余物在50ml水和60ml氯仿中分配，分出有机层，水层用氯仿（60ml）提取，合并有机层，用MgSO4干燥，除去溶剂，残余物经闪层析纯化，得0.35g标题化合物，固体。
mp 116-118℃.1H NMR（CDCl3）δ2.40（s，6H），3.47（t，2H），4.21（t，2H），6.47（s，1H），7.40（m，3H），7.89（m，1H）.
实施例2
1-（4，6-二甲基-2-嘧啶基）-1，4，5，6-四氢-3-苯基哒嗪的合成
将4-氯-1-苯基-1-丁酮（2.00g，11.0mmol），4，6-二甲基-2-肼基嘧啶（1.50g，10.9mmol）和三乙胺（3ml）加入60ml 2-丙醇中，加热回流过夜，除去溶剂，残余物于75ml 5%碳酸氢钠溶液和75ml乙酸乙酯中分配，分出有机层，用乙酸乙酯（75ml）提取水层，合并有机层，用50ml盐水洗，MgSO4干燥，除去溶剂，残余物经色谱法纯化，得0.58g 1-（4，6-二甲基-2-嘧啶基）-1，4，5，6-四氢-3-苯基哒嗪，固体，m.p.95-97℃。
1H NMR（CDCl3）δ2.11（m，2H），2.42（s，6H），2.71（t，2H），4.10（t，2H），6.50（s，1H），7.30（m，3H），7.90（m，2H）.
实施例3
4-甲基-2-（4-甲基-3-苯基-1H-吡唑-1-基）嘧啶的合成
充氮下，将0.35g（8.86mmol）氢化钠用己烷洗，加入40ml THF，冷却至0℃，滴入1.00g（6.33mmol）4-甲基-3-苯基-1H-吡唑（Matsukawa，T.;Ohta，B.，J.Pharm.Soc.Japn.，1950，70，134）的10ml THF溶液。气体逸出停止后，加入0.85g（6.64mmol）2-氯-4-甲基嘧啶（Moon，M.W.et al.;J.Agric.Food Chem.，1977 25（5），1039-49）的10ml THF溶液，加热回流过夜，加入150ml水，用乙酸乙酯（2×50ml）提取，分别用水和盐水洗有机层，MgSO4干燥，浓缩，得1.6g棕色油。
该油经硅胶柱层析纯化。静置固化成固体，得1.02g固体状标题化合物。
1H NMR（CDCl3）δ2.3（s，3H），2.6（s，3H），7.0（d，1H），7.3-7.5（m，3H），7.8（m，2H），8.4（s，1H），8.6（d，1H）.
实施例4
4，6-二甲基-2-（5-甲基-4-苯基-1H-吡唑-1-基）-嘧啶和4，6-二甲基-2-（3-甲基-4-苯基-1H-吡唑-1-基）嘧啶的合成
将3滴浓盐酸加入2.0g（12.3mmol）2-苯基-3-氧代丁醛和1.7g（12.3mmol）2-肼基-4，6-二甲基嘧啶（Graf，H.et al.，EP 293743）及100ml甲醇的混合物中，加热回流4小时，减压除去甲醇，得油状物，静置时结晶。将其用己烷研磨，得2.42g吡唑基嘧啶，它是68%4，6-二甲基-2-（5-甲基-4-苯基-1H-吡唑-1-基）嘧啶和32%4，6-二甲基-2-（3-甲基-4-苯基-1H-吡唑-1-基）嘧啶的混合物。
将1.17g上述的吡唑基嘧啶于120ml硅胶柱上层析，用1∶2的乙酸乙酯∶己烷洗脱，首先得到0.160g 4，6-二甲基-2-（3-甲基-4-苯基-1H-吡唑-1-基）嘧啶，固体，m.p.123-124.5℃。
1H-NMR
（CDCl3）δ2.56（s，9H），6.92（s，1H），7.3-7.55（m，5H），8.70（s，1H）.
还洗脱出0.782g两种标题化合物的混合物（70∶30）;最后得到0.175g 4，6-二甲基-2-（5-甲基-4-苯基-1H-吡唑-1-基）嘧啶，固体，m.p.93.5-94℃。
1H-NMR（CDCl3）δ2.58（s，6H），2.75（s，3H），6.98（s，1H），7.3-7.45（m，5H），7.85（s，1H）.
实施例5
3-（4-氯苯基）-1，4，5，6-四氢-1-[4-甲基-6-三氟甲基）-2-嘧啶基]哒嗪的合成
将4-氯-1-（4-氯苯基）-1-丁酮（690mg，3.16mmol），4-甲基-6-三氟甲基-2-肼基嘧啶（500mg，2.87mmol），丁磺酸（5滴）和3 
分子筛（一勺）加入14ml无水乙腈中，室温下搅拌过夜，用二氟甲烷稀释，过滤，滤液用饱和的碳酸氢钠溶液洗，干燥（Na2SO4），过滤，浓缩，残余物通过硅胶柱，用30%乙酸乙酯/己烷洗脱，滤液浓缩，溶于14ml无水THF中，加入氢化钠（130mg，60%分散体，3.16mmol），于25℃搅拌10分钟，加入饱和的氯化铵溶液和乙醚。分出醚层，用饱和氯化钠溶液洗，Na2SO4干燥，过滤，浓缩，残余物经色谱法纯化，得580mg标题化合物，固体：
mp 150-152℃.1H NMR（CDCl3）δ2.1（m，2H），2.6（s，3H），2.7（m，2H），4.1（m，2H），6.9（s，1H），7.4（m，2H），7.8（m，2H）.
实施例6
3-（3，4-二甲基苯基）-1-（4，6-二甲基-2-嘧啶基）-1，4，5，6-四氢哒嗪的合成
将4，6-二甲基-2-肼基嘧啶（500mg，3.62mmol）溶于7.2ml乙酸中，充氮和搅拌下加入4-氯-1-（3，4-二甲基苯基）-1-丁酮（763mg，3.62mmol），于25℃下搅拌过夜，除去乙酸，残余物溶于稀碳酸氢钠溶液中，用二氯甲烷提取两次，用MgSO干燥，浓缩，得中间体腙，棕色油性固体（1.21g），将部分固体（200mg，0.6mmol）溶于3ml无水THF中，充氮下搅拌，分3部分加入氢化钠（29mg，60%分散体，0.72mmol），25分钟后加入2滴水。用20ml水稀释，用二氯甲烷（4×5ml）提取，并用10ml乙酸乙酯提取。合并有机提取液，用MgSO4干燥，浓缩，残留物经色谱法纯化，得115mg（两步收率65%）标题化合物，固体：
mp 119-120℃.1H NMR（CDCl3）δ2.1（m，2H），2.27（s，3H），2.30（s，3H），2.42（s，6H），2.7（t，2H），4.1（dd，2H），6.49（s，1H），7.1（d，1H），7.55（dd，1H），7.7（d，1H）.
实施例7
2-[3-（3，4-二甲基苯基）-5，6-二氯-1（4H）-哒嗪基]-4-甲基喹唑啉的合成
将2-肼基-4-甲基喹唑啉（500mg，3.34mmol）溶于18ml无水乙腈中，充氮下，加入4-氯-1-（3，4-二甲基苯基）-1-丁酮（770mg，3.67mmol）、丁磺酸（5滴）和3A分子筛（1勺），于25℃搅拌过夜，加入过量的碳酸钾，搅拌过周末，加入二氯甲烷和水，分出有机层，用饱和氯化钠溶液洗，Na2SO4干燥，浓缩，残留物经色谱法纯化，得670mg（62%）标题化合物，黄色固体：
mp 159-161℃.1H NMR（CDCl3）δ2.18（m，2H），2.29（s，3H），2.33（s，3H），2.75（t，2H），2.93（s，3H），4.2（m，2H），7.15（d，1H），7.3（m，1H），7.6-7.8（m，4H），7.9（d，1H）
实施例8
2-[3-（4-氯苯基）-5，6-二氢-1（4H）-哒嗪基]-4-甲基喹唑啉的合成
将2-肼基-4-甲基喹唑啉（300mg，2.0mmol）溶于15ml无水乙腈中，充氮下加入4-氯-1-（4-氯苯基）-1-丁酮（0.48g，2.2mmol）和丁磺酸（3滴），于25℃搅拌过夜，过滤，用己烷洗固体，得0.35g（53%）标题化合物：
mp 248-252℃.1H NMR（CDCl3）δ2.22（m，2H），2.9（t，2H），2.99（s，3H），4.3（m，2H），7.5（m，4H），7.95（d，2H），8.45（d，2H）.
实施例9
3-（3，4-二甲基苯基）-1-（4，6-二甲基-2-嘧啶基）六氢哒嗪的合成
于0℃，将1-（4，6-二甲基-2-嘧啶基）-3-（3，4-二甲基苯基）-1，4，5，6-四氢哒嗪（0.30g，1.02mmol）的无水1，2-二甲氧基乙烷（5ml）溶液滴入氯化钛（IV）（1.5mmol，1.5ml）、硼氢化钠（3.06mmol，0.12g）和10ml 1，2-二甲氧基乙烷的混合物中，升温至室温，并搅拌16小时，用水终止反应，用饱和碳酸氢钠水溶液碱化反应液，用二氯甲烷提取3次，合并有机层，用盐水洗，Na2SO4干燥，浓缩，于硅胶柱上闪层析，得210mg目标产物，油状物：
1H NMR（CDCl3）δ7.25（s，1H），7.17（m，2H），6.4（bs，1H），6.22（s，1H），4.8（m，1H），3.7（m，1H），3.2（m，1H），2.28（s，3H），2.27（s，9H），1.9（m，2H），1.8（m，1H），1.7（m，1H）.
实施例10
3-（4-氯苯基）-1-（4，6-二甲基-2-嘧啶基）-1，4，5，6-四氢哒嗪与氯化锌的配合物的合成
将3-（4-氯苯基）-1-（4，6-二甲基-2-嘧啶基）-1，4，5，6-四氢哒嗪（302mg，1.00mmol）溶于5ml乙醚和5ml四氢呋喃中，室温下，用1.0ml 1.0M ZnCl2的乙醚溶液处理，加ZnCl2乙醚液的同时，有白色结晶性沉淀生成，室温下搅拌18小时，真空浓缩，得0.46g白色结晶性固体，m.p.231-232℃。将其于二氯甲烷中结晶，得白色针状结晶：
1H NMR（CDCl3，400MHz）：7.78（d，8.5Hz，2H）;7.52（d，8.5Hz，2H）;6.71（s，1H）;4.31-4.25（m，2H）;2.92（t，6.4Hz，2H）;2.66（s，3H）;2.48（s，3H）;2.26-2.16（m，2H）.
实施例11
3-（4-氯苯基）-1-（4，6-二甲基-2-嘧啶基）-1，4，5，6-四氢哒嗪与氯化铜（II）的配合物的合成
将401mg（1.33mmol）3-（4-氯苯基）-1-（4，6-二甲基-2-嘧啶基）-1，4，5，6-四氢哒嗪的四氢呋喃（8ml）溶液用179mg无水CuCl的无水甲醇（4ml）溶液处理，反应混合物立即呈深橄榄绿色，室温下搅拌18小时，真空浓缩，残留物用乙醚研磨几次，每次用真空浓缩，共得0.55g自由流动的绿宝石绿固体，m.p.135-138℃。于二氯甲烷中结晶，得绿宝石绿棱晶体。
本发明化合物的实例示于表1-35中，专业人员知道：这些化合物很容易被转变成它们的酸加成盐。表1-35化合物举例说明最宽的方法权利要求的界限。表中所列的某些化合物超出了本发明化合物权利要求的范围。表1-35中采用下列缩写：
t-叔 MeO-甲氧基
s-仲 i-PrO-异丙氧基
n-正 EtS-乙硫基
i-异 sec-BuS-仲丁硫基
c-环 CN-氰基
Me-甲基 TMS-三甲基甲硅烷基
Et-乙基 Ac-乙酰基
Pr-丙基 MeS（O）-甲亚磺酰基
Bu-丁基 MeS（O）-甲磺酰基
Pent-戊基 di-二
Hex-己基 naphthalenyl-萘基
Ph-苯基 Furanyl-呋喃基
Bzl-苄基 thienyl-噻吩基
i-Pr-异丙基 pieridino-哌啶子基
t-Bu-叔丁基 pyridyl-吡啶基
n-Bu-正丁基 indanyl-2，3-茚基
c-Pr-环丙基 ph-S-苯硫基
c-Hex-环己基 ph-O-苯氧基
sec-Bu-仲丁基
表1
R7=H;R3=Me;R4=Me
R1R5R6R1R5R6
H H H H H 4-F
H F H H F 4-F
H Cl H H Cl 4-F
H Me H H Me 4-F
H CF3CH2O H H CF3CH2O 4-F
H CF3H H CF34-F
H MeO H H MeO 4-F
H H 4-Cl Me H H
Me F 5-F Me F H
Me Cl 5-Cl Me Cl H
Me Me 4-F Me Me H
Me CF3CH2O 4-F Me CF3CH2O H
Me CF34-F Me CF3H
Me MeO 4-F Me MeO H
H H 3-CF3Et H H
H F 6-F Et F H
H Cl 6-Cl Et Cl H
H Me 6-Me Et Me H
R7=H;R3=Me;R4=Me
R1R5R6R1R5R6
H CF3CH2O 6-Me Et CF3CH2O H
H CF36-Me Et CF3H
H MeO 6-MeO Et MeO H
H H 4-Br i-Pr H H
Me F 6-F i-Pr F H
Me Cl 6-Cl i-Pr Cl H
Me Me 6-Me i-Pr Me H
n-Pr CF3CH2O H i-Pr CF3CH2O H
t-Bu CF3H i-Pr CF3H
sec-Bu MeO H i-Pr MeO H
H HCF2O H H HCF2O 6-HCF2O
H Br H H I H
H t-BuO H H EtO H
H H 4-NMe2Me H 4-NEt2
H H 4-piperidino Me H 4-吡咯烷基
R7=H;R3=Me;R4=H
R1R5R6R1R5R6
H H H H H 4-F
H F H H F 4-F
H Cl H H Cl 4-F
H Me H H Me 4-F
H CF3CH2O H H CF3CH2O 4-F
H CF3H H CF34-F
H MeO H H MeO 4-F
H H 4-Cl Me H H
Me F 5-F Me F H
Me Cl 5-Cl Me Cl H
Me Me 4-F Me Me H
R7=H;R3=Me;R4=H
R1R5R6R1R5R6
Me CF3CH2O 4-F Me CF3CH2O H
Me CF34-F Me CF3H
Me MeO 4-F Me MeO H
H H 3-CF3Et H H
H F 6-F Et F H
H Cl 6-Cl Et Cl H
H Me 6-Me Et Me H
H CF3CH2O 6-Me Et CF3CH2O H
H CF36-Me Et CF3H
H MeO 6-MeO Et MeO H
H H 4-Br i-Pr H H
Me F 6-F i-Pr F H
Me Cl 6-Cl i-Pr Cl H
Me Me 6-Me i-Pr Me H
n-Pr CF3CH2O H i-Pr CF3CH2O H
t-Bu CF3H i-Pr CF3H
sec-Bu MeO H i-Pr MeO H
H NO26-Cl Me CN 6-CN
H Br 6-Br Me MeS(O)24-F
H HCF2O 4-MeO Me i-Pr H
R7=H;R3=H;R4=H
R1R5R6R1R5R6
H H H H H 4-F
H F H H F 4-F
H Cl H H Cl 4-F
H Me H H Me 4-F
H CF3CH2O H H CF3CH2O 4-F
H CF3H H CF34-F
R7=H;R3=H;R4=H
R1R5R6R1R5R6
H MeO H H MeO 4-F
H H 4-Cl Me H H
Me F 5-F Me F H
Me Cl 5-Cl Me Cl H
Me Me 4-F Me Me H
Me CF3CH2O 4-F Me CF3CH2O H
Me CF34-F Me CF3H
Me MeO 4-F Me MeO H
H H 3-CF3Et H H
H F 6-F Et F H
H Cl 6-Cl Et Cl H
H Me 6-Me Et Me H
H CF3CH2O 6-Me Et CF3CH2O H
H CF36-Me Et CF3H
H MeO 6-MeO Et MeO H
H H 4-Br i-Pr H H
Me F 6-F i-Pr F H
Me Cl 6-Cl i-Pr Cl H
Me Me 6-Me i-Pr Me H
n-Pr CF3CH2O H i-Pr CF3CH2O H
t-Bu CF3H i-Pr CF3H
sec-Bu MeO H i-Pr MeO H
Me t-Bu H H TMS 6-Me
Me i-PrO H H TMS 4-F
Me CF3CF2CF2H H TMS 5-CF3
R1=H;R3和R4是Me R1,R3和R4=Me
R5R6R7R5R6R7
H 4-Cl 5-Cl Cl 4-Cl 6-Cl
H 4-F 6-sec-Bu Cl 4-Cl 6-MeO
H 4-Et 5-I Cl 3-Me 4-Cl
R1=H;R3和R4是Me R1,R3和R4=Me
R5R6R7R5R6R7
H 3-F 6-CF3CH2O Cl 3-CF35-CF3
H 4-Me 6-CF3CF2Cl 4-MeO 5-t-BuO
H 4-Br 6-n-BuO Cl 3-n-Bu 4-Me
Me 4-Me 6-Me TMS H H
Me 4-F 6-Me TMS H 4-F
Me 4-t-Bu 6-t-Bu TMS H 6-Me
Me 4-CF36-Cl TMS H 6-MeO
Me 3-Me 5-Br TMS H 6-Cl
Me 5-i-Pr 6-MeO TMS H 6-HCF2O
t-Bu 6-t-Bu H Br 6-Br H
t-Bu 4-t-BuO H NMe2H H
t-Bu H H CONHEt H H
CF3(CH2)3O H H CN H H
CF3(CF2)2H H 4-F-Ph H H
(CF3)2CH H H 2-MePh H H
sec-BuS H H NO26-Me H
MeS 6-MeS H 4-Me-PhO H H
EtS 4-F H PhS H H
MeS(O) H H CO2H 3-MeO H
i-Prs(O) H H CO2H H H
t-BuS(O)2H H HC≡C H H
MeS(O)2H H MeC≡C H H
CH2=CH H H MeC≡CCH2O 4-F H
CH2=C(CH3)CH2H H t-BuO H H
CH2=CHCH2O H H n-PrO H H
MeOCH2CH2H H EtO 5-EtO H
MeO2C H H Ac H H
MeOCH2O H H sec-BuCO H H
R4=Me;R6和R7和H R1,R6和R7和H
R1R3R5R3R4R5
H c-Pr H c-Pr c-Pr H
H c-Pr F c-Pr c-Pr F
H c-Pr Cl c-Pr c-Pr Cl
H c-Pr Me c-Pr c-Pr Me
H c-Pr CF3CH2O c-Pr CH3C≡C CF3CH2O
H c-Pr CF3c-Pr CH3C≡C CF3
H c-Pr MeO c-Pr CH3C≡C MeO
Me MeC≡C H c-Pr CF3H
Me MeC≡C F c-Pr CF3F
Me MeC≡C Cl c-Pr CF3Cl
Me MeC≡C Me c-Pr CH3OCH2Me
Me MeC≡C CF3CH2O c-Pr CF3CH2O CF3CH2O
Me Cl CF3c-Pr MeS CF3
Me CF2Cl MeO c-Pr CH2=C(Et) MeO
i-Pr CF3H c-Pr CH2=CHCH2H
i-Pr sec-Bu F c-Pr t-BuO F
i-Pr CF3Cl c-Pr HCF2O Cl
i-Pr CF3Me c-Pr CH2=CHCH2O Me
i-Pr CF3CF3CH2O c-Pr MeC≡CCH2O CF3CH2O
i-Pr Et CF3c-Pr NMe2CF3
i-Pr MeO MeO c-Pr NHEt MeO
Et c-Pr H Cl Cl H
Et MeC≡C F Cl Cl F
Et CH2F Cl Cl Cl Cl
Et CF3CH2O Me Cl Cl Me
Et i-Pr CF3CH2O CH3C≡C Cl CF3CH2O
Et n-Bu CF3CH3C≡C F CF3
Et HC≡CCH2O MeO CH3C≡C CH3OCH2MeO
t-Bu Br Cl OCF3sec-Bu Cl
Ph CF3(CF2)3Me OCF3Br Me
Bzl sec-BuS CF3CH2O OCF3i-Pr CF3CH2O
Me NH2H NH2NH2H
Me NMe2H NMe2NMe2H
Me 4-NEt2H Me NH2H
Me 4-piperidino H Me NEt2H
表2
R1,R2,和R3和H; R1和R2和H;R3=4-Me;
R4=Me R4=Me
E E
1-naphthalenyl 1-naphthalenyl
2-furanyl 2-furanyl
2-naphthalenyl 2-naphthalenyl
3-thienyl 3-thienyl
2,5-di-Me -3-furanyl 2,5-diMe -3-furanyl
2,5-di-Me-3-thienyl 2,5-diMe -3-thienyl
4-Me-pho- 4-Me-pho-
2-Cl-pho- 2-Cl-pho-
2,6-二甲基苯氧基 2,6-diMe-Pho-
3-Me-PhS- 4-CN-PhS-
PhNH- 4-Me-PhNH-
Bzl Cl
Et n-hex
sec-Bu Me
c-pr c-hex
顺式-2-甲基环庚烷基 CF3CH2CH2
sec-BuS- n-BuO
CF3CH2O Cl(CH2)5O
5-Me -2-thienyl 4- Me -3-furanyl
5-Me -2-pyridyl 2- Me -3-pyridyl
R1,R2和R3和H;R4=Me R1和R2和H;R3=4-Me;
R4=Me
E E
4-pyridyl 4- Cl -3-pyridyl
2-indanyl 2-indanyl
2-四氢- naphthalenyl 2-四氢- naphthalenyl
R1,R2,R3和R4和H R1和R4和Me;R3=4-Me;
R2=H
E E
1-naphthalenyl 1-naphthalenyl
2-furanyl 2-furanyl
3-thienyl 3-thienyl
3-pyridyl 3-pyridyl
R3=4-Me;R4=Me R3=H;R4=Me
R1R2E R1R2E
H 5-Me Ph H 5-Et Ph
H 5-i-Pr 2-Me-Ph H 5-sec-Bu 2-Me-Ph
H 5-n-Bu 2-Cl-Ph H 5-CF3(CF2)32-Cl-Ph
H 5-CN 2-MeO-Ph H 5-t-Bu 2-MeO-Ph
H 5-CF32-CF3CH2O-Ph H 5-FCH22-CF3CH2O-Ph
H 5-CF3CH21-naphthalenyl H 5-n-Pr 1-naphthalenyl
i-Pr 5-Me Ph Me 4-Me Ph
i-Pr 5-Me 2-Me-Ph Me 4-Me 2-Me-Ph
R3＝4-Me;R4＝Me
R1R2E
i-Pr 5-Me 2-Cl-Ph
i-Pr 5-Me 2-MeO-Ph
i-Pr 5-Me 2-CF3CH2O-Ph
Cl H Ph
F H 2-Me-Ph
CF3CF2H 2-Cl-Ph
CH2＝CHCH2H 2-MeO-Ph
CO2Me H 2-CF3CH2O-Ph
2-Me-Ph H Me
Bzl H Ph
2-naphthalenyl H n-Bu
3-thienyl H CF3CF2
3-pyridyl H Me
CN 5-Me Ph
t-Bu 5-Me 2-Me-Ph
ClCH25-Me 2-Cl-Ph
Et 5-Me 2-MeO-Ph
n-Pr 5-Me 2-CF3CH2O-Ph
Me 4-Me 2-CF3-Ph
i-Pr 4-Me 2-CF3-Ph
CF34-CF32-CF3-Ph
Me 4-Me 2-TMS-Ph
H 5-OH Ph
H 5-MeO 4-Me-Ph
H 5-OC（O）Me 4-Cl-Ph
H 5-OC（O）NHMe Ph
R3＝H;R4＝Me
R1R2E
Me 4-Me 2-Cl-Ph
Me 4-Me 2-MeO-Ph
Me 4-Me 2-CF3CH2O-Ph
Br H Ph
CN H 2-Me-Ph
Ac H 2-Cl-Ph
CH3C≡CCH2H 2-MeO-Ph
CO2Et H 2-CF3CH2O-Ph
4-Cl-Ph H Ph
5-Me-3-furyl H i-Pr
EtCO H 2-Cl-Ph
2-furyl 4-Me CF3
Ph 5-Me Me
CN 4-Me Ph
t-Bu 4-Me 2-Me-Ph
FCH24-Me 2-Cl-Ph
Et 4-Me 2-MeO-Ph
Cl(CH2)44-Me 2-CF3CH2O-Ph
Me 4-Me 2-CF3-Ph
i-Pr 5-CN 2-CF3-Ph
CF35-Me 2-CF3-Ph
i-Pr 4-Me 2-TMS-Ph
H 5-OH Ph
H 5-MeO 4-Me-Ph
H 5-OC(O)Me 4-Cl-Ph
H 5-OC(O)NHEt Ph
表3
R7=H;R3=H;R4=H;Y=CH
R1R5R6R1R5R6
H H H H H 4-F
H F H H F 4-F
H Cl H H Cl 4-F
H Me H H Me 4-F
H CF3CH2O H H CF3CH2O 4-F
H CF3H H CF34-F
H MeO H H MeO 4-F
H H 4-Cl Me H H
Me F 5-F Me F H
Me Cl 5-Cl Me Cl H
Me Me 4-F Me Me H
Me CF3CH2O 4-F Me CF3CH2O H
Me CF34-F Me CF3H
Me MeO 4-F Me MeO H
H H 3-CF3Et H H
H F 6-F Et F H
H Cl 6-Cl Et Cl H
R7=H;R3=H;R4=H;Y=CH
R1R5R6R1R5R6
H Me 6-Me Et Me H
H CF3CH2O 6-Me Et CF3CH2O H
H CF36-Me Et CF3H
H MeO 6-MeO Et MeO H
H H 4-Br i-Pr H H
Me F 6-F i-Pr F H
Me Cl 6-Cl i-Pr Cl H
Me Me 6-Me i-Pr Me H
n-Pr CF3CH2O H i-Pr CF3CH2O H
t-Bu CF3H i-Pr CF3H
sec-Bu MeO H i-Pr MeO H
H HCF2O H H HCF2O 6-HCF2O
H Br H H I H
H t-BuO H H EtO H
R7=H;R3=H;R4=Me;Y=CH
R1R5R6R1R5R6
H H H H H 4-F
H F H H F 4-F
H Cl H H Cl 4-F
H Me H H Me 4-F
H CF3CH2O H H CF3CH2O 4-F
H CF3H H CF34-F
H MeO H H MeO 4-F
H H 4-Cl Me H H
Me F 5-F Me F H
Me Cl 5-Cl Me Cl H
Me Me 4-F Me Me H
Me CF3CH2O 4-F Me CF3CH2O H
Me CF34-F Me CF3H
R7=H;R3=H;R4=Me;Y=CH
R1R5R6R1R5R6
Me MeO 4-F Me MeO H
H H 3-CF3Et H H
H F 6-F Et F H
H Cl 6-Cl Et Cl H
H Me 6-Me Et Me H
H CF3CH2O 6-Me Et CF3CH2O H
H CF36-Me Et CF3H
H MeO 6-MeO Et MeO H
H H 4-Br i-Pr H H
Me F 6-F i-Pr F H
Me Cl 6-Cl i-Pr Cl H
Me Me 6-Me i-Pr Me H
n-Pr CF3CH2O H i-Pr CF3CH2O H
t-Bu CF3H i-Pr CF3H
sec-Bu MeO H i-Pr MeO H
H HCF2O H H HCF2O 6-HCF2O
H Br H H I H
H t-BuO H H EtO H
R7=H;R3=4-Me;R4=Me;Y=N
R1R5R6R1R5R6
H H H H H 4-F
H F H H F 4-F
H Cl H H Cl 4-F
H Me H H Me 4-F
H CF3CH2O H H CF3CH2O 4-F
H CF3H H CF34-F
H MeO H H MeO 4-F
H H 4-Cl Me H H
Me F 5-F Me F H
Me Cl 5-Cl Me Cl H
Me Me 4-F Me Me H
R7=H;R3=4-Me;R4=Me;Y=N
R1R5R6R1R5R6
Me CF3CH2O 4-F Me CF3CH2O H
Me CF34-F Me CF3H
Me MeO 4-F Me MeO H
H H 3-CF3Et H H
H F 6-F Et F H
H Cl 6-Cl Et Cl H
H Me 6-Me Et Me H
H CF3CH2O 6-Me Et CF3CH2O H
H CF36-Me Et CF3H
H MeO 6-MeO Et MeO H
H H 4-Br i-Pr H H
Me F 6-F i-Pr F H
Me Cl 6-Cl i-Pr Cl H
Me Me 6-Me i-Pr Me H
n-Pr CF3CH2O H i-Pr CF3CH2O H
t-Bu CF3H i-Pr CF3H
sec-Bu MeO H i-Pr MeO H
H HCF2O H H HCF2O 6-HCF2O
H Br H H Br H
H t-BuO H H t-BuO H
R4=Me;R6和R7和H R1,R6,和R7和H;Y=N
Y=CH
R1R3R5R3R4R5
H 4-c-Pr H 4-c-Pr c-Pr H
H 4-c-Pr F 4-c-Pr c-Pr F
H 4-c-Pr Cl 4-c-Pr c-Pr Cl
H 4-c-Pr Me 4-c-Pr c-Pr Me
H 4-c-Pr CF3CH2O 4-c-Pr CH3C≡C CF3CH2O
H 4-c-Pr CF34-c-Pr CH3C≡C CF3
H 4-c-Pr MeO 4-c-Pr CH3C≡C MeO
R4=Me;R6和R7和H R1,R6,和R7和H;Y=N
Y=CH
R1R3R5R3R4R5
Me 4-MeC≡C H 4-c-Pr CF3H
Me 4-MeC≡C F 4-c-Pr CF3F
Me 4-MeC≡C Cl 4-c-Pr CF3Cl
Me 4-MeC≡C Me 4-c-Pr CH3OCH2Me
Me 4-MeC≡C CF3CH2O 4-c-Pr CF3CH2O CF3CH2O
Me 5-Cl CF34-c-Pr MeS CF3
Me 4-CF2Cl MeO 4-c-Pr CH2=C(Et) MeO
i-Pr 5-CF3H 4-c-Pr CH2=CHCH2H
i-Pr 4-sec-Bu F 4-c-Pr t-BuO F
i-Pr 4-CF3Cl 4-c-Pr HCF2O Cl
i-Pr 4-CF3Me 4-c-Pr CH2=CHCH2O Me
i-Pr 4-CF3CF3CH2O 4-c-Pr MeC≡CCH2O CF3CH2O
i-Pr 5-Et CF34-c-Pr NMe2CF3
i-Pr 4-MeO MeO 4-c-Pr NHEt MeO
Et 4-c-Pr H 4-Cl Cl H
Et 3-MeC≡C F 4-Cl Cl F
Et 4-CH2F Cl 4-Cl Cl Cl
Et 4-CF3CH2O Me 4-Cl Cl Me
Et 4-i-Pr CF3CH2O 4-CH3C≡C Cl CF3CH2O
Et 4-n-Bu CF34-CH3C≡C F CF3
Et 4-HC≡CCH2O MeO 4-CH3C≡C CH3OCH2MeO
t-Bu 3-Br Cl 4-OCF3sec-Bu Cl
Ph 4-CF3(CF2)3Me 4-OCF3Br Me
Bzl 4-sec-BuS CF3CH2O 4-OCF3i-Pr CF3CH2O
表4
R1,R2,和R3=H; R1和R2=H;R3=4-Me;
R4=Me;Y=CH R4=Me;Y=N
E E
1-naphthalenyl 1-naphthalenyl
2-furanyl 2-furanyl
2-naphthalenyl 2-naphthalenyl
3-thienyl 3-thienyl
2,5-di-Me -3-furanyl 2,5-diMe -3-furanyl
2,5-di-Me -3-thienyl 2,5-diMe -3-thienyl
4-Me-pho- 4-Me-pho-
2-Cl-pho- 2-Cl-pho-
2,6-二甲基苯氧基 2,6-diMe-Pho-
3-Me-PhS- 4-CN-PhS-
PhNH- 4-Me-PhNH-
Bzl Cl
Et n-hex
sec-Bu Me
c-pr c-Hex
顺式-2-甲基环庚烷基 CF3CH2CH2
sec-BuS- n-BuO
CF3CH2O Cl(CH2)5O
5-Me -2-thienyl 4- Me -3-furanyl
5-Me -2-pyridyl 2- Me -3-pyridyl
R1,R2,R3和R4和H; R1和R4和Me;R3=4-Me;
Y=CH R2=H;Y=N
E E
4-pyridyl 4-Cl -3-pyridyl
2-indanyl 2-indanyl
2-四氢- naphthalenyl 2-四氢 naphthalenyl
R1,R2,R3和R4和H; R1和R4和Me;R3=4-Me;
Y=CH R2=H;Y=N
E E
1-naphthalenyl 1-naphthalenyl
2-furanyl 2-furanyl
3-thienyl 3-thienyl
3-pyridyl 3-pyridyl
表5
R2=H;R3=Me;R4=Me;R7=H;R18=H
R1R5R6R1R5R6
H H H Me 4-Et H
H 4-NMe2H Me 4-i-Pr H
H 4-Me H Me 4-Cl H
H 4-Et H Me 4-MeO H
H 4-n-Pr H Me 4-EtO H
H 4-i-Pr H Me 4-CF3H
H 4-n-Bu H Et H H
H 4-sec-Bu H H 3-NMe2H
H 4-i-Bu H H 3-Me H
H 4-t-Bu H H 3-Et H
H 4-Cl H H 3-n-Pr H
H 4-Br H H 3-i-Pr H
H 4-F H H 3-n-Bu H
H 4-OH H H 3-Cl H
H 4-MeO H H 3-Br H
H 4-EtO H H 3-F H
H 4-CF3H H 3-OH H
H 4-CF3CH2O H H 3-MeO H
Me H H H 3-EtO H
Me 4-Me H H 3-CF3H
R2=H;R3=Me;R4=Me;R7=H;R18=H
R1R5R6R1R5R6
H 3-CF3CH2O H H 2-Me 5-Me
Me 3-Me H H 3-Me 4-Me
Me 3-Et H H 2-Et 4-Et
Me 3-i-Pr H H 2-Et 5-Et
Me 3-Cl H H 3-Et 4-Et
Me 3-MeO H H 2-Me 5-t-Bu
Me 3-EtO H H 2-Cl 4-Cl
Me 3-CF3H H 2-Cl 5-Cl
Et 3-Me H Et 3-MeO H
Et 3-Et H Et 3-EtO H
Et 3-i-Pr H Et CF3H
Et 3-Cl H Me 2-Me 4-Me
Et 4-Me H Me 2-Me 5-Me
Et 4-Et H Me 3-Me 4-Me
Et 4-i-Pr H Me 2-Et 4-Et
Et 4-Cl H Me 2-Et 5-Et
Et 4-MeO H Me 3-Et 4-Et
Et 4-EtO H Me 2-Me 5-t-Bu
Et 4-CF3H Et 2-Me 4-Me
H 2-Me H Et 2-Me 5-Me
H 2-Et H Et 3-Me 4-Me
H 2-Cl H Et 2-Et 4-Et
H 2-F H Et 2-Et 5-Et
H 2-OH H Et 3-Et 4-Et
Me 2-Me H H 4-Ph H
Me 2-Cl H H 4-PhO H
Me 2-F H H 4-c-Hex H
Et 2-Me H H 4-Hex H
Et 2-Cl H H 4-n-Amyl H
Et 2-F H Me 4-Ph H
H 2-Me 4-Me Me 4-PhO H
R2=H;R3=Me;R4=Me;R7=H;R18=H
R1R5R6R1R5R6
Me 4-c-Hex H H 3-NH2H
Me 4-Hex H H 4-NH2H
Me 4-n-Amyl H Me 3-NH2H
H 3-Cl 4-Cl Me 4-NH2H
Me 2-Cl 4-Cl Et 3-NH2H
Me 2-Cl 5-Cl Et 4-NH2H
Me 3-Cl 4-Cl n-Pr 4-NMe2H
Et 2-Cl 4-Cl n-Pr 4-Me H
Et 2-Cl 5-Cl n-Pr 4-Et H
Et 3-Cl 4-Cl n-Pr 4-n-Pr H
H 2-MeO 4-MeO n-Pr 4-Cl H
H 3-MeO 5-MeO n-Pr 4-F H
H 3-MeO 4-MeO n-Pr 4-Br H
Me 2-MeO 4-MeO n-Pr 4-MeO H
Me 3-MeO 5-MeO n-Pr 4-EtO H
Me 3-MeO 4-MeO n-Pr 4-CF3H
Et 2-MeO 4-MeO n-Pr 4-CF3CH2O H
Et 3-MeO 5-MeO n-Pr 3-NMe2H
Et 3-MeO 4-MeO n-Pr 3-Me H
H 3-Br 5-Br n-Pr 3-Et H
Me 3-Br 5-Br n-Pr 3-n-Pr H
Et 3-Br 5-Br n-Pr 3-Cl H
H 3-Me 5-Me n-Pr 3-F H
Me 3-Me 5-Me n-Pr 3-Br H
Et 3-Me 5-Me n-Pr 3-MeO H
H 3-Cl 4-MeO n-Pr 3-EtO H
Me 3-Cl 4-MeO n-Pr 3-CF3H
Et 3-Cl 4-MeO n-Pr 3-CF3CH2O H
Me 4-NMe2H n-Pr 3-Me 4-Me
Me 3-NMe2H n-Pr 3-Me 5-Me
Et 4-NMe2H n-Pr 3-Cl 4-Cl
Et 3-NMe2H n-Pr 3-MeO 4-MeO
R2=H;R3=Me;R4=Me;R7=H;R18=H
R1R5R6R1R5R6
n-Pr 3-MeO 5-MeO i-Pr 4-MeO H
n-Pr H H i-Pr 4-EtO H
n-Bu H H i-Pr 4-CF3H
n-Bu 4-Me H i-Pr 4-CF3CH2O H
n-Bu 4-Et H i-Pr 3-Me 4-Me
n-Bu 4-n-Pr H i-Pr 3-Me 5-Me
n-Bu 4-i-Pr H i-Pr 3-Cl 4-Cl
n-Bu 4-Cl H i-Pr 3-MeO 4-MeO
n-Bu 4-F H i-Pr 3-MeO 5-MeO
n-Bu 4-Br H H 4-TMS H
n-Bu 4-MeO H H 4-I H
n-Bu 4-EtO H H 4-t-BuO H
n-Bu 4-CF3H H 4-CF3(CH2)3O H
n-Bu 4-CF3CH2O H H 4-CF3(CF2)2H
n-Bu 3-Me H H 4-(CF3)2CH H
n-Bu 3-Et H H 4-CH3CHClCH H
n-Bu 3-n-Pr H Me 4-TMS H
n-Bu 3-Cl H Me 4-I H
n-Bu 3-F H Me 4-t-BuO H
n-Bu 3-MeO H Me 4-CF3(CH2)3O H
n-Bu 3-EtO H H 4-MeS H
n-Bu 3-CF3H H 4-EtS H
n-Bu 3-CF3CH2O H H 4-MeS(O) H
i-Pr H H H 4-i-PrS(O) H
i-Pr 4-Me H H 4-MeS(O)2H
i-Pr 4-Et H H 4-CH2=CH H
i-Pr 4-n-Pr H H 4-CH2=C(CH3)CH2) H
i-Pr 4-i-Pr H H 4-CH2=CHCH2O H
i-Pr 4-Cl H H 4-MeOCH2CH2H
i-Pr 4-F H H 4-MeOCH2O H
i-Pr 4-Br H
R2=H;R3=Me;R4=c-Pr;R7=H;R18=H
R1R5R6R1R5R6
H H H H 3-Cl H
H 4-NMe2H H 3-Br H
H 4-Me H H 3-F H
H 4-Et H H 3-OH H
H 4-n-Pr H H 3-MeO H
H 4-i-Pr H H 3-EtO H
H 4-n-Bu H H 3-CF3H
H 4-sec-Bu H H 3-CF3CH2O H
H 4-i-Bu H Me 3-Me H
H 4-t-Bu H Me 3-Et H
H 4-Cl H Me 3-i-Pr H
H 4-Br H Me 3-Cl H
H 4-F H Me 3-MeO H
H 4-OH H Me 3-EtO H
H 4-MeO H Me 3-CF3H
H 4-EtO H Et 3-Me H
H 4-CF3H Et 3-Et H
H 4-CF3CH2O H Et 3-i-Pr H
Me H H Et 3-Cl H
Me 4-Me H Et 4-Me H
Me 4-Et H Et 4-Et H
Me 4-i-Pr H Et 4-i-Pr H
Me 4-Cl H Et 4-Cl H
Me 4-MeO H Et 4-MeO H
Me 4-EtO H Et 4-EtO H
Me 4-CF3H Et 4-CF3H
Et H H H 2-Me H
H 3-NMe2H H 2-Et H
H 3-Me H H 2-Cl H
H 3-Et H H 2-F H
H 3-n-Pr H H 2-OH H
H 3-i-Pr H Me 2-Me H
R2=H;R3=Me;R4=c-Pr;R7=H;R18=H
R1R5R6R1R5R6
H 3-n-Bu H Me 2-Cl H
Me 2-F H H 4-Hex H
Et 2-Me H H 4-n-Amyl H
Et 2-Cl H Me 4-Ph H
Et 2-F H Me 4-PhO H
H 2-Me 4-Me Me 4-c-Hex H
H 2-Me 5-Me Me 4-Hex H
H 3-Me 4-Me Me 4-n-Amyl H
H 2-Et 4-Et H 3-Cl 4-Cl
H 2-Et 5-Et Me 2-Cl 4-Cl
H 3-Et 4-Et Me 2-Cl 5-Cl
H 2-Me 5-t-Bu Me 3-Cl 4-Cl
H 2-Cl 4-Cl Et 2-Cl 4-Cl
H 2-Cl 5-Cl Et 2-Cl 5-Cl
Et 3-MeO H Et 3-Cl 4-Cl
Et 3-EtO H H 2-MeO 4-MeO
Et 3-CF3H H 3-MeO 5-MeO
Me 2-Me 4-Me H 3-MeO 4-MeO
Me 2-Me 5-Me Me 2-MeO 4-MeO
Me 3-Me 4-Me Me 3-MeO 5-MeO
Me 2-Et 4-Et Me 3-MeO 4-MeO
Me 2-Et 5-Et Et 2-MeO 4-MeO
Me 3-Et 4-Et Et 3-MeO 5-MeO
Me 2-Me 5-t-Bu Et 3-MeO 4-MeO
Et 2-Me 4-Me H 3-Br 5-Br
Et 2-Me 5-Me Me 3-Br 5-Br
Et 3-Me 4-Me Et 3-Br 5-Br
Et 2-Et 4-Et H 3-Me 5-Me
Et 2-Et 5-Et Me 3-Me 5-Me
Et 3-Et 4-Et Et 3-Me 5-Me
H 4-Ph H H 3-Cl 4-MeO
H 4-PhO H Me 3-Cl 4-MeO
H 4-c-Hex H Et 3-Cl 4-MeO
Me 4-NMe2H n-Pr 3-Me 5-Me
R2=H;R3=Me;R4=c-Pr;R7=H;R18=H
R1R5R6R1R5R6
Me 3-NMe2H n-Pr 3-Cl 4-Cl
Et 4-NMe2H n-Pr 3-MeO 4-MeO
Et 3-NMe2H n-Pr 3-MeO 5-MeO
H 3-NH2H n-Pr H H
H 4-NH2H n-Bu H H
Me 3-NH2H n-Bu 4-Me H
Me 4-NH2H n-Bu 4-Et H
Et 3-NH2H n-Bu 4-n-Pr H
Et 4-NH2H n-Bu 4-i-Pr H
n-Pr 4-NMe2H n-Bu 4-Cl H
n-Pr 4-Me H n-Bu 4-F H
n-Pr 4-Et H n-Bu 4-Br H
n-Pr 4-n-Pr H n-Bu 4-MeO H
n-Pr 4-Cl H n-Bu 4-EtO H
n-Pr 4-F H n-Bu 4-CF3H
n-Pr 4-Br H n-Bu 4-CF3CH2O H
n-Pr 4-MeO H n-Bu 3-Me H
n-Pr 4-EtO H n-Bu 3-Et H
n-Pr 4-CF3H n-Bu 3-n-Pr H
n-Pr 4-CF3CH2O H n-Bu 3-Cl H
n-Pr 3-NMe2H n-Bu 3-F H
n-Pr 3-Me H n-Bu 3-MeO H
n-Pr 3-Et H n-Bu 3-EtO H
n-Pr 3-n-Pr H n-Bu 3-CF3H
n-Pr 3-Cl H n-Bu 3-CF3CH2O H
n-Pr 3-F H i-Pr H H
n-Pr 3-Br H i-Pr 4-Me H
n-Pr 3-MeO H i-Pr 4-Et H
n-Pr 3-EtO H i-Pr 4-n-Pr H
n-Pr 3-CF3H i-Pr 4-i-Pr H
n-Pr 3-CF3CH2O H i-Pr 4-Cl H
n-Pr 3-Me 4-Me i-Pr 4-F H
R2=H;R3=Me;R4=c-Pr;R7=H;R18=H
R1R5R6R1R5R6
i-Pr 4-Br H H CH3CHClCH H
i-Pr 4-MeO H Me 4-TMS H
i-Pr 4-EtO H Me 4-I H
i-Pr 4-CF3H Me 4-t-BuO H
i-Pr 4-CF3CH2O H Me 4-CF3(CH2)3O H
i-Pr 3-Me 4-Me H 4-MeS H
i-Pr 3-Me 5-Me H 4-EtS H
i-Pr 3-Cl 4-Cl H 4-MeS(O) H
i-Pr 3-MeO 4-MeO H 4-i-PrS(O) H
i-Pr 3-MeO 5-MeO H 4-MeS(O)2H
H 4-TMS H H 4-CH2=CH H
H 4-I H H 4-CH2=C(CH3)CH2) H
H 4-t-BuO H H 4-CH2=CHCH2O H
H 4-CF3(CH2)3O H H 4-MeOCH2CH2H
H 4-CF3(CF2)2H H 4-MeOCH2O H
H 4-(CF3)2CH H
R2=H;R3=Me;R4=Et;R7=H;R18=H
R1R5R6R1R5R6
H H H H 4-F H
H 4-NMe2H H 4-OH H
H 4-Me H H 4-MeO H
H 4-Et H H 4-EtO H
H 4-n-Pr H H 4-CF3H
H 4-i-Pr H H 4-CF3CH2O H
H 4-n-Bu H Me H H
H 4-sec-Bu H Me 4-Me H
H 4-i-Bu H Me 4-Et H
H 4-t-Bu H Me 4-i-Pr H
H 4-Cl H Me 4-Cl H
H 4-Br H Me 4-MeO H
Me 4-EtO H Et 4-CF3H
R2=H;R3=Me;R4=Et;R7=H;R18=H
R1R5R6R1R5R6
Me 4-CF3H H 2-Me H
Et H H H 2-Et H
H 3-NMe2H H 2-Cl H
H 3-Me H H 2-F H
H 3-Et H H 2-OH H
H 3-n-Pr H Me 2-Me H
H 3-i-Pr H Me 2-Cl H
H 3-n-Bu H Me 2-F H
H 3-Cl H Et 2-Me H
H 3-Br H Et 2-Cl H
H 3-F H Et 2-F H
H 3-OH H H 2-Me 4-Me
H 3-MeO H H 2-Me 5-Me
H 3-EtO H H 3-Me 4-Me
H 3-CF3H H 2-Et 4-Et
H 3-CF3CH2O H H 2-Et 5-Et
Me 3-Me H H 3-Et 4-Et
Me 3-Et H H 2-Me 5-t-Bu
Me 3-i-Pr H H 2-Cl 4-Cl
Me 3-Cl H H 2-Cl 5-Cl
Me 3-MeO H Et 3-MeO H
Me 3-EtO H Et 3-EtO H
Me 3-CF3H Et CF3H
Et 3-Me H Me 2-Me 4-Me
Et 3-Et H Me 2-Me 5-Me
Et 3-i-Pr H Me 3-Me 4-Me
Et 3-Cl H Me 2-Et 4-Et
Et 4-Me H Me 2-Et 5-Et
Et 4-Et H Me 3-Et 4-Et
Et 4-i-Pr H Me 2-Me 5-t-Bu
Et 4-Cl H Et 2-Me 4-Me
Et 4-MeO H Et 2-Me 5-Me
R2=H;R3=Me;R4=Et;R7=H;R18=H
R1R5R6R1R5R6
Et 4-EtO H Et 3-Me 4-Me
Et 2-Et 4-Et Me 3-Me 5-Me
Et 2-Et 5-Et Et 3-Me 5-Me
Et 3-Et 4-Et H 3-Cl 4-MeO
H 4-Ph H Me 3-Cl 4-MeO
H 4-PhO H Et 3-Cl 4-MeO
H 4-c-Hex H Me 4-NMe2H
H 4-Hex H Me 3-NMe2H
H 4-n-Amyl H Et 4-NMe2H
Me 4-Ph H Et 3-NMe2H
Me 4-PhO H H 3-NH2H
Me 4-c-Hex H H 4-NH2H
Me 4-Hex H Me 3-NH2H
Me 4-n-戊基 H Me 4-NH2H
H 3-Cl 4-Cl Et 3-NH2H
Me 2-Cl 4-Cl Et 4-NH2H
Me 2-Cl 5-Cl n-Pr 4-NMe2H
Me 3-Cl 4-Cl n-Pr 4-Me H
Et 2-Cl 4-Cl n-Pr 4-Et H
Et 2-Cl 5-Cl n-Pr 4-n-Pr H
Et 3-Cl 4-Cl n-Pr 4-Cl H
H 2-MeO 4-MeO n-Pr 4-F H
H 3-MeO 5-MeO n-Pr 4-Br H
H 3-MeO 4-MeO n-Pr 4-MeO H
Me 2-MeO 4-MeO n-Pr 4-EtO H
Me 3-MeO 5-MeO n-Pr 4-CF3H
Me 3-MeO 4-MeO n-Pr 4-CF3CH2O H
Et 2-MeO 4-MeO n-Pr 3-NMe2H
Et 3-MeO 5-MeO n-Pr 3-Me H
Et 3-MeO 4-MeO n-Pr 3-Et H
H 3-Br 5-Br n-Pr 3-n-Pr H
Me 3-Br 5-Br n-Pr 3-Cl H
Et 3-Br 5-Br n-Pr 3-F H
H 3-Me 5-Me n-Pr 3-Br H
R2=H;R3=Me;R4=Et;R7=H;R18=H
R1R5R6R1R5R6
n-Pr 3-MeO H i-Pr 4-i-Pr H
n-Pr 3-EtO H i-Pr 4-Cl H
n-Pr 3-CF3H i-Pr 4-F H
n-Pr 3-CF3CH2O H i-Pr 4-Br H
n-Pr 3-Me 4-Me i-Pr 4-MeO H
n-Pr 3-Me 5-Me i-Pr 4-EtO H
n-Pr 3-Cl 4-Cl i-Pr 4-CF3H
n-Pr 3-MeO 4-MeO i-Pr 4-CF3CH2O H
n-Pr 3-MeO 5-MeO i-Pr 3-Me 4-Me
n-Pr H H i-Pr 3-Me 5-Me
n-Bu H H i-Pr 3-Cl 4-Cl
n-Bu 4-Me H i-Pr 3-MeO 4-MeO
n-Bu 4-Et H i-Pr 3-MeO 5-MeO
n-Bu 4-n-Pr H H 4-TMS H
n-Bu 4-i-Pr H H 4-I H
n-Bu 4-Cl H H 4-t-BuO H
n-Bu 4-F H H 4-CF3(CH2)3O H
n-Bu 4-Br H H 4-CF3(CF2)2H
n-Bu 4-MeO H H 4-(CF3)2CH H
n-Bu 4-EtO H H 4-CH3CHClCH H
n-Bu 4-CF3H Me 4-TMS H
n-Bu 4-CF3CH2O H Me 4-I H
n-Bu 3-Me H Me 4-t-BuO H
n-Bu 3-Et H Me 4-CF3(CH2)3O H
n-Bu 3-n-Pr H H 4-MeS H
n-Bu 3-Cl H H 4-EtS H
n-Bu 3-F H H 4-MeS(O) H
n-Bu 3-MeO H H 4-i-PrS(O) H
n-Bu 3-EtO H H 4-MeS(O)2H
n-Bu 3-CF3H H 4-CH2=CH H
n-Bu 3-CF3CH2O H H 4-CH2=C(CH3)CH2) H
i-Pr H H H 4-CH2=CHCH2O H
i-Pr 4-Me H H 4-MeOCH2CH2H
i-Pr 4-Et H H 4-MeOCH2O H
i-Pr 4-n-Pr H
R2=H;R3=Et;R4=Et;R7=H;R18=H
R1R5R6R1R5R6
H H H H 3-n-Bu H
H 4-NMe2H H 3-Cl H
H 4-Me H H 3-Br H
H 4-Et H H 3-F H
H 4-n-Pr H H 3-OH H
H 4-i-Pr H H 3-MeO H
H 4-n-Bu H H 3-EtO H
H 4-sec-Bu H H 3-CF3H
H 4-i-Bu H H 3-CF3CH2O H
H 4-t-Bu H Me 3-Me H
H 4-Cl H Me 3-Et H
H 4-Br H Me 3-i-Pr H
H 4-F H Me 3-Cl H
H 4-OH H Me 3-MeO H
H 4-MeO H Me 3-EtO H
H 4-EtO H Me 3-CF3H
H 4-CF3H Et 3-Me H
H 4-CF3CH2O H Et 3-Et H
Me H H Et 3-i-Pr H
Me 4-Me H Et 3-Cl H
Me 4-Et H Et 4-Me H
Me 4-i-Pr H Et 4-Et H
Me 4-Cl H Et 4-i-Pr H
Me 4-MeO H Et 4-Cl H
Me 4-EtO H Et 4-MeO H
Me 4-CF3H Et 4-EtO H
Et H H Et 4-CF3H
H 3-NMe2H H 2-Me H
H 3-Me H H 2-Et H
H 3-Et H H 2-Cl H
H 3-n-Pr H H 2-F H
H 3-i-Pr H H 2-OH H
R2=H;R3=Et;R4=Et;R7=H;R18=H
R1R5R6R1R5R6
Me 2-Me H H 4-Ph H
Me 2-Cl H H 4-PhO H
Me 2-F H H 4-c-Hex H
Et 2-Me H H 4-Hex H
Et 2-Cl H H 4-n-戊基 H
Et 2-F H Me 4-Ph H
H 2-Me 4-Me Me 4-PhO H
H 2-Me 5-Me Me 4-c-Hex H
H 3-Me 4-Me Me 4-Hex H
H 2-Et 4-Et Me 4-n-戊基 H
H 2-Et 5-Et H 3-Cl 4-Cl
H 3-Et 4-Et Me 2-Cl 4-Cl
H 2-Me 5-t-Bu Me 2-Cl 5-Cl
H 2-Cl 4-Cl Me 3-Cl 4-Cl
H 2-Cl 5-Cl Et 2-Cl 4-Cl
Et 3-MeO H Et 2-Cl 5-Cl
Et 3-EtO H Et 3-Cl 4-Cl
Et 3-CF3H H 2-MeO 4-MeO
Me 2-Me 4-Me H 3-MeO 5-MeO
Me 2-Me 5-Me H 3-MeO 4-MeO
Me 3-Me 4-Me Me 2-MeO 4-MeO
Me 2-Et 4-Et Me 3-MeO 5-MeO
Me 2-Et 5-Et Me 3-MeO 4-MeO
Me 3-Et 4-Et Et 2-MeO 4-MeO
Me 2-Me 5-t-Bu Et 3-MeO 5-MeO
Et 2-Me 4-Me Et 3-MeO 4-MeO
Et 2-Me 5-Me H 3-Br 5-Br
Et 3-Me 4-Me Me 3-Br 5-Br
Et 2-Et 4-Et Et 3-Br 5-Br
Et 2-Et 5-Et H 3-Me 5-Me
Et 3-Et 4-Et Me 3-Me 5-Me
R2=H;R3=Et;R4=Et;R7=H;R18=H
R1R5R6R1R5R6
Et 3-Me 5-Me n-Pr 3-MeO H
H 3-Cl 4-MeO n-Pr 3-EtO H
Me 3-Cl 4-MeO n-Pr 3-CF3H
Et 3-Cl 4-MeO n-Pr 3-CF3CH2O H
Me 4-NMe2H n-Pr 3-Me 4-Me
Me 3-NMe2H n-Pr 3-Me 5-Me
Et 4-NMe2H n-Pr 3-Cl 4-Cl
Et 3-NMe2H n-Pr 3-MeO 4-MeO
H 3-NH2H n-Pr 3-MeO 5-MeO
H 4-NH2H n-Pr H H
Me 3-NH2H n-Bu H H
Me 4-NH2H n-Bu 4-Me H
Et 3-NH2H n-Bu 4-Et H
Et 4-NH2H n-Bu 4-n-Pr H
n-Pr 4-NMe2H n-Bu 4-i-Pr H
n-Pr 4-Me H n-Bu 4-Cl H
n-Pr 4-Et H n-Bu 4-F H
n-Pr 4-n-Pr H n-Bu 4-Br H
n-Pr 4-Cl H n-Bu 4-MeO H
n-Pr 4-F H n-Bu 4-EtO H
n-Pr 4-Br H n-Bu 4-CF3H
n-Pr 4-MeO H n-Bu 4-CF3CH2O H
n-Pr 4-EtO H n-Bu 3-Me H
n-Pr 4-CF3H n-Bu 3-Et H
n-Pr 4-CF3CH2O H n-Bu 3-n-Pr H
n-Pr 3-NMe2H n-Bu 3-Cl H
n-Pr 3-Me H n-Bu 3-F H
n-Pr 3-Et H n-Bu 3-MeO H
n-Pr 3-n-Pr H n-Bu 3-EtO H
n-Pr 3-Cl H n-Bu 3-CF3H
n-Pr 3-F H n-Bu 3-CF3CH2O H
n-Pr 3-Br H i-Pr H H
R2=H;R3=Et;R4=Et;R7=H;R18=H
R1R5R6R1R5R6
i-Pr 4-Me H H 4-CF3(CH2)3O H
i-Pr 4-Et H H 4-CF3(CF2)2H
i-Pr 4-n-Pr H H 4-(CF3)2CH H
i-Pr 4-i-Pr H H 4-CH3CHClCH H
i-Pr 4-Cl H Me 4-TMS H
i-Pr 4-F H Me 4-I H
i-Pr 4-Br H Me 4-t-BuO H
i-Pr 4-MeO H Me 4-CF3(CH2)3O H
i-Pr 4-EtO H H 4-MeS H
i-Pr 4-CF3H H 4-EtS H
i-Pr 4-CF3CH2O H H 4-MeS(O) H
i-Pr 3-Me 4-Me H 4-i-PrS(O) H
i-Pr 3-Me 5-Me H 4-MeS(O)2H
i-Pr 3-Cl 4-Cl H 4-CH2=CH H
i-Pr 3-MeO 4-MeO H 4-CH2=C(CH3)CH2) H
i-Pr 3-MeO 5-MeO H 4-CH2=CHCH2O H
H 4-TMS H H 4-MeOCH2CH2H
H 4-I H H 4-MeOCH2O H
H 4-t-BuO H
R2=H;R3=Me;R4=i-Pr;R7=H;R18=H
R1R5R6R1R5R6
H H H H 4-i-Bu H
H 4-NMe2H H 4-t-Bu H
H 4-Me H H 4-Cl H
H 4-Et H H 4-Br H
H 4-n-Pr H H 4-F H
H 4-i-Pr H H 4-OH H
H 4-n-Bu H H 4-MeO H
H 4-sec-Bu H H 4-EtO H
R2=H;R3=Me;R4=i-Pr;R7=H;R18=H
R1R5R6R1R5R6
H 4-CF3H Et 3-Me H
H 4-CF3CH2O H Et 3-Et H
Me H H Et 3-i-Pr H
Me 4-Me H Et 3-Cl H
Me 4-Et H Et 4-Me H
Me 4-i-Pr H Et 4-Et H
Me 4-Cl H Et 4-i-Pr H
Me 4-MeO H Et 4-Cl H
Me 4-EtO H Et 4-MeO H
Me 4-CF3H Et 4-EtO H
Et H H Et 4-CF3H
H 3-NMe2H H 2-Me H
H 3-Me H H 2-Et H
H 3-Et H H 2-Cl H
H 3-n-Pr H H 2-F H
H 3-i-Pr H H 2-OH H
H 3-n-Bu H Me 2-Me H
H 3-Cl H Me 2-Cl H
H 3-Br H Me 2-F H
H 3-F H Et 2-Me H
H 3-OH H Et 2-Cl H
H 3-MeO H Et 2-F H
H 3-EtO H H 2-Me 4-Me
H 3-CF3H H 2-Me 5-Me
H 3-CF3CH2O H H 3-Me 4-Me
Me 3-Me H H 2-Et 4-Et
Me 3-Et H H 2-Et 5-Et
Me 3-i-Pr H H 3-Et 4-Et
Me 3-Cl H H 2-Me 5-t-Bu
Me 3-MeO H H 2-Cl 4-Cl
Me 3-EtO H H 2-Cl 5-Cl
Me 3-CF3H Et 3-MeO H
R2=H;R3=Me;R4=i-Pr;R7=H;R18=H
R1R5R6R1R5R6
Et 3-EtO H H 2-MeO 4-MeO
Et CF3H H 3-MeO 5-MeO
Me 2-Me 4-Me H 3-MeO 4-MeO
Me 2-Me 5-Me Me 2-MeO 4-MeO
Me 3-Me 4-Me Me 3-MeO 5-MeO
Me 2-Et 4-Et Me 3-MeO 4-MeO
Me 2-Et 5-Et Et 2-MeO 4-MeO
Me 3-Et 4-Et Et 3-MeO 5-MeO
Me 2-Me 5-t-Bu Et 3-MeO 4-MeO
Et 2-Me 4-Me H 3-Br 5-Br
Et 2-Me 5-Me Me 3-Br 5-Br
Et 3-Me 4-Me Et 3-Br 5-Br
Et 2-Et 4-Et H 3-Me 5-Me
Et 2-Et 5-Et Me 3-Me 5-Me
Et 3-Et 4-Et Et 3-Me 5-Me
H 4-Ph H H 3-Cl 4-MeO
H 4-PhO H Me 3-Cl 4-MeO
H 4-c-Hex H Et 3-Cl 4-MeO
H 4-Hex H Me 4-NMe2H
H 4-n-戊基 H Me 3-NMe2H
Me 4-Ph H Et 4-NMe2H
Me 4-PhO H Et 3-NMe2H
Me 4-c-Hex H H 3-NH2H
Me 4-Hex H H 4-NH2H
Me 4-n-戊基 H Me 3-NH2H
H 3-Cl 4-Cl Me 4-NH2H
Me 2-Cl 4-Cl Et 3-NH2H
Me 2-Cl 5-Cl Et 4-NH2H
Me 3-Cl 4-Cl n-Pr 4-NMe2H
Et 2-Cl 4-Cl n-Pr 4-Me H
Et 2-Cl 5-Cl n-Pr 4-Et H
Et 3-Cl 4-Cl n-Pr 4-n-Pr H
R2=H;R3=Me;R4=i-Pr;R7=H;R18=H
R1R5R6R1R5R6
n-Pr 4-Cl H n-Bu 4-MeO H
n-Pr 4-F H n-Bu 4-EtO H
n-Pr 4-Br H n-Bu 4-CF3H
n-Pr 4-MeO H n-Bu 4-CF3CH2O H
n-Pr 4-EtO H n-Bu 3-Me H
n-Pr 4-CF3H n-Bu 3-Et H
n-Pr 4-CF3CH2O H n-Bu 3-n-Pr H
n-Pr 3-NMe2H n-Bu 3-Cl H
n-Pr 3-Me H n-Bu 3-F H
n-Pr 3-Et H n-Bu 3-MeO H
n-Pr 3-n-Pr H n-Bu 3-EtO H
n-Pr 3-Cl H n-Bu 3-CF3H
n-Pr 3-F H n-Bu 3-CF3CH2O H
n-Pr 3-Br H i-Pr H H
n-Pr 3-MeO H i-Pr 4-Me H
n-Pr 3-EtO H i-Pr 4-Et H
n-Pr 3-CF3H i-Pr 4-n-Pr H
n-Pr 3-CF3CH2O H i-Pr 4-i-Pr H
n-Pr 3-Me 4-Me i-Pr 4-Cl H
n-Pr 3-Me 5-Me i-Pr 4-F H
n-Pr 3-Cl 4-Cl i-Pr 4-Br H
n-Pr 3-MeO 4-MeO i-Pr 4-MeO H
n-Pr 3-MeO 5-MeO i-Pr 4-EtO H
n-Pr H H i-Pr 4-CF3H
n-Bu H H i-Pr 4-CF3CH2O H
n-Bu 4-Me H i-Pr 3-Me 4-Me
n-Bu 4-Et H i-Pr 3-Me 5-Me
n-Bu 4-n-Pr H i-Pr 3-Cl 4-Cl
n-Bu 4-i-Pr H i-Pr 3-MeO 4-MeO
n-Bu 4-Cl H i-Pr 3-MeO 5-MeO
n-Bu 4-F H H 4-TMS H
n-Bu 4-Br H H 4-I H
R2=H;R3=Me;R4=i-Pr;R7=H;R18=H
R1R5R6R1R5R6
H 4-t-BuO H H 4-EtS H
H 4-CF3(CH2)3O H H 4-MeS(O) H
H 4-CF3(CF2)2H H 4-i-PrS(O) H
H 4-(CF3)2CH H H 4-MeS(O)2H
H 4-CH3CHClCH H H 4-CH2=CH H
Me 4-TMS H H 4-CH2=C(CH3)CH2) H
Me 4-I H H 4-CH2=CHCH2O H
Me 4-t-BuO H H 4-MeOCH2CH2H
Me 4-CF3(CH2)3O H H 4-MeOCH2O H
H 4-MeS H
R2=H;R3=Me;R4=H;R7=H;R18=H
R1R5R6R1R5R6
H H H H 4-CF3CH2O H
H 4-NMe2H Me H H
H 4-Me H Me 4-Me H
H 4-Et H Me 4-Et H
H 4-n-Pr H Me 4-i-Pr H
H 4-i-Pr H Me 4-Cl H
H 4-n-Bu H Me 4-MeO H
H 4-sec-Bu H Me 4-EtO H
H 4-i-Bu H Me 4-CF3H
H 4-t-Bu H Et H H
H 4-Cl H H 3-NMe2H
H 4-Br H H 3-Me H
H 4-F H H 3-Et H
H 4-OH H H 3-n-Pr H
H 4-MeO H H 3-i-Pr H
H 4-EtO H H 3-n-Bu H
H 4-CF3H H 3-Cl H
R2=H;R3=Me;R4=H;R7=H;R18=H
R1R5R6R1R5R6
H 3-Br H Me 2-Me H
H 3-F H Me 2-Cl H
H 3-OH H Me 2-F H
H 3-MeO H Et 2-Me H
H 3-EtO H Et 2-Cl H
H 3-CF3H Et 2-F H
H 3-CF3CH2O H H 2-Me 4-Me
Me 3-Me H H 2-Me 5-Me
Me 3-Et H H 3-Me 4-Me
Me 3-i-Pr H H 2-Et 4-Et
Me 3-Cl H H 2-Et 5-Et
Me 3-MeO H H 3-Et 4-Et
Me 3-EtO H H 2-Me 5-t-Bu
Me 3-CF3H H 2-Cl 4-Cl
Et 3-Me H H 2-Cl 5-Cl
Et 3-Et H Et 3-MeO H
Et 3-i-Pr H Et 3-EtO H
Et 3-Cl H Et 3-CF3H
Et 4-Me H Me 2-Me 4-Me
Et 4-Et H Me 2-Me 5-Me
Et 4-i-Pr H Me 3-Me 4-Me
Et 4-Cl H Me 2-Et 4-Et
Et 4-MeO H Me 2-Et 5-Et
Et 4-EtO H Me 3-Et 4-Et
Et 4-CF3H Me 2-Me 5-t-Bu
H 2-Me H Et 2-Me 4-Me
H 2-Et H Et 2-Me 5-Me
H 2-Cl H Et 3-Me 4-Me
H 2-F H Et 2-Et 4-Et
H 2-OH H Et 2-Et 5-Et
R2=H;R3=Me;R4=H;R7=H;R18=H
R1R5R6R1R5R6
Et 3-Et 4-Et H 3-Cl 4-MeO
H 4-Ph H Me 3-Cl 4-MeO
H 4-PhO H Et 3-Cl 4-MeO
H 4-c-Hex H Me 4-NMe2H
H 4-Hex H Me 3-NMe2H
H 4-n-戊基 H Et 4-NMe2H
Me 4-Ph H Et 3-NMe2H
Me 4-PhO H H 3-NH2H
Me 4-c-Hex H H 4-NH2H
Me 4-Hex H Me 3-NH2H
Me 4-n-戊基 H Me 4-NH2H
H 3-Cl 4-Cl Et 3-NH2H
Me 2-Cl 4-Cl Et 4-NH2H
Me 2-Cl 5-Cl n-Pr 4-NMe2H
Me 3-Cl 4-Cl n-Pr 4-Me H
Et 2-Cl 4-Cl n-Pr 4-Et H
Et 2-Cl 5-Cl n-Pr 4-n-Pr H
Et 3-Cl 4-Cl n-Pr 4-Cl H
H 2-MeO 4-MeO n-Pr 4-F H
H 3-MeO 5-MeO n-Pr 4-Br H
H 3-MeO 4-MeO n-Pr 4-MeO H
Me 2-MeO 4-MeO n-Pr 4-EtO H
Me 3-MeO 5-MeO n-Pr 4-CF3H
Me 3-MeO 4-MeO n-Pr 4-CF3CH2O H
Et 2-MeO 4-MeO n-Pr 3-NMe2H
Et 3-MeO 5-MeO n-Pr 3-Me H
Et 3-MeO 4-MeO n-Pr 3-Et H
H 3-Br 5-Br n-Pr 3-n-Pr H
Me 3-Br 5-Br n-Pr 3-Cl H
Et 3-Br 5-Br n-Pr 3-F H
H 3-Me 5-Me n-Pr 3-Br H
Me 3-Me 5-Me n-Pr 3-MeO H
R2=H;R3=Me;R4=H;R7=H;R18=H
R1R5R6R1R5R6
Et 3-Me 5-Me n-Pr 3-EtO H
n-Pr 3-CF3H i-Pr 4-i-Pr H
n-Pr 3-CF3CH2O H i-Pr 4-Cl H
n-Pr 3-Me 4-Me i-Pr 4-F H
n-Pr 3-Me 5-Me i-Pr 4-Br H
n-Pr 3-Cl 4-Cl i-Pr 4-MeO H
n-Pr 3-MeO 4-MeO i-Pr 4-EtO H
n-Pr 3-MeO 5-MeO i-Pr 4-CF3H
n-Pr H H i-Pr 4-CF3CH2O H
n-Bu H H i-Pr 3-Me 4-Me
n-Bu 4-Me H i-Pr 3-Me 5-Me
n-Bu 4-Et H i-Pr 3-Cl 4-Cl
n-Bu 4-n-Pr H i-Pr 3-MeO 4-MeO
n-Bu 4-i-Pr H i-Pr 3-MeO 5-MeO
n-Bu 4-Cl H H 4-TMS H
n-Bu 4-F H H 4-I H
n-Bu 4-Br H H 4-t-BuO H
n-Bu 4-MeO H H 4-CF3(CH2)3O H
n-Bu 4-EtO H n-Bu 4-CF3H
n-Bu 4-CF3H n-Bu 4-CF3CH2O H
n-Bu 4-CF3CH2O H n-Bu 3-Me H
n-Bu 3-Me H n-Bu 3-Et H
n-Bu 3-Et H n-Bu 3-n-Pr H
n-Bu 3-n-Pr H n-Bu 3-Cl H
n-Bu 3-Cl H n-Bu 3-F H
n-Bu 3-F H n-Bu 3-MeO H
n-Bu 3-MeO H n-Bu 3-EtO H
n-Bu 3-EtO H n-Bu 3-CF3H
n-Bu 3-CF3H n-Bu 3-CF3CH2O H
n-Bu 3-CF3CH2O H i-Pr H H
i-Pr H H i-Pr 4-Me H
i-Pr 4-Me H i-Pr 4-Et H
i-Pr 4-Et H i-Pr 4-n-Pr H
i-Pr 4-n-Pr H i-Pr 4-i-Pr H
R2=H;R3=Me;R4=H;R7=H;R18=H
R1R5R6R1R5R6
i-Pr 4-Cl H H 4-(CF3)2CH H
i-Pr 4-F H H 4-CH3CHClCH H
i-Pr 4-Br H Me 4-TMS H
i-Pr 4-MeO H Me 4-I H
i-Pr 4-EtO H Me 4-t-BuO H
i-Pr 4-CF3H Me 4-CF3(CH2)3O H
i-Pr 4-CF3CH2O H H 4-MeS H
i-Pr 3-Me 4-Me H 4-EtS H
i-Pr 3-Me 5-Me H 4-MeS(O) H
i-Pr 3-Cl 4-Cl H 4-i-PrS(O) H
i-Pr 3-MeO 4-MeO H 4-MeS(O)2H
i-Pr 3-MeO 5-MeO H 4-CH2=CH H
H 4-TMS H H 4-CH2=C(CH3)CH2) H
H 4-I H H 4-CH2=CHCH2O H
H 4-t-BuO H H 4-MeOCH2CH2H
H 4-CF3(CH2)3O H H 4-MeOCH2O H
H 4-CF3(CF2)2H
R2=H;R3=Me;R4=H;R7=H;R18=H
R1R5R6R1R5R6
H H H H 4-Br H
H 4-NMe2H H 4-F H
H 4-Me H H 4-OH H
H 4-Et H H 4-MeO H
H 4-n-Pr H H 4-EtO H
H 4-i-Pr H H 4-CF3H
H 4-n-Bu H H 4-CF3CH2O H
H 4-sec-Bu H Me H H
H 4-i-Bu H Me 4-Me H
H 4-t-Bu H Me 4-Et H
H 4-Cl H Me 4-i-Pr H
R2=H;R3=H;R4=H;R7=H;R18=H
R1R5R6R1R5R6
Me 4-Cl H Et 4-i-Pr H
Me 4-MeO H Et 4-Cl H
Me 4-EtO H Et 4-MeO H
Me 4-CF3H Et 4-EtO H
Et H H Et 4-CF3H
H 3-NMe2H H 2-Me H
H 3-Me H H 2-Et H
H 3-Et H H 2-Cl H
H 3-n-Pr H H 2-F H
H 3-i-Pr H H 2-OH H
H 3-n-Bu H Me 2-Me H
H 3-Cl H Me 2-Cl H
H 3-Br H Me 2-F H
H 3-F H Et 2-Me H
H 3-OH H Et 2-Cl H
H 3-MeO H Et 2-F H
H 3-EtO H H 2-Me 4-Me
H 3-CF3H H 2-Me 5-Me
H 3-CF3CH2O H H 3-Me 4-Me
Me 3-Me H H 2-Et 4-Et
Me 3-Et H H 2-Et 5-Et
Me 3-i-Pr H H 3-Et 4-Et
Me 3-Cl H H 2-Me 5-t-Bu
Me 3-MeO H H 2-Cl 4-Cl
Me 3-EtO H H 2-Cl 5-Cl
Me 3-CF3H Et 3-MeO H
Et 3-Me H Et 3-EtO H
Et 3-Et H Et 3-CF3H
Et 3-i-Pr H Me 2-Me 4-Me
Et 3-Cl H Me 2-Me 5-Me
Et 4-Me H Me 3-Me 4-Me
Et 4-Et H Me 2-Et 4-Et
R2=H;R3=H;R4=H;R7=H;R18=H
R1R5R6R1R5R6
Me 2-Et 5-Et Et 2-MeO 4-MeO
Me 3-Et 4-Et Et 3-MeO 5-MeO
Me 2-Me 5-t-Bu Et 3-MeO 4-MeO
Et 2-Me 4-Me H 3-Br 5-Br
Et 2-Me 5-Me Me 3-Br 5-Br
Et 3-Me 4-Me Et 3-Br 5-Br
Et 2-Et 4-Et H 3-Me 5-Me
Et 2-Et 5-Et Me 3-Me 5-Me
Et 3-Et 4-Et Et 3-Me 5-Me
H 4-Ph H H 3-Cl 4-MeO
H 4-PhO H Me 3-Cl 4-MeO
H 4-c-Hex H Et 3-Cl 4-MeO
H 4-Hex H Me 4-NMe2H
H 4-n-戊基 H Me 3-NMe2H
Me 4-Ph H Et 4-NMe2H
Me 4-c-Hex H H 3-NH2H
Me 4-Hex H H 4-NH2H
Me 4-n-戊基 H Me 3-NH2H
H 3-Cl 4-Cl Me 4-NH2H
Me 2-Cl 4-Cl Et 3-NH2H
Me 2-Cl 5-Cl Et 4-NH2H
Me 3-Cl 4-Cl n-Pr 4-NMe2H
Et 2-Cl 4-Cl n-Pr 4-Me H
Et 2-Cl 5-Cl n-Pr 4-Et H
Et 3-Cl 4-Cl n-Pr 4-n-Pr H
H 2-MeO 4-MeO n-Pr 4-Cl H
H 3-MeO 5-MeO n-Pr 4-F H
H 3-MeO 4-MeO n-Pr 4-Br H
Me 2-MeO 4-MeO n-Pr 4-MeO H
Me 3-MeO 5-MeO n-Pr 4-EtO H
Me 3-MeO 4-MeO n-Pr 4-CF3H
R2=H;R3=H;R4=H;R7=H;R18=H
R1R5R6R1R5R6
n-Pr 4-CF3CH2O H n-Bu 3-n-Pr H
n-Pr 3-NMe2H n-Bu 3-Cl H
n-Pr 3-Me H n-Bu 3-F H
n-Pr 3-Et H n-Bu 3-MeO H
n-Pr 3-n-Pr H n-Bu 3-EtO H
n-Pr 3-Cl H n-Bu 3-CF3H
n-Pr 3-F H n-Bu 3-CF3CH2O H
n-Pr 3-Br H i-Pr H H
n-Pr 3-MeO H i-Pr 4-Me H
n-Pr 3-EtO H i-Pr 4-Et H
n-Pr 3-CF3H i-Pr 4-n-Pr H
n-Pr 3-CF3CH2O H i-Pr 4-i-Pr H
n-Pr 3-Me 4-Me i-Pr 4-Cl H
n-Pr 3-Me 5-Me i-Pr 4-F H
n-Pr 3-Cl 4-Cl i-Pr 4-Br H
n-Pr 3-MeO 4-MeO i-Pr 4-MeO H
n-Pr 3-MeO 5-MeO i-Pr 4-EtO H
n-Pr H H i-Pr 4-CF3H
n-Bu H H i-Pr 4-CF3CH2O H
n-Bu 4-Me H i-Pr 3-Me 4-Me
n-Bu 4-Et H i-Pr 3-Me 5-Me
n-Bu 4-n-Pr H i-Pr 3-Cl 4-Cl
n-Bu 4-i-Pr H i-Pr 3-MeO 4-MeO
n-Bu 4-Cl H i-Pr 3-MeO 5-MeO
n-Bu 4-F H H 4-TMS H
n-Bu 4-Br H H 4-I H
n-Bu 4-MeO H H 4-t-BuO H
n-Bu 4-EtO H H 4-CF3(CH2)3O H
n-Bu 4-CF3H H 4-CF3(CF2)2H
n-Bu 4-CF3CH2O H H 4-(CF3)2CH H
n-Bu 3-Me H H 4-CH3CHClCH H
n-Bu 3-Et H Me 4-TMS H
R2=H;R3=H;R4=H;R7=H;R18=H
R1R5R6R1R5R6
Me 4-I H H 4-MeS(O)2H
Me 4-t-BuO H H 4-CH2=CH H
Me 4-CF3(CH2)3O H H 4-CH2=C(CH3)CH2) H
H 4-MeS H H 4-CH2=CHCH2O H
H 4-EtS H H 4-MeOCH2CH2H
H 4-MeS(O) H H 4-MeOCH2O H
H 4-i-PrS(O) H
R3=H;R4=H;R7=H;R18=H
R1R2R5R6R1R2R5R6
Me 4-Me H H Me 4-Et 4-Et H
Me 4-Me 4-Me H Me 4-Et 4-i-Pr H
Me 4-Me 4-Cl H Me 4-Et 3-Me H
Me 4-Me 4-MeO H Me 4-Et 3-Cl H
Me 4-Me 4-EtO H Me 4-Et 3-MeO H
Me 4-Me 4-Et H Me 4-Et 3-EtO H
Me 4-Me 4-i-Pr H Me 4-Et 3-Et H
Me 4-Me 3-Me H Me 4-Et 3-i-Pr H
Me 4-Me 3-Cl H Et 4-Et H H
Me 4-Me 3-MeO H Et 4-Et 4-Me H
Me 4-Me 3-EtO H Et 4-Et 4-Cl H
Me 4-Me 3-Et H Et 4-Et 4-MeO H
Me 4-Me 3-i-Pr H Et 4-Et 4-EtO H
Me 4-Et H H Et 4-Et 4-Et H
Me 4-Et 4-Me H Et 4-Et 4-i-Pr H
Me 4-Et 4-Cl H Me 4-Me 3-Me 4-Me
Me 4-Et 4-MeO H Me 4-Me 3-Me 5-Me
Me 4-Et 4-EtO H Me 4-Me 3-Cl 4-Cl
R3=H;R4=H;R7=H;R18=H
R1R2R5R6R1R2R5R6
Me 4-Me 3-Cl 5-Cl H 6-OH 4-Me H
Me 4-Me 3-MeO 4-MeO H 6-OMe 3-Me H
Me 4-Me 3-MeO 5-MeO H 6-OMe 3-Me 4-Me
H 6-OH H H H 6-OEt 4-Cl H
H 6-OMe H H H 5-OMe 4-F H
H 6-OEt H H H 5-OMe 3-Cl H
H 6-OC(O)Me H H H 5-OMe 4-Cl H
H 5-OH H H H 5-Br 4-Cl H
H 5-OMe H H Me 6-OH H H
H 5-OEt H H Me 6-OMe H H
H 5-Br H H Me 4-n-Pr H H
H 5-Me H H Et 4-n-Pr H H
H 6-Me H H
R3=Me;R4=H;R7=H;R18=H
R1R2R5R6R1R2R5R6
Me 4-Me H H Me 4-Et 4-Me H
Me 4-Me 4-Me H Me 4-Et 4-Cl H
Me 4-Me 4-Cl H Me 4-Et 4-MeO H
Me 4-Me 4-MeO H Me 4-Et 4-EtO H
Me 4-Me 4-EtO H Me 4-Et 4-Et H
Me 4-Me 4-Et H Me 4-Et 4-i-Pr H
Me 4-Me 4-i-Pr H Me 4-Et 3-Me H
Me 4-Me 3-Me H Me 4-Et 3-Cl H
Me 4-Me 3-Cl H Me 4-Et 3-MeO H
Me 4-Me 3-MeO H Me 4-Et 3-EtO H
Me 4-Me 3-EtO H Me 4-Et 3-Et H
Me 4-Me 3-Et H Me 4-Et 3-i-Pr H
Me 4-Me 3-i-Pr H Et 4-Et H H
Me 4-Et H H Et 4-Et 4-Me H
R3=Me;R4=H;R7=H;R18=H
R1R2R5R6R1R2R5R6
Et 4-Et 4-Cl H H 5-OEt H H
Et 4-Et 4-MeO H H 5-Br H H
Et 4-Et 4-EtO H H 5-Me H H
Et 4-Et 4-Et H H 6-Me H H
Et 4-Et 4-i-Pr H H 6-OH 4-Me H
Me 4-Me 3-Me 4-Me H 6-OMe 3-Me H
Me 4-Me 3-Me 5-Me H 6-OMe 3-Me 4-Me
Me 4-Me 3-Cl 4-Cl H 6-OEt 4-Cl H
Me 4-Me 3-Cl 5-Cl H 5-OMe 4-F H
Me 4-Me 3-MeO 4-MeO H 5-OMe 3-Cl H
Me 4-Me 3-MeO 5-MeO H 5-OMe 4-Cl H
H 6-OH H H H 5-Br 4-Cl H
H 6-OMe H H Me 6-OH H H
H 6-OEt H H Me 6-OMe H H
H 6-OC(O)Me H H Me 4-n-Pr H H
H 5-OH H H Et 4-n-Pr H H
H 5-OMe H H
R3=Me;R4=Me;R7=H;R18=H
R1R2R5R6R1R2R5R6
Me 4-Me H H Me 4-Me 3-EtO H
Me 4-Me 4-Me H Me 4-Me 3-Et H
Me 4-Me 4-Cl H Me 4-Me 3-i-Pr H
Me 4-Me 4-MeO H Me 4-Et H H
Me 4-Me 4-EtO H Me 4-Et 4-Me H
Me 4-Me 4-Et H Me 4-Et 4-Cl H
Me 4-Me 4-i-Pr H Me 4-Et 4-MeO H
Me 4-Me 3-Me H Me 4-Et 4-EtO H
Me 4-Me 3-Cl H Me 4-Et 4-Et H
Me 4-Me 3-MeO H Me 4-Et 4-i-Pr H
R3=Me;R4=Me;R7=H;R18=H
R1R2R5R6R1R2R5R6
Me 4-Et 3-Me H H 6-OEt H H
Me 4-Et 3-Cl H H 6-OC(O)Me H H
Me 4-Et 3-MeO H H 5-OH H H
Me 4-Et 3-EtO H H 5-OMe H H
Me 4-Et 3-Et H H 5-OEt H H
Me 4-Et 3-i-Pr H H 5-Br H H
Et 4-Et H H H 5-Me H H
Et 4-Et 4-Me H H 6-Me H H
Et 4-Et 4-Cl H H 6-OH 4-Me H
Et 4-Et 4-MeO H H 6-OMe 3-Me H
Et 4-Et 4-EtO H H 6-OMe 3-Me 4-Me
Et 4-Et 4-Et H H 6-OEt 4-Cl H
Et 4-Et 4-i-Pr H H 5-OMe 4-F H
Me 4-Me 3-Me 4-Me H 5-OMe 3-Cl H
Me 4-Me 3-Me 5-Me H 5-OMe 4-Cl H
Me 4-Me 3-Cl 4-Cl H 5-Br 4-Cl H
Me 4-Me 3-Cl 5-Cl Me 6-OH H H
Me 4-Me 3-MeO 4-MeO Me 6-OMe H H
Me 4-Me 3-MeO 5-MeO Me 4-n-Pr H H
H 6-OH H H Et 4-n-Pr H H
H 6-OMe H H
R2=H;R3=Me;R4=Me; R2=H;R3=Me;R4=H;
R18=H R18=H
R1R5R6R7R1R5R6R7
H 3-Me 4-Me 5-Me Me 3-Me 4-Me 5-Me
H 3-Br 4-Me 5-Br Me 3-Br 4-Me 5-Br
H 3-Cl 4-MeO 5-Cl Me 3-Cl 4-MeO 5-Cl
H 3-MeO 4-MeO 5-MeO Me 3-MeO 4-MeO 5-MeO
R2=H;R3=Me;R4=Me; R2=H;R3=Me;R4=H;
R18=H R18=H
R1R5R6R7R1R5R6R7
H 4-TMS H H Me 3-Me 4-Me 5-Me
Me 4-TMS H H Me 3-Br 4-Me 5-Br
Et 4-TMS H H Me 3-Cl 4-Me 5-Cl
Et 3-Me 4-Me 5-Me Me 3-MeO 4-MeO 5-MeO
Et 3-MeO 4-MeO 5-MeO H 4-TMS H H
H 2-Cl 5-Br H Me 4-TMS H H
Me 2-Cl 5-Br H Et 4-TMS H H
H 3-Me 4-Me 5-Me Et 3-Me 4-Me 5-Me
H 3-Br 4-Me 5-Br Et 3-Me 4-MeO 5-MeO
H 3-Cl 4-MeO 5-Cl H 2-Cl 5-Br H
H 3-MeO 4-MeO 5-MeO Me 2-Cl 5-Br H
R4=Me;R6,R2,R18和R7R2,R18,R1,R6和R7
=H
R1R3R5R3R4R5
Me MeC≡C 4-Me i-Pr MeO 4-MeO
Me MeC≡C 4-CF3CH2O Et c-Pr H
Me Cl 3-CF3Et MeC≡C 3-F
Me CF2Cl 4-MeO Et CH2F 4-Cl
i-Pr CF3H Et CF3CH2O 4-Me
i-Pr sec-Bu 2-F Et i-Pr 4-CF3CH2O
i-Pr CF33-Cl Et n-Bu 3-CF3
i-Pr CF33-Me Et HC≡CCH2O 4-MeO
i-Pr CF34-CF3CH2O t-Bu Br 4-Cl
i-Pr Et 3-CF3Ph CF3(CF2)34-Me
R4=Me;R6,R2,R18和R7R2,R18,R1,R6和R7
=H
R1R3R5R3R4R5
Bzl 4-sec-BuS 4-CF3CH2O Cl Cl H
H NH24-Me Cl Cl 2-F
4-c-Pr CH3OCH24-Me Cl Cl 3-Cl
4-c-Pr CF3CH2O 4-CF3CH2O Cl Cl 4-Me
4-c-Pr MeS 4-CF3CH3C≡C Cl 4-CF3CH2O
4-c-Pr CH2=C(Et) 4-MeO CH3C≡C F 3-CF3
4-c-Pr CH2=CHCH2H CH3C≡C CH3OCH24-MeO
4-c-Pr t-BuO 4-F OCF3sec-Bu 4-Cl
4-c-Pr HCF2O 2-Cl OCF3Br 4-Me
4-c-Pr CH2=CHCH2O 4-Me OCF3i-Pr 4-CF3CH2O
4-c-Pr MeC≡CCH2O 4-CF3CH2O NH2NH24-Me
4-c-Pr NMe23-CF3NH2NH24-Cl
4-c-Pr NHEt 4-MeO NHMe NHMe 4-MeO
R2=H;R4=Me;R6,R18和 R18,R2,R1,R6和R7=H
R7=H
R1R3R5R3R4R5
Me MeC≡C H c-Pr c-Pr H
Me MeC≡C F c-Pr c-Pr 4-F
Me MeC≡C Cl c-Pr c-Pr 4-Cl
c-Pr c-Pr 4-Me
c-Pr CH3C≡C 4-CF3CH2O
c-Pr CH3C≡C 3-CF3
c-Pr CH3C≡C 3-MeO
c-Pr CF3H
c-Pr CF32-F
c-Pr CF33-Cl
表6
R1,R2,和R3=H; R1和R2=H;R3=4-Me;
R4=Me R4=Me
E E
1-naphthalenyl 1-naphthalenyl
2-furanyl 2-furanyl
2-naphthalenyl 2-naphthalenyl
3-thienyl 3-thienyl
2,5- diMe-3-furanyl 2,5-diMe -3-furanyl
2,5- diMe-3-thienyl 2,5-diMe -3-thienyl
4-Me-pho- 4-Me-pho-
2-Cl-pho- 2-Cl-pho-
2,6-二甲基苯氧基 2,6-diMe-Pho-
3-Me-PhS- 4-CN-PhS-
PhNH- 4-Me-PhNH-
Bzl Cl
Et n-hex
sec-Bu Me
c-pr c-Hex
顺式-2-甲基环庚烷基 CF3CH2CH2
sec-BuS- n-BuO
CF3CH2O Cl(CH2)5O
5-Me -2-thienyl 4- Me -3-furanyl
5-Me -2-pyridyl 2- Me -3-pyridyl
R1,R2和R3=H;R4=Me R1和R2=H;R3=4-Me;
R4=Me
E E
4-pyridyl 4-Cl -3-pyridyl
2-indanyl 2-indanyl
2-tetrahydronaphthalenyl 2-tetrahydronaphthalenyl
6-Me-3-pyridyl 6-Me-3-pyridyl
2-pyridyl 2-pyridyl
R1,R2,R3和R4=H R1和R4=Me;R3=4-Me;
R2=H
E E
1-naphthalenyl 1-naphthalenyl
2-furanyl 2-furanyl
3-thienyl 3-thienyl
3-pyridyl 3-pyridyl
R3=4-Me;R4=Me R3=4-Me;R4=Me
R1R2E R1R2E
H 5-Me Ph H 5-Et Ph
H 5-i-Pr 2-Me-Ph H 5-sec-Bu 2-Me-Ph
H 5-n-Bu 2-Cl-Ph H 5-CF3(CF2)32-Cl-Ph
H 5-CN 2-MeO-Ph H 5-t-Bu 2-MeO-Ph
H 5-CF3CF3CH2O-Ph H 5-FCH22-CF3CH2O-Ph
H 6-CF3CH21-naphthalenyl H 6-n-Pr 1-naphthalenyl
i-Pr 5-Me Ph Me 4-Me Ph
i-Pr 5-Me 2-Me-Ph Me 4-Me 2-Me-Ph
R3＝4-Me;R4＝Me
R1R2E
i-Pr 5-Me 2-Cl-Ph
i-Pr 5-Me 2-MeO-Ph
i-Pr 6-Me 2-CF3CH2O-Ph
Cl H Ph
F H 4-Me-Ph
CF3CF2H 4-Cl-Ph
CH2＝CHCH2H 4-MeO-Ph
R3＝4-Me;R4＝Me
R1R2E
CO2Me H 2-CF3CH2O-Ph
2-Me-Ph H Me
Bzl H Ph
2-naphthalenyl H n-Bu
3-thienyl H CF3CF2
3-pyridyl H Me
CN 5-Me Ph
t-Bu 5-Me 2-Me-Ph
ClCH25-Me 2-Cl-Ph
Et 5-Me 2-MeO-Ph
n-Pr 5-Me 2-CF3CH2O-Ph
Me 4-Me 2-CF3-Ph
i-Pr 4-Me 2-CF3-Ph
CF34-CF32-CF3-Ph
R3＝4-Me;R4＝Me
R1R2E
Me 4-Me 2-TMS-Ph
Me 4-Me 2-Cl-Ph
Me 4-Me 2-MeO-Ph
Me 4-Me 2-CF3CH2O-Ph
Br H Ph
CN H 4-Me-Ph
Ac H 4-Cl-Ph
CH3C≡CCH2H 4-MeO-Ph
R3＝4-Me;R4＝Me
R1R2E
CO2Et H 2-CF3CH2O-Ph
4-Cl-Ph H Ph
5-Me-3-furyl H i-Pr
EtCO H 2-Cl-Ph
2-furyl 4-Me CF3
Ph 5-Me Me
CN 4-Me Ph
t-Bu 4-Me 2-Me-Ph
FCH24-Me 2-Cl-Ph
Et 4-Me 2-MeO-Ph
Cl（CH2）44-Me 2-CF3CH2O-Ph
Me 4-Me 2-CF3-Ph
i-Pr 5-CN 2-CF3-Ph
CF35-Me 2-CF3-Ph
i-Pr 4-Me 2-TMS-Ph
表7
R7=H;R3=H;R4=H;Y=CH
R1R5R6R1R5R6
H H H H H 4-F
H F H H F 4-F
H Cl H H Cl 4-F
H Me H H Me 4-F
H CF3CH2O H H CF3CH2O 4-F
H CF3H H CF34-F
H MeO H H MeO 4-F
H H 4-Cl Me H H
Me F 5-F Me F H
Me Cl 5-Cl Me Cl H
Me Me 4-F Me Me H
Me CF3CH2O 4-F Me CF3CH2O H
Me CF34-F Me CF3H
Me MeO 4-F Me MeO H
H H 3-CF3Et H H
H F 6-F Et F H
H Cl 6-Cl Et Cl H
R7=H;R3=H;R4=H;Y=CH
R1R5R6R1R5R6
H Me 6-Me Et Me H
H CF3CH2O 6-Me Et CF3CH2O H
H CF36-Me Et CF3H
H MeO 6-MeO Et MeO H
H H 4-Br i-Pr H H
Me F 6-F i-Pr F H
Me Cl 6-Cl i-Pr Cl H
Me Me 6-Me i-Pr Me H
n-Pr CF3CH2O H i-Pr CF3CH2O H
t-Bu CF3H i-Pr CF3H
sec-Bu MeO H i-Pr MeO H
H HCF2O H H HCF2O 6-HCF2O
H Br H H I H
H t-BuO H H EtO H
R7=H;R3=H;R4=Me;Y=CH
R1R5R6R1R5R6
H H H H H 4-F
H F H H F 4-F
H Cl H H Cl 4-F
H Me H H Me 4-F
H CF3CH2O H H CF3CH2O 4-F
H CF3H H CF34-F
H MeO H H MeO 4-F
H H 4-Cl Me H H
Me F 5-F Me F H
Me Cl 5-Cl Me Cl H
Me Me 4-F Me Me H
Me CF3CH2O 4-F Me CF3CH2O H
Me CF34-F Me CF3H
R7=H;R3=H;R4=Me;Y=CH
R1R5R6R1R5R6
Me MeO 4-F Me MeO H
H H 3-CF3Et H H
H F 6-F Et F H
H Cl 6-Cl Et Cl H
H Me 6-Me Et Me H
H CF3CH2O 6-Me Et CF3CH2O H
H CF36-Me Et CF3H
H MeO 6-MeO Et MeO H
H H 4-Br i-Pr H H
Me F 6-F i-Pr F H
Me Cl 6-Cl i-Pr Cl H
Me Me 6-Me i-Pr Me H
n-Pr CF3CH2O H i-Pr CF3CH2O H
t-Bu CF3H i-Pr CF3H
sec-Bu MeO H i-Pr MeO H
H HCF2O H H HCF2O 6-HCF2O
H Br H H I H
H tBuO H Me EtO H
R7=H;R3=4-Me;R4=Me;Y=N
R1R5R6R1R5R6
H H H H H 4-F
H F H H F 4-F
H Cl H H Cl 4-F
H Me H H Me 4-F
H CF3CH2O H H CF3CH2O 4-F
H CF3H H CF34-F
H MeO H H MeO 4-F
H H 4-Cl Me H H
Me F 5-F Me F H
Me Cl 5-Cl Me Cl H
Me Me 4-F Me Me H
R7=H;R3=4-Me;R4=Me;Y=N
R1R5R6R1R5R6
Me CF3CH2O 4-F Me CF3CH2O H
Me CF34-F Me CF3H
Me MeO 4-F Me MeO H
H H 3-CF3Et H H
H F 6-F Et F H
H Cl 6-Cl Et Cl H
H Me 6-Me Et Me H
H CF3CH2O 6-Me Et CF3CH2O H
H CF36-Me Et CF3H
H MeO 6-MeO Et MeO H
H H 4-Br i-Pr H H
Me F 6-F i-Pr F H
Me Cl 6-Cl i-Pr Cl H
Me Me 6-Me i-Pr Me H
n-Pr CF3CH2O H i-Pr CF3CH2O H
t-Bu CF3H i-Pr CF3H
sec-Bu MeO H i-Pr MeO H
H HCF2O H H HCF2O 6-HCF2O
H Br H H I H
H t-BuO H H EtO H
R4=Me;R6和R7=H R1,R6,和R7=H;Y=N
Y=CH
R1R3R5R3R4R5
H 4-c-Pr H 4-c-Pr c-Pr H
H 4-c-Pr F 4-c-Pr c-Pr F
H 4-c-Pr Cl 4-c-Pr c-Pr Cl
H 4-c-Pr Me 4-c-Pr c-Pr Me
H 4-c-Pr CF3CH2O 4-c-Pr CH3C≡C CF3CH2O
H 4-c-Pr CF34-c-Pr CH3C≡C CF3
H 4-c-Pr MeO 4-c-Pr CH3C≡C MeO
R4=Me;R6和R7=H R1,R6,和R7=H;Y=N
Y=CH
R1R3R5R3R4R5
Me 4-MeC≡C H 4-c-Pr CF3H
Me 4-MeC≡C F 4-c-Pr CF3F
Me 4-MeC≡C Cl 4-c-Pr CF3Cl
Me 4-MeC≡C Me 4-c-Pr CH3OCH2Me
Me 4-MeC≡C CF3CH2O 4-c-Pr CF3CH2O CF3CH2O
Me 5-Cl CF34-c-Pr MeS CF3
Me 4-CF2Cl MeO 4-c-Pr CH2=C(Et) MeO
i-Pr 5-CF3H 4-c-Pr CH2=CHCH2H
i-Pr 4-sec-Bu F 4-c-Pr t-BuO F
i-Pr 4-CF3Cl 4-c-Pr HCF2O Cl
i-Pr 4-CF3Me 4-c-Pr CH2=CHCH2O Me
i-Pr 4-CF3CF3CH2O 4-c-Pr MeC≡CCH2O CF3CH2O
i-Pr 5-Et CF34-c-Pr NMe2CF3
i-Pr 4-MeO MeO 4-c-Pr NHEt MeO
Et 4-c-Pr H 4-Cl Cl H
Et 3-MeC≡C F 4-Cl Cl F
Et 4-CH2F Cl 4-Cl Cl Cl
Et 4-CF3CH2O Me 4-Cl Cl Me
Et 4-i-Pr CF3CH2O 4-CH3C≡C Cl CF3CH2O
Et 4-n-Bu CF34-CH3C≡C F CF3
Et 4-HC≡CCH2O MeO 4-CH3C≡C CH3OCH2MeO
t-Bu 3-Br Cl 4-OCF3sec-Bu Cl
Ph 4-CF3(CF2)3Me 4-OCF3Br Me
Bzl 4-sec-BuS CF3CH2O 4-OCF3i-Pr CF3CH2O
表8
R1,R2和R3=H; R1和R2=H;R3=4-Me;
R4=Me;Y=CH R4=Me;Y=N
E E
1-naphthalenyl 1-naphthalenyl
2-furanyl 2-furanyl
2-naphthalenyl 2-naphthalenyl
3-thienyl 3-thienyl
2,5-di-Me -3-furanyl 2,5-diMe -3-furanyl
2,5-di-Me -3-thienyl 2,5-diMe -3-thienyl
4-Me-pho- 4-Me-pho-
2-Cl-pho- 2-Cl-pho-
2,6-二甲基苯氧基 2,6-diMe-Pho-
3-Me-PhS- 4-CN-PhS-
PhNH- 4-Me-PhNH-
Bzl Cl
Et n-hex
sec-Bu Me
c-pr c-hex
顺式-2-甲基环庚烷基 CF3CH2CH2
sec-BuS- n-BuO
CF3CH2O Cl(CH2)5O
5-Me -2-thienyl 4- Me -3-furanyl
5-Me -2-pyridyl 2- Me -3-pyridyl
R1,R2,R3和R4=H; R1和R2=H;R3=4-Me;
Y=CH R4=Me;Y=N
E E
4-pyridyl 4-Cl -3-pyridyl
2-indanyl 2-indanyl
2-tetrahydronaphthalenyl 2-tetrahydronaphthalenyl
R1,R2,R3和R4=H; R1和R4=Me;R3=4-Me;
Y is CH R2=H;Y=N
E E
1-naphthalenyl 1-naphthalenyl
2-furanyl 2-furanyl
3-thienyl 3-thienyl
3-pyridyl 3-pyridyl
表9
R7=H;R3=Me;R4=Me
R1R5R6R1R5R6
H H H H H 4-F
H F H H F 4-F
H Cl H H Cl 4-F
H Me H H Me 4-F
H CF3CH2O H H CF3CH2O 4-F
H CF3H H CF34-F
H MeO H H MeO 4-F
H H 4-Cl Me H H
Me F 5-F Me F H
Me Cl 5-Cl Me Cl H
Me Me 4-F Me Me H
Me CF3CH2O 4-F Me CF3CH2O H
Me CF34-F Me CF3H
Me MeO 4-F Me MeO H
H H 3-CF3Et H H
H F 6-F Et F H
H Cl 6-Cl Et Cl H
H Me 6-Me Et Me H
R7=H;R3=Me;R4=Me
R1R5R6R1R5R6
H CF3CH2O 6-Me Et CF3CH2O H
H CF36-Me Et CF3H
H MeO 6-MeO Et MeO H
H H 4-Br i-Pr H H
Me F 6-F i-Pr F H
Me Cl 6-Cl i-Pr Cl H
Me Me 6-Me i-Pr Me H
n-Pr CF3CH2O H i-Pr CF3CH2O H
t-Bu CF3H i-Pr CF3H
sec-Bu MeO H i-Pr MeO H
H HCF2O H H HCF2O 6-HCF2O
H Br H H I H
H t-BuO H H EtO H
R1=H;R3和R4=Me R1=H;R3和R4=Me
R5R6R7R5R6R7
H 4-Cl 5-Cl Cl 4-Cl 6-Cl
H 4-F 6-sec-Bu Cl 4-Cl 6-MeO
H 4-Et 5-I Cl 3-Me 4-Cl
H 3-F 6-CF3CH2O Cl 3-CF35-CF3
H 4-Me 6-CF3CF2Cl 4-MeO 5-t-BuO
H 4-Br 6-n-BuO Cl 3-n-Bu 4-Me
Me 4-Me 6-Me TMS H H
Me 4-F 6-Me TMS H 4-F
Me 4-t-Bu 6-t-Bu TMS H 6-Me
Me 4-CF36-Cl TMS H 6-MeO
Me 3-Me 5-Br TMS H 6-Cl
Me 5-i-Pr 6-MeO TMS H 6-HCF2O
R1=H;R3和R4=Me R1,R3和R4=Me
R5R6R7R5R6R7
t-Bu 6-t-Bu H Br 6-Br H
t-Bu 4-t-BuO H NMe2H H
t-Bu H H CONHEt H H
CF3(CH2)3O H H CN H H
CF3(CF2)2H H 4-F-Ph H H
(CF3)2CH H H 2-Me-Ph H H
sec-BuS H H NO26-Me H
MeS 6-MeS H 4-Me-PhO H H
EtS 4-F H PhS H H
MeS(O) H H CO2H 3-MeO H
i-Prs(O) H H CO2H H H
t-BuS(O)2H H HC≡C H H
MeS(O)2H H MeC≡C H H
CH2=CH H H MeC≡CCH2O 4-F H
CH2=C(CH3)CH2H H t-BuO H H
CH2=CHCH2O H H n-PrO H H
MeOCH2CH2H H EtO 5-EtO H
MeO2C H H Ac H H
MeOCH2O H H sec-BuCO H H
R4=Me;R6和R7=H R1,R6和R7=H
R1R3R5R3R4R5
H c-Pr H c-Pr c-Pr H
H c-Pr F c-Pr c-Pr F
H c-Pr Cl c-Pr c-Pr Cl
H c-Pr Me c-Pr c-Pr Me
H c-Pr CF3CH2O c-Pr CH3C≡C CF3CH2O
H c-Pr CF3c-Pr CH3C≡C CF3
R4=Me;R6和R7=H R1,R6和R7=H
R1R3R5R3R4R5
H c-Pr MeO c-Pr CH3C≡C MeO
Me MeC≡C H c-Pr CF3H
Me MeC≡C F c-Pr CF3F
Me MeC≡C Cl c-Pr CF3Cl
Me MeC≡C Me c-Pr CH3OCH2Me
Me MeC≡C CF3CH2O c-Pr CF3CH2O CF3CH2O
Me Cl CF3c-Pr MeS CF3
Me CF2Cl MeO c-Pr CH2=C(Et) MeO
i-Pr CF3H c-Pr CH2=CHCH2H
i-Pr sec-Bu F c-Pr t-BuO F
i-Pr CF3Cl c-Pr HCF2O Cl
i-Pr CF3Me c-Pr CH2=CHCH2O Me
i-Pr CF3CF3CH2O c-Pr MeC≡CCH2O CF3CH2O
i-Pr Et CF3c-Pr NMe2CF3
i-Pr MeO MeO c-Pr NHEt MeO
Et c-Pr H Cl Cl H
Et MeC≡C F Cl Cl F
Et CH2F Cl Cl Cl Cl
Et CF3CH2O Me Cl Cl Me
Et i-Pr CF3CH2O CH3C≡C Cl CF3CH2O
Et n-Bu CF3CH3C≡C F CF3
Et HC≡CCH2O MeO CH3C≡C CH3OCH2MeO
t-Bu Br Cl OCF3sec-Bu Cl
Ph CF3(CF2)3Me OCF3Br Me
Bzl sec-BuS CF3CH2O OCF3i-Pr CF3CH2O
表10
R7=H;R3=Me;R4=Me
R1R5R6R1R5R6
H H H H H 4-F
H F H H F 4-F
H Cl H H Cl 4-F
H Me H H Me 4-F
H CF3CH2O H H CF3CH2O 4-F
H CF3H H CF34-F
H MeO H H MeO 4-F
H H 4-Cl Me H H
Me F 5-F Me F H
Me Cl 5-Cl Me Cl H
Me Me 4-F Me Me H
Me CF3CH2O 4-F Me CF3CH2O H
Me CF34-F Me CF3H
Me MeO 4-F Me MeO H
H H 3-CF3Et H H
H F 6-F Et F H
H Cl 6-Cl Et Cl H
H Me 6-Me Et Me H
R7=H;R3=Me;R4=Me
R1R5R6R1R5R6
H CF3CH2O 6-Me Et CF3CH2O H
H CF36-Me Et CF3H
H MeO 6-MeO Et MeO H
H H 4-Br i-Pr H H
Me F 6-F i-Pr F H
Me Cl 6-Cl i-Pr Cl H
Me Me 6-Me i-Pr Me H
n-Pr CF3CH2O H i-Pr CF3CH2O H
t-Bu CF3H i-Pr CF3H
sec-Bu MeO H i-Pr MeO H
H HCF2O H H HCF2O 6-HCF2O
H Br H H I H
H t-BuO H H EtO H
R7=H;R3=Me;R4=H
R1R5R6R1R5R6
H H H H H 4-F
H F H H F 4-F
H Cl H H Cl 4-F
H Me H H Me 4-F
H CF3CH2O H H CF3CH2O 4-F
H CF3H H CF34-F
H MeO H H MeO 4-F
H H 4-Cl Me H H
Me F 5-F Me F H
Me Cl 5-Cl Me Cl H
Me Me 4-F Me Me H
Me CF3CH2O 4-F Me CF3CH2O H
Me CF34-F Me CF3H
Me MeO 4-F Me MeO H
R7=H;R3=Me;R4=H
R1R5R6R1R5R6
H H 3-CF3Et H H
H F 6-F Et F H
H Cl 6-Cl Et Cl H
H Me 6-Me Et Me H
H CF3CH2O 6-Me Et CF3CH2O H
H CF36-Me Et CF3H
H MeO 6-MeO Et MeO H
H H 4-Br i-Pr H H
Me F 6-F i-Pr F H
Me Cl 6-Cl i-Pr Cl H
Me Me 6-Me i-Pr Me H
n-Pr CF3CH2O H i-Pr CF3CH2O H
t-Bu CF3H i-Pr CF3H
sec-Bu MeO H i-Pr MeO H
H HCF2O H H HCF2O 6-HCF2O
H Br H H I H
H t-BuO H H EtO H
R4=Me;R6和R7=H R1,R6和R7=H
R1R3R5R3R4R5
H c-Pr H c-Pr c-Pr H
H c-Pr F c-Pr c-Pr F
H c-Pr Cl c-Pr c-Pr Cl
H c-Pr Me c-Pr c-Pr Me
H c-Pr CF3CH2O c-Pr CH3C≡C CF3CH2O
H c-Pr CF3c-Pr CH3C≡C CF3
R4=Me;R6和R7=H R1,R6和R7=H
R1R3R5R3R4R5
H c-Pr MeO c-Pr CH3C≡C MeO
Me MeC≡C H c-Pr CF3H
Me MeC≡C F c-Pr CF3F
Me MeC≡C Cl c-Pr CF3Cl
Me MeC≡C Me c-Pr CH3OCH2Me
Me MeC≡C CF3CH2O c-Pr CF3CH2O CF3CH2O
Me Cl CF3c-Pr MeS CF3
Me CF2Cl MeO c-Pr CH2=C(Et) MeO
i-Pr CF3H c-Pr CH2=CHCH2H
i-Pr sec-Bu F c-Pr t-BuO F
i-Pr CF3Cl c-Pr HCF2O Cl
i-Pr CF3Me c-Pr CH2=CHCH2O Me
i-Pr CF3CF3CH2O c-Pr MeC≡CCH2O CF3CH2O
i-Pr Et CF3c-Pr NMe2CF3
i-Pr MeO MeO c-Pr NHEt MeO
Et c-Pr H Cl Cl H
Et MeC≡C F Cl Cl F
Et CH2F Cl Cl Cl Cl
Et CF3CH2O Me Cl Cl Me
Et i-Pr CF3CH2O CH3C≡C Cl CF3CH2O
Et n-Bu CF3CH3C≡C F CF3
Et HC≡CCH2O MeO CH3C≡C CH3OCH2MeO
t-Bu Br Cl OCF3sec-Bu Cl
Ph CF3(CF2)3Me OCF3Br Me
Bzl sec-BuS CF3CH2O OCF3i-Pr CF3CH2O
表11
R3=4-Me;R4=Me;Y=N R3=H;R4=Me;Y=CH
R1R2E R1R2E
H 4-Me Ph H 4-Et Ph
H 4-i-Pr 2-Me-Ph H 4-sec-Bu 2-Me-Ph
H 4-n-Bu 2-Cl-Ph H 4-CF3(CF2)32-Cl-Ph
H 4-CN 2-MeO-Ph H 4-t-Bu 2-MeO-Ph
H 4-CF32-CF3CH2O-Ph H 4-FCH22-CF3CH2O-Ph
H 4-CF3CH21-naphthalenyl H 4-n-Pr 1-naphthalenyl
i-Pr 4-Me Ph Me 5-Me Ph
i-Pr 4-Me 2-Me-Ph Me 5-Me 2-Me-Ph
i-Pr 4-Me 2-Cl-Ph Me 5-Me 2-Cl-Ph
i-Pr 4-Me 2-MeO-Ph Me 5-Me 2-MeO-Ph
i-Pr 4-Me 2-CF3CH2O-Ph Me 5-Me 2-CF3CH2O-Ph
Cl H Ph Br H Ph
F H 2-Me-Ph CN H 2-Me-Ph
CF3CF2H 2-Cl-Ph Ac H 2-Cl-Ph
R3=4-Me;R4=Me;Y=N R3=H;R4=Me;Y=CH
R1R2E R1R2E
CH2=CHCH2H 2-MeO-Ph CH3C≡CCH2H 2-MeO-Ph
CO2Me H 2-CF3CH2O-Ph CO2Et H 2-CF3CH2O-Ph
2-Me-Ph H Me 4-Cl-Ph H Ph
Bzl H Ph 5-Me-3-furyl H i-Pr
2-naphthalenyl H n-Bu EtCO H 2-Cl-Ph
3-thienyl H CF3CF22-furyl 5-Me CF3
3-pyridyl H Me Ph 4-Me Me
CN 4-Me Ph CN 5-Me Ph
t-Bu 4-Me 2-Me-Ph t-Bu 5-Me 2-Me-Ph
ClCH24-Me 2-Cl-Ph FCH25-Me 2-Cl-Ph
Et 4-Me 2-MeO-Ph Et 5-Me 2-MeO-Ph
n-Pr 4-Me 2-CF3CH2O-Ph Cl(CH2)45-Me 2-CF3CH2O-Ph
Me 5-Me 2-CF3-Ph Me 5-Me 2-CF3-Ph
i-Pr 5-Me 2-CF3-Ph i-Pr 4-CN 2-CF3-Ph
CF35-CF32-CF3-Ph CF34-Me 2-CF3-Ph
Me 5-Me 2-TMS-Ph i-Pr 5-Me 2-TMS-Ph
表12
R7=H;R3=Me;R4=Me;n=1
R1R5R6R1R5R6
H H H H H 4-F
H F H H F 4-F
H Cl H H Cl 4-F
H Me H H Me 4-F
H CF3CH2O H H CF3CH2O 4-F
H CF3H H CF34-F
H MeO H H MeO 4-F
H H 4-Cl Me H H
Me F 5-F Me F H
Me Cl 5-Cl Me Cl H
Me Me 4-F Me Me H
Me CF3CH2O 4-F Me CF3CH2O H
Me CF34-F Me CF3H
Me MeO 4-F Me MeO H
H H 3-CF3Et H H
H F 6-F Et F H
H Cl 6-Cl Et Cl H
H Me 6-Me Et Me H
H CF3CH2O 6-Me Et CF3CH2O H
R7=H;R3=Me;R4=Me;n=1
R1R5R6R1R5R6
H CF36-Me Et CF3H
H MeO 6-MeO Et MeO H
H H 4-Br i-Pr H H
Me F 6-F i-Pr F H
Me Cl 6-Cl i-Pr Cl H
Me Me 6-Me i-Pr Me H
n-Pr CF3CH2O H i-Pr CF3CH2O H
t-Bu CF3H i-Pr CF3H
sec-Bu MeO H i-Pr MeO H
H HCF2O H H i-Pr H
H Br H H I H
H t-BuO H H EtO H
R7=H;R3=Me;R4=H;n=1
R1R5R6R1R5R6
H H H H H 4-F
H F H H F 4-F
H Cl H H Cl 4-F
H Me H H Me 4-F
H CF3CH2O H H CF3CH2O 4-F
H CF3H H CF34-F
H MeO H H MeO 4-F
H H 4-Cl Me H H
Me F 5-F Me F H
Me Cl 5-Cl Me Cl H
Me Me 4-F Me Me H
Me CF3CH2O 4-F Me CF3CH2O H
Me CF34-F Me CF3H
Me MeO 4-F Me MeO H
R7=H;R3=Me;R4=H;n=1
R1R5R6R1R5R6
H H 3-CF3Et H H
H F 6-F Et F H
H Cl 6-Cl Et Cl H
H Me 6-Me Et Me H
H CF3CH2O 6-Me Et CF3CH2O H
H CF36-Me Et CF3H
H MeO 6-MeO Et MeO H
H H 4-Br i-Pr H H
Me F 6-F i-Pr F H
Me Cl 6-Cl i-Pr Cl H
Me Me 6-Me i-Pr Me H
n-Pr CF3CH2O H i-Pr CF3CH2O H
t-Bu CF3H i-Pr CF3H
sec-Bu MeO H i-Pr MeO H
H NO26-Cl Me CN 6-CN
H Br 6-Br Me MeS(O)24-F
H HCF2O 4-MeO Me i-Pr H
R4=Me;R6和R7=H; R1,R6和R7=H;
n=1 n=1
R1R3R5R3R4R5
H c-Pr H c-Pr c-Pr H
H c-Pr F c-Pr c-Pr F
H c-Pr Cl c-Pr c-Pr Cl
H c-Pr Me c-Pr c-Pr Me
H c-Pr CF3CH2O c-Pr CH3C≡C CF3CH2O
H c-Pr CF3c-Pr CH3C≡C CF3
R4=Me;R6和R7=H; R1,R6和R7=H;
n=1 n=1
R1R3R5R3R4R5
H c-Pr MeO c-Pr CH3C≡C MeO
Me MeC≡C H c-Pr CF3H
Me MeC≡C F c-Pr CF3F
Me MeC≡C Cl c-Pr CF3Cl
Me MeC≡C Me c-Pr CH3OCH2Me
Me MeC≡C CF3CH2O c-Pr CF3CH2O CF3CH2O
Me Cl CF3c-Pr MeS CF3
Me CF2Cl MeO c-Pr CH2=C(Et) MeO
i-Pr CF3H c-Pr CH2=CHCH2H
i-Pr sec-Bu F c-Pr t-BuO F
i-Pr CF3Cl c-Pr HCF2O Cl
i-Pr CF3Me c-Pr CH2=CHCH2O Me
i-Pr CF3CF3CH2O c-Pr MeC≡CCH2O CF3CH2O
i-Pr Et CF3c-Pr NMe2CF3
i-Pr MeO MeO c-Pr NHEt MeO
Et c-Pr H Cl Cl H
Et MeC≡C F Cl Cl F
Et CH2F Cl Cl Cl Cl
Et CF3CH2O Me Cl Cl Me
Et i-Pr CF3CH2O CH3C≡C Cl CF3CH2O
Et n-Bu CF3CH3C≡C F CF3
Et HC≡CCH2O MeO CH3C≡C CH3OCH2MeO
t-Bu Br Cl OCF3sec-Bu Cl
Ph CF3(CF2)3Me OCF3Br Me
Bzl sec-BuS CF3CH2O OCF3i-Pr CF3CH2O
表13
R7=H;R3=Me;R4=Me
R1R5R6R1R5R6
H H H H H 4-F
H F H H F 4-F
H Cl H H Cl 4-F
H Me H H Me 4-F
H CF3CH2O H H CF3CH2O 4-F
H CF3H H CF34-F
H MeO H H MeO 4-F
H H 4-Cl Me H H
Me F 5-F Me F H
Me Cl 5-Cl Me Cl H
Me Me 4-F Me Me H
Me CF3CH2O 4-F Me CF3CH2O H
Me CF34-F Me CF3H
Me MeO 4-F Me MeO H
H H 3-CF3Et H H
H F 6-F Et F H
H Cl 6-Cl Et Cl H
H Me 6-Me Et Me H
H CF3CH2O 6-Me Et CF3CH2O H
R7=H;R3=Me;R4=Me
R1R5R6R1R5R6
H CF36-Me Et CF3H
H MeO 6-MeO Et MeO H
H H 4-Br i-Pr H H
Me F 6-F i-Pr F H
Me Cl 6-Cl i-Pr Cl H
Me Me 6-Me i-Pr Me H
n-Pr CF3CH2O H i-Pr CF3CH2O H
t-Bu CF3H i-Pr CF3H
sec-Bu MeO H i-Pr MeO H
H HCF2O H H HCF2O 6-HCF2O
H Br H H I H
H t-BuO H H EtO H
R7=H;R3=Me;R4=H
R1R5R6R1R5R6
H H H H H 4-F
H F H H F 4-F
H Cl H H Cl 4-F
H Me H H Me 4-F
H CF3CH2O H H CF3CH2O 4-F
H CF3H H CF34-F
H MeO H H MeO 4-F
H H 4-Cl Me H H
Me F 5-F Me F H
Me Cl 5-Cl Me Cl H
Me Me 4-F Me Me H
Me CF3CH2O 4-F Me CF3CH2O H
Me CF34-F Me CF3H
Me MeO 4-F Me MeO H
R7=H;R3=Me;R4=H
R1R5R6R1R5R6
H H 3-CF3Et H H
H F 6-F Et F H
H Cl 6-Cl Et Cl H
H Me 6-Me Et Me H
H CF3CH2O 6-Me Et CF3CH2O H
H CF36-Me Et CF3H
H MeO 6-MeO Et MeO H
H H 4-Br i-Pr H H
Me F 6-F i-Pr F H
Me Cl 6-Cl i-Pr Cl H
Me Me 6-Me i-Pr Me H
n-Pr CF3CH2O H i-Pr CF3CH2O H
t-Bu CF3H i-Pr CF3H
sec-Bu MeO H i-Pr MeO H
H HCF2O H H HCF2O 6-HCF2O
H Br H H I H
H t-BuO H H EtO H
R4=Me;R6和R7=H; R1,R6和R7=H;
R1R3R5R3R4R5
H c-Pr H c-Pr c-Pr H
H c-Pr F c-Pr c-Pr F
H c-Pr Cl c-Pr c-Pr Cl
H c-Pr Me c-Pr c-Pr Me
H c-Pr CF3CH2O c-Pr CH3C≡C CF3CH2O
H c-Pr CF3c-Pr CH3C≡C CF3
R4=Me;R6和R7=H R1,R6和R7=H
R1R3R5R3R4R5
H c-Pr MeO c-Pr CH3C≡C MeO
Me MeC≡C H c-Pr CF3H
Me MeC≡C F c-Pr CF3F
Me MeC≡C Cl c-Pr CF3Cl
Me MeC≡C Me c-Pr CH3OCH2Me
Me MeC≡C CF3CH2O c-Pr CF3CH2O CF3CH2O
Me Cl CF3c-Pr MeS CF3
Me CF2Cl MeO c-Pr CH2=C(Et) MeO
i-Pr CF3H c-Pr CH2=CHCH2H
i-Pr sec-Bu F c-Pr t-BuO F
i-Pr CF3Cl c-Pr HCF2O Cl
i-Pr CF3Me c-Pr CH2=CHCH2O Me
i-Pr CF3CF3CH2O c-Pr MeC≡CCH2O CF3CH2O
i-Pr Et CF3c-Pr NMe2CF3
i-Pr MeO MeO c-Pr NHEt MeO
Et c-Pr H Cl Cl H
Et MeC≡C F Cl Cl F
Et CH2F Cl Cl Cl Cl
Et CF3CH2O Me Cl Cl Me
Et i-Pr CF3CH2O CH3C≡C Cl CF3CH2O
Et n-Bu CF3CH3C≡C F CF3
Et HC≡CCH2O MeO CH3C≡C CH3OCH2MeO
t-Bu Br Cl OCF3sec-Bu Cl
Ph CF3(CF2)3Me OCF3Br Me
Bzl sec-BuS CF3CH2O OCF3i-Pr CF3CH2O
表14
R3和R4=Me;R10=H
E R8R9E R8R9
H H H H H 4-F
H F H H F 4-F
H Cl H H Cl 4-F
H Me H H Me 4-F
H CF3CH2O H H CF3CH2O 4-F
H CF3H H CF34-F
H MeO H H MeO 4-F
H H 4-Cl Me H H
Me F 5-F Me F H
Me Cl 5-Cl Me Cl H
Me Me 4-F Me Me H
Me CF3CH2O 4-F Me CF3CH2O H
Me CF34-F Me CF3H
Me MeO 4-F Me MeO H
H H 3-CF3Et H H
H F 6-F Et F H
H Cl 6-Cl Et Cl H
H Me 6-Me Et Me H
H CF3CH2O 6-Me Et CF3CH2O H
R3和R4=Me;R10=H
E R8R9E R8R9
H CF36-Me Et CF3H
H MeO 6-MeO Et MeO H
H H 4-Br i-Pr H H
Me F 6-F i-Pr F H
Me Cl 6-Cl i-Pr Cl H
Me Me 6-Me i-Pr Me H
n-Pr CF3CH2O H i-Pr CF3CH2O H
t-Bu CF3H i-Pr CF3H
sec-Bu MeO H i-Pr MeO H
Ph HCF2O H H HCF2O 6-HCF2O
H Br H H I H
H t-BuO H H EtO H
R3=Me;R4和R10=H
E R8R9E R8R9
H H H H H 4-F
H F H H F 4-F
H Cl H H Cl 4-F
H Me H H Me 4-F
H CF3CH2O H H CF3CH2O 4-F
H CF3H H CF34-F
H MeO H H MeO 4-F
H H 4-Cl Me H H
Me F 5-F Me F H
Me Cl 5-Cl Me Cl H
Me Me 4-F Me Me H
Me CF3CH2O 4-F Me CF3CH2O H
Me CF34-F Me CF3H
Me MeO 4-F Me MeO H
R3=Me;R4和R10=H
E R8R9E R8R9
H H 3-CF3Et H H
H F 6-F Et F H
H Cl 6-Cl Et Cl H
H Me 6-Me Et Me H
H CF3CH2O 6-Me Et CF3CH2O H
H CF36-Me Et CF3H
H MeO 6-MeO Et MeO H
H H 4-Br i-Pr H H
Me F 6-F i-Pr F H
Me Cl 6-Cl i-Pr Cl H
Me Me 6-Me i-Pr Me H
n-Pr CF3CH2O H i-Pr CF3CH2O H
t-Bu CF3H i-Pr CF3H
sec-Bu MeO H i-Pr MeO H
Ph HCF2O 4-MeO H HCF2O 6-HCF2O
H Br H Ph I H
H t-BuO H H EtO H
R4=Me;R9和R10=H R9和R10=H;E=Me
E R3R8R3R4R8
H c-Pr H c-Pr c-Pr H
H c-Pr F c-Pr c-Pr F
H c-Pr Cl c-Pr c-Pr Cl
H c-Pr Me c-Pr c-Pr Me
H c-Pr CF3CH2O c-Pr CH3C≡C CF3CH2O
H c-Pr CF3c-Pr CH3C≡C CF3
R4=Me;R9和R10=H R9和R10=H;E=Me
E R3R8R3R4R8
H c-Pr MeO c-Pr CH3C≡C MeO
Me MeC≡C H c-Pr CF3H
Me MeC≡C F c-Pr CF3F
Me MeC≡C Cl c-Pr CF3Cl
Me MeC≡C Me c-Pr CH3OCH2Me
Me MeC≡C CF3CH2O c-Pr CF3CH2O CF3CH2O
Me Cl CF3c-Pr MeS CF3
Me CF2Cl MeO c-Pr CH2=C(Et) MeO
i-Pr CF3H c-Pr CH2=CHCH2H
i-Pr sec-Bu F c-Pr t-BuO F
i-Pr CF3Cl c-Pr HCF2O Cl
i-Pr CF3Me c-Pr CH2=CHCH2O Me
i-Pr CF3CF3CH2O c-Pr MeC≡CCH2O CF3CH2O
i-Pr Et CF3c-Pr NMe2CF3
i-Pr MeO MeO c-Pr NHEt MeO
Et c-Pr H Cl Cl H
Et MeC≡C F Cl Cl F
Et CH2F Cl Cl Cl Cl
Et CF3CH2O Me Cl Cl Me
Et i-Pr CF3CH2O CH3C≡C Cl CF3CH2O
Et n-Bu CF3CH3C≡C F CF3
Et HC≡CCH2O MeO CH3C≡C CH3OCH2MeO
t-Bu Br Cl OCF3sec-Bu Cl
Ph CF3(CF2)3Me OCF3Br Me
Bzl sec-BuS CF3CH2O OCF3i-Pr CF3CH2O
表15
R3=Me;R4=Me R3=H;R4=Me
R1R2E R1R2E
H Me Ph H Et Ph
H i-Pr 2-Me-Ph H sec-Bu 2-Me-Ph
H n-Bu 2-Cl-Ph H CF3(CF2)32-Cl-Ph
H CN 2-MeO-Ph H t-Bu 2-MeO-Ph
H CF3CF3CH2O-Ph H FCH22-CF3CH2O-Ph
H CF3CH21-naphthalenyl H n-Pr 1-naphthalenyl
i-Pr Me Ph Me Me Ph
i-Pr Me 2-Me-Ph Me Me 2-Me-Ph
i-Pr Me 2-Cl-Ph Me Me 2-Cl-Ph
i-Pr Me 2-MeO-Ph Me Me 2-MeO-Ph
i-Pr Me 2-CF3CH2O-Ph Me Me 2-CF3CH2O-Ph
Cl H Ph Br H Ph
F H 2-Me-Ph CN H 2-Me-Ph
CF3CF2H 2-Cl-Ph Ac H 2-Cl-Ph
R3=Me;R4=Me R3=H;R4=Me
R1R2E R1R2E
CH2=CHCH2H 2-MeO-Ph CH3C≡CCH2H 2-MeO-Ph
CO2Me H 2-CF3CH2O-Ph CO2Et H 2-CF3CH2O-Ph
2-Me-Ph H Me 4-Cl-Ph H Ph
Bzl H Ph 5-Me-3-furyl H Ph
2-naphthalenyl H n-Bu EtCO H i-Pr
3-thienyl H CF3CF22-furyl H 2-Cl-Ph
3-pyridyl H Me Ph Me CF3
Ph Me H Ph Me H
2-Me-Ph Me H 2-Me-Ph Me H
2-Cl-Ph Me H 2-Cl-Ph Me H
2-MeO-Ph Me H 2-MeO-Ph Me H
2-CF3CH2O-Ph Me H 2-CF3CH2O-Ph Me H
Ph Me n-Pr Ph i-Pr Me
Ph Me CF3Ph CF3Me
Ph Me i-Pr Ph Et Me
Ph Me sec-Bu Ph n-Bu Me
表16
R3和R4=Me;Y=N R3=H;R4=Me;Y=CH
R1R2E R1R2E
H Me Ph H Et Ph
H i-Pr 2-Me-Ph H sec-Bu 2-Me-Ph
H n-Bu 2-Cl-Ph H CF3(CF2)32-Cl-Ph
H CN 2-MeO-Ph H t-Bu 2-MeO-Ph
H CF3CF3CH2O-Ph H FCH22-CF3CH2O-Ph
H CF3CH21-naphthalenyl H n-Pr 1-naphthalenyl
i-Pr Me Ph Me Me Ph
i-Pr Me 2-Me-Ph Me Me 2-Me-Ph
i-Pr Me 2-Cl-Ph Me Me 2-Cl-Ph
i-Pr Me 2-MeO-Ph Me Me 2-MeO-Ph
i-Pr Me 2-CF3CH2O-Ph Me Me 2-CF3CH2O-Ph
Cl H Ph Br H Ph
F H 2-Me-Ph CN H 2-Me-Ph
CF3CF2H 2-Cl-Ph Ac H 2-Cl-Ph
R3和R4=Me;Y=N R3=H;R4=Me;Y=CH
R1R2E R1R2E
CH2=CHCH2H 2-MeO-Ph CH3C≡CCH2H 2-MeO-Ph
CO2Me H 2-CF3CH2O-Ph CO2Et H 2-CF3CH2O-Ph
2-Me-Ph H Me 4-Cl-Ph H Ph
Bzl H Ph 5-Me-3-furyl H i-Pr
2-naphthalenyl H n-Bu EtCO H 2-Cl-Ph
3-thienyl H CF3CF22-furyl H CF3
3-pyridyl H Me Ph Me Me
Ph Me H Ph Me H
2-Me-Ph Me H 2-Me-Ph Me H
2-Cl-Ph Me H 2-Cl-Ph Me H
2-MeO-Ph Me H 2-MeO-Ph Me H
2-CF3CH2O-Ph Me H 2-CF3CH2O-Ph Me H
Ph Me n-Pr Ph i-Pr Me
Ph Me CF3Ph CF3Me
Ph Me i-Pr Ph Et Me
Ph Me sec-Bu Ph n-Bu Me
表17
R3和R4=Me;R7=H
R1R5R6R1R5R6
H H H H H 4-F
H F H H F 4-F
H Cl H H Cl 4-F
H Me H H Me 4-F
H CF3CH2O H H CF3CH2O 4-F
H CF3H H CF34-F
H MeO H H MeO 4-F
H H 4-Cl Me H H
Me F 5-F Me F H
Me Cl 5-Cl Me Cl H
Me Me 4-F Me Me H
Me CF3CH2O 4-F Me CF3CH2O H
Me CF34-F Me CF3H
Me MeO 4-F Me MeO H
H H 3-CF3Et H H
H F 6-F Et F H
H Cl 6-Cl Et Cl H
H Me 6-Me Et Me H
H CF3CH2O 6-Me Et CF3CH2O H
R3和R4=Me;R7=H
R1R5R6R1R5R6
H CF36-Me Et CF3H
H MeO 6-MeO Et MeO H
H H 4-Br i-Pr H H
Me F 6-F i-Pr F H
Me Cl 6-Cl i-Pr Cl H
Me Me 6-Me i-Pr Me H
n-Pr CF3CH2O H i-Pr CF3CH2O H
t-Bu CF3H i-Pr CF3H
sec-Bu MeO H i-Pr MeO H
H HCF2O H H HCF2O 6-HCF2O
H Br H H I H
H t-BuO H H EtO H
R3=Me;R4和R7=H
R1R5R6R1R5R6
H H H H H 4-F
H F H H F 4-F
H Cl H H Cl 4-F
H Me H H Me 4-F
H CF3CH2O H H CF3CH2O 4-F
H CF3H H CF34-F
H MeO H H MeO 4-F
H H 4-Cl Me H H
Me F 5-F Me F H
Me Cl 5-Cl Me Cl H
Me Me 4-F Me Me H
Me CF3CH2O 4-F Me CF3CH2O H
Me CF34-F Me CF3H
Me MeO 4-F Me MeO H
R3=Me;R4和R7=H
R1R5R6R1R5R6
H H 3-CF3Et H H
H F 6-F Et F H
H Cl 6-Cl Et Cl H
H Me 6-Me Et Me H
H CF3CH2O 6-Me Et CF3CH2O H
H CF36-Me Et CF3H
H MeO 6-MeO Et MeO H
H H 4-Br i-Pr H H
Me F 6-F i-Pr F H
Me Cl 6-Cl i-Pr Cl H
Me Me 6-Me i-Pr Me H
n-Pr CF3CH2O H i-Pr CF3CH2O H
t-Bu CF3H i-Pr CF3H
sec-Bu MeO H i-Pr MeO H
H HCF2O H H HCF2O 6-HCF2O
H Br H H I H
H t-BuO H H EtO H
R4=Me;R6和R7=H R1,R6和R7=H
R1R3R5R3R4R5
H c-Pr H c-Pr c-Pr H
H c-Pr F c-Pr c-Pr F
H c-Pr Cl c-Pr c-Pr Cl
H c-Pr Me c-Pr c-Pr Me
H c-Pr CF3CH2O c-Pr CH3C≡C CF3CH2O
H c-Pr CF3c-Pr CH3C≡C CF3
R4=Me;R6和R7=H R1,R6和R7=H
R1R3R5R3R4R5
H c-Pr MeO c-Pr CH3C≡C MeO
Me MeC≡C H c-Pr CF3H
Me MeC≡C F c-Pr CF3F
Me MeC≡C Cl c-Pr CF3Cl
Me MeC≡C Me c-Pr CH3OCH2Me
Me MeC≡C CF3CH2O c-Pr CF3CH2O CF3CH2O
Me Cl CF3c-Pr MeS CF3
Me CF2Cl MeO c-Pr CH2=C(Et) MeO
i-Pr CF3H c-Pr CH2=CHCH2H
i-Pr sec-Bu F c-Pr t-BuO F
i-Pr CF3Cl c-Pr HCF2O Cl
i-Pr CF3Me c-Pr CH2=CHCH2O Me
i-Pr CF3CF3CH2O c-Pr MeC≡CCH2O CF3CH2O
i-Pr Et CF3c-Pr NMe2CF3
i-Pr MeO MeO c-Pr NHEt MeO
Et c-Pr H Cl Cl H
Et MeC≡C F Cl Cl F
Et CH2F Cl Cl Cl Cl
Et CF3CH2O Me Cl Cl Me
Et i-Pr CF3CH2O CH3C≡C Cl CF3CH2O
Et n-Bu CF3CH3C≡C F CF3
Et HC≡CCH2O MeO CH3C≡C CH3OCH2MeO
t-Bu Br Cl OCF3sec-Bu Cl
Ph CF3(CF2)3Me OCF3Br Me
Bzl sec-BuS CF3CH2O OCF3i-Pr CF3CH2O
表18
R3和R4=Me;Y=N R3=H;R4=Me;Y=CH
R1R2E R1R2E
H Me Ph H Et Ph
H i-Pr 2-Me-Ph H sec-Bu 2-Me-Ph
H n-Bu 2-Cl-Ph H CF3(CF2)32-Cl-Ph
H CN 2-MeO-Ph H t-Bu 2-MeO-Ph
H CF3CF3CH2O-Ph H FCH22-CF3CH2O-Ph
H CF3CH21-naphthalenyl H n-Pr 1-naphthalenyl
i-Pr Me Ph Me Me Ph
i-Pr Me 2-Me-Ph Me Me 2-Me-Ph
i-Pr Me 2-Cl-Ph Me Me 2-Cl-Ph
i-Pr Me 2-MeO-Ph Me Me 2-MeO-Ph
i-Pr Me 2-CF3CH2O-Ph Me Me 2-CF3CH2O-Ph
Cl H Ph Br H Ph
F H 2-Me-Ph CN H 2-Me-Ph
CF3CF2H 2-Cl-Ph Ac H 2-Cl-Ph
R3和R4=Me;Y=N R3=H;R4=Me;Y=CH
R1R2E R1R2E
CH2=CHCH2H 2-MeO-Ph CH3C≡CCH2H 2-MeO-Ph
CO2Me H 2-CF3CH2O-Ph CO2Et H 2-CF3CH2O-Ph
2-Me-Ph H Me 4-Cl-Ph H Ph
Bzl H Ph 5-Me-3-furyl H Ph
2-naphthalenyl H n-Bu EtCO H i-Pr
3-thienyl H CF3CF22-furyl H 2-Cl-Ph
3-pyridyl H Me Ph Me CF3
Ph Me H Ph Me Ph
2-Me-Ph Me H 2-Me-Ph Me H
2-Cl-Ph Me H 2-Cl-Ph Me H
2-MeO-Ph Me H 2-MeO-Ph Me H
2-CF3CH2O-Ph Me H 2-CF3CH2O-Ph Me H
Ph Me n-Pr Ph i-Pr Me
Ph Me CF3Ph CF3Me
Ph Me i-Pr Ph Et Me
Ph Me sec-Bu Ph n-Bu Me
表19
R3=Me R3=Me;R4和R18一起
形成-(CH2)3-
R1R4R18R5R6R7R1R5R6R7
H OH n-Bu Cl H H H Cl H H
H OH n-Pr Me H H H Me H H
H OH Et Me Me H H Et H H
Me OH n-Bu Cl H 2-Cl Me i-Pr H H
Et OH n-Bu H MeO H Et H Me H
H Ph H Cl H H H Cl H 2-Cl
H Ph H Me H H H Me Me H
H Ph H Me Me H H Et Et H
Me Ph H Cl H 2-Cl Me Me Me H
Et Ph H H MeO H Et Me H H
H TMS-CH2H Cl H H H F H H
H TMS-CH2H Me H H H H Br H
H TMS-CH2H Me Me H H MeO H H
Me TMS-CH2H Cl H 2-Cl Me H MeO H
Et TMS-CH2H H MeO H Et Cl H H
R3=Me R3=Me;R4和R18一起
形成-(CH2)3-
R1R4R18R5R6R7R1R5R6R7
H Me Cl Me Me H H H Cl H
H Me Br Cl H H H H CF3H
H Me Cl Cl H H H H F H
Me Me Br F H H Me H Cl H
Et Me Cl CF3H H
R3=Me R3=Me;R4和R18一起形成 -(CH2)4-
R1R5R6R7R1R5R6R7
H Cl H H H MeO MeO H
H Me H H Me MeO H 2-MeO
H Et H H Et F H H
Me i-Pr H H H CF3H H
Et H Me H H CF3CH2O H H
H Cl H 2-Cl H HCF2O H H
H Me Me H Me EtO H H
H Et Et H Et H EtO H
Me Me Me H H H Cl H
Et Me H H H H CF3H
H MeO H H H H F H
H H MeO H Me H Cl H
表20
R3=Me R3=Me;R4和R18一起
R1R4R18R5R6R7形成-(CH2)3-
H OH n-Bu Cl H H R1R5R6R7
H OH n-Pr Me H H H Cl H H
H OH Et Me Me H H Me H H
Me OH n-Bu Cl H 2-Cl H Et H H
Et OH n-Bu H MeO H Me i-Pr H H
H Ph H Cl H H Et H Me H
H Ph H Me H H H Cl H 2-Cl
H Ph H Me Me H H Me Me H
Me Ph H Cl H 2-Cl H Et Et H
Et Ph H H MeO H Me Me Me H
H TMS-CH2H Cl H H Et Me H H
H TMS-CH2H Me H H H F H H
H TMS-CH2H Me Me H H H Br H
Me TMS-CH2H Cl H 2-Cl H MeO H H
Et TMS-CH2H H MeO H Me H MeO H
R3=Me R3=Me;R4和R18一起
形成-(CH2)3-
R1R4R18R5R6R7R1R5R6R7
H Me Cl Me Me H Et Cl H H
H Me Br Cl H H H H Cl H
H Me Cl Cl H H H H CF3H
Me Me Br F H H H H F H
Et Me Cl CF3H H Me H Cl H
R3=Me R3=Me;R4和R18一起形成 -(CH2)4-
R1R5R6R7R1R5R6R7
H Cl H H Me EtO H H
H Me H H Et H EtO H
H Et H H H H Cl H
Me i-Pr H H H H CF3H
Et H Me H H H F H
H Cl H 2-Cl H MeO MeO H
H Me Me H Me MeO H 2-MeO
H Et Et H Et F H H
Me Me Me H H CF3H H
Et Me H H H CF3CH2O H H
H MeO H H H HCF2O H H
H H MeO H Me H Cl H
表21
R7=H;R3=Me;R4=6-Me
R1R5R6R1R5R6
H H H H H 4-F
H F H H F 4-F
H Cl H H Cl 4-F
H Me H H Me 4-F
H CF3CH2O H H CF3CH2O 4-F
H CF3H H CF34-F
H MeO H H MeO 4-F
H H 4-Cl Me H H
Me F 5-F Me F H
Me Cl 5-Cl Me Cl H
Me Me 4-F Me Me H
Me CF3CH2O 4-F Me CF3CH2O H
Me CF34-F Me CF3H
Me MeO 4-F Me MeO H
H H 3-CF3Et H H
H F 6-F Et F H
H Cl 6-Cl Et Cl H
H Me 6-Me Et Me H
R7=H;R3=Me;R4=6-Me
R1R5R6R1R5R6
H CF3CH2O 6-Me Et CF3CH2O H
H CF36-Me Et CF3H
H MeO 6-MeO Et MeO H
H H 4-Br i-Pr H H
Me F 6-F i-Pr F H
Me Cl 6-Cl i-Pr Cl H
Me Me 6-Me i-Pr Me H
n-Pr CF3CH2O H i-Pr CF3CH2O H
t-Bu CF3H i-Pr CF3H
sec-Bu MeO H i-Pr MeO H
H HCF2O H H HCF2O 6-HCF2O
H Br H H I H
H t-BuO H H EtO H
H H 4-NMe2Me H 4-NEt2
H H 4-piperidino Me H 4-吡咯烷基
R7=H;R3=Me;R4=H
R1R5R6R1R5R6
H H H H H 4-F
H F H H F 4-F
H Cl H H Cl 4-F
H Me H H Me 4-F
H CF3CH2O H H CF3CH2O 4-F
H CF3H H CF34-F
H MeO H H MeO 4-F
H H 4-Cl Me H H
Me F 5-F Me F H
Me Cl 5-Cl Me Cl H
Me Me 4-F Me Me H
Me CF3CH2O 4-F Me CF3CH2O H
Me CF34-F Me CF3H
Me MeO 4-F Me MeO H
R7=H;R3=Me;R4=H
R1R5R6R1R5R6
H H 3-CF3Et H H
H F 6-F Et F H
H Cl 6-Cl Et Cl H
H Me 6-Me Et Me H
H CF3CH2O 6-Me Et CF3CH2O H
H CF36-Me Et CF3H
H MeO 6-MeO Et MeO H
H H 4-Br i-Pr H H
Me F 6-F i-Pr F H
Me Cl 6-Cl i-Pr Cl H
Me Me 6-Me i-Pr Me H
n-Pr CF3CH2O H i-Pr CF3CH2O H
t-Bu CF3H i-Pr CF3H
sec-Bu MeO H i-Pr MeO H
H NO26-Cl Me CN 6-CN
H Br 6-Br Me MeS(O)24-F
H HCF2O 4-MeO Me i-Pr H
R7=H;R3=H;R4=H
R1R5R6R1R5R6
H H H H H 4-F
H F H H F 4-F
H Cl H H Cl 4-F
H Me H H Me 4-F
H CF3CH2O H H CF3CH2O 4-F
H CF3H H CF34-F
H MeO H H MeO 4-F
H H 4-Cl Me H H
H F 5-F Me F H
H Cl 5-Cl Me Cl H
H Me 4-F Me Me H
R7=H;R3=H;R4=H
R1R5R6R1R5R6
Me CF3CH2O 4-F Me CF3CH2O H
Me CF34-F Me CF3H
Me MeO 4-F Me MeO H
H H 3-CF3Et H H
H F 6-F Et F H
H Cl 6-Cl Et Cl H
H Me 6-Me Et Me H
H CF3CH2O 6-Me Et CF3CH2O H
Me CF36-Me Et CF3H
Me MeO 6-MeO Et MeO H
H H 4-Br i-Pr H H
H F 6-F i-Pr F H
H Cl 6-Cl i-Pr Cl H
H Me 6-Me i-Pr Me H
n-Pr CF3CH2O H i-Pr CF3CH2O H
t-Bu CF3H i-Pr CF3H
sec-Bu MeO H i-Pr MeO H
Me t-Bu 4-MeO H TMS 6-Me
Me i-PrO H H TMS 4-F
Me CF3CF2CF2H H TMS 5-CF3
R1=H;R3=Et;R4=H R1,R3=Et;R4=H
R5R6R7R5R6R7
H 4-Cl 5-Cl Cl 4-Cl 6-Cl
H 4-F 6-sec-Bu Cl 4-Cl 6-MeO
H 4-Et 5-I Cl 3-Me 4-Cl
H 3-F 6-CF3CH2O Cl 3-CF35-CF3
H 4-Me 6-CF3CF2Cl 4-MeO 5-t-BuO
H 4-Br 6-n-BuO Cl 3-n-Bu 4-Me
R1=H;R3=Et;R4=H R1,R3=Et;R4=H
R5R6R7R5R6R7
Me 4-Me 6-Me TMS H H
Me 4-F 6-Me TMS H 4-F
Me 4-t-Bu 6-t-Bu TMS H 6-Me
Me 4-CF36-Cl TMS H 6-MeO
Me 3-Me 5-Br TMS H 6-Cl
Me 5-i-Pr 6-MeO TMS H 6-HCF2O
t-Bu 6-t-Bu H Br 6-Br H
t-Bu 4-t-BuO H NMe2H H
t-Bu H H CONHEt H H
CF3(CH2)3O H H CN H H
CF3(CF2)2H H 4-F-Ph H H
(CF3)2CH H H 2-MePh H H
sec-BuS H H NO26-Me H
MeS 6-MeS H 4-Me-PhO H H
EtS 4-F H PhS H H
MeS(O) H H CO2H 3-MeO H
i-PrS(O) H H CO2H H H
t-BuS(O)2H H HC≡C H H
MeS(O)2H H MeC≡C H H
CH2=CH H H MeC≡CCH2O 4-F H
CH2=C(CH3)CH2H H t-BuO H H
CH2=CHCH2O H H n-PrO H H
MeOCH2CH2H H EtO 5-EtO H
MeO2C H H Ac H H
MeOCH2O H H sec-BuCO H H
表22
R1,R2和R4=H;R3=Me R1和R2=H;R3=Me;R4=6-Me
E E
1-naphthalenyl 1-naphthalenyl
2-furanyl 2-furanyl
2-naphthalenyl 2-naphthalenyl
3-thienyl 3-thienyl
2,5-di-Me -3-furanyl 2,5-diMe -3-furanyl
2,5-di-Me -3-thienyl 2,5-diMe -3-thienyl
4-Me-pho- 4-Me-pho-
2-Cl-pho- 2-Cl-pho-
2,6-二甲基苯氧基 2,6-diMe-Pho-
3-Me-PhS- 4-CN-PhS-
PhNH- 4-Me-PhNH-
Bzl Cl
Et n-hex
sec-Bu Me
c-pr c-hex
顺式-2-甲基环庚烷基 CF3CH2CH2
sec-BuS- n-BuO
CF3CH2O Cl(CH2)5O
5-Me -2-thienyl 4- Me -3-furanyl
5-Me -2-pyridyl 2- Me -3-pyridyl
R1,R2和R4=H; R1和R2=H;R3=Me;
R3=Me R4=6-Me
E E
2-indanyl 2-indanyl
2-四氢 naphthalenyl 2-四氢 naphthalenyl
R1,R2,R3=R4=H R1和R3=Me;R2=R4
=H;
E E
1-naphthalenyl 1-naphthalenyl
2-furanyl 2-furanyl
3-thienyl 3-thienyl
3-pyridyl 3-pyridyl
R3=Me;R4=H R3=Et;R4=H
R1R2E R1R2E
H 5-Me Ph H 5-Et Ph
H 5-i-Pr 2-Me-Ph H 5-sec-Bu 2-Me-Ph
H 5-n-Bu 2-Cl-Ph H 5-CF3(CF2)32-Cl-Ph
H 5-CN 2-MeO-Ph H 5-t-Bu 2-MeO-Ph
H 5-CF3CF3CH2O-Ph H 5-FCH22-CF3CH2O-Ph
H 5-CF3CH21-naphthalenyl H 5-n-Pr 1-naphthalenyl
i-Pr 5-Me Ph Me 4-Me Ph
i-Pr 5-Me 2-Me-Ph Me 4-Me 2-Me-Ph
i-Pr 5-Me 2-Cl-Ph Me 4-Me 2-Cl-Ph
i-Pr 5-Me 2-MeO-Ph Me 4-Me 2-MeO-Ph
R3＝Me;R4＝H
R1R2E
i-Pr 5-Me 2-CF3CH2O-Ph
Cl H Ph
F H 2-Me-Ph
CF3CF2H 2-Cl-Ph
CH2＝CHCH2H 2-MeO-Ph
CO2Me H 2-CF3CH2O-Ph
2-Me-Ph H Me
Bzl H Ph
2-naphthalenyl H n-Bu
3-thienyl H CF3CF2
3-pyridyl H Me
CN 5-Me Ph
t-Bu 5-Me 2-Me-Ph
ClCH25-Me 2-Cl-Ph
Et 5-Me 2-MeO-Ph
n-Pr 5-Me 2-CF3CH2O-Ph
Me 4-Me 2-CF3-Ph
i-Pr 4-Me 2-CF3-Ph
CF34-CF32-CF3-Ph
Me 4-Me 2-TMS-Ph
H 5-OH Ph
H 5-MeO 4-Me-Ph
H 5-OC（O）Me 4-Cl-Ph
H 5-OC（O）NHMe Ph
R3＝Me;R4＝Me
R1R2E
i-Pr 5-Me 2-Cl-Ph
i-Pr 5-Me 2-MeO-Ph
i-Pr 6-Me 2-CF3CH2O-Ph
Cl H Ph
F H 4-Me-Ph
CF3CF2H 4-Cl-Ph
CH2＝CHCH2H 4-MeO-Ph
R3＝Me;R4＝H
R1R2E
CO2Me H 2-CF3CH2O-Ph
2-Me-Ph H Me
Bzl H Ph
2-naphthalenyl H n-Bu
3-thienyl H CF3CF2
3-pyridyl H Me
CN 5-Me Ph
t-Bu 5-Me 2-Me-Ph
ClCH25-Me 2-Cl-Ph
Et 5-Me 2-MeO-Ph
n-Pr 6-Me 2-CF3CH2O-Ph
Me 4-Me 2-CF3-Ph
i-Pr 4-Me 2-CF3-Ph
CF34-CF32-CF3-Ph
R3＝Et;R4＝H
R1R2E
Me 4-Me 2-TMS-Ph
Me 4-Me 2-Cl-Ph
Me 4-Me 2-MeO-Ph
Me 4-Me 2-CF3CH2O-Ph
Br H Ph
CN H 4-Me-Ph
Ac H 4-Cl-Ph
CH3C≡CCH2H 4-MeO-Ph
R3＝4-Me;R4＝Me
R1R2E
CO2Et H 2-CF3CH2O-Ph
4-Cl-Ph H Ph
5-Me-3-furyl H i-Pr
EtCO H 2-Cl-Ph
2-furyl 4-Me CF3
Ph 5-Me Me
CN 4-Me Ph
t-Bu 4-Me 2-Me-Ph
FCH24-Me 2-Cl-Ph
Et 4-Me 2-MeO-Ph
Cl（CH2）44-Me 2-CF3CH2O-Ph
Me 4-Me 2-CF3-Ph
i-Pr 5-CN 2-CF3-Ph
CF35-Me 2-CF3-Ph
i-Pr 4-Me 2-TMS-Ph
表23
R7=H;R3=H;R4=Me
R1R5R6R1R5R6
H H H H H 4-F
H F H H F 4-F
H Cl H H Cl 4-F
H Me H H Me 4-F
H CF3CH2O H H CF3CH2O 4-F
H CF3H H CF34-F
H MeO H H MeO 4-F
H H 4-Cl Me H H
Me F 5-F Me F H
Me Cl 5-Cl Me Cl H
Me Me 4-F Me Me H
Me CF3CH2O 4-F Me CF3CH2O H
Me CF34-F Me CF3H
Me MeO 4-F Me MeO H
H H 3-CF3Et H H
H F 6-F Et F H
H Cl 6-Cl Et Cl H
H Me 6-Me Et Me H
R7=H;R3=H;R4=Me
R1R5R6R1R5R6
H CF3CH2O 6-Me Et CF3CH2O H
H CF36-Me Et CF3H
H MeO 6-MeO Et MeO H
H H 4-Br i-Pr H H
Me F 6-F i-Pr F H
Me Cl 6-Cl i-Pr Cl H
Me Me 6-Me i-Pr Me H
n-Pr CF3CH2O H i-Pr CF3CH2O H
t-Bu CF3H i-Pr CF3H
sec-Bu MeO H i-Pr MeO H
H HCF2O H H HCF2O 6-HCF2O
H Br H H I H
H t-BuO H H EtO H
表24
R3=H;R4=Me;R10=H
E R8R9E R8R9
H H H H H 4-F
H F H H F 4-F
H Cl H H Cl 4-F
H Me H H Me 4-F
H CF3CH2O H H CF3CH2O 4-F
H CF3H H CF34-F
H MeO H H MeO 4-F
H H 4-Cl Me H H
Me F 5-F Me F H
Me Cl 5-Cl Me Cl H
Me Me 4-F Me Me H
Me CF3CH2O 4-F Me CF3CH2O H
Me CF34-F Me CF3H
Me MeO 4-F Me MeO H
H H 3-CF3Et H H
H F 6-F Et F H
H Cl 6-Cl Et Cl H
H Me 6-Me Et Me H
R3=H;R4=Me;R10=H
E R8R9E R8R9
H CF3CH2O 6-Me Et CF3CH2O H
H CF36-Me Et CF3H
H MeO 6-MeO Et MeO H
H H 4-Br i-Pr H H
Me F 6-F i-Pr F H
Me Cl 6-Cl i-Pr Cl H
Me Me 6-Me i-Pr Me H
n-Pr CF3CH2O H i-Pr CF3CH2O H
t-Bu CF3H i-Pr CF3H
sec-Bu MeO H i-Pr MeO H
Ph HCF2O H H HCF2O 6-HCF2O
H Br H Ph I H
H t-BuO H H EtO H
R4=Et;R3和R10=H
E R8R9E R8R9
H H H H H 4-F
H F H H F 4-F
H Cl H H Cl 4-F
H Me H H Me 4-F
H CF3CH2O H H CF3CH2O 4-F
H CF3H H CF34-F
H MeO H H MeO 4-F
H H 4-Cl Me H H
Me F 5-F Me F H
Me Cl 5-Cl Me Cl H
Me Me 4-F Me Me H
Me CF3CH2O 4-F Me CF3CH2O H
Me CF34-F Me CF3H
Me MeO 4-F Me MeO H
R4=Et;R3和R10=H
E R8R9E R8R9
H H 3-CF3Et H H
H F 6-F Et F H
H Cl 6-Cl Et Cl H
H Me 6-Me Et Me H
H CF3CH2O 6-Me Et CF3CH2O H
H CF36-Me Et CF3H
H MeO 6-MeO Et MeO H
H H 4-Br i-Pr H H
Me F 6-F i-Pr F H
Me Cl 6-Cl i-Pr Cl H
Me Me 6-Me i-Pr Me H
n-Pr CF3CH2O H i-Pr CF3CH2O H
t-Bu CF3H i-Pr CF3H
sec-Bu MeO H i-Pr MeO H
Ph HCF2O 4-MeO H HCF2O 6-HCF2O
H Br H Ph I H
H t-BuO H H EtO H
表25
R3=H;R4=Et R3=H;R4=Me
R1R2E R1R2E
H Me Ph H Et Ph
H i-Pr 2-Me-Ph H sec-Bu 2-Me-Ph
H n-Bu 2-Cl-Ph H CF3(CF2)32-Cl-Ph
H CN 2-MeO-Ph H t-Bu 2-MeO-Ph
H CF3CF3CH2O-Ph H FCH22-CF3CH2O-Ph
H CF3CH21-naphthalenyl H n-Pr 1-naphthalenyl
i-Pr Me Ph Me Me Ph
i-Pr Me 2-Me-Ph Me Me 2-Me-Ph
i-Pr Me 2-Cl-Ph Me Me 2-Cl-Ph
i-Pr Me 2-MeO-Ph Me Me 2-MeO-Ph
i-Pr Me 2-CF3CH2O-Ph Me Me 2-CF3CH2O-Ph
Cl H Ph Br H Ph
F H 2-Me-Ph CN H 2-Me-Ph
CF3CF2H 2-Cl-Ph Ac H 2-Cl-Ph
R3=H;R4=Et R3=H;R4=Me
R1R2E R1R2E
CH2=CHCH2H 2-MeO-Ph CH3C≡CCH2H 2-MeO-Ph
CO2Me H 2-CF3CH2O-Ph CO2Et H 2-CF3CH2O-Ph
2-Me-Ph H Me 4-Cl-Ph H Ph
Bzl H Ph 5-Me-3-furyl H Ph
2-naphthalenyl H n-Bu EtCO H i-Pr
3-thienyl H CF3CF22-furyl H 2-Cl-Ph
3-pyridyl H Me Ph Me CF3
Ph Me H Ph Me H
2-Me-Ph Me H 2-Me-Ph Me H
2-Cl-Ph Me H 2-Cl-Ph Me H
2-MeO-Ph Me H 2-MeO-Ph Me H
2-CF3CH2O-Ph Me H 2-CF3CH2O-Ph Me H
Ph Me n-Pr Ph i-Pr Me
Ph Me CF3Ph CF3Me
Ph Me i-Pr Ph Et Me
Ph Me sec-Bu Ph n-Bu Me
表26
R2,R4和R7=H;R3=Me
R1R5R6R1R5R6
H H H Me 4-Me H
H 4-NMe2H Me 4-Et H
H 4-Me H Me 4-i-Pr H
H 4-Et H Me 4-Cl H
H 4-n-Pr H Me 4-MeO H
H 4-i-Pr H Me 4-EtO H
H 4-n-Bu H Me 4-CF3H
H 4-sec-Bu H Et H H
H 4-i-Bu H H 3-NMe2H
H 4-t-Bu H H 3-Me H
H 4-Cl H H 3-Et H
H 4-Br H H 3-n-Pr H
H 4-F H H 3-i-Pr H
H 4-OH H H 3-n-Bu H
H 4-MeO H H 3-Cl H
H 4-EtO H H 3-Br H
H 4-CF3H H 3-F H
H 4-CF3CH2O H H 3-OH H
Me H H H 3-MeO H
R2,R4和R7=H;R3=Me
R1R5R6R1R5R6
H 3-EtO H H 3-Me 4-Me
H 3-CF3H H 2-Et 4-Et
H 3-CF3CH2O H H 2-Et 5-Et
Me 3-Me H H 3-Et 4-Et
Me 3-Et H H 2-Me 5-t-Bu
Me 3-i-Pr H H 2-Cl 4-Cl
Me 3-Cl H H 2-Cl 5-Cl
Me 3-MeO H Et 3-MeO H
Me 3-EtO H Et 3-EtO H
Me 3-CF3H Et 3-CF3H
Et 3-Me H Me 2-Me 4-Me
Et 3-Et H Me 2-Me 5-Me
Et 3-i-Pr H Me 3-Me 4-Me
Et 3-Cl H Me 2-Et 4-Et
Et 4-Me H Me 2-Et 5-Et
Et 4-Et H Me 3-Et 4-Et
Et 4-i-Pr H Me 2-Me 5-t-Bu
Et 4-Cl H Et 2-Me 4-Me
Et 4-MeO H Et 2-Me 5-Me
Et 4-EtO H Et 3-Me 4-Me
Et 4-CF3H Et 2-Et 4-Et
H 2-Me H Et 2-Et 5-Et
H 2-Et H Et 3-Et 4-Et
H 2-Cl H H 4-Ph H
H 2-F H H 4-PhO H
H 2-OH H H 4-c-Hex H
Me 2-Me H H 4-Hex H
Me 2-Cl H H 4-n-Amyl H
Me 2-F H Me 4-Ph H
Et 2-Me H Me 4-PhO H
Et 2-Cl H Me 4-c-Hex H
Et 2-F H Me 4-Hex H
H 2-Me 4-Me Me 4-n-Amyl H
H 2-Me 5-Me Me 4-Ph H
R2,R4和R7=H;R3=Me
R1R5R6R1R5R6
Me 4-PhO H Et 3-NMe2H
Me 4-c-Hex H H 3-NH2H
Me 4-n-Amyl H H 4-NH2H
Me 3-Cl 4-Cl Me 3-NH2H
Me 2-Cl 4-Cl Me 4-NH2H
Me 2-Cl 5-Cl Et 3-NH2H
Me 3-Cl 4-Cl Et 4-NH2H
Et 2-Cl 4-Cl n-Pr 4-NMe2H
Et 2-Cl 5-Cl n-Pr 4-Me H
Et 3-Cl 4-Cl n-Pr 4-Et H
H 2-MeO 4-MeO n-Pr 4-n-Pr H
H 3-MeO 5-MeO n-Pr 4-Cl H
H 3-MeO 4-MeO n-Pr 4-F H
Me 2-MeO 4-MeO n-Pr 4-Br H
Me 3-MeO 5-MeO n-Pr 4-MeO H
Me 3-MeO 4-MeO n-Pr 4-EtO H
Et 2-MeO 4-MeO n-Pr 4-CF3H
Et 3-MeO 5-MeO n-Pr 4-CF3CH2O H
Et 3-MeO 4-MeO n-Pr 3-NMe2H
H 3-Br 5-Br n-Pr 3-Me H
Me 3-Br 5-Br n-Pr 3-Et H
Et 3-Br 5-Br n-Pr 3-n-Pr H
H 3-Me 5-Me n-Pr 3-Cl H
Me 3-Me 5-Me n-Pr 3-F H
Et 3-Me 5-Me n-Pr 3-Br H
H 3-Cl 4-MeO n-Pr 3-MeO H
Me 3-Cl 4-MeO n-Pr 3-EtO H
Et 3-Cl 4-MeO n-Pr 3-CF3H
Me 4-NMe2H n-Pr 3-CF3CH2O H
Me 3-NMe2H n-Pr 3-Me 4-Me
Et 4-NMe2H n-Pr 3-Me 5-Me
R2,R4和R7=H;R3=Me
R1R5R6R1R5R6
n-Pr 3-Cl 4-Cl i-Pr 4-Cl H
n-Pr 3-MeO 4-MeO i-Pr 4-F H
n-Pr 3-MeO 5-MeO i-Pr 4-Br H
n-Pr H H i-Pr 4-MeO H
n-Bu H H i-Pr 4-EtO H
n-Bu 4-Me H i-Pr 4-CF3H
n-Bu 4-Et H i-Pr 4-CF3CH2O H
n-Bu 4-n-Pr H i-Pr 3-Me 4-Me
n-Bu 4-i-Pr H i-Pr 3-Me 5-Me
n-Bu 4-Cl H i-Pr 3-Cl 4-Cl
n-Bu 4-F H i-Pr 3-MeO 4-MeO
n-Bu 4-Br H i-Pr 3-MeO 5-MeO
n-Bu 4-MeO H H 4-TMS H
n-Bu 4-EtO H H 4-I H
n-Bu 4-CF3H H 4-t-BuO H
n-Bu 4-CF3CH2O H H 4-CF3(CH2)3O H
n-Bu 3-Me H H 4-CF3(CF2)2H
n-Bu 3-Et H H 4-(CF3)2CH H
n-Bu 3-n-Pr H H 4-CH3CHClCH H
n-Bu 3-Cl H Me 4-TMS H
n-Bu 3-F H Me 4-I H
n-Bu 3-MeO H Me 4-t-BuO H
n-Bu 3-EtO H Me 4-CF3(CH2)3O H
n-Bu 3-CF3H H 4-MeS H
n-Bu 3-CF3CH2O H H 4-EtS H
i-Pr H H H 4-MeS(O) H
i-Pr 4-Me H H 4-i-PrS(O) H
i-Pr 4-Et H H 4-MeS(O)2H
i-Pr 4-n-Pr H H 4-CH2=CH H
i-Pr 4-i-Pr H H 4-CH2=C(CH3)CH2H
R2,R4和R7=H,R3=Et
R1R5R6R1R5R6
H 4-CH2=CHCH2O H H 3-Me H
H 4-MeOCH2CH2H H 3-Et H
H 4-MeOCH2O H H 3-n-Pr H
H H H H 3-i-Pr H
H 4-NMe2H H 3-n-Bu H
H 4-Me H H 3-Cl H
H 4-Et H H 3-Br H
H 4-n-Pr H H 3-F H
H 4-i-Pr H H 3-OH H
H 4-n-Bu H H 3-MeO H
H 4-sec-Bu H H 3-EtO H
H 4-i-Bu H H 3-CF3H
H 4-t-Bu H H 3-CF3CH2O H
H 4-Cl H Me 3-Me H
H 4-Br H Me 3-Et H
H 4-F H Me 3-i-Pr H
H 4-OH H Me 3-Cl H
H 4-MeO H Me 3-MeO H
H 4-EtO H Me 3-EtO H
H 4-CF3H Me 3-CF3H
H 4-CF3CH2O H Et 3-Me H
Me H H Et 3-Et H
Me 4-Me H Et 3-i-Pr H
Me 4-Et H Et 3-Cl H
Me 4-i-Pr H Et 4-Me H
Me 4-Cl H Et 4-Et H
Me 4-MeO H Et 4-i-Pr H
Me 4-EtO H Et 4-Cl H
Me 4-CF3H Et 4-MeO H
Et H H Et 4-EtO H
H 3-NMe2H Et 4-CF3H
R2,R4和R7=H;R3=Et
R1R5R6R1R5R6
H 2-Me H Et 3-Me 4-Me
H 2-Et H Et 2-Et 4-Et
H 2-Cl H Et 2-Et 5-Et
H 2-F H Et 3-Et 4-Et
H 2-OH H H 4-Ph H
Me 2-Me H H 4-PhO H
Me 2-Cl H H 4-c-Hex H
Me 2-F H H 4-Hex H
Et 2-Me H H 4-n-戊基 H
Et 2-Cl H Me 4-Ph H
Et 2-F H Me 4-PhO H
H 2-Me 4-Me Me 4-c-Hex H
H 2-Me 5-Me Me 4-Hex H
H 3-Me 4-Me Me 4-n-戊基 H
H 2-Et 4-Et H 3-Cl 4-Cl
H 2-Et 5-Et Me 2-Cl 4-Cl
H 3-Et 4-Et Me 2-Cl 5-Cl
H 2-Me 5-t-Bu Me 3-Cl 4-Cl
H 2-Cl 4-Cl Et 2-Cl 4-Cl
H 2-Cl 5-Cl Et 2-Cl 5-Cl
Et 3-MeO H Et 3-Cl 4-Cl
Et 3-EtO H H 2-MeO 4-MeO
Et 3-CF3H H 3-MeO 5-MeO
Me 2-Me 4-Me H 3-MeO 4-MeO
Me 2-Me 5-Me Me 2-MeO 4-MeO
Me 3-Me 4-Me Me 3-MeO 5-MeO
Me 2-Et 4-Et Me 3-MeO 4-MeO
Me 2-Et 5-Et Et 2-MeO 4-MeO
Me 3-Et 4-Et Et 3-MeO 5-MeO
Me 2-Me 5-t-Bu Et 3-MeO 4-MeO
Et 2-Me 4-Me H 3-Br 5-Br
Et 2-Me 5-Me Me 3-Br 5-Br
R2,R4和R7=H;R3=Et
R1R5R6R1R5R6
Et 3-Br 5-Br n-Pr 3-n-Pr H
H 3-Me 5-Me n-Pr 3-Cl H
Me 3-Me 5-Me n-Pr 3-F H
Et 3-Me 5-Me n-Pr 3-Br H
H 3-Cl 4-MeO n-Pr 3-MeO H
Me 3-Cl 4-MeO n-Pr 3-EtO H
Et 3-Cl 4-MeO n-Pr 3-CF3H
Me 4-NMe2H n-Pr 3-CF3CH2O H
Me 3-NMe2H n-Pr 3-Me 4-Me
Et 4-NMe2H n-Pr 3-Me 5-Me
Et 3-NMe2H n-Pr 3-Cl 4-Cl
H 3-NH2H n-Pr 3-MeO 4-MeO
H 4-NH2H n-Pr 3-MeO 5-MeO
Me 3-NH2H n-Pr H H
Me 4-NH2H n-Bu H H
Et 3-NH2H n-Bu 4-Me H
Et 4-NH2H n-Bu 4-Et H
n-Pr 4-NMe2H n-Bu 4-n-Pr H
n-Pr 4-Me H n-Bu 4-i-Pr H
n-Pr 4-Et H n-Bu 4-Cl H
n-Pr 4-n-Pr H n-Bu 4-F H
n-Pr 4-Cl H n-Bu 4-Br H
n-Pr 4-F H n-Bu 4-MeO H
n-Pr 4-Br H n-Bu 4-EtO H
n-Pr 4-MeO H n-Bu 4-CF3H
n-Pr 4-EtO H n-Bu 4-CF3CH2O H
n-Pr 4-CF3H n-Bu 3-Me H
n-Pr 4-CF3CH2O H n-Bu 3-Et H
n-Pr 3-NMe2H n-Bu 3-n-Pr H
n-Pr 3-Me H n-Bu 3-Cl H
n-Pr 3-Et H n-Bu 3-F H
R2,R4和R7=H;R3=Et
R1R5R6R1R5R6
n-Bu 3-MeO H H 4-TMS H
n-Bu 3-EtO H H 4-I H
n-Bu 3-CF3H H 4-t-BuO H
n-Bu 3-CF3CH2O H H 4-CF3(CH2)3O H
i-Pr H H H 4-CF3(CF2)2H
i-Pr 4-Me H H 4-(CF3)2CH H
i-Pr 4-Et H H 4-CH3CHClCH H
i-Pr 4-n-Pr H Me 4-TMS H
i-Pr 4-i-Pr H Me 4-I H
i-Pr 4-Cl H Me 4-t-BuO H
i-Pr 4-F H Me 4-CF3(CH2)3O H
i-Pr 4-Br H H 4-MeS H
i-Pr 4-MeO H H 4-EtS H
i-Pr 4-EtO H H 4-MeS(O) H
i-Pr 4-CF3H H 4-i-PrS(O) H
i-Pr 4-CF3CH2O H H 4-MeS(O)2H
i-Pr 3-Me 4-Me H 4-CH2=CH H
i-Pr 3-Me 5-Me H 4-CH2=C(CH3)CH2H
i-Pr 3-Cl 4-Cl H 4-CH2=CHCH2O H
i-Pr 3-MeO 4-MeO H 4-MeOCH2CH2H
i-Pr 3-MeO 5-MeO H 4-MeOCH2O H
R2=H;R3=Me;R4=H R2=H;R3=Et;R4=H;
R1R5R6R7R1R5R6R7
H 3-Me 4-Me 5-Me H 3-Me 4-Me 5-Me
H 3-Br 4-Me 5-Br H 3-Br 4-Me 5-Br
H 3-Cl 4-MeO 5-Cl H 3-Cl 4-MeO 5-Cl
H 3-MeO 4-MeO 5-MeO H 3-MeO 4-MeO 5-MeO
R2=H;R3=Me;R4=H R2=H;R3=Et;R4=H;
R1R5R6R7R1R5R6R7
Me 3-Me 4-Me 5-Me Me 3-Me 4-Me 5-Me
Me 3-Br 4-Me 5-Br Me 3-Br 4-Me 5-Br
Me 3-Cl 4-MeO 5-Cl Me 3-Cl 4-Me 5-Cl
Me 3-MeO 6-MeO 5-MeO Me 3-MeO 4-MeO 5-MeO
H 4-TMS H H H 4-TMS H H
Me 4-TMS H H Me 4-TMS H H
Et 4-TMS H H Et 4-TMS H H
Et 3-Me 4-Me 5-Me Et 3-Me 4-Me 5-Me
Et 3-MeO 4-MeO 5-MeO Et 3-Me 4-MeO 5-MeO
H 2-Cl 5-Br H H 2-Cl 5-Br H
Me 2-Cl 5-Br H Me 2-Cl 5-Br H
R3=Me;R4=H;R7=H
R1R2R5R6R1R2R5R6
Me 4-Me H H Me 4-Me 3-Me H
Me 4-Me 4-Me H Me 4-Me 3-Cl H
Me 4-Me 4-Cl H Me 4-Me 3-MeO H
Me 4-Me 4-MeO H Me 4-Me 3-EtO H
Me 4-Me 4-EtO H Me 4-Me 3-Et H
Me 4-Me 4-Et H Me 4-Me 3-i-Pr H
Me 4-Me 4-i-Pr H Me 4-Et H H
R3=Me;R4=H;R7=H
R1R2R5R6R1R2R5R6
Me 4-Et 4-Me H Me 4-Me 3-MeO 5-MeO
Me 4-Et 4-Cl H H 6-OH H H
Me 4-Et 4-MeO H H 6-OMe H H
Me 4-Et 4-EtO H H 6-OEt H H
Me 4-Et 4-Et H H 6-OC(O)Me H H
Me 4-Et 4-i-Pr H H 5-OH H H
Me 4-Et 3-Me H H 5-OMe H H
Me 4-Et 3-Cl H H 5-OEt H H
Me 4-Et 3-MeO H H 5-Br H H
Me 4-Et 3-EtO H H 5-Me H H
Me 4-Et 3-Et H H 6-Me H H
Me 4-Et 3-i-Pr H H 6-OH 4-Me H
Et 4-Et H H H 6-OMe 3-Me H
Et 4-Et 4-Me H H 6-OMe 3-Me 4-Me
Et 4-Et 4-Cl H H 6-OEt 4-Cl H
Et 4-Et 4-MeO H H 5-OMe 4-F H
Et 4-Et 4-EtO H H 5-OMe 3-Cl H
Et 4-Et 4-Et H H 5-OMe 4-Cl H
Et 4-Et 4-i-Pr H H 5-Br 4-Cl H
Me 4-Me 3-Me 4-Me Me 6-OH H H
Me 4-Me 3-Me 5-Me Me 6-OMe H H
Me 4-Me 3-Cl 4-Cl Me 4-n-Pr H H
Me 4-Me 3-Cl 5-Cl Et 4-n-Pr H H
Me 4-Me 3-MeO 4-MeO
表27
R1R3R5R6R7R23
H Me H H H H
H Me H H Me H
H Me H H Et H
H Me H H i-Pr H
H Me H H Cl H
H Me H H OMe H
H Me H Me Me H
H Me H Et Et H
H Me H H Me H
H Me H H H C（O）OMe
H Me H H Me C（O）NHPh
H H H H H H
H H H H Me H
H H H H OMe H
H H H H Et C（O）OMe
H H H H Cl C（O）NHPh
H Et H H H H
H Et H H Me H
Me H H H H H
Me H H H Me H
Me H H H Cl H
Me H H H OMe H
R1R3R5R6R7R23
Et H H H H H
Et H H H Me H
Et H H H Cl H
Et H H H OMe H
i-Pr H H H Me H
i-Pr H H H Cl H
i-Pr H H H OMe H
i-Pr H H H H H
Me Me H H H H
Me Me H H Me H
Me Me H H Cl H
Me Me H H OMe H
Et Me H H Me H
Et Me H H Cl H
Et Me H H OMe H
i-Pr Me H H Me H
i-Pr Me H H Cl H
i-Pr Me H H OMe H
H Me 2-Me H H H
H Me 2-Cl H H H
Et Me H H H C（S）NHPh
Et Me H H H S（O）Ph
Et Me H H H S（O）2Me
Et Me H H H S（O）2NMe2
Et Me H H H P（O）（OEt）2
i-Pr Me H H H P（S）（OEt）2
i-Pr Me H H H Me
i-Pr Me H H H CH2Ph
表28
R3和R4=Me
R1R5R6R7R23R1R5R6R7R23
H H Me H H Me H n-Pr H H
H H Et H H Me H i-Pr H H
H H i-Pr H H Me H Cl H H
H H OMe H H Me H OMe H H
H H n-Pr H H Me 3-Me Me H H
H H Cl H H Me 3-Et Et H H
H 3-Me Me H H Et H H H H
H 3-Et Et H H Et H Me H H
H 2-Et Et H H Et H Et H H
H 2-Me Me H H Et 3-Me Me H H
H 2-Me H 5-Me H Et H Cl H H
H 3-Cl H H H Et H OMe H H
H 3-Me H H H H H Me H C(O)OMe
H 3-CF3H H H H H Et H C(O)OMe
H 3-OMe H H H H H i-Pr H C(O)OMe
H 2-Me H H H H 3-Me Me H C(O)OMe
H H H H H Me H Me H C(O)NHPh
Me H H H H Me H Et H C(O)NHMe
Me H Me H H Me 3-Me Me H C(O)NHPh
Me H Et H H Me H OMe H Me
R3=Me,R4=H
R1R5R6R7R23R1R5R6R7R23
H H Me H H Me H n-Pr H H
H H Et H H Me H i-Pr H H
H H i-Pr H H Me H Cl H H
H H OMe H H Me H OMe H H
H H n-Pr H H Me 3-Me Me H H
H H Cl H H Me 3-Et Et H H
H 3-Me Me H H Et H H H H
H 3-Et Et H H Et H Me H H
H 2-Et Et H H Et H Et H H
H 2-Me Me H H Et 3-Me Me H H
H 2-Me H 5-Me H Et H Cl H H
H 3-Cl H H H Et H OMe H H
H 3-Me H H H H H Me H C(O)OMe
H 3-CF3H H H H H Et H C(O)OMe
H 3-OMe H H H H H i-Pr H C(O)OMe
H 2-Me H H H H 3-Me Me H C(O)OMe
H H H H H Me H Me H C(O)NHPh
Me H H H H Me H Et H C(O)NHMe
Me H Me H H Me 3-Me Me H C(O)NHPh
Me H Et H H Me H OMe H Me
R3=Me,R4=Et
R1R5R6R7R23R1R5R6R7R23
H H Me H H Me H n-Pr H H
H H Et H H Me H i-Pr H H
H H i-Pr H H Me H Cl H H
H H OMe H H Me H OMe H H
H H n-Pr H H Me 3-Me Me H H
H H Cl H H Me 3-Et Et H H
H 3-Me Me H H Et H H H H
R3=Me,R4=Et
R1R5R6R7R23R1R5R6R7R23
H 3-Et Et H H Et H Me H H
H 2-Et Et H H Et H Et H H
H 2-Me Me H H Et 3-Me Me H H
H 2-Me H 5-Me H Et H Cl H H
H 3-Cl H H H Et H OMe H H
H 3-Me H H H H H Me H C(O)OMe
H 3-CF3H H H H H Et H C(O)OMe
H 3-OMe H H H H H i-Pr H C(O)OMe
H 2-Me H H H H 3-Me Me H C(O)OMe
H H H H H Me H Me H C(O)NHPh
Me H H H H Me H Et H C(O)NHMe
Me H Me H H Me 3-Me Me H C(O)NHPh
Me H Et H H Me H OMe H Me
表29
R1R5R6R23R1R5R6R23
H H H H Me H Et H
H H Me H Me H OMe H
H H Et H Me H Cl H
H H i-Pr H H H H (CO)OMe
H 3-Me Me H H H H C(O)NHPh
H H Cl H H H H Me
Me H H H Me H Me C(O)OMe
Me H Me H Me H Et C(O)NHPh
Me H Me C(O)NHMe
表30
R1R5R6MLmR1R5R6MLm
H H H ZnCl2Et H H MnCl2
H H H CuCl2i-Pr H H ZnCl2
H H H FeCl3i-Pr H H FeCl3
Me H H ZnCl2Me H Me ZnCl2
Me H H CuCl2Me H Me CuCl2
Me H H FeCl3Me H Me FeCl3
Me H H MnCl2i-Pr H Me MnCl2
Me H H MgCl2Et H Me MgCl2
Et H H ZnCl2H Me Me ZnCl2
Et H H CuCl2
表31
MLm=ZnCl2
R1R5R6R7R1R5R6R7
H H Me H Me H H H
H H Et H Me H Me H
H H i-Pr H Me H Et H
H H OMe H Me H n-Pr H
H H n-Pr H Me H i-Pr H
H H Cl H Me H Cl H
H 3-Me Me H Me H OMe H
H 3-Et Et H Me 3-Me Me H
H 2-Et Et H Me 3-Et Et H
H 2-Me Me H Et H H H
H 2-Me H 5-Me Et H Me H
H 3-Cl H H Et H Et H
H 3-Me H H Et 3-Me Me H
H 3-CF3H H Et H Cl H
H 3-OMe H H Et H OMe H
H 2-Me H H Me 3-Cl H H
H H H H
MLm=FeCl3
R1R5R6R7R1R5R6R7
H H Me H Me H H H
H H Et H Me H Me H
H H i-Pr H Me H Et H
H H OMe H Me H n-Pr H
H H n-Pr H Me H i-Pr H
H H Cl H Me H Cl H
H 3-Me Me H Me H OMe H
H 3-Et Et H Me 3-Me Me H
H 2-Et Et H Me 3-Et Et H
H 2-Me Me H Et H H H
H 2-Me H 5-Me Et H Me H
H 3-Cl H H Et H Et H
H 3-Me H H Et 3-Me Me H
H 3-CF3H H Et H Cl H
H 3-OMe H H Et H OMe H
H 2-Me H H Me 3-Cl H H
H H H H
MLm=CuCl2
R1R5R6R7R1R5R6R7
H H Me H Me H H H
H H Et H Me H Me H
H H i-Pr H Me H Et H
H H OMe H Me H n-Pr H
H H n-Pr H Me H i-Pr H
H H Cl H Me H Cl H
H 3-Me Me H Me H OMe H
H 3-Et Et H Me 3-Me Me H
H 2-Et Et H Me 3-Et Et H
H 2-Me Me H Et H H H
H 2-Me H 5-Me Et H Me H
H 3-Cl H H Et H Et H
MLm=CuCl2
R1R5R6R7R1R5R6R7
H 3-Me H H Et 3-Me Me H
H 3-CF3H H Et H Cl H
H 3-OMe H H Et H OMe H
H 2-Me H H Me 3-Cl H H
H H H H
MLm=MnCl2
R1R5R6R7R1R5R6R7
H H Me H H H H H
H H Et H Me H H H
H H i-Pr H Me H Me H
H H OMe H Me H Et H
H H n-Pr H Me H n-Pr H
H H Cl H Me H i-Pr H
H 3-Me Me H Me H Cl H
H 3-Et Et H Me H OMe H
H 2-Et Et H Me 3-Me Me H
H 2-Me Me H Me 3-Et Et H
H 2-Me H 5-Me Et H H H
H 3-Cl H H Et H Me H
H 3-Me H H Et H Et H
H 3-CF3H H Et 3-Me Me H
H 3-OMe H H Et H Cl H
H 2-Me H H Et H OMe H
MLm=MgCl2
R1R5R6R7R1R5R6R7
H H Me H H H H H
H H Et H Me H H H
H H i-Pr H Me H Me H
H H OMe H Me H Et H
H H n-Pr H Me H n-Pr H
H H Cl H Me H i-Pr H
H 3-Me Me H Me H Cl H
H 3-Et Et H Me H OMe H
H 2-Et Et H Me 3-Me Me H
H 2-Me Me H Me 3-Et Et H
H 2-Me H 5-Me Et H H H
H 3-Cl H H Et H Me H
H 3-Me H H Et H Et H
H 3-CF3H H Et 3-Me Me H
H 3-OMe H H Et H Cl H
H 2-Me H H Et H OMe H
表32
R1R5R6R7R1R5R6R7
H H H ZnCl2Me H H ZnCl2
H H Me FeCl3Me H Me CuCl2
H H Et CuCl2Me H Et MnCl2
H H i-Pr MnCl2Me H OMe MgCl2
H 3-Me Me MgCl2Me H Cl ZnCl2
H H Cl FeCl3
表33
R1=Me,R5=H,R6=H R1=H,R5=Me,R6=H
R23R23
Me Me
CH2Ph CH2Ph
CH2CH=CH2CH2CH=CH2
CH2C≡CH CH2C≡CH
C(=O)Me C(=O)Me
C(=O)Ph C(=O)Ph
C(=O)OMe C(=O)OMe
C(=O)OPh C(=O)OPh
S(=O)Me S(=O)Me
C(=O)Ph C(=O)Ph
S(=O)2Me S(=O)2Me
S(=O)2Ph S(=O)2Ph
C(=O)NHMe C(=O)NHMe
C(=O)NHPh C(=O)NHPh
C(=O)NMe2C(=O)NMe2
C(=S)NHMe C(=S)NHMe
C(=S)NHPh C(=S)NHPh
P(=S)(OEt)2P(=S)(OEt)2
P(=O)(OEt)2P(=O)(OEt)2
S(=O)2NEt2S(=O)2NEt2
R1=Me,R5=H,R6=Me R1=H,R5=Me,R6=Me
R23R23
Me Me
CH2Ph CH2Ph
CH2CH=CH2CH2CH=CH2
CH2C≡CH CH2C≡CH
C(=O)Me C(=O)Me
C(=O)Ph C(=O)Ph
C(=O)OMe C(=O)OMe
C(=O)OPh C(=O)OPh
S(=O)Me S(=O)Me
C(=O)Ph C(=O)Ph
S(=O)2Me S(=O)2Me
S(=O)2Ph S(=O)2Ph
C(=O)NHMe C(=O)NHMe
C(=O)NHPh C(=O)NHPh
C(=O)NMe2C(=O)NMe2
C(=S)NHMe C(=S)NHMe
C(=S)NHPh C(=S)NHPh
P(=S)(OEt)2P(=S)(OEt)2
P(=O)(OEt)2P(=O)(OEt)2
S(=O)2NEt2S(=O)2NEt2
R1=Me,R5=H,R6=OMe R1=Me,R5=Me,R6=Me
R23R23
Me Me
CH2Ph CH2Ph
CH2CH=CH2CH2CH=CH2
CH2C≡CH CH2C≡CH
C(=O)Me C(=O)Me
C(=O)Ph C(=O)Ph
C(=O)OMe C(=O)OMe
R1=Me,R5=H,R6=OMe R1=Me,R5=Me,R6=Me
R23R23
C(=O)OPh C(=O)OPh
S(=O)Me S(=O)Me
C(=O)Ph C(=O)Ph
S(=O)2Me S(=O)2Me
S(=O)2Ph S(=O)2Ph
C(=O)NHMe C(=O)NHMe
C(=O)NHPh C(=O)NHPh
C(=O)NMe2C(=O)NMe2
C(=S)NHMe C(=S)NHMe
C(=S)NHPh C(=S)NHPh
P(=S)(OEt)2P(=S)(OEt)2
P(=O)(OEt)2P(=O)(OEt)2
S(=O)2NEt2S(=O)2NEt2
R1=H,R5=Cl,R6=H R1=Et,R5=H,R6=H
R23R23
Me Me
CH2Ph CH2Ph
CH2CH=CH2CH2CH=CH2
CH2C≡CH CH2C≡CH
C(=O)Me C(=O)Me
C(=O)Ph C(=O)Ph
C(=O)OMe C(=O)OMe
C(=O)OPh C(=O)OPh
S(=O)Me S(=O)Me
C(=O)Ph C(=O)Ph
S(=O)2Me S(=O)2Me
S(=O)2Ph S(=O)2Ph
C(=O)NHMe C(=O)NHMe
R1=Et,R5=Cl,R6=H R1=H,R5=H,R6=H
R23R23
C(=O)NHPh C(=O)NHPh
C(=O)NMe2C(=O)NMe2
C(=S)NHMe C(=S)NHMe
C(=S)NHPh C(=S)NHPh
P(=S)(OEt)2P(=S)(OEt)2
P(=O)(OEt)2P(=O)(OEt)2
S(=O)2NEt2
R1=H,R5=H,R6=Me R1=H,R5=H,R6=OMe
R23R23
Me Me
CH2Ph CH2Ph
CH2CH=CH2CH2CH=CH2
CH2C≡CH CH2C≡CH
C(=O)Me C(=O)Me
C(=O)Ph C(=O)Ph
C(=O)OMe C(=O)OMe
C(=O)OPh C(=O)OPh
S(=O)Me S(=O)Me
C(=O)Ph C(=O)Ph
S(=O)2Me S(=O)2Me
S(=O)2Ph S(=O)2Ph
C(=O)NHMe C(=O)NHMe
C(=O)NHPh C(=O)NHPh
C(=O)NMe2C(=O)NMe2
C(=S)NHMe C(=O)NPh2
C(=S)NHPh C(=S)NHMe
P(=S)(OEt)2C(=S)NHPh
P(=O)(OEt)2P(=S)(OEt)2
S(=O)2NEt2P(=O)(OEt)2
S(=O)2NEt2
表34
R1,R2和R3=H;R4=6-Et R1和R2=H;R3=Me;R4=H
E E
1-naphthalenyl 1-naphthalenyl
2-furanyl 2-furanyl
2-naphthalenyl 2-naphthalenyl
3-thienyl 3-thienyl
2,5-di-Me-3-furanyl 2,5-diMe -3-furanyl
2,5-di-Me-3-thienyl 2,5-diMe -3-thienyl
4-Me-pho- 4-Me-pho-
2-Cl-pho- 2-Cl-pho-
2,6-二甲基苯氧基 2,6-diMe-Pho-
3-Me-PhS- 4-CN-PhS-
PhNH- 4-Me-PhNH-
Bzl Cl
Et n-hex
sec-Bu Me
c-pr c-hex
顺式-2-甲基环庚烷基 CF3CH2CH2
sec-Bu-S- n-BuO
R1,R2和R3=H;R4=6-Et R1和R2=H;R3=Me;R4=H
E E
CF3CH2O Cl(CH2)5O
5-Me -2-thienyl 4- Me -3-furanyl
5-Me -2-pyridyl 2- Me -3-pyridyl
R1和R3=Me;R2=5-Me; R1和R3=Me;R2和R4=H;
R4=H
E E
5-Me -2-pyridyl 2- Me -3-pyridyl
4-pyridyl 4-Cl -3-pyridyl
2-indanyl 2-indanyl
2-四氢 naphthalenyl 2-四氢 naphthalenyl
6-Me-3-pyridyl 6-Me-3-pyridyl
2-pyridyl 2-pyridyl
1-naphthalenyl
R1,R2,R3和R4=H 2-furanyl
E 3-thienyl
1-naphthalenyl 3-pyridyl
2-furanyl
3-thienyl
3-pyridyl
R3=Me;R4=6-Me R3=Me;R4=6-Me
R1R2E R1R2E
H 5-Me Ph H 5-Et Ph
H 5-i-Pr 2-Me-Ph H 5-sec-Bu 2-Me-Ph
H 5-n-Bu 2-Cl-Ph H 5-CF3(CF2)32-Cl-Ph
H 5-CN 2-MeO-Ph H 5-t-Bu 2-MeO-Ph
H 5-CF3CF3CH2O-Ph H 5-FCH22-CF3CH2O-Ph
H 5-CF3CH21-naphthalenyl H 5-n-Pr 1-naphthalenyl
i-Pr 5-Me Ph Me 4-Me Ph
i-Pr 5-Me 2-Me-Ph Me 4-Me 2-Me-Ph
R3＝Me;R4＝6-Me
R1R2E
i-Pr 5-Me 2-Cl-Ph
i-Pr 5-Me 2-MeO-Ph
i-Pr 6-Me 2-CF3CH2O-Ph
Cl H Ph
F H 4-Me-Ph
CF3CF2H 4-Cl-Ph
CH2＝CHCH2H 4-MeO-Ph
R3＝Me;R4＝H
R1R2E
CO2Me H 2-CF3CH2O-Ph
2-Me-Ph H Me
Bzl H Ph
2-naphthalenyl H n-Bu
3-thienyl H CF3CF2
3-pyridyl H Me
CN 5-Me Ph
t-Bu 5-Me 2-Me-Ph
ClCH25-Me 2-Cl-Ph
Et 5-Me 2-MeO-Ph
n-Pr 5-Me 2-CF3CH2O-Ph
Me 4-Me 2-CF3-Ph
i-Pr 4-Me 2-CF3-Ph
CF34-CF32-CF3-Ph
R3＝Et;R4＝H
R1R2E
Me 4-Me 2-TMS-Ph
Me 4-Me 2-Cl-Ph
Me 4-Me 2-MeO-Ph
Me 4-Me 2-CF3CH2O-Ph
Br H Ph
CN H 4-Me-Ph
Ac H 4-Cl-Ph
CH3C≡CCH2H 4-MeO-Ph
R3＝Me;R4＝6-Me
R1R2E
CO2Et H 2-CF3CH2O-Ph
4-Cl-Ph H Ph
5-Me-3-furyl H i-Pr
EtCO H 2-Cl-Ph
2-furyl 4-Me CF3
Ph 5-Me Me
CN 4-Me Ph
t-Bu 4-Me 2-Me-Ph
FCH24-Me 2-Cl-Ph
Et 4-Me 2-MeO-Ph
Cl（CH2）44-Me 2-CF3CH2O-Ph
Me 4-Me 2-CF3-Ph
i-Pr 5-CN 2-CF3-Ph
CF35-Me 2-CF3-Ph
i-Pr 4-Me 2-TMS-Ph
表35
R5和R6＝H R5＝H，R6＝Me R5＝H，R6＝MeO
R8R8R8
H H H
2-Me 2-Me 2-Me
2-Cl 2-Cl 2-Cl
2-Br 2-Br 2-Br
2-MeO 2-MeO 2-MeO
3-Me 3-Me 3-Me
3-Cl 3-Cl 3-Cl
3-Br 3-Br 3-Br
3-MeO 3-MeO 3-MeO
4-Me 4-Me 4-Me
4-Cl 4-Cl 4-Cl
4-Br 4-Br 4-Br
4-MeO 4-MeO 4-MeO
3-CF33-CF33-CF3
4-CF34-CF34-CF3
R5＝3-Me，R6＝Me R5＝H，R6＝Cl R5＝2-Me，R6＝H
R8R8R8
H H H
2-Me 2-Me 2-Me
2-Cl 2-Cl 2-Cl
R5＝3-Me，R6＝Me R5＝H，R6＝Cl R5＝2-Me，R6＝H
R8R8R8
2-Br 2-Br 2-Br
2-MeO 2-MeO 2-MeO
3-Me 3-Me 3-Me
3-Cl 3-Cl 3-Cl
3-Br 3-Br 3-Br
3-MeO 3-MeO 3-MeO
4-Me 4-Me 4-Me
4-Cl 4-Cl 4-Cl
4-Br 4-Br 4-Br
4-MeO 4-MeO 4-MeO
3-CF33-CF33-CF3
4-CF34-CF34-CF3
制剂
按常规方法可制备式Ⅰ-Ⅵ化合物的有用制剂，它们包括粉剂、粒剂、丸剂、溶液、混悬液、乳化液、可湿粉、可乳化浓缩物等。这些制剂有许多可以直接应用。可喷洒的制剂可扩散于适宜的介质中，以每公顷几升至几百升的喷洒量应用。高浓度组合物主要用作进一步制剂的中间物。所述制剂一般含有约0.1-99%（重量）的活性成分和至少下列一种成分：（a）0.1-20%的表面活性剂和（b）约1-99.9%的惰性固体或液体稀释剂。更具体地讲，它们可含有下述成分，其大约比例如下：
制剂 重量百分数＊
活性成分 稀释剂 表面活性剂
可湿粉 20-90 0-74 1-10
油混悬液，乳化液，
溶液（包括可乳化浓缩物） 3-50 40-95 0-15
水混悬液 10-50 40-84 1-20
粉剂 1-25 70-99 0-5
粒剂和丸剂 0.1-95 5-99.9 0-15
高浓度组合物 90-99 0-10 0-2
＊活性成分加上至少一种表面活性剂或稀释剂等于100%（重量）。
当然，根据用途和化合物的物理性质，活性成分存在的浓度可以更低或更高。表面活性剂与活性成分的较高比率有时是理想的，这可以通过将其掺入制剂或通过罐混合而完成。
典型的固体稀释剂参见下述文献：Watkins et al.，“Handbook of Insecticide Dust Diluents and Carriers”，2nd Ed.，Dorland
Books，Caldwell，New Jersey。但也可采用开采的或制造的其它固体。对于可湿粉剂，优选的是吸收力较强的稀释剂，而对于粉剂，密度较大的稀释剂是优选的。典型的液体稀释剂和溶剂参见下述文献：Marsden，“Solvents Guide”2nd Ed.，Interscience，New York，1950。就混悬浓缩物而言，溶解度在0.1%之下是优选的;溶液浓缩物最好是稳定的，在0℃不发生相分离。下述文献列出了表面活性剂及其推荐的用途：“McCutcheon′s Detergents and Emulsifiers Annual”，MC Publishing Corp.，Ridgewood，New Jersey;Sisely and Wood，“Encyclopedia of Surface Active Agents”，Chemical Publishing Co.，Inc.，NewYork，1964。所有制剂可含有少量添加剂以减少起泡、结块、腐蚀及微生物生长等。
制备上述组合物的方法是公知的。简单地将各成分混合可制备溶液。将各成分混合，并通常用锤磨或流能磨研磨可制得细粉的固体组合物。通过湿磨（例如，参见U.S.Patent 3，060，084）可制备混悬液。将活性物质喷于预制的粒状载体上或通过凝聚技术可制备粒剂和丸剂，参见下列文献：
J.E.Browning，“Agglomeration”，Chemical Engineering，December 4，1967，pp.147ff and“Perry′s Chemical Engineer′s Handbook”，5th Ed.，McGraw-Hill，New York，1973，pp.8-59ff.
关于制剂技术的其它信息，可参见下述文献：例如
U.S.Patent 3，235，361;
U.S.Patent 3，309，192;
U.S.Patent 2，891，855;and
G.C.Klingman，“Weed Control as a Science”，John Wiley & Sons，Inc.，New York，1961，pp.81-96;and
J.D.Fryer et al.，“Weed Control Handbook”，5th Ed.，Blackwell Scientific Publications，Oxford，1968，pp.101-103.
下述制剂实施例中，除非另有说明，所有的份数都是重量份数。
实施例A
可湿粉剂
1-（4，6-二甲基-2-嘧啶基）
-1，4，5，6-四氢-3-苯基哒嗪 50%
烷基萘磺酸钠 2%
木素磺酸钠 5%
硅藻土 43%
将各成分混合，先锤磨，然后气磨成粒径小于10μ的微粒，混合后包装。
实施例B
粒剂
油状活性成分 5%
硅镁土颗粒（过美国筛20-40目;0.84-0.42mm） 95%
在双锥混合器中将油状活性成分喷于硅镁土颗粒表面，将颗粒干燥，包装。
实施例C
油混悬液
1-（4，6-二甲基-2-嘧啶基）
-1，4，5，6-四氢-3-苯基哒嗪 25%
聚氧乙烯山梨醇六油酸酯 5%
高级脂肪烃油 70%
将各成分于沙磨机中碾磨至粒径小于5μ为止，得到的稠的混悬液可以直接应用，但最好是用油稀释或于水中乳化后应用。
实施例D
可湿粉剂
1-（4，6-二甲基-2-嘧啶基）
-1，4，5，6-四氢-3-苯基哒嗪 50%
烷基萘磺酸钠 4%
木素磺酸钠 4%
低粘度甲基纤维素 3%
硅镁土 69%
将各成分充分混合，在锤磨中碾磨至粒径小于100μ后，再混合，过美国50目的筛（孔径0.33mm），然后包装。
实施例E
低浓度颗粒
1-（4，6-二甲基-嘧啶基）
-1，4，5，6-四氢-3-苯基哒嗪 1%
二氯甲烷 9%
硅镁土颗粒（过美国筛20-40目） 90%
将活性成分溶于溶剂中，在双锥混合机中，将该溶液喷于去尘的颗粒上。溶液喷完之后，让混合机转动一短时间，产品温和地干燥，除去溶剂，包装颗粒。
实施例F
水混悬液
1-（4，6-二甲基-2-嘧啶基）
-1，4，5，6-四氢-3-苯基哒嗪 10%
聚丙烯酸增稠剂 0.3%
十二烷基酚聚乙二醇醚 5.0%
磷酸氢二钠 1%
磷酸二氢钠 0.5%
聚乙烯醇 1.0%
水 82.2%
将各成分混合，并于匀化器中一起研磨，得到所有的颗粒基本上均小于5μ的颗粒。
实施例G
溶液
1-（4，6-二甲基-2-嘧啶基）
-1，4，5，6-四氢-3-苯基哒嗪 5%
水 95%
将化合物的盐直接加入水中，同时搅拌，得到溶液，然后包装供使用。
实施例H
低浓度颗粒剂
1-（4，6-二甲基-2-嘧啶基）
-1，4，5，6-四氢-3-苯基哒嗪 0.1%
硅镁土颗粒（U.S.S.20-40目） 99.9%
将活性成分溶于溶剂中，在双锥混合机中将该溶液喷于去尘的颗粒上，喷完溶液后加温使溶剂挥发，然后冷却，包装。
实施例I
乳化浓缩物
1-（4，6-二甲基-2-嘧啶基）
-1，4，5，6-四氢-3-苯基哒嗪 35%
多醇羧酸酯和油溶的石油磺酸盐混合物 6%
二甲苯 59%
将各成分混合，并搅拌得到溶液。此产品可用油稀释或用水乳化。
实施例J
可乳化浓缩物
1-（4，6-二甲基-2-嘧啶基）
-1，4，5，6-四氢-3-苯基哒嗪 20%
氯苯 74%
山梨醇单硬脂酸酯及其聚氧乙烯缩合物 6%
将各成分混合并搅拌得到溶液，该溶液应用时可在水中乳化。
本发明化合物用作植物疾病的控制剂。它们能控制由担子菌纲、子囊菌纲和卵菌纲的广谱真菌植物病原体引起的病害。它们能有效地控制广泛的植物病害，特别是观赏植物、蔬菜、田间植物、谷物和水果农作物的叶病原体。这些病原体包括：苹果黑星菌，球座尾孢，落花生尾孢，菾菜生尾孢，Pseudocercosporella herpotrichoides，禾白粉菌，葡萄钩丝壳，苹果白粉病菌，隐匿柄锈菌，禾柄锈菌，咖啡驼孢锈菌，条形柄锈菌，落花生柄锈菌，Pyricularia oryzae，致病疫霉，葡萄生单轴霉，烟草霜霉，石巴假霜霉，瓜果腐霉，灰葡萄孢，Monilinia fructicola，Alternaria brassicae，Septoria nodorum，及与上述病原体密切相关的其它种类病原体。本发明化合物还可以控制种子病原体。
本发明化合物可与各种杀真菌剂、杀细菌剂、杀螨剂或其它生物活性化合物混合，以便用最小的时间、精力和材料消费达到期望的结果。上述类型的适宜试剂是专业人员熟知的，其中的某些试剂列举如下：
杀真菌剂
2-苯并咪唑氨基甲酸甲酯（carbendazim）
四甲基二硫化秋兰姆（thiuram）
正十二烷基胍乙酸盐（dodine）
亚乙基双二硫代氨基甲酸锰（maneb）
1，4-二氯-2，5-二甲氧基苯（Chloroneb）
1-（丁基氨甲酰基）-2-苯并咪唑氨甲酸甲酯（benomyl）
2-氰基-N-乙基氨甲酰基-2-甲氧基亚氨基乙酰胺（cymoxanil）
N-三氯甲基硫代四氢化邻苯二甲酰胺（captan）
N-三氯甲基硫代四氢化邻苯二甲酰亚胺（folpet）
4，4′-（邻亚苯基）双（3-硫代脲基甲酸）二甲酯（thiophanate-methyl）
2-（噻唑-4-基）苯并咪唑（thiabendazole）
三（O-乙基磷酸）铝（phosethyl aluminum）
四氯异邻苯二甲腈（chlorothalonil）
2，6-二氯-4-硝基苯胺（dichloran）
N-（2，6-二甲基苯基）-N-（甲氧基乙酰基）氨基丙酸甲酯（metalaxyl）
顺式-N-[（1，1，2，2-四氯乙基）硫基]环己-4-烯-1，2-二甲酰基亚胺（captafol）
3-（3，5-二氯苯基）-N-（1-甲基乙基）-2，4-二氧-1-咪唑烷甲酰胺（iprodione）
3-（3，5-二氯苯基）-5-乙烯基-5-甲基-2，4-！唑烷二酮（vinclozolin）
春日霉素
O-乙基-S，S-二苯基二硫代磷酸酯（edifenphos）
4-（3-（4-（1，1-二甲基乙基）苯基）-2-甲基）丙基-2，6-二甲基吗啉（fenpropimorph）
4-（3-（4-（1，1-二甲基乙基）苯基）-2-甲基）丙基哌啶（fenpropidine）
1-（4-氯苯氧基）-3，3-二甲基-1-1H-1，2，4-三唑-1-基）丁酮（triadimefon）
2-（4-氯苯基）-2-（1H-1，2，4-三唑-1-基甲基）己腈（myclobutanil）
1-[2-（4-氯苯基）乙基]-1-（1，1-二甲基乙基）-1-（1H-1，2，4-三唑-1-基）乙醇（tebuconazol）
3-氯-4-[4-甲基-2-（1H-1，2，4-三唑）-1-基甲基）-1，3-二氯戊环-2-基]苯基-4-氯苯基醚（difenoconazole）
1-[2-（2，4-二氯苯基）戊基]-1H-1，2，4-三唑（penconazole）
2，4′-二氯-1-（1H-1，2，4-三唑-1-基甲基）二苯甲基醇（flutriafol）
1-[[[双（4-氟苯基）]甲基甲硅烷基]-甲基]-1H-1，2，4-三唑（flusilazole）
N-丙基-N-[2-（2，4，6-三氟苯氧基）乙基]咪唑-1-甲酰胺（prochloraz）
1-[2-（2，4-二氯苯基）-4-丙基-1，3-二氧戊环-2-基甲基]-1H-1，2，4-三唑（propiconazole）
1-（2-氯苯基）-1-（4-氯苯基）-1-（5-嘧啶）甲醇（fenarimol）
1-（4-氯苯氧基）-3，3-二甲基-1-（1H-1，2，4-三唑-1-基）丁-2-醇（triadimenol）
1-（2，4-二氯苯基）-4，4-二甲基-2-（1H-1，2，4-三唑-1-基）戊-3-醇（diclobutrazol）
氯氧化铜
N-（2，6-二甲基苯基）-N-（2-呋喃羰基）-DL-丙氨酸甲酯（furalaxyl）
1-（4-氨基-1，2-二氢-2-氧嘧啶-1-基）-4-[（S）-
3-氨基-5-（1-甲基胍基）正戊酰氨基]-1，2，3，4-四去氧-β-D-赤型-己-2-烯吡喃糖醛酸（blasticidin-S）
6-（3，5-二氯-4-甲基苯基）-3（2H）-哒嗪酮（diclomezine）
O-乙基-S，S-二苯基-二硫代磷酸酯（edifenphos）
1，3-二硫戊环-2-亚基丙二酸二异丙酯（isoprothiolane）
O，O-二异丙基-S-苄基硫代磷酸酯（iprobenfos）
3′-异丙氧基-2-甲基-N-苯甲酰基胺（mepronil）
甲基砷酸铁（铁铵盐）（neo-asozin）
N-[（4-氯苯基）甲基]-N-环戊基-N′-苯基脲（pencycuron）
3-烯丙氧基-1，2-苯并异噻唑-1，1-二氧化物（probenazole）
1，2，5，6-四氢吡咯并[3，2，1-ij]喹啉-4-酮（pyroquilon）
α，α，α-三氟-邻-N-对甲基苯甲酰基苯胺（flutolanil）
5-甲基-1，2，4-三唑（3，4-b）苯并噻唑（tricyclazole）
4，5，6，7-四氯-2-苯并[C]呋喃酮（四氯苯并呋喃酮）
1L-（1，3，4/2，6）-2，3-二羟基-6-羟甲基-4-[（1S，4R，5S，6S）-4，5，6-三羟基-3-羟甲基环己-2-烯基氨基]环己基-β-D-吡喃葡萄糖苷（validamycin）
α，α，α-三氟-3′-异丙氧基-2-N-对甲基苯甲酰基苯胺（flutolanil）
杀细菌剂
三碱基硫酸铜
链霉素硫酸盐
土霉素
杀螨剂
千里光酸2-钟丁基-4，6-二硝基苯基酯（binapacryl）
6-甲基-1，3-二硫戊环并[2，3-B]喹啉-2-酮（oxythi-quinox）
2，2，2-三氟-1，1-双（4-氯苯基）乙醇（dicofol）
双（五氯-2，4-环戊二烯-1-基）（dienochlor）
三环己基锡氢氧化物（cyhexatin）
六双（2-甲基-2-苯丙基）二锡噁烷（fenbutin oxid）
杀线虫剂
2-[二乙氧基氧膦基亚氨基]-1，3-二噻烷（fosthietan）
S-甲基-1-（二甲基氨甲酰基）-N-（甲基氨甲酰氧基）-硫代亚氨基甲基醚（oxamyl）
S-甲基-1-氨甲酰基-N-（甲基氨甲酰氧基）-硫代亚氨基甲基醚
N-异丙基氨基磷酸O-乙基-O′-[4-（甲硫基）-间甲苯基]二酯（fenamiphos）
杀昆虫剂
3-羟基-N-甲基巴豆酰胺（二甲基磷酸）酯（monocrotophos）
甲基氨基甲酸2，3-二氢-2，2-二甲基-7-苯并呋喃酯
（carbofuran）
O-[2，4，5-三氟-α-（氯甲基）苄基]磷酸O′，O′-二甲基酯（tetrachlorvinphos）
2-巯基琥珀酸二乙酯，与硫羰磷酸形成的S-酯，二甲基酯（malathion）
硫代磷酸O，O-二甲基，O-对硝基苯基酯（methyl parathion）
甲基氨甲酸α-萘基酯（carbaryl）
N-[[（甲氨基）羰基]氧基]乙亚氨基硫代酸甲酯（methomyl）
N′-（4-氯-邻甲基苯基）-N，N-二甲基甲脒（chlordimeform）
O，O-二乙基-O-（2-异丙基-4-甲基-6-嘧啶基）-硫代磷酸酯（diazinon）
八氯莰烯（toxaphene）
O-乙基O-对硝基苯基苯基硫代磷酸酯（EPN）
4-氯-α-（1-甲基乙基）苯乙酸氰基-（3-苯氧基苯基）-甲基酯（fenvalerate）
3-（2，2-二氯乙烯基）-2，2-二甲基环丙烷基甲酸（3-苯氧基苯基）甲基酯（permethrin）
N，N′-[硫代双（N-甲基亚氨基）羰基氧基]-双[乙亚氨基硫代酸]二甲基酯（thiodicarb）
硫代硫醇磷酸O-乙基-O-[4-（甲硫基）苯基]-S-正丙基酯（sulprofos）
3-（2，2-二氯乙烯基）-2，2-二甲基环丙烷基甲酸α-氰基-3-苯氧基苄基酯（cypermethrin）
4-（二氟甲氧基）-α-（甲基乙基）苯乙酸氰基（3-苯氧基苯基）甲基酯（flucythrinate）
O，O-二乙基-O-（3，5，6-三氟-2-吡啶基）硫代磷酸酯（chlorpyrifos）
O，O-二甲基-S-[（4-氧-1，2，3-苯并三嗪-3（4H）-基甲基]-二硫代磷酸酯（azinphos-methyl）
二甲氨基甲酸5，6-二甲基-2-二甲氨基-4-嘧啶基酯（pirimicarb）
S-（N-甲酰基-N-甲基氨甲酰甲基）-O，O-二甲基二硫代磷酸酯（formothion）
S-2-（乙硫基乙基）-O，O-二甲基硫代磷酸酯（demeton-S-methyl）
（1R，3R）-3-（2，2-二溴乙烯基）-2，2-二甲基环丙烷甲酸（5）-α-氰基-3-苯氧基苄基酯（deltamethrin）
N-（2-氯-4-三氟甲基苯基）丙氨酸氰基（3-苯氧基苯基）甲基酯（fluvalinate）。
应用方法
控制病害一般按下法进行：在感染病害前或感染病害后，将有效量的本发明化合物施用于植物的要保护的部分（例如根，茎，叶，果实，种子，块茎或球茎，或施用于要保护的植物生长的介质（如土壤或沙）中。本发明化合物也可施用于种子以保护种子和秧苗。
本发明化合物施用的比率受环境的许多因素影响，因此应根据实际应用的条件而确定。当以少于1g/ha至5000g/ha比率的活性成分处理时，一般可保护叶。用0.1-20kg/ha的浓度处理植物生长的土壤，可保护植物免遭病害。当每公斤种子用0.1-10g的活性化合物处理后一般可保护种子和秧苗。根据下述的试验A-F评价本发明化合物
对病害控制的效力。
试验A
将试验化合物溶于丙酮中，最终浓度为3%（体积），然后以200ppm的浓度混悬于纯化水中，水中含有250ppm表面活性剂Trem014（多元醇酯）。将该混悬液按量喷洒于小麦秧苗上。第二天用Erysiphe graminis f.sp.tritici的孢子粉尘（小麦粉霉致病剂）接种该小麦秧苗，并于20℃的生长室孵化7天，之后评价病害等级。
试验B
将试验化合物溶于丙酮中，最终浓度为3%（体积），然后以200ppm的浓度混悬于纯化水中，水中含有250ppm表面活性剂Trem014（多元醇酯）。将该混悬液按量喷洒于小麦秧苗上。第二天用Puccinia recondita的孢子混悬液（小麦叶锈病致病剂）接种该小麦秧苗并在饱和气氛中于20℃孵化24小时，然后移至20℃的生长室孵化6天，之后评价病害等级。
试验C
将试验化合物溶于丙酮中，最终浓度为3%（体积），然后以200ppm的浓度混悬于纯化水中，水中含有250ppm表面活性剂Trem014（多元醇酯）。将该混悬液按量喷洒于水稻秧苗上。第二天用Pyricularia oryzae的孢子混悬液（水稻稻瘟病致病剂）接种该水稻秧苗，在饱和的环境中于27℃孵化24小时，然后移至30℃的生长室孵
化5天，之后评价病害等级。
试验D
将试验化合物溶于丙酮中，最终浓度为3%（体积），然后以200ppm的浓度混悬于纯化水中，水中含有250ppm表面活性剂Trem014（多元醇酯）。将该混悬液按量喷洒于西红柿秧苗上。第二天用Phytophthora infestans的孢子混悬液（土豆和西红柿晚疫病致病剂）接种该秧苗，并于20℃的饱和环境中孵化24小时，然后移至20℃生长室5天，之后评价病害等级。
试验E
将试验化合物溶于丙酮中，最终浓度为3%（体积），然后以200ppm的浓度混悬于纯化水中，水中含有250ppm表面活性剂Trem014（多元醇酯）。将该混悬液按量喷洒于葡萄秧苗上。第二天用Plasmopara viticola的孢子混悬液（葡萄绒霉致病剂）接种该秧苗并于饱和环境中20℃孵化24小时，然后移至20℃的生长室孵化6天，再于20℃饱和环境中孵化24小时，之后评价病害等级。
试验F
将试验化合物溶于丙酮中，最终浓度为3%（体积），然后以200ppm的浓度混悬于纯化水中，水中含有250ppm表面活性剂Trem014（多元醇酯）。将该混悬液按量喷洒于黄瓜秧苗上。第二天用Botrytis cinerea的孢子混悬液（许多作物灰霉的致病剂）接种该秧
苗，并在20℃的饱和环境中孵化48小时，然后移至20℃的生长室孵化5天，之后评价病害等级。
在下列索引表A至O中，化合物为油状物和胶状物的1H NMR数据列于索引表O中，其单位为ppm（以四甲基甲硅烷为内标），降非另有说明，样品溶于CDCl3中测定。另外，除采用前述缩写外，还采用下列缩写：
CMPD-化合物 brs-宽单峰
S-单峰 t-三峰
d-双峰 q-四峰
dd-双双峰 m-多峰
Dec-分解
索引表A
CMPD.
NO. R1R2R3E mp（℃）a
1 H Me Me Ph 油
2 Me H H Ph 79-81
3bPh H H Me 114-121
4 Ph H Me Me 123-124.5
5 Ph Me Me H 93.5-94
117 H H CF3Ph 124-127
148 H H Me 2-pyridyl 140-146
b.65%化合物加上35% 3-甲基-4-苯基-1H-吡唑。
索引表B
CMPD.
NO. R1R2R3R4R18E mp（℃）a
6 H H Me Me H Ph 127-129
7 Me H H Me H Ph 油
8 H H H Me H 3-CF3-Ph 125-130
9 H H H Me H 1-naphthalenyl 119-126
10 H H Me Me H 4-Cl-Ph 138-143
11 H H Me Me H 4-F-Ph 155-160
12 H H Me Me H 2-Cl-Ph 116-118
13 H H H Me H Ph 142-144
14 H H H Me H 4-Cl-Ph 179-181
15 H H H Me H 4-F-Ph 158-165
16 Me H Me Me H Ph 油
17 H H Me Me H 3-CF3-Ph 122-127
18 H H Me Me H 1-naphthalenyl 199-202
20 H H H H H 1-naphthalenyl 152-158
21 H H H Me H 2-Cl-Ph 油
22 H H H Me H 2-Me-Ph 100-105
23 H H Me Me H 2-Me-Ph 105-109
24 H H H H H 4-F-Ph 169-171
CMPD.
NO. R1R2R3R4R18E mp（℃）a
25 H H H H H Ph 149-151
26 H H Me Me H 2-furanyl 139-141
27 H H H Me H 2-furanyl 152（Dec）
29 H H H H H 2-furanyl 175（Dec）
30 Et H H Me H Ph 油
31 Et H Me Me H Ph 153-155
32 H H Me Me H 2-naphthalenyl 134-137
33 H H H Me H 2-naphthalenyl 182-184
34 H H H Me H 3-thienyl 90-95
35 H H Me Me H 3-thienyl 150-152
36 i-Pr H Me Me H Ph 168-170
37 i-Pr H H Me H Ph 95-103
38 H H Me Me H 2，5-di-Me- 129-131
3-thienyl
39 H H H Me H 2，5-di-Me- 118-122
3-furanyl
40 H H H Me H 2，5-dimethyl- 119-124
3-thienyl
41 H H Me Me H 2，5-di-Me- 111-113
3-furanyl
47 H H Me Me H 2-Br-Ph 85-92
48 H H Me Me H 2-i-PrO-Ph 115-120
49 H H Me Me H 2，5-di-MeO-Ph 154-156
50 H H Me Me H 2，4-diCl-Ph 103-109
51 H H Me Me H 3-Me-2-thienyl 138-140
52 H H Me Me H 3-F-Ph 139-141
53 H H Me Me H 2-芴基 179-183
CMPD.
NO. R1R2R3R4R18E mp（℃）a
54 H H Me Me H 2-MeO-Ph 142-150
55 H H Me Me H 3-Cl-Ph 144-149
56 H H Me Me H 4-Me-Ph 89-92
57 Ph H Me Me H Ph 167-170
58 H H Me Me H 4-Ph-Ph 220
61 H H Me Me H 2，4，6-tri-Me-Ph 110-150
62 H Ph Me Me H Ph 179-181
63 H H Me Me H 3-Me-Ph 129-131
64 H H Me Me H t-Bu 129-131
65 H H Me Me H 2-pyridyl 96-105
（85%纯）
70 H H Me Me H 4-n-Pr-Ph 90-95
71 H H Me Me H 3，4-di-Me-Ph 145-148
72 H H Me Me H 4-Et-Ph 106-112
73 H H Me Me H 4-c-hex-Ph 164-167
74 H H Me Me H 2，4，5-tri-Me-Ph 150-152
75 H H Me Me H 2，4-di-Me-Ph 109-112
76 H H Me Me H 2，6-di-MeO-Ph 109-125
77 H H Me Me H 2，5-di-Me-Ph 141-143
78 H H Me Me H 6-Me-2-naphthalenyl 186-189
114 H H Me CF3H 4-Cl-Ph 173-175
115 H H Me CF3H Ph 151-152
116 H H Me CF3H 4-Me-Ph 胶
118 H H Me Ph H 4-Cl-Ph 110-113
119 H H Me c-Pr H 4-Cl-Ph 167-169
120 H H Me OH n-Bu 4-Cl-Ph 228-231
索引表C
CMPD.
NO. R1R2R3R4R18E mp（℃）a
42 H H Me Me H Ph 94-97
43 H H Me Me H 4-F-Ph 90-95
44bH H H Me H Ph 油
45 H H H Me H 4-F-Ph 134-136
46 H H Me Me H 4-Br-Ph 161-164
59 H H Me Me H 4-OH-Ph ＞220℃
60 H H Me Me H 4-t-Bu 105-115℃
79 H H Me Me H 4-Me-Ph 102-104
80 H H Me Me H 4-Cl-Ph 146-149
81 H H Me Me H 4-MeO-Ph 91-94
82 H H Me Me H 3，4-di-Me-Ph 120-121
86 H H Me Me H 4-n-Pr-Ph 103-106
87 H H Me Me H 4-i-Pr-Ph 90-93
88 H H Me Me H 4-s-Bu-Ph 74-77
89 H H Me Me H 4-Et-Ph 66-71
90 H H Me Me H 2，4-di-Me-Ph 91-93
91 H H Me Me H 4-n-Bu-Ph 55-58
b化合物与4-氯丁酰基苯酮的比率为5∶1。
CMPD.
NO. R1R2R3R4R18E mp（℃）a
92 H OH Me Me H Ph 153-155
93 H H Me Me H 4-C-hex-Ph 139-141
94 H H Me Me H 2-Me-Ph 90-92
95 H H Me Et H 3，4-di-Me-Ph 106-110
96 H H Me Me H 4-i-Bu-Ph 76-79
97 H H Me Me H 2-四氢- 162-164
naphthalenyl
98 H H Me Me H 4-Ph-Ph 169-171
99 H H Me Me H 2-indanyl 140-142
100 H H Me Me H 4-Hex-Ph 胶
101 H H Me Me H 3，4-di-Et-Ph 75-80
102 H H Me Me H 4-n-pent-Ph 60-63
103 H H Me Me H 4-PhO 152-154
104 H H Me Me H 3-Me-4-Et-Ph（50%） 103-106
& 3-Et-4-Me-Ph（50%）
105 Me H Me Me H Ph 109-111
106 Et H Me Me H Ph 112-114
107 H H Me Me H 2，5-di-Me-Ph 胶
108 H H Me Me H 4-（1-（2-Cl- 胶
pr））-Ph
109 H H Me Me H 3-Cl-Ph 98-100
110 H H Me Me H 2-thienyl 160-162
111 H H Me Me H 3，4，5-tri-Me-Ph 154-156
112 H H Me Me H 2，5-di-Et-Ph 胶
90%（纯）
113 H MeO Me Me H Ph 104-108
121 H H Me Me Cl 3，4-di-Me-Ph 169-173
CMPD.
NO. R1R2R3R4R18E mp（℃）a
122 H H Me CF3H 4-Cl-Ph 150-152
123 H H Me c-Pr H 4-Cl-Ph 123-126
124 H H Me Me Br 3，4-di-Me-Ph 175-179
125 H H Me c-Pr H 4-Me-Ph 胶
126 H H Me OH n-Bu 4-Cl-Ph 171-181
127 H H Me Me H 3，4-di-Me-Ph 胶
128 H H Me OH n-Bu 3，4-di-Me-Ph 140-155
129 H H Me i-Bu H 3，4-di-Me-Ph 油
130 H H Me i-Bu H 4-Cl-Ph 136-141
131 H H Me CH2CH2CH24-Cl-Ph 181-184
132 H H Me Et H 4-Cl-Ph 95-98
133 H H Me c-Pr H 4-i-Pr-Ph 95-99
134 H H Me i-Pr H 4-Cl-Ph 96-98
135 H H Me c-Pr H 4-Et-Ph 胶
136 H H Me MeO H 4-Cl-Ph 139-143
137 H H Me i-Pr H 3，4-di-Me-Ph 油
138 H H Me c-Pr H 4-n-Pr-Ph 128-132
139 H H Me Ph H 4-Cl-Ph 油
70%
140 H H Me C-Pr H 4-MeO-Ph 油
141 H H Me MeO H 3，4-di-Me-Ph 145-148
CMPD.
NO. R1R2R3R4R18E mp（℃）a
142 H H Me Me Me 4-Cl-Ph 161-169
143 H H Me Et H 4-Et-Ph 油
144 H H Me Et H 4-i-Pr-Ph 油
145 H H Me Et H 4-MeO-Ph 油
146 H H Me Et H 4-Me-Ph 油
147 H H Me i-Bu H 4-Me-Ph 油
159 H H Me Me H 2，4-diEt-Ph 48-51
160 H H Me Me H 2-Me-4-t-Bu-Ph 130-133，
85%
161 H H Me Me H 3-Me-Ph 128-130
162 H H Me Me H 3-CF3-Ph 86-88
163 H H Me TMS-CH2H 3，4-diMe-Ph 油
164 H H Et Et H 4-Cl-Ph 111-114
165 H H Et Et H 3，4-diMe-Ph 油
166 H H Me i-Pr H 4-i-Pr-Ph 油
167 H H Et i-Pr H 4-Ph-Ph 胶
168 H H Me i-Pr H 4-OMe-Ph 油
169 H H Me NMe2H 3，4-diMe-Ph 油
170 H H Et Et H 4-OMe-Ph 油
171 H H Me i-Pr H 4-Et-Ph 胶
172 H H Et Et H 4-i-Pr-Ph 油
索引表D
CMPD.
NO. R3R4R18E mp（℃）
19 H H H Ph 74-79
28 H H H 2-furanyl 91-93
66 Me Me CN Ph ＞240
67 Me CF3H Ph 215-219
68 Me H H Ph 120-121
69 Me H H 1-naphthalenyl 85-90
索引表E
CMPD.
NO. R3R4R18E mp（℃）
83 Me CF3H Ph 75-81
84 Me CF3H 4-t-Bu-Ph 84-90
85 Me H H 4-Me-Ph 82-86
索引表F
CMPD.
NO. E mp（℃）
152 4-Cl-Ph 171-180
索引表G
CMPD.
NO. E mp（℃）
153 3，4-di-Me-Ph 159-161
154 4-Cl-Ph 248-252
155 4-i-Pr-Ph 136-142
173 4-MeO-Ph 150-152
索引表H
CMPD.
NO. R3R4E mp（℃）a
156 Cl Cl 4-Cl-Ph 181-185
157 Me Cl 3，4-di-Me-Ph 油
索引表I
CMPD.
NO. R1R2R3R4X E mp（℃）
150 H H H H CH Ph 77-78
索引表J
CMPD.
NO. R1R2R3R4X E mp（℃）a
149 H H Me Me N Ph 油
索引表K
CMPD.
NO. R3R4X E mp（℃）
151 Me Me N Ph 134-135
索引表L
CMPD.
NO. R3R4X E mp（℃）
158 Me Me N Ph 97-98
索引表M
CMPD.
NO. R3R4R23E mp（℃）a
174 Me Me H 3，4-diMe-Ph 油
索引表N
CMPD.
NO. MLnR1R2mp（℃）
175 ZnCl2H Cl 231-232
176 FeCl3H Cl 172-173
177 CuCl2H Cl 135-138
178 CuCl2CH3CH3132-133.5
179 FeCl3CH3CH3150-151
180 MnCl2CH3CH3232-233
181 ZnCl2CH3CH3250-251
182 MgCl2CH3CH3100-101
索引表O
CMPD.
NO.1H NMR Dataa
1 2.56（s，6H），2.72（s，3H），6.58（s，1H），6.95（s，1H）
7 1.34（d，3H），2.46（s，3H），6.57（d，1H），8.33（d，1H）
16 1.4（d，3H），2.4（s，6H），4.0（dd，1H），4.2（dd，1H），
6.4（s，1H）
21 2.5（s，3H），3.5（t，2H），4.2（t，2H），6.6（d，1H），
8.3（d，1H）
30 0.93（t，3H），2.4（s，3H），6.50（d，1H），8.28（d，1H）
44 2.11（m，2H），2.46（s，3H），2.72（t，2H），4.8（t，2H），
6.60（d，1H），7.8（d，2H），7.8（d，2H），8.40（d，1H）
116 7.75（d，2H），7.2（d，2H），6.8（s，1H），4.2（t，2H），
3.35（t，2H），2.6（s，3H），2.4（s，3H）
100 0.88（t，2H），1.29（m，6H），1.61（m，2H），2.15（m，
2H），2.42（s，6H），2.62（t，2H），2.70（t，2H），
4.09（t，2H），6.50（s，1H），7.18（d，2H），7.78（d，2H）
107 2.1（m，2H），2.32（s，3H），2.38（s，6H），2.47（s，3H），
2.59（t，2H），4.10（t，2H），6.47（s，1H），7.05（d，
1H），7.16（d，1H），7.21（s，1H）
108 1.48（d，3H），2.10（m，2H），2.41（s，6H），2.69（t，
2H），2.95（dd，1H），3.10（dd，1H），4.08（t，2H），
4.1（m，1H），6.50（s，1H），7.20（d，2H），7.81（d，2H）
112 1.2（t，3H），1.27（t，3H），2.11（m，2H），2.36（s，6H），
2.60（m，4H），2.80（q，2H），4.10（t，2H），6.46（s，
1H），7.09（d，1H），7.16（s，1H），7.17（d，1H）
CMPD.
NO.1H NMR Dataa
125 7.8（d，2H），7.4（d，2H），6.4（s，1H），4.0（m，2H），
2.67（t，2H），2.42（s，3H），2.35（s，3H），2.1（m，2H），
1.9（m，1H），1.1（m，2H），1.0（m，2H）
127 7.68（s，1H），7.55（m，1H），7.15（d，1H），6.46（s，
1H），4.01（m，2H），2.67（t，2H），2.42（s，3H），
2.27（2s，6H），2.15（m，2H），1.90（m，1H），1.14（m，
2H），1.00（m，2H）
129 7.7（s，1H），7.55（m，1H），7.1（d，1H），6.45（s，1H），
4.1（m，2H），2.70（t，2H），2.50（d，2H），2.45（s，3H），
2.29（s，3H），2.27（s，3H），2.0-2.2（m，3H），0.95（m，
6H）
135 7.76（d，2H），7.22（d，2H），6.47（s，1H），4.0（m，2H），
2.67（m，4H），2.41（s，3H），2.1（m，2H），1.9（m，1H），
1.24（t，3H），1.1（m，2H），0.95（m，2H）
137 7.7（s，1H），7.59（m，2H），7.10（d，1H），6.50（s，1H），
4.1（m，2H），2.9（m，1H），2.7（t，2H），2.45（s，3H），
2.30（s，3H），2.27（s，3H），2.1（m，2H），1.28（d，6H）
139 8.1（m，2H），7.85（m，2H），7.85（d，2H），7.47（m，3H），
7.36（d，2H），7.11（s，1H），4.2（m，2H），2.7（t，2H），
2.56（s，3H），2.15（m，2H）
140 7.8（d，2H），6.9（d，2H），6.46（s，1H），4.05（m，2H），
3.81（s，3H），2.65（t，2H），2.41（s，3H），2.1（m，2H），
1.9（m，1H），1.1（m，2H），0.95（m，2H）
143 7.78（d，2H），7.2（d，2H），6.5（s，1H），4.05（m，2H），
2.7（m，6H），2.44（s，3H），2.15（m，2H），1.30（t，3H），
1.24（t，3H）
CMPD.
NO.1H NMR Dataa
144 7.79（d，2H），7.22（d，2H），6.50（s，1H），4.05（m，
2H），2.9（m，1H），2.69（m，4H），2.43（s，3H），2.05（m，
2H），1.3（t，3H），1.27（d，6H）
145 7.8（d，2H），6.9（d，2H），6.5（s，1H），4.1（m，2H），
3.83（s，3H），2.68（m，4H），2.43（s，3H），2.1（m，2H），
1.30（t，3H）
146 7.76（d，2H），7.17（d，2H），6.5（s，1H），4.10（m，2H），
2.68（m，4H），2.43（s，3H），2.36（s，3H），2.10（m，
2H），1.30（t，3H）
147 7.75（d，2H），7.15（d，2H），6.5（s，1H），4.1（m，2H），
2.9（m，1H），2.7（t，2H），2.45（s，3H），2.36（s，3H），
2.1（m，2H），1.28（d，6H）
149 2.60（s，6H），6.99（s，1H），7.32（m，2H），7.46（t，
2H），7.84（d，2H），8.01（d，1H）
157 2.05（s，3H），2.1（m，2H），2.32（s，6H），3.04（t，2H），
4.20（t，2H），7.23（d，1H），7.33（m，3H）
163 7.75（m，1H），7.6（m，1H），7.1（m，1H），6.5（s，1H），
4.1（m，2H），2.7（m，2H），2.44（s，5H），2.3（s，3H），
2.27（s，3H），2.1（m，2H），0.15（s，9H）
165 7.7（s，1H），7.55（d，1H），7.1（d，1H），6.51（s，1H），
4.1（m，2H），2.70（m，6H），2.30（s，3H），2.27（s，3H），
2.1（m，2H），1.32（t，6H）
166 7.8（d，2H），7.2（d，2H），6.5（s，1H），4.1（m，2H），
2.9（m，2H），2.7（t，2H），2.45（s，3H），2.1（m，2H），
1.27（m，12H）
CMPD.
NO.1H NMR Dataa
167 7.95（d，2H），7.62（m，2H），7.44（m，2H），7.30（m，
1H），6.52（m，1H），4.10（m，2H），2.9（m，1H），2.73（t，
2H），2.47（s，3H），2.15（m，2H），1.29（d，6H）
168 7.82（d，2H），6.90（d，2H），6.49（s，1H），4.09（m，
2H），3.83（s，3H），2.90（m，1H），2.68（m，2H），
2.45（s，3H），2.10（m，2H），1.28（d，6H）
169 7.7（s，1H），7.58（m，1H），7.10（d，1H），5.85（s，1H），
4.05（m，2H），3.12（s，6H），2.65（t，2H），2.34（s，
3H），2.29（s，3H），2.26（s，3H），2.10（m，2H）
170 7.82（d，2H），6.90（d，2H），6.50（s，1H），4.10（m，
2H），3.83（s，3H），2.7（m，6H），2.1（m，2H），1.31（t，
6H）
171 7.8（d，2H），7.2（d，2H），6.5（s，1H），4.1（m，2H），
2.9（m，1H），2.7（m，4H），2.45（s，3H），2.1（m，2H），
1.28（d，6H），1.24（t，3H）
172 7.79（d，2H），7.22（d，2H），6.50（s，1H），4.1（m，2H），
2.9（m，1H），2.7（m，6H），2.1（m，2H），1.3（m，12H）
174 7.25（s，1H），7.17（m，2H），6.4（brS，1H），6.22（s，
1H），4.8（m，1H），3.7（m，1H），3.2（m，1H），2.38（s，
3H），2.27（s，9H），1.9（m，2H），1.8（m，1H），1.7（m，
1H）
试验A至F的结果列于下表1中，其中等级100表示100%控制病害;0表示不能控制病害（与喷洒载体的对照组比较）。NT表示未做试验。表中Cmpd表示化合物;Test表示试验。
表1
Cmpd Test Test Test Test Test Test
No. A B C D E F
1 97 NT 97 0 NT 0
2 95 97 14 25 47＊0
3 0 NT 24 0 NT 0
4 80 96 7 0 NT 67
5 98 100 24 0 NT 81
6 61 89 7 91 79 96
7 91 99 27 0 0 0
8 74 53 0 29 90 6
9 0 14 67 0 37 45
10 61 66 0 14 26 0
11 61 62 0 21 9 0
12 81 87 67 36 80 89
13 79 97 0 34 0 0
14 61 90 16 21 0 46
15 68 73 0 42 0 0
16 98 100 0 19 100 89
17 82 0 0 19 0 0
18 0 14 0 0 11 0
19 63 14 0 0 37 45
20 0 14 0 0 11 4
21 86 62 0 46 37 0
22 86 62 0 0 11 4
Cmpd Test Test Test Test Test Test
No. A B C D E F
23 95 62 97 46 11 94
24 84 0 0 26 48 0
25 73 49 0 47 48 0
26 56 49 0 47 66 0
27 56 49 0 26 48 0
28 27 0 0 0 24 0
29 27 0 0 26 0 0
30 98 97 88 62 73 0
31 90 97 95 0 92 94
32 83 92 18 44 15 0
33 24 16 0 0 39 0
34 24 16 18 76 100 0
35 54 62 18 76 15 10
36 83 98 88 22 96 0
37 54 81 74 92 100 0
38 57 65 84 0 42 97
39 0 65 0 25 19 0
40 28 65 47 47 92 0
41 0 21 23 0 19 46
42 96 99 60 99 35 82
43 57 89 61 82 35 89
44 88 100 16 68 49 94
45 94 89 84 45 38 69
46 60 58 100 0 91 98
61 58 89 97 0 96 48
62 91 93 82 0 37 0
63 20 53 79 76 100 97
64 37 21 30 47 0 0
65 30 54 0 0 0 18
66 37 0 0 0 0 0
67 86 0 0 0 0 0
Cmpd Test Test Test Test Test Test
No. A B C D E F
68 0 21 8 21 0 0
69 11 0 11 0 0 0
70 75 61 76 75 92 0
71 32 41 39 47 92 98
72 59 86 29 26 58 47
73 0 41 0 0 15 0
74 11 0 16 0 0 0
75 41 0 2 92 75 10
76 60 27 75 92 0 0
77 52 46 96 84 42 94
78 2 19 2 0 0 6
79 89 100 100 47 91 98
80 91 100 100 25 91 98
81 66 98 99 97 75 48
82 81 98 97 47 97 88
83 25 0 10 46 0 0
84 46 0 0 46 0 0
85 20 0 20 0 21 0
86 99 100 99 0 100 97
87 99 100 99 25 99 82
88 99 99 97 25 100 46
89 97 100 99 0 93 97
90 98 100 100 46 86 94
91 98 100 97 0 100 46
92 71 93 96 0 0 90
93 38 0 8 0 85 0
94 80 41 0 21 20 0
95 91 98 90 63 63 90
96 94 99 90 0 92 69
97 85 100 90 0 99 90
98 66 67 90 0 41 0
99 88 99 91 0 100 99
Cmpd Test Test Test Test Test Test
No. A B C D E F
100 63 28 43 NT 92 8
101 95 98 86 NT 100 94
102 85 96 82 NT 100 0
103 72 86 90 NT 43 0
104 98 100 99 23 100 99
105 99 100 99 64 92 78
106 99 100 100 0 100 96
107 100 92 99 82 100 3
108 98 100 99 70 92 89
109 84 100 99 53 100 98
110 46 67 57 72 0 68
111 71＊44＊86＊NT 77＊NT
112 99 100 99 57 99 81
113 95 84 97 37 83 67
114 45 27 0 58 100 0
115 18 97 0 58 0 0
116 76 66 0 73 42 0
117 0 12 0 0 19 0
118 61 12 0 22 0 0
119 86 61 25 0 19 0
120 0 24 0 0 0 0
121 52 12 92 0 42 0
122 0 12 0 22 42 0
123 71 12 95 62 92 0
124 41 0 25 0 19 0
125 62 84 78 0 97 0
126 0 0 0 0 0 0
127 54 9 8 0 100 0
128 0 24 0 0 0 0
129 83 64 93 23 97 10
130 61 25 72 NT 75 0
Cmpd Test Test Test Test Test Test
No. A B C D E F
131 61 66 93 NT 97 99
132 100 100 99 NT 100 99
133 100 99 91 0 100 88
134 91 52 91 0 92 93
135 96 85 80 0 100 88
136 89 26 32 0 100 88
137 98 67 91 0 100 93
138 0 65 14 0 39 62
139 26 65 14 0 14 0
140 97 96 92 0 100 96
141 29 5 0 0 0 3
142 46 67 96 37 0 99
143 98 99 98 37 64 96
144 98 100 96 57 64 68
145 98 100 99 57 91 94
146 97 100 93 84 92 99
147 95 100 99 74 92 92
149 74 79 0 0 0 0
150 0 24 0 43 0 0
151 31＊＊0＊＊0＊＊NT 0＊＊NT
152 55 22 19 0 37 0
153 86 93 90 0 91 95
154 80 67 84 12 93 98
155 73 0 83 0 75 0
156 0 84 10 0 83 0
157 10 0 21 12 0 0
158 76 11 100 63 21 90
Cmpd Test Test Test Test Test Test
No. A B C D E F
159 96＊85＊90＊NT 28＊79
160 0 0 8 0 0 0
161 99 100 99 74 91 99
162 98 100 99 42 41 93
163 92 100 97 84 75 96
164 82＊64 89＊17 66＊97
165 31＊85 93 17 88 38＊
166 92＊8＊35＊16 20＊64
167 53 0 0 0 18 0
168 83 99 96 40 92 99
169 85 0 23 85 91 46
170 98 96 99 41 73 99
171 0＊＊＊11＊＊＊4＊＊＊NT NT NT
172 98 98 90 8 100 0
173 53 93 61 16 99 99
174 99 100 98 73 100 93
175 31＊8＊89＊40 45＊99
176 42＊8＊82＊73 27＊99
177 36＊93 86＊96 84＊99
178 33 61 84 92 96 98
179 85 98 99 74 91 98
180 95 100 99 74 96 99
181 85 100 100 74 96 99
182 91 100 99 74 96 94
＊＝喷洒浓度为 40ppm.
＊＊＝喷洒浓度为 20ppm.
＊＊＊＝喷洒浓度为 10ppm.
Claims (12)
1、选自式Ⅰ、Ⅱ、Ⅲ、Ⅳ、Ⅴ或Ⅵ的杀真菌化合物，其中包括其所有的几何异构体和立体异构体及它们的盐和金属配合物，式Ⅰ、Ⅱ、Ⅲ、Ⅳ、Ⅴ、和Ⅵ分别是：
式中
A是2-嘧啶基，2-吡啶基，2-喹啉基，2-喹唑啉基，1-异喹啉基或3-异喹啉基，所述每一个基团均可被R3、R4和R18取代；或是可被R3和R4取代的S-三嗪基；条件是R3、R4和R18只取代杂环的碳原子；
G是可由R3、R4和R18取代的2-喹唑啉基；
E是氢；囟素；C1-C6烷基；可由1至2个甲基取代的C3-C7环烷基；C1-C6囟代烷基；C1-C6烷硫基；C1-C6烷氧基；C1-C6囟代烷氧基；或者可由R5、R6和R7取代的下列基团：苯基，苯氧基，苯硫基，苯氨基，苯甲基，2，3-二氢化茚基，四氢化萘基，1-萘基，2-萘基，噻吩基，呋喃基或吡啶基；
n是1，2或3；
R1是氢；囟素；氰基；羟基；C1-C4烷氧基；-OC(=O)R19；
-OC(=O)NHR20；C1-C4烷基；C1-C4囟代烷基；C2-C3烷基羰基；C2-C6链烯基；C2-C6烷氧基烷基；C2-C4炔基；C2-C3烷氧基羰基；或可由R8、R9和R10取代的下列基团：苯基，苯甲基，1-萘基，2-萘基，噻吩基，呋喃基或吡啶基；
R2是氢，氰基，C1-C4烷基或C1-C4囟代烷基；
R3、R4和R18分别是囟素；氰基；羟基；(C1-C4烷基)3甲硅烷基甲基；可由R21取代的苯基；C1-C6烷基；环丙基；C1-C6囟代烷基；C1-C6烷硫基；C2-C4链烯基；C2-C4炔基；C1-C4烷氧基；C1-C4囟代烷氧基；C2-C4链烯氧基；C2-C4炔氧基；C2-C4烷氧基烷基；NR11R12；或者当R3和R4、R3和R18或R4和R18取代邻位碳原子时，R3和R4、R3和R18或R4和R18可以一起是可由1至2个甲基取代的-(CH2)3-或-(CH2)4-；
R5和R8分别是囟素；氰基；硝基；羟基；羧基；C1-C6烷基；C3-C6环烷基；C1-C6囟代烷基；C1-C4烷硫基；C1-C4烷基亚磺酰基；C1-C4烷基磺酰基；(C1-C4烷基)3甲硅烷基；C2-C5烷基羰基；C2-C4链烯基；C2-C4链烯氧基；C2-C4炔基；C2-C4炔氧基；C1-C4烷氧基；C1-C4囟代烷氧基；C2-C4烷氧基烷基；C2-C5烷氧羰基；C2-C4烷氧基烷氧基；NR13R14；C(=0)NR15R16；或可被R17取代的苯基，苯氧基或苯硫基；
R6、R7、R9、R10、R17、R21、R22和R24分别是囟素，C1-C4烷基，C1-C4囟代烷基2、C1-C4烷氧基或C1-C4囟代烷氧基；
R11、R12、R13、R14、R15和R16分别是氢；C1-C2烷基；或者R11和R12、R13和R14或R15和R16可以与它们相连接的氮原子一起形成吗啉代，吡咯烷基或哌啶子基团；
R19和R25是氢或C1-C3烷基；
R20和R26是C1-C4烷基；或可被R22取代的苯基；
R23是氢，C1-C4烷基，C1-C4囟代烷基，C2-C5烷基羰基，可被R24取代的苯基羰基，C3-C4链烯基，C3-C4炔基，苯环上可被R24取代的苯甲基，C1-C4烷基亚磺酰基，C1-C4烷基磺酰基，可被R24取代的苯基亚磺酰基，C2-C4烷氧羰基，可被R24取代的苯氧基羰基，C(=O)NR25R26，
C(=S)NHR26P(=S)(OR26)2，P(=O)(OR26)2，或S(=O)2NR25R26；
条件是：
i)当E是囟素，C1-C6烷硫基，C1-C6烷氧基，C1-C6囟代烷氧基，苯氧基，苯硫基或苯氨基时，E仅可取代式Ⅰ或Ⅲ化合物；
ii)就式Ⅰ化合物而言，当A是2-吡啶基，n是2，R1和R2是氢时，E不是被1至2个氟、氯、三氟甲基、C1-C4烷基或C1-C4烷氧基取代的苯基，或者E不是噻吩基或呋喃基；
iii)就式Ⅲ化合物而言，E是苯基，苯氧基，苯硫基，苯甲基，1-萘基，2-萘基，噻吩基，呋喃基，吡啶基，上述每一个基团可被R5、R6和R7取代；或者R1是苯基，苯甲基，1-萘基，2-萘基，噻吩基，呋喃基或吡啶基，所述的每一个基团可被R8、R9和R10取代；和R1必须是在4-位；
iv)对于式Ⅲ化合物，R5不是NR13R14；
v)对于式Ⅰ和Ⅱ化合物，当n是1时，R1和R2不占据吡唑啉环的5-位；
vi)对于式Ⅰ化合物，当A是S-三嗪基时，R3或R4不是氨基；
vii)就式Ⅰ化合物而言，当A是可被R3、R18和R4取代的2-吡啶基和n是1时，E不是可由R5、R6和R7取代的苯氨基；
viii)就式Ⅰ和式Ⅲ化合物而言，当A是2-吡啶基，n是1，R1和R2是氢时，E不是苯基，4-溴苯基，4-甲氧基苯基，4-硝基苯基或4-羟基苯基；
ix)对于式Ⅱ化合物，当n是3时，E不是氢或C1-C5烷基；
X)对于式Ⅱ化合物，当n是1时，E不是氢；
xi)对于式Ⅰ化合物，当n是1和A是6-甲氧基吡啶基时，E不是4-N，N-二甲氨基苯基；
xii)对于式Ⅱ化合物，当A是2-吡啶基，n是2，R1和R2是氢时，E不是C1-C4烷基或吡啶基。
2、选自式Ⅰ或Ⅱ的杀真菌化合物，其中包括其所有的几何异构体和立体异构体，及它们的盐和金属配合物，式Ⅰ和Ⅱ为：
式中
A是2-嘧啶基，2-吡啶基，所述每一个基团均可被R3和R4取代;或是可被R3和R4取代的S-三嗪基;条件是R3和R4只取代杂环的碳原子;
E是氢;囟素;C1-C6烷基;可由1至2个甲基取代的C3-C7环烷基;C1-C6囟代烷基;C1-C6烷硫基;C1-C6烷氧基;C1-C6囟代烷氧基;或者可由R5、R6和R7取代的下列基团：苯基，苯氧基，苯硫基，苯氨基，苯甲基，1-萘基，2-萘基，噻吩基，呋喃基或吡啶基;
n是1，2或3;
R1是氢;囟素;氰基;C1-C4烷基;C1-C4囟代烷基;C2-C3烷基羰基;C2-C4链烯基;C2-C6烷氧基烷基;C2-C4炔基;C2-C3烷氧基羰基;或可由R8、R9和R10取代的下列基团：苯基，苯甲基，1-萘基，2-萘基，噻吩基，呋喃基或吡啶基;
R2是氢，氰基，C1-C4烷基或C1-C4囟代烷基;
R3和R4分别是囟素;氰基;C1-C4烷基;环丙基;C1-C4囟代烷基;C1-C4烷硫基;C2-C4链烯基;C2-C4炔基;C1-C4烷氧基;C1-C4囟代烷氧基;C2-C4链烯氧基;C2-C4炔氧基;C2-C4烷氧基烷基或NR11R12;
R5和R8分别是囟素;氰基;硝基;羟基;羧基;C1-C4烷基;C1-C4囟代烷基;C1-C4烷硫基;C1-C4烷基亚磺酰基;C1-C4烷基磺酰基;（C1-C4烷基）3甲硅烷基;C2-C5烷基羰基;C2-C4链烯基;C2-C4链烯氧基;C2-C4炔基;C2-C4炔氧基;C1-C4烷氧基;C1-C4囟代烷氧基;C2-C4烷氧基烷基;C2-C5烷氧基羰基;C2-C4烷氧基烷氧基;NR13R14;C（＝O）NR15R16;或可被R17取代的苯基，苯氧基或苯硫基;
R6、R7、R9、R10和R17分别是囟素，C1-C4烷基，C1-C4囟代烷基，C1-C4烷氧基或C1-C4囟代烷氧基;
R11、R12、R13、R14、R15和R16分别是氢或C1-C2烷基;
条件是：
ⅰ）当E是囟素，C1-C6烷硫基，C1-C6烷氧基，C1-C6囟代烷氧基，苯氧基，苯硫基或苯氨基时，E仅可取代式Ⅰ化合物;
ⅱ）就式Ⅰ化合物而言，当A是2-吡啶基，n是2，R1和R2是氢时，E不是被1至2个氟、氯、三氟甲基、C1-C4烷基或C1-C4烷氧基取代的苯基，或者E不是噻吩基或呋喃基;
ⅲ）对于式Ⅰ和Ⅱ化合物，当n是1时，R1和R2不占据吡唑啉环的5-位;
ⅳ）对于式Ⅰ化合物，当A是S-三嗪基时，R3或R4不是氨基;
ⅴ）就式Ⅰ化合物而言，当A是可被R3、R18和R4取代的2-吡啶基和n是1时，E不是可由R5、R6和R7取代的苯氨基;
ⅵ）就式Ⅰ化合物而言，当A是2-吡啶基，n是1，R1和R2是氢时，E不是苯基，4-溴苯基，4-甲氧基苯基，4-硝基苯基或4-羟基苯基;
ⅶ）对于式Ⅱ化合物，当n是3时，E不是氢或C1-C5烷基;
ⅷ）对于式Ⅱ化合物，当n是1时，E不是氢;
ⅸ）对于式Ⅰ化合物，当n是1和A是6-甲氧基吡啶基时，E不是4-N，N-二甲氨基苯基;
ⅹ）对于式Ⅱ化合物，当A是2-吡啶基，n是2，R1和R2是氢时，E不是C1-C4烷基或吡啶基。
3、权利要求1的式Ⅰ和Ⅴ化合物及其金属配合物，其中：
A是2-嘧啶基或2-喹唑啉基，它们可被R3、R4和R18取代;和
R1是氢;羟基;C1-C4烷氧基;C1-C4烷基;C1-C4囟代烷基;C2-C3烷基羰基;C2-C4链烯基;C2-C4炔基;C2-C3烷氧基羰基;或苯基，苯甲基，1-萘基，2-萘基，噻吩基，呋喃基或吡啶基，所述的每一个基团可被R8、R9和R10取代;
R3、R4和R18分别是囟素，C1-C4烷基，环丙基，C1-C4囟代烷基，烯丙基，C2-C3炔基，C1-C4烷氧基或C1-C4囟代烷氧基;
R23是氢，C（＝O）NHR26或C2-C4烷氧基羰基。
4、权利要求3的化合物及其金属配合物，其中：
A是可被R3、R4和R18取代的2-嘧啶基;
n是1或2;
E是苯基，2，3-二氢茚基，四氢萘基，1-萘基，噻吩基或吡啶基，所述每一个基团可被R5、R6和R7取代;
R1是氢，羟基，C1-C4烷氧基或C1-C4烷基;
R5是囟素，氰基，C1-C4烷基，C1-C4囟代烷基，烯丙基，炔丙基，C1-C4烷氧基，C1-C4囟代烷氧基，可被R17取代的苯基或苯氧基;和
R6、R7、R9、R10和R17分别是H，F，Cl，甲基，三氟甲基，甲氧基或三氟甲氧基。
5、权利要求4的化合物及其金属配合物，其中：
E是可被R5、R6或R7取代的苯基、2，3-二氢茚基或四氢萘基;和
R2是氢或C1-C4烷基。
6、权利要求1的化合物，它们选自下述化合物：
1-（4，6-二甲基-2-嘧啶基）-3-（3，4-二甲基苯基）-1，4，5，6-四氢哒嗪;
1-（4，6-二甲基-2-嘧啶基）-3-（4-乙基苯基）-1，4，5，6-四氢哒嗪;
1-（4，6-二甲基-2-嘧啶基）-1，4，5，6-四氢-3-（4-甲基苯基）哒嗪;
1-（4，6-二甲基-2-嘧啶基）-1，4，5，6-四氢-3-[4-（1-甲基乙基）苯基]哒嗪;
1-（4，6-二甲基-2-嘧啶基）-4-乙基-1，4，5，6-四氢-3-苯基哒嗪;
1-（4，6-二甲基-2-嘧啶基）-1，4，5，6-四氢-4-甲基-3-苯基哒嗪。
7、杀真菌组合物，它包括杀真菌剂有效量的权利要求1、2、3、4、5或6的化合物和惰性稀释剂或表面活性剂。
8、控制植物真菌病害的方法，它包括将有效量的式Ⅰ、Ⅱ、Ⅲ、Ⅳ、Ⅴ或Ⅵ化合物或它们的农业上适宜的盐或其金属配合物施用于要保护的部位，式Ⅰ、Ⅱ、Ⅲ、Ⅳ、Ⅴ和Ⅵ为：
式中
A和G是2-嘧啶基，2-吡啶基，2-喹啉基，2-喹唑啉基，1-异喹啉基或3-异喹啉基，所述每一个基团均可被R3、R4和R18取代;或是可被R3和R4取代的S-三嗪基;条件是R3、R4和R18只取代杂环的碳原子;
E是氢;囟素;C1-C6烷基;可由1至2个甲基取代的C3-C7环烷基;C1-C6囟代烷基;C1-C6烷硫基;C1-C6烷氧基;C1-C6囟代烷氧基;或者可由R5、R6和R7取代的下列基团：苯基，苯氧基，苯硫基，苯氨基，苯甲基，2，3-二氢化茚基，四氢化萘基，1-萘基，2-萘基，噻吩基，呋喃基或吡啶基;
n是1，2或3;
R1是氢;囟素;氰基;羟基;C1-C4烷氧基;-OC（＝O）R19;-OC（＝O）NHR20;C1-C4烷基;C1-C4囟代烷基;C2-C3烷基羰基;C2-C4链烯基;C2-C6烷氧基烷基;C2-C4炔基;C2-C3烷氧基羰基;或可由R8、R9和R10取代的下列基团：苯基，苯甲基，1-萘基，2-萘基，噻吩基，呋喃基或吡啶基;
R2是氢，氰基，C1-C4烷基或C1-C4囟代烷基;
R3、R4和R18分别是囟素;氰基;羟基;（C1-C4烷基）3甲硅烷基甲基;可由R21取代的苯基;C1-C6烷基;环丙基;C1-C6囟代烷基;C1-C6烷硫基;C2-C4链烯基;C2-C4炔基;C1-C4烷氧基;C1-C4囟代烷氧基;C2-C4链烯氧基;C2-C4炔氧基;C2-C4烷氧基烷基;NR11R12;或者当R3和R4、R3和R18或R4和R18取代邻位碳原子时，R3和R4、R3和R18或R4和R18可以一起是可由1至2个甲基取代的-（CH2）3-或-（CH2）4-;
R5和R8分别是囟素;氰基;硝基;羟基;羧基;C1-C6烷基;C3-C6环烷基;C1-C6囟代烷基;C1-C4烷硫基;C1-C4烷基亚磺酰基;C1-C4烷基磺酰基;（C1-C4烷基）3甲硅烷基;C2-C5烷基羰基;C2-C4链烯基;C2-C4链烯基氧基;C2-C4炔基;C2-C4炔氧基;C1-C4烷氧基;C1-C4囟代烷氧基;C2-C4烷氧基烷基;C2-C5烷氧基羰基;C2-C4烷氧基烷氧基;NR13R14;C（＝O）NR15R16;或可被R17取代的苯基，苯氧基或苯硫基;
R6、R7、R9、R10、R17、R21、R22和R24分别是囟素，C1-C4烷基，C1-C4囟代烷基，C1-C4烷氧基或C1-C4囟代烷氧基;
R11、R12、R13、R14、R15和R16分别是氢;C1-C2烷基;或者R11和R12、R13和R14或R15和R16可以与它们相连接的氮原子一起形成吗啉代，吡咯烷基或哌啶子基团;
R19和R25是氢或C1-C3烷基;
R20和R26是C1-C4烷基;或可被R22取代的苯基;
R23是氢，C1-C4烷基，C1-C4囟代烷基，C2-C5烷基羰基，可被R24取代的苯基羰基，C3-C4链烯基，C3-C4炔基，苯环上可被R24取代的苯甲基，C1-C4烷基亚磺酰基，C1-C4烷基磺酰基，可被R24取代的苯基亚磺酰基，可被R24取代的苯基磺酰基，C2-C4烷氧羰基，可被R24取代的苯氧基羰基，C（＝O）NR25R26，C（＝S）NHR26P（＝S）（OR26）2，P（＝O）（OR26）2，或S（＝O）2NR25R26;
条件是：
ⅰ）当E是囟素，C1-C6烷硫基，C1-C6烷氧基，C1-C6囟代烷氧基，苯氧基，苯硫基或苯氨基时，E仅可取代式Ⅰ和Ⅲ化合物;
ⅱ）就式Ⅲ化合物而言，E是苯基，苯氧基，苯硫基，苯氨基，苯甲基，1-萘基，2-萘基，噻吩基，呋喃基，吡啶基，上述每一个基团可被R5、R6和R7取代;或者R1是苯基，苯甲基，1-萘基，2-萘基，噻吩基，呋喃基或吡啶基，所述的每一个基团可被R8、R9和R10取代;和R1必须是在4-位;和
ⅲ）就式Ⅰ化合物而言，当E是氢，n是1，R1是5-甲基和R2是氢时，A不是可被R3和R4取代的S-三嗪基。
9、权利要求8的方法应用式Ⅰ和Ⅴ的化合物及其金属配合物，其中A和G是2-嘧啶基或2-喹唑啉基，它们可被R3、R4和R18取代;和R1是氢;羟基;C1-C4烷氧基;C1-C4烷基;C1-C4囟代烷基;C2-C3烷基羰基;C2-C4链烯基;C2-C4炔基;C2-C3烷氧基羰基;或苯基，苯甲基，1-萘基，2-萘基，噻吩基，呋喃基或吡啶基，所述的每一个基团可被R8、R9和R10取代;
R3、R4和R18分别是囟素，C1-C4烷基，环丙基，C1-C4囟代烷基，烯丙基，C2-C3炔基，C1-C4烷氧基或C1-C4囟代烷氧基;和
R23是氢，C（＝O）NHR26或C2-C4烷氧基羰基。
10、权利要求9的方法，其中：
A是可被R3、R4和R18取代的2-嘧啶基;
n是1或2;
E是苯基，2，3-二氢茚基，四氢萘基，1-萘基，噻吩基或吡啶基，所述每一个基团可被R5、R6和R7取代;
R1是氢，羟基，C1-C4烷氧基或C1-C4烷基;
R5是囟素，氰基，C1-C4烷基，C1-C4囟代烷基，烯丙基，炔丙基，C1-C4烷氧基，C1-C4囟代烷氧基，可被R17取代的苯基或苯氧基;和
R6、R7、R9、R10和R17分别是H，F，Cl，甲基，三氟甲基，甲氧基或三氟甲氧基;
及上述化合物的金属配合物。
11、权利要求10的方法，其中
E是可被R5、R6和R7取代的苯基、2，3-二氢茚基或四氢萘基;和
R2是氢或C1-C4烷基。
12、权利要求11的方法，其中化合物选自下述化合物：
1-（4，6-二甲基-2-嘧啶基）-3-（3，4-二甲基苯基）-1，4，5，6-四氢哒嗪;
1-（4，6-二甲基-2-嘧啶基）-3-（4-乙基苯基）-1，4，5，6-四氢哒嗪;
1-（4，6-二甲基-2-嘧啶基）-1，4，5，6-四氢-3-（4-甲基苯基）哒嗪;
1-（4，6-二甲基-2-嘧啶基）-1，4，5，6-四氢-3-[4-（1-甲基乙基）苯基]哒嗪;
1-（4，6-二甲基-2-嘧啶基）-4-乙基-1，4，5，6-四氢-3-苯基哒嗪;
1-（4，6-二甲基-2-嘧啶基）-1，4，5，6-四氢-4-甲基-3-苯基哒嗪。
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US69074491A | 1991-04-24 | 1991-04-24 | |
| US690,744 | 1991-04-24 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN1066069A true CN1066069A (zh) | 1992-11-11 |
Family
ID=24773776
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN 92103087 Pending CN1066069A (zh) | 1991-04-24 | 1992-04-22 | 杀真菌的吡唑、吡唑啉和四氢哒嗪 |
Country Status (6)
| Country | Link |
|---|---|
| EP (1) | EP0515041A3 (zh) |
| CN (1) | CN1066069A (zh) |
| AU (1) | AU1988692A (zh) |
| IE (1) | IE921262A1 (zh) |
| TW (1) | TW209216B (zh) |
| WO (1) | WO1992019615A2 (zh) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1321644C (zh) * | 2001-09-25 | 2007-06-20 | 法玛西雅公司 | 制备取代的吡唑的方法 |
| CN103351341A (zh) * | 2013-06-18 | 2013-10-16 | 健雄职业技术学院 | 一种有机金属螯合物及其制备方法与应用 |
| CN104592210A (zh) * | 2015-02-05 | 2015-05-06 | 西华大学 | 吡唑酰胺类化合物及其应用 |
Families Citing this family (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2707295A1 (fr) * | 1993-06-07 | 1995-01-13 | Rhone Poulenc Agrochimie | Fongicides pyrazoles substitués en position 3 par un hétérocycle. |
| US5486534A (en) * | 1994-07-21 | 1996-01-23 | G. D. Searle & Co. | 3,4-substituted pyrazoles for the treatment of inflammation |
| US6514977B1 (en) | 1997-05-22 | 2003-02-04 | G.D. Searle & Company | Substituted pyrazoles as p38 kinase inhibitors |
| US6087496A (en) * | 1998-05-22 | 2000-07-11 | G. D. Searle & Co. | Substituted pyrazoles suitable as p38 kinase inhibitors |
| CA2288787A1 (en) * | 1997-05-22 | 1998-11-26 | G.D. Searle And Co. | Pyrazole derivatives as p38 kinase inhibitors |
| US6979686B1 (en) | 2001-12-07 | 2005-12-27 | Pharmacia Corporation | Substituted pyrazoles as p38 kinase inhibitors |
| US5932576A (en) * | 1997-05-22 | 1999-08-03 | G. D. Searle & Company | 3(5)-heteroaryl substituted pyrazoles as p38 kinase inhibitors |
| AU7922100A (en) * | 1999-10-25 | 2001-05-08 | Basf Aktiengesellschaft | Agrochemical compositions containing pyrazoles as the active agents and use of said compositions as plant protection agents with a fungicidal action |
| US6372752B1 (en) * | 2000-02-07 | 2002-04-16 | Genzyme Corporation | Inha inhibitors and methods of use thereof |
| US6878729B2 (en) | 2001-05-04 | 2005-04-12 | The Procter & Gamble Company | Medicinal uses of dihydropyrazoles |
| US7057049B2 (en) | 2001-09-25 | 2006-06-06 | Pharmacia Corporation | Process for making substituted pyrazoles |
| WO2006034473A2 (en) | 2004-09-23 | 2006-03-30 | Reddy Us Therapeutics, Inc. | Novel pyrimidine compounds, process for their preparation and compositions containing them |
| WO2021193685A1 (ja) | 2020-03-25 | 2021-09-30 | ユニマテック株式会社 | 含フッ素ピリミジン化合物およびその製造方法 |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3040047A (en) * | 1960-04-04 | 1962-06-19 | Takeda Pharmaceutical | 2-(pyrazol-1-yl)-pyrimidine derivatives |
| US3920646A (en) * | 1967-11-02 | 1975-11-18 | Sandoz Ag | 3-Substituted-1-pyridyl-1,4,5,6-tetrahydropyridazines |
| IL73418A (en) * | 1983-11-07 | 1988-02-29 | Lilly Co Eli | 5-cyano-1h-pyrazole-4-(thio)carboxamide derivatives,their preparation and herbicidal compositions containing them |
| DE3412080A1 (de) * | 1984-03-31 | 1985-10-03 | Bayer Ag, 5090 Leverkusen | 2-(1h-pyrazol-1-yl)-4-(3h)-chinazolinone enthaltende mikrobizide mittel |
| US4663327A (en) * | 1984-05-23 | 1987-05-05 | Bayer Aktiengesellschaft | 1-heteroaryl-4-aryl-pyrazolin-5-ones |
| DE3527157A1 (de) * | 1985-07-30 | 1987-02-12 | Bayer Ag | 1-heteroaryl-4-aryl-pyrazol-derivate |
| DE3718526A1 (de) * | 1987-06-03 | 1988-12-22 | Basf Ag | Substituierte 5-amino-1-(pyrimidin-2-yl)-1h-pyrazole |
| PH27357A (en) * | 1989-09-22 | 1993-06-21 | Fujisawa Pharmaceutical Co | Pyrazole derivatives and pharmaceutical compositions comprising the same |
| DE4001600C1 (en) * | 1990-01-20 | 1991-03-07 | Hoechst Ag, 6230 Frankfurt, De | Pyrazole carboxylic acid derivs. prepn. - by reacting azo-carboxylic acid cpd. with an enol-ether and aromatising |
-
1992
- 1992-04-20 AU AU19886/92A patent/AU1988692A/en not_active Abandoned
- 1992-04-20 WO PCT/US1992/003103 patent/WO1992019615A2/en not_active Ceased
- 1992-04-22 CN CN 92103087 patent/CN1066069A/zh active Pending
- 1992-04-22 TW TW81103176A patent/TW209216B/zh active
- 1992-04-22 IE IE921262A patent/IE921262A1/en not_active Application Discontinuation
- 1992-04-23 EP EP19920303669 patent/EP0515041A3/en not_active Withdrawn
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1321644C (zh) * | 2001-09-25 | 2007-06-20 | 法玛西雅公司 | 制备取代的吡唑的方法 |
| CN103351341A (zh) * | 2013-06-18 | 2013-10-16 | 健雄职业技术学院 | 一种有机金属螯合物及其制备方法与应用 |
| CN103351341B (zh) * | 2013-06-18 | 2015-09-09 | 健雄职业技术学院 | 一种有机金属螯合物及其制备方法与应用 |
| CN104592210A (zh) * | 2015-02-05 | 2015-05-06 | 西华大学 | 吡唑酰胺类化合物及其应用 |
Also Published As
| Publication number | Publication date |
|---|---|
| TW209216B (zh) | 1993-07-11 |
| IE921262A1 (en) | 1992-11-04 |
| AU1988692A (en) | 1992-12-21 |
| WO1992019615A3 (en) | 1993-01-21 |
| WO1992019615A2 (en) | 1992-11-12 |
| EP0515041A2 (en) | 1992-11-25 |
| EP0515041A3 (en) | 1993-04-28 |
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