HU222278B1 - Artropodicid hatású kénvegyületek, a vegyületeket tartalmazó készítmény és alkalmazása - Google Patents
Artropodicid hatású kénvegyületek, a vegyületeket tartalmazó készítmény és alkalmazása Download PDFInfo
- Publication number
- HU222278B1 HU222278B1 HU9801051A HUP9801051A HU222278B1 HU 222278 B1 HU222278 B1 HU 222278B1 HU 9801051 A HU9801051 A HU 9801051A HU P9801051 A HUP9801051 A HU P9801051A HU 222278 B1 HU222278 B1 HU 222278B1
- Authority
- HU
- Hungary
- Prior art keywords
- phenyl
- amino
- dichloro
- trifluoromethyl
- pyrazolyl
- Prior art date
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- 239000000203 mixture Substances 0.000 title claims description 35
- 150000003464 sulfur compounds Chemical class 0.000 title description 2
- 150000001875 compounds Chemical class 0.000 claims abstract description 67
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims abstract description 42
- -1 2-pyridyl-substituted pyrazolyl group Chemical group 0.000 claims abstract description 36
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 36
- 239000001257 hydrogen Substances 0.000 claims abstract description 36
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 28
- 125000004093 cyano group Chemical group *C#N 0.000 claims abstract description 23
- 229910052736 halogen Inorganic materials 0.000 claims abstract description 17
- 150000002367 halogens Chemical class 0.000 claims abstract description 16
- 150000002431 hydrogen Chemical class 0.000 claims abstract description 14
- 125000002485 formyl group Chemical group [H]C(*)=O 0.000 claims abstract description 12
- 125000001316 cycloalkyl alkyl group Chemical group 0.000 claims abstract description 8
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims abstract description 8
- 150000001450 anions Chemical class 0.000 claims abstract description 3
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 33
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 20
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 claims description 12
- 241000238421 Arthropoda Species 0.000 claims description 11
- LXFQSRIDYRFTJW-UHFFFAOYSA-N 2,4,6-trimethylbenzenesulfonic acid Chemical class CC1=CC(C)=C(S(O)(=O)=O)C(C)=C1 LXFQSRIDYRFTJW-UHFFFAOYSA-N 0.000 claims description 10
- 238000000034 method Methods 0.000 claims description 10
- 125000005843 halogen group Chemical group 0.000 claims description 9
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims description 6
- XTFIVUDBNACUBN-UHFFFAOYSA-N 1,3,5-trinitro-1,3,5-triazinane Chemical compound [O-][N+](=O)N1CN([N+]([O-])=O)CN([N+]([O-])=O)C1 XTFIVUDBNACUBN-UHFFFAOYSA-N 0.000 claims description 5
- 125000005931 tert-butyloxycarbonyl group Chemical group [H]C([H])([H])C(OC(*)=O)(C([H])([H])[H])C([H])([H])[H] 0.000 claims description 5
- 125000004105 2-pyridyl group Chemical group N1=C([*])C([H])=C([H])C([H])=C1[H] 0.000 claims description 4
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 3
- 125000004765 (C1-C4) haloalkyl group Chemical group 0.000 claims description 2
- 125000000171 (C1-C6) haloalkyl group Chemical group 0.000 claims description 2
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 claims description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 claims description 2
- KRHYYFGTRYWZRS-UHFFFAOYSA-M Fluoride anion Chemical compound [F-] KRHYYFGTRYWZRS-UHFFFAOYSA-M 0.000 claims description 2
- 229910019142 PO4 Inorganic materials 0.000 claims description 2
- 229910018286 SbF 6 Inorganic materials 0.000 claims description 2
- XMBWDFGMSWQBCA-UHFFFAOYSA-N hydrogen iodide Chemical compound I XMBWDFGMSWQBCA-UHFFFAOYSA-N 0.000 claims description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 2
- 239000010452 phosphate Substances 0.000 claims description 2
- GLBQVJGBPFPMMV-UHFFFAOYSA-N sulfilimine Chemical compound S=N GLBQVJGBPFPMMV-UHFFFAOYSA-N 0.000 claims description 2
- 125000002088 tosyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1C([H])([H])[H])S(*)(=O)=O 0.000 claims description 2
- 125000000229 (C1-C4)alkoxy group Chemical group 0.000 claims 1
- BDAGIHXWWSANSR-UHFFFAOYSA-M Formate Chemical compound [O-]C=O BDAGIHXWWSANSR-UHFFFAOYSA-M 0.000 claims 1
- 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 claims 1
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 claims 1
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims 1
- 125000000547 substituted alkyl group Chemical group 0.000 abstract 2
- 125000000753 cycloalkyl group Chemical group 0.000 abstract 1
- 125000001188 haloalkyl group Chemical group 0.000 abstract 1
- 125000001160 methoxycarbonyl group Chemical group [H]C([H])([H])OC(*)=O 0.000 description 51
- 125000006297 carbonyl amino group Chemical group [H]N([*:2])C([*:1])=O 0.000 description 41
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 30
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- 238000006243 chemical reaction Methods 0.000 description 26
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 20
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 18
- 239000004480 active ingredient Substances 0.000 description 15
- 239000002904 solvent Substances 0.000 description 14
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 12
- 239000007787 solid Substances 0.000 description 12
- 239000000843 powder Substances 0.000 description 10
- 239000000654 additive Substances 0.000 description 9
- 239000000243 solution Substances 0.000 description 8
- 230000000749 insecticidal effect Effects 0.000 description 7
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 6
- OFBQJSOFQDEBGM-UHFFFAOYSA-N Pentane Chemical compound CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 6
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 6
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 6
- 239000004094 surface-active agent Substances 0.000 description 6
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 5
- 101100310222 Caenorhabditis briggsae she-1 gene Proteins 0.000 description 5
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- 238000009835 boiling Methods 0.000 description 4
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- 150000002170 ethers Chemical class 0.000 description 4
- 239000008187 granular material Substances 0.000 description 4
- JQWHASGSAFIOCM-UHFFFAOYSA-M sodium periodate Chemical compound [Na+].[O-]I(=O)(=O)=O JQWHASGSAFIOCM-UHFFFAOYSA-M 0.000 description 4
- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 3
- 241001124076 Aphididae Species 0.000 description 3
- 241001600408 Aphis gossypii Species 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- 241000255925 Diptera Species 0.000 description 3
- AVXURJPOCDRRFD-UHFFFAOYSA-N Hydroxylamine Chemical compound ON AVXURJPOCDRRFD-UHFFFAOYSA-N 0.000 description 3
- 241000257159 Musca domestica Species 0.000 description 3
- KEAYESYHFKHZAL-UHFFFAOYSA-N Sodium Chemical compound [Na] KEAYESYHFKHZAL-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 230000000996 additive effect Effects 0.000 description 3
- 150000008052 alkyl sulfonates Chemical class 0.000 description 3
- 239000003153 chemical reaction reagent Substances 0.000 description 3
- 150000002148 esters Chemical class 0.000 description 3
- 150000004820 halides Chemical class 0.000 description 3
- 230000000361 pesticidal effect Effects 0.000 description 3
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 description 3
- LPNYRYFBWFDTMA-UHFFFAOYSA-N potassium tert-butoxide Chemical compound [K+].CC(C)(C)[O-] LPNYRYFBWFDTMA-UHFFFAOYSA-N 0.000 description 3
- 238000002360 preparation method Methods 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- 239000012312 sodium hydride Substances 0.000 description 3
- 229910000104 sodium hydride Inorganic materials 0.000 description 3
- FVAUCKIRQBBSSJ-UHFFFAOYSA-M sodium iodide Chemical compound [Na+].[I-] FVAUCKIRQBBSSJ-UHFFFAOYSA-M 0.000 description 3
- 239000002689 soil Substances 0.000 description 3
- 238000005507 spraying Methods 0.000 description 3
- 150000003457 sulfones Chemical class 0.000 description 3
- 150000003462 sulfoxides Chemical class 0.000 description 3
- 125000005555 sulfoximide group Chemical group 0.000 description 3
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 3
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- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- 240000006394 Sorghum bicolor Species 0.000 description 2
- HEDRZPFGACZZDS-MICDWDOJSA-N Trichloro(2H)methane Chemical compound [2H]C(Cl)(Cl)Cl HEDRZPFGACZZDS-MICDWDOJSA-N 0.000 description 2
- 241000607479 Yersinia pestis Species 0.000 description 2
- SRSXLGNVWSONIS-UHFFFAOYSA-M benzenesulfonate Chemical compound [O-]S(=O)(=O)C1=CC=CC=C1 SRSXLGNVWSONIS-UHFFFAOYSA-M 0.000 description 2
- 239000012267 brine Substances 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- IJOOHPMOJXWVHK-UHFFFAOYSA-N chlorotrimethylsilane Chemical compound C[Si](C)(C)Cl IJOOHPMOJXWVHK-UHFFFAOYSA-N 0.000 description 2
- 238000005260 corrosion Methods 0.000 description 2
- 230000007797 corrosion Effects 0.000 description 2
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- 235000014113 dietary fatty acids Nutrition 0.000 description 2
- 238000010790 dilution Methods 0.000 description 2
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- 238000010828 elution Methods 0.000 description 2
- 239000000194 fatty acid Chemical class 0.000 description 2
- 229930195729 fatty acid Chemical class 0.000 description 2
- 150000004665 fatty acids Chemical class 0.000 description 2
- 238000009472 formulation Methods 0.000 description 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 2
- 238000011065 in-situ storage Methods 0.000 description 2
- 239000003112 inhibitor Substances 0.000 description 2
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- 238000002844 melting Methods 0.000 description 2
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- VLTRZXGMWDSKGL-UHFFFAOYSA-N perchloric acid Chemical compound OCl(=O)(=O)=O VLTRZXGMWDSKGL-UHFFFAOYSA-N 0.000 description 2
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- 150000002989 phenols Chemical class 0.000 description 2
- 125000006239 protecting group Chemical group 0.000 description 2
- 125000003226 pyrazolyl group Chemical group 0.000 description 2
- BIXNGBXQRRXPLM-UHFFFAOYSA-K ruthenium(3+);trichloride;hydrate Chemical compound O.Cl[Ru](Cl)Cl BIXNGBXQRRXPLM-UHFFFAOYSA-K 0.000 description 2
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- HPALAKNZSZLMCH-UHFFFAOYSA-M sodium;chloride;hydrate Chemical compound O.[Na+].[Cl-] HPALAKNZSZLMCH-UHFFFAOYSA-M 0.000 description 2
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- 125000004178 (C1-C4) alkyl group Chemical group 0.000 description 1
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- SCYULBFZEHDVBN-UHFFFAOYSA-N 1,1-Dichloroethane Chemical compound CC(Cl)Cl SCYULBFZEHDVBN-UHFFFAOYSA-N 0.000 description 1
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- FOGYNLXERPKEGN-UHFFFAOYSA-N 3-(2-hydroxy-3-methoxyphenyl)-2-[2-methoxy-4-(3-sulfopropyl)phenoxy]propane-1-sulfonic acid Chemical compound COC1=CC=CC(CC(CS(O)(=O)=O)OC=2C(=CC(CCCS(O)(=O)=O)=CC=2)OC)=C1O FOGYNLXERPKEGN-UHFFFAOYSA-N 0.000 description 1
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- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 239000003973 paint Substances 0.000 description 1
- 239000006072 paste Substances 0.000 description 1
- 230000035515 penetration Effects 0.000 description 1
- 239000003961 penetration enhancing agent Substances 0.000 description 1
- 229940044654 phenolsulfonic acid Drugs 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 239000004584 polyacrylic acid Substances 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 239000012286 potassium permanganate Substances 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- 150000003217 pyrazoles Chemical class 0.000 description 1
- 150000003233 pyrroles Chemical class 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 229910001927 ruthenium tetroxide Inorganic materials 0.000 description 1
- 229930195734 saturated hydrocarbon Natural products 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 239000003352 sequestering agent Substances 0.000 description 1
- 238000007086 side reaction Methods 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- URGAHOPLAPQHLN-UHFFFAOYSA-N sodium aluminosilicate Chemical compound [Na+].[Al+3].[O-][Si]([O-])=O.[O-][Si]([O-])=O URGAHOPLAPQHLN-UHFFFAOYSA-N 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 235000009518 sodium iodide Nutrition 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 229910052938 sodium sulfate Inorganic materials 0.000 description 1
- 235000011152 sodium sulphate Nutrition 0.000 description 1
- BXSDMMPOQRECKB-UHFFFAOYSA-N sodium;chloro-(4-methylphenyl)sulfonylazanide;hydrate Chemical compound O.[Na+].CC1=CC=C(S(=O)(=O)[N-]Cl)C=C1 BXSDMMPOQRECKB-UHFFFAOYSA-N 0.000 description 1
- 239000004550 soluble concentrate Substances 0.000 description 1
- 241000894007 species Species 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 230000000638 stimulation Effects 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 125000004434 sulfur atom Chemical group 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 230000009885 systemic effect Effects 0.000 description 1
- DYHSDKLCOJIUFX-UHFFFAOYSA-N tert-butoxycarbonyl anhydride Chemical compound CC(C)(C)OC(=O)OC(=O)OC(C)(C)C DYHSDKLCOJIUFX-UHFFFAOYSA-N 0.000 description 1
- 229930195735 unsaturated hydrocarbon Natural products 0.000 description 1
- 239000003039 volatile agent Substances 0.000 description 1
- 239000004562 water dispersible granule Substances 0.000 description 1
- 239000001993 wax Substances 0.000 description 1
- 238000009736 wetting Methods 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
Classifications
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- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01H—NEW PLANTS OR NON-TRANSGENIC PROCESSES FOR OBTAINING THEM; PLANT REPRODUCTION BY TISSUE CULTURE TECHNIQUES
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- C07D231/02—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
- C07D231/10—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D231/14—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D231/44—Oxygen and nitrogen or sulfur and nitrogen atoms
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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
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- C07D231/10—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D231/14—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D231/38—Nitrogen atoms
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- C07D401/04—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 directly linked by a ring-member-to-ring-member bond
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Abstract
A találmány szerinti (I) vagy (II) általános képletű vegyületekképletében ?X jelentése ?NR3 vagy ?O vagy elektronpár, Q jelentésefenil- vagy 2-piridilcsoporttal szubsztituált pirazolilcsoport, és mértéke 1 vagy 2. R1 jelentése adott esetben szubsztituált alkil-,cikloalkil- vagy cikloalkil-alkil-csoport; R2 és R3 egymástólfüggetlenül hidrogénatom, alkil-, halogénalkil-, –C(O)R4, –S(O)pR4,–CN, –C(O)OR4, –C(O)NR4R5, – C(O)SR4, –C(S)OR4, –P(O)q(R4)(R5),–P(O)q(OR4)(OR5), –C(S)N(R4)(R5), –C(O)C(O)R4, –C(O)C(O)OR4 vagy–C(O)C(O)NR4R5 képletű csoport p értéke 0; 1 vagy 2; q értéke 0 vagy1; R4 és R5 jelentése egymástól függetlenül hidrogénatom, nitro-,ciano- vagy formilcsoport, R14 adott esetben szubsztituált fe-nilcsoport, halogénatom, –COR14, –C(O)OR14 csoport R14 jelentése adottesetben szubsztituált alkil-, cikloalkil- vagy cikloalkil-alkil-csoport; Z jelentése mezőgazdaságilag elfogadható anion. ŕ
Description
A találmány tárgya új kénvegyületek, beleértve a szulfilimineket és szulfoximineket mint intermedierjeiket, és eljárás a vegyületek előállítására. A találmány kiterjed továbbá a vegyületeket tartalmazó készítményekre, a vegyületek alkalmazására ízeltlábúak irtására. A találmány különösen a vegyületeket tartalmazó készítmények mezőgazdasági alkalmazására, különösen artropodicidként történő alkalmazására vonatkozik.
A jelen leírásban a szulfilimin névvel olyan vegyületeket jelölünk, amelyek a
csoportot tartalmazzák. A jelen leírásban a szulfoximint pedig olyan vegyületekre használjuk, amelyek ^S(OJ=N— képletű csoportot tartalmaznak.
Különböző peszticid hatású pirazolokat, pirrolokat és imidazolokat írtak le: lásd a 418016 számú európai közzétett szabadalmi leírást, a 403309 számú európai közzétett szabadalmi leírást, az 5,104,994 számú USA szabadalmi leírást, a 352944 számú európai közzétett szabadalmi leírást, az 5,079,370; 5,047,550; 5,232,940; 4,810,720; 4,804,675; 5,306,694; 4,614,533 számú USA szabadalmi leírást, a WO 93/06089 és WO 94/21606 számú nemzetközi közzétételi leírást, ahol peszticid hatású (4-pirazolil)szulfidokat, -szulfoxidokat és -szulfonokat írnak le. Az 5,187,185 számú USA szabadalmi leírásban 4-pirrolilszulfidok, -szulfoxidok és -szulfonok szerepelnek. Az 5,223,525 számú USA szabadalmi leírásban pedig peszticid hatású 4-imidazolil-szulfidokat, -szulfoxidokat és -szulfonokat írnak le.
Minthogy sok kártevő létezik, és a haszonnövényeket a kártevők különböző körülmények között támadják meg, ezért további új peszticid vegyületekre van szükség.
A találmány új vegyületekre vonatkozik, melyekkel ízeltlábúak irthatok. Ezek a vegyületek az (I) vagy (II) általános képlettel jellemezhetők, ahol
X jelentése =NR3, vagy =O vagy egy elektronpár (ebben a helyzetben magától értetődően az (I) általános képletű vegyületek ábrázolásának másik változata =X kihúzása);
R1 jelentése adott esetben egy vagy több halogénatommal szubsztituált 1-6 szénatomos alkil-, 3-6 szénatomos cikloalkil- vagy 4-8 szénatomos cikloalkilalkil-csoport;
R2 és R3 egymástól függetlenül hidrogénatom, 1-6 szénatomos alkil-, 1-6 szénatomos halogénalkil-, -C(O)R4, vagy a következő csoportok egyike: -S(O)pR4, -CN, -C(O)OR4, -CONR4R5,
-C(O)SR4, -C(S)OR4, -P(O)q(R4)(R5), -P(O)q(OR4)(OR5), -C(S)N(R4)(R5),
-C(O)C(O)R4, -C(O)C(O)OR4 vagy -C(O)C(O)NR4R5 képletű csoport;
m értéke 1 vagy 2;
p értéke 0,1 vagy 2;
q értéke 0 vagy 1;
R4 és R5 egymástól függetlenül hidrogénatom, nitro-, ciano- vagy formilcsoport, R14, adott esetben egy vagy két R14 csoporttal, halogénatommal, ciano-, nitro-, -OR14, -SR14, -C(O)R14 vagy -C(O)OR14 képletű csoporttal szubsztituált fenilcsoport, halogénatom, -COR14, -C(O)OR14 csoport, ahol
R14 jelentése adott esetben halogénatommal egyszer vagy többször szubsztituált 1-6 szénatomos alkil-,
3-6 szénatomos cikloalkil-, 4-8 szénatomos cikloalkil-alkil-csoport;
Q jelentése (Q-l) általános képletű csoport;
R7 jelentése ciano-, nitrocsoport, hidrogénatom,
1-4 szénatomos alkil-, 1-4 szénatomos halogén-alkil-csoport, halogénatom, -CHO vagy -COR20, ahol
R20 jelentése egy vagy több halogénatommal adott esetben szubsztituált 1-6 szénatomos alkilcsoport,
R8 jelentése hidrogénatom, halogénatom, ciano-, S(O)pR14, -OR4, -NR16R17, -N(R16)CON(R17)(R18), -N3 vagy -NH-(l-5 szénatomos alkilcsoport, amely utóbbi adott esetben 1-4 szénatomos alkoxicsoporttal van helyettesítve;
Ar jelentése adott esetben legfeljebb háromszorosan har logénatommal, R15, -OR15, -SF5 vagy S(O)pR14 képletű csoporttal szubsztituált fenil- vagy 2-piridiU csoport;
R15 jelentése adott esetben egyszer vagy többszörösen halogénatommal szubsztituált 1-6 szénatomos alkilcsoport;
R16, R17 és R18 egymástól függetlenül hidrogénatom, R19, -COR19 képletű csoport;
R19 jelentése adott esetben halogénatommal egyszeresen vagy többszörösen szubsztituált 1-6 szénatomos afc kil-, 3-6 szénatomos cikloalkil- vagy 4-8 szénatomos cikloalkil-alkil-csoport, és
Z jelentése mezőgazdaságilag elfogadható anion, például előnyösen klorid, bromid, jodid, fluorid, -(OSO2R4)°, -CIO4°, -(OCOR4)©, BF4q, SbF6©, SO3e, HSO4© vagy foszfátanion.
A találmányhoz tartoznak az (I) vagy (II) általános képletű vegyületek sztereoizomeijei, például diasztereomerjei és optikailag aktív izomeijei is.
Az előnyös találmány szerinti vegyületek egy vagy több alábbi jellemzővel rendelkeznek:
1. R1 jelentése adott esetben halogénezett 1-6 szénatomos alkil-, előnyösen metil- vagy etilcsoport; és/vagy
2. R2 jelentése hidrogénatom, -COOR4, -S(O)pR4, -CONR4R5, ciano-, -COR4, -P(O)q(OR4)(OR5) vagy -P(O)q(R4)(R5) képletű csoport, még előnyösebben R2 hidrogénatom vagy cianocsoport vagy -COOR4, ahol R4 1-6 szénatomos alkilcsoport, vagy R2 jelentése -S(O)pR4, ahol p értéke 2, és R4 jelentése 1-6 szénatomos alkil- vagy adott esetben szubsztituált fenilcsoport, vagy R2 jelentése -CONR4R5, ahol R4 hidrogénatom vagy 1-6 szénatomos alkilcsoport és R5 1-6 szénatomos alkilcsoport, vagy ahol R4 hidrogénatom vagy R5 jelentése -COR14, ahol R14 jelentése adott esetben halogénezett 1-6 szénatomos alkilcsoport, vagy R2 jelentése -COR4, ahol R4 jelentése hidrogénatom vagy
HU 222 278 Β1
1-6 szénatomos alkilcsoport, vagy R2 jelentése -P(O)q(OR4)(OR5) vagy -P(O)q(R4)(R5) képletű csoport, ahol q értéke 1 és R4 és R5 egyaránt 1-6 szénatomos alkilcsoport; és/vagy
3. Q jelentése (Q-l) képletű csoport, ahol R7 cianocsoport vagy hidrogénatom vagy 1-4 szénatomos alkilcsoport és/vagy ha R8 jelentése -N(R16)(R17), még előnyösebben, ha R8 jelentése NH2; és/vagy
4. Ar jelentése a 2-es és 6-os helyzetben halogénatommal szubsztituált fenilcsoport és a 4-es helyzetben halogénezett 1-6 szénatomos alkil- vagy -SF5 vagy -OR15 képletű csoporttal helyettesített fenilcsoport, előnyösen, ha Ar jelentése 2,6-diklór-4-(trifluor-metil)-fenil-csoport, vagy Árjelentése a 3-as helyzetben halogénatommal, és az 5-ös helyzetben halogénezett 1-6 szénatomos alkil- vagy -SFs vagy -OR15 képletű csoporttal szubsztituált 2-piridilcsoport, előnyösen, ha Ar jelentés 3-klór-5-(trifluor-metil)-pirid-2-il-csoport.
A találmány kiteljed továbbá egy artropodicid készítményre, azaz ízeltlábúakat irtó készítményre, amely hatásos mennyiségben, azaz ízeltlábúak ellen hatásos mennyiségben tartalmaz (I) vagy (II) általános képletű vegyületet és mezőgazdaságilag elfogadható inért hordozót. Az (I) vagy (II) képletű vegyület kifejezés a bejelentésben magában foglalja az (I) vagy (II) általános képletű vegyületek különböző sztereoizomer formáit és sóit is.
A találmány kiterjed továbbá ízeltlábúak irtási eljárására egy helyszínen, oly módon, hogy arra a helyszínre hatásos mennyiségű, azaz ízeltlábúölő mennyiségű (I) vagy (II) általános képletű vegyületet tartalmazó készítményt juttatunk.
Olyan (I) általános képletű vegyületeket, ahol X jelentése oxigénatom és R2 hidrogéntől eltérő, úgy állíthatunk elő, hogy X helyén egy elektronpár és R2 helyén hidrogéntől eltérő jelentésű (I) általános képletű vegyületeket, melyek szintén a találmány tárgyát képezik, kénatomon oxidáljuk szulfoxi-imin-csoporttá, szakember számára bármilyen ismert módon. Ezeket az átalakításokat különböző oxidálószerek segítségével végezhetjük, ezek közé tartoznak a kálium-permanganát, a nátrium-peijodát és a ruténium-tetroxid. Ezt az átalakítást ismert oldószerekkel, például vízzel, éterekkel, például dioxánnal, nihilekkel, például acetonitrillel vagy halogénezett szénhidrogénnel, például diklórmetánnal, kloroformmal, szén-tetrakloriddal végezhetjük -100 és 100 °C közötti hőmérsékleten, előnyösen 0-50 °C-on. Ez az eljárás megtalálható a Tetrahedron 1975, 31, 505 irodalmi helyen.
Az olyan (I) általános képletű vegyületeket, ahol X elektronpár és R2 hidrogéntől eltérő, előállíthatjuk (II) általános képletű vegyületekből oly módon, hogy egy megfelelő elektrofil R2-L képletű vegyülettel reagáltatjuk bázis jelenlétében. R2 jelentése a fenti, kivéve a hidrogénatom, és L jelentése kilépőcsoport. L kilépőcsoportra példaképpen megemlíthetők a halogenidek, az acetát, fenil-szulfonátok, alkil-szulfonátok és fenoxicsoportok. A reakció során használható bázisok közül megemlíthetjük a nátrium-hidridet, trietil-amint és a kálium-terc-butoxidot.
Az ilyen reakciók sokféle oldószerben végbemehetnek, például éterekben, például tetrahidrofuránban vagy dioxánban; vízben; halogénezett szénhidrogénekben, például diklór-metánban vagy kloroformban; nitrilekben, például acetonitrilben. A reakció végbemehet -100 és 100 °C közötti hőmérsékleten, de előnyösen 0 °C és az oldószer forráspontja közötti hőmérsékleten.
Az olyan (I) általános képletű vegyületeket, ahol X elektronpárt jelent, és ahol R2 hidrogénatom, az R2 helyén észtercsoportot, azaz -COOR14 képletű csoportot tartalmazó (I) általános képletű vegyületekből állíthatjuk elő szokásos hidrolizálással.
A (II) általános képletű vegyületeket (III) általános képletű vegyületekből állíthatjuk elő aminálással, a szakember számára ismert reakcióval.
A reakciót úgy hajtjuk végre, hogy összekeverünk egy (III) általános képletű szulfidot egy aminálószerrel, például O-benzoil-hidroxil-aminnal, például 0-(2,4,6trimetil-benzoil)-hidroxil-aminnal vagy O-(3-klór-benzoil)-hidroxil-aminnal; O-szulfonil-hidroxil-aminnal, hidroxil-amin-szulfonsawal vagy O-(2,4,6-triizopropilbenzol-szulfonil)-hidroxil-aminnal; vagy O-foszfinsavhidroxil-aminnal, például O-(difenil-foszfmil)-hidroxilaminnal. A reakciót különböző oldószerekben végezhetjük, például vízben, halogénezett szénhidrogénben, például diklór-metánban, kloroformban, diklór-etánban; aromás oldószerekben, például benzolban, toluolban, xilolban stb., és a reakció -100 és +100 °C között mehet végbe, előnyös ha az oldószer forráspontján dolgozunk. A reakciót hasonlóképpen hajthatjuk végre, mint ahogy az Aldrichimica Acta, 1980, 73(1)3 irodalmi helyen található.
Az X helyén =NH és R2 helyén hidrogénatomot tartalmazó (I) általános képletű vegyületeket (III) általános képletű vegyületek és klór-amin reakciójával állíthatjuk elő (Tetrahedron, 1970, 57, 4449). A reakciót ammóniában -100 és -33 °C közötti hőmérsékleten hajthatjuk végre.
Az olyan (I) általános képletű vegyületeket, ahol =X jelentése =NR3, ahol R3 jelentése a fenti a hidrogénatomot kivéve, és ahol R2 hidrogénatom, olyan (I) általános képletű vegyületekből állíthatjuk elő, ahol =X jelentése =NH és R2 hidrogénatom, ha megfelelő R3-L képletű elektrofil reagenssel reagáltatjuk bázis jelenlétében. R3 jelentése a fenti, kivéve a hidrogénatomot, és L jelentése kilépőcsoport. L kilépőcsoport jelentése lehet halogenid, acetát, fenil-szulfonát, alkil-szulfonát vagy fenoxicsoport. A reakció során bázisként nátrium-hidridet, trietilamint vagy kálium-terc-butoxidot használhatunk.
A reakciót számos oldószerben végrehajthatjuk, például éterekben, például tetrahidrofuránban vagy dioxánban; vízben; halogénezett szénhidrogénekben, például diklór-metánban vagy kloroformban; nihilekben, például acetonitrilben. A reakció -100 és +100 °C között hajtható végre, előnyösen 0 °C és az oldószer forráspontja közötti hőmérsékleten dolgozunk. Hasonló reakciók találhatók a Chem. Bér., 1984,117, 2779 irodalmi helyen.
Az (I) általános képletű vegyületeket, ahol =X jelentése =NR3, ahol R2 és R3 jelentése a fenti, de egyik sem
HU 222 278 Bl hidrogénatom, előállíthatjuk olyan (I) általános képletű vegyületekből, ahol R2 hidrogén és X jelentése NH, úgy, hogy legalább 2 ekvivalens elektrofil R3-L képletű vegyülettel reagáltatjuk bázis jelenlétében. R3 jelentése a fenti a hidrogénatomot kivéve, és L kilépőcsoport. L 5 jelentése lehet halogenid, acetát, fenil-szulfonát, alkilszulfonát és fenoxicsoport. A reakció során bázisként nátrium-hidridet, trietil-amint és kálium-terc-butoxidot használhatunk.
A reakciót különböző oldószerekben hajthatjuk vég- 10 re, például éterekben, például tetrahidrofuránban vagy dioxánban; vízben; halogénezett szénhidrogénekben, például diklór-metánban vagy kloroformban; nihilekben, például acetonitrilben. A reakció -100 és +100 °C között hajtható végre, de előnyösen 0 °C és az oldószer fór- 15 ráspontja között dolgozunk. Hasonló reakciók találhatók a Leb. Ann. Chem., 1972, 759, 107 irodalmi helyen.
A (III) általános képletű vegyületek az irodalomból ismertek. így például a vegyületek, ahol Q jelentése (Q-l) általános képletű csoport, megtalálhatók a 20 418016, a 403309 számú európai közzétett leírásokban, az 5,104,994 számú USA szabadalmi leírásban, a 352944 számú európai közzétett szabadalmi leírásban, az 5,079,370, 5,047,550, 5,232,940, 4,810,720, 4,804,675, 5,306,694,4,614,533 számú USA szabadal- 25 mi leírásban, a 93/060899 és 94/21606 számú nemzetközi közzétett szabadalmi leírásokban.
A fent leírt reakciókban világos, hogy az egyes szubsztituensek alkalmanként reagálhatnak a reakciók során. Ilyen nemkívánatos hatások elkerülhetők, ha a 30 nem kívánt mellékreakciót megelőzendő, védőcsoportot alkalmazunk. Olyan reagenseket is alkalmazhatunk, amelyek nem befolyásolják a reakcióképes csoportokat, azon kívül, ahol a reakció kívánatos. A megfelelő védőcsoportok és reagensek kiválasztása szakem- 35 bér számára nyilvánvaló.
A találmány további részleteit és előnyeit a következő példákkal illusztráljuk anélkül, hogy a találmányunkat a példákra korlátoznánk. A példákban a % tömeg%, ellenkező megjelölés hiányában. 40
1. példa
2,4,6-Trimetil-benzolszulfonsav S-{4-[5-amino-3ciano-l-(2,6-diklór-4-trifluor-metil)-fenil]-pirazolil}-S-etil-szulfiliminnel képzett só 45 g, (0,035 mól) Etil-O-mezitilén-szulfonil-acetohidroxamátot feloldunk 10 ml dioxánban és 0 °C-ra hűtjük. Hozzáadunk 3,3 ml, (0,038 mól) perklórsavat, és az elegyet 10 percig keveijük. 200 ml vizet adunk hozzá, és a visszamaradó szilárd anyagot leszűrjük, víz- 50 zel mossuk, majd feloldjuk 50 ml metilén-kloridban, és elválasztjuk a vizes fázistól.
10,7 g, (0,028 mól) 5-amino-3-ciano-l-(2,6-diklór4-(trifluor-metil)-fenil)-4-(etil-tio)-pirazolt feloldunk 50 ml metilén-kloridban és a kapott oldatot 0 °C-ra hűtjük. A fenti oldatot hozzáadjuk, és 1 órát 0 °C-on keverjük, majd szobahőmérsékleten keveijük és az etilén-kloridot eltávolítjuk. 200 ml dietil-étert adunk hozzá, a kapott szilárd anyagot leszűrve 12,45 g, (75%) fehér, szilárd cím szerinti vegyületet kapunk, amely 193 °C-on olvad.
Hasonlóképpen állítjuk elő a következő vegyületet:
2,4,6-trimetil-benzolszulfonsav S-4-[5-amino-3-cianol-(2,6-diklór-4-trifluor-metil)-fenil]-pirazolil-S-metilszulfiliminnel képzett só; olvadáspont 180 °C, a továbbiakban la. példa; 2,4,6-trimetil-benzolszulfonsav S-4[5-amino-l-(2,6-diklór-4-(trifluor-metil)-fenil]-pirazolil-S-metil-szulfíliminnel képzett só, olvadáspont 187 °C körül, a továbbiakban lb. példaként ismert vegyület.
A következő 2 vegyületet is a fenti módon állítjuk elő, de nem izoláljuk és a 2. példa szerint használjuk fel:
2,4,6-trimetil-benzolszulfonsav S-4-[5-amino-l-(2,6-diklór-4(trifluor-metil)-fenil)-3-metil]-pirazolil-S-etilszulfiliminnel képzett só és 2,4,6-trimetil-benzolszulfonsav S-4-[5-amino-l-(2,6-diklór-4-(trifluor-metil)-fenil)3-etil]-pirazolil-S-etil-szulfiliminnel képzett só.
2. példa
S-{[5-Amino-3-ciano-l-(2,6-diklór-4-(trifluor-metil)-fenil]-4-(lH-pirazolil)}-S-etil-N-(terc-butoxikarbonil)-szulfilimin
1,0 g, (1,7 mmol) 1. példa szerinti terméket 10 ml metilén-kloriddal keverünk, 0 °C-ra lehűtjük, hozzáadunk 1,2 ml, (8,5 mmol) trietil-amint. Ezután hozzáadunk 0,6 ml, (2,6 mmol) di-(terc-butil)-dikarbonátot, és a reakcióelegyet 50 percig keveijük. Ezután dietiléterrel hígítjuk, 3 χ 50 ml vízzel és 75 ml telített vizes nátrium-klorid-oldattal mossuk. A szerves fázist szárítjuk, szűrjük, bepároljuk. A kapott olajat hideg pentánnal összekeverjük, a csapadékot leszűrjük. A szilárd anyagot a szűrlettel egyesítjük, az oldószert eltávolítjuk, az olajat szilikagélen keresztül elszűrjük. Eluálószerként etil-acetát és hexán 2:3 térfogatarányú elegyét használjuk. Az oldószer eltávolítása után dietil-éter és pentán elegyéből kicsapva 0,36 g, (43%) fehér, szilárd anyagot kapunk, amely 191 °C-on olvad.
Hasonló módon kapjuk a következő vegyületeket (1. táblázat). Az olvadáspontok természetesen változhatnak a termék tisztaságától függően.
1. táblázat (IA) képletű vegyületek
| Példaszám | R1 | R2 | R7 | Olvadáspont °C |
| 3· | Et | COMe | CN | 163 °C |
| 4. | Et | COOMe | CN | 200 °C |
| 5. | Et | SO2Me | CN | 191 °C |
HU 222 278 Bl
1. táblázat (folytatás)
| Példaszám | R1 | R2 | R7 | Olvadáspont °C |
| 6. | Et | CONHMe | CN | 187 °C |
| 7. | Et | CN | CN | 175 °C |
| 8. | Et | CHO | CN | 181 °C |
| 9. | Me | COMe | CN | 159 °C |
| 10. | Et | PO(OEt)2 | CN | gumiszerű tennék |
| 11. | Et | CON(Me)2 | CN | 173 °C |
| 12. | Et | PO(Me)2 | CN | 150 °C |
| 13. | Et | CONHCOCClj | CN | 116 °C |
| 14. | Et | CONHCOCHjCl | CN | 159 °C |
| 15. | Et | C(S)NHMe | CN | 90 °C |
| 16. | Et | CONHCHjCOOEt | CN | 91 °C |
| 17. | Me | C(S)NHMe | CN | 95 °C |
| 18. | Et | CONHCOOEt | CN | 167 °C |
| 19. | Me | CHO | CN | 160 °C |
| 20. | Me | CN | CN | 181 °C |
| 21. | Me | C(O)C(O)Me | CN | 204 °C |
| 22. | Me | COOBu | CN | 196 °C |
| 23. | Me | CHO | H | 199 °C |
| 24. | Me | COMe | H | 181 °C |
| 25. | Me | CN | H | 182 °C |
| 26. | Et | CHO | Me | 159 °C |
| 27. | Et | CN | Me | 67 °C |
| 28. | Et | CHO | Et | gumiszerű termék |
| 29. | Et | CN | Et | 64 °C |
30. példa
N-(terc-Butoxi-karbonil)-S-4-[5-amino-3-ciano-l(2,6-diklór-4-(trifluor-metil)-fenil)-pirazolil]-S-etilszulfoximin
1,55 g, (31 mmol) 2. példa szerinti terméket feloldunk 19 ml acetonitril és szén-tetraklorid 1:1 térfogatarányú elegyében. 19 ml vízben oldva hozzáadunk 2,7 g, (12,4 mmol) nátrium-metaperjodátot, majd 20 mg ruténium-(III)-klorid-hidrátot 25 ml acetonitrilben oldva, melyet tetraoxiddá alakítunk in situ. 2 óra múlva hozzáadunk 1,8 g, (8,2 mmol) további nátriumperjodátot és 15 mg ruténium-(III)-klorid-hidrátot, amely in situ oxidot képez. A reakciót 30 percig keverjük, majd hozzáadunk 100 ml vizet, 100 ml dietil-étert és 2 ml izopropanolt egymást követően, majd összekeverjük. A szerves fázist elválasztjuk, majd 100 ml vízzel és 100 ml telített vizes nátrium-klorid-oldattal mossuk. Magnézium-szulfát felett szárítjuk, az elegyet leszűrjük, és az oldószert eltávolítva olajos maradékot kapunk, melyet hideg dietil-éterrel és metilén-kloriddal eldörzsölünk, és így a cím szerinti vegyületet barna gumiszerű szilárd anyag formájában kapjuk 0,94 g mennyiségben, 60%-os termeléssel. A magmágnesesrezonan40 cia-spektrum CDCl3-ban a következő kémiai eltolódásokat mutatja: 7,81 (m, 2H), 5,57 (széles s, 2H), 3,7-3,5 (m, 2H), 1,44 (s, 9H), 1,39 (t, 3H).
Hasonló módon állítjuk elő az N-acetil-S-4-[5-amino-3-ciano-l-(2,6-diklór-4-(trifluor-metil)-fenil)-pirazolil]-S-etil-szulfoximint, amely 217 °C-on olvad, és a továbbiakban ez a 30a. példa szerinti vegyület.
31. példa
S-4-5-[Amino-3-ciano-l-(2,6-diklór-4-(trifluor-metil)-fenil)-pirazolil]-S-etil-szulfoximin
0,1 g, (0,2 mmol) 30. példa szerinti terméket feloldunk 2 ml acetonitrilben. 0,1 g porított molekulaszitát, 0,07 g, (0,46 mmol) nátrium-jodidot és 0,06 ml, 0,46 mmol klór-trimetil-szilánt 2 ml acetonitrilben egyesítünk, és ehhez adjuk hozzá a fenti oldatot. 25 perc múlva az elegyet 7 ml dietil-éterrel hígítjuk, majd vízzel, 10 t%-os vizes sósavoldattal és telített vizes nátriumklorid-oldattal mossuk. A szerves fázist nátrium-szulfát felett szárítjuk, leszűrjük, csökkentett nyomáson bepároljuk. A visszamaradó olajat hideg pentánnal és diklórmetánnal eldörzsölve 46 mg sárga szilárd kívánt terméket kapunk, amely 86 °C-on olvad.
HU 222 278 Bl
32. példa
S-[5-Amino-3-ciano-l-(2,6-diklór-4-(trifluor-metil)-fenil)-4-(lH-pirazolil]-S-metil-N-[(4-metil-fenil)-szulfonil]-szulfilimin
0,99 g (2,7 mmol) S-amino-l-(2,6-diklór-4-(trifluor-metil)-fenil)-4-metil-tio-lH-pirazol-3-karbonitril 25 acetonitriles kevert oldatához hozzáadjuk 0,61 g, (2,7 mmol) N-klór-paratoluolszulfonamid nátriumsójának hidrátja (klór-amin-T-hidrát) 5 ml vízzel készített oldatát 2 perces idő alatt. Szobahőmérsékleten tovább keveijük még 2 óra hosszat és az elegyet gőzfürdőn 1 óra hosszat forrásig melegítjük. Az illékony anyagot csökkentett nyomáson eltávolítjuk, és a maradékot szilikagélen kromatografáljuk. Etil-ace5 tát és hexán 3:1 térfogatarányú elegyével eluálva 0,81 g szilárd, cím szerinti vegyületet kapunk, amely 197 °C-on olvad.
A találmány szerinti további vegyületek felsorolása a 2-5. táblázatban található. A táblázatokban az a magányos elektronpárt jelzi.
2. táblázat (IB) képletű vegyületek
| R1 | R7 | R* | NR2 | X |
| Me | CN | nh2 | NCOEt | |
| Me | CN | nh2 | NCOPr | |
| Me | CN | nh2 | NCOiPr | |
| Me | CN | nh2 | NCOtBu | |
| Me | CN | nh2 | NCOPh | |
| Me | CN | nh2 | NSO2Et | ** |
| Me | CN | nh2 | NSO2Ph | |
| 1 Me | CN | nh2 | NSO2Pr | |
| Me | CN | nh2 | NSO2iPr | |
| Me | CN | nh2 | nno2 | |
| Me | CN | nh2 | NCOOEt | |
| Me | CN | NH2 | NCOOPh | |
| Me | CN | nh2 | NCOOPr | |
| Me | CN | nh2 | NCOOiPr | |
| Me | CN | nh2 | NCONHEt | |
| Me | CN | nh2 | NCONHPr | |
| Me | CN | nh2 | NCONHiPr | |
| 1 Me | CN | nh2 | NCOSMe | |
| Me | CN | nh2 | NCOSEt | |
| Me | CN | nh2 | NCSOMe | |
| Me | CN | nh2 | NCSOEt | |
| Me | CN | nh2 | NCSOPr | |
| Me | CN | nh2 | NSO2NH2 | |
| Me | CN | nh2 | NSO2NHMe | |
| Me | CN | nh2 | NSO2NMe2 | |
| Me | CN | nh2 | NP(O)(OMe)2 | |
| Me | CN | nh2 | NP(0)(OMeXOMe) | |
| Me | CN | nh2 | NP(O)(OPr)2 | |
| Me | CN | nh2 | NP(O)(Et)2 | |
| Me | CN | nh2 | NC(O)C(O)H | |
| Me | CN | nh2 | NC(O)C(O)Me | |
| Me | CN | nh2 | NC(O)C(O)OMe | |
| Me | CN | nh2 | NC(O)C(O)OEt | |
| Me | CN | nh2 | NC(O)C(O)NH2 |
HU 222 278 Bl
2. táblázat (folytatás)
| R1 | R7 | R8 | NR2 | X |
| Me | CN | nh2 | NC(O)C(O)OH | |
| Me | CN | nh2 | NC(NH)NH2 | |
| Me | CN | nh2 | NC(NOH)NH2 | |
| Me | CN | nh2 | NC(NH)NHMe | |
| Me | CN | nh2 | NC(NH)NMe2 | |
| Me | CN | nh2 | NC(NH)OMe | |
| 1 Me | CN | nh2 | NC(NH)OEt | |
| E, | CN | nh2 | NCOEt | |
| Et | CN | nh2 | NCOPr | |
| Et | CN | nh2 | NCOiPr | |
| Et | CN | nh2 | NCOtBu | |
| Et | CN | nh2 | NCOPh | |
| Et | CN | nh2 | NSO2Et | |
| Et | CN | nh2 | NSO2Ph | |
| Et | CN | nh2 | NSO2Pt | |
| Et | CN | nh2 | NSO2iPr | |
| Et | CN | nh2 | nno2 | |
| Et | CN | nh2 | NCOOEt | |
| Et | CN | nh2 | NCOOPh | |
| Et | CN | nh2 | NCOOPr | |
| Et | CN | nh2 | NCOOiPr | |
| Et | CN | nh2 | NCONHEt | |
| I Et | CN | nh2 | NCONHPr | |
| Et | CN | nh2 | NCONHiPr | |
| Et | CN | nh2 | NCOSMe | |
| Et | CN | nh2 | NCOSEt | |
| Et | CN | nh2 | NCSOMe | |
| Et | CN | nh2 | NCSOEt | |
| Et | CN | nh2 | NCSOPr | |
| Et | CN | nh2 | NSO2NH2 | |
| Et | CN | nh2 | NSO2NHMe | |
| Et | CN | nh2 | NSO2NMe2 | |
| Et | CN | nh2 | NP(O)(OMe)2 | |
| Et | CN | nh2 | NP(OXOMe)(OMe) | |
| Et | CN | nh2 | NP(OXOPr)2 | |
| Et | CN | nh2 | NP(OXEt)2 | |
| Et | CN | nh2 | NP(O)C(O)H | |
| 1 Et | CN | nh2 | NC(O)C(O)Me | |
| Et | CN | nh2 | NC(O)C(O)OMe | |
| Et | CN | nh2 | NC(O)C(O)OEt | |
| Et | CN | nh2 | NC(O)C(O)NH2 | |
| Et | CN | nh2 | NC(O)C(O)OH | |
| 1 Et | CN | nh2 | NC(NH)NH2 | |
| 1 Et | CN | nh2 | NC(NOH)NH2 |
HU 222 278 Β1
2. táblázat (folytatás)
| R’ | R7 | R8 | NR2 | X |
| Et | CN | nh2 | NC(NH)NHMe | |
| Et | CN | nh2 | NC(NH)NMe2 | |
| Et | CN | nh2 | NC(NH)OMe | |
| Et | CN | nh2 | NC(NH)OEt | |
| Me | CN | NHMe | NCOMe | |
| Me | CN | NHMe | NCOEt | |
| Me | CN | NHMe | NCOPr | |
| Me | CN | NHMe | NCHO | |
| Me | CN | NHMe | NCOiPr | |
| Me | CN | NHMe | NCOtBu | |
| Me | CN | NHMe | NCOPh | |
| | Me | CN | NHMe | NSO2Me | |
| Me | CN | NHMe | NSO2Et | |
| 1 Me | CN | NHMe | NSO2Pr | |
| Me | CN | NHMe | NSO2Ph | |
| Me | CN | NHMe | NSO2iPr | |
| Me | CN | NHMe | NNO2 | |
| Me | CN | NHMe | NCOOMe | |
| 1 Me | CN | NHMe | NCOOEt | |
| Me | CN | NHMe | NCOOPr | |
| I Me | CN | NHMe | NCOOiPr | |
| Me | CN | NHMe | NCONHEt | |
| Me | CN | NHMe | NCONHPr | |
| Me | CN | NHMe | NCONH2 | ·· |
| Me | CN | NHMe | NCONHMe | |
| Me | CN | NHMe | NCN | |
| Me | CN | NHMe | NCOSMe | |
| Me | CN | NHMe | NCOSEt | |
| Me | CN | NHMe | NCSOMe | |
| Me | CN | NHMe | NCSOEt | |
| Me | CN | NHMe | NCSOPr | |
| Me | CN | NHMe | NSO2NH2 | |
| Me | CN | NHMe | NSO2NHMe | |
| Me | CN | NHMe | NSO2NMe2 | |
| Me | CN | NHMe | NP(O)(OMe)2 | |
| Me | CN | NHMe | NP(O)(OEt)2 | |
| Me | CN | NHMe | NP(O)Me2 | |
| Me | CN | NHMe | NP(O)Et2 | |
| Me | CN | NHMe | NP(O)Me(OMe) | |
| Me | CN | NHMe | NP(O)(OPr)2 | |
| Me | CN | NHMe | NC(O)C(O)H | |
| Me | CN | NHMe | NC(O)C(O)Me | |
| Me | CN | NHMe | NC(O)C(O)OMe | |
| | Me | CN | NHMe | NC(O)C(O)OEt |
HU 222 278 BI
2. táblázat (folytatás)
| R1 | R7 | R8 | NR2 | X |
| Me | CN | NHMe | NC(O)C(O)NH2 | |
| Me | CN | NHMe | NC(O)C(O)OH | |
| Me | CN | NHMe | NC(NH)NH2 | |
| Me | CN | NHMe | NC(NOH)NH2 | |
| Me | CN | NHMe | NC(NH)NHMe | |
| Me | CN | NHMe | NC(NH)NMe2 | |
| | Me | CN | NHMe | NC(NH)OMe | |
| 1 Me | CN | NHMe | NC(NH)OEt | |
| Me | CN | NHEt | NCOMe | |
| Me | CN | NHEt | NCOEt | |
| Me | CN | NHEt | NCOPr | |
| Me | CN | NHEt | NCHO | |
| Me | CN | NHEt | NCOiPr | |
| Me | CN | NHEt | NCOtBu | |
| Me | CN | NHEt | NCOPh | |
| Me | CN | NHEt | NSO2Me | |
| I Me | CN | NHEt | NSO2Et | |
| Me | CN | NHEt | NSO2Pr | |
| Me | CN | NHEt | NSO2Ph | ·· |
| Me | CN | NHEt | NSO2iPr | |
| Me | CN | NHEt | nno2 | |
| Me | CN | NHEt | NCOOMe | |
| Me | CN | NHEt | NCOOEt | |
| Me | CN | NHEt | NCOOPr | |
| Me | CN | NHEt | NCOOiPr | |
| Me | CN | NHEt | NCONHEt | |
| Me | CN | NHEt | NCONHPr | |
| Me | CN | NHEt | nconh2 | |
| Me | CN | NHEt | NCONHMe | |
| Me | CN | NHEt | NCN | |
| Me | CN | NHEt | NCOSMe | |
| Me | CN | NHEt | NCOSEt | |
| Me | CN | NHEt | NCSOMe | |
| Me | CN | NHEt | NCSOEt | |
| Me | CN | NHEt | NCSOPr | |
| Me | CN | NHEt | NSO2NH2 | |
| 1 Me | CN | NHEt | NSO2NHMe | |
| | Me | CN | NHEt | NSO2NMe2 | |
| Me | CN | NHEt | NP(O)(OMe)2 | |
| Me | CN | NHEt | NP(O)(OEt)2 | |
| Me | CN | NHEt | NP(O)Me2 | |
| Me | CN | NHEt | NP(O)Et2 | |
| Me | CN | NHEt | NP(O)Me(OMe) | |
| Me | CN | NHEt | NP(O)(OPr)2 |
HU 222 278 Β1
2. táblázat (folytatás)
| RÍ | R7 | R8 | NR2 | X |
| Me | CN | NHEt | NC(O)C(O)H | |
| Me | CN | NHEt | NC(O)C(O)Me | |
| Me | CN | NHEt | NC(O)C(O)OMe | |
| Me | CN | NHEt | NC(O)C(O)OEt | |
| Me | CN | NHEt | NC(O)C(O)NH2 | |
| Me | CN | NHEt | NC(O)C(O)OH | |
| Me | CN | NHEt | NC(NH)NH2 | |
| Me | CN | NHEt | NC(NOH)NH2 | |
| Me | CN | NHEt | NC(NH)NHMe | |
| Me | CN | NHEt | NC(NH)NMe2 | |
| Me | CN | NHEt | NC(NH)OMe | |
| Me | CN | NHEt | NC(NH)OEt | |
| Me | CN | NHPr | NCOMe | |
| Me | CN | NHPr | NCOEt | |
| Me | CN | NHPr | NCOPr | |
| Me | CN | NHPr | NCHO | |
| Me | CN | NHPr | NCOiPr | |
| Me | CN | NHPr | NCOtBu | |
| Me | CN | NHPr | NCOPh | |
| Me | CN | NHPr | NSO2Me | |
| Me | CN | NHPr | NSO2Et | |
| Me | CN | NHPr | NSO2Pr | |
| Me | CN | NHPr | NSO2Ph | |
| Me | CN | NHPr | NSO2iPr | |
| Me | CN | NHPr | nno2 | |
| Me | CN | NHPr | NCOOMe | |
| Me | CN | NHPr | NCOOEt | |
| Me | CN | NHPr | NCOOPr | |
| Me | CN | NHPr | NCOOiPr | |
| 1 Me | CN | NHPr | NCONHEt | |
| Me | CN | NHPr | NCONHPr | |
| Me | CN | NHPr | NCONH2 | |
| Me | CN | NHPr | NCONHMe | |
| 1 Me | CN | NHPr | NCN | |
| Me | CN | NHPr | NCOSMe | |
| Me | CN | NHPr | NCOSEt | |
| Me | CN | NHPr | NCSOMe | |
| Me | CN | NHPr | NCSOEt | |
| Me | CN | NHPr | NCSOPr | |
| 1 Me | CN | NHPr | NSO2NH2 | |
| 1 Me | CN | NHPr | NSO2NHMe | |
| Me | CN | NHPr | NSO2NMe2 | |
| Me | CN | NHPr | NP(O)(OMe)2 | |
| Me | CN | NHPr | NP(O)(OEt)2 |
HU 222 278 BI
2. táblázat (folytatás)
| R1 | R7 | R8 | NR2 | X |
| Me | CN | NHPr | NP(O)Me2 | |
| 1 Me | CN | NHPr | NP(0)Et2 | |
| Me | CN | NHPr | NP(O)Me(OMe) | |
| Me | CN | NHPr | NP(O)(OPr)2 | |
| Me | CN | NHPr | NC(O)C(O)H | |
| Me | CN | NHPr | NC(O)C(O)Me | |
| Me | CN | NHPr | NC(O)C(O)OMe | |
| Me | CN | NHPr | NC(O)C(O)OEt | |
| Me | CN | NHPr | NC(O)C(O)NH2 | |
| Me | CN | NHPr | NC(O)C(O)OH | |
| Me | CN | NHPr | NC(NH)NH2 | |
| 1 Me | CN | NHPr | NC(NOH)NH2 | |
| Me | CN | NHPr | NC(NH)NHMe | |
| Me | CN | NHPr | NC(NH)NMe2 | |
| Me | CN | NHPr | NC(NH)OMe | |
| Me | CN | NHPr | NC(NH)OEt | |
| 1 Et | CN | NHMe | NCOMe | |
| Et | CN | NHMe | NCOEt | |
| 1 Et | CN | NHMe | NCOPr | |
| Et | CN | NHMe | NCHO | |
| Et | CN | NHMe | NCOiPr | |
| Et | CN | NHMe | NCOtBu | |
| Et | CN | NHMe | NCOPh | |
| 1 Et | CN | NHMe | NSO2Me | |
| Et | CN | NHMe | NSO2Et | |
| Et | CN | NHMe | NSO2Pr | |
| Et | CN | NHMe | NSO2Ph | |
| Et | CN | NHMe | NSO2iPr | |
| Et | CN | NHMe | nno2 | |
| Et | CN | NHMe | NCOOMe | |
| Et | CN | NHMe | NCOOEt | |
| Et | CN | NHMe | NCOOPr | |
| Et | CN | NHMe | NCOOiPr | |
| Et | CN | NHMe | NCONHEt | |
| Et | CN | NHMe | NCONHPr | |
| Et | CN | NHMe | NCONH2 | |
| Et | CN | NHMe | NCONHMe | |
| Et | CN | NHMe | NCN | |
| Et | CN | NHMe | NCOSMe | |
| 1 Et | CN | NHMe | NCOSEt | |
| Et | CN | NHMe | NCSOMe | |
| Et | CN | NHMe | NCSOEt | |
| Et | CN | NHMe | NCSOPr | |
| 1 Et | CN | NHMe | NSO2NH2 |
HU 222 278 Bl
2. táblázat (folytatás)
| R1 | R7 | R8 | NR2 | X |
| Et | CN | NHMe | NSO2NHMe | |
| Et | CN | NHMe | NSO2NMe2 | |
| Et | CN | NHMe | NP(O)(OMe)2 | |
| Et | CN | NHMe | NP(O)(OEt)2 | |
| Et | CN | NHMe | NP(O)Me2 | |
| Et | CN | NHMe | NP(O)Et2 | |
| Et | CN | NHMe | NP(O)Me(OMe) | |
| Et | CN | NHMe | NP(O)(OPr)2 | |
| Et | CN | NHMe | NC(O)C(O)H | |
| Et | CN | NHMe | NC(O)C(O)Me | |
| I Et | CN | NHMe | NC(O)C(0)OMe | |
| Et | CN | NHMe | NC(O)C(O)OEt | |
| Et | CN | NHMe | NC(O)C(O)NH2 | |
| Et | CN | NHMe | NC(O)C(O)OH | |
| Et | CN | NHMe | NC(NH)NH2 | |
| Et | CN | NHMe | NC(NOH)NH2 | |
| Et | CN | NHMe | NC(NH)NHMe | |
| Et | CN | NHMe | NC(NH)NMe2 | |
| Et | CN | NHMe | NC(NH)OMe | |
| Et | CN | NHMe | NC(NH)OEt | |
| Et | CN | NHEt | NCOMe | |
| Et | CN | NHEt | NCOEt | |
| Et | CN | NHEt | NCOPr | |
| Et | CN | NHEt | NCHO | |
| Et | CN | NHEt | NCOiPr | |
| Et | CN | NHEt | NCOtBu | |
| 1 Et | CN | NHEt | NCOPh | |
| Et | CN | NHEt | NSO2Me | |
| Et | CN | NHEt | NSO2Et | |
| Et | CN | NHEt | NSO2Pr | |
| Et | CN | NHEt | NSO2Ph | |
| El | CN | NHEt | NSO2iPr | |
| Et | CN | NHEt | NNO2 | |
| Et | CN | NHEt | NCOOMe | |
| 1 Et | CN | NHEt | NCOOEt | |
| Et | CN | NHEt | NCOOPr | |
| Et | CN | NHEt | NCOOiPr | |
| Et | CN | NHEt | NCONHEt | |
| Et | CN | NHEt | NCONHPr | |
| Et | CN | NHEt | NCONH2 | |
| Et | CN | NHEt | NCONHMe | |
| Et | CN | NHEt | NCN | |
| Et | CN | NHEt | NCOSMe | |
| Et | CN | NHEt | NCOSEt |
HU 222 278 Bl
2. táblázat (folytatás)
| R1 | R7 | R8 | NR2 | X |
| Et | CN | NHEt | NCSOMe | |
| Et | CN | NHEt | NCSOEt | |
| Et | CN | NHEt | NCSOPr | |
| Et | CN | NHEt | NSOjNHj | |
| Et | CN | NHEt | NSO2NHMe | |
| Et | CN | NHEt | NSO2NMe2 | |
| Et | CN | NHEt | NP(O)(OMe)2 | |
| Et | CN | NHEt | NP(O)(OEt)2 | |
| Et | CN | NHEt | NP(O)Me2 | |
| Et | CN | NHEt | NP(O)Etj | |
| Et | CN | NHEt | NP(O)Me(OMe) | |
| Et | CN | NHEt | NP(O)(OPr)2 | |
| Et | CN | NHEt | NC(O)C(O)H | |
| Et | CN | NHEt | NC(O)C(O)Me | |
| Et | CN | NHEt | NC(O)C(O)OMe | |
| Et | CN | NHEt | NC(O)C(0)0Et | |
| Et | CN | NHEt | NC(O)C(O)NH2 | |
| Et | CN | NHEt | NC(O)C(O)OH | |
| Et | CN | NHEt | NC(NH)NH2 | |
| Et | CN | NHEt | NC(NOH)NH2 | |
| Et | CN | NHEt | NC(NH)NHMe | |
| Et | CN | NHEt | NC(NH)NMe2 | |
| Et | CN | NHEt | NC(NH)OMe | |
| Et | CN | NHEt | NC(NH)OEt | |
| Et | CN | NHPr | NCOMe | |
| Et | CN | NHPr | NCOEt | |
| 1 Et | CN | NHPr | NCOPr | |
| Et | CN | NHPr | NCHO | |
| Et | CN | NHPr | NCOiPr | |
| Et | CN | NHPr | NCOtBu | |
| 1 Et | CN | NHPr | NCOPh | |
| Et | CN | NHPr | NSO2Me | |
| Et | CN | NHPr | NSO2Et | |
| Et | CN | NHPr | NSO2Pr | |
| 1 Et | CN | NHPr | NSO2Ph | |
| Et | CN | NHPr | NSO2iPr | |
| Et | CN | NHPr | nno2 | |
| Et | CN | NHPr | NCOOMe | |
| Et | CN | NHPr | NCOOEt | |
| Et | CN | NHPr | NCOOPr | |
| Et | CN | NHPr | NCOOiPr | |
| Et | CN | NHPr | NCONHEt | |
| Et | CN | NHPr | NCONHPr | |
| 5 | | CN | NHPr | nconh2 |
HU 222 278 Bl
2. táblázat (folytatás)
| R1 | R7 | R8 | NR2 | X |
| Et | CN | NHPr | NCONHMe | |
| Et | CN | NHPr | NCN | |
| Et | CN | NHPr | NCOSMe | |
| Et | CN | NHPr | NCOSEt | |
| Et | CN | NHPr | NCSOMe | |
| Et | CN | NHPr | NCSOEt | |
| Et | CN | NHPr | NCSOPr | |
| Et | CN | NHPr | NSO2NH2 | |
| Et | CN | NHPr | NSO2NHMe | |
| Et | CN | NHPr | NSO2NMe2 | |
| Et | CN | NHPr | NP(O)(OMe)2 | |
| Et | CN | NHPr | NP(O)(OEt)2 | |
| Et | CN | NHPr | NP(O)Me2 | |
| Et | CN | NHPr | NP(O)Et2 | |
| Et | CN | NHPr | NP(O)Me(OMe) | |
| Et | CN | NHPr | NP(OXOPr)2 | |
| Et | CN | NHPr | NC(O)C(O)H | |
| Et | CN | NHPr | NC(O)C(O)Me | |
| Et | CN | NHPr | NC(O)C(O)0Me | |
| Et | CN | NHPr | NC(O)C(O)OEt | |
| Et | CN | NHPr | NC(O)C(O)NH2 | |
| Et | CN | NHPr | NC(O)C(O)OH | |
| Et | CN | NHPr | NC(NH)NH2 | |
| Et | CN | NHPr | NC(NOH)NH2 | |
| Et | CN | NHPr | NC(NH)NHMe | |
| Et | CN | NHPr | NC(NH)NMe2 | |
| Et | CN | NHPr | NC(NH)OMe | |
| Et | CN | NHPr | NC(NH)OEt | |
| Me | CN | nh2 | NCOMe | 0 |
| Me | CN | nh2 | NCOEt | O |
| Me | CN | nh2 | NCOPr | 0 |
| Me | CN | nh2 | NCHO | 0 |
| Me | CN | nh2 | NCOiPr | 0 |
| Me | CN | nh2 | NCOtBu | 0 |
| Me | CN | nh2 | NCOPh | 0 |
| Me | CN | nh2 | NSO2Me | 0 |
| Me | CN | nh2 | NSO2Et | 0 |
| Me | CN | nh2 | NSO2Pr | 0 |
| Me | CN | nh2 | NSO2Ph | O |
| Me | CN | nh2 | NSO2iPr | 0 |
| Me | CN | nh2 | nno2 | O |
| Me | CN | nh2 | NCOOMe | 0 |
| Me | CN | nh2 | NCOOEt | O |
| 1 Me | CN | nh2 | NCOOPr | 0 |
HU 222 278 Β1
2. táblázat (folytatás)
| I ri | R7 | R8 | NR2 | X |
| Me | CN | nh2 | NCOOiPr | 0 |
| Me | CN | nh2 | NCONHEt | 0 |
| Me | CN | nh2 | NCONHPr | 0 |
| Me | CN | nh2 | NCONH2 | 0 |
| 1 Me | CN | nh2 | NCONHMe | 0 |
| Me | CN | nh2 | NCN | 0 |
| Me | CN | nh2 | NCOSMe | 0 |
| Me | CN | nh2 | NCOSEt | O |
| Me | CN | nh2 | NCSOMe | 0 |
| 1 Me | CN | nh2 | NCSOEt | 0 |
| 1 Me | CN | nh2 | NCSOPr | o |
| Me | CN | nh2 | NSO2NH2 | 0 |
| Me | CN | nh2 | NSO2NHMe | 0 |
| Me | CN | nh2 | NSO2NMe2 | 0 |
| Me | CN | nh2 | NP(0)(0Me)2 | o |
| Me | CN | nh2 | NP(O)(OEt)2 | 0 |
| Me | CN | nh2 | NP(O)Me2 | 0 |
| Me | CN | nh2 | NP(O)Et2 | 0 |
| Me | CN | nh2 | NP(O)Me(OMe) | 0 |
| Me | CN | nh2 | NP(O)(OPr)2 | o |
| Me | CN | nh2 | NC(O)C(O)H | 0 |
| I Me | CN | nh2 | NC(O)C(O)Me | 0 |
| Me | CN | nh2 | NC(O)C(O)OMe | 0 |
| Me | CN | nh2 | NC(O)C(O)OEt | 0 |
| | Me | CN | nh2 | NC(O)C(O)NH2 | 0 |
| 1 Me | CN | nh2 | NC(O)C(O)OH | 0 |
| | Me | CN | nh2 | NC(NH)NH2 | 0 |
| Me | CN | nh2 | NC(NOH)NH2 | 0 |
| Me | CN | nh2 | NC(NH)NHMe | 0 |
| 1 Me | CN | nh2 | NC(NH)NMe2 | 0 |
| 1 Me | CN | nh2 | NC(NH)OMe | o |
| 1 Me | CN | nh2 | NC(NH)OEt | 0 |
| Me | CN | nh2 | NH | 0 |
| | Me | CN | NHMe | NCOMe | 0 |
| Me | CN | NHMe | NCOEt | 0 |
| Me | CN | NHMe | NCOPr | 0 |
| 1 Me | CN | NHMe | NCHO | 0 |
| 1 Me | CN | NHMe | NCOiPr | 0 |
| Me | CN | NHMe | NCOtBu | 0 |
| Me | CN | NHMe | NCOPh | 0 |
| Me | CN | NHMe | NSO2Me | 0 |
| Me | CN | NHMe | NSO2Et | 0 |
| Me | CN | NHMe | NSO2Pr | 0 |
| Me | CN | NHMe | NSO2Ph | 0 |
HU 222 278 Β1
2. táblázat (folytatás)
| R1 | R7 | R8 | NR2 | X |
| Me | CN | NHMe | NSOjiPr | 0 |
| Me | CN | NHMe | NNOj | O |
| Me | CN | NHMe | NCOOMe | 0 |
| Me | CN | NHMe | NCOOEt | 0 |
| Me | CN | NHMe | NCOOPr | 0 |
| I Me | CN | NHMe | NCOOiPr | 0 |
| Me | CN | NHMe | NCONHEt | 0 |
| Me | CN | NHMe | NCONHPr | 0 |
| Me | CN | NHMe | NCONH2 | 0 |
| Me | CN | NHMe | NCONHMe | 0 |
| Me | CN | NHMe | NCN | 0 |
| Me | CN | NHMe | NCOSMe | 0 |
| Me | CN | NHMe | NCOSEt | 0 |
| Me | CN | NHMe | NCSOMe | 0 |
| Me | CN | NHMe | NCSOEt | O |
| Me | CN | NHMe | NCSOPr | 0 |
| Me | CN | NHMe | NSO2NH2 | 0 |
| Me | CN | NHMe | NSO2NHMe | o |
| Me | CN | NHMe | NSO2NMe2 | 0 |
| Me | CN | NHMe | NP(O)(OMe)2 | o |
| Me | CN | NHMe | NP(O)(OEt)2 | 0 |
| Me | CN | NHMe | NP(O)Me2 | 0 |
| Me | CN | NHMe | NP(O)Etj | 0 |
| Me | CN | NHMe | NP(O)Me(OMe) | 0 |
| Me | CN | NHMe | NP(OXOPr)2 | 0 |
| Me | CN | NHMe | NC(O)C(O)H | 0 |
| Me | CN | NHMe | NC(O)C(O)Me | 0 |
| | Me | CN | NHMe | NC(O)C(0)0Me | 0 |
| Me | CN | NHMe | NC(O)C(O)OEt | 0 |
| Me | CN | NHMe | NC(O)C(O)NH2 | 0 |
| Me | CN | NHMe | NC(O)C(O)OH | 0 |
| Me | CN | NHMe | NC(NH)NH2 | 0 |
| Me | CN | NHMe | NC(NOH)NH2 | 0 |
| Me | CN | NHMe | NC(NH)NHMe | 0 |
| Me | CN | NHMe | NC(NH)NMe2 | 0 |
| Me | CN | NHMe | NC(NH)OMe | 0 |
| Me | CN | NHMe | NC(NH)OEt | 0 |
| Me | CN | NHEt | NCOMe | 0 |
| Me | CN | NHEt | NCOEt | 0 |
| Me | CN | NHEt | NCOPr | 0 |
| Me | CN | NHEt | NCHO | 0 |
| Me | CN | NHEt | NCOiPr | 0 |
| Me | CN | NHEt | NCOtBu | 0 |
| Me | CN | NHEt | NCOPh | o |
HU 222 278 BI
2. táblázat (folytatás)
| R1 | R7 | R8 | NR2 | X |
| Me | CN | NHEt | NSO2Me | 0 |
| Me | CN | NHEt | NSO2Et | O |
| Me | CN | NHEt | NSO2Pr | O |
| Me | CN | NHEt | NSO2Ph | 0 |
| Me | CN | NHEt | NSO2iPr | O |
| Me | CN | NHEt | nno2 | 0 |
| Me | CN | NHEt | NCOOMe | 0 |
| Me | CN | NHEt | NCOOEt | O |
| Me | CN | NHEt | NCOOPr | 0 |
| Me | CN | NHEt | NCOOiPr | 0 |
| Me | CN | NHEt | NCONHEt | 0 |
| Me | CN | NHEt | NCONHPr | 0 |
| Me | CN | NHEt | nconh2 | 0 |
| Me | CN | NHEt | NCONHMe | 0 |
| Me | CN | NHEt | NCN | 0 |
| Me | CN | NHEt | NCOSMe | 0 |
| Me | CN | NHEt | NCOSEt | 0 |
| Me | CN | NHEt | NCSOMe | 0 |
| Me | CN | NHEt | NCSOEt | 0 |
| Me | CN | NHEt | NCSOPr | 0 |
| Me | CN | NHEt | NSO2NH2 | 0 |
| Me | CN | NHEt | NSO2NHMe | o |
| Me | CN | NHEt | NSO2NMe2 | o |
| Me | CN | NHEt | NP(O)(OMe)2 | 0 |
| Me | CN | NHEt | NP(O)(OEt)2 | 0 |
| Me | CN | NHEt | NP(O)Me2 | 0 |
| Me | CN | NHEt | NP(O)Et2 | 0 |
| Me | CN | NHEt | NP(O)Me(OMe) | 0 |
| Me | CN | NHEt | NP(O)(OPr)2 | 0 |
| Me | CN | NHEt | NC(O)C(O)H | 0 |
| Me | CN | NHEt | NC(O)C(O)Me | 0 |
| Me | CN | NHEt | NC(O)C(O)OMe | 0 |
| Me | CN | NHEt | NC(O)C(O)OEt | 0 |
| Me | CN | NHEt | NC(O)C(0)NH2 | 0 |
| Me | CN | NHEt | NC(O)C(O)OH | 0 |
| Me | CN | NHEt | NC(NH)NH2 | 0 |
| Me | CN | NHEt | NC(NOH)NH2 | 0 |
| Me | CN | NHEt | NC(NH)NHMe | 0 |
| Me | CN | NHEt | NC(NH)NMe2 | 0 |
| Me | CN | NHEt | NC(NH)OMe | 0 |
| , Me | CN | NHEt | NC(NH)OEt | 0 |
| Et | CN | NH2 | NCOEt | 0 |
| Et | CN | nh2 | NCOPr | o |
| Et | CN | nh2 | NCHO | o |
HU 222 278 Bl
2. táblázat (folytatás)
| R7 | R8 | NR2 | X | |
| Et | CN | NH2 | NCOiPr | 0 |
| Et | CN | nh2 | NCOtBu | 0 |
| Et | CN | nh2 | NCOPh | 0 |
| Et | CN | nh2 | NSO2Me | 0 |
| Et | CN | nh2 | NSO2Et | 0 |
| Et | CN | nh2 | NSO2Pr | O |
| Et | CN | nh2 | NSO2Ph | 0 |
| Et | CN | nh2 | NSOjiPr | 0 |
| Et | CN | nh2 | nno2 | 0 |
| Et | CN | nh2 | NCOOMe | O |
| Et | CN | nh2 | NCOOEt | 0 |
| Et | CN | nh2 | NCOOPr | 0 |
| Et | CN | nh2 | NCOOiPr | O |
| Et | CN | nh2 | NCONHEt | 0 |
| Et | CN | nh2 | NCONHPr | 0 |
| Et | CN | nh2 | NCONH2 | 0 |
| Et | CN | nh2 | NCONHMe | 0 |
| Et | CN | NHj | NCN | 0 |
| Et | CN | nh2 | NCOSMe | 0 |
| Et | CN | nh2 | NCOSEt | O |
| Et | CN | nh2 | NCSOMe | 0 |
| Et | CN | nh2 | NCSOEt | 0 |
| Et | CN | nh2 | NCSOPr | 0 |
| Et | CN | nh2 | NSO2NH2 | 0 |
| Et | CN | nh2 | NSO2NHMe | 0 |
| Et | CN | nh2 | NSO2NMe2 | 0 |
| 1 Et | CN | nh2 | NP(O)(OMe)2 | 0 |
| Et | CN | nh2 | NP(O)(OEt)2 | 0 |
| Et | CN | nh2 | NP(O)Me2 | 0 |
| Et | CN | nh2 | NP(O)Et2 | o |
| Et | CN | nh2 | NP(O)Me(OMe) | 0 |
| Et | CN | nh2 | NP(O)(OPr)2 | 0 |
| Et | CN | nh2 | NC(O)C(O)H | 0 |
| Et | CN | nh2 | NC(O)C(O)Me | 0 |
| Et | CN | nh2 | NC(O)C(O)OMe | 0 |
| Et | CN | nh2 | NC(O)C(O)OEt | 0 |
| Et | CN | nh2 | NC(O)C(O)NH2 | 0 |
| Et | CN | nh2 | NC(O)C(O)OH | 0 |
| Et | CN | nh2 | NC(NH)NH2 | 0 |
| Et | CN | nh2 | NC(NOH)NH2 | 0 |
| Et | CN | nh2 | NC(NH)NHMe | 0 |
| Et | CN | nh2 | NC(NH)NMe2 | 0 |
| Et | CN | nh2 | NC(NH)OMe | 0 |
| 1 Et | CN | nh2 | NC(NH)OEt | o |
HU 222 278 Β1
2. táblázat (folytatás)
| R1 | R7 | R8 | NR2 | X |
| Et | CN | NHMe | NH | 0 |
| Et | CN | NHMe | NCOMe | 0 |
| Et | CN | NHMe | NCOEt | 0 |
| Et | CN | NHMe | NCOPr | 0 |
| Et | CN | NHMe | NCHO | 0 |
| Et | CN | NHMe | NCOiPr | 0 |
| Et | CN | NHMe | NCOiBu | 0 |
| Et | CN | NHMe | NCOPh | 0 |
| Et | CN | NHMe | NSO2Me | 0 |
| Et | CN | NHMe | NSO2Et | 0 |
| Et | CN | NHMe | NSO2Pr | 0 |
| Et | CN | NHMe | NSO2Ph | 0 |
| Et | CN | NHMe | NSO2iPr | 0 |
| Et | CN | NHMe | nno2 | 0 |
| Et | CN | NHMe | NCOOMe | 0 |
| Et | CN | NHMe | NCOOEt | 0 |
| Et | CN | NHMe | NCOOPr | o |
| 1 Et | CN | NHMe | NCOOiPr | 0 |
| Et | CN | NHMe | NCONHEt | 0 |
| Et | CN | NHMe | NCONHPr | 0 |
| Et | CN | NHMe | nconh2 | 0 |
| Et | CN | NHMe | NCONHMe | 0 |
| Et | CN | NHMe | NCN | 0 |
| Et | CN | NHMe | NCOSMe | 0 |
| Et | CN | NHMe | NCOSEt | 0 |
| Et | CN | NHMe | NCSOMe | 0 |
| Et | CN | NHMe | NCSOEt | 0 |
| Et | CN | NHMe | NCSOPr | 0 |
| Et | CN | NHMe | NSO2NH2 | 0 |
| Et | CN | NHMe | NSO2NHMe | o |
| Et | CN | NHMe | NSO2NMe2 | 0 |
| Et | CN | NHMe | NP(O)(OMe)2 | 0 |
| Et | CN | NHMe | NP(O)(OEt)2 | 0 |
| Et | CN | NHMe | NP(O)Me2 | 0 |
| Et | CN | NHMe | NP(O)Et2 | 0 |
| Et | CN | NHMe | NP(O)Me(OMe) | 0 |
| Et | CN | NHMe | NP(O)(OPr)2 | 0 |
| Et | CN | NHMe | NC(O)C(O)H | 0 |
| Et | CN | NHMe | NC(O)C(O)Me | 0 |
| Et | CN | NHMe | NC(O)C(O)OMe | 0 |
| Et | CN | NHMe | NC(O)C(O)OEt | 0 |
| Et | CN | NHMe | NC(O)C(O)NH2 | 0 |
| Et | CN | NHMe | NC(O)C(O)OH | 0 |
| Et | CN | NHMe | NC(NH)NH2 | 0 |
HU 222 278 Bl
2. táblázat (folytatás)
| R, | R7 | R8 | NR2 | X |
| Et | CN | NHMe | NC(NOH)NH2 | 0 |
| Et | CN | NHMe | NC(NH)NHMe | 0 |
| Et | CN | NHMe | NC(NH)NMe2 | 0 |
| Et | CN | NHMe | NC(NH)OMe | 0 |
| Et | CN | NHMe | NC(NH)OEt | 0 |
| Et | CN | NHEt | NCOMe | 0 |
| Et | CN | NHEt | NCOEt | 0 |
| Et | CN | NHEt | NCOPr | 0 |
| Et | CN | NHEt | NCHO | 0 |
| Et | CN | NHEt | NCOiPr | 0 |
| Et | CN | NHEt | NCOtBu | 0 |
| Et | CN | NHEt | NCOPh | 0 |
| Et | CN | NHEt | NSO2Me | 0 |
| Et | CN | NHEt | NSO2Et | 0 |
| Et | CN | NHEt | NSO2Pr | 0 |
| Et | CN | NHEt | NSO2Ph | 0 |
| Et | CN | NHEt | NSO2iPr | 0 |
| Et | CN | NHEt | nno2 | 0 |
| Et | CN | NHEt | NCOOMe | 0 |
| Et | CN | NHEt | NCOOEt | 0 |
| Et | CN | NHEt | NCOOPr | o |
| Et | CN | NHEt | NCOOiPr | 0 |
| Et | CN | NHEt | NCONHEt | 0 |
| Et | CN | NHEt | NCONHPr | 0 |
| Et | CN | NHEt | nconh2 | 0 |
| Et | CN | NHEt | NCONHMe | o |
| Et | CN | NHEt | NCN | 0 |
| Et | CN | NHEt | NCOSMe | 0 |
| Et | CN | NHEt | NCOSEt | 0 |
| Et | CN | NHEt | NCSOMe | 0 |
| Et | CN | NHEt | NCSOEt | 0 |
| Et | CN | NHEt | NCSOPr | 0 |
| Et | CN | NHEt | NSO2NH2 | 0 |
| Et | CN | NHEt | NSO2NHMe | 0 |
| Et | CN | NHEt | NSO2NMe2 | 0 |
| Et | CN | NHEt | NP(O)(OMe)2 | 0 |
| Et | CN | NHEt | NP(O)(OEt)2 | 0 |
| Et | CN | NHEt | NP(O)Me2 | 0 |
| Et | CN | NHEt | NP(O)Et2 | 0 |
| Et | CN | NHEt | NP(O)Me(OMe) | 0 |
| Et | CN | NHEt | NP(O)(OPr)2 | 0 |
| Et | CN | NHEt | NC(O)C(O)H | 0 |
| Et | CN | NHEt | NC(O)C(O)Me | 0 |
| Et | CN | NHEt | NC(O)C(O)OMe | 0 |
HU 222 278 BI
2. táblázat (folytatás)
| R1 | R7 | R8 | NR2 | X |
| Et | CN | NHEt | NC(O)C(O)OEt | 0 |
| Et | CN | NHEt | NC(O)C(O)NH2 | 0 |
| Et | CN | NHEt | NC(O)C(0)0H | 0 |
| Et | CN | NHEt | NC(NH)NH2 | 0 |
| Et | CN | NHEt | NC(NOH)NH2 | 0 |
| Et | CN | NHEt | NC(NH)NHMe | 0 |
| 1 Et | CN | NHEt | NC(NH)NMe2 | 0 |
| Et | CN | NHEt | NC(NH)OMe | o |
| Et | CN | NHEt | NC(NH)OEt | o |
| Me | CN | NHCOMe | NCOMe | |
| Me | CN | NHCOMe | NCOEt | |
| Me | CN | NHCOMe | NCOPr | |
| Me | CN | NHCOMe | NCHO | |
| Me | CN | NHCOMe | NCOiPr | |
| Me | CN | NHCOMe | NCOtBu | |
| Me | CN | NHCOMe | NCOPh | |
| Me | CN | NHCOMe | NSO2Me | |
| Me | CN | NHCOMe | NSO2Et | |
| Me | CN | NHCOMe | NSO2Pr | |
| Me | CN | NHCOMe | NSO2Ph | |
| Me | CN | NHCOMe | NSO2iPr | |
| Me | CN | NHCOMe | NNO2 | |
| Me | CN | NHCOMe | NCOOMe | |
| I Me | CN | NHCOMe | NCOOEt | |
| Me | CN | NHCOMe | NCOOPr | |
| Me | CN | NHCOMe | NCOOiPr | |
| 1 Me | CN | NHCOMe | NCONHEt | |
| Me | CN | NHCOMe | NCONHPr | |
| Me | CN | NHCOMe | NCONH2 | |
| Me | CN | NHCOMe | NCONHMe | |
| Me | CN | NHCOMe | NCN | |
| Me | CN | NHCOMe | NCOSMe | |
| Me | CN | NHCOMe | NCOSEt | |
| Me | CN | NHCOMe | NCSOMe | |
| 1 Me | CN | NHCOMe | NCSOEt | |
| 1 Me | CN | NHCOMe | NCSOPr | |
| Me | CN | NHCOMe | NSO2NH2 | |
| Me | CN | NHCOMe | NSO2NHMe | |
| 1 Me | CN | NHCOMe | NSO2NMe2 | |
| Me | CN | NHCOMe | NP(O)(OMe)2 | |
| Me | CN | NHCOMe | NP(O)(OEt)2 | ·· |
| Me | CN | NHCOMe | NP(O)Me2 | |
| 1 Me | CN | NHCOMe | NP(O)Et2 | |
| | Me | CN | NHCOMe | NP(O)Me(OMe) |
HU 222 278 Bl
2. táblázat (folytatás)
| R1 | R7 | R8 | NR2 | X |
| Me | CN | NHCOMe | NP(O)(OPr)2 | |
| Me | CN | NHCOMe | NC(O)C(O)H | |
| Me | CN | NHCOMe | NC(O)C(O)Me | |
| Me | CN | NHCOMe | NC(O)C(O)OMe | |
| Me | CN | NHCOMe | NC(O)C(O)OEt | |
| Me | CN | NHCOMe | NC(O)C(O)NH2 | |
| Me | CN | NHCOMe | NC(O)C(O)OH | |
| Me | CN | NHCOMe | NC(NH)NH2 | |
| Me | CN | NHCOMe | NC(NOH)NH2 | |
| Me | CN | NHCOMe | NC(NH)NHMe | |
| Me | CN | NHCOMe | NC(NH)NMe2 | |
| Me | CN | NHCOMe | NC(NH)OMe | |
| Me | CN | NHCOMe | NC(NH)OEt | |
| Et | CN | NHCOMe | NCOMe | |
| Et | CN | NHCOMe | NCOEt | |
| Et | CN | NHCOMe | NCOPr | |
| Et | CN | NHCOMe | NCHO | |
| Et | CN | NHCOMe | NCOiPr | |
| 1 Et | CN | NHCOMe | NCOtBu | |
| Et | CN | NHCOMe | NCOPh | |
| Et | CN | NHCOMe | NSO2Me | |
| Et | CN | NHCOMe | NSOjEt | |
| Et | CN | NHCOMe | NSO2Pr | |
| Et | CN | NHCOMe | NSO2Ph | |
| Et | CN | NHCOMe | NSO2iPr | |
| Et | CN | NHCOMe | nno2 | |
| Et | CN | NHCOMe | NCOOMe | |
| Et | CN | NHCOMe | NCOOEt | |
| Et | CN | NHCOMe | NCOOPr | |
| Et | CN | NHCOMe | NCOOiPr | |
| Et | CN | NHCOMe | NCONHEt | |
| Et | CN | NHCOMe | NCONHPr | |
| Et | CN | NHCOMe | NCONH2 | |
| Et | CN | NHCOMe | NCONHMe | |
| Et | CN | NHCOMe | NCN | |
| Et | CN | NHCOMe | NCOSMe | |
| Et | CN | NHCOMe | NCOSEt | |
| Et | CN | NHCOMe | NCSOMe | |
| Et | CN | NHCOMe | NCSOEt | |
| Et | CN | NHCOMe | NCSOPr | |
| Et | CN | NHCOMe | NSO2NH2 | |
| Et | CN | NHCOMe | NSO2NHMe | |
| Et | CN | NHCOMe | NSO2NMe2 | |
| Et | CN | NHCOMe | NP(O)(OMe)2 |
HU 222 278 Β1
2. táblázat (folytatás)
| R1 | R7 | R® | NR2 | X |
| Et | CN | NHCOMe | NP(O)(OEt)2 | |
| Et | CN | NHCOMe | NP(O)Me2 | |
| Et | CN | NHCOMe | NPfOJEtj | |
| Et | CN | NHCOMe | NP(O)Me(OMe) | |
| Et | CN | NHCOMe | NP(O)(OPr)2 | |
| Et | CN | NHCOMe | NC(O)C(O)H | |
| Et | CN | NHCOMe | NC(O)C(O)Me | |
| Et | CN | NHCOMe | NC(O)C(0)OMe | |
| Et | CN | NHCOMe | NC(O)C(O)OEt | |
| Et | CN | NHCOMe | NC(O)C(O)NH2 | |
| Et | CN | NHCOMe | NC(O)C(O)OH | |
| Et | CN | NHCOMe | NC(NH)NH2 | |
| Et | CN | NHCOMe | NC(NOH)NH2 | |
| Et | CN | NHCOMe | NC(NH)NHMe | |
| Et | CN | NHCOMe | NC(NH)NMe2 | |
| Et | CN | NHCOMe | NC(NH)OMe | |
| Et | CN | NHCOMe | NC(NH)OEt | |
| Me | CN | NHCOOMe | NCOMe | |
| Me | CN | NHCOOMe | NCOEt | |
| 1 Me | CN | NHCOOMe | NCOPr | |
| Me | CN | NHCOOMe | NCHO | |
| 1 Me | CN | NHCOOMe | NCOiPr | |
| Me | CN | NHCOOMe | NCOtBu | |
| Me | CN | NHCOOMe | NCOPh | |
| Me | CN | NHCOOMe | NSO2Me | |
| Me | CN | NHCOOMe | NSO2Et | |
| Me | CN | NHCOOMe | NSO2Pr | |
| Me | CN | NHCOOMe | NSO2Ph | |
| Me | CN | NHCOOMe | NSO2iPr | |
| Me | CN | NHCOOMe | nno2 | |
| Me | CN | NHCOOMe | NCOOMe | |
| Me | CN | NHCOOMe | NCOOEt | |
| Me | CN | NHCOOMe | NCOOPr | |
| Me | CN | NHCOOMe | NCOOiPr | |
| Me | CN | NHCOOMe | NCONHEt | |
| Me | CN | NHCOOMe | NCONHPr | |
| Me | CN | NHCOOMe | NCONH2 | |
| Me | CN | NHCOOMe | NCONHMe | |
| Me | CN | NHCOOMe | NCN | |
| | Me | CN | NHCOOMe | NCOSMe | |
| Me | CN | NHCOOMe | NCOSEt | |
| Me | CN | NHCOOMe | NCSOMe | |
| Me | CN | NHCOOMe | NCSOEt | |
| I Me | CN | NHCOOMe | NCSOPr |
HU 222 278 Bl
2. táblázat (folytatás)
| R‘ | R7 | R8 | NR2 | X |
| Me | CN | NHCOOMe | NSO2NH2 | |
| Me | CN | NHCOOMe | NSO2NHMe | |
| Me | CN | NHCOOMe | NSO2NMe2 | |
| Me | CN | NHCOOMe | NP(O)(OMe)2 | |
| Me | CN | NHCOOMe | NP(O)(OEt)2 | |
| Me | CN | NHCOOMe | NP(O)Me2 | |
| Me | CN | NHCOOMe | NP(O)Et2 | |
| Me | CN | NHCOOMe | NP(O)Me(OMe) | |
| Me | . CN | NHCOOMe | NP(O)(OPr)2 | |
| Me | CN | NHCOOMe | NC(O)C(O)H | |
| Me | CN | NHCOOMe | NC(O)C(O)Me | |
| Me | CN | NHCOOMe | NC(O)C(0)OMe | |
| Me | CN | NHCOOMe | NC(O)C(O)OEt | |
| Me | CN | NHCOOMe | NC(O)C(O)NH2 | |
| Me | CN | NHCOOMe | NC(O)C(O)OH | |
| Me | CN | NHCOOMe | NC(NH)NH2 | |
| Me | CN | NHCOOMe | NC(NOH)NH2 | |
| Me | CN | NHCOOMe | NC(NH)NHMe | |
| Me | CN | NHCOOMe | NC(NH)NMe2 | |
| CN | NHCOOMe | NC(NH)OMe | ||
| Me | CN | NHCOOMe | NC(NH)OEt | |
| Et | CN | NHCOOMe | NCOMe | |
| Et | CN | NHCOOMe | NCOEt | |
| Et | CN | NHCOOMe | NCOPr | |
| Et | CN | NHCOOMe | NCHO | |
| Et | CN | NHCOOMe | NCOiPr | |
| Et | CN | NHCOOMe | NCOtBu | |
| Et | CN | NHCOOMe | NCOPh | |
| Et | CN | NHCOOMe | NSO2Me | ·· |
| Et | CN | NHCOOMe | NSO2Et | |
| 1 Et | CN | NHCOOMe | NSO2Pr | |
| 1 Et | CN | NHCOOMe | NSO2Ph | |
| Et | CN | NHCOOMe | NSO2iPr | |
| Et | CN | NHCOOMe | NNO2 | |
| Et | CN | NHCOOMe | NCOOMe | |
| Et | CN | NHCOOMe | NCOOEt | |
| Et | CN | NHCOOMe | NCOOPr | |
| Et | CN | NHCOOMe | NCOOiPr | |
| Et | CN | NHCOOMe | NCONHEt | |
| Et | CN | NHCOOMe | NCONHPr | |
| Et | CN | NHCOOMe | nconh2 | |
| Et | CN | NHCOOMe | NCONHMe | |
| Et | CN | NHCOOMe | NCN | |
| CN | NHCOOMe | NCOSMe |
HU 222 278 Bl
2. táblázat (folytatás)
| Rí | R7 | R8 | NR2 | X |
| Et | CN | NHCOOMe | NCOSEt | |
| Et | CN | NHCOOMe | NCSOMe | |
| Et | CN | NHCOOMe | NCSOEt | |
| Et | CN | NHCOOMe | NCSOPr | |
| Et | CN | NHCOOMe | NSO2NH2 | |
| Et | CN | NHCOOMe | NSO2NHMe | |
| Et | CN | NHCOOMe | NSO2NMe2 | |
| Et | CN | NHCOOMe | NP(OXOMe)2 | |
| Et | CN | NHCOOMe | NP(OXOEt)2 | |
| Et | CN | NHCOOMe | NP(O)Me2 | |
| Et | CN | NHCOOMe | NP(O)Et2 | |
| Et | CN | NHCOOMe | NP(O)Me(OMe) | |
| Et | CN | NHCOOMe | NP(OXOPr)2 | |
| Et | CN | NHCOOMe | NC(O)C(O)H | |
| Et | CN | NHCOOMe | NC(O)C(O)Me | |
| Et | CN | NHCOOMe | NC(O)C(O)OMe | |
| Et | CN | NHCOOMe | NC(O)C(O)OEt | |
| Et | CN | NHCOOMe | NC(O)C(O)NH2 | |
| Et | CN | NHCOOMe | NC(O)C(O)OH | |
| Et | CN | NHCOOMe | NC(NH)NH2 | |
| Et | CN | NHCOOMe | NC(NOH)NH2 | |
| Et | CN | NHCOOMe | NC(NH)NHMe | |
| Et | CN | NHCOOMe | NC(NH)NMe2 | |
| Et | CN | NHCOOMe | NC(NH)OMe | |
| Et | CN | NHCOOMe | NC(NH)OEt | |
| Me | CN | NHCOOEt | NCOMe | |
| Me | CN | NHCOOEt | NCOEt | |
| Me | CN | NHCOOEt | NCOPr | |
| Me | CN | NHCOOEt | NCHO | |
| Me | CN | NHCOOEt | NCOiPr | |
| Me | CN | NHCOOEt | NCOtBu | |
| Me | CN | NHCOOEt | NCOPh | |
| Me | CN | NHCOOEt | NSO2Me | |
| Me | CN | NHCOOEt | NSO2Et | |
| Me | CN | NHCOOEt | NSO2Pr | |
| Me | CN | NHCOOEt | NSO2Ph | |
| Me | CN | NHCOOEt | NSO2iPr | |
| Me | CN | NHCOOEt | nno2 | |
| Me | CN | NHCOOEt | NCOOMe | |
| Me | CN | NHCOOEt | NCOOEt | |
| Me | CN | NHCOOEt | NCOOPr | |
| Me | CN | NHCOOEt | NCOOiPr | |
| Me | CN | NHCOOEt | NCONHEt | |
| Me | CN | NHCOOEt | NCONHPr |
HU 222 278 Β1
2. táblázat (folytatás)
| R1 | R7 | R8 | NR2 | X |
| Me | CN | NHCOOEt | NCONH2 | |
| Me | CN | NHCOOEt | NCONHMe | |
| Me | CN | NHCOOEt | NCN | |
| Me | CN | NHCOOEt | NCOSMe | |
| Me | CN | NHCOOEt | NCOSEt | |
| Me | CN | NHCOOEt | NCSOMe | |
| Me | CN | NHCOOEt | NCSOEt | |
| Me | CN | NHCOOEt | NCSOPr | |
| Me | CN | NHCOOEt | NSO2NH2 | |
| Me | CN | NHCOOEt | NSO2NHMe | |
| Me | CN | NHCOOEt | NSO2NMe2 | |
| I Me | CN | NHCOOEt | NP(O)(OMe)2 | |
| Me | CN | NHCOOEt | NP(O)(OEt)2 | |
| Me | CN | NHCOOEt | NP(O)Me2 | |
| Me | CN | NHCOOEt | NP(O)Et2 | |
| | Me | CN | NHCOOEt | NP(O)Me(OMe) | |
| Me | CN | NHCOOEt | NP{OXOPr)2 | |
| Me | CN | NHCOOEt | NC(O)C(O)H | |
| Me | CN | NHCOOEt | NC(O)C(0)Me | |
| Me | CN | NHCOOEt | NC(O)C(0)0Me | |
| Me | CN | NHCOOEt | NC(O)C(O)OEt | |
| Me | CN | NHCOOEt | NC(O)C(O)NH2 | |
| Me | CN | NHCOOEt | NC(O)C(0)0H | |
| Me | CN | NHCOOEt | NC(NH)NH2 | ·· |
| Me | CN | NHCOOEt | NC(NOH)NH2 | |
| Me | CN | NHCOOEt | NC(NH)NHMe | |
| Me | CN | NHCOOEt | NC(NH)NMe2 | |
| Me | CN | NHCOOEt | NC(NH)OMe | |
| Me | CN | NHCOOEt | NC(NH)OEt | |
| Et | CN | NHCOOEt | NCOMe | |
| Et | CN | NHCOOEt | NCOEt | |
| Et | CN | NHCOOEt | NCOPr | |
| Et | CN | NHCOOEt | NCHO | |
| Et | CN | NHCOOEt | NCOiPr | |
| Et | CN | NHCOOEt | NCOtBu | |
| Et | CN | NHCOOEt | NCOPh | |
| Et | CN | NHCOOEt | NSO2Me | |
| Et | CN | NHCOOEt | NSO2Et | |
| Et | CN | NHCOOEt | NSO2Pr | |
| Et | CN | NHCOOEt | NSO2Ph | |
| Et | CN | NHCOOEt | NSO2iPr | |
| Et | CN | NHCOOEt | nno2 | |
| Et | CN | NHCOOEt | NCOOMe | |
| Et | CN | NHCOOEt | NCOOEt |
HU 222 278 Bl
2. táblázat (folytatás)
| Rí | R7 | R8 | NR2 | X |
| Et | CN | NHCOOEt | NCOOPr | |
| Et | CN | NHCOOEt | NCOOiPr | |
| Et | CN | NHCOOEt | NCONHEt | |
| Et | CN | NHCOOEt | NCONHPr | |
| Et | CN | NHCOOEt | NCONHj | |
| Et | CN | NHCOOEt | NCONHMe | |
| Et | CN | NHCOOEt | NCN | |
| Et | CN | NHCOOEt | NCOSMe | |
| Et | CN | NHCOOEt | NCOSEt | |
| Et | CN | NHCOOEt | NCSOMe | |
| Et | CN | NHCOOEt | NCSOEt | |
| Et | CN | NHCOOEt | NCSOPr | |
| Et | CN | NHCOOEt | NSOjNHj | |
| Et | CN | NHCOOEt | NSOjNHMe | |
| Et | CN | NHCOOEt | NSOjNMej | |
| Et | CN | NHCOOEt | NP(OXOMe)j | |
| Et | CN | NHCOOEt | NP(OXOEt)j | |
| Et | CN | NHCOOEt | NP(O)Me2 | |
| Et | CN | NHCOOEt | NP(O)Etj | |
| Et | CN | NHCOOEt | NP(O)Me(OMe) | |
| Et | CN | NHCOOEt | NP(OXOPr)j | |
| Et | CN | NHCOOEt | NC(O)C(O)H | |
| Et | CN | NHCOOEt | NC(O)C(O)Me | |
| Et | CN | NHCOOEt | NC(O)C(O)OMe | |
| Et | CN | NHCOOEt | NC(O)C(O)OEt | |
| Et | CN | NHCOOEt | NC(O)C(O)NHj | |
| Et | CN | NHCOOEt | NC(O)C(O)OH | |
| Et | CN | NHCOOEt | NC(NH)NHj | |
| Et | CN | NHCOOEt | NC(NOH)NHj | |
| Et | CN | NHCOOEt | NC(NH)NHMe | |
| Et | CN | NHCOOEt | NC(NH)NMe2 | |
| Et | CN | NHCOOEt | NC(NH)OMe | |
| Et | CN | NHCOOEt | NC(NH)OEt | |
| Me | CN | NHCHjCOOMe | NCOMe | |
| Me | CN | NHCHjCOOMe | NCOEt | |
| Me | CN | NHCHjCOOMe | NCOPr | |
| Me | CN | NHCH2COOMe | NCHO | |
| Me | CN | NHCH2COOMe | NCOiPr | |
| Me | CN | NHCHjCOOMe | NCOtBu | |
| Me | CN | NHCH2COOMe | NCOPh | |
| Me | CN | NHCHjCOOMe | NSO2Me | |
| Me | CN | NHCH2COOMe | NSO2Et | - |
| Me | CN | NHCHjCOOMe | NSOjPr | |
| Me | CN | NHCHjCOOMe | NSOjPh |
HU 222 278 Bl
2. táblázat (folytatás)
| R1 | R7 | R8 | NR2 | X |
| Me | CN | NHCH2COOMe | NSO2iPr | |
| Me | CN | NHCH2COOMe | nno2 | |
| Me | CN | NHCH2COOMe | NCOOMe | |
| Me | CN | NHCH2COOMe | NCOOEt | |
| Me | CN | NHCH2COOMe | NCOOPr | |
| Me | CN | NHCH2COOMe | NCOOiPr | |
| Me | CN | NHCH2COOMe | NCONHEt | |
| Me | CN | NHCH2COOMe | NCONHPr | |
| Me | CN | NHCH2COOMe | NCONH2 | |
| Me | CN | NHCH2COOMe | NCONHMe | |
| Me | CN | NHCH2COOMe | NCN | |
| Me | CN | NHCH2COOMe | NCOSMe | |
| Me | CN | NHCH2COOMe | NCOSEt | |
| Me | CN | NHCH2COOMe | NCSOMe | |
| Me | CN | NHCH2COOMe | NCSOEt | |
| Me | CN | NHCH2COOMe | NCSOPr | |
| Me | CN | NHCH2COOMe | NSO2NH2 | |
| Me | CN | NHCH2COOMe | NSO2NHMe | |
| Me | CN | NHCH2COOMe | NSO2NMe2 | |
| Me | CN | NHCH2COOMe | NP(O)(OMe)2 | |
| Me | CN | NHCH2COOMe | NP(O)(OEt)2 | |
| Me | CN | NHCH2COOMe | NP(O)Me2 | |
| Me | CN | NHCH2COOMe | NP(O)Et2 | |
| Me | CN | NHCH2COOMe | NP(O)Me(OMe) | |
| Me | CN | NHCH2COOMe | NP(O)(OPt)2 | |
| Me | CN | NHCH2COOMe | NC(O)C(O)H | |
| Me | CN | NHCH2COOMe | NC(O)C(O)Me | |
| Me | CN | NHCH2COOMe | NC(O)C(O)OMe | |
| Me | CN | NHCH2COOMe | NC(O)C(O)OEt | |
| Me | CN | NHCH2COOMe | NC(O)C(O)NH2 | |
| Me | CN | NHCH2COOMe | NC(O)C(O)OH | |
| Me | CN | NHCH2COOMe | NC(NH)NH2 | |
| Me | CN | NHCH2COOMe | NC(NOH)NH2 | |
| Me | CN | NHCH2COOMe | NC(NH)NHMe | |
| Me | CN | NHCH2COOMe | NC(NH)NMe2 | |
| Me | CN | NHCH2COOMe | NC(NH)OMe | |
| Me | CN | NHCH2COOMe | NC(NH)OEt | |
| Et | CN | NHCH2COOMe | NCOMe | |
| Et | CN | NHCH2COOMe | NCOEt | |
| Et | CN | NHCH2COOMe | NCOPr | |
| Et | CN | NHCH2COOMe | NCHO | |
| Et | CN | NHCH2COOMe | NCOiPr | |
| Et | CN | NHCH2COOMe | NCOtBu | |
| Et | CN | NHCH2COOMe | NCOPh |
HU 222 278 BI
2. táblázat (folytatás)
| Rí | R7 | R* | NR2 | X |
| Et | CN | NHCHjCOOMe | NSOjMe | |
| Et | CN | NHCHjCOOMe | NSOjEt | |
| Et | CN | NHCHjCOOMe | NSOjPr | |
| Et | CN | NHCHjCOOMe | NSOjPh | |
| Et | CN | NHCH2COOMe | NSOjiPr | |
| Et | CN | NHCH2COOMe | NNOj | |
| Et | CN | NHCHjCOOMe | NCOOMe | |
| Et | CN | NHCHjCOOMe | NCOOEt | |
| Et | CN | NHCHjCOOMe | NCOOPr | |
| Et | CN | NHCHjCOOMe | NCOOiPr | |
| Et | CN | NHCHjCOOMe | NCONHEt | |
| Et | CN | NHCHjCOOMe | NCONHPr | |
| Et | CN | NHCHjCOOMe | NCONHj | |
| Et | CN | NHCHjCOOMe | NCONHMe | |
| Et | CN | NHCHjCOOMe | NCN | |
| Et | CN | NHCHjCOOMe | NCOSMe | |
| I Et | CN | NHCHjCOOMe | NCOSEt | |
| Et | CN | NHCHjCOOMe | NCSOMe | |
| Et | CN | NHCHjCOOMe | NCSOEt | |
| Et | CN | NHCHjCOOMe | NCSOPr | |
| Et | CN | NHCHjCOOMe | NSOjNHj | |
| Et | CN | NHCHjCOOMe | NSOjNHMe | |
| Et | CN | NHCHjCOOMe | NSOjNMej | |
| Et | CN | NHCHjCOOMe | NP(O)(OMe)j | |
| Et | CN | NHCHjCOOMe | NP(O)(OEt)j | |
| Et | CN | NHCHjCOOMe | NP(O)Me2 | |
| Et | CN | NHCHjCOOMe | NP(O)Etj | |
| Et | CN | NHCHjCOOMe | NP(O)Me(OMe) | |
| Et | CN | NHCHjCOOMe | NP(O)(OPt)2 | |
| 1 Et | CN | NHCHjCOOMe | NC(O)C(O)H | |
| 1 Et | CN | NHCHjCOOMe | NC(O)C(O)Me | |
| I Et | CN | NHCHjCOOMe | NC(O)C(O)OMe | |
| Et | CN | NHCHjCOOMe | NC(O)C(O)OEt | |
| Et | CN | NHCHjCOOMe | NC(O)C(O)NHj | |
| Et | CN | NHCHjCOOMe | NC(O)C(O)OH | |
| Et | CN | NHCHjCOOMe | NC(NH)NHj | |
| Et | CN | NHCHjCOOMe | NC(NOH)NHj | |
| Et | CN | NHCHjCOOMe | NC(NH)NHMe | |
| Et | CN | NHCHjCOOMe | NC(NH)NMe2 | |
| 1 Et | CN | NHCHjCOOMe | NC(NH)OMe | |
| 1 Et | CN | NHCHjCOOMe | NC(NH)OEt | |
| Me | CN | NHCHjCN | NCOMe | |
| Me | CN | NHCHjCN | NCOEt | |
| | Me | CN | NHCHjCN | NCOPr |
HU 222 278 Β1
2. táblázat (folytatás)
| R> | R7 | R8 | NR2 | X |
| Me | CN | NHCH2CN | NCHO | |
| Me | CN | NHCH2CN | NCOiPr | |
| Me | CN | NHCH2CN | NCOtBu | |
| Me | CN | NHCH2CN | NCOPh | |
| Me | CN | NHCH2CN | NSO2Me | |
| Me | CN | NHCH2CN | NSO2Et | |
| Me | CN | NHCH2CN | NSO2Pr | |
| Me | CN | NHCH2CN | NSO2Ph | |
| Me | CN | NHCH2CN | NSO2iPr | |
| Me | CN | NHCH2CN | NNO2 | |
| Me | CN | NHCH2CN | NCOOMe | |
| Me | CN | NHCH2CN | NCOOEt | |
| Me | CN | NHCH2CN | NCOOPr | |
| Me | CN | NHCH2CN | NCOOiPr | |
| Me | CN | NHCH2CN | NCONHEt | |
| Me | CN | NHCH2CN | NCONHPr | |
| Me | CN | NHCH2CN | nconh2 | |
| Me | CN | NHCH2CN | NCONHMe | |
| Me | CN | NHCH2CN | NCN | |
| Me | CN | NHCH2CN | NCOSMe | |
| Me | CN | NHCH2CN | NCOSEt | |
| Me | CN | NHCH2CN | NCSOMe | |
| Me | CN | NHCH2CN | NCSOEt | |
| Me | CN | NHCH2CN | NCSOPr | |
| Me | CN | NHCH2CN | NSO2NH2 | |
| Me | CN | NHCH2CN | NSO2NHMe | |
| Me | CN | nhch2cn | NSO2NMe2 | |
| Me | CN | NHCH2CN | NP(O)(OMe)2 | |
| Me | CN | NHCH2CN | NP(O)(OEt)2 | |
| Me | CN | nhch2cn | NP(O)Me2 | |
| Me | CN | nhch2cn | NP(O)Et2 | |
| Me | CN | nhch2cn | NP(O)Me(OMe) | |
| Me | CN | NHCH2CN | NP(O)(OPr)2 | |
| Me | CN | NHCH2CN | NC(O)C(O)H | |
| Me | CN | NHCH2CN | NC(O)C(O)Me | |
| Me | CN | NHCH2CN | NC(O)C(O)OMe | |
| Me | CN | NHCH2CN | NC(O)C(O)OEt | |
| Me | CN | NHCH2CN | NC(O)C(O)NH2 | |
| Me | CN | NHCH2CN | NC(O)C(O)OH | |
| Me | CN | NHCHjCN | NC(NH)NH2 | |
| Me | CN | NHCH2CN | NC(NOH)NH2 | |
| Me | CN | nhch2cn | NC(NH)NHMe | |
| I Me | CN | nhch2cn | NC(NH)NMe2 | |
| | Me | CN | nhch2cn | NC(NH)OMe |
HU 222 278 Bl
2. táblázat (folytatás)
| R1 | R7 | R8 | NR2 | X |
| Me | CN | NHCH2CN | NC(NH)OEt | |
| Et | CN | nhch2cn | NCOMe | |
| Et | CN | NHCH2CN | NCOEt | |
| Et | CN | NHCH2CN | NCOPr | |
| Et | CN | NHCH2CN | NCHO | |
| Et | CN | NHCH2CN | NCOiPr | |
| 1 Et | CN | NHCH2CN | NCOBu | |
| Et | CN | nhch2cn | NCOPh | |
| Et | CN | NHCH2CN | NSO2Me | |
| Et | CN | NHCH2CN | NSO2Et | |
| Et | CN | NHCHjCN | NSO2Pr | |
| Et | CN | nhch2cn | NSO2Ph | |
| Et | CN | nhch2cn | NSO2iPr | |
| Et | CN | NHCHjCN | NNO2 | |
| Et | CN | nhch2cn | NCOOMe | |
| Et | CN | NHCH2CN | NCOOEt | |
| Et | CN | nhch2cn | NCOOPr | |
| Et | CN | nhch2cn | NCOOiPr | |
| Et | CN | nhch2cn | NCONHEt | |
| Et | CN | nhch2cn | NCONHPr | |
| Et | CN | nhch2cn | nconh2 | |
| Et | CN | nhch2cn | NCONHMe | |
| Et | CN | NHCHjCN | NCN | |
| Et | CN | nhch2cn | NCOSMe | |
| 1 Et | CN | nhch2cn | NCOSEt | |
| Et | CN | nhch2cn | NCSOMe | |
| Et | CN | NHCHjCN | NCSOEt | |
| Et | CN | NHCHjCN | NCSOPr | |
| Et | CN | nhch2cn | NSO2NH2 | |
| Et | CN | nhch2cn | NSO2NHMe | |
| 1 Et | CN | nhch2cn | NSO2NMe2 | |
| Et | CN | NHCHjCN | NP(O)(OMe)2 | |
| Et | CN | NHCH2CN | NP(O)(OEt)2 | |
| Et | CN | NHCH2CN | NP(O)Me2 | |
| Et | CN | NHCH2CN | NP(O)Et2 | |
| Et | CN | NHCH2CN | NP(O)Me(OMe) | |
| Et | CN | NHCH2CN | NP(O)(OPr)2 | |
| Et | CN | NHCH2CN | NC(O)C(O)H | |
| Et | CN | NHCH2CN | NC(O)C(0)Me | |
| Et | CN | NHCH2CN | NC(O)C(O)OMe | |
| Et | CN | NHCH2CN | NC(O)C(O)OEt | |
| Et | CN | NHCH2CN | NC(O)C(O)NH2 | |
| Et | CN | NHCH2CN | NC(O)C(O)OH | |
| Et | CN | NHCH2CN | NC(NH)NH2 |
HU 222 278 Β1
2. táblázat (folytatás)
| R1 | R7 | R8 | NR2 | X |
| Et | CN | NHCHjCN | NC(NOH)NH2 | |
| Et | CN | NHCH2CN | NC(NH)NHMe | |
| Et | CN | NHCHjCN | NC(NH)NMe2 | |
| Et | CN | NHCHjCN | NC(NH)OMe | |
| Et | CN | NHCHjCN | NC(NH)OEt | |
| Me | CN | NHCH2CONH2 | NCOMe | |
| Me | CN | NHCH2CONH2 | NCOEt | |
| Me | CN | NHCH2CONH2 | NCOPr | |
| Me | CN | NHCH2CONH2 | NCHO | |
| Me | CN | NHCHjCONH2 | NCOiPr | |
| Me | CN | NHCH2CONH2 | NCOtBu | |
| Me | CN | NHCH2CONH2 | NCOPh | |
| Me | CN | NHCH2CONH2 | NSO2Me | |
| Me | CN | NHCH2CONH2 | NSO2Et | |
| Me | CN | NHCH2CONH2 | NSO2Pr | |
| Me | CN | NHCH2CONH2 | NSO2Ph | |
| Me | CN | NHCH2CONH2 | NSOjiPr | |
| Me | CN | NHCH2CONH2 | nno2 | |
| Me | CN | NHCH2CONH2 | NCOOMe | |
| Me | CN | NHCH2CONH2 | NCOOEt | |
| Me | CN | NHCH2CONH2 | NCOOPr | |
| Me | CN | NHCH2CONH2 | NCOOiPr | |
| Me | CN | NHCH2CONH2 | NCONHEt | |
| Me | CN | NHCH2CONH2 | NCONHPr | |
| Me | CN | NHCH2CONH2 | nconh2 | |
| Me | CN | NHCH2CONH2 | NCONHMe | |
| Me | CN | NHCH2CONH2 | NCN | |
| Me | CN | NHCH2CONH2 | NCOSMe | |
| Me | CN | NHCH2CONH2 | NCOSEt | |
| Me | CN | NHCH2CONH2 | NCSOMe | |
| Me | CN | NHCH2CONH2 | NCSOEt | |
| Me | CN | NHCH2CONH2 | NCSOPr | |
| Me | CN | NHCH2CONH2 | NSO2NH2 | |
| Me | CN | NHCH2CONH2 | NSO2NHMe | |
| Me | CN | NHCH2CONH2 | NSO2NMe2 | |
| Me | CN | NHCH2CONH2 | NP(O)(OMe)2 | |
| Me | CN | NHCH2CONHj | NP(O)(OEt)2 | |
| Me | CN | NHCH2CONH2 | NP(O)Me2 | |
| Me | CN | NHCH2CONH2 | NP(O)Et2 | |
| Me | CN | NHCH2CONH2 | NP(O)Me(OMe) | |
| Me | CN | NHCH2CONH2 | NP(O)(OPr)2 | |
| Me | CN | NHCHjCONHj | NC(O)C(O)H | |
| Me | CN | NHCH2CONHj | NC(O)C(0)Me | |
| Me | CN | NHCHjCONHj | NC(O)C(O)OMe |
HU 222 278 Β1
2. táblázat (folytatás)
| R1 | R7 | R8 | NR2 | X |
| Me | CN | NHCH2CONH2 | NC(0)C(0)OEt | |
| Me | CN | nhch2conh2 | NC(O)C(O)NH2 | |
| Me | CN | nhch2conh2 | NC(O)C(O)OH | |
| Me | CN | NHCH2CONH2 | NC(NH)NH2 | |
| Me | CN | NHCH2CONH2 | NC(NOH)NH2 | |
| Me | CN | nhch2conh2 | NC(NH)NHMe | |
| Me | CN | nhch2conh2 | NC(NH)NMe2 | |
| Me | CN | nhch2conh2 | NC(NH)OMe | |
| Me | CN | nhch2conh2 | NC(NH)OEt | |
| Et | CN | nhch2conh2 | NCOMe | |
| Et | CN | nhch2conh2 | NCOEt | |
| Et | CN | nhch2conh2 | NCOPr | |
| Et | CN | NHCH2CONH2 | NCHO | |
| Et | CN | NHCH2CONH2 | NCOiPr | |
| Et | CN | nhch2conh2 | NCOtBu | |
| Et | CN | nhch2conh2 | NCOPh | |
| Et | CN | nhch2conh2 | NSO2Me | |
| Et | CN | nhch2conh2 | NSO2Et | |
| Et | CN | nhch2conh2 | NSO2Pr | |
| Et | CN | nhch2conh2 | NSO2Ph | |
| Et | CN | nhch2conh2 | NSO2iPr | |
| Et | CN | nhch2conh2 | nno2 | |
| I Et | CN | nhch2conh2 | NCOOMe | |
| Et | CN | NHCHjCONHj | NCOOEt | |
| 1 Et | CN | NHCH2CONH2 | NCOOPr | |
| Et | CN | nhch2conh2 | NCOOiPr | |
| Et | CN | nhch2conh2 | NCONHEt | |
| Et | CN | nhch2conh2 | NCONHPr | |
| Et | CN | nhch2conh2 | NCONH2 | |
| Et | CN | nhch2conh2 | NCONHMe | |
| Et | CN | nhch2conh2 | NCN | |
| Et | CN | nhch2conh2 | NCOSMe | |
| Et | CN | nhch2conh2 | NCOSEt | |
| Et | CN | nhch2conh2 | NCSOMe | |
| Et | CN | nhch2conh2 | NCSOEt | |
| Et | CN | nhch2conh2 | NCSOPr | |
| Et | CN | nhch2conh2 | NSO2NH2 | |
| Et | CN | nhch2conh2 | NSO2NHMe | |
| Et | CN | nhch2conh2 | NSO2NMe2 | |
| Et | CN | nhch2conh2 | NP(O)(OMe)2 | |
| Et | CN | nhch2conh2 | NP(O)(OEt)2 | |
| Et | CN | nhch2conh2 | NP(O)Me2 | |
| Et | CN | nhch2conh2 | NP(O)Et2 | |
| 1 * | CN | nhch2conh2 | NP(O)Me(OMe) |
HU 222 278 Bl
2. táblázat (folytatás)
| R1 | R7 | R8 | NR2 | X |
| Et | CN | NHCH2CONH2 | NP(O)(OPr)2 | |
| Et | CN | nhch2conh2 | NC(O)C(O)H | |
| Et | CN | nhch2conh2 | NC(O)C(O)Me | |
| Et | CN | nhch2conh2 | NC(O)C(O)OMe | |
| Et | CN | nhch2conh2 | NC(O)C(O)OEt | |
| Et | CN | nhch2conh2 | NC(O)C(O)NH2 | |
| Et | CN | nhch2conh2 | NC(O)C(O)OH | |
| Et | CN | nhch2conh2 | NC(NH)NH2 | |
| Et | CN | nhch2conh2 | NC(NOH)NH2 | |
| Et | CN | nhch2conh2 | NC(NH)NHMe | |
| Et | CN | nhch2conh2 | NC(NH)NMe2 | |
| Et | CN | nhch2conh2 | NC(NH)OMe | |
| Et | CN | nhch2conh2 | NC(NH)OEt | |
| Me | CN | NHCH2CH2SMe | NCOMe | |
| Me | CN | NHCH2CH2SMe | NCOEt | |
| Me | CN | NHCH2CH2SMe | NCOPr | |
| Me | CN | NHCH2CH2SMe | NCHO | |
| Me | CN | NHCH2CH2SMe | NCOiPr | |
| Me | CN | NHCH2CH2SMe | NCOtBu | |
| Me | CN | NHCH2CH2SMe | NCOPh | |
| Me | CN | NHCH2CH2SMe | NSO2Me | |
| Me | CN | NHCH2CH2SMe | NSO2Et | |
| Me | CN | NHCH2CH2SMe | NSO2Pr | |
| Me | CN | NHCH2CH2SMe | NSO2Ph | |
| Me | CN | NHCH2CH2SMe | NSO2iPr | |
| Me | CN | NHCH2CH2SMe | nno2 | |
| Me | CN | NHCH2CH2SMe | NCOOMe | |
| Me | CN | NHCH2CH2SMe | NCOOEt | |
| Me | CN | NHCH2CH2SMe | NCOOPr | |
| Me | CN | NHCH2CH2SMe | NCOOiPr | |
| Me | CN | NHCH2CH2SMe | NCONHEt | |
| Me | CN | NHCH2CH2SMe | NCONHPr | |
| Me | CN | NHCH2CH2SMe | NCONH2 | |
| Me | CN | NHCH2CH2SMe | NCONHMe | |
| Me | CN | NHCH2CH2SMe | NCN | |
| Me | CN | NHCH2CH2SMe | NCOSMe | |
| Me | CN | NHCH2CH2SMe | NCOSEt | |
| Me | CN | NHCH2CH2SMe | NCSOMe | |
| Me | CN | NHCH2CH2SMe | NCSOEt | |
| Me | CN | NHCH2CH2SMe | NCSOPr | |
| 1 Me | CN | NHCH2CH2SMe | NSO2NH2 | |
| Me | CN | NHCH2CH2SMe | NSO2NHMe | |
| Me | CN | NHCH2CH2SMe | NSO2NMe2 | |
| | Me | CN | NHCH2CH2SMe | NP(O)(OMe)2 |
HU 222 278 Bl
2. táblázat (folytatás)
| R> | R7 | R* | NR2 | X |
| Me | CN | NHCH2CH2SMe | NP(O)(OEt)2 | |
| Me | CN | NHCH2CH2SMe | NP(O)Me2 | |
| Me | CN | NHCH2CH2SMe | NP(O)Et2 | |
| Me | CN | NHCH2CH2SMe | NP(O)Me(OMe) | |
| Me | CN | NHCH2CH2SMe | NP(O)(OPr)2 | |
| Me | CN | NHCH2CH2SMe | NC(O)C(O)H | |
| Me | CN | NHCH2CH2SMe | NC(O)C(O)Me | |
| Me | CN | NHCH2CH2SMe | NC(O)C(0)0Me | |
| 1 Me | CN | NHCH2CH2SMe | NC(O)C(O)OEt | |
| Me | CN | NHCH2CH2SMe | NC(O)C(O)NH2 | |
| Me | CN | NHCH2CH2SMe | NC(O)C(O)OH | |
| Me | CN | NHCH2CH2SMe | NC(NH)NH2 | |
| Me | CN | NHCH2CH2SMe | NC(NOH)NH2 | |
| Me | CN | NHCH2CH2SMe | NC(NH)NHMe | |
| Me | CN | NHCH2CH2SMe | NC(NH)NMe2 | |
| Me | CN | NHCH2CH2SMe | NC(NH)OMe | |
| Me | CN | NHCH2CH2SMe | NC(NH)OEt | |
| Me | CN | NHCH2CH2SMe | NCOMe | |
| Me | CN | NHCH2CH2SOMe | NCOEt | |
| Me | CN | NHCH2CH2SOMe | NCOPr | |
| | Me | CN | NHCH2CH2SOMe | NCHO | |
| Me | CN | NHCH2CH2SOMe | NCOiPr | |
| Me | CN | NHCH2CH2SOMe | NCOtBu | |
| Me | CN | NHCH2CH2SOMe | NCOPh | |
| Me | CN | NHCH2CH2SOMe | NSO2Me | |
| Me | CN | NHCH2CH2SOMe | NSO2Et | |
| Me | CN | NHCH2CH2SOMe | NSO2Pr | |
| Me | CN | NHCH2CH2SOMe | NSO2Ph | |
| Me | CN | NHCH2CH2SOMe | NSO2iPr | |
| Me | CN | NHCH2CH2SOMe | nno2 | |
| Me | CN | NHCH2CH2SOMe | NCOOMe | |
| Me | CN | NHCH2CH2SOMe | NCOOEt | |
| Me | CN | NHCH2CH2SOMe | NCOOPr | |
| Me | CN | NHCH2CH2SOMe | NCOOiPr | |
| Me | CN | NHCH2CH2SOMe | NCONHEt | |
| Me | CN | NHCH2CH2SOMe | NCONHPr | |
| Me | CN | NHCH2CH2SOMe | NCONH2 | |
| Me | CN | NHCH2CH2SOMe | NCONHMe | |
| 1 Me | CN | NHCH2CH2SOMe | NCN | |
| Me | CN | NHCH2CH2SOMe | NCOSMe | |
| Me | CN | NHCH2CH2SOMe | NCOSEt | |
| Me | CN | NHCH2CH2SOMe | NCSOMe | |
| Me | CN | NHCH2CH2SOMe | NCSOEt | |
| | Me | CN | NHCH2CH2SOMe | NCSOPr |
HU 222 278 BI
2. táblázat (folytatás)
| R1 | R7 | R8 | NR2 | X |
| Me | CN | NHCH2CH2SOMe | NSO2NH2 | |
| Me | CN | NHCH2CH2SOMe | NSO2NHMe | |
| Me | CN | NHCH2CH2SOMe | NSO2NMe2 | |
| Me | CN | NHCH2CH2SOMe | NP(O)(OMe)2 | |
| Me | CN | NHCH2CH2SOMe | NP(O)(OEt)2 | |
| Me | CN | NHCH2CH2SOMe | ΝΡ(Ο)Μβ2 | |
| Me | CN | NHCH2CH2SOMe | NP(O)Et2 | |
| Me | CN | NHCH2CH2SOMe | NP(O)Me(OMe) | |
| Me | CN | NHCH2CH2SOMe | NP(OXOPr)2 | |
| Me | CN | NHCH2CH2SOMe | NC(O)C(O)H | |
| Me | CN | NHCH2CH2SOMe | NC(O)C(O)Me | |
| Me | CN | NHCH2CH2SOMe | NC(O)C(O)OMe | |
| Me | CN | NHCH2CH2SOMe | NC(O)C(O)OEt | |
| Me | CN | NHCH2CH2SOMe | NC(O)C(O)NH2 | |
| Me | CN | NHCH2CH2SOMe | NC(O)C(O)OH | |
| Me | CN | NHCH2CH2SOMe | NC(NH)NH2 | |
| Me | CN | NHCH2CH2SOMe | NC(NOH)NH2 | |
| Me | CN | NHCH2CH2SOMe | NC(NH)NHMe | |
| Me | CN | NHCH2CH2SOMe | NC(NH)NMe2 | |
| Me | CN | NHCH2CH2SOMe | NC(NH)OMe | |
| Me | CN | NHCH2CH2SOMe | NC(NH)OEt | |
| Et | CN | NHCH2CH2SMe | NCOMe | |
| Et | CN | NHCH2CH2SMe | NCOEt | |
| Et | CN | NHCH2CH2SMe | NCOPr | |
| Et | CN | NHCH2CH2SMe | NCHO | |
| Et | CN | NHCH2CH2SMe | NCOiPr | |
| Et | CN | NHCH2CH2SMe | NCOtBu | |
| Et | CN | NHCH2CH2SMe | NCOPh | |
| Et | CN | NHCH2CH2SMe | NSO2Me | |
| Et | CN | NHCH2CH2SMe | NSO2Et | |
| Et | CN | NHCH2CH2SMe | NSO2Pr | |
| Et | CN | NHCH2CH2SMe | NSO2Ph | |
| Et | CN | NHCH2CH2SMe | NSO2iPr | |
| Et | CN | NHCH2CH2SMe | nno2 | |
| Et | CN | NHCH2CH2SMe | NCOOMe | |
| Et | CN | NHCH2CH2SMe | NCOOEt | |
| Et | CN | NHCH2CH2SMe | NCOOPr | |
| Et | CN | NHCH2CH2SMe | NCOOiPr | |
| Et | CN | NHCH2CH2SMe | NCONHEt | |
| Et | CN | NHCH2CH2SMe | NCONHPr | |
| Et | CN | NHCH2CH2SMe | NCONH2 | |
| Et | CN | NHCH2CH2SMe | NCONHMe | |
| Et | CN | NHCH2CH2SMe | NCN | |
| Et | CN | NHCH2CH2SMe | NCOSMe |
HU 222 278 Bl
2. táblázat (folytatás)
| ,1 | R7 | R8 | NR2 | X |
| Et | CN | NHCH2CH2SMe | NCOSEt | |
| Et | CN | NHCH2CH2SMe | NCSOMe | |
| Et | CN | NHCH2CH2SMe | NCSOEt | |
| Et | CN | NHCH2CH2SMe | NCSOPr | |
| Et | CN | NHCH2CH2SMe | NSO2NH2 | |
| Et | CN | NHCH2CH2SMe | NSO2NHMe | |
| Et | CN | NHCHjCHjSMe | NSO2NMe2 | |
| Et | CN | NHCH2CH2SMe | NP(O)(OMe)2 | |
| Et | CN | NHCH2CH2SMe | NP(OXOEt)2 | |
| Et | CN | NHCH2CH2SMe | NP(O)Me2 | |
| Et | CN | NHCH2CH2SMe | NP(O)Et2 | |
| Et | CN | NHCH2CH2SMe | NP(O)Me(OMe) | |
| Et | CN | NHCH2CH2SMe | NP(O)(OPr)2 | |
| Et | CN | NHCH2CH2SMe | NC(O)C(O)H | |
| Et | CN | NHCH2CH2SMe | NC(O)C(O)Me | |
| Et | CN | NHCH2CH2SMe | NC(O)C(O)OMe | |
| Et | CN | NHCH2CH2SMe | NC(O)C(0)0Et | |
| Et | CN | NHCH2CH2SMe | NC(O)C(O)NH2 | |
| Et | CN | NHCH2CH2SMe | NC(O)C(O)OH | |
| Et | CN | NHCH2CH2SMe | NC(NH)NH2 | |
| Et | CN | NHCH2CH2SMe | NC(NOH)NH2 | |
| Et | CN | NHCH2CH2SMe | NC(NH)NHMe | |
| Et | CN | NHCH2CH2SMe | NC(NH)NMe2 | |
| Et | CN | NHCH2CH2SMe | NC(NH)OMe | |
| Et | CN | NHCH2CH2SMe | NC(NH)OEt | |
| I Et | CN | NHCH2CH2SOMe | NCOMe | |
| Et | CN | NHCH2CH2SOMe | NCOEt | |
| Et | CN | NHCH2CH2SOMe | NCOPr | |
| Et | CN | NHCH2CH2SOMe | NCHO | |
| Et | CN | NHCH2CH2SOMe | NCOiPr | |
| 1 Et | CN | NHCH2CH2SOMe | NCOtBu | |
| Et | CN | NHCH2CH2SOMe | NCOPh | |
| Et | CN | NHCH2CH2SOMe | NSO2Me | |
| Et | CN | NHCH2CH2SOMe | NSO2Et | |
| 1 Et | CN | NHCH2CH2SOMe | NSO2Pr | |
| Et | CN | NHCH2CH2SOMe | NSO2Ph | |
| Et | CN | NHCH2CH2SOMe | NSO2iPr | |
| Et | CN | NHCH2CH2SOMe | nno2 | |
| Et | CN | NHCH2CH2SOMe | NCOOMe | |
| Et | CN | NHCH2CH2SOMe | NCOOEt | |
| Et | CN | NHCH2CH2SOMe | NCOOPr | |
| Et | CN | NHCH2CH2SOMe | NCOOiPr | |
| Et | CN | NHCH2CH2SOMe | NCONHEt | |
| CN | NHCH2CH2SOMe | NCONHPr |
HU 222 278 Bl
2. táblázat (folytatás)
| R1 | R7 | R8 | NR2 | X |
| Et | CN | NHCH2CH2SOMe | NCONH2 | |
| Et | CN | NHCH2CH2SOMe | NCONHMe | |
| Et | CN | NHCH2CH2SOMe | NCN | |
| Et | CN | NHCH2CH2SOMe | NCOSMe | |
| Et | CN | NHCH2CH2SOMe | NCOSEt | |
| Et | CN | NHCH2CH2SOMe | NCSOMe | |
| Et | CN | NHCH2CH2SOMe | NCSOEt | |
| Et | CN | NHCH2CH2SOMe | NCSOPr | |
| | Et | CN | NHCH2CH2SOMe | NSO2NH2 | |
| Et | CN | NHCH2CH2SOMe | NSO2NHMe | |
| Et | CN | NHCH2CH2SOMe | NSO2NMe2 | |
| Et | CN | NHCH2CH2SOMe | NP(O)(OMe)2 | |
| Et | CN | NHCH2CH2SOMe | NP(O)(OEt)2 | |
| Et | CN | NHCH2CH2SOMe | NP(O)Me2 | |
| Et | CN | NHCH2CH2SOMe | NP(O)Et2 | |
| Et | CN | NHCH2CH2SOMe | NP(O)Me(OMe) | |
| Et | CN | NHCH2CH2SOMe | NP(O)(OPr)2 | |
| Et | CN | NHCH2CH2SOMe | NC(O)C(O)H | |
| Et | CN | NHCH2CH2SOMe | NC(O)C(O)Me | |
| Et | CN | NHCH2CH2SOMe | NC(O)C(0)0Me | |
| Et | CN | NHCH2CH2SOMe | NC(O)C(O)OEt | |
| Et | CN | NHCH2CH2SOMe | NC(O)C(O)NH2 | |
| Et | CN | NHCH2CH2SOMe | NC(O)C(O)OH | |
| Et | CN | NHCH2CH2SOMe | NC(NH)NH2 | |
| Et | CN | NHCH2CH2SOMe | NC(NOH)NH2 | |
| Et | CN | NHCH2CH2SOMe | NC(NH)NHMe | |
| Et | CN | NHCH2CH2SOMe | NC(NH)NMe2 | |
| Et | CN | NHCH2CH2SOMe | NC(NH)OMe | |
| Et | CN | NHCH2CH2SOMe | NC(NH)OEt | ·· |
| Me | CN | NHCOMe | NCOMe | o |
| Me | CN | NHCOMe | NCOEt | 0 |
| Me | CN | NHCOMe | NCOPr | 0 |
| Me | CN | NHCOMe | NCHO | 0 |
| Me | CN | NHCOMe | NCOiPr | o |
| Me | CN | NHCOMe | NCOtBu | 0 |
| Me | CN | NHCOMe | NCOPh | 0 |
| Me | CN | NHCOMe | NSO2Me | 0 |
| | Me | CN | NHCOMe | NSO2Et | 0 |
| Me | CN | NHCOMe | NSO2Pr | 0 |
| Me | CN | NHCOMe | NSO2Ph | 0 |
| Me | CN | NHCOMe | NSO2iPr | 0 |
| Me | CN | NHCOMe | nno2 | 0 |
| Me | CN | NHCOMe | NCOOMe | 0 |
| 1 Me | CN | NHCOMe | NCOOEt | o |
HU 222 278 Β1
2. táblázat folytatás)
| R1 | R7 | R« | NR2 | X |
| Me | CN | NHCOMe | NCOOPr | 0 |
| Me | CN | NHCOMe | NCOOiPr | O |
| Me | CN | NHCOMe | NCONHEt | 0 |
| Me | CN | NHCOMe | NCONHPr | 0 |
| Me | CN | NHCOMe | NCONH2 | 0 |
| Me | CN | NHCOMe | NCONHMe | 0 |
| Me | CN | NHCOMe | NCN | 0 |
| Me | CN | NHCOMe | NCOSMe | 0 |
| Me | CN | NHCOMe | NCOSEt | 0 |
| Me | CN | NHCOMe | NCSOMe | 0 |
| Me | CN | NHCOMe | NCSOEt | 0 |
| Me | CN | NHCOMe | NCSOPr | 0 |
| Me | CN | NHCOMe | NSO2NH2 | 0 |
| Me | CN | NHCOMe | NSO2NHMe | 0 |
| Me | CN | NHCOMe | NSO2NMe2 | 0 |
| Me | CN | NHCOMe | NP(O)(OMe) | 0 |
| Me | CN | NHCOMe | NP(O)(OEt)2 | 0 |
| Me | CN | NHCOMe | NP(O)Me2 | 0 |
| Me | CN | NHCOMe | NP(O)Et2 | 0 |
| Me | CN | NHCOMe | NP(O)Me(OMe) | 0 |
| Me | CN | NHCOMe | NP(O)(OPr)2 | 0 |
| Me | CN | NHCOMe | NC(O)C(O)H | o |
| Me | CN | NHCOMe | NC(O)C(O)Me | o |
| Me | CN | NHCOMe | NC(O)C(O)OMe | 0 |
| Me | CN | NHCOMe | NC(O)C(O)OEt | 0 |
| Me | CN | NHCOMe | NC(O)C(O)NH2 | 0 |
| Me | CN | NHCOMe | NC(O)C(O)OH | 0 |
| Me | CN | NHCOMe | NC(NH)NH2 | o |
| Me | CN | NHCOMe | NC(NOH)NH2 | 0 |
| Me | CN | NHCOMe | NC(NH)NHMe | 0 |
| Me | CN | NHCOMe | NC(NH)NMe2 | 0 |
| Me | CN | NHCOMe | NC(NH)OMe | 0 |
| Me | CN | NHCOMe | NC(NH)OEt | 0 |
| Et | CN | NHCOMe | NCOMe | 0 |
| Et | CN | NHCOMe | NCOEt | 0 |
| Et | CN | NHCOMe | NCOPr | 0 |
| Et | CN | NHCOMe | NCHO | 0 |
| Et | CN | NHCOMe | NCOiPr | o |
| Et | CN | NHCOMe | NCOtBu | 0 |
| Et | CN | NHCOMe | NCOPh | 0 |
| Et | CN | NHCOMe | NSO2Me | 0 |
| Et | CN | NHCOMe | NSO2Et | 0 |
| Et | CN | NHCOMe | NSO2Pr | 0 |
| Et | CN | NHCOMe | NSO2Ph | 0 |
HU 222 278 Bl
2. táblázat (folytatás)
| R< | R7 | R8 | NR2 | X |
| Et | CN | NHCOMe | NSO2iPr | O |
| Et | CN | NHCOMe | NNOj | 0 |
| Et | CN | NHCOMe | NCOOMe | O |
| Et | CN | NHCOMe | NCOOEt | 0 |
| Et | CN | NHCOMe | NCOOPr | O |
| Et | CN | NHCOMe | NCOOiPr | 0 |
| Et | CN | NHCOMe | NCONHEt | O |
| Et | CN | NHCOMe | NCONHPr | 0 |
| Et | CN | NHCOMe | NCONHj | 0 |
| Et | CN | NHCOMe | NCONHMe | 0 |
| Et | CN | NHCOMe | NCN | O |
| Et | CN | NHCOMe | NCOSMe | 0 |
| Et | CN | NHCOMe | NCOSEt | O |
| Et | CN | NHCOMe | NCSOMe | 0 |
| Et | CN | NHCOMe | NCSOEt | 0 |
| Et | CN | NHCOMe | NCSOPr | 0 |
| Et | CN | NHCOMe | NSO2NH2 | 0 |
| Et | CN | NHCOMe | NSO2NHMe | 0 |
| Et | CN | NHCOMe | NSO2NMe2 | 0 |
| Et | CN | NHCOMe | NP(O)(OMe)2 | 0 |
| Et | CN | NHCOMe | NP(OXOEt)2 | o |
| Et | CN | NHCOMe | NP(O)Me2 | 0 |
| Et | CN | NHCOMe | NP(O)Et2 | 0 |
| Et | CN | NHCOMe | NP(O)Me(OMe) | 0 |
| Et | CN | NHCOMe | NP(OXOPr)2 | 0 |
| Et | CN | NHCOMe | NC(O)C(O)H | o |
| Et | CN | NHCOMe | NC(O)C(O)Me | 0 |
| Et | CN | NHCOMe | NC(O)C(O)OMe | 0 |
| Et | CN | NHCOMe | NC(O)C(O)OEt | 0 |
| Et | CN | NHCOMe | NC(O)C(O)NH2 | 0 |
| Et | CN | NHCOMe | NC(O)C(O)OH | 0 |
| Et | CN | NHCOMe | NC(NH)NH2 | 0 |
| Et | CN | NHCOMe | NC(NOH)NH2 | 0 |
| Et | CN | NHCOMe | NC(NH)NHMe | 0 |
| Et | CN | NHCOMe | NC(NH)NMe2 | o |
| Et | CN | NHCOMe | NC(NH)OMe | 0 |
| Et | CN | NHCOMe | NC(NH)OEt | 0 |
| Me | CN | NHCOOMe | NCOMe | o |
| Me | CN | NHCOOMe | NCOEt | 0 |
| 1 Me | CN | NHCOOMe | NCOPr | 0 |
| | Me | CN | NHCOOMe | NCHO | 0 |
| I Me | CN | NHCOOMe | NCOiPr | 0 |
| | Me | CN | NHCOOMe | NCOtBu | o |
| | Me | CN | NHCOOMe | NCOPh | 0 |
HU 222 278 Β1
2. táblázat (folytatás)
| R1 | R7 | R8 | NR2 | X |
| Me | CN | NHCOOMe | NSO2Me | 0 |
| Me | CN | NHCOOMe | NSO2Et | 0 |
| Me | CN | NHCOOMe | NSO2Pr | 0 |
| Me | CN | NHCOOMe | NSO2Ph | 0 |
| Me | CN | NHCOOMe | NSO2iPr | 0 |
| Me | CN | NHCOOMe | nno2 | O |
| Me | CN | NHCOOMe | NCOOMe | 0 |
| Me | CN | NHCOOMe | NCOOEt | 0 |
| Me | CN | NHCOOMe | NCOOPr | 0 |
| Me | CN | NHCOOMe | NCOOiPr | O |
| Me | CN | NHCOOMe | NCONHEt | 0 |
| Me | CN | NHCOOMe | NCONHPr | 0 |
| Me | CN | NHCOOMe | nconh2 | O |
| Me | CN | NHCOOMe | NCONHMe | 0 |
| Me | CN | NHCOOMe | NCN | 0 |
| Me | CN | NHCOOMe | NCOSMe | 0 |
| Me | CN | NHCOOMe | NCOSEt | 0 |
| Me | CN | NHCOOMe | NCSOMe | 0 |
| Me | CN | NHCOOMe | NCSOEt | 0 |
| Me | CN | NHCOOMe | NCSOPr | O |
| Me | CN | NHCOOMe | NSO2NH2 | 0 |
| Me | CN | NHCOOMe | NSO2NHMe | 0 |
| Me | CN | NHCOOMe | NSO2NMe2 | 0 |
| Me | CN | NHCOOMe | NP(O)(OMe)2 | 0 |
| Me | CN | NHCOOMe | NP(O)(OEt)2 | 0 |
| Me | CN | NHCOOMe | NP(O)Me2 | 0 |
| Me | CN | NHCOOMe | NP(O)Etj | 0 |
| Me | CN | NHCOOMe | NP(O)Me(OMe) | 0 |
| Me | CN | NHCOOMe | NP(O)(OPr)2 | 0 |
| Me | CN | NHCOOMe | NC(O)C(O)H | o |
| Me | CN | NHCOOMe | NC(O)C(O)Me | 0 |
| Me | CN | NHCOOMe | NC(O)C(O)OMe | 0 |
| Me | CN | NHCOOMe | NC(O)C(O)OEt | o |
| Me | CN | NHCOOMe | NC(O)C(O)NH2 | o |
| Me | CN | NHCOOMe | NC(O)C(O)OH | 0 |
| Me | CN | NHCOOMe | NC(NH)NH2 | 0 |
| Me | CN | NHCOOMe | NC(NOH)NH2 | 0 |
| Me | CN | NHCOOMe | NC(NH)NHMe | 0 |
| Me | CN | NHCOOMe | NC(NH)NMe2 | 0 |
| Me | CN | NHCOOMe | NC(NH)OMe | 0 |
| Me | CN | NHCOOMe | NC(NH)OEt | 0 |
| Et | CN | NHCOOMe | NCOMe | 0 |
| 1 Et | CN | NHCOOMe | NCOEt | 0 |
| Eí | CN | NHCOOMe | NCOPr | 0 |
HU 222 278 Bl
2. táblázat (folytatás)
| R1 | R7 | R8 | NR2 | X |
| Et | CN | NHCOOMe | NCHO | 0 |
| Et | CN | NHCOOMe | NCOiPr | 0 |
| Et | CN | NHCOOMe | NCOtBu | 0 |
| Et | CN | NHCOOMe | NCOPh | 0 |
| Et | CN | NHCOOMe | NSOjMe | 0 |
| Et | CN | NHCOOMe | NSOjEt | 0 |
| Et | CN | NHCOOMe | NSO2Pr | 0 |
| Et | CN | NHCOOMe | NSO2Ph | 0 |
| Et | CN | NHCOOMe | NSO2iPr | 0 |
| Et | CN | NHCOOMe | nno2 | 0 |
| Et | CN | NHCOOMe | NCOOMe | 0 |
| Et | CN | NHCOOMe | NCOOEt | 0 |
| Et | CN | NHCOOMe | NCOOPr | 0 |
| 1 Et | CN | NHCOOMe | NCOOiPr | 0 |
| Et | CN | NHCOOMe | NCONHEt | 0 |
| Et | CN | NHCOOMe | NCONHPr | 0 |
| Et | CN | NHCOOMe | NCONH2 | 0 |
| Et | CN | NHCOOMe | NCONHMe | o |
| Et | CN | NHCOOMe | NCN | 0 |
| Et | CN | NHCOOMe | NCOSMe | 0 |
| Et | CN | NHCOOMe | NCOSEt | o |
| Et | CN | NHCOOMe | NCSOMe | 0 |
| Et | CN | NHCOOMe | NCSOEt | 0 |
| Et | CN | NHCOOMe | NCSOPr | 0 |
| Et | CN | NHCOOMe | NSO2NH2 | 0 |
| Et | CN | NHCOOMe | NSO2NHMe | 0 |
| Et | CN | NHCOOMe | NSO2NMe2 | 0 |
| Et | CN | NHCOOMe | NP(OXOMe)2 | 0 |
| Et | CN | NHCOOMe | NP(OXOEt)2 | 0 |
| Et | CN | NHCOOMe | NP(O)Me2 | 0 |
| Et | CN | NHCOOMe | NP(O)Et2 | 0 |
| Et | CN | NHCOOMe | NP(O)Me(OMe) | 0 |
| Et | CN | NHCOOMe | NP(OXOPr)2 | 0 |
| Et | CN | NHCOOMe | NC(O)C(O)H | 0 |
| Et | CN | NHCOOMe | NC(O)C(O)Me | 0 |
| Et | CN | NHCOOMe | NC(O)C(O)OMe | 0 |
| Et | CN | NHCOOMe | NC(O)C(O)OEt | 0 |
| Et | CN | NHCOOMe | NC(O)C(O)NH2 | 0 |
| Et | CN | NHCOOMe | NC(O)C(O)OH | 0 |
| Et | CN | NHCOOMe | NC(NH)NH2 | 0 |
| Et | CN | NHCOOMe | NC(NOH)NH2 | 0 |
| Et | CN | NHCOOMe | NC(NH)NHMe | 0 |
| Et | CN | NHCOOMe | NC(NH)NMe2 | 0 |
| Et | CN | NHCOOMe | NC(NH)OMe | 0 |
HU 222 278 Β1
2. táblázat (folytatás)
| R1 | R7 | R8 | NR2 | X |
| Et | CN | NHCOOMe | NC(NH)OEt | 0 |
| cf3 | CN | ΝΗ2 | NCOMe | |
| cf3 | CN | nh2 | NCOEt | |
| cf3 | CN | nh2 | NCOPr | |
| cf3 | CN | nh2 | NCHO | |
| cf3 | CN | nh2 | NCOiPr | |
| cf3 | CN | nh2 | NCOtBu | |
| cf3 | CN | nh2 | NCOPh | |
| cf3 | CN | nh2 | NSO2Me | |
| cf3 | CN | nh2 | NSO2Et | |
| cf3 | CN | nh2 | NSO2Pr | |
| cf3 | CN | nh2 | NSO2Ph | |
| cf3 | CN | nh2 | NSO2iPr | |
| cf3 | CN | nh2 | nno2 | |
| cf3 | CN | nh2 | NCOOMe | |
| cf3 | CN | nh2 | NCOOEt | |
| cf3 | CN | nh2 | NCOOPr | |
| cf3 | CN | nh2 | NCOOiPr | |
| cf3 | CN | nh2 | NCONHEt | |
| cf3 | CN | nh2 | NCONHPr | |
| cf3 | CN | nh2 | NCONH2 | |
| cf3 | CN | nh2 | NCONHMe | |
| cf3 | CN | nh2 | NCN | |
| cf3 | CN | nh2 | NCOSMe | |
| cf3 | CN | nh2 | NCOSEt | |
| cf3 | CN | nh2 | NCSOMe | |
| cf3 | CN | nh2 | NCSOEt | |
| cf3 | CN | nh2 | NCSOPr | |
| cf3 | CN | nh2 | NSO2NH2 | |
| cf3 | CN | nh2 | NSO2NHMe | |
| cf3 | CN | nh2 | NSO2NMe2 | |
| cf3 | CN | NHj | NP(O)(OMe)2 | |
| cf3 | CN | nh2 | NP(OXOEt)2 | |
| cf3 | CN | nh2 | NP(O)Me2 | |
| cf3 | CN | nh2 | ΝΡ(Ο)Ε0 | |
| cf3 | CN | nh2 | NP(O)Me(0Me) | |
| cf3 | CN | nh2 | NP(OXOPr)2 | |
| cf3 | CN | nh2 | NC(O)C(O)H | |
| cf3 | CN | nh2 | NC(O)C(0)Me | |
| cf3 | CN | nh2 | NC(O)C(O)OMe | |
| cf3 | CN | nh2 | NC(O)C(O)OEt | |
| cf3 | CN | nh2 | NC(O)C(O)NH2 | |
| cf3 | CN | nh2 | NC(O)C(O)OH | |
| cf3 | CN | nh2 | NC(NH)NH2 |
HU 222 278 Bl
2. táblázat (folytatás)
| R> | R7 | R8 | NR2 | X |
| CF3 | CN | NH2 | NC(NOH)NH2 | |
| CF3 | CN | ΝΗ2 | NC(NH)NHMe | |
| CF3 | CN | NH2 | NC(NH)NMe2 | |
| CFj | CN | nh2 | NC(NH)OMe | |
| CF3 | CN | nh2 | NC(NH)OEt | |
| CF3 | CN | NHMe | NCOMe | |
| CF3 | CN | NHMe | NCOEt | |
| CF3 | CN | NHMe | NCOPr | |
| CF3 | CN | NHMe | NCHO | |
| CF3 | CN | NHMe | NCOiPr | |
| CF3 | CN | NHMe | NCOtBu | |
| CF3 | CN | NHMe | NCOPh | |
| CF3 | CN | NHMe | NSO2Me | |
| CF3 | CN | NHMe | NSO2Et | |
| cf3 | CN | NHMe | NSO2Pr | |
| cf3 | CN | NHMe | NSO2Ph | |
| cf3 | CN | NHMe | NSO2iPr | |
| cf3 | CN | NHMe | nno2 | |
| cf3 | CN | NHMe | NCOOMe | |
| cf3 | CN | NHMe | NCOOEt | |
| cf3 | CN | NHMe | NCOOPr | |
| cf3 | CN | NHMe | NCOOiPr | |
| cf3 | CN | NHMe | NCONHEt | |
| cf3 | CN | NHMe | NCONHPr | |
| cf3 | CN | NHMe | nconh2 | |
| cf3 | CN | NHMe | NCONHMe | |
| cf3 | CN | NHMe | NCN | |
| cf3 | CN | NHMe | NCOSMe | |
| cf3 | CN | NHMe | NCOSEt | |
| cf3 | CN | NHMe | NCSOMe | |
| cf3 | CN | NHMe | NCSOEt | |
| cf3 | CN | NHMe | NCSOPr | |
| cf3 | CN | NHMe | NSO2NH2 | |
| cf3 | CN | NHMe | NSO2NHMe | |
| cf3 | CN | NHMe | NSO2NMe2 | |
| cf3 | CN | NHMe | NP(OXOMe)j | |
| cf3 | CN | NHMe | NP(OXOEt)2 | |
| cf3 | CN | NHMe | NP(O)Me2 | |
| cf3 | CN | NHMe | NP(O)Et2 | |
| cf3 | CN | NHMe | NP(O)Me(OMe) | |
| cf3 | CN | NHMe | NP(OXOPr)2 | |
| cf3 | CN | NHMe | NC(O)C(O)H | |
| cf3 | CN | NHMe | NC(O)C(O)Me | |
| 1 CF3 | CN | NHMe | NC(O)C(0)0Me |
HU 222 278 Bl
2. táblázat (folytatás)
| R1 | R7 | R8 | NR2 | X |
| cf3 | CN | NHMe | NC(O)C(O)OEt | |
| cf3 | CN | NHMe | NC(O)C(O)NH2 | |
| cf3 | CN | NHMe | NC(O)C(O)OH | |
| cf3 | CN | NHMe | NC(NH)NH2 | ·· |
| cf3 | CN | NHMe | NC(NOH)NH2 | |
| cf3 | CN | NHMe | NC(NH)NHMe | |
| cf3 | CN | NHMe | NC(NH)NMe2 | |
| cf3 | CN | NHMe | NC(NH)OMe | |
| CF3 | CN | NHMe | NC(NH)OEt | |
| cf3 | CN | NHEt | NCOMe | |
| cf3 | CN | NHEt | NCOEt | |
| cf3 | CN | NHEt | NCOPr | |
| cf3 | CN | NHEt | NCHO | |
| cf3 | CN | NHEt | NCOiPr | |
| cf3 | CN | NHEt | NCOtBu | |
| cf3 | CN | NHEt | NCOPh | |
| cf3 | CN | NHEt | NSO2Me | |
| cf3 | CN | NHEt | NSO2Et | |
| cf3 | CN | NHEt | NSO2Pt | |
| cf3 | CN | NHEt | NSO2Ph | |
| cf3 | CN | NHEt | NSO2iPr | |
| cf3 | CN | NHEt | nno2 | |
| cf3 | CN | NHEt | NCOOMe | |
| cf3 | CN | NHEt | NCOOEt | |
| cf3 | CN | NHEt | NCOOPr | |
| cf3 | CN | NHEt | NCOOiPr | |
| cf3 | CN | NHEt | NCONHEt | |
| cf3 | CN | NHEt | NCONHPr | |
| cf3 | CN | NHEt | nconh2 | |
| cf3 | CN | NHEt | NCONHMe | |
| cf3 | CN | NHEt | NCN | |
| cf3 | CN | NHEt | NCOSMe | |
| cf3 | CN | NHEt | NCOSEt | |
| cf3 | CN | NHEt | NCSOMe | |
| CF, | CN | NHEt | NCSOEt | |
| cf3 | CN | NHEt | NCSOPr | |
| cf3 | CN | NHEt | NSO2NH2 | |
| cf3 | CN | NHEt | NSO2NHMe | |
| cf3 | CN | NHEt | NSO2NMe2 | |
| cf3 | CN | NHEt | NP(OXOMe)2 | |
| cf3 | CN | NHEt | NP(O)(OEt)2 | |
| cf3 | CN | NHEt | NP(O)Me2 | |
| cf3 | CN | NHEt | NP(O)Et2 | |
| cf3 | CN | NHEt | NP(O)Me(OMe) |
HU 222 278 BI
2. táblázat (folytatás)
| R1 | R7 | R« | NR2 | X |
| CF3 | CN | NHEt | NP(O)(OPr)2 | |
| cf3 | CN | NHEt | NC(O)C(O)H | |
| cf3 | CN | NHEt | NC(O)C(O)Me | |
| cf3 | CN | NHEt | NC(O)C(O)OMe | |
| cf3 | CN | NHEt | NC(O)C(O)OEt | |
| cf3 | CN | NHEt | NC(O)C(O)NH2 | |
| cf3 | CN | NHEt | NC(O)C(0)OH | |
| cf3 | CN | NHEt | NC(NH)NH2 | |
| cf3 | CN | NHEt | NC(NOH)NH2 | |
| cf3 | CN | NHEt | NC(NH)NHMe | |
| cf3 | CN | NHEt | NC(NH)NMe2 | |
| cf3 | CN | NHEt | NC(NH)OMe | |
| cf3 | CN | NHEt | NC(NH)OEt | |
| cf3 | CN | NHCOMe | NCOMe | |
| cf3 | CN | NHCOMe | NCOEt | |
| cf3 | CN | NHCOMe | NCOPr | |
| cf3 | CN | NHCOMe | NCHO | |
| cf3 | CN | NHCOMe | NCOiPr | |
| cf3 | CN | NHCOMe | NCOtBu | |
| cf3 | CN | NHCOMe | NCOPh | |
| cf3 | CN | NHCOMe | NSO2Me | |
| cf3 | CN | NHCOMe | NSOjEt | |
| cf3 | CN | NHCOMe | NSO2Pr | |
| cf3 | CN | NHCOMe | NSOjPh | |
| cf3 | CN | NHCOMe | NSOjiPr | |
| cf3 | CN | NHCOMe | nno2 | |
| cf3 | CN | NHCOMe | NCOOMe | |
| cf3 | CN | NHCOMe | NCOOEt | |
| cf3 | CN | NHCOMe | NCOOPr | |
| cf3 | CN | NHCOMe | NCOOiPr | |
| cf3 | CN | NHCOMe | NCONHEt | |
| cf3 | CN | NHCOMe | NCONHPr | |
| cf3 | CN | NHCOMe | NCONH2 | |
| cf3 | CN | NHCOMe | NCONHMe | |
| cf3 | CN | NHCOMe | NCN | |
| cf3 | CN | NHCOMe | NCOSMe | |
| cf3 | CN | NHCOMe | NCOSEt | |
| cf3 | CN | NHCOMe | NCSOMe | |
| cf3 | CN | NHCOMe | NCSOEt | |
| cf3 | CN | NHCOMe | NCSOPr | |
| cf3 | CN | NHCOMe | NSOjNHj | |
| cf3 | CN | NHCOMe | NSOjNHMe | |
| cf3 | CN | NHCOMe | NSOjNMej | |
| cf3 | CN | NHCOMe | NP(O)(OMe)j |
HU 222 278 Β1
2. táblázat (folytatás)
| R1 | R7 | R8 | NR2 | X |
| cf3 | CN | NHCOMe | NP(OXOEt)2 | |
| cf3 | CN | NHCOMe | NP(O)Me2 | |
| cf3 | CN | NHCOMe | ΝΡ(Ο)Ε12 | |
| cf3 | CN | NHCOMe | NP(O)Me(OMe) | |
| cf3 | CN | NHCOMe | NP(O)(OPr)2 | |
| CFj | CN | NHCOMe | NC(O)C(O)H | |
| cf3 | CN | NHCOMe | NC(O)C(O)Me | |
| cf3 | CN | NHCOMe | NC(O)C(O)OMe | |
| cf3 | CN | NHCOMe | NC(O)C(O)OEt | |
| cf3 | CN | NHCOMe | NC(O)C(O)NH2 | |
| cf3 | CN | NHCOMe | NC(O)C(O)OH | |
| cf3 | CN | NHCOMe | NC(NH)NH2 | |
| cf3 | CN | NHCOMe | NC(NOH)NH2 | |
| cf3 | CN | NHCOMe | NC(NH)NHMe | |
| cf3 | CN | NHCOMe | NC(NH)NMe2 | |
| cf3 | CN | NHCOMe | NC(NH)OMe | |
| cf3 | CN | NHCOMe | NC(NH)OEt | |
| cf3 | CN | nh2 | NCOMe | 0 |
| cf3 | CN | nh2 | NH | 0 |
| cf3 | CN | nh2 | NCOEt | 0 |
| cf3 | CN | nh2 | NCOPr | 0 |
| cf3 | CN | nh2 | NCHO | 0 |
| cf3 | CN | nh2 | NCOiPr | 0 |
| cf3 | CN | nh2 | NCOtBu | 0 |
| cf3 | CN | nh2 | NCOPh | 0 |
| cf3 | CN | nh2 | NSO2Me | O |
| cf3 | CN | nh2 | NSO2Et | 0 |
| cf3 | CN | nh2 | NSO2Pr | O |
| CF3 | CN | nh2 | NSO2Ph | 0 |
| cf3 | CN | nh2 | NSO2iPr | 0 |
| cf3 | CN | nh2 | NSO2 | 0 |
| cf3 | CN | nh2 | NCOOMe | 0 |
| cf3 | CN | nh2 | NCOOEt | 0 |
| cf3 | CN | nh2 | NCOOPr | 0 |
| cf3 | CN | nh2 | NCOOiPr | 0 |
| cf3 | CN | nh2 | NCONHEt | 0 |
| cf3 | CN | NH, | NCONHPr | o |
| cf3 | CN | nh2 | nconh2 | 0 |
| cf3 | CN | nh2 | NCONHMe | o |
| cf3 | CN | nh2 | NCN | o |
| cf3 | CN | nh2 | NCOSMe | o |
| cf3 | CN | nh2 | NCOSEt | 0 |
| cf3 | CN | nh2 | NCSOMe | 0 |
| cf3 | CN | nh2 | NCSOEt | 0 |
HU 222 278 Bl
2. táblázat (folytatás)
| Ri | R7 | R8 | NR2 | X |
| CF3 | CN | nh2 | NCSOPr | 0 |
| cf3 | CN | nh2 | NSO2NH2 | 0 |
| CF3 | CN | nh2 | NSO2NHMe | 0 |
| cf3 | CN | nh2 | NSO2NMe2 | 0 |
| cf3 | CN | nh2 | NPÍOXOMeX | 0 |
| cf3 | CN | nh2 | NP(OXOEt)2 | 0 |
| cf3 | CN | nh2 | NP(O)Me2 | 0 |
| cf3 | CN | nh2 | NP(O)Etj | 0 |
| cf3 | CN | nh2 | NP(O)Me(OMe) | o |
| cf3 | CN | nh2 | NP(OXOPr)2 | 0 |
| CF, | CN | nh2 | NC(O)C(O)H | 0 |
| cf3 | CN | nh2 | NC(O)C(O)Me | 0 |
| cf3 | CN | nh2 | NC(O)C(O)OMe | 0 |
| cf3 | CN | nh2 | NC(O)C(O)OEt | 0 |
| cf3 | CN | nh2 | NC(O)C(O)NH2 | o |
| CF3 | CN | nh2 | NC(O)C(O)OH | o |
| cf3 | CN | nh2 | NC(NH)NH2 | 0 |
| cf3 | CN | nh2 | NC(NOH)NH2 | 0 |
| cf3 | CN | nh2 | NC(NH)NHMe | 0 |
| cf3 | CN | nh2 | NC(NH)NMe, | 0 |
| cf3 | CN | nh2 | NC(NH)OMe | o |
| cf3 | CN | nh2 | NC(NH)OEt | 0 |
| cf3 | CN | NHMe | NCOMe | 0 |
| cf3 | CN | NHMe | NCOEt | 0 |
| cf3 | CN | NHMe | NCOPr | 0 |
| cf3 | CN | NHMe | NCHO | o |
| cf3 | CN | NHMe | NCOiPr | 0 |
| cf3 | CN | NHMe | NCOtBu | 0 |
| cf3 | CN | NHMe | NCOPh | 0 |
| cf3 | CN | NHMe | NSO2Me | 0 |
| cf3 | CN | NHMe | NSO2Et | 0 |
| cf3 | CN | NHMe | NSO2Pr | 0 |
| cf3 | CN | NHMe | NSO2Ph | o |
| cf3 | CN | NHMe | NSO2iPr | 0 |
| cf3 | CN | NHMe | nso2 | o |
| cf3 | CN | NHMe | NCOOMe | o |
| cf3 | CN | NHMe | NCOOEt | 0 |
| cf3 | CN | NHMe | NCOOPr | 0 |
| cf3 | CN | NHMe | NCOOiPr | 0 |
| cf3 | CN | NHMe | NCONHEt | 0 |
| cf3 | CN | NHMe | NCONHPr | 0 |
| cf3 | CN | NHMe | NCONH2 | 0 |
| cf3 | CN | NHMe | NCONHMe | o |
| cf3 | CN | NHMe | NCN | 0 |
HU 222 278 Bl
2. táblázat (folytatás)
| R1 | R7 | R8 | NR2 | X |
| cf3 | CN | NHMe | NCOSMe | 0 |
| cf3 | CN | NHMe | NCOSEt | 0 |
| CF3 | CN | NHMe | NCSOMe | 0 |
| cf3 | CN | NHMe | NCSOEt | 0 |
| cf3 | CN | NHMe | NCSOPr | 0 |
| cf3 | CN | NHMe | NSOjNHj | 0 |
| cf3 | CN | NHMe | NSO2NHMe | 0 |
| cf3 | CN | NHMe | NSO2NMe2 | 0 |
| cf3 | CN | NHMe | NP(OXOMe)2 | O |
| cf3 | CN | NHMe | NP(OXOEt)2 | 0 |
| cf3 | CN | NHMe | NP(O)Me2 | 0 |
| cf3 | CN | NHMe | NP(O)Et2 | 0 |
| cf3 | CN | NHMe | NP(O)Me(OMe) | 0 |
| cf3 | CN | NHMe | NP(OXOPr)2 | 0 |
| cf3 | CN | NHMe | NC(O)C(O)H | o |
| cf3 | CN | NHMe | NC(O)C(O)Me | o |
| cf3 | CN | NHMe | NC(O)C(0)0Me | 0 |
| cf3 | CN | NHMe | NC(O)C(O)OEt | o |
| cf3 | CN | NHMe | NC(O)C(O)NH2 | 0 |
| cf3 | CN | NHMe | NC(O)C(O)OH | o |
| cf3 | CN | NHMe | NC(NH)NH2 | 0 |
| cf3 | CN | NHMe | NC(NOH)NH2 | 0 |
| cf3 | CN | NHMe | NC(NH)NHMe | 0 |
| cf3 | CN | NHMe | NC(NH)NMe2 | o |
| cf3 | CN | NHMe | NC(NH)OMe | 0 |
| cf3 | CN | NHMe | NC(NH)OEt | 0 |
| cf3 | CN | NHEt | NCOMe | 0 |
| cf3 | CN | NHEt | NCOEt | 0 |
| cf3 | CN | NHEt | NCOPr | 0 |
| cf3 | CN | NHEt | NCHO | 0 |
| cf3 | CN | NHEt | NCOiPr | 0 |
| cf3 | CN | NHEt | NCOtBu | 0 |
| cf3 | CN | NHEt | NCOPh | 0 |
| cf3 | CN | NHEt | NSO2Me | 0 |
| cf3 | CN | NHEt | NSO2Et | o |
| cf3 | CN | NHEt | NSO2Pr | 0 |
| cf3 | CN | NHEt | NSO,Ph | 0 |
| cf3 | CN | NHEt | NSO2iPr | 0 |
| cf3 | CN | NHEt | nso2 | 0 |
| cf3 | CN | NHEt | NCOOMe | 0 |
| cf3 | CN | NHEt | NCOOEt | 0 |
| cf3 | CN | NHEt | NCOOPr | 0 |
| cf3 | CN | NHEt | NCOOiPr | 0 |
| cf3 | CN | NHEt | NCONHEt | 0 |
HU 222 278 Β1
2. táblázat (folytatás)
| R7 | R8 | NR2 | X | |
| cf3 | CN | NHEt | NCONHPr | 0 |
| cf3 | CN | NHEt | nconh2 | 0 |
| cf3 | CN | NHEt | NCONHMe | 0 |
| cf3 | CN | NHEt | NCN | 0 |
| cf3 | CN | NHEt | NCOSMe | O |
| cf3 | CN | NHEt | NCOSEt | 0 |
| cf3 | CN | NHEt | NCSOMe | 0 |
| cf3 | CN | NHEt | NCSOEt | 0 |
| cf3 | CN | NHEt | NCSOPr | 0 |
| cf3 | CN | NHEt | NSO2NH2 | 0 |
| cf3 | CN | NHEt | NSO2NHMe | O |
| cf3 | CN | NHEt | NSO2NMe2 | 0 |
| cf3 | CN | NHEt | NP(O)(OMe)2 | O |
| cf3 | CN | NHEt | NP(O)(OEt)2 | 0 |
| cf3 | CN | NHEt | NP(O)Me2 | 0 |
| cf3 | CN | NHEt | NP(O)Etj | 0 |
| cf3 | CN | NHEt | NP(O)Me(OMe) | 0 |
| cf3 | CN | NHEt | NP(O)C(O)Pr | 0 |
| cf3 | CN | NHEt | NC(O)C(O)H | 0 |
| cf3 | CN | NHEt | NC(O)C(O)Me | 0 |
| cf3 | CN | NHEt | NC(O)C(O)OMe | 0 |
| cf3 | CN | NHEt | NC(O)C(O)OEt | 0 |
| cf3 | CN | NHEt | NC(O)C(O)NH2 | 0 |
| cf3 | CN | NHEt | NC(O)C(O)OH | 0 |
| cf3 | CN | NHEt | NC(NH)NH2 | 0 |
| cf3 | CN | NHEt | NC(NOH)NH2 | o |
| cf3 | CN | NHEt | NC(NH)NHMe | 0 |
| cf3 | CN | NHEt | NC(NH)NMe2 | 0 |
| cf3 | CN | NHEt | NC(NH)OMe | 0 |
| cf3 | CN | NHEt | NC(NH)OEt | 0 |
| cci2f | CN | nh2 | NCOMe | |
| cci2f | CN | nh2 | NCOEt | |
| cci2f | CN | nh2 | NCOPr | |
| cci2f | CN | nh2 | NCHO | |
| cci2f | CN | nh2 | NCOiPr | |
| cci2f | CN | nh2 | NCOtBu | |
| cci2f | CN | nh2 | NCOPh | |
| CCIjF | CN | nh2 | NSO2Me | |
| cci2f | CN | nh2 | NSO2Et | |
| cci2f | CN | nh2 | NSO2Pr | |
| cci2f | CN | nh2 | NSO2Ph | |
| cci2f | CN | nh2 | NSO2iPr | |
| cci2f | CN | nh2 | nno2 | |
| cci2f | CN | nh2 | NCOOMe |
HU 222 278 Β1
2. táblázat (folytatás)
| R< | R7 | R« | NR2 | X |
| CCljF | CN | nh2 | NCOOEt | |
| CC12F | CN | nh2 | NCOOPr | |
| cci2f | CN | nh2 | NCOOiPr | |
| cci2f | CN | nh2 | NCONHEt | |
| cci2f | CN | A nh2 | NCONHPr | |
| CCIjF | CN | nh2 | NCONH2 | |
| CCI2F | CN | nh2 | NCONHMe | |
| CC12F | CN | nh2 | NCN | |
| cci2f | CN | nh2 | NCOSMe | |
| CCIjF | CN | nh2 | NCOSEt | |
| CC12F | CN | nh2 | NCSOMe | |
| CCIjF | CN | nh2 | NCSOEt | |
| CC12F | CN | nh2 | NCSOPr | |
| cci2f | CN | nh2 | NSO2NH2 | |
| cci2f | CN | nh2 | NSO2NHMe | |
| cci2f | CN | nh2 | NSO2NMe2 | |
| CCIjF | CN | nh2 | NP(O)(OMe)2 | |
| CC12F | CN | NHj | NP(OXOEt)2 | |
| CCIjF | CN | nh2 | NP(O)Me2 | |
| CC12F | CN | nh2 | NP(O)Etj | |
| cci2f | CN | nh2 | NP(O)Me(OMe) | |
| cci2f | CN | nh2 | NP(O)(OPr)2 | |
| cci2f | CN | nh2 | NC{O)C(O)H | |
| cci2f | CN | nh2 | NC(O)C(O)Me | |
| cci2f | CN | nh2 | NC(O)C(O)OMe | |
| cci2f | CN | nh2 | NC(O)C(O)OEt | |
| CCIjF | CN | nh2 | NC(O)C(O)NH2 | |
| CC12F | CN | nh2 | NC(O)C(O)OH | |
| cci2f | CN | nh2 | NC(NH)NH2 | |
| cci2f | CN | nh2 | NC(NOH)NH2 | |
| cci2f | CN | nh2 | NC(NH)NHMe | |
| cci2f | CN | nh2 | NC(NH)NMe2 | |
| cci2f | CN | NHj | NC(NH)OMe | |
| cci2f | CN | nh2 | NC(NH)OEt | |
| cci2f | CN | NHMe | NCOMe | |
| cci2f | CN | NHMe | NCOEt | |
| cci2f | CN | NHMe | NCOPr | |
| CCIjF | CN | NHMe | NCHO | |
| CC12F | CN | NHMe | NCOiPr | |
| cci2f | CN | NHMe | NCOtBu | |
| cci2f | CN | NHMe | NCOPh | |
| cci2f | CN | NHMe | NSO2Me | |
| cci2f | CN | NHMe | NSO2Et | |
| 1 CC12F | CN | NHMe | NSO2Pr |
HU 222 278 Β1
2. táblázat (folytatás)
| 1 ri | R7 | R8 | NR2 | X |
| CC12F | CN | NHMe | NSO2Ph | |
| cci2f | CN | NHMe | NSO2iPr | |
| cci2f | CN | NHMe | nno2 | |
| cci2f | CN | NHMe | NCOOMe | |
| cci2f | CN | NHMe | NCOOEt | |
| CCIjF | CN | NHMe | NCOOPr | |
| CCljF | CN | NHMe | NCOOiPr | |
| I CC12F | CN | NHMe | NCONHEt | |
| cci2f | CN | NHMe | NCONHPr | |
| cci2f | CN | NHMe | nconh2 | |
| cci2f | CN | NHMe | NCONHMe | |
| cci2f | CN | NHMe | NCN | |
| cci2f | CN | NHMe | NCOSMe | |
| 1 CC12F | CN | NHMe | NCOSEt | |
| cci2f | CN | NHMe | NCSOMe | |
| cci2f | CN | NHMe | NCSOEt | |
| CCIjF | CN | NHMe | NCSOPr | |
| CC12F | CN | NHMe | NSO2NH2 | |
| 1 CC12F | CN | NHMe | NSO2NHMe | |
| cci2f | CN | NHMe | NSO2NMe2 | |
| cci2f | CN | NHMe | NP(O)(OMe)2 | |
| cci2f | CN | NHMe | NP(O)(OEt)2 | |
| CCIjF | CN | NHMe | NP(O)Me2 | |
| CC12F | CN | NHMe | NP(O)Et2 | |
| cci2f | CN | NHMe | NP(O)Me(OMe) | |
| cci2f | CN | NHMe | NP(OXOPr)2 | |
| cci2f | CN | NHMe | NC(O)C(O)H | |
| CCIjF | CN | NHMe | NC(O)C(0)Me | |
| CCljF | CN | NHMe | NC(O)C(O)OMe | |
| CC12F | CN | NHMe | NC(O)C(O)OEt | |
| cci2f | CN | NHMe | NC(O)C(O)NH2 | |
| cci2f | CN | NHMe | NC(O)C(O)OH | |
| cci2f | CN | NHMe | NC(NH)NH2 | |
| CCIjF | CN | NHMe | NC(NOH)NH2 | |
| CC12F | CN | NHMe | NC(NH)NHMe | |
| cci2f | CN | NHMe | NC(NH)NMe2 | |
| cci2f | CN | NHMe | NC(NH)OMe | |
| CCIjF | CN | NHMe | NC(NH)OEt | |
| 1 CC12F | CN | NHEt | NCOMe | |
| cci2f | CN | NHEt | NCOEt | |
| cci2f | CN | NHEt | NCOPr | |
| cci2f | CN | NHEt | NCHO | |
| cci2f | CN | NHEt | NCOiPr | |
| 1 CC12F | CN | NHEt | NCOtBu |
HU 222 278 Bl
2. táblázat (folytatás)
| R1 | R7 | R8 | NR2 | X |
| CCljF | CN | NHEt | NCOPh | |
| CCljF | CN | NHEt | NSO2Me | |
| CCIjF | CN | NHEt | NSO2Et | |
| CCljF | CN | NHEt | NSO2Pr | |
| CCljF | CN | NHEt | NSO2Ph | |
| CC12F | CN | NHEt | NSO2iPr | |
| CCIjF | CN | NHEt | nno2 | |
| CCljF | CN | NHEt | NCOOMe | |
| CC12F | CN | NHEt | NCOOEt | |
| CCIjF | CN | NHEt | NCOOPr | |
| CC12F | CN | NHEt | NCOOiPr | |
| cci2f | CN | NHEt | NCONHEt | |
| cci2f | CN | NHEt | NCONHPr | |
| cci2f | CN, | NHEt | NCONH2 | |
| cci2f | CN | NHEt | NCONHMe | |
| cci2f | CN | NHEt | NCN | |
| cci2f | CN | NHEt | NCOSMe | |
| cci2f | CN | NHEt | NCOSEt | |
| CCIjF | CN | NHEt | NCSOMe | |
| CC12F | CN | NHEt | NCSOEt | |
| cci2f | CN | NHEt | NCSOPr | |
| cci2f | CN | NHEt | NSO2NH2 | |
| cci2f | CN | NHEt | NSOjNHMe | |
| CCIjF | CN | NHEt | NSO2NMe2 | |
| CC12F | CN | NHEt | NP(OXOMe)2 | |
| cci2f | CN | NHEt | NP(OXOEt)2 | |
| cci2f | CN | NHEt | NP(O)Me2 | |
| cci2f | CN | NHEt | NP(O)Etj | |
| 1 CC12F | CN | NHEt | NP(O)Me(OMe) | |
| cci2f | CN | NHEt | NP(OXOPr)2 | |
| cci2f | CN | NHEt | NC(O)C(O)H | |
| cci2f | CN | NHEt | NC(O)C(O)Me | |
| cci2f | CN | NHEt | NC(O)C(O)OMe | |
| cci2f | CN | NHEt | NC(O)C(O)OEt | |
| cci2f | CN | NHEt | NC(O)C(O)NH2 | |
| cci2f | CN | NHEt | NC(O)C(OX)H | |
| cci2f | CN | NHEt | NC(NH)NH2 | |
| cci2f | CN | NHEt | NC(NOH)NH2 | |
| cci2f | CN | NHEt | NC(NH)NHMe | |
| cci2f | CN | NHEt | NC(NH)NMe2 | |
| CCIjF | CN | NHEt | NC(NH)OMe | |
| CC12F | CN | NHEt | NC(NH)OEt | |
| CCIjF | CN | nh2 | NH | O |
| CC12F | CN | nh2 | NCOMe | O |
HU 222 278 Β1
2. táblázat (folytatás)
| R1 | R7 | R8 | NR2 | X |
| CCljF | CN | NHj | NCOEt | 0 |
| CCljF | CN | NHj | NCOPr | 0 |
| CCljF | CN | NHj | NCHO | 0 |
| CC12F | CN | NHj | NCOiPr | 0 |
| CCljF | CN | NHj | NCOtBu | 0 |
| CCljF | CN | NHj | NCOPh | o |
| CCljF | CN | NHj | NSOjMe | 0 |
| CCljF | CN | NHj | NSOjEt | 0 |
| CCljF | CN | NHj | NSOjPr | 0 |
| CCljF | CN | NHj | NSOjPh | 0 |
| CCljF | CN | NHj | NSOjiPr | 0 |
| CCljF | CN | NHj | NNOj | 0 |
| CCljF | CN | NHj | NCOOMe | 0 |
| CCljF | CN | NHj | NCOOEt | 0 |
| CCljF | CN | NHj | NCOOPr | o |
| CCljF | CN | NHj | NCOOiPr | 0 |
| CCljF | CN | NHj | NCONHEt | 0 |
| CCljF | CN | NHj | NCONHPr | 0 |
| CCljF | CN | NHj | NCONHj | 0 |
| CCljF | CN | NHj | NCONHMe | 0 |
| CCljF | CN | NHj | NCN | 0 |
| CCljF | CN | NHj | NCOSMe | 0 |
| CCljF | CN | NHj | NCOSEt | 0 |
| CCljF | CN | NHj | NCSOMe | 0 |
| CCljF | CN | NHj | NCSOEt | o |
| CCljF | CN | NHj | NCSOPr | 0 |
| CCljF | CN | NHj | NSOjNHj | 0 |
| CCljF | CN | NHj | NSOjNHMe | 0 |
| CCljF | CN | NHj | NSOjNMej | 0 |
| CCljF | CN | NHj | NP(O)(OMe)j | 0 |
| CCljF | CN | NHj | NP(O)(OEt)j | 0 |
| CCljF | CN | NHj | NP(O)Me2 | 0 |
| CCljF | CN | NHj | NP(O)Etj | 0 |
| CCljF | CN | NHj | NP(O)Me(OMe) | 0 |
| CCljF | CN | NHj | NP(O)(OPr)j | 0 |
| CCljF | CN | NHj | NC(O)C(O)H | 0 |
| CCljF | CN | NHj | NC(O)C(O)Me | 0 |
| CCljF | CN | NHj | NC(O)C(O)OMe | 0 |
| CCljF | CN | NHj | NC(O)C(O)OEt | o |
| CCljF | CN | NHj | NC(O)C(O)NHj | 0 |
| CCljF | CN | NHj | NC(O)C(O)OH | o |
| CCljF | CN | NHj | NC(NH)NH2 | 0 |
| CCljF | CN | NHj | NC(NOH)NHj | o |
| CCljF | CN | NHj | NC(NH)NHMe | 0 |
HU 222 278 Bl
2. táblázat (folytatás)
| R1 | R7 | R8 | NR2 | X |
| CC12F | CN | nh2 | NC(NH)NMe2 | 0 |
| 1 CC12F | CN | nh2 | NC(NH)OMe | 0 |
| cci2f | CN | nh2 | NC(NH)OEt | O |
| CCIjF | CN | NHMe | NCOMe | 0 |
| CCl2F | CN | NHMe | NCOEt | 0 |
| CCIjF | CN | NHMe | NCOPr | 0 |
| CCljF | CN | NHMe | NCHO | 0 |
| CCljF | CN | NHMe | NCOiPr | 0 |
| CC12F | CN | NHMe | NCOtBu | 0 |
| CC12F | CN | NHMe | NCOPh | o |
| CC12F | CN | NHMe | NSO2Me | o |
| cci2f | CN | NHMe | NSO2Et | 0 |
| cci2f | CN | NHMe | NSO2Pr | 0 |
| cci2f | CN | NHMe | NSO2Ph | 0 |
| cci2f | CN | NHMe | NSO2iPr | 0 |
| cci2f | CN | NHMe | NNO2 | o |
| cci2f | CN | NHMe | NCOOMe | 0 |
| cci2f | CN | NHMe | NCOOEt | o |
| cci2f | CN | NHMe | NCOOPr | 0 |
| cci2f | CN | NHMe | NCOOiPr | 0 |
| cci2f | CN | NHMe | NCONHEt | 0 |
| cci2f | CN | NHMe | NCONHPr | 0 |
| cci2f | CN | NHMe | NCONH2 | o |
| cci2f | CN | NHMe | NCONHMe | 0 |
| cci2f | CN | NHMe | NCN | 0 |
| CCljF | CN | NHMe | NCOSMe | 0 |
| cci2f | CN | NHMe | NCOSEt | 0 |
| cci2f | CN | NHMe | NCSOMe | 0 |
| cci2f | CN | NHMe | NCSOEt | o |
| CCljF | CN | NHMe | NCSOPr | 0 |
| CC12F | CN | NHMe | NSO2NH2 | 0 |
| cci2f | CN | NHMe | NSO2NHMe | 0 |
| cci2f | CN | NHMe | NSO2NMe2 | 0 |
| cci2f | CN | NHMe | NP(OXOMe)2 | 0 |
| cci2f | CN | NHMe | NP(O)(OEt)2 | 0 |
| cci2f | CN | NHMe | NP(O)Me2 | o |
| cci2f | CN | NHMe | NP(O)Et2 | 0 |
| cci2f | CN | NHMe | NP(O)Me(OMe) | 0 |
| cci2f | CN | NHMe | NP(O)(OPr)2 | 0 |
| cci2f | CN | NHMe | NC(O)C(O)H | 0 |
| cci2f | CN | NHMe | NC(O)C(O)Me | 0 |
| CCljF | CN | NHMe | NC(O)C(O)OMe | 0 |
| CC12F | CN | NHMe | NC(O)C(O)OEt | o |
| cci2f | CN | NHMe | NC(O)C(O)NH2 | 0 |
HU 222 278 Β1
2. táblázat (folytatás)
| R1 | R7 | R« | NR2 | X |
| CC12F | CN | NHMe | NC(O)C(O)OH | O |
| cci2f | CN | NHMe | NC(NH)NH2 | O |
| cci2f | CN | NHMe | NC(NOH)NH2 | 0 |
| cci2f | CN | NHMe | NC(NH)NHMe | 0 |
| CCIjF | CN | NHMe | NC(NH)NMe2 | O |
| CCljF | CN | NHMe | NC(NH)OMe | O |
| CC12F | CN | NHMe | NC(NH)OEt | 0 |
| cci2f | CN | NHEt | NCOMe | 0 |
| cci2f | CN | NHEt | NCOEt | 0 |
| cci2f | CN | NHEt | NCOPr | O |
| cci2f | CN | NHEt | NCHO | 0 |
| cci2f | CN | NHEt | NCOiPr | 0 |
| cci2f | CN | NHEt | NCOtBu | 0 |
| cci2f | CN | NHEt | NCOPh | 0 |
| CCIjF | CN | NHEt | NSO2Me | 0 |
| CC12F | CN | NHEt | NSO2Et | o |
| cci2f | CN | NHEt | NSO2Pr | 0 |
| cci2f | CN | NHEt | NSO2Ph | o |
| CCIjF | CN | NHEt | NSOjiPr | 0 |
| cci2f | CN | NHEt | NNO2 | 0 |
| cci2f | CN | NHEt | NCOOMe | 0 |
| cci2f | CN | NHEt | NCOOEt | 0 |
| cci2f | CN | NHEt | NCOOPr | 0 |
| cci2f | CN | NHEt | NCOOiPr | 0 |
| CC12F | CN | NHEt | NCONHEt | 0 |
| cci2f | CN | NHEt | NCONHPr | 0 |
| cci2f | CN | NHEt | NCONH2 | 0 |
| CC12F | CN | NHEt | NCONHMe | 0 |
| cci2f | CN | NHEt | NCN | 0 |
| CC12F | CN | NHEt | NCOSMe | 0 |
| cci2f | CN | NHEt | NCOSEt | 0 |
| CC12F | CN | NHEt | NCSOMe | 0 |
| cci2f | CN | NHEt | NCSOEt | 0 |
| CCIjF | CN | NHEt | NCSOPr | 0 |
| CCIjF | CN | NHEt | NSO2NH2 | o |
| cci2f | CN | NHEt | NSO2NHMe | 0 |
| cci2f | CN | NHEt | NSO2NMe2 | 0 |
| cci2f | CN | NHEt | NP(O)(OMe)2 | 0 |
| cci2f | CN | NHEt | NP(O)(OEt)2 | 0 |
| cci2f | CN | NHEt | NP(O)Me2 | 0 |
| cci2f | CN | NHEt | NP(O)Et2 | 0 |
| cci2f | CN | NHEt | NP(O)Me(OMe) | 0 |
| cci2f | CN | NHEt | NP(O)(0Pr)2 | 0 |
| CCIjF | CN | NHEt | NC(O)C(O)H | 0 |
HU 222 278 Bl
2. táblázat (folytatás)
| R> | R7 | R8 | NR2 | X |
| CCljF | CN | NHEt | NC(O)C(O)Me | 0 |
| CCljF | CN | NHEt | NC(O)C(O)OMe | 0 |
| CCljF | CN | NHEt | NC(O)C(O)OEt | 0 |
| CCljF | CN | NHEt | NC(O)C(O)NH2 | 0 |
| CCljF | CN | NHEt | NC(O)C(O)OH | 0 |
| CC12F | CN | NHEt | NC(NH)NH2 | 0 |
| cci2f | CN | NHEt | NC(NOH)NH2 | 0 |
| cci2f | CN | NHEt | NC(NH)NHMe | 0 |
| cci2f | CN | NHEt | NC(NH)NMe2 | 0 |
| cci2f | CN | NHEt | NC(NH)OMe | 0 |
| cci2f | CN | NHEt | NC(NH)OEt | 0 |
| cf2ci | CN | nh2 | NCOMe | |
| cf2ci | CN | nh2 | NCOEt | |
| cf2ci | CN | nh2 | NCOPr | ·· |
| CFjCI | CN | nh2 | NCHO | |
| CF2C1 | CN | nh2 | NCOiPr | |
| CFjCI | CN | nh2 | NCOtBu | |
| CFjCl | CN | NH2 | NCOPh | |
| CF2C1 | CN | nh2 | NSO2Me | |
| cf2ci | CN | nh2 | NSOjEt | |
| cf2ci | CN | nh2 | NSO2Pt | |
| cf2ci | CN | nh2 | NSO2Ph | |
| cf2ci | CN | nh2 | NSO2iPr | |
| cf2ci | CN | nh2 | NNO2 | |
| CFjCI | CN | nh2 | NCOOMe | |
| CF2C1 | CN | nh2 | NCOOEt | |
| cf2ci | CN | NH2 | NCOOPr | |
| cf2ci | CN | nh2 | NCOOiPr | |
| cf2ci | CN | nh2 | NCONHEt | |
| CFjCI | CN | nh2 | NCONHPr | |
| CF2C1 | CN | nh2 | nconh2 | |
| cf2ci | CN | nh2 | NCONHMe | |
| cf2ci | CN | nh2 | NCN | |
| cf2ci | CN | nh2 | NCOSMe | |
| cf2ci | CN | nh2 | NCOSEt | |
| cf2ci | CN | NH2 | NCSOMe | |
| cf2ci | CN | nh2 | NCSOEt | |
| cf2ci | CN | nh2 | NCSOPr | |
| CFjCI | CN | nh2 | NSO2NH2 | |
| CF2C1 | CN | nh2 | NSO2NHMe | |
| cf2ci | CN | nh2 | NSO2NMe2 | |
| cf2ci | CN | nh2 | NP(O)(OMe)2 | |
| cf2ci | CN | nh2 | NP(O)(OEt)2 | |
| 1 CFjCI | CN | nh2 | NP(O)Me2 |
HU 222 278 Bl
2. táblázat (folytatás)
| R1 | R7 | R« | NR2 | X |
| CF2C1 | CN | nh2 | NP(O)Etj | |
| CFjCI | CN | nh2 | NP(O)Me(OMe) | |
| CF2C1 | CN | nh2 | NP(O)(OPr)2 | |
| cf2ci | CN | NHj | NC(O)C(O)H | |
| cf2ci | CN | nh2 | NC(O)C(O)Me | |
| cf2ci | CN | NHj | NC(O)C(O)OMe | |
| CFjCI | CN | nh2 | NC(O)C(O)OEt | |
| CF2C1 | CN | nh2 | NC(O)C(O)NH2 | |
| CFjCI | CN | nh2 | NC(O)C(O)OH | |
| CF2C1 | CN | nh2 | NC(NH)NH2 | |
| cf2ci | CN | nh2 | NC(NOH)NH2 | |
| cf2ci | CN | nh2 | NC(NH)NHMe | |
| cf2ci | CN | nh2 | NC(NH)NMe2 | |
| cf2ci | CN | NHj | NC(NH)OMe | |
| cf2ci | CN | nh2 | NC(NH)OEt | |
| CFjCI | CN | NHMe | NCOMe | |
| CF2C1 | CN | NHMe | NCOEt | |
| cf2ci | CN | NHMe | NCOPr | |
| 1 CF2C1 | CN | NHMe | NCHO | |
| cf2ci | CN | NHMe | NCOiPr | |
| cf2ci | CN | NHMe | NCOtBu | |
| cf2ci | CN | NHMe | NCOPh | |
| cf2ci | CN | NHMe | NSO2Me | |
| CFjCI | CN | NHMe | NSO2Et | |
| CF2C1 | CN | NHMe | NSO2Pt | |
| CFjCI | CN | NHMe | NSOjPh | |
| CF2C1 | CN | NHMe | NSOjiPr | |
| cf2ci | CN | NHMe | nno2 | |
| cf2ci | CN | NHMe | NCOOMe | |
| cf2ci | CN | NHMe | NCOOEt | |
| cf2ci | CN | NHMe | NCOOPr | |
| cf2ci | CN | NHMe | NCOOiPr | |
| cf2ci | CN | NHMe | NCONHEt | |
| cf2ci | CN | NHMe | NCONHPr | |
| cf2ci | CN | NHMe | NCONHj | |
| cf2ci | CN | NHMe | NCONHMe | |
| CFjCI | CN | NHMe | NCN | |
| CFjCI | CN | NHMe | NCOSMe | |
| 1 CF2C1 | CN | NHMe | NCOSEt | |
| cf2ci | CN | NHMe | NCSOMe | |
| cf2ci | CN | NHMe | NCSOEt | |
| CF2C1 | CN | NHMe | NCSOPr | |
| cf2ci | CN | NHMe | NSO2NH2 | |
| CFjCI | CN | NHMe | NSO2NHMe |
HU 222 278 BI
2. táblázat (folytatás)
| R1 | R7 | R« | NR2 | X |
| CFjCI | CN | NHMe | NSOjNMej | |
| CFjCI | CN | NHMe | NP(OXOMe)2 | |
| cf2ci | CN | NHMe | NP(OXOEt)j | |
| CFjCI | CN | NHMe | NP(O)Me2 | |
| CFjCI | CN | NHMe | NP(O)Etj | |
| CFjCI | CN | NHMe | NP(O)Me(OMe) | |
| CFjCI | CN | NHMe | NP(OXOPt)2 | |
| CFjCI | CN | NHMe | NC(O)C(O)H | |
| CFjCI | CN | NHMe | NC(O)C(O)Me | ·· |
| CFjCI | CN | NHMe | NC(O)C(0)0Me | - |
| CFjCI | CN | NHMe | NC(O)C(O)OEt | |
| CFjCI | CN | NHMe | NC(O)C(O)NHj | - |
| CFjCI | CN | NHMe | NC(O)C(O)OH | |
| CFjCI | CN | NHMe | NC(NH)NHj | |
| CFjCI | CN | NHMe | NC(NOH)NHj | |
| CFjCI | CN | NHMe | NC(NH)NHMe | |
| CFjCI | CN | NHMe | NC(NH)NMe2 | |
| CFjCI | CN | NHMe | NC(NH)OMe | |
| CFjCI | CN | NHMe | NC(NH)OEt | |
| CFjCI | CN | NHEt | NCOMe | |
| CFjCI | CN | NHEt | NCOEt | |
| CFjCI | CN | NHEt | NCOPr | |
| CFjCI | CN | NHEt | NCHO | |
| CFjCI | CN | NHEt | NCOiPr | |
| CFjCI | CN | NHEt | NCOtBu | |
| CFjCI | CN | NHEt | NCOPh | |
| CFjCI | CN | NHEt | NSOjMe | |
| CFjCI | CN | NHEt | NSOjEt | |
| CFjCI | CN | NHEt | NSOjPr | |
| CFjCI | CN | NHEt | NSOjPh | |
| CFjCI | CN | NHEt | NSOjiPr | |
| CFjCI | CN | NHEt | NNOj | |
| CFjCI | CN | NHEt | NCOOMe | |
| CFjCI | CN | NHEt | NCOOEt | |
| CFjCI | CN | NHEt | NCOOPr | |
| CFjCI | CN | NHEt | NCOOiPr | |
| CFjCI | CN | NHEt | NCONHEt | |
| CFjCI | CN | NHEt | NCONHPr | |
| CFjCI | CN | NHEt | NCONHj | |
| CFjCI | CN | NHEt | NCONHMe | |
| CFjCI | CN | NHEt | NCN | |
| CFjCI | CN | NHEt | NCOSMe | |
| CFjCI | CN | NHEt | NCOSEt | |
| CFjCI | CN | NHEt | NCSOMe |
HU 222 278 Bl
2. táblázat (folytatás)
| R1 | R7 | R8 | NR2 | X |
| CFjCl | CN | NHEt | NCSOEt | |
| CF2C1 | CN | NHEt | NCSOPr | |
| cf2ci | CN | NHEt | NSO2NH2 | |
| cf2ci | CN | NHEt | NSO2NHMe | |
| cf2ci | CN | NHEt | NSO2NMe2 | |
| cf2ci | CN | NHEt | NP(O)(OMe)2 | |
| cf2ci | CN | NHEt | NP(O)(OEt)2 | |
| CFjCI | CN | NHEt | NP(O)Me2 | |
| CF2C1 | CN | NHEt | NP(O)Et2 | |
| cf2ci | CN | NHEt | NP(O)Me(OMe) | |
| cf2ci | CN | NHEt | NP(O)(OPr)2 | |
| cf2ci | CN | NHEt | NC(O)C(O)H | |
| cf2ci | CN | NHEt | NC(O)C(O)Me | |
| cf2ci | CN | NHEt | NC(O)C(O)OMe | |
| cf2ci | CN | NHEt | NC(O)C(O)OEt | |
| cf2ci | CN | NHEt | NC(O)C(O)NH2 | |
| cf2ci | CN | NHEt | NC(O)C(O)OH | |
| cf2ci | CN | NHEt | NC(NH)NH2 | |
| cf2ci | CN | NHEt | NC(NOH)NH2 | |
| cf2ci | CN | NHEt | NC(NH)NHMe | |
| cf2ci | CN | NHEt | NC(NH)NMe2 | |
| cf2ci | CN | NHEt | NC(NH)OMe | |
| cf2ci | CN | NHEt | NC(NH)OEt | |
| CF2C1 | CN | nh2 | NH | 0 |
| CF2C1 | CN | nh2 | NCOMe | 0 |
| cf2ci | CN | nh2 | NCOEt | O |
| cf2ci | CN | nh2 | NCOPr | 0 |
| cf2ci | CN | nh2 | NCHO | O |
| cf2ci | CN | nh2 | NCOiPr | 0 |
| cf2ci | CN | nh2 | NCOtBu | 0 |
| cf2ci | CN | nh2 | NCOPh | 0 |
| cf2ci | CN | nh2 | NSO2Me | 0 |
| cf2ci | CN | nh2 | NSO2Et | 0 |
| cf2ci | CN | nh2 | NSO2Pr | 0 |
| 1 CFjCI | CN | nh2 | NSO2Ph | 0 |
| CF2C1 | CN | nh2 | NSO2iPr | 0 |
| cf2ci | CN | nh2 | NNO2 | 0 |
| cf2ci | CN | nh2 | NCOOMe | o |
| cf2ci | CN | nh2 | NCOOEt | o |
| cf2ci | CN | nh2 | NCOOPr | 0 |
| cf2ci | CN | nh2 | NCOOiPr | o |
| cf2ci | CN | nh2 | NCONHEt | 0 |
| cf2ci | CN | nh2 | NCONHPr | o |
| cf2ci | CN | nh2 | nconh2 | o |
HU 222 278 Bl
2. táblázat (folytatás)
| R> | R7 | R8 | NR2 | X |
| CF2C1 | CN | nh2 | NCONHMe | O |
| cf2ci | CN | nh2 | NCN | O |
| cf2ci | CN | nh2 | NCOSMe | O |
| cf2ci | CN | nh2 | NCOSEt | 0 |
| cf2ci | CN | nh2 | NCSOMe | O |
| cf2ci | CN | nh2 | NCSOEt | 0 |
| cf2ci | CN | nh2 | NCSOPr | O |
| 1 CFjCl | CN | nh2 | NSO2NH2 | 0 |
| CF2C1 | CN | nh2 | NSO2NHMe | 0 |
| CFjCI | CN | nh2 | NSO2NMe2 | O |
| CFjCl | CN | nh2 | NP(O)(OMe)2 | O |
| CF2C1 | CN | nh2 | NP(OXOEt)2 | O |
| cf2ci | CN | nh2 | NP(O)Me2 | 0 |
| cf2ci | CN | nh2 | NP(O)Et2 | 0 |
| cf2ci | CN | nh2 | NP(O)Me(OMe) | 0 |
| CFjCl | CN | nh2 | NP(OXOPr)2 | o |
| CF2C1 | CN | nh2 | NC(O)C(O)H | o |
| cf2ci | CN | nh2 | NC(O)C(O)Me | o |
| cf2ci | CN | nh2 | NC(O)C(O)OMe | 0 |
| cf2ci | CN | nh2 | NC(O)C(O)OEt | 0 |
| cf2ci | CN | nh2 | NC(O)C(0)NH2 | o |
| cf2ci | CN | nh2 | NC(O)C(O)OH | o |
| cf2ci | CN | nh2 | NC(NH)NH2 | o |
| cf2ci | CN | nh2 | NC(NOH)NH2 | 0 |
| cf2ci | CN | nh2 | NC(NH)NHMe | 0 |
| cf2ci | CN | nh2 | NC(NH)NMe2 | o |
| CFjCl | CN | nh2 | NC(NH)OMe | o |
| CF2C1 | CN | nh2 | NC(NH)OEt | o |
| cf2ci | CN | NHMe | NCOMe | 0 |
| cf2ci | CN | NHMe | NCOEt | 0 |
| CFjCl | CN | NHMe | NCOPr | 0 |
| CFjCl | CN | NHMe | NCHO | 0 |
| CF2C1 | CN | NHMe | NCOiPr | 0 |
| cf2ci | CN | NHMe | NCOtBu | 0 |
| cf2ci | CN | NHMe | NCOPh | 0 |
| CFjCl | CN | NHMe | NSO2Me | o |
| CFjCl | CN | NHMe | NSO2Et | 0 |
| CF2C1 | CN | NHMe | NSO2Pr | o |
| cf2ci | CN | NHMe | NSO2Ph | o |
| cf2ci | CN | NHMe | NSO2iPr | 0 |
| cf2ci | CN | NHMe | NNO2 | 0 |
| cf2ci | CN | NHMe | NCOOMe | 0 |
| cf2ci | CN | NHMe | NCOOEt | o |
| cf2ci | CN | NHMe | NCOOPr | o |
HU 222 278 Bl
2. táblázat (folytatás)
| R1 | R7 | R8 | NR2 | X |
| CF2C1 | CN | NHMe | NCOOiPr | 0 |
| cf2ci | CN | NHMe | NCONHEt | O |
| cf2ci | CN | NHMe | NCONHPr | 0 |
| cf2ci | CN | NHMe | nconh2 | O |
| cf2ci | CN | NHMe | NCONHMe | 0 |
| CFjCI | CN | NHMe | NCN | 0 |
| CFjCl | CN | NHMe | NCOSMe | 0 |
| CFjCl | CN | NHMe | NCOSEt | 0 |
| CF2C1 | CN | NHMe | NCSOMe | 0 |
| cf2ci | CN | NHMe | NCSOEt | 0 |
| CFjCl | CN | NHMe | NCSOPr | 0 |
| 1 CF2C1 | CN | NHMe | NSO2NH2 | O |
| cf2ci | CN | NHMe | NSO2NHMe | 0 |
| CFjCl | CN | NHMe | NSO2NMe2 | 0 |
| CF2C1 | CN | NHMe | NP(O)(OMe)2 | 0 |
| CF2C1 | CN | NHMe | NP(O)(OEt)2 | 0 |
| cf2ci | CN | NHMe | NP(O)Me2 | 0 |
| cf2ci | CN | NHMe | NP(O)Et2 | o |
| cf2ci | CN | NHMe | NP(O)Me(OMe) | 0 |
| 1 cf2ci | CN | NHMe | NP(O)(OPr)2 | o |
| cf2ci | CN | NHMe | NC(O)C(O)H | 0 |
| cf2ci | CN | NHMe | NC(O)C(O)Me | o |
| cf2ci | CN | NHMe | NC(O)C(O)OMe | 0 |
| 1 CFjCl | CN | NHMe | NC(O)C(O)OEt | 0 |
| cf2ci | CN | NHMe | NC(O)C(O)NH2 | 0 |
| cf2ci | CN | NHMe | NC(O)C(O)OH | 0 |
| cf2ci | CN | NHMe | NC(NH)NH2 | 0 |
| CFjCl | CN | NHMe | NC(NOH)NH2 | o |
| CF2C1 | CN | NHMe | NC(NH)NHMe | 0 |
| cf2ci | CN | NHMe | NC(NH)NMe2 | 0 |
| CFjCl | CN | NHMe | NC(NH)OMe | 0 |
| 1 CF2C1 | CN | NHMe | NC(NH)OEt | o |
| CFjCl | CN | NHEt | NCOMe | 0 |
| CF2C1 | CN | NHEt | NCOEt | 0 |
| CFjCl | CN | NHEt | NCOPr | 0 |
| 1 CF2C1 | CN | NHEt | NCHO | 0 |
| CFjCl | CN | NHEt | NCOiPr | 0 |
| CF2C1 | CN | NHEt | NCOtBu | 0 |
| cf2ci | CN | NHEt | NCOPh | 0 |
| cf2ci | CN | NHEt | NSO2Me | 0 |
| cf2ci | CN | NHEt | NSO2Et | 0 |
| cf2ci | CN | NHEt | NSO2Pr | 0 |
| cf2ci | CN | NHEt | NSO2Ph | 0 |
| cf2ci | CN | NHEt | NSO2iPr | 0 |
HU 222 278 BI
2. táblázat (folytatás)
| i | R7 | R8 | NR2 | X |
| CF2C1 | CN | NHEt | nno2 | 0 |
| cf2ci | CN | NHEt | NCOOMe | 0 |
| cf2ci | CN | NHEt | NCOOEt | 0 |
| cf2ci | CN | NHEt | NCOOPr | 0 |
| cf2ci | CN | NHEt | NCOOiPr | O |
| CFjCI | CN | NHEt | NCONHEt | O |
| CF2C1 | CN | NHEt | NCONHPr | O |
| cf2ci | CN | NHEt | nconh2 | 0 |
| cf2ci | CN | NHEt | NCONHMe | 0 |
| cf2ci | CN | NHEt | NCN | 0 |
| CFjCI | CN | NHEt | NCOSMe | O |
| CF2C1 | CN | NHEt | NCOSEt | 0 |
| CFjCI | CN | NHEt | NCSOMe | 0 |
| CFjCl | CN | NHEt | NCSOEt | 0 |
| CF2C1 | CN | NHEt | NCSOPr | 0 |
| cf2ci | CN | NHEt | NSO2NH2 | 0 |
| cf2ci | CN | NHEt | NSO2NHMe | o |
| cf2ci | CN | NHEt | NSO2NMe2 | o |
| cf2ci | CN | NHEt | NP(O)(OMe)2 | o |
| cf2ci | CN | NHEt | NP(O)(OEt)2 | 0 |
| cf2ci | CN | NHEt | NP(O)Me2 | o |
| CFjCI | CN | NHEt | NP(O)Et2 | 0 |
| CF2C1 | CN | NHEt | NP(O)Me(OMe) | 0 |
| cf2ci | CN | NHEt | NP(O)(OPr)2 | 0 |
| cf2ci | CN | NHEt | NC(O)C(O)H | 0 |
| cf2ci | CN | NHEt | NC(O)C(O)Me | 0 |
| cf2ci | CN | NHEt | NC(O)C(O)OMe | 0 |
| cf2ci | CN | NHEt | NC(O)C(O)OEt | o |
| CFjCI | CN | NHEt | NC(O)C(O)NH2 | 0 |
| CF2C1 | CN | NHEt | NC(O)C(O)OH | o |
| cf2ci | CN | NHEt | NC(NH)NH2 | o |
| cf2ci | CN | NHEt | NC(NOH)NH2 | 0 |
| CFjCI | CN | NHEt | NC(NH)NHMe | 0 |
| CF2C1 | CN | NHEt | NC(NH)NMe2 | 0 |
| cf2ci | CN | NHEt | NC(NH)OMe | 0 |
| cf2ci | CN | NHEt | NC(NH)OEt | 0 |
| cf3 | CN | H | NCOMe | |
| cf3 | CN | H | NCOEt | |
| cf3 | CN | H | NCOPr | |
| cf3 | CN | H | NCHO | |
| cf3 | CN | H | NCOiPr | |
| cf3 | CN | H | NCOtBu | |
| cf3 | CN | H | NCOPh | |
| cf3 | CN | H | NSO2Me |
HU 222 278 Β1
2. táblázat (folytatás)
| R· | R7 | R8 | NR2 | X |
| cf3 | CN | H | NSOjEt | |
| cf3 | CN | H | NSO2Pr | |
| cf3 | CN | H | NSO2Ph | |
| CFj | CN | H | NSO2iPr | |
| cf3 | CN | H | nno2 | |
| CF3 | CN | H | NCOOMe | |
| CF3 | CN | H | NCOOEt | |
| CF· | CN | H | NCOOPr | |
| CFj | CN | H | NCOOiPr | |
| cf3 | CN | H | NCONHEt | |
| CFj | CN | H | NCONHPr | |
| CFj | CN | H | nconh2 | |
| CFj | CN | H | NCONHMe | |
| cf3 | CN | H | NCN | |
| CFj | CN | H | NCOSMe | |
| cf3 | CN | H | NCOSEt | |
| CFj | CN | H | NCSOMe | |
| CFj | CN | H | NCSOEt | |
| CFj | CN | H | NCSOPr | |
| CFj | CN | H | NSO2NH2 | |
| CFj | CN | H | NSO2NHMe | |
| CFj | CN | H | NSO2NMe2 | |
| CFj | CN | H | NP(O)(OMe)2 | |
| CFj | CN . | H | NP(O)(OEt)2 | |
| CFj | CN | H | NP(O)Me2 | |
| CFj | CN | H | NP(O)Etj | |
| CFj | CN | H | NP(O)Me(OMe) | |
| CFj | CN | H | NP(O)(OPr)2 | |
| CFj | CN | H | NC(O)C(O)H | |
| CFj | CN | H | NC(O)C(O)Me | |
| CFj | CN | H | NC(O)C(O)OMe | |
| CFj | CN | H | NC(O)C(O)OEt | |
| CFj | CN | H | NC(O)C(O)NH2 | |
| CFj | CN | H | NC(O)C(O)OH | |
| CFj | CN | H | NC(NH)NH2 | |
| CFj | CN | H | NC(NOH)NH2 | |
| CFj | CN | H | NC(NH)NHMe | |
| CFj | CN | H | NC(NH)NMe2 | |
| CFj | CN | H | NC(NH)OMe | |
| CFj | CN | H | NC(NH)OEt | |
| CFj | CN | H | NH | O |
| CFj | CN | H | NCOMe | 0 |
| CFj | CN | H | NCOEt | O |
| CFj | CN | H | NCOPr | O |
HU 222 278 Bl
2. táblázat (folytatás)
| R1 | R7 | R8 | NR2 | X |
| cf3 | CN | H | NCHO | 0 |
| CFj | CN | H | NCOiPr | O |
| cf3 | CN | H | NCOtBu | o |
| cf3 | CN | H | NCOPh | 0 |
| cf3 | CN | H | NSO2Me | 0 |
| cf3 | CN | H | NSO2Et | 0 |
| cf3 | CN | H | NSO2Pr | 0 |
| cf3 | CN | H | NSO2Ph | o |
| cf3 | CN | H | NSO2iPr | 0 |
| cf3 | CN | H | nno2 | 0 |
| cf3 | CN | H | NCOOMe | 0 |
| CFj | CN | H | NCOOEt | o |
| cf3 | CN | H | NCOOPr | o |
| cf3 | CN | H | NCOOiPr | 0 |
| cf3 | CN | H | NCONHEt | o |
| cf3 | CN | H | NCONHPr | 0 |
| cf3 | CN | H | NCONH2 | 0 |
| cf3 | CN | H | NCONHMe | o |
| cf3 | CN | H | NCN | 0 |
| CFj | CN | H | NCOSMe | o |
| cf3 | CN | H | NCOSEt | o |
| cf3 | CN | H | NCSOMe | 0 |
| cf3 | CN | H | NCSOEt | o |
| cf3 | CN | H | NCSOPr | 0 |
| CFj | CN | H | NSO2NH2 | o |
| CFj | CN | H | NSO2NHMe | 0 |
| cf3 | CN | H | NSO2NMe2 | 0 |
| CFj | CN | H | NP(O)(OMe)2 | 0 |
| cf3 | CN | H | NP(O)(OEt)2 | 0 |
| cf3 | CN | H | NP(O)Me2 | o |
| CFj | CN | H | NP(O)Et2 | 0 |
| CFj | CN | H | NP(O)Me(OMe) | 0 |
| CFj | CN | H | NP(O)(0Pr)2 | 0 |
| CFj | CN | H | NC(O)C(O)H | 0 |
| CFj | CN | H | NC(O)C(O)Me | o |
| CFj | CN | H | NC(O)C(O)OMe | 0 |
| CFj | CN | H | NC(O)C(O)OEt | 0 |
| CFj | CN | H | NC(O)C(O)NH2 | 0 |
| CFj | CN | H | NC(O)C(O)OH | 0 |
| CFj | CN | H | NC(NH)NH2 | 0 |
| CFj | CN | H | NC(NOH)NH2 | o |
| CFj | CN | H | NC(NH)NHMe | 0 |
| CFj | CN | H | NC(NH)NMe2 | 0 |
| CFj | CN | H | NC(NH)OMe | o |
HU 222 278 Bl
2. táblázat (folytatás)
| R1 | R7 | R8 | NR2 | X |
| cf3 | CN | H | NC(NH)OEt | 0 |
| cf3 | CN | Me | NCOMe | |
| cf3 | CN | Me | NCOEt | |
| cf3 | CN | Me | NCOPr | |
| cf3 | CN | Me | NCHO | |
| cf3 | CN | Me | NCOiPr | |
| cf3 | CN | Me | NCOtBu | |
| cf3 | CN | Me | NCOPh | |
| cf3 | CN | Me | NSO2Me | |
| cf3 | CN | Me | NSO2Et | |
| cf3 | CN | Me | NSO2Pr | |
| cf3 | CN | Me | NSO2Ph | |
| cf3 | CN | Me | NSO2iPr | |
| cf3 | CN | Me | nno2 | |
| cf3 | CN | Me | NCOOMe | |
| cf3 | CN | Me | NCOOEt | |
| cf3 | CN | Me | NCOOPr | |
| cf3 | CN | Me | NCOOiPr | |
| cf3 | CN | Me | NCONHEt | |
| cf3 | CN | Me | NCONHPr | |
| cf3 | CN | Me | NCOH | |
| cf3 | CN | Me | NCONHMe | |
| cf3 | CN | Me | NCN | |
| cf3 | CN | Me | NCOSMe | |
| cf3 | CN | Me | NCOSEt | |
| cf3 | CN | Me | NCSOMe | |
| cf3 | CN | Me | NCSOEt | |
| cf3 | CN | Me | NCSOPr | |
| cf3 | CN | Me | NSO2H | |
| cf3 | CN | Me | NSO2NHMe | |
| CF3 | CN | Me | NSO2NMe2 | |
| Cp3 | CN | Me | NP(O)(OMe)2 | |
| CF3 | CN | Me | NP(OXOEt)2 | |
| ct3 | CN | Me | NP(O)Me2 | |
| CF3 | CN | Me | NP(O)Etj | |
| CF3 | CN | Me | NP(O)Me(OMe) | |
| CF3 | CN | Me | NP(OXOPr)2 | |
| CF3 | CN | Me | NC(O)C(O)H | |
| CF3 | CN | Me | NC(O)C(O)Me | |
| CF3 | CN | Me | NC(O)C(O)OMe | |
| CF3 | CN | Me | NC(O)C(O)OEt | |
| Cp3 | CN | Me | NC(O)C(O)NH2 | |
| ct3 | CN | Me | NC(O)C(O)OH | |
| I cf3 | CN | Me | NC(NH)H |
HU 222 278 Bl
2. táblázat (folytatás)
| R1 | R7 | R8 | NR2 | X |
| Cp3 | CN | Me | NC(NOH)H | |
| CF3 | CN | Me | NC(NH)NHMe | |
| cf3 | CN | Me | NC(NH)NMe2 | |
| cf3 | CN | Me | NC(NH)OMe | |
| cf3 | CN | Me | NC(NH)OEt | |
| cf3 | CN | Me | NH | 0 |
| CF3 | CN | Me | NCOMe | 0 |
| cf3 | CN | Me | NCOEt | 0 |
| cf3 | CN | Me | NCOPr | 0 |
| cf3 | CN | Me | NCHO | O |
| cf3 | CN | Me | NCOiPr | O |
| cf3 | CN | Me | NCOtBu | O |
| CF3 | CN | Me | NCOPh | 0 |
| CF3 | CN | Me | NSO2Me | 0 |
| cf3 | CN | Me | NSO2Et | 0 |
| cf3 | CN | Me | NSO2Pr | 0 |
| cf3 | CN | Me | NSO2Ph | 0 |
| cf3 | CN | Me | NSO2iPr | 0 |
| cf3 | CN | Me | nno2 | 0 |
| cf3 | CN | Me | NCOOMe | O |
| cf3 | CN | Me | NCOOEt | 0 |
| cf3 | CN | Me | NCOOPr | 0 |
| cf3 | CN | Me | NCOOiPr | 0 |
| cf3 | CN | Me | NCONHEt | 0 |
| cf3 | CN | Me | NCONHPr | 0 |
| cf3 | CN | Me | NCONH2 | o |
| cf3 | CN | Me | NCONHMe | 0 |
| cf3 | CN | Me | NCN | o |
| cf3 | CN | Me | NCOSMe | 0 |
| cf3 | CN | Me | NCOSEt | 0 |
| cf3 | CN | Me | NCSOMe | 0 |
| cf3 | CN | Me | NCSOEt | 0 |
| cf3 | CN | Me | NCSOPr | 0 |
| cf3 | CN | Me | NSO2NH2 | 0 |
| cf3 | CN | Me | NSO2NHMe | 0 |
| cf3 | CN | Me | NSO2NMe2 | o |
| cf3 | CN | Me | NP(O)(OMe)2 | 0 |
| cf3 | CN | Me | NP(O)(OEt)2 | 0 |
| cf3 | CN | Me | NP(O)Me2 | 0 |
| cf3 | CN | Me | NP(O)Et2 | 0 |
| cf3 | CN | Me | NP(O)Me(OMe) | 0 |
| cf3 | CN | Me | NP(O)(0Pr)2 | 0 |
| cf3 | CN | Me | NC(O)C(O)H | o |
| cf3 | CN | Me | NC(O)C(O)Me | 0 |
HU 222 278 Β1
2. táblázat (folytatás)
| R> | R7 | R8 | NR2 | X |
| cf3 | CN | Me | NC(O)C(O)OMe | 0 |
| cf3 | CN | Me | NC(O)C(O)OEt | 0 |
| cf3 | CN | Me | NC(O)C(O)NH2 | 0 |
| cf3 | CN | Me | NC(O)C(O)OH | 0 |
| cf3 | CN | Me | NC(NH)NH2 | o |
| cf3 | CN | Me | NC(NOH)NH2 | 0 |
| cf3 | CN | Me | NC(NH)NHMe | o |
| cf3 | CN | Me | NC(NH)NMe2 | 0 |
| cf3 | CN | Me | NC(NH)OMe | 0 |
| cf3 | CN | Me | NC(NH)OEt | 0 |
| cf3 | CN | Cl | NCOMe | |
| cf3 | CN | Cl | NCOEt | |
| 1 CF3 | CN | Cl | NCOPr | |
| cf3 | CN | Cl | NCHO | |
| cf3 | CN | Cl | NCOiPr | |
| cf3 | CN | Cl | NCOtBu | |
| cf3 | CN | Cl | NCOPh | |
| cf3 | CN | Cl | NSO2Me | |
| cf3 | CN | Cl | NSO2Et | |
| cf3 | CN | Cl | NSO2Pr | |
| cf3 | CN | Cl | NSO2Ph | |
| cf3 | CN | Cl | NSO2iPr | |
| cf3 | CN | Cl | nno2 | |
| cf3 | CN | Cl | NCOOMe | |
| cf3 | CN | Cl | NCOOEt | |
| cf3 | CN | Cl | NCOOPr | |
| cf3 | CN | Cl | NCOOiPr | |
| cf3 | CN | Cl | NCONHEt | |
| cf3 | CN | Cl | NCONHPr | |
| cf3 | CN | Cl | NCOH | |
| cf3 | CN | Cl | NCONHMe | |
| cf3 | CN | Cl | NCN | |
| cf3 | CN | Cl | NCOSMe | |
| 1 CF3 | CN | Cl | NCOSEt | |
| cf3 | CN | Cl | NCSOMe | |
| cf3 | CN | Cl | NCSOEt | |
| cf3 | CN | Cl | NCSOPr | |
| cf3 | CN | Cl | NSO2H | |
| cf3 | CN | Cl | NSO2NHMe | |
| cf3 | CN | Cl | NSO2NMe2 | |
| cf3 | CN | Cl | NP(O)(OMe)2 | |
| cf3 | CN | Cl | NP(O)(OEt)2 | |
| cf3 | CN | Cl | NP(O)Me2 | |
| cf3 | CN | Cl | NP(O)Et2 |
HU 222 278 Β1
2. táblázat (folytatás)
| Rí | R7 | R8 | NR2 | X |
| cf3 | CN | Cl | NP(O)Me(OMe) | |
| CF3 | CN | Cl | NP(OXOPr)2 | |
| cf3 | CN | Cl | NC(O)C(O)H | |
| cf3 | CN | Cl | NC(O)C(O)Me | |
| cf3 | CN | Cl | NC(O)C(O)OMe | |
| cf3 | CN | Cl | NC(0)C(0)0Et | |
| cf3 | CN | Cl | NC(O)C(O)NH2 | |
| cf3 | CN | Cl | NC(O)C(O)OH | |
| cf3 | CN | Cl | NC(NH)H | |
| cf3 | CN | Cl | NC(NOH)H | |
| cf3 | CN | Cl | NC(NH)NHMe | |
| cf3 | CN | Cl | NC(NH)NMe2 | |
| cf3 | CN | Cl | NC(NH)OMe | |
| cf3 | CN | Cl | NC(NH)OEt | |
| CTj | CN | Cl | NCOMe | 0 |
| CF3 | CN | Cl | NCOEt | 0 |
| cf3 | CN | Cl | NCOPr | 0 |
| CF3 | CN | Cl | NCHO | 0 |
| ct3 | CN | Cl | NCOiPr | 0 |
| cf3 | CN | Cl | NCOtBu | 0 |
| CF3 | CN | Cl | NCOPh | 0 |
| CF’ | CN | Cl | NSOjMe | 0 |
| CPJ | CN | Cl | NSO2Et | 0 |
| CF3 | CN | Cl | NSOjPr | 0 |
| CTj | CN | Cl | NSO2Ph | o |
| ct3 | CN | Cl | NSOjiPr | 0 |
| CTj | CN | Cl | NNOj | o |
| ct3 | CN | Cl | NCOOMe | 0 |
| ct3 | CN | Cl | NCOOEt | 0 |
| ct3 | CN | Cl | NCOOPr | 0 |
| ct3 | CN | Cl | NCOOiPr | 0 |
| CF3 | CN | Cl | NCONHEt | 0 |
| ct3 | CN | Cl | NCONHPr | 0 |
| CF3 | CN | Cl | NCONHj | 0 |
| ct3 | CN | Cl | NCONHMe | 0 |
| CTj | CN | Cl | NCN | 0 |
| CTj | CN | Cl | NCOSMe | 0 |
| ct3 | CN | Cl | NCOSEt | 0 |
| CTj | CN | Cl | NCSOMe | 0 |
| CTj | CN | Cl | NCSOEt | 0 |
| cf3 | CN | Cl | NCSOPr | o |
| cf3 | CN | Cl | NSOjNHj | 0 |
| cf3 | CN | Cl | NSOjNHMe | 0 |
| cf3 | CN | Cl | NSOjNMej | 0 |
HU 222 278 Β1
2. táblázat (folytatás)
| R> | R7 | R8 | NR2 | X |
| cf3 | CN | Cl | NP(0)(0Me)2 | 0 |
| cf3 | CN | Cl | NP(OXOEt)2 | O |
| cf3 | CN | Cl | NP(O)Me2 | 0 |
| cf3 | CN | Cl | NP(O)Et2 | 0 |
| cf3 | CN | Cl | NP(O)Me(OMe) | 0 |
| cf3 | CN | Cl | NP(OXOPr)2 | 0 |
| cf3 | CN | Cl | NC(O)C(O)H | 0 |
| cf3 | CN | Cl | NC(O)C(O)Me | 0 |
| cf3 | CN | Cl | NC(O)C(O)OMe | 0 |
| cf3 | CN | Cl | NC(O)C(O)OEt | 0 |
| cf3 | CN | Cl | NC(O)C(O)NH2 | 0 |
| cf3 | CN | Cl | NC(O)C(O)OH | O |
| cf3 | CN | Cl | NC(NH)NH2 | 0 |
| cf3 | CN | Cl | NC(NOH)NH2 | 0 |
| cf3 | CN | Cl | NC(NH)NHMe | 0 |
| cf3 | CN | Cl | NC(NH)NMe2 | o |
| cf3 | CN | Cl | NC(NH)OMe | 0 |
| CF3 | CN | Cl | NC(NH)OEt | 0 |
| ct3 | CN | SMe | NCOMe | |
| cf3 | CN | SMe | NCOEt | |
| CFj | CN | SMe | NCOPr | |
| cf3 | CN | SMe | NCHO | |
| ct3 | CN | SMe | NCOiPr | |
| cf3 | CN | SMe | NCOtBu | |
| cf3 | CN | SMe | NCOPh | |
| cf3 | CN | SMe | NSO2Me | |
| cf3 | CN | SMe | NSO2Et | |
| cf3 | CN | SMe | NSO2Pr | |
| cf3 | CN | SMe | NSO2Ph | |
| cf3 | CN | SMe | NSO2iPr | |
| cf3 | CN | SMe | nno2 | |
| cf3 | CN | SMe | NCOOMe | |
| cf3 | CN | SMe | NCOOEt | |
| cf3 | CN | SMe | NCOOPr | |
| cf3 | CN | SMe | NCOOiPr | |
| cf3 | CN | SMe | NCONHEt | |
| cf3 | CN | SMe | NCONHPr | |
| cf3 | CN | SMe | NCOH | |
| cf3 | CN | SMe | NCONHMe | |
| cf3 | CN | SMe | NCN | |
| cf3 | CN | SMe | NCOSMe | |
| cf3 | CN | SMe | NCOSEt | |
| cf3 | CN | SMe | NCSOMe | |
| 1 | CN | SMe | NCSOEt |
HU 222 278 Β1
2. táblázat (folytatás)
| RI | R7 | R* | NR2 | X |
| Cp3 | CN | SMe | NCSOPr | |
| cf3 | CN | SMe | NSO2H | - |
| CF3 | CN | SMe | NSO2NHMe | |
| cf3 | CN | SMe | NSOjNMej | |
| cf3 | CN | SMe | NP(O)(OMe)2 | |
| cf3 | CN | SMe | NP(O)(OEt)2 | |
| cf3 | CN | SMe | NP(O)Me2 | |
| Cp3 | CN | SMe | NP(O)Et2 | |
| cf3 | CN | SMe | NP(O)Me(OMe) | |
| ct3 | CN | SMe | NP(OXOPr)2 | |
| cf3 | CN | SMe | NC(O)C(O)H | |
| cf3 | CN | SMe | NC(O)C(O)Me | |
| cf3 | CN | SMe | NC(O)C(O)OMe | |
| cf3 | CN | SMe | NC(O)C(O)OEt | |
| cf3 | CN | SMe | NC(O)C(O)NH2 | |
| cf3 | CN | SMe | NC(O)C(O)OH | |
| cf3 | CN | SMe | NC(NH)H | |
| CFj | CN | SMe | NC(NOH)H | |
| CF, | CN | SMe | NC(NH)NHMe | |
| cf3 | CN | SMe | NC(NH)NMe2 | |
| cf3 | CN | SMe | NC(NH)OMe | |
| cf3 | CN | SMe | NC(NH)OEt | |
| cf3 | H | nh2 | NCOMe | |
| cf3 | H | nh2 | NCOEt | |
| cf3 | H | nh2 | NCOPr | |
| cf3 | H | nh2 | NCHO | |
| cf3 | H | nh2 | NCOiPr | |
| cf3 | H | nh2 | NCOtBu | |
| cf3 | H | nh2 | NCOPh | |
| cf3 | H | nh2 | NSO2Me | |
| cf3 | H | nh2 | NSO2Et | |
| cf3 | H | nh2 | NSO2Pr | |
| cf3 | H | nh2 | NSO2Ph | |
| cf3 | H | nh2 | NSO2iPr | |
| cf3 | H | nh2 | nno2 | |
| cf3 | H | nh2 | NCOOMe | |
| cf3 | H | nh2 | NCOOEt | |
| cf3 | H | nh2 | NCOOPr | |
| cf3 | H | nh2 | NCOOiPr | |
| cf3 | H | nh2 | NCONHEt | |
| cf3 | H | nh2 | NCONHPr | |
| cf3 | H | nh2 | NCOH | |
| cf3 | H | nh2 | NCONHMe | |
| cf3 | H | nh2 | NCN |
HU 222 278 Bl
2. táblázat (folytatás)
| Rl | R7 | R8 | NR2 | X |
| cf3 | H | nh2 | NCOSMe | |
| cf3 | H | nh2 | NCOSEt | |
| cf3 | H | nh2 | NCSOMe | |
| cf3 | H | nh2 | NCSOEt | |
| cf3 | H | nh2 | NCSOPr | |
| cf3 | H | nh2 | NSO2H | |
| cf3 | H | nh2 | NSO2NHMe | |
| cf3 | H | nh2 | NSO2NMe2 | |
| CF3 | H | nh2 | NP(OXOMe)2 | |
| CFJ | H | nh2 | NP(OXOEt)2 | |
| cp3 | H | nh2 | NP(O)Me2 | |
| CF3 | H | nh2 | NP(O)Et2 | |
| CFS | H | nh2 | NP(O)Me(OMe) | |
| Cp3 | H | nh2 | NP(O)(OPr)2 | |
| cf3 | H | nh2 | NC(O)C(O)H | |
| CF3 | H | nh2 | NC(O)C(O)Me | |
| CF3 | H | nh2 | NC(O)C(0)OMe | |
| cf3 | H | nh2 | NC(O)C(O)OEt | |
| Cp3 | H | nh2 | NC(O)C(O)NH2 | |
| ct3 | H | nh2 | NC(O)C(O)OH | |
| Cp3 | H | nh2 | NC(NH)H | |
| ct3 | H | nh2 | NC(NOH)H | |
| CF3 | H | nh2 | NC(NH)NHMe | |
| Cp3 | H | nh2 | NC(NH)NMe2 | |
| CF3 | H | nh2 | NC(NH)OMe | |
| CF3 | H | nh2 | NC(NH)OEt | |
| cf3 | Me | nh2 | NCOMe | |
| ct3 | Me | nh2 | NCOEt | |
| ct3 | Me | nh2 | NCOPr | |
| Cp3 | Me | nh2 | NCHO | |
| ct3 | Me | nh2 | NCOiPr | |
| cf3 | Me | nh2 | NCOtBu | |
| cf3 | Me | nh2 | NCOPh | |
| cf3 | Me | nh2 | NSO2Me | |
| ct3 | Me | nh2 | NSO2Et | |
| ct3 | Me | nh2 | NSO2Pr | |
| cf3 | Me | nh2 | NSO2Ph | |
| ct3 | Me | nh2 | NSO2iPr | |
| ct3 | Me | nh2 | nno2 | |
| ct3 | Me | nh2 | NCOOMe | |
| ct3 | Me | nh2 | NCOOEt | |
| ct3 | Me | nh2 | NCOOPr | |
| ct3 | Me | nh2 | NCOOiPr | |
| ct3 | Me | nh2 | NCONHEt |
HU 222 278 Β1
2. táblázat (folytatás)
| R1 | R7 | R8 | NR2 | X |
| cf3 | Me | nh2 | NCONHPr | |
| cf3 | Me | nh2 | NCOH | |
| cf3 | Me | nh2 | NCONHMe | |
| cf3 | Me | nh2 | NCN | |
| cf3 | Me | nh2 | NCOSMe | |
| cf3 | Me | nh2 | NCOSEt | |
| cf3 | Me | nh2 | NCSOMe | |
| cf3 | Me | nh2 | NCSOEt | |
| cf3 | Me | nh2 | NCSOPr | |
| cf3 | Me | nh2 | NSO2H | |
| cf3 | Me | nh2 | NSO2NHMe | |
| cf3 | Me | nh2 | NSO2NMe2 | |
| cf3 | Me | nh2 | NP(O)(OMe)2 | |
| cf3 | Me | nh2 | NP(OXOEt)2 | |
| cf3 | Me | nh2 | NP(O)Me2 | |
| cf3 | Me | nh2 | NP(O)Et2 | |
| cf3 | Me | nh2 | NP(O)Me(OMe) | |
| cf3 | Me | nh2 | NP(OXOPr)2 | |
| cf3 | Me | nh2 | NC(O)C(O)H | |
| cf3 | Me | nh2 | NC(O)C(O)Me | |
| cf3 | Me | NHj | NC(O)C(O)OMe | |
| cf3 | Me | nh2 | NC(O)C(O)OEt | |
| cf3 | Me | nh2 | NC(O)C(O)NH2 | |
| cf3 | Me | nh2 | NC(O)C(O)0H | |
| cf3 | Me | nh2 | NC(NH)H | |
| cf3 | Me | NHj | NC(NOH)H | |
| cf3 | Me | nh2 | NC(NH)NHMe | |
| cf3 | Me | nh2 | NC(NH)NMe2 | |
| cf3 | Me | nh2 | NC(NH)OMe | |
| cf3 | Me | nh2 | NC(NH)OEt | |
| cf3 | H | H | NCOMe | |
| cf3 | H | H | NCOEt | |
| cf3 | H | H | NCOPr | |
| cf3 | H | H | NCHO | |
| cf3 | H | H | NCOiPr | |
| cf3 | H | H | NCOtBu | |
| cf3 | H | H | NCOPh | |
| cf3 | H | H | NSO2Me | |
| cf3 | H | H | NSO2Et | |
| cf3 | H | H | NSO2Pr | |
| cf3 | H | H | NSO2Ph | |
| cf3 | H | H | NSOjiPr | |
| cf3 | H | H | nno2 | |
| cf3 | H | H | NCOOMe |
HU 222 278 Bl
2. táblázat (folytatás)
| R1 | R7 | R8 | NR2 | X |
| CF3 | H | H | NCOOEt | |
| CF3 | H | H | NCOOPr | |
| CF3 | H | H | NCOOiPr | |
| CF3 | H | H | NCONHEt | |
| CF3 | H | H | NCONHPr | |
| CF3 | H | H | NCOH | |
| CF3 | H | H | NCONHMe | |
| CF3 | H | H | NCN | |
| cf3 | H | H | NCOSMe | |
| CF3 | H | H | NCOSEt | |
| CF3 | H | H | NCSOMe | |
| CF3 | H | H | NCSOEt | |
| CF3 | H | H | NCSOPr | |
| CT, | H | H | NSO2H | |
| Cp3 | H | H | NSO2NHMe | |
| CF3 | H | H | NSO2NMe2 | |
| CF3 | H | H | NP(O)(OMe)2 | |
| CF3 | H | H | NP(OXOEt)2 | |
| CF3 | H | H | NP(O)Me2 | |
| CT3 | H | H | NP(O)Et2 | |
| CT, | H | H | NP(O)Me(OMe) | |
| CT3 | H | H | NP(OXOPr)2 | |
| CTj | H | H | NC(O)C(O)H | |
| ct3 | H | H | NC(O)C(O)Me | |
| CTj | H | H | NC(O)C(O)OMe | |
| CF3 | H | H | NC(O)C(O)OEt | |
| ct3 | H | H | NC(O)C(O)NH2 | |
| CTj | H | H | NC(O)C(O)OH | |
| CT3 | H | H | NC(NH)H | |
| ct3 | H | H | NC(NOH)H | |
| CF3 | H | H | NC(NH)NHMe | |
| ct3 | H | H | NC(NH)NMe2 | |
| cf3 | H | H | NC(NH)OMe | |
| cf3 | H | H | NC(NH)OEt | |
| cf3 | Me | H | NCOMe | |
| cf3 | Me | H | NCOEt | |
| ct3 | Me | H | NCOPr | |
| cf3 | Me | H | NCHO | |
| cf3 | Me | H | NCOiPr | |
| cf3 | Me | H | NCOtBu | |
| cf3 | Me | H | NCOPh | |
| cf3 | Me | H | NSO2Me | |
| cf3 | Me | H | NSO2Et | |
| cf3 | Me | H | NSO2Pr |
HU 222 278 Bl
2. táblázat (folytatás)
| R’ | R7 | R* | NR2 | X |
| CF3 | Me | H | NSO2Ph | |
| CF3 | Me | H | NSOjiPr | |
| cf3 | Me | H | nno2 | |
| cf3 | Me | H | NCOOMe | |
| cf3 | Me | H | NCOOEt | |
| CF3 | Me | H | NCOOPr | |
| Cp3 | Me | H | NCOOiPr | |
| cf3 | Me | H | NCONHEt | |
| CTj | Me | H | NCONHPr | |
| ct3 | Me | H | NCOH | |
| cf3 | Me | H | NCONHMe | |
| CÍS | Me | H | NCN | |
| cf3 | Me | H | NCOSMe | |
| ct3 | Me | H | NCOSEt | |
| CT3 | Me | H | NCSOMe | |
| CF3 | Me | H | NCSOEt | |
| ct3 | Me | H | NCSOPr | |
| cf3 | Me | H | NSO2H | |
| CF3 | Me | H | NSOjNHMe | |
| Me | H | NSO2NMe2 | ||
| CF3 | Me | H | NP(O)(OMe)2 | |
| CTj | Me | H | NP(O)(OEt)2 | |
| CF3 | Me | H | NP(O)Me2 | |
| ct3 | Me | H | NP(O)Et2 | |
| cf3 | Me | H | NP(O)Me(OMe) | |
| ct3 | Me | H | NP(O)(OPr)2 | |
| cf3 | Me | H | NC(O)C(O)H | |
| cf3 | Me | H | NC(O)C(O)Me | |
| cf3 | Me | H | NC(O)C(O)OMe | |
| cf3 | Me | H | NC(O)C(O)OEt | |
| cf3 | Me | H | NC(O)C(O)NH2 | |
| cf3 | Me | H | NC(O)C(O)OH | |
| cf3 | Me | H | NC(NH)H | |
| cf3 | Me | H | NC(NOH)H | |
| cf3 | Me | H | NC(NH)NHMe | |
| cf3 | Me | H | NC(NH)NMe2 | |
| cf3 | Me | H | NC(NH)OMe | |
| cf3 | Me | H | NC(NH)OEt | |
| cf3 | H | Cl | NCOMe | |
| cf3 | H | Cl | NCOEt | |
| cf3 | H | Cl | NCOPr | |
| cf3 | H | Cl | NCHO | |
| ct3 | H | Cl | NCOiPr | |
| cf3 | H | Cl | NCOtBu |
HU 222 278 BI
2. táblázat (folytatás)
| R1 | R7 | R* | NR2 | X |
| cf3 | H | Cl | NCOPh | |
| cf3 | H | Cl | NSOjMe | |
| cf3 | H | Cl | NSOjEt | |
| cf3 | H | Cl | NSOjPr | |
| cf3 | H | Cl | NSOjPh | |
| cf3 | H | Cl | NSOjiPr | |
| cf3 | H | Cl | NNOj | |
| cf3 | H | Cl | NCOOMe | |
| cf3 | H | Cl | NCOOEt | |
| cf3 | H | Cl | NCOOPr | |
| cf3 | H | Cl | NCOOiPr | |
| cf3 | H | Cl | NCONHEt | |
| H | Cl | NCONHPr | ||
| cf3 | H | Cl | NCOH | |
| cf3 | H | Cl | NCONHMe | |
| cf3 | H | Cl | NCN | |
| cf3 | H | Cl | NCOSMe | |
| cf3 | H | Cl | NCOSEt | |
| cf3 | H | Cl | NCSOMe | |
| cf3 | H | Cl | NCSOEt | |
| cf3 | H | Cl | NCSOPr | |
| cf3 | H | Cl | NSOjH | |
| cf3 | H | Cl | NSOjNHMe | |
| cf3 | H | Cl | NSOjNMej | |
| cf3 | H | Cl | NP(O)(OMe)2 | |
| cf3 | H | Cl | NP(O)(0Et)2 | |
| cf3 | H | Cl | NP(O)Me2 | |
| cf3 | H | Cl | NP(O)Et2 | |
| cf3 | H | Cl | NP(O)Me(OMe) | |
| cf3 | H | Cl | NP(O)(OPr)2 | |
| cf3 | H | Cl | NC(O)C(O)H | |
| cf3 | H | Cl | NC(O)C(O)Me | |
| cf3 | H | Cl | NC(O)C(O)OMe | |
| cf3 | H | Cl | NC(O)C(O)OEt | |
| cf3 | H | Cl | NC(O)C(O)NH2 | |
| cf3 | H | Cl | NC(O)C(O)OH | |
| cf3 | H | Cl | NC(NH)H | |
| cf3 | H | Cl | NC(NOH)H | |
| cf3 | H | Cl | NC(NH)NHMe | |
| cf3 | H | Cl | NC(NH)NMe2 | |
| cf3 | H | Cl | NC(NH)OMe | |
| cf3 | H | Cl | NC(NH)OEt | |
| cf3 | Me | Cl | NCOMe | |
| cf3 | Me | Cl | NCOEt |
HU 222 278 Bl
2. táblázat (folytatás)
| R1 | R7 | R8 | NR2 | X |
| CFj | Me | Cl | NCOPr | |
| cf3 | Me | Cl | NCHO | |
| cf3 | Me | Cl | NCOiPr | |
| CFj | Me | Cl | NCOtBu | |
| cf3 | Me | Cl | NCOPh | |
| cf3 | Me | Cl | NSO2Me | |
| cf3 | Me | Cl | NSO2Et | |
| CFj | Me | Cl | NSO2Pr | |
| cf3 | Me | Cl | NSO2Ph | |
| CFj | Me | Cl | NSO2iPr | |
| CFj | Me | Cl | nno2 | |
| CFj | Me | Cl | NCOOMe | |
| CFj | Me | Cl | NCOOEt | |
| CFj | Me | Cl | NCOOPr | |
| CFj | Me | Cl | NCOOiPr | |
| CFj | Me | Cl | NCONHEt | |
| CFj | Me | Cl | NCONHPr | |
| CFj | Me | Cl | NCOH | |
| CFj | Me | Cl | NCONHMe | |
| CFj | Me | Cl | NCN | |
| CFj | Me | Cl | NCOSMe | |
| CFj | Me | Cl | NCOSEt | |
| CFj | Me | Cl | NCSOMe | |
| CFj | Me | Cl | NCSOEt | |
| CFj | Me | Cl | NCSOPr | |
| CFj | Me | Cl | NSO2H | |
| CFj | Me | Cl | NSO2NHMe | |
| CFj | Me | Cl | NSO2NMe2 | |
| CFj | Me | Cl | NP(O)(OMe)2 | |
| CFj | Me | Cl | NP(O)(OEt)2 | |
| CFj | Me | Cl | NP(O)Me2 | |
| CFj | Me | Cl | NP{O)Et2 | |
| CFj | Me | Cl | NP(O)Me(OMe) | |
| CFj | Me | Cl | NP(O)(OPr)2 | |
| CFj | Me | Cl | NC(O)C(O)H | |
| CFj | Me | Cl | NC(O)C(O)Me | |
| CFj | Me | Cl | NC(O)C(O)OMe | |
| CFj | Me | Cl | NC(O)C(O)OEt | |
| CFj | Me | Cl | NC(O)C(O)NH2 | |
| CFj | Me | Cl | NC(O)C(O)OH | |
| CFj | Me | Cl | NC(NH)H | |
| CFj | Me | Cl | NC(NOH)H | |
| CFj | Me | Cl | NC(NH)NHMe | |
| CFj | Me | Cl | NC(NH)NMe2 |
HU 222 278 Bl
2. táblázat (folytatás)
| R1 | R7 | R8 | NR2 | X |
| CF3 | Me | Cl | NC(NH)OMe | |
| cf3 | Me | Cl | NC(NH)OEt | |
| Me | H | nh2 | NCOMe | |
| Me | H | nh2 | NCOEt | |
| Me | H | nh2 | NCOPr | |
| Me | H | nh2 | NCHO | |
| Me | H | nh2 | NCOiPr | |
| Me | H | nh2 | NCOtBu | |
| Me | H | nh2 | NCOPh | |
| Me | H | nh2 | NSO2Me | |
| I Me | H | nh2 | NSO2Et | |
| 1 Me | H | nh2 | NSO2Pr | |
| Me | H | nh2 | NSO2Ph | |
| Me | H | nh2 | NSO2iPr | |
| Me | H | nh2 | nno2 | |
| Me | H | nh2 | NCOOMe | |
| Me | H | nh2 | NCOOEt | |
| Me | H | nh2 | NCOOPr | |
| Me | H | nh2 | NCOOiPr | |
| Me | H | nh2 | NCONHEt | |
| 1 Me | H | nh2 | NCONHPr | |
| 1 Me | H | nh2 | NCOH | |
| 1 Me | H | nh2 | NCONHMe | |
| I Me | H | nh2 | NCN | |
| Me | H | NHj | NCOSMe | |
| Me | H | nh2 | NCOSEt | |
| Me | H | nh2 | NCSOMe | |
| Me | H | nh2 | NCSOEt | |
| 1 Me | H | nh2 | NCSOPr | |
| Me | H | nh2 | NSO2H | |
| Me | H | nh2 | NSO2NHMe | |
| Me | H | nh2 | NSO2NMe2 | |
| Me | H | nh2 | NP(O)(OMe)2 | |
| Me | H | nh2 | NP(O)(OEt)2 | |
| Me | H | nh2 | NP(O)Me2 | |
| Me | H | nh2 | NP(O)Et2 | |
| Me | H | nh2 | NP(O)Me(OMe) | |
| 1 Me | H | nh2 | NP(O)(OPr)2 | |
| | Me | H | nh2 | NC(O)C(O)H | |
| | Me | H | nh2 | NC(O)C(O)Me | |
| 1 Me | H | nh2 | NC(O)C(O)OMe | |
| | Me | H | nh2 | NC(O)C(O)OEt | |
| [ Me | H | nh2 | NC(O)C(O)NH2 | |
| Me | H | nh2 | NC(O)C(O)OH |
HU 222 278 Bl
2. táblázat (folytatás)
| R> | R7 | R8 | NR2 | X |
| I Me | H | nh2 | NC(NH)H | |
| [ Me | H | nh2 | NC(NOH)H | |
| Me | H | nh2 | NC(NH)NHMe | |
| 1 Me | H | nh2 | NC(NH)NMe2 | |
| Me | H | nh2 | NC(NH)OMe | |
| Me | H | nh2 | NC(NH)OEt | |
| Me | H | nh2 | NH | o |
| 1 Me | H | nh2 | NCOMe | 0 |
| Me | H | nh2 | NCOEt | 0 |
| Me | H | nh2 | NCOPr | 0 |
| Me | H | nh2 | NCHO | 0 |
| Me | H | nh2 | NCOiPr | 0 |
| Me | H | nh2 | NCOtBu | 0 |
| Me | H | nh2 | NCOPh | 0 |
| Me | H | nh2 | NSO2Me | 0 |
| Me | H | nh2 | NSO2Et | 0 |
| Me | H | nh2 | NSO2Pr | o |
| Me | H | nh2 | NSO2Ph | o |
| Me | H | nh2 | NSO2iPr | 0 |
| Me | H | nh2 | nno2 | o |
| Me | H | NHj | NCOOMe | 0 |
| Me | H | nh2 | NCOOEt | 0 |
| Me | H | nh2 | NCOOPr | o |
| Me | H | nh2 | NCOOiPr | o |
| Me | H | nh2 | NCONHEt | 0 |
| Me | H | nh2 | NCONHPr | 0 |
| Me | H | nh2 | NCOH | 0 |
| Me | H | nh2 | NCONHMe | 0 |
| Me | H | nh2 | NCN | 0 |
| Me | H | nh2 | NCOSMe | 0 |
| Me | H | nh2 | NCOSEt | 0 |
| Me | H | nh2 | NCSOMe | 0 |
| Me | H | nh2 | NCSOEt | 0 |
| Me | H | nh2 | NCSOPr | 0 |
| Me | H | nh2 | NSO2H | 0 |
| Me | H | nh2 | NSO2NHMe | 0 |
| Me | H | nh2 | NSO2NMe2 | 0 |
| Me | H | nh2 | NP(O)(OMe)2 | 0 |
| Me | H | nh2 | NP(O)(OEt)2 | 0 |
| Me | H | nh2 | NP(O)Me2 | 0 |
| Me | H | nh2 | NP(O)Et2 | 0 |
| Me | H | nh2 | NP(O)Me(OMe) | 0 |
| Me | H | nh2 | NP(O)(OPr)2 | 0 |
| Me | H | nh2 | NC(O)C(O)H | 0 |
HU 222 278 Bl
2. táblázat (folytatás)
| R, | R? | R8 | NR2 | X |
| Me | H | nh2 | NC(O)C(O)Me | 0 |
| Me | H | nh2 | NC(O)C(O)OMe | O |
| Me | H | nh2 | NC(O)C(O)OEt | 0 |
| I Me | H | nh2 | NC(O)C(0)NH2 | 0 |
| Me | H | nh2 | NC(O)C(0)OH | 0 |
| Me | H | nh2 | NC(NH)H | 0 |
| Me | H | nh2 | NC(NOH)H | O |
| Me | H | nh2 | NC(NH)NHMe | 0 |
| Me | H | nh2 | NC(NH)NMe2 | 0 |
| Me | H | nh2 | NC(NH)OMe | 0 |
| Me | H | nh2 | NC(NH)OEt | 0 |
| Me | Me | nh2 | NCOMe | |
| Me | Me | nh2 | NCOEt | |
| 1 Me | Me | nh2 | NCOPr | |
| Me | Me | nh2 | NCHO | |
| Me | Me | nh2 | NCOiPr | |
| Me | Me | nh2 | NCOtBu | |
| Me | Me | nh2 | NCOPh | |
| Me | Me | nh2 | NSO2Me | |
| I Me | Me | nh2 | NSO2Et | |
| 1 Me | Me | nh2 | NSO2Pr | |
| I Me | Me | nh2 | NSO2Ph | |
| | Me | Me | nh2 | NSO2iPr | |
| Me | Me | nh2 | NNO2 | |
| Me | Me | nh2 | NCOOMe | |
| Me | Me | nh2 | NCOOEt | |
| 1 Me | Me | nh2 | NCOOPr | |
| | Me | Me | nh2 | NCOOiPr | |
| | Me | Me | nh2 | NCONHEt | |
| Me | Me | nh2 | NCONHPr | |
| 1 Me | Me | nh2 | NCOH | |
| | Me | Me | nh2 | NCONHMe | |
| Me | Me | nh2 | NCN | |
| Me | Me | nh2 | NCOSMe | |
| Me | Me | nh2 | NCOSEt | |
| Me | Me | nh2 | NCSOMe | |
| 1 Me | Me | nh2 | NCSOEt | |
| Me | Me | nh2 | NCSOPr | |
| Me | Me | nh2 | NSO2H | |
| Me | Me | nh2 | NSO2NHMe | |
| Me | Me | nh2 | NSO2NMe2 | |
| Me | Me | nh2 | NP(O)(OMe)2 | |
| Me | Me | nh2 | NP(O)(OEt)2 | |
| Me | Me | nh2 | NP(O)Me2 |
HU 222 278 BI
2. táblázat (folytatás)
| R> | R7 | R* | NR2 | X |
| Me | Me | nh2 | NP(0)Et2 | |
| Me | Me | nh2 | NP(O)Me(OMe) | |
| Me | Me | nh2 | NP(O)(OPr)2 | |
| Me | Me | nh2 | NC(O)C(O)H | |
| Me | Me | nh2 | NC(O)C(O)Me | |
| Me | Me | nh2 | NC(O)C(O)OMe | |
| Me | Me | nh2 | NC(O)C(O)OEt | |
| Me | Me | nh2 | NC(O)C(O)NH2 | |
| Me | Me | nh2 | NC(O)C(O)OH | |
| Me | Me | nh2 | NC(NH)H | |
| Me | Me | nh2 | NC(NOH)H | |
| Me | Me | nh2 | NC(NH)NHMe | |
| Me | Me | nh2 | NC(NH)NMe2 | |
| Me | Me | nh2 | NC(NH)OMe | |
| Me | Me | nh2 | NC(NH)OEt | |
| Me | Me | nh2 | NH | 0 |
| Me | Me | nh2 | NCOMe | O |
| Me | Me | nh2 | NCOEt | O |
| Me | Me | nh2 | NCOPr | 0 |
| Me | Me | nh2 | NCHO | O |
| Me | Me | nh2 | NCOiPr | 0 |
| Me | Me | nh2 | NCOtBu | O |
| Me | Me | nh2 | NCOPh | o |
| Me | Me | nh2 | NSO2Me | 0 |
| Me | Me | nh2 | NSO2Et | 0 |
| Me | Me | nh2 | NSO2Pr | 0 |
| Me | Me | nh2 | NSO2Ph | o |
| Me | Me | nh2 | NSO2iPr | o |
| Me | Me | nh2 | NNO2 | 0 |
| Me | Me | nh2 | NCOOMe | o |
| Me | Me | nh2 | NCOOEt | 0 |
| 1 Me | Me | nh2 | NCOOPr | 0 |
| Me | Me | nh2 | NCOOiPr | 0 |
| 1 Me | Me | nh2 | NCONHEt | 0 |
| Me | Me | nh2 | NCONHPr | 0 |
| Me | Me | nh2 | NCOH | 0 |
| Me | Me | nh2 | NCONHMe | 0 |
| Me | Me | nh2 | NCN | 0 |
| Me | Me | nh2 | NCOSMe | 0 |
| 1 Me | Me | nh2 | NCOSEt | 0 |
| Me | Me | nh2 | NCSOMe | 0 |
| 1 Me | Me | nh2 | NCSOEt | o |
| | Me | Me | nh2 | NCSOPr | 0 |
| Me | Me | nh2 | NSO2H | o |
HU 222 278 Bl
2. táblázat (folytatás)
| R> | R7 | R* | NR2 | X |
| Me | Me | nh2 | NSO2NHMe | 0 |
| Me | Me | nh2 | NSO2NMe2 | 0 |
| Me | Me | nh2 | NP(O)(OMe)2 | 0 |
| Me | Me | nh2 | NP(O)(OEt)2 | 0 |
| Me | Me | nh2 | NP(O)Me2 | 0 |
| Me | Me | nh2 | NP(O)EÍ2 | 0 |
| Me | Me | nh2 | NP(O)Me(OMe) | O |
| Me | Me | nh2 | NP(O)(OPr)2 | 0 |
| Me | Me | nh2 | NC(O)C(O)H | 0 |
| Me | Me | nh2 | NC(O)C(O)Me | 0 |
| Me | Me | nh2 | NC(O)C(O)OMe | 0 |
| Me | Me | nh2 | NC(O)C(0)0Et | 0 |
| Me | Me | nh2 | NC(O)C(0)NH2 | 0 |
| I Me | Me | nh2 | NC(O)C(O)OH | 0 |
| Me | Me | nh2 | NC(NH)H | 0 |
| 1 Me | Me | nh2 | NC(NOH)H | 0 |
| 1 Me | Me | nh2 | NC(NH)NHMe | 0 |
| Me | Me | nh2 | NC(NH)NMe2 | 0 |
| | Me | Me | nh2 | NC(NH)OMe | 0 |
| I Me | Me | nh2 | NC(NH)OEt | 0 |
| Me | H | H | NCOMe | |
| Me | H | H | NCOEt | |
| Me | H | H | NCOPr | |
| Me | H | H | NCHO | |
| Me | H | H | NCOiPr | |
| Me | H | H | NCOtBu | |
| Me | H | H | NCOPh | |
| Me | H | H | NSO2Me | |
| 1 Me | H | H | NSO2Et | |
| Me | H | H | NSO2Pr | |
| Me | H | H | NSO2Ph | |
| Me | H | H | NSO2iPr | |
| Me | H | H | nno2 | |
| Me | H | H | NCOOMe | |
| Me | H | H | NCOOEt | |
| Me | H | H | NCOOPr | |
| 1 Me | H | H | NCOOiPr | |
| Me | H | H | NCONHEt | |
| Me | H | H | NCONHPr | |
| Me | H | H | NCOH | |
| Me | H | H | NCONHMe | |
| Me | H | H | NCN | |
| Me | H | H | NCOSMe | |
| Me | H | H | NCOSEt |
HU 222 278 Β1
2. táblázat folytatás)
| R1 | R7 | R8 | NR2 | X |
| Me | H | H | NCSOMe | |
| Me | H | H | NCSOEt | |
| Me | H | H | NCSOPr | |
| Me | H | H | NSOjH | |
| Me | H | H | NSOjNHMe | |
| Me | H | H | NSO2NMe2 | |
| Me | H | H | NP(O)(OMe)2 | |
| Me | H | H | NP(O)(OEt)2 | |
| Me | H | H | NP(O)Me2 | |
| Me | H | H | NP(O)Etj | |
| Me | H | H | NP(O)Me(OMe) | |
| Me | H | H | NP(O)(OPr)2 | |
| Me | H | H | NC(O)C(O)H | |
| Me | H | H | NC(O)C(O)Me | |
| Me | H | H | NC(O)C(O)OMe | |
| Me | H | H | NC(O)C(0)0Et | |
| Me | H | H | NC(O)C(O)NH2 | |
| Me | H | H | NC(O)C(O)OH | |
| Me | H | H | NC(NH)H | |
| Me | H | H | NC(NOH)H | |
| Me | H | H | NC(NH)NHMe | |
| Me | H | H | NC(NH)NMe2 | |
| Me | H | H | NC(NH)OMe | |
| Me | H | H | NC(NH)OEt | |
| Me | H | Me | NCOMe | |
| Me | H | Me | NCOEt | |
| Me | H | Me | NCOPr | |
| Me | H | Me | NCHO | |
| Me | H | Me | NCOiPr | |
| Me | H | Me | NCOtBu | |
| Me | H | Me | NCOPh | |
| Me | H | Me | NSO2Me | |
| Me | H | Me | NSO2Et | |
| Me | H | Me | NSO2Pr | |
| Me | H | Me | NSO2Ph | |
| Me | H | Me | NSO2iPr | |
| Me | H | Me | nno2 | |
| Me | H | Me | NCOOMe | |
| Me | H | Me | NCOOEt | |
| Me | H | Me | NCOOPr | |
| Me | H | Me | NCOOiPr | |
| Me | H | Me | NCONHEt | |
| Me | H | Me | NCONHPr | |
| Me | H | Me | NCOH |
HU 222 278 Bl
2. táblázat (folytatás)
| R1 | R7 | R8 | NR2 | X |
| Me | H | Me | NCONHMe | |
| Me | H | Me | NCN | |
| Me | H | Me | NCOSMe | |
| Me | H | Me | NCOSEt | |
| Me | H | Me | NCSOMe | |
| Me | H | Me | NCSOEt | |
| Me | H | Me | NCSOPr | |
| Me | H | Me | NSO2H | |
| Me | H | Me | NSO2NHMe | |
| Me | H | Me | NSO2NMe2 | |
| Me | H | Me | NP(O)(OMe)2 | |
| Me | H | Me | NP(O)(OEt)2 | |
| Me | H | Me | NP(O)Me2 | |
| Me | H | Me | NP(O)Et2 | |
| Me | H | Me | NP(O)Me(OMe) | |
| Me | H | Me | NP(O)(OPr)2 | |
| Me | H | Me | NC(O)C(O)H | |
| Me | H | Me | NC(O)C(O)Me | |
| Me | H | Me | NC(O)C(0)OMe | |
| Me | H | Me | NC(O)C(O)OEt | |
| Me | H | Me | NC(O)C(O)NH2 | |
| Me | H | Me | NC(O)C(O)OH | |
| Me | H | Me | NC(NH)H | |
| Me | H | Me | NC(NOH)H | |
| Me | H | Me | NC(NH)NHMe | |
| Me | H | Me | NC(NH)NMe2 | |
| Me | H | Me | NC(NH)OMe | |
| Me | H | Me | NC(NH)OEt | |
| Me | Me | Me | NCOMe | |
| Me | Me | Me | NCOEt | |
| Me | Me | Me | NCOPr | |
| Me | Me | Me | NCHO | |
| Me | Me | Me | NCOiPr | |
| Me | Me | Me | NCOtBu | |
| Me | Me | Me | NCOPh | |
| Me | Me | Me | NSO2Me | |
| Me | Me | Me | NSO2Et | |
| Me | Me | Me | NSO2Pr | |
| Me | Me | Me | NSO2Ph | |
| Me | Me | Me | NSO2iPr | |
| Me | Me | Me | NNO2 | |
| Me | Me | Me | NCOOMe | |
| Me | Me | Me | NCOOEt | |
| Me | Me | Me | NCOOPr |
HU 222 278 Bl
2. táblázat (folytatás)
| p— Rl | R7 | R« | NR2 | X |
| Me | Me | Me | NCOOiPr | |
| Me | Me | Me | NCONHEt | |
| Me | Me | Me | NCONHPr | |
| Me | Me | Me | NCOH | |
| Me | Me | Me | NCONHMe | |
| Me | Me | Me | NCN | |
| Me | Me | Me | NCOSMe | |
| Me | Me | Me | NCOSEt | |
| Me | Me | Me | NCSOMe | |
| Me | Me | Me | NCSOEt | |
| Me | Me | Me | NCSOPr | |
| Me | Me | Me | NSOjH | |
| Me | Me | Me | NSOjNHMe | |
| Me | Me | Me | NSO2NMe2 | |
| Me | Me | Me | NP(O)(OMe)2 | |
| Me | Me | Me | NP(O)(OEt)2 | |
| Me | Me | Me | NP(O)Me2 | |
| Me | Me | Me | NP(O)Et2 | - |
| Me | Me | Me | NP(O)Me(OMe) | |
| Me | Me | Me | NP(OXOPr)2 | |
| Me | Me | Me | NC(O)C(O)H | |
| Me | Me | Me | NC(O)C(O)Me | |
| Me | Me | Me | NC(O)C(O)OMe | |
| Me | Me | Me | NC(O)C(O)OEt | |
| Me | Me | Me | NC(O)C(O)NH2 | |
| Me | Me | Me | NC(O)C(O)OH | |
| Me | Me | Me | NC(NH)H | |
| Me | Me | Me | NC(NOH)H | |
| Me | Me | Me | NC(NH)NHMe | |
| Me | Me | Me | NC(NH)NMe2 | |
| Me | Me | Me | NC(NH)OMe | |
| 1 Me | Me | Me | NC(NH)OEt | |
| 1 Me | Me | H | NCOMe | |
| Me | Me | H | NCOEt | |
| Me | Me | H | NCOPr | |
| Me | Me | H | NCHO | |
| Me | Me | H | NCOiPr | |
| Me | Me | H | NCOtBu | |
| 1 Me | Me | H | NCOPh | |
| Me | Me | H | NSO2Me | |
| Me | Me | H | NSO2Et | |
| Me | Me | H | NSO2Pr | |
| [ Me | Me | H | NSO2Ph | |
| Me | Me | H | NSO2iPr |
HU 222 278 Bl
2. táblázat (folytatás)
| - R1 | R7 | R« | NR2 | X |
| Me | Me | H | nno2 | |
| Me | Me | H | NCOOMe | |
| Me | Me | H | NCOOEt | |
| Me | Me | H | NCOOPr | |
| Me | Me | H | NCOOiPr | |
| Me | Me | H | NCONHEt | |
| Me | Me | H | NCONHPr | |
| Me | Me | H | NCOH | |
| Me | Me | H | NCONHMe | |
| Me | Me | H | NCN | |
| Me | Me | H | NCOSMe | |
| Me | Me | H | NCOSEt | |
| Me | Me | H | NCSOMe | |
| Me | Me | H | NCSOEt | |
| Me | Me | H | NCSOPr | |
| Me | Me | H | NSO2H | |
| Me | Me | H | NSO2NHMe | |
| Me | Me | H | NSO2NMe2 | |
| Me | Me | H | NP(O)(OMe)2 | |
| Me | Me | H | NP(O)(OEt)2 | |
| Me | Me | H | NP(O)Me2 | |
| Me | Me | H | NP(O)Et2 | |
| Me | Me | H | NP(O)Me(OMe) | |
| Me | Me | H | NP(O)(OPr)2 | |
| Me | Me | H | NC(O)C(O)H | |
| Me | Me | H | NC(O)C(O)Me | |
| Me | Me | H | NC(O)C(O)OMe | |
| Me | Me | H | NC(O)C(O)OEt | |
| Me | Me | H | NC(O)C(O)NH2 | |
| Me | Me | H | NC(O)C(O)0H | |
| Me | Me | H | NC(NH)H | |
| Me | Me | H | NC(NOH)H | |
| Me | Me | H | NC(NH)NHMe | |
| Me | Me | H | NC(NH)NMe2 | |
| Me | Me | H | NC(NH)OMe | |
| Me | Me | H | NC(NH)OEt | |
| Me | CN | nh2 | NH | NH |
| Me | CN | NHMe | NH | NH |
| Me | CN | NMe2 | NH | NH |
| Me | CN | NHEt | NH | NH |
| Et | CN | NH2 | NH | NH |
| 1 Et | CN | NHMe | NH | NH |
| Et | CN | NMe2 | NH | NH |
| 1 Et | CN | NHEt | NH | NH |
HU 222 278 Β1
2. táblázat (folytatás)
| R1 | R7 | R8 | NR2 | X |
| cf3 | CN | nh2 | NH | NH |
| cf3 | CN | NHMe | NH | NH |
| cf3 | CN | NMe2 | NH | NH |
| cf3 | CN | NHEt | NH | NH |
3. táblázat (IC) képletű vegyületek
| R* | R7 | R8 | NR2 | X |
| cf3 | CN | nh2 | NCOMe | |
| cf3 | CN | nh2 | NCOEt | |
| cf3 | CN | nh2 | NCOPr | |
| cf3 | CN | nh2 | NCHO | |
| cf3 | CN | nh2 | NCOiPr | |
| cf3 | CN | nh2 | NCOtBu | |
| cf3 | CN | nh2 | NCOPh | |
| cf3 | CN | nh2 | NSO2Me | |
| cf3 | CN | nh2 | NSO2Et | |
| cf3 | CN | nh2 | NSO2Pr | |
| cf3 | CN | nh2 | NSO2Ph | |
| cf3 | CN | nh2 | NSO2iPr | |
| cf3 | CN | nh2 | NNO2 | |
| cf3 | CN | nh2 | NCOOMe | |
| cf3 | CN | nh2 | NCOOEt | |
| cf3 | CN | nh2 | NCOOPr | |
| cf3 | CN | nh2 | NCOOiPr | |
| cf3 | CN | nh2 | NCONHEt | |
| cf3 | CN | nh2 | NCONHPr | |
| cf3 | CN | nh2 | nconh2 | |
| cf3 | CN | nh2 | NCONHMe | |
| cf3 | CN | nh2 | NCN | |
| cf3 | CN | nh2 | NCOSMe | |
| cf3 | CN | nh2 | NCOSEt | |
| cf3 | CN | nh2 | NCSOMe | |
| cf3 | CN | nh2 | NCSOEt | |
| cf3 | CN | nh2 | NCSOPr | |
| cf3 | CN | nh2 | NSO2NH2 | |
| cf3 | CN | nh2 | NSO2NHMe | |
| cf3 | CN | nh2 | NSO2NMe2 | |
| cf3 | CN | nh2 | NP(O)(OMe)2 | |
| cf3 | CN | nh2 | NP(O)(OEt)2 | |
| cf3 | CN | nh2 | NP(O)Me2 | |
| cf3 | CN | nh2 | NP(O)Et2 | |
| cf3 | CN | nh2 | NP(O)Me(OMe) | |
| cf3 | CN | nh2 | NP(O)(OPr)2 |
HU 222 278 Β1
3. táblázat (folytatás)
| R' | R7 | R8 | NR2 | X |
| CF3 | CN | nh2 | NC(O)C(O)H | |
| cf3 | CN | nh2 | NC(O)C(O)Me | |
| cf3 | CN | nh2 | NC(O)C(O)OMe | |
| cf3 | CN | nh2 | NC(O)C(O)OEt | |
| cf3 | CN | nh2 | NC(O)C(O)NH2 | |
| cf3 | CN | nh2 | NC(O)C(O)OH | |
| cf3 | CN | nh2 | NC(NH)NH2 | |
| cf3 | CN | nh2 | NC(NOH)NH2 | |
| cf3 | CN | nh2 | NC(NH)NHMe | |
| cf3 | CN | nh2 | NC(NH)NMe2 | |
| cf3 | CN | nh2 | NC(NH)OMe | |
| cf3 | CN | nh2 | NC(NH)OEt | |
| cf3 | CN | nh2 | NH | O |
| cf3 | CN | nh2 | NCOMe | 0 |
| cf3 | CN | nh2 | NCOEt | 0 |
| cf3 | CN | nh2 | NCOPr | 0 |
| cf3 | CN | nh2 | NCHO | 0 |
| cf3 | CN | nh2 | NCOiPr | 0 |
| cf3 | CN | nh2 | NCOtBu | 0 |
| cf3 | CN | nh2 | NCOPh | 0 |
| cf3 | CN | nh2 | NSO2Me | O |
| cf3 | CN | nh2 | NSO2Et | 0 |
| cf3 | CN | nh2 | NSO2Pr | 0 |
| cf3 | CN | nh2 | NSO2Ph | 0 |
| cf3 | CN | nh2 | NSO2iPr | O |
| cf3 | CN | nh2 | nno2 | 0 |
| cf3 | CN | nh2 | NCOOMe | 0 |
| cf3 | CN | nh2 | NCOOEt | 0 |
| cf3 | CN | nh2 | NCOOPr | 0 |
| cf3 | CN | nh2 | NCOOiPr | 0 |
| cf3 | CN | nh2 | NCONHEt | o |
| cf3 | CN | nh2 | NCONHPr | o |
| cf3 | CN | NHj | NCONH2 | 0 |
| cf3 | CN | nh2 | NCONHMe | 0 |
| cf3 | CN | nh2 | NCN | 0 |
| cf3 | CN | nh2 | NCOSMe | 0 |
| cf3 | CN | nh2 | NCOSEt | 0 |
| cf3 | CN | nh2 | NCSOMe | 0 |
| cf3 | CN | nh2 | NCSOEt | 0 |
| cf3 | CN | nh2 | NCSOPr | 0 |
| cf3 | CN | nh2 | NSO2NH2 | 0 |
| cf3 | CN | nh2 | NSO2NHMe | 0 |
| cf3 | CN | nh2 | NSO2NMe2 | 0 |
| cf3 | CN | nh2 | NP(O)(OMe)2 | 0 |
HU 222 278 Bl
3. táblázat (folytatás)
| R1 | R7 | R* | NR2 | X |
| CFj | CN | nh2 | NP(O)(OEt)2 | 0 |
| CFj | CN | nh2 | NP(O)Me2 | 0 |
| CFj | CN | nh2 | NP(O)Etj | 0 |
| CFj | CN | nh2 | NP(O)Me(0Me) | 0 |
| CFj | CN | nh2 | NP(O)(OPr)2 | O |
| CFj | CN | nh2 | NC(O)C(O)H | 0 |
| CFj | CN | nh2 | NC(O)C(O)Me | 0 |
| CFj | CN | nh2 | NC(O)C(0)0Me | 0 |
| CFj | CN | NHj | NC(O)C(O)OEt | 0 |
| CFj | CN | nh2 | NC(O)C(O)NH2 | 0 |
| CFj | CN | nh2 | NC(O)C(O)OH | o |
| CFj | CN | nh2 | NC(NH)NH2 | 0 |
| CFj | CN | nh2 | NC(NOH)NH2 | 0 |
| CFj | CN | nh2 | NC(NH)NHMe | 0 |
| CFj | CN | nh2 | NC(NH)NMe2 | 0 |
| CFj | CN | nh2 | NC(NH)OMe | 0 |
| CFj | CN | nh2 | NC(NH)OEt | 0 |
| CFj | CN | H | NCOMe | |
| CFj | CN | H | NCOEt | |
| CFj | CN | H | NCOPr | |
| CFj | CN | H | NCHO | |
| CFj | CN | H | NCOiPr | |
| CFj | CN | H | NCOtBu | |
| CFj | CN | H | NCOPh | |
| CFj | CN | H | NSO2Me | |
| CFj | CN | H | NSO2Et | |
| CFj | CN | H | NSO2Pr | |
| CFj | CN | H | NSO2Ph | |
| CFj | CN | H | NSO2iPr | |
| CFj | CN | H | nno2 | |
| CFj | CN | H | NCOOMe | |
| CFj | CN | H | NCOOEt | |
| CFj | CN | H | NCOOPr | |
| CFj | CN | H | NCOOiPr | |
| CFj | CN | H | NCONHEt | |
| CFj | CN | H | NCONHPr | |
| CFj | CN | H | NCONHj | |
| CFj | CN | H | NCONHMe | |
| CFj | CN | H | NCN | |
| CFj | CN | H | NCOSMe | |
| CFj | CN | H | NCOSEt | |
| CFj | CN | H | NCSOMe | |
| CFj | CN | H | NCSOEt | |
| CFj | CN | H | NCSOPr |
HU 222 278 Β1
3. táblázat (folytatás)
| R1 | R7 | R8 | NR2 | X |
| CF3 | CN | H | NSOjNHj | |
| cf3 | CN | H | NSOjNHMe | |
| cf3 | CN | H | NSOjNMej | |
| cf3 | CN | H | NP(O)(OMe)j | |
| cf3 | CN | H | NP(O)(OEt)j | |
| ct3 | CN | H | NP(O)Me2 | |
| CP3 | CN | H | NP(O)Etj | |
| ct3 | CN | H | NP(O)Me(OMe) | |
| ct3 | CN | H | NP(O)(OPr)j | |
| ct3 | CN | H | NC(O)C(O)H | |
| ct3 | CN | H | NC(O)C(O)Me | |
| ct3 | CN | H | NC(O)C(O)OMe | |
| ct3 | CN | H | NC(O)C(O)OEt | |
| ct3 | CN | H | NC(O)C(O)NHj | |
| CF3 | CN | H | NC(O)C(O)OH | |
| ct3 | CN | H | NC(NH)NH2 | |
| CF3 | CN | H | NC(NOH)NH2 | |
| CTj | CN | H | NC(NH)NHMe | |
| ct3 | CN | H | NC(NH)NMe2 | |
| Cf3 | CN | H | NC(NH)OMe | |
| CFJ | CN | H | NC(NH)OEt | |
| CF3 | CN | H | NH | 0 |
| Cp3 | CN | H | NCOMe | 0 |
| ct3 | CN | H | NCOEt | 0 |
| ct3 | CN | H | NCOPr | 0 |
| CF3 | CN | H | NCHO | 0 |
| Cf3 | CN | H | NCOiPr | 0 |
| cf3 | CN | H | NCOtBu | 0 |
| cf3 | CN | H | NCOPh | 0 |
| cf3 | CN | H | NSOjMe | 0 |
| cf3 | CN | H | NSOjEt | 0 |
| cf3 | CN | H | NSOjPr | 0 |
| CF3 | CN | H | NSOjPh | o |
| CF3 | CN | H | NSOjiPr | 0 |
| ct3 | CN | H | NNOj | 0 |
| ct3 | CN | H | NCOOMe | 0 |
| Cf3 | CN | H | NCOOEt | 0 |
| ct3 | CN | H | NCOOPr | 0 |
| ct3 | CN | H | NCOOiPr | 0 |
| CF3 | CN | H | NCONHEt | 0 |
| ct3 | CN | H | NCONHPr | 0 |
| ct3 | CN | H | NCONHj | 0 |
| Cf3 | CN | H | NCONHMe | 0 |
| ct3 | CN | H | NCN | 0 |
HU 222 278 Β1
3. táblázat (folytatás)
| R> | R7 | R8 | NR2 | X |
| CF3 | CN | H | NCOSMe | 0 |
| cf3 | CN | H | NCOSEt | 0 |
| cf3 | CN | H | NCSOMe | 0 |
| cf3 | CN | H | NCSOEt | 0 |
| cf3 | CN | H | NCSOPr | O |
| cf3 | CN | H | NSO2NH2 | 0 |
| cf3 | CN | H | NSO2NHMe | O |
| cf3 | CN | H | NSO2NMe2 | 0 |
| cf3 | CN | H | NP(O)(OMe)2 | 0 |
| cf3 | CN | H | NP(O)(OEt)2 | O |
| cf3 | CN | H | NP(O)Me2 | O |
| cf3 | CN | H | NP(O)Et2 | O |
| cf3 | CN | H | NP(O)Met(OMe) | 0 |
| cf3 | CN | H | NP(O)(OPr) | 0 |
| cf3 | CN | H | NC(O)C(O)H | 0 |
| cf3 | CN | H | NC(O)C(O)Me | o |
| cf3 | CN | H | NC(O)C(O)OMe | o |
| cf3 | CN | H | NC(O)C(O)OEt | o |
| cf3 | CN | H | NC(O)C(O)NH2 | 0 |
| cf3 | CN | H | NC(O)C(O)OH | 0 |
| cf3 | CN | H | NC(NH)NH2 | o |
| cf3 | CN | H | NC(NOH)NH2 | 0 |
| cf3 | CN | H | NC(NH)NHMe | 0 |
| cf3 | CN | H | NC(NH)NMe2 | 0 |
| cf3 | CN | H | NC(NH)OMe | o |
| cf3 | CN | H | NC(NH)OEt | 0 |
| cf3 | CN | SMe | NCOMe | |
| cf3 | CN | SMe | NCOEt | |
| Cp3 | CN | SMe | NCOPr | |
| cf3 | CN | SMe | NCHO | |
| cf3 | CN | SMe | NCOiPr | |
| cf3 | CN | SMe | NCOtBu | |
| cf3 | CN | SMe | NCOPh | |
| cf3 | CN | SMe | NSO2Me | |
| cf3 | CN | SMe | NSO2Et | |
| cf3 | CN | SMe | NSO2Pr | |
| cf3 | CN | SMe | NSO2Ph | |
| cf3 | CN | SMe | NSO2iPr | |
| cf3 | CN | SMe | nno2 | |
| cf3 | CN | SMe | NCOOMe | |
| cf3 | CN | SMe | NCOOEt | |
| CFj | CN | SMe | NCOOPr | |
| CFj | CN | SMe | NCOOiPr | |
| CF, | CN | SMe | NCONHEt |
HU 222 278 BI
3. táblázat (folytatás)
| R1 | R7 | R8 | NR2 | X |
| cf3 | CN | SMe | NCONHPr | |
| cf3 | CN | SMe | NCONHj | |
| cf3 | CN | SMe | NCONHMe | |
| cf3 | CN | SMe | NCN | |
| ct3 | CN | SMe | NCOSMe | |
| cf3 | CN | SMe | NCOSEt | |
| ct3 | CN | SMe | NCSOMe | |
| cf3 | CN | SMe | NCSOEt | |
| cf3 | CN | SMe | NCSOPr | |
| cf3 | CN | SMe | NSOjNHj | |
| cf3 | CN | SMe | NSOjNHMe | |
| CF3 | CN | SMe | NSOjNMej | |
| cf3 | CN | SMe | NP(O)(OMe)2 | |
| cf3 | CN | SMe | NP(O)(OEt)2 | |
| cf3 | CN | SMe | NP(O)Me2 | |
| cf3 | CN | SMe | NP(O)Etj | |
| cf3 | CN | SMe | NP(O)Me(OMe) | |
| cf3 | CN | SMe | NP(OXOPr)j | |
| cf3 | CN | SMe | NC(O)C(O)H | |
| cf3 | CN | SMe | NC(O)C(O)Me | |
| cf3 | CN | SMe | NC(O)C(OX>Me | |
| cf3 | CN | SMe | NC(O)C(O)OEt | |
| cf3 | CN | SMe | NC(O)C(O)NHj | |
| cf3 | CN | SMe | NC(O)C(O)OH | |
| ct3 | CN | SMe | NC(NH)NHj | |
| cf3 | CN | SMe | NC(NOH)NHj | |
| cf3 | CN | SMe | NC(NH)NHMe | |
| cf3 | CN | SMe | NC(NH)NMe2 | |
| cf3 | CN | SMe | NC(NH)OMe | |
| cf3 | CN | SMe | NC(NH)OEt | |
| cf3 | CN | SMe | NCOMe | 0 |
| cf3 | CN | SMe | NCOEt | 0 |
| cf3 | CN | SMe | NCOPr | 0 |
| cf3 | CN | SMe | NCHO | 0 |
| cf3 | CN | SMe | NCOiPr | 0 |
| cf3 | CN | SMe | NCOtBu | 0 |
| cf3 | CN | SMe | NCOPh | 0 |
| cf3 | CN | SMe | NSOjMe | 0 |
| cf3 | CN | SMe | NSOjEt | 0 |
| cf3 | CN | SMe | NSOjPr | 0 |
| cf3 | CN | SMe | NSOjPh | 0 |
| cf3 | CN | SMe | NSOjiPr | 0 |
| cf3 | CN | SMe | NNOj | 0 |
| cf3 | CN | SMe | NCOOMe | 0 |
HU 222 278 Bl
3. táblázat (folytatás)
| 1 ri | R7 | R8 | NR2 | X |
| cf3 | CN | SMe | NCOOEt | 0 |
| CF3 | CN | SMe | NCOOPr | 0 |
| cf3 | CN | SMe | NCOOiPr | 0 |
| cf3 | CN | SMe | NCONHEt | 0 |
| cf3 | CN | SMe | NCONHPr | 0 |
| cf3 | CN | SMe | NCONH2 | 0 |
| cf3 | CN | SMe | NCONHMe | 0 |
| cf3 | CN | SMe | NCN | 0 |
| cf3 | CN | SMe | NCOSMe | 0 |
| cf3 | CN | SMe | NCOSEt | O |
| cf3 | CN | SMe | NCSOMe | 0 |
| cf3 | CN | SMe | NCSOEt | 0 |
| cf3 | CN | SMe | NCSOPr | 0 |
| cf3 | CN | SMe | NSO2NH2 | 0 |
| cf3 | CN | SMe | NSO2NHMe | 0 |
| cf3 | CN | SMe | NSO2NMe2 | O |
| cf3 | CN | SMe | NP(OXOMe)2 | 0 |
| cf3 | CN | SMe | NP(O)(OEt)2 | o |
| cf3 | CN | SMe | NP(O)Me2 | 0 |
| cf3 | CN | SMe | NP(O)Et2 | 0 |
| cf3 | CN | SMe | NP(O)Me(OMe) | 0 |
| cf3 | CN | SMe | NP(O)(OPr)2 | 0 |
| cf3 | CN | SMe | NC(O)C(O)H | o |
| cf3 | CN | SMe | NC(O)C(O)Me | 0 |
| cf3 | CN | SMe | NC(O)C(0)0Me | 0 |
| cf3 | CN | SMe | NC(O)C(O)OEt | 0 |
| cf3 | CN | SMe | NC(O)C(O)NH2 | o |
| cf3 | CN | SMe | NC(O)C(O)OH | o |
| cf3 | CN | SMe | NC(NH)NH2 | 0 |
| cf3 | CN | SMe | NC(NOH)NH2 | o |
| cf3 | CN | SMe | NC(NH)NHMe | 0 |
| cf3 | CN | SMe | NC(NH)NMe2 | 0 |
| cf3 | CN | SMe | NC(NH)OMe | 0 |
| cf3 | CN | SMe | NC(NH)OEt | 0 |
| cf3 | CN | Cl | NCOMe | |
| cf3 | CN | Cl | NCOEt | |
| cf3 | CN | Cl | NCOPr | |
| cf3 | CN | Cl | NCHO | |
| cf3 | CN | Cl | NCOiPr | |
| cf3 | CN | Cl | NCOtBu | |
| cf3 | CN | Cl | NCOPh | |
| cf3 | CN | Cl | NSO2Me | |
| cf3 | CN | Cl | NSO2Et | |
| cf3 | CN | Cl | NSO2Pr |
HU 222 278 Bl
3. táblázat (folytatás)
| R1 | R7 | R8 | NR2 | X |
| CFj | CN | Cl | NSO2Ph | |
| cf3 | CN | Cl | NSOjiPr | |
| cf3 | CN | Cl | NNOj | |
| cf3 | CN | Cl | NCOOMe | |
| cf3 | CN | Cl | NCOOEt | |
| cf3 | CN | Cl | NCOOPr | |
| cf3 | CN | Cl | NCOOiPr | |
| cf3 | CN | Cl | NCONHEt | |
| cf3 | CN | Cl | NCONHPr | |
| cf3 | CN | Cl | NCONH2 | |
| cf3 | CN | Cl | NCONHMe | |
| cf3 | CN | Cl | NCN | |
| cf3 | CN | Cl | NCOSMe | |
| cf3 | CN | Cl | NCOSEt | |
| cf3 | CN | Cl | NCSOMe | |
| cf3 | CN | Cl | NCSOEt | |
| cf3 | CN | Cl | NCSOPr | |
| cf3 | CN | Cl | NSO2NH2 | |
| cf3 | CN | Cl | NSO2NHMe | |
| cf3 | CN | Cl | NSO2NMe2 | |
| cf3 | CN | Cl | NP(O)(OMe)2 | |
| cf3 | CN | Cl | NP(O)(OEt)2 | |
| cf3 | CN | Cl | NP(O)Me2 | |
| cf3 | CN | Cl | NP(O)Et2 | |
| cf3 | CN | Cl | NP(O)Me(0Me) | |
| cf3 | CN | Cl | NP(O)(OPr)2 | |
| cf3 | CN | Cl | NC(O)C(O)H | |
| cf3 | CN | Cl | NC(O)C(O)Me | |
| cf3 | CN | Cl | NC(O)C(O)OMe | |
| cf3 | CN | Cl | NC(O)C(O)OEt | |
| cf3 | CN | Cl | NC(O)C(0)NH2 | |
| cf3 | CN | Cl | NC(O)C(O)OH | |
| cf3 | CN | Cl | NC(NH)NEt | |
| cf3 | CN | Cl | NC(NOH)NH2 | |
| cf3 | CN | Cl | NC(NH)NHMe | |
| cf3 | CN | Cl | NC(NH)NMe2 | |
| cf3 | CN | Cl | NC(NH)OMe | |
| cf3 | CN | Cl | NC(NH)OEt | |
| cf3 | CN | Cl | NCOMe | 0 |
| cf3 | CN | Cl | NCOEt | 0 |
| cf3 | CN | Cl | NCOPr | O |
| cf3 | CN | Cl | NCHO | 0 |
| cf3 | CN | Cl | NCOiPr | 0 |
| cf3 | CN | Cl | NCOtBu | 0 |
HU 222 278 Β1
3. táblázat (folytatás)
| R1 | R7 | R8 | NR2 | X |
| cf3 | CN | Cl | NCOPh | 0 |
| cf3 | CN | Cl | NSO2Me | O |
| cf3 | CN | Cl | NSOjEt | 0 |
| cf3 | CN | Cl | NSOjPr | 0 |
| cf3 | CN | Cl | NSO2Ph | 0 |
| cf3 | CN | Cl | NSOjiPr | 0 |
| cf3 | CN | Cl | NNO2 | 0 |
| cf3 | CN | Cl | NCOOMe | 0 |
| cf3 | CN | Cl | NCOOEt | 0 |
| cf3 | CN | Cl | NCOOPr | O |
| cf3 | CN | Cl | NCOOiPr | O |
| cf3 | CN | Cl | NCONHEt | 0 |
| cf3 | CN | Cl | NCONHPr | 0 |
| cf3 | CN | Cl | NCONH2 | 0 |
| cf3 | CN | Cl | NCONHMe | 0 |
| cf3 | CN | Cl | NCN | O |
| cf3 | CN | Cl | NCOSMe | o |
| cf3 | CN | Cl | NCOSEt | 0 |
| cf3 | CN | Cl | NCSOMe | 0 |
| cf3 | CN | Cl | NCSOEt | 0 |
| cf3 | CN | Cl | NCSOPr | 0 |
| cf3 | CN | Cl | NSO2NH2 | 0 |
| cf3 | CN | Cl | NSO2NHMe | 0 |
| cf3 | CN | Cl | NSOjNMe2 | 0 |
| cf3 | CN | Cl | NP(O)(OMe)2 | 0 |
| cf3 | CN | Cl | NP(O)(OEt)2 | o |
| cf3 | CN | Cl | NP(O)Me2 | 0 |
| cf3 | CN | Cl | NP(O)Et2 | o |
| cf3 | CN | Cl | NP(O)Me(OMe) | 0 |
| cf3 | CN | Cl | NP(O)(OPr)2 | 0 |
| cf3 | CN | Cl | NC(O)C(O)H | 0 |
| cf3 | CN | Cl | NC(O)C(O)Me | o |
| cf3 | CN | Cl | NC(O)C(O)OMe | 0 |
| cf3 | CN | Cl | NC(O)C(O)OEt | 0 |
| cf3 | CN | Cl | NC(O)C(O)NH2 | o |
| cf3 | CN | Cl | NC(O)C(O)OH | 0 |
| cf3 | CN | Cl | NC(NH)NH2 | 0 |
| cf3 | CN | Cl | NC(NOH)NH2 | 0 |
| cf3 | CN | Cl | NC(NH)NHMe | 0 |
| cf3 | CN | Cl | NC(NH)NMe2 | 0 |
| cf3 | CN | Cl | NC(NH)OMe | 0 |
| cf3 | CN | Cl | NC(NH)OEt | 0 |
HU 222 278 Β1
4. táblázat (ID) általános képletű vegyületek
| R1 | R9 | R | NR2 | X |
| CFj | H | H | NCOMe | |
| CFj | H | H | NCOEt | |
| CFj | H | H | NCOPr | |
| CFj | H | H | NCHO | |
| CFj | H | H | NCOiPr | |
| CFj | H | H | NCOtBu | |
| CFj | H | H | NCOPh | |
| CFj | H | H | NSO2Me | |
| CF, | H | H | NSO2Et | |
| CF, | H | H | NSO2Pr | |
| CF, | H | H | NSO2Ph | |
| CFj | H | H | NSO2iPr | |
| CFj | H | H | nno2 | |
| CF, | H | H | NCOOMe | |
| CF, | H | H | NCOOEt | |
| CF, | H | H | NCOOPr | |
| CF, | H | H | NCOOiPr | |
| CF, | H | H | NCONHEt | |
| CFj | H | H | NCONHPr | |
| CFj | H | H | NCONH2 | |
| CF, | H | H | NCONHMe | |
| CFj | H | H | NCN | |
| CFj | H | H | NCOSMe | |
| CFj | H | H | NCOSEt | |
| CFj | H | H | NCSOMe | |
| CFj | H | H | NCSOEt | |
| CFj | H | H | NCSOPr | |
| CFj | H | H | NSO2NH2 | |
| CFj | H | H | NSO2NHMe | |
| CFj | H | H | NSO2NMe2 | |
| CFj | H | H | NP(O)(OMe)2 | |
| CFj | H | H | NP(O)(OEt)2 | |
| CFj | H | H | NP(O)Me2 | |
| CF, | H | H | NP(O)Etj | |
| CFj | H | H | NP(O)Me(OMe) | |
| CF, | H | H | NP(O)(OPr)2 | |
| CFj | H | H | NC(O)C(O)H | |
| CFj | H | H | NC(O)C(O)Me | |
| CFj | H | H | NC(O)C(O)OMe | |
| CF, | H | H | NC(O)C(O)OEt | |
| CFj | H | H | NC(O)C(O)NH2 | |
| CFj | H | H | NC(O)C(O)OH | |
| 1 cí; | H | H | NC(NH)NH2 |
HU 222 278 BI
4. táblázat (folytatás)
| R1 | R9 | R | NR2 | X |
| cf3 | H | H | NC(NOH)NH2 | |
| cf3 | H | H | NC(NH)NHMe | |
| cf3 | H | H | NC(NH)NMe2 | |
| CF3 | H | H | NC(NH)OMe | |
| CF3 | H | H | NC(NH)OEt | |
| cf3 | Cl | H | NCOMe | |
| cf3 | Cl | H | NCOEt | |
| cf3 | Cl | H | NCOPr | |
| cf3 | Cl | H | NCHO | |
| cf3 | Cl | H | NCOiPr | |
| cf3 | Cl | H | NCOtBu | |
| cf3 | Cl | H | NCOPh | |
| cf3 | Cl | H | NSO2Me | |
| cf3 | Cl | H | NSO2Et | |
| cf3 | Cl | H | NSO2Pr | |
| cf3 | Cl | H | NSO2Ph | |
| cf3 | Cl | H | NSO2iPr | |
| cf3 | Cl | H | nno2 | |
| cf3 | Cl | H | NCOOMe | |
| cf3 | Cl | H | NCOOEt | |
| cf3 | Cl | H | NCOOPr | |
| cf3 | Cl | H | NCOOiPr | |
| cf3 | Cl | H | NCONHEt | |
| cf3 | Cl | H | NCONHPr | |
| cf3 | Cl | H | NCONH2 | |
| cf3 | Cl | H | NCONHMe | |
| cf3 | Cl | H | NCN | |
| Cf3 | Cl | H | NCOSMe | |
| cf3 | Cl | H | NCOSEt | |
| cf3 | Cl | H | NCSOMe | |
| cf3 | Cl | H | NCSOEt | |
| cf3 | Cl | H | NCSOPr | |
| cf3 | Cl | H | NSO2NH2 | |
| cf3 | Cl | H | NSO2NHMe | |
| cf3 | Cl | H | NSO2NMe2 | |
| cf3 | Cl | H | NP(O)(OMe)2 | |
| cf3 | Cl | H | NP(O)(OEt)2 | |
| CF3 | Cl | H | NP(O)Me2 | |
| cf3 | Cl | H | NP(O)Et2 | |
| cf3 | Cl | H | NP(O)Me(OMe) | |
| cf3 | Cl | H | NP(O)(OPr)2 | |
| cf3 | Cl | H | NC(O)C(O)H | |
| cf3 | Cl | H | NC(O)C(O)Me | |
| 1 CF3 | Cl | H | NC(O)C(O)OMe |
HU 222 278 Bl
4. táblázat (folytatás)
| R* | R9 | RH | NR2 | X |
| cf3 | Cl | H | NC(O)C(O)OEt | |
| cf3 | Cl | H | NC(O)C(O)NH2 | |
| cf3 | Cl | H | NC(O)C(O)OH | |
| cf3 | Cl | H | NC(NH)NH2 | |
| cf3 | Cl | H | NC(NOH)NH2 | |
| cf3 | Cl | H | NC(NH)NHMe | |
| cf3 | Cl | H | NC(NH)NMe2 | |
| cf3 | Cl | H | NC(NH)OMe | |
| cf3 | Cl | H | NC(NH)OEt | |
| cf3 | Cl | Me | NCOMe | |
| cf3 | Cl | Me | NCOEt | |
| cf3 | Cl | Me | NCOPr | |
| cf3 | Cl | Me | NCHO | |
| cf3 | Cl | Me | NCOiPr | |
| cf3 | Cl | Me | NCOtBu | |
| cf3 | Cl | Me | NCOPh | |
| cf3 | Cl | Me | NSO2Me | |
| cf3 | Cl | Me | NSO2Et | |
| cf3 | Cl | Me | NSO2Pr | |
| cf3 | Cl | Me | NSO2Ph | |
| cf3 | Cl | Me | NSO2iPr | |
| cf3 | Cl | Me | nno2 | |
| cf3 | Cl | Me | NCOOMe | |
| cf3 | Cl | Me | NCOOEt | |
| cf3 | Cl | Me | NCOOPr | |
| cf3 | Cl | Me | NCOOiPr | |
| cf3 | Cl | Me | NCONHEt | |
| cf3 | Cl | Me | NCONHPr | |
| cf3 | Cl | Me | nconh2 | |
| cf3 | Cl | Me | NCONHMe | |
| cf3 | Cl | Me | NCN | |
| cf3 | Cl | Me | NCOSMe | |
| cf3 | Cl | Me | NCOSEt | |
| cf3 | Cl | Me | NCSOMe | |
| cf3 | Cl | Me | NCSOEt | |
| cf3 | Cl | Me | NCSOPr | |
| CFj | Cl | Me | NSO2NH2 | |
| CFj | Cl | Me | NSO2NHMe | |
| CFj | Cl | Me | NSO2NMe2 | |
| CFj | Cl | Me | NP(O)(0Me)2 | |
| cf3 | Cl | Me | NP(O)(OEt)2 | |
| cf3 | Cl | Me | NP(O)Me2 | |
| CFj | Cl | Me | NP(O)Et2 | |
| CFj | Cl | Me | NP(O)Me(OMe) |
HU 222 278 Bl
4. táblázat (folytatás)
| R> | R’ | Rn | NR2 | X |
| CF3 | Cl | Me | NP(O)(OPr)2 | |
| cf3 | Cl | Me | NC(O)C(O)H | |
| cf3 | Cl | Me | NC(O)C(O)Me | |
| cf3 | Cl | Me | NC(O)C(O)OMe | |
| cf3 | Cl | Me | NC(O)C(O)OEt | |
| cf3 | Cl | Me | NC(O)C(O)NH2 | |
| cf3 | Cl | Me | NC(O)C(O)OH | |
| cf3 | Cl | Me | NC(NH)NH2 | |
| cf3 | Cl | Me | NC(NOH)NH2 | |
| cf3 | Cl | Me | NC(NH)NHMe | |
| cf3 | Cl | Me | NC(NH)NMe2 | |
| cf3 | Cl | Me | NC(NH)OMe | |
| cf3 | Cl | Me | NC(NH)OEt | |
| cf3 | Cl | SMe | NCOMe | |
| cf3 | Cl | SMe | NCOEt | |
| cf3 | Cl | SMe | NCOPr | |
| cf3 | Cl | SMe | NCHO | |
| cf3 | Cl | SMe | NCOiPr | |
| cf3 | Cl | SMe | NCOtBu | |
| cf3 | Cl | SMe | NCOPh | |
| cf3 | Cl | SMe | NSO2Me | |
| cf3 | Cl | SMe | NSO2Et | |
| cf3 | Cl | SMe | NSO2Pr | |
| cf3 | Cl | SMe | NSO2Ph | |
| cf3 | Cl | SMe | NSO2iPr | |
| cf3 | Cl | SMe | NNO2 | |
| cf3 | Cl | SMe | NCOOMe | |
| cf3 | Cl | SMe | NCOOEt | |
| cf3 | Cl | SMe | NCOOPr | |
| cf3 | Cl | SMe | NCOOiPr | |
| cf3 | Cl | SMe | NCONHEt | |
| cf3 | Cl | SMe | NCONHPr | |
| cf3 | Cl | SMe | NCONH2 | |
| cf3 | Cl | SMe | NCONHMe | |
| cf3 | Cl | SMe | NCN | |
| cf3 | Cl | SMe | NCOSMe | |
| cf3 | Cl | SMe | NCOSEt | |
| cf3 | Cl | SMe | NCSOMe | |
| cf3 | Cl | SMe | NCSOEt | |
| cf3 | Cl | SMe | NCSOPr | |
| cf3 | Cl | SMe | NSO2NH2 | |
| cf3 | Cl | SMe | NSO2NHMe | |
| cf3 | Cl | SMe | NSO2NMe2 | |
| cf3 | Cl | SMe | NP(O)(OMe)2 |
HU 222 278 Bl
4. táblázat (folytatás)
| 1 Rl | R9 | R’i | NR2 | X |
| CF3 | Cl | SMe | NP(O)(OEt)2 | |
| cf3 | Cl | SMe | NP(O)Me2 | |
| cf3 | Cl | SMe | NP(O)Et2 | |
| CF3 | Cl | SMe | NP(O)Me(OMe) | |
| cf3 | Cl | SMe | NP(OXOPr)2 | |
| cf3 | Cl | SMe | NC(O)C(O)H | |
| cf3 | Cl | SMe | NC(O)C(O)Me | |
| cf3 | Cl | SMe | NC(O)C(O)OMe | |
| cf3 | Cl | SMe | NC(O)C(O)OEt | |
| cf3 | Cl | SMe | NC(O)C(O)NH2 | |
| cf3 | Cl | SMe | NC(O)C(O)OH | |
| cf3 | Cl | SMe | NC(NH)NH2 | |
| cf3 | Cl | SMe | NC(NOH)NH2 | |
| cf3 | Cl | SMe | NC(NH)NHMe | |
| cf3 | Cl | SMe | NC(NH)NMe2 | |
| cf3 | Cl | SMe | NC(NH)OMe | |
| cf3 | Cl | SMe | NC(NH)OEt | |
| cf3 | H | Me | NCOMe | |
| cf3 | H | Me | NCOEt | |
| cf3 | H | Me | NCOPr | |
| cf3 | H | Me | NCHO | |
| CF3 | H | Me | NCOiPr | |
| CF3 | H | Me | NCOtBu | |
| CTj | H | Me | NCOPh | |
| CFj | H | Me | NSO2Me | |
| ct3 | H | Me | NSO2Et | |
| CTj | H | Me | NSO2Pr | |
| cf3 | H | Me | NSO2Ph | |
| CTj | H | Me | NSO2iPr | |
| cf3 | H | Me | NNO2 | |
| ct3 | H | Me | NCOOMe | |
| ct3 | H | Me | NCOOEt | |
| ct3 | H | Me | NCOOPr | |
| cf3 | H | Me | NCOOiPr | |
| ct3 | H | Me | NCONHEt | |
| ct3 | H | Me | NCONHPr | |
| CTj | H | Me | nconh2 | |
| ct3 | H | Me | NCONHMe | |
| CTj | H | Me | NCN | |
| cf3 | H | Me | NCOSMe | |
| CFj | H | Me | NCOSEt | |
| ct3 | H | Me | NCSOMe | |
| ct3 | H | Me | NCSOEt | |
| cf3 | H | Me | NCSOPr |
100
HU 222 278 Bl
4. táblázat (folytatás)
| R> | R9 | RH | NR2 | X |
| cf3 | H | Me | NSO2NH2 | |
| cf3 | H | Me | NSO2NHMe | |
| cf3 | H | Me | NSO2NMe2 | |
| CF3 | H | Me | NP(O)(OMe)2 | |
| cf3 | H | Me | NP(O)(OEt)2 | |
| cf3 | H | Me | NP(O)Me2 | |
| cf3 | H | Me | NP(O)Et2 | |
| cf3 | H | Me | NP(O)Me(OMe) | |
| CFj | H | Me | NP(O)(OPr)2 | |
| CFj | H | Me | NC(O)C(O)H | |
| CFj | H | Me | NC(O)C(O)Me | |
| CFj | H | Me | NC(O)C(O)OMe | |
| CFj | H | Me | NC(O)C(O)OEt | |
| CFj | H | Me | NC(O)C(O)NH2 | |
| CFj | H | Me | NC(O)C(O)OH | |
| CFj | H | Me | NC(NH)NH2 | |
| CFj | H | Me | NC(NOH)NH2 | |
| CFj | H | Me | NC(NH)NHMe | |
| CFj | H | Me | NC(NH)NMe2 | |
| CFj | H | Me | NC(NH)OMe | |
| CFj | H | Me | NC(NH)OEt | |
| CFj | H | SMe | NCOMe | |
| CFj | H | SMe | NCOEt | |
| CFj | H | SMe | NCOPr | |
| CFj | H | SMe | NCHO | |
| CFj | H | SMe | NCOiPr | |
| CFj | H | SMe | NCOtBu | |
| CFj | H | SMe | NCOPh | |
| CFj | H | SMe | NSO2Me | |
| CFj | H | SMe | NSO2Et | |
| CFj | H | SMe | NSO2Pr | |
| CFj | H | SMe | NSO2Ph | |
| CFj | H | SMe | NSO2iPr | |
| CFj | H | SMe | nno2 | |
| CFj | H | SMe | NCOOMe | |
| CFj | H | SMe | NCOOEt | |
| CFj | H | SMe | NCOOPr | |
| CFj | H | SMe | NCOOiPr | |
| CFj | H | SMe | NCONHEt | |
| CFj | H | SMe | NCONHPr | |
| CFj | H | SMe | nconh2 | |
| CFj | H | SMe | NCONHMe | |
| CFj | H | SMe | NCN | |
| CFj | H | SMe | NCOSMe |
101
HU 222 278 Bl
4. táblázat (folytatás)
| R1 | R9 | R11 | NR2 | X |
| cf3 | H | SMe | NCOSEt | |
| cf3 | H | SMe | NCSOMe | |
| cf3 | H | SMe | NCSOEt | |
| cf3 | H | SMe | NCSOPr | |
| cf3 | H | SMe | NSO2NH2 | |
| cf3 | H | SMe | NSO2NHMe | |
| cf3 | H | SMe | NSO2NMe2 | |
| cf3 | H | SMe | NP(O)(OMe)2 | |
| cf3 | H | SMe | NP(O)(OEt)2 | |
| cf3 | H | SMe | NP(O)Me2 | |
| cf3 | H | SMe | NP(O)Etj | |
| cf3 | H | SMe | NP(O)Me(OMe) | |
| cf3 | H | SMe | NP(O)(OPr)j | |
| cf3 | H | SMe | NC(O)C(O)H | |
| I Cp3 | H | SMe | NC(O)C(O)Me | |
| cf3 | H | SMe | NC(O)C(O)OMe | |
| cf3 | H | SMe | NC(O)C(O)OEt | |
| cf3 | H | SMe | NC(O)C(O)NHj | |
| cf3 | H | SMe | NC(O)C(O)OH | |
| cf3 | H | SMe | NC(NH)NH2 | |
| CF3 | H | SMe | NC(NOH)NH2 | |
| cf3 | H | SMe | NC(NH)NHMe | |
| CF3 | H | SMe | NC(NH)NMe2 | |
| cf3 | H | SMe | NC(NH)OMe | |
| cf3 | H | SMe | NC(NH)OEt | |
| CF3 | Me | H | NCOMe | |
| ct3 | Me | H | NCOEt | |
| cf3 | Me | H | NCOPr | |
| cf3 | Me | H | NCHO | |
| ct3 | Me | H | NCOiPr | |
| cf3 | Me | H | NCOtBu | |
| cf3 | Me | H | NCOPh | |
| ct3 | Me | H | NSO2Me | |
| ct3 | Me | H | NSO2Et | |
| CF3 | Me | H | NSO2Pr | |
| ct3 | Me | H | NSO2Ph | |
| ct3 | Me | H | NSOjiPr | |
| cf3 | Me | H | nno2 | |
| cf3 | Me | H | NCOOMe | |
| cf3 | Me | H | NCOOEt | |
| cf3 | Me | H | NCOOPr | |
| ct3 | Me | H | NCOOiPr | |
| ct3 | Me | H | NCONHEt | |
| CT3 | Me | H | NCONHPr |
102
HU 222 278 Bl
4. táblázat (folytatás)
| R. | R9 | R11 | NR2 | X |
| cf3 | Me | H | NCONH2 | |
| cf3 | Me | H | NCONHMe | |
| cf3 | Me | H | NCN | |
| cf3 | Me | H | NCOSMe | |
| cf3 | Me | H | NCOSEt | |
| cf3 | Me | H | NCSOMe | |
| cf3 | Me | H | NCSOEt | |
| cf3 | Me | H | NCSOPr | |
| cf3 | Me | H | NSO2NH2 | |
| cf3 | Me | H | NSO2NHMe | |
| cf3 | Me | H | NSO2NMe2 | |
| cf3 | Me | H | NP(O)(OMe)2 | |
| cf3 | Me | H | NP(O)(OEt)2 | |
| cf3 | Me | H | NP(O)Me2 | |
| cf3 | Me | H | NP(O)Et2 | |
| cf3 | Me | H | NP(O)Me(OMe) | |
| cf3 | Me | H | NP(O)(OPr)2 | |
| cf3 | Me | H | NC(O)C(O)H | |
| cf3 | Me | H | NC(O)C(O)Me | |
| cf3 | Me | H | NC(O)C(O)OMe | |
| cf3 | Me | H | NC(O)C(O)OEt | |
| cf3 | Me | H | NC(O)C(O)NH2 | |
| cf3 | Me | H | NC(O)C(O)OH | |
| cf3 | Me | H | NC(NH)NH2 | |
| cf3 | Me | H | NC(NOH)NH2 | |
| cf3 | Me | H | NC(NH)NHMe | |
| cf3 | Me | H | NC(NH)NMe2 | |
| cf3 | Me | H | NC(NH)OMe | |
| cf3 | Me | H | NC(NH)OEt | |
| cf3 | Me | Me | NCOMe | |
| cf3 | Me | Me | NCOEt | |
| cf3 | Me | Me | NCOPr | |
| cf3 | Me | Me | NCHO | |
| cf3 | Me | Me | NCOiPr | |
| cf3 | Me | Me | NCOtBu | |
| cf3 | Me | Me | NCOPh | |
| cf3 | Me | Me | NSO2Me | |
| cf3 | Me | Me | NSO2Et | |
| cf3 | Me | Me | NSO2Pr | |
| cf3 | Me | Me | NSO2Ph | |
| cf3 | Me | Me | NSO2iPr | |
| cf3 | Me | Me | nno2 | |
| cf3 | Me | Me | NCOOMe | |
| cf3 | Me | Me | NCOOEt |
103
HU 222 278 Β1
4. táblázat (folytatás)
| R1 | R9 | RU | NR2 | X |
| cf3 | Me | Me | NCOOPr | |
| cf3 | Me | Me | NCOOiPr | |
| cf3 | Me | Me | NCONHEt | |
| cf3 | Me | Me | NCONHPr | |
| cf3 | Me | Me | nconh2 | |
| cf3 | Me | Me | NCONHMe | |
| cf3 | Me | Me | NCN | |
| cf3 | Me | Me | NCOSMe | |
| cf3 | Me | Me | NCOSEt | |
| ct3 | Me | Me | NCSOMe | |
| CF3 | Me | Me | NCSOEt | |
| cf3 | Me | Me | NCSOPr | |
| cf3 | Me | Me | NSO2NH2 | |
| cf3 | Me | Me | NSO2NHMe | |
| cf3 | Me | Me | NSO2NMe2 | |
| cf3 | Me | Me | NP(O)(OMe)2 | |
| cf3 | Me | Me | NP(O)(OEt)2 | |
| cf3 | Me | Me | NP(O)Me2 | |
| cf3 | Me | Me | NP(O)Et2 | |
| cf3 | Me | Me | NP(O)Me(OMe) | |
| cf3 | Me | Me | NP(OXOPr)2 | |
| cf3 | Me | Me | NC(O)C(O)H | |
| cf3 | Me | Me | NC(O)C(O)Me | |
| cf3 | Me | Me | NC(O)C(O)OMe | |
| cf3 | Me | Me | NC(O)C(O)OEt | |
| cf3 | Me | Me | NC(O)C(O)NH2 | |
| cf3 | Me | Me | NC(O)C(O)OH | |
| cf3 | Me | Me | NC(NH)NH2 | |
| cf3 | Me | Me | NC(NOH)NH2 | |
| cf3 | Me | Me | NC(NH)NHMe | |
| cf3 | Me | Me | NC(NH)NMe2 | |
| cf3 | Me | Me | NC(NH)OMe | |
| cf3 | Me | Me | NC(NH)OEt | |
| Me | H | H | NCOMe | |
| Me | H | H | NCOEt | |
| Me | H | H | NCOPr | |
| Me | H | H | NCHO | |
| Me | H | H | NCOiPr | |
| Me | H | H | NCOtBu | |
| Me | H | H | NCOPh | |
| Me | H | H | NSO2Me | |
| Me | H | H | NSO2Et | |
| Me | H | H | NSO2Pr | |
| Me | H | H | NSO2Ph |
104
HU 222 278 Bl
4. táblázat (folytatás)
| Ri | R9 | RH | NR2 | X |
| Me | H | H | NSO2iPr | |
| Me | H | H | nno2 | |
| Me | H | H | NCOOMe | |
| 1 Me | H | H | NCOOEt | |
| Me | H | H | NCOOPr | |
| 1 Me | H | H | NCOOiPr | |
| Me | H | H | NCONHEt | |
| Me | H | H | NCONHPr | |
| 1 Me | H | H | NCONH, | |
| Me | H | H | NCONHMe | |
| Me | H | H | NCN | |
| Me | H | H | NCOSMe | |
| Me | H | H | NCOSEt | |
| Me | H | H | NCSOMe | |
| Me | H | H | NCSOEt | |
| Me | H | H | NCSOPr | |
| Me | H | H | NSO2NH2 | |
| Me | H | H | NSO2NHMe | |
| | Me | H | H | NSO2NMe2 | |
| Me | H | H | NP(O)(OMe)2 | |
| Me | H | H | NP(O)(OEt)2 | |
| Me | H | H | NP(O)Me2 | |
| Me | H | H | NP(O)Et2 | |
| 1 Me | H | H | NP(O)Me(OMe) | |
| Me | H | H | NP(O)(OPr)2 | |
| Me | H | H | NC(O)C(O)H | |
| Me | H | H | NC(O)C(O)Me | |
| Me | H | H | NC(0)C(0)OMe | |
| Me | H | H | NC(O)C(O)OEt | |
| Me | H | H | NC(O)C(O)NH2 | |
| Me | H | H | NC(O)C(O)OH | |
| Me | H | H | NC(NH)NH2 | |
| 1 Me | H | H | NC(NOH)NH2 | |
| Me | H | H | NC(NH)NHMe | |
| 1 Me | H | H | NC(NH)NMe2 | |
| Me | H | H | NC(NH)OMe | |
| Me | H | H | NC(NH)OEt | |
| 1 Me | Cl | H | NCOMe | |
| Me | Cl | H | NCOEt | ·· |
| 1 Me | Cl | H | NCOPr | |
| Me | Cl | H | NCHO | |
| Me | Cl | H | NCOiPr | |
| Me | Cl | H | NCOtBu | |
| 1 Me | Cl | H | NCOPh |
105
HU 222 278 Bl
4. táblázat (folytatás)
| R1 | R9 | R | NR2 | X |
| Me | Cl | H | NSOjMe | |
| Me | Cl | H | NSO2Et | |
| Me | Cl | H | NSO2Pr | |
| Me | Cl | H | NSO2Ph | |
| Me | Cl | H | NSO2iPr | |
| Me | Cl | H | nno2 | |
| Me | Cl | H | NCOOMe | |
| Me | Cl | H | NCOOEt | |
| Me | Cl | H | NCOOPr | |
| Me | Cl | H | NCOOiPr | |
| Me | Cl | H | NCONHEt | |
| Me | Cl | H | NCONHPr | |
| Me | Cl | H | NCONH2 | |
| 1 Me | Cl | H | NCONHMe | |
| Me | Cl | H | NCN | |
| Me | Cl | H | NCOSMe | |
| Me | Cl | H | NCOSEt | |
| Me | Cl | H | NCSOMe | |
| Me | Cl | H | NCSOEt | |
| Me | Cl | H | NCSOPr | |
| Me | Cl | H | NSO2NH2 | |
| 1 Me | Cl | H | NSO2NHMe | |
| 1 Me | Cl | H | NSO2NMe2 | |
| Me | Cl | H | NP(O)(OMe)2 | |
| Me | Cl | H | NP(O)(OEt)2 | |
| Me | Cl | H | NP(O)Me2 | |
| Me | Cl | H | NP(O)Et2 | |
| Me | Cl | H | NP(O)Me(OMe) | |
| Me | Cl | H | NP(O)(OPr)2 | |
| Me | Cl | H | NC(O)C(O)H | |
| Me | Cl | H | NC(O)C(O)Me | |
| 1 Me | Cl | H | NC(O)C(O)OMe | |
| Me | Cl | H | NC(O)C(O)OEt | |
| Me | Cl | H | NC(O)C(O)NH2 | |
| Me | Cl | H | NC(O)C(O)OH | |
| Me | Cl | H | NC(NH)NH2 | |
| Me | Cl | H | NC(NOH)NH2 | |
| Me | Cl | H | NC(NH)NHMe | |
| Me | Cl | H | NC(NH)NMe2 | |
| Me | Cl | H | NC(NH)OMe | |
| Me | Cl | H | NC(NH)OEt | |
| Me | Cl | Me | NCOMe | |
| Me | Cl | Me | NCOEt | |
| Me | Cl | Me | NCOPr |
106
HU 222 278 Bl
4. táblázat (folytatás)
| Rí | R9 | R | NR2 | X |
| Me | Cl | Me | NCHO | |
| Me | Cl | Me | NCOiPr | |
| Me | Cl | Me | NCOtBu | |
| Me | Cl | Me | NCOPh | |
| Me | Cl | Me | NSO2Me | |
| Me | Cl | Me | NSO2Et | |
| Me | Cl | Me | NSO2Pr | |
| Me | Cl | Me | NSO2Ph | |
| Me | Cl | Me | NSO2iPr | |
| Me | Cl | Me | nno2 | |
| Me | Cl | Me | NCOOMe | |
| Me | Cl | Me | NCOOEt | |
| Me | Cl | Me | NCOOPr | |
| Me | Cl | Me | NCOOiPr | |
| Me | Cl | Me | NCONHEt | |
| Me | Cl | Me | NCONHPr | |
| Me | Cl | Me | NCONH2 | |
| Me | Cl | Me | NCONHMe | |
| Me | Cl | Me | NCN | |
| Me | Cl | Me | NCOSMe | |
| Me | Cl | Me | NCOSEt | |
| Me | Cl | Me | NCSOMe | |
| Me | Cl | Me | NCSOEt | |
| Me | Cl | Me | NCSOPr | |
| Me | Cl | Me | NSO2NH2 | |
| Me | Cl | Me | NSO2NHMe | |
| Me | Cl | Me | NSO2NMe2 | |
| Me | Cl | Me | NP(OXOMe)2 | |
| Me | Cl | Me | NP(O)(OEt)2 | |
| 1 Me | Cl | Me | NP(O)Me2 | |
| Me | Cl | Me | NP(O)Etj | |
| Me | Cl | Me | NP(O)Me(OMe) | |
| Me | Cl | Me | NP(O)(OPr)2 | |
| Me | Cl | Me | NC(O)C(O)H | |
| Me | Cl | Me | NC(O)C(O)Me | |
| Me | Cl | Me | NC(O)C(O)OMe | |
| Me | Cl | Me | NC(O)C(0)0Et | |
| Me | Cl | Me | NC(O)C(O)NH2 | |
| Me | Cl | Me | NC(O)C(O)OH | |
| Me | Cl | Me | NC(NH)NH2 | |
| Me | Cl | Me | NC(NOH)NH2 | |
| Me | Cl | Me | NC(NH)NHMe | |
| Me | Cl | Me | NC(NH)NMe2 | |
| | Me | Cl | Me | NC(NH)OMe |
107
HU 222 278 Β1
4. táblázat (folytatás)
| R1 | R9 | R11 | NR2 | X |
| Me | Cl | Me | NC(NH)OEt | |
| 1 Me | Cl | SMe | NCOMe | |
| I Me | Cl | SMe | NCOEt | |
| Me | Cl | SMe | NCOPr | |
| Me | Cl | SMe | NCHO | |
| Me | Cl | SMe | NCOiPr | |
| Me | Cl | SMe | NCOtBu | |
| | Me | Cl | SMe | NCOPh | |
| Me | Cl | SMe | NSO2Me | |
| Me | Cl | SMe | NSO2Et | |
| Me | Cl | SMe | NSO2Pr | |
| Me | Cl | SMe | NSO2Ph | |
| Me | Cl | SMe | NSO2iPr | |
| Me | Cl | SMe | nno2 | |
| Me | Cl | SMe | NCOOMe | |
| Me | Cl | SMe | NCOOEt | |
| Me | Cl | SMe | NCOOPr | |
| Me | Cl | SMe | NCOOiPr | |
| Me | Cl | SMe | NCONHEt | |
| Me | Cl | SMe | NCONHPr | |
| Me | Cl | SMe | nconh2 | |
| Me | Cl | SMe | NCONHMe | |
| Me | Cl | SMe | NCN | |
| I Me | Cl | SMe | NCOSMe | |
| Me | Cl | SMe | NCOSEt | |
| Me | Cl | SMe | NCSOMe | · |
| Me | Cl | SMe | NCSOEt | |
| Me | Cl | SMe | NCSOPr | |
| Me | Cl | SMe | NSO2NH2 | |
| Me | Cl | SMe | NSO2NHMe | |
| Me | Cl | SMe | NSO2NMe2 | |
| Me | Cl | SMe | NP(O)(OMe)2 | |
| Me | Cl | SMe | NP(OXOEt)2 | |
| Me | Cl | SMe | NP(O)Me2 | |
| 1 Me | Cl | SMe | NP(O)Etj | |
| Me | Cl | SMe | NP(O)Me(OMe) | |
| Me | Cl | SMe | NP(OXOPr)2 | |
| Me | Cl | SMe | NC(O)C(O)H | |
| Me | Cl | SMe | NC(O)C(O)Me | |
| Me | Cl | SMe | NC(O)C(O)OMe | |
| Me | Cl | SMe | NC(O)C(O)OEt | |
| Me | Cl | SMe | NC(O)C(O)NH2 | |
| Me | Cl | SMe | NC(O)C(O)OH | |
| Me | Cl | SMe | NC(NH)NH2 |
108
HU 222 278 Β1
4. táblázat (folytatás)
| R1 | R9 | RH | NR2 | X |
| Me | Cl | SMe | NC(NOH)NH2 | |
| Me | Cl | SMe | NC(NH)NHMe | |
| Me | Cl | SMe | NC(NH)NMe2 | |
| Me | Cl | SMe | NC(NH)OMe | |
| Me | Cl | SMe | NC(NH)OEt | |
| Me | H | Me | NCOMe | |
| Me | H | Me | NCOEt | |
| Me | H | Me | NCOPr | |
| Me | H | Me | NCHO | |
| Me | H | Me | NCOiPr | |
| Me | H | Me | NCOtBu | |
| Me | H | Me | NCOPh | |
| Me | H | Me | NSO2Me | |
| Me | H | Me | NSO2Et | |
| Me | H | Me | NSO2Pr | |
| Me | H | Me | NSO2Ph | |
| Me | H | Me | NSO2iPr | |
| Me | H | Me | nno2 | |
| Me | H | Me | NCOOMe | |
| Me | H | Me | NCOOEt | |
| Me | H | Me | NCOOPr | |
| Me | H | Me | NCOOiPr | |
| Me | H | Me | NCONHEt | |
| Me | H | Me | NCONHPr | |
| I Me | H | Me | NCONH2 | |
| Me | H | Me | NCONHMe | |
| Me | H | Me | NCN | |
| Me | H | Me | NCOSMe | |
| Me | H | Me | NCOSEt | |
| Me | H | Me | NCSOMe | |
| Me | H | Me | NCSOEt | |
| Me | H | Me | NCSOPr | |
| Me | H | Me | NSO2NH2 | |
| Me | H | Me | NSO2NHMe | |
| Me | H | Me | NSO2NMe2 | |
| Me | H | Me | NP(O)(OMe)2 | |
| Me | H | Me | NP(OXOEt)2 | |
| Me | H | Me | NP(O)Me2 | |
| Me | H | Me | NP(O)Et2 | |
| Me | H | Me | NP(O)Me(OMe) | |
| Me | H | Me | NP(OXOPr)2 | |
| Me | H | Me | NC(O)C(O)H | |
| Me | H | Me | NC(O)C(O)Me | |
| Me 1 | H | Me | NC(O)C(O)OMe |
109
HU 222 278 Bl
4. táblázat (folytatás)
| R1 | R9 | R11 | NR2 | X |
| Me | H | Me | NC(O)C(O)OEt | |
| Me | H | Me | NC(O)C(O)NHj | |
| Me | H | Me | NC(O)C(O)OH | |
| Me | H | Me | NC(NH)NH2 | |
| Me | H | Me | NC(NOH)NH2 | |
| Me | H | Me | NC(NH)NHMe | |
| Me | H | Me | NC(NH)NMe2 | |
| I Me | H | Me | NC(NH)OMe | |
| | Me | H | Me | NC(NH)OEt | |
| Me | H | SMe | NCOMe | |
| Me | H | SMe | NCOEt | |
| Me | H | SMe | NCOPr | |
| I Me | H | SMe | NCHO | |
| Me | H | SMe | NCOiPr | |
| Me | H | SMe | NCOtBu | |
| Me | H | SMe | NCOPh | |
| Me | H | SMe | NSO2Me | |
| Me | H | SMe | NSO2Et | |
| Me | H | SMe | NSO2Pr | |
| Me | H | SMe | NSO2Ph | |
| Me | H | SMe | NSO2iPr | |
| Me | H | SMe | nno2 | |
| Me | H | SMe | NCOOMe | |
| Me | H | SMe | NCOOEt | |
| Me | H | SMe | NCOOPr | |
| Me | H | SMe | NCOOiPr | |
| Me | H | SMe | NCONHEt | |
| Me | H | SMe | NCONHPr | |
| Me | H | SMe | nconh2 | |
| Me | H | SMe | NCONHMe | |
| Me | H | SMe | NCN | |
| Me | H | SMe | NCOSMe | |
| Me | H | SMe | NCOSEt | |
| Me | H | SMe | NCSOMe | |
| Me | H | SMe | NCSOEt | |
| Me | H | SMe | NCSOPr | |
| Me | H | SMe | NSO2NH2 | |
| Me | H | SMe | NSO2NHMe | |
| Me | H | SMe | NSO2NMe2 | |
| | Me | H | SMe | NP(O)(OMe)2 | |
| 1 Me | H | SMe | NP(O)(OEt)2 | |
| | Me | H | SMe | NP(O)Me2 | |
| Me | H | SMe | NP(O)Et2 | |
| 1 Me | H | SMe | NP(O)Me(OMe) |
110
HU 222 278 BI
4. táblázat (folytatás)
| R1 | R9 | RU | NR2 | X |
| Me | H | SMe | NP(O)(OPr)2 | |
| Me | H | SMe | NC(O)C(O)H | |
| Me | H | SMe | NC(O)C(O)Me | |
| Me | H | SMe | NC(O)C(O)OMe | |
| Me | H | SMe | NC(O)C(O)OEt | |
| Me | H | SMe | NC(O)C(O)NH2 | |
| Me | H | SMe | NC(O)C(O)OH | |
| Me | H | SMe | NC(NH)NH2 | |
| | Me | H | SMe | NC(NOH)NH2 | |
| Me | H | SMe | NC(NH)NHMe | |
| Me | H | SMe | NC(NH)NMe2 | |
| Me | H | SMe | NC(NH)OMe | |
| Me | H | SMe | NC(NH)OEt | |
| I Me | Me | H | NCOMe | |
| Me | Me | H | NCOEt | |
| Me | Me | H | NCOPr | |
| Me | Me | H | NCHO | |
| Me | Me | H | NCOiPr | |
| Me | Me | H | NCOtBu | |
| Me | Me | H | NCOPh | |
| Me | Me | H | NSO2Me | |
| Me | Me | H | NSOjEt | |
| Me | Me | H | NSOjPr | |
| Me | Me | H | NSOjPh | |
| Me | Me | H | NSOjiPr | |
| Me | Me | H | NNOj | |
| Me | Me | H | NCOOMe | |
| Me | Me | H | NCOOEt | |
| Me | Me | H | NCOOPr | |
| Me | Me | H | NCOOiPr | |
| Me | Me | H | NCONHEt | |
| Me | Me | H | NCONHPr | |
| Me | Me | H | NCONHj | |
| Me | Me | H | NCONHMe | |
| Me | Me | H | NCN | |
| Me | Me | H | NCOSMe | |
| Me | Me | H | NCOSEt | |
| Me | Me | H | NCSOMe | |
| Me | Me | H | NCSOEt | |
| 1 Me | Me | H | NCSOPr | |
| Me | Me | H | NSOjNHj | |
| Me | Me | H | NSOjNHMe | |
| Me | Me | H | NSOjNMej | |
| Me | Me | H | NP(O)(OMe)j |
111
HU 222 278 Bl
4. táblázat (folytatás)
| R1 | R9 | RU | NR2 | X |
| Me | Me | H | NP(O)(OEt)2 | |
| Me | Me | H | NP(O)Me2 | |
| Me | Me | H | NP(O)Et2 | |
| Me | Me | H | NP(O)Me(OMe) | |
| Me | Me | H | NP(O)(OPt)2 | |
| Me | Me | H | NC(O)C(O)H | |
| Me | Me | H | NC(O)C(O)Me | |
| Me | Me | H | NC(O)C(O)OMe | |
| Me | Me | H | NC(O)C(O)OEt | |
| Me | Me | H | NC(O)C(O)NH2 | |
| Me | Me | H | NC(O)C(O)OH | |
| Me | Me | H | NC(NH)NH2 | |
| Me | Me | H | NC(NOH)NH2 | |
| Me | Me | H | NC(NH)NHMe | |
| Me | Me | H | NC(NH)NMe2 | |
| Me | Me | H | NC(NH)OMe | |
| Me | Me | H | NC(NH)OEt | |
| Me | Me | Me | NCOMe | |
| Me | Me | Me | NCOEt | |
| Me | Me | Me | NCOPr | |
| Me | Me | Me | NCHO | |
| Me | Me | Me | NCOiPr | |
| Me | Me | Me | NCOtBu | |
| Me | Me | Me | NCOPh | |
| Me | Me | Me | NSO2Me | |
| Me | Me | Me | NSO2Et | |
| Me | Me | Me | NSO2Pr | |
| Me | Me | Me | NSO2Ph | |
| Me | Me | Me | NSO2iPr | |
| Me | Me | Me | nno2 | |
| Me | Me | Me | NCOOMe | |
| Me | Me | Me | NCOOEt | |
| Me | Me | Me | NCOOPr | |
| Me | Me | Me | NCOOiPr | |
| Me | Me | Me | NCONHEt | |
| Me | Me | Me | NCONHPr | |
| Me | Me | Me | nconh2 | |
| Me | Me | Me | NCONHMe | |
| Me | Me | Me | NCN | |
| Me | Me | Me | NCOSMe | |
| Me | Me | Me | NCOSEt | |
| Me | Me | Me | NCSOMe | |
| Me | Me | Me | NCSOEt | |
| Me | Me | Me | NCSOPr |
112
HU 222 278 Β1
4. táblázat (folytatás)
| R1 | R9 | R11 | NR2 | X |
| Me | Me | Me | NSO2NH2 | |
| Me | Me | Me | NSO2NHMe | |
| Me | Me | Me | NSO2NMe2 | |
| Me | Me | Me | NP(O)(OMe)2 | |
| Me | Me | Me | NP(O)(OEt)2 | |
| Me | Me | Me | NP(O)Me2 | |
| Me | Me | Me | NP(O)Et2 | |
| Me | Me | Me | NP(O)Me(OMe) | |
| Me | Me | Me | NP(O)(OPr)2 | |
| Me | Me | Me | NC(O)C(O)H | |
| Me | Me | Me | NC(O)C(O)Me | |
| Me | Me | Me | NC(O)C(O)OMe | |
| Me | Me | Me | NC(O)C(O)OEt | |
| Me | Me | Me | NC(O)C(0)NH2 | |
| Me | Me | Me | NC(O)C(O)OH | |
| Me | Me | Me | NC(NH)NH2 | |
| Me | Me | Me | NC(NOH)NH2 | |
| Me | Me | Me | NC(NH)NHMe | |
| Me | Me | Me | NC(NH)NMe2 | |
| Me | Me | Me | NC(NH)OMe | |
| Me | Me | Me | NC(NH)OEt |
5. táblázat (IE) általános képletű vegyületek
| R1 | R12 | R13 | NR2 | X |
| cf3 | Cl | Me | NCOMe | |
| cf3 | Cl | Me | NCOEt | |
| cf3 | Cl | Me | NCOPr | |
| cf3 | Cl | Me | NCHO | *- |
| cf3 | Cl | Me | NCOiPr | |
| cf3 | Cl | Me | NCOtBu | |
| cf3 | Cl | Me | NCOPh | |
| cf3 | Cl | Me | NSO2Me | |
| cf3 | Cl | Me | NSO2Et | |
| cf3 | Cl | Me | NSO2Pr | |
| cf3 | Cl | Me | NSO2Ph | |
| cf3 | Cl | Me | NSO2iPr | |
| cf3 | Cl | Me | nno2 | |
| cf3 | Cl | Me | NCOOMe | |
| cf3 | Cl | Me | NCOOEt | |
| cf3 | Cl | Me | NCOOPr | |
| cf3 | Cl | Me | NCOOiPr | |
| cf3 | Cl | Me | NCONHEt | |
| cf3 | Cl | Me | NCONHPr |
113
HU 222 278 Bl
5. táblázat (folytatás)
| R1 | R12 | R13 | NR2 | X |
| cf3 | Cl | Me | NCONH2 | |
| cf3 | Cl | Me | NCONHMe | |
| cf3 | Cl | Me | NCN | |
| cf3 | Cl | Me | NCOSMe | |
| cf3 | Cl | Me | NCOSEt | |
| cf3 | Cl | Me | NCSOMe | |
| cf3 | Cl | Me | NCSOEt | |
| cf3 | Cl | Me | NCSOPr | |
| cf3 | Cl | Me | NSO2NH2 | |
| cf3 | Cl | Me | NSO2NHMe | |
| cf3 | Cl | Me | NSO2NMe2 | |
| cf3 | Cl | Me | NP(O)(OMe)2 | |
| cf3 | Cl | Me | NP(O)(OEt)2 | |
| cf3 | Cl | Me | NP(O)Me2 | |
| cf3 | Cl | Me | NP(O)Et2 | |
| cf3 | Cl | Me | NP(O)Me(OMe) | |
| cf3 | Cl | Me | NP(O)(OPr)2 | |
| cf3 | Cl | Me | NC(O)C(O)H | |
| cf3 | Cl | Me | NC(O)C(O)Me | |
| cf3 | Cl | Me | NC(O)C(O)OMe | |
| cf3 | Cl | Me | NC(O)C(O)OEt | |
| cf3 | Cl | Me | NC(O)C(O)NH2 | |
| cf3 | Cl | Me | NC(O)C(O)OH | |
| cf3 | Cl | Me | NC(NH)NH2 | |
| cf3 | Cl | Me | NC(NOH)NH2 | |
| cf3 | Cl | Me | NC(NH)NHMe | |
| cf3 | Cl | Me | NC(NH)NMe2 | |
| cf3 | Cl | Me | NC(NH)OMe | |
| cf3 | Cl | Me | NC(NH)OEt | |
| cf3 | Cl | Me | NCOMe | 0 |
| cf3 | Cl | Me | NCOEt | O |
| cf3 | Cl | Me | NCOPr | 0 |
| cf3 | Cl | Me | NCHO | 0 |
| cf3 | Cl | Me | NCOiPr | 0 |
| cf3 | Cl | Me | NCOtBu | O |
| cf3 | Cl | Me | NCOPh | O |
| cf3 | Cl | Me | NSO2Me | 0 |
| cf3 | Cl | Me | NSO2Et | O |
| cf3 | Cl | Me | NSO2Pr | 0 |
| cf3 | Cl | Me | NSO2Ph | 0 |
| cf3 | Cl | Me | NSO2iPr | 0 |
| cf3 | Cl | Me | nno2 | 0 |
| cf3 | Cl | Me | NCOOMe | 0 |
| cf3 | Cl | Me | NCOOEt | 0 |
114
HU 222 278 Β1
5. táblázat (folytatás)
| R1 | R12 | R13 | NR2 | X |
| cf3 | Cl | Me | NCOOPr | 0 |
| cf3 | Cl | Me | NCOOiPr | 0 |
| cf3 | Cl | Me | NCONHEt | O |
| cf3 | Cl | Me | NCONHPr | 0 |
| cf3 | Cl | Me | NCONH2 | 0 |
| cf3 | Cl | Me | NCONHMe | 0 |
| cf3 | Cl | Me | NCN | 0 |
| cf3 | Cl | Me | NCOSMe | 0 |
| cf3 | Cl | Me | NCOSEt | 0 |
| cf3 | Cl | Me | NCSOMe | 0 |
| cf3 | Cl | Me | NCSOEt | 0 |
| cf3 | Cl | Me | NCSOPr | 0 |
| cf3 | Cl | Me | NSO2NH2 | 0 |
| cf3 | Cl | Me | NSO2NHMe | 0 |
| cf3 | Cl | Me | NSO2NMe2 | o |
| cf3 | Cl | Me | NP(OXOMe)2 | 0 |
| cf3 | Cl | Me | NP(OXOEt)2 | 0 |
| cf3 | Cl | Me | NP(O)Me2 | 0 |
| cf3 | Cl | Me | NP(O)Etj | 0 |
| cf3 | Cl | Me | NP(O)Me(0Me) | 0 |
| cf3 | Cl | Me | NP(OXOPr)2 | 0 |
| cf3 | Cl | Me | NC(O)C(O)H | o |
| cf3 | Cl | Me | NC(O)C(O)Me | 0 |
| cf3 | Cl | Me | NC(O)C(O)OMe | 0 |
| cf3 | Cl | Me | NC(O)C(O)OEt | o |
| cf3 | Cl | Me | NC(O)C(O)NH2 | 0 |
| cf3 | Cl | Me | NC(O)C(O)OH | 0 |
| cf3 | Cl | Me | NC(NH)NH2 | 0 |
| cf3 | Cl | Me | NC(NOH)NH2 | 0 |
| cf3 | Cl | Me | NC(NH)NHMe | 0 |
| cf3 | Cl | Me | NC(NH)NMe2 | o |
| cf3 | Cl | Me | NC(NH)OMe | 0 |
| cf3 | Cl | Me | NC(NH)OEt | 0 |
| cf3 | H | Me | NCOMe | |
| cf3 | H | Me | NCOEt | |
| cf3 | H | Me | NCOPr | |
| cf3 | H | Me | NCHO | |
| cf3 | H | Me | NCOiPr | |
| cf3 | H | Me | NCOtBu | |
| cf3 | H | Me | NCOPh | |
| cf3 | H | Me | NSO2Me | |
| cf3 | H | Me | NSO2Et | |
| cf3 | H | Me | NSO2Pr | |
| cf3 | H | Me | NSO2Ph |
115
HU 222 278 BI
5. táblázat (folytatás)
| R1 | R12 | R13 | NR2 | X |
| ct3 | H | Me | NSOjiPr | |
| cf3 | H | Me | NNOj | |
| cf3 | H | Me | NCOOMe | |
| cf3 | H | Me | NCOOEt | |
| cf3 | H | Me | NCOOPr | |
| cf3 | H | Me | NCOOiPr | |
| cf3 | H | Me | NCONHEt | |
| cf3 | H | Me | NCONHPr | |
| cf3 | H | Me | NCONH2 | |
| cf3 | H | Me | NCONHMe | |
| cf3 | H | Me | NCN | |
| cf3 | H | Me | NCOSMe | |
| cf3 | H | Me | NCOSEt | |
| cf3 | H | Me | NCSOMe | |
| cf3 | H | Me | NCSOEt | |
| cf3 | H | Me | NCSOPr | |
| cf3 | H | Me | NSOjNH2 | |
| cf3 | H | Me | NSOjNHMe | |
| cf3 | H | Me | NSO2NMe2 | |
| cf3 | H | Me | NP(OXOMe)2 | |
| cf3 | H | Me | NP(OXOEt)2 | |
| cf3 | H | Me | NP(O)Me2 | |
| cf3 | H | Me | NP(O)Et2 | |
| cf3 | H | Me | NP(O)Me(OMe) | |
| cf3 | H | Me | NP(OXOPr)2 | |
| cf3 | H | Me | NC(O)C(O)H | |
| cf3 | H | Me | NC(O)C(O)Me | |
| cf3 | H | Me | NC(0)C(0)OMe | |
| cf3 | H | Me | NC(O)C(0)0Et | |
| CFj | H | Me | NC(O)C(O)NH2 | |
| cf3 | H | Me | NC(O)C(O)OH | |
| cf3 | H | Me | NC(NH)NH2 | |
| cf3 | H | Me | NC(NOH)NH2 | |
| cf3 | H | Me | NC(NH)NHMe | |
| cf3 | H | Me | NC(NH)NMe2 | |
| cf3 | H | Me | NC(NH)OMe | |
| cf3 | H | Me | NC(NH)OEt | |
| cf3 | H | Me | NCOMe | 0 |
| cf3 | H | Me | NCOEt | 0 |
| cf3 | H | Me | NCOPr | 0 |
| cf3 | H | Me | NCHO | 0 |
| cf3 | H | Me | NCOiPr | 0 |
| cf3 | H | Me | NCOtBu | 0 |
| cf3 | H | Me | NCOPh | 0 |
116
HU 222 278 Bl
5. táblázat (folytatás)
| R1 | R12 | R13 | NR2 | X |
| CFj | H | Me | NSOjMe | 0 |
| CFj | H | Me | NSOjEt | 0 |
| CFj | H | Me | NSOjPr | 0 |
| CFj | H | Me | NSO2Ph | 0 |
| CFj | H | Me | NSO2iPr | 0 |
| CFj | H | Me | nno2 | 0 |
| CFj | H | Me | NCOOMe | O |
| CFj | H | Me | NCOOEt | 0 |
| CFj | H | Me | NCOOPr | 0 |
| CFj | H | Me | NCOOiPr | 0 |
| CFj | H | Me | NCONHEt | 0 |
| CFj | H | Me | NCONHPr | 0 |
| CF, | H | Me | NCONH, | O |
| CFj | H | Me | NCONHMe | 0 |
| CFj | H | Me | NCN | 0 |
| CFj | H | Me | NCOSMe | 0 |
| CFj | H | Me | NCOSEt | O |
| CFj | H | Me | NCSOMe | 0 |
| CFj | H | Me | NCSOEt | 0 |
| CFj | H | Me | NCSOPr | 0 |
| CFj | H | Me | NSO2NH2 | 0 |
| CFj | H | Me | NSO2NHMe | 0 |
| CFj | H | Me | NSO2NMe2 | 0 |
| CFj | H | Me | NP(O)(OMe)2 | 0 |
| CFj | H | Me | NP(O)(OEt)2 | 0 |
| CFj | H | Me | NP(O)Me2 | 0 |
| CFj | H | Me | NP(O)Et2 | o |
| CFj | H | Me | NP(O)Me(OMe) | 0 |
| CFj | H | Me | NP(O)(OPr)2 | 0 |
| CFj | H | Me | NC(O)C(O)H | o |
| CFj | H | Me | NC(O)C(O)Me | 0 |
| CFj | H | Me | NC(O)C(O)OMe | 0 |
| CFj | H | Me | NC(O)C(O)OEt | o |
| CFj | H | Me | NC(O)C(O)NH2 | 0 |
| CFj | H | Me | NC(O)C(O)OH | 0 |
| CFj | H | Me | NC(NH)NH2 | 0 |
| CFj | H | Me | NC(NOH)NH2 | 0 |
| CFj | H | Me | NC(NH)NHMe | 0 |
| CFj | H | Me | NC(NH)NMe2 | 0 |
| CFj | H | Me | NC(NH)OMe | 0 |
| CFj | H | Me | NC(NH)OEt | 0 |
| CFj | Me | Me | NCOMe | |
| CFj | Me | Me | NCOEt | |
| CFj | Me | Me | NCOPr |
117
HU 222 278 Bl
5. táblázat (folytatás)
| R1 | R12 | Rí’ | NR2 | X |
| CFj | Me | Me | NCHO | |
| CFj | Me | Me | NCOiPr | |
| CFj | Me | Me | NCOtBu | |
| CFj | Me | Me | NCOPh | |
| CFj | Me | Me | NSO2Me | |
| CFj | Me | Me | NSO2Et | ·· |
| CFj | Me | Me | NSO2Pr | |
| CFj | Me | Me | NSO2Ph | |
| CFj | Me | Me | NSO2iPr | |
| CFj | Me | Me | NNO2 | |
| CFj | Me | Me | NCOOMe | |
| CFj | Me | Me | NCOOEt | |
| CFj | Me | Me | NCOOPr | |
| CFj | Me | Me | NCOOiPr | |
| CFj | Me | Me | NCONHEt | |
| CFj | Me | Me | NCONHPr | |
| CFj | Me | Me | NCONH2 | |
| CFj | Me | Me | NCONHMe | |
| CFj | Me | Me | NCN | |
| CFj | Me | Me | NCOSMe | |
| CFj | Me | Me | NCOSEt | |
| CFj | Me | Me | NCSOMe | |
| CFj | Me | Me | NCSOEt | |
| CFj | Me | Me | NCSOPr | |
| CFj | Me | Me | NSO2NH2 | |
| CFj | Me | Me | NSO2NHMe | |
| CFj | Me | Me | NSO2NMe2 | |
| CFj | Me | Me | NP(OXOMe)2 | |
| CFj | Me | Me | NP(OXOEt)2 | |
| CFj | Me | Me | NP(O)Me2 | |
| CFj | Me | Me | NP(O)Et2 | |
| CFj | Me | Me | NP(O)Me(OMe) | |
| CFj | Me | Me | NP(OXOPr)2 | |
| CFj | Me | Me | NC(O)C(O)H | |
| CFj | Me | Me | NC(O)C(0)Me | |
| CFj | Me | Me | NC(O)C(O)OMe | |
| CFj | Me | Me | NC(O)C(O)OEt | |
| CFj | Me | Me | NC(O)C(O)NH2 | |
| CFj | Me | Me | NC(O)C(O)OH | |
| CFj | Me | Me | NC(NH)NH2 | |
| CFj | Me | Me | NC(NOH)NH2 | |
| CFj | Me | Me | NC(NH)NHMe | |
| CFj | Me | Me | NC(NH)NMe2 | |
| CFj | Me | Me | NC(NH)OMe |
118
HU 222 278 Bl
5. táblázat (folytatás)
| R* | R12 | R13 | NR2 | X |
| cf3 | Me | Me | NC(NH)OEt | |
| cf3 | Me | Me | NCOMe | 0 |
| cf3 | Me | Me | NCOEt | 0 |
| cf3 | Me | Me | NCOPr | 0 |
| cf3 | Me | Me | NCHO | 0 |
| cf3 | Me | Me | NCOiPr | 0 |
| cf3 | Me | Me | NCOtBu | 0 |
| cf3 | Me | Me | NCOPh | 0 |
| cf3 | Me | Me | NSOjMe | 0 |
| cf3 | Me | Me | NSO2Et | 0 |
| cf3 | Me | Me | NSOjPr | 0 |
| cf3 | Me | Me | NSO2Ph | 0 |
| cf3 | Me | Me | NSO2iPr | 0 |
| cf3 | Me | Me | NNO2 | 0 |
| cf3 | Me | Me | NCOOMe | 0 |
| cf3 | Me | Me | NCOOEt | 0 |
| cf3 | Me | Me | NCOOPr | 0 |
| cf3 | Me | Me | NCOOiPr | o |
| cf3 | Me | Me | NCONHEt | 0 |
| cf3 | Me | Me | NCONHPr | o |
| cf3 | Me | Me | NCONH2 | 0 |
| cf3 | Me | Me | NCONHMe | 0 |
| cf3 | Me | Me | NCN | 0 |
| cf3 | Me | Me | NCOSMe | 0 |
| cf3 | Me | Me | NCOSEt | 0 |
| cf3 | Me | Me | NCSOMe | 0 |
| cf3 | Me | Me | NCSOEt | o |
| cf3 | Me | Me | NCSOPr | 0 |
| cf3 | Me | Me | NSO2NH2 | 0 |
| cf3 | Me | Me | NSO2NHMe | 0 |
| cf3 | Me | Me | NSO2NMe2 | 0 |
| cf3 | Me | Me | NP(O)(OMe)2 | 0 |
| cf3 | Me | Me | NP(O)(OEt)2 | 0 |
| cf3 | Me | Me | NP(O)Me2 | 0 |
| cf3 | Me | Me | NP(O)Et2 | 0 |
| cf3 | Me | Me | NP(O)Me(OMe) | 0 |
| cf3 | Me | Me | NP(O)(OPr)2 | 0 |
| cf3 | Me | Me | NC(O)C(O)H | 0 |
| cf3 | Me | Me | NC(O)C(O)Me | 0 |
| cf3 | Me | Me | NC(O)C(O)OMe | 0 |
| cf3 | Me | Me | NC(O)C(O)OEt | 0 |
| cf3 | Me | Me | NC(O)C(0)NH2 | 0 |
| cf3 | Me | Me | NC(O)C(O)OH | 0 |
| cf3 | Me | Me | NC(NH)NH2 | 0 |
119
HU 222 278 Β1
5. táblázat (folytatás)
| R1 | R12 | R13 | NR2 | X |
| cf3 | Me | Me | NC(NOH)NH2 | 0 |
| cf3 | Me | Me | NC(NH)NHMe | 0 |
| cf3 | Me | Me | NC(NH)NMe2 | 0 |
| cf3 | Me | Me | NC(NH)OMe | 0 |
| cf3 | Me | Me | NC(NH)OEt | 0 |
| cf3 | Cl | Cl | NCOMe | |
| cf3 | Cl | Cl | NCOEt | |
| cf3 | Cl | Cl | NCOPr | |
| cf3 | Cl | Cl | NCHO | |
| cf3 | Cl | Cl | NCOiPr | |
| cf3 | Cl | Cl | NCOtBu | |
| cf3 | Cl | Cl | NCOPh | |
| cf3 | Cl | Cl | NSO2Me | |
| cf3 | Cl | Cl | NSO2Et | |
| cf3 | Cl | Cl | NSO2Pr | |
| cf3 | Cl | Cl | NSO2Ph | |
| cf3 | Cl | Cl | NSO2iPr | |
| cf3 | Cl | Cl | nno2 | |
| cf3 | Cl | Cl | NCOOMe | |
| cf3 | Cl | Cl | NCOOEt | |
| cf3 | Cl | Cl | NCOOPr | |
| cf3 | Cl | Cl | NCOOiPr | |
| cf3 | Cl | Cl | NCONHEt | |
| cf3 | Cl | Cl | NCONHPr | |
| cf3 | Cl | Cl | NCONH2 | |
| cf3 | Cl | Cl | NCONHMe | |
| cf3 | Cl | Cl | NCN | |
| cf3 | Cl | Cl | NCOSMe | |
| cf3 | Cl | Cl | NCOSEt | |
| cf3 | Cl | Cl | NCSOMe | |
| cf3 | Cl | Cl | NCSOEt | |
| cf3 | Cl | Cl | NCSOPr | |
| cf3 | Cl | Cl | NSO2NH2 | |
| cf3 | Cl | Cl | NSO2NHMe | |
| cf3 | Cl | Cl | NSO2NMe2 | |
| cf3 | Cl | Cl | NP(OXOMe)j | |
| cf3 | Cl | Cl | NP(OXOEt)2 | |
| cf3 | Cl | Cl | NP(O)Me2 | |
| cf3 | Cl | Cl | NP(O)Et2 | |
| cf3 | Cl | Cl | NP(O)Me(OMe) | |
| cf3 | Cl | Cl | NP(OXOPr)2 | |
| cf3 | Cl | Cl | NC(O)C(O)H | |
| cf3 | Cl | Cl | NC(O)C(O)Me | |
| cf3 | Cl | Cl | NC(O)C(O)OMe |
120
HU 222 278 Β1
5. táblázat (folytatás)
| R1 | R12 | R13 | NR2 | X |
| cf3 | Cl | Cl | NC(O)C(O)OEt | |
| cf3 | Cl | Cl | NC(O)C(O)NH2 | |
| cf3 | Cl | Cl | NC(O)C(O)OH | |
| cf3 | Cl | Cl | NC(NH)NH2 | |
| cf3 | Cl | Cl | NC(NOH)NH2 | |
| cf3 | Cl | Cl | NC(NH)NHMe | |
| cf3 | Cl | Cl | NC(NH)NMe2 | |
| cf3 | Cl | Cl | NC(NH)OMe | |
| cf3 | Cl | Cl | NC(NH)OEt | |
| cf3 | Cl | Cl | NCOMe | 0 |
| cf3 | Cl | Cl | NCOEt | 0 |
| cf3 | Cl | Cl | NCOPr | 0 |
| cf3 | Cl | Cl | NCHO | 0 |
| cf3 | Cl | Cl | NCOiPr | 0 |
| cf3 | Cl | Cl | NCOtBu | 0 |
| cf3 | Cl | Cl | NCOPh | 0 |
| cf3 | Cl | Cl | NSO2Me | 0 |
| cf3 | Cl | Cl | NSOjEt | 0 |
| cf3 | Cl | Cl | NSOjPr | 0 |
| cf3 | Cl | Cl | NSOjPh | 0 |
| ct3 | Cl | Cl | NSOjiPr | 0 |
| CF3 | Cl | Cl | NNOj | 0 |
| Cp3 | Cl | Cl | NCOOMe | 0 |
| ct3 | Cl | Cl | NCOOEt | 0 |
| ct3 | Cl | Cl | NCOOPr | 0 |
| ct3 | Cl | Cl | NCOOiPr | 0 |
| cf3 | Cl | Cl | NCONHEt | 0 |
| ct3 | Cl | Cl | NCONHPr | 0 |
| ct3 | Cl | Cl | NCONHj | 0 |
| CF3 | Cl | Cl | NCONHMe | 0 |
| ct3 | Cl | Cl | NCN | 0 |
| ct3 | Cl | Cl | NCOSMe | o |
| cf3 | Cl | Cl | NCOSEt | 0 |
| cf3 | Cl | Cl | NCSOMe | 0 |
| CTj | Cl | Cl | NCSOEt | 0 |
| ct3 | Cl | Cl | NCSOPr | 0 |
| ct3 | Cl | Cl | NSOjNHj | 0 |
| ct3 | Cl | Cl | NSOjNHMe | 0 |
| ct3 | Cl | Cl | NSOjNMej | 0 |
| ct3 | Cl | Cl | NP(O)(OMe)j | 0 |
| ct3 | Cl | Cl | NP(O)(OEt)j | 0 |
| ct3 | Cl | Cl | NP(O)Me2 | o |
| cf3 | Cl | Cl | NP(O)Etj | 0 |
| cf3 | Cl | Cl | NP(O)Me(OMe) | 0 |
121
HU 222 278 Bl
5. táblázat (folytatás)
| R1 | R12 | RB | NR2 | X |
| CFj | Cl | Cl | NP(O)(OPr)2 | 0 |
| CFj | Cl | Cl | NC(O)C(O)H | 0 |
| CFj | Cl | Cl | NC(0)C(0)Me | O |
| CFj | Cl | Cl | NC(O)C(O)OMe | 0 |
| CFj | Cl | Cl | NC(O)C(O)OEt | 0 |
| CFj | Cl | Cl | NC(O)C(O)NH2 | 0 |
| CFj | Cl | Cl | NC(O)C(O)OH | 0 |
| CFj | Cl | Cl | NC(NH)NH2 | 0 |
| CFj | Cl | Cl | NC(NOH)NH2 | 0 |
| CFj | Cl | Cl | NC(NH)NHMe | 0 |
| CFj | Cl | Cl | NC(NH)NMe2 | 0 |
| CFj | Cl | Cl | NC(NH)OMe | 0 |
| CFj | Cl | Cl | NC(NH)OEt | 0 |
| CFj | Cl | H | NCOMe | |
| CFj | Cl | H | NCOEt | |
| CFj | Cl | H | NCOPr | |
| CFj | Cl | H | NCHO | |
| CFj | Cl | H | NCOiPr | |
| CFj | Cl | H | NCOtBu | |
| CFj | Cl | H | NCOPh | |
| CFj | Cl | H | NSO2Me | |
| CFj | Cl | H | NSO2Et | |
| CFj | Cl | H | NSO2Pr | |
| CFj | Cl | H | NSO2Ph | |
| CFj | Cl | H | NSO2iPr | |
| CFj | Cl | H | nno2 | |
| CFj | Cl | H | NCOOMe | |
| CFj | Cl | H | NCOOEt | |
| CFj | Cl | H | NCOOPr | |
| CFj | Cl | H | NCOOiPr | |
| CFj | Cl | H | NCONHEt | |
| CFj | Cl | H | NCONHPr | |
| CFj | Cl | H | NCONH2 | |
| CFj | Cl | H | NCONHMe | |
| CFj | Cl | H | NCN | |
| CFj | Cl | H | NCOSMe | |
| CFj | Cl | H | NCOSEt | |
| CFj | Cl | H | NCSOMe | |
| CFj | Cl | H | NCSOEt | |
| CFj | Cl | H | NCSOPr | |
| CFj | Cl | H | NSO2NH2 | |
| CFj | Cl | H | NSO2NHMe | |
| CFj | Cl | H | NSO2NH2 | |
| CFj | Cl | H | NP(O)(OMe)2 |
122
HU 222 278 Bl
5. táblázat (folytatás)
| 1 | R12 | R13 | NR2 | X |
| cf3 | Cl | H | NP(O)(OEt)2 | |
| cf3 | Cl | H | NP(O)Me2 | |
| cf3 | Cl | H | NP(0)Et2 | |
| cf3 | Cl | H | NP(O)Me(OMe) | |
| cf3 | Cl | H | NP(O)OPr)2 | |
| cf3 | Cl | H | NC(O)C(O)H | |
| cf3 | Cl | H | NC(O)C(O)Me | |
| cf3 | Cl | H | NC(O)C(O)OMe | |
| cf3 | Cl | H | NC(O)C(O)OEt | |
| cf3 | Cl | H | NC(O)C(O)NH2 | |
| cf3 | Cl | H | NC(O)C(O)OH | |
| cf3 | Cl | H | NC(NH)NH2 | |
| cf3 | Cl | H | NC(NOH)NH2 | |
| cf3 | Cl | H | NC(NH)NHMe | |
| CF3 | Cl | H | NC(NH)NMe2 | |
| cf3 | Cl | H | NC(NH)OMe | |
| cf3 | Cl | H | NC(NH)OEt | |
| cf3 | Cl | H | NCOMe | 0 |
| cf3 | Cl | H | NCOEt | 0 |
| cf3 | Cl | H | NCOPr | 0 |
| cf3 | Cl | H | NCHO | o |
| cf3 | Cl | H | NCOiPr | 0 |
| cf3 | Cl | H | NCOtBu | 0 |
| cf3 | Cl | H | NCOPh | 0 |
| cf3 | Cl | H | NSO2Me | 0 |
| cf3 | Cl | H | NSO2Et | 0 |
| cf3 | Cl | H | NSO2Pr | 0 |
| cf3 | Cl | H | NSO2Ph | 0 |
| cf3 | Cl | H | NSO2iPr | 0 |
| cf3 | Cl | H | nno2 | 0 |
| cf3 | Cl | H | NCOOMe | o |
| cf3 | Cl | H | NCOOEt | 0 |
| cf3 | Cl | H | NCOOPr | 0 |
| cf3 | Cl | H | NCOOiPr | 0 |
| cf3 | Cl | H | NCONHEt | 0 |
| cf3 | Cl | H | NCONHPr | 0 |
| cf3 | Cl | H | NCONH2 | 0 |
| cf3 | Cl | H | NCONHMe | o |
| cf3 | Cl | H | NCN | 0 |
| cf3 | Cl | H | NCOSMe | 0 |
| cf3 | Cl | H | NCOSEt | o |
| cf3 | Cl | H | NCSOMe | 0 |
| cf3 | Cl | H | NCSOEt | 0 |
| cf3 | Cl | H | NCSOPr | 0 |
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5. táblázat (folytatás)
| R* | R12 | R13 | NR2 | X |
| cf3 | Cl | H | NSOjNHj | O |
| cf3 | Cl | H | NSO2NHMe | O |
| cf3 | Cl | H | NSO2NMe2 | O |
| cf3 | Cl | H | NP(O)(OMe)2 | O |
| cf3 | Cl | H | NP(O)(OEt)2 | O |
| cf3 | Cl | H | NP(O)Me2 | 0 |
| cf3 | Cl | H | NP(O)Etj | 0 |
| cf3 | Cl | H | NP(O)Me(OMe) | 0 |
| cf3 | Cl | H | NP(O)(OPr)2 | 0 |
| cf3 | Cl | H | NC(O)C(O)H | 0 |
| cf3 | Cl | H | NC(O)C(O)Me | 0 |
| cf3 | Cl | H | NC(O)C(O)OMe | 0 |
| cf3 | Cl | H | NC(O)C(O)OEt | 0 |
| cf3 | Cl | H | NC(O)C(O)NH2 | 0 |
| cf3 | Cl | H | NC(O)C(O)OH | 0 |
| cf3 | Cl | H | NC(NH)NH2 | 0 |
| cf3 | Cl | H | NC(NOH)NH2 | 0 |
| cf3 | Cl | H | NC(NH)NHMe | 0 |
| cf3 | Cl | H | NC(NH)NMe2 | 0 |
| cf3 | Cl | H | NC(NH)OMe | 0 |
| cf3 | Cl | H | NC(NH)OEt | 0 |
Készítmények és a készítmények alkalmazási módja
A találmány kiteljed az (I) és (II) általános képletű vegyületeket tartalmazó artropodicid készítményekre és ezek alkalmazására ízeltlábúak ellen. A találmány előnyösen olyan eljárásra vonatkozik, amellyel ízeltlábúakat lehet irtani egy helyszínen, oly módon, hogy a helyszínre felvisszük az (I) vagy (II) általános képletű vegyület ízeltlábúak ellen hatékony mennyiségét és egy mezőgazdaságilag elfogadható inért hordozót tartalmazó készítményt. Előnyös, ha ízeltlábúakként rovarok ellen használjuk a készítményt, és így a találmány kiterjed rovarok irtására szolgáló eljárásra oly módon, hogy a helyszínre az (I) vagy (II) általános képletű vegyület 45 inszekticid hatású mennyiségét vagy a vegyületeket inszekticid hatású mennyiségben és egy mezőgazdaságilag elfogadható inért hordozót tartalmazó inszekticid készítményt viszünk fel. Előnyös, ha az ízeltlábúakat, illetve rovarokat irtó mennyiséget haszonnövénnyel beül- 50 tetett felületre alkalmazzuk, azaz olyan területre, ahol a haszonnövények nőnek, vagy ahova a haszonnövényt ültettük, vagy ahol haszonnövényt fogunk ültetni vagy termeszteni.
A találmány szerinti artropodicid, azaz ízeltlábúölő, rovarölő készítmények 0,001-95 tömeg% mennyiségben tartalmazzák az (I) vagy (II) általános képletű hatóanyagot. Az (I) vagy (II) általános képletű hatóanyag vagy a hatóanyag kifejezés az (I) vagy (II) általános képletű vegyületre vagy sójára vonatkozik.
A hígított folyékony készítmények, amelyeket a kezelendő területre vagy a haszonnövényre felviszünk, ál35 tálában 0,001 -3 tömeg% (I) vagy (II) általános képletű hatóanyagot, előnyösen 0,1-0,5 tömeg% hatóanyagot tartalmaznak.
A szilárd készítmény, amelyet a helyszínre vagy a haszonnövényre felviszűnk, általában 0,1-8 tömeg% 40 (I) vagy (II) általános képletű hatóanyagot tartalmaz, az előnyös mennyiség 0,5-1,5 tömeg%.
A koncentrált készítményeket árulják a kereskedelemben, szállítják vagy raktározzák. A növényekre történő alkalmazásnál ezeket a koncentrált készítményeket rendszerint vízzel hígítják és híg formában alkalmazzák. A híg formák is a találmány részét képezik ugyanúgy, mint a koncentrált formák.
A koncentrált formák általában 5-95 tömeg% (I) vagy (II) általános képletű hatóanyagot, előnyösen 10-50 tömeg%-ot tartalmaznak.
A találmány szerinti inszekticid készítményeket az egész rovarszezonban egyszer vagy többször alkalmazhatjuk. A találmány szerinti inszekticid készítményeket a kezelendő felületre vagy a haszonnövénnyel beül55 tetett felületre 0,04-2 kg/hektár hatóanyag, előnyösen 0,1-1 kg/hektár hatóanyag mennyiségben alkalmazzuk.
A találmány szerinti koncentrált inszekticid készítmények lehetnek szilárd formájúak, például porok, gra60 nulátumok vagy nedvesíthető porok, vagy előnyösen fo124
HU 222 278 Β1 lyadékok, például emulgeálható koncentrátum vagy igazi oldat.
A találmány szerinti készítmények általában 0,5-95 tömeg% hatóanyagot tartalmaznak, a készítmény 100%-ig terjedő maradéka hordozót és különbö- 5 ző adalékokat tartalmaz.
Hordozón szerves vagy szervetlen anyagot értünk, amely lehet természetes vagy szintetikus, és amely keveredik a hatóanyaggal és megkönnyíti annak alkalmazását a kezelendő helyszínre vagy a haszonnövényre. Ez a 10 hordozó általában inért és mezőgazdaságilag elfogadható, különösen a kezelendő felület vagy a haszonnövény szempontjából. A hordozó lehet szilárd, például agyag, szilikát, szilícium-dioxid, gyanta, viasz, trágya stb.; vagy folyékony, például víz, alkohol, keton, olajos oldó- 15 szer, telített vagy telítetlen szénhidrogén, klórozott szénhidrogén, cseppfolyósított petróleumgáz stb.
A sok adalék közül, melyeket a találmány szerinti készítmény tartalmazhat, megemlíthetők még a felületaktív anyagok, valamint más komponensek, például diszper- 20 gálószerek, habzásgátlók, fagyásgátlók, festékek, sűrítőanyagok, töltőanyagok, védőkolloidok, behatolást elősegítő szerek, stabilizálószerek, szekvesztálószerek, tapadást elősegítő szerek, pelyhesedést gátló szerek, korróziógátlók, pigmentek és polimerek. 25
Általában a találmány szerinti készítmény tartalmazhatja valamennyi folyékony adalék fajtáját vagy szilárd adalékot, melyek az inszekticidek és az inszekticid kezelés területén ismertek.
A felületaktív anyag lehet emulgeáló vagy nedvest- 30 tő típusú, ionos vagy nemionos. Felületaktív anyagként használhatjuk a poliakrilsav vagy lignoszulfonsav sóit, a fenolszulfonsav vagy naftalinszulfonsavak sóit, etilén-oxid és zsíralkoholok vagy zsírsavak vagy zsírsavaminok vagy szubsztituált fenolok, különösen alkil-fe- 35 nolok vagy aril-fenolok polikondenzátumait; szulfoborostyánkősavak észtersóit; taurinsavszármazékokat, például alkil-taurátokat; foszforsav-észtereket vagy alkoholok vagy poli(oxi-etil)-ezett fenolok észtereit. Ha a permetezőszer víz, akkor legalább egy felületaktív 40 anyagot kell általában használni, mert a hatóanyagok nem oldódnak vízben.
A találmány szerinti készítmények alkalmazása általában az elegy permetezésével történhet, melyet előzőleg a találmány szerinti koncentrált készítmények hígí- 45 tásával nyertünk.
A szilárd készítmény lehet por vagy diszperzió formájú, ahol a hatóanyag max. 100%-os lehet, továbbá lehet granulátum, különösen extrudált vagy préselt granulátum, vagy olyan granulátum, amelyet egy por impreg- 50 nálásával állítottunk elő. Az ilyen porokban a hatóanyag-tartalom 1-80% között van.
A folyékony készítmények vagy a felhasználás során folyékony készítmények magukban foglalják az oldatokat, vízoldékony koncentrátumokat, emulgeálható kon- 55 centrátumokat, emulziókat, nedvesíthető porokat vagy pépeket vagy vízzel diszpergálható granulátumokat.
Az emulgeálható koncentrátumok általában 10-80% hatóanyagot tartalmaznak, és az emulziók az alkalmazás során 0,01 -20 tömeg% hatóanyagot tartalmaznak. 60
Például az emulgeálható koncentrátum tartalmazhat oldószert és szükség szerint 2-20% megfelelő adalékot, például stabilizálószert, felületaktív anyagot, behatolást elősegítő szert, korrózióinhibitort vagy más, már említett adalékot.
Ezeket a koncentrátumokat rendszerint tankvízben hígítjuk, így kapjuk a megfelelő hígítást a permetezéshez.
A koncentrált szuszpenziókat alkalmazhatjuk permetezéssel, és ezeknek folyékonyaknak kell lenniük anélkül, hogy a szilárd anyag elválna vagy kiülepedne az alján. Általában 1-75%, előnyösen 2-50 t% hatóanyagot tartalmaznak, 0,5-15% felületaktív anyagot, 0,1-101% sűrítőszert és 0-10 t% más megfelelő említett adalékot, a maradék víz vagy szerves folyadék, ha a hatóanyag oldhatatlan vagy kevéssé oldódik.
A nedvesíthető porok általában 1-951%, előnyösen 2-80 t% hatóanyagot tartalmaznak szilárd hordozó, 0-5 t% nedvesítőszer, 3—10 t% diszpergálószer mellett, és szükség szerint 0-10 t% további adalékot, például stabilizálószert és más, már említett adalékot is tartalmazhatnak.
A nedvesíthető porok vagy porozószerek előállításához a hatóanyagot és az adalékot alaposan el kell keverni, például malomban őrléssel vagy hasonló eszközzel.
A diszpergálható granulátumokat általában egy por aggromerálásával állítjuk elő, majd megfelelő granulálási eljárás következik.
Az itt leírt emulziók lehetnek olaj-a-vízben vagy víz-az-olajban típusúak. Az emulziók folyékonysága általában alacsony viszkozitástól magas viszkozitásig változhat, megközelítve a gélek viszkozitását.
A sok készítmény közül a szakember meg tudja választani a legmegfelelőbbet a speciális körülményeknek megfelelően, melyek a kezelés során adódnak.
A találmány szerinti készítmények alkalmazhatók más peszticidekkel kombinálva is, például inszekticiddel, akárkiddel vagy herbiciddel összekeverve.
A találmány a következő példákkal illusztrálható:
Biológiai hatékonyság
A következő módszereket alkalmazzuk a találmány szerinti vegyületek felhasználására és a kapott biológiai hatás megfigyelésére: tetűvel fertőzött növények talajáztatási módszere, csalétek alkalmazása legyekre.
A következő fajtákat használjuk:
Genus, Species Közismert név
Aphis gossypii gyapot levéltetű
Schizaphis graminum gabona levéltetű
Musca domestica házilégy
Talajáztatási teszt (szisztemikus hatás: tetvek) Cserepekbe gyapot- és ciroknövényeket ültetünk.
A kezelés előtt 1 nappal minden cserepet megfertőzünk kb. 25 vegyes populációjú tetűvel. A gyapotnövényeket megfertőzzük a gyapot levéltetvekkel és a ciroknövényeket pedig a gabona levéltetűvel. Egy (I) vagy (II) általános képletű vegyületet alkalmazunk hígításban a talaj felületén, ezzel 10,0 ppm talajkoncentrációt idézünk elő. A tetveket 5 nappal a kezelés után számoljuk meg.
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A kezelt növényeken észlelt tetvek számát összevetjük a kezeletlen kontrollnövényeken észlelt számmal. Ha 30%-nál nagyobb mortalitást mutató vegyületek gyapot levéltetveken vagy gabona levéltetveken a következők: la, lb, 3-29, 30a, 31-32.
Házilégy csalétek/kontaktteszt
Körülbelül 25 db 4-6 napos felnőtt házilegyet (Musca domestica) érzéstelenítünk, és a vegyületet tartalmazó cukros-vizes csalétekoldatos ketrecbe helyezzük. A csalétekoldatot tartalmazó vegyület koncentrációja 100 ppm. 24 óra múlva azokat a legyeket elpusztultnak tekintjük, amelyek stimulálás hatására nem mozdulnak. A házilégynél a 30%-nál magasabb mortalitást mutató vegyületek a következők: 1, la, lb, 2, 3-10, 12-14, 16, 18-20, 22, 25, 26, 28-30, 30a, 31,32.
Claims (9)
1. (I) vagy (II) általános képletű vegyület, ahol
X jelentése =NR3, vagy =O vagy egy elektronpár,
R1 jelentése adott esetben egy vagy több halogénatommal szubsztituált 1-6 szénatomos alkil-, 3-6 szénatomos cikloalkil- vagy 4-8 szénatomos cikloalkilalkil-csoport;
R2 és R3 egymástól függetlenül hidrogénatom, 1-6 szénatomos alkil-, 1-6 szénatomos halogénalkil-, -C(O)R4, vagy a következő csoportok egyike: -S(O)pR4, -CN, -C(O)OR4, -C(O)NR4R5, -C(O)SR4, -C(S)OR4, -P(O)q(R4)(R5), -P(O)q(OR4)(OR5), -C(S)N(R4)(R5), -C(O)C(O)R4, -C(O)C(O)OR4 vagy -C(O)C(O)NR4R5 képletű csoport;
m értéke 1 vagy 2;
p értéke 0,1 vagy 2;
q értéke 0 vagy 1;
R4 és Rs egymástól függetlenül hidrogénatom, nitro-, ciano- vagy formilcsoport, R14, adott esetben 1 vagy két R14 csoporttal, halogénatommal, ciano-, nitro-, -OR14 -SR14 -C(O)R14 vagy -C(O)OR14 képletű csoporttal szubsztituált fenilcsoport, halogénatom, -COR14, -C(O)OR14 csoport -, ahol
R14 jelentése adott esetben halogénatommal egyszer vagy többszörösen szubsztituált 1-6 szénatomos alkil-, 3-6 szénatomos cikloalkil-, 4-8 szénatomos cikloalkil-alkil-csoport;
Q jelentése (Q-l) általános képletű csoport;
R7 jelentése ciano-, nitrocsoport, hidrogénatom,
1-4 szénatomos alkil-, 1-4 szénatomos halogén-alkil-csoport, halogénatom, -CHO vagy -COR20, ahol
R20 jelentése 1-6 szénatomos alkilcsoport, amely adott esetben egy vagy több halogénatommal van szubsztituálva;
R8 jelentése hidrogénatom, halogénatom, ciano-, -S(O)pR14, -OR4, -NR10R17, -N(R16)CON(R17)(R18), -N3 vagy -NH-(l-5 szénatomos alkil)-csoport, amely utóbbi adott esetben 1-4 szénatomos alkoxicsoporttal van helyettesítve;
Ar jelentése adott esetben legfeljebb háromszorosan halogénatommal, R15, -OR15, -SF5 vagy -S(O)pR14 képletű csoporttal szubsztituált fenil- vagy 2-piridilcsoport;
R15 jelentése adott esetben egyszer vagy többszörösen halogénatommal szubsztituált 1-6 szénatomos alkilcsoport;
R16, R17 és R18 egymástól függetlenül hidrogénatom, R19, -COR19 képletű csoport;
R19 jelentése adott esetben halogénatommal egyszeresen vagy többszörösen szubsztituált 1-6 szénatomos alkil-, 3-6 szénatomos cikloalkil-, 4-8 szénatomos cikloalkil-alkil-csoport; és
Z jelentése mezőgazdaságilag elfogadható anion, előnyösen klorid, bromid, jodid, fluorid, -(OSO2R4)Q, CIO4o, -(OCOR4)e, BF4®, SbF6®, SO3©, HSO4® vagy foszfátanion.
2. Az 1. igénypont szerinti vegyület, ahol
R1 jelentése adott esetben halogénezett 1-6 szénatomos alkil-, előnyösen metil- vagy etilcsoport.
3. Az 1. igénypont szerinti vegyület, ahol R2 jelentése hidrogénatom, -C(O)OR4, -S(O)pR4, -C(O)NR4R5, -CN, -COR4, -P(O)q(OR4)(OR5) vagy -P(O)q(R4XR5) képletű csoport, előnyösen
R2 jelentése hidrogénatom vagy cianocsoport,
-COOR4, ahol R4 jelentése 1-6 szénatomos alkilcsoport, vagy
R2 jelentése -S(O)pR4 képletű csoport, ahol p értéke 2,
R4 jelentése 1-6 szénatomos alkil-, vagy adott esetben legfeljebb kétszeresen halogénatommal, R14, ciano-, nitrocsoporttal, -OR14-, -SR14, -C(O)R14, -C(O)OR14 csoporttal szubsztituált fenilcsoport, vagy R2 jelentése -CONR4R5, ahol
R4 jelentése hidrogénatom vagy 1-6 szénatomos alkilcsoport, és R5 jelentése 1-6 szénatomos alkilcsoport,
R4 hidrogénatom és R5 jelentése -COR14, ahol R14 jelentése adott esetben halogénezett 1-6 szénatomos alkilcsoport,
R2 jelentése COR4, ahol R4 jelentése hidrogénatom vagy 1-6 szénatomos alkilcsoport, vagy
R2 jelentése -P(O)q(OR4)(OR5) vagy -P(O)q(R4)(R5) képletű csoport, ahol q értéke 1 és R4 és R5 1-6 szénatomos alkilcsoport.
4. Az 1. igénypont szerinti vegyület, ahol Q jelentése (Q-l) általános képletű csoport, ahol R7 cianocsoport, hidrogénatom vagy 1-4 szénatomos alkilcsoport és/vagy R8 jelentése -N(R16)(R17), ahol R16 és R17 jelentése az 1. igénypontban megadott.
5. A 4. igénypont szerinti vegyület, ahol R8 jelentése NH2 csoport.
6. Az 1. igénypont szerinti vegyület, ahol Árjelentése a 2-es és 6-os helyzetben halogénnel szubsztituált fenilcsoport és a 4-es helyzetben halogénezett 1-6 szénatomos alkilcsoport vagy -SFs vagy -OR15, Árjelentése előnyösen 2,6-diklór-4-(trifluor-metil)-fenil-csoport, vagy Árjelentése a 3-as helyzetben halogénnel szubsztituált és az 5-ös helyzetben halogénezett 1-6 szénatomos alkilcsoporttal vagy -SF5 vagy -OR15 csoporttal szubsztituált 2-piridilcsoport, Ar jelentése előnyösen 3-klór-5-(trifluor-metil)-pirid-2-il-csoport.
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7. Az 1. igénypont szerinti vegyület, amely
2,4,6-trimetil-benzolszulfonsav S-4-[5-amino-3-cianol-(2,6-diklór-4-(trifluor-metil)-fenil]-pirazolil-Setil-szulfiliminnel képzett só;
2,4,6-trimetil-benzolszulfonsav S-4-[5-amino-3-cianol-(2,6-diklór-4-(trifluor-metil)-fenil]-pirazolil-Smetil-szulfiliminnel képzett só;
2,4,6-trimetil-benzolszulfonsav S-4-[5-amino-1 -(2,6-diklór-4-(trifluor-metil)-fenil]-pirazolil-S-metilszulfiliminnel képzett só;
2,4,6-trimetil-benzolszulfonsav S-4-[5-amino-1 -(2,6-diklór-4-(trifluor-metil)-fenil-3-metil]-pirazolil-Setil-szulfiliminnel képzett só;
2,4,6-trimetil-benzolszulfonsav S-4-[5-amino-l -(2,6-diklór-4-(trifluor-metil)-fenil-3-etil]-pirazolil-S-etilszulfiliminnel képzett só;
S-{[5-amino-3-ciano-l-(2,6-diklór-4-(trifluor-metil)-fenil]-4-(lH-pirazolil)}-S-etil-N-(terc-butoxi-karbonil)-szulfilimin;
S-{[5-amino-3-ciano-l-(2,6-diklór-4-(trifluor-metil)-fenil]-4-(lH-pirazolil)}-S-etil-N-acetil-szulfilimin;
S- {[5-amino-3-ciano- l-(2,6-diklór-4-(trifluor-metil)-fenil]-4-(lH-pirazolil)}-S-etil-N-(metoxi-karbonil)szulfilimin;
S-{[5-amino-3-ciano-l-(2,6-diklór-4-(trifluor-metil)-fenil]-4-(lH-pirazolil)}-S-etil-N-(metil-szulfonil)szulfílimin;
S-{[5-amino-3-ciano-l-(2,6-diklór-4-(trifluor-metil)-fenil]-4-(lH-pirazolil)}-S-etil-N-(metil-karbamoil)szulfilimin;
S- {[5-amino-3-ciano-1 -(2,6-diklór-4-(trifluor-metil)-fenil]-4-(lH-pirazolil)}-S-etil-N-(ciano)-szulfilimin;
S-{[5-amino-3-ciano-l-(2,6-diklór-4-(trifluor-metil)-fenil]-4-(lH-pirazolil)}-S-etil-N-(formil)-szulfilimin;
S-{[5-amino-3-ciano-l-(2,6-diklór-4-(trifluor-metil)-fenil]-4-(lH-pirazolil)}-S-metil-N-acetil-szulfilimin;
S-{[5-amino-3-ciano-l-(2,6-diklór-4-(trifluor-metil)-fenil]-4-(lH-pirazolil)}-S-etil-N-(dietil-foszforil)szulfilimin;
S-{[5-amino-3-ciano-l-(2,6-diklór-4-(trifluor-metil)-fenil]-4-(lH-pirazolil)}-S-etil-N-(dimetil-karbamoil)-szulfilimin;
S- {[5-amino-3-ciano-1 -(2,6-diklór-4-(trifluor-metil)-fenil]-4-(lH-pirazolil)}-S-etil-N-(dimetil-foszfmil)szulfilimin;
S-{[5-amino-3-ciano-l-(2,6-diklór-4-(trifluor-metil)-fenil]-4-(lH-pirazolil)}-S-etil-N-((triklór-acetil-amino)-karbonil)-szulfilimin;
S- {[5-amino-3-ciano-1 -(2,6-diklór-4-(trifluor-metil)-fenil]-4-(lH-pirazolil)}-S-etil-N-((klór-acetil-amino)-karbonil)-szulfilimin;
S-{[5-amino-3-ciano-l-(2,6-diklór-4-(trifluor-metil)-fenil]-4-(lH-pirazolil)}-S-etil-N-(metil-tio-karbamoil)-szulfilimin;
S- {[5-amino-3-ciano-1 -(2,6-diklór-4-(trifluor-metil)-fenil]-4-(lH-pirazolil)}-S-etil-N-((etoxi-karbonil-metil)-amino-karbonil)-szulfilimin;
S- {[5-amino-3-ciano-1 -(2,6-diklór-4-(trifluor-metil)-fenil]-4-(lH-pirazolil)}-S-metil-N-(metil-tio-karbamoil)-szulfilimin;
S-{[5-amino-3-ciano-l-(2,6-diklór-4-(trifluor-metil)-fenil]-4-( 1 H-pirazolil)} -S-etil-N-(etoxi-karbonil-amino-karbonil)-szulfilimin;
S-{[5-amino-3-ciano-l-(2,6-diklór-4-(trifluor-metil)-fenil]-4-(lH-pirazolil)}-S-metil-N-(formil)-szulfilimin;
S-{[5-amino-3-ciano-l-(2,6-diklór-4-(trifluor-metil)-fenil]-4-(lH-pirazolil)}-S-metil-N-(ciano)-szulfilimin;
S- {[5-amino-3-ciano-1 -(2,6-diklór-4-(trifluor-metil)-fenil]-4-( 1 H-pirazolil)} -S-metil-N-( 1,2-dioxo-propil)-szulfilimin;
S- {[5-amino-3-ciano-1 -(2,6-diklór-4-(trifluor-metil)-fenil]-4-(lH-pirazolil)}-S-metil-N-(terc-butoxi-karbonil)-szulfilimin;
S-{[5-amino-l-(2,6-diklór-4-(trifluor-metil)-fenil]-4(lH-pirazolil)}-S-metil-N-(formil)-szulfilimin;
S-{[5-amino-l-(2,6-diklór-4-(trifluor-metil)-fenil]-4(lH-pirazolil)}-S-metil-N-(acetil)-szulfilimin;
S-{[5-amino-l-(2,6-diklór-4-(trifluor-metil)-fenil]-4(lH-pirazolil)}-S-metil-N-(ciano)-szulfilimin;
S-{[5-amino-l-(2,6-diklór-4-(trifluor-metil)-fenil)-3-metil]-4-(lH-pirazolil)}-S-etil-N-(formil)-szulfilimin;
S- {[5-amino-1 -(2,6-diklór-4-(trifluor-metil)-fenil)-3metil]-4-(lH-pirazolil)}-S-etil-N-(ciano)-szulfilimin;
S-{[5-amino-l-(2,6-diklór-4-(trifluor-metil)-fenil)-3etil]-4-(lH-pirazolil)}-S-etil-N-(formií)-szulfilimin;
S-{[5-amino-l-(2,6-diklór-4-(trifluor-metil)-fenil)-3etil]-4-(lH-pirazolil)}-S-etil-N-(ciano)-szulfilimin;
N-(terc-butoxi-karbonil)-S-4-[5-amino-3-ciano-l-(2,6diklór-4-(trifluor-metil)-fenil)-pirazolil]-S-etil-szulfoximin;
N-acetil-S-4-[5-amino-3-ciano-l-(2,6-diklór-4-(trifluor-metil)-fenil)-pirazolil]-S-etil-szulfoximin;
S-4- [5-amino-3 -ciano-1 -(2,6-diklór-4-(trifluor-metil)fenil)-pirazolil]-S-etil-szulfoximin;
S-[5-amino-3-ciano-l-(2,6-diklór-4-trifluor-metil)-fenil)-4-(lH-pirazolil)]-S-metil-N-[(4-metil-fenil)szulfonil]-szulfilimin.
8. Artropodicid készítmény, azzal jellemezve, hogy az 1-7. igénypontok bármelyike szerinti vegyület artropodicid hatású mennyiségét és mezőgazdaságilag elfogadható inért hordozót tartalmaz.
9. Eljárás ízeltlábúak irtására egy helyszínen, azzal jellemezve, hogy a helyszínre az (I) vagy (II) általános képletű vegyület artropodicid hatású mennyiségét tartalmazó készítmény artropodicid hatású mennyiségét visszük fel.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US46437295A | 1995-06-05 | 1995-06-05 | |
| PCT/EP1996/002363 WO1996039389A1 (en) | 1995-06-05 | 1996-05-31 | Pesticidal sulfur compounds |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| HUP9801051A2 HUP9801051A2 (hu) | 1998-08-28 |
| HUP9801051A3 HUP9801051A3 (en) | 2001-03-28 |
| HU222278B1 true HU222278B1 (hu) | 2003-05-28 |
Family
ID=23843683
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| HU9801051A HU222278B1 (hu) | 1995-06-05 | 1996-05-31 | Artropodicid hatású kénvegyületek, a vegyületeket tartalmazó készítmény és alkalmazása |
Country Status (22)
| Country | Link |
|---|---|
| EP (1) | EP0837852B1 (hu) |
| JP (1) | JP4104163B2 (hu) |
| KR (1) | KR100416288B1 (hu) |
| CN (1) | CN1091764C (hu) |
| AR (1) | AR002324A1 (hu) |
| AT (1) | ATE198886T1 (hu) |
| AU (1) | AU716967B2 (hu) |
| BR (1) | BR9608379A (hu) |
| CA (1) | CA2222936C (hu) |
| DE (1) | DE69611677T2 (hu) |
| DK (1) | DK0837852T3 (hu) |
| EA (1) | EA000645B1 (hu) |
| ES (1) | ES2153581T3 (hu) |
| GR (1) | GR3035306T3 (hu) |
| HK (1) | HK1015764A1 (hu) |
| HU (1) | HU222278B1 (hu) |
| IL (1) | IL118481A (hu) |
| MX (1) | MX9709550A (hu) |
| PT (1) | PT837852E (hu) |
| UA (1) | UA50738C2 (hu) |
| WO (1) | WO1996039389A1 (hu) |
| ZA (1) | ZA964426B (hu) |
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| Publication number | Priority date | Publication date | Assignee | Title |
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| WO2001070692A2 (de) * | 2000-03-22 | 2001-09-27 | Bayer Cropscience Gmbh | Heterocyclische acylsulfimide,verfahren zu ihrer herstellung, sie enthaltende mittel und ihre verwendung als schädlingsbekämpfungsmittel |
| WO2005082917A1 (en) * | 2004-02-26 | 2005-09-09 | Bayer Cropscience S.A. | 4-phosphorylpyrazole derivatives for pesticidal use |
| AU2005310314B2 (en) | 2004-04-08 | 2011-07-21 | Corteva Agriscience Llc | Insecticidal N-substituted sulfoximines |
| TW200600513A (en) * | 2004-06-30 | 2006-01-01 | Bristol Myers Squibb Co | A method for preparing pyrrolotriazine compounds |
| NZ573758A (en) * | 2006-07-05 | 2012-01-12 | Aventis Agriculture | 1-Phenyl-3-cyano-pyrazole derivatives and pesticidal formulations containing them |
| TWI387585B (zh) * | 2006-09-01 | 2013-03-01 | Dow Agrosciences Llc | 殺蟲性之ｎ-取代（雜芳基）烷基烴基硫亞胺 |
| TWI383970B (zh) * | 2006-11-08 | 2013-02-01 | Dow Agrosciences Llc | 多取代的吡啶基磺醯亞胺及其作為殺蟲劑之用途 |
| DE102006061538A1 (de) | 2006-12-27 | 2008-07-03 | Bayer Healthcare Ag | Kombinationsprodukt zur Bekämpfung von Parasiten an Tieren |
| DE102006061537A1 (de) | 2006-12-27 | 2008-07-03 | Bayer Healthcare Ag | Mittel zur Bekämpfung von Parasiten an Tieren |
| WO2009156336A1 (en) | 2008-06-23 | 2009-12-30 | Basf Se | Sulfoximinamide compounds for combating animal pests |
| ES2622872T3 (es) * | 2008-08-27 | 2017-07-07 | Dow Agrosciences Llc | Composiciones plaguicidas que comprenden sulfoximinas N-sustituidas |
| WO2011069955A1 (en) | 2009-12-07 | 2011-06-16 | Basf Se | Sulfonimidamide compounds for combating animal pests |
| DE102010046720A1 (de) * | 2010-09-23 | 2012-03-29 | Bayer Schering Pharma Aktiengesellschaft | Verfahren zur Herstellung von pan-CDK-Inhibitoren der Formel (l), sowie Intermediate der Herstellung |
| WO2012085081A1 (en) | 2010-12-22 | 2012-06-28 | Basf Se | Sulfoximinamide compounds for combating invertebrate pests ii |
| BR112013033914A2 (pt) | 2011-06-30 | 2016-11-22 | Hansen Ab Gmbh | agente para o controle de parasitas em animais e uso de um agente |
| WO2013122041A1 (ja) | 2012-02-14 | 2013-08-22 | 日本曹達株式会社 | アリールオキシ酢酸アミド化合物および有害生物防除剤 |
| JO3626B1 (ar) | 2012-02-23 | 2020-08-27 | Merial Inc | تركيبات موضعية تحتوي على فيبرونيل و بيرميثرين و طرق استخدامها |
| AU2014242984A1 (en) * | 2013-03-28 | 2015-10-22 | Basf Se | Process for preparing sulfimines and their in-situ conversion into n-(2-amino-benzoyl)-sulfimines |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1603122A (en) * | 1978-05-24 | 1981-11-18 | Shell Int Research | Pesticidal sulphilimine derivatives |
| DE3602728A1 (de) * | 1985-05-17 | 1986-11-20 | Bayer Ag, 51373 Leverkusen | Schaedlingsbekaempfungsmittel auf basis von pyrazolderivaten |
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- 1996-05-31 WO PCT/EP1996/002363 patent/WO1996039389A1/en active IP Right Grant
- 1996-05-31 BR BR9608379A patent/BR9608379A/pt not_active IP Right Cessation
- 1996-05-31 DK DK96917483T patent/DK0837852T3/da active
- 1996-05-31 KR KR1019970708923A patent/KR100416288B1/ko active IP Right Grant
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Also Published As
| Publication number | Publication date |
|---|---|
| JP4104163B2 (ja) | 2008-06-18 |
| EA000645B1 (ru) | 1999-12-29 |
| EA199700436A1 (ru) | 1998-08-27 |
| CA2222936A1 (en) | 1996-12-12 |
| CA2222936C (en) | 2008-07-29 |
| CN1192203A (zh) | 1998-09-02 |
| DE69611677D1 (de) | 2001-03-01 |
| EP0837852B1 (en) | 2001-01-24 |
| UA50738C2 (uk) | 2002-11-15 |
| JPH11506461A (ja) | 1999-06-08 |
| HUP9801051A3 (en) | 2001-03-28 |
| CN1091764C (zh) | 2002-10-02 |
| HUP9801051A2 (hu) | 1998-08-28 |
| DK0837852T3 (da) | 2001-02-05 |
| GR3035306T3 (en) | 2001-04-30 |
| ZA964426B (en) | 1997-03-06 |
| ES2153581T3 (es) | 2001-03-01 |
| HK1015764A1 (en) | 1999-10-22 |
| EP0837852A1 (en) | 1998-04-29 |
| KR100416288B1 (ko) | 2004-05-31 |
| PT837852E (pt) | 2001-07-31 |
| WO1996039389A1 (en) | 1996-12-12 |
| AU6004296A (en) | 1996-12-24 |
| BR9608379A (pt) | 1999-01-05 |
| IL118481A (en) | 2000-08-31 |
| DE69611677T2 (de) | 2001-06-07 |
| AR002324A1 (es) | 1998-03-11 |
| ATE198886T1 (de) | 2001-02-15 |
| IL118481A0 (en) | 1996-09-12 |
| KR19990022442A (ko) | 1999-03-25 |
| MX9709550A (es) | 1998-10-31 |
| AU716967B2 (en) | 2000-03-09 |
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