CZ234199A3 - 3-Aminokarbonyl/3-aminothiokarbonylsubstituované 2-benzoyIcyklohexan-l,3-diony s herbicidním účinkem - Google Patents
3-Aminokarbonyl/3-aminothiokarbonylsubstituované 2-benzoyIcyklohexan-l,3-diony s herbicidním účinkem Download PDFInfo
- Publication number
- CZ234199A3 CZ234199A3 CZ19992341A CZ234199A CZ234199A3 CZ 234199 A3 CZ234199 A3 CZ 234199A3 CZ 19992341 A CZ19992341 A CZ 19992341A CZ 234199 A CZ234199 A CZ 234199A CZ 234199 A3 CZ234199 A3 CZ 234199A3
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- CZ
- Czechia
- Prior art keywords
- ial
- alkyl
- nch
- lal
- hydrogen
- Prior art date
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- QMNFICMPAXFAPC-UHFFFAOYSA-N 2-benzoylcyclohexane-1,3-dione Chemical class C=1C=CC=CC=1C(=O)C1C(=O)CCCC1=O QMNFICMPAXFAPC-UHFFFAOYSA-N 0.000 title claims description 19
- 230000002363 herbicidal effect Effects 0.000 title claims description 15
- 230000001747 exhibiting effect Effects 0.000 title 1
- 239000000203 mixture Substances 0.000 claims abstract description 49
- 239000001257 hydrogen Substances 0.000 claims abstract description 47
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 47
- 229910052760 oxygen Inorganic materials 0.000 claims abstract description 19
- 239000001301 oxygen Substances 0.000 claims abstract description 19
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims abstract description 18
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims abstract description 17
- 150000003839 salts Chemical class 0.000 claims abstract description 17
- 229910052717 sulfur Chemical group 0.000 claims abstract description 9
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims abstract description 7
- 239000011593 sulfur Chemical group 0.000 claims abstract description 7
- 238000002360 preparation method Methods 0.000 claims abstract description 6
- -1 cyano, thiocyanato Chemical group 0.000 claims description 416
- SNOOUWRIMMFWNE-UHFFFAOYSA-M sodium;6-[(3,4,5-trimethoxybenzoyl)amino]hexanoate Chemical compound [Na+].COC1=CC(C(=O)NCCCCCC([O-])=O)=CC(OC)=C1OC SNOOUWRIMMFWNE-UHFFFAOYSA-M 0.000 claims description 44
- 150000002431 hydrogen Chemical class 0.000 claims description 30
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 claims description 29
- 125000000171 (C1-C6) haloalkyl group Chemical group 0.000 claims description 24
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 22
- 229910052736 halogen Inorganic materials 0.000 claims description 20
- 150000002367 halogens Chemical class 0.000 claims description 20
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 18
- 238000000034 method Methods 0.000 claims description 15
- 229910052799 carbon Inorganic materials 0.000 claims description 13
- 125000001072 heteroaryl group Chemical group 0.000 claims description 12
- 125000000217 alkyl group Chemical group 0.000 claims description 11
- 125000003342 alkenyl group Chemical group 0.000 claims description 10
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 10
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 10
- HJSLFCCWAKVHIW-UHFFFAOYSA-N cyclohexane-1,3-dione Chemical group O=C1CCCC(=O)C1 HJSLFCCWAKVHIW-UHFFFAOYSA-N 0.000 claims description 8
- 125000000623 heterocyclic group Chemical group 0.000 claims description 8
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 claims description 8
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims description 7
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 claims description 7
- 125000003601 C2-C6 alkynyl group Chemical group 0.000 claims description 7
- 125000005553 heteroaryloxy group Chemical group 0.000 claims description 7
- 125000005844 heterocyclyloxy group Chemical group 0.000 claims description 7
- 150000001732 carboxylic acid derivatives Chemical class 0.000 claims description 5
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 5
- 239000004009 herbicide Substances 0.000 claims description 5
- 125000004769 (C1-C4) alkylsulfonyl group Chemical group 0.000 claims description 4
- 125000006645 (C3-C4) cycloalkyl group Chemical group 0.000 claims description 4
- 238000005917 acylation reaction Methods 0.000 claims description 4
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 4
- 125000000392 cycloalkenyl group Chemical group 0.000 claims description 4
- 230000007062 hydrolysis Effects 0.000 claims description 4
- 238000006460 hydrolysis reaction Methods 0.000 claims description 4
- 230000008569 process Effects 0.000 claims description 4
- 230000008707 rearrangement Effects 0.000 claims description 4
- 125000004187 tetrahydropyran-2-yl group Chemical group [H]C1([H])OC([H])(*)C([H])([H])C([H])([H])C1([H])[H] 0.000 claims description 4
- 230000010933 acylation Effects 0.000 claims description 3
- 239000003054 catalyst Substances 0.000 claims description 3
- 125000004454 (C1-C6) alkoxycarbonyl group Chemical group 0.000 claims description 2
- 125000002837 carbocyclic group Chemical group 0.000 claims description 2
- 238000002156 mixing Methods 0.000 claims description 2
- IOHPVZBSOKLVMN-UHFFFAOYSA-N 2-(2-phenylethyl)benzoic acid Chemical compound OC(=O)C1=CC=CC=C1CCC1=CC=CC=C1 IOHPVZBSOKLVMN-UHFFFAOYSA-N 0.000 claims 2
- 238000009472 formulation Methods 0.000 claims 2
- 239000000546 pharmaceutical excipient Substances 0.000 claims 2
- 150000001875 compounds Chemical class 0.000 abstract description 121
- 230000012010 growth Effects 0.000 abstract description 7
- 239000000543 intermediate Substances 0.000 abstract description 3
- 125000001309 chloro group Chemical group Cl* 0.000 description 724
- 239000000460 chlorine Substances 0.000 description 534
- OFBQJSOFQDEBGM-UHFFFAOYSA-N Pentane Chemical compound CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 231
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 74
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 48
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 48
- 239000000243 solution Substances 0.000 description 41
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 38
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 30
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 30
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 28
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 27
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 24
- 239000004480 active ingredient Substances 0.000 description 21
- 150000003254 radicals Chemical class 0.000 description 19
- 241000196324 Embryophyta Species 0.000 description 18
- 239000002904 solvent Substances 0.000 description 16
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 15
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 description 14
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 13
- 239000003921 oil Substances 0.000 description 13
- 239000011541 reaction mixture Substances 0.000 description 13
- 238000003756 stirring Methods 0.000 description 13
- 238000006243 chemical reaction Methods 0.000 description 12
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 10
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 10
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 10
- 238000002844 melting Methods 0.000 description 10
- 230000008018 melting Effects 0.000 description 10
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 9
- 239000002253 acid Substances 0.000 description 9
- 239000012074 organic phase Substances 0.000 description 9
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 8
- 101100298295 Drosophila melanogaster flfl gene Proteins 0.000 description 8
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 8
- 229910052794 bromium Inorganic materials 0.000 description 8
- 125000004170 methylsulfonyl group Chemical group [H]C([H])([H])S(*)(=O)=O 0.000 description 8
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 8
- 239000007787 solid Substances 0.000 description 8
- FYSNRJHAOHDILO-UHFFFAOYSA-N thionyl chloride Chemical compound ClS(Cl)=O FYSNRJHAOHDILO-UHFFFAOYSA-N 0.000 description 8
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 7
- 239000008346 aqueous phase Substances 0.000 description 7
- 229910052801 chlorine Inorganic materials 0.000 description 7
- 239000006185 dispersion Substances 0.000 description 7
- 239000000047 product Substances 0.000 description 7
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical group N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 6
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 6
- BZLVMXJERCGZMT-UHFFFAOYSA-N Methyl tert-butyl ether Chemical compound COC(C)(C)C BZLVMXJERCGZMT-UHFFFAOYSA-N 0.000 description 6
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 6
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- 239000002585 base Substances 0.000 description 6
- 235000010233 benzoic acid Nutrition 0.000 description 6
- 239000004359 castor oil Substances 0.000 description 6
- 235000019438 castor oil Nutrition 0.000 description 6
- 239000012141 concentrate Substances 0.000 description 6
- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 description 6
- 150000002825 nitriles Chemical class 0.000 description 6
- 125000001424 substituent group Chemical group 0.000 description 6
- WSLDOOZREJYCGB-UHFFFAOYSA-N 1,2-Dichloroethane Chemical compound ClCCCl WSLDOOZREJYCGB-UHFFFAOYSA-N 0.000 description 5
- 125000003545 alkoxy group Chemical group 0.000 description 5
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 5
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 5
- 239000003480 eluent Substances 0.000 description 5
- 239000000839 emulsion Substances 0.000 description 5
- QYNPWZZIEKLZJM-UHFFFAOYSA-N methyl 3-carbonochloridoyl-2,4-dichlorobenzoate Chemical compound COC(=O)C1=CC=C(Cl)C(C(Cl)=O)=C1Cl QYNPWZZIEKLZJM-UHFFFAOYSA-N 0.000 description 5
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 5
- 239000000843 powder Substances 0.000 description 5
- 238000012360 testing method Methods 0.000 description 5
- 125000004767 (C1-C4) haloalkoxy group Chemical group 0.000 description 4
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 4
- PCLIMKBDDGJMGD-UHFFFAOYSA-N N-bromosuccinimide Chemical compound BrN1C(=O)CCC1=O PCLIMKBDDGJMGD-UHFFFAOYSA-N 0.000 description 4
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical group C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 4
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 4
- DWAQJAXMDSEUJJ-UHFFFAOYSA-M Sodium bisulfite Chemical compound [Na+].OS([O-])=O DWAQJAXMDSEUJJ-UHFFFAOYSA-M 0.000 description 4
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 4
- 240000008042 Zea mays Species 0.000 description 4
- VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 description 4
- 150000001558 benzoic acid derivatives Chemical class 0.000 description 4
- 150000001559 benzoic acids Chemical class 0.000 description 4
- 238000009835 boiling Methods 0.000 description 4
- 238000001816 cooling Methods 0.000 description 4
- 125000001028 difluoromethyl group Chemical group [H]C(F)(F)* 0.000 description 4
- 150000002191 fatty alcohols Chemical class 0.000 description 4
- 229910052731 fluorine Inorganic materials 0.000 description 4
- 239000011737 fluorine Substances 0.000 description 4
- 239000008187 granular material Substances 0.000 description 4
- 125000001188 haloalkyl group Chemical group 0.000 description 4
- 229910000027 potassium carbonate Inorganic materials 0.000 description 4
- 239000002244 precipitate Substances 0.000 description 4
- 238000010898 silica gel chromatography Methods 0.000 description 4
- 235000010267 sodium hydrogen sulphite Nutrition 0.000 description 4
- 241000894007 species Species 0.000 description 4
- 239000000725 suspension Substances 0.000 description 4
- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 4
- RIOQSEWOXXDEQQ-UHFFFAOYSA-N triphenylphosphine Chemical compound C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 RIOQSEWOXXDEQQ-UHFFFAOYSA-N 0.000 description 4
- 125000004765 (C1-C4) haloalkyl group Chemical group 0.000 description 3
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 3
- BDLCSODBACKBBK-UHFFFAOYSA-N 1-(2,4-dichloro-3-methylphenyl)ethanone Chemical compound CC(=O)C1=CC=C(Cl)C(C)=C1Cl BDLCSODBACKBBK-UHFFFAOYSA-N 0.000 description 3
- ZSHNSXSONOHWNB-UHFFFAOYSA-N 1-(2-chloro-3-methyl-4-methylsulfanylphenyl)ethanone Chemical compound CSC1=CC=C(C(C)=O)C(Cl)=C1C ZSHNSXSONOHWNB-UHFFFAOYSA-N 0.000 description 3
- KYAATGSGTLPBHN-UHFFFAOYSA-N 2,4-dichloro-3-methylbenzoic acid Chemical compound CC1=C(Cl)C=CC(C(O)=O)=C1Cl KYAATGSGTLPBHN-UHFFFAOYSA-N 0.000 description 3
- ZHRGBHGLKYBZBR-UHFFFAOYSA-N 2,6-dichloro-3-methoxycarbonylbenzoic acid Chemical compound COC(=O)C1=CC=C(Cl)C(C(O)=O)=C1Cl ZHRGBHGLKYBZBR-UHFFFAOYSA-N 0.000 description 3
- CYMRPDYINXWJFU-UHFFFAOYSA-N 2-carbamoylbenzoic acid Chemical compound NC(=O)C1=CC=CC=C1C(O)=O CYMRPDYINXWJFU-UHFFFAOYSA-N 0.000 description 3
- YJZLEZGVPBXZHL-UHFFFAOYSA-N 2-chloro-3-methoxycarbonyl-6-methylsulfonylbenzoic acid Chemical compound COC(=O)C1=CC=C(S(C)(=O)=O)C(C(O)=O)=C1Cl YJZLEZGVPBXZHL-UHFFFAOYSA-N 0.000 description 3
- RRFGGUXLGOVPOP-UHFFFAOYSA-N 2-chloro-3-methyl-4-methylsulfonylbenzoic acid Chemical compound CC1=C(Cl)C(C(O)=O)=CC=C1S(C)(=O)=O RRFGGUXLGOVPOP-UHFFFAOYSA-N 0.000 description 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 3
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 3
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 3
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 3
- 150000007513 acids Chemical class 0.000 description 3
- 150000001299 aldehydes Chemical class 0.000 description 3
- 229910000288 alkali metal carbonate Chemical group 0.000 description 3
- 150000008041 alkali metal carbonates Chemical group 0.000 description 3
- 125000004414 alkyl thio group Chemical group 0.000 description 3
- 150000001450 anions Chemical class 0.000 description 3
- 235000013877 carbamide Nutrition 0.000 description 3
- 150000001735 carboxylic acids Chemical class 0.000 description 3
- 239000000969 carrier Substances 0.000 description 3
- 150000001768 cations Chemical class 0.000 description 3
- 244000038559 crop plants Species 0.000 description 3
- 230000006378 damage Effects 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 150000002148 esters Chemical class 0.000 description 3
- 125000001153 fluoro group Chemical group F* 0.000 description 3
- 125000005843 halogen group Chemical group 0.000 description 3
- 239000005457 ice water Substances 0.000 description 3
- 229910052500 inorganic mineral Inorganic materials 0.000 description 3
- OLPHGTLTBZPHNF-UHFFFAOYSA-N methyl 2,4-dichloro-3-(propoxycarbamoyl)benzoate Chemical compound CCCONC(=O)C1=C(Cl)C=CC(C(=O)OC)=C1Cl OLPHGTLTBZPHNF-UHFFFAOYSA-N 0.000 description 3
- YYNDTSNUQWSZEY-UHFFFAOYSA-N methyl 2,4-dichloro-3-formylbenzoate Chemical compound COC(=O)C1=CC=C(Cl)C(C=O)=C1Cl YYNDTSNUQWSZEY-UHFFFAOYSA-N 0.000 description 3
- OILFPGVEUFVNER-UHFFFAOYSA-N methyl 2,4-dichloro-3-methylbenzoate Chemical compound COC(=O)C1=CC=C(Cl)C(C)=C1Cl OILFPGVEUFVNER-UHFFFAOYSA-N 0.000 description 3
- CJWTVTZJKHAZOZ-UHFFFAOYSA-N methyl 2-chloro-3-[ethoxy(methyl)carbamoyl]-4-methylsulfonylbenzoate Chemical compound CCON(C)C(=O)C1=C(Cl)C(C(=O)OC)=CC=C1S(C)(=O)=O CJWTVTZJKHAZOZ-UHFFFAOYSA-N 0.000 description 3
- VZAPQVDWIVCLDU-UHFFFAOYSA-N methyl 2-chloro-3-formyl-4-methylsulfonylbenzoate Chemical compound COC(=O)C1=CC=C(S(C)(=O)=O)C(C=O)=C1Cl VZAPQVDWIVCLDU-UHFFFAOYSA-N 0.000 description 3
- BBWCBPYXCNCYAT-UHFFFAOYSA-N methyl 2-chloro-3-methyl-4-methylsulfonylbenzoate Chemical compound COC(=O)C1=CC=C(S(C)(=O)=O)C(C)=C1Cl BBWCBPYXCNCYAT-UHFFFAOYSA-N 0.000 description 3
- DSYBYAOEKDFWGJ-UHFFFAOYSA-N methyl 3-(bromomethyl)-2,4-dichlorobenzoate Chemical compound COC(=O)C1=CC=C(Cl)C(CBr)=C1Cl DSYBYAOEKDFWGJ-UHFFFAOYSA-N 0.000 description 3
- YQYVOGFWLVVXMM-UHFFFAOYSA-N methyl 3-(bromomethyl)-2-chloro-4-methylsulfonylbenzoate Chemical compound COC(=O)C1=CC=C(S(C)(=O)=O)C(CBr)=C1Cl YQYVOGFWLVVXMM-UHFFFAOYSA-N 0.000 description 3
- GTXHAHDFJJTAKY-UHFFFAOYSA-N methyl 3-carbonochloridoyl-2-chloro-4-methylsulfonylbenzoate Chemical compound COC(=O)C1=CC=C(S(C)(=O)=O)C(C(Cl)=O)=C1Cl GTXHAHDFJJTAKY-UHFFFAOYSA-N 0.000 description 3
- 235000010755 mineral Nutrition 0.000 description 3
- 239000011707 mineral Substances 0.000 description 3
- 239000002480 mineral oil Substances 0.000 description 3
- 235000010446 mineral oil Nutrition 0.000 description 3
- 229910052757 nitrogen Inorganic materials 0.000 description 3
- 239000012071 phase Substances 0.000 description 3
- 229920000151 polyglycol Polymers 0.000 description 3
- 239000010695 polyglycol Substances 0.000 description 3
- 239000011734 sodium Substances 0.000 description 3
- 238000003786 synthesis reaction Methods 0.000 description 3
- LEIMLDGFXIOXMT-UHFFFAOYSA-N trimethylsilyl cyanide Chemical compound C[Si](C)(C)C#N LEIMLDGFXIOXMT-UHFFFAOYSA-N 0.000 description 3
- OZAIFHULBGXAKX-UHFFFAOYSA-N 2-(2-cyanopropan-2-yldiazenyl)-2-methylpropanenitrile Chemical compound N#CC(C)(C)N=NC(C)(C)C#N OZAIFHULBGXAKX-UHFFFAOYSA-N 0.000 description 2
- NFAOATPOYUWEHM-UHFFFAOYSA-N 2-(6-methylheptyl)phenol Chemical compound CC(C)CCCCCC1=CC=CC=C1O NFAOATPOYUWEHM-UHFFFAOYSA-N 0.000 description 2
- MWFMGBPGAXYFAR-UHFFFAOYSA-N 2-hydroxy-2-methylpropanenitrile Chemical compound CC(C)(O)C#N MWFMGBPGAXYFAR-UHFFFAOYSA-N 0.000 description 2
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 2
- 125000001494 2-propynyl group Chemical group [H]C#CC([H])([H])* 0.000 description 2
- GNFTZDOKVXKIBK-UHFFFAOYSA-N 3-(2-methoxyethoxy)benzohydrazide Chemical compound COCCOC1=CC=CC(C(=O)NN)=C1 GNFTZDOKVXKIBK-UHFFFAOYSA-N 0.000 description 2
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 2
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- SIOXPEMLGUPBBT-UHFFFAOYSA-N picolinic acid Chemical compound OC(=O)C1=CC=CC=N1 SIOXPEMLGUPBBT-UHFFFAOYSA-N 0.000 description 1
- 125000004483 piperidin-3-yl group Chemical group N1CC(CCC1)* 0.000 description 1
- 125000004482 piperidin-4-yl group Chemical group N1CCC(CC1)* 0.000 description 1
- 239000003880 polar aprotic solvent Substances 0.000 description 1
- 239000002798 polar solvent Substances 0.000 description 1
- 125000004585 polycyclic heterocycle group Chemical group 0.000 description 1
- 229920000570 polyether Polymers 0.000 description 1
- 229920001451 polypropylene glycol Polymers 0.000 description 1
- NNFCIKHAZHQZJG-UHFFFAOYSA-N potassium cyanide Chemical compound [K+].N#[C-] NNFCIKHAZHQZJG-UHFFFAOYSA-N 0.000 description 1
- 229910001414 potassium ion Inorganic materials 0.000 description 1
- 125000001844 prenyl group Chemical group [H]C([*])([H])C([H])=C(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 1
- 239000011814 protection agent Substances 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 125000004307 pyrazin-2-yl group Chemical group [H]C1=C([H])N=C(*)C([H])=N1 0.000 description 1
- 150000003217 pyrazoles Chemical class 0.000 description 1
- 125000002206 pyridazin-3-yl group Chemical group [H]C1=C([H])C([H])=C(*)N=N1 0.000 description 1
- 125000004940 pyridazin-4-yl group Chemical group N1=NC=C(C=C1)* 0.000 description 1
- 150000004892 pyridazines Chemical class 0.000 description 1
- 125000000246 pyrimidin-2-yl group Chemical group [H]C1=NC(*)=NC([H])=C1[H] 0.000 description 1
- 125000004527 pyrimidin-4-yl group Chemical group N1=CN=C(C=C1)* 0.000 description 1
- 125000004528 pyrimidin-5-yl group Chemical group N1=CN=CC(=C1)* 0.000 description 1
- LOAUVZALPPNFOQ-UHFFFAOYSA-N quinaldic acid Chemical compound C1=CC=CC2=NC(C(=O)O)=CC=C21 LOAUVZALPPNFOQ-UHFFFAOYSA-N 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 230000004044 response Effects 0.000 description 1
- 210000000614 rib Anatomy 0.000 description 1
- 235000009566 rice Nutrition 0.000 description 1
- 239000012266 salt solution Substances 0.000 description 1
- 239000004576 sand Substances 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 125000003548 sec-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 150000004760 silicates Chemical class 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
- 235000017557 sodium bicarbonate Nutrition 0.000 description 1
- BBMHARZCALWXSL-UHFFFAOYSA-M sodium dihydrogenphosphate monohydrate Chemical compound O.[Na+].OP(O)([O-])=O BBMHARZCALWXSL-UHFFFAOYSA-M 0.000 description 1
- HRZFUMHJMZEROT-UHFFFAOYSA-L sodium disulfite Chemical compound [Na+].[Na+].[O-]S(=O)S([O-])(=O)=O HRZFUMHJMZEROT-UHFFFAOYSA-L 0.000 description 1
- SUKJFIGYRHOWBL-UHFFFAOYSA-N sodium hypochlorite Chemical compound [Na+].Cl[O-] SUKJFIGYRHOWBL-UHFFFAOYSA-N 0.000 description 1
- 229910001415 sodium ion Inorganic materials 0.000 description 1
- 229940001584 sodium metabisulfite Drugs 0.000 description 1
- 235000010262 sodium metabisulphite Nutrition 0.000 description 1
- XMVONEAAOPAGAO-UHFFFAOYSA-N sodium tungstate Chemical compound [Na+].[Na+].[O-][W]([O-])(=O)=O XMVONEAAOPAGAO-UHFFFAOYSA-N 0.000 description 1
- PYODKQIVQIVELM-UHFFFAOYSA-M sodium;2,3-bis(2-methylpropyl)naphthalene-1-sulfonate Chemical compound [Na+].C1=CC=C2C(S([O-])(=O)=O)=C(CC(C)C)C(CC(C)C)=CC2=C1 PYODKQIVQIVELM-UHFFFAOYSA-M 0.000 description 1
- 238000009331 sowing Methods 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 230000007480 spreading Effects 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- KDYFGRWQOYBRFD-UHFFFAOYSA-N succinic acid Chemical compound OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 1
- 238000000967 suction filtration Methods 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-L sulfite Chemical compound [O-]S([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-L 0.000 description 1
- 229940124530 sulfonamide Drugs 0.000 description 1
- 150000003456 sulfonamides Chemical class 0.000 description 1
- RWSOTUBLDIXVET-UHFFFAOYSA-O sulfonium Chemical compound [SH3+] RWSOTUBLDIXVET-UHFFFAOYSA-O 0.000 description 1
- 125000005537 sulfoxonium group Chemical group 0.000 description 1
- 150000003467 sulfuric acid derivatives Chemical class 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 230000002195 synergetic effect Effects 0.000 description 1
- 229920002994 synthetic fiber Polymers 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 235000012222 talc Nutrition 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 125000001973 tert-pentyl group Chemical group [H]C([H])([H])C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 150000003512 tertiary amines Chemical class 0.000 description 1
- DZLFLBLQUQXARW-UHFFFAOYSA-N tetrabutylammonium Chemical compound CCCC[N+](CCCC)(CCCC)CCCC DZLFLBLQUQXARW-UHFFFAOYSA-N 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- CXWXQJXEFPUFDZ-UHFFFAOYSA-N tetralin Chemical compound C1=CC=C2CCCCC2=C1 CXWXQJXEFPUFDZ-UHFFFAOYSA-N 0.000 description 1
- QEMXHQIAXOOASZ-UHFFFAOYSA-N tetramethylammonium Chemical compound C[N+](C)(C)C QEMXHQIAXOOASZ-UHFFFAOYSA-N 0.000 description 1
- HFRXJVQOXRXOPP-UHFFFAOYSA-N thionyl bromide Chemical compound BrS(Br)=O HFRXJVQOXRXOPP-UHFFFAOYSA-N 0.000 description 1
- 150000003613 toluenes Chemical class 0.000 description 1
- 239000011573 trace mineral Substances 0.000 description 1
- 235000013619 trace mineral Nutrition 0.000 description 1
- 229910052723 transition metal Inorganic materials 0.000 description 1
- 150000003624 transition metals Chemical class 0.000 description 1
- 150000003918 triazines Chemical class 0.000 description 1
- 125000003866 trichloromethyl group Chemical group ClC(Cl)(Cl)* 0.000 description 1
- 125000000876 trifluoromethoxy group Chemical group FC(F)(F)O* 0.000 description 1
- UCPYLLCMEDAXFR-UHFFFAOYSA-N triphosgene Chemical compound ClC(Cl)(Cl)OC(=O)OC(Cl)(Cl)Cl UCPYLLCMEDAXFR-UHFFFAOYSA-N 0.000 description 1
- 239000008158 vegetable oil Substances 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 238000005945 von Braun degradation reaction Methods 0.000 description 1
- 239000004562 water dispersible granule Substances 0.000 description 1
- 238000010626 work up procedure Methods 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
Landscapes
- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
2-Benzoylc>klohexan-l,3-dionyobecného vzorce I, kde Xje
kyslíknebo síra; Zje kyslík nebo NR8; mje 0 nebo 1; nje 0,1
nebo 2; Qje nesuhstituovaný nebo substituovaný cyklohexan-1,3-
dionovýkruh, kterýje napojen v pozici 2;kdemje 1, pokudR3je
vodík; ajejich zemědělskypoužitelné soli; způsoby a
meziprodukty pro přípravu sloučenin obecného vzorce I, směsí,
kteréje obsahují apoužití sloučenin obecného vzorce I a směsí,
kteréje obsahují, pro regulaci růstu škodlivých rostlin.
Description
2-Benzoylc>klohexan-l,3-diony obecného vzorce I, kde X je kyslík nebo síra; Z je kyslík nebo NR8; m je 0 nebo 1; n je 0,1 nebo 2; Q je nesuhstituovaný nebo substituovaný cyklohexan-1,3dionovýkruh, kterýje napojen v pozici 2;kdemje 1, pokudR3je vodík; a jejich zemědělsky použitelné soli; způsoby a meziprodukty pro přípravu sloučenin obecného vzorce I, směsí, které je obsahují a použití sloučenin obecného vzorce I a směsí, které je obsahují, pro regulaci růstu škodlivých rostlin.
.s
- 1 «« · · · · • í> · · · * · ··· ·· · * · * • · · · · · ·
77937
3-Aminokarbony1-/3-aminothiokarbonyl-substituované 2benzoylcyklohexan-1,3-díony s herbicidním účinkem
Oblast techniky
Vynález se týká 2-benzoylcyklohexan-l,3-dionů vzorce I
kde proměnné máji následující význam:
R1, R2 jsou vodík, nitroskupina, halogen, kyanoskupina, thiokyanatoskupina, Ci-C6-alkyl, Cr-C6-halogenalkyl, Ci-Ce-alkoxy-Ci-Cg-alkyl, C2-C6-alkenyl, C2-C6-alkinyl, -OR5, -OCOR6, -OSO2R6, -SH, -S(O)nR7, -SO2OR5, -SO2NR5R8, -NR8SO2R6 nebo NR8COR6/
R3 je vodík, Ci-Ce-alkyl, C3-C6-halogenalkyl,
C3-C6~alkenyl nebo C3-C6-alkinyl,·
R4 je vodík, Cj-Cs-alkyl, C3-C6-cykloalkyl, C3-C6-alkenyl, C4-C6-cykloalkenyl, C3-C6-alkinyl, -COR9, -CO2R9, -COSR9 nebo -CONR8R9, přičemž je možné, aby výše uvedené alkylové, cykloalkylové, alkenylové, cykloalkenylové a alkinylové radikály a skupina R9 z radikálů -COR9, -CO2R9, -COSR9 a -CONR8R9, byly částečně nebo zcela halogenovány a/nebo aby k nim byly připojeny jedna až tři následující skupiny:
9 .1 hydroxyl, merkaptoskupina, ami no skup i na, kyanoskupina, R10, -OR10, -SR10, -NR8R10, =NOR10, -OCOR10, SCOR10, -NR8COR10, -CO2R10, -COSR10, -CONR8R10, C1-C4-alkyliminoxyskupina, Ci-C4-alkoxyaminoskupina, Ci-C4-alkylkarbonyl, Ci-C4-alkoxy-C2-C6-alkoxykarbonyl, Ci-C4-al kyl sulf ony 1, heterocyklyl, heterocyklyloxyskupina, fenyl, fenyl-Ci-C4-alkyl, heteroaryl, fenoxyskupina, fenyl-Ci~C4-alkoxyskupina a heteroaryloxyskupina, přičemž osm posledně jmenovaných radikálů může být naopak substituováno;
| X | je kyslík nebo síra; |
| z | je kyslík nebo NR8; |
| m | je 0 nebo 1; |
| n | je 0, 1 nebo 2; |
| R5 | je vodík, Ci-C6-alkyl, Ci-C6-halogenalkyl, |
Cj-Ce-alkoxy-Cz-Ce-alkyl, C3-C6-alkenyl nebo C3-C6-alkinyl;
R6 je Ci-Cg-alkyl nebo Ci-C6-halogenalkyl;
R? je Ci-Ce-alkyl, Ci~C6-halogenalkyl,
Ci-C6-alkoxy-C2-CG-alkyl, C3-C6-alkenyl nebo C3-C6-alkinyl;
R8 je vodík nebo Ci-C6-alkyl;
R je Ci~Cř,-alkyl, C3-Cfi-alkenyl, C3-Cfi-alkinyl, fenyl nebo benzyl;
• ···· I φ ·· ·· • · · · · 9 · · · · · φφφφ * φ φφφφ • · φ* φφφφφ» • · · · φ φ
R10 je Ci-C6-alkyl, Ci-C6-halogenalkyl, C3-C6-alkenyl nebo C3-C6-alkinyl;
Q je nesubstituovaný nebo substituovaný cyklohexan-1,3dionový kruh, který je napojen v pozici 2;
kde m je 1 pokud R3 je vodík;
a jejich zemědělsky použitelných solí.
Kromě toho se vynález týká způsobů a meziproduktů pro přípravu sloučenin vzorce I, směsí, které je obsahují, a použití sloučenin vzorce I a směsí, které je obsahují, pro regulaci růstu škodlivých rostlin.
Dosavadní stav techniky
2-Benzoylcyklohexan-l,3-diony byly popsány v literatuře, například v EP -A 278 742, EP-A 298 680, EP-A 320 864 a WO 96/14285.
Herbicidní vlastnosti sloučenin z dosavadního stavu techniky a jejich tolerance užitkovými rostlinami jsou pouze částečně uspokojivé.
Podstata vynálezu
Předmětem tohoto vynálezu je poskytnutí nových zvláště herbicidně aktivních sloučenin, které mají zlepšené vlastnosti.
Bylo zjištěno, že tohoto cíle je dosaženo 2-benzoylcyklohexan-l,3-diony vzorce I a jejich herbicidní aktivitou.
Dále byly objeveny herbicidní kompozice, které obsahují sloučeniny I, a které mají velmi dobrou herbicidní * *· · · tt · • · ·· fl · # • fl α·· • · · . · • ·>
aktivitu. Dále byly nalezeny způsoby přípravy těchto kompozic a způsoby regulace nežádoucí vegetace za použití sloučeniny I.
V závislosti na substituentech mohou sloučeniny vzorce I také obsahovat jedno nebo více chirálních center, přičemž v tomto případě jsou přítomny jako enantiomerní nebo diastereomerní směsi. Vynález se také týká čistých enantiomerů nebo diastereomerů a také jejich směsí.
Sloučeniny vzorce I mohou také existovat ve formě jejich zemědělsky vhodných solí, přičemž typ solí je obecně nedůležitý. Obecně jsou vhodnými solemi soli takových kationtů nebo kyselé adiční solí těch kyselin, jejichž kationty nebo anionty negativně neovlivňují herbicidní aktivitu sloučenin I.
Vhodné kationty jsou zvláště ionty alkalických kovů, výhodně lithia, sodíku a draslíku, kovů alkalických zemin, výhodně vápníku a hořčíku, a přechodných kovů, výhodně manganu, mědi, zinku a železa, a také amonia, přičemž v tomto případě, pokud je to žádoucí, jeden až čtyř atomy vodíků jsou nahrazeny Ci-C4-alkylem nebo hydroxy-Ci-C4-alkylem a/nebo fenylem nebo benzylem, výhodně je to diisopropylamonium, tetramethylamonium, tetrabutylamonium, trimethylbenzylamonium, navíc fosfoniové ionty, sulfoniové ionty, výhodně tri(Ci-C4-alkyl)sulfonium, a sulfoxoniové ionty, výhodně tri(Ci-C4-alkyl)sulfoxonium.
Anionty vhodných kyselých adičních solí jsou hlavně chlorid, bromid, fluorid, hydrogensíran, síran, dihydrogenfosforečnan, hydrogenfosforečnan, dusičnan, hydrogenuhličitan, uhličitan, hexafluorkřemičitan, hexafluorfosforečnan, benzoát a anionty Ct-C4-alkanových kyselin, výhodně mravenčan, acetát, propionát a butyrát.
• · · φ φ • φφ • * · φ φ φ φ φ φ φ φ φ φφφφ φ φ φφφ φφφ • φ φ » φφφ φ · · ·'
Sloučeniny vzorce I podle vynálezu, na které je kladen důraz, jsou ty, kde proměnná Q je cyklohexan-1,3-dionový kruh vzorce II
kde II také představuje tautomerní vzorce II' a II'',
II II' II které jsou spojeny v pozici 2 a kde
R11, R12, R14 a R16 jsou vodík nebo Ci-C4-alkyl;
Rls je vodík, C4-C4-alkyl nebo C.3-C4-cykloalkyl, přičemž je možné, aby k dvěma posledně zmiňovaným skupinám byly připojeny jeden až tři následující substituenty: halogen, Ci-C4-alkylthioskupina nebo C1-C4-alkoxyskupina;
nebo
4 4 4 • · · • 444 • 44 ··· « ♦ 44 44
4 4 4 φ 4 4 » · · 4 4 4 • · · · ······ • · 4 · • 44 4 4 4 4 4 4 4 je tetrahydropyran-2-yl, tetrahydropyran-3-yl, tetrahydropyran-4-yl, tetrahydrothiopyran-2-yl, tetrahydrothiopyran-3-yl, tetrahydrothiopyran-4-yl,
1.3- dioxolan-2-yl, 1,3-dioxan-2-yl, 1,4-dioxan-2-yl,
1.3- oxathiolan-2-yl., 1,3-oxathian-2-yl, 1, 3-dithiolan-2-yl nebo 1,3-dithian-2-yl, přičemž je možné, aby šest posledně zmiňovaných radikálů bylo substituováno jedním až třemi Ci-C4-alkylovými radikály;
R15 je vodík, Ci-C4-alkyl nebo Ci-C6-alkoxykarbonyl;
nebo
R13 a R16 spolu tvoří π vazbu nebo tří až šestičlenný karbocyklický kruh;
nebo jednotka CR13R14 může být nahrazena C-0.
Stejně tak jsou hodné pozornosti sloučeniny vzorce I podle vynálezu, kde
R4 je vodík, C]-C6-alkyl·, C3-C6-cykloalkyl·, C3-C6-alkenyl, C4-C6-cykloalkenyl, C3-C6-alkinyi, -COR9, -CO2R9, -COSR9 nebo -CONR8R9, přičemž je možné, aby výše uvedené alkylové, cykloalkylové, alkenylové, cykloalkenylové a alkinylové radikály a skupina R9 z radikálů -COR9, -CO2R9, -COSR9 a -CONR8R9, byly částečně nebo zcela halogenovány a/nebo aby k nim byly připojeny jedna až tři následující skupiny: hydroxyl, merkaptoskupina, aminoskupina, kyanoskupina, R10, -OR10, -SR10, -NR8R10, =NOR10, -OCOR10, SCOR10, -NRbCOR10, • · · · • ·· « · ·>
• · 4 • ♦ • * · t · ··· ··· • · · · tt» · · · « · « A
-CO2R10, -COSR10, -CONR8R10, Ci~C4-alkyliminoxyskupina, Ci-C4-alkoxyaminoskupina, Ci-C4-alkylkarbonyl, Ci-C4-alkoxy-C2-C6-alkoxykarbonyl, Ci-C4-alkyl sul fonyl, heterocyklyl, heterocyklyloxyskupina, fenyl, fenyl-Ci-C4-alkyl, heteroaryl, fenoxyskupina, fenyl-Ci-C4-alkoxyskupina a heteroaryloxyskupina, přičemž osm posledně jmenovaných radikálů může být naopak částečně nebo zcela halogenováno a/nebo jsou k nim připojeny jeden až tři radikály vybrané z následujících skupin: nitroskupina, kyanoskupina, Ci-C4-alkyl, Ci-C4-halogenalkyl, Cx-C4-alkoxyskupina, Ci-C4-halogenalkoxyskupina, Ci~C4-alkoxykarbonyl.
Organické části uváděné jako substituoenty R1 - R16 nebo jako radikály na fenylovém, heteroarylovém a heterocyklickém kruhu [sic] jsou souhrnné termíny pro individuální uvedení jednotlivých členů skupin. Všechny uhlovodíkové řetězce, t.j. všechny alkyly, halogenalkyly, cykloalkyly, alkoxyalkyly, alkoxyskupiny, halogenalkoxyskupiny, alkyliminooxyskupiny, aikoxyaminoskuipiny, alkylthioskupiny, alkylsulfonyly, alkylkarbonyly, alkoxykarbonyly, alkoxyalkoxykarbonyly, alkenyly, cykloalkenyly, alkinyly, mohou mít přímý nebo rozvětvený řetězec. Pokud není uvedeno jinak, halogenované substituenty výhodně mají k sobě připojené jednu až pět stejných nebo různých halogenových atomů. Halogen je ve všech případech fluor, chlor, brom nebo jod.
Jinými příklady významu skupin jsou:
- C2-C4-alkyl: ethyl, propyl, 1-methylethyl, butyl,
1-methylpropyl, 2-methylpropyl a 1,1-dimethylethyl;
• 444 4 *
4 · <9 4 4
444 4
4 4 4 • «
4 • ·
- Ci-Cí-alkyl a alkylové části Ci-C4-alkylkarbonylu: C2-C4-alkyl, jak je popsán výše, a také methyl;
- C2-C6-alkyl a alkylová část Ci-C6-alkoxy-C2-C6-alkylu: C2-C4-alkyl, jak je popsán výše, a také pentyl,
1- methylbutyl, 2-methylbutyl, 3-methylbutyl,
2,2-dimethylpropyl, 1-ethylpropyl, hexyl,
1.1- dimethylpropyl, 1,2-dimethylpropyl, 1-methylpentyl,
2- methylpentyl, 3-methylpentyl, 4-methylpentyl,
1.1- dimethylbutyl, 1,2-dimethylbutyl, 1,3-dimethylbutyl,
2.2- dimethylbutyl, 2,3-dimethylbutyl, 3,3-dimethylbutyl,
1-ethylbutyl, 2-ethylbutyl, 1,1,2-trimethylpropyl,
1-ethyl-l-methylpropyl a l-ethyl-3-methylpropyl;
- Ci-C6~alkyl a alkylové části Ci-C6-alkoxy-Ci-C6-alkylu: C2-C6-alkyl, jak je popsán výše, a také methyl;
- Ci-C4-halogenalkyl: Cý-Ch-alkylový radikál, jak je popsán výše, který je částečně nebo úplně substituován fluorem, chlorem, bromem a/nebo jodem, například chlormethyl, dichlormethyl, trichlormethyl, fluormethyl, difluormethyl, trifluormethyl, chlorfluormethyl, dichlorfluormethyl, chlordifluormethyl, 2-fluorethyl, 2-chlorethyl,
2-bromethyl, 2-jodethyl, 2,2-difluorethyl,
2.2.2- trifluorethyl, 2-chlor-2-fluorethyl,
2- chlor-2,2-difluorethyl, 2,2-dichlor-2-fluorethyl,
2.2.2- trichorethyl, pentafluorethyl, 2-fluorpropyl,
3- fluorpropyl, 2,2-difluorpropyl, 2,3-difluorpropyl,
2-chlorpropyl, 3-chlorpropyl, 2,3-dichlorpropyl,
2-brompropyl, 3-brompropyl, 3,3,3-trifluorpropyl,
3.3.3- trichlorpropyl, 2,2,3,3,3-pentafluorpropyl, heptafluorpropyl, 1-(fluormethyl)-2-fluorethyl,
| 4 4 4 4 4 * | • » | tt | |||
| • | • · | • · | • · | • 4 | |
| • *· | • | • 4 | » · | ||
| • Φ | ♦ | • ·· · | 4 · 4 | ||
| • | • | • | • | ||
| • 4 4 | • · · | 4 4 | 4 · |
1-(chlormethyl)-2-chlorethyl, 1-(brommethyl)-2-bromethyl,
4- fluorbutyl, 4-chlorbutyl, 4-brombutyl a nonafluorbutyl;
- C]_-C6-halogenalkyl: Ci-C4-halogenalkyl, jak je popsán výše, také 5-fluorpentyl, 5-chlorpentyl, 5-brompentyl,
5- jodpentyl, undekafluorpentyl, 6-fluorhexyl, 6-chlorhexyl,
6- bromhexyl, 6-jodhexyl a dodekafluorhexyl;
- Ci-C4-alkoxyskupina a alkoxylové části
Ci-C4-alkoxyaminoskupiny, Ci-C4-alkoxy-C2-C6-alkoxykarbonylu a Ci-C4-alkoxykarbonylu: methoxyskupina, ethoxyskupina, propoxyskupina, 1-methylethoxyskupina, butoxyskupina,
1- methylpropoxyskupina, 2-methylpropoxyskupina a
1.1- dimethyiethoxyskupina;
- Ci-Cg-alkoxyskupina a alkoxylové části
Ci-Ce-alkoxy-Ci-Cg-alkylu, Ci-C4-alkoxy-C2-C6-alkoxykarbonylu a Cj-Cg-alkoxykarbonylu: Ci-C4-alkoxyskupina, jak je popsána výše, a také pentoxyskupina, 1-methylbutoxyskupina,
2- methylbutoxyskupina, 3-methoxybutoxyskupina [sic] ,
1.1- dimethylpropoxyskupina, 1,2-dimethylpropoxyskupina,
2.2- dimethylpropoxyskupina, 1-ethylpropoxyskupina, hexoxyskupina, 1-methylpentoxyskupina,
2-methylpentoxyskupina, 3-methylpentoxyskupina,
4-methylpentoxyskupina, 1,1-dimethylbutoxyskupina,
1.2- dimethylbutoxyskupina, 1,3-dimethylbutoxyskupina,
2.2- dimethylbutoxyskupina, 2,3-dimethylbutoxyskupina,
3.3- dimethylbutoxyskupina, 1-ethylbutoxyskupina,
2-ethylbutoxyskupina, 1,1,2-trimethylpropoxyskupina,
1,2,2-trimethylpropoxyskupina, 1-ethyl-l-methylpropoxyskupina a
1-ethy1-2-methylpropoxyskupina;
·· «· • 9 9 9
9 9 9
99 9 999
9
O » 9 9 9
- Ci-C4-halogenalkoxyskupina: Ci-C4-alkoxylový radikál, jak je uveden výše, který je částečně nebo plně substituovaný fluorem, chlorem, bromem a/nebo jodem, například fluromethoxyskupina, difluormethoxyskupina, trifluormethoxyskupina, chlordifluormethoxyskupina, bromdifluormethoxyskupina, 2-fluorethoxyskupina, 2-chlorethoxyskupina, 2-bromethoxyskupina,
2-jodethoxyskupina, 2,2-difluorethoxyskupina,
2.2.2- trifluorethoxyskupina, 2-chior-2-fluorethoxyskupina, 2-chlor-2,2-difluorethoxyskupina,
2.2- dichlor-2-fluorethoxyskupina,
2.2.2- trichlorethoxyskupina, pentafluorethoxyskupina,
2-fluorpropoxyskupina, 3-fluorpropoxyskupina, 2-chlorpropoxyskupina, 3-chlorpropoxyskupina, 2-brompropoxyskupina, 3-brompropoxyskupina,
2.2- difluorpropoxyskupina, 2,3-difluorpropoxyskupina,
2.3- dichlorpropoxyskupina, 3,3,3-trifluorpropoxyskupina,
3.3.3- trichlorpropoxyskupina,
2.2.3.3.3- pentafluorpropoxyskupina, heptafluorpropoxyskupina,
1-(fluormethyl)-2-fluorethoxyskupina,
1-(chlormethyl)-2-chlorethoxyskupina,
1-(brommethyl)-2-bromethoxyskupina, 4-fluorbutoxyskupina, 4-chlorbutoxyskupina, 4-brombutoxyskupina a nonafluorbutoxyskupina;
- C1-C4-alkylthioskupina: methylthioskupina, ethylthioskupina, propylthioskupina,
1-methylethylthioskupná, butyithioskupina,
1-methylpropylthioskupina, 2-methylpropylthioskupina a
1,1-dimethylethylthioskupina;
· 9 » • 99
999 9·9
9 9 9 9 9 9 9 • · 9 9 9 9 • 9 9 ·· · 9 « « • * * · ··* »99 99 99
- Ci-C4-alkylsulfonyl (Ci-C4-alkyl-S (=0) 2-) : methyl sul fonyl, ethylsulfonyl, propylsulfonyl, 1-methylethylsulfonyl, butylsuflonyl, 1-methylpropylsuflonyl,
2-methylpropylsulfonyl a 1,1-dimethylethylsulfonyl;
- Ci-C4-alkyliminooxyskupina: methyliminooxyskupina, ethyliminooxyskupina, 1-propyliminooxyskupina,
2-propyliminooxyskupina, 1-butyliminooxyskupina a
2-butyliminooxyskupina;
- C3-C6-alkenyl: prop-l-en-l-yl, prop-2-en-l-yl,
1-methylethenyl, buten-l-yl, buten-2-yl, buten-3-yl,
1-methylprop-l-en-1-yl, 2-methylprop-l-en-l-yl,
1-methylprop-2-en-1-yl, 2-methylprop-2-en-l-yl, penten-l-yl, penten-2-yl, penten-3-yl, penten-4-yl,
1- methylbut-l-en-l-yl, 2-methylbut-l-en-l-yl,
3- methylbut-l-en-1-yl, l-methylbut-2-en-l-yl,
2- methylbut-2-en-l-yl, 3-methylbut-2-en-l-yl, l-methylbut-3-en-l-yl, 2-methylbut-3-en-l-yl,
3- methylbut-3-en-l-yl, 1,l-dimethylprop-2-en-l-yl,
1,2-dimethylprop-l-en-l-yl, 1,2-dimethylprop-2-en-l-yl,
1- ethylprop-l-en-2-yl, l-ethylprop-2-en-l-yl, hex-l-en-l-yl, hex-2-en-l-yl, hex-3-en-l-yl, hex-4-en-l-yl, hex-5-en-l-yl, 1-methylpent-l-en-l-yl,
2- methylpent-l-en-l-yl, 3-methylpent-l-en-1-yl,
4- methylpent-l-en-l-yl, l-methylpent-2-en-l-yl,
2-methylpent-2-en-l-yl, 3-methylpent-2-en-1-yl,
4- methylpent-2-en-l-yl, l-methylpent-3-en-1-yl,
2-methylpent-3-en-l-yl, 3-methylpent-3-en-l-yl,
4-methylpent-3-en-l-yl, l-methylpent-4-en-1-yl,
2-methylpent-4-en-1-yl, 3-methylpent-4-en-1-yl, • · · · * ·· 44
4« 4 44 4
4 4 4 4
4 444 944 ♦ 4 4
444 44 44
4-methylpent-4-en-l-yl, 1,l-dimethylbut-2-en-l-yl,
1.1- dimethylbut-3-en-l-yl, 1,2-dimethylbut-l-en-l-yl,
1.2- dimethylbut-2-en-l-yl, 1,2-dimethylbut-3-en-l-yl,
1.3- dimethylbut-l-en-l-yl, 1,3-dimethylbut-2-en-l-yl,
1.3- dimethylbut-3-en-l-yl, 2,2-dimethylbut-3-en-l-yl,
2.3- dimethylbut-l-en-l-yl, 2,3-dimethylbut-2-en-l-yl,
2.3- dimethylbut-3-en-l-yl, 3,3-dimethylbut-l-en-l-yl,
3.3- dimethylbut-2-en-l-yl, 1-ethylbut-l-en-l-yl,
1- ethylbut-2-en-l-yl, l-ethylbut-3-en-l-yl,
2- ethylbut-l-en-l-yl, 2-ethylbut-2-en-l-yl,
2-ethylbut-3-en-l-yl, 1,1,2-trimethylprop-2-en-l-yl,
1-ethyl-l-mehylprop-2-en-1-yl, l-ethyl-2-methylprop-l-en-l-yl a
1-ethyl-2-methylprop-2-en-1-yl;
- C2-C6-alkenyl: C3-C6-alkenyl, jak je popsán výše, a také ethenyl;
- C3-C6-alkinyl: prop-l-in-l-yl, prop-2-in-l-yl, but-l-in-l-yl, but-l-in-3-yl, but-l-in-4-yl, but-2-in-l-yl, pent-l-in-l-yl, pent-l-in-3-yl, pent-l-in-4-yl, pent-l-in-5-yl, pent-2-in-5-yl, pent-2-in-4-yl, pent-2-in-5-yl, 3-methylbut-l-in-3-yl,
3-methylbut-l-in-4-yl, hex-l-in-l-yl, hex-l-in-3-yl, hex-l-in-4-yl, hex-l-in-5-yl, hex-l-in-6-yl, hex-2-in-l-yl, hex-2-in-4-yl, hex-2-in-5-yl, hex-2-in-6-yl, hex-3-in-l-yl, hex-3-in-2-yl, 3-methylpent-l-in-l-yl,
3-methylpent-l-in-3-yl, 3-methylpent-l-in-4-yl,
3- methylpent-l-in-5-yl, 4-methylpent-l-in-l-yl,
4- methylpent-2-in-4-yl a 4-methylpent-2-in-5-yl;
• 9 • · · 9 · · · ··* 9 · · • ·
9 9·
- C2-C6-alkinyl: C3-C6-alkinyl, jak je popsán výše, a také ethinyl;
- C3-C4-cykloalkyl: cyklopropyl a cyklobutyl;
- C3-C6-cykloalkyl: C3-C4-cykloalkyl, jak je popsán výše, a také cyklopentyl a cyklohexyl;
- C4-C6-cykloalkenyl: cyklobuten-l-yl, cyklobuten-3-yl, cyklopenten-l-yl, cyklopenten-3-yl, cyklopenten-4-yl, cyklohexen-l-yl, cyklohexen-3-yl a cyklohexen-4-yl;
- heterocyklyl a heterocyklylové [sic] radikály v heterocyklyloxyskupině: tří až sedmičlenné nasycené nebo částečně nenasycené mono- nebo polycyklické heterocykly, které obsahují jeden až tři heteroatomy vybrané ze skupiny sestávající z kyslíku, dusíku a síry, jako je oxiranyl,
2-tetrahydrofuranyl, 3-tetrahydrofuranyl,
2- tetrahydrothienyl, 3-tetrahydrothienyl, 2-pyrrolídinyl,
3- pyrrolidinyl, 3-isoxazolidinyl·, 4-isoxazolidinyl, 5-isoxazolidinyl, 3-isothiazolidinyl, 4-isothiazolidinyl,
5-isothizolidinyl, 3-pyrazolidinyl, 4-pyrazolidinyl,
5-pyrazolidinyl, 2-oxazolidinyl, 4-oxazolidinyl,
5-oxazolidinyl, 2-thiazolidinyl, 4-thiazolidinyl,
5-thiazolidinyl, 2-imidazolidinyl, 4-imidazolidinyl,
1.2.4- oxadiazolidin-3-yl, 1,2,4-oxadiazolidin-5-yl,
1.2.4- thiadiazolidin-3-yl, 1,2,4-thiadiazolidin-3-yl,
1.2.4- triazolidin-3-yl, 1,3,4-oxadiazolidin-2-yl,
1.3.4- thiadiazolidin-2-yl, 1,3,4-triazolidin-2-yl,
2.3- dihydrofuran-2-yl, 2,3-dihydrofuran-3-yl,
2.3- dihydrofuran-4-yl·, 2,3-dihydrofuran-5-yl,
2,5-dihydrofuran-2-yl, 2,5-dihydrofuran-3-yl, • φ φ φ φφφ φφφ φφ φφ
2.3- dihydrothien-2-yl, 2,3-dihydrothien-3-yl,
2.3- dihydrothien-4-yl, 2,3-dihydrothien-5-yl,
2.5- dihydrothien-2-yl, 2,5-dihydrothien-3-yl,
2.3- dihydropyrrol-2-yl, 2,3-dihydropyrrol-3-yl,
2.3- dihydropyrrol-4-yl, 2,3-dihydropyrrol-5-yl,
2, 5-dihydropyrrol-2-yl, 2,5-dihydropyrrol-3-yl,
2, 3-dihydroisoxazol-3-yl, 2,3-dihydroisoxazol-4-yl,
2.3- dihydroisoxazol-5-yl, 4,5-dihydroisoxazol-3-yl,
4.5- dihydroisoxazol-4-yl, 4,5-dihydroisoxazol-5-yl,
2.5- dihydroisoxazol-3-yl, 2,5-dihydroisoxazol-4-yl,
2.5- dihydroxazol-5-yl, 2,3-dihydroisothiazol-3-yl,
2.3- dihydroisothiazol-4-yl, 2,3-dihydroisothiazol-5-yl,
4.5- dihydroisothiazol-3-yl, 4,5-dihydroisothiazol-4-yl,
4.5- dihydroisothiazol-5-yl, 2,5-dihydroisothiazol-3-yl,
2.5- dihydroisothiazol-4-yl, 2,5-dihydroisothiazol-5-yl,
2.3- dihydropyrazol-3-yl, 2,3-dihydropyrazol-4-yl,
2.3- dihydropyrazol-5-yl, 4,5-dihydropyrazol-3-yl,
4.5- dihydropyrazol-4-yl, 4,5-dihydropyrazol-5-yl,
2, 5-dihydropyrazol-3-yl·, 2,5-dihydropyrazol-4-yl,
2.5- dihydropyrazol-5-yl, 2,3-dihydrooxazol-2-yl,
2, 3-dihydrooxazol-4-yl, 2,3-dihydrooxazol-5-yl,
4.5- dihydrooxazol-2-yl, 4,5-dihydrooxazol-4-yl,
4.5- dihydrooxazol-5-yl, 2,5-dihydrooxazol-2-yl,
2.5- dihydrooxazol-4-yl, 2,5-dihydrooxazol-5-yl,
2.3- dihydrothiazol-2-yl, 2,3-dihydrothiazol-4-yl,
2, 3-dihydrothiazol-5-yl, 4,5-dihydrothiazol-2-yl,
4.5- dihydrothiazol-4-yl, 4,5-dihydrothiazol-5-yl,
2, 5-dihydrothiazol-2-yl, 2,5-dihydrothiazol-4-yl,
2.5- dihydrothiazol-5-yl, 2,3-dihydroimidazol-2-yl,
2.3- dihydroimidazol-4-yl, 2, 3-dihydroimidazol-5-yl,
4.5- dihydroimidazol-2-yl, 4,5-dihydroimidazol-4-yl,
4.5- dihydroimidazol-5-yl, 2,5-dihydroimidazol-2-yl,
| • ftftft | • | ||
| • | • · | • · | |
| • ftft | ft | ||
| ft · | • | ||
| ft | • | ||
| ftftft | • · |
ft· ftft • ftft · » ftft · • ftft ft · · • · ·· ftft
- 15 2, 5-dihydroimidazol-4-yl, 2,5-dihydroimidazol-5-yl, 2-morfolinyl, 3-morfolinyl, 2-piperidinyl, 3-piperidinyl,
4-piperidinyl, 3-tetrahydropyridazinyl,
4-tetrahydropyridazinyl, 2-tetrahydropyrimidinyl,
4-tetrahydropyrimidinyl, 5-tetrahydropyrimidinyl,
2- tetrahydropyrazinyl, 1,3,5-tetrahydrotriazin-2-yl,
1.2.4- tetrahydrotriazin-3-yl, 1,3-dihydrooxazin-2-yl,
1.3- dithian-2-yl, 2-tetrahydropyranyl, 3-tetrahydropyranyl, 4-tetrahydropyranyl, 2-tetrahyrothiopyranyl,
3- tetrahydrothiopyranyl, 4-tetrahydrothiopyranyl,
1.3- dioxolan-2-yl, 3,4,5,6-tetrahydropyridin-2-yl,
4H-1,3-thiazin-2-yl, 4H-3,l-benzothiazin-2-yl,
1,l-dioxo-2,3,4,5-tetrahydrothien-2-yl,
2H-1,4-benzothiazin-3-yl, 2H-1,4-benzoxazin-3-yl,
1.3- dihydrooxazin-2-yl,
- heteroaryl a heteroarylové radikály v heteroaryloxyskupinách: aromatické mono- nebo polycyklické radikály, které, kromě uhlíků kruhu, mohou dále obsahovat jeden až čtyři atomy dusíku nebo jeden až tři atomy dusíku a kyslíku nebo atom síry nebo atom kyslíku nebo atom síry, například 2-furyl, 3-furyl, 2-thienyl,
3- thienyl, 2-pyrrolyl, 3-pyrrolyl, 3-isoxazolyl,
4- isoxazolyl, 5-isoxazolyl, 3-isothiazolyl, 4-isothiazolyl,
5- isothiazolyl, 3-pyrazolyl, 4-pyrazolyl, 5-pyrazolyl,
2- oxazolyl, 4-oxazolyl, 5-oxazolyl, 2-thiazolyl,
4-thiazolyl, 5-thiazolyl, 2-imidazolyl, 4-imidazolyl,
1.2.4- oxadiazol-3-yl, 1,2,4-oxadiazol-5-yl,
1.2.4- thiazol-3-yl, 1,2,4-thiadiazol-5-yl,
1.2.4- trazol-3-yl, 1,3,4-oxadiazol-2-yl,
1.3.4- thiadiazol-2-yl, 1,3,4-triazol-2-yl, 2-pyridinyl,
3- pyridinyl, 4-pyridinyl, 3-pyridazinyl, 4-pyridazinyl, ·* ·· • · · · ♦ · · • ·* · ··· • · ·· ·Φ • ·
2-pyrimidinyl, 4-pyrimidinyl, 5-pyrimidinyl, 2-pyrazinyl,
1.3.5- triazin-2-yl, 1,2,4-triazin-3-yl,
1.2.4.5- tetrazin-3-yl a odpovídající benzo-kondenzované deriváty.
Všechny fenylové a heteroarylové kruhy jsou výhodně nesubstituované nebo mají na sebe navázané jeden až tři atomy halogenu a/nebo jeden nebo dva radikály vybrané ze skupiny: nitro, kyano, methyl, trifluormethyl, methoxy, trifluormethoxy a methoxykarbonyl.
S ohledem na použití sloučenin vzorce I podle vynálezu jako herbicidů, mají proměnné výhodně následující význam, v každém případě samostatně nebo v kombinaci:
R1 je nitroskupina, halogen, kyanoskupina, thiokyanatoskupina, Ci~C6-alkyl, Ci~C6-halogenalkyl,
Ci-C6-alkoxy-Ci-C6-alkyl, C2-C6-alkenyl, C2-C6-alkinyl, -OR5 nebo -S(O)nR7;
zvláště výhodně nitroskupina, halogen, například fluor, chlor nebo brom, Ci-C6-halogenalkyl, například trif luorme thyl, -OR5 nebo -SO2R7;
R2 je vodík, nitroskupina, halogen, kyanoskupina, thiokyanatoskupina, Ci-C6-alkyl, Cr-Cg-halogenalkyl,
Ci-Ce-alkoxy-Ci-Ce-alkyl, C2-C6-alkenyl, C2-C6-alkinyl, -OR5 nebo -S(O)nR7;
zvláště výhodně vodík, nitroskupina, halogen, například fluor, chlor nebo brom, Ci-C6-alkyl, například methyl nebo ethyl, Ci-C6-halogenalkyl, například trifluormethyl, -OR5 nebo -SO2Rř;
fc · · · • fcfc • fc
- 17 • ·« • fc fc · · fc • fcfcfcfc fc fc fcfc · · · fc • fcfc • fcfc fcfc fcfc
R3 je vodík, Ci-Cg-alkyl, například methyl, ethyl, propyl nebo butyl nebo Ci-C6-halogenalkyl, například difluormethyl nebo trifluormethyl;
R4 je vodík, Ci-Ce-alkyl, C3-C6-cykloalkyl, C3-C6-alkenyl nebo C3-C6-alkinyl, přičemž je možné, aby 4 posledně uvedené substituenty byly částečně nebo zcela halogenovány a/nebo aby k nim byly připojeny jedna až tři následující skupiny:
hydroxyl, merkaptoskupina, aminoskupina, kyanoskupina, -OR10, =NOR10, -OCOR10, -CO2R10, -COSR10, -CONR8R10, Ci-C4-alkyliminoxyskupina, C1-C4-alkyl karbonyl, Ci-C4-alkoxy-C2-C6-alkoxykarbonyl, heterocyklyl, heterocyklyloxyskupina, fenyl, fenyl-Ci~C4-alkyl, heteroaryl, fenoxyskupina, fenyl-Ci-C4-alkoxyskupina nebo heteroaryloxyskupina, přičemž osm posledně jmenovaných radikálů může být naopak částečně nebo zcela halogenováno a/nebo mají k sobě připojeny jeden až tři radikály vybrané z následující skupiny:
nitroskupina, kyanoskupina, Ci-C4-alkyl, Ci-C4_halogenalkyl, Ci-C4-alkoxy skupina, Ci~C4-halogenalkoxyskupina,
Ci-C4-alkoxykarbonyl;
X je kyslík nebo síra; zvláště výhodně kyslík;
Z je kyslík, NH nebo NCH3;
m je 0 nebo 1;
n je 0 nebo 2;
R-' je vodík, Ct-Cý-alkyl, Ci-C6-halogenalkyl, • · • · · · • · · · ··· ··· • · • · · ·
Ci-C6-alkoxy-C2-C6-alkyl, C3-C6-alkenyl nebo C3-C6-alkinyl; zvláště výhodně methyl, ethyl, trifluormethyl, difluormethyl, methoxyethyl, allyl nebo propargyl;
R7 je Ci-C6-alkyl, Ci-C6-halogenalkyl,
Ci-C6-alkoxy-C2-C6-alkyl, C3-C6-alkenyl nebo C3-C6-alkinyl; zvláště výhodně methyl, ethyl, trifluormethyl, difluormethyl, methoxyethyl, allyl nebo propargyl;
R8 je vodík nebo Ci-C6-alkyl;
R10 je Ci-C6-alkyl, Ci-C6-halogenalkyl, C3-C6~alkenyl nebo C3-C6-alkinyl;
R11, R12, R14, R16 jsou vodík nebo Ci-C4-alkyl;
zvláště výhodně vodík, methyl nebo ethyl;
R13 je vodík, Ci-C4-alkyl, C3-C4-cykloalkyl, přičemž je možné, aby 2 posledně uvedené skupiny byly nesubstituované nebo měly k sobě připojen jeden až tři následující substituenty:
halogen, Ci-C4-alkoxyskupina nebo Ci-C4-alkylthioskupina; tetrahydropyran-2-yl, tetrahydropyran-3-yl, tetrahydropyran-4-yl, tetrahydrothiopyran-2-yl, tetrahydrothiopyran-3-yl, tetrahydrothiopyran-4-yl,
1.3- dioxolan-2-yl, 1,3-dioxoan-2-yl, 1,4-dioxan-2-yl,
1.3- oxothiolan-2-yl, 1,3-oxathian-2-yl, 1,3-dithian-2-yl nebo 1,3-dithiolan-2-yl, přičemž je možné, aby šest posledně jmenovaných skupin mělo k sobě připojeny v každém případě jeden až tři Ci.-C4-alkylylové radikály;
zvláště výhodně vodík, methyl, ethyl, cyklopropyl, di(methoxy)methyl, di(ethoxy)methyl, 2-ethylthiopropyl,
• φ
ΦΦΦ φφφ ·· Φ· tetrahydropyran-2-yl, tetrahydropyran-3-yl, tetrahydropyran-4-yl, tetrahydrothiopyran-2-yl, tetrahydrofhiopyran-3-yl, tetrahydrothiopyran-4-yl,
1.3- dioxolan-2-yl, 1,3-dioxan-2-yl, 1,4-dioxan-2-yl,
5.5- dimethyl-l,3-dioxan-2-yl, 1,3-oxathiolan-2-yl,
1.3- oxathian-2-yl, 1,3-dithiolan-2-yl,
5.5- dimethyl-l, 3-dithian-2-yl nebo 1-methylthiocyklopropyl;
R15 je vodík, Ci-CU-alkyl nebo Ci-C4-alkoxykarbonyl; zvláště výhodně vodík, methyl nebo methoxykarbonyl.
Stejně tak může být výhodné, aby R13 a R16 tvořily π vazbu tak, aby to mělo za následek vznik systému dvojných vazeb.
Také jednotka CR13R14 může být výhodně nahrazena C=0.
Zvláště výhodné sloučeniny vzorce I mají m = 1. Také zvláště výhodné jsou sloučeniny, kde m = 0 a R3,
R4 Ψ vodík.
Zvláště výhodné sloučeniny vzorce I jsou ty, kde m = 1.
Obzvláště výhodné jsou sloučeniny vzorce la (odpovídá sloučenině I, kde R1 je vázán v pozici 4 fenylového kruhu a R2 v pozici 2 fenylového kruhu).
• · · · · ··· ··· • · · · · ··· ··· ·· ··
Zvláště velmi výhodné jsou sloučeniny vzorce la, kde proměnné R1 až R3, Q, X, Z a m mají výše uvedený význam a
R4 je vodík, Ci-C6-alkyl, C3-C6-cykloalkyl, C3-C6-alkenyl nebo C3-C6-alkinyl, přičemž je možné, aby 4 posledně uvedené substituenty byly částečně nebo zcela halogenovány a/nebo aby k nim byly připojeny jedna až tři následující skupiny:
hydroxyl, merkaptoskupina, aminoskupina, kyanoskupina,
-OR10, =NOR10, -OCOR10, -CO2R10, -COSR10, ~CONR8R10, Ci-C4-alkyliminoxyskupina, Cx-C4-alkylkarbonyl, Ci-C4-alkoxy-C2-C6-alkoxykarbonyl, heterocyklyl, heterocyklyloxyskupina, fenyl, fenyl-C1-C4-alkyl, heteroaryl, fenoxyskupina, fenyl-Ci~C4-alkoxyskupina nebo heteroaryloxyskupina, přičemž osm posledně jmenovaných radikálů může být naopak částečně nebo zcela halogenováno a/nebo mají k sobě připojeny jeden až tři radikály vybrané z následujících skupin:
nitroskupina, kyanoskupina, Ci-C4-alkyl, Ci-C4_halogenalkyl, Ci~C4-alkoxyskupina, Ci-C4-halogenaikoxyskupina, Ci-C4-alkoxykarbonyl.
Zcela nejvýhodnější jsou sloučeniny vzorce Ial (odpovídají sloučenině vzorce I, kde R1 = Cl, R11, R12, R13,
R14, R13, R16 = Η, X = kyslík a m = 1, kde R1 je vázán ·· • 99 • 9 9 · • 9 9 · ··· 99 9 • 9 • 9 99 v pozici 4 fenylového kruhu a R2 v pozici 2 fenylového kruhu), zvláště sloučeniny v tabulce 1.
Ial
999 • ·♦·· • · · • ···
9 9
9
999 999 ·· · · ft « • · · · ft • · ··· ··· • ·· ··· ftft 99
Tabulka 1
| v c. | R2 | R3 | R4 | z |
| Ial.l | Cl | H | ch3 | 0 |
| Ial. 2 | Cl | ch3 | ch3 | 0 |
| Ial. 3 | Cl | ch2ch3 | ch3 | 0 |
| Ial.4 | Cl | (CH2)2CH3 | ch3 | 0 |
| Ial. 5 | Cl | (CH2)3CH3 | ch3 | 0 |
| Ial. 6 | Cl | H | C2H5 | 0 |
| Ial. 7 | Cl | ch3 | c2h5 | 0 |
| Ial. 8 | Cl | ch2ch3 | C2H5 | 0 |
| Ial. 9 | Cl | (CH2)2CH3 | c2h5 | 0 |
| Ial.10 | Cl | (ch2)3ch3 | c2h5 | 0 |
| Ial.ll | Cl | H | (CH2)2CH3 | 0 |
| Ial.12 | Cl | ch3 | (CH2)2CH3 | 0 |
| Ial.13 | Cl | ch2ch3 | (CH2)2CH3 | 0 |
| Ial.14 | Cl | (CH2)2CH3 | (CH2)2CH3 | 0 |
| Ial.15 | Cl | (CH2)3CH3 | (CH2)2CH3 | 0 |
| Ial.16 | Cl | H | CH(CH3)2 | 0 |
| Ial.17 | Cl | CH3 | CH(CH3)2 | 0 |
| Ial.18 | Cl | ch2ch3 | CH(CH3)2 | 0 |
| Ial.19 | Cl | (CH2)2CH3 | CH(CH3)2 | 0 |
| Ial.20 | Cl | (CH2)3CH3 | CH(CH3)2 | 0 |
| Ial.21 | Cl | H | (CH2)3CH3 | 0 |
| Ial.22 | Cl | CH3 | (CH2)3CH3 | 0 |
| Ial.23 | Cl | ch2ch3 | (CH2)3CH3 | 0 |
| Ial.24 | Cl | (CH2)2CH3 | (CH2)3CH3 | 0 |
| Ial.25 | Cl | (CH2)3CH3 | (CH2)3CH3 | 0 |
| Ial.26 | Cl | H | CH2CH(CH3)2 | 0 |
| Ial.27 | Cl | CH3 | CH2CH(CH3)2 | 0 |
| Ial.28 | Cl | ch2ch3 | CH2CH(CH3)2 | 0 |
| Ial.29 | Cl | (CH2)2CH3 | CH2CH(CH3)2 | 0 |
| Ial.30 | Cl | (CH2)3CH3 | CH2CH(CH3)2 | 0 |
| Ial.31 | Cl | H | CH(CH3)CH2CH3 | 0 |
| Ial.32 | Cl | ch3 | CH(CH3)CH2CH3 | 0 |
| Ial.33 | Cl | ch2ch3 | CH(CH3)CH2CH3 | 0 |
| Ial.34 | Cl | (CH2)2CH3 | CH(CH3)CH2CH3 | 0 |
| Ial.35 | Cl | (CH2)3CH3 | CH(CH3)CH2CH3 | 0 |
| Ial.36 | Cl | H | (CH2)2-C6H5 | 0 |
| Ial.37 | Cl | CH3 | (CH2)2-C6H5 | 0 |
| Ial.38 | Cl | ch2ch3 | (CH2)2-C6H5 | 0 |
J 9 9 9 9 99
• 9 9 99 ·
9·9 ·
| č. | R2 | R3 | R4 | z |
| Ial.39 | Cl | (CH2)2CH3 | (CH2)2-C6H5 | 0 |
| Ial.40 | Cl | (CH2)3CH3 | (CH2)2-C6H5 | 0 |
| Ial.41 | Cl | H | CH2CH(CH3)-C6H5 | 0 |
| Ial.42 | Cl | ch3 | CH2CH(CH3)-C6H5 | 0 |
| Ial.43 | Cl | ch2ch3 | CH2CH(CH3)-C6H5 | 0 |
| Ial.44 | Cl | (CH2)2CH3 | CH2CH(CH3)-C6H5 | 0 |
| Ial.45 | Cl | (CH2)3CH3 | CH2CH(CH3)-C6H5 | 0 |
| Ial.46 | Cl | H | CH(CH3 )CH2-C6H5 | 0 |
| Ial.47 | Cl | ch3 | CH(CH3)CH2-C6H5 | 0 |
| Ial.48 | Cl | ch2ch3 | CH(CH3)CH2-C6H5 | 0 |
| Ial.49 | Cl | (CH2)2CH3 | CH(CH3)CH2-C6H5 | 0 |
| Ial.50 | Cl | (CH2)3CH3 | CH(CH3)CH2-C6H5 | 0 |
| Ial.51 | Cl | H | CH(CH3)CH(CH3)-C6H5 | 0 |
| Ial.52 | Cl | CH3 | CH(CH3)CH(CH3)-C6H5 | 0 |
| Ial.53 | Cl | ch2ch3 | CH(CH3)CH(CH3)-C6H5 | 0 |
| Ial.54 | Cl | (CH2)2CH3 | CH(CH3)CH(CH3)-C6H5 | 0 |
| Ial.55 | Cl | (CH2)3CH3 | CH(CH3)CH(CH3)-C6H5 | 0 |
| Ial.56 | Cl | H | (CH2)2-(4-Cl-C6H4) | 0 |
| Ial.57 | Cl | ch3 | (CH2)2-(4-Cl-C6H4) | 0 |
| Ial.58 | Cl | ch2ch3 | (CH2)2-(4-Cl-C6H4) | 0 |
| Ial.59 | Cl | (CH2)2CH3 | (CH2)2-(4-Cl-C6H4) | 0 |
| Ial.60 | Cl | (CH2)3CH3 | (CH2)2-(4-Cl-C6H4) | 0 |
| Ial.61 | Cl | H | CH2CH(CH3)-(4-Cl-C6H4) | 0 |
| Ial.62 | Cl | ch3 | CH2CH(CH3) -(4-Cl-C6H4) | 0 |
| Ial.63 | Cl | ch2ch3 | CH2CH(CH3)-(4-Cl-C6H4) | 0 |
| Ial.64 | Cl | (CH2)2CH3 | CH2CH(CH3)-(4-Cl-C6H4) | 0 |
| Ial.65 | Cl | (CH2)3CH3 | CH2CH(CH3)-(4-Cl-C6H4) | 0 |
| Ial.66 | Cl | H | CH(CH3)CH2-(4-C1-C6H4) | 0 |
| Ial.67 | Cl | CH3 | CH(CH3)CH2-(4-Cl-C6H4) | 0 |
| Ial.68 | Cl | CH2CH3 | CH(CH3)CH2-(4-Cl-C6H4) | 0 |
| Ial.69 | Cl | (CH2)2CH3 | CH(CH3)CH2-(4-Cl-C6H4) | 0 |
| Ial.70 | Cl | (CH2)3CH3 | CH(CH3)CH2-(4-Cl-C6H4) | 0 |
| Ial.71 | Cl | H | CH(CH3)CH(CH3)-(4-C1-C6H4) | 0 |
| Ial.72 | Cl | ch3 | CH(CH3)CH(CH3)-(4-Cl-C6H4) | 0 |
| Ial.73 | Cl | ch2ch3 | CH(CH3)CH(CH3)-(4-Cl-C6H4) | 0 |
| Ial.74 | Cl | (CH2)2CH3 | CH(CH3)CH(CH3)-(4-Cl-C6H4) | 0 |
| Ial.75 | Cl | (CH2)3CH3 | CH(CH3)CH(CH3)-(4-Cl-C6H4) | 0 |
| Ial.76 | Cl | H | (CH2)2-(2,4-Cl2-C6H3 ) | 0 |
| Ial.77 | Cl | ch3 | (CH2)2-(2,4-Cl2-C6H3 ) | 0 |
·· • e·· ! i • ·>
• · · ·
»·· ·«·
| G. | R2 | R3 | R4 | z |
| Ial.78 | Cl | ch2ch3 | (CH2)2-(2,4-Cl2-C6H3 ) | 0 |
| Ial.79 | Cl | (ch2)2ch3 | (CH2)2-(2,4-Cl2-C6H3 ) | 0 |
| Ial.80 | Cl | (CH2)3CH3 | (CH2)2-(2,4-Cl2-C6H3) | 0 |
| Ial.81 | Cl | H | CH2CH(CH3 ) - ( 2,4-Cl2-C6H3) | 0 |
| Ial.82 | Cl | ch3 | CH2CH(CH3)-(2,4-Cl2-C6H3 ) | 0 |
| Ial.83 | Cl | ch2ch3 | CH2CH(CH3)-(2,4-Cl2-C6H3 ) | 0 |
| Ial.84 | Cl | (CH2)2CH3 | CH2CH(CH3)-(2,4-Cl2-C6H3 ) | 0 |
| Ial.85 | Cl | (CH2)3CH3 | CH2CH(CH3)-(2,4-Cl2-C6H3) | 0 |
| Ial.86 | Cl | H | CH(CH3)CH2-(2,4-Cl2-C6H3 ) | 0 |
| Ial.87 | Cl | ch3 | CH(CH3)CH2-(2,4-Cl2-C6H3 ) | 0 |
| Ial.88 | Cl | ch2ch3 | CH(CH3)CH2-(2,4-Cl2-C6H3) | 0 |
| Ial.89 | Cl | (CH2)2CH3 | CH(CH3)CH2-(2,4-Cl2-C6H3 ) | 0 |
| Ial.90 | Cl | (CH2)3CH3 | CH(CH3)CH2-(2,4-Cl2-C6H3 ) | 0 |
| Ial.91 | Cl | H | CH(CH3)CH(CH3)-(2,4-Cl2-C6H3 ) | 0 |
| Ial.92 | Cl | ch3 | CH(CH3)CH(CH3)-(2,4-Cl2-C6H3 ) | 0 |
| Ial.93 | Cl | ch2ch3 | CH(CH3)CH(CH3)-(2,4-Cl2-C6H3 ) | 0 |
| Ial.94 | Cl | (CH2)2CH3 | CH(CH3 )CH(CH3) - ( 2,4-Cl2-C6H3 ) | 0 |
| Ial.95 | Cl | (CH2)3CH3 | CH(CH3)CH(CH3)-(2,4-Cl2-C6H3 ) | 0 |
| Ial.96 | Cl | H | (CH2)2-O-C6H5 | 0 |
| Ial.97 | Cl | ch3 | (CH2)2-O-C6H5 | 0 |
| Ial.98 | Cl | ch2ch3 | (CH2)2-o-c6h5 | 0 |
| Ial.99 | Cl | (CH2)2CH3 | (CH2)2-0-c6h5 | 0 |
| Ial.100 | Cl | (CH2)3CH3 | (CH2)2-o-c6h5 | 0 |
| Ial.lOl | Cl | H | CH2CH(CH3)-O-C6Hs | 0 |
| Ial.102 | Cl | ch3 | CH2CH(CH3)-O-C6Hs | 0 |
| Ial.103 | Cl | ch2ch3 | CH2CH(CH3)-O-C6H5 | 0 |
| Ial.104 | Cl | (CH2)2CH3 | ch2ch(ch3)-o-c6h5 | 0 |
| Ial.105 | Cl | (CH2)3CH3 | CH2CH(CH3)-O-C6H5 | 0 |
| Ial.106 | Cl | H | CH(CH3)CH2-O-C6H5 | 0 |
| Ial.107 | Cl | ch3 | CH(CH3)CH2-O-C6H5 | 0 |
| Ial.108 | Cl | ch2ch3 | CH(CH3)CH2-O-C6H5 | 0 |
| Ial.109 | Cl | (CH2)2CH3 | CH(CH3)CH2-O-C6H5 | 0 |
| lal.110 | Cl | (CH2)3CH3 | CH(CH3)CH2-O-C6H5 | 0 |
| Ial.lll | Cl | H | CH(CH3)CH(CH3)-O-C6H5 | 0 |
| Ial.112 | Cl | ch3 | CH(CH3)CH(CH3)-o-c6h5 | 0 |
| Ial.113 | Cl | ch2ch3 | CH(CH3)CH(CH3)-o-c6h5 | 0 |
| Ial.114 | Cl | (ch2)2ch3 | CH(CH3)CH(CH3)-O-C6H5 | 0 |
| Ial.115 | Cl | (CH2)3CH3 | CH(CH3)CH(CH3)-O-C6H5 | 0 |
| Ial.116 | Cl | H | (CH2)2-0-(4-Cl-C6H4) | 0 |
« · * · · • · · ft • · · ι ··· «ftft ft ft i
• ft ft ♦
t ft ftft • · ft · ft ft
| č. | R2 | R3 | R4 | 2 |
| Ial.117 | Cl | ch3 | (CH2)2-0-(4-Cl-C6H4) | 0 |
| Ial.118 | Cl | ch2ch3 | (CH2)2-O-(4-Cl-C6H4) | 0 |
| Ial.119 | Cl | (CH2)2CH3 | (CH2)2-0-(4-Cl-C6H4) | 0 |
| Ial.120 | Cl | (CH2)3CH3 | (CH2)2-0-(4-Cl-C6H4) | 0 |
| Ial.121 | Cl | H | CH2CH(CH3)-0-(4-Cl-C6H4) | 0 |
| Ial.122 | Cl | ch3 | CH2CH(CH3) -0-(4-C1-C6H4) | 0 |
| Ial.123 | Cl | ch2ch3 | CH2CH(CH3)-0-(4-Cl-C6H4) | 0 |
| Ial.124 | Cl | (CH2)2CH3 | CH2CH(CH3)-O-(4-Cl-C6H4) | 0 |
| Ial.125 | Cl | (CH2)3CH3 | CH2CH(CH3)-0-(4-C1-C6H4) | 0 |
| Ial.126 | Cl | H | CH(CH3)CH2-O-(4-Cl-C6H4) | 0 |
| Ial.127 | Cl | ch3 | CH(CH3)CH2-0-(4-Cl-C6H4) | 0 |
| Ial.128 | Cl | ch2ch3 | CH(CH3)CH2-O-(4-Cl-C6H4) | 0 |
| Ial.129 | Cl | (CH2)2CH3 | CH(CH3)CH2-O-(4-Cl-C6H4) | 0 |
| Ial.130 | Cl | (CH2)3CH3 | CH(CH3)CH2-0-(4-Cl-C6H4) | 0 |
| Ial.131 | Cl | H | CH(CH3)CH(CH3)-0-(4-C1-C6H4) | 0 |
| Ial.132 | Cl | ch3 | CH(CH3)CH(CH3) -0-(4-Cl-C6H4) | 0 |
| Ial.133 | Cl | ch2ch3 | CH(CH3)CH(CH3)-0-(4-Cl-C6H4) | 0 |
| Ial.134 | Cl | (CH2)2CH3 | CH(CH3)CH(CH3) -0-(4-C1-C6H4) | 0 |
| Ial.135 | Cl | (CH2)3CH3 | CH(CH3)CH(CH3)-0-(4-C1-C6H4) | 0 |
| Ial.136 | Cl | H | (CH2)2-0-(2,4-Cl2-C6H3) | 0 |
| Ial.137 | Cl | ch3 | (CH2 )2-0-(2,4-Cl2-C6H3) | 0 |
| Ial.138 | Cl | ch2ch3 | (CH2 )2-0-(2,4-Cl2-C6H3) | 0 |
| Ial.139 | Cl | (CH2)2CH3 | (CH2 )2-0-(2,4-Cl2-C6H3) | 0 |
| Ial.140 | Cl | (CH2)3CH3 | (CH2 )2-0-(2,4-Cl2-C6H3) | 0 |
| Ial.141 | Cl | H | CH2CH(CH3)-0-(2,4-Cl2-C6H3) | 0 |
| Ial.142 | Cl | ch3 | CH2CH(CH3)-0-(2,4-C12-C6H3) | 0 |
| Ial.143 | Cl | ch2ch3 | CH2CH(CH3)-0-(2,4-Cl2-C6H3) | 0 |
| Ial.144 | Cl | (CH2)2CH3 | CH2CH(CH3)-0-(2,4-Cl2-C6H3) | 0 |
| Ial.145 | Cl | (CH2)3CH3 | CH2CH(CH3)-0-(2,4-C12-C6H3) | 0 |
| Ial.146 | Cl | H | CH(CH3)CH2-0-(2,4-Cl2-C6H3) | 0 |
| Ial.147 | cl | ch3 | CH(CH3)CH2-0-(2,4-Cl2-C6H3) | 0 |
| ial.148 | Cl | ch2ch3 | CH(CH3)CH2-0-(2,4-C12-C6H3) | 0 |
| Ial.149 | Cl | (CH2)2CH3 | CH(CH3)CH2-0-(2,4-Cl2-C6H3) | 0 |
| Ial.150 | Cl | (CH2)3CH3 | CH(CH3)CH2-0-(2,4-C12-C6H3) | 0 |
| ial.151 | Cl | H | CH(CH3)CH(CH3)-0-(2,4-Cl2-CgH3) | 0 |
| Ial.152 | Cl | ch3 | CH(CH3)CH(CH3)-0-(2,4-Cl2-C6H3) | 0 |
| Ial.153 | Cl | ch2ch3 | CH(CH3 )CH(CH3)-0-(2,4-Cl2-C6H3) | 0 |
| Ial.154 | Cl | (CH2)2CH3 | CH(CH3)CH(CH3) -0-(2,4-Cl2-C6H3 ) | 0 |
| Ial.155 | Cl | (CH2)3CH3 | CH(CH3)CH(CH3) -0- ( 2,4-Cl2-C6H3) | 0 |
« · fe · • · · fe fe· fe · • fefe ί fefefe
| č. | R2 | R3 | R4 | z |
| Ial.156 | Cl | H | ch3 | NH |
| Ial.157 | Cl | ch3 | ch3 | NH |
| Ial.158 | Cl | ch2ch3 | ch3 | NH |
| Ial.159 | Cl | (CH2)2CH3 | ch3 | NH |
| Ial.160 | Cl | (CH2)3CH3 | ch3 | NH |
| Ial.161 | Cl | H | c2h5 | NH |
| Ial.162 | Cl | ch3 | c2h5 | NH |
| Ial.163 | Cl | ch2ch3 | c2h5 | NH |
| Ial.164 | Cl | (CH2)2CH3 | c2h5 | NH |
| Ial.165 | Cl | (CH2)3CH3 | c2h5 | NH |
| Ial.166 | Cl | H | (CH2)2CH3 | NH |
| Ial.167 | Cl | ch3 | (CH2)2CH3 | NH |
| Ial.168 | Cl | ch2ch3 | (CH2)2CH3 | NH |
| Ial.169 | Cl | (CH2)2CH3 | (CH2)2CH3 | NH |
| Ial.170 | Cl | (CH2)3CH3 | (CH2)2CH3 | NH |
| Ial.171 | Cl | H | CH(CH3)2 | NH |
| Ial.172 | Cl | ch3 | CH(CH3)2 | NH |
| Ial.173 | Cl | ch2ch3 | CH(CH3)2 | NH |
| Ial.174 | Cl | (CH2)2CH3 | CH(CH3)2 | NH |
| Ial.175 | Cl | (CH2)3CH3 | CH(CH3)2 | NH |
| Ial.176 | Cl | H | (CH2)3CH3 | NH |
| Ial.177 | Cl | ch3 | (CH2)3CH3 | NH |
| Ial.178 | Cl | ch2ch3 | (CH2)3CH3 | NH |
| Ial.179 | Cl | (CH2)2CH3 | (CH2)3CH3 | NH |
| Ial.180 | Cl | (CH2)3CH3 | (CH2)3CH3 | NH |
| Ial.181 | Cl | H | CH2CH(CH3)2 | NH |
| Ial.182 | Cl | ch3 | CH2CH(CH3)2 | NH |
| Ial.183 | Cl | ch2ch3 | CH2CH(CH3)2 | NH |
| Ial.184 | Cl | (ch2)2ch3 | CH2CH(CH3)2 | NH |
| Ial.185 | Cl | (CH2)3CH3 | CH2CH(CH3)2 | NH |
| Ial.186 | Cl | H | CH(CH3)CH2CH3 | NH |
| Ial.187 | Cl | ch3 | CH(CH3)CH2CH3 | NH |
| Ial.188 | Cl | ch2ch3 | CH(CH3)CH2CH3 | NH |
| Ial.189 | Cl | (ch2)2ch3 | CH(CH3)CH2CH3 | NH |
| Ial.190 | Cl | (CH2)3CH3 | CH(CH3)CH2CH3 | NH |
| Ial.191 | Cl | H | (CH2)2-C6H5 | NH |
| Ial.192 | Cl | ch3 | (CH2)2-C6H5 | NH |
| Ial.193 | Cl | ch2ch3 | (CH2)2-C6H5 | NH |
| Ial.194 | Cl | (ch2)2ch3 | (CH2)2-C6H5 | NH |
• · · » • ·
| č. | R2 | R3 | R4 | z |
| Ial.195 | Cl | (CH2)3CH3 | (CH2)2-C6H5 | NH |
| Ial.196 | Cl | H | CH2CH(CH3)-C6H5 | NH |
| Ial.197 | Cl | ch3 | CH2CH(CH3)-C6H5 | NH |
| lal.198 | Cl | ch2ch3 | CH2CH(CH3)-C6H5 | NH |
| lal.199 | Cl | (CH2)2CH3 | CH2CH(CH3)-C6H5 | NH |
| Ial.200 | Cl | (ch2)3ch3 | CH2CH(CH3)-C6H5 | NH |
| Ial.201 | Cl | H | CH(CH3)CH2-C6H5 | NH |
| lal.202 | Cl | CH3 | CH(CH3)CH2-C6H5 | NH |
| Ial.203 | Cl | ch2ch3 | CH(CH3)CH2-C6H5 | NH |
| Ial.204 | Cl | (CH2)2CH3 | CH(CH3)CH2-C6H5 | NH |
| lal.205 | Cl | (CH2)3CH3 | CH(CH3)CH2-C6H5 | NH |
| lal.206 | Cl | H | CH(CH3)CH(CH3)-C6H5 | NH |
| lal.207 | Cl | ch3 | CH(CH3)CH(CH3)-C6H5 | NH |
| Ial.208 | Cl | ch2ch3 | CH(CH3)CH(CH3)-C6H5 | NH |
| Ial.209 | Cl | (CH2)2CH3 | CH(CH3)CH(CH3)-C6H5 | NH |
| Ial.210 | Cl | (CH2)3CH3 | CH(CH3)CH(CH3)-C6H5 | NH |
| lal.211 | Cl | H | (CH2 )2-(4-Cl-C6H4) | NH |
| Ial.212 | Cl | CH3 | (CH2 )2-(4-Cl-C6H4) | NH |
| lal.213 | Cl | ch2ch3 | (CH2 )2-(4-Cl-C6H4) | NH |
| Ial.214 | Cl | (CH2)2CH3 | (CH2)2-(4-Cl-C6H4) | NH |
| Ial.215 | Cl | (CH2)3CH3 | (CH2)2-(4-Cl-C6H4) | NH |
| Ial.216 | Cl | H | CH2CH(CH3)-(4-Cl-C6H4) | NH |
| lal.217 | Cl | ch3 | CH2CH(CH3)-{4-Cl-C6H4) | NH |
| lal.218 | Cl | ch2ch3 | CH2CH(CH3)-(4-Cl-C6H4) | NH |
| Ial.219 | Cl | (CH2)2CH3 | CH2CH(CH3)-(4-Cl-C6H4) | NH |
| Ial.220 | Cl | (CH2)3CH3 | CH2CH(CH3)-(4-Cl-C6H4) | NH |
| Ial.221 | Cl | H | CH(CH3)CH2-(4-Cl-C6H4) | NH |
| lal.222 | Cl | ch3 | CH(CH3)CH2-(4-Cl-C6H4) | NH |
| Ial.223 | Cl | ch2ch3 | CH(CH3)CH2-(4-Cl-C6H4) | NH |
| Ial.224 | Cl | (CH2)2CH3 | CH(CH3)CH2-(4-Cl-C6H4) | NH |
| Ial.225 | Cl | (CH2)3CH3 | CH (CH3 )CH2-(4-Cl-C6H4) | NH |
| Ial.226 | Cl | H | CH(CH3)CH(CH3)-(4-Cl-C6H4) | NH |
| Ial.227 | Cl | ch3 | CH(CH3)CH(CH3)-(4-C1-C6H4) | NH |
| Ial.228 | Cl | ch2ch3 | CH(CH3)CH(CH3)-(4-C1-C6H4) | NH |
| Ial.229 | Cl | (CH2)2CH3 | CH(CH3)CH(CH3)-(4-Cl-C6H4) | NH |
| lal.230 | Cl | (CH2)3CH3 | CH(CH3)CH(CH3)-(4-Cl-C6H4) | NH |
| Ial.231 | Cl | H | (CH2 )2-(2,4-Cl2-C6H3) | NH |
| lal.232 | Cl | ch3 | (CH2 )2-(2,4-Cl2-C6H3) | NH |
| Ial.233 | Cl | ch2ch3 | (CH2 )2-(2,4-Cl2-C6H3) | NH |
• · · · · ί · 4 * · <
• · · · · # ·· ♦ ··· • · · «·· ·» ·· • · · • · · · · > · · • ♦ ·· • · ·
| č. | R2 | R3 | R4 | z |
| Ial.234 | Cl | (CH2)2CH3 | (CH2)2-(2,4-Cl2-C6H3) | NH |
| Ial.235 | Cl | (CH2)3CH3 | (CH2)2-(2,4-Cl2-C6H3) | NH |
| Ial.236 | Cl | H | CH2CH(CH3)-(2,4-Cl2-C6H3) | NH |
| Ial.237 | Cl | ch3 | CH2CH(CH3)-(2,4-Cl2-C6H3) | NH |
| Ial.238 | Cl | ch2ch3 | CH2CH(CH3)-(2,4-Cl2-C6H3) | NH |
| Ial.239 | Cl | (CH2)2CH3 | CH2CH(CH3)-(2,4-Cl2-C6H3) | NH |
| Ial.240 | Cl | (CH2)3CH3 | CH2CH(CH3)-(2,4-Cl2-C6H3) | NH |
| lal.241 | Cl | H | CH(CH3)CH2-(2,4-Cl2-C6H3) | NH |
| Ial.242 | Cl | ch3 | CH(CH3)CH2-(2,4-Cl2-C6H3) | NH |
| Ial.243 | Cl | ch2ch3 | CH(CH3)CH2-(2,4-C12-C6H3) | NH |
| lal.244 | Cl | (CH2)2CH3 | CH(CH3)CH2-(2,4-Cl2-C6H3) | NH |
| Ial.245 | Cl | (CH2)3CH3 | CH(CH3)CH2-(2,4-Cl2-C6H3) | NH |
| Ial.246 | Cl | H | CH(CH3)CH(CH3)-(2,4-Cl2-C6H3 ) | NH |
| Ial.247 | Cl | ch3 | CH(CH3)CH(CH3)-(2,4-Cl2-C6H3) | NH |
| Ial.248 | Cl | ch2ch3 | CH(CH3)CH(CH3)-(2,4-Cl2-C6H3) | NH |
| lal.249 | Cl | (CH2)2CH3 | CH(CH3)CH(CH3)-(2,4-Cl2-C6H3) | NH |
| Ial.250 | Cl | (CH2)3CH3 | CH(CH3)CH(CH3)-(2,4-Cl2-C6H3) | NH |
| Ial.251 | Cl | H | (CH2)2-O-C6H5 | NH |
| Ial.252 | Cl | ch3 | (CH2)2-O-C6H5 | NH |
| Ial.253 | Cl | ch2ch3 | (CH2)2-O-C6H5 | NH |
| Ial.254 | Cl | (CH2)2CH3 | (CH2)2-O-C6H5 | NH |
| Ial.255 | Cl | (CH2)3CH3 | (CH2)2-O-C6H5 | NH |
| Ial.256 | Cl | H | CH2CH(CH3)-O-C6H5 | NH |
| lal.257 | Cl | ch3 | CH2CH(CH3)-O-C6H5 | NH |
| lal.258 | Cl | ch2ch3 | CH2CH(CH3)-O-C6H5 | NH |
| Ial.259 | Cl | (CH2)2CH3 | CH2CH(CH3)-O-C6H5 | NH |
| lal.260 | Cl | (CH2)3CH3 | CH2CH(CH3)-O-C6H5 | NH |
| Ial.261 | Cl | H | CH(CH3)CH2-O-C6H5 | NH |
| Ial.262 | Cl | ch3 | CH(CH3)CH2-O-C6H5 | NH |
| lal.263 | Cl | ch2ch3 | CH(CH3)CH2-O-C6H5 | NH |
| Ial.264 | Cl | (CH2)2CH3 | CH(CH3)CH2-O-C6H5 | NH |
| lal.265 | Cl | (CH2)3CH3 | CH(CH3)CH2-O-C6H5 | NH |
| lal.266 | Cl | H | CH(CH3)CH(CH3)-O-C6H5 | NH |
| lal.267 | Cl | ch3 | CH(CH3)CH(CH3)-O-C6H5 | NH |
| lal.268 | Cl | ch2ch3 | CH(CH3)CH(CH3)-O-C6H5 | NH |
| lal.269 | Cl | (CH2)2CH3 | CH(CH3)CH(CH3)-O-C6H5 | NH |
| lal.270 | Cl | (CH2)3CH3 | CH(CH3)CH(CH3)-O-C6H5 | NH |
| Ial.271 | Cl | H | (CH2) 2-0- ( 4-Cl-C6H4 ) | NH |
| lal.272 | Cl | ch3 | (CH2 ) 2-0- ( 4-Cl-C6H4) | NH |
♦ · ♦ · ftftft ♦ ·♦ • 2 ft · « · · • « · · · • · ·· • · ·
| č. | R2 | R3 | R4 | Z |
| Ial.273 | Cl | ch2ch3 | (CH2 )2-0-(4-Cl-C6H4) | NH |
| Ial.274 | Cl | (CH2)2CH3 | (CH2)2-0-(4-Cl-C6H4) | NH |
| Ial.275 | Cl | (CH2)3CH3 | (CH2)2-0-(4-Cl-C6H4 ) | NH |
| Ial.276 | Cl | H | CH2CH(CH3)-0-(4-Cl-C6H4 ) | NH |
| Ial.277 | Cl | ch3 | CH2CH(CH3)-O-(4-Cl-C6H4) | NH |
| Ial.278 | Cl | ch2ch3 | CH2CH(CH3)-0-(4-Cl-C6H4 ) | NH |
| Ial.279 | Cl | (CH2)2CH3 | CH2CH(CH3)-0-(4-Cl-C6H4) | NH |
| Ial.280 | Cl | (CH2)3CH3 | CH2CH(CH3)-0-(4-C1-C6H4) | NH |
| Ial.281 | Cl | H | CH(CH3)CH2-0-(4-Cl-C6H4) | NH |
| Ial.282 | Cl | ch3 | CH(CH3)CH2-0-(4-Cl-C6H4 ) | NH |
| Ial.283 | Cl | ch2ch3 | CH(CH3)CH2-O-(4-Cl-C6H4) | NH |
| Ial.284 | Cl | (ch2)2ch3 | CH(CH3)CH2-0-(4-C1-C6H4) | NH |
| Ial.285 | Cl | (CH2)3CH3 | CH(CH3)CH2-O-(4-Cl-C6H4) | NH |
| Ial.286 | Cl | H | CH(CH3)CH(CH3)-0-(4-C1-C6H4) | NH |
| Ial.287 | Cl | ch3 | CH(CH3)CH(CH3)-0-(4-C1-C6H4) | NH |
| Ial.288 | Cl | ch2ch3 | CH(CH3)CH(CH3)-0-(4-C1-C6H4) | NH |
| Ial.289 | Cl | (CH2)2CH3 | CH(CH3)CH(CH3)-0-(4-Cl-C6H4) | NH |
| Ial.290 | Cl | (CH2)3CH3 | CH(CH3)CH(CH3)-0-(4-Cl-C6H4 ) | NH |
| Ial.291 | Cl | H | (CH2)2-0-(2,4-Cl2-C6H3) | NH |
| Ial.292 | Cl | CH3 | (CH2) 2-0-( 2,4-Cl2-C6H3) | NH |
| Ial.293 | Cl | ch2ch3 | (CH2 )2-0-( 2,4-Cl2-C6H3) | NH |
| Ial.294 | Cl | (CH2)2CH3 | (CH2) 2-0-(2,4-Cl2-C6H3) | NH |
| Ial.295 | Cl | (CH2)3CH3 | (CH2) 2-0-(2,4-Cl2-C6H3) | NH |
| Ial.296 | Cl | H | CH2CH(CH3)-0-(2,4-Cl2-C6H3) | NH |
| Ial.297 | Cl | ch3 | CH2CH(CH3)-0-(2,4-Cl2-C6H3 ) | NH |
| Ial.298 | Cl | ch2ch3 | CH2CH(CH3)-0-(2,4-Cl2-C6H3) | NH |
| Ial.299 | Cl | (CH2)2CH3 | CH2CH(CH3)-0-(2,4-Cl2-C6H3 ) | NH |
| Ial.300 | Cl | (CH2)3CH3 | CH2CH(CH3)-0-(2,4-Cl2-C6H3) | NH |
| Ial.301 | Cl | H | CH(CH3)CH2-0-(2,4-Cl2-C6H3) | NH |
| Ial.302 | Cl | ch3 | CH(CH3)CH2-0-(2,4-Cl2-C6H3 ) | NH |
| Ial.303 | Cl | ch2ch3 | CH(CH3)CH2-0-(2,4-Cl2-C6H3 ) | NH |
| Ial.304 | Cl | (CH2)2CH3 | CH(CH3)CH2-0-(2,4-Cl2-C6H3) | NH |
| Ial.305 | Cl | (CH2)3CH3 | CH(CH3)CH2-0-(2,4-Cl2-C6H3 ) | NH |
| Ial.306 | Cl | H | CH(CH3)CH(CH3)-0-(2,4-C12-C6H3 ) | NH |
| Ial.307 | Cl | CH3 | CH(CH3)CH(CH3)-0-(2,4-Cl2-C6H3 ) | NH |
| Ial.308 | Cl | ch2ch3 | CH(CH3)CH(CH3)-0-(2,4-Cl2-C6H3) | NH |
| Ial.309 | Cl | (CH2)2CH3 | CH(CH3)CH(CH3)-0-(2,4-Cl2-C6H3 ) | NH |
| Ial.310 | Cl | (CH2)3CH3 | CH(CH3)CH(CH3)-0-(2,4-Cl2-C6H3) | NH |
Μ ·· • * · · • · · · ··« ·· ·
| č. | R2 | R3 | R4 | z |
| Ial.311 | Cl | H | ch3 | nch3 |
| Ial.312 | Cl | ch3 | ch3 | nch3 |
| Ial.313 | Cl | CH2CH3 | ch3 | nch3 |
| lal.314 | Cl | (CH2)2CH3 | ch3 | nch3 |
| Ial.315 | Cl | (CH2)3CH3 | ch3 | nch3 |
| lal.316 | Cl | H | c2h5 | nch3 |
| Ial.317 | Cl | ch3 | c2h5 | nch3 |
| Ial.318 | Cl | ch2ch3 | c2h5 | nch3 |
| Ial.319 | Cl | (CH2)2CH3 | c2h5 | nch3 |
| lal.320 | Cl | (CH2)3CH3 | c2h5 | nch3 |
| Ial.321 | Cl | H | (CH2)2CH3 | nch3 |
| Ial.322 | Cl | ch3 | (ch2)2ch3 | nch3 |
| Ial.323 | Cl | ch2ch3 | (CH2)2CH3 | nch3 |
| lal.324 | Cl | (CH2)2CH3 | (CH2)2CH3 | nch3 |
| lal.325 | Cl | (CH2)3CH3 | (CH2)2CH3 | nch3 |
| Ial.326 | Cl | H | CH(CH3)2 | nch3 |
| Ial.327 | Cl | ch3 | CH(CH3)2 | nch3 |
| lal.328 | Cl | ch2ch3 | CH(CH3)2 | nch3 |
| Ial.329 | Cl | (CH2)2CH3 | CH(CH3)2 | nch3 |
| lal.330 | Cl | (CH2)3CH3 | CH(CH3)2 | nch3 |
| Ial.331 | Cl | H | (CH2)3CH3 | nch3 |
| Ial.332 | Cl | ch3 | (CH2)3ch3 | nch3 |
| lal.333 | Cl | ch2ch3 | (CH2)3CH3 | nch3 |
| Ial.334 | Cl | (CH2)2CH3 | (CH2)3CH3 | nch3 |
| Ial.335 | Cl | (CH2)3CH3 | (CH2)3CH3 | nch3 |
| lal.336 | Cl | H | CH2CH(CH3)2 | nch3 |
| lal.337 | Cl | ch3 | CH2CH(CH3)2 | nch3 |
| Ial.338 | Cl | ch2ch3 | CH2CH(CH3)2 | nch3 |
| lal.339 | Cl | (CH2)2CH3 | CH2CH(CH3)2 | nch3 |
| Ial.340 | Cl | (CH2)3CH3 | CH2CH(CH3)2 | nch3 |
| Ial.341 | Cl | H | CH(CH3)CH2CH3 | nch3 |
| lal.342 | Cl | ch3 | CH(CH3)CH2CH3 | nch3 |
| Ial.343 | Cl | ch2ch3 | CH(CH3)CH2CH3 | nch3 |
| lal.344 | Cl | (CH2)2CH3 | CH(CH3)CH2CH3 | nch3 |
| Ial.345 | Cl | (CH2)3CH3 | CH(CH3)CH2CH3 | nch3 |
| lal.346 | Cl | H | (CH2)2-C6H5 | nch3 |
| lal.347 | Cl | ch3 | (CH2)2-C6H5 | nch3 |
| lal.348 | Cl | ch2ch3 | (ch2)2-c6h5 | nch3 |
| lal.349 | Cl 1 | (ch2)2ch3 | (CH2)2-C6H5 | nch3 |
| * flflflfl « fl | • · | • fl | |
| ♦ ·· | • | ||
| V fl fl | fl flflfl | :4 · |
• « • fl r · • · < 4 • » • e ; i • flfl fl c fl
| Č.i | R2 | R3 | R4 | z |
| Ial.350 | Cl | (CH2)3CH3 | (CH2)2-C6H5 | NCH3 |
| Ial.351 | Cl | H | CH2CH(CH3)-C6H5 | nch3 |
| Ial.352 | Cl | ch3 | CH2CH(CH3)-C6H5 | nch3 |
| Ial.353 | Cl | ch2ch3 | CH2CH(CH3)-C6H5 | nch3 |
| Ial.354 | Cl | (CH2)2CH3 | CH2CH(CH3)-C6H5 | nch3 |
| Ial.355 | Cl | (CH2)3CH3 | CH2CH(CH3)-C6H5 | nch3 |
| Ial.356 | Cl | H | CH(CH3 )CH2-C6H5 | nch3 |
| Ial.357 | Cl | ch3 | CH(CH3)CH2-C6H5 | nch3 |
| Ial.358 | Cl | ch2ch3 | CH(CH3)CH2-C6H5 | nch3 |
| Ial.359 | Cl | (CH2)2CH3 | CH(CH3)CH2-C6H5 | nch3 |
| Ial.360 | Cl | (CH2)3CH3 | CH(CH3)CH2-C6H5 | nch3 |
| Ial.361 | Cl | H | CH(CH3)CH(CH3)-C6H5 | nch3 |
| Ial.362 | Cl | ch3 | CH(CH3)CH(CH3)-C6H5 | nch3 |
| Ial.363 | Cl | ch2ch3 | CH(CH3)CH(CH3)-C6H5 | nch3 |
| Ial.364 | Cl | (CH2)2CH3 | CH(CH3)CH(CH3)-C6H5 | nch3 |
| Ial.365 | Cl | (CH2)3CH3 | CH(CH3)CH(CH3)-C6H5 | nch3 |
| Ial.366 | Cl | H | (CH2)2-(4-Cl-C6H4 ) | nch3 |
| Ial.367 | Cl | ch3 | (CH2)2-(4-Cl-C6H4 ) | nch3 |
| Ial.368 | Cl | ch2ch3 | (CH2)2-(4-Cl-C6H4 ) | nch3 |
| Ial.369 | Cl | (CH2)2CH3 | (CH2)2-(4-Cl-C6H4) ........ | nch3 |
| Ial.370 | Cl | (CH2)3CH3 | (CH2)2-(4-Cl-C6H4) | nch3 |
| Ial.371 | Cl | H | ch2ch(CH3)-(4-Cl-C6H4) | nch3 |
| Ial.372 | Cl | ch3 | CH2CH{CH3)-{4-Cl-C6H4) | nch3 |
| Ial.373 | Cl | ch2ch3 | ch2ch(CH3)-(4-Cl-C6H4) | nch3 |
| Ial.374 | Cl | (CH2)2CH3 | CH2CH(CH3)-(4-Cl-C6H4) | nch3 |
| Ial.375 | Cl | (CH2)3CH3 | CH2CH(CH3)-(4-Cl-C6H4) | nch3 |
| Ial.376 | Cl | H | CH(CH3)CH2-(4-C1-C6H4) | nch3 |
| Ial.377 | Cl | CH3 | CH(CH3)CH2-(4-Cl-C6H4) | nch3 |
| Ial.378 | Cl | ch2ch3 | CH(CH3)CH2-(4-Cl-C6H4) | nch3 |
| Ial.379 | Cl | (CH2)2CH3 | CH(CH3)CH2-(4-Cl-C6H4) | nch3 |
| Ial.380 | Cl | (CH2)3CH3 | CH(CH3)CH2-(4-Cl-C6H4 ) | nch3 |
| Ial.381 | Cl | H | CH(CH3)CH(CH3)-(4-Cl-C6H4) | nch3 |
| Ial.382 | Cl | ch3 | CH(CH3)CH(CH3)-(4-Cl-C6H4) | nch3 |
| Ial.383 | Cl | ch2ch3 | CH(CH3)CH(CH3)-(4-Cl-C6H4) | nch3 |
| Ial.384 | Cl | (CH2)2CH3 | CH(CH3)CH(CH3)-(4-C1-C6H4) | nch3 |
| Ial.385 | Cl | (CH2)3CH3 | CH(CH3)CH(CH3)-(4-Cl-C6H4) | nch3 |
| Ial.386 | Cl | H | (CH2)2-(2,4-Cl2-C6H3) | nch3 |
| Ial.387 | Cl | ch3 | (CH2)2-(2,4-Cl2-C6H3) | nch3 |
| Ial.388 | Cl | ch2ch3 | (CH2)2-(2,4-Cl2-C6H3) | nch3 |
4 4 4
4 4 -4 ·4 4 < 444 444 • 4
4 4 <
• 44 *
4 · 4 4
4 44 4 b 4 4 4
4 4
444444 444
| č. | R2 | R3 | R4 | z |
| Ial.389 | Cl | (CH2)2CH3 | (CH2)2-(2,4-Cl2-C6H3) | nch3 |
| Ial.390 | Cl | (CH2)3CH3 | (CH2)2-(2,4-Cl2-C6H3) | nch3 |
| Ial.391 | Cl | H | CH2CH(CH3)-(2,4-Cl2-C6H3) | nch3 |
| Ial.392 | Cl | ch3 | CH2CH(CH3)-(2,4-Cl2-C6H3) | nch3 |
| Ial.393 | Cl | ch2ch3 | CH2CH(CH3)-(2,4-Cl2-C6H3) | nch3 |
| Ial.394 | Cl | (CH2)2CH3 | CH2CH(CH3)-(2,4-Cl2-C6H3) | nch3 |
| Ial.395 | Cl | (CH2)3CH3 | CH2CH(CH3)-(2,4-Cl2-C6H3) | nch3 |
| Ial.396 | Cl | H | CH(CH3)CH2-(2,4-Cl2-C6H3 ) | nch3 |
| Ial.397 | Cl | ch3 | CH(CH3)CH2-(2,4-Cl2-C6H3) | nch3 |
| Ial.398 | Cl | ch2ch3 | CH(CH3)CH2-(2,4-Cl2-C6H3) | nch3 |
| Ial.399 | Cl | (CH2)2CH3 | CH(CH3)CH2-(2,4-Cl2-C6H3) | nch3 |
| Ial.400 | Cl | (CH2)3CH3 | CH(CH3)CH2-(2,4-Cl2-C6H3) | nch3 |
| Ial.401 | Cl | H | CH(CH3)CH(CH3)-(2,4-Cl2-C6H3 ) | nch3 |
| Ial.402 | Cl | ch3 | CH(CH3)CH(CH3)-(2,4-C12-C6H3) | nch3 |
| Ial.403 | Cl | ch2ch3 | CH(CH3)CH(CH3)-(2,4-C12-C6H3) | nch3 |
| Ial.404 | Cl | (CH2)2CH3 | CH(CH3)CH(CH3)-(2,4-Cl2-C6H3 ) | nch3 |
| Ial.405 | Cl | (CH2)3CH3 | CH(CH3)CH(CH3)-(2,4-Cl2-C6H3) | nch3 |
| Ial.406 | Cl | H | (CH2)2-o-c6h5 | nch3 |
| Ial.407 | Cl | CH3 | (CH2)2-O-C6H5 | nch3 |
| Ial.408 | Cl | ch2ch3 | (CH2)2-O-C6H5 | nch3 |
| Ial.409 | Cl | (CH2)2CH3 | (CH2)2-O-C6H5 | nch3 |
| Ial.410 | Cl | (CH2)3CH3 | (CH2)2-O-C6H5 | nch3 |
| Ial.411 | Cl | H | CH2CH(CH3)-O-C6H5 | nch3 |
| Ial.412 | Cl | ch3 | CH2CH(CH3)-O-C6H5 | nch3 |
| Ial.413 | Cl | ch2ch3 | CH2CH(CH3)-O-C6H5 | nch3 |
| Ial.414 | Cl | (CH2)2CH3 | CH2CH(CH3)-O-C6H5 | nch3 |
| Ial.415 | Cl | (CH2)3CH3 | CH2CH(CH3)-O-C6H5 | nch3 |
| Ial.416 | Cl | H | CH(CH3)CH2-O-C6H5 | nch3 |
| Ial.417 | Cl | ch3 | CH(CH3)CH2-O-C6H5 | nch3 |
| Ial.418 | Cl | ch2ch3 | CH(CH3)CH2-O-C6H5 | nch3 |
| Ial.419 | Cl | (CH2)2CH3 | CH(CH3)CH2-O-C6H5 | nch3 |
| Ial.420 | Cl | (CH2)3CH3 | CH(CH3)CH2-O-C6H5 | nch3 |
| Ial.421 | Cl | H | CH(CH3)CH(CH3)-O-C6H5 | nch3 |
| Ial.422 | Cl | ch3 | CH(CH3)CH(CH3)-O-C6H5 | nch3 |
| Ial.423 | Cl | ch2ch3 | CH(CH3)CH(CH3)-O-C6H5 | nch3 |
| Ial.424 | Cl | (CH2)2CH3 | CH(CH3)CH(CH3)-O-C6H5 | nch3 |
| Ial.425 | Cl | (CH2)3CH3 | CH(CH3)CH(CH3)-O-C6H5 | nch3 |
| Ial.426 | Cl | H | (CH2)2-0-(4-Cl-C6H4) | nch3 |
| Ial.427 | Cl | ch3 | (CH2)2-0-(4-Cl-C6H4) | nch3 |
| 9 999 9 9 i | ♦ * · | • • · | fc fc | |
| 9 | 9 | |||
| • 9 99 | • | • | 9 | 9 |
| • « fc | • | 9 · | 99 | 9 |
| • | • | • | • | |
| ♦ · · | « · · | 9 9 |
| č. | R2 | R3 | R4 | Z |
| Ial.428 | Cl | ch2ch3 | (CH2)2-0-(4-Cl-C6H4) | nch3 |
| lal.429 | Cl | (CH2)2CH3 | (CH2)2-0-(4-Cl-C6H4) | nch3 |
| lal.430 | Cl | (CH2)3CH3 | (CH2 )2-0-(4-Cl-C6H4) | nch3 |
| lal.431 | Cl | H | CH2CH(CH3)-0-(4-C1-C6H4) | nch3 |
| Ial.432 | Cl | ch3 | CH2CH(CH3)-0-(4-Cl-C6H4) | nch3 |
| Ial.433 | Cl | ch2ch3 | CH2CH(CH3)-0-(4-Cl-C6H4) | nch3 |
| Ial.434 | Cl | (CH2)2CH3 | CH2CH(CH3)-0-(4-Cl-C6H4) | nch3 |
| lal.435 | Cl | (CH2)3CH3 | CH2CH(CH3)-0-(4-Cl-C6H4) | nch3 |
| Ial.436 | Cl | H | CH(CH3)CH2-O-(4-Cl-C6H4) | nch3 |
| Ial.437 | Cl | CH3 | CH(CH3)CH2-0-(4-Cl-C6H4) | nch3 |
| lal.438 | Cl | ch2ch3 | CH(CH3)CH2 -0-(4-C1-C6H4) | nch3 |
| Ial.439 | Cl | (CH2)2CH3 | CH(CH3)CH2-0-(4-Cl-C6H4) | nch3 |
| lal.440 | Cl | (CH2)3CH3 | CH(CH3)CH2-O-(4-Cl-C6H4) | nch3 |
| lal.441 | Cl | H | CH(CH3)CH(CH3)-0-(4-C1-C6H4) | nch3 |
| Ial.442 | Cl | ch3 | CH(CH3)CH(CH3) -0-(4-Cl-C6H4) | nch3 |
| lal.443 | Cl | ch2ch3 | CH(CH3)CH(CH3) -0-(4-C1-C6H4) | nch3 |
| lal.444 | Cl | (CH2)2CH3 | CH(CH3)CH(CH3)-0-(4-C1-C6H4) | nch3 |
| Ial.445 | Cl | (CH2)3CH3 | CH(CH3)CH(CH3) -0-(4-Cl-C6H4) | nch3 |
| lal.446 | Cl | H | (CH2 )2-0-(2,4-Cl2-C6H3) | nch3 |
| lal.447 | Cl | ch3 | (CH2 )2-0-(2,4-Cl2-C6H3) | nch3 |
| lal.448 | Cl | ch2ch3 | (CH2 )2-0-(2,4-Cl2-C6H3) | nch3 |
| lal.449 | Cl | (CH2)2CH3 | (CH2)2-0-(2,4-Cl2-C6H3) | nch3 |
| lal.450 | Cl | (CH2)3CH3 | (CH2)2-O-(2,4-Cl2-C6H3) | nch3 |
| lal.451 | Cl | H | CH2CH(CH3)-0-(2,4-Cl2-C6H3) | nch3 |
| lal.452 | Cl | ch3 | CH2CH(CH3)-0-(2,4-Cl2-C6H3) | nch3 |
| lal.453 | Cl | ch2ch3 | CH2CH(CH3)-0-(2,4-C12-C6H3) | nch3 |
| lal.454 | Cl | (CH2)2CH3 | CH2CH(CH3)-0-(2,4-C12-C6H3) | nch3 |
| lal.455 | Cl | (CH2)3CH3 | CH2CH(CH3)-0-(2,4-C12-C6H3) | nch3 |
| lal.456 | Cl | H | CH(CH3)CH2-0-(2,4-Cl2-C6H3) | nch3 |
| lal.457 | Cl | CH3 | CH(CH3)CH2-0-(2,4-C12-C6H3) | nch3 |
| lal.458 | Cl | ch2ch3 | CH(CH3 )CH2-0-(2,4-Cl2-C6H3) | nch3 |
| lal.459 | Cl | (CH2)2CH3 | CH(CH3 )CH2-0-(2,4-Cl2-C6H3) | nch3 |
| lal.460 | Cl | (CH2)3CH3 | CH(CH3)CH2-0-(2,4-Cl2-C6H3) | nch3 |
| lal.461 | Cl | H | CH(CH3)CH(CH3)-0-(2,4-Cl2-C6H3) | nch3 |
| lal.462 | Cl | ch3 | CH(CH3)CH(CH3)-0-(2,4-Cl2-C6H3) | nch3 |
| lal.463 | Cl | ch2ch3 | CH(CH3)CH(CH3)-0-(2,4-C12-C6H3 ) | nch3 |
| lal.464 | Cl | (CH2)2CH3 | CH(CH3)CH(CH3)-0-(2,4-Cl2-C6H3) | nch3 |
| lal.465 | Cl | (ch2)3ch3 | CH(CH3 )CH(CH3)-0-(2,4-Cl2-C6H3) | nch3 |
• · · « « ·· » 9 44 44
Λ 4 ♦· · * ♦ » « « » · · * • · < »·»··· • 4 · · »·· «»« ·· 94
| č; | R2 | R3 | R4 | z |
| Ial.466 | ch3 | H | ch3 | 0 |
| Ial.467 | ch3 | ch3 | ch3 | 0 |
| Ial.468 | ch3 | ch2ch3 | ch3 | 0 |
| Ial.469 | ch3 | (ch2)2ch3 | ch3 | 0 |
| Ial.470 | ch3 | (CH2)3CH3 | ch3 | 0 |
| Ial.471 | ch3 | H | C2H5 | 0 |
| Ial.472 | ch3 | ch3 | C2H5 | 0 |
| Ial.473 | ch3 | ch2ch3 | c2h5 | 0 |
| Ial.474 | ch3 | (CH2)2CH3 | c2h5 | 0 |
| Ial.475 | ch3 | (CH2)3CH3 | C2H5 | 0 |
| Ial.476 | ch3 | H | (CH2)2CH3 | 0 |
| Ial.477 | ch3 | ch3 | (CH2)2CH3 | 0 |
| Ial.478 | ch3 | ch2ch3 | (CH2)2CH3 | 0 |
| Ial.479 | ch3 | (CH2)2CH3 | (CH2)2CH3 | 0 |
| Ial.480 | ch3 | (CH2)3CH3 | (CH2)2CH3 | 0 |
| Ial.481 | ch3 | H | CH(CH3)2 | 0 |
| Ial.482 | ch3 | ch3 | CH(CH3)2 | 0 |
| lal.483 | ch3 | ch2ch3 | CH(CH3)2 | 0 |
| lal.484 | ch3 | (CH2)2CH3 | CH(CH3)2 | 0 |
| Ial.485 | ch3 | (CH2)3CH3 | CH(CH3)2 | 0 |
| Ial.486 | ch3 | H | (CH2)3CH3 | 0 |
| Ial.487 | ch3 | ch3 | (CH2)3CH3 | 0 |
| Ial.488 | ch3 | ch2ch3 | (CH2)3CH3 | 0 |
| lal.489 | ch3 | (CH2)2CH3 | (CH2)3CH3 | 0 |
| Ial.490 | ch3 | (CH2)3CH3 | (CH2)3CH3 | 0 |
| Ial.491 | ch3 | H | CH2CH(CH3)2 | 0 |
| Ial.492 | ch3 | ch3 | CH2CH(CH3)2 | 0 |
| lal.493 | ch3 | ch2ch3 | CH2CH(CH3)2 | 0 |
| Ial.494 | ch3 | (CH2)2CH3 | CH2CH(CH3)2 | 0 |
| Ial.495 | ch3 | (CH2)3CH3 | CH2CH(CH3)2 | 0 |
| Ial.496 | ch3 | H | CH(CH3)CH2CH3 | 0 |
| lal.497 | ch3 | ch3 | CH(CH3)CH2CH3 | 0 |
| Ial.498 | ch3 | ch2ch3 | CH(CH3)CH2CH3 | 0 |
| lal.499 | ch3 | (CH2)2CH3 | CH(CH3)CH2CH3 | 0 |
| Ial.500 | ch3 | (CH2)3CH3 | CH(CH3)CH2CH3 | 0 |
| lal.501 | ch3 | H | (CH2)2-C6H5 | 0 |
| Ial.502 | ch3 | ch3 | (CH2)2-C6H5 | 0 |
| lal.503 | ch3 | ch2ch3 | (CH2)2-C6H5 | 0 |
| lal.504 | ch3 | (ch2)2ch3 | (CH2)2-C6H5 | 0 |
• · · · ·· · φ··
| č; ' | R2 | R3 | R4 | z |
| lal.505 | ch3 | (CH2)3CH3 | (CH2)2-C6H5 | 0 |
| Ial.506 | ch3 | H | CH2CH(CH3)-C6H5 | 0 |
| lal.507 | ch3 | ch3 | CH2CH(CH3)-C6H5 | 0 |
| Ial.508 | ch3 | ch2ch3 | CH2CH(CH3)-C6H5 | 0 |
| Ial.509 | ch3 | (CH2)2CH3 | CH2CH(CH3)-C6H5 | 0 |
| lal.510 | ch3 | (CH2)3CH3 | CH2CH(CH3)-C6H5 | 0 |
| lal.511 | ch3 | H | CH(CH3)CH2-C6H5 | 0 |
| lal.512 | ch3 | CH3 | CH(CH3)CH2-C6H5 | 0 |
| Ial.513 | ch3 | ch2ch3 | CH(CH3)CH2-C6H5 | 0 |
| lal.514 | ch3 | (CH2)2CH3 | CH(CH3)CH2-C6H5 | 0 |
| Ial.515 | ch3 | (CH2)3CH3 | CH(CH3)CH2-C6H5 | 0 |
| Ial.516 | ch3 | H | CH(CH3)CH(CH3)-C6H5 | 0 |
| Ial.517 | ch3 | ch3 | CH(CH3)CH(CH3)-C6H5 | 0 |
| lal.518 | ch3 | ch2ch3 | CH(CH3)CH(CH3)-C6H5 | 0 |
| Ial.519 | ch3 | (ch2)2ch3 | CH(CH3)CH(CH3)-C6H5 | 0 |
| Ial.520 | ch3 | (CH2)3CH3 | CH(CH3)CH(CH3)-C6H5 | 0 |
| lal.521 | ch3 | H | (CH2)2-(4-Cl-C6H4) | 0 |
| lal.522 | ch3 | ch3 | (CH2)2-(4-Cl-C6H4) | 0 |
| lal.523 | ch3 | ch2ch3 | (CH2)2-(4-Cl-C6H4) | 0 |
| Ial.524 | ch3 | (CH2)2CH3 | (CH2 )2-(4-Cl-C6H4) | 0 |
| Ial.525 | ch3 | (CH2)3CH3 | (CH2)2-(4-Cl-C6H4) | 0 |
| Ial.526 | ch3 | H | ch2ch(CH3)-(4-C1-C6H4) | 0 |
| Ial.527 | ch3 | ch3 | CH2CH(CH3)-(4-Cl-C6H4) | 0 |
| Ial.528 | ch3 | ch2ch3 | CH2CH(CH3)-(4-Cl-C6H4) | 0 |
| Ial.529 | ch3 | (CH2)2CH3 | CH2CH(CH3)-(4-Cl-C6H4) | 0 |
| Ial.530 | ch3 | (CH2)3CH3 | ch2ch(CH3)-< 4-Cl-C6H4) | 0 |
| lal.531 | ch3 | H | CH(CH3)CH2-(4-Cl-C6H4) | 0 |
| Ial.532 | ch3 | ch3 | CH(CH3)CH2- ( 4-C1-C6H4) | 0 |
| Ial.533 | ch3 | ch2ch3 | CH(CH3)CH2-(4-Cl-C6H4) | 0 |
| lal.534 | ch3 | (CH2)2CH3 | CH(CH3)CH2-(4-Cl-C6H4) | 0 |
| lal.535 | ch3 | (CH2)3CH3 | CH(CH3)CH2-(4-Cl-C6H4) | 0 |
| Ial.536 | ch3 | H | CH(CH3)CH(CH3)-(4-C1-C6H4) | 0 |
| Ial.537 | ch3 | ch3 | CH(CH3)CH(CH3)-(4-Cl-C6H4) | 0 |
| Ial.538 | ch3 | ch2ch3 | CH(CH3)CH(CH3)-(4-Cl-C6H4) | 0 |
| lal.539 | ch3 | (CH2)2CH3 | CH(CH3)CH(CH3)-(4-Cl-C6H4) | 0 |
| Ial.540 | ch3 | (CH2)3CH3 | CH(CH3)CH(CH3)-(4-Cl-C6H4) | 0 |
| lal.541 | ch3 | H | (CH2)2-(2,4-Cl2-C6H3) | 0 |
| lal.542 | ch3 | ch3 | (CH2)2-(2,4-Cl2-C6H3) | 0 |
| lal.543 | ch3 | ch2ch3 | (CH2 )2-(2,4-Cl2-C6H3) | 0 |
· 4 4 · · 4 • 4 4 4 · ·· · « 4 • « 4 4 • 4 4
4 44 · «
4
| č. | R2 | R3 | R4 | z |
| Ial.544 | ch3 | (CH2)2CH3 | (CH2)2-(2,4-Cl2-C6H3) | 0 |
| Ial.545 | ch3 | (CH2)3CH3 | (CH2 )2-(2,4-Cl2-C6H3) | 0 |
| lal.546 | ch3 | H | CH2CH(CH3)-(2,4-Cl2-C6H3 ) | 0 |
| Ial.547 | ch3 | ch3 | CH2CH(CH3)-(2,4-Cl2-C6H3) | 0 |
| Ial.548 | ch3 | ch2ch3 | CH2CH(CH3)-(2,4-C12-C6H3) | 0 |
| Ial.549 | ch3 | (CH2)2CH3 | CH2CH(CH3) - (2,4-Cl2-C6H3) | 0 |
| lal.550 | ch3 | (CH2)3CH3 | CH2CH(CH3) - (2,4-Cl2-C6H3) | 0 |
| Ial.551 | ch3 | H | CH(CH3)CH2-(2,4-Cl2-C6H3) | 0 |
| Ial.552 | ch3 | ch3 | CH(CH3)CH2-(2,4-Cl2-C6H3 ) | 0 |
| lal.553 | ch3 | ch2ch3 | CH(CH3)CH2-(2,4-Cl2-C6H3) | 0 |
| Ial.554 | ch3 | (CH2)2CH3 | CH(CH3)CH2-(2,4-Cl2-C6H3) | 0 |
| lal.555 | ch3 | (CH2)3CH3 | CH(CH3)CH2-(2,4-C12-C6H3) | 0 |
| Ial.556 | ch3 | H | CH(CH3)CH(CH3)-(2,4-Cl2-C6H3) | 0 |
| Ial.557 | ch3 | ch3 | CH(CH3)CH(CH3)-(2,4-Cl2-C6H3) | 0 |
| lal.558 | ch3 | ch2ch3 | CH(CH3)CH(CH3)-(2,4-Cl2-C6H3) | 0 |
| lal.559 | ch3 | (CH2)2CH3 | CH(CH3)CH(CH3)-(2,4-Cl2-C6H3) | 0 |
| Ial.560 | ch3 | (CH2)3CH3 | CH(CH3)CH(CH3)-(2,4-Cl2-C6H3) | 0 |
| Ial.561 | ch3 | H | (CH2)2-o-c6h5 | 0 |
| Ial.562 | ch3 | ch3 | (CH2)2-o-c6h5 | 0 |
| Ial.563 | ch3 | ch2ch3 | (CH2)2-O-C6H5 | 0 |
| Ial.564 | ch3 | (CH2)2CH3 | (CH2)2-O-C6H5 | 0 |
| Ial.565 | ch3 | (CH2)3CH3 | (CH2)2-O-C6H5 | 0 |
| Ial.566 | ch3 | H | CH2CH(CH3)-O-C6H5 | 0 |
| lal.567 | ch3 | ch3 | CH2CH(CH3)-O-C6H5 | 0 |
| lal.568 | ch3 | ch2ch3 | CH2CH(CH3)-O-C6H5 | 0 |
| Ial.569 | ch3 | (CH2)2CH3 | CH2CH(CH3)-O-C6H5 | 0 |
| lal.570 | ch3 | (CH2)3CH3 | ch2ch(CH3)-O-C6H5 | 0 |
| lal.571 | ch3 | H | CH(CH3)CH2-O-C6H5 | 0 |
| lal.572 | ch3 | ch3 | CH(CH3)CH2-O-C6H5 | 0 |
| Ial.573 | ch3 | ch2ch3 | CH(CH3)CH2-O-C6H5 | 0 |
| lal.574 | ch3 | (CH2)2CH3 | CH(CH3)CH2-O-C6H5 | 0 |
| lal.575 | ch3 | (CH2)3CH3 | CH(CH3)CH2-O-C6H5 | 0 |
| lal.576 | ch3 | H | CH(CH3)CH(CH3)-O-C6H5 | 0 |
| lal.577 | ch3 | ch3 | CH(CH3)CH(CH3)-O-C6H5 | 0 |
| lal.578 | ch3 | ch2ch3 | CH(CH3)CH(CH3)-O-C6H5 | 0 |
| lal.579 | ch3 | (CH2)2CH3 | CH(CH3)CH(CH3)-O-C6H5 | 0 |
| lal.580 | ch3 | (CH2)3CH3 | CH(CH3)CH(CH3)-O-C6H5 | 0 |
| lal.581 | ch3 | H | (CH2)2-0-(4-Cl-C6H4) | 0 |
| lal.582 | ch3 | ch3 | (CH2)2-0-(4-Cl-C6H4) | 0 |
« Φ ΦΦ φ Φ ΦΦ Φ ΦΦ Φ φ Φ ΦΦΦΦ • Φ φ φφΦ ΦΦΦ • « · Φ φ Φ Φ ΦΦΦ Φ · ··
| Č. > | R2 | R3 | R4 | Z |
| Ial.583 | ch3 | ch2ch3 | (CH2)2-0-(4-Cl-C6H4 ) | 0 |
| Ial.584 | ch3 | (CH2)2CH3 | (CH2 )2-0-(4-Cl-C6H4) | 0 |
| Ial.585 | ch3 | (CH2)3CH3 | (CH2)2-0-(4-Cl-C6H4 ) | 0 |
| Ial.586 | ch3 | H | CH2CH(CH3)-0-(4-Cl-C6H4) | 0 |
| Ial.587 | ch3 | ch3 | CH2CH(CH3)-O-(4-Cl-C6H4) | 0 |
| Ial.588 | ch3 | ch2ch3 | CH2CH(CH3)-0-(4-Cl-C6H4) | 0 |
| Ial.589 | ch3 | (ch2)2ch3 | CH2CH(CH3)-0-(4-Cl-C6H4) | 0 |
| lal.590 | ch3 | (CH2)3CH3 | CH2CH(CH3)-0-(4-Cl-C6H4 ) | 0 |
| Ial.591 | ch3 | H | CH(CH3)CH2-0-(4-Cl-C6H4) | 0 |
| Ial.592 | ch3 | ch3 | CH(CH3)CH2-0-(4-Cl-C6H4) | 0 |
| Ial.593 | ch3 | ch2ch3 | CH(CH3)CH2-0-(4-Cl-C6H4) | 0 |
| lal.594 | ch3 | (ch2)2ch3 | CH(CH3)CH2-O-(4-Cl-C6H4) | 0 |
| lal.595 | ch3 | (CH2)3CH3 | CH(CH3)CH2-0-(4-Cl-C6H4 ) | 0 |
| lal.596 | ch3 | H | CH(CH3)CH(CH3)-0-(4-Cl-C6H4) | 0 |
| lal.597 | ch3 | CH3 | CH(CH3)CH(CH3)-0-(4-Cl-C6H4) | 0 |
| Ial.598 | ch3 | ch2ch3 | CH(CH3)CH(CH3)-0-(4-Cl-C6H4) | 0 |
| lal.599 | ch3 | (CH2)2CH3 | CH(CH3)CH(CH3)-O-(4-Cl-C6H4) | 0 |
| lal.600 | ch3 | (CH2)3CH3 | CH(CH3)CH(CH3)-0-(4-C1-C6H4) | 0 |
| Ial.601 | ch3 | H | (CH2)2-0-(2,4-Cl2-C6H3) | 0 |
| Ial.602 | ch3 | ch3 | (CH2)2-0-(2,4-Cl2-C6H3) | 0 |
| lal.603 | ch3 | ch2ch3 | (CH2)2-0-(2,4-Cl2-C6H3 ) | 0 |
| Ial.604 | ch3 | (CH2)2CH3 | (CH2)2-0-(2,4-Cl2-C6H3) | 0 |
| lal.605 | ch3 | (CH2)3CH3 | (CH2)2-0-(2,4-Cl2-C6H3) | 0 |
| Ial.606 | ch3 | H | CH2CH(CH3)-0-(2,4-Cl2-C6H3 ) | 0 |
| lal.607 | ch3 | ch3 | CH2CH(CH3)-0-(2,4-Cl2-C6H3 ) | 0 |
| lal.608 | ch3 | ch2ch3 | CH2CH(CH3)-0-(2,4-Cl2-C6H3 ) | 0 |
| lal.609 | ch3 | (CH2)2CH3 | CH2CH(CH3) -0- ( 2,4-Cl2-C6H3 ) | 0 |
| lal.610 | ch3 | (CH2)3CH3 | CH2CH(CH3)-0-(2,4-Cl2-C6H3) | 0 |
| lal.611 | ch3 | H | CH(CH3)CH2-0-(2,4-Cl2-C6H3) | 0 |
| Ial.612 | ch3 | ch3 | CH(CH3)CH2-0-(2,4-Cl2-C6H3) | 0 |
| Ial.613 | ch3 | ch2ch3 | CH(CH3)CH2-0-(2,4-Cl2-C6H3 ) | 0 |
| lal.614 | ch3 | (CH2)2CH3 | CH(CH3)CH2-0-(2,4-Cl2-C6H3) | 0 |
| lal.615 | ch3 | (CH2)3CH3 | CH(CH3)CH2-0-(2,4-Cl2-C6H3 ) | 0 |
| lal.616 | ch3 | H | CH(CH3)CH(CH3)-0-(2,4-Cl2-C6H3 ) | 0 |
| lal.617 | ch3 | CH3 | CH(CH3)CH(CH3)-0-{2,4-Cl2-C6H3) | 0 |
| lal.618 | ch3 | ch2ch3 | CH(CH3)CH(CH3)-0-(2,4-Cl2-C6H3) | 0 |
| lal.619 | ch3 | (CH2)2CH3 | CH(CH3)CH(CH3)-0-(2,4-Cl2-C6H3) | 0 |
| Ial.620 | ch3 | (CH2)3CH3 | CH(CH3)CH(CH3)-0-(2,4-Cl2-C6H3) | 0 |
4 4 4 • 4 4 9
9 9 9
4* 4 4 4 4
4 * · · • 4 4-4 4 • 4 · · • 4 99 • · ·
| Č. ' | R2 | R3 | R4 | z |
| Ial.621 | ch3 | H | ch3 | NH |
| Ial.622 | ch3 | ch3 | ch3 | NH |
| Ial.623 | ch3 | ch2ch3 | ch3 | NH |
| Ial.624 | ch3 | (CH2)2CH3 | ch3 | NH |
| Ial.625 | ch3 | (CH2)3CH3 | ch3 | NH |
| Ial.626 | ch3 | H | c2h5 | NH |
| Ial.627 | ch3 | ch3 | c2h5 | NH |
| lal.628 | ch3 | ch2ch3 | c2h5 | NH |
| Ial.629 | ch3 | (CH2)2CH3 | C2H5 | NH |
| lal.630 | ch3 | (CH2)3CH3 | c2h5 | NH |
| Ial.631 | ch3 | H | (CH2)2CH3 | NH |
| Ial.632 | ch3 | ch3 | (CH2)2CH3 | NH |
| lal.633 | ch3 | ch2ch3 | (CH2)2CH3 | NH |
| lal.634 | ch3 | (CH2)2CH3 | (CH2)2CH3 | NH |
| lal.635 | ch3 | (CH2)3CH3 | (CH2)2CH3 | NH |
| lal.636 | ch3 | H | CH(CH3)2 | NH |
| lal.637 | ch3 | ch3 | CH(CH3)2 | NH |
| Ial.638 | ch3 | ch2ch3 | CH(CH3)2 | NH |
| lal.639 | ch3 | (CH2)2CH3 | CH(CH3)2 | NH |
| Ial.640 | ch3 | (CH2)3CH3 | CH(CH3)2 | NH |
| lal.641 | ch3 | H | (CH2)3CH3 | NH |
| Ial.642 | ch3 | ch3 | (CH2)3CH3 | NH |
| lal.643 | ch3 | ch2ch3 | (CH2)3CH3 | NH |
| Ial.644 | ch3 | (CH2)2CH3 | (CH2)3CH3 | NH |
| lal.645 | ch3 | (CH2)3CH3 | (CH2)3CH3 | NH |
| Ial.646 | ch3 | H | CH2CH(CH3)2 | NH |
| lal.647 | ch3 | CH3 | CH2CH(CH3)2 | NH |
| lal.648 | ch3 | ch2ch3 | CH2CH(CH3)2 | NH |
| lal.649 | ch3 | (CH2)2CH3 | CH2CH(CH3)2 | NH |
| Ial.650 | ch3 | (CH2)3CH3 | CH2CH(CH3)2 | NH |
| Ial.651 | ch3 | H | CH(CH3)CH2CH3 | NH |
| Ial.652 | ch3 | ch3 | CH(CH3)CH2CH3 | NH |
| lal.653 | ch3' | ch2ch3 | CH(CH3)CH2CH3 | NH |
| Ial.654 | ch3 | (CH2)2CH3 | CH(CH3)CH2CH3 | NH |
| lal.655 | ch3 | (CH2)3CH3 | CH(CH3)CH2CH3 | NH |
| Ial.656 | ch3 | H | (CH2)2-C6H5 | NH |
| lal.657 | ch3 | ch3 | (CH2)2-C6H5 | NH |
| Ial.658 | ch3 | ch2ch3 | (CH2)2-C6H5 | NH |
| lal.659 | ch3 | (CH2)2CH3 | (CH2)2-C6H5 | NH |
• 9 9 9
9 9 9 • 9 9 9
999 Φ·· *
·« 9 • φ »· • · · • ·
| č. | R2 | R3 | R4 | z |
| Ial.660 | ch3 | (CH2)3CH3 | (CH2)2-C6H5 | NH |
| Ial.661 | ch3 | H | CH2CH(CH3)-C6H5 | NH |
| lal.662 | ch3 | ch3 | CH2CH(CH3)-C6Hs | NH |
| Ial.663 | ch3 | ch2ch3 | CH2CH(CH3)-C6H5 | NH |
| lal.664 | ch3 | (CH2)2CH3 | CH2CH(CH3)-C6H5 | NH |
| lal.665 | ch3 | (CH2)3CH3 | CH2CH(CH3)-C6H5 | NH |
| Ial.666 | ch3 | H | CH(CH3)CH2-C6H5 | NH |
| Ial.667 | ch3 | ch3 | CH(CH3)CH2-C6H5 | NH |
| Ial.668 | ch3 | ch2ch3 | CH(CH3)CH2-C6H5 | NH |
| Ial.669 | ch3 | (ch2)2ch3 | CH(CH3)CH2-C6H5 | NH |
| lal.670 | ch3 | (CH2)3CH3 | CH(CH3)CH2-C6H5 | NH |
| lal.671 | ch3 | H | CH(CH3)CH(CH3)-C6H5 | NH |
| Ial.672 | ch3 | ch3 | CH(CH3)CH(CH3)-C6H5 | NH |
| Ial.673 | ch3 | ch2ch3 | CH(CH3)CH(CH3)-C6H5 | NH |
| Ial.674 | ch3 | (CH2)2CH3 | CH(CH3)CH(CH3)-CgHs | NH |
| Ial.675 | ch3 | (CH2)3CH3 | CH(CH3)CH(CH3)-C6H5 | NH |
| Ial.676 | ch3 | H | (CH2)2-(4-Cl-CgH4) | NH |
| lal.677 | ch3 | ch3 | (CH2)2-(4-Cl-C6H4) | NH |
| lal.678 | ch3 | ch2ch3 | (CH2)2-(4-Cl-C6H4) | NH |
| lal.679 | ch3 | (CH2)2CH3 | (CH2)2-(4-Cl-C6H4) | NH |
| lal.680 | ch3 | (CH2)3CH3 | (CH2)2-(4-Cl-C6H4) | NH |
| lal.681 | ch3 | H | CH2CH(CH3)-(4-Cl-C6H4) | NH |
| lal.682 | ch3 | ch3 | ch2ch(CH3)-(4-Cl-C6H4) | NH |
| lal.683 | ch3 | ch2ch3 | CH2CH(CH3)-(4-Cl-C6H4 ) | NH |
| lal.684 | ch3 | (CH2)2CH3 | CH2CH(CH3)-(4-Cl-C6H4) | NH |
| lal.685 | ch3 | (CH2)3CH3 | CH2CH(CH3)-(4-Cl-C6H4) | NH |
| lal.686 | ch3 | H | CH{CH3)CH2-(4-Cl-C6H4) | NH |
| lal.687 | ch3 | ch3 | CH(CH3)CH2-(4-Cl-C6H4) | NH |
| lal.688 | ch3 | ch2ch3 | CH(CH3)CH2-(4-Cl-C6H4) | NH |
| lal.689 | ch3 | (CH2)2CH3 | CH(CH3)CH2-(4-Cl-C6H4) | NH |
| lal.690 | ch3 | (CH2)3CH3 | CH(CH3)CH2-(4-Cl-C6H4) | NH |
| lal.691 | ch3 | H | CH(CH3)CH(CH3)-(4-Cl-C6H4) | NH |
| lal.692 | ch3 | ch3 | CH(CH3)CH(CH3)-(4-Cl-C6H4) | NH |
| lal.693 | ch3 | ch2ch3 | CH(CH3)CH(CH3)-(4-Cl-C6H4) | NH |
| lal.694 | ch3 | (CH2)2CH3 | CH(CH3)CH(CH3)-(4-Cl-C6H4) | NH |
| lal.695 | ch3 | (CH2)3CH3 | CH(CH3)CH(CH3)-(4-Cl-C6H4) | NH |
| lal.696 | ch3 | H | (CH2)2-(2,4-Cl2-C6H3) | NH |
| lal.697 | ch3 | ch3 | (CH2)2-(2,4-Cl2-C6H3) | NH |
| lal.698 | ch3 | ch2ch3 | (CH2)2-(2,4-Cl2-CgH3) | NH |
99 • · · 9
9 9 9
999 999 ·
9 9 9 ··«· • · 9
999 · ·
9
999 999
9
9 9
9
999 999
| č. | R2 | R3 | R4 | z |
| Ial.699 | ch3 | (CH2)2CH3 | (CH2)2-(2,4-Cl2-C6H3 ) | NH |
| lal.700 | ch3 | (CH2)3CH3 | (CH2)2-(2,4-Cl2-C6H3 ) | NH |
| Ial.701 | ch3 | H | CH2CH(CH3 ) - (2,4-C12-C6H3) | NH |
| lal.702 | ch3 | ch3 | CH2CH(CH3)-(2,4-Cl2-C6H3) | NH |
| lal.703 | ch3 | ch2ch3 | CH2CH(CH3)-(2,4-Cl2-C6H3) | NH |
| Ial.704 | ch3 | (CH2)2CH3 | CH2CH(CH3)-(2,4-Cl2-C6H3) | NH |
| lal.705 | ch3 | (CH2)3CH3 | CH2CH(CH3)-(2,4-Cl2-C6H3) | NH |
| lal.706 | ch3 | H | CH(CH3)CH2-(2,4-Cl2-C6H3 ) | NH |
| lal.707 | ch3 | ch3 | CH(CH3)CH2-(2,4-C12-C6H3 ) | NH |
| lal.708 | ch3 | ch2ch3 | CH(CH3)CH2-(2,4-Cl2-C6H3 ) | NH |
| lal.709 | ch3 | (CH2)2CH3 | CH(CH3)CH2-(2,4-C12-C6H3 ) | NH |
| Ial.710 | ch3 | (CH2)3CH3 | CH(CH3)CH2-(2,4-Cl2-C6H3 ) | NH |
| lal.711 | ch3 | H | CH(CH3)CH(CH3)-(2,4-Cl2-C6H3) | NH |
| Ial.712 | ch3 | ch3 | CH(CH3)CH(CH3)-(2,4-Cl2-C6H3 ) | NH |
| lal.713 | ch3 | ch2ch3 | CH(CH3)CH(CH3)-(2,4-Cl2-C6H3 ) | NH |
| lal.714 | ch3 | (CH2)2CH3 | CH(CH3)CH(CH3)-(2,4-C12-C6H3) | NH |
| lal.715 | ch3 | (CH2)3CH3 | CH(CH3)CH(CH3)-(2,4-Cl2-C6H3 ) | NH |
| Ial.716 | ch3 | H | (CH2)2-O-C6H5 | NH |
| lal.717 | ch3 | ch3 | (CH2)2-O-C6H5 | NH |
| lal.718 | ch3 | ch2ch3 | (CH2)2-O-C6H5 | NH |
| Ial.719 | ch3 | (CH2)2CH3 | (CH2)2-O-C6H5 | NH |
| lal.720 | ch3 | (CH2)3CH3 | (CH2)2-O-C6H5 | NH |
| lal.721 | ch3 | H | CH2CH(CH3)-O-C6H5 | NH |
| lal.722 | ch3 | ch3 | CH2CH(CH3)-O-C6H5 | NH |
| lal.723 | ch3 | ch2ch3 | CH2CH(CH3)-O-C6H5 | NH |
| lal.724 | ch3 | (CH2)2CH3 | CH2CH(CH3)-O-C6H5 | NH |
| Ial.725 | ch3 | (CH2)3CH3 | CH2CH(CH3)-O-C6H5 | NH |
| Ial.726 | ch3 | H | CH(CH3)CH2-O-C6H5 | NH |
| Ial.727 | ch3 | ch3 | CH(CH3)CH2-O-C6H5 | NH |
| lal.728 | ch3 | ch2ch3 | CH(CH3)CH2-O-C6H5 | NH |
| lal.729 | ch3 | (CH2)2CH3 | CH(CH3)CH2-O-C6H5 | NH |
| lal.730 | ch3 | (CH2)3CH3 | CH(CH3)CH2-O-C6H5 | NH |
| Ial.731 | ch3 | H | CH(CH3)CH(CH3)-O-C6H5 | NH |
| lal.732 | ch3 | ch3 | CH(CH3)CH(CH3)-O-C6H5 | NH |
| lal.733 | ch3 | ch2ch3 | CH(CH3)CH(CH3)-O-C6H5 | NH |
| lal.734 | ch3 | (CH2)2CH3 | CH(CH3)CH(CH3)-O-C6H5 | NH |
| Ial.735 | ch3 | (CH2)3CH3 | CH(CH3)CH(CH3)-O-C6H5 | NH |
| Ial.736 | ch3 | H | (CH2)2-O-(4-Cl-C6H4) | NH |
| Ial.737 | ch3 | ch3 | (CH2)2-O-(4-Cl-C6H4) | NH |
• · · · • » · · • 999 999
9 • 9 ·9
| č. | R2 | R3 | R4 | Z |
| Ial.738 | ch3 | ch2ch3 | (CH2)2-0-(4-Cl-C6H4) | NH |
| Ial.739 | ch3 | (CH2)2CH3 | (CH2)2-0-(4-Cl-C6H4) | NH |
| Ial.740 | ch3 | (CH2)3CH3 | (CH2)2-0-(4-Cl-C6H4) | NH |
| Ial.741 | ch3 | H | CH2CH(CH3)-O-(4-Cl-C6H4) | NH |
| Ial.742 | ch3 | ch3 | CH2CH(CH3)-O-(4-Cl-C6H4) | NH |
| Ial.743 | ch3 | ch2ch3 | CH2CH(CH3)-O-(4-Cl-C6H4) | NH |
| Ial.744 | ch3 | (CH2)2CH3 | CH2CH(CH3)-0-(4-Cl-C6H4 ) | NH |
| Ial.745 | ch3 | (CH2)3CH3 | CH2CH(CH3)-0-(4-Cl-C6H4 ) | NH |
| Ial.746 | ch3 | H | CH(CH3)CH2-O-(4-Cl-C6H4) | NH |
| Ial.747 | ch3 | ch3 | CH(CH3)CH2-O-(4-Cl-C6H4 ) | NH |
| Ial.748 | ch3 | ch2ch3 | CH(CH3)CH2-O-(4-Cl-C6H4) | NH |
| Ial.749 | ch3 | (CH2)2CH3 | CH(CH3)CH2-O-(4-Cl-C6H4) | NH |
| Ial.750 | ch3 | (CH2)3CH3 | CH(CH3)CH2-O-(4-Cl-C6H4 ) | NH |
| Ial.751 | ch3 | H | CH(CH3)CH(CH3)-0-(4-Cl-C6H4 ) | NH |
| Ial.752 | ch3 | ch3 | CH(CH3 )CH(CH3)-0-(4-C1-C6H4) | NH |
| Ial.753 | ch3 | ch2ch3 | CH(CH3)CH(CH3)-0-(4-Cl-C6H4 ) | NH |
| Ial.754 | ch3 | (CH2)2CH3 | CH(CH3 )CH(CH3)-0-(4-Cl-C6H4 ) | NH |
| Ial.755 | ch3 | (CH2)3CH3 | CH(CH3)CH(CH3)-0-(4-C1-C6H4) | NH |
| Ial.756 | ch3 | H | (CH2)2-0-(2,4-Cl2-C6H3 ) | NH |
| Ial.757 | ch3 | ch3 | (CH2)2-0-(2,4-Cl2-C6H3 ) | NH |
| Ial.758 | ch3 | ch2ch3 | (CH2)2-0-(2,4-Cl2-C6H3) | NH |
| Ial.759 | ch3 | (CH2)2CH3 | (CH2 )2-0-(2,4-Cl2-C6H3) | NH |
| Ial.760 | ch3 | (CH2)3CH3 | (CH2)2-0-(2,4-Cl2-C6H3) | NH |
| Ial.761 | ch3 | H | CH2CH(CH3)-0-(2,4-C12-C6H3) | NH |
| Ial.762 | ch3 | ch3 | CH2CH(CH3) -0-(2,4-C12-C6H3 ) | NH |
| Ial.763 | ch3 | ch2ch3 | CH2CH (CH3)-0-(2,4 -Cl2 -C6H3) | NH |
| Ial.764 | ch3 | (CH2)2CH3 | CH2CH(CH3)-0-(2,4-Cl2-C6H3) | NH |
| Ial.765 | ch3 | (CH2)3CH3 | CH2CH(CH3)-0-(2,4-Cl2-C6H3) | NH |
| Ial.766 | ch3 | H | CH(CH3)CH2-0-(2,4-Cl2-C6H3 ) | NH |
| Ial.767 | ch3 | ch3 | CH(CH3)CH2-0-(2,4-Cl2-C6H3 ) | NH |
| Ial.768 | ch3 | ch2ch3 | CH(CH3)CH2-0-(2,4-Cl2-C6H3 ) | NH |
| Ial.769 | ch3 | (CH2)2CH3 | CH(CH3)CH2-O-(2,4-Cl2-C6H3) | NH |
| Ial.770 | ch3 | (CH2)3CH3 | CH(CH3)CH2-0-(2,4-C12-C6H3) | NH |
| Ial.771 | ch3 | H | CH(CH3)CH(CH3)-0-(2,4-Cl2-C6H3 ) | NH |
| Ial.772 | ch3 | ch3 | CH(CH3 )CH(CH3) -0-(2,4-Cl2-C6H3 ) | NH |
| Ial.773 | ch3 | ch2ch3 | CH(CH3)CH(CH3)-0-(2,4-Cl2-C6H3) | NH |
| Ial.774 | ch3 | (CH2)2CH3 | CH(CH3)CH(CH3)-0-(2,4-Cl2-C6H3) | NH |
| Ial.775 | ch3 | (CH2)3CH3 | CH(CH3 )CH(CH3)-0-(2,4-Cl2-C6H3) | NH |
• ·· · ··· ► · · · » · · · • fefe fefefe • fe ·· fefe
| Č. ! | R2 | R3 | R4 | z |
| Ial.776 | ch3 | H | ch3 | nch3 |
| Ial.777 | ch3 | ch3 | ch3 | nch3 |
| Ial.778 | ch3 | ch2ch3 | ch3 | nch3 |
| Ial.779 | ch3 | (CH2)2CH3 | ch3 | nch3 |
| Ial.780 | ch3 | (CH2)3CH3 | ch3 | nch3 |
| Ial.781 | ch3 | H | C2H5 | nch3 |
| Ial.782 | ch3 | ch3 | C2H5 | nch3 |
| Ial.783 | ch3 | CH2CH3 | c2h5 | nch3 |
| Ial.784 | ch3 | (CH2)2CH3 | C2H5 | nch3 |
| Ial.785 | ch3 | (CH2)3CH3 | C2H5 | nch3 |
| Ial.786 | ch3 | H | (CH2)2CH3 | nch3 |
| Ial.787 | ch3 | ch3 | (CH2)2CH3 | nch3 |
| Ial.788 | ch3 | ch2ch3 | (CH2)2CH3 | nch3 |
| Ial.789 | ch3 | (CH2)2CH3 | (CH2)2CH3 | nch3 |
| Ial.790 | ch3 | (ch2)3ch3 | (CH2)2CH3 | nch3 |
| Ial.791 | ch3 | H | CH(CH3)2 | nch3 |
| Ial.792 | ch3 | ch3 | CH(CH3)2 | nch3 |
| Ial.793 | ch3 | ch2ch3 | CH(CH3)2 | nch3 |
| Ial.794 | ch3 | (CH2)2CH3 | CH(CH3)2 | nch3 |
| Ial.795 | ch3 | (CH2)3CH3 | CH(CH3)2 | nch3 |
| Ial.796 | ch3 | H | (CH2)3CH3 | nch3 |
| Ial.797 | ch3 | ch3 | (CH2)3CH3 | nch3 |
| Ial.798 | ch3 | ch2ch3 | (CH2)3CH3 | nch3 |
| Ial.799 | ch3 | (CH2)2CH3 | (CH2)3CH3 | nch3 |
| Ial.800 | ch3 | (CH2)3CH3 | (CH2)3CH3 | nch3 |
| Ial.801 | ch3 | H | CH2CH(CH3)2 | nch3 |
| Ial.802 | ch3 | ch3 | CH2CH(CH3)2 | nch3 |
| Ial.803 | ch3 | ch2ch3 | CH2CH(CH3)2 | nch3 |
| Ial.804 | ch3 | (ch2)2ch3 | CH2CH(CH3)2 | nch3 |
| Ial.805 | ch3 | (CH2)3CH3 | CH2CH(CH3)2 | nch3 |
| Ial.806 | ch3 | H | CH(CH3)CH2CH3 | nch3 |
| Ial.807 | ch3 | ch3 | CH(CH3)CH2CH3 | nch3 |
| Ial.808 | ch3 | ch2ch3 | CH(CH3)CH2CH3 | nch3 |
| Ial.809 | ch3 | (CH2)2CH3 | CH(CH3)CH2CH3 | nch3 |
| Ial.810 | ch3 | (CH2)3CH3 | CH(CH3)CH2CH3 | nch3 |
| Ial.811 | ch3 | H | (CH2)2-C6H5 | nch3 |
| Ial.812 | ch3 | ch3 | (ch2)2-c6h5 | nch3 |
| Ial.813 | ch3 | ch2ch3 | (CH2)2-C6H5 | nch3 |
| Ial.814 | ch3 | (CH2)2CH3 | (CH2)2-C6H5 | nch3 |
·» · · • · 9 9
9 9 9
999 999
9
| č. ? | R2 | R3 | R4 | z |
| Ial.815 | ch3 | (CH2)3CH3 | (CH2)2-C6H5 | nch3 |
| Ial.816 | ch3 | H | CH2CH(CH3)-C6H5 | nch3 |
| Ial.817 | ch3 | ch3 | CH2CH(CH3)-C6H5 | nch3 |
| Ial.818 | ch3 | ch2ch3 | CH2CH(CH3)-C6H5 | nch3 |
| Ial.819 | ch3 | (CH2)2CH3 | CH2CH(CH3)-C6H5 | nch3 |
| Ial.820 | ch3 | (CH2)3CH3 | CH2CH(CH3)-C6H5 | nch3 |
| Ial.821 | ch3 | H | CH(CH3)CH2-C6H5 | nch3 |
| Ial.822 | ch3 | ch3 | CH(CH3)CH2-C6H5 | nch3 |
| Ial.823 | ch3 | ch2ch3 | CH(CH3)CH2-C6H5 | nch3 |
| Ial.824 | ch3 | (CH2)2CH3 | CH(CH3)CH2-C6H5 | nch3 |
| Ial.825 | ch3 | (CH2)3CH3 | CH(CH3)CH2-C6H5 | nch3 |
| Ial.826 | ch3 | H | CH(CH3)CH(CH3)-C6H5 | nch3 |
| Ial.827 | ch3 | ch3 | CH(CH3)CH(CH3)-C6H5 | nch3 |
| Ial.828 | ch3 | ch2ch3 | CH(CH3)CH(CH3)-C6H5 | nch3 |
| Ial.829 | ch3 | (CH2)2CH3 | CH(CH3)CH(CH3)-C6H5 | nch3 |
| Ial.830 | ch3 | (CH2)3CH3 | CH(CH3)CH(CH3)-C6H5 | nch3 |
| Ial.831 | ch3 | H | (CH2)2-(4-Cl-C6H4) | nch3 |
| Ial.832 | ch3 | ch3 | (CH2)2-(4-Cl-C6H4) | nch3 |
| Ial.833 | ch3 | ch2ch3 | (CH2)2-(4-Cl-C6H4) | nch3 |
| Ial.834 | ch3 | (CH2)2CH3 | (CH2 )2-(4-Cl-C6H4) | nch3 |
| Ial.835 | ch3 | (CH2)3CH3 | (CH2)2-(4-Cl-C6H4) | nch3 |
| Ial.836 | ch3 | H | CH2CH(CH3)-(4-Cl-C6H4) | nch3 |
| Ial.837 | ch3 | ch3 | ch2ch(CH3)-(4-C1-C6H4) | nch3 |
| Ial.838 | ch3 | ch2ch3 | CH2CH(CH3)-(4-Cl-C6H4) | nch3 |
| Ial.839 | ch3 | (CH2)2CH3 | CH2CH(CH3)-(4-Cl-C6H4) | nch3 |
| Ial.840 | ch3 | (CH2)3CH3 | CH2CH(CH3)-(4-Cl-C6H4) | nch3 |
| Ial.841 | ch3 | H | CH(CH3)CH2-(4-Cl-C6H4) | nch3 |
| Ial.842 | ch3 | ch3 | CH(CH3)CH2-(4-Cl-C6H4) | nch3 |
| Ial.843 | ch3 | ch2ch3 | CH(CH3)CH2-(4-Cl-C6H4) | nch3 |
| Ial.844 | ch3 | (CH2)2CH3 | CH(CH3)CH2-(4-Cl-C6H4) | nch3 |
| Ial.845 | ch3 | (CH2)3CH3 | CH(CH3)CH2-(4-Cl-C6H4 ) | nch3 |
| Ial.846 | ch3 | H | CH(CH3)CH(CH3)-(4-Cl-C6H4) | nch3 |
| Ial.847 | ch3 | ch3 | CH(CH3)CH(CH3)-{4-Cl-C6H4) | nch3 |
| Ial.848 | ch3 | ch2ch3 | CH(CH3)CH(CH3)-(4-Cl-C6H4) | nch3 |
| Ial.849 | ch3 | (CH2)2CH3 | CH(CH3)CH(CH3)-(4-Cl-C6H4) | nch3 |
| Ial.850 | ch3 | (CH2)3CH3 | CH(CH3)CH(CH3)-(4-Cl-C6H4) | nch3 |
| Ial.851 | ch3 | H | (CH2)2-(2,4-Cl2-C6H3 ) | nch3 |
| Ial.852 | ch3 | ch3 | (CH2)2-(2,4-Cl2-C6H3 ) | nch3 |
| Ial.853 | ch3 | ch2ch3 | (CH2)2-(2,4-Cl2-C6H3 ) | nch3 |
• · · · ·♦· ··· ···♦ ft »··
| č. | R2 | R3 | R4 | z |
| Ial.854 | ch3 | (CH2)2CH3 | (CH2)2-(2,4-Cl2-C6H3) | nch3 |
| Ial.855 | ch3 | (CH2)3CH3 | (CH2)2-(2,4-Cl2-C6H3) | nch3 |
| Ial.856 | ch3 | H | CH2CH(CH3)-(2,4-Cl2-C6H3) | nch3 |
| Ial.857 | ch3 | ch3 | CH2CH(CH3)-(2,4-Cl2-C6H3) | nch3 |
| Ial.858 | ch3 | ch2ch3 | CH2CH(CH3)-(2,4-Cl2-C6H3) | nch3 |
| Ial.859 | ch3 | (CH2)2CH3 | CH2CH(CH3)-(2,4-Cl2-C6H3) | nch3 |
| Ial.860 | ch3 | (CH2)3CH3 | CH2CH(CH3) - (2 ,4-Cl2-C6H3 ) | nch3 |
| Ial.861 | ch3 | H | CH(CH3)CH2-(2,4-Cl2-C6H3) | nch3 |
| Ial.862 | ch3 | ch3 | CH(CH3)CH2-(2,4-Cl2-C6H3) | nch3 |
| Ial.863 | ch3 | ch2ch3 | CH(CH3)CH2-(2,4-Cl2-C6H3) | nch3 |
| Ial.864 | ch3 | (CH2)2CH3 | CH(CH3)CH2-(2,4-Cl2-C6H3) | nch3 |
| Ial.865 | ch3 | (CH2)3CH3 | CH(CH3)CH2-(2,4-Cl2-C6H3) | nch3 |
| Ial.866 | ch3 | H | CH(CH3)CH(CH3)-{2,4-Cl2-C6H3) | nch3 |
| Ial.867 | ch3 | ch3 | CH(CH3 )CH(CH3)-(2,4-Cl2-C6H3 ) | nch3 |
| Ial.868 | ch3 | ch2ch3 | CH(CH3)CH(CH3)-(2,4-Cl2-C6H3) | nch3 |
| Ial.869 | ch3 | (CH2)2CH3 | CH(CH3)CH(CH3)-(2,4-Cl2-C6H3) | nch3 |
| Ial.870 | ch3 | (CH2)3CH3 | CH(CH3)CH(CH3)-(2,4-Cl2-C6H3) | nch3 |
| Ial.871 | ch3 | H | (CH2)2-O-C6H5 | nch3 |
| Ial.872 | ch3 | ch3 | (CH2)2-O-C6H5 | nch3 |
| Ial.873 | ch3 | ch2ch3 | (CH2)2-O-C6H5 | nch3 |
| Ial.874 | ch3 | (CH2)2CH3 | (CH2)2-O-C6H5 | nch3 |
| Ial.875 | ch3 | (CH2)3CH3 | (CH2)2-O-C6H5 | nch3 |
| Ial.876 | ch3 | H | CH2CH(CH3)-O-C6H5 | nch3 |
| lal.877 | ch3 | ch3 | CH2CH(CH3)-O-C6H5 | nch3 |
| Ial.878 | ch3 | ch2ch3 | CH2CH(CH3)-O-C6H5 | nch3 |
| Ial.879 | ch3 | (CH2)2CH3 | CH2CH(CH3)-O-C6H5 | nch3 |
| Ial.880 | ch3 | (CH2)3CH3 | CH2CH(CH3)-O-C6H5 | nch3 |
| Ial.881 | ch3 | H | CH(CH3)CH2-O-C6H5 | nch3 |
| Ial.882 | ch3 | ch3 | CH(CH3)CH2-O-C6H5 | nch3 |
| Ial.883 | ch3 | ch2ch3 | CH(CH3)CH2-O-C6H5 | nch3 |
| lal.884 | ch3 | (CH2)2CH3 | CH(CH3)CH2-O-C6H5 | nch3 |
| Ial.885 | ch3 | (CH2)3CH3 | CH(CH3)CH2-O-C6H5 | nch3 |
| Ial.886 | ch3 | H | CH(CH3)CH(CH3)-O-C6H5 | nch3 |
| lal.887 | ch3 | ch3 | CH(CH3)CH(CH3)-O-C6H5 | nch3 |
| Ial.888 | ch3 | ch2ch3 | CH(CH3)CH(CH3)-O-C6H5 | nch3 |
| Ial.889 | ch3 | (CH2)2CH3 | CH(CH3)CH(CH3)-O-C6H5 | nch3 |
| lal.890 | ch3 | (CH2)3CH3 | CH(CH3)CH(CH3)-O-C6H5 | nch3 |
| Ial.891 | ch3 | H | (CH2 ) 2-0- ( 4-Cl-C6H4 ) | nch3 |
| lal.892 | ch3 | ch3 | (CHZ ) 2-0- (4-Cl-C6H4 ) | nch3 |
ft · · · ft ft · · ft ftftft ftftft • · ·· ftft • ••ft
| č. | R2 | R3 | R4 | Z |
| Ial.893 | ch3 | ch2ch3 | (CH2)2-O-(4-Cl-C6H4) | nch3 |
| Ial.894 | ch3 | (CH2)2CH3 | (CH2)2-0-(4-Cl-C6H4) | nch3 |
| Ial.895 | ch3 | (CH2)3CH3 | (CH2)2-0-(4-Cl-C6H4) | nch3 |
| Ial.896 | ch3 | H | CH2CH(CH3)-O-(4-Cl-C6H4) | nch3 |
| Ial.897 | ch3 | ch3 | CH2CH(CH3)-O-(4-Cl-C6H4) | nch3 |
| Ial.898 | ch3 | ch2ch3 | CH2CH(CH3)-0-(4-Cl-C6H4 ) | nch3 |
| Ial.899 | ch3 | (CH2)2CH3 | CH2CH(CH3)-0-(4-Cl-C6H4 ) | nch3 |
| Ial.900 | ch3 | (CH2)3CH3 | CH2CH(CH3)-O-(4-Cl-C6H4) | nch3 |
| Ial.901 | ch3 | H | CH(CH3)CH2-O-(4-Cl-C6H4) | nch3 |
| Ial.902 | ch3 | ch3 | CH(CH3)CH2-O-(4-Cl-C6H4) | nch3 |
| Ial.903 | ch3 | ch2ch3 | CH(CH3)CH2-O-(4-Cl-C6H4) | nch3 |
| Ial.904 | ch3 | (CH2)2CH3 | CH(CH3)CH2-O-(4-Cl-C6H4) | nch3 |
| Ial.905 | ch3 | (CH2)3CH3 | CH(CH3)CH2-O-(4-Cl-C6H4) | nch3 |
| Ial.906 | ch3 | H | CH(CH3)CH(CH3)-O-(4-Cl-C6H4) | nch3 |
| Ial.907 | ch3 | CH3 | CH(CH3)CH(CH3)-0-(4-Cl-C6H4 ) | nch3 |
| Ial.908 | ch3 | ch2ch3 | CH(CH3)CH(CH3)-0-(4-Cl-C6H4) | nch3 |
| Ial.909 | ch3 | (CH2)2CH3 | CH(CH3)CH(CH3)-0-(4-Cl-C6H4) | nch3 |
| Ial.910 | ch3 | (CH2)3CH3 | CH(CH3)CH(CH3)-0-(4-Cl-C6H4) | nch3 |
| Ial.911 | ch3 | H | (CH2)2-0-(2,4-Cl2-C6H3 ) | nch3 |
| Ial.912 | ch3 | ch3 | (CH2)2-0-(2,4-Cl2-C6H3 ) | nch3 |
| Ial.913 | ch3 | ch2ch3 | (CH2)2-0-(2,4-Cl2-C6H3) | nch3 |
| Ial.914 | ch3 | (CH2)2CH3 | (CH2)2-O-(2,4-Cl2-C6H3) | nch3 |
| Ial.915 | ch3 | (CH2)3CH3 | (CH2)2-O-(2,4-Cl2-C6H3) | nch3 |
| Ial.916 | ch3 | H | CH2CH(CH3)-0-(2,4-Cl2-C6H3 ) | nch3 |
| Ial.917 | ch3 | ch3 | CH2CH(CH3)-0-(2,4-Cl2-C6H3) | nch3 |
| Ial.918 | ch3 | ch2ch3 | CH2CH(CH3)-0-(2,4-Cl2-C6H3) | nch3 |
| Ial.919 | ch3 | (CH2)2CH3 | CH2CH(CH3)-0-(2,4-C12-C6H3 ) | nch3 |
| Ial.920 | ch3 | (CH2)3CH3 | CH2CH(CH3)-0-(2,4-Cl2-C6H3 ) | nch3 |
| Ial.921 | ch3 | H | CH(CH3)CH2-O-(2,4-Cl2-C6H3 ) | nch3 |
| Ial.922 | ch3 | ch3 | CH(CH3)CH2-O-(2,4-Cl2-C6H3 ) | nch3 |
| Ial.923 | ch3 | ch2ch3 | CH(CH3)CH2-O-(2,4-Cl2-C6H3 ) | nch3 |
| Ial.924 | ch3 | (CH2)2CH3 | CH(CH3)CH2-O-(2,4-Cl2-C6H3) | nch3 |
| Ial.925 | ch3 | (CH2)3CH3 | CH(CH3)CH2-O-(2,4-Cl2-C6H3 ) | nch3 |
| Ial.926 | ch3 | H | CH(CH3)CH(CH3)-0-(2,4-Cl2-C6H3 ) | nch3 |
| Ial.927 | ch3 | ch3 | CH(CH3)CH(CH3)-0-(2,4-Cl2-C6H3 ) | nch3 |
| Ial.928 | ch3 | ch2ch3 | CH(CH3)CH(CH3)-0-(2,4-Cl2-C6H3 ) | nch3 |
| Ial.929 | ch3 | (CH2)2CH3 | CH(CH3)CH(CH3)-0-(2,4-Cl2-C6H3 ) | nch3 |
| Ial.930 | ch3 | (CH2)3CH3 | CH(CH3)CH(CH3)-0-(2,4-Cl2-C6H3 ) | nch3 |
• Φ φφ φ · φ φ φ φ φ φ φ φφφ φ φ · • ΦΦΦ φ • Φ·
| Č. | R2 | R3 | R4 | z |
| Ial.931 | och3 | H | ch3 | 0 |
| Ial.932 | och3 | ch3 | ch3 | 0 |
| Ial.933 | och3 | ch2ch3 | ch3 | 0 |
| Ial.934 | OCH3 | (CH2)2CH3 | ch3 | 0 |
| Ial.935 | och3 | (CH2)3CH3 | ch3 | 0 |
| Ial.936 | och3 | H | c2h5 | 0 |
| Ial.937 | och3 | ch3 | c2h5 | 0 |
| Ial.938 | och3 | ch2ch3 | c2h5 | 0 |
| Ial.939 | och3 | (CH2)2CH3 | c2h5 | 0 |
| Ial.940 | och3 | (ch2)3ch3 | c2h5 | 0 |
| Ial.941 | och3 | H | (CH2)2CH3 | 0 |
| Ial.942 | och3 | ch3 | (CH2)2CH3 | 0 |
| Ial.943 | och3 | ch2ch3 | (ch2)2ch3 | 0 |
| Ial.944 | och3 | (CH2)2CH3 | (CH2)2CH3 | 0 |
| Ial.945 | och3 | (CH2)3CH3 | (CH2)2CH3 | 0 |
| Ial.946 | och3 | H | CH(CH3)2 | 0 |
| Ial.947 | och3 | ch3 | CH(CH3)2 | 0 |
| Ial.948 | och3 | ch2ch3 | CH(CH3)2 | 0 |
| Ial.949 | och3 | (CH2)2CH3 | CH(CH3)2 | 0 |
| Ial.950 | och3 | (ch2)3ch3 | CH(CH3)2 | 0 |
| Ial.951 | och3 | H | (CH2)3CH3 | 0 |
| Ial.952 | och3 | ch3 | (CH2)3CH3 | 0 |
| Ial.953 | och3 | ch2ch3 | (CH2)3CH3 | 0 |
| Ial.954 | och3 | (CH2)2CH3 | (ch2)3ch3 | 0 |
| Ial.955 | och3 | (CH2)3CH3 | (CH2)3CH3 | 0 |
| Ial.956 | och3 | H | CH2CH(CH3)2 | 0 |
| Ial.957 | och3 | ch3 | CH2CH(CH3)2 | 0 |
| Ial.958 | och3 | ch2ch3 | CH2CH(CH3)2 | 0 |
| Ial.959 | och3 | (CH2)2CH3 | CH2CH(CH3)2 | 0 |
| Ial.960 | och3 | (CH2)3CH3 | CH2CH(CH3)2 | 0 |
| Ial.961 | och3 | H | CH(CH3)CH2CH3 | 0 |
| Ial.962 | och3 | CH3 | CH(CH3)CH2CH3 | 0 |
| Ial.963 | och3 | ch2ch3 | CH(CH3)CH2CH3 | 0 |
| Ial.964 | och3 | (CH2)2CH3 | CH(CH3)CH2CH3 | 0 |
| Ial.965 | och3 | (CH2)3CH3 | CH(CH3)CH2CH3 | 0 |
| Ial.966 | och3 | H | (CH2)2-C6H5 | 0 |
| Ial.967 | och3 | ch3 | (CH2)2-C6H5 | 0 |
| Ial.968 | och3 | ch2ch3 | (CH2)2-C6H5 | 0 |
| Ial.969 | och3 | (CH2)2CH3 | (CH2)2-C6H5 | 0 |
• ·· · • · fl · · • · «· · • · · · • · · • flfl flflfl fl1·· • ·· ·· • fl · · · · • · · · · • * flflfl flflfl • flfl «·· flfl flfl
| Č. | R2 | R3 | R4 | z |
| Ial.970 | och3 | (CH2)3CH3 | (CH2)2-C6H5 | 0 |
| Ial.971 | och3 | H | CH2CH(CH3)-C6Hs | 0 |
| Ial.972 | och3 | ch3 | CH2CH(CH3)-C6H5 | 0 |
| Ial.973 | och3 | ch2ch3 | CH2CH(CH3)-C6H5 | 0 |
| Ial.974 | och3 | <ch2)2ch3 | CH2CH(CH3)-C6H5 | 0 |
| Ial.975 | och3 | (CH2)3CH3 | CH2CH(CH3)-C6H5 | 0 |
| Ial.976 | och3 | H | CH(CH3)CH2-C6H5 | 0 |
| Ial.977 | och3 | ch3 | CH(CH3)CH2-C6H5 | 0 |
| Ial.978 | och3 | ch2ch3 | CH(CH3)CH2-C6H5 | 0 |
| Ial.979 | och3 | (CH2)2CH3 | CH(CH3)CH2-C6H5 | 0 |
| Ial.980 | och3 | (CH2)3CH3 | CH(CH3)CH2-C6H5 | 0 |
| Ial.981 | och3 | H | CH(CH3)CH(CH3)-C6H5 | 0 |
| Ial.982 | och3 | ch3 | CH(CH3)CH(CH3)-C6H5 | 0 |
| Ial.983 | och3 | ch2ch3 | CH(CH3)CH(CH3)-c6h5 | 0 |
| Ial.984 | och3 | (CH2)2CH3 | CH(CH3)CH(CH3)-C6H5 | 0 |
| Ial.985 | och3 | (CH2)3CH3 | CH(CH3)CH(CH3)-C6H5 | 0 |
| Ial.986 | och3 | H | (CH2 )2-(4-Cl-C6H4) | 0 |
| Ial.987 | och3 | ch3 | (CH2 )2-(4-Cl-C6H4) | 0 |
| Ial.988 | och3 | ch2ch3 | (CH2)2-(4-Cl-C6H4) | 0 |
| Ial.989 | och3 | (CH2)2CH3 | (CH2)2-(4-Cl-C6H4) | 0 |
| Ial.990 | och3 | (CH2)3CH3 | (CH2)2-(4-Cl-C6H4) | 0 |
| Ial.991 | och3 | H | CH2CH(CH3)-(4-Cl-C6H4) | 0 |
| Ial.992 | och3 | ch3 | CH2CH(CH3)-(4-Cl-C6H4) | 0 |
| Ial.993 | och3 | ch2ch3 | CH2CH(CH3)-{4-Cl-C6H4) | 0 |
| Ial.994 | och3 | (CH2)2CH3 | CH2CH(CH3)-(4-Cl-C6H4) | 0 |
| Ial.995 | och3 | (CH2)3CH3 | CH2CH(CH3)-(4-Cl-C6H4) | 0 |
| Ial.996 | och3 | H | CH(CH3)CH2-(4-Cl-C6H4) | 0 |
| Ial.997 | och3 | ch3 | CH(CH3)CH2-(4-Cl-C6H4) | 0 |
| Ial.998 | och3 | ch2ch3 | CH(CH3)CH2-(4-Cl-C6H4) | 0 |
| Ial.999 | och3 | (CH2)2CH3 | CH(CH3)CH2-(4-Cl-C6H4) | 0 |
| Ial.1000 | och3 | (CH2)3CH3 | CH(CH3)CH2-(4-Cl-C6H4) | 0 |
| Ial.1001 | och3 | H | CH(CH3)CH(CH3)-(4-Cl-C6H4) | 0 |
| Ial.1002 | och3 | CH3 | CH(CH3)CH(CH3)-(4-Cl-C6H4) | 0 |
| Ial.1003 | och3 | ch2ch3 | CH(CH3)CH(CH3)-(4-Cl-CgH4) | 0 |
| Ial.1004 | och3 | (CH2)2CH3 | CH(CH3)CH(CH3)-(4-Cl-C6H4) | 0 |
| Ial.1005 | och3 | (CH2)3CH3 | CH(CH3)CH(CH3)-(4-Cl-C6H4) | 0 |
| Ial.1006 | och3 | H | (CH2)2-(2,4-Cl2-C6H3, | 0 |
| Ial.1007 | och3 | ch3 | (CH2)2-(2,4-Cl2-C6H3) | 0 |
| Ial.1008 | och3 | ch2ch3 | (CH2)2-(2, 4-Cl2-C6H3) | 0 |
| • ftftftft ft | t ftft | • ft | ||
| • ft · | ftft | • ft | • · | • · |
| • ··· | • | • | • ft | • ft |
| • ftft | ft | • | ft ··· | ftftft |
| • ft | • | • | • | • |
| • ftft ftftft | • ftft | ft·· | ftft | • ft |
| Č. | R2 | R3 | R4 | z |
| Ial.1009 | och3 | (CH2)2CH3 | (CH2) 2-(2,4-Cl2-C6H3) | 0 |
| Ial.1010 | och3 | (CH2)3CH3 | (CH2) 2-( 2,4-Cl2-C6H3) | 0 |
| Ial.1011 | och3 | H | CH2CH(CH3)-(2,4-Cl2-C6H3) | 0 |
| Ial.1012 | och3 | ch3 | CH2CH(CH3)-(2,4-Cl2-C6H3) | 0 |
| Ial.1013 | och3 | ch2ch3 | CH2CH(CH3)-(2,4-Cl2-C6H3) | 0 |
| Ial.1014 | och3 | (CH2)2CH3 | CH2CH(CH3) - (2,4-Cl2-C6H3) | 0 |
| Ial.1015 | och3 | (CH2)3CH3 | CH2CH(CH3)-(2,4-Cl2-C6H3) | 0 |
| Ial.1016 | och3 | H | CH(CH3)CH2-(2,4-Cl2-C6H3 ) | 0 |
| Ial.1017 | och3 | ch3 | CH(CH3)CH2-(2,4-C12-C6H3) | 0 |
| Ial.1018 | och3 | ch2ch3 | CH(CH3)CH2-(2,4-Cl2-C6H3) | 0 |
| Ial.1019 | och3 | (CH2)2CH3 | CH(CH3)CH2-(2,4-Cl2-C6H3) | 0 |
| Ial.1020 | och3 | (CH2)3CH3 | CH(CH3)CH2-(2,4-Cl2-C6H3) | 0 |
| Ial.1021 | och3 | H | CH(CH3)CH(CH3)-(2,4-Cl2-C6H3) | 0 |
| Ial.1022 | och3 | ch3 | CH(CH3)CH(CH3)-(2,4-Cl2-C6H3) | 0 |
| Ial.1023 | och3 | ch2ch3 | CH(CH3)CH(CH3)-(2,4-Cl2-C6H3) | 0 |
| Ial.1024 | och3 | (CH2)2CH3 | CH(CH3)CH(CH3)-(2,4-Cl2-C6H3) | 0 |
| Ial.1025 | och3 | (CH2)3CH3 | CH(CH3)CH(CH3)-(2,4-Cl2-C6H3) | 0 |
| Ial.1026 | och3 | H | (CH2)2-O-C6H5 | 0 |
| Ial.1027 | och3 | ch3 | (CH2)2-0-c6h5 | 0 |
| Ial.1028 | och3 | ch2ch3 | (CH2)2-O-C6H5 | 0 |
| Ial.1029 | och3 | (CH2)2CH3 | (CH2)2-o-c6h5 | 0 |
| Ial.1030 | och3 | (CH2)3CH3 | (ch2)2-0-c6h5 | 0 |
| Ial.1031 | och3 | H | CH2CH(CH3)-O-C6H5 | 0 |
| Ial.1032 | och3 | ch3 | CH2CH(CH3)-O-C6H5 | 0 |
| Ial.1033 | och3 | ch2ch3 | CH2CH(CH3)-O-C6H5 | 0 |
| Ial.1034 | och3 | (CH2)2CH3 | CH2CH(CH3)-O-C6H5 | 0 |
| Ial.1035 | och3 | (CH2)3CH3 | CH2CH(CH3)-O-C6H5 | 0 |
| Ial.1036 | och3 | H | CH(CH3)CH2-O-C6H5 | 0 |
| Ial.1037 | och3 | ch3 | CH(CH3)CH2-O-C6H5 | 0 |
| Ial.1038 | och3 | ch2ch3 | CH(CH3)CH2-O-C6H5 | 0 |
| Ial.1039 | och3 | (CH2)2CH3 | CH(CH3)CH2-O-C6H5 | 0 |
| Ial.1040 | och3 | (CH2)3CH3 | CH(CH3)CH2-O-C6H5 | 0 |
| Ial.1041 | och3 | H | CH(CH3)CH(CH3)-O-C6H5 | 0 |
| Ial.1042 | och3 | ch3 | CH(CH3)CH(CH3)-O-C6H5 | 0 |
| Ial.1043 | och3 | ch2ch3 | CH(CH3)CH(CH3)-o-c6h5 | 0 |
| Ial.1044 | och3 | (CH2)2CH3 | CH(CH3)CH(CH3)-O-C6H5 | 0 |
| Ial.1045 | och3 | (CH2)3CH3 | CH(CH3)CH(CH3)-O-C6H5 | 0 |
| Ial.1046 | och3 | H | (CH2)2-0-(4-Cl-C6H4) | 0 |
| Ial.1047 | och3 | ch3 | (CH2)2-0-(4-Cl-C6H4 ) | 0 |
J*·· e ·
| Č. : | R2 | R3 | R4 | Z |
| Ial.1048 | och3 | ch2ch3 | (CH2) 2-0-( 4-Cl-C6H4) | 0 |
| Ial.1049 | och3 | (CH2)2CH3 | (CH2 )2-0-(4-Cl-C6H4) | 0 |
| Ial.1050 | och3 | (CH2)3CH3 | (CH2 )2-0-(4-Cl-C6H4) | 0 |
| Ial.1051 | och3 | H | CH2CH(CH3)-0-(4-Cl-C6H4) | 0 |
| Ial.1052 | och3 | ch3 | CH2CH(CH3)-0-(4-Cl-C6H4) | 0 |
| Ial.1053 | och3 | ch2ch3 | CH2CH(CH3)-0-(4-Cl-C6H4) | 0 |
| Ial.1054 | och3 | (CH2)2CH3 | CH2CH(CH3)-0-(4-Cl-C6H4) | 0 |
| Ial.1055 | och3 | (CH2)3CH3 | CH2CH(CH3)-0-(4-Cl-C6H4) | 0 |
| Ial.1056 | och3 | H | CH(CH3)CH2-O-(4-Cl-C6H4) | 0 |
| Ial.1057 | och3 | ch3 | CH(CH3)CH2-O-(4-Cl-C6H4) | 0 |
| Ial.1058 | och3 | ch2ch3 | CH (CH3 )CH2-0-(4-Cl-C6H4) | 0 |
| Ial.1059 | och3 | (CH2)2CH3 | CH(CH3)CH2-O-(4-Cl-C6H4) | 0 |
| Ial.1060 | och3 | (CH2)3CH3 | CH(CH3)CH2-O-(4-Cl-C6H4) | 0 |
| Ial.1061 | och3 | H | CH(CH3)CH(CH3) -0-(4-Cl-C6H4) | 0 |
| Ial.1062 | och3 | ch3 | CH(CH3)CH(CH3) -0-(4-Cl-C6H4) | 0 |
| Ial.1063 | och3 | ch2ch3 | CH(CH3)CH(CH3) -0-(4-Cl-C6H4) | 0 |
| Ial.1064 | och3 | (CH2)2CH3 | CH(CH3)CH(CH3) -0-(4-Cl-C6H4) | 0 |
| Ial.1065 | och3 | (CH2)3CH3 | CH(CH3)CH(CH3) -0-(4-Cl-C6H4) | 0 |
| Ial.1066 | och3 | H | (CH2 )2-O-(2,4-Cl2-C6H3) | 0 |
| Ial.1067 | och3 | ch3 | (CH2 )2-0-(2,4-Cl2-C6H3) | 0 |
| Ial.1068 | och3 | ch2ch3 | (CH2 )2-0-(2,4-Cl2-C6H3) | 0 |
| Ial.1069 | och3 | (CH2)2CH3 | (CH2 )2-0-(2,4-Cl2-C6H3) | 0 |
| Ial.1070 | och3 | (CH2)3CH3 | (CH2 )2-0-(2,4-Cl2-C6H3) | 0 |
| Ial.1071 | och3 | H | CH2CH(CH3)-0-(2,4-C12-C6H3) | 0 |
| Ial.1072 | och3 | ch3 | CH2CH(CH3)-0-(2,4-Cl2-C6H3 ) | 0 |
| Ial.1073 | och3 | ch2ch3 | CH2CH(CH3)-0-(2,4-C12-C6H3) | 0 |
| Ial.1074 | och3 | (CH2)2CH3 | CH2CH(CH3)-0-(2,4-Cl2-C6H3) | 0 |
| Ial.1075 | och3 | (CH2)3CH3 | CH2CH(CH3)-0-(2,4-Cl2-C6H3) | 0 |
| Ial.1076 | och3 | H | CH(CH3)CH2-0-(2,4-Cl2-C6H3) | 0 |
| Ial.1077 | och3 | CH3 | CH(CH3)CH2-O-(2,4-Cl2-C6H3) | 0 |
| Ial.1078 | och3 | ch2ch3 | CH (CH3 )CH2-O- (2,4-Cl2-C6H3 ) | 0 |
| Ial.1079 | och3 | (CH2)2CH3 | CH(CH3)CH2-0-(2,4-Cl2-C6H3) | 0 |
| Ial.1080 | och3 | (CH2)3CH3 | CH(CH3)CH2-O-(2,4-Cl2-C6H3) | 0 |
| Ial.1081 | och3 | H | CH(CH3)CH(CH3)-0-(2,4-Cl2-C6H3) | 0 |
| Ial.1082 | och3 | ch3 | CH(CH3)CH(CH3)-0-(2,4-C12-C6H3 ) | 0 |
| Ial.1083 | och3 | ch2ch3 | CH(CH3)CH(CH3)-0-(2,4-C12-C6H3) | 0 |
| Ial.1084 | och3 | (CH2)2CH3 | CH(CH3)CH(CH3) -0-(2,4-Cl2-C6H3) | 0 |
| Ial.1085 | och3 | (CH2)3CH3 | CH(CH3)CH(CH3)-0-(2,4-C12-C6H3 ) | 0 |
» · · · fi
4*4 • 4
4'4 4 4 • 4 4 4 • 4 4 * · • « 444 · 4 4 • 4 © *4* 44 Μ
| č. | R2 | R3 | R4 | z |
| Ial.1086 | och3 | H | ch3 | NH |
| Ial.1087 | och3 | ch3 | ch3 | NH |
| Ial.1088 | och3 | ch2ch3 | ch3 | NH |
| Ial.1089 | och3 | (CH2)2CH3 | ch3 | NH |
| Ial.1090 | och3 | (CH2)3CH3 | ch3 | NH |
| Ial.1091 | och3 | H | c2h5 | NH |
| Ial.1092 | och3 | ch3 | c2h5 | NH |
| Ial.1093 | och3 | ch2ch3 | c2h5 | NH |
| Ial.1094 | och3 | (CH2)2CH3 | c2h5 | NH |
| Ial.1095 | och3 | (CH2)3CH3 | c2h5 | NH |
| Ial.1096 | och3 | H | (CH2)2CH3 | NH |
| Ial.1097 | och3 | ch3 | (CH2)2CH3 | NH |
| Ial.1098 | och3 | ch2ch3 | (CH2)2CH3 | NH |
| Ial.1099 | och3 | (CH2)2CH3 | (CH2)2CH3 | NH |
| Ial.1100 | och3 | (CH2)3CH3 | (CH2)2CH3 | NH |
| Ial.1101 | och3 | H | CH(CH3)2 | NH |
| Ial.1102 | och3 | ch3 | CH(CH3)2 | NH |
| Ial.1103 | och3 | ch2ch3 | CH(CH3)2 | NH |
| Ial.1104 | och3 | (CH2)2CH3 | CH(CH3)2 | NH |
| Ial.1105 | och3 | (CH2)3CH3 | CH(CH3)2 | NH |
| Ial.1106 | och3 | H | (CH2)3CH3 | NH |
| Ial.1107 | och3 | ch3 | (CH2)3CH3 | NH |
| Ial.1108 | och3 | ch2ch3 | (CH2)3CH3 | NH |
| Ial.1109 | och3 | (CH2)2CH3 | (CH2)3CH3 | NH |
| Ial.1110 | och3 | (CH2)3CH3 | (CH2)3CH3 | NH |
| Ial.llll | och3 | H | CH2CH(CH3)2 | NH |
| Ial.1112 | och3 | ch3 | CH2CH(CH3)2 | NH |
| Ial.1113 | och3 | ch2ch3 | CH2CH(CH3)2 | NH |
| Ial.1114 | och3 | (CH2)2CH3 | CH2CH(CH3)2 | NH |
| Ial.1115 | och3 | (CH2)3CH3 | CH2CH(CH3)2 | NH |
| Ial.1116 | och3 | H | CH(CH3)CH2CH3 | NH |
| Ial.1117 | och3 | ch3 | CH(CH3)CH2CH3 | NH |
| Ial.1118 | och3 | ch2ch3 | CH(CH3)CH2CH3 | NH |
| Ial.1119 | och3 | (CH2)2CH3 | CH(CH3)CH2CH3 | NH |
| Ial.1120 | och3 | (CH2)3CH3 | CH(CH3)CH2CH3 | NH |
| Ial.1121 | och3 | H | (CH2)2-C6H5 | NH |
| Ial.1122 | och3 | ch3 | (CH2)2-C6H5 | NH |
| Ial.1123 | och3 | ch2ch3 | (CH2)2-C6H5 | NH |
| Ial.1124 | och3 | (CH2)2CH3 | (CH2)2-C6H5 | NH |
• · φ • · *· • · • φ ·· · 119 .1 «
φ ·· · φ·φ
| č. ί | R2 | R3 | R4 | z |
| Ial.1125 | och3 | (CH2)3CH3 | (CH2)2-C6H5 | NH |
| Ial.1126 | och3 | H | CH2CH(CH3)-C6H5 | NH |
| Ial.1127 | och3 | ch3 | CH2CH(CH3)-C6H5 | NH |
| Ial.1128 | och3 | ch2ch3 | CH2CH(CH3)-C6H5 | NH |
| Ial.1129 | och3 | (CH2)2CH3 | CH2CH(CH3)-C6H5 | NH |
| Ial.1130 | och3 | (CH2)3CH3 | CH2CH(CH3)-C6H5 | NH |
| Ial.1131 | och3 | H | CH(CH3)CH2-C6H5 | NH |
| lal.1132 | och3 | ch3 | CH(CH3)CH2-C6H5 | NH |
| Ial.1133 | och3 | ch2ch3 | CH(CH3)CH2-C6H5 | NH |
| Ial.1134 | och3 | (CH2)2CH3 | CH(CH3)CH2-C6H5 | NH |
| Ial.1135 | och3 | (CH2)3CH3 | CH(CH3)CH2-C6H5 | NH |
| Ial.1136 | och3 | H | CH(CH3)CH(CH3)-C6H5 | NH |
| Ial.1137 | och3 | ch3 | CH(CH3)CH(CH3)-c6h5 | NH |
| Ial.1138 | och3 | ch2ch3 | CH(CH3)CH(CH3)-C6H5 | NH |
| Ial.1139 | och3 | (CH2)2CH3 | CH(CH3)CH(CH3)-C6H5 | NH |
| Ial.1140 | och3 | (CH2)3CH3 | CH(CH3)CH(CH3)-C6H5 | NH |
| Ial.1141 | och3 | H | (CH2)2-(4-Cl-C6H4) | NH |
| Ial.1142 | och3 | ch3 | (CH2)2-(4-Cl-C6H4) | NH |
| Ial.1143 | och3 | ch2ch3 | (CH2)2-(4-Cl-C6H4) | NH |
| Ial.1144 | och3 | (CH2)2CH3 | (CH2) 2-(4-Cl-C6H4) | NH |
| Ial.1145 | och3 | (CH2)3CH3 | (CH2)2-(4-Cl-C6H4) | NH |
| Ial.1146 | och3 | H | CH2CH(CH3)-(4-Cl-C6H4 ) | NH |
| Ial.1147 | och3 | ch3 | CH2CH(CH3)-(4-Cl-C6H4) | NH |
| Ial.1148 | och3 | ch2ch3 | CH2CH(CH3)-(4-Cl-C6H4) | NH |
| Ial.1149 | och3 | (CH2)2CH3 | ch2ch(CH3)-(4-Cl-C6H4) | NH |
| Ial.1150 | och3 | (CH2)3CH3 | CH2CH(CH3)-(4-Cl-C6H4) | NH |
| Ial.1151 | och3 | H | CH(CH3)CH2-(4-Cl-C6H4) | NH |
| Ial.1152 | och3 | ch3 | CH(CH3)CH2-(4-Cl-C6H4) | NH |
| Ial.1153 | och3 | ch2ch3 | CH(CH3)CH2-(4-Cl-C6H4) | NH |
| Ial.1154 | och3 | (CH2)2CH3 | CH(CH3)CH2-(4-Cl-C6H4) | NH |
| Ial.1155 | och3 | (CH2)3CH3 | CH(CH3)CH2-(4-Cl-C6H4) | NH |
| Ial.1156 | och3 | H | CH(CH3)CH(CH3)-(4-Cl-C6H4) | NH |
| Ial.1157 | och3 | ch3 | CH(CH3)CH(CH3)-(4-C1-C6H4 ) | NH |
| Ial.1158 | och3 | ch2ch3 | CH(CH3)CH(CH3)-(4-Cl-C6H4) | NH |
| Ial.1159 | och3 | (CH2)2CH3 | CH(CH3)CH(CH3)-(4-Cl-C6H4) | NH |
| Ial.1160 | och3 | (Ch2)3ch3 | CH(CH3)CH(CH3)-(4-Cl-C6H4) | NH |
| Ial.1161 | och3 | H | (CH2)2-(2,4-Cl2-C6H3 ) | NH |
| Ial.1162 | och3 | ch3 | (CH2)2-(2,4-Cl2-C6H3) | NH |
| Ial.1163 | och3 | ch2ch3 | (CH2)2-(2,4-Cl2-C6H3) | NH |
« · · · • *
- 52 «· 9 • 9 ·· • 9 • * 9·· β ·· • » «9 t · · «' » 9 9 <*
9« 9 «99 ♦ 9 «Μ» · ·
| č. | R2 | R3 | R4 | z |
| Ial.1164 | och3 | (CH2)2CH3 | (CH2)2-(2,4-Cl2-C6H3) | NH |
| Ial.1165 | och3 | (CH2)3CH3 | (CH2)2-(2,4-Cl2-C6H3) | NH |
| Ial.1166 | och3 | H | CH2CH(CH3)-(2,4-Cl2-C6H3 ) | NH |
| Ial.1167 | och3 | ch3 | CH2CH(CH3)-(2,4-Cl2-C6H3) | NH |
| Ial.1168 | och3 | ch2ch3 | CH2CH(CH3)-(2,4-Cl2-C6H3 ) | NH |
| Ial.1169 | och3 | (CH2)2CH3 | CH2CH(CH3)-(2,4-Cl2-C6H3) | NH |
| Ial.1170 | och3 | (CH2)3CH3 | CH2CH(CH3)-(2,4-Cl2-C6H3) | NH |
| Ial.1171 | och3 | H | CH(CH3)CH2-{2,4-C12-C6H3 ) | NH |
| Ial.1172 | och3 | ch3 | CH(CH3)CH2-(2,4-Cl2-C6H3) | NH |
| Ial.1173 | och3 | ch2ch3 | CH(CH3)CH2-(2,4-Cl2-C6H3) | NH |
| Ial.1174 | och3 | (CH2)2CH3 | CH(CH3)CH2-(2,4-Cl2-C6H3) | NH |
| Ial.1175 | och3 | (CH2)3CH3 | CH(CH3)CH2-(2,4-Cl2-C6H3 ) | NH |
| Ial.1176 | och3 | H | CH(CH3)CH(CH3)-(2,4-Cl2-C6H3) | NH |
| Ial.1177 | och3 | ch3 | CH(CH3)CH(CH3)-(2,4-C12-C6H3) | NH |
| Ial.1178 | och3 | ch2ch3 | CH(CH3 )CH(CH3)-(2,4-Cl2-C6H3) | NH |
| Ial.1179 | och3 | (CH2)2CH3 | CH(CH3)CH(CH3)-(2,4-Cl2-C6H3) | NH |
| Ial.1180 | och3 | (CH2)3CH3 | CH(CH3 )CH(CH3)-(2,4-Cl2-C6H3 ) | NH |
| Ial.1181 | och3 | H | (CH2)2-O-C6H5 | NH |
| Ial.1182 | och3 | ch3 | (CH2)2-O-C6H5 | NH |
| Ial.1183 | och3 | ch2ch3 | (CH2)2-O-C6Hs | NH |
| Ial.1184 | och3 | (CH2)2CH3 | (CH2)2-O-C6H5 | NH |
| Ial.1185 | och3 | (CH2)3CH3 | (CH2)2-O-C6H5 | NH |
| Ial.1186 | och3 | H | CH2CH(CH3)-O-C6H5 | NH |
| Ial.1187 | och3 | ch3 | CH2CH(CH3)-O-C6H5 | NH |
| Ial.1188 | och3 | ch2ch3 | CH2CH(CH3)-O-C6H5 | NH |
| Ial.1189 | och3 | (CH2)2CH3 | CH2CH(CH3)-O-C6H5 | NH |
| Ial.1190 | och3 | (CH2)3CH3 | CH2CH(CH3)-O-C6H5 | NH |
| Ial.1191 | och3 | H | CH(CH3)CH2-O-C6H5 | NH |
| Ial.1192 | och3 | ch3 | CH(CH3)CH2-O-C6H5 | NH |
| Ial.1193 | och3 | ch2ch3 | CH(CH3)CH2-O-C6H5 | NH |
| Ial.1194 | och3 | (CH2)2CH3 | CH(CH3)CH2-O-C6H5 | NH |
| Ial.1195 | och3 | (CH2)3CH3 | CH(CH3)CH2-O-C6H5 | NH |
| Ial.1196 | och3 | H | CH(CH3)CH(CH3)-O-C6H5 | NH |
| Ial.1197 | och3 | ch3 | CH(CH3)CH(CH3)-O-C6H5 | NH |
| Ial.1198 | och3 | ch2ch3 | CH(CH3)CH(CH3)-O-C6H5 | NH |
| Ial.1199 | och3 | (CH2)2CH3 | CH(CH3)CH(CH3)-O-C6H5 | NH |
| Ial.1200 | och3 | (CH2)3CH3 | CH(CH3)CH(CH3)-O-C6H5 | NH |
| Ial.1201 | och3 | H | (CH2)2-0-(4-Cl-C6H4 ) | NH |
| Ial.1202 | och3 | ch3 | (CH2)2-0-(4-Cl-C6H4 ) | NH |
« · · · fc • fcfc |t * fc · · fc fcfc * · fc fcfc · « I * · · · • tfc fc·· ··♦ « * · · fc·· · fc 4) · fl 9 i
| č. | R2 | R3 | R4 | Z |
| Ial.1203 | och3 | ch2ch3 | (CH2)2-0-(4-Cl-C6H4) | NH |
| Ial.1204 | och3 | (CH2)2CH3 | (CH2) 2-0- (4-Cl-C6H4) | NH |
| Ial.1205 | och3 | (CH2)3CH3 | (CH2 ) 2-0-(4-Cl-C6H4 ) | NH |
| Ial.1206 | och3 | H | CH2CH(CH3) -0-(4-Cl-C6H4) | NH |
| Ial.1207 | och3 | ch3 | ch2ch(CH3)-0-(4-C1-C6H4) | NH |
| Ial.1208 | och3 | ch2ch3 | CH2CH(CH3)-0-(4-C1-C6H4) | NH |
| Ial.1209 | och3 | (CH2)2CH3 | CH2CH(CH3) -0-(4-Cl-C6H4) | NH |
| Ial.1210 | och3 | (CH2)3CH3 | CH2CH(CH3) -0-(4-Cl-C6H4) | NH |
| Ial.1211 | och3 | H | CH(CH3)CH2-O-(4-Cl-C6H4) | NH |
| Ial.1212 | och3 | ch3 | CH(CH3)CH2-O-(4-Cl-C6H4) | NH |
| Ial.1213 | och3 | ch2ch3 | CH(CH3)CH2-O-(4-Cl-C6H4) | NH |
| Ial.1214 | och3 | (CH2)2CH3 | CH(CH3)CH2-O-(4-C1-C5H4) | NH |
| Ial.1215 | och3 | (CH2)3CH3 | CH(CH3)CH2-O-(4-Cl-C6H4) | NH |
| Ial.1216 | och3 | H | CH(CH3)CH(CH3)-0-(4-Cl-C6H4) | NH |
| Ial.1217 | och3 | ch3 | CH(CH3)CH(CH3)-0-(4-C1-C6H4) | NH |
| Ial.1218 | och3 | ch2ch3 | CH(CH3)CH(CH3)-0-(4-Cl-C6H4) | NH |
| Ial.1219 | och3 | (CH2)2CH3 | CH(CH3)CH(CH3)-0-(4-C1-C6H4) | NH |
| Ial.1220 | och3 | (CH2)3CH3 | CH(CH3)CH(CH3) -0-(4-Cl-C6H4) | NH |
| Ial.1221 | och3 | H | (CH2)2-0-(2,4-Cl2-C6H3) | NH |
| Ial.1222 | och3 | ch3 | (CH2)2-O-(2,4-Cl2-C6H3) | NH |
| Ial.1223 | och3 | ch2ch3 | (CH2 )2-0-(2,4-Cl2-C6H3 ) | NH |
| Ial.1224 | och3 | (CH2)2CH3 | (CH2 )2-0-(2,4-Cl2-C6H3) | NH |
| Ial.1225 | och3 | (CH2)3CH3 | (CH2 )2-0-(2,4-Cl2-C6H3) | NH |
| Ial.1226 | och3 | H | CH2CH(CH3)-0-(2,4-Cl2-C6H3 ) | NH |
| Ial.1227 | och3 | ch3 | CH2CH(CH3)-0-(2,4-C12-C6H3 ) | NH |
| Ial.1228 | och3 | ch2ch3 | CH2CH(CH3)-0-(2,4-Cl2-C6H3 ) | NH |
| Ial.1229 | och3 | (ch2)2ch3 | CH2CH(CH3)-0-(2,4-Cl2-C6H3) | NH |
| Ial.1230 | och3 | (CH2)3CH3 | CH2CH(CH3)-0-(2,4-Cl2-C6H3 ) | NH |
| Ial.1231 | och3 | H | CH(CH3)CH2-0-(2,4-Cl2-C6H3 ) | NH |
| Ial.1232 | och3 | ch3 | CH(CH3)CH2-0-(2,4-Cl2-C6H3 ) | NH |
| Ial.1233 | och3 | ch2ch3 | CH(CH3)CH2-0-(2,4-Cl2-C6H3 ) | NH |
| Ial.1234 | och3 | (CH2)2CH3 | CH(CH3 )CH2—0—(2,4-C12-C6H3) | NH |
| Ial.1235 | och3 | (CH2)3CH3 | CH(CH3 )CH2-0-(2,4-Cl2-C6H3 ) | NH |
| Ial.1236 | och3 | H | CH(CH3)CH(CH3)-0-(2,4-C12-C6H3) | NH |
| Ial.1237 | och3 | CH3 | CH(CH3)CH(CH3)-0-(2,4-Cl2-C6H3 ) | NH |
| Ial.1238 | och3 | ch2ch3 | CH(CH3)CH(CH3)-0-(2,4-C12-C6H3) | NH |
| Ial.1239 | och3 | (CH2)2CH3 | CH(CH3)CH(CH3)-0-(2,4-C12-C6H3) | NH |
| Ial.1240 | och3 | (CH2)3CH3 | CH(CH3)CH(CH3)-0-(2,4-Cl2-CgH3 ) | NH |
« 4 · 9 9
99
44 » 4 4 4 4 ·
Í 4 4 4 4
444 444
4 4
444 9 9 99
| č. | R2 | R3 | R4 | z |
| Ial.1241 | och3 | H | ch3 | nch3 |
| Ial.1242 | och3 | ch3 | ch3 | nch3 |
| Ial.1243 | och3 | ch2ch3 | ch3 | nch3 |
| Ial.1244 | och3 | (CH2)2CH3 | ch3 | nch3 |
| Ial.1245 | och3 | (CH2)3CH3 | ch3 | nch3 |
| Ial.1246 | och3 | H | C2H5 | nch3 |
| Ial.1247 | och3 | ch3 | c2h5 | nch3 |
| Ial.1248 | och3 | ch2ch3 | c2h5 | nch3 |
| Ial.1249 | och3 | (CH2)2CH3 | C2H5 | nch3 |
| Ial.1250 | och3 | (CH2)3CH3 | C2H5 | nch3 |
| Ial.1251 | och3 | H | (CH2)2CH3 | nch3 |
| Ial.1252 | och3 | ch3 | (ch2)2ch3 | nch3 |
| Ial.1253 | och3 | ch2ch3 | (CH2)2CH3 | nch3 |
| Ial.1254 | och3 | (CH2)2CH3 | (CH2)2CH3 | nch3 |
| Ial.1255 | och3 | (CH2)3CH3 | (CH2)2CH3 | nch3 |
| Ial.1256 | och3 | H | CH(CH3)2 | nch3 |
| Ial.1257 | och3 | ch3 | CH(CH3)2 | nch3 |
| Ial.1258 | och3 | ch2ch3 | CH(CH3)2 | nch3 |
| Ial.1259 | och3 | (CH2)2CH3 | CH(CH3)2 | nch3 |
| Ial.1260 | och3 | (CH2)3CH3 | CH(CH3)2 | nch3 |
| Ial.1261 | och3 | H | (CH2)3CH3 | nch3 |
| Ial.1262 | och3 | ch3 | (CH2)3CH3 | nch3 |
| Ial.1263 | och3 | ch2ch3 | (CH2)3CH3 | nch3 |
| Ial.1264 | och3 | (CH2)2CH3 | (CH2)3CH3 | nch3 |
| Ial.1265 | och3 | (CH2)3CH3 | (CH2)3CH3 | nch3 |
| Ial.1266 | och3 | H | CH2CH(CH3)2 | nch3 |
| Ial.1267 | och3 | ch3 | CH2CH(CH3)2 | nch3 |
| Ial.1268 | och3 | ch2ch3 | CH2CH(CH3)2 | nch3 |
| Ial.1269 | och3 | (CH2)2CH3 | CH2CH(CH3)2 | nch3 |
| Ial.1270 | och3 | (CH2)3CH3 | CH2CH(CH3)2 | nch3 |
| Ial.1271 | och3 | H | CH(CH3)CH2CH3 | nch3 |
| Ial.1272 | och3 | ch3 | CH(CH3)CH2CH3 | nch3 |
| Ial.1273 | och3 | ch2ch3 | CH(CH3)CH2CH3 | nch3 |
| Ial.1274 | och3 | (CH2)2CH3 | CH(CH3)CH2CH3 | nch3 |
| Ial.1275 | och3 | (CH2)3CH3 | CH(CH3)CH2CH3 | nch3 |
| Ial.1276 | och3 | H | (CH2)2-C6H5 | nch3 |
| Ial.1277 | och3 | ch3 | (CH2)2-C6H5 | nch3 |
| Ial.1278 | och3 | ch2ch3 | (CH2)2-C6H5 | nch3 |
| Ial.1279 | och3 | (CH2)2CH3 | (CH2)2-C6H5 | nch3 |
| φ φ φ | φφφ* φ • φ φ | • φ φ φ | • φ |
| φ • | φ <* φ | φ φ φφφ | φφ |
ΦΦ φφ φ * φ · φ · φ « | φφφ Φ ® φ • · • φ · ·
| Č. | R2 | R3 | R4 | z |
| Ial.1280 | och3 | (CH2)3CH3 | (CH2)2-C6H5 | nch3 |
| Ial.1281 | och3 | H | CH2CH(CH3)-c6h5 | nch3 |
| Ial.1282 | och3 | ch3 | CH2CH(CH3)-C6H5 | nch3 |
| Ial.1283 | och3 | ch2ch3 | CH2CH(CH3)-C6H5 | nch3 |
| Ial.1284 | och3 | (CH2)2CH3 | CH2CH(CH3)-C6H5 | nch3 |
| Ial.1285 | och3 | (CH2)3CH3 | CH2CH(CH3)-C6H5 | nch3 |
| Ial.1286 | och3 | H | CH(CH3)CH2-C6H5 | nch3 |
| Ial.1287 | och3 | ch3 | CH(CH3)CH2-C6H5 | nch3 |
| Ial.1288 | och3 | ch2ch3 | CH(CH3)CH2-C6H5 | nch3 |
| Ial.1289 | och3 | (ch2)2ch3 | CH(CH3)CH2-C6H5 | nch3 |
| Ial.1290 | och3 | (CH2)3CH3 | CH(CH3)CH2-C6H5 | nch3 |
| Ial.1291 | och3 | H | CH(CH3)CH(CH3)-C6H5 | nch3 |
| Ial.1292 | och3 | ch3 | CH(CH3)CH(CH3)-C6H5 | nch3 |
| Ial.1293 | och3 | ch2ch3 | CH(CH3)CH(CH3)-C6H5 | nch3 |
| Ial.1294 | och3 | (CH2)2CH3 | CH(CH3)CH(CH3)-C6H5 | nch3 |
| Ial.1295 | och3 | (CH2)3CH3 | CH(CH3)CH(CH3)-c6h5 | nch3 |
| Ial.1296 | och3 | H | (CH2)2-(4-Cl-C6H4) | nch3 |
| Ial.1297 | och3 | CH3 | (CH2)2-(4-Cl-C6H4) | nch3 |
| Ial.1298 | och3 | ch2ch3 | (CH2)2-(4-Cl-C6H4) | nch3 |
| Ial.1299 | och3 | (CH2)2CH3 | (CH2)2-(4-Cl-C6H4) | nch3 |
| Ial.1300 | och3 | (CH2)3CH3 | (CH2)2-(4-Cl-C6H4) | nch3 |
| Ial.1301 | och3 | H | CH2CH(CH3)-(4-Cl-C6H4) | nch3 |
| Ial.1302 | och3 | ch3 | CH2CH(CH3)-(4-Cl-C6H4) | nch3 |
| Ial.1303 | och3 | ch2ch3 | CH2CH(CH3)-(4-Cl-C6H4) | nch3 |
| Ial.1304 | och3 | (CH2)2CH3 | ch2ch(CH3 ) - (4-Cl-C6H4) | nch3 |
| Ial.1305 | och3 | (CH2)3CH3 | CH2CH(CH3)-(4-CI-C6H4) | nch3 |
| Ial.1306 | och3 | H | CH(CH3)CH2-(4-Cl-C6H4) | nch3 |
| Ial.1307 | och3 | ch3 | CH(CH3)CH2-(4-Cl-C6H4) | nch3 |
| Ial.1308 | och3 | ch2ch3 | CH(CH3)CH2-(4-Cl-C6H4) | nch3 |
| Ial.1309 | och3 | (CH2)2CH3 | CH(CH3)CH2-(4-Cl-C6H4) | nch3 |
| Ial.1310 | och3 | (CH2)3CH3 | CH(CH3)CH2-{4-Cl-C6H4) | nch3 |
| Ial.1311 | och3 | H | CH(CH3)CH(CH3)-(4-Cl-C6H4) | nch3 |
| Ial.1312 | och3 | ch3 | CH(CH3)CH(CH3)-(4-Cl-C6H4) | nch3 |
| Ial.1313 | och3 | ch2ch3 | CH(CH3)CH(CH3)-(4-Cl-C6H4) | nch3 |
| Ial.1314 | och3 | (ch2)2ch3 | CH(CH3)CH(CH3)-(4-C1-C6H4 ) | nch3 |
| Ial.1315 | och3 | (CH2)3CH3 | CH(CH3)CH(CH3)-(4-Cl-C6H4) | nch3 |
| Ial.1316 | och3 | H | (CH2)2-(2,4-Cl2-C6H3 ) | nch3 |
| Ial.1317 | och3 | ch3 | (CH2)2-(2,4-Cl2-C6H3 ) | nch3 |
| Ial.1318 | och3 | ch2ch3 | (CH2)2-(2,4-Cl2-C6H3 ) | nch3 |
* · · 9 · 9 ·· 9 ··9 «·♦ • · • A ·.·
| č. | R2 | R3 | R4 | z |
| Ial.1319 | och3 | (CH2)2CH3 | (CH2)2-(2,4-Cl2-C6H3) | nch3 |
| Ial.1320 | och3 | (CH2)3CH3 | (CH2)2-(2,4-Cl2-C6H3 ) | nch3 |
| Ial.1321 | och3 | H | CH2CH(CH3 ) - (2,4-C12-C6H3 ) | nch3 |
| Ial.1322 | och3 | ch3 | CH2CH(CH3)-(2,4-Cl2-C6H3 ) | nch3 |
| Ial.1323 | och3 | ch2ch3 | CH2CH(CH3 )-(2,4-Cl2-C6H3 ) | nch3 |
| Ial.1324 | och3 | (CH2)2CH3 | CH2CH (CH3 ) - (2,4-Cl2-C6H3 ) | nch3 |
| Ial.1325 | och3 | (CH2)3CH3 | CH2CH(CH3)-(2,4-Cl2-C6H3 ) | nch3 |
| Ial.1326 | och3 | H | CH(CH3)CH2-(2,4-Cl2-C6H3 ) | nch3 |
| Ial.1327 | och3 | ch3 | CH(CH3)CH2-(2,4-Cl2-C6H3 ) | nch3 |
| Ial.1328 | och3 | ch2ch3 | CH(CH3)CH2-(2,4-Cl2-C6H3 ) | nch3 |
| Ial.1329 | och3 | (CH2)2CH3 | CH(CH3)CH2-(2,4-Cl2-C6H3 ) | nch3 |
| Ial.1330 | och3 | (CH2)3CH3 | CH(CH3)CH2-(2,4-Cl2-C6H3 ) | nch3 |
| Ial.1331 | och3 | H | CH(CH3)CH(CH3)-(2,4-Cl2-C6H3 ) | nch3 |
| Ial.1332 | och3 | ch3 | CH(CH3)CH(CH3)-(2,4-Cl2-C6H3 ) | nch3 |
| Ial.1333 | och3 | ch2ch3 | CH(CH3)CH(CH3 )-(2,4-Cl2-C6H3) | nch3 |
| Ial.1334 | och3 | (CH2)2CH3 | CH(CH3)CH(CH3)-(2,4-Cl2-C6H3) | nch3 |
| Ial.1335 | och3 | (CH2)3CH3 | CH(CH3)CH(CH3 j-(2,4-Cl2-C6H3 ) | nch3 |
| Ial.1336 | och3 | H | (CH2)2-O-C6H5 | nch3 |
| Ial.1337 | och3 | ch3 | (CH2)2-O-C6H5 | nch3 |
| Ial.1338 | och3 | ch2ch3 | (CH2)2-O-C6H5 | nch3 |
| Ial.1339 | och3 | (CH2)2CH3 | (CH2)2-O-C6H5 | nch3 |
| Ial.1340 | och3 | (CH2)3CH3 | (CH2)2-o-c6h5 | nch3 |
| Ial.1341 | och3 | H | CH2CH(CH3)-O-C6H5 | nch3 |
| Ial.1342 | och3 | ch3 | CH2CH(CH3)-O-C6H5 | nch3 |
| Ial.1343 | och3 | ch2ch3 | CH2CH(CH3)-O-C6H5 | nch3 |
| Ial.1344 | och3 | (CH2)2CH3 | CH2CH(CH3)-O-C6H5 | nch3 |
| Ial.1345 | och3 | (CH2)3CH3 | CH2CH(CH3)-O-C6H5 | nch3 |
| Ial.1346 | och3 | H | CH(CH3)CH2-O-C6H5 | nch3 |
| Ial.1347 | och3 | ch3 | CH(CH3)CH2-O-C6H5 | nch3 |
| Ial.1348 | och3 | ch2ch3 | CH(CH3)CH2-O-C6H5 | nch3 |
| Ial.1349 | och3 | (CH2)2CH3 | CH(CH3)CH2-O-C6H5 | nch3 |
| Ial.1350 | och3 | (CH2)3CH3 | CH(CH3)CH2-O-C6H5 | nch3 |
| Ial.1351 | och3 | H | CH(CH3)CH(CH3)-O-C6H5 | nch3 |
| Ial.1352 | och3 | ch3 | CH(CH3)CH(CH3)-O-C6H5 | nch3 |
| Ial.1353 | och3 | ch2ch3 | CH(CH3)CH(CH3)-O-C6H5 | nch3 |
| Ial.1354 | och3 | (CH2)2CH3 | CH(CH3)CH(CH3)-O-C6Hs | nch3 |
| Ial.1355 | och3 | (CH2)3CH3 | CH(CH3)CH(CH3)-O-C6H5 | nch3 |
| Ial.1356 | och3 | H | (CH2)2-0-(4-C1-C6H4 ) | nch3 |
| Ial.1357 | och3 | ch3 | (CH2)2-0-(4-Cl-C6H4 ) | nch3 |
• · ·· · · u · 44 4 44 4
4 4 4 4 · • · » 44 · 4 · * · · . ·
444 ·4· 44 4·
| č. | R2 | R3 | R4 | Z |
| Ial.1358 | och3 | ch2ch3 | (CH2)2-0-(4-Cl-C5H4) | NCH3 |
| Ial.1359 | och3 | (CH2)2CH3 | (CH2)2-0-(4-Cl-C6H4) | nch3 |
| Ial.1360 | och3 | (CH2)3CH3 | (CH2)2-0-(4-Cl-C6H4 ) | nch3 |
| Ial.1361 | och3 | H | CH2CH(CH3)-0-(4-Cl-C6H4) | nch3 |
| Ial.1362 | och3 | CH3 | CH2CH(CH3)-O-(4-Cl-C6H4) | nch3 |
| Ial.1363 | och3 | ch2ch3 | ch2ch(CH3)-0-(4-Cl-C6H4) | nch3 |
| Ial.1364 | och3 | (CH2)2CH3 | CH2CH(CH3)-0-(4-C1-C6H4) | nch3 |
| Ial.1365 | och3 | (CH2)3CH3 | CH2CH(CH3)-0-(4-C1-C6H4) | nch3 |
| Ial.1366 | och3 | H | CH(CH3)CH2-0-{4-Cl-C6H4) | nch3 |
| Ial.1367 | och3 | ch3 | CH(CH3)CH2-O-(4-Cl-C6H4) | nch3 |
| Ial.1368 | och3 | ch2ch3 | CH(CH3)CH2-O-(4-Cl-C6H4) | nch3 |
| Ial.1369 | och3 | (CH2)2CH3 | CH(CH3)CH2-O-(4-Cl-C5H4) | nch3 |
| Ial.1370 | och3 | (CH2)3CH3 | CH(CH3)CH2-0-(4-Cl-C6H4) | nch3 |
| Ial.1371 | och3 | H | CH(CH3)CH(CH3)-0-(4-C1-C6H4) | nch3 |
| Ial.1372 | och3 | ch3 | CH(CH3)CH(CH3)-0-(4-Cl-C6H4 ) | nch3 |
| Ial.1373 | och3 | ch2ch3 | CH(CH3)CH(CH3)-0-(4-Cl-C6H4) | nch3 |
| Ial.1374 | och3 | (CH2)2CH3 | CH(CH3)CH(CH3)-0-(4-Cl-C6H4 ) | nch3 |
| Ial.1375 | och3 | (CH2)3CH3 | CH(CH3)CH(CH3)-0-(4-Cl-C6H4 ) | nch3 |
| Ial.1376 | och3 | H | (CH2)2-0-(2,4-Cl2-C6H3) | nch3 |
| Ial.1377 | och3 | ch3 | (CH2)2-0-(2,4-Cl2-C6H3) | nch3 |
| Ial.1378 | och3 | ch2ch3 | (CH2)2-0-(2,4-Cl2-C6H3) | nch3 |
| Ial.1379 | och3 | (CH2)2CH3 | (CH2)2-0-(2,4-Cl2-C6H3) | nch3 |
| Ial.1380 | och3 | (CH2)3CH3 | (CH2)2-0-(2,4-Cl2-C6H3) | nch3 |
| Ial.1381 | och3 | H | CH2CH(CH3)-0-(2,4-Cl2-C6H3) | nch3 |
| Ial.1382 | och3 | ch3 | CH2CH(CH3)-0-(2,4-C12-C6H3) | nch3 |
| Ial.1383 | och3 | ch2ch3 | CH2CH (CH3 )-0-(2,4-Cl2-C6H3 ) | nch3 |
| Ial.1384 | och3 | (CH2)2CH3 | CH2CH(CH3)-0-(2,4-C12-C6H3 ) | nch3 |
| Ial.1385 | och3 | (CH2)3CH3 | CH2CH(CH3)-0-(2,4-Cl2-C6H3 ) | nch3 |
| Ial.1386 | och3 | H | CH(CH3)CH2-0-(2,4-Cl2-C6H3 ) | nch3 |
| Ial.1387 | och3 | ch3 | CH(CH3)CH2-O-(2,4-Cl2-C6H3) | nch3 |
| Ial.1388 | och3 | ch2ch3 | CH(CH3)CH2-0-(2,4-Cl2-C6H3) | nch3 |
| Ial.1389 | och3 | (CH2)2CH3 | CH(CH3)CH2-O-(2,4-Cl2-C6H3) | nch3 |
| Ial.1390 | och3 | (CH2)3CH3 | CH(CH3)CH2-0-(2,4-Cl2-C6H3) | nch3 |
| Ial.1391 | och3 | H | CH(CH3)CH(CH3)-0-(2,4-Cl2-C6H3 ) | nch3 |
| Ial.1392 | och3 | CH3 | CH(CH3)CH(CH3)-0-(2,4-Cl2-C6H3) | nch3 |
| Ial.1393 | och3 | ch2ch3 | CH(CH3)CH(CH3)-0-(2,4-C12-C6H3) | nch3 |
| Ial.1394 | och3 | (CH2)2CH3 | CH(CH3)CH(CH3)-0-(2,4-Cl2-C6H3) | nch3 |
| Ial.1395 | och3 | (CH2)3CH3 | CH(CH3)CH(CH3)-0-(2,4-Cl2-C6H3 ) | nch3 |
• · >·« «· · · • · · » • · · · » · · 9 9 9 9 . 9 · • 9 9 9
| č. | R2 | R3 | R4 | z |
| Ial.1396 | cf3 | H | ch3 | 0 |
| Ial.1397 | cf3 | ch3 | ch3 | 0 |
| Ial.1398 | cf3 | ch2ch3 | ch3 | 0 |
| Ial.1399 | cf3 | (CH2)2CH3 | ch3 | 0 |
| Ial.1400 | cf3 | (CH2)3CH3 | ch3 | 0 |
| Ial.1401 | CF3 | H | c2h5 | 0 |
| Ial.1402 | cf3 | ch3 | c2h5 | 0 |
| Ial.1403 | cf3 | ch2ch3 | c2h5 | 0 |
| Ial.1404 | cf3 | (CH2)2CH3 | c2h5 | 0 |
| Ial.1405 | cf3 | (CH2)3CH3 | c2h5 | 0 |
| Ial.1406 | cf3 | H | (CH2)2CH3 | 0 |
| Ial.1407 | cf3 | ch3 | (CH2)2CH3 | 0 |
| Ial.1408 | cf3 | ch2ch3 | (CH2)2CH3 | 0 |
| Ial.1409 | CF3 | (CH2)2CH3 | (CH2)2CH3 | 0 |
| Ial.1410 | CF3 | (CH2)3CH3 | (CH2)2CH3 | 0 |
| Ial.1411 | cf3 | H | CH(CH3)2 | 0 |
| Ial.1412 | cf3 | CH3 | CH(CH3)2 | 0 |
| Ial.1413 | cf3 | ch2ch3 | CH(CH3)2 | 0 |
| Ial.1414 | cf3 | (ch2)2ch3 | CH(CH3)2 | 0 |
| Ial.1415 | cf3 | (CH2)3CH3 | CH(CH3)2 | 0 |
| Ial.1416 | cf3 | H | (CH2)3CH3 | 0 |
| Ial.1417 | cf3 | ch3 | (CH2)3CH3 | 0 |
| Ial.1418 | CF3 | ch2ch3 | (CH2)3CH3 | 0 |
| Ial.1419 | CF3 | (CH2)2CH3 | (CH2)3CH3 | 0 |
| Ial.1420 | cf3 | (CH2)3CH3 | (CH2)3CH3 | 0 |
| Ial.1421 | cf3 | H | CH2CH(CH3)2 | 0 |
| Ial.1422 | cf3 | ch3 | CH2CH(CH3)2 | 0 |
| Ial.1423 | CF3 | ch2ch3 | CH2CH(CH3)2 | 0 |
| Ial.1424 | cf3 | (CH2)2CH3 | CH2CH(CH3)2 | 0 |
| Ial.1425 | cf3 | (CH2)3CH3 | CH2CH(CH3)2 | 0 |
| Ial.1426 | cf3 | H | CH(CH3)CH2CH3 | 0 |
| Ial.1427 | cf3 | ch3 | CH(CH3)CH2CH3 | 0 |
| Ial.1428 | cf3 | ch2ch3 | CH(CH3)CH2CH3 | 0 |
| Ial.1429 | cf3 | (CH2)2CH3 | CH(CH3)CH2CH3 | 0 |
| Ial.1430 | cf3 | (CH2)3CH3 | CH(CH3)CH2CH3 | 0 |
| Ial.1431 | cf3 | H | (CH2)2-C6H5 | 0 |
| Ial.1432 | cf3 | ch3 | (CH2)2-C6H5 | 0 |
| Ial.1433 | cf3 | ch2ch3 | (CH2)2-C6H5 | 0 |
| Ial.1434 | cf3 | (ch2)2ch3 | (CH2)2-C6H5 | 0 |
• · * • * ·· • · * * * • ft ft ft ftft · » · · • ft · ft · ft » ftft · · · · • ft · « · · · · ftft
| č. | R2 | R3 | R4 | z |
| Ial.1435 | cf3 | (CH2)3CH3 | (CH2)2-C6H5 | 0 |
| Ial.1436 | cf3 | H | CH2CH(CH3)-c6h5 | 0 |
| Ial.1437 | cf3 | ch3 | CH2CH(CH3)-C6H5 | 0 |
| Ial.1438 | cf3 | ch2ch3 | CH2CH(CH3)-C6H5 | 0 |
| Ial.1439 | cf3 | (ch2)2ch3 | CH2CH(CH3)-C6H5 | 0 |
| Ial.1440 | cf3 | (CH2)3CH3 | CH2CH(CH3)-C6H5 | 0 |
| Ial.1441 | cf3 | H | CH(CH3)CH2-C6H5 | 0 |
| Ial.1442 | cf3 | ch3 | CH(CH3)CH2-c6h5 | 0 |
| Ial.1443 | cf3 | ch2ch3 | CH(CH3)CH2-C6H5 | 0 |
| Ial.1444 | cf3 | (CH2)2CH3 | CH(CH3)CH2-C6H5 | 0 |
| Ial.1445 | cf3 | (CH2)3CH3 | CH(CH3)CH2-C6H5 | 0 |
| Ial.1446 | cf3 | H | CH(CH3)CH(CH3)-C6H5 | 0 |
| Ial.1447 | cf3 | ch3 | CH(CH3)CH(CH3)-C6H5 | 0 |
| Ial.1448 | cf3 | ch2ch3 | CH(CH3)CH(CH3)-C6H5 | 0 |
| Ial.1449 | cf3 | (CH2)2CH3 | CH(CH3)CH(CH3)-C6H5 | 0 |
| Ial.1450 | cf3 | (CH2)3CH3 | CH(CH3)CH(CH3)-C6H5 | 0 |
| Ial.1451 | cf3 | H | (CH2) 2-( 4-Cl-C6H4) | 0 |
| Ial.1452 | cf3 | ch3 | (CH2) 2-(4-Cl-C6H4) | 0 |
| Ial.1453 | cf3 | ch2ch3 | (CH2)2-(4-Cl-C6H4) | 0 |
| Ial.1454 | cf3 | (CH2)2CH3 | (CH2)2-(4-Cl-C6H4) | 0 |
| Ial.1455 | cf3 | (CH2)3CH3 | (CH2)2-(4-Cl-C6H4) | 0 |
| Ial.1456 | cf3 | H | CH2CH(CH3)-(4-Cl-C6H4) | 0 |
| Ial.1457 | cf3 | ch3 | CH2CH(CH3)-(4-Cl-C6H4 ) | 0 |
| Ial.1458 | cf3 | ch2ch3 | CH2CH(CH3)-(4-Cl-C6H4) | 0 |
| Ial.1459 | cf3 | (CH2)2CH3 | CH2CH(CH3)-(4-Cl-C6H4) | 0 |
| Ial.1460 | cf3 | (CH2)3CH3 | CH2CH(CH3)-(4-Cl-C6H4) | 0 |
| Ial.1461 | cf3 | H | CH(CH3)CH2-(4-Cl-C6H4) | 0 |
| Ial.1462 | cf3 | ch3 | CH(CH3)CH2-(4-Cl-C6H4 ) | 0 |
| Ial.1463 | cf3 | ch2ch3 | CH(CH3)CH2-(4-Cl-C6H4) | 0 |
| Ial.1464 | cf3 | (CH2)2CH3 | CH(CH3)CH2-(4-Cl-C6H4) | 0 |
| Ial.1465 | cf3 | (CH2)3CH3 | CH(CH3)CH2-(4-Cl-C6H4) | 0 |
| Ial.1466 | cf3 | H | CH(CH3)CH(CH3)-(4-Cl-C6H4) | 0 |
| Ial.1467 | cf3 | CH3 | CH(CH3)CH(CH3)-(4-Cl-C6H4) | 0 |
| Ial.1468 | cf3 | ch2ch3 | CH(CH3)CH(CH3)-(4-Cl-C6H4) | 0 |
| Ial.1469 | cf3 | (CH2)2CH3 | CH(CH3)CH(CH3)-(4-Cl-C6H4) | 0 |
| Ial.1470 | cf3 | (Ch2)3ch3 | CH(CH3)CH(CH3)-(4-Cl-C6H4) | o |
| Ial.1471 | cf3 | H | (CH2)2-(2,4-Cl2-C6H3 ) | 0 |
| Ial.1472 | cf3 | ch3 | (CH2)2-(2,4-Cl2-C6H3 ) | 0 |
| Ial.1473 | cf3 | ch2ch3 | (CH2)2-(2,4-Cl2-C6H3 ) | 0 |
* ··
| č. | R2 | R3 | R4 | z |
| Ial.1474 | cf3 | (ch2)2ch3 | (CH2)2-(2,4-Cl2-C6H3) | 0 |
| Ial.1475 | cf3 | (CH2)3CH3 | (CH2)2-(2,4-Cl2-C6H3) | 0 |
| Ial.1476 | cf3 | H | CH2CH(CH3)-(2,4-Cl2-C6H3) | 0 |
| Ial.1477 | cf3 | ch3 | CH2CH(CH3)-(2,4-Cl2-C6H3 ) | 0 |
| Ial.1478 | cf3 | ch2ch3 | CH2CH(CH3)-(2,4-Cl2-C6H3 ) | 0 |
| Ial.1479 | cf3 | (CH2)2CH3 | CH2CH(CH3)-(2,4-Cl2-C6H3 ) | 0 |
| Ial.1480 | cf3 | (CH2)3CH3 | CH2CH(CH3)-(2,4-Cl2-C6H3) | 0 |
| Ial.1481 | cf3 | H | CH(CH3)CH2-(2,4-Cl2-C6H3) | 0 |
| Ial.1482 | cf3 | ch3 | CH(CH3)CH2-(2,4-Cl2-C6H3) | 0 |
| Ial.1483 | cf3 | ch2ch3 | CH(CH3)CH2-(2,4-Cl2-C6H3) | 0 |
| Ial.1484 | cf3 | (CH2)2CH3 | CH(CH3)CH2-(2,4-Cl2-C6H3) | 0 |
| Ial.1485 | cf3 | (CH2)3CH3 | CH(CH3)CH2-(2,4-Cl2-C6H3 ) | 0 |
| Ial.1486 | cf3 | H | CH(CH3)CH(CH3)-(2,4-Cl2-C6H3 ) | 0 |
| Ial.1487 | cf3 | ch3 | CH(CH3)CH(CH3)-(2,4-Cl2-C6H3 ) | 0 |
| Ial.1488 | cf3 | ch2ch3 | CH(CH3)CH(CH3)-(2,4-Cl2-C6H3 ) | 0 |
| Ial.1489 | cf3 | (CH2)2CH3 | CH(CH3)CH(CH3)-(2,4-Cl2-C6H3 ) | 0 |
| Ial.1490 | cf3 | (CH2)3CH3 | CH(CH3)CH(CH3)-(2,4-Cl2-C6H3 ) | 0 |
| Ial.1491 | cf3 | H | (CH2)2—0—CgH5 | 0 |
| Ial.1492 | cf3 | ch3 | (CH2)2-O-C6H5 | 0 |
| Ial.1493 | CF3 | ch2ch3 | (CH2)2-O-C6H5 | 0 |
| Ial.1494 | cf3 | (CH2)2CH3 | (CH2)2-O-C6H5 | 0 |
| Ial.1495 | cf3 | (CH2)3CH3 | (CH2)2-O-C6H5 | 0 |
| Ial.1496 | cf3 | H | CH2CH(CH3)-O-C6H5 | 0 |
| Ial.1497 | cf3 | ch3 | CH2CH(CH3)-O-C6H5 | 0 |
| Ial.1498 | CF3 | ch2ch3 | CH2CH(CH3)-O-C6H5 | 0 |
| Ial.1499 | cf3 | (CH2)2CH3 | CH2CH(CH3)-O-C6H5 | 0 |
| Ial.1500 | cf3 | (CH2)3CH3 | CH2CH(CH3)-O-C6H5 | 0 |
| Ial.1501 | CF3 | H | CH(CH3)CH2-O-C6H5 | 0 |
| Ial.1502 | cf3 | ch3 | CH(CH3)CH2-O-C6H5 | 0 |
| Ial.1503 | cf3 | ch2ch3 | CH(CH3)CH2-O-C6H5 | 0 |
| Ial.1504 | cf3 | (CH2)2CH3 | CH(CH3)CH2-O-C6H5 | 0 |
| Ial.1505 | cf3 | (CH2)3CH3 | CH(CH3)CH2-O-C6H5 | 0 |
| Ial.1506 | cf3 | H | CH(CH3)CH(CH3)-O-C6H5 | 0 |
| Ial.1507 | cf3 | ch3 | CH(CH3)CH(CH3)-O-C6H5 | 0 |
| Ial.1508 | cf3 | ch2ch3 | CH(CH3)CH(CH3)-O-C6H5 | 0 |
| Ial.1509 | cf3 | (CH2)2CH3 | CH(CH3)CH(CH3)-O-C6H5 | 0 |
| Ial.1510 | cf3 | (CH2)3CH3 | CH(CH3)CH(CH3)-O-C6H5 | 0 |
| Ial.1511 | cf3 | H | (CH2)2-O-(4-CL-C6H4) | 0 |
| Ial.1512 | cf3 | ch3 | (CH2)2-0-(4-Cl-C6H4) | 0 |
• 9 · · · · · ·· · 9 •· 9 9 · · · 9·· »
99·· · · 9 9 · *
9¾ 9 · · ··»«·· • · 9 9 · · ···«·· ··· «·· · · · *
| č. | R2 | R3 | R4 | Z |
| Ial.1513 | cf3 | ch2ch3 | (CH2 )2-0-(4-Cl-C6H4 ) | 0 |
| Ial.1514 | cf3 | (CH2)2CH3 | (CH2 )2-0-(4-Cl-C6H4) | 0 |
| Ial.1515 | cf3 | (CH2)3CH3 | (CH2)2-0-(4-Cl-C6H4) | 0 |
| Ial.1516 | cf3 | H | CH2CH(CH3)-0-(4-Cl-C6H4 ) | 0 |
| Ial.1517 | cf3 | ch3 | CH2CH(CH3)-0-(4-Cl-C6H4 ) | 0 |
| Ial.1518 | cf3 | ch2ch3 | CH2CH(CH3)-0-(4-C1-C6H4) | 0 |
| Ial.1519 | cf3 | (CH2)2CH3 | CH2CH(CH3)-0-(4-Cl-C6H4) | 0 |
| Ial.1520 | cf3 | (CH2)3CH3 | CH2CH(CH3)-0-(4-C1-C6H4) | 0 |
| Ial.1521 | CF3 | H | CH(CH3)CH2-O-(4-Cl-C6H4) | 0 |
| Ial.1522 | cf3 | ch3 | CH(CH3)CH2-O-(4-Cl-C6H4) | 0 |
| Ial.1523 | cf3 | ch2ch3 | CH(CH3)CH2-O-(4-Cl-C6H4) | 0 |
| Ial.1524 | cf3 | (CH2)2CH3 | CH(CH3)CH2-0-(4-Cl-C6H4 ) | 0 |
| Ial.1525 | cf3 | (CH2)3CH3 | CH(CH3)CH2-0-(4-Cl-C6H4) | 0 |
| Ial.1526 | cf3 | H | CH(CH3)CH(CH3)-0-(4-C1-C6H4) | 0 |
| Ial.1527 | cf3 | ch3 | CH(CH3)CH(CH3)-0-(4-Cl-C6H4) | 0 |
| Ial.1528 | cf3 | ch2ch3 | CH(CH3)CH(CH3)-0-(4-Cl-C6H4) | 0 |
| Ial.1529 | cf3 | (CH2)2CH3 | CH(CH3)CH(CH3)-0-(4-Cl-C6H4) | 0 |
| Ial.1530 | cf3 | (CH2)3CH3 | CH(CH3)CH(CH3)-0-(4-Cl-C6H4) | 0 |
| Ial.1531 | cf3 | H | (CH2) 2-O-(2,4-Cl2-C6H3) | 0 |
| Ial.1532 | cf3 | ch3 | (CH2)2-0-(2,4-Cl2-C6H3 ) | 0 |
| Ial.1533 | cf3 | ch2ch3 | (CH2)2-0-(2,4-Cl2-C6H3 ) | 0 |
| Ial.1534 | cf3 | (CH2)2CH3 | (CH2)2-0-(2,4-Cl2-C6H3 ) | 0 |
| Ial.1535 | cf3 | (CH2)3CH3 | (CH2)2-O-(2,4-Cl2-C6H3 ) | 0 |
| Ial.1536 | cf3 | H | CH2CH(CH3)-0-(2,4-Cl2-C6H3 ) | 0 |
| Ial.1537 | cf3 | ch3 | CH2CH(CH3)-0-(2,4-Cl2-C6H3 ) | 0 |
| Ial.1538 | cf3 | ch2ch3 | CH2CH(CH3)-0-(2,4-Cl2-C6H3) | 0 |
| Ial.1539 | cf3 | (CH2)2CH3 | CH2CH(CH3)-0-(2,4-Cl2-C6H3 ) | 0 |
| Ial.1540 | cf3 | (CH2)3CH3 | CH2CH(CH3)-0-(2,4-Cl2-C6H3 ) | 0 |
| Ial.1541 | cf3 | H | CH(CH3)CH2-0-(2,4-Cl2-C6H3 ) | 0 |
| Ial.1542 | cf3 | ch3 | CH(CH3)CH2-O-(2,4-Cl2-C6H3) | 0 |
| Ial.1543 | CF3 | ch2ch3 | CH(CH3)CH2-0-(2,4-Cl2-C6H3 ) | 0 |
| Ial.1544 | cf3 | (CH2)2CH3 | CH(CH3)CH2-0-(2,4-Cl2-C6H3) | 0 |
| Ial.1545 | cf3 | (CH2)3CH3 | CH(CH3)CH2-0-(2,4-Cl2-C6H3 ) | 0 |
| Ial.1546 | cf3 | H | CH(CH3)CH(CH3)-O-(2,4-Cl2-C6H3) | 0 |
| Ial.1547 | cf3 | ch3 | CH(CH3)CH(CH3)-0-(2,4-Cl2-C6H3 ) | 0 |
| Ial.1548 | cf3 | ch2ch3 | CH(CH3)CH(CH3)-0-(2,4-C12-C6H3) | 0 |
| Ial.1549 | cf3 | (CH2)2CH3 | CH(CH3)CH(CH3)-0-(2,4-Cl2-C6H3 ) | 0 |
| Ial.1550 | cf3 | (CH2)3ch3 | CH(CH3)CH(CH3)-0-(2,4-Cl2-C6H3 ) | 0 |
#» • · · · ·· · • 9 ·9 • «9 • * • · • 9 ·· • · • · * • * ♦·· ♦·♦
4 ·
9 4
444 44 4
4
49
| č. | R2 | R3 | R4 | z |
| Ial.1551 | cf3 | H | ch3 | NH |
| Ial.1552 | cf3 | ch3 | ch3 | NH |
| Ial.1553 | cf3 | ch2ch3 | ch3 | NH |
| Ial.1554 | cf3 | (CH2)2CH3 | ch3 | NH |
| Ial.1555 | cf3 | (CH2)3CH3 | ch3 | NH |
| Ial.1556 | cf3 | H | C2H5 | NH |
| Ial.1557 | cf3 | ch3 | c2h5 | NH |
| Ial.1558 | cf3 | ch2ch3 | c2h5 | NH |
| Ial.1559 | cf3 | (CH2)2CH3 | c2h5 | NH |
| Ial.1560 | cf3 | (CH2)3CH3 | c2h5 | NH |
| Ial.1561 | cf3 | H | (ch2)2ch3 | NH |
| Ial.1562 | cf3 | ch3 | (CH2)2CH3 | NH |
| Ial.1563 | cf3 | ch2ch3 | (CH2)2CH3 | NH |
| Ial.1564 | cf3 | (CH2)2CH3 | (CH2)2CH3 | NH |
| Ial.1565 | cf3 | (CH2)3CH3 | (CH2)2CH3 | NH |
| Ial.1566 | cf3 | H | CH(CH3)2 | NH |
| Ial.1567 | cf3 | ch3 | CH(CH3)2 | NH |
| Ial.1568 | cf3 | ch2ch3 | CH(CH3)2 | NH |
| Ial.1569 | cf3 | (CH2)2CH3 | CH(CH3)2 | NH |
| Ial.1570 | cf3 | (CH2)3CH3 | CH(CH3)2 | NH |
| Ial.1571 | cf3 | H | (CH2)3CH3 | NH |
| Ial.1572 | cf3 | ch3 | (CH2)3CH3 | NH |
| Ial.1573 | cf3 | ch2ch3 | (CH2)3CH3 | NH |
| Ial.1574 | cf3 | (CH2)2CH3 | (CH2)3CH3 | NH |
| Ial.1575 | cf3 | (CH2)3CH3 | (CH2)3CH3 | NH |
| Ial.1576 | CF3 | H | CH2CH(CH3)2 | NH |
| Ial.1577 | cf3 | ch3 | CH2CH(CH3)2 | NH |
| Ial.1578 | cf3 | ch2ch3 | CH2CH(CH3)2 | NH |
| Ial.1579 | cf3 | (CH2)2CH3 | CH2CH(CH3)2 | NH |
| Ial.1580 | cf3 | (CH2)3CH3 | CH2CH(CH3)2 | NH |
| Ial.1581 | cf3 | H | CH(CH3)CH2CH3 | NH |
| Ial.1582 | cf3 | ch3 | CH(CH3)CH2CH3 | NH |
| Ial.1583 | cf3 | ch2ch3 | CH(CH3)CH2CH3 | NH |
| Ial.1584 | cf3 | (CH2)2CH3 | CH(CH3)CH2CH3 | NH |
| Ial.1585 | cf3 | (CH2)3CH3 | CH(CH3)CH2CH3 | NH |
| Ial.1586 | CF3 | H | (CH2)2-C6H5 | NH |
| Ial.1587 | cf3 | ch3 | (CH2)2-C6H5 | NH |
| Ial.1588 | cf3 | ch2ch3 | (CH2)2-C6H5 | NH |
| Ial.1589 | cf3 | (CH2)2CH3 | (CH2)2-C6H5 | NH |
• 999 • 9 9
999
9 9
9
9 9
99
9 9 9
9 9 9
999 999
9
9 9 ·
| č. | R2 | R3 | R4 | z |
| Ial.1590 | cf3 | (CH2)3CH3 | (CH2)2-C6H5 | NH |
| Ial.1591 | cf3 | H | CH2CH(CH3)-C6H5 | NH |
| Ial.1592 | cf3 | ch3 | CH2CH(CH3)-C6H5 | NH |
| Ial.1593 | cf3 | ch2ch3 | CH2CH(CH3)-C6H5 | NH |
| Ial.1594 | cf3 | (CH2)2CH3 | CH2CH(CH3)-C6H5 | NH |
| Ial.1595 | CF3 | (CH2)3CH3 | CH2CH(CH3)-C6H5 | NH |
| Ial.1596 | CF3 | H | CH(CH3)CH2-C6H5 | NH |
| Ial.1597 | cf3 | ch3 | CH(CH3)CH2-C6H5 | NH |
| Ial.1598 | cf3 | ch2ch3 | CH(CH3)CH2-C6H5 | NH |
| Ial.1599 | cf3 | (CH2)2CH3 | CH(CH3)CH2-C6H5 | NH |
| Ial.1600 | cf3 | (CH2)3CH3 | CH(CH3)CH2-C6H5 | NH |
| Ial.1601 | cf3 | H | CH(CH3)CH(CH3)-C6H5 | NH |
| Ial.1602 | CF3 | ch3 | CH(CH3)CH(CH3)-C6H5 | NH |
| Ial.1603 | CF3 | ch2ch3 | CH(CH3)CH(CH3)-C6H5 | NH |
| Ial.1604 | CF3 | (CH2)2CH3 | CH(CH3)CH(CH3)-C6H5 | NH |
| Ial.1605 | CF3 | (CH2)3CH3 | CH(CH3)CH(CH3)-C6H5 | NH |
| Ial.1606 | cf3 | H | (CH2)2-(4-Cl-C6H4) | NH |
| Ial.1607 | cf3 | ch3 | (CH2)2-(4-Cl-C6H4) | NH |
| Ial.1608 | cf3 | ch2ch3 | (CH2)2-(4-Cl-C6H4) | NH |
| Ial.1609 | cf3 | (CH2)2CH3 | (CH2)2-(4-Cl-C6H4) | NH |
| Ial.1610 | cf3 | (CH2)3CH3 | (CH2 )2-(4-Cl-C6H4) | NH |
| Ial.1611 | cf3 | H | CH2CH(CH3)-(4-Cl-C6H4) | NH |
| Ial.1612 | cf3 | CH3 | CH2CH(CH3)-(4-Cl-C6H4 ) | NH |
| Ial.1613 | cf3 | ch2ch3 | CH2CH(CH3)-(4-Cl-C6H4) | NH |
| Ial.1614 | cf3 | (CH2)2CH3 | CH2CH(CH3)-(4-Cl-C6H4) | NH |
| Ial.1615 | cf3 | (CH2)3CH3 | CH2CH(CH3)-(4-Cl-C6H4) | NH |
| Ial.1616 | cf3 | H | CH(CH3)CH2-(4-Cl-C6H4) | NH |
| Ial.1617 | cf3 | ch3 | CH(CH3)CH2-(4-Cl-C6H4) | NH |
| Ial.1618 | cf3 | ch2ch3 | CH(CH3)CH2-(4-Cl-C6H4) | NH |
| Ial.1619 | cf3 | (CH2)2CH3 | CH(CH3)CH2-(4-Cl-C6H4) | NH |
| lál.1620 | cf3 | (CH2)3CH3 | CH(CH3)CH2-(4-Cl-C6H4) | NH |
| Ial.1621 | cf3 | H | CH(CH3)CH(CH3)-(4-Cl-C6H4 ) | NH |
| Ial.1622 | cf3 | ch3 | CH(CH3)CH(CH3)-(4-Cl-C6H4) | NH |
| Ial.1623 | cf3 | ch2ch3 | CH(CH3)CH(CH3)-(4-Cl-C6H4) | NH |
| Ial.1624 | cf3 | (CH2)2CH3 | CH(CH3)CH(CH3)-(4-Cl-C6H4) | NH |
| Ial.1625 | cf3 | (CH2)3CH3 | CH(CH3)CH(CH3)-(4-Cl-C6H4) | NH |
| Ial.1626 | cf3 | H | (CH2 )2-(2,4-Cl2-C6H3) | NH |
| Ial.1627 | CF3 | ch3 | (CH2)2-(2,4-Cl2-C6H3 ) | NH |
| Ial.1628 | cf3 | ch2ch3 | (CH2)2-(2,4-Cl2-C6H3) | NH |
4 · · 4 •4 4 44 4
4 · 4 ·
4 444 444 « 4 4
444 44 44
| č. | R2 | R3 | R4 | z |
| Ial.1629 | cf3 | (CH2)2CH3 | (CH2)2-(2,4-Cl2-C6H3 ) | NH |
| Ial.1630 | cf3 | (CH2)3CH3 | (CH2)2-(2,4-Cl2-C6H3) | NH |
| Ial.1631 | cf3 | H | CH2CH(CH3)-(2,4-Cl2-C6H3) | NH |
| Ial.1632 | cf3 | ch3 | CH2CH(CH3)-(2,4-Cl2-C6H3 ) | NH |
| Ial.1633 | cf3 | ch2ch3 | CH2CH(CH3)-(2,4-Cl2-C6H3 ) | NH |
| Ial.1634 | CF3 | (ch2)2ch3 | CH2CH(CH3) - ( 2,4-Cl2-C6H3 ) | NH |
| Ial.1635 | CF3 | (CH2)3CH3 | CH2CH(CH3)-(2,4-Cl2-C6H3 ) | NH |
| Ial.1636 | cf3 | H | CH(CH3)CH2-(2,4-Cl2-C6H3 ) | NH |
| Ial.1637 | cf3 | ch3 | CH(CH3)CH2-(2,4-Cl2-C6H3 ) | NH |
| Ial.1638 | cf3 | ch2ch3 | CH(CH3)CH2-(2,4-Cl2-CgH3 ) | NH |
| Ial.1639 | cf3 | (CH2)2CH3 | CH(CH3)CH2-(2,4-Cl2-C6H3) | NH |
| Ial.1640 | cf3 | (CH2)3CH3 | CH(CH3)CH2-(2,4-C12-C6H3 ) | NH |
| Ial.1641 | cf3 | H | CH(CH3)CH(CH3)-(2,4-Cl2-C6H3 ) | NH |
| Ial.1642 | cf3 | ch3 | CH(CH3 ) CH(CH3)-(2,4-C12-C6H3) | NH |
| Ial.1643 | cf3 | ch2ch3 | CH(CH3) CH(CH3)-(2,4-Cl2-C6H3) | NH |
| Ial.1644 | cf3 | (CH2)2CH3 | CH(CH3)CH(CH3)-(2,4-C12-C6H3 ) | NH |
| Ial.1645 | cf3 | (CH2)3CH3 | CH(CH3)CH(CH3)-(2,4-C12-C6H3) | NH |
| Ial.1646 | cf3 | H | (CH2)2-O-C6H5 | NH |
| Ial.1647 | cf3 | ch3 | (CH2)2-O-C6H5 | NH |
| Ial.1648 | cf3 | ch2ch3 | (CH2)2-O-C6H5 | NH |
| Ial.1649 | CF3 | (CH2)2CH3 | (CH2)2-O-C6H5 | NH |
| Ial.1650 | CF3 | (CH2)3CH3 | (CH2)2-O-C6H5 | NH |
| Ial.1651 | cf3 | H | CH2CH(CH3)-O-C6H5 | NH |
| Ial.1652 | cf3 | ch3 | CH2CH(CH3)-O-C6H5 | NH |
| Ial.1653 | cf3 | ch2ch3 | CH2CH(CH3)-O-C6H5 | NH |
| Ial.1654 | cf3 | (CH2)2CH3 | CH2CH(CH3)-O-C6H5 | NH |
| Ial.1655 | cf3 | (CH2)3CH3 | CH2CH(CH3)-O-C6H5 | NH |
| Ial.1656 | cf3 | H | CH(CH3)CH2-O-C6H5 | NH |
| Ial.1657 | cf3 | ch3 | CH(CH3)CH2-O-C6H5 | NH |
| Ial.1658 | cf3 | ch2ch3 | CH(CH3)CH2-O-C6H5 | NH |
| Ial.1659 | cf3 | (CH2)2CH3 | CH(CH3)CH2-O-C6H5 | NH |
| Ial.1660 | CF3 | (CH2)3CH3 | CH(CH3)CH2-O-C6H5 | NH |
| Ial.1661 | cf3 | H | CH(CH3)CH(CH3)-O-C6H5 | NH |
| Ial.1662 | cf3 | CH3 | CH(CH3)CH(CH3)-O-C6H5 | NH |
| Ial.1663 | cf3 | ch2ch3 | CH(CH3)CH(CH3)-O-C5H5 | NH |
| ial.1664 | CF3 | (CH2)2CH3 | CH(CH3)CH(CH3)-O-C6H5 | NH |
| Ial.1665 | cf3 | (CH2)3CH3 | CH(CH3)CH(CH3)-O-C6H5 | NH |
| Ial.1666 | cf3 | H | (CH2)2-0-(4-Cl-C6H4 ) | NH |
| Ial.1667 | cf3 | ch3 | (CH2)2-0-(4-Cl-C6H4 ) | NH |
• ••ft • ft ftftft ftft ftftftft ft ♦ ♦ · · • ftft • ftft ftftft ftft • · · ftft ft ••ft ftftft ft · ftft ftft
| č. | R2 | R3 | R4 | Z |
| Ial.1668 | cf3 | ch2ch3 | (CH2 ) 2-O-(4-Cl-C6H4 ) | NH |
| Ial.1669 | cf3 | (CH2)2CH3 | (CH2 ) 2-0- (4-Cl-C6H4 ) | NH |
| Ial.1670 | CFj | (ch2)3ch3 | (CH2)2-0-(4-Cl-C6H4) | NH |
| Ial.1671 | cf3 | H | CH2CH(CH3)-0-(4-Cl-C6H4 ) | NH |
| Ial.1672 | cf3 | ch3 | CH2CH(CH3)-0-(4-C1-C6H4) | NH |
| Ial.1673 | cf3 | ch2ch3 | CH2CH(CH3)-0-(4-Cl-C6H4) | NH |
| Ial.1674 | cf3 | (ch2)2ch3 | CH2CH(CH3)-0-(4-C1-C6H4) | NH |
| Ial.1675 | CF3 | (CH2)3CH3 | CH2CH(CH3)-0-(4-c1-C6H4) | NH |
| Ial.1676 | cf3 | H | CH(CH3)CH2-O-(4-Cl-C6H4) | NH |
| Ial.1677 | cf3 | ch3 | CH(CH3)CH2-O-(4-Cl-C6H4 ) | NH |
| Ial.1678 | cf3 | ch2ch3 | CH(CH3)CH2-O-(4-Cl-C6H4) | NH |
| Ial.1679 | cf3 | (CH2)2CH3 | CH(CH3 )CH2-O-(4-Cl-C6H4 ) | NH |
| Ial.1680 | cf3 | (CH2)3CH3 | CH(CH3)CH2-O-(4-Cl-C6H4) | NH |
| Ial.1681 | < cf3 | H | CH(CH3)CH(CH3)-0-(4-C1-C6H4) | NH |
| Ial.1682 | cf3 | ch3 | CH(CH3)CH(CH3)-0-(4-Cl-C6H4) | NH |
| Ial.1683 | cf3 | ch2ch3 | CH(CH3)CH(CH3)-0-(4-Cl-C6H4) | NH |
| Ial.1684 | cf3 | (CH2)2CH3 | CH(CH3)CH(CH3)-0-(4-C1-C6H4) | NH |
| Ial.1685 | cf3 | (CH2)3CH3 | CH(CH3)CH(CH3)-0-(4-C1-C6H4) | NH |
| Ial.1686 | cf3 | H | (CH2)2-0-(2,4-Cl2-C6H3 ) | NH |
| Ial.1687 | cf3 | ch3 | (CH2 )2-0-( 2,4-Cl2-C6H3 ) | NH |
| Ial.1688 | cf3 | ch2ch3 | (CH2)2-0-(2,4-Cl2-C6H3) | NH |
| Ial.1689 | cf3 | (CH2)2CH3 | (CH2)2-0-( 2,4-Cl2-C6H3) | NH |
| Ial.1690 | cf3 | (CH2)3CH3 | (CH2 ) 2-0-( 2,4-Cl2-C6H3) | NH |
| Ial.1691 | cf3 | H | CH2CH(CH3 )-0-(2,4-Cl2-C6H3) | NH |
| Ial.1692 | cf3 | ch3 | CH2CH (CH3 )-0-(2,4-Cl2-C6H3) | NH |
| Ial.1693 | cf3 | ch2ch3 | CH2CH (CH3) -0- ( 2,4-Cl2-C6H3) | NH |
| Ial.1694 | cf3 | (CH2)2CH3 | CH2CH(CH3) -0- ( 2,4-Cl2-CgH3 ) | NH |
| Ial.1695 | cf3 | (CH2)3CH3 | CH2CH (CH3 ) -0- ( 2,4-Cl2-C6H3) | NH |
| Ial.1696 | cf3 | H | CH (CH3 ) CH2-O-( 2,4-Cl2-C6H3) | NH |
| Ial.1697 | cf3 | ch3 | CH(CH3 )CH2-O-( 2,4-Cl2-C6H3 ) | NH |
| Ial.1698 | cf3 | ch2ch3 | CH (CH3 )CH2-O-( 2,4-Cl2-C6H3) | NH |
| Ial.1699 | cf3 | (CH2)2CH3 | CH(CH3 )CH2-O-( 2,4-Cl2-C6H3) | NH |
| Ial.1700 | cf3 | (CH2)3CH3 | CH(CH3)CH2-O-(2,4-Cl2-C6H3) | NH |
| Ial.1701 | cf3 | H | CH(CH3)CH(CH3)-0-(2,4-Cl2-C6H3) | NH |
| Ial.1702 | cf3 | ch3 | CH(CH3)CH(CH3)-O-(2,4-Cl2-C6H3) | NH |
| Ial.1703 | cf3 | ch2ch3 | CH(CH3)CH(CH3)-0-(2,4-Cl2-C6H3) | NH |
| Ial.1704 | cf3 | (CH2)2CH3 | CH(CH3)CH(CH3)-0-(2,4-Cl2-C6H3) | NH |
| ial.1705 | cf3 | (CH2)3CH3 | CH(CH3)CH(CH3)-O-(2,4-Cl2-C6H3 ) | NH |
« «· · ·· · · « α·α ♦ ♦ · fl » flfl · • flfl flflfl • · • · flfl
| č. | R2 | R3 | R4 | z |
| Ial.1706 | cf3 | H | ch3 | nch3 |
| Ial.1707 | cf3 | ch3 | ch3 | nch3 |
| Ial.1708 | cf3 | ch2ch3 | ch3 | nch3 |
| Ial.1709 | cf3 | (CH2)2CH3 | ch3 | nch3 |
| Ial.1710 | cf3 | (CH2)3CH3 | ch3 | nch3 |
| Ial.1711 | cf3 | H | c2h5 | nch3 |
| Ial.1712 | cf3 | ch3 | c2h5 | nch3 |
| Ial.1713 | cf3 | ch2ch3 | c2h5 | nch3 |
| Ial.1714 | cf3 | (CH2)2CH3 | c2h5 | nch3 |
| Ial.1715 | CF3 | (CH2)3CH3 | c2h5 | nch3 |
| Ial.1716 | cf3 | H | (CH2)2CH3 | nch3 |
| Ial.1717 | cf3 | ch3 | (CH2)2CH3 | nch3 |
| Ial.1718 | cf3 | ch2ch3 | (CH2)2CH3 | nch3 |
| Ial.1719 | cf3 | (CH2)2CH3 | (CH2)2CH3 | nch3 |
| Ial.1720 | cf3 | (CH2)3CH3 | (CH2)2CH3 | nch3 |
| Ial.1721 | cf3 | H | CH(CH3)2 | nch3 |
| Ial.1722 | cf3 | ch3 | CH(CH3)2 | nch3 |
| Ial.1723 | cf3 | ch2ch3 | CH(CH3)2 | nch3 |
| Ial.1724 | cf3 | (CH2)2CH3 | CH(CH3)2 | nch3 |
| Ial.1725 | cf3 | (CH2)3CH3 | CH(CH3)2 | nch3 |
| Ial.1726 | cf3 | H | (CH2)3CH3 | nch3 |
| Ial.1727 | cf3 | ch3 | (CH2)3CH3 | nch3 |
| Ial.1728 | cf3 | ch2ch3 | (CH2)3CH3 | nch3 |
| Ial.1729 | cf3 | (CH2)2CH3 | (CH2)3CH3 | nch3 |
| Ial.1730 | cf3 | (CH2)3CH3 | (CH2)3CH3 | nch3 |
| Ial.1731 | cf3 | H | CH2CH(CH3)2 | nch3 |
| Ial.1732 | cf3 | ch3 | CH2CH(CH3)2 | nch3 |
| Ial.1733 | cf3 | ch2ch3 | CH2CH(CH3)2 | nch3 |
| Ial.1734 | cf3 | (CH2)2CH3 | CH2CH(CH3)2 | nch3 |
| Ial.1735 | cf3 | (CH2)3CH3 | CH2CH(CH3)2 | nch3 |
| Ial.1736 | cf3 | H | CH(CH3)CH2CH3 | nch3 |
| Ial.1737 | cf3 | ch3 | CH(CH3)CH2CH3 | nch3 |
| Ial.1738 | cf3 | ch2ch3 | CH(CH3)CH2CH3 | nch3 |
| Ial.1739 | cf3 | (CH2)2CH3 | CH(CH3)CH2CH3 | nch3 |
| Ial.1740 | cf3 | <ch2)3ch3 | CH(CH3)CH2CH3 | nch3 |
| Ial.1741 | CF3 | H | (CH2)2-C6H5 | nch3 |
| Ial.1742 | cf3 | ch3 | (CH2)2-C6H5 | nch3 |
| Ial.1743 | CF3 | ch2ch3 | (CH2)2-C6H5 | nch3 |
| Ial.1744 | cf3 | (CH2)2CH3 | (CH2)2-C6H5 | nch3 |
• ftftft • ft · • ftftft • · • ft • · · ♦ · ft «ftftft • · ftftft ftftft • ftft • ft ftft ftft
| č. | R2 | R3 | R4 | z |
| Ial.1745 | cf3 | (CH2)3CH3 | (CH2)2-C6H5 | NCH3 |
| Ial.1746 | cf3 | H | CH2CH(CH3)-C6H5 | nch3 |
| Ial.1747 | cf3 | ch3 | CH2CH(CH3)-C6Hs | nch3 |
| Ial.1748 | cf3 | ch2ch3 | CH2CH(CH3)-C6H5 | nch3 |
| Ial.1749 | cf3 | (CH2)2CH3 | CH2CH(ch3)-c6h5 | nch3 |
| Ial.1750 | cf3 | (CH2)3CH3 | CH2CH(CH3)-C6H5 | nch3 |
| Ial.1751 | CF3 | H | CH(CH3)CH2-C6H5 | nch3 |
| Ial.1752 | cf3 | ch3 | CH(CH3)CH2-C6H5 | nch3 |
| Ial.1753 | cf3 | ch2ch3 | CH(CH3)CH2-C6H5 | nch3 |
| Ial.1754 | cf3 | (CH2)2CH3 | CH(CH3)CH2-C6H5 | nch3 |
| Ial.1755 | cf3 | (CH2)3CH3 | CH(CH3 )CH2-C6H5 | nch3 |
| Ial.1756 | cf3 | H | CH(CH3)CH(CH3)-C6H5 | nch3 |
| Ial.1757 | cf3 | ch3 | CH(CH3)CH(CH3)-C6H5 | nch3 |
| Ial.1758 | cf3 | ch2ch3 | CH(CH3)CH(CH3)-C6H5 | nch3 |
| Ial.1759 | cf3 | (CH2)2CH3 | CH(CH3)CH(CH3)-C6H5 | nch3 |
| Ial.1760 | cf3 | (CH2)3CH3 | CH(CH3)CH(CH3)-C6H5 | nch3 |
| Ial.1761 | CF3 | H | (CH2)2-(4-Cl-C6H4) | nch3 |
| Ial.1762 | cf3 | ch3 | (CH2)2-(4-Cl-CgH4) | nch3 |
| Ial.1763 | CF3 | ch2ch3 | (CH2)2-(4-Cl-C6H4 ) | nch3 |
| Ial.1764 | CF3 | (CH2)2CH3 | (CH2)2-(4-Cl-C6H4) | nch3 |
| Ial.1765 | cf3 | (CH2)3CH3 | (CH2)2-(4-Cl-C6H4) | nch3 |
| Ial.1766 | cf3 | H | CH2CH(CH3)-(4-Cl-C6H4) | nch3 |
| Ial.1767 | CF3 | CH3 | CH2CH(CH3)-(4-Cl-C6H4) | nch3 |
| Ial.1768 | cf3 | ch2ch3 | CH2CH(CH3)-(4-Cl-C6H4 ) | nch3 |
| Ial.1769 | cf3 | (CH2)2CH3 | CH2CH(CH3)-(4-Cl-C6H4 ) | nch3 |
| Ial.1770 | cf3 | (CH2)3CH3 | CH2CH(CH3)-(4-Cl-C6H4) | nch3 |
| Ial.1771 | cf3 | H | CH(CH3)CH2-(4-Cl-C6H4 ) | nch3 |
| Ial.1772 | cf3 | CH3 | CH(CH3)CH2-(4-Cl-C6H4) | nch3 |
| Ial.1773 | cf3 | ch2ch3 | CH(CH3)CH2-(4-Cl-C6H4) | nch3 |
| Ial.1774 | cf3 | (ch2)2ch3 | CH(CH3)CH2-(4-C1-C6H4 ) | nch3 |
| Ial.1775 | cf3 | (CH2)3CH3 | CH(CH3)CH2-(4-Cl-C6H4) | nch3 |
| Ial.1776 | cf3 | H | CH(CH3)CH(CH3)-(4-Cl-C6H4) | nch3 |
| Ial.1777 | cf3 | ch3 | CH(CH3)CH(CH3)-(4-Cl-C6H4 ) | nch3 |
| Ial.1778 | cf3 | ch2ch3 | CH(CH3)CH(CH3)-(4-Cl-C6H4) | nch3 |
| Ial.1779 | CF3 | (CH2)2CH3 | CH(CH3)CH(CH3)-(4-Cl-C6H4) | nch3 |
| Ial.1780 | cf3 | (CH2)3CH3 | CH(CH3)CH(CH3)-(4-Cl-C6H4) | nch3 |
| Ial.1781 | cf3 | H | (CH2)2-(2,4-Cl2-C6H3) | nch3 |
| Ial.1782 | CF3 | ch3 | (CH2)2-(2,4-Cl2-C6H3) | nch3 |
| Ial.1783 | cf3 | ch2ch3 | (CH2)2-(2,4-Cl2-C6H3) | nch3 |
• · 9
9 999
| č. | R2 | R3 | R4 | z |
| Ial.1784 | cf3 | (CH2)2CH3 | (CH2)2-(2,4-Cl2-C6H3) | nch3 |
| Ial.1785 | cf3 | (CH2)3CH3 | (CH2)2-(2,4-Cl2-C6H3) | nch3 |
| Ial.1786 | cf3 | H | CH2CH(CH3)-(2,4-Cl2-C6H3) | nch3 |
| Ial.1787 | cf3 | ch3 | CH2CH(CH3)-(2,4-Cl2-C6H3) | nch3 |
| Ial.1788 | cf3 | ch2ch3 | CH2CH(CH3)-(2,4-Cl2-C6H3) | nch3 |
| Ial.1789 | cf3 | (ch2)2ch3 | CH2CH(CH3) - (2,4-Cl2-C6H3) | nch3 |
| Ial.1790 | cf3 | (CH2)3CH3 | CH2CH(CH3)-(2,4-C12-C6H3) | nch3 |
| Ial.1791 | cf3 | H | CH(CH3)CH2-(2,4-Cl2-C6H3) | nch3 |
| Ial.1792 | cf3 | CH3 | CH(CH3)CH2-(2,4-Cl2-C6H3) | nch3 |
| Ial.1793 | cf3 | ch2ch3 | CH(CH3)CH2-(2,4-Cl2-C6H3) | nch3 |
| Ial.1794 | cf3 | (CH2)2CH3 | CH(CH3)CH2-(2,4-Cl2-C6H3) | nch3 |
| Ial.1795 | cf3 | (CH2)3CH3 | CH(CH3)CH2-(2,4-Cl2-C6H3) | nch3 |
| Ial.1796 | cf3 | H | CH(CH3)CH(CH3)-(2,4-Cl2-C6H3) | nch3 |
| Ial.1797 | cf3 | ch3 | CH(CH3)CH(CH3)-(2,4-Cl2-C6H3) | nch3 |
| Ial.1798 | cf3 | ch2ch3 | CH(CH3)CH(CH3)-(2,4-Cl2-C6H3) | nch3 |
| Ial.1799 | cf3 | (CH2)2CH3 | CH(CH3)CH(CH3)-(2,4-Cl2-C6H3 ) | nch3 |
| Ial.1800 | cf3 | (CH2)3CH3 | CH(CH3)CH(CH3)-(2,4-Cl2-C6H3) | nch3 |
| Ial.1801 | cf3 | H | (ch2)2-o-c6h5 | nch3 |
| Ial.1802 | cf3 | ch3 | (CH2)2-O-C6H5 | nch3 |
| Ial.1803 | cf3 | ch2ch3 | (CH2)2-O-C6H5 | nch3 |
| Ial.1804 | cf3 | (CH2)2CH3 | (CH2)2-O-C6H5 | nch3 |
| Ial.1805 | cf3 | (CH2)3CH3 | (CH2)2-O-C6H5 | nch3 |
| Ial.1806 | cf3 | H | CH2CH(CH3)-O-C6H5 | nch3 |
| Ial.1807 | cf3 | ch3 | CH2CH(CH3)-O-C6H5 | nch3 |
| Ial.1808 | cf3 | ch2ch3 | CH2CH(CH3)-O-C6H5 | nch3 |
| Ial.1809 | cf3 | (CH2)2CH3 | CH2CH(CH3)-O-C6H5 | nch3 |
| Ial.1810 | cf3 | (CH2)3CH3 | CH2CH(CH3)-O-C6H5 | nch3 |
| Ial.1811 | cf3 | H | CH(CH3)CH2-O-C6H5 | nch3 |
| ial.1812 | cf3 | CH3 | CH(CH3)CH2-O-C6H5 | nch3 |
| Ial.1813 | cf3 | ch2ch3 | CH(CH3)CH2-O-C6H5 | nch3 |
| Ial.1814 | cf3 | (CH2)2CH3 | CH(CH3)CH2-O-C6H5 | nch3 |
| Ial.1815 | cf3 | (CH2)3CH3 | CH(CH3)CH2-O-C6H5 | nch3 |
| Ial.1816 | cf3 | H | CH(CH3)CH(CH3)-O-C6H5 | nch3 |
| Ial.1817 | cf3 | ch3 | CH(CH3)CH(CH3)-O-C6H5 | nch3 |
| Ial.1818 | cf3 | ch2ch3 | CH(CH3)CH(CH3)-O-C6H5 | nch3 |
| Ial.1819 | cf3 | (CH2)2CH3 | CH(CH3)CH(CH3)-O-C6H5 | nch3 |
| Ial.1820 | cf3 | (CH2)3CH3 | CH(CH3)CH(CH3)-O-C6H5 | nch3 |
| Ial.1821 | cf3 | H | (CH2)2-O-(4-Cl-C6H4) | nch3 |
| Ial.1822 | cf3 | ch3 | (CH2)2-0-(4-Cl-C6H4) | nch3 |
• · ··· ··· «··· • ··
| č. | R2 | R3 | R4 | Z |
| Ial.1823 | cf3 | ch2ch3 | (CH2 )2-0-(4-Cl-C6H4) | NCH3 |
| Ial.1824 | cf3 | (CH2)2CH3 | (CH2 )2-0-(4-Cl-C6H4) | nch3 |
| Ial.1825 | cf3 | (CH2)3CH3 | (CH2 )2-0-(4-Cl-C6H4) | nch3 |
| Ial.1826 | cf3 | H | CH2CH(CH3)-0-(4-C1-C6H4) | nch3 |
| Ial.1827 | cf3 | CH3 | CH2CH(CH3)-O-(4-Cl-C6H4) | nch3 |
| Ial.1828 | cf3 | ch2ch3 | CH2CH(CH3)-0-(4-Cl-C6H4) | nch3 |
| Ial.1829 | cf3 | (CH2)2CH3 | CH2CH(CH3)-O-(4-Cl-C6H4) | nch3 |
| Ial.1830 | cf3 | (CH2)3CH3 | ch2ch(CH3)-0-(4-C1-C6H4) | nch3 |
| Ial.1831 | cf3 | H | CH(CH3)CH2-0-(4-Cl-C6H4) | nch3 |
| Ial.1832 | cf3 | ch3 | CH(CH3)CH2-O-(4-Cl-C6H4) | nch3 |
| Ial.1833 | cf3 | ch2ch3 | CH(CH3)CH2-O-(4-Cl-C6H4) | nch3 |
| Ial.1834 | cf3 | (CH2)2CH3 | CH(CH3)CH2-O-(4-Cl-C6H4) | nch3 |
| Ial.1835 | cf3 | (CH2)3CH3 | CH(CH3)CH2-O-(4-Cl-C6H4) | nch3 |
| Ial.1836 | cf3 | H | CH(CH3)CH(CH3)-O-(4-Cl-C6H4) | nch3 |
| Ial.1837 | cf3 | ch3 | CH(CH3)CH(CH3)-0-(4-C1-C6H4) | nch3 |
| Ial.1838 | cf3 | ch2ch3 | CH(CH3)CH(CH3)-0-(4-Cl-C6H4) | nch3 |
| Ial.1839 | cf3 | (CH2)2CH3 | CH(CH3)CH(CH3)-0-(4-Cl-C6H4) | nch3 |
| Ial.1840 | cf3 | (CH2)3CH3 | CH(CH3)CH(CH3)-0-(4-Cl-C6H4 ) | nch3 |
| Ial.1841 | cf3 | H | (CH2 )2-0-(2,4-Cl2-C6H3 ) | nch3 |
| Ial.1842 | cf3 | ch3 | (CH2)2-0-(2,4-Cl2-C6H3 ) | nch3 |
| Ial.1843 | cf3 | ch2ch3 | (CH2)2-0-(2,4-Cl2-C6H3) | nch3 |
| Ial.1844 | cf3 | (CH2)2CH3 | (CH2)2-0-(2,4-Cl2-C6H3) | nch3 |
| Ial.1845 | cf3 | (CH2)3CH3 | (CH2)2-0-{2,4-Cl2-C6H3) | nch3 |
| Ial.1846 | cf3 | H | CH2CH(CH3)-0-(2,4-Cl2-C6H3) | nch3 |
| Ial.1847 | cf3 | ch3 | CH2CH(CH3)-0-(2,4-Cl2-C6H3) | nch3 |
| Ial.1848 | cf3 | ch2ch3 | CH2CH(CH3)-0-(2,4-Cl2-C6H3) | nch3 |
| Ial.1849 | cf3 | (CH2)2CH3 | CH2CH(CH3)-0-(2,4-Cl2-C6H3) | nch3 |
| Ial.1850 | cf3 | (CH2)3CH3 | CH2CH(CH3)-0-(2,4-Cl2-C6H3) | nch3 |
| Ial.1851 | cf3 | H | CH(CH3)CH2-O-(2,4-Cl2-C6H3) | nch3 |
| Ial.1852 | cf3 | ch3 | CH(CH3)CH2-0-(2,4-Cl2-C6H3 ) | nch3 |
| Ial.1853 | cf3 | ch2ch3 | CH(CH3)CH2-0-(2,4-C12-C6H3) | nch3 |
| Ial.1854 | cf3 | (CH2)2CH3 | CH(CH3)CH2-O-(2,4-Cl2-C6H3) | nch3 |
| Ial.1855 | cf3 | (CH2)3CH3 | CH(CH3)CH2-0-(2,4-Cl2-C6H3) | nch3 |
| Ial.1856 | cf3 | H | CH(CH3)CH(CH3)-0-(2,4-C12-C6H3) | nch3 |
| Ial.1857 | cf3 | CH3 | CH(CH3)CH(CH3)-0-(2,4-C12-C6H3) | nch3 |
| Ial.1858 | cf3 | ch2ch3 | CH(CH3)CH(CH3)-0-(2,4-Cl2-C6H3) | nch3 |
| Ial.1859 | cf3 | (CH2)2CH3 | CH(CH3)CH(CH3)-0-(2,4-C12-C6H3) | nch3 |
| Ial.1860 | cf3 | (CH2)3CH3 | CH(CH3)CH(CH3)-0-(2,4-C12-C6H3) | nch3 |
·· · ···
| č. | R2 | R3 | R4 | z |
| Ial.1861 | so2ch3 | H | ch3 | 0 |
| Ial.1862 | so2ch3 | ch3 | ch3 | 0 |
| Ial.1863 | so2ch3 | ch2ch3 | ch3 | 0 |
| Ial.1864 | so2ch3 | (CH2)2CH3 | ch3 | 0 |
| Ial.1865 | so2ch3 | (CH2)3CH3 | ch3 | 0 |
| Ial.1866 | so2ch3 | H | c2h5 | 0 |
| Ial.1867 | so2ch3 | ch3 | c2h5 | 0 |
| Ial.1868 | so2ch3 | ch2ch3 | c2h5 | 0 |
| Ial.1869 | so2ch3 | (CH2)2CH3 | C2H5 | 0 |
| Ial.1870 | so2ch3 | (CH2)3CH3 | c2h5 | 0 |
| Ial.1871 | so2ch3 | H | (CH2)2CH3 | 0 |
| Ial.1872 | so2ch3 | ch3 | (CH2)2CH3 | 0 |
| Ial.1873 | so2ch3 | ch2ch3 | (CH2)2CH3 | 0 |
| Ial.1874 | so2ch3 | (CH2)2CH3 | (CH2)2CH3 | 0 |
| Ial.1875 | so2ch3 | (CH2)3CH3 | (CH2)2CH3 | 0 |
| Ial.1876 | so2ch3 | H | CH(CH3)2 | 0 |
| Ial.1877 | so2ch3 | ch3 | CH(CH3)2 | 0 |
| Ial.1878 | so2ch3 | ch2ch3 | CH(CH3)2 | 0 |
| Ial.1879 | so2ch3 | (CH2)2CH3 | CH(CH3)2 | 0 |
| Ial.1880 | so2ch3 | (CH2)3CH3 | CH(CH3)2 | 0 |
| Ial.1881 | so2ch3 | H | (CH2)3CH3 | 0 |
| Ial.1882 | so2ch3 | ch3 | (CH2)3CH3 | 0 |
| Ial.1883 | so2ch3 | ch2ch3 | (CH2)3CH3 | 0 |
| Ial.1884 | so2ch3 | (CH2)2CH3 | (CH2)3CH3 | 0 |
| Ial.1885 | so2ch3 | (CH2)3CH3 | (CH2)3CH3 | 0 |
| Ial.1886 | so2ch3 | H | CH2CH(CH3)2 | 0 |
| Ial.1887 | so2ch3 | ch3 | CH2CH(CH3)2 | 0 |
| Ial.1888 | so2ch3 | ch2ch3 | CH2CH(CH3)2 | 0 |
| Ial.1889 | so2ch3 | (CH2)2CH3 | CH2CH(CH3)2 | 0 |
| Ial.1890 | so2ch3 | (Ch2)3ch3 | CH2CH(CH3)2 | 0 |
| Ial.1891 | so2ch3 | H | CH(CH3)CH2CH3 | 0 |
| Ial.1892 | so2ch3 | ch3 | CH(CH3)CH2CH3 | 0 |
| Ial.1893 | so2ch3 | ch2ch3 | CH(CH3)CH2CH3 | 0 |
| Ial.1894 | so2ch3 | (CH2)2CH3 | CH(CH3)CH2CH3 | 0 |
| Ial.1895 | so2ch3 | (CH2)3CH3 | CH(CH3)CH2CH3 | 0 |
| Ial.1896 | so2ch3 | H | (CH2)2-C6H5 | 0 |
| Ial.1897 | so2ch3 | ch3 | (CH2)2-C6H5 | 0 |
| Ial.1898 | so2ch3 | ch2ch3 | (CH2)2-C6H5 | 0 |
| Ial.1899 | so2ch3 | (CH2)2CH3 | (CH2)2-C6H5 | 0 |
Φ «··· φ φ ·· Φ· φφ φ ·Φ φφ · · · · • φφφ · φ ΦΦΦ· φ φφ φ · φ ······ φ φ · φ · · ··· ··· ··· ··· ·· ··
| Č. | R2 | R3 | R4 | z |
| Ial.1900 | so2ch3 | (CH2)3CH3 | (CH2)2-C6H5 | 0 |
| Ial.1901 | so2ch3 | H | CH2CH(CH3)-C6H5 | 0 |
| Ial.1902 | so2ch3 | ch3 | CH2CH(CH3)-C6H5 | 0 |
| Ial.1903 | so2ch3 | ch2ch3 | CH2CH(CH3)-C6H5 | 0 |
| Ial.1904 | so2ch3 | (CH2)2CH3 | CH2CH(CH3)-C6H5 | 0 |
| Ial.1905 | so2ch3 | (CH2)3CH3 | CH2CH(CH3)-C6H5 | 0 |
| Ial.1906 | so2ch3 | H | CH(CH3)CH2-C6H5 | 0 |
| Ial.1907 | so2ch3 | ch3 | CH(CH3)CH2-C6H5 | 0 |
| Ial.1908 | so2ch3 | ch2ch3 | CK(CH3)CH2-C6H5 | 0 |
| Ial.1909 | so2ch3 | (CH2)2CH3 | CH(CH3)CH2-C6H5 | 0 |
| Ial.1910 | so2ch3 | (CH2)3CH3 | CH(CH3)CH2-C6H5 | 0 |
| lal.1911 | so2ch3 | H | CH(CH3)CH(CH3)-C6H5 | 0 |
| Ial.1912 | so2ch3 | ch3 | CH(CH3)CH(CH3)-c6h5 | 0 |
| Ial.1913 | so2ch3 | ch2ch3 | CH(CH3)CH(CH3)-C6H5 | 0 |
| Ial.1914 | so2ch3 | (CH2)2CH3 | CH(CH3)CH(CH3)-c6h5 | 0 |
| Ial.1915 | so2ch3 | (CH2)3CH3 | CH(CH3)CH(CH3)-C6H5 | 0 |
| Ial.1916 | so2ch3 | H | (CH2)2-( 4-Cl-C6H4) | 0 |
| Ial.1917 | so2ch3 | ch3 | (CH2)2-(4-Cl-C6H4) | o |
| Ial.1918 | so2ch3 | ch2ch3 | (CH2)2-(4-Cl-C6H4) | o |
| Ial.1919 | so2ch3 | (CH2)2CH3 | (CH2)2-(4-Cl-C6H4) | o |
| Ial.1920 | so2ch3 | (CH2)3CH3 | (CH2)2-(4-Cl-C6H4) | 0 |
| Ial.1921 | so2ch3 | H | CH2CH(CH3)-(4-Cl-C6H4) | 0 |
| Ial.1922 | so2ch3 | ch3 | CH2CH(CH3)-(4-Cl-C6H4) | 0 |
| Ial.1923 | so2ch3 | ch2ch3 | CH2CH(CH3)-(4-Cl-C6H4) | 0 |
| Ial.1924 | so2ch3 | (CH2)2CH3 | CH2CH(CH3)-(4-Cl-C6H4) | 0 |
| Ial.1925 | so2ch3 | (ch2)3ch3 | CH2CH(CH3)-(4-Cl-C6H4) | o |
| Ial.1926 | so2ch3 | H | CH(CH3)CH2-(4-Cl-C6H4) | 0 |
| Ial.1927 | so2ch3 | ch3 | CH(CH3)CH2-(4-Cl-C6H4 ) | 0 |
| Ial.1928 | so2ch3 | ch2ch3 | CH(CH3)CH2-(4-Cl-C6H4) | 0 |
| Ial.1929 | so2ch3 | (CH2)2CH3 | CH(CH3)CH2-(4-Cl-C6H4) | 0 |
| Ial.1930 | so2ch3 | (CH2)3CH3 | CH(CH3)CH2-(4-Cl-C6H4) | 0 |
| Ial.1931 | so2ch3 | H | CH(CH3)CH(CH3)-(4-C1-C6H4 ) | o |
| Ial.1932 | so2ch3 | ch3 | CH(CH3)CH(CH3) - (4-C1-C6H4) | o |
| Ial.1933 | so2ch3 | ch2ch3 | CH(CH3)CH(CH3)-(4-Cl-C6H4) | 0 |
| Ial.1934 | so2ch3 | (CH2)2CH3 | CH(CH3)CH(CH3)-(4-Cl-C6H4) | 0 |
| Ial.1935 | so2ch3 | (CH2)3CH3 | CH(CH3)CH(CH3)-(4-Cl-C6H4) | 0 |
| Ial.1936 | so2ch3 | H | (CH2 )2-(2,4-Cl2-C6H3) | 0 |
| Ial.1937 | so2ch3 | ch3 | (CH2)2-(2,4-Cl2-C6H3) | 0 |
| Ial.1938 | so2ch3 | ch2ch3 | (CH2 )2-(2,4-Cl2-C6H3) | 0 |
99 99
9 9 9 9
9 9 9 9
9 999 999
9 9
999 99 99 ···« • ··
9 999
| č. | R2 | R3 | R4 | z |
| Ial.1939 | so2ch3 | (CH2)2CH3 | (CH2)2-(2,4-Cl2-C6H3) | 0 |
| Ial.1940 | so2ch3 | (CH2)3CH3 | (CH2)2-(2,4-Cl2-C6H3) | 0 |
| Ial.1941 | so2ch3 | H | CH2CH(CH3)-(2,4-Cl2-C6H3) | 0 |
| Ial.1942 | so2ch3 | CH3 | CH2CH(CH3)-(2,4-Cl2-C6H3 ) | 0 |
| Ial.1943 | so2ch3 | ch2ch3 | CH2CH(CH3)-(2,4-Cl2-C6H3) | 0 |
| Ial.1944 | so2ch3 | (CH2)2CH3 | CH2CH(CH3)-(2,4-Cl2-C6H3) | 0 |
| Ial.1945 | so2ch3 | (ch2)3ch3 | CH2CH(CH3)-(2,4-Cl2-C6H3 ) | 0 |
| Ial.1946 | so2ch3 | H | CH(CH3)CH2-(2,4-Cl2-C6H3) | 0 |
| Ial.1947 | so2ch3 | ch3 | CH(CH3)CH2-(2,4-Cl2-C6H3) | 0 |
| Ial.1948 | so2ch3 | ch2ch3 | CH(CH3)CH2-(2,4-Cl2-C6H3 ) | 0 |
| Ial.1949 | so2ch3 | (CH2)2CH3 | CH (CH3)CH2-(2,4-Cl2-C6H3) | 0 |
| Ial.1950 | so2ch3 | (CH2)3CH3 | CH(CH3)CH2-(2,4-Cl2-C6H3) | 0 |
| Ial.1951 | so2ch3 | H | CH(CH3)CH(CH3)-(2,4-Cl2-C6H3) | 0 |
| Ial.1952 | so2ch3 | ch3 | CH(CH3)CH(CH3)-(2,4-Cl2-C6H3 ) | 0 |
| Ial.1953 | so2ch3 | ch2ch3 | CH(CH3)CH(CH3)-(2,4-Cl2-C6H3) | 0 |
| Ial.1954 | so2ch3 | (ch2)2ch3 | CH(CH3)CH(CH3)-(2,4-Cl2-C6H3) | 0 |
| Ial.1955 | so2ch3 | (CH2)3CH3 | CH(CH3)CH(CH3)-(2,4-Cl2-C6H3 ) | 0 |
| Ial.1956 | so2ch3 | H | (CH2)2-O-C6H5 | 0 |
| Ial.1957 | so2ch3 | CH3 | (CH2)2-O-C6H5 | 0 |
| Ial.1958 | so2ch3 | ch2ch3 | (CH2)2—0—CgH5 | 0 |
| Ial.1959 | so2ch3 | (CH2)2CH3 | (CH2)2-O-C6H5 | 0 |
| Ial.1960 | so2ch3 | (CH2)3CH3 | (CH2)2-O-C6H5 | 0 |
| Ial.1961 | so2ch3 | H | CH2CH(CH3)-O-C6H5 | 0 |
| Ial.1962 | so2ch3 | ch3 | CH2CH(CH3)-O-C6H5 | 0 |
| Ial.1963 | so2ch3 | ch2ch3 | CH2CH(CH3)-O-C6H5 | 0 |
| Ial.1964 | so2ch3 | (CH2)2CH3 | CH2CH(CH3)-O-C6H5 | 0 |
| Ial.1965 | so2ch3 | (CH2)3CH3 | CH2CH(CH3)-O-C6H5 | 0 |
| Ial.1966 | so2ch3 | H | CH(CH3)CH2-O-C6H5 | 0 |
| Ial.1967 | so2ch3 | ch3 | CH(CH3)CH2-O-C6H5 | 0 |
| Ial.1968 | so2ch3 | ch2ch3 | CH(CH3)CH2-O-C6H5 | 0 |
| Ial.1969 | so2ch3 | (CH2)2CH3 | CH(CH3)CH2-O-C6H5 | 0 |
| Ial.1970 | so2ch3 | (CH2)3CH3 | CH(CH3)CH2-O-C6H5 | 0 |
| Ial.1971 | so2ch3 | H | CH(CH3)CH(CH3)-O-C6H5 | 0 |
| Ial.1972 | so2ch3 | ch3 | CH(CH3)CH(CH3)-O-C6H5 | 0 |
| Ial.1973 | so2ch3 | ch2ch3 | CH(CH3)CH(CH3)-O-C6H5 | 0 |
| Ial.1974 | so2ch3 | (CH2)2CH3 | CH(CH3)CH(CH3)-o-c6h5 | 0 |
| Ial.1975 | so2ch3 | (CH2)3CH3 | CH(CH3)CH(CH3)-o-c6h5 | 0 |
| Ial.1976 | so2ch3 | H | (CH2)2-0-(4-Cl-C6H4) | 0 |
| Ial.1977 | so2ch3 | ch3 | (CH2)2-O-(4-Cl-C6H4) | 0 |
fc ·· fcfc fcfc · · · « • · · · · • · ··· fcfcfc • · · ··· fcfc ·· ··«· *· * «· • ··· · • · · · • fcfc ··* ·<» *·*
| č. | R2 | R3 | R4 | Z |
| Ial.1978 | so2ch3 | ch2ch3 | (CH2)2-0-(4-Cl-C6H4) | 0 |
| Ial.1979 | so2ch3 | (CH2)2CH3 | (CH2) 2-0-(4-Cl-C6H4 ) | 0 |
| Ial.1980 | so2ch3 | (CH2)3CH3 | (CH2) 2-0-(4-Cl-C6H4) | 0 |
| Ial.1981 | so2ch3 | H | CH2CH(CH3)-0-(4-Cl-C6H4) | 0 |
| Ial.1982 | so2ch3 | CH3 | CH2CH(CH3)-O-(4-Cl-C6H4) | 0 |
| Ial.1983 | so2ch3 | ch2ch3 | CH2CH(CH3)-0-{4-Cl-C6H4) | 0 |
| Ial.1984 | so2ch3 | ( --Í2)2CH3 | CH2CH(CH3)-0-(4-Cl-C6H4) | 0 |
| Ial.1985 | so2ch3 | (CH2)3CH3 | CH2CH(CH3)-0-(4-C1-C6H4) | 0 |
| Ial.1986 | so2ch3 | H | CH(CH3)CH2-O-(4-Cl-C6H4) | 0 |
| Ial.1987 | so2ch3 | ch3 | CH(CH3)CH2-O-(4-Cl-C6H4) | 0 |
| Ial.1988 | so2ch3 | ch2ch3 | CH(CH3)CH2-O-(4-Cl-C6H4) | 0 |
| Ial.1989 | so2ch3 | (CH2)2CH3 | CH(CH3)CH2-O-(4-C1-C6H4) | 0 |
| Ial.1990 | so2ch3 | (CH2)3CH3 | CH(CH3)CH2-O-(4-Cl-C6H4) | 0 |
| Ial.1991 | so2ch3 | H | CH(CH3)CH(CH3)-0-(4-Cl-C6H4) | 0 |
| Ial.1992 | so2ch3 | ch3 | CH(CH3)CH(CH3)-O-(4-Cl-C6H4) | 0 |
| Ial.1993 | so2ch3 | ch2ch3 | CH(CH3)CH(CH3)-O-(4-Cl-C6H4) | 0 |
| Ial.1994 | so2ch3 | (CH2)2CH3 | CH(CH3)CH(CH3)-0-(4-Cl-C6H4) | 0 |
| Ial.1995 | so2ch3 | (CH2)3CH3 | CH(CH3)CH(CH3)-0-(4-Cl-C6H4) | 0 |
| Ial.1996 | so2ch3 | H | (CH2 )2-0- (2,4-Cl2-C6H3 ) | 0 |
| Ial.1997 | so2ch3 | ch3 | (CH2)2-0-(2, 4-Cl2-C6H3) | 0 |
| Ial.1998 | so2ch3 | ch2ch3 | (CH2 )2-0- (2,4-Cl2-C6H3 ) | 0 |
| Ial.1999 | so2ch3 | (CH2)2CH3 | (CH2 ) 2-0- (2,4-Cl2-C6H3 ) | 0 |
| Ial.2000 | so2ch3 | (CH2)3CH3 | (CH2) 2-0- (2,4-Cl2-C6H3 ) | 0 |
| Ial.2001 | so2ch3 | H | CH2CH(CH3)-0-(2,4-C12-C6H3) | 0 |
| Ial.2002 | so2ch3 | ch3 | CH2CH(CH3)-0-(2,4-Cl2-C6H3) | 0 |
| Ial.2003 | so2ch3 | ch2ch3 | CH2CH(CH3)-0-(2,4 -C12-C6H3) | 0 |
| Ial.2004 | so2ch3 | (CH2)2CH3 | CH2CH(CH3)-0-(2,4-Cl2-C6H3 ) | 0 |
| Ial.2005 | so2ch3 | (CH2)3CH3 | CH2CH(CH3)-0-(2,4-Cl2-C6H3 ) | 0 |
| Ial.2006 | so2ch3 | H | CH(CH3)CH2-O-(2,4-Cl2-C6H3) | 0 |
| Ial.2007 | so2ch3 | CH3 | CH(CH3)CH2-O-(2,4-Cl2-C6H3 ) | 0 |
| Ial.2008 | so2ch3 | ch2ch3 | CH(CH3)CH2-O-(2,4-Cl2-C6H3 ) | 0 |
| Ial.2009 | so2ch3 | (ch2)2ch3 | CH(CH3 )CH2-O-(2,4-Cl2-C6H3 ) | 0 |
| Ial.2010 | so2ch3 | (CH2)3ch3 | CH(CH3 )CH2-O-(2,4-Cl2-C6H3 ) | 0 |
| Ial.2011 | so2ch3 | H | CH(CH3)CH(CH3)-0-(2,4-Cl2-C6H3 ) | 0 |
| Ial.2012 | so2ch3 | ch3 | CH(CH3)CH(CH3)-0-(2,4-C12-C6H3) | 0 |
| Ial.2013 | so2ch3 | ch2ch3 | CH(CH3)CH(CH3)-0-(2,4-Cl2-C6H3) | 0 |
| Ial.2014 | so2ch3 | (CH2)2CH3 | CH(CH3)CH(CH3)-0-(2,4-Cl2-C6H3 ) | 0 |
| Ial.2015 | so2ch3 | (CH2)3CH3 | CH(CH3)CH(CH3)-0-(2,4-Cl2-C6H3) | 0 |
I • 9 9 9 9 • 9 • ♦ ·· : s •i o
9 *9 • ·
9 9 9 9 • «9 9 • 9 9 9
999 999 ·
«9 9 9 9
| č. | R2 | R3 | R4 | z |
| Ial.2016 | so2ch3 | H | ch3 | NH |
| Ial.2017 | so2ch3 | ch3 | ch3 | NH |
| Ial.2018 | so2ch3 | ch2ch3 | ch3 | NH |
| Ial.2019 | so2ch3 | (CH2)2CH3 | ch3 | NH |
| Ial.2020 | so2ch3 | (CH2)3CH3 | ch3 | NH |
| Ial.2021 | so2ch3 | H | c2h5 | NH |
| Ial.2022 | so2ch3 | ch3 | c2h5 | NH |
| Ial.2023 | so2ch3 | ch2ch3 | c2h5 | NH |
| Ial.2024 | so2ch3 | (CH2)2CH3 | C2H5 | NH |
| Ial.2025 | so2ch3 | (ch2)3ch3 | c2h5 | NH |
| Ial.2026 | so2ch3 | H | (CH2)2CH3 | NH |
| Ial.2027 | so2ch3 | ch3 | (CH2)2CH3 | NH |
| Ial.2028 | so2ch3 | ch2ch3 | (CH2)2CH3 | NH |
| Ial.2029 | so2ch3 | (CH2)2CH3 | (CH2)2CH3 | NH |
| Ial.2030 | so2ch3 | (CH2)3CH3 | (CH2)2CH3 | NH |
| Ial.2031 | so2ch3 | H | CH(CH3)2 | NH |
| Ial.2032 | so2ch3 | ch3 | CH(CH3)2 | NH |
| Ial.2033 | so2ch3 | ch2ch3 | CH(CH3)2 | NH |
| Ial.2034 | so2ch3 | (CH2)2CH3 | CH(CH3)2 | NH |
| Ial.2035 | so2ch3 | (CH2)3CH3 | CH(CH3)2 | NH |
| Ial.2036 | so2ch3 | H | (CH2)3CH3 | NH |
| Ial.2037 | so2ch3 | ch3 | (CH2)3CH3 | NH |
| Ial.2038 | so2ch3 | ch2ch3 | (CH2)3CH3 | NH |
| Ial.2039 | so2ch3 | <CH2)2CH3 | (CH2)3CH3 | NH |
| Ial.2040 | so2ch3 | (CH2)3CH3 | (CH2)3CH3 | NH |
| Ial.2041 | so2ch3 | H | CH2CH(CH3)2 | NH |
| Ial.2042 | so2ch3 | ch3 | CH2CH(CH3)2 | NH |
| Ial.2043 | so2ch3 | ch2ch3 | CH2CH(CH3)2 | NH |
| Ial.2044 | so2ch3 | (CH2)2CH3 | CH2CH(CH3)2 | NH |
| Ial.2045 | so2ch3 | (CH2)3CH3 | CH2CH(CH3)2 | NH |
| Ial.2046 | so2ch3 | H | CH(CH3)CH2CH3 | NH |
| Ial.2047 | so2ch3 | ch3 | CH(CH3)CH2CH3 | NH |
| Ial.2048 | so2ch3 | ch2ch3 | CH(CH3)CH2CH3 | NH |
| Ial.2049 | so2ch3 | (CH2)2CH3 | CH(CH3)CH2CH3 | NH |
| Ial.2050 | so2ch3 | (ch2)3ch3 | CH(CH3)CH2CH3 | NH |
| Ial.2051 | so2ch3 | H | (ch2)2-c6h5 | NH |
| Ial.2052 | so2ch3 | ch3 | (CH2)2-C6H5 | NH |
| Ial.2053 | so2ch3 | ch2ch3 | (CH2)2-C6H5 | NH |
| Ial.2054 | so2ch3 | (CH2)2CH3 | (CH2)2-C6H5 | NH |
φ φ φ · φ φ
Φ * Φ € • ΦΦΦ ΦΦΦ
Φ Φ <9 Φ Φ ί* φ · ·· · φ» « • φ · φ .f • 9· »·
Φ
ΦΦ Φ ΦΦΦ
| Č. | R2 | R3 | R4 | z |
| Ial.2055 | SO2CH3 | (CH2)3CH3 | (CH2)2-C6H5 | NH |
| Ial.2056 | SO2CH3 | H | CH2CH(CH3)-c6h5 | NH |
| Ial.2057 | SO2CH3 | ch3 | CH2CH(CH3)-C6H5 | NH |
| Ial.2058 | SO2CH3 | ch2ch3 | CH2CH(CH3)-C6H5 | NH |
| Ial.2059 | SO2CH3 | (CH2)2CH3 | CH2CH(CH3)-C6H5 | NH |
| Ial.2060 | SO2CH3 | (CH2)3CH3 | CH2CH(CH3)-C6H5 | NH |
| Ial.2061 | SO2CH3 | H | CH(CH3)CH2-C6H5 | NH |
| Ial.2062 | so2ch3 | CH3 | CH(CH3)CH2-C6H5 | NH |
| Ial.2063 | so2ch3 | ch2ch3 | CH(CH3)CH2-C6H5 | NH |
| Ial.2064 | so2ch3 | (ch2)2ch3 | CH(CH3)CH2-CgH5 | NH |
| Ial.2065 | so2ch3 | (CH2)3CH3 | CH(CH3)CH2-C6H5 | NH |
| Ial.2066 | so2ch3 | H | CH(CH3)CH(CH3)-C6H5 | NH |
| Ial.2067 | so2ch3 | ch3 | CH(CH3)CH(CH3)-C6H5 | NH |
| Ial.2068 | so2ch3 | ch2ch3 | CH(CH3)CH(CH3)-C6H5 | NH |
| Ial.2069 | so2ch3 | (CH2)2CH3 | CH(CH3)CH(CH3)-C6H5 | NH |
| Ial.2070 | 'SO2CH3 | (CH2)3CH3 | CH(CH3)CH<CH3)-C6H5 | NH |
| Ial.2071 | so2ch3 | H | (CH2)2-(4-Cl-C5H4) | NH |
| Ial.2072 | so2ch3 | ch3 | (CH2)2-(4-Cl-C6H4) | NH |
| Ial.2073 | so2ch3 | ch2ch3 | (CH2)2-(4-Cl-C6H4) | NH |
| Ial.2074 | so2ch3 | (ch2)2ch3 | (CH2)2-(4-Cl-C6H4) | NH |
| Ial.2075 | so2ch3 | (CH2)3CH3 | (CH2)2-(4-Cl-C6H4) | NH |
| Ial.2076 | so2ch3 | H | CH2CH(CH3)-(4-Cl-C6H4) | NH |
| Ial.2077 | so2ch3 | ch3 | CH2CH(CH3)-(4-Cl-C6H4) | NH |
| Ial.2078 | so2ch3 | ch2ch3 | CH2CH(CH3)-(4-Cl-C6H4) | NH |
| Ial.2079 | so2ch3 | (CH2)2CH3 | CH2CH(CH3)-(4-Cl-C6H4) | NH |
| Ial.2080 | so2ch3 | (CH2)3CH3 | CH2CH(CH3)-(4-Cl-C6H4) | NH |
| Ial.2081 | so2ch3 | H | CH(CH3)CH2-(4-Cl-C6H4) | NH |
| Ial.2082 | so2ch3 | ch3 | CH(CH3)CH2-(4-Cl-C6H4) | NH |
| Ial.2083 | so2ch3 | ch2ch3 | CH(CH3)CH2-(4-Cl-C6H4) | NH |
| Ial.2084 | so2ch3 | (CH2)2CH3 | CH(CH3)CH2-(4-Cl-C6H4) | NH |
| Ial.2085 | so2ch3 | (CH2)3CH3 | CH(CH3)CH2-(4-Cl-C6H4 ) | NH |
| Ial.2086 | so2ch3 | H | CH(CH3)CH(CH3)-(4-Cl-C6H4) | NH |
| Ial.2087 | so2ch3 | CH3 | CH(CH3)CH(CH3)-(4-Cl-C6H4) | NH |
| Ial.2088 | so2ch3 | ch2ch3 | CH(CH3)CH(CH3)-(4-Cl-C6H4) | NH |
| Ial.2089 | so2ch3 | (CH2)2CH3 | CH(CH3)CH(CH3)-(4-Cl-C6H4 ) | NH |
| Ial.2090 | so2ch3 | (CH2)3CH3 | CH(CH3)CH(CH3)-(4-Cl-C6H4 ) | NH |
| Ial.2091 | so2ch3 | H | (CH2)2—(2,4-Cl2-C6H3 ) | NH |
| Ial.2092 | so2ch3 | CH3 | (CH2)2-(2,4-Cl2-C6H3 ) | NH |
| Ial.2093 | so2ch3 | ch2ch3 | (CH2)2-(2,4-Cl2-C6H3 ) | NH |
• » • ♦ « · • ·· · ··· ·· ···· 9 · « · t · · £ ··» Φ ·
I · » · « < * · ·«··«» ό· · · ··
| č. | R2 | R3 | R4 | z |
| Ial.2094 | so2ch3 | (CH2)2CH3 | (CH2)2-{2,4-Cl2-CgH3 ) | NH |
| Ial.2095 | so2ch3 | (CH2)3CH3 | (CH2)2-(2,4-Cl2-C6H3 ) | NH |
| Ial.2096 | so2ch3 | H | CH2CH(CH3)-(2,4-Cl2-C6H3) | NH |
| Ial.2097 | so2ch3 | ch3 | CH2CH(CH3)-(2,4-Cl2-C6H3) | NH |
| Ial.2098 | so2ch3 | ch2ch3 | CH2CH(CH3)-(2,4-Cl2-C6H3) | NH |
| Ial.2099 | so2ch3 | (CH2)2CH3 | CH2CH(CH3)-(2,4-Cl2-C6H3) | NH |
| Ial.2100 | so2ch3 | (CH2)3CH3 | CH2CH(CH3)-(2,4-Cl2-C6H3) | NH |
| Ial.2101 | so2ch3 | H | CH(CH3)CH2-(2,4-Cl2-C6H3 ) | NH |
| Ial.2102 | so2ch3 | ch3 | CH(CH3)CH2-(2,4-Cl2-C6H3) | NH |
| Ial.2103 | so2ch3 | ch2ch3 | CH(CH3)CH2-(2,4-Cl2-C6H3) | NH |
| Ial.2104 | so2ch3 | (CH2)2CH3 | CH(CH3)CH2-(2,4-Cl2-C6H3) | NH |
| Ial.2105 | so2ch3 | (CH2)3CH3 | CH(CH3)CH2-(2,4-Cl2-C6H3) | NH |
| Ial.2106 | so2ch3 | H | CH(CH3)CH(CH3)-(2,4-Cl2-C6H3) | NH |
| Ial.2107 | so2ch3 | ch3 | CH(CH3)CH(CH3)-(2,4-Cl2-C6H3) | NH |
| Ial.2108 | so2ch3 | ch2ch3 | CH(CH3)CH(CH3)-(2,4-Cl2-C6H3) | NH |
| Ial.2109 | so2ch3 | (CH2)2CH3 | CH(CH3)CH(CH3)-(2,4-Cl2-C6H3 ) | NH |
| Ial.2110 | so2ch3 | (CH2)3CH3 | CH(CH3)CH(CH3)-(2,4-Cl2-C6H3 ) | NH |
| Ial.2111 | so2ch3 | H | (CH2)2-O-C6H5 | NH |
| Ial.2112 | so2ch3 | CH3 | (CH2)2-O-C6H5 | NH |
| Ial.2113 | so2ch3 | ch2ch3 | (CH2)2-O-C6H5 | NH |
| Ial.2114 | so2ch3 | (Ch2)2ch3 | (CH2)2-O-C6H5 | NH |
| Ial.2115 | so2ch3 | (CH2)3CH3 | (CH2)2-O-C6H5 | NH |
| Ial.2116 | so2ch3 | H | CH2CH(CH3)-O-C6H5 | NH |
| Ial.2117 | so2ch3 | ch3 | CH2CH(CH3)-O-C6H5 | NH |
| Ial.2118 | so2ch3 | ch2ch3 | CH2CH(CH3)-O-C6H5 | NH |
| Ial.2119 | so2ch3 | (CH2)2CH3 | CH2CH(CH3)-O-C6H5 | NH |
| Ial.2120 | so2ch3 | (CH2)3CH3 | CH2CH(CH3)-O-C6H5 | NH |
| Ial.2121 | so2ch3 | H | CH(CH3)CH2-O-C6H5 | NH |
| Ial.2122 | so2ch3 | ch3 | CH(CH3)CH2-O-C6H5 | NH |
| Ial.2123 | so2ch3 | ch2ch3 | CH(CH3)CH2-O-C6H5 | NH |
| Ial.2124 | so2ch3 | (CH2)2CH3 | CH(CH3)CH2-O-C6H5 | NH |
| Ial.2125 | so2ch3 | (CH2)3CH3 | CH(CH3)CH2-O-C6H5 | NH |
| Ial.2126 | so2ch3 | H | CH(CH3)CH(CH3)-O-C6H5 | NH |
| Ial.2127 | so2ch3 | ch3 | CH(CH3)CH(CH3)-O-C6H5 | NH |
| Ial.2128 | so2ch3 | ch2ch3 | CH(CH3)CH(CH3)-O-C6H5 | NH |
| Ial.2129 | so2ch3 | (CH2)2CH3 | CH(CH3)CH(CH3)-O-C6H5 | NH |
| Ial.2130 | so2ch3 | (CH2)3CH3 | CH(CH3)CH(CH3)-O-C6H5 | NH |
| Ial.2131 | so2ch3 | H | (CH2)2-0-(4-Cl-C6H4) | NH |
| Ial.2132 | so2ch3 | ch3 | (CH2)2-0-(4-Cl-C6H4 ) | NH |
fe c · • fefe •9 • fe fefe fe fefe · • fefe · • fefefe fefefe • · ‘i fe * i
| č. | R2 | R3 | R4 | Z |
| Ial.2133 | so2ch3 | ch2ch3 | (CH2)2-0-(4-Cl-C6H4) | NH |
| Ial.2134 | so2ch3 | (CH2)2CH3 | (CH2)2-0-(4-Cl-C6H4 ) | NH |
| Ial.2135 | so2ch3 | (CH2)3CH3 | (CH2)2-0-(4-Cl-C6H4 ) | NH |
| Ial.2136 | so2ch3 | H | CH2CH(CH3)-0-(4-Cl-C6H4) | NH |
| Ial.2137 | so2ch3 | ch3 | CH2CH(CH3)-0-(4-Cl-C6H4) | NH |
| Ial.2138 | so2ch3 | ch2ch3 | CH2CH(CH3)-0-(4-Cl-C6H4) | NH |
| Ial.2139 | so2ch3 | (CH2)2CH3 | CH2CH(CH3)-0-(4-Cl-C6H4) | NH |
| Ial.2140 | so2ch3 | (CH2)3CH3 | CH2CH(CH3)-0-(4-Cl-C6H4) | NH |
| Ial.2141 | so2ch3 | H | CH(CH3)CH2-O-(4-Cl-C6H4) | NH |
| Ial.2142 | so2ch3 | ch3 | CH(CH3)CH2-O-(4-Cl-C6H4) | NH |
| Ial.2143 | so2ch3 | ch2ch3 | CH(CH3)CH2-O-(4-Cl-C6H4) | NH |
| Ial.2144 | so2ch3 | (CH2)2CH3 | CH(CH3)CH2-O-(4-Cl-C6H4) | NH |
| Ial.2145 | so2ch3 | (CH2)3CH3 | CH(CH3)CH2-O-(4-Cl-C6H4) | NH |
| Ial.2146 | so2ch3 | H | CH(CH3)CH(CH3)-0-(4-Cl-C6H4) | NH |
| Ial.2147 | so2ch3 | ch3 | CH(CH3)CH(CH3)-0-(4-Cl-C6H4) | NH |
| Ial.2148 | so2ch3 | ch2ch3 | CH(CH3)CH(CH3)-0-(4-C1-C6H4) | NH |
| Ial.2149 | so2ch3 | (CH2)2CH3 | CH(CH3)CH(CH3)-0-(4-Cl-C6H4) | NH |
| Ial.2150 | so2ch3 | (CH2)3CH3 | CH(CH3)CH(CH3)-0-(4-Cl-C6H4) | NH |
| Ial.2151 | so2ch3 | H | (CH2)2-O-(2,4-Cl2-C6H3) | NH |
| Ial.2152 | so2ch3 | ch3 | (CH2)2-O-(2,4-Cl2-C6H3 ) | NH |
| Ial.2153 | so2ch3 | ch2ch3 | (CH2)2-0-(2,4-Cl2-C6H3 ) | NH |
| Ial.2154 | so2ch3 | (CH2)2CH3 | (CH2)2-0-{2,4-Cl2-C6H3) | NH |
| Ial.2155 | so2ch3 | (CH2)3CH3 | (CH2)2-0-(2,4-Cl2-C6H3) | NH |
| Ial.2156 | so2ch3 | H | CH2CH (CH3 )-0-(2,4-Cl2-C6H3 ) | NH |
| Ial.2157 | so2ch3 | ch3 | CH2CH(CH3)-0-(2,4-Cl2-C6H3 ) | NH |
| Ial.2158 | so2ch3 | ch2ch3 | CH2CH(CH3)-0-(2,4-Cl2-C6H3 ) | NH |
| Ial.2159 | so2ch3 | (CH2)2CH3 | CH2CH(CH3)-0-(2,4-Cl2-C6H3 ) | NH |
| Ial.2160 | so2ch3 | (CH2)3CH3 | CH2CH(CH3)-0-(2,4-Cl2-C6H3) | NH |
| Ial.2161 | so2ch3 | H | CH(CH3)CH2-0-(2,4-Cl2-C6H3) | NH |
| Ial.2162 | so2ch3 | ch3 | CH(CH3)CH2-0-(2,4-Cl2-C6H3 ) | NH |
| Ial.2163 | so2ch3 | ch2ch3 | CH(CH3)CH2-0-(2,4-Cl2-C6H3 ) | NH |
| Ial.2164 | so2ch3 | (CH2)2CH3 | CH(CH3)CH2-0-(2,4-Cl2-C6H3 ) | NH |
| Ial.2165 | so2ch3 | (CH2)3CH3 | CH(CH3)CH2-0-(2,4-Cl2-C6H3 ) | NH |
| Ial.2166 | so2ch3 | H | CH(CH3)CH(CH3)-0-(2,4-Cl2-C6H3 ) | NH |
| Ial.2167 | so2ch3 | ch3 | CH(CH3)CH(CH3)-0-(2,4-Cl2-C6H3 ) | NH |
| Ial.2168 | so2ch3 | ch2ch3 | CH(CH3)CH(CH3)-0-(2,4-Cl2-C6H3 ) | NH |
| Ial.2169 | so2ch3 | (CH2)2CH3 | CH(CH3)CH(CH3)-0-(2,4-Cl2-C6H3 ) | NH |
| Ial.2170 | so2ch3 | (CH2)3CH3 | CH(CH3)CH(CH3)-0-(2,4-Cl2-C6H3 ) | NH |
«· · ft ··»
4 ft ft «<·· · · ft • ft ,« • · ftft ft · · » • >· · • · · ft · · ft · • ft ftft
| č. | R2 | R3 | R4 | z |
| Ial.2171 | so2ch3 | H | ch3 | NCH3 |
| Ial.2172 | so2ch3 | ch3 | ch3 | nch3 |
| Ial.2173 | so2ch3 | ch2ch3 | ch3 | nch3 |
| Ial.2174 | so2ch3 | (CH2)2CH3 | ch3 | nch3 |
| Ial.2175 | so2ch3 | (CH2)3CH3 | ch3 | nch3 |
| Ial.2176 | so2ch3 | H | c2h5 | nch3 |
| Ial.2177 | so2ch3 | ch3 | c2h5 | nch3 |
| Ial.2178 | so2ch3 | ch2ch3 | c2h5 | nch3 |
| Ial.2179 | so2ch3 | (CH2)2CH3 | c2h5 | nch3 |
| Ial.2180 | so2ch3 | (CH2)3CH3 | C2H5 | nch3 |
| Ial.2181 | so2ch3 | H | (CH2)2CH3 | nch3 |
| Ial.2182 | so2ch3 | ch3 | (CH2)2CH3 | nch3 |
| Ial.2183 | so2ch3 | ch2ch3 | (CH2)2CH3 | nch3 |
| Ial.2184 | so2ch3 | (CH2)2CH3 | (CH2)2CH3 | nch3 |
| Ial.2185 | so2ch3 | (CH2)3CH3 | (CH2)2CH3 | nch3 |
| Ial.2186 | so2ch3 | H | CH(CH3)2 | nch3 |
| Ial.2187 | so2ch3 | ch3 | CH(CH3)2 | nch3 |
| Ial.2188 | so2ch3 | ch2ch3 | CH(CH3)2 | nch3 |
| Ial.2189 | so2ch3 | (CH2)2CH3 | CH(CH3)2 | nch3 |
| Ial.2190 | so2ch3 | (CH2)3CH3 | CH(CH3)2 | nch3 |
| Ial.2191 | so2ch3 | H | (CH2)3CH3 | nch3 |
| Ial.2192 | so2ch3 | ch3 | (CH2)3CH3 | nch3 |
| Ial.2193 | so2ch3 | ch2ch3 | (CH2)3CH3 | nch3 |
| Ial.2194 | so2ch3 | (CH2)2CH3 | (CH2)3CH3 | nch3 |
| Ial.2195 | so2ch3 | (CH2)3CH3 | (CH2)3CH3 | nch3 |
| Ial.2196 | so2ch3 | H | CH2CH(CH3)2 | nch3 |
| Ial.2197 | so2ch3 | ch3 | CH2CH(CH3)2 | nch3 |
| Ial.2198 | so2ch3 | ch2ch3 | CH2CH(CH3)2 | nch3 |
| Ial.2199 | so2ch3 | (CH2)2CH3 | CH2CH(CH3)2 | nch3 |
| Ial.2200 | so2ch3 | (CH2)3CH3 | CH2CH(CH3)2 | nch3 |
| Ial.2201 | so2ch3 | H | CH(CH3)CH2CH3 | nch3 |
| Ial.2202 | so2ch3 | ch3 | CH(CH3)CH2CH3 | nch3 |
| Ial.2203 | so2ch3 | ch2ch3 | CH(CH3)CH2CH3 | nch3 |
| Ial.2204 | so2ch3 | (CH2)2CH3 | CH(CH3)CH2CH3 | nch3 |
| Ial.2205 | so2ch3 | (CH2)3CH3 | CH(CH3)CH2CH3 | nch3 |
| Ial.2206 | so2ch3 | H | (CH2)2-C6H5 | nch3 |
| Ial.2207 | so2ch3 | ch3 | (CH2)2-C6H5 | nch3 |
| Ial.2208 | so2ch3 | ch2ch3 | (CH2)2-C6H5 | nch3 |
| Ial.2209 | so2ch3 | (CH2)2CH3 | (CH2)2-C6H5 | nch3 |
• 44 · · · «· * · • < · 4 · « · 4 · ·44 « · 4 · · · • · · · ·«·····« • · · · 4 · ·· 444 4*4 4·4 44 *4
| č. | R2 | R3 | R4 | z |
| Ial.2210 | SO2CH3 | (CH2)3CH3 | <CH2)2-C6H5 | nch3 |
| Ial.2211 | SO2CH3 | H | CH2CH(CH3)-C6H5 | nch3 |
| Ial.2212 | SO2CH3 | ch3 | CH2CH(CH3)-C6H5 | nch3 |
| Ial.2213 | SO2CH3 | ch2ch3 | CH2CH(CH3)-C6Hs | nch3 |
| Ial.2214 | SO2CH3 | (CH2)2CH3 | CH2CH(CH3)-C6H5 | nch3 |
| Ial.2215 | SO2CH3 | (CH2)3CH3 | CH2CH(CH3)-C6H5 | nch3 |
| Ial.2216 | SO2CH3 | H | CH(CH3)CH2-C6H5 | nch3 |
| Ial.2217 | SO2CH3 | ch3 | CH(CH3)CH2-C6H5 | nch3 |
| Ial.2218 | SO2CH3 | ch2ch3 | CH(CH3)CH2-C6H5 | nch3 |
| Ial.2219 | so2ch3 | (ch2)2ch3 | CH(CH3)CH2-C6H5 | nch3 |
| Ial.2220 | so2ch3 | (CH2)3CH3 | CH(CH3)CH2-C6H5 | nch3 |
| Ial.2221 | so2ch3 | H | CH(CH3)CH(CH3)-C6H5 | nch3 |
| Ial.2222 | so2ch3 | CH3 | CH(CH3)CH(CH3)-C6H5 | nch3 |
| Ial.2223 | so2ch3 | ch2ch3 | CH(CH3)CH(CH3)-C6H5 | nch3 |
| Ial.2224 | so2ch3 | (CH2)2CH3 | CH(CH3)CH(CH3)-c6h5 | nch3 |
| Ial.2225 | so2ch3 | (CH2)3CH3 | CH(CH3)CH(CH3)-C6H5 | nch3 |
| Ial.2226 | so2ch3 | H | (CH2)2-(4-Cl-C6H4 ) | nch3 |
| Ial.2227 | so2ch3 | ch3 | (CH2)2-(4-Cl-C6H4 ) | nch3 |
| Ial.2228 | so2ch3 | ch2ch3 | (CH2)2-(4-Cl-C6H4) | nch3 |
| Ial.2229 | so2ch3 | (CH2)2CH3 | (CH2)2-{4-Cl-C6H4) | nch3 |
| Ial.2230 | so2ch3 | (CH2)3CH3 | (CH2)2-(4-Cl-C6H4) | nch3 |
| Ial.2231 | so2ch3 | H | CH2CH(CH3)-(4-C1-C6H4) | nch3 |
| Ial.2232 | so2ch3 | CH3 | CH2CH(CH3)-(4-C1-C6H4) | nch3 |
| Ial.2233 | so2ch3 | ch2ch3 | CH2CH(CH3)-(4-Cl-C6H4) | nch3 |
| Ial.2234 | so2ch3 | (CH2)2CH3 | ch2ch(CH3)-(4-C1-C6H4) | nch3 |
| Ial.2235 | SO2CH3 | (CH2)3CH3 | CH2CH(CH3)-(4-Cl-C6H4) | nch3 |
| Ial.2236 | so2ch3 | H | CH(CH3)CH2-(4-Cl-C6H4 ) | nch3 |
| Ial.2237 | so2ch3 | ch3 | CH(CH3)CH2-(4-Cl-C6H4) | nch3 |
| Ial.2238 | so2ch3 | ch2ch3 | CH(CH3)CH2-(4-Cl-C6H4) | nch3 |
| Ial.2239 | so2ch3 | (CH2)2CH3 | CH(CH3)CH2-(4-Cl-C6H4) | nch3 |
| Ial.2240 | so2ch3 | (CH2)3CH3 | CH(CH3)CH2-(4-Cl-C6H4) | nch3 |
| Ial.2241 | so2ch3 | H | CH(CH3)CH(CH3)-(4-Cl-C6H4) | nch3 |
| Ial.2242 | so2ch3 | CH3 | CH(CH3)CH(CH3)-(4-Cl-C6H4) | nch3 |
| Ial.2243 | so2ch3 | ch2ch3 | CH(CH3)CH(CH3)-(4-C1-C6H4) | nch3 |
| Ial.2244 | so2ch3 | (CH2)2CH3 | CH(CH3)CH(CH3)-(4-C1-C6H4) | nch3 |
| ial.2245 | so2ch3 | (ch2)3ch3 | CH(CH3)CH(CH3)-(4-Cl-C6H4) | nch3 |
| Ial.2246 | so2ch3 | H | (CH2)2-(2,4-Cl2-C6H3 ) | nch3 |
| Ial.2247 | so2ch3 | ch3 | (CH2)2-(2,4-Cl2-C6H3) | nch3 |
| Ial.2248 | so2ch3 | ch2ch3 | (CH2)2-(2,4-Cl2-C6H3 ) | nch3 |
• φ · φ ·» • φ φ · · φφφφ φφφ · φ φφφφ • » · φ φ · φφφφφφ φφφφ φ « •ΦΦΦΦ «φφ φφφ φ φ ·«
| Č. | R2 | R3 | R4 | Z |
| Ial.2249 | so2ch3 | (CH2)2CH3 | (CH2) 2-(2,4-Cl2-C6H3 ) | NCH3 |
| Ial.2250 | so2ch3 | (CH2)3CH3 | (CH2) 2-( 2,4-Cl2-C6H3) | nch3 |
| Ial.2251 | so2ch3 | H | CH2CH(CH3)-(2,4-Cl2-CgH3) | nch3 |
| Ial.2252 | so2ch3 | ch3 | CH2CH(CH3)-(2,4-Cl2-C6H3) | nch3 |
| Ial.2253 | so2ch3 | ch2ch3 | CH2CH(CH3)-(2,4-Cl2-C6H3 ) | nch3 |
| Ial.2254 | so2ch3 | (CH2)2CH3 | CH2CH(CH3)-(2,4-Cl2-CgH3 ) | nch3 |
| Ial.2255 | so2ch3 | (CH2)3CH3 | CH2CH(CH3)-(2,4-Cl2-CgH3 ) | nch3 |
| Ial.2256 | so2ch3 | H | CH(CH3)CH2-(2,4-Cl2-CgH3) | nch3 |
| Ial.2257 | so2ch3 | CH3 | CH(CH3)CH2-(2,4-Cl2-CgH3) | nch3 |
| Ial.2258 | so2ch3 | ch2ch3 | CH(CH3)CH2-(2,4-Cl2-CgH3) | nch3 |
| Ial.2259 | so2ch3 | (CH2)2CH3 | CH(CH3)CH2-(2,4-Cl2-C6H3) | nch3 |
| Ial.2260 | so2ch3 | (CH2)3CH3 | CH(CH3)CH2-(2,4-Cl2-C6H3) | nch3 |
| Ial.2261 | so2ch3 | H | CH(CH3)CH(CH3)-(2,4-Cl2-CgH3) | nch3 |
| Ial.2262 | so2ch3 | ch3 | CH(CH3)CH(CH3)-(2,4-C12-C6H3 ) | nch3 |
| Ial.2263 | so2ch3 | ch2ch3 | CH(CH3)CH(CH3)-(2,4-Cl2-CgH3 ) | nch3 |
| Ial.2264 | so2ch3 | (CH2)2CH3 | CH(CH3)CH(CH3)-(2,4-Cl2-CgH3 ) | nch3 |
| Ial.2265 | so2ch3 | (CH2)3CH3 | CH(CH3)CH(CH3)-(2,4-Cl2-C6H3 ) | nch3 |
| Ial.2266 | so2ch3 | H | (CH2)2-O-CgHs | nch3 |
| Ial.2267 | so2ch3 | ch3 | (CH2)2-O-CgHs | nch3 |
| Ial.2268 | so2ch3 | ch2ch3 | (CH2)2-O-CgHs | nch3 |
| Ial.2269 | so2ch3 | (CH2)2CH3 | (CH2)2-O-CgHs | nch3 |
| Ial.2270 | so2ch3 | (CH2)3CH3 | (CH2)2-O-CgHs | nch3 |
| Ial.2271 | so2ch3 | H | CH2CH(CH3)-O-CgH5 | nch3 |
| Ial.2272 | so2ch3 | ch3 | CH2CH(CH3)-O-CgH5 | nch3 |
| Ial.2273 | so2ch3 | ch2ch3 | CH2CH(CH3)-O-CgH5 | nch3 |
| Ial.2274 | so2ch3 | (CH2)2CH3 | CH2CH(CH3)-O-CgH5 | nch3 |
| Ial.2275 | so2ch3 | (CH2)3CH3 | CH2CH(CH3)-O-CgH5 | nch3 |
| Ial.2276 | so2ch3 | H | CH(CH3)CH2-O-CgH5 | nch3 |
| Ial.2277 | so2ch3 | ch3 | CH(CH3)CH2-O-CgH5 | nch3 |
| Ial.2278 | so2ch3 | ch2ch3 | CH(CH3)CH2-O-CgH5 | nch3 |
| Ial.2279 | so2ch3 | (CH2)2CH3 | CH(CH3)CH2-O-CgH5 | nch3 |
| Ial.2280 | so2ch3 | (CH2)3CH3 | CH(CH3)CH2-O-CgH5 | nch3 |
| Ial.2281 | so2ch3 | H | CH(CH3)CH(CH3)-O-C6H5 | nch3 |
| Ial.2282 | so2ch3 | ch3 | CH(CH3)CH(CH3)-O-CgHg | nch3 |
| Ial.2283 | so2ch3 | ch2ch3 | CH(CH3)CH(CH3)-O-CgH5 | nch3 |
| Ial.2284 | so2ch3 | (CH2)2CH3 | CH(CH3)CH(CH3)-O-CgH5 | nch3 |
| Ial.2285 | so2ch3 | (CH2)3CH3 | CH(CH3)CH(CH3)-O-CgHg | nch3 |
| Ial.2286 | so2ch3 | H | (CH2)2-0-(4-Cl-C6H4) | nch3 |
| Ial.2287 | so2ch3 | ch3 | (CH2 ) 2-0-( 4-Cl-CgH4 ) | nch3 |
| fl · · · | fl | • | • · | flfl | |
| • | fl · | • · | fl · | • fl | |
| • flfl | • | • | « fl | fl · | |
| • · | • | fl | • flflfl | • flfl | |
| fl | * | • | fl | • | |
| • · · | fl · · | fl « | • · |
| č. | R2 | R3 | R4 | Z |
| Ial.2288 | SO2CH3 | ch2ch3 | (CH2)2-0-(4-Cl-C6H4) | NCH3 |
| Ial.2289 | so2ch3 | (CH2)2CH3 | (CH2)2-0-(4-Cl-C6H4) | nch3 |
| Ial.2290 | so2ch3 | (CH2)3CH3 | (CH2)2-0-(4-Cl-C6H4) | nch3 |
| Ial.2291 | so2ch3 | H | CH2CH(CH3)-0-(4-Cl-C6H4) | nch3 |
| Ial.2292 | so2ch3 | ch3 | CH2CH(CH3)-0-(4-Cl-C6H4) | nch3 |
| Ial.2293 | so2ch3 | ch2ch3 | CH2CH(CH3)-0-(4-Cl-C6H4) | nch3 |
| Ial.2294 | so2ch3 | (CH2)2CH3 | CH2CH(CH3)-0-(4-Cl-C6H4 ) | nch3 |
| Ial.2295 | so2ch3 | (CH2)3CH3 | CH2CH(CH3)-O-(4-Cl-CgH4) | nch3 |
| Ial.2296 | so2ch3 | H | CH(CH3)CH2-O-(4-Cl-C6H4) | nch3 |
| Ial.2297 | so2ch3 | ch3 | CH(CH3)CH2-0-(4-Cl-C6H4) | nch3 |
| Ial.2298 | so2ch3 | ch2ch3 | CH(CH3)CH2-O-(4-Cl-C6H4) | nch3 |
| Ial.2299 | so2ch3 | (CH2)2CH3 | CH(CH3)CH2-O-(4-Cl-C6H4) | nch3 |
| Ial.2300 | so2ch3 | (CH2)3CH3 | CH(CH3)CH2-0-(4-Cl-C6H4) | nch3 |
| Ial.2301 | so2ch3 | H | CH(CH3)CH(CH3)-0-(4-C1-C6H4) | nch3 |
| Ial.2302 | so2ch3 | CH3 | CH(CH3)CH(CH3)-0-(4-Cl-C6H4) | nch3 |
| Ial.2303 | so2ch3 | ch2ch3 | CH(CH3)CH(CH3)-0-(4-Cl-C6H4) | nch3 |
| Ial.2304 | so2ch3 | (CH2)2CH3 | CH(CH3)CH(CH3)-0-(4-Cl-C6H4) | nch3 |
| Ial.2305 | so2ch3 | (CH2)3CH3 | CH(CH3)CH(CH3)-0-(4-Cl-C6H4) | nch3 |
| Ial.2306 | so2ch3 | H | (CH2 )2-0-(2,4-Cl2-C6H3) | nch3 |
| Ial.2307 | so2ch3 | ch3 | (CH2 )2-0-(2,4-Cl2-C6H3) | nch3 |
| Ial.2308 | so2ch3 | ch2ch3 | (CH2)2-0-(2,4-Cl2-C5H3) | nch3 |
| Ial.2309 | so2ch3 | (CH2)2CH3 | (CH2 )2-0-(2,4-Cl2-C6H3) | nch3 |
| Ial.2310 | so2ch3 | (CH2)3CH3 | (CH2)2-0-(2,4-Cl2-C6H3) | nch3 |
| Ial.2311 | so2ch3 | H | CH2CH(CH3)-0-(2,4-Cl2-C6H3) | nch3 |
| Ial.2312 | so2ch3 | ch3 | CH2CH(CH3)-0-(2,4-Cl2-C6H3) | nch3 |
| Ial.2313 | so2ch3 | ch2ch3 | CH2CH(CH3)-0-(2,4-C12-C6H3 ) | nch3 |
| Ial.2314 | so2ch3 | (CH2)2CH3 | CH2CH(CH3)-0-(2,4-Cl2-C6H3) | nch3 |
| Ial.2315 | so2ch3 | (CH2)3CH3 | CH2CH(CH3)-0-(2,4-Cl2-C6H3 ) | nch3 |
| Ial.2316 | so2ch3 | H | CH(CH3)CH2-0-(2,4-C12-C6H3 ) | nch3 |
| Ial.2317 | so2ch3 | ch3 | CH(CH3)CH2-0-(2,4-Cl2-C6H3) | nch3 |
| Ial.2318 | so2ch3 | ch2ch3 | CH(CH3)CH2-0-(2,4-C12-C6H3 ) | nch3 |
| Ial.2319 | so2ch3 | (CH2)2CH3 | CH(CH3)CH2-0-(2,4-Cl2-C6H3) | nch3 |
| Ial.2320 | so2ch3 | (CH2)3CH3 | CH(CH3)CH2-0-(2,4-C12-C6H3) | nch3 |
| Ial.2321 | so2ch3 | H | CH(CH3)CH(CH3)-0-(2,4-Cl2-C6H3) | nch3 |
| Ial.2322 | so2ch3 | CH3 | CH(CH3)CH(CH3)-0-(2,4-Cl2-C6H3 ) | nch3 |
| Ial.2323 | so2ch3 | ch2ch3 | CH(CH3)CH(CH3)-0-(2,4-Cl2-C6H3) | nch3 |
| Ial.2324 | so2ch3 | (CH2)2CH3 | CH(CH3)CH(CH3)-0-(2,4-Cl2-C6H3 ) | nch3 |
| ial.2325 | so2ch3 | (CH2)3CH3 | CH(CH3)CH(CH3)-0-(2,4-Cl2-C6H3 ) | nch3 |
• · · · » • · 9 • 9«·
9 · ·· · 9 9 4 9 9 *
9 9 9 9· • · 9 99 9 ··· • 9 9 9
999 « 9 · 99 9 ·
| č. | R2 | R3 | R4 | z |
| Ial.2326 | no2 | H | ch3 | 0 |
| Ial.2327 | no2 | ch3 | ch3 | 0 |
| Ial.2328 | no2 | ch2ch3 | ch3 | 0 |
| Ial.2329 | no2 | (CH2)2CH3 | ch3 | 0 |
| Ial.2330 | no2 | (CH2)3CH3 | ch3 | 0 |
| Ial.2331 | no2 | H | c2h5 | 0 |
| Ial.2332 | no2 | CH3 | c2h5 | 0 |
| Ial.2333 | no2 | ch2ch3 | c2h5 | 0 |
| Ial.2334 | no2 | (CH2)2CH3 | c2h5 | 0 |
| Ial.2335 | no2 | (CH2)3CH3 | C2H5 | 0 |
| Ial.2336 | no2 | H | (CH2)2CH3 | 0 |
| Ial.2337 | no2 | ch3 | (CH2)2CH3 | 0 |
| Ial.2338 | no2 | ch2ch3 | (CH2)2CH3 | 0 |
| Ial.2339 | no2 | (CH2)2CH3 | (CH2)2CH3 | 0 |
| Ial.2340 | no2 | (CH2)3CH3 | (CH2)2CH3 | 0 |
| Ial.2341 | no2 | H | CH(CH3)2 | 0 |
| Ial.2342 | no2 | ch3 | CH(CH3)2 | 0 |
| Ial.2343 | no2 | ch2ch3 | CH(CH3)2 | 0 |
| Ial.2344 | no2 | (CH2)2CH3 | CH(CH3)2 | 0 |
| Ial.2345 | no2 | (CH2)3CH3 | CH(CH3)2 | 0 |
| Ial.2346 | no2 | H | (CH2)3CH3 | 0 |
| Ial.2347 | no2 | ch3 | (CH2)3CH3 | 0 |
| Ial.2348 | no2 | ch2ch3 | (CH2)3CH3 | 0 |
| Ial.2349 | no2 | (CH2)2CH3 | (CH2)3CH3 | 0 |
| Ial.2350 | no2 | (CH2)3CH3 | (CH2)3CH3 | 0 |
| Ial.2351 | no2 | H | CH2CH(CH3)2 | 0 |
| Ial.2352 | no2 | ch3 | CH2CH(CH3)2 | 0 |
| Ial.2353 | no2 | ch2ch3 | CH2CH(CH3)2 | 0 |
| Ial.2354 | no2 | (CH2)2CH3 | CH2CH(CH3)2 | 0 |
| Ial.2355 | no2 | (CH2)3CH3 | CH2CH(CH3)2 | 0 |
| Ial.2356 | no2 | H | CH(CH3)CH2CH3 | 0 |
| Ial.2357 | no2 | CH3 | CH(CH3)CH2CH3 | 0 |
| Ial.2358 | no2 | ch2ch3 | CH(CH3)CH2CH3 | 0 |
| Ial.2359 | no2 | (CH2)2CH3 | CH(CH3)CH2CH3 | 0 |
| Ial.2360 | no2 | (CH2)3CH3 | CH(CH3)CH2CH3 | 0 |
| Ial.2361 | no2 | H | (CH2)2-C6H5 | 0 |
| Ial.2362 | no2 | ch3 | (CH2)2-C6H5 | 0 |
| Ial.2363 | no2 | ch2ch3 | (CH2)2-C6H5 | 0 |
| Ial.2364 | no2 | (ch2)2ch3 | (CH2)2-C6H5 | 0 |
· *·· » ·
444 ·
* * ' ·» » « * ♦ · » .' · «. * : · . * · · · · · ¢0-,
| č. | R2 | R3 | R4 | z |
| Ial.2365 | NO2 | (CH2)3CH3 | (CH2)2-c6H5 | 0 |
| Ial.2366 | no2 | H | CH2CH(CH3)-C6H5 | 0 |
| Ial.2367 | no2 | ch3 | CH2CH(CH3)-C6H5 | 0 |
| Ial.2368 | no2 | ch2ch3 | CH2CH(CH3)-C6H5 | 0 |
| Ial.2369 | no2 | (ch2)2ch3 | CH2CH(CH3)-C6H5 | 0 |
| Ial.2370 | no2 | (CH2)3CH3 | CH2CH(CH3)-C6H5 | 0 |
| Ial.2371 | no2 | H | CH(CH3)CH2-C6H5 | 0 |
| Ial.2372 | no2 | CH3 | CH(CH3)CH2-C6H5 | 0 |
| Ial.2373 | no2 | : CH2CH3 | CH(CH3)CH2-C6H5 | 0 |
| Ial.2374 | no2 | (CH2)2CH3 | CH(CH3)CH2-C6H5 | 0 |
| Ial.2375 | no2 | (CH2)3CH3 | CH(CH3)CH2-C6H5 | 0 |
| Ial.2376 | no2 | H | CH(CH3)CH(CH3)-C6H5 | 0 |
| Ial.2377 | no2 | ch3 | CH(CH3)CH(CH3)-C6H5 | 0 |
| Ial.2378 | N°2 | ch2ch3 | CH(CH3)CH(CH3)-C6H5 | 0 |
| Ial.2379 | n°2 | (CH2)2CH3 | CH(CH3)CH(CH3)-C6H5 | 0 |
| Ial.2380 | no2 | (CH2)3CH3 | CH(CH3)CH(CH3)-C6H5 | 0 |
| Ial.2381 | no2 | H | (CH2)2-(4-Cl-C6H4) | 0 |
| Ial.2382 | no2 | ch3 | (CH2)2-(4-Cl-C6H4) | 0 |
| Ial.2383 | no2 | ch2ch3 | (CH2)2-(4-Cl-C6H4) | 0 |
| Ial.2384 | no2 | (CH2)2CH3 | (CH2)2-(4-Cl-C6H4) | 0 |
| Ial.2385 | no2 | (CH2)3CH3 | (CH2)2-(4-Cl-C6H4) | 0 |
| Ial.2386 | no2 | H | CH2CH(CH3)-(4-Cl-C6H4) | 0 |
| Ial.2387 | no2 | ch3 | CH2CH(CH3)-(4-Cl-C6H4) | 0 |
| Ial.2388 | no2 | ch2ch3 | CH2CH(CH3)-(4-Cl-C6H4) | 0 |
| Ial.2389 | no2 | (CH2)2CH3 | CH2CH(CH3)-(4-C1-C6H4) | 0 |
| Ial.2390 | no2 | (CH2)3CH3 | CH2CH(CH3)-(4-Cl-C6H4) | 0 |
| Ial.2391 | no2 | H | CH(CH3)CH2-(4-Cl-C6H4) | 0 |
| Ial.2392 | no2 | CH3 | CH(CH3)CH2-(4-Cl-C6H4) | 0 |
| Ial.2393 | no2 | ch2ch3 | CH(CH3)CH2-(4-Cl-C6H4) | 0 |
| Ial.2394 | no2 | (CH2)2CH3 | CH(CH3)CH2-(4-Cl-C6H4) | 0 |
| Ial.2395 | no2 | (CH2)3CH3 | CH(CH3)CH2-(4-Cl-C6H4) | 0 |
| Ial.2396 | no2 | H | CH(CH3)CH(CH3)-(4-Cl-C6H4) | 0 |
| Ial.2397 | no2 | ch3 | CH(CH3)CH(CH3)-(4-C1-C6H4) | 0 |
| Ial.2398 | no2 | ch2ch3 | CH(CH3)CH(CH3)-(4-Cl-C6H4) | 0 |
| Ial.2399 | no2 | (CH2)2CH3 | CH(CH3)CH(CH3)-(4-Cl-C6H4) | 0 |
| Ial.2400 | no2 | (CH2)3CH3 | CH(CH3)CH(CH3)-(4-Cl-C6H4) | 0 |
| Ial.2401 | no2 | H | (CH2)2-(2,4-Cl2-C6H3) | 0 |
| Ial.2402 | no2 | ch3 | (CH2)2-(2,4-Cl2-C6H3 ) | 0 |
| Ial.2403 | no2 | ch2ch3 | (CH2)2-(2,4-Cl2-C6H3) | 0 |
« « 9 9 » ·♦ ·
Ιι 9 « 9 ♦ 9.9 99 9 «
9· 9 · · • 9 9 9 • · · • 9» • *
999
| Č. | R2 | R3 | R4 | z |
| Ial.2404 | no2 | (CH2)2CH3 | (CH2)2-(2,4-Cl2-C6H3) | 0 |
| Ial.2405 | no2 | (CH2)3CH3 | (CH2)2-(2,4-Cl2-C6H3) | 0 |
| Ial.2406 | no2 | H | CH2CH (CH3) - (2,4-C12-C6H3) | 0 |
| Ial.2407 | no2 | CH3 | CH2CH(CH3)-(2,4-C12-C6H3) | 0 |
| Ial.2408 | no2 | ch2ch3 | CH2CH(CH3) - (2,4-Cl2-C6H3) | 0 |
| Ial.2409 | no2 | (ch2)2ch3 | CH2CH(CH3) - (2,4-Cl2-C6H3) | 0 |
| Ial.2410 | no2 | (CH2)3CH3 | CH2CH (CH3) - (2,4-Cl2-C6H3) | 0 |
| Ial.2411 | no2 | H | CH(CH3)CH2-(2,4-Cl2-C6H3) | 0 |
| Ial.2412 | no2 | ch3 | CH(CH3)CH2-(2,4-Cl2-C6H3) | 0 |
| Ial.2413 | no2 | ch2ch3 | CH(CH3 )CH2- (2, 4-Cl2-C6H3) | 0 |
| Ial.2414 | no2 | (CH2)2CH3 | CH(CH3 )CH2-(2,4-Cl2-C6H3 ) | 0 |
| Ial.2415 | no2 | (CH2)3CH3 | CH(CH3)CH2-(2,4-C12-C6H3) | 0 |
| Ial.2416 | no2 | h :; | CH(CH3)CH(CH3)-(2,4-Cl2-C6H3) | 0 |
| Ial.2417 | no2 | CH3 | CH(CH3)CH(CH3)-(2,4-C12-C6H3) | 0 |
| Ial.2418 | no2 | ch2ch3 | CH(CH3)CH(CH3)-(2,4-Cl2-C6H3) | o |
| Ial.2419 | no2 | (CH2)2CH3 | CH(CH3)CH(CH3)-(2,4-Cl2-C6 H3) | θ |
| Ial.2420 | no2 | (CH2)3CH3 | CH(CH3)CH(CH3)-(2,4-Cl2-C6H3) | 0 |
| Ial.2421 | no2 | H | (ch2)2-o-c6h5 | 0 |
| Ial.2422 | no2 | ch3 | (CH2)2-o-c6h5 | 0 |
| Ial.2423 | no2 | ch2ch3 | (CH2)2-o-c6h5 | 0 |
| Ial.2424 | no2 | (CH2)2CH3 | (ch2)2-0-c6h5 | 0 |
| Ial.2425 | no2 | (CH2)3CH3 | (CH2)2-O-C6H5 | 0 |
| Ial.2426 | no2 | H | CH2CH(CH3)-O-C6H5 | 0 |
| Ial.2427 | no2 | ch3 | CH2CH(CH3)-O-C6H5 | 0 |
| Ial.2428 | no2 | ch2ch3 | CH2CH(CH3)-O-C6H5 | 0 |
| Ial.2429 | no2 | (CH2)2CH3 | CH2CH(CH3)-O-C6H5 | 0 |
| Ial.2430 | no2 | (CH2)3CH3 | CH2CH(CH3)-O-C6H5 | 0 |
| Ial.2431 | no2 | H | CH(CH3)CH2-O-C6H5 | 0 |
| Ial.2432 | no2 | ch3 | CH(CH3)CH2-O-C6H5 | 0 |
| Ial.2433 | no2 | ch2ch3 | CH(CH3)CH2-O-C6H5 | 0 |
| Ial.2434 | no2 | (CH2)2CH3 | CH(CH3)CH2-0-C6H5 | 0 |
| Ial.2435 | no2 | (CH2)3CH3 | CH(CH3)CH2-O-C6H5 | 0 |
| Ial.2436 | no2 | H | CH(CH3)CH(CH3)-O-C6H5 | 0 |
| Ial.2437 | no2 | ch3 | CH(CH3)CH(CH3)-O-C6H5 | 0 |
| Ial.2438 | no2 | ch2ch3 | CH(CH3)CH(CH3)-O-C6H5 | 0 |
| Ial.2439 | no2 | (CH2)2CH3 | CH(CH3)CH(CH3)-O-C6H5 | 0 |
| Ial.2440 | no2 | (CH2)3CH3 | CH(CH3)CH(CH3 )-O-C6H5 | 0 |
| Ial.2441 | no2 | H | (CH2 ) 2-0- ( 4-Cl-C6H4) | 0 |
| Ial.2442 | no2 | ch3 | (CH2)2-O-(4-Cl-C6H4) | 0 |
| č. | R2 | R3 | R4 | Z |
| Ial.2443 | no2 | ch2ch3 | (CH2)2-O-(4-Cl-C6H4) | 0 |
| Ial.2444 | no2 | (CH2)2CH3 | (CH2)2-O-(4-Cl-C6H4) | 0 |
| Ial.2445 | no2 | (ch2)3ch3 | (CH2)2-O-(4-Cl-C6H4) | 0 |
| Ial.2446 | no2 | H | CH2CH(CH3)-0-(4-Cl-C6H4) | 0 |
| Ial.2447 | no2 | CH3 | CH2CH(CH3)-0-(4-Cl-C6H4) | 0 |
| Ial.2448 | no2 | ch2ch3 | CH2CH(CH3)-O-(4-Cl-C6H4) | 0 |
| Ial.2449 | no2 | (CH2)2CH3 | CH2CH(CH3)-0-(4-C1-C6H4) | 0 |
| Ial.2450 | no2 | (ch2)3ch3 | CH2CH(CH3)-0-(4-Cl-C6H4) | 0 |
| Ial.2451 | no2 | H | CH(CH3)CH2-0-(4-Cl-C6H4) | 0 |
| Ial.2452 | no2 | ch3 | CH(CH3)CH2-O-(4-C1-C6H4) | 0 |
| Ial.2453 | no2 | ch2ch3 | CH(CH3)CH2-O-(4-Cl-C6H4) | θ |
| Ial.2454 | no2 | (CH2)2CH3 | CH(CH3)CH2-O-(4-Cl-C6H4) | 0 |
| Ial.2455 | no2 | (ch2)3ch3 | CH(CH3)CH2-O-(4-Cl-C6H4) | - o |
| Ial.2456 | no2 | H | CH(CH3)CH(CH3)-0-(4-Cl-C6H4) | 0 |
| Ial.2457 | no2 | ch3 | CH(CH3)CH(CH3)-0-(4-Cl-C6H4) | 0 |
| Ial.2458 | no2 | ch2ch3 | CH(CH3)CH(CH3)-0-(4-Cl-C6H4) | 0 |
| Ial.2459 | no2 | (CH2)2CH3 | CH(CH3)CH(CH3)-0-(4-C1-C6H4) | 0 |
| Ial.2460 | no2 | (CH2)3CH3 | CH(CH3)CH(CH3)-0-(4-C1-C6H4) | 0 |
| Ial.2461 | no2 | H | (CH2)2-0-(2,4-Cl2-C6H3) | 0 |
| Ial.2462 | no2 | ch3 | (CH2)2-0-(2,4-Cl2-C6H3) | 0 |
| Ial.2463 | no2 | ch2ch3 | (CH2)2-O-(2,4-Cl2-C6H3) | 0 |
| Ial.2464 | no2 | (CH2)2CH3 | (CH2)2-O-(2,4-Cl2-C6H3) | 0 |
| Ial.2465 | no2 | (CH2)3CH3 | (CH2)2-O-(2,4-Cl2-C6H3) | 0 |
| Ial.2466 | no2 | H | CH2CH (CH3) -0- (2,4-Cl2-C6H3) | 0 |
| Ial.2467 | no2 | ch3 | CH2CH (CH3)-0-(2,4-Cl2-C6H3) | 0 |
| Ial.2468 | no2 | ch2ch3 | CH2CH (CH3 )-0-(2,4-Cl2-C6H3) | 0 |
| Ial.2469 | no2 | (CH2)2CH3 | CH2CH(CH3)-0-(2,4-Cl2-C6H3 ) | 0 |
| Ial.2470 | no2 | (CH2)3CH3 | CH2CH(CH3)-0-(2,4-Cl2-C6H3 ) | 0 |
| Ial.2471 | no2 | H | CH (CH3) CH2-0- (2,4-Cl2-C6H3) | 0 |
| Ial.2472 | no2 | ch3 | CH (CH3) CH2-0- (2,4-Cl2-C6H3) | 0 |
| Ial.2473 | no2 | ch2ch3 | CH(CH3)CH2-0-(2,4-Cl2-CfiH3) | 0 |
| Ial.2474 | no2 | (CH2)2CH3 | CH(CH3)CH2-0-(2,4-Cl2-C6H3) | 0 |
| Ial.2475 | no2 | (CH2)3CH3 | CH(CH3)CH2-O-(2,4-Cl2-C6H3) | 0 |
| Ial.2476 | no2 | H | CH(CH3)CH(CH3)-0-(2,4-C12-C6H3) | 0 |
| Ial.2477 | no2 | ch3 | CH(CH3)CH(CH3)-0-(2,4-Cl2-C6H3 ) | 0 |
| Ial.2478 | no2 | ch2ch3 | CH(CH3)CH(CH3)-0-(2,4-C12-C6H3 ) | 0 |
| Ial.2479 | no2 | (CH2)2CH3 | CH(CH3)CH(CH3)-0-(2,4-C12-C6H3) | 0 |
| Ial.2480 | no2 | (CH2)3CH3 | CH(CH3)CH(CH3)-0-(2,4-C12-C6H3) | 0 |
| « ♦ · · · | ||||
| 9 · | 9 | 9 9 | 9 · | * :- - <# ·. |
| • | 999 | . ·9 : ' ♦.·? | ||
| • | • 9 | 9,·. 99^:. .9 9 9 ' | ||
| • | • | • | .9 '··.· | |
| • 9 · | ♦ «· | 9 9 9 | ,.:1.4 V |
| č. | R2 | R3 | R4 | z |
| Ial.2481 | no2 | H | CH3 | NH |
| Ial.2482 | no2 | ch3 | ch3 | NH |
| Ial.2483 | no2 | ch2ch3 | ch3 | NH |
| Ial.2484 | no2 | (CH2)2CH3 | ch3 | NH |
| Ial.2485 | no2 | (CH2)3CH3 | ch3 | NH |
| Ial.2486 | no2 | H | C2H5 ,4 | NH |
| Ial.2487 | no2.. | ch3 | c2h5 | . NH |
| Ial.2488 | no2 | ch2ch3 | c2h5 | NH |
| Ial.2489 | no2 | (CH2)2CH3 | c2h5 | NH |
| Ial.2490 | no2 | (CH2)3CH3 | c2h5 | NH |
| Ial.2491 | no2 | H | (CH2)2CH3 | NH |
| Ial.2492 | NO2 | ch3 | (CH2)2CH3 | NH |
| Ial.2493 | no2 | ch2ch3 | (CH2)2CH3 | NH |
| Ial.2494 | no2 | (CH2)2CH3 | (CH2)2CH3 | NH |
| Ial.2495 | no2 | (CH2)3CH3 | (CH2)2CH3 | NH |
| Ial.2496 | no2 | H | CH(CH3)2 | NH |
| Ial.2497 | no2 | ch3 | CH(CH3)2 | NH |
| lal.2498 | no2 | ch2ch3 | CH(CH3)2 | NH |
| Ial.2499 | no2 | (CH2)2CH3 | CH(CH3)2 | NH |
| Ial.2500 | no2 | (CH2)3CH3 | CH(CH3)2 | NH |
| Ial.2501 | no2 | H | (CH2)3CH3 | NH |
| Ial.2502 | no2 | ch3 | (CH2)3CH3 | NH |
| Ial.2503 | no2 | ch2ch3 | (CH2)3CH3 | NH |
| Ial.2504 | no2 | (CH2)2CH3 | (CH2)3CH3 | NH |
| Ial.2505 | no2 | (CH2)3CH3 | (CH2)3CH3 | NH |
| Ial.2506 | no2 | H | CH2CH(CH3)2 | NH |
| Ial.2507 | no2 | ch3 | CH2CH(CH3)2 | NH |
| Ial.2508 | no2 | ch2ch3 | CH2CH(CH3)2 | NH |
| Ial.2509 | no2 | (CH2)2CH3 | CH2CH(CH3)2 | NH |
| Ial.2510 | no2 | (CH2)3CH3 | CH2CH(CH3)2 | NH |
| Ial.2511 | no2 | H | CH(CH3)CH2CH3 | NH |
| Ial.2512 | no2 | ch3 | CH(CH3)CH2CH3 | NH |
| Ial.2513 | no2 | ch2ch3 | CH(CH3)CH2CH3 | NH |
| Ial.2514 | no2 | (CH2)2CH3 | CH(CH3)CH2CH3 | NH |
| Ial.2515 | no2 | (CH2)3CH3 | CH(CH3)CH2CH3 | NH |
| Ial.2516 | no2 | H | (CH2)2-C6H5 | NH |
| Ial.2517 | no2 | ch3 | (CH2)2-C6H5 | NH |
| Ial.2518 | no2 | ch2ch3 | (CH2)2-C6H5 | NH |
| Ial.2519 | no2 | (CH2)2CH3 | (CH2)2-C6H5 | NH |
9 9
999 9 ·· · • · «
9 99 9 • · '99
9 9.9
9 9 .9
999 999 ' '9
99' 99
| Č. ? | R2 | R3 | R4 | z |
| Ial.2520 | no2 | (CH2)3CH3 | (CH2)2-C6H5 | NH |
| Ial.2521 | no2 | H | CH2CH(CH3)-C6H5 | NH |
| Ial.2522 | no2 | ch3 | ch2ch(ch3)-c6h5 | NH |
| Ial.2523 | no2 | ch2ch3 | CH2CH(CH3)-C6H5 | NH |
| Ial.2524 | no2 | (CH2)2CH3 | CH2CH(CH3)-C6H5 | NH |
| Ial.2525 | no2 | (CH2)3CH3 | CH2CH(CH3)-C6H5 | NH |
| Ial.2526 | no2 | H | CH(CH3)CH2-Č6H5 | NH |
| Ial.2527 | no2 | ch3 | CH(CH3)CH2-C6H5 | NH |
| Ial.2528 | no2 | ch2ch3 | CH(CH3)CH2-C6H5 | NH |
| Ial.2529 | no2 | (CH2)2CH3 | CH(CH3)CH2-C6H5 | NH |
| Ial.2530 | no2 | (CH2)3CH3 | CH(CH3)CH2-C6H5 | NH |
| Ial.2531 | no2 | H | CH(CH3)ch(CH3)-C6H5 | NH |
| Ial.2532 | no2 | ch3 | CH(CH3)CH(CH3)-C6H5 | NH |
| Ial.2533 | no2 | ch2ch3 | CH (CH3)CH(CH3)-C6H5 | NH |
| Ial.2534 | no2 | (CH2)2CH3 | CH(CH3)CH(CH3)-C6Hs | NH |
| Ial.2535 | no2 | (CH2)3CH3 | CH(CH3)CH(CH3)-C6H5 | NH |
| Ial.2536 | no2 | H | (CH2)2-(4-Cl-C6H4) | NH |
| Ial.2537 | no2 | ch3 | (CH2)2-(4-Cl-C6H4) | NH |
| Ial.2538 | no2 | ch2ch3 | (CH2)2-(4-Cl-C6H4) | NH |
| Ial.2539 | no2 | (CH2)2CH3 | (CH2)2-(4-Cl-C6H4) | NH |
| Ial.2540 | no2 | (CH2)3CH3 | (CH2)2-(4-Cl-C6H4) | NH |
| Ial.2541 | no2 | H | CH2CH(CH3)-(4-Cl-C6H4) | NH |
| Ial.2542 | no2 | ch3 | CH2CH(CH3)-(4-Cl-C6H4) | NH |
| Ial.2543 | no2 | ch2ch3 | CH2CH(CH3)-(4-Cl-C6H4) | NH |
| Ial.2544 | no2 | (CH2)2CH3 | CH2CH (CH3) - (4-C.l-C6H4 ) | NH |
| Ial.2545 | no2 | (CH2)3CH3 | CH2CH(CH3)-(4-Cl-C6H4) | NH |
| Ial.2546 | no2 | H | CH(CH3)CH2-(4-Cl-C6H4) | NH |
| Ial.2547 | no2 | ch3 | CH(CH3)CH2-(4-Cl-C6H4) | NH |
| Ial.2548 | no2 | ch2ch3 | CH(CH3)CH2-(4-Cl-C6H4) | NH |
| Ial.2549 | no2 | (ch2)2ch3 | CH(CH3)CH2-(4-Cl-C6H4) | NH |
| Ial.2550 | no2 | (CH2)3CH3 | CH(CH3)CH2-(4-Cl-C6H4) | NH |
| Ial.2551 | no2 | H | CH(CH3)CH(CH3)-(4-Cl-C6H4) | NH |
| Ial.2552 | no2 | ch3 | CH(CH3)CH(CH3)-(4-C1-C6H4) | NH |
| Ial.2553 | no2 | ch2ch3 | CH(CH3)CH(CH3)-(4-C1-C6H4) | NH |
| Ial.2554 | no2 | (CH2)2CH3 | CH(CH3)CH(CH3)-(4-Cl-C6H4) | NH |
| Ial.2555 | no2 | (ch2)3ch3 | CH(CH3)CH(CH3)-(4-C1-C6H4) | NH |
| Ial.2556 | no2 | H | (CH2 )2—(2,4-Cl2-C6H3) | NH |
| Ial.2557 | no2 | ch3 | (CH2 )2-(2,4-Cl2-C6H3) | NH |
| Ial.2558 | no2 | ch2ch3 | (CH2)2-(2,4-Cl2-C6H3) | NH |
999
| 999 9 | . 9 ' | ||
| 9 | 9 9 ' | • 9 | |
| 999 | . « | ||
| 9, 9 | / ·'· | ||
| « | · ' : | ||
| 9 9 | 999 | 9 9 |
. 9
9
| Č. | R2 | R3 | R4 | z |
| Ial.2559 | no2 | (CH2)2CH3 | (CH2)2-(2,4-Cl2-C6H3) | NH |
| , Ial.2560 | no2 | (CH2)3CH3 | (CH2)2-(2,4-Cl2-C6H3) | NH |
| Ial.2561 | no2 | H | CH2CH (CH3) - (2,4-Cl2-C6H3 ) | NH |
| Ial.2562 | no2 | ch3 | CH2CH(CH3)-(2,4-Cl2-C6H3) | NH |
| Ial.2563 | no2 | ch2ch3 | CH2CH(CH3)-(2,4-Cl2-C6H3) | NH |
| Ial.2564 | no2 | (CH2)2CH3 | CH2CH(CH3) - (2,4-Cl2-C6H3) | NH |
| Ial.2565 | no2 | (CH2)3CH3 | CH2CH(CH3)-(2,4-Cl2-C6H3) | NH |
| Ial.2566 | no2 | H | CH(CH3)CH2-(2,4-Cl2-C6H3 ) | NH |
| Ial.2567 | no2 | ch3 | CH(CH3)CH2-(2,4-Cl2-C6H3) | NH |
| Ial.2568 | no2 | ch2ch3 | CH(CH3)CH2-(2,4-Cl2-C6H3) | NH |
| Ial.2569 | no2 | (CH2)2CH3 | CH(CH3)CH2-(2,4-Cl2-C6H3) | NH |
| Ial.2570 | no2 | (CH2)3CH3 | CH(CH3)CH2-(2,4-Cl2-C6H3 ) | NH |
| Ial.2571 | no2 | H | CH(CH3)CH(CH3)-(2,4-Cl2-C6H3) | NH |
| Ial.2572 | no2 | CH3 | CH(CH3j CH (CH3) - (2,4-C12-C6H3 ) | NH |
| Ial.2573 | no2 | ch2ch3 | CH(CH3)CH(CH3)-(2,4-Cl2-C6H3) | NH |
| Ial.2574 | no2 | (CH2)2CH3 | CH(CH3) CH(CH3)-(2,4-C12-C6H3 ) | NH |
| Ial.2575 | no2 | (CH2)3CH3 | CH(CH3)CH(CH3)-(2,4-C12-C6H3 ) | NH |
| Ial.2576 | no2 | H | (CH2)2-O-C6H5 | NH |
| Ial.2577 | no2 | ch3 | (CH2)2-O—c6h5 | NH |
| Ial.2578 | no2 | ch2ch3 | (CH2)2-O-C6H5 | NH |
| Ial.2579 | no2 | (CH2)2CH3 | (CH2)2-O-C6H5 | NH |
| Ial.2580 | no2 | (CH2)3CH3 | (CH2)2-O-C6H5 | NH |
| Ial.2581 | no2 | H | CH2CH(CH3)-O-C6H5 | NH |
| lal.2582 | no2 | ch3 | CH2CH(CH3)-O-C6H5 | NH |
| Ial.2583 | no2 | ch2ch3 | CH2CH(CH3)-O-C6H5 | NH |
| Ial.2584 | no2 | (CH2)2CH3 | CH2CH(CH3)-O-C6H5 | NH |
| Ial.2585 | no2 | (ch2)3ch3 | CH2CH(CH3)-O-C6H5 | NH |
| Ial.2586 | no2 | H | CH(CH3)CH2-O-C6H5 | NH |
| Ial.2587 | no2 | ch3 | CH(CH3)CH2-O-C6H5 | NH |
| Ial.2588 | no2 | ch2ch3 | CH(CH3)CH2-O-C6H5 | NH |
| Ial.2589 | no2 | (CH2)2CH3 | CH(CH3)CH2-O-C6H5 | NH |
| Ial.2590 | no2 | (CH2)3CH3 | CH(CH3)CH2-O-C6H5 | NH |
| Ial.2591 | no2 | H | CH(CH3)CH(CH3)-O-C6H5 | NH |
| Ial.2592 | no2 | ch3 | CH(CH3)CH(CH3)-O-C6H5 | NH |
| Ial.2593 | no2 | ch2ch3 | CH(CH3)CH(CH3)-O-C6H5 | NH |
| Ial.2594 | no2 | (CH2)2CH3 | CH(CH3)CH(CH3)-o-c6h5 | NH |
| Ial.2595 | no2 | (CH2)3CH3 | CH(CH3)CH(CH3)-o-c6h5 | NH |
| Ial.2596 | no2 | H | (ch2)2-0-(4-ci-c6h4) | NH |
| Ial.2597 | no2 | ch3 | (CH2)2-0-(4-Cl-C6H4) | NH |
| • 4444' 4 | : 4 4 | 44 | ||
| 4 4 4 | <4 · , | 4 4 | 4 4 | 4 4 |
| .4.. 4 4.4: | • 4 | 4 4 | ||
| 4 . 4 | 4 444 | 4 4 4 | ||
| 4 . 4 | 4 | • 4 | ||
| 44 4 44 4'' | 4 4 4 | 44 4 | 4 4 | 44 |
| Č. | R2 | R3 | R4 | Z |
| Ial.2598 | no2 | ch2ch3 | (CH2) 2-0-( 4-Cl-C6H4) | NH |
| Ial.2599 | no2 | (CH2)2CH3 | (CH2)2-O-(4-Cl-C6H4) | NH |
| Ial.2600 | no2 | (CH2)3CH3 | (CH2)2-O-(4-Cl-C6H4) | NH |
| Ial.2601 | no2 | H | CH2CH(CH3)-0-(4-C1-C6H4) | NH |
| Ial.2602 | no2 | ch3 | CH2CH(CH3)-O-(4-Cl-C6H4) | NH |
| Ial.2603 | no2 | ch2ch3 | CH2CH(CH3)-O-(4-Cl-C6H4) | NH |
| Ial.2604 | no2 | (CH2)2CH3 | CH2CH(CH3)-O-(4-Cl-C6H4) | NH |
| Ial.2605 | no2 | (CH2)3CH3 | CH2CH(CH3)-0-(4-C1-C6H4) | NH |
| Ial.2606 | no2 | H | CH(CH3)CH2-O-(4-C1-C6H4) | NH |
| Ial.2607 | no2 | ch3 | CH(CH3)CH2-O-(4-Cl-C6H4) | NH |
| Ial.2608 | no2 | ch2ch3 | CH(CH3)CH2-O-(4-Cl-C6H4) | NH |
| Ial.2609 | no2 | (CH2)2CH3 | CH(CH3)CH?-0-(4-C1-C6H4) | NH |
| Ial.2610 | no2 | (CH2)3CH3 | CH(CH3)CH2-O-(4-Cl-C6H4) | NH |
| Ial.2611 | no2 | H | CH(CH3)CH(CH3)-0-(4-Cl-C6H4) | NH |
| Ial.2612 | no2 | ch3 | CH(CH3)CH(CH3)-0-(4-C1-C6H4) | NH |
| Ial.2613 | no2 | ch2ch3 | CH(CH3) CH(CH3)-0-(4-Cl-C6H4) | NH |
| Ial.2614 | no2 | (CH2)2CH3 | CH(CH3)CH(CH3)-0-(4-Cl-C6H4) | NH |
| Ial.2615 | no2 | (CH2)3CH3 | CH(CH3)CH(CH3)-0-(4-Cl-C6H4) | NH |
| Ial.2616 | no2 | H | (CH2 )2-0-(2,4-Cl2-C6H3) | NH |
| Ial.2617 | no2 | CH3 | (CH2)2-O-(2,4-Cl2-C6H3) | NH |
| Ial.2618 | no2 | ch2ch3 | (CH2 ).2-0-(2,4-Cl2-C6H3) | NH |
| Ial.2619 | no2 | (CH2)2CH3 | (CH2 )2-0-(2,4-Cl2-C6H3) | NH |
| Ial.2620 | no2 | (CH2)3CH3 | (CH2)2-0-(2,4-Cl2-C6H3) | NH |
| Ial.2621 | no2 | H | CH2CH (CH3) -0- (2,4 -C12-C6H3) | NH |
| Ial.2622 | no2 | ch3 | CH2CH (CH3) -0- (2,4-Cl2-C6H3) | NH |
| Ial.2623 | no2 | ch2ch3 | CH2CH (CH3) -0- (2,4 -C12-C6H3) | NH |
| Ial.2624 | no2 | (CH2)2CH3 | CH2CH (CH3) -0- (2,4 -C12 -C6 H3) | NH |
| Ial.2625 | no2 | (CH2)3CH3 | CH2CH(CH3)-0-(2,4-Cl2-C6H3) | NH |
| Ial.2626 | no2 | H | CH(CH3)CH2-O-(2,4-C12-C6H3) | NH |
| Ial.2627 | no2 | ch3 | CH (CH3 )CH2-O- (2,4-Cl2-C6H3) | NH |
| Ial.2628 | no2 | ch2ch3 | CH(CH3)CH2-O-(2,4-Cl2-C6H3) | NH |
| Ial.2629 | no2 | (CH2)2CH3 | CH(CH3)CH2-O-(2,4-Cl2-C6H3) | NH |
| Ial.2630 | no2 | (CH2)3CH3 | CH(CH3)CH2-O-(2,4-C12-C6H3) | NH |
| Ial.2631 | no2 | H | CH(CH3)CH(CH3)-0-(2,4-C12-C6H3) | NH |
| Ial.2632 | no2 | ch3 | CH(CH3)CH(CH3)-0-(2,4-C12-C6H3) | NH |
| Ial.2633 | no2 | ch2ch3 | CH(CH3 )CH(CH3)-0-(2,4-Cl2-C6H3) | NH |
| Ial.2634 | no2 | (CH2)2CH3 | CH(CH3)CH(CH3,-0-(2,4-C12-C6H3) | NH |
| Ial.2635 | no2 | (CH2)3CH3 | CH(CH3)CH(CH3)-0-(2,4-C12-C6H3) | NH |
··«· • ft * • ftftft · • , - · · • ft • ftft ··« ft. • · ·· ·· • · · · • ftft · • ftft ·« · ft · ·· ··
| c. | R2 | R3 | R4 | z |
| Ial.2636 | no2 | H | ch3 | nch3 |
| Ial.2637 | no2 | ch3 | : CH3 | nch3 |
| Ial.2638 | no2 | ch2ch3 | ch3 | nch3 |
| Ial.2639 | no2 | (CH2)2CH3 | ch3 | nch3 |
| Ial.2640 | no2 | (CH2)3CH3 | ch3 | nch3 |
| Ial.2641 | no2 | H | C2Hs | nch3 |
| Ial.2642 | no2 | ch3 | c2h5 | nch3 |
| Ial.2643 | no2 | ch2ch3 , | C2H5 | nch3 |
| Ial.2644 | no2 | (CH2)2CH3 | C2Hs | nch3 |
| Ial.2645 | no2 | (CH2)3CH3 | c2h5 | nch3 |
| Ial.2646 | no2 | H | (CH2)2CH3 | nch3 |
| Ial.2647 | no2 | CH3 | (CH2)2CH3 | nch3 |
| Ial.2648 | no2 | ch2ch3 | (CH2)2CH3 | nch3 |
| Ial.2649 | no2 | (CH2)2CH3 | (CH2)2CH3 | nch3 |
| Ial.2650 | no2 | (CH2)3CH3 | (CH2)2CH3 | nch3 |
| Ial.2651 | no2 | H | CH(CH3)2 | nch3 |
| Ial.2652 | no2 | ch3 | CH(CH3)2 | nch3 |
| Ial.2653 | no2 | ch2ch3 | CH(CH3)2 | nch3 |
| Ial.2654 | no2 | (CH2)2CH3 | CH(CH3)2 | nch3 |
| Ial.2655 | no2 | (CH2)3CH3 | CH(CH3)2 | nch3 |
| Ial.2656 | no2 | H | (CH2)3CH3 | nch3 |
| Ial.2657 | no2 | ch3 | (CH2)3CH3 | nch3 |
| Ial.2658 | no2 | ch2ch3 | (CH2)3CH3 | nch3 |
| Ial.2659 | no2 | (CH2)2CH3 | (CH2)3CH3 | nch3 |
| Ial.2660 | no2 | (CH2)3CH3 | (CH2)3CH3 | nch3 |
| Ial.2661 | no2 | H | CH2CH(CH3)2 | nch3 |
| Ial.2662 | no2 | ch3 | CH2CH(CH3)2 | nch3 |
| Ial.2663 | no2 | ch2ch3 | CH2CH(CH3)2 | nch3 |
| Ial.2664 | no2 | (CH2)2CH3 | CH2CH(CH3)2 | nch3 |
| Ial.2665 | no2 | (CH2)3CH3 | CH2CH(CH3)2 | nch3 |
| Ial.2666 | no2 | H | CH(CH3)CH2CH3 | nch3 |
| Ial.2667 | no2 | ch3 | CH(CH3)CH2CH3 | nch3 |
| Ial.2668 | no2 | ch2ch3 | CH(CH3)CH2CH3 | nch3 |
| Ial.2669 | no2 | (CH2)2CH3 | CH(CH3)CH2CH3 | nch3 |
| Ial.2670 | no2 | (CH2)3CH3 | CH(CH3)CH2CH3 | nch3 |
| Ial.2671 | no2 | H | (CH2)2-C6Hs | nch3 |
| Ial.2672 | no2 | ch3 | (CH2)2-C6H5 | nch3 |
| Ial.2673 | no2 | ch2ch3 | (CH2)2-c6H5 | nch3 |
| Ial.2674 | no2 | (CH2)2CH3 | <CH2)2-C6H5 | nch3 |
• · φ φ ···
| Č. | R2 | R3 | R4 | z |
| Ial.2675 | no2 | (CH2)3CH3 | (CH2)2-c6H5 | NCH3 |
| Ial.2676 | no2 | H | CH2CH(CH3)-C6H5 | nch3 |
| Ial.2677 | no2 | ch3 | CH2CH(CH3)-C6H5 | nch3 |
| Ial.2678 | no2 | ch2ch3 | CH2CH(CH3)-C6H5 | nch3 |
| Ial.2679 | no2 | (CH2)2CH3 | CH2CH(CH3)-C6H5 | nch3 |
| Ial.2680 | no2 | (CH2)3CH3 | CH2CH(CH3)-C6H5 | nch3 |
| Ial.2681 | no2 | H | CH(CH3)CH2-C6H5 | nch3 |
| Ial.2682 | no2 | ch3 | CH(CH3)CH2-C6H5 | nch3 |
| Ial.2683 | no2 | ch2ch3 | CH(CH3)CH2-C6H5 | nch3 |
| Ial.2684 | no2 | (CH2)2CH3 | CH(CH3)CH2-C6H5 | nch3 |
| Ial.2685 | no2 | (CH2)3CH3 | CH(CH3)CH2-C6H5 | nch3 |
| Ial.2686 | no2 | , H | CH(CH3)CH(CH3)-C6H5 | nch3 |
| Ial.2687 | no2 | ch3 | CH(CH3)CH(CH3)-C6H5 | nch3 |
| Ial.2688 | no2 | ch2ch3 | CH(CH3)CH(CH3)-C6H5 | nch3 |
| Ial.2689 | no2 | (CH2)2CH3 | CH(CH3)CH(CH3)-C6H5 | nch3 |
| Ial.2690 | no2 | (CH2)3CH3 | CH(CH3)CH(CH3)-C6H5 | nch3 |
| Ial.2691 | no2 | H | (CH2 )2-(4-Cl-C6H4) | nch3 |
| Ial.2692 | no2 | ch3 | (CH2)2-(4-Cl-C6H4) | nch3 |
| Ial.2693 | no2 | ch2ch3 | (CH2)2-(4-Cl-C6H4) | nch3 |
| Ial.2694 | no2 | (CH2)2CH3 | (CH2)2-(4-Cl-C6H4) | nch3 |
| Ial.2695 | no2 | (CH2)3CH3 | (CH2)2-(4-Cl-C6H4) | nch3 |
| Ial.2696 | no2 | H | ch2ch(CH3)-(4-Cl-C6H4) | nch3 |
| Ial.2697 | no2 | ch3 | CH2CH(CH3)-(4-Cl-C6H4) | nch3 |
| Ial.2698 | no2 | ch2ch3 | CH2CH(CH3)-(4-Cl-C6H4) | nch3 |
| Ial.2699 | no2 | (CH2)2CH3 | CH2CH(CH3)-(4-Cl-C6H4) | nch3 |
| Ial.2700 | no2 | (CH2)3CH3 | CH2CH(CH3)-(4-Cl-C6H4) | nch3 |
| Ial.2701 | no2 | H | CH(CH3)CH2-(4-Cl-C6H4) | nch3 |
| Ial.2702 | no2 | ch3 | CH(CH3)CH2-(4-Cl-C6H4) | nch3 |
| Ial.2703 | no2 | ch2ch3 | CH(CH3)CH2-(4-Cl-C6H4) | nch3 |
| Ial.2704 | no2 | (CH2)2CH3 | CH(CH3)CH2-(4-Cl-C6H4) | nch3 |
| Ial.2705 | no2 | (CH2)3CH3 | CH(CH3)CH2-(4-Cl-C6H4) | nch3 |
| Ial.2706 | no2 | H | CH(CH3)CH(CH3)-(4-Cl-C6H4) | nch3 |
| Ial.2707 | no2 | ch3 | CH(CH3)CH(CH3)-(4-C1-C6H4) | nch3 |
| Ial.2708 | no2 | ch2ch3 | CH(CH3)CH(CH3)-(4-C1-C6H4) | nch3 |
| Ial.2709 | no2 | (CH2)2CH3 | CH(CH3)CH(CH3)-(4-Cl-C6H4) | nch3 |
| Ial.2710 | no2 | (CH2)3CH3 | CH(CH3)CH(CH3)-(4-Cl-C6H4) | nch3 |
| Ial.2711 | no2 | H | (CH2)2-(2,4-Cl2-C6H3) | nch3 |
| Ial.2712 | no2 | ch3 | (CH2)2-(2,4-Cl2-C6H3) | nch3 |
| Ial.2713 | no2 | ch2ch3 | (CH2)2-(2,4-Cl2-C6H3) | nch3 |
• · φ φφ · * · · f Φ φφφ φ · φ
Φ Φ Φ φ t
ΦΦΦ ΦΦΦ φφ φφ
| Č. / | R2 | R3 | R4 | z |
| Ial.2714 | no2 | (CH2)2CH3 | (CH2)2-(2,4-Cl2-C6H3) | NCH3 |
| Ial.2715 | no2 | (CH2)3CH3 | (CH2)2-(2,4-Cl2-C6H3) | nch3 |
| Ial.2716 | no2 | H | CH2CH(CH3)-(2,4-Cl2-C6H3) | nch3 |
| Ial.2717 | no2 | ch3 | CH2CH(CH3)-(2,4-C12-C6H3) | nch3 |
| Ial.2718 | no2 | ch2ch3 | CH2CH(CH3)-(2,4-Cl2-C6H3) | nch3 |
| Ial.2719 | no2 | (CH2)2CH3 | CH2CH(CH3)-(2,4-Cl2-C6H3) | nch3 |
| Ial.2720 | no2 | (CH2)3CH3 | CH2CH(CH3)-(2,4-C12-C6H3) | nch3 |
| Ial.2721 | no2 | CH(CH3)CH2-(2,4-Cl2-C6H3) | nch3 | |
| Ial.2722 | no2 | ch3 | CH(CH3)CH2-(2,4-C12-C6H3) | nch3 |
| Ial.2723 | no2 | ch2ch3 | CH(CH3)CH2-(2,4-Cl2-C6H3) | nch3 |
| Ial.2724 | no2 | (CH2)2CH3 | CH(CH3)ČH2-(2,4-Cl2-C6H3 ) | nch3 |
| Ial.2725 | no2 | (CH2)3CH3 | CH(CH3)CH2-(2,4-Cl2-C6H3 ) | nch3 |
| Ial.2726 | no2 | H | CH(CH3)CH(CH3)-(2,4-C12-C6 H3) | nch3 |
| Ial.2727 | no2 | ch3 | CH(CH3)CH(CH3)-(2,4-Cl2-C6H3) | nch3 |
| Ial.2728 | no2 | ch2ch3 | CH(CH3)CH(CH3)-(2,4-Cl2-C6H3) | nch3 |
| Ial.2729 | no2 | (CH2)2CH3 | CH(CH3)CH(CH3)-(2,4-Cl2-C6H3) | nch3 |
| Ial.2730 | no2 | (CH2)3CH3 | CH(CH3)CH(CH3)-(2,4-Cl2-C6H3 ) | nch3 |
| Ial.2731 | no2 | H | (CH2)2-O-C6H5 | nch3 |
| Ial.2732 | no2 | ch3 | (CH2)2-O-C6H5 | nch3 |
| Ial.2733 | no2 | ch2ch3 | (CH2)2-O-C6Hs | nch3 |
| Ial.2734 | no2 | (CH2)2CH3 | (CH2)2-O-C6Hs | nch3 |
| Ial.2735 | no2 | (CH2)3CH3 | (CH2)2-O-C6H5 | nch3 |
| Ial.2736 | no2 | H | CH2CH(CH3)-O-C6H5 | nch3 |
| Ial.2737 | no2 | ch3 | CH2CH(CH3)-O-C6H5 | nch3 |
| Ial.2738 | no2 | ch2ch3 | CH2CH(CH3)-O-C6H5 | nch3 |
| Ial.2739 | no2 | (CH2)2CH3 | CH2CH(CH3)-O-C6H5 | nch3 |
| Ial.2740 | no2 | (CH2)3CH3 | CH2CH(CH3)-O-C6H5 | nch3 |
| Ial.2741 | no2 | H | CH(CH3)CH2-O-C6H5 | nch3 |
| Ial.2742 | no2 | ch3 | CH(CH3)CH2-O-C6H5 | nch3 |
| Ial.2743 | no2 | ch2ch3 | CH(CH3)CH2-O-C6H5 | nch3 |
| Ial.2744 | no2 | (CH2)2CH3 | CH(CH3)CH2-O-C6H5 | nch3 |
| Ial.2745 | no2 | (CH2)3CH3 | CH(CH3)CH2-O-C6H5 | nch3 |
| Ial.2746 | no2 | H | CH(CH3)CH(CH3)-O-C6H5 | nch3 |
| Ial.2747 | no2 | ch3 | CH(CH3)CH(CH3)-O-C6H5 | nch3 |
| Ial.2748 | no2 | ch2ch3 | CH(CH3)CH(CH3)-O-C6H5 | nch3 |
| Ial.2749 | no2 | (CH2)2CH3 | CH(CH3)CH(CH3)-O-C6H5 | nch3 |
| Ial.2750 | no2 | (CH2)3CH3 | CH(CH3)CH(CH3)-O-C6H5 | nch3 |
| Ial.2751 | no2 | H | (CH2)2-0-(4-C1-C6H4) | nch3 |
| Ial.2752 | no2 | CH3 | (CH2)2-O-(4-Cl-C6H4) | nch3 |
• · · · ··· • *
- 93 • · I I ··
| v C. | R2 | R3 | R4 | Z |
| Ial.2753 | no2 | ch2ch3 | (CH2)2-O-(4-Cl-C6H4) | nch3 |
| Ial.2754 | no2 | (ch2)2ch3 | (CH2)2-0-(4-Cl-C6H4) | nch3 |
| Ial.2755 | no2 | (CH2)3CH3 | (CH2)2-0-(4-Cl-C6H4) | nch3 |
| Ial.2756 | no2 | H | CH2CH(CH3)-0-(4-Cl-C6H4) | nch3 |
| Ial.2757 | no2 | ch3 | CH2CH(CH3)-O-(4-Cl-C6H4) | nch3 |
| Ial.2758 | no2 | ch2ch3 | CH2CH(CH3)-O-(4-Cl-C6H4) | nch3 |
| Ial.2759 | no2 | (CH2)2CH3 | CH2CH(CH3)-0-(4-Cl-C6H4) | NCH3 |
| Ial.2760 | no2 | (CH2)3CH3 | CH2CH(CH3)-0-(4-Cl-C6H4) | nch3 |
| Ial.2761 | no2 | H | CH(CH3)CH2-O-(4-Cl-C6H4) | NCH3 |
| Ial.2762 | no2 | ch3 | CH(CH3)CH2-0-(4-Cl-C6H4) | nch3 |
| Ial.2763 | no2 | ch2ch3 | CH(CH3)CH2-0-(4-C1-C6H4) | nch3 |
| Ial.2764 | no2 | (CH2)2CH3 | CH(CH3)CH2-O-(4-Cl-C6H4) | nch3 |
| Ial.2765 | no2 | (ch2)3ch3 | CH(CH3)CH2-O-(4-Cl-C6H4) | nch3 |
| Ial.2766 | no2 | H | CH(CH3)CH(CH3)-0-(4-C1-C 6 H4) | nch3 |
| Ial.2767 | no2 | ch3 | CH(Cfi3)CH(CH3)-0-(4-Cl-C6H4) | nch3 |
| Ial.2768 | no2 | ch2ch3 | CH(CH3)CH(CH3)-0-(4-Cl-C6H4) | nch3 |
| Ial.2769 | no2 | (CH2)2CH3 | CH(CH3)CH(CH3)-0-(4-Cl-C6H4) | nch3 |
| Ial.2770 | no2 | (CH2)3CH3 | CH(CH3)CH(CH3)-0-(4-C1-C6H4) | nch3 |
| Ial.2771 | no2 | H | (CH2 )2-0-( 2,4-Cl2-C6H3) | nch3 |
| Ial.2772 | no2 | ch3 | (CH2) 2-0-(2,4 -C12-C6H3) | nch3 |
| Ial.2773 | no2 | ch2ch3 | (CH2) 2-0-(2,4-Cl2-C6H3 ) | nch3 |
| Ial.2774 | no2 | (CH2)2CH3 | (CH2 )2-0-( 2,4-Cl2-C6H3) | nch3 |
| Ial.2775 | no2 | (CH2)3CH3 | (CH2) 2-O-(2,4-Cl2-CgH3) | nch3 |
| Ial.2776 | no2 | H | CH2CH (CH3)-0-(2,4-C12-C6H3 ) | nch3 |
| Ial.2777 | no2 | ch3 | CH2CH (CH3) -0- (2,4-Cl2-C6H3 ) | nch3 |
| Ial.2778 | no2 | ch2ch3 | CH2CH (CH3 )-0-(2,4-Cl2-C6H3) | nch3 |
| Ial.2779 | no2 | (CH2)2CH3 | CH2CH(CH3 )-0-(2,4-Cl2-C6H3 ) | nch3 |
| Ial.2780 | no2 | (CH2)3CH3 | CH2CH (CH3 )-0-(2,4-Cl2-C6H3 ) | nch3 |
| Ial.2781 | no2 | H | CH(CH3) CH2-0- (2,4-Cl2-C6H3 ) | nch3 |
| Ial.2782 | no2 | ch3 | CH (CH3 )CH2-O- (2,4-Cl2-C6H3 ) | nch3 |
| Ial.2783 | no2 | ch2ch3 | CH (CH3) CH2-0- (2,4-Cl2-C6H3) | nch3 |
| Ial.2784 | no2 | (CH2)2CH3 | CH(CH3 )CH2-0- (2,4-Cl2-C6H3 ) | nch3 |
| Ial.2785 | no2 | (CH2)3CH3 | CH (CH3) CH2-0- ( 2,4-Cl2-C6H3 ) | nch3 |
| Ial.2786 | no2 | H | CH(CH3)CH(CH3)-0-(2,4 -C12-C6H3) | nch3 |
| Ial.2787 | no2 | ch3 | CH(CH3)CH(CH3)-0-(2,4-Cl2-C6H3) | nch3 |
| Ial.2788 | no2 | ch2ch3 | CH(CH3)CH(CH3)-0-(2,4-Cl2-C6H3) | nch3 |
| Ial.2789 | no2 | (CH2)2CH3 | CH(CH3)CH(CH3)-0-(2,4-Cl2-C6H3 ) | nch3 |
| Ial.2790 | no2 | (CH2)3CH3 | CH(CH3)CH(CH3)-0-(2,4-Cl2-C6H3) | nch3 |
« ··
9999 ··· ·' ·*· .·.» 99 • · . · 9. · » · « • . 9 ·· 9 · ·
·. 9 ' ·>·. :·<'<9'·9 · · · · ··..· » ··· ♦·· ·· «· Nejvýhodnější jsou následující 2-benzoylcykTohexan1,3-diony vzorce I:
- Sloučeniny Ia2, zvláště sloučeniny Ia2.1 - Ia2.2790, které se liší od odpovídajících sloučenin Ial.1 - Ial.2790 tím, že R13 je methyl:
- Sloučeniny Ia3, zvláště sloučeniny Ia3.1 - Ia3.2790, které se liší od odpovídajících sloučenin Ial.l - Ial.2790 tím, že R13 a R14 jsou v každém případě methyl:
- Sloučeniny Ia4, zvláště sloučeniny Ia4.1 - Ia4.2790, které se liší od odpovídajících sloučenin Ial.l - Ial.2790 tím, že R15 a R16 jsou v každém případě methyl:
Ia4 fc. v··· fcfcfc • fc·· • fcfc ·· · :
• fc • ·« fcfc • fc * · · - fc fc · fcfc · ' ·' ' · fcfc · fcfcfc
-·'·..·· ' fc · •fcfc fcfc fcfc
-Sloučeniny Ia5, zvláště sloučeniny Ia5.1 - Ia5.2790, které se liší od odpovídajících sloučenin Ial^l - Ial.2790 tím, že jednotka CR13R14 je nahrazena G=0:
- Sloučeniny Ia6, zvláště sloučeniny Ia6.1 - Ia6.2790, které se liší od odpovídajících sloučenin Ial.l - Ial.2790 tím, že R11, R15 R1€ jsou v každém případě methyl a že jednotka CR13R14 je nahrazena C=O:
- Sloučeniny Ia7, zvláště sloučeniny Ia7.1 - Ia7.2790, které se liší od odpovídajících sloučenin Ial.l - Ial.2790 tím, že R11, R12, R15 a R16 jsou v každém případě methyl, že jednotka CR13R14 je nahrazena C=O:
• 9
- Sloučeniny Ia8, zvláště sloučeniny Ia8.1 - Ia8.2790, které se liši od odpovídajících sloučenin Ial.l - Ial.2790 tím, že R1 je nitroskupina:
- Sloučeniny Ia9, zvláště sloučeniny Ia9.1 - Ia9.2790, které se liši od odpovídajících sloučenin Ial.1 - Ial.2790 tím, že R1 je nitroskupina a R13 je methyl:
- Sloučeniny IalO, zvláště sloučeniny IalO.l - Ial0.2790, které se liší od odpovídajících sloučenin Ial.l - Ial.2790 tím, že R1 je nitroskupina a R13 a R14 jsou v každém případě methyl:
- Sloučeniny Iall, zvláště sloučeniny Iall.l - Iall.2790, které se liší od odpovídajících sloučenin Ial.l - Ial.2790 tím, že R1 je nitroskupina a R15 a R16 jsou v každém případě methyl:
-Sloučeniny Ial2, zvláště sloučeniny Ial2.1 - Ial2.2790, které se liší od odpovídajících sloučenin Ial.l - Ial.2790 tím, že R1 je nitroskupina a že jednotka CR13R14 je nahrazena C=O:
- Sloučeniny Ial3, zvláště sloučeniny Ial3.1 - Ial3.2790, které se liší od odpovídajících sloučenin Ial.l - Ial.2790 tím, že R1 je nitroskupina, R11, R15 a R16 jsou v každém případě methyl, a že jednotka CR13R14 je nahrazena C=O:
- Sloučeniny Ial4, zvláště sloučeniny Ial4.1 - Ial4.2790, které se liší od odpovídajících sloučenin Ial.l - Ial.2790 tím, že R1 je nitroskupina, R11, R12, R15 a R16 jsou v každém případě methyl, a že jednotka CR13R14 je nahrazena C=O:
- 98 fc re·· * · *
Ífc fcfc • « • fc ··· ··· • · · · · >e · • · fc · · · · a • fc · fcfc.·.
• · < ··· ··· « * ·· •·· ··· · · ·*
Ial4.
- Sloučeniny Ial5, zvláště sloučeniny Ial5.1 - Ial5.2790, které se liší od odpovídajících sloučenin Ial.l - Ial.2790 tím, že R1 je me thyl sul fonyl:
Ial5
- Sloučeniny Ial6, zvláště sloučeniny Ial6.1 - Ial6.2790, které se liší od odpovídajících sloučenin Ial.l - Ial.2790 tím, že R1 je methylsulfonyl a R13 je methyl:
Ial6
- Sloučeniny Ial7, zvláště sloučeniny Ial7.1 - Ial7.2790, které se liší od odpovídajících sloučenin Ial.l - Ial.2790 tím, že R1 je methylsul fonyl a R13 a R14 jsou v každém případě methyl:
• · · · · • · · « · ·· • · · ·' '· *·<* ·«· .ϊ ,ϊ ϊ I .
• · - # ' • · » · · · • · : ι ·· · ,βφ
- Sloučeniny Ial8, zvláště sloučeniny Ial8.1 - Ial8.2790, které se liší od odpovídajících sloučenin Ial.l - Ial.2790 tím, že R1 je methyl sulf onyl a R15 a R16 jsou v každém případě methyl:
Ial8
- Sloučeniny Ial9, zvláště sloučeniny Ial9.1 - Ial9.2790, které se liší od odpovídajících sloučenin Ial.l - Ial.2790 tím, že R1 je me thylsulf onyl a že jednotka CR13R14 je nahrazena C=0:
- Sloučeniny Ia20, zvláště sloučeniny Ia20.1 - Ia20.2790, které se liší od odpovídajících sloučenin Ial.l - Ial.2790 tím, že R1 je methylsulfonyl, R11, R15 a R16 jsou v každém případě methyl, a že jednotka CR13R14 je nahrazena C=O:
«· '· .'fe.fe. · •' fe··.·.'· fe • «·<«’ fe
- fe-.fe '
-100
A fc · · ♦ ·· · fe * tfe • * · • · · « · · « · ·
A * «· i :
fe « •fefe ···
- Sloučeniny Ia21, zvláště sloučeniny Ia21.1 - Ia21.2790, které se liší od odpovídajících sloučenin Ial.l - Ial.2790 tím, že R1 je methylsulfonyl, R11, R12, R15 a R16 jsou v každém případě methyl, a že jednotka CR13R14 je nahrazena C=O:
- Sloučeniny Ia22, zvláště sloučeniny Ia22.1 - Ia22.2790, které se liší od odpovídajících sloučenin Ial.l - Ial.2790 tím, že R1 je trifluormethyl:
- Sloučeniny Ia23, zvláště sloučeniny Ia23.1 - Ia23.2790, které se liší od odpovídajících sloučenin Ial.l - Ial.2790 tím, že R1 je trif luormethyl a R13 je methyl:
| - 101 | 99 9 . * 9 9 9« ' :: · · ' · · · 9 9 ' ·. li ·; .9' · ' 9 ' 9 ·· 999 9 9 9 . ':-4 · .· | |||
| OH | 0 1 I | R2 | 0 II | |
| JI | ||||
| ------ | S9 | | 'CF3 r3 Ia23 | ||
| - Sloučeniny | Ia24, | zvláště sloučeniny Ia24.1 — Ia24.2790, |
které se liši od odpovídajících sloučenin Ial.l - Ial.2790 tím, že R1 je trifluormethyl a R13 a R14 jsou v každém případě methyl:
- Sloučeniny Ia25, zvláště sloučeniny Ia25.1 - Ia25.2790, které se liší od odpovídajících sloučenin Ial.l - Ial.2790 tím, že R1 je trifluormethyl a R15 a R16 jsou v každém případě methyl:
- Sloučeniny Ia26, zvláště sloučeniny Ia26.1 - Ia26.2790, které se liší od odpovídajících sloučenin Ial.l - Ial.2790 tím, že R1 je trifluormethyl a že jednotka CR13R14 je nahrazena C=O:
-102 • 4 4 4 4
4 · • w ·· • o « 4* 4# • 4 4 4>4 4 :· 4 4 4 '4 «4.4 444 • 4 4
444 44 4 4
la'2'6
- Sloučeniny Ia27, zvláště sloučeniny Ia27.1 - Ia27.2790, které se liší od odpovídajících sloučenin Ial.l -Ial.2790 tím, že R1 je trifluormethyl, R11, R15 a R16 jsou v každém případě methyl, a že jednotka CR13R14 je nahrazena C=O:
Ia27
- Sloučeniny Ia28, zvláště sloučeniny Ia28.1 - Ia28.2790, které se liší od odpovídajících sloučenin Ial.l - Ial.2790 tím, že R1 je trifluormethyl, R11, R12, R15 a R16 jsou v každém případě methyl, a že jednotka CR13R14 je nahrazena C=O:
Ze všech nejvýhodnější sloučeniny jsou sloučeniny vzorce Ia'(odpovídá sloučenině I, kde R1 je vázán v pozici fenylového kruhu a R2 je vázán v pozici 2 fenylového kruhu) fcfc · · fc · • fc fcfc fcfc· fc) fc fcfcfc fc fc · · «fcfc fcfcfc fcfc
- 103 fc fcfcfcfc -fcfc fc • fcfc • · fcfcfc
la'
R1 je halogen nebo Cx-C4-alkylsul fonyl;
R2 je halogen nebo Ci-C4-alkyl;
R3 je vodík nebo Ci-C4-alkyl;
R4 je vodík, Ci-C6-alkyl, C3-C6-alkenyl, přičemž je možné, aby dva posledně uvedené substituenty byly částečně nebo zcela halogenovány a/nebo aby k nim byly připojeny jedna až tři následující skupiny:
fenyl, fenyl-Ci-C4-alkyl, heteroaryl, fenoxyskupina, přičemž čtyři posledně jmenované radikály mohou být naopak částečně nebo zcela halogenovány;
X je kyslík;
Z je kyslík nebo NH;
m je 0 nebo 1;
R11, R12, R14, R15, R16 jsou vodík nebo Ci-C4-alkyl;
104
| 4 · 4 » · | • · · | ||||
| • | * * | • · | • ' · | • · | |
| » «» | • · | 9 . · | |||
| • · · | • | • *·· | • 9» | ||
| ' · | |||||
| « ·· | • · · | • * | a · . |
R13 je vodík, Ci-Cí-alkyl, tetrahydropyran-3-yl, tetrahydrothiopyran-3-yl nebo 1,4-dioxan-2-yl.
Pokud je to žádoucí, jednotka CR13R14 může být nahrazena C=0.
2-Benzoylcyklohexan-l,3-diony vzorce I jsou získatelné různými způsoby, například následujícím způsobem:
Reakcí cyklohexandionů vzorce II s aktivovanou karboxylovou kyselinou lila nebo karboxylovou kyselinou ΙΙΙβ, které jsou výhodně aktivovány in šitu, čímž vznikne acylační produkt IV, načež následuje přesmyk.
I
L1 je nukleofilně zaměnitelná odstupující skupina, jako je halogen, například brom, chlor, heteroaryl, například imidazolyl, pyridyl, karboxylat, například acetát, trifluoracetát a podobně.
Aktivované karboxylové kyseliny mohou být použity přímo, jako v příkladě halidů karboxylových kyselin, nebo vytvořeny in sítu, například pomocí dicyklohexylkarbodiimidu, trifenylfosfin/azodikarboxylového
106
| fcfcfcfc | • | fc fc | • · | |||
| • » | fc | ♦ · | ♦ « | fc » | • | * |
| • fcfc | fc | fc · | « | • | ||
| • | • fc | • | • fcfcfc | • « | • | |
| « | fc | • | « | |||
| fcfcfc | • fcfc | fcfc* | fcfc fc | • fc | » ♦ |
esteru, 2-pyridindisulfitu/trifenylfosfinu, karbonyldiimidazolu a podobně.
Může být výhodné provádět acylační reakci v přítomnosti báze. Reaktanty a pomocná báze jsou výhodně pro tyto účely použity v ekvimolárních množstvích. Za určitých podmínek však může být výhodný malý přebytek pomocné báze, například 1,2 až 1,5 mol ekvivalentu vztaženo na sloučeninu II.
Vhodné pomocné báze jsou terciární alkylaminy, pyridin nebo uhličitany alkalických kovů. Příklady rozpouštědel, kterých je možno použít, zahrnují chlorované uhlovodíky jako je methylenchlorid, 1,2-dichlorethan, aromatické uhlovodíky, jako je toluen, xylen, chlorbenzen, ethery, jako je diethylether, methyl-terc.butylether, tetrahydrofuran, dioxan, polární aprotická rozpouštědla, jako je acetonitril, dimethylformamid, dimethylsulfoxid nebo estery, jako je ethylacetát, nebo jejich směsi.
Pokud je jako aktivované karboxylové kyseliny použito halidů karboxylové kyseliny, může být výhodné při přidávání tohoto reaktantů ochladit reakční směs na 0 až 10 °C. Směs je následně míchána při 20 až 100 °C, výhodně při 25 až 50 °C, až do dokončení reakce. Další zpracování se provádí běžným způsobem, například je reakční směs nalita do vody a žádaný produkt je extrahován. Rozpouštědla, která jsou zvláště vhodná pro tyto účely, jsou methylenchlorid, diethylether a ethylacetát. Po vysušení organické fáze a odstranění rozpouštědla je surový enolester vzorce IV přečištěn, výhodně chromatograficky. Je však také možné použít surový enolester vzorce IV při další reakci bez dalšího přečištění.
Enolestery vzorce IV jsou výhodně podrobeny přesmyku za vzniku sloučeniny vzorce I při 20 až 40 °C v
107
| • ·« Φ | • | « | • ·.· | ·* | |
| • | • · | • · | • « | • * | |
| • | • « | « · | |||
| ♦ · | • | » | • ··« | • · Φ · | |
| • | • | s> | 9 | ||
| • · » | • * | ' . 9.9 |
rozpouštědle a v přítomnosti pomocné báze a za nebo bez pomoci kyanosloučeniny jako katalyzátoru.
Jako rozpouštědel může být použito například acetonitrilu, methylenchloridu, 1,2-dichlorethanu, ethylacetátu, toluenu nebo jejich směsí. Výhodným rozpouštědlem je acetonitril.
Vhodné pomocné báze jsou terciární aminy, jako je triethylamin, pyridin nebo uhličitan alkalického kovu, jako je uhličitan sodný, uhličitan draselný, které jsou výhodně použity v ekvimolárních množstvích nebo až v čtyřnásobném přebytku, vztaženo na enolester. Výhodně je použit triethylamin, výhodně v dvojnásobném množství vztaženo na enolester.
Jako katalyzátory přesmyku jsou vhodné anorganické kyanidy, jako je kyanid sodný, kyanid draselný, a organické kyanosloučeniny, jako je acetonkyanohydrin a trimethylsilylkyanid. Normálně jsou použity v množství od 1 do 50 mol procent, vztaženo na enolester. Je výhodné použít acetonkyanohydrin nebo trimethylsilylkyanid, například v množství od 5 do 15, výhodně 10 mol procent vztaženo na enolester.
Zpracování může být prováděno dále o sobě známým způsobem. Reakční směs může být například okyselena zředěnou minerální kyselinou, například 5% kyselinou chlorovodíkovou nebo sírovou, a extrahována organickým rozpouštědlem, například methylenchloridem, ethylacetátem. Organický extrakt může být extrahován 5 až 10% roztokem uhličitanu alkalického kovu, například roztokem uhličitanu sodného, uhličitanu draselného. Vodná fáze se okyselí a výsledná sraženina se odfiltruje přesátím a/nebo extrahuje methylenchloridem nebo ethylacetátem, vysuší a odpaří. (Příklady syntéz enolesterů cyklohexan-1,3-dionu a přesmyků
108 katalyzovaných kyanidy u enolesterů jsou uvedeny například v EP-A 186 118, US 4 780 127).
Ty cyklohexan-1,3-diony vzorce IX, kterých se používá jako výchozích látek a které nejsou již známé, mohou být připraveny o sobě známými způsoby (například EP-A 71 707, EP-A 142 741, EP-A 243 313, US 4 249 937; WO 92/13821).
Nové deriváty kyseliny benzoové vzorce III
jsou ty, kde proměnné mají následující význam:
R1, R2 jsou vodík, nitroskupina, halogen, kyanoskupina, thiokyanatoskupina, Ci-C6-alkyl, Ci-C6_halogenalkyl, Ci-C6-alkoxy-Ci-C6-alkyl, C2-C6-alkenyl, C2-C6-alkinyl, -OR5, OCOR6, -OSO2R6, -SH, -S(O)nR7, -SO2OR5, -SO2NR5R8, -NR8SO2R6 nebo NR8COR6;
R3 je vodík, Ci-C6-alkyl, Ci-C6-halogenalkyl, C3-C6-alkenyl nebo C3-C6-alkinyl;
R4 je vodík, Ci-C6-alkyl, C3-C6-cykloalkyl, C3-C6-alkenyl, C4-C6-cykloalkenyl, C3-C6-alkinyl, -COR9, -CO2R9, -COSR9 nebo -CONR8R9, přičemž je možné, aby výše uvedené alkylové, cykloalkylové, alkenylové, cykloalkenylové a alkinylové radikály a skupina R9 z radikálů -COR9, -CO2R9, -COSR9 a
109 fl flflflfl • fl · • flflfl • flfl • fl • fl flfl • flfl · • flfl « fl ··♦ flflfl • fl ♦/ · fl fl-CONR8R9, byly částečně nebo zcela halogenovány a/nebo aby k nim byly připojeny jedna až tři následující skupiny: hydroxyl, merkaptoskupina, aminoskupina, kyanoskupina, R10 -OR10, -SR10, -NR8R10, =NOR10, -OCOR10, SCOR10, -NR8COR10, -CO2R10, -COSR10, -CONR8R10, Ci-C4-alkyliminoxyskupina, Ci-Cí-alkoxyaminoskupina, Ci-C4-alkylkarbonyl,
Ci-C4-alkoxy-C2-C6-alkoxykarbonyl, Ci-C4-alkylsul fonyl, heterocyklyl, heterocyklyloxyskupina, fenyl, fenyl-Ci-C4-alkyl, heteroaryl, fenoxyskupina, fenyl-Ci-C4-alkoxyskupina a heteroaryloxyskupina, přičemž osm posledně jmenovaných radikálů může být naopak substituováno;
X je kyslík nebo síra;
Z je kyslík nebo NR8;
m je 0 nebo 1;
n je 0, 1 nebo 2;
R5 je vodík, Ci-C6-alkyl, Ci-C6-halogenalkyl,
Ci-C6-alkoxy-C2-C6-alkyl, C3-C6-alkenyl nebo C3-C6-alkinyl;
R6 je Ci-C6-alkyl nebo Cx-C6-halogenalkyl;
R7 je Ci-C6~alkyl, Ci-C6-halogenalkyl,
C4-C6-alkoxy-C2-C6-alkyl, C3-C6-alkenyl nebo C3-C6-alkinyl;
R8 je vodík nebo Ci-C6-alkyl;
110
| 9 9 9.9 . . · | 9 4Λ | 9 9 | |||
| • | .49 | ·' 4 | ' 9 ' 4 | • 9 | |
| ··♦ | . ... « .. | · | 9 | 9 9 | |
| 9 9 | • | : 4 | 4 99 9 | ♦ · 9 | |
| ' 4 | • | 9 | 9 | 9 | |
| • 9 9 | * · 4 | 4 « | 9 <P |
R9 je Ci-C6-alkyl, C3-C6-alkenyl, C3-C6-alkinyl, fenyl nebo benzyl;
R10 je Ci-C6-alkyl, Ci-C6-halogenalkyl, C3-C6-alkenyl nebo C3-C6-alkinyl;
R17 je hydroxyl, nebo radikál, který může být odstraněn hydrolýzou, kde m je 1 pokud R3 je vodík.
Příklady radikálů, které mohou být odstraněny hydrolýzou jsou alkoxy, fenoxy, alkylthio a fenylthioradikály, které jsou nesubstituované nebo substituované, halidy, heteroarylové radikály, které jsou vázány přes dusík, aminoradikály, iminoradikály, které jsou nesubstituované nebo substituované.
Výhodné jsou halidy benzoové kyseliny lila, kde L1 = halogen (odpovídají vzorci III, kde R17 = halogen),
kde proměnné R1 až R4, X, Z a m mají význam uvedený u vzorce III a
L1 je halogen, zvláště chlor nebo brom.
. ·9 . 99 99
999 9
9.999 9
9 ·. 9 9 9 ' · · · φ·· ·« ·♦
111 • ···♦ » · · 9 9
999 9 * 9 9 9
9 9
99
Stejně výhodné jsou benzoové kyseliny vzorce ΙΙΙβ (odpovídají vzorci III, kde R17 = hydroxyl),
kde proměnné R1 až R4, X, Z a m mají význam uvedený u vzorce III.
Stejně výhodné jsou estery benzoové kyseliny vzorce lily (odpovídají vzorci III, kde M = Ci-C6-alkoxyskupina)
lily kde proměnné R1 až R4, X, vzorce III a
Z a m mají význam uvedený u
M je Ci-C6--alkoxyskupina.
V konkrétních provedeních estery benzoové kyseliny vzorce III s odkazem na proměnné R1 až R4, X, Z a M odpovídají těm, které jsou uvedeny u 2-benzoylcyklohexan1,3-dionů vzorce I.
• · · ·· ·· ·· '·· ·.· » · · 9 • · · · » · •4 · » · ♦♦·'··* * . 9 · ·
112 • fefe
Sloučeniny vzorce lila (kde L1 = halogen) mohou být syntetizovány reakcí benzoových kyselin vzorce ΙΙΙβ s halogenačními činidly, jako je thionylchlorid, thionylbromid, fosgen, difosgen, trifosgen, oxalylchlorid, oxalylbromid, obdobnými způsoby, jako ty, které jsou známé z literatury (srov. L. G. Fieser, M. Fieser Reagents for Organic Synthesis, sv. I (1967) str. 767 -769).
Benzoové kyseliny vzorce ΙΙΙβ mohou být získány kromě jiného hydrolýzou esterů benzoových kyselin vzorce ΙΙΙγ (kde M = Ci-C6-alkoxyskupina) obdobnými způsoby, jako jsou způsoby známé z literatury.
Estery kyseliny benzoové vzorce lily (kde X = kyslík) jsou získatelné různými způsoby, například následující cestou:
113
| t | ···· * | • . · ♦· | - »· | ||
| • | • • ·· * · • | • · • • • | « · ' ' ♦ · · ·’ | ·♦:. .» • > • ··· ♦ | » .# • ♦ ♦ · · « |
| • · ; | ··# ♦ |
ΙΙΙγ ( kde χ=ο, r3 = Η)
b)
---►
ΙΙΐγ ( kde ι X = Ο)
Deriváty isoftalové kyseliny vzorce VI mohou být získány známým způsobem oxidací aldehydů vzorce V (J.
March, Advanced Organic Chemistry, .3. vydání (1985), str. 629 a násl., Viley-Inerscience Publication).
Způsoby podobné těm, které jsou známé z literatury, mohou být použity pro první konverzi sloučenin vzorce VI na odpovídající aktivované karboxylové kyseliny vzorce VII, kde L je nukleofilně nahraditelná odstupující skupina,
- 114 fcfcfcfc • ·· • fc ·«
R · · · fcfcfc fcfcfc » · • fc ·· jako je halogen, například brom, chlor, heteroaryl, například imidazolyl, pyridyl, karboxylat, například acetát, trifluoracetat a podobně. Pak, v případě aj je produkt zreagován s amino, hydroxylamino nebo hydrazinovým derivátem, kde R3 je vodík. Následná alkylace (a2) dává odpovídající derivát amidu, hydroxamové kyseliny nebo karbohydrazidu vzorce lily (kde X = O a R3 se nerovná H) (kde L3 má význam uvedený u L2) (J. Org. Chem. (1971), 31,
284 - 294, J. Chem. Soc. Perk. II (1977), 1080 - 1084; Australian J. Chem. (1969), 22, 161 - 173; výše (1974), 27, 1341 - 1349). V případě b) je konečný produkt získán přímou reakcí s R3NH-(Z)m-R4 (srov. Australian J. Chem. (1974), 27, 1341 - 1349).
Aldehydy vzorce V mohou být syntetizovány z odpovídajících toluenů vzorce VIII způsobem podobným způsobům známým z literatury konverzí na ω-halogentoluen IX a následnou oxidací produktu (srov. Synth. Commun. 22 (1992), 1967 - 1971).
V
- 115
99*9 • 449 • · - · '
9«99
9· 94' 99'
9: ·' « * ·.: »
9 9 9 9 • 9 94» 444 • 4 · • 99 94 49
Karboxylové kyseliny vzorce VI jsou dosažitelné hydrolýzou nitrilu vzorce X způsobem známým z literatury (J. March, Advanced Organic Chemistry, 3. vydání (1970),
Nitrily vzorce X mohou být syntetizovány z odpovídajících aldehydů V způsoby podobnými způsobům známým z literatury (J. March, Advanced Organic Chemistry, 3. vydání (1985), str. 806 - 807, WileyInterscience Publication). Stejně tak je možno získat nitrily vzorce X z anilinů vzorce XI pomocí Sandmeyerovy reakce z arylhalidů vzorce XII pomocí Rosemund/von Braunovy reakce s kyanidy kovů, zvláště CuCN (J. March, Advanced Organic Chemistry, 1985, 3. vydání, str. 594, 648, WileyInterscience Publication).
Příklady provedení vynálezu
Příklady přípravy
2- [2, 4-dichlor-3- (N-ethyl-N-propoxyaminokarbonyl) benzoyl] 1,3-cyklohexandion (sloučenina 2.03)
K roztoku 0,71 g (0,0070 mol) triethylaminu a 0,79 g (0,0070 mol) 1,3-cyklohexandionu v 50 ml methylenchloridu bylo přidáno 2,2 g (0,0065 mol) 2,4-dichlor-3-(N-ethyl-Npropoxyaminókarbonyl)benzoylchloridu. Poté, co byl reakční roztok míchán po dobu 2 hodin při pokojové teplotě, bylo rozpouštědlo odpařeno za vakua. Zbytek byl přečištěn chromatografií na silikagelu (eluční činidlo toluen/ethylacetát = 8/2) . Výsledný enolester byl převeden do 50 ml acetonitrilu a bylo přidáno 0,50 g (0,0049 mol)
- 117
| 9 9999 9 9 | 9 9 ; | 9 9 |
| 9 9 99 | ||
| 9 9 · | 9 | |
| • 9 | ||
| 9 9 9 · | ·. 9 * |
• · 9
999 999 triethylaminu a 0,10 g (0,0010 mol) trimethylsilylkyanidu. Poté, co byla směs míchána po dobu 3 hodin při pokojově teplotě, bylo rozpouštědlo odstraněno a zbytek byl přenesen do methylenchloridu. Organická fáze byla promyta zředěnou kyselinou fosforečnou, vysušena a odpařena. Bylo získáno l,20g2-[2,4-dichlor-3-(N-ethyl-Npropoxyaminokarbnyl)benzoyl]-1,3-cyklohexandionu, který byl extrahován mícháním s diethyletherem.
(teplota tání: 180 až 183 °C)
Kromě 2-benzoylcyklohexan-l,3-dionu vzorce I, jehož příprava je popsána výše, byly nebo mohou být připraveny obdobným způsobem i jiné sloučeniny, které jsou uvedeny v následující tabulce 2:
- 118 ···· ·· · * • ··· • ' · ·
-·♦ · • ·· ·· ·· ♦ · · · • · · · · • · ηι ·.♦· • · · ·»· ·♦ ··
Tabulka /
Ν
- 119
9» 9 • ··· • · · • ·
999 9··
99 • 9 · ·
9 9 9
999 ♦ ··
| c •r* 1 '3; . ή <7 β o '«» . 44 » íU £ | 50-55 | 159-166 | 60-67 | 157-163 | 190-210 | >200 | > 200 | >200 | 160-175 | 72-80 | 75-113 | 177-180 | 195-197 | 168-178 | 200-201 |
| SO OS | X | X | X | X | tn X CJ | X | x1 O | X | X | X | X | X | X | X | X |
| Ά oS | X | X | X | X | tn X υ | X | tn X u | X | X | X | X | X | X' | X | X |
| •ř os | X | X | X | X | o II | X | X | tn X υ | X | X | X | X | X | X | X |
| ro os | φ | X | X | 9 | X | X | tn X o | X | X | X | X | X | X | X | |
| CM *»* aí | X | X | X | X | tn X o | X | X | X | X | X | X | X | X | X | X |
| oí | X | X | X | X | co X o | X | X | X | X | X | X | X | X | X | X |
| os | to X O CM x—\ CM X o | 0 K X cj | rH o o tn X O X u cn X o | r—1 o o m X CJ X o tn X u | tn X o | ro δ | tn X u | ro δ | to δ | CO δ cn X cj | tn X u cn X u | G X CJ II X CJ cn X CJ I t*-\ St | G X cj II X CJ cn X CJ 1 £Γ S—✓ | X | co X CJ |
| to OS | m X υ | tn X υ | tn X υ | tn X υ | tn X o | tn X υ | tn X υ | ro δ· | to δ cn X o | tn X o cn X o | m X CJ | X | CO X CJ | tn X CJ | CO δ |
| CM oS | G | G | G | G | G | G | 0 | G | 0 | 0 | G | G | G | 0 | G |
| os | 0 | G | G | 0 | co X α CM O OO | co X o CM O 03 | co s CM O 03 | tn X u tn O CZ3 | to δ tn O CZ3 | <o X cj <M O oo | to X o CM O oo | ro X α CM O 03 | CO X CJ cn O 00 | ro X CJ cm O 03 | CO δ CM O 03 |
| N | o | o | o | o | o | o | o | O | O | o | o | o | O | X z | 1 |
| >U | 00 o ri | Os O ri | o »*-< ri | rH ri | CJ rH ri | cn ri | TT w ri | wo ri | \O ri | r* r*M ri | 00 ri | o ri | O CJ ri | r-4 CJ ri | Cl CJ ri |
- 120 φ ΦΦ Φ Φ Φ 4 Φ « • * Φ Φ
| 4* I β ο Η *<0 ·.· X «Ρ Ν -U | 160-162 | < 194-197 | 75-130 | 170-181 | 193-198 | 154-155 | 164-168 | 164-168 | 180-183 | >200 |
| Π | m | |||||||||
| Ρί | X | δ. | X υ | X | X | X | X | X | X | χ: |
| «Π •F* , '· ' - & * | X | m & | i | X | X | X | X | X | X | X |
| CO | m | |||||||||
| 06 | X υ | X. | ο | X υ | X | X υ | X | X | X | X |
| II | ||||||||||
| m | m | m | ||||||||
| Ρί ' | X υ | X | X υ | X | X υ | X | X | X | X. | |
| d Pá | X | X | 2? δ | X | X | X | X | X | X | δ |
| <η | <η | |||||||||
| PÍ | X | X | CH | X | X | X | X | X | X | X υ |
| η | ||||||||||
| m | Ο | <0 | X υ | m | ΓΊ | |||||
| Pí | Κ | X | X | X | X | X | X | X | χ | |
| υ | υ | υ | υ | X | u | υ | ||||
| U | ||||||||||
| X | ||||||||||
| BÍ | η | <*> | m | m | ΓΩ | X | υ | η | ||
| X | X | X | X | X | υ τ | X | •Τί | X | X | |
| U | υ | υ | υ | Ο | X | υ | υ | |||
| υ | υ V-/ | |||||||||
| OÍ | C1 | ΓΊ | ||||||||
| ϋ | ϋ | CH | CH | ΰ | ΰ | ϋ | ΰ | ΰ | ΰ | |
| <Λ | m | rC | ΓΊ | <*> | «η | |||||
| X | X | X | X | X | X | X | X | X | ||
| *-· | υ | υ | υ | υ | υ | υ | υ | υ | ο | υ |
| κ | d | d | η | π | d | d | d | d | ||
| ϋ | ο | ο | ο | ο | Ο | ο | ο | ο | ||
| (Λ | CZ5 | C/J | (Λ | &ο | CZ) | CZ) | ιη | CZ) | ||
| Ν | I | 1 | ι | • | Ο | ο | 1 | • | 1 | |
| 1223 | χτ | ΜΊ | C | 00 | σ\ | ο | CJ | |||
| >υ | C4 ci | CJ ci | CI ci | C1 ci | CJ CÍ | CJ ci | cl | ΓΟ ci | Γθ ci |
- 121
Dále jsou uvedeny syntézy některých, výchozích látek:
Methyl-[2-chlor-3-(N-ethoxy-N-methylaminokarbonyl)-4methylsulfonylbenzoat] (sloučenina 3.29) .Krok a) ;
2-Chlor-3-methyl-4-methylthioacetofenon Roztok 157 g (2 mol) acetylchloridu v 420 mol
1.2- dichlorethanu byl po kapkách přidán při 15 až 20 °C do suspenze 286 g (2,14 mol) chloridu hlinitého v 420 ml
1.2- dichlorethanu. Následně byl po kapkách přidán roztok 346 g (2 mol) 2-chlor-6-methylthiotoluenu vil
1,2-dichlorethanu. Poté, co byla reakční směs míchána po dobu 12 hodin, byla nalita do směsi 3 1 ledu a 1 1 koncentrované HCI. Směs byla extrahována methylenchloridem a organická fáze byla promyta vodou, vysušena síranem sodným a odpařena. Zbytek byl destilován za vakua. Bylo získáno 256 g (60 % teoretického množství) 2-chlor-3methyl-4-methylthioacetofenonu (teplota tání: 46 °C).
Krok b)
2-Chlor-3-methyl-4-methylsulfonylacetofenon 163,0 g (0,76 mol) 2-chlor-3-methyl-4methylthioacetofenonu bylo rozpuštěno v 1,5 1 ledové kyseliny octové, bylo přidáno po kapkách za chlazení 18,6 g wolframanu sodného a 173,3 g 30% roztoku peroxidu vodíku. Míchání pokračovalo další 2 dny a směs byla následně zředěna vodu. Pevná látka, která se vysrážela, byla odfiltrována přesátím, promyta vodou a vysušena. Bylo získáno 164,0 g (88 % teoretického množství) 2-chlor-3methyl-4-methylsulfonylacetofenonu.
(teplota tání: 110 až 111 °C)
122
Krok c)
Kyselina 2-chlor-3-methyl-4-methylsulfonylbenzoová 82 g (0,33 mol) 2-chlor-3-methyl-4methylsulfonylacetofenonu bylo rozpuštěno v 700 ml dioxanu a za pokojové teploty byl přidán 1 1 12,5% roztoku chlornanu sodného. V mícháni se poté pokračovalo 1 hodinu při 80 °C. Po ochlazení se vytvořily dvě fáze, přičemž spodní fáze byla zředěna vodou a slabě okyselena. Pevná látka, která se vysrážela, byla odfiltrována přesátím, promyta vodou a vysušena. Bylo získáno 60 g (73 %) teoretického množství kyseliny 2-chlor-3-methyl-4methylsulfonylbenzoové.
(teplota tání: 230 až 231 *C)
Krok d)
Methyl[2-chlor-3-methyl-4-methylsulfonylbenzoat]
100 g (0,4 mol) kyseliny 2-chlor-3-methyl-4methylsulfonylbenzooové bylo rozpuštěno vil methanolu a po dobu 5 hodin při teplotě refluxu bylo proháněno plynným chlorovodíkem. Směs byla následně odpařena, bylo získáno 88,5 g (84 % teoretického množství) methyl-[2-chlor-3methyl-4-methylsulfonylbenzoatu].
(teplota tání: 107 až 108 °C)
Krok e)
Methyl-(3-brommethyl-2-chlor-4-methylsulfonylbenzoat) 82 g (0,31 mol) methyl-(2-chlor-3-methyl-4methylsulfonylbenzoatu) bylo rozpuštěno v 2 1 tetrachlormethanu, pomalu bylo přidáno 56 g (0,31 mol)
N-bromsukcinimidu za vystavení světlu. Reakční směs byla přefiltrována, filtrát byl zahuštěn a zbytek byl přenesen • 44
444 44 44 4 44
4444 4 . · 444 *4 4 44444 do 200 ml methyl-terc.butyletheru. Roztok byl zpracován petroletherem a pevná látka, která se vysrážela, byla odfiltrována přesátím a vysušena. Bylo získáno 74,5 g (70 % teoretického množství) methyl-(3-brommethyl-2-chlor-4methylsulfonylbenzoatu).
(teplota tání: 74 až 75 eC)
Krok f)
Methyl-(2-chlor-3-formyÍ-4-methylsulfonylbenzoat)
K roztoku 41,0 g (0,12 mol) methyl-(3-brommethyl-2chlor-4-methylsulfonylbenzoatu) v 250 ml acetonitrilu bylo přidáno 42,1 g (0,36 mol) N-methylmorfolin-N-oxidu. Várka byla míchána 12 hodin při pokojové teplotě a poté odpařena, zbytek byl přenesen do ethylacetátu. Roztok byl extrahován vodou, vysušen síranem sodným a odpařen. Bylo získáno 31,2 g (94 % teoretického množství) methyl-(2-chlor-3formyl-4-methylsulfonylbenzoatu).
(teplota tání 98 až 105 °C)
Krok g)
Methyl-(2-chlor-3-hydroxykarbonyl-4methylsulfonylbenzoat)
13,8 g (0,11 mol) monohydrátu hydrogenfosforečnanu sodného v 170 ml vody, 49,3 g (0,43 mol) 30% roztoku peroxidu vodíku a 66,2 g (0,59 mol) 80% vodného roztoku chloridu sodného bylo přidáno postupně při 5 °C k roztoku 115,3 g (0,42 mol) methyl-(2-chlor-3-formyl-4methylsulfonylbenzoatu) a [sic] 2000 ml acetonitrilu. Reakční roztok byl míchán 1 hodinu při 5 °c a 12 hodin při pokojové teplotě. Poté bylo pH upraveno na hodnotu 1 10% kyselinou chlorovodíkovou a bylo přidáno 1500 ml 40% vodného roztoku hydrogensiřičitanu sodného. Poté, co byla
124 • · · · · . 9 ···· • · , · · · · · * 9 · ·
9 · 9 ·.'· · · ·. · • 9 · 9 9 9 99 9 9 9 9 9 ' 9 9 9 9 9
999 999 999 999 ·9 99 směs míchána 1 hodinu při pokojové teplotě, byla vodná fáze extrahována třikrát ethylacetátem. Spojené organické fáze byly promyty roztokem hydrogensiřičitanu sodného a vysušeny. Po oddestilování rozpouštědla byly získány 102,0gmethyl-(2-chlor-3-hydroxykarbonyl-4methylsulfonylbenzoatu).
Ch NMR (de-DMSO, δ v ppm) : 3,34 (s, 3H); 3,93 (s, 3H); 8,08 (s, 2H); 14,50 (s, br., 1H))
Krok h)
Methyl-(2-chlor-3-chlorkarbonyl-4methylsulfonylbenzoat)
Dvě kapky dimethylformamidu a 11,9 g (0,1 mol) thionylchloridu byly přidány k roztoku 6,0 g (0,021 mol) methyl-(2-chlor-3-hydroxykarbonyl-4-methylsulfonylbenzoatu) a [sic] 50 ml suchého toluenu. Roztok byl vařen pod zpětným chladičem 4 hodiny. Po odstranění rozpouštědla za vakua bylo získáno 6,2 g methyl-(2-chlor-3-chlorkarbonyl-4methylsulfonylbenzoatu).
Ch NMR (CDC13; δ v ppm) : 3,21 (s, 3H); 4,02 (s, 3H) ; 8,02 (s, 1H); 8,07 (d, 1H))
Krok i)
Methyl-[2-chlor-3-N-ethoxyaminokarbonyl-4methylsulfonylbenzoat] (sloučenina 3.28)
11,70 g (0,120 mol) hydrochloridu O-ethylhydroxylaminu a 12,10 g (0,120 mol) triethylaminu bylo přidáno při pokojové teplotě k roztoku 26,40 g (0,085 mol) methyl-(2chlor-3-chlorkarbonyl-4-methylsulfonylbenzoatu) a [sic]
300 ml dichlormethanu. Poté, co byl reakční roztok míchán po dobu 4 hodin při pokojové teplotě, byl promyt zředěnou kyselinou chlorovodíkovou, vysušen a odpařen. Výsledný ·· ·· » * · · » · · · ·· · ·t·
- 125 zbytek byl extrahován mícháním s diethyletherem. Bylo získáno 25,00 g methyl-(2-chlor-3-N-ethoxyaminokarbonyl-4methylsulfonylbenzoatu).
(teplota tání: 90 až 110 eC)
Krok j)
Methyl-[2-chlor-3-(N-ethoxy-N-methylaminokarbonyl)-4methylsulfonylbenzoat](sloučenina 3.29)
Směs 20,00 g (0,060 mol) methyl-(2-chlor-3-Nethoxyaminokarbonyl-4-methylsulfonylbenzoatu a 16,60 g (0,120 mol) uhličitanu draselného v 200 ml dimethylformamidu byla míchána po dobu 30 minut při pokojové teplotě. Následně bylo přidáno po kapkách 25,60 g (0,180 mol) methyljodidu a směs byla míchána 5 hodin při 50 eC. Po ochlazení reakční směsi byla tato směs míchána v 1 1 ledové vody, vodná fáze byla extrahována ethylacetátem a spojené organické fáze byly odpařeny a vysušeny. Zbytek byl podroben chromatografií na silikagelu (eluční činidlo: toluen/ethylacetát = 8/2). Bylo získáno 3,80 g methyl-(2chlor-3-(N-ethoxy-N-methylaminokarbonyl)-4methylsulfonylbenzoatu).
2,4-Dichlor-3-(N-ethyl-Npropoxy)aminokarbonylbenzoylchlorid (sloučenina 3.21)
Krok a)
2,4-Dichlor-3-methylacetofenon
235,0 g (3,0 mol) acetylchloridu bylo po kapkách během 2 hodin přidáno k roztoku 502,0 g (3,12 mol)
2,6-dichlortoluenu a [sic] 408,0 g (3,06 mol) chloridu hlinitého při 100 eC a za míchání. Poté, co byla reakční
- 126 • Φ . φφ
R · Φ Φ » ΦΦΦ
ΦΦΦ ΦΦΦ ; · ' ' Φ • φ φ φ směs míchána po dobu 2 hodin při 100 až 105 °C, byla ochlazena a nalita do 3 1 ledu a 1 1 vody. Pevná látka, která se vysrážela při tomto procesu, byla odfiltrována přesátím a promyta do neutrální reakce 800 ml vody. Po vysušení při 40 °C bylo získáno 500,0 g 2,4-dichlor-3methylacetofenonu, který byl, následně předestilován za vysokého vakua.
(teplota varu: 121 až128 °C (4 mbar)).
Krok b)
Kyselina 2,4-dichlór-3-methylbenzoová
K roztoku 520,0 g (13 mol) hydroxidu sodného v 2600 ml vody bylo nejprve přidáno 655,2 g (4,1 mol) bromu a následně 203,0 g (1,0 mol) 2,4-dichlor-3-methylacetofenonu v 1300 ml 1,4-dioxanu. Poté, co byla reakční směs míchána po dobu 12 hodin, byla organická fáze odseparována, vodná fáze byla zpracována 30% roztokem disiřičitanu sodného ve vodě a pH bylo upraveno na hodnotu 1 kyselinou chlorovodíkovou. Sraženina, která byla odseparována, byla odfiltrována odsátím, promyta vodou a vysušena za vakua při 60 °C. Bylo získáno 197,0 g kyseliny 2,4-dichlor-3methylbenzoové.
(teplota tání 173 až 175 °C)
Krok c)
Methyl-(2,4-dichlor-3-methylbenzoat) ml koncentrované kyseliny sírové bylo po kapkách přidáno k roztoku 424,0 g (2 mol) kyseliny 2,4-dichlor-3methylbenzoové a [sic] 1500 ml methanolu. Poté, co byla reakční směs podrobena varu pod zpětným chladičem po dobu 5 hodin, byla ochlazena a odpařena za vaku a zbytek byl následně převeden do 1000 ml methylenchloridu. Organická
127
999· 9 9 ·· ·· ·· · . ..99 .,99 · : · 9 9 9
999 9 9, 9 9 9 9 ·9 99 · ·9· 999 :·>' .9 -. 9 9 9 '9 • 99 999 999' '999' 99 99 fáze byla promyta vodou, následně 5% roztokem hydrogenuhličitanu sodného a poté opět vodou, vysušena a odpařena za vakua. Byl získán 401,0 g methyl-(2,4^-dichlor3-methylbenzoatu).
(teplota varu; 103 až 107 eC (1 až 1,5 mbar))
Krok d)
Methyl-(3-brommethyl-2,4-dichlorbenzoat)
K 84,0 g (0,38 mol) methyl-(2,4-dichlor-3methylbenzoatu) a 67,6 g (0,38 mol) N-bromsukcinimidu v 380 ml tetrachlormethanu byl přidán 1,0 g azobisisobutyronitrilu. Poté, co byla reakční směs podrobena varu pod zpětným chladičem po dobu 3,5 hodiny, byla ochlazena a tvořící se sraženina byla odfiltrována přesátím. Filtrát byl odpařen za vakua a výsledný zbytek byl extrahován mícháním s methyl-terč.butyletherem. Bylo získáno 108,0 g methyl-(3-brommethyl-2,4-dichlorbenzoatu). (teplota tání: 51 až 54 °C)
Krok e)
Methyl-(2,4-dichlor-3-formylbenzoat)
K roztoku 312,0 g (0,99 mol) methyl-(3-brommethyl-2,4dichlorbenzoatu) v 2 1 acetonitrilu bylo přidáno 696,2 g (2,97 mol) 50% vodného roztoku N-methylmorfolin-N-oxidu.
Poté, co byla reakční směs míchána po dobu 48 hodin při pokojové teplotě, byla míchána v 6 1 vody. Vytvořená sraženina byla oddělena filtrací odsátím, byla promyta vodou a vysušena za vakua. Bylo získáno 141,3 g methyl(2,4-dichlor-3-formylbenzoatu).
(XH NMR (CDC13,* δ v ppm) : : 3,98 (s, 3H); 7,47 (d, 1H) ; 7,84 (d, 1 H); 10,48 (s, 1H))
- 128 • · ft · ··· • ft ·· • · · · • · · · ··· 999 ·
Krok f)
Methyl-(2,4-dichlor-3-hydroxykarbonylbenzoat)
5,9 g (0,043 mol) monohydrátu dihydrogenufosforečnanu sodného v 70 ml vody, 20,5 g (181 mol) 30% roztoky peroxidu vodíku a 27,3 g (0,241 mol) 80% roztoku chloridu sodného bylo postupně při 5 °C přidáno k roztoku 40,0 g (0,172 mol) methyl-(2,4-dichlor-3-formylbenzoatu) a [sic] 500 ml acetonitrilu. Reakční roztok byl míchán po dobu 1 hodiny při 5 °C a po dobu 12 hodin při pokojové teplotě. Poté bylo pH upraveno na hodnotu 1 pomocí 10% kyseliny chlorovodíkové a bylo přidáno 500 ml 40% hydrogensiřičitanu sodného. Poté, co byla směs míchána 1 hodinu při pokojové teplotě byla vodná fáze extrahována třikrát ethylacetátem, spojené organické fáze byly promyty 1,0 1 10% roztoku hydrogensiřičitanu sodného a poté vysušeny. Po oddestilování rozpouštědla bylo získáno 40,0 g methyl-(2,4dichlor-3-hydroxykarbonylbenzoatu).
(XH NMR (d6-DMSO; δ v ppm) : 3,90 (s, 3H); 7,69 (d, 1H) ;
7,89 (d, 1H))
Krok g)
Methyl-(3-chlorkarbonyl-2,4-dichlorbenzoat K roztoku 5,00 g (0,02 mol) methyl-(2,4-dichlor-3hydroxykarbonylbenzoatu a [sic] 50 ml suchého toluenu tyly přidány 2 kapky dimethylformamidu a 11,90 g (0,1 mol) thionylchloridu. Roztok byl podroben varu pod zpětným chladičem po dobu 4 hodin. Po oddestilování rozpouštědla bylo získáno 5,35 g methyl-(3-chlorkarbonyl-2,4dichlorbenzoatu).
- 129 • . · · · 9 · · · · • ·· · ···
Krok h)
Methyl-[2,4-dichlor-3-(N-propoxy)aminokarbonylbenzoat] (sloučenina 3.17)
K roztoku 10,70 g (0,40 mol) methyl-(3-chlorkarbonyl2,4-dichlorbenzoatu) a (sic] 200 ml dichlormethanu bylo přiáno 4,05 g (0,040 mol) triethylaminu a 4,50 g (0,040 mol) propoxyaminochydrochloridu. Poté, co byl reakční roztok míchán po dobu 2 hodin při pokojové teplotě, byl promyt zředěnou kyselinou fosforečnou, vysušen a odpařen. Získaný zbytek byl podroben chromatografií na silikagelu (eluční činidlo: toluen/ethylacetát = 9/1). Byl získán methyl-(2,4-dichlor-3-(Npropoxy)aminokarbonylbenzoat.
Krok i)
Methyl- [2, 4-dichlor-3- (N-ethyl-Ν'propoxy) aminokarbonylbenzoat] (sloučenina 3.14)
Směs 12,50 g (0,041 mol) methyl-(2,4-dichlor-3-(Npropoxy)aminokarbonylbenzoatu a 11,30 g (0,082 mol) uhličitanu draselného v 100 ml dimethylformamidu byla míchána po dobu 30 minut při pokojové teplotě. Následně bylo přidáno po kapkách 19,20 g (0,123 mol) ethyljodidu. Poté, co byla reakční směs ohřátá na 5 hodin na 50 ’C, byla ochlazena a míchána vil ledové vody. Vodná fáze byla extrahována ethylacetátem a spojené organické fáze byly vysušeny a rozpouštědlo bylo oddestilováno za vaku. Poté, co byl zbytek podroben chromatografií na silikagelu (eluční činidlo: toluen/ethylacetát = 9/1), bylo získáno 7,00 g methyl-(2,4-dichlor-3-(N-ethyl-Npropoxy)aminokarbonylbenzoatu).
(teplota tání 48 až 50 °C).
130 • ••Φ • ··· . ·φ
Φ· φφ φφ φφ φφ φ φφ φ φ φ φ φ φ φ φ φ φ φφφ φφφ φ φ φ φ φφφ φφφ φφ φφ
Krok j)
Kyselina 2,4-dichlor-3-(N-ethyl-Npropoxy) aminokarbonylbenzoová (sloučenina 3.18)
Roztok 7,00 g (0,021 mol) methyl-(2,4-dichlor-3-(Nethyl-N-propoxy)aminokarbonylbenzoatu) a [sic] 40 ml 10% vodného roztoku hydroxidu sodného byla míchána 2 hodiny při 80 °C. Po ochlazení reakční směsi byla míchána v 200 ml ledové vody a pH bylo upraveno na hodnotu 1 koncentrovanou kyselinou chlorovodíkovou. Vodná fáze byla extrahována ethylacetátem a spojené organické fáze byly vysušeny a odpařeny za vakua. Bylo získáno 5,50 g kyseliny
2,4-dichlor-3-(N-ethyl-N-propoxy)aminokarbonylbenzoové.
Krok k)
2,4-Dichlor-3-(N-ethyl-Npropoxy) aminokarbonylbenzoylchlorid (sloučenina 3.21)
Roztok 4,00 g (0,0125 mol) kyseliny 2,4-dichlor-3-(Nethyl-N-propoxy)aminokarbonylbenzoové a 14,90 g thionylchloridu v 100 ml suchého toluenu byl míchán po dobu 3 hodin při 100 °C. Poté, co bylo rozpouštědlo odstraněno za vakua, bylo získáno 4,40 g 2,4-dichlor-3-(N-ethyl-Npropoxy) aminokarbonylbenzoylchloridu.
Methyl-[2,4-dichlor-3-(N-methoxy)aminokarbonylbenzoat] (sloučenina 3.01)
K roztoku 5,35 g (0,02 mol) methyl-(3-chlorkarbonyl2,4-dichlorbenzoatu a [sic] 100 ml dichlormethanu bylo přidáno 4,60 g (0,045 mol) triethylaminu a 3,75 g (0,045 mol) methoxyaminohydrochloridu. Poté, co byl reakční roztok míchán po dobu 12 hodin při pokojové teplotě, byl promyt zředěnou kyselinou fosforečnou, vysušen a odpařen.
131
| 9999 9 | • · * | 99 | |||
| 9 | • · | ·· | • · | 9' 9 | |
| 999 | • ♦ | • · | |||
| 9 9 | • ··· | 9 99 | |||
| ·. | • | 9 | |||
| 999 | « ·· | • · | • · |
Výsledný zbytek byl míchán v diethyletheru. Bylo získáno 4,80 g methyl-(2,4-dichlor-3-(Nmethoxy)aminokarbonylbenzoatu) (teplota tání: 162 až 164 °C)
Methyl-[2,4-dichlor-3-(N-propoxy)aminokarbonylbenzoat] (sloučenina 3.02)
K roztoku 4,50 g (0,04 mol) hydrochloridu propoxyaminu a 4,05 g (0,04 mol) triethylaminu v 200 ml methylenchloridu bylo přidáno pomalu po kapkách 10,7 g (0,04 mol) methyl-(3chlorkarbonyl-2,4-dichlorbenzoatu) ve 100 ml methylenchloridu. Poté, co byla reakční směs míchána po dobu 2 hodin při pokojové teplotě, byla promyta zředěnou kyselinou fosforečnou, vysušena a odpařena. Výsledný zbytek byl podroben chromatografií na silikagelu (eluční činidlo: toluen/ethylacetát = 9/1). Bylo získáno 11,50 g methyl(2,4-dichlor-3-(N-propoxyamino)karbonylbenzoatu).
(teplota tání: 80 až 81 °C)
Methyl-[3-(N-4-chlorbenzyloxy)aminokarbonyl-2,4dichlorbenzoat] (sloučenina 3.03)
K roztoku 7,76 g (0,04 mol) hydrochloridu 4chlorbenzyloxyaminu a 4,05 g (0,04 mol) triethylaminu v 200 ml methylenchloridu bylo přidáno pomalu po kapkách 10,70 g (0,04 mol) methyl-(3-chlorkarbonyl-2,4dichlorbenzoatu) v 50 ml methylenchloridu. Poté, co byla reakční směs míchána po dobu 12 hodin při pokojové teplotě, byla promyta zředěnou kyselinou fosforečnou, vysušena a odpařena. Po extrakci zbytku mícháním v diethyletheru bylo získáno 19,00 g methyl-(3-(4-chlorbenzyloxy)aminokarbonyl2,4-dichlorbenzoatu).
132 ·♦·* . ; ····;·.. . tt ,·« i • . . .·»·.· , ···'·: . . « .« ; · * • e* · *«··· » · · ♦ · ·· · · tt i ·;
··· ··· ··* ·'· 4» ' (teplota tání: 120 až 121 °C)
Kromě výše popsaných sloučenin, byly připraveny nebo mohou být připraveny obdobným způsobem i jiné deriváty benzoové kyseliny, které jsou uvedeny níže v tabulce 3.
Tabulka 3
(odpovídá III kde R1 je vázána v pozici 4 a R2 je vázána v pozici 2) ·· ·♦
133 • · ·· · · «· · · ft · · 9 ·» · ·· · ' · ·
9 ·
| č. | X | R1 | R2 | R3 | (Z)m-R4 | R17 | T.t. [°C] *H NMR [ppm] |
| 3.01 | 0 | a | Cl | H | och3 | OCH3 | 162-164 |
| 3.02 | 0 | a | Cl | H | O(CH2)2CH3 | och3 | 80-81 |
| 3.03 | 0 | a | a | H | och2-£^-ci | och3 | 120-121 |
| 3.04 | 0 | Cl | Cl | ch3 | och3 | och3 | 78-80 |
| 3.05 | 0 | Cl | Cl | ch3 | och3 | OH | |
| 3.06 | s | Cl | Cl | ch3 | och3 | och3 | |
| 3.07 | 0 | a | a | ch3 | och3 | Cl | |
| 3.08 | 0 | Cl | a | H | och3 | OH | |
| 3.09 | o | a | Cl | H | och3 | Cl | |
| 3.10 | 0 | Cl | Cl | ch3 | ocH2-£y~ci | och3 | 121-123 |
| 3.11 | 0 | Cl | a | ch3 | ch2ch3 | och3 | |
| 3.12 | 0 | Cl | Cl | ch3 | ch2ch3 | OH | 151-153 |
| 3.13 | 0 | a | Cl | ch3 | O(CH2)2CH3 | och3 | 47-48 |
| 3.14 | 0 | a | Cl | c2h5 | O(CH2)2CH3 | och3 | 48-50 |
| 3.15 | 0 | Cl | a | ch3 | och2—θ— a | OH | 130-131 |
| 3.16 | 0 | Cl | Cl | ch3 | O(CH2)2CH3 | OH | olej |
| 3.17 | 0 | Cl | Cl | H | O(CH2)2CH3 | och3 | 80-81 |
| 3.18 | 0 | Cl | Cl | c2H5 | O(CH2)2CH3 | OH | olej |
| 3.19 | 0 | Cl | Cl | ch3. | CH2CH3 | Cl | |
| 3.20 | 0 | Cl | Cl | ch3 | och2—θ— a | Cl | |
| 3.21 | 0 | Cl | Cl | c2h5 | O(CH2)2CH3 | Cl | |
| 3.22 | 0 | so2ch3 | Cl | H | och3 | och3 | 160-162 |
| 3.23 | 0 | so2ch3 | Cl | ch3 | och3 | och3 | 102-103 |
| 3.24 | 0 | Cl | Cl | H | N(CH3)2 | och3 | 170-176 |
| 3.25 | 0 | Cl | Cl | H | 0CH2CH(CH3)O - Cl | och3 | |
| 3.26 | 0 | Cl | a | ch3 | OCH2CH(CH3)O Cl | och3 | |
| 3.27 | 0 | Cl | a | ch3 | OCH2CH(CH3)O-<^- Cl | OH | 110-118 |
134 · · · · «fl · · • 999 • · 9 • fl *<··«· · t 99 flfl • * · · · 9 • 9 9 9 9
9 999 999 ·* 9 9 • 99 4} · 9 9
| č. | X | R1 | R2 | R3 | (Z)m-R4 | R17 | T.t. [°q 'H NMR [ppm] |
| 3.28 | 0 | SO2CH3 | Cl | H | OCH2CH3 | 0CH3 | 90-110 |
| 3.29 | 0 | SO2CH3 | α | ch3 | OCH2CH3 | och3 | |
| 3.30 | 0 | SO2CH3 | Cl | ch3 | OCH2CH3 | OH | |
| 3.31 | 0 | SO2CH3 | Cl | ch3 | och3 | OH | |
| 3.32 | o | SO2CH3 | Cl | ch3 | och3 | Cl | |
| 3.33 | 0 | SO2CH3 | α | ch2ch3 | och3 | och3 | 140-144 |
| 3.34 | 0 | so2ch3 | α | ch2ch3 | och3 | OH | 194-197 |
| 3.35 | 0 | so2ch3 | Cl | ch3 | och2ch3 | OH | 98-103 |
| 3.36 | 0 | so2ch3 | Cl | ch2ch3 | och2ch3 | och3 | |
| 3.37 | 0 | so2ch3 | Cl | CH2CH3 | och2ch3 | OH | |
| 3.38 | 0 | so2ch3 | α | H | (E)-OCH2CH=CHC1 | OH | 204 |
| 3.39 | 0 | so2ch3 | Cl | ch3 | (E)-OCH2CH=CHC1 | OH | 57-60 |
| 3.40 | 0 | so2ch3 | ch3 | ch3 | ch3 | OH | 249-270 |
| 3.41 | 0 | Cl | α | ch3 | N(CH3)2 | och3 | 93 |
| 3.42 | 0 | so2ch3 | Cl | C(CH3)2 CH2C1 | H | och3 | 147-148 |
| 3.43 | 0 | so2ch3 | Cl | H | och3 | OH | olej |
| 3.44 | 0 | so2ch3 | Cl | (CH2)2C h3 | H | OH | 168-170 |
| 3.45 | 0 | so2ch3 | Cl | ch3 | nh2 | OH | 203-205 |
| 3.46 | 0 | so2ch3 | Cl | ch3 | H | nhch3 | olej |
| 3.47 | 0 | so2ch3 | α | ch3 | H | OH | olej |
«<···· < fe • fe · <· ··
Afe : fefe • ' '· fe · • 9 · . ‘ · . · A · · · ·
V* fe ·
2-Benzoylcyklohexan-l,3-diony vzorce I a jejich zemědělsky vhodné soli jsou vhodné jako herbicidy, jak ve formě izomerních směsí, tak ve formě čistých izomerů. Herbicidní kompozice obsahující sloučeniny vzorce I působí velmi dobrou regulaci vegetace v mimopolních oblastech, zvláště při velmi vysokých aplikačních dávkách. U plodin, jako je pšenice, rýže, kukuřice, sója a bavlník, působí proti plevelům s širokými listy a travním plevelům v podstatě bez škod na užitkových plodinách. Tento efekt byl pozorován zvláště při nízkých aplikačních dávkách.
V závislosti na metodě aplikace mohou být sloučeniny vzorce I a kompozice, které je obsahují, dále použity u množství jiných užitkových rostlin pro eliminaci nežádoucích rostlin. Příklady vhodných plodin jsou tyto:
Allium cepa, Ananas comosus, Archis hypogaea, Asparagus officinalis, Beta vulgaris spec. altissima, Bata vulgaris spec. rapa, Brassica napus var. napus. Brassica napus var. napobrassica, Brassica rapa var. silvestris, Camellia sinensis, Carthamus tinctorius, Carya illinoinensis, Citrus limon, Citrus sinensis, Coffea arabica (Coffea canephora, Coffea liberica), Cucumis sativus, Cynodon dactylon, Daucus carota, Elaeis guineensis, Fragaria vesca, Glycine max, Gossypium hirsutum, (Gossypium arboreum, Gossypium herbaceum, Gossypium vitifolium), Helianthus annuus, Hevea brasiliensis, Hordeum vulgare, Humulus lupulus, Ipomoea batatas, Juglans regia, Lens culinaris, Linum usitatissimum, Lycopersicon lycopersicum, Malus spec.,
Manihot esculenta, Medicago sativa, Musa spec., Nicotiana tabacum (N. rustica), Olea europaea, Oryza sativa,
Phaseolus lunatus, Phaseolus vulgaris, Picea abies, Pinus
136 ·' · · · · • Φ :- ftA .. φ... φφφ ....
ft · ο ft φ ft ♦
Ϊ φ Φ φφ ftft φ φφφ * · · ft • φ · φ Φ ·
Φ · • · ·Φ spec., Pisum sativum, Prunus avium, Prunus persica, Pyrus communis, Ribes syl estre [sic], Ricinus communis,
Saccharum officinarum, Secale cereale, Solanum tuberosum, Sorghum bicolor (s. vulgare), Theobromacacao, Trifolium pratenše, Triticum aestivum, Triticum durum, Vicia faba, Vitis vinifera a Zea mays.
Kromě toho mohou být také použity sloučeniny vzorce I u plodin, které tolerují působení herbicidů díky šlechtění zahrnujícím metody genového inženýrství.
Sloučeniny vzorce I nebo herbicidní kompozice, které je obsahují, mohou být použity například ve formě přímo rozprašovatelných vodných roztoků, prášků, suspenzí, také vysoce koncentrovaných vodných, olejových nebo jiných suspenzí nebo disperzí, emulzí, olejových disperzí, past, poprašků, materiálů pro roztírání nebo granulí, prostřednictvím sprejování, atomizací, práškování, potírání nebo ponořování. Použité formy závisí na zamýšleném účelu; v každém případě by měly garantovat nej lepší možnou distribuci aktivních složek podle vynálezu.
Herbicidní kompozice zahrnují herbicidně aktivní množství alespoň jedné sloučeniny vzorce I nebo její zemědělsky vhodné soli a pomocné prostředky obvykle používané pro formulaci produktů na ochranu plodin.
Vhodná inertní aditiva jsou zvláště: frakce minerálních olejů o středním až vysokém bodu varu, jako je letecký olej nebo nafta, dále oleje uhelného dehtu a oleje rostlinného nebo živočišného původu, alifatické, cyklické a aromatické uhlovodíky, například parafín, tetrahydronaftalen,, alkylované naftaleny a jejich deriváty, alkylované benzeny a jejich deriváty, alkoholy
137 • · · · · «· » ··· : : ·· · ·*· ·» ·· • ♦ v · • * »· ♦ ·' ······ • . · jako methanol, ethanol, propanol, butanol, cyklohexanol, ketony jako cyklohexanon a silně polární rozpouštědla, například aminy jako N-methylpyrrolidon a voda.
Vodné aplikační formy mohou být připraveny z emulzních koncentrátů, suspenzí, past, smáčitelných prášků nebo ve vodě dispergovatelných granulí přídavkem vody. K přípravě emulzí, past nebo olejových disperzí mohou být substance [sic] jako takové nebo rozpuštěné v oleji nebo rozpouštědle homogenizovány ve vodě prostřednictvím smáčecího činidla, látky způsobující lepivost, dispergačního činidla nebo emulgátoru. Je však také možno připravit koncentráty složené z aktivní substance, smáčedla, látky způsobující lepivost, dispergačního činidla nebo emulgátoru a, pokud je to vhodné, rozpouštědla nebo oleje, a tyto koncentráty jsou vhodné pro zředění vodou.
Vhodná povrchově aktivní činidla (adjuvans) jsou soli alkalických kovů, kovů alkalických zemin a amoniové soli s aromatickými sulfonových kyselinami, například ligno-, fenol-, naftalen- a dibutylnaftalensulfonovu kyselinou, a mastnými kyselinami, alkyl- a alkylarylsulfonátů, alkylsulfátů, laurylethersulfátů a sulfátů mastných alkoholů a soli sulfatovaných hexa-, hepta- a oktadekanolů, a glykolethery mastných alkoholů, kondenzáty suflonovaného naftalenu a jeho derivátů s formaldehydem, kondenzáty naftalenu nebo naftalensulfonových kyselin s fenolem a formaldehydem, polyoxyethylenoktylfenylether, ethoxylovaný isooktyl-, oktyl- nebo nonylfenol, alkylfenyl a tributylfenylpolyglykolether, alkylarylpolyetheralkoholy, isotridecylalkohol, kondenzáty mastných alkoholů/ethylenoxidu, ethoxylovaný ricinový olej, polyoxyethylenalkylethery nebo polyoxypropylenalkylethery,
138 • ·'» ·.· · · · ftft ftftft ftft ftft ·, · · * ft ftft* · · ' ♦ ftft · • · · · · ··· ··· ft 9 · · * » ftftft ««ft ··· ··· ft· ·· laurylalkoholpolyglykoletheracetát, estery sorbitolu, odpadní lignosulfitové výluhy nebo methylcelulóza.
Prášky, látky pro potírání a poprašky mohou být připraveny smícháním nebo společných mletím aktivních látek s pevným nosičem.
Granule, například povlečené granule, impregnované granule a homogenní granule, mohou být připraveny vázáním aktivních složek na pevné nosiče. Pevné nosiče jsou minerální hlinky, jako jsou siliky, silikáty, silikagely, mastek, kaolin, vápenec, vápno, křída, zemitý jíl, spraš, jíl, dolomit, infuzoriová hlinka, síran vápenatý, síran hořečnatý, oxid hořečnatý, mleté syntetické materiály, hnojivá jako síran amonný, fosforečnan amonný, dusičnan amonný, močoviny a produkty rostlinného původu jako cereální mouka, drcená kůra, piliny, drcené skořápky ořechů, celulózové prášky a jiné pevné nosiče.
Koncentrace sloučenin vzorce I v produktech k přímému použití se může pohybovat v širokém rozmezí. Obecně kompozice zahrnuje hmotnostně od 0,001 do 98 %, výhodně od 0,01 do 95 %, alespoň jedné aktivní složky. Aktivní složky jsou použity v čistotě od 90 % do 100 %, výhodně od 95 do 100 % (podle NMR spektra).
Sloučeniny vzorce I podle vynálezu mohou být například uvedeny do kompozic takto:
I. Ve směsi sestávající z 80 hmotnostních dílů alkylovaného benzenu, 10 hmotnostních dílů aduktu 8 až 10 mol ethylenoxidu a 1 mol N-monoethanolamidu kyseliny olejové, 5 hmotnostních dílů dodecylbenzensulfonátu vápenatého a 5 hmotnostních dílů aduktu 40 mol ethylenoxidu a 1 mol ricinového oleje bylo rozpuštěno 20 hmotn. dílů sloučeniny č. 2.01. Nalití roztoku do 100 000 hmotnostních dílů vody
139
| • «·'« «· · | • | / * · | '· « v | · * ·' · | » · Φ |
| • ·»· | • ' 9 | ||||
| • > | • | • ' · · · | .9 9 9 | ||
| • · · · · · | • t | « · · | • ·· | • * · | · t 9 |
a jemné rozptýlení v ní dalo vodnou disperzi, která obsahovala 0,02 % hmotnostních aktivní složky.
II. Ve směsi sestávající z 40 hmotnostních dílů cyklohexanonu, 30 hmotnostních dílů isobutanolu, 20 hmotnostních dílů aduktu 7 mol ethylenoxidu a 1 molu isooktylfenolu a 10 hmotnostních dílů aduktu 40 mol ethylenoxidu a 1 molu ricinového oleje bylo rozpuštěno 20 hmotnostních dílů sloučeniny č. 2.03. Nalití roztoku do 100 000 hmotnostních dílů vody a jemné rozptýlení v ní dalo vodnou disperzi, která obsahovala 0,02 % hmotnostních aktivní složky.
III. Ve směsi sestávající z 25 hmotnostních dílů cyklohexanonu, 65 hmotnostní dílů frakce minerálního oleje o teplotě varu 210 až 280 °C a 10 hmotnostních dílů aduktu 40 mol ethylenoxidu a 1 molu ricinového oleje bylo rozpuštěno 20 hmotnostních dílů sloučeniny č. 2.05. Nalití roztoku do 100 000 hmotnostních dílů vody a jemné rozptýlení v ní dalo vodnou disperzi, která obsahovala 0,02 % hmotnostních aktivní složky.
IV. 20 hmotnostních dílů aktivní složky č. 2.06 bylo důkladně promícháno s 3 hmotnostními díly diisobutylnaftalensulfonátu sodného, 17 hmotnostními díly sodné soli lignosuflonové kyseliny ze sulfitových odpadních výluhů a 60 hmotnostními díly práškového silikagelu a směs byla namleta kladivovým mlýnem. Jemné rozptýlení směsi ve 20 000 hmotnostních dílech vody dalo sprejovou směs, která obsahovala 0,1 % hmotnostních aktivní složky.
- 140 9 99 9 »9 •
• 99 9 9 «9 9 · 9 9 9 • · « · · » 9»9 999 * 9 9 • «·· 44 94
V. 3 hmotnostní díly aktivní složky č. 2.09 byly smíchány s 97 hmotnostními díly jemně rozemletého kaolinu. Byl získán prášek, který obsahoval 3 % hmotnostní aktivní složky.
VI. 20 hmotnostních dílů aktivní složky č. 2.11 bylo jemně smícháno s 2 hmotnostními díly dodecylbenzenuslfonátu vápenatého, 8 hmotnostními díly polyglykoletheru mastného alkoholu, 2 hmotnostními díly sodné soli kondenzátu fenol/močovina/formaldehyd a 68 hmotnostními díly parafinového minerálního oleje. Byla získána stabilní olejová disperze.
VII. Ve směsi sestávající ze 70 hmotnostních dílů cyklohexanonu, 20 hmotnostních dílů ethoxylovaného isooktylfenolu a 10 hmotnostních dílů ethoxylovaného ricínového oleje byl rozpuštěn 1 hmotnostní díl sloučeniny 2.12. Byl získán stabilní emulzní koncentrát.
VIII. Ve směsi sestávající z 80 hmotnostních dílů cyklohexanonu a 20 hmotnostních dílů Wettol EM 31 (neiontový emulgátor na bázi ethoxylovaného ricinového oleje) byl rozpuštěn 1 hmotnostní díl sloučeniny 2.07. Byl získán stabilní emulzní koncentrát.
Aktivní složky vzorce I nebo herbicidní kompozice mohou být aplikovány preemergentně nebo postemergentně. Jestliže jsou aktivní složky méně dobře tolerovány určitou plodinou, může být použito aplikačních technik, ve kterých jsou herbicidní kompozice sprejově rozprašovány pomocí přístrojů takovým způsobem, že dochází, pokud vůbec dochází, k malému kontaktu s listy citlivých užitkových rostlin, přičemž aktivní složky zasahují listy nežádoucích
141 ····
1.9 9 • · ·· • 11
11
1 ··' · ··
111 ' 1 < 9 rostlin, které rostou pod nimi, nebo při zemi (postdirected, lay-by).
K rozšíření spektra působení a k dosažení synergických účinků mohou být sloučeniny vzorce I smíseny a aplikovány společně s velkým množstvím představitelů jiných skupin herbicidních nebo růstově regulačních aktivních složek. Vhodné složky ve směsích jsou například 1,2,4-thioadiazoly, 1,3,4-thiadiazoly, amidy, kyselina aminofosforečná a její deriváty, aminotriazoly, anilidy, (het)aryloxyalkanové kyseliny a jejich deriváty, kyselina benzoová a její deriváty, benzothiadiazinony, 2-aroyl-l, 3-cyklohexandiony, hetaroarylarylketony, benzylisoxazolidinony, meta-CF3fenylové deriváty, karbamáty, kyselina chinolinkarboxylová a její deriváty, chloracetanilidy, cyklohexenonoximové ethery, diaziny, kyselina dichlorpropionová a její deriváty, dihydrobenzofurany, dihydrofuran-3-ony, dinitroaniliny, dinitrofenoly, difenylethery, dipyridyly, haiogenkarboxylové kyseliny a jejich deriváty, močoviny, 3-fenyluracily, imidazoly, imidazolinony, N-fenyl-3,4,5,6tetrahydroftalimidy, oxadiazoly, oxirany, fenoly, aryloxya hetaryloxyfenoxypropionové estery, kyselina fenyloctová a její deriváty, kyselina 2-fenylpropionová a její deriváty, pyrazoly, fenylpyrazoly, pyridaziny, kyselina pyridinkarboxylová a její deriváty, ethery pyrimidylu, sulfonamidy, sulfonylmočoviny, triaziny, triazinony, triazolinony, triazolkarboxamidy a uráčily.
Kromě toho může být také výhodné aplikovat sloučeniny vzorce I samotné nebo v kombinaci s jinými herbicidy ve formě směsí s jinými činidly na ochranu plodin, například s pesticidy nebo činidly na regulaci růstu fytopathogenních plísní nebo bakterií. Pozornost je třeba také věnovat mísitelnosti s roztoky minerálních solí, které se používají • ··
142 4
9.4 • '4 4 4 '» 4 4 4 n ·«* 944
9
4» «9 pro řešení nedostatku nutričních a stopových prvků. Je také možno přidat nefytotoxické oleje a olejové koncentráty.
Aplikační dávky aktivní složky jsou od 0,001 do 3,0, výhodně od 0,01 do 1,0 kg/ha aktivní látky - substance (a. s.), v závislosti na účelu regulačních opatření, období, cílové rostlině a růstové fázi.
Příklady použití
Herbicidní působení 2-benzoylcyklohexan-l,3-dionů vzorce I bylo dokázáno následujícími skleníkovými pokusy:
Použité kultivační nádoby byly plastikové květináče obsahující jako substrát sprašový písek s přibližně 3,0 % humusu. Semena testovacích rostlin byly vysety odděleně pro každý druh.
Při preemergentním ošetření byly aplikovány aktivní složky suspendované nebo emulgované ve vodě přímo po vysetí prostřednictvím trysek pro jemné rozdělení. Květináče byly jemně zavlažovány k vyvolání klíčení a růstu a následně pokryty průsvitným plastickým poklopem, dokud rostliny nezakořenily. Tento poklop způsobil jednotné klíčení testovacích rostlin, pokud nebyly negativně ovlivněny aktivními složkami.
Při postemergentním ošetření byly testované rostliny nejprve vypěstovány na rostliny o výšce od 3 do 15 cm v závislosti na druhu habitu rostliny a poté byly ošetřeny aktivními složkami, které byly suspendovány nebo emulgovány ve vodě. Až potud byly testovací rostliny buď vysety přímo a pěstovány ve stejných nádobách, nebo byly nejprve
143 •
ft • · · · ft • ·· ftftft ft ftftft ··· • ft • · «· vypěstovány odděleně jako sadba a poté přesazeny do testovacích nádob několik dnů před ošetřením. Aplikační dávka pro postemergentní ošetření byla 0,125 nebo 0,0625 kg aktivní složky (a. s.)/ha.
V závislosti na druhu byly udržovány rostliny při 10 až 25 °C a 20 až 35 °C. Doba pozorování byla od 2 do 4 týdnů. Během této doby bylo o rostliny pečováno a byla pozorována a vyhodnocována jejich odezva na individuální ošetření.
Vyhodnocení bylo provedeno za použití stupnice od 0 do 100. 100 znamená nevzejití rostlin nebo úplnou destrukci alespoň jejich nadzemní části, 0 znamená růst beze škod nebo normální růst.
Rostliny použité ve skleníkových pokusech patřily do následujících druhů:
| Latinský název | Český název |
| Chenopodium album | merlík |
| Ipomoea spp. | povijnice, svlačec |
| Polygenum persicaria | rdesno červivec |
| Solanum nigrům | lilek černý |
| Zea mays | kukuřice |
Sloučenina 2.01 (tabulka 2) při postemergentní aplikaci 0,125 a 0,0625 kg/ha (a. s.) vykazovala velmi dobrý účinek na výše uvedené jednoděložné a dvouděložné plevely za současné dobré tolerance u kukuřice.
- 144 -
| fc ' fcfcfcfc ' fc' | • fc / | ||||
| fc | : fcfc - | fc · | . · . ♦ | • · | |
| • fcfc ' | ♦ ' | • fc | • · | ||
| .· fc·' | ·... fc : | fc | fc fcfcfc | fcfcfc | |
| • ·. · | 3 <'· | • fc | • | fc | |
| · fcfc | fcfcfc | fc fc | fc· |
Z3W- Ťf
Claims (10)
1. 2-Benzoylcyklohexan-l,3-dion vzorce I kde proměnné mají následující význam:
R1, R2 jsou vodík, nitroskupina, halogen, kyanoskupina, thiokyanatoskupina, Ci-C6-alkyl, Cj-Cg-halogenalkyl, Ci-Ce-alkoxy-Ci-Ce-alkyl, C2-C6-alkenyl, C2-C6-alkinyl, -OR5, -OCOR6, -OSO2R6, -SH, - S(O)nR7, -SO2OR5, -SO2NR5R8, -NR8SO2R6 nebo NR8COR6;
R3 je vodík, Cj-C6-alkyl, Ci-C6-halogenalkyl, C3-C6-alkenyl nebo C3-C6-alkinyl;
R4 je vodík, Ci-C6-alkyl, C3-C6-cykloalkyl, C3-C6-alkenyl, C4-C6-cykloalkenyl, C3-C6-alkinyl, -COR9, -CO2R9, -COSR9 nebo -CONR8R9, přičemž je možné, aby výše uvedené alkylové, cykloalkylové, alkenylové, cykloalkenylové a alkinylové radikály a skupina R9 z radikálů -COR9, -CO2R9, -COSR9 a -CONR8R9, byly částečně nebo zcela halogenovány a/nebo aby k nim byly připojeny jedna až tři následující skupiny: hydroxyl, merkaptoskupina, aminoskupina, kyanoskupina, R10, -OR10, -SR10, -NR8R10, =NOR10, -OCOR10, -SCOR10, -NR8COR10, -CO2R10, -COSR10, -CONR8R10, Ci-C4-alkyliminoxyskupina, Ci-C4-alkoxyaminoskupina, Ci-C4-alkylkarbonyl,
145 • ·« · φ
111 φ* ·· • · · · φ · φ ·
ΦΦΦ «Μ • ·
Φ * * ·
Ci-C4-alkoxy-C2-C6-alkoxykarbonyl, Ci-C4-alkylsulfonyl, heterocyklyl, heterocyklyloxyskupina, fenyl, fenyl-Ci-C4-alkyl, heteroaryl, fenoxyskupina, fenyl-Ci-C4-alkoxyskupina a heteroaryloxyskupina, přičemž osm posledně jmenovaných radikálů může být naopak substituováno;
X je kyslík nebo síra;
Z je kyslík nebo NR8;
m je 0 nebo 1;
n je 0, 1 nebo 2;
R5 je vodík, Ci-C6-alkyl, Ci-C6-halogenalkyl,
Ci-C6-alkoxy-C2-C6-alkyl, C3-C6~alkenyl nebo C3-C6-alkinyl;
R6 je Ci-Cg-alkyl nebo Ci-C6-halogenalkyl;
R7 je Ci-C6-alkyl, Ci-C6-halogenalkyl,
Ci-C6-alkoxy-C2-C6-alkyl, C3-C6-alkenyl nebo C3-C6-alkinyl;
R8 je vodík nebo Ci-C6-alkyl;
R9 je Ci-C6-alkyl, C3-C6-alkenyl, C3-C6-alkinyl, fenyl nebo benzyl;
R10 je Ci-C6-alkyl, Ci-C6-halogenalkyl, C3-C6-alkenyl nebo C3-C6-alkinyl;
146 • · r
·· ·
Q je nesuhstituovaný nebo substituovaný cyklohexan-1,3dionový kruh, který je napojen v pozici 2;
kde m je 1 pokud R3 je vodík;
nebo jeho zemědělsky použitelná sůl.
2. 2-Benzoylcyklohexan-l,3-dion vzorce I podle nároku 1, kde Q je cyklohexan-1,3-dionový kruh vzorce II
OH •O
II který je napojen v pozici 2, kde
R11, R12, R14 * a R16 jsou vodík nebo Ci-C4-alkyl;
R13 je vodík, Ci-C4-alkyl nebo C3-C4-cykloalkyl, přičemž je možné, aby k dvěma posledně zmiňovaným skupinám byly připojeny jeden až tři následující substituenty: halogen, Ci-C4-alkylthioskupina nebo Ci~C4-alkoxyskupina;
nebo je tetrahydropyran-2-yl, tetrahydropyran-3-yl, tetrahydropyran-4-y1, tetrahydrothiopyran-2-y1, tetrahydrothiopyran-3-yl, tetrahydrothiopyran-4-yl, 1, 3-dioxolan-2-yl, 1,3-dioxan-2-yl, 1,4-dioxan-2-yl,
- 147 * · » · · fe · · fe • fefefe fe fefe • fe • fefe fe fe » · · • fe · fefefe • · • fe fefe
1,3-oxathiolan-2-yl, 1,3-oxathian-2-yl, 1,3-dithiolan-2-yl nebo 1,3-dithian-2-yl, přičemž je možné, aby šest posledně zmiňovaných radikálů bylo substituováno jedním až třemi Ci-C4-alkylovými radikály;
R15 je vodík, Ci-C4-alkyl nebo Ci-C6-alkoxykarbonyl;
nebo
R13 a R16 spolu tvoří π vazbu nebo tří až šestičlenný karbocyklický kruh;
nebo jednotka CR13R14 může být nahrazena C=0.
3. 2-Benzoylcyklohexan-l,3-dion/vzorce I podle nároku 1 nebo 2, kde
R1 je nitroskupina, halogen, kyanoskupina, thiokyanatoskupina, Ci-C6-alkyl, Ci-C6-halogenalkyl, Ci-C6-alkoxy-Ci-C6-alkyl, C2-C6-alkenyl, C2-C6-alkinyl, -OR5 nebo -S(O)nR7;
R2 je vodík nebo radikál uvedený výše u R1.
4. 2-Benzoylcyklohexan-l,3-dion 'vzorce I podle některého z nároků 1 až 3, kde m je 1.
2-Benzoylcyklohexan-l,3-dion [sic] ''vzorce la
148 • · · 4 4
4 44 » 4 4 • 4 4
4 * · »4 4 4 4
Ia kde proměnné R1 až R4, Q, X, Z a m mají význam uvedený v nárocích 1 až 4.
6. Způsob přípravy 2-benzoylcyklohexan-l,3-dionu vzorce I podle některého z nároku 1 až 5, vyznačující se tím, že zahrnuje acylaci nesubstituovaného nebo substituovaného cyklohexan-1,3-dionu Q aktivovanou karboxylovou kyselinou lila nebo karboxylovou kyselinou ΙΙΙβ, lila
ΙΙΙβζ kde proměnné R1 až R4, X, Z a m mají význam uvedený v nároku 1 a L1 je nukleofilně nahraditelná odstupující skupina a, pokud je to vhodná, podrobení acylačního produktu přesmyku v přítomnosti katalyzátoru za vzniku sloučeniny yposte, ,
Ί. Derivát benzoové kyseliny Ázzorce III
149
99·· • 99
99 9·
9 9 9 9 • ♦ · ·
99· 999 • ·
9 9 9 9 kde
R17 je hydroxyl nebo radikál, který může být odstraněn hydrolýzou a proměnné R1 až R4, X, Z a m mají význam uvedený v nároku 1.
8, Derivát benzoové kyseliny vzorce III podle nároku 6, kde je halogen, hydroxyl nebo Ci~CĚ-alkoxyskupina.
9. Kompozice obsahující herbicidně účinné množství alespoň jednoho 2-benzoylcyklohexan-l, 3-dionu vzorce I nebo zemědělsky vhodná sůl I podle kteréhokoliv z nároků 1 až 5 a pomocné látky běžně používané při formulaci produktů na ochranu plodin.
10. Způsob přípravy herbicidně účinné kompozice podle nároku 9, vyznačující se tím, že zahrnuje smíchání herbicidně účinného množství alespoň jednoho 2-benzoylcyklohexan-l,3-dionu ^vzorce I nebo zemědělsky vhodné soli I podle některého z nároků 1 až 5 a pomocných látek běžně používaných při formulaci produktů na ochranu plodin.
150 • · · 999 99 9
11. Způsob regulace nežádoucí vegetace, vyznačující se tím, že zahrnuje ponechání herbicidně účinného množství alespoň jednoho 2-benzoylcyklohexan-l,3-dionu Vzorce I nebo zamědělsky vhodné soli podle některého z nároků 1 až 5 působit na rostliny, jejich prostředí a/nebo semena.
12. Použití 2-benzoylcyklohexan-1, 3-dionu'-vzorce I nebo jeho zemědělsky vhodné soli podle některého z nároků 1 až 5 jako herbicidu.
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| CZ19992341A CZ234199A3 (cs) | 1997-12-19 | 1997-12-19 | 3-Aminokarbonyl/3-aminothiokarbonylsubstituované 2-benzoyIcyklohexan-l,3-diony s herbicidním účinkem |
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