ES2588999T3 - Amidas del ácido N-(1,3,4-oxadiazol-2-il)arilcarboxílico y su uso como herbicidas - Google Patents
Amidas del ácido N-(1,3,4-oxadiazol-2-il)arilcarboxílico y su uso como herbicidas Download PDFInfo
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- ES2588999T3 ES2588999T3 ES12710708.4T ES12710708T ES2588999T3 ES 2588999 T3 ES2588999 T3 ES 2588999T3 ES 12710708 T ES12710708 T ES 12710708T ES 2588999 T3 ES2588999 T3 ES 2588999T3
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- Prior art keywords
- so2me
- alkyl
- so2et
- 2ome
- ome
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- 125000004509 1,3,4-oxadiazol-2-yl group Chemical group O1C(=NN=C1)* 0.000 title abstract 2
- 150000001408 amides Chemical class 0.000 title abstract 2
- 239000004009 herbicide Substances 0.000 title description 10
- 239000000460 chlorine Substances 0.000 abstract description 1427
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 abstract description 1062
- -1 CH2R6 Chemical group 0.000 abstract description 329
- 125000001160 methoxycarbonyl group Chemical group [H]C([H])([H])OC(*)=O 0.000 abstract description 81
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract description 79
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract description 31
- 239000001257 hydrogen Substances 0.000 abstract description 11
- 229910052739 hydrogen Inorganic materials 0.000 abstract description 11
- 150000003839 salts Chemical class 0.000 abstract description 7
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 abstract description 4
- 125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 abstract description 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract description 2
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 abstract 27
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 abstract 10
- 150000002367 halogens Chemical class 0.000 abstract 10
- 125000000623 heterocyclic group Chemical group 0.000 abstract 10
- 229910052736 halogen Inorganic materials 0.000 abstract 9
- 125000000171 (C1-C6) haloalkyl group Chemical group 0.000 abstract 7
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 abstract 7
- 125000003601 C2-C6 alkynyl group Chemical group 0.000 abstract 7
- 125000004191 (C1-C6) alkoxy group Chemical group 0.000 abstract 6
- 125000006643 (C2-C6) haloalkenyl group Chemical group 0.000 abstract 5
- 125000004093 cyano group Chemical group *C#N 0.000 abstract 5
- 125000005347 halocycloalkyl group Chemical group 0.000 abstract 5
- 125000001072 heteroaryl group Chemical group 0.000 abstract 5
- 150000002431 hydrogen Chemical group 0.000 abstract 5
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 abstract 5
- 125000004043 oxo group Chemical group O=* 0.000 abstract 5
- 125000006644 (C2-C6) haloalkynyl group Chemical group 0.000 abstract 4
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 4
- 125000000217 alkyl group Chemical group 0.000 abstract 4
- 125000004737 (C1-C6) haloalkoxy group Chemical group 0.000 abstract 3
- 101100496169 Arabidopsis thaliana CLH1 gene Proteins 0.000 abstract 3
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 abstract 3
- 101100044057 Mesocricetus auratus SYCP3 gene Proteins 0.000 abstract 3
- 102000003728 Peroxisome Proliferator-Activated Receptors Human genes 0.000 abstract 3
- 108090000029 Peroxisome Proliferator-Activated Receptors Proteins 0.000 abstract 3
- 101100080600 Schizosaccharomyces pombe (strain 972 / ATCC 24843) nse6 gene Proteins 0.000 abstract 3
- 101150111293 cor-1 gene Proteins 0.000 abstract 3
- 125000000392 cycloalkenyl group Chemical group 0.000 abstract 3
- 229910052731 fluorine Inorganic materials 0.000 abstract 3
- 239000011737 fluorine Substances 0.000 abstract 3
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 abstract 3
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 abstract 2
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 abstract 2
- 101100295738 Gallus gallus COR3 gene Proteins 0.000 abstract 2
- 125000003545 alkoxy group Chemical group 0.000 abstract 2
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 abstract 2
- 229910052794 bromium Inorganic materials 0.000 abstract 2
- 229910052801 chlorine Inorganic materials 0.000 abstract 2
- RFMQOHXWHFHOJF-UHFFFAOYSA-N cyano thiocyanate Chemical group N#CSC#N RFMQOHXWHFHOJF-UHFFFAOYSA-N 0.000 abstract 2
- 125000003754 ethoxycarbonyl group Chemical group C(=O)(OCC)* 0.000 abstract 2
- 125000001188 haloalkyl group Chemical group 0.000 abstract 2
- 125000000232 haloalkynyl group Chemical group 0.000 abstract 2
- 125000004674 methylcarbonyl group Chemical group CC(=O)* 0.000 abstract 2
- NWBNORAVIXIZTL-UHFFFAOYSA-N nitro thiocyanate Chemical compound [O-][N+](=O)SC#N NWBNORAVIXIZTL-UHFFFAOYSA-N 0.000 abstract 2
- 125000004765 (C1-C4) haloalkyl group Chemical group 0.000 abstract 1
- 125000006272 (C3-C7) cycloalkyl group Chemical group 0.000 abstract 1
- HCUOEKSZWPGJIM-YBRHCDHNSA-N (e,2e)-2-hydroxyimino-6-methoxy-4-methyl-5-nitrohex-3-enamide Chemical compound COCC([N+]([O-])=O)\C(C)=C\C(=N/O)\C(N)=O HCUOEKSZWPGJIM-YBRHCDHNSA-N 0.000 abstract 1
- 101001109689 Homo sapiens Nuclear receptor subfamily 4 group A member 3 Proteins 0.000 abstract 1
- 101000598778 Homo sapiens Protein OSCP1 Proteins 0.000 abstract 1
- 101001067395 Mus musculus Phospholipid scramblase 1 Proteins 0.000 abstract 1
- 102100022673 Nuclear receptor subfamily 4 group A member 3 Human genes 0.000 abstract 1
- ZMZDMBWJUHKJPS-UHFFFAOYSA-M Thiocyanate anion Chemical compound [S-]C#N ZMZDMBWJUHKJPS-UHFFFAOYSA-M 0.000 abstract 1
- 125000003668 acetyloxy group Chemical group [H]C([H])([H])C(=O)O[*] 0.000 abstract 1
- 125000003342 alkenyl group Chemical group 0.000 abstract 1
- 125000000304 alkynyl group Chemical group 0.000 abstract 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 abstract 1
- 125000000753 cycloalkyl group Chemical group 0.000 abstract 1
- 125000000262 haloalkenyl group Chemical group 0.000 abstract 1
- 125000004461 halocycloalkylalkyl group Chemical group 0.000 abstract 1
- ZMZDMBWJUHKJPS-UHFFFAOYSA-N hydrogen thiocyanate Natural products SC#N ZMZDMBWJUHKJPS-UHFFFAOYSA-N 0.000 abstract 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 1
- 101150009274 nhr-1 gene Proteins 0.000 abstract 1
- 239000001301 oxygen Substances 0.000 abstract 1
- 229910052760 oxygen Inorganic materials 0.000 abstract 1
- 125000003884 phenylalkyl group Chemical group 0.000 abstract 1
- 125000001424 substituent group Chemical group 0.000 abstract 1
- 125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 abstract 1
- 125000004170 methylsulfonyl group Chemical group [H]C([H])([H])S(*)(=O)=O 0.000 description 1264
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 525
- 235000019256 formaldehyde Nutrition 0.000 description 525
- IAZDPXIOMUYVGZ-WFGJKAKNSA-N Dimethyl sulfoxide Chemical compound [2H]C([2H])([2H])S(=O)C([2H])([2H])[2H] IAZDPXIOMUYVGZ-WFGJKAKNSA-N 0.000 description 298
- 125000002147 dimethylamino group Chemical group [H]C([H])([H])N(*)C([H])([H])[H] 0.000 description 172
- 238000005160 1H NMR spectroscopy Methods 0.000 description 151
- 125000004192 tetrahydrofuran-2-yl group Chemical group [H]C1([H])OC([H])(*)C([H])([H])C1([H])[H] 0.000 description 126
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 description 83
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 82
- 125000004206 2,2,2-trifluoroethyl group Chemical group [H]C([H])(*)C(F)(F)F 0.000 description 75
- 125000005322 morpholin-1-yl group Chemical group 0.000 description 75
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 75
- 125000003854 p-chlorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1Cl 0.000 description 75
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 75
- HEDRZPFGACZZDS-MICDWDOJSA-N Trichloro(2H)methane Chemical compound [2H]C(Cl)(Cl)Cl HEDRZPFGACZZDS-MICDWDOJSA-N 0.000 description 74
- 125000002941 2-furyl group Chemical group O1C([*])=C([H])C([H])=C1[H] 0.000 description 73
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 73
- 125000001995 cyclobutyl group Chemical group [H]C1([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 description 73
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 description 73
- 125000004307 pyrazin-2-yl group Chemical group [H]C1=C([H])N=C(*)C([H])=N1 0.000 description 73
- 125000006345 2,2,2-trifluoroethoxymethyl group Chemical group [H]C([H])(*)OC([H])([H])C(F)(F)F 0.000 description 55
- 125000004353 pyrazol-1-yl group Chemical group [H]C1=NN(*)C([H])=C1[H] 0.000 description 54
- 238000005481 NMR spectroscopy Methods 0.000 description 47
- 125000001607 1,2,3-triazol-1-yl group Chemical group [*]N1N=NC([H])=C1[H] 0.000 description 44
- 239000000203 mixture Substances 0.000 description 27
- 125000000738 acetamido group Chemical group [H]C([H])([H])C(=O)N([H])[*] 0.000 description 22
- 150000001875 compounds Chemical class 0.000 description 21
- 125000003626 1,2,4-triazol-1-yl group Chemical group [*]N1N=C([H])N=C1[H] 0.000 description 20
- 125000003253 isopropoxy group Chemical group [H]C([H])([H])C([H])(O*)C([H])([H])[H] 0.000 description 20
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 19
- 238000009472 formulation Methods 0.000 description 18
- 241000196324 Embryophyta Species 0.000 description 17
- 239000000126 substance Substances 0.000 description 12
- 239000008187 granular material Substances 0.000 description 11
- 239000011734 sodium Substances 0.000 description 10
- 229910052708 sodium Inorganic materials 0.000 description 10
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 9
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 9
- 239000004480 active ingredient Substances 0.000 description 9
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 9
- 239000000843 powder Substances 0.000 description 9
- 230000009261 transgenic effect Effects 0.000 description 9
- FERIUCNNQQJTOY-UHFFFAOYSA-M Butyrate Chemical compound CCCC([O-])=O FERIUCNNQQJTOY-UHFFFAOYSA-M 0.000 description 7
- FERIUCNNQQJTOY-UHFFFAOYSA-N Butyric acid Natural products CCCC(O)=O FERIUCNNQQJTOY-UHFFFAOYSA-N 0.000 description 7
- 239000013543 active substance Substances 0.000 description 7
- VHYFNPMBLIVWCW-UHFFFAOYSA-N 4-Dimethylaminopyridine Chemical compound CN(C)C1=CC=NC=C1 VHYFNPMBLIVWCW-UHFFFAOYSA-N 0.000 description 6
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 6
- 238000002360 preparation method Methods 0.000 description 6
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- 239000004094 surface-active agent Substances 0.000 description 5
- 239000002253 acid Substances 0.000 description 4
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 4
- 239000003337 fertilizer Substances 0.000 description 4
- 239000003630 growth substance Substances 0.000 description 4
- NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 description 4
- 239000002904 solvent Substances 0.000 description 4
- PAQZWJGSJMLPMG-UHFFFAOYSA-N 2,4,6-tripropyl-1,3,5,2$l^{5},4$l^{5},6$l^{5}-trioxatriphosphinane 2,4,6-trioxide Chemical compound CCCP1(=O)OP(=O)(CCC)OP(=O)(CCC)O1 PAQZWJGSJMLPMG-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
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- QOPBEBWGSGFROG-UHFFFAOYSA-N 2-(1h-indol-2-yl)acetic acid Chemical compound C1=CC=C2NC(CC(=O)O)=CC2=C1 QOPBEBWGSGFROG-UHFFFAOYSA-N 0.000 description 2
- WNTGYJSOUMFZEP-UHFFFAOYSA-N 2-(4-chloro-2-methylphenoxy)propanoic acid Chemical compound OC(=O)C(C)OC1=CC=C(Cl)C=C1C WNTGYJSOUMFZEP-UHFFFAOYSA-N 0.000 description 2
- XHSTYRIUVMKGDX-UHFFFAOYSA-N 5-ethyl-1,3,4-oxadiazol-2-amine Chemical compound CCC1=NN=C(N)O1 XHSTYRIUVMKGDX-UHFFFAOYSA-N 0.000 description 2
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- 229910052903 pyrophyllite Inorganic materials 0.000 description 1
- 239000010453 quartz Substances 0.000 description 1
- FFSSWMQPCJRCRV-UHFFFAOYSA-N quinclorac Chemical compound ClC1=CN=C2C(C(=O)O)=C(Cl)C=CC2=C1 FFSSWMQPCJRCRV-UHFFFAOYSA-N 0.000 description 1
- ALZOLUNSQWINIR-UHFFFAOYSA-N quinmerac Chemical compound OC(=O)C1=C(Cl)C=CC2=CC(C)=CN=C21 ALZOLUNSQWINIR-UHFFFAOYSA-N 0.000 description 1
- BACHBFVBHLGWSL-JTQLQIEISA-N rac-diclofop methyl Natural products C1=CC(O[C@@H](C)C(=O)OC)=CC=C1OC1=CC=C(Cl)C=C1Cl BACHBFVBHLGWSL-JTQLQIEISA-N 0.000 description 1
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- RTWIRLHWLMNVCC-WQYNNSOESA-M sodium (2S)-2-[[(2S)-2-[[(2S)-2-amino-4-[hydroxy(methyl)phosphoryl]butanoyl]amino]propanoyl]amino]propanoate Chemical compound [Na+].[O-]C(=O)[C@H](C)NC(=O)[C@H](C)NC(=O)[C@@H](N)CCP(C)(O)=O RTWIRLHWLMNVCC-WQYNNSOESA-M 0.000 description 1
- 235000019333 sodium laurylsulphate Nutrition 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- DEWVPZYHFVYXMZ-QCILGFJPSA-M sodium;(3ar,4as,8ar,8bs)-2,2,7,7-tetramethyl-4a,5,8a,8b-tetrahydro-[1,3]dioxolo[3,4]furo[1,3-d][1,3]dioxine-3a-carboxylate Chemical compound [Na+].O([C@H]12)C(C)(C)OC[C@@H]1O[C@]1(C([O-])=O)[C@H]2OC(C)(C)O1 DEWVPZYHFVYXMZ-QCILGFJPSA-M 0.000 description 1
- JKPSVOHVUGMYGH-UHFFFAOYSA-M sodium;(4,6-dimethoxypyrimidin-2-yl)-[[3-methoxycarbonyl-6-(trifluoromethyl)pyridin-2-yl]sulfonylcarbamoyl]azanide Chemical compound [Na+].COC(=O)C1=CC=C(C(F)(F)F)N=C1S(=O)(=O)NC(=O)[N-]C1=NC(OC)=CC(OC)=N1 JKPSVOHVUGMYGH-UHFFFAOYSA-M 0.000 description 1
- AXKBOWBNOCUNJL-UHFFFAOYSA-M sodium;2-nitrophenolate Chemical compound [Na+].[O-]C1=CC=CC=C1[N+]([O-])=O AXKBOWBNOCUNJL-UHFFFAOYSA-M 0.000 description 1
- GABUSZPTCJGKGB-UHFFFAOYSA-M sodium;4-(4-chloro-2-methylphenoxy)butanoate Chemical compound [Na+].CC1=CC(Cl)=CC=C1OCCCC([O-])=O GABUSZPTCJGKGB-UHFFFAOYSA-M 0.000 description 1
- YPMAQKXGDCKXPE-WCCKRBBISA-M sodium;[(3s)-3-amino-3-carboxypropyl]-methylphosphinate Chemical compound [Na+].CP([O-])(=O)CC[C@H](N)C(O)=O YPMAQKXGDCKXPE-WCCKRBBISA-M 0.000 description 1
- JRQGDDUXDKCWRF-UHFFFAOYSA-M sodium;n-(2-methoxycarbonylphenyl)sulfonyl-4-methyl-5-oxo-3-propoxy-1,2,4-triazole-1-carboximidate Chemical compound [Na+].O=C1N(C)C(OCCC)=NN1C(=O)[N-]S(=O)(=O)C1=CC=CC=C1C(=O)OC JRQGDDUXDKCWRF-UHFFFAOYSA-M 0.000 description 1
- 239000004550 soluble concentrate Substances 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 230000003068 static effect Effects 0.000 description 1
- 230000001629 suppression Effects 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 239000001993 wax Substances 0.000 description 1
- 238000001238 wet grinding Methods 0.000 description 1
- 239000004563 wettable powder Substances 0.000 description 1
- 238000009736 wetting Methods 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
- 239000002023 wood Substances 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D413/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings
- C07D413/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/72—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms
- A01N43/82—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms five-membered rings with three ring hetero atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D271/00—Heterocyclic compounds containing five-membered rings having two nitrogen atoms and one oxygen atom as the only ring hetero atoms
- C07D271/02—Heterocyclic compounds containing five-membered rings having two nitrogen atoms and one oxygen atom as the only ring hetero atoms not condensed with other rings
- C07D271/06—1,2,4-Oxadiazoles; Hydrogenated 1,2,4-oxadiazoles
- C07D271/07—1,2,4-Oxadiazoles; Hydrogenated 1,2,4-oxadiazoles with oxygen, sulfur or nitrogen atoms, directly attached to ring carbon atoms, the nitrogen atoms not forming part of a nitro radical
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D271/00—Heterocyclic compounds containing five-membered rings having two nitrogen atoms and one oxygen atom as the only ring hetero atoms
- C07D271/02—Heterocyclic compounds containing five-membered rings having two nitrogen atoms and one oxygen atom as the only ring hetero atoms not condensed with other rings
- C07D271/10—1,3,4-Oxadiazoles; Hydrogenated 1,3,4-oxadiazoles
- C07D271/113—1,3,4-Oxadiazoles; Hydrogenated 1,3,4-oxadiazoles with oxygen, sulfur or nitrogen atoms, directly attached to ring carbon atoms, the nitrogen atoms not forming part of a nitro radical
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Abstract
Amidas del ácido N-(1,3,4-oxadiazol-2-il)arilcarboxílico de la fórmula (I) o sus sales**Fórmula** en la que los sustituyentes tienen los siguientes significados : A significa N o CY, R significa hidrógeno, alquilo (C1-C6), R1O-alquilo (C1-C6), CH2R6, cicloalquilo (C3-C7), haloalquilo (C1-C6), alquenilo (C2-C6), haloalquenilo (C2-C6), alquinilo (C2-C6), haloalquinilo (C2-C6), OR1, NHR1, metoxicarbonilo, etoxicarbonilo, metoxicarbonilmetilo, etoxicarbonilmetilo, metilcarbonilo, trifluorometilcarbonilo, dimetilamino, acetilamino, metilsulfenilo, metilsulfinilo, metilsulfonilo o heteroarilo, heterociclilo, bencilo o fenilo, cada uno de los cuales está sustituido con s restos del grupo de halógeno, nitro, ciano, alquilo (C1-C6), haloalquilo (C1-C6), cicloalquilo (C3-C6), S(O)n-alquilo (C1-C6), alcoxi (C1-C6), haloalcoxi (C1-C6), alcoxi (C1-C6)-alquilo (C1-C4), X significa nitro, halógeno, ciano, formilo, tiocianato, alquilo (C1-C6), haloalquilo (C1-C6), alquenilo (C2-C6), haloalquenilo (C2-C6), alquinilo (C2-C6), haloalquinilo (C3-C6), cicloalquilo (C3-C6), halocicloalquilo (C3-C6), cicloalquilo (C3-C6)-alquilo (C1-C6), halocicloalquilo (C3-C6)-alquilo (C1-C6), COR1, COOR1, OCOOR1, NR1COOR1, C(O)N(R1)2, NR1C(O)N(R1)2, OC(O)N(R1)2, C(O)NR1OR1, OR1, OCOR1, OSO2R2, S(O)nR2, SO2OR1, SO2N(R1)2, NR1SO2R2, NR1COR1, alquil-(C1-C6)-S(O)nR2, alquil-(C1-C6)-OR1, alquil-(C1-C6)-OCOR1, alquil-(C1-C6)-OSO2R2, alquil-(C1-C6)-CO2R1, alquil-(C1-C6)-SO2OR1, alquil-(C1-C6)-CON(R1)2, alquil-(C1-C6)-SO2N(R1)2, alquil-(C1-C6)- NR1COR1, alquil-(C1-C6)-NR1SO2R2, NR1R2, P(O)(OR5)2, CH2P(O)(OR5)2, alquil-(C1-C6)-heteroarilo, alquil-(C1- C6)-heterociclilo, estando cada uno de los dos últimos restos sustituido con s restos halógeno, alquilo (C1-C6), haloalquilo (C1-C6), S(O)n-alquilo (C1-C6), alcoxi (C1-C6), haloalcoxi (C1-C6) y portando el heterociclilo n grupos oxo, Y es hidrógeno, nitro, halógeno, ciano, tiocianato, alquilo (C1-C6), haloalquilo (C1-C6), alquenilo (C2-C6), haloalquenilo (C2-C6), alquinilo (C2-C6), haloalquinilo (C2-C6), cicloalquilo (C3-C6), cicloalquenilo (C3-C6), halocicloalquilo (C3-C6), cicloalquilo (C3-C6)-alquilo (C1-C6), halocicloalquilo (C3-C6)-alquilo (C1-C6), COR1, COOR1, OCOOR1, NR1COOR1, C(O)N(R1)2, NR1C(O)N(R1)2, OC(O)N(R1)2, CO(NOR1)R1, NR1SO2R2, NR1COR1, OR1, OSO2R2, S(O)nR2, SO2OR1, SO2N(R1)2 alquil-(C1-C6)-S(O)nR2, alquil-(C1-C6)-OR1, alquil-(C1-C6)-OCOR1, alquil-(C1-C6)-OSO2R2, alquil-(C1-C6)-CO2R1, alquil-(C1-C6)-CN, alquil-(C1-C6)-SO2OR1, alquil-(C1-C6)-CON(R1)2, alquil-(C1-C6)-SO2N(R1)2, alquil-(C1-C6)-NR1COR1, alquil-(C1-C6)-NR1SO2R2, N(R1)2, P(O)(OR5)2, CH2P(O)(OR5)2, alquil-(C1-C6)-fenilo, alquil-(C1-C6)-heteroarilo, alquil-(C1-C6)-heterociclilo, fenilo, heteroarilo o heterociclilo, estando cada uno de los últimos 6 restos sustituido con s restos del grupo de halógeno, nitro, ciano, alquilo (C1- C6), haloalquilo (C1-C6), cicloalquilo (C3-C6), S(O)n-alquilo (C1-C6), alcoxi (C1-C6), haloalcoxi (C1-C6), alcoxi (C1- C6)-alquilo (C1-C4) y cianometilo y portando el heterociclilo n grupos oxo, Z significa halógeno, ciano, tiocianato, alquilo (C1-C6), alcoxi (C1-C6), haloalquilo (C1-C6), alquenilo (C2-C6), haloalquenilo (C2-C6), alquinilo (C2-C6), haloalquinilo (C2-C6), cicloalquilo (C3-C6), halocicloalquilo (C3-C6), cicloalquilo (C3-C6)-alquilo (C1-C6), halocicloalquilo (C3-C6)-alquilo (C1-C6), COR1, COOR1, OCOOR1, NR1COOR1, C(O)N(R1)2, NR1C(O)N(R1)2, OC(O)N(R1)2, C(O)NR1OR1, OSO2R2, S(O)nR2, SO2OR1, SO2N(R1)2, NR1SO2R2, NR1COR1, alquil-(C1-C6)-S(O)nR2, alquil-(C1-C6)-OR1, alquil-(C1-C6)-OCOR1, alquil-(C1-C6)-OSO2R2, alquil-(C1- C6)-CO2R1, alquil-(C1-C6)-SO2OR1, alquil-(C1-C6)-CON(R1)2, alquil-(C1-C6)-SO2N(R1)2, alquil-(C1-C6)-NR1COR1, alquil-(C1-C6)-NR1SO2R2, N(R1)2, P(O)(OR5)2, heteroarilo, heterociclilo o fenilo, estando cada uno de los últimos tres restos sustituido con s restos del grupo de halógeno, nitro, ciano, alquilo (C1-C6), haloalquilo (C1-C6), cicloalquilo (C3-C6), S(O)n-alquilo (C1-C6), alcoxi (C1-C6) o haloalcoxi (C1-C6) y portando el heterociclilo n grupos oxo, o Z también puede significar hidrógeno, en caso que Y represente el resto S(O)nR2, R1 significa hidrógeno, alquilo (C1-C6), haloalquilo (C1-C6), alquenilo (C2-C6), haloalquenilo (C2-C6), alquinilo (C2- C6), haloalquinilo (C2-C6), cicloalquilo (C3-C6), cicloalquenilo (C3-C6), halocicloalquilo (C3-C6), alquil-(C1-C6)-Oalquilo (C1-C6), cicloalquilo (C3-C6)-alquilo (C1-C6), fenilo, fenil-alquilo (C1-C6), heteroarilo, alquil-(C1-C6)- heteroarilo, heterociclilo, alquil-(C1-C6)-heterociclilo, alquil-(C1-C6)-O-heteroarilo, alquil-(C1-C6)-O-heterociclilo, alquil-(C1-C6)-NR3-heteroarilo, alquil-(C1-C6)-NR3-heterociclilo estando los 21 últimos restos mencionados sustituidos con s restos del grupo que se compone de ciano, halógeno, nitro, tiocianato, OR3, S(O)nR4, N(R3)2, NR3OR3, COR3, OCOR3, SCOR4, NR3COR3, NR3SO2R4, CO2R3, COSR4, CON(R3)2 y alcoxi (C1-C4)- alcoxicarbonilo (C2-C6) y portando el heterociclilo n grupos oxo, R2 significa alquilo (C1-C6), haloalquilo (C1-C6), alquenilo (C2-C6), haloalquenilo (C2-C6), alquinilo (C2-C6), haloalquinilo (C2-C6), cicloalquilo (C3-C6), cicloalquenilo (C3-C6), halocicloalquilo (C3-C6), alquil-(C1-C6)-O-alquilo (C1-C6), cicloalquilo (C3-C6)-alquilo (C1-C6), fenilo, fenil-alquilo (C1-C6), heteroarilo, alquil-(C1-C6)-heteroarilo, heterociclilo, alquil-(C1-C6)-heterociclilo, alquil-(C1-C6)-O-heteroarilo, alquil-(C1-C6)-O-heterociclilo, alquil-(C1-C6)- NR3-heteroarilo, alquil-(C1-C6)-NR3-heterociclilo, estando los 21 últimos restos mencionados sustituidos con s restos del grupo que se compone de ciano, halógeno, nitro, tiocianato, OR3, S(O)nR4, N(R3)2, NR3OR3, COR3, OCOR3, SCOR4, NR3COR3, NR3SO2R4, CO2R3, COSR4, CON(R3)2 y alcoxi (C1-C4)-alcoxicarbonilo (C2-C6) y portando el heterociclilo n grupos oxo, R3 significa hidrógeno, alquilo (C1-C6), alquenilo (C2-C6), alquinilo (C2-C6), cicloalquilo (C3-C6) o cicloalquilo (C3- C6)-alquilo (C1-C6), R4 significa alquilo (C1-C6), alquenilo (C2-C6) o alquinilo (C2-C6), R5 significa metilo o etilo, R6 significa acetoxi, acetamido, N-metilacetamido, benzoiloxi, benzamido, N-metilbenzamido, metoxicarbonilo, etoxicarbonilo, benzoílo, metilcarbonilo, piperidinilcarbonilo, morfolinilcarbonilo, trifluorometilcarbonilo, aminocarbonilo, metilaminocarbonilo, dimetilaminocarbonilo, alcoxi (C1-C6), cicloalquilo (C3-C6) o heteroarilo, heterociclilo o fenilo, sustituidos cada uno con s restos del grupo de metilo, etilo, metoxi, trifluorometilo y halógeno, n signifca 0, 1 o 2, s esignifica 0, 1, 2 o 3, con la condición de que a) X y Z no signifiquen simultáneamente el mismo resto del grupo de cloro, flúor, metoxi y metilo, cuando Y representa hidrógeno, b) X no signifique hidroxi, cuando Y representa hidrógeno y Z representa metoxi, c) X no signifique cloro o bromo, cuando Y es hidrógeno y Z representa flúor, d) X no signifique flúor, cuando Y representa hidrógeno y Z representa bromo, e) X o Z no signifiquen hidrógeno, cuando A representa nitrógeno, f) R no signifique trifluorometilo, cuando X representa acetoxi y Z representa metilo.
Description
presentan un alto grado de homología con las secuencias codificadoras de un producto génico, pero no son totalmente idénticas.
En la expresión de moléculas de ácido nucleico en plantas, la proteína sintetizada puede estar localizada en cualquier compartimiento de la célula de la planta. Pero para lograr la ubicación en un determinado compartimento,
5 la región codificadora se puede p. ej. enlazar con secuencias de ADN, que aseguran la ubicación en un determinado compartimiento. Tal tipo de secuencias son conocidas por el experto en la técnica (ver por ejemplo, Braun et al., EMBO J. 11 (1992), 3219–3227; Wolter et al., Proc. Natl. Acad. Sci. USA 85 (1988), 846–850; Sonnewald et al., Plant J. 1 (1991), 95–106). La expresión de las moléculas de ácido nucleico también se puede realizar en las organelas de las células de las plantas.
10 Las células de plantas transgénicas se pueden regenerar según técnicas conocidas para formar plantas completas. En las plantas transgénicas se puede tratar principalmente de plantas de cualquier especie de plantas conocida, es decir, tanto de plantas monocotiledóneas, como también de dicotiledóneas.
De ese modo se pueden obtener plantas transgénicas, que presentan propiedades modificadas mediante la sobreexpresión, supresión o inhibición de genes o secuencias de genes homólogos (= naturales) o la expresión de
15 genes o secuencias de genes heterólogos (= ajenos).
Preferentemente, los compuestos de la invención se pueden aplicar en cultivos transgénicos que son resistentes contra sustancias de crecimiento, como p. ej. dicamba o contra herbicidas, que inhiben enzimas esenciales de plantas, p. ej. acetolactatosintasas (ALS), EPSP sintasas, glutaminsintasas (GS) o hidroxifenilpiruvato dioxigenasas (HPPD) o bien son resistentes a herbicidas del grupo de las sulfonilureas, los glifosatos, los glufosinatos o
20 benzoilisoxazol y sustancias activas análogas.
Al aplicar los ingredientes activos de la invención en cultivos transgénicos, además de los efectos que se observan en otros cultivos respecto de plantas nocivas, con frecuencia se producen efectos que son específicos para la aplicación en el respectivo cultivo transgénico, por ejemplos un espectro de malas hierbas modificado o especialmente modificado, que se puede combatir, diferentes cantidades del producto que se pueden usar para la
25 aplicación, preferentemente una buena capacidad de combinación con los herbicidas, a los que es resistente el cultivo transgénico, así como la acción sobre el crecimiento y el rendimiento de plantas de cultivo transgénicas.
Por lo tanto es objeto de la invención también el uso de los compuestos de acuerdo con la invención como herbicidas para combatir malas hierbas en plantas de cultivo transgénicas.
Los compuestos de la invención se pueden usar, por ejemplo, en forma de polvos humectables, concentrados
30 emulsificables, soluciones pulverizables, sustancias de rociado o granulados en las formulaciones usuales. Son objeto de la invención por lo tanto también composiciones herbicidas y reguladoras del crecimiento de plantas que comprenden los compuestos de la invención.
Los compuestos de la invención se pueden formular de diferentes maneras dependiendo de los parámetros biológicos y/o fisicoquímicos predeterminados. Como posibles formulaciones se incluyen por ejemplo: polvos 35 humectables (WP), polvos solubles en agua (SP), concentrados solubles en agua, concentrados emulsionables (EC), emulsiones (EW), como emulsiones aceite en agua y agua en aceite, soluciones pulverizables, concentrados en suspensión (SC), dispersiones sobre la base de aceite o agua, soluciones miscibles en aceite, suspensiones en cápsula (CS), sustancias de rociado (DP), desinfectantes, granulados para esparcir y aplicar en el suelo, granulados (GR) en forma de microgranulados, granulados para rociado, aspiración y absorción, granulados dispersables en
40 agua (WG), granulados solubles en agua (SG), formulaciones ULV, micro cápsulas y ceras. Estos distintos tipos de formulación se conocen en principio y se describen, por ejemplo en: Winnacker–Küchler, "Chemische Technologie", Tomo 7, C. Hauser Verlag München, 4. edic. 1986, Wade van Valquenburg, "Pesticide Formulations", Marcel Dekker, N.Y., 1973; K. Martens, "Spray Drying" Handbook, 3rd Ed. 1979, G. Goodwin Ltd. Londres.
Los adyuvantes de formulación necesarios, como materiales inertes, agentes tensioactivos, solventes y demás
45 aditivos también son de conocimiento general y se describen, por ejemplo en: Watkins, "Handbook of Insecticide Dust Diluents and Carriers", 2nd Ed., Darland Books, Caldwell N.J., H.v. Olfen, "Introduction to Clay Colloid Chemistry"; 2nd Ed., J. Wiley & Sons, N.Y.; C. Marsden, "Solvents Guide"; 2nd Ed., Interscience, N.Y. 1963; McCutcheonrs "Detergents and Emulsifiers Annual", MC Publ. Corp., Ridgewood N.J.; Sisley and Wood, "Encyclopedia of Surface Active Agents", Chem. Publ. Co. Inc., N.Y. 1964; Schönfeldt, "Grenzflächenaktive
50 Äthylenoxidaddukte", Wiss. Verlagsgesell., Stuttgart 1976; Winnacker–Küchler, "Chemische Technologie", Tomo 7,
C. Hauser Verlag Munich, 4ª edic. 1986.
Sobre la base de estas formulaciones se pueden preparar también combinaciones con otras sustancias de acción pesticida, como por ejemplo, insecticidas, acaricidas, herbicidas, fungicidas, así como con protectores, fertilizantes y/o reguladores de crecimiento, p. ej., en forma de una formulación lista para usar o como mezcla de tanque.
55 Protectores adecuados son por ejemplo, mefenpir-dietilo, ciprosulfamida, isoxadifen-etilo, cloquintocet-mexilo y dicloromida.
Los polvos para rociado son preparados que se pueden dispersar en forma homogénea, que además del principio
activo y un diluyente o sustancia inerte, contienen agentes tensioactivos del tipo iónico y/o no iónico (humectantes, agentes dispersantes), p. ej. alquilfenoles polioxietilenados, alcoholes grasos polioxietilados, aminas grasas polioxietiladas, poliglicoléter–sulfatos de alcoholes grasos, alcansulfonatos, alquilbencensulfonatos, ligninsulfonato de sodio, 2,2'–dinaftilmetan–6,6'–disulfonato de sodio, dibutilnaftalen–sulfonato de sodio o también oleoilmetiltaurina
5 de sodio. Para preparar los polvos para rociado, los principios activos herbicidas se trituran por ejemplo en los dispositivos habituales, como molinos de martillo, molinos de soplantes y molinos de chorro de aire y en forma simultánea o sucesiva se mezclan con los coadyuvantes de formulación.
Los concentrados emulsionables se preparan mediante la disolución del principio activo en un solvente orgánico, p. ej., butanol, ciclohexanona, dimetilformamida, xileno o también aromáticos de punto de ebullición superior o 10 hidrocarburos y mezclas de los solventes orgánicos con el agregado de uno o varios agentes tensioactivos del tipo iónico o no iónico (emulsionantes). Como emulsionantes se pueden usar p. ej.: sales de calcio del ácido alquilarilsulfónico como Ca-dodecil-bencensulfonato o emulsionantes no iónicos como poliglicoléster del ácido graso, alquil-arilpoliglicoléter, poliglicoléter del alcohol graso, productos de condensación de óxido de propileno-óxido de etileno, alquilpoliéter, sorbitanéster como p. ej., éster del ácido graso de sorbitano o éster de polioxetilensorbitano
15 como p. ej., éster del ácido graso polioxietilen-sorbitano.
Los productos para espolvoreado se obtienen por triturado del principio activo con sustancias sólidas finamente trituradas, p. ej. talco, arcillas naturales, como caolín, bentonita y pirofilita o tierra diatomea. Los concentrados en suspensión pueden ser sobre la base de agua o de aceite. Se pueden preparar, por ejemplo, al triturar en húmedo mediante molinos de perlas usuales en el mercado y eventualmente el agregado de sustancias tensioactivas, como 20 ya se indicaron p.ej. en los tipos de formulación antes enunciados. Las emulsiones, p.ej. emulsiones de aceite en agua (EW), se pueden preparar por ejemplo mediante agitadores, molinos coloidales y/o mezcladores estáticos usando solventes orgánicos acuosos y eventualmente agentes tensioactivos, como ya se indicaron p.ej. en los tipos de formulación antes enunciados. Los granulados se pueden preparar ya sea por rociado del principio activo sobre material inerte granulado con capacidad de absorción o a través de la aplicaciones de concentrados de principio 25 activo mediante adhesivos, p. ej. alcohol polivinílico, sal de sodio del ácido poliacrílico o también aceites minerales, en la superficie de vehículos como arena, caolinita o material inerte granulado. También se pueden granular principios activos adecuados del modo usual para la preparación de granulados de fertilizantes, en caso deseado mezclados con fertilizantes. Los granulados dispersables en agua, por lo general se preparan según los procedimientos habituales como secado por rociado, granulado en lecho fluidizado, granulado con disco, mezclado 30 con mezcladores de alta velocidad y extrusión sin material inerte sólido. Para la preparación de granulados con disco, de lecho fluidizado, por extrusión y por rociado, ver p. ej., los procedimientos en "Spray-Drying Handbook" 3rd ed. 1979, G. Goodwin Ltd., Londres; J.E. Browning, "Agglomeration", Chemical and Engineering 1967, páginas 147 ff; "Perry's Chemical Engineer's Handbook", 5th Ed., McGraw-Hill, Nueva York 1973, pág. 8-57. Para más detalles respecto de la formulación de herbicidas, ver p. ej., G.C. Klingman, "Weed Control as a Science", John Wiley
35 and Sons, Inc., Nueva York, 1961, páginas 81-96 y J.D. Freyer, S.A. Evans, "Weed Control Handbook", 5th Ed., Blackwell Scientific Publications, Oxford, 1968, páginas 101-103.
Las preparaciones agroquímicas por lo general contienen del 0,1 al 99 % en peso, en especial del 0,1 al 95 % en peso, de los compuestos de la invención. En polvos humectables, las concentraciones de principio activo contienen
p. ej. aproximadamente del 10 al 90 % en peso, el resto hasta el 100 % en peso de los componentes usuales de
40 formulación. En los concentrados emulsionables, la concentración del principio activo puede ser de alrededor del 1 al 90 %, preferentemente del 5 al 80 % en peso. Las formulaciones en polvo contienen del 1 al 30 % en peso de principio activo, preferentemente en su mayoría del 5 al 20 % en peso de principio activo, las soluciones pulverizables contienen alrededor del 0,05 al 80 %, preferentemente del 2 al 50 % en peso de principio activo. En granulados dispersibles en agua, el contenido de principio activo depende en parte, si el compuesto activo es líquido
45 o sólido y cuáles adyuvantes de granulación, sustancias de relleno etc. se usan. En granulados dispersables en agua, el contenido del principio activo, se ubica por ejemplo entre el 1 y el 95 % en peso, preferentemente entre el 10 y el 80 % en peso.
Además las formulaciones de ingredientes activos mencionados opcionalmente comprenden los respectivos agentes adhesivos, humectantes, de dispersión, de emulsión, de penetración, conservantes, anticongelantes y solventes,
50 sustancias de relleno, vehículos y colorantes, antiespumantes, inhibidores de evaporación usuales y agentes que modifican el valor del pH y la viscosidad. Sobre la base de estas formulaciones es posible también producir combinaciones con sustancias adicionales de acción pesticida, por ejemplo insecticidas, acaricidas, herbicidas, fungicidas, y con protectores, fertilizantes y/o reguladores del crecimiento, por ejemplo en forma de una formulación terminada o como una mezcla para tanque.
55 Otras sustancias adecuadas que se pueden combinar con los compuestos de la invención en formulaciones de mezcla o en mezclas para tanque son por ejemplo sustancias activas conocidas que se basan en una inhibición de por ejemplo acetolactat-sintasa, acetil-Coenzim-A-carboxilasa, acetil-CoA carboxilasa, celulosa sintasa, enolpiruvilshikimato-3-fosfato sintasa, glutamina sintetasa, p-hidroxifenilpiruvato dioxigenasa, fitona desaturasa, fotosistema I, fotosistema II, protoporfirinogen oxidasa, como se describen p. ej., en Weed Research 26, 441–445
60 (1986), o en el manual "The Pesticide Manual", 15ª edición 1997, The British Crop Protection Council y la Royal Soc. of Chemistry, 2006 y en la bibliografía allí citada. Como herbicidas conocidos reguladores de crecimiento que se pueden combinar con los compuestos de la invención se pueden nombrar p. ej. los siguientes principios activos (los
herbicidas se denominaron allí ya sea con su "nombre común" según el International Organization for Standardization (ISO) o con el nombre químico, eventualmente junto con el número de código usual) e incluyen siempre todas sus formas de uso, tal como ácidos, sales, ésteres e isómeros, tal como esteroisómeros e isómeros ópticos. Se mencionan a modo de ejemplo una forma de aplicación y en parte también varias formas de aplicación:
5 acetocloro, acibenzolar, acibenzolar-S-metilo, acifluorofeno, acifluorofen-sodio, aclonifeno, alacloro, alidocloro, aloxidim, aloxidim-sodio, ametrina, amicarbazona, amidocloro, amidosulfurona, aminociclopiracloro, aminopiralida, amitrol, sulfamato de amonio, ancimidol, anilofos, asulam, atrazina, azafenidina, azimsulfurona, aziprotrina, beflubutamida, benazolina, benazolin-etilo, bencarbazona, benfluralina, benfuresato, bensulida, bensulfurona, bensulfuron-metilo, bentazona, benzfendizona, benzobiciclona, benzofenap, benzofluor, benzoilprop, bicilopirona,
10 bifenox, bilanafos, bilanafos-sodio, bispiribac, bispiribac-sodio, bromacilo, bromobutida, bromofenoxim, bromoxinilo, bromurona, buminafos, busoxinona, butacloro, butafenacilo, butamifos, butenacloro, butralina, butroxidim, butilato, cafenstrol, carbetamida, carfentrazona, carfentrazon-etilo, clorometoxifeno, cloramben, clorazifop, clorazifop-butilo, clorobromurona, clorobufam, clorofenac, clorofenac-sodio, clorofenprop, cloroflurenol, cloroflurenol-metilo, cloridazona, clorimurona, clorimuron-etilo, cloruro de clormequat, clornitrofeno, cloroftalim, clortal-dimetilo,
15 clortolurona, clorsulfurona, cinidona, cinidon-etilo, cinmetilina, cinosulfurona, cletodim, clodinafop, clodinafoppropargilo, clofencet, clomazona, clomeprop, cloprop, clopiralida, cloransulam, cloransulam-metilo, cumilurona, cianamida, cianazina, ciclanilida, cicloato, ciclosulfamurona, cicloxidim, ciclurona, cyhalofop, cyhalofop-butilo, ciperquat, ciprazina, ciprazol, 2,4-D, 2,4-DB, daimuron/dymrona, dalapon, daminozida, dazomet, n-decanol, desmedifam, desmetrina, detosil-pirazolato (DTP), diallato, dicamba, dichlobenilo, diclorprop, diclorprop-P, diclofop,
20 diclofop-metilo, diclofop-P-metilo, diclosulam, dietatilo, dietatil-etilo, difenoxurona, difenzoquat, diflufenican, diflufenzopir, diflufenzopir-sodio, dimefurona, dikegulac-sodio, dimepiperato, dimetacloro, dimetametrina, dimetenamida, dimetenamid-P, dimetipina, dimetrasulfurona, dinitramina, dinoseb, dinoterb, difenamida, dipropetrina, diquat, diquat-dibromuro, ditiopir, diurona, DNOC, eglinazina-etilo, endotal, EPTC, esprocarb, etalfluralina, etametsulfuron-metilo, etefona, etidimurona, etiozina, etofumesato, etoxifeno, etoxifen-etilo, etoxisulfurona,
25 etobenzanida, F-5331, es decir, N-[2-cloro-4-fluoro-5-[4-(3-fluoropropil)-4,5-dihidro-5-oxo-1H-tetrazol-1-il]fenil] etansulfonamida, F-7967, es decir, 3-[7-cloro-5-fluoro-2-(trifluorometil)-1H-benzimidazol-4-il]-1-metil-6-(trifluorometil)pirimidin-2,4(1H,3H)-diona, fenoprop, fenoxaprop, fenoxaprop-P, fenoxaprop-etilo, fenoxaprop-P-etilo, fenoxasulfona, fentrazamida, fenurona, flamprop, flamprop-M-isopropilo, flamprop-M-metilo, flazasulfurona, florasulam, fluazifop, fluazifop-P, fluazifop-butilo, fluazifop-P-butilo, fluazolato, flucarbazona, flucarbazon-sodio, flucetosulfurona,
30 flucloralina, flufenacet (tiafluamida), flufenpir, flufenpir-etilo, flumetralina, flumetsulam, flumiclorac, flumiclorac-pentilo, flumioxazina, flumipropin, fluometurona, fluorodifeno, fluoroglicofeno, fluoroglicofen-etilo, flupoxam, flupropacilo, flupropanato, flupirsulfurona, flupirsulfuron-metil-sodio, flurenol, flurenol-butilo, fluridona, flurocloridona, fluroxipir, fluroxipir-meptilo, flurprimidol, flurtamona, flutiacet, flutiacet-metilo, flutiamida, fomesafen, foramsulfurona, forclorofenurona, fosamina, furiloxifeno, ácido giberélico, glufosinato, glufosinato-amonio, glufosinato-P, glufosinato
35 P-amonio, glufosinato-P-sodio, glifosato, glifosato-isopropilamonio, H-9201, es decir, O-(2,4-dimetil-6-nitrofenil)-Oetil-isopropilfosforamidotioato, halosafeno, halosulfurona, halosulfuron-metilo, haloxifop, haloxifop-P, haloxifopetoxietilo, haloxifop-P-etoxietilo, haloxifop-metilo, haloxifop-P-metilo, hexazinona, HW-02, es decir, 1(dimetoxifosforil)-etil(2,4-diclorofenoxi)acetato, imazametabenz, imazametabenz-metilo, imazamox, imazamoxamonio, imazapic, imazapir, imazapir-isopropilamonio, imazaquina, imazaquin-amonio, imazetapir, imazetapir
40 amonio, imazosulfurona, inabenfida, indanofano, indaziflam, ácido indolacético (IAA), ácido 4-indol-3-ilbutírico (IBA), yodosulfurona, yodosulfuron-metil-sodio, ioxinilo, ipfencarbazona, isocarbamida, isopropalina, isoproturona, isourona, isoxabeno, isoxaclortol, isoxaflutol, isoxapirifop, KUH-043, es decir, 3-({[5-(difluorometil)-1-metil-3(trifluorometil)-1H-pirazol-4-il]metil}sulfonil)-5,5-dimetil-4,5-dihidro-1,2-oxazol, karbutilato, cetospiradox, lactofeno, lenacilo, linurona, hidrazida del ácido maleico, MCPA, MCPB, MCPB-metilo, -etilo y -sodio, mecoprop, mecoprop
45 sodio, mecoprop-butotilo, mecoprop-P-butotilo, mecoprop-P-dimetilamonio, mecoprop-P-2-etilhexilo, mecoprop-Ppotasio, mefenacet, mefluiduro, mepiquat-cloruro, mesosulfurona, mesosulfuron-metilo, mesotriona, metabenztiazurona, metam, metamifop, metamitrona, metazacloro, metazasulfurona, metazol, metiopirsulfurona, metiozolina, metoxifenona, metildimrona, 1-metilciclopropeno, isotiocianato de metilo, metobenzurona, metobenzurona, metobromurona, metolacloro, S-metolacloro, metosulam, metoxurona, metribuzina, metsulfurona,
50 metsulfuron-metilo, molinato, monalida, monocarbamida, monocarbamida dihidrosulfato, monolinurona, monosulfurona, monosulfuron-éster, monurona, MT 128, es decir, 6-cloro-N-[(2E)-3-cloroprop-2-en-1-il]-5-metil-Nfenilpiridazin-3-amina, MT-5950, es decir, N-[3-cloro-4-(1-metiletil)fenil]-2-metilpentanamida, NGGC-011, naproanilida, napropamida, naptalam, NC-310, es decir, 4-(2,4-diclorobenzoil)-1-metil-5-benciloxipirazol, neburona, nicosulfurona, nipiraclofeno, nitralina, nitrofeno, nitrofenolato-sodio (mezcla isomérica), nitrofluorofeno, ácido
55 nonanoico, norflurazona, orbencarb, ortosulfamurona, orizalina, oxadiargilo, oxadiazona, oxasulfurona, oxaziclomefona, oxifluorofeno, paclobutrazol, paraquat, paraquat dicloruro, ácido pelargónico (ácido nonanoico), pendimetalina, pendralina, penoxsulam, pentanocloro, pentoxazona, perfluidona, petoxamida, fenisofam, fenmedifam, fenmedifam-etilo, picloram, picolinafeno, pinoxadeno, piperofos, pirifenop, pirifenop-butilo, pretilacloro, primisulfurona, primisulfuron-metilo, probenazol, profluazol, prociazina, prodiamina, prifluralina, profoxidima,
60 prohexadiona, prohexadiona-calcio, prohidrojasmona, prometon, prometrin, propacloro, propanilo, propaquizafop, propazina, propham, propisocloro, propoxicarbazona, propoxicarbazona-sodio, propizamida, prosulfalina, prosulfocarb, prosulfurona, prinacloro, piraclonilo, piraflufen, piraflufen-etilo, pirasulfotol, pirazolinato (pirazolato), pirazosulfurona, pirazosulfuron-etilo, pirazoxifeno, piribambenz, piribambenz-isopropilo, piribambenz-propilo, piribenzoxim, piributicarb, piridafol, piridato, piriftalida, piriminobac, piriminobac-metilo, pirimisulfan, piritiobac,
65 piritiobac-sodio, piroxasulfona, piroxsulam, quinclorac, quinmerac, quinoclamina, quizalofop, quizalofop-etilo,
CH2Cl2. Después se agregaron 248 mg (0,398 mmol) de 2,4,6-tripropil-1,3,5,2,4,6-trioxatrifosfinano 2,4,6-trióxido (solución al 50 % en THF), se continúa agitando una hora a TA y a continuación se mezcló con 0,181 ml (1,3 mmol) de trietilamina, 6 mg (0,052 mmol) de 4-dimetilaminopiridina. Posteriormente se agita durante 20 h a TA y se lavó dos veces con 4 ml de agua cada vez, se secó sobre Na2SO4 y se evaporó. El residuo se purificó
5 mediante cromatografía en columna (HPLC prep.; acetonitrilo / agua). Rendimiento 70 mg (45 %). RMN de 1H (400 MHz; DMSO-d6: 12,49 ppm (s ancho 1H); 8,08 (d, 1H), 7,92 (d, 1H), 7,39-7,24 (m, 5H), 5,23 (s, 2H), 4,27 (q, 2H), 3,39 (s, 3H).
- 2.
- Preparación de 2-cloro-N-(5-etil-1,3,4-oxadiazol-2-il)-6-(trifluorometil)-nicotinamida (Ejemplo N.º 7-3) 200 mg (0,887 mmol) de ácido 2-cloro-6-(trifluorometil)nicotínico y 100 mg (0,887 mmol) de 5-etil-1,3,4-oxadiazol-2-amina 10 se disolvieron a TA en 8 ml de CH2Cl2. Después se agregaron 846 mg (1,33 mmol) de 2,4,6-tripropil-1,3,5,2,4,6trioxatrifosfinano 2,4,6-trióxido (solución al 50 % en THF) se continuó agitando una hora a TA y a continuación se mezcló con 0,618 ml (4,43 mmol) de trietilamina, 22 mg (0,177 mmol) de 4-dimetilaminopiridina. La mezcla de reacción se agitó durante 20 h a TA y a continuación se lavó dos veces con 4 ml de agua cada vez, se secó sobre sulfato de sodio y se evaporó. El residuo se purificó mediante cromatografía en columna (HPLC prep.;
15 acetonitrilo / agua). Rendimiento 80 mg (28 %). RMN de 1H (400 MHz; DMSO-d6: 12,59 ppm (s ancho 1H); 8,49 (d, 1H), 8,11 (d, 1H), 2,85 (q, 2H), 1,28 (t, 3H).
- 3.
- Preparación de 2-cloro-N-(5-etil-1,3,4-oxadiazol-2-il)-4-(metilsulfonil)-benzamida (Ejemplo N.º 3-9) Se disolvieron 415 mg (1,77 mmol) de ácido 2-cloro-4-(metilsulfonil)benzolcarboxílico y 200 mg (1,77 mmol) de 5etil-1,3,4-oxadiazol-2-amina a TA en 9 ml de CH2Cl2. Posteriormente se agregaron 1,68 g (2,64 mmol) de 2,4,620 tripropil-1,3,5,2,4,6-trioxatrifosfinano 2,4,6-trióxido (solución al 50 % en THF) se continuó agitando una hora a TA y a continuación se mezcló con 0,246 ml (1,77 mmol) de trietilamina, 43 mg (0,35 mmol) de 4dimetilaminopiridina. La mezcla de reacción se agitó durante 48 h a TA y a continuación se lavó dos veces con 4 ml de agua cada vez, se secó sobre sulfato de sodio y se evaporó. El residuo se purificó mediante cromatografía en columna (HPLC prep.; acetonitrilo / agua). Rendimiento 41 mg (6 %). RMN de 1H (400 MHz; DMSO-d6: 12,55
25 ppm (s ancho 1H); 8,12 (s, 1H), 8,01 (d, 1H), 7,92 (d, 1H), 3,35 (s, 3H), 2,84 (q, 2H), 1,26 (t, 3H).
Las abreviaturas usadas significan:
Et = etilo Me = metilo n-Pr = n-propilo i-Pr = isopropilo
c-Pr = ciclopropilo Ph = fenilo Ac = acetilo Bz = benzoílo
Tabla 1: Compuestos de acuerdo con la invención de la fórmula general (I), en la que A es CY y R es hidrógeno
- N.º
- X Y Z Datos físicos (RMN de 1H, DMSO-d6, 400 MHz)
- 1-1
- F H Cl
- 1-2
- F H SO2Me
- 1-3
- F H SO2Et
- 1-4
- F H CF3
- 1-5
- F H NO2
- 1-6
- Cl H Br
- 1-7
- Cl H SMe
- 1-8
- Cl H SOMe
- 1-9
- Cl H SO2Me
- 1-10
- Cl H SO2CH2Cl
- 1-11
- Cl H SEt
- 1-12
- Cl H SO2Et
- 1-13
- Cl H CF3
- 1-14
- Cl H NO2
- 1-15
- Cl H pirazol-1-ilo
- 1-16
- Cl H 1H-1,2,4-triazol-1-ilo
- 1-17
- Br H Cl
- 1-18
- Br H Br
- 1-19
- Br H SO2Me
- 1-20
- Br H SO2Et
- 1-21
- Br H CF3
- 1-22
- SO2Me H Cl
- 1-23
- SO2Me H Br
- N.º
- X Y Z Datos físicos (RMN de 1H, DMSO-d6, 400 MHz)
- 1-24
- SO2Me H SMe
- 1-25
- SO2Me H SOMe
- 1-26
- SO2Me H SO2Me
- 1-27
- SO2Me H SO2Et
- 1-28
- SO2Me H CF3
- 1-29
- SO2Et H Cl
- 1-30
- SO2Et H Br
- 1-31
- SO2Et H SMe
- 1-32
- SO2Et H SOMe
- 1-33
- SO2Et H SO2Me
- 1-34
- SO2Et H CF3
- 1-35
- NO2 H F
- 1-36
- NO2 H Cl
- 1-37
- NO2 H Br
- 1-38
- NO2 H I
- 1-39
- NO2 H CN
- 1-40
- NO2 H SO2Me
- 1-41
- NO2 H SO2Et
- 1-42
- NO2 H CF3
- 1-43
- Me H Cl
- 1-44
- Me H Br
- 1-45
- Me H SMe
- 1-46
- Me H SO2Me
- 1-47
- Me H SO2CH2Cl
- 1-48
- Me H SEt
- 1-49
- Me H SO2Et
- 1-50
- Me H CF3
- 1-51
- CH2SO2Me H CF3
- 1-52
- Et H Cl
- 1-53
- Et H Br
- 1-54
- Et H SMe
- 1-55
- Et H SO2Me
- 1-56
- Et H SO2CH2Cl
- 1-57
- Et H SEt
- 1-58
- Et H SO2Et
- 1-59
- Et H CF3
- 1-60
- CF3 H Cl
- 1-61
- CF3 H Br
- 1-62
- CF3 H SO2Me
- 1-63
- CF3 H SO2Et
- 1-64
- CF3 H CF3
- 1-65
- NO2 NH2 F
- 1-66
- NO2 NHMe F
- 1-67
- NO2 NMe2 F
- 1-68
- NO2 Me Cl
- 1-69
- NO2 NH2 Cl
- 1-70
- NO2 NHMe Cl
- 1-71
- NO2 NMe2 Cl
- 1-72
- NO2 NH2 Br
- 1-73
- NO2 NHMe Br
- 1-74
- NO2 NMe2 Br
- 1-75
- NO2 NH2 CF3
- 1-76
- NO2 NMe2 CF3
- 1-77
- NO2 NH2 SO2Me
- 1-78
- NO2 NH2 SO2Et
- 1-79
- NO2 NHMe SO2Me
- 1-80
- NO2 NMe2 SO2Me
- 1-81
- NO2 NMe2 SO2Et
- 1-82
- NO2 NH2 1H-1,2,4-triazol-1-ilo
- N.º
- X Y Z Datos físicos (RMN de 1H, DMSO-d6, 400 MHz)
- 1-83
- NO2 NHMe 1H-1,2,4-triazol-1-ilo
- 1-84
- NO2 NMe2 1H-1,2,4-triazol-1-ilo
- 1-85
- Me SMe H
- 1-86
- Me SOMe H
- 1-87
- Me SO2Me H
- 1-88
- Me SEt H
- 1-89
- Me SOEt H
- 1-90
- Me SO2Et H
- 1-91
- Me S(CH2)2OMe H
- 1-92
- Me SO(CH2)2OMe H
- 1-93
- Me SO2(CH2)2OMe H
- 1-94
- Me F F
- 1-95
- Me F Cl
- 1-96
- Me SEt F
- 1-97
- Me SOEt F
- 1-98
- Me SO2Et F
- 1-99
- Me Me Cl
- 1-100
- Me F Cl
- 1-101
- Me Cl Cl
- 1-102
- Me NH2 Cl
- 1-103
- Me NHMe Cl
- 1-104
- Me NMe2 Cl
- 1-105
- Me O(CH2)2OMe Cl
- 1-106
- Me O(CH2)3OMe Cl
- 1-107
- Me O(CH2)4OMe Cl
- 1-108
- Me OCH2CONMe2 Cl
- 1-109
- Me O(CH2)2-CO-NMe2 Cl
- 1-110
- Me O(CH2)2NH(CO)NMe2 Cl
- 1-111
- Me O(CH2)2-NH(CO)NHCO2Et Cl
- 1-112
- Me O(CH2)2-NHCO2Me Cl
- 1-113
- Me OCH2-NHSO2cPr Cl
- 1-114
- Me O(CH2)-5-2,4dimetil-2,4-dihidro3H-1,2,4-triazol-3ona Cl
- 1-115
- Me O(CH2)-3,5-dimetil1,2-oxazol-4-ilo Cl
- 1-116
- Me SMe Cl
- 1-117
- Me SOMe Cl
- 1-118
- Me SO2Me Cl
- 1-119
- Me SEt Cl
- 1-120
- Me SOEt Cl
- 1-121
- Me SO2Et Cl
- 1-122
- Me S(CH2)2OMe Cl
- 1-123
- Me SO(CH2)2OMe Cl
- 1-124
- Me SO2(CH2)2OMe Cl
- 1-125
- Me NH2 Br
- 1-126
- Me NHMe Br
- 1-127
- Me NMe2 Br
- 1-128
- Me OCH2(CO)NMe2 Br
- 1-129
- Me O(CH2)-5-pirrolidin2-ona Br
- 1-130
- Me SMe Br
- 1-131
- Me SOMe Br
- 1-132
- Me SO2Me Br
- 1-133
- Me SEt Br
- 1-134
- Me SOEt Br
- 1-135
- Me SO2Et Br
- N.º
- X Y Z Datos físicos (RMN de 1H, DMSO-d6, 400 MHz)
- 1-136
- Me SMe I
- 1-137
- Me SOMe I
- 1-138
- Me SO2Me I
- 1-139
- Me SEt I
- 1-140
- Me SOEt I
- 1-141
- Me SO2Et I
- 1-142
- Me Cl CF3
- 1-143
- Me SMe CF3
- 1-144
- Me SOMe CF3
- 1-145
- Me SO2Me CF3 8,03 (d, 1H), 7,97 (d, 1H), 7,54 (s, 1H), 3,46 (s, 3H), 3,42 (s, 3H)
- 1-146
- Me SEt CF3
- 1-147
- Me SOEt CF3
- 1-148
- Me SO2Et CF3
- 1-149
- Me S(CH2)2OMe CF3
- 1-150
- Me SO(CH2)2OMe CF3
- 1-151
- Me SO2(CH2)2OMe CF3
- 1-152
- Me Me SO2Me
- 1-153
- Me 4,5-dihidro-1,2oxazol-3-ilo SO2Me
- 1-154
- Me 4,5-dihidro-1,2oxazol-3-ilo SO2Et
- 1-155
- Me 5-cianometil-4,5dihidro-1,2-oxazol3-ilo SO2Me
- 1-156
- Me 5-cianometil-4,5dihidro-1,2-oxazol3-ilo SO2Et
- 1-157
- Me NH2 SO2Me
- 1-158
- Me NHMe SO2Me
- 1-159
- Me NMe2 SO2Me
- 1-160
- Me NH(CH2)2OMe SO2Me
- 1-161
- Me pirazol-1-ilo SO2Me
- 1-162
- Me OH SO2Me
- 1-163
- Me OMe SO2Me
- 1-164
- Me OMe SO2Et
- 1-165
- Me OEt SO2Me
- 1-166
- Me OEt SO2Et
- 1-167
- Me OiPr SO2Me
- 1-168
- Me OiPr SO2Et
- 1-169
- Me O(CH2)2OMe SO2Me
- 1-170
- Me O(CH2)2OMe SO2Et
- 1-171
- Me O(CH2)3OMe SO2Me
- 1-172
- Me O(CH2)3OMe SO2Et
- 1-173
- Me O(CH2)4OMe SO2Me
- 1-174
- Me O(CH2)4OMe SO2Et
- 1-175
- Me O(CH2)2NHSO2Me SO2Me
- 1-176
- Me O(CH2)2NHSO2Me SO2Et
- 1-177
- Me OCH2(CO)NMe2 SO2Me
- 1-178
- Me OCH2(CO)NMe2 SO2Et
- 1-179
- Me [1,4]dioxan-2-ilmetoxi SO2Me
- 1-180
- Me [1,4]dioxan-2-ilmetoxi SO2Et
- 1-181
- Me O(CH2)2-O(3,5-dimetoxipirimidin-2-ilo SO2Me
- 1-182
- Me Cl SO2Me
- 1-183
- Me SMe SO2Me
- 1-184
- Me SOMe SO2Me
- N.º
- X Y Z Datos físicos (RMN de 1H, DMSO-d6, 400 MHz)
- 1-185
- Me SO2Me SO2Me
- 1-186
- Me SO2Me SO2Et
- 1-187
- Me SEt SO2Me
- 1-188
- Me SOEt SO2Me
- 1-189
- Me SO2Et SO2Me
- 1-190
- Me S(CH2)2OMe SO2Me
- 1-191
- Me SO(CH2)2OMe SO2Me
- 1-192
- Me SO2(CH2)2OMe SO2Me
- 1-193
- CH2SMe OMe SO2Me
- 1-194
- CH2OMe OMe SO2Me
- 1-195
- CH2O(CH2)2OMe NH(CH2)2OEt SO2Me
- 1-196
- CH2O(CH2)2OMe NH(CH2)3OEt SO2Me
- 1-197
- CH2O(CH2)3OMe OMe SO2Me
- 1-198
- CH2O(CH2)2OMe NH(CH2)2OMe SO2Me
- 1-199
- CH2O(CH2)2OMe NH(CH2)3OMe SO2Me
- 1-200
- Et SMe Cl
- 1-201
- Et SO2Me Cl
- 1-202
- Et SMe CF3
- 1-203
- Et SO2Me CF3
- 1-204
- Et F SO2Me
- 1-205
- Et NH(CH2)2OMe SO2Me
- 1-206
- iPr SO2Me CF3
- 1-207
- cPr SO2Me CF3
- 1-208
- CF3 O(CH2)2OMe F
- 1-209
- CF3 O(CH2)3OMe F
- 1-210
- CF3 OCH2CONMe2 F
- 1-211
- CF3 [1,4]dioxan-2-ilmetoxi F
- 1-212
- CF3 O(CH2)2OMe Cl
- 1-213
- CF3 O(CH2)3OMe Cl
- 1-214
- CF3 OCH2CONMe2 Cl
- 1-215
- CF3 [1,4]dioxan-2-ilmetoxi Cl
- 1-216
- CF3 O(CH2)2OMe Br
- 1-217
- CF3 O(CH2)3OMe Br
- 1-218
- CF3 OCH2CONMe2 Br
- 1-219
- CF3 [1,4]dioxan-2-ilmetoxi Br
- 1-220
- CF3 O(CH2)2OMe I
- 1-221
- CF3 O(CH2)3OMe I
- 1-222
- CF3 OCH2CONMe2 I
- 1-223
- CF3 [1,4]dioxan-2-ilmetoxi I
- 1-224
- CF3 F SO2Me
- 1-225
- CF3 F SO2Et
- 1-226
- CF3 O(CH2)2OMe SO2Me
- 1-227
- CF3 O(CH2)2OMe SO2Et
- 1-228
- CF3 O(CH2)3OMe SO2Me
- 1-229
- CF3 O(CH2)3OMe SO2Et
- 1-230
- CF3 OCH2CONMe2 SO2Me
- 1-231
- CF3 OCH2CONMe2 SO2Et
- 1-232
- CF3 [1,4]dioxan-2-ilmetoxi SO2Me
- 1-233
- CF3 [1,4]dioxan-2-ilmetoxi SO2Et
- 1-234
- F SMe CF3
- 1-235
- F SOMe CF3
- 1-236
- Cl Me Cl
- 1-237
- Cl OCH2CHCH2 Cl
- 1-238
- Cl OCH2CHF2 Cl
- N.º
- X Y Z Datos físicos (RMN de 1H, DMSO-d6, 400 MHz)
- 1-239
- Cl O(CH2)2OMe Cl
- 1-240
- Cl OCH2CONMe2 Cl
- 1-241
- Cl O(CH2)-5-pirrolidin2-ona Cl
- 1-242
- Cl SMe Cl
- 1-243
- Cl SOMe Cl
- 1-244
- Cl SO2Me Cl
- 1-245
- Cl F SMe
- 1-246
- Cl Cl SO2Me
- 1-247
- Cl COOMe SO2Me
- 1-248
- Cl CONMe2 SO2Me
- 1-249
- Cl CONMe(OMe) SO2Me
- 1-250
- Cl CH2OMe SO2Me
- 1-251
- Cl CH2OMe SO2Et
- 1-252
- Cl CH2OEt SO2Me
- 1-253
- Cl CH2OEt SO2Et
- 1-254
- Cl CH2OCH2CHF2 SO2Me
- 1-255
- Cl CH2OCH2CF3 SO2Me 11,98 (sa, 1H), 8,04 (d, 1H), 7,90 (d, 1H), 5,23 (s, 2H), 4,33-4,22 (m, 2H), 3,36 (s, 3H)
- 1-256
- Cl CH2OCH2CF3 SO2Et
- 1-257
- Cl CH2OCH2CF2CHF2 SO2Me
- 1-258
- Cl CH2OcPentil SO2Me
- 1-259
- Cl CH2PO(OMe)2 SO2Me
- 1-260
- Cl 4,5-dihidro-1,2oxazol-3-ilo SMe
- 1-261
- Cl 4,5-dihidro-1,2oxazol-3-ilo SO2Me
- 1-262
- Cl 4,5-dihidro-1,2oxazol-3-ilo SO2Et
- 1-263
- Cl 5-cianometil-4,5dihidro-1,2-oxazol3-ilo SO2Me
- 1-264
- Cl 5-cianometil-4,5dihidro-1,2-oxazol3-ilo SO2Et
- 1-265
- Cl 5-(metoximetil)-4,5dihidro-1,2-oxazol3-ilo SO2Et
- 1-266
- Cl 5-(metoximetil)-5metil-4,5-dihidro1,2-oxazol-3-ilo SO2Et
- 1-267
- Cl CH2Otetrahidrofuran-3-ilo SO2Me
- 1-268
- Cl CH2O-tetrahidrofuran-3-ilo SO2Et
- 1-269
- Cl CH2OCH2tetrahidrofuran-2-ilo SO2Me
- 1-270
- Cl CH2OCH2-tetrahidrofuran-2-ilo SO2Et
- 1-271
- Cl CH2OCH2-tetrahidrofuran-3-ilo SO2Me
- 1-272
- Cl CH2OCH2-tetrahidrofuran-3-ilo SO2Et
- 1-273
- Cl OMe SO2Me
- 1-274
- Cl OMe SO2Et
- 1-275
- Cl OEt SO2Me
- 1-276
- Cl OEt SO2Et
- 1-277
- Cl OiPr SO2Me
- N.º
- X Y Z Datos físicos (RMN de 1H, DMSO-d6, 400 MHz)
- 1-278
- Cl OiPr SO2Et
- 1-279
- Cl O(CH2)2OMe SO2Me
- 1-280
- Cl O(CH2)4OMe SO2Me
- 1-281
- Cl O(CH2)4OMe SO2Et
- 1-282
- Cl O(CH2)3OMe SO2Me
- 1-283
- Cl O(CH2)3OMe SO2Et
- 1-284
- Cl O(CH2)2OMe SO2Me
- 1-285
- Cl O(CH2)2OMe SO2Et
- 1-286
- Cl [1,4]dioxan-2-ilmetoxi SO2Me
- 1-287
- Cl [1,4]dioxan-2-ilmetoxi SO2Et
- 1-288
- Cl OCH2(CO)NMe2 SO2Me
- 1-289
- Cl OCH2(CO)NMe2 SO2Et
- 1-290
- Cl SMe SO2Me
- 1-291
- Cl SOMe SO2Me
- 1-292
- Br OMe Br
- 1-293
- Br O(CH2)2OMe Br
- 1-294
- Br O(CH2)2OMe SO2Me
- 1-295
- Br O(CH2)2OMe SO2Et
- 1-296
- Br O(CH2)3OMe SO2Me
- 1-297
- Br O(CH2)3OMe SO2Et
- 1-298
- Br O(CH2)4OMe SO2Me
- 1-299
- Br O(CH2)4OMe SO2Et
- 1-300
- Br [1,4]dioxan-2-ilmetoxi SO2Me
- 1-301
- Br [1,4]dioxan-2-ilmetoxi SO2Et
- 1-302
- I O(CH2)2OMe SO2Me
- 1-303
- I O(CH2)2OMe SO2Et
- 1-304
- I O(CH2)3OMe SO2Me
- 1-305
- I O(CH2)3OMe SO2Et
- 1-306
- I O(CH2)4OMe SO2Me
- 1-307
- I O(CH2)4OMe SO2Et
- 1-308
- I [1,4]dioxan-2-ilmetoxi SO2Me
- 1-309
- I [1,4]dioxan-2-ilmetoxi SO2Et
- 1-310
- OMe SMe CF3
- 1-311
- OMe SOMe CF3
- 1-312
- OMe SO2Me CF3
- 1-313
- OMe SOEt CF3
- 1-314
- OMe SO2Et CF3
- 1-315
- OMe S(CH2)2OMe CF3
- 1-316
- OMe SO(CH2)2OMe CF3
- 1-317
- OMe SO2(CH2)2OMe CF3
- 1-318
- OMe SMe Cl
- 1-319
- OMe SOMe Cl
- 1-320
- OMe SO2Me Cl
- 1-321
- OMe SEt Cl
- 1-322
- OMe SOEt Cl
- 1-323
- OMe SO2Et Cl
- 1-324
- OMe S(CH2)2OMe Cl
- 1-325
- OMe SO(CH2)2OMe Cl
- 1-326
- OMe SO2(CH2)2OMe Cl
- 1-327
- OCH2c-Pr SMe CF3
- 1-328
- OCH2c-Pr SOMe CF3
- 1-329
- OCH2c-Pr SO2Me CF3
- 1-330
- OCH2c-Pr SEt CF3
- 1-331
- OCH2c-Pr SOEt CF3
- N.º
- X Y Z Datos físicos (RMN de 1H, DMSO-d6, 400 MHz)
- 1-332
- OCH2c-Pr SO2Et CF3
- 1-333
- OCH2c-Pr S(CH2)2OMe CF3
- 1-334
- OCH2c-Pr SO(CH2)2OMe CF3
- 1-335
- OCH2c-Pr SO2(CH2)2OMe CF3
- 1-336
- OCH2c-Pr SMe Cl
- 1-337
- OCH2c-Pr SOMe Cl
- 1-338
- OCH2c-Pr SO2Me Cl
- 1-339
- OCH2c-Pr SEt Cl
- 1-340
- OCH2c-Pr SOEt Cl
- 1-341
- OCH2c-Pr SO2Et Cl
- 1-342
- OCH2c-Pr S(CH2)2OMe Cl
- 1-343
- OCH2c-Pr SO(CH2)2OMe Cl
- 1-344
- OCH2c-Pr SO2(CH2)2OMe Cl
- 1-345
- OCH2c-Pr SMe SO2Me
- 1-346
- OCH2c-Pr SOMe SO2Me
- 1-347
- OCH2c-Pr SO2Me SO2Me
- 1-348
- OCH2c-Pr SEt SO2Me
- 1-349
- OCH2c-Pr SOEt SO2Me
- 1-350
- OCH2c-Pr SO2Et SO2Me
- 1-351
- OCH2c-Pr S(CH2)2OMe SO2Me
- 1-352
- OCH2c-Pr SO(CH2)2OMe SO2Me
- 1-353
- OCH2c-Pr SO2(CH2)2OMe SO2Me
- 1-354
- SO2Me F CF3
- 1-355
- SO2Me NH2 CF3
- 1-356
- SO2Me NHEt Cl
- 1-357
- SMe SEt F
- 1-358
- SMe SMe F
- 1-359
- Cl SMe CF3
- 1-360
- Cl S(O)Me CF3
- 1-361
- Cl CF3 CF3
- 1-362
- Cl CF3 CF3
Tabla 2: Compuestos de acuerdo con la invención de la fórmula general (I), en la que A es CY y R es metilo.
- N.º
- X Y Z Datos físicos (RMN de 1H, DMSO-d6, 400 MHz)
- 2-1
- F H Cl
- 2-2
- F H SO2Me
- 2-3
- F H SO2Et
- 2-4
- F H CF3
- 2-5
- F H NO2
- 2-6
- Cl H Br
- 2-7
- Cl H SMe
- 2-8
- Cl H SOMe
- 2-9
- Cl H SO2Me
- 2-10
- Cl H SO2CH2Cl
- 2-11
- Cl H SEt
- 2-12
- Cl H SO2Et
- 2-13
- Cl H CF3
- 2-14
- Cl H NO2
- 2-15
- Cl H pirazol-1-ilo
- 2-16
- Cl H 1H-1,2,4-triazol-1-ilo
- 2-17
- Br H Cl
- 2-18
- Br H Br
- 2-19
- Br H SO2Me
- N.º
- X Y Z Datos físicos (RMN de 1H, DMSO-d6, 400 MHz)
- 2-20
- Br H SO2Et
- 2-21
- Br H CF3
- 2-22
- SO2Me H Cl
- 2-23
- SO2Me H Br
- 2-24
- SO2Me H SMe
- 2-25
- SO2Me H SOMe
- 2-26
- SO2Me H SO2Me
- 2-27
- SO2Me H SO2Et
- 2-28
- SO2Me H CF3
- 2-29
- SO2Et H Cl
- 2-30
- SO2Et H Br
- 2-31
- SO2Et H SMe
- 2-32
- SO2Et H SOMe
- 2-33
- SO2Et H SO2Me
- 2-34
- SO2Et H CF3
- 2-35
- NO2 H F
- 2-36
- NO2 H Cl
- 2-37
- NO2 H Br
- 2-38
- NO2 H I
- 2-39
- NO2 H CN
- 2-40
- NO2 H SO2Me
- 2-41
- NO2 H SO2Et
- 2-42
- NO2 H CF3
- 2-43
- Me H Cl
- 2-44
- Me H Br
- 2-45
- Me H SMe
- 2-46
- Me H SO2Me
- 2-47
- Me H SO2CH2Cl
- 2-48
- Me H SEt
- 2-49
- Me H SO2Et
- 2-50
- Me H CF3
- 2-51
- CH2SO2Me H CF3
- 2-52
- Et H Cl
- 2-53
- Et H Br
- 2-54
- Et H SMe
- 2-55
- Et H SO2Me
- 2-56
- Et H SO2CH2Cl
- 2-57
- Et H SEt
- 2-58
- Et H SO2Et
- 2-59
- Et H CF3
- 2-60
- CF3 H Cl
- 2-61
- CF3 H Br
- 2-62
- CF3 H SO2Me
- 2-63
- CF3 H SO2Et
- 2-64
- CF3 H CF3
- 2-65
- NO2 NH2 F
- 2-66
- NO2 NHMe F
- 2-67
- NO2 NMe2 F
- 2-68
- NO2 Me Cl
- 2-69
- NO2 NH2 Cl
- 2-70
- NO2 NHMe Cl
- 2-71
- NO2 NMe2 Cl
- 2-72
- NO2 NH2 Br
- 2-73
- NO2 NHMe Br
- 2-74
- NO2 NMe2 Br
- 2-75
- NO2 NH2 CF3
- 2-76
- NO2 NMe2 CF3
- 2-77
- NO2 NH2 SO2Me
- 2-78
- NO2 NH2 SO2Et
- N.º
- X Y Z Datos físicos (RMN de 1H, DMSO-d6, 400 MHz)
- 2-79
- NO2 NHMe SO2Me
- 2-80
- NO2 NMe2 SO2Me
- 2-81
- NO2 NMe2 SO2Et
- 2-82
- NO2 NH2 1H-1,2,4-triazol-1-ilo
- 2-83
- NO2 NHMe 1H-1,2,4-triazol-1-ilo
- 2-84
- NO2 NMe2 1H-1,2,4-triazol-1-ilo
- 2-85
- Me SMe H
- 2-86
- Me SOMe H
- 2-87
- Me SO2Me H
- 2-88
- Me SEt H
- 2-89
- Me SOEt H
- 2-90
- Me SO2Et H
- 2-91
- Me S(CH2)2OMe H
- 2-92
- Me SO(CH2)2OMe H
- 2-93
- Me SO2(CH2)2OMe H
- 2-94
- Me F F
- 2-95
- Me F Cl
- 2-96
- Me SEt F
- 2-97
- Me SOEt F
- 2-98
- Me SO2Et F
- 2-99
- Me Me Cl
- 2-100
- Me F Cl 12,08 (sa, 1H), 7,56 (dd, 1H), 7,43 (d, 1H), 2,44 (s, 3H), 2,32 (s, 3H)
- 2-101
- Me Cl Cl
- 2-102
- Me NH2 Cl
- 2-103
- Me NHMe Cl
- 2-104
- Me NMe2 Cl
- 2-105
- Me O(CH2)2OMe Cl
- 2-106
- Me O(CH2)3OMe Cl
- 2-107
- Me O(CH2)4OMe Cl
- 2-108
- Me OCH2CONMe2 Cl
- 2-109
- Me O(CH2)2-CO-NMe2 Cl
- 2-110
- Me O(CH2)2NH(CO)NMe2 Cl
- 2-111
- Me O(CH2)2-NH(CO)NHCO2Et Cl
- 2-112
- Me O(CH2)2-NHCO2Me Cl
- 2-113
- Me O-CH2-NHSO2cPr Cl
- 2-114
- Me O(CH2)-5-2,4-dimetil2,4-dihidro-3H-1,2,4triazol-3-ona Cl
- 2-115
- Me O(CH2)-3,5-dime-til1,2-oxazol-4-ilo Cl
- 2-116
- Me SMe Cl
- 2-117
- Me SOMe Cl
- 2-118
- Me SO2Me Cl
- 2-119
- Me SEt Cl
- 2-120
- Me SOEt Cl
- 2-121
- Me SO2Et Cl
- 2-122
- Me S(CH2)2OMe Cl
- 2-123
- Me SO(CH2)2OMe Cl
- 2-124
- Me SO2(CH2)2OMe Cl
- 2-125
- Me NH2 Br
- 2-126
- Me NHMe Br
- 2-127
- Me NMe2 Br
- 2-128
- Me O(CH2)CONEt2 Br
- 2-129
- Me O(CH2)-5-pirrolidin-2ona Br
- 2-130
- Me SMe Br
- N.º
- X Y Z Datos físicos (RMN de 1H, DMSO-d6, 400 MHz)
- 2-131
- Me SOMe Br
- 2-132
- Me SO2Me Br
- 2-133
- Me SEt Br
- 2-134
- Me SOEt Br
- 2-135
- Me SO2Et Br
- 2-136
- Me SMe I
- 2-137
- Me SOMe I
- 2-138
- Me SO2Me I
- 2-139
- Me SEt I
- 2-140
- Me SOEt I
- 2-141
- Me SO2Et I
- 2-142
- Me Cl CF3
- 2-143
- Me SMe CF3 12,11 (sa, 1H), 7,77 (d, 1H), 7,69 (d, 1H), 2,65 (s, 3H), 2,31 (s, 3H)
- 2-144
- Me SOMe CF3
- 2-145
- Me SO2Me CF3 12,31 (sa, 1H), 8,02 (d, 1H), 7,97 (d, 1H), 3,42 (s, 3H), 2,71 (s, 3H)
- 2-146
- Me SEt CF3
- 2-147
- Me SOEt CF3
- 2-148
- Me SO2Et CF3
- 2-149
- Me S(CH2)2OMe CF3
- 2-150
- Me SO(CH2)2OMe CF3
- 2-151
- Me SO2(CH2)2OMe CF3
- 2-152
- Me Me SO2Me
- 2-153
- Me 4,5-dihidro-1,2oxazol-3-ilo SO2Me
- 2-154
- Me 4,5-dihidro-1,2oxazol-3-ilo SO2Et
- 2-155
- Me 5-cianometil-4,5dihidro-1,2-oxazol-3ilo SO2Me
- 2-156
- Me 5-cianometil-4,5dihidro-1,2-oxazol-3ilo SO2Et
- 2-157
- Me NH2 SO2Me
- 2-158
- Me NHMe SO2Me
- 2-159
- Me NMe2 SO2Me
- 2-160
- Me NH(CH2)2OMe SO2Me
- 2-161
- Me pirazol-1-ilo SO2Me
- 2-162
- Me OH SO2Me
- 2-163
- Me OMe SO2Me
- 2-164
- Me OMe SO2Et
- 2-165
- Me OEt SO2Me
- 2-166
- Me OEt SO2Et
- 2-167
- Me OiPr SO2Me
- 2-168
- Me OiPr SO2Et
- 2-169
- Me O(CH2)2OMe SO2Me
- 2-170
- Me O(CH2)2OMe SO2Et
- 2-171
- Me O(CH2)3OMe SO2Me
- 2-172
- Me O(CH2)3OMe SO2Et
- 2-173
- Me O(CH2)4OMe SO2Me
- 2-174
- Me O(CH2)4OMe SO2Et
- 2-175
- Me O(CH2)2NHSO2Me SO2Me
- 2-176
- Me O(CH2)2NHSO2Me SO2Et
- 2-177
- Me OCH2(CO)NMe2 SO2Me
- 2-178
- Me OCH2(CO)NMe2 SO2Et
- 2-179
- Me [1,4]dioxan-2-il-metoxi SO2Me
- N.º
- X Y Z Datos físicos (RMN de 1H, DMSO-d6, 400 MHz)
- 2-180
- Me [1,4]dioxan-2-il-metoxi SO2Et
- 2-181
- Me O(CH2)2-O(3,5-dimetoxipirimidin-2-ilo SO2Me
- 2-182
- Me Cl SO2Me
- 2-183
- Me SMe SO2Me
- 2-184
- Me SOMe SO2Me
- 2-185
- Me SO2Me SO2Me 12,36 (sa, 1H), 8,27 (d, 1H), 8,02(d, 1H), 3,59 (s, 3H), 3,56 (s, 3H), 2,68 (s, 3H)
- 2-186
- Me SO2Me SO2Et
- 2-187
- Me SEt SO2Me
- 2-188
- Me SOEt SO2Me
- 2-189
- Me SO2Et SO2Me
- 2-190
- Me S(CH2)2OMe SO2Me
- 2-191
- Me SO(CH2)2OMe SO2Me
- 2-192
- Me SO2(CH2)2OMe SO2Me
- 2-193
- CH2SMe OMe SO2Me
- 2-194
- CH2OMe OMe SO2Me
- 2-195
- CH2O(CH2)2 OMe NH(CH2)2OEt SO2Me
- 2-196
- CH2O(CH2)2 OMe NH(CH2)3OEt SO2Me
- 2-197
- CH2O(CH2)3 OMe OMe SO2Me
- 2-198
- CH2O(CH2)2 OMe NH(CH2)2OMe SO2Me
- 2-199
- CH2O(CH2)2 OMe NH(CH2)3OMe SO2Me
- 2-200
- Et SMe Cl
- 2-201
- Et SO2Me Cl
- 2-202
- Et SMe CF3
- 2-203
- Et SO2Me CF3
- 2-204
- Et F SO2Me
- 2-205
- Et NH(CH2)2OMe SO2Me
- 2-206
- iPr SO2Me CF3
- 2-207
- cPr SO2Me CF3
- 2-208
- CF3 O(CH2)2OMe F
- 2-209
- CF3 O(CH2)3OMe F
- 2-210
- CF3 OCH2CONMe2 F
- 2-211
- CF3 [1,4]dioxan-2-il-metoxi F
- 2-212
- CF3 O(CH2)2OMe Cl
- 2-213
- CF3 O(CH2)3OMe Cl
- 2-214
- CF3 OCH2CONMe2 Cl
- 2-215
- CF3 [1,4]dioxan-2-il-metoxi Cl
- 2-216
- CF3 O(CH2)2OMe Br
- 2-217
- CF3 O(CH2)3OMe Br
- 2-218
- CF3 OCH2CONMe2 Br
- 2-219
- CF3 [1,4]dioxan-2-il-metoxi Br
- 2-220
- CF3 O(CH2)2OMe I
- 2-221
- CF3 O(CH2)3OMe I
- 2-222
- CF3 OCH2CONMe2 I
- 2-223
- CF3 [1,4]dioxan-2-il-metoxi I
- 2-224
- CF3 F SO2Me
- 2-225
- CF3 F SO2Et
- 2-226
- CF3 O(CH2)2OMe SO2Me
- 2-227
- CF3 O(CH2)2OMe SO2Et
- 2-228
- CF3 O(CH2)3OMe SO2Me
- 2-229
- CF3 O(CH2)3OMe SO2Et
- 2-230
- CF3 OCH2CONMe2 SO2Me
- 2-231
- CF3 OCH2CONMe2 SO2Et
- N.º
- X Y Z Datos físicos (RMN de 1H, DMSO-d6, 400 MHz)
- 2-232
- CF3 [1,4]dioxan-2-il-metoxi SO2Me
- 2-233
- CF3 [1,4]dioxan-2-il-metoxi SO2Et
- 2-234
- F SMe CF3
- 2-235
- F SOMe CF3
- 2-236
- Cl Me Cl
- 2-237
- Cl OCH2CHCH2 Cl
- 2-238
- Cl OCH2CHF2 Cl
- 2-239
- Cl O(CH2)2OMe Cl
- 2-240
- Cl OCH2(CO)NMe2 Cl 13,63 (sa, 1H), 7,58 (2d, 2H), 4,70 (s, 2H), 3,00 (s, 3H), 2,86 (s, 3H)
- 2-241
- Cl O(CH2)-5-pirrolidin-2ona Cl
- 2-242
- Cl SMe Cl
- 2-243
- Cl SOMe Cl
- 2-244
- Cl SO2Me Cl
- 2-245
- Cl F SMe
- 2-246
- Cl Cl SO2Me 12,48 (sa,1H), 8,13 (s, 1H), 7,89 (d, 1H), 3,30 (s, 3H)
- 2-247
- Cl COOMe SO2Me
- 2-248
- Cl CONMe2 SO2Me
- 2-249
- Cl CONMe(OMe) SO2Me
- 2-250
- Cl CH2OMe SO2Me
- 2-251
- Cl CH2OMe SO2Et
- 2-252
- Cl CH2OEt SO2Me
- 2-253
- Cl CH2OEt SO2Et
- 2-254
- Cl CH2OCH2CHF2 SO2Me
- 2-255
- Cl CH2OCH2CF3 SO2Me 8,12 (d, 1H), 7,92 (d, 1H), 5,24 (s, 2H), 4,30 (q, 2H)
- 2-256
- Cl CH2OCH2CF3 SO2Et
- 2-257
- Cl CH2OCH2CF2CHF2 SO2Me
- 2-258
- Cl CH2OcPentil SO2Me
- 2-259
- Cl CH2PO(OMe)2 SO2Me
- 2-260
- Cl 4,5-dihidro-1,2oxazol-3-ilo SMe
- 2-261
- Cl 4,5-dihidro-1,2oxazol-3-ilo SO2Me
- 2-262
- Cl 4,5-dihidro-1,2oxazol-3-ilo SO2Et
- 2-263
- Cl 5-cianometil-4,5dihidro-1,2-oxazol-3ilo SO2Me
- 2-264
- Cl 5-cianometil-4,5dihidro-1,2-oxazol-3ilo SO2Et 8,01 (d,1H), 7,92 (d, 1H), 5,195,13 (m, 1H), 3,64-3,54 (m, 1H), 3,39 (q, 2H), 3,12 (dd, 1H), 3,05-2,96 (m, 3H), 1,15 (t, 3H)
- 2-265
- Cl 5-(metoximetil)-4,5dihidro-1,2-oxazol-3ilo SO2Et
- 2-266
- Cl 5-(metoximetil)-5metil-4,5-dihy-dro-1,2oxazol-3-ilo SO2Et
- 2-267
- Cl CH2O-tetrahidrofuran3-ilo SO2Me
- 2-268
- Cl CH2O-tetrahidrofuran3-ilo SO2Et
- 2-269
- Cl CH2OCH2tetrahidrofuran-2-ilo SO2Me
- 2-270
- Cl CH2OCH2tetrahidrofuran-2-ilo SO2Et
- N.º
- X Y Z Datos físicos (RMN de 1H, DMSO-d6, 400 MHz)
- 2-271
- Cl CH2OCH2tetrahidrofuran-3-ilo SO2Me
- 2-272
- Cl CH2OCH2tetrahidrofuran-3-ilo SO2Et
- 2-273
- Cl OMe SO2Me
- 2-274
- Cl OMe SO2Et
- 2-275
- Cl OEt SO2Me
- 2-276
- Cl OEt SO2Et
- 2-277
- Cl OiPr SO2Me
- 2-278
- Cl OiPr SO2Et
- 2-279
- Cl O(CH2)2OMe SO2Me
- 2-280
- Cl O(CH2)4OMe SO2Me
- 2-281
- Cl O(CH2)4OMe SO2Et
- 2-282
- Cl O(CH2)3OMe SO2Me
- 2-283
- Cl O(CH2)3OMe SO2Et
- 2-284
- Cl O(CH2)2OMe SO2Me
- 2-285
- Cl O(CH2)2OMe SO2Et
- 2-286
- Cl [1,4]dioxan-2-il-metoxi SO2Me
- 2-287
- Cl [1,4]dioxan-2-il-metoxi SO2Et
- 2-288
- Cl OCH2(CO)NMe2 SO2Me
- 2-289
- Cl OCH2(CO)NMe2 SO2Et
- 2-290
- Cl SMe SO2Me 8,11 (d, 1H), 7,88 (d, 1H), 3,57 (s, 3H)
- 2-291
- Cl SOMe SO2Me
- 2-292
- Br OMe Br
- 2-293
- Br O(CH2)2OMe Br
- 2-294
- Br O(CH2)2OMe SO2Me
- 2-295
- Br O(CH2)2OMe SO2Et
- 2-296
- Br O(CH2)3OMe SO2Me
- 2-297
- Br O(CH2)3OMe SO2Et
- 2-298
- Br O(CH2)4OMe SO2Me
- 2-299
- Br O(CH2)4OMe SO2Et
- 2-300
- Br [1,4]dioxan-2-il-metoxi SO2Me
- 2-301
- Br [1,4]dioxan-2-il-metoxi SO2Et
- 2-302
- I O(CH2)2OMe SO2Me
- 2-303
- I O(CH2)2OMe SO2Et
- 2-304
- I O(CH2)3OMe SO2Me
- 2-305
- I O(CH2)3OMe SO2Et
- 2-306
- I O(CH2)4OMe SO2Me
- 2-307
- I O(CH2)4OMe SO2Et
- 2-308
- I [1,4]dioxan-2-il-metoxi SO2Me
- 2-309
- I [1,4]dioxan-2-il-metoxi SO2Et
- 2-310
- OMe SMe CF3
- 2-311
- OMe SOMe CF3
- 2-312
- OMe SO2Me CF3
- 2-313
- OMe SOEt CF3
- 2-314
- OMe SO2Et CF3
- 2-315
- OMe S(CH2)2OMe CF3
- 2-316
- OMe SO(CH2)2OMe CF3
- 2-317
- OMe SO2(CH2)2OMe CF3
- 2-318
- OMe SMe Cl
- 2-319
- OMe SOMe Cl
- 2-320
- OMe SO2Me Cl
- 2-321
- OMe SEt Cl
- 2-322
- OMe SOEt Cl
- 2-323
- OMe SO2Et Cl
- 2-324
- OMe S(CH2)2OMe Cl
- 2-325
- OMe SO(CH2)2OMe Cl
- 2-326
- OMe SO2(CH2)2OMe Cl
- N.º
- X Y Z Datos físicos (RMN de 1H, DMSO-d6, 400 MHz)
- 2-327
- OCH2c-Pr SMe CF3
- 2-328
- OCH2c-Pr SOMe CF3
- 2-329
- OCH2c-Pr SO2Me CF3
- 2-330
- OCH2c-Pr SEt CF3
- 2-331
- OCH2c-Pr SOEt CF3
- 2-332
- OCH2c-Pr SO2Et CF3
- 2-333
- OCH2c-Pr S(CH2)2OMe CF3
- 2-334
- OCH2c-Pr SO(CH2)2OMe CF3
- 2-335
- OCH2c-Pr SO2(CH2)2OMe CF3
- 2-336
- OCH2c-Pr SMe Cl
- 2-337
- OCH2c-Pr SOMe Cl
- 2-338
- OCH2c-Pr SO2Me Cl
- 2-339
- OCH2c-Pr SEt Cl
- 2-340
- OCH2c-Pr SOEt Cl
- 2-341
- OCH2c-Pr SO2Et Cl
- 2-342
- OCH2c-Pr S(CH2)2OMe Cl
- 2-343
- OCH2c-Pr SO(CH2)2OMe Cl
- 2-344
- OCH2c-Pr SO2(CH2)2OMe Cl
- 2-345
- OCH2c-Pr SMe SO2Me
- 2-346
- OCH2c-Pr SOMe SO2Me
- 2-347
- OCH2c-Pr SO2Me SO2Me
- 2-348
- OCH2c-Pr SEt SO2Me
- 2-349
- OCH2c-Pr SOEt SO2Me
- 2-350
- OCH2c-Pr SO2Et SO2Me
- 2-351
- OCH2c-Pr S(CH2)2OMe SO2Me
- 2-352
- OCH2c-Pr SO(CH2)2OMe SO2Me
- 2-353
- OCH2c-Pr SO2(CH2)2OMe SO2Me
- 2-354
- SO2Me F CF3
- 2-355
- SO2Me NH2 CF3
- 2-356
- SO2Me NHEt Cl
- 2-357
- SMe SEt F
- 2-358
- SMe SMe F
- 2-359
- Cl SMe CF3 7,81 (s, 1H), 7,68 (d, 1H), 2,40 (s, 3H)
- 2-360
- Cl S(O)Me CF3
- 2-361
- Cl SO2Me CF3
- 2-362
- Cl SO2Me SO2Me 12,55 (sa, 1H), 8,35 (s, 1H), 8,21 (d, 1H), 3,66 (s, 3H), 3,56 (s, 3H)
Tabla 3: Compuestos de acuerdo con la invención de la fórmula general (I), en la que A es CY y R es etilo
- N.º
- X Y Z Datos físicos (RMN de 1H, DMSO-d6, 400 MHz)
- 3-1
- F H Cl
- 3-2
- F H SO2Me
- 3-3
- F H SO2Et
- 3-4
- F H CF3
- 3-5
- F H NO2
- N.º
- X Y Z Datos físicos (RMN de 1H, DMSO-d6, 400 MHz)
- 3-6
- Cl H Br
- 3-7
- Cl H SMe
- 3-8
- Cl H SOMe
- 3-9
- Cl H SO2Me 12,55 (sa, 1H), 8,12 (s, 1H), 8,01 (d, 1H), 7,92 (d, 1H), 3,35 (s, 3H), 2,84 (q, 2H), 1,26 (t, 3H)
- 3-10
- Cl H SO2CH2Cl
- 3-11
- Cl H SEt
- 3-12
- Cl H SO2Et
- 3-13
- Cl H CF3
- 3-14
- Cl H NO2
- 3-15
- Cl H pirazol-1-ilo
- 3-16
- Cl H 1H-1,2,4-triazol-1ilo
- 3-17
- Br H Cl
- 3-18
- Br H Br
- 3-19
- Br H SO2Me
- 3-20
- Br H SO2Et
- 3-21
- Br H CF3
- 3-22
- SO2Me H Cl
- 3-23
- SO2Me H Br
- 3-24
- SO2Me H SMe
- 3-25
- SO2Me H SOMe
- 3-26
- SO2Me H SO2Me
- 3-27
- SO2Me H SO2Et
- 3-28
- SO2Me H CF3 8,23 (d, 1H), 8,06 (s, 1H), 7,97 (d, 1H), 2,85 (q, 2H), 1,24 (t, 3H)
- 3-29
- SO2Et H Cl
- 3-30
- SO2Et H Br
- 3-31
- SO2Et H SMe
- 3-32
- SO2Et H SOMe
- 3-33
- SO2Et H SO2Me
- 3-34
- SO2Et H CF3
- 3-35
- NO2 H F
- N.º
- X Y Z Datos físicos (RMN de 1H, DMSO-d6, 400 MHz)
- 3-36
- NO2 H Cl
- 3-37
- NO2 H Br
- 3-38
- NO2 H I
- 3-39
- NO2 H CN
- 3-40
- NO2 H SO2Me
- 3-41
- NO2 H SO2Et
- 3-42
- NO2 H CF3 8,53 (s, 1H), 8,29 (d, 1H), 8,08 (d, 1H), 2,32 (q, 2H), 1,23 (t, 3H)
- 3-43
- Me H Cl
- 3-44
- Me H Br
- 3-45
- Me H SMe
- 3-46
- Me H SO2Me
- 3-47
- Me H SO2CH2Cl
- 3-48
- Me H SEt
- 3-49
- Me H SO2Et
- 3-50
- Me H CF3
- 3-51
- CH2SO2Me H CF3
- 3-52
- Et H Cl
- 3-53
- Et H Br
- 3-54
- Et H SMe
- 3-55
- Et H SO2Me
- 3-56
- Et H SO2CH2Cl
- 3-57
- Et H SEt
- 3-58
- Et H SO2Et
- 3-59
- Et H CF3
- 3-60
- CF3 H Cl
- 3-61
- CF3 H Br
- 3-62
- CF3 H SO2Me
- 3-63
- CF3 H SO2Et
- 3-64
- CF3 H CF3
- 3-65
- NO2 NH2 F
- 3-66
- NO2 NHMe F
- 3-67
- NO2 NMe2 F
- N.º
- X Y Z Datos físicos (RMN de 1H, DMSO-d6, 400 MHz)
- 3-68
- NO2 Me Cl
- 3-69
- NO2 NH2 Cl
- 3-70
- NO2 NHMe Cl
- 3-71
- NO2 NMe2 Cl
- 3-72
- NO2 NH2 Br
- 3-73
- NO2 NHMe Br
- 3-74
- NO2 NMe2 Br
- 3-75
- NO2 NH2 CF3
- 3-76
- NO2 NMe2 CF3
- 3-77
- NO2 NH2 SO2Me
- 3-78
- NO2 NH2 SO2Et
- 3-79
- NO2 NHMe SO2Me
- 3-80
- NO2 NMe2 SO2Me
- 3-81
- NO2 NMe2 SO2Et
- 3-82
- NO2 NH2 1H-1,2,4-triazol-1ilo
- 3-83
- NO2 NHMe 1H-1,2,4-triazol-1ilo
- 3-84
- NO2 NMe2 1H-1,2,4-triazol-1ilo
- 3-85
- Me SMe H
- 3-86
- Me SOMe H
- 3-87
- Me SO2Me H
- 3-88
- Me SEt H
- 3-89
- Me SOEt H
- 3-90
- Me SO2Et H
- 3-91
- Me S(CH2)2OMe H
- 3-92
- Me SO(CH2)2OMe H
- 3-93
- Me SO2(CH2)2OMe H
- 3-94
- Me F F
- 3-95
- Me F Cl
- 3-96
- Me SEt F
- 3-97
- Me SOEt F
- 3-98
- Me SO2Et F
- N.º
- X Y Z Datos físicos (RMN de 1H, DMSO-d6, 400 MHz)
- 3-99
- Me Me Cl
- 3-100
- Me F Cl
- 3-101
- Me Cl Cl
- 3-102
- Me NH2 Cl
- 3-103
- Me NHMe Cl
- 3-104
- Me NMe2 Cl
- 3-105
- Me O(CH2)2OMe Cl
- 3-106
- Me O(CH2)3OMe Cl
- 3-107
- Me O(CH2)4OMe Cl
- 3-108
- Me OCH2CONMe2 Cl
- 3-109
- Me O(CH2)2-CONMe2 Cl
- 3-110
- Me O(CH2)2NH(CO)NMe2 Cl
- 3-111
- Me O(CH2)2-NH(CO)NHCO2Et Cl
- 3-112
- Me O(CH2)2NHCO2Me Cl
- 3-113
- Me OCH2NHSO2cPr Cl
- 3-114
- Me O(CH2)-5-2,4-di-metil2,4-dihidro-3H-1,2,4triazol-3-ona Cl
- 3-115
- Me O(CH2)-3,5-dime-thil1,2-oxazol-4-ilo Cl
- 3-116
- Me SMe Cl
- 3-117
- Me SOMe Cl
- 3-118
- Me SO2Me Cl
- 3-119
- Me SEt Cl
- 3-120
- Me SOEt Cl
- 3-121
- Me SO2Et Cl
- 3-122
- Me S(CH2)2OMe Cl
- 3-123
- Me SO(CH2)2OMe Cl
- 3-124
- Me SO2(CH2)2OMe Cl
- 3-125
- Me NH2 Br
- 3-126
- Me NHMe Br
- 3-127
- Me NMe2 Br
- 3-128
- Me OCH2CONMe2 Br
- N.º
- X Y Z Datos físicos (RMN de 1H, DMSO-d6, 400 MHz)
- 3-129
- Me O(CH2)-5-pirrolidin-2ona Br
- 3-130
- Me SMe Br
- 3-131
- Me SOMe Br
- 3-132
- Me SO2Me Br
- 3-133
- Me SEt Br
- 3-134
- Me SOEt Br
- 3-135
- Me SO2Et Br
- 3-136
- Me SMe I
- 3-137
- Me SOMe I
- 3-138
- Me SO2Me I
- 3-139
- Me SEt I
- 3-140
- Me SOEt I
- 3-141
- Me SO2Et I
- 3-142
- Me Cl CF3
- 3-143
- Me SMe CF3 11,84 (s, 1H), 7,99 (d, 1H), 7,87 (d, 1H), 3,30 (q, 2H), 2,94 (s, 3H), 2,44 (s, 3H), 1,09 (t, 3H)
- 3-144
- Me SOMe CF3
- 3-145
- Me SO2Me CF3 7,87 (2d, 2H), 3,36 (s, 3H), 2,70 (q, 2H), 2,08 (s, 3H), 1,23 (t, 3H)
- 3-146
- Me SEt CF3
- 3-147
- Me SOEt CF3
- 3-148
- Me SO2Et CF3
- 3-149
- Me S(CH2)2OMe CF3
- 3-150
- Me SO(CH2)2OMe CF3
- 3-151
- Me SO2(CH2)2OMe CF3
- 3-152
- Me Me SO2Me
- 3-153
- Me 4,5-dihidro-1,2oxazol-3-ilo SO2Me
- 3-154
- Me 4,5-dihidro-1,2oxazol-3-ilo SO2Et
- 3-155
- Me 5-cianometil-4,5dihidro-1,2-oxazol-3ilo SO2Me
- N.º
- X Y Z Datos físicos (RMN de 1H, DMSO-d6, 400 MHz)
- 3-156
- Me 5-cianometil-4,5dihidro-1,2-oxazol-3ilo SO2Et
- 3-157
- Me NH2 SO2Me
- 3-158
- Me NHMe SO2Me
- 3-159
- Me NMe2 SO2Me
- 3-160
- Me NH(CH2)2OMe SO2Me
- 3-161
- Me pirazol-1-ilo SO2Me
- 3-162
- Me OH SO2Me
- 3-163
- Me OMe SO2Me
- 3-164
- Me OMe SO2Et
- 3-165
- Me OEt SO2Me
- 3-166
- Me OEt SO2Et
- 3-167
- Me OiPr SO2Me
- 3-168
- Me OiPr SO2Et
- 3-169
- Me O(CH2)2OMe SO2Me
- 3-170
- Me O(CH2)2OMe SO2Et
- 3-171
- Me O(CH2)3OMe SO2Me
- 3-172
- Me O(CH2)3OMe SO2Et
- 3-173
- Me O(CH2)4OMe SO2Me
- 3-174
- Me O(CH2)4OMe SO2Et
- 3-175
- Me O(CH2)2NHSO2Me SO2Me
- 3-176
- Me O(CH2)2NHSO2Me SO2Et
- 3-177
- Me OCH2(CO)NMe2 SO2Me
- 3-178
- Me OCH2(CO)NMe2 SO2Et
- 3-179
- Me [1,4]dioxan-2-il-metoxi SO2Me
- 3-180
- Me [1,4]dioxan-2-il-metoxi SO2Et
- 3-181
- Me O(CH2)2-O(3,5dimetoxipirimidin-2-ilo SO2Me
- 3-182
- Me Cl SO2Me
- 3-183
- Me SMe SO2Me
- 3-184
- Me SOMe SO2Me
- N.º
- X Y Z Datos físicos (RMN de 1H, DMSO-d6, 400 MHz)
- 3-185
- Me SO2Me SO2Me 12,30 (sa, 1H), 8,24 (d, 1H), 8,03 (d, 1H), 3,59 (s, 3H), 3,56 (s, 3H), 2,85 (q, 2H), 2,68 (s, 3H), 1,26 (t, 3H)
- 3-186
- Me SO2Me SO2Et
- 3-187
- Me SEt SO2Me
- 3-188
- Me SOEt SO2Me
- 3-189
- Me SO2Et SO2Me
- 3-190
- Me S(CH2)2OMe SO2Me
- 3-191
- Me SO(CH2)2OMe SO2Me
- 3-192
- Me SO2(CH2)2OMe SO2Me
- 3-193
- CH2SMe OMe SO2Me
- 3-194
- CH2OMe OMe SO2Me
- 3-195
- CH2O(CH2)2O Me NH(CH2)2OEt SO2Me
- 3-196
- CH2O(CH2)2O Me NH(CH2)3OEt SO2Me
- 3-197
- CH2O(CH2)3O Me OMe SO2Me
- 3-198
- CH2O(CH2)2O Me NH(CH2)2OMe SO2Me
- 3-199
- CH2O(CH2)2O Me NH(CH2)3OMe SO2Me
- 3-200
- Et SMe Cl
- 3-201
- Et SO2Me Cl
- 3-202
- Et SMe CF3
- 3-203
- Et SO2Me CF3
- 3-204
- Et F SO2Me
- 3-205
- Et NH(CH2)2OMe SO2Me
- 3-206
- iPr SO2Me CF3
- 3-207
- cPr SO2Me CF3
- 3-208
- CF3 O(CH2)2OMe F
- 3-209
- CF3 O(CH2)3OMe F
- 3-210
- CF3 OCH2CONMe2 F
- 3-211
- CF3 [1,4]dioxan-2-il-metoxi F
- 3-212
- CF3 O(CH2)2OMe Cl
- N.º
- X Y Z Datos físicos (RMN de 1H, DMSO-d6, 400 MHz)
- 3-213
- CF3 O(CH2)3OMe Cl
- 3-214
- CF3 OCH2CONMe2 Cl
- 3-215
- CF3 [1,4]dioxan-2-il-metoxi Cl
- 3-216
- CF3 O(CH2)2OMe Br
- 3-217
- CF3 O(CH2)3OMe Br
- 3-218
- CF3 OCH2CONMe2 Br
- 3-219
- CF3 [1,4]dioxan-2-il-metoxi Br
- 3-220
- CF3 O(CH2)2OMe I
- 3-221
- CF3 O(CH2)3OMe I
- 3-222
- CF3 OCH2CONMe2 I
- 3-223
- CF3 [1,4]dioxan-2-il-metoxi I
- 3-224
- CF3 F SO2Me
- 3-225
- CF3 F SO2Et
- 3-226
- CF3 O(CH2)2OMe SO2Me
- 3-227
- CF3 O(CH2)2OMe SO2Et
- 3-228
- CF3 O(CH2)3OMe SO2Me
- 3-229
- CF3 O(CH2)3OMe SO2Et
- 3-230
- CF3 OCH2CONMe2 SO2Me
- 3-231
- CF3 OCH2CONMe2 SO2Et
- 3-232
- CF3 [1,4]dioxan-2-il-metoxi SO2Me
- 3-233
- CF3 [1,4]dioxan-2-il-metoxi SO2Et
- 3-234
- F SMe CF3
- 3-235
- F SOMe CF3 8,15 (d, 1H), 7,33 (d, 1H), 2,18 (q, 2H), 1,04 (t, 3H)
- 3-236
- Cl Me Cl
- 3-237
- Cl OCH2CHCH2 Cl
- 3-238
- Cl OCH2CHF2 Cl
- 3-239
- Cl O(CH2)2OMe Cl
- 3-240
- Cl OCH2(CO)NMe2 Cl
- 3-241
- Cl O(CH2)-5-pirrolidin-2ona Cl
- 3-242
- Cl SMe Cl
- 3-243
- Cl SOMe Cl
- 3-244
- Cl SO2Me Cl
- N.º
- X Y Z Datos físicos (RMN de 1H, DMSO-d6, 400 MHz)
- 3-245
- Cl F SMe
- 3-246
- Cl Cl SO2Me 8,12 (d, 1H), 7,89 (s, 1H), 3,47 (s, 3H), 2,84 (q, 2H), 1,26 (t, 3H)
- 3-247
- Cl COOMe SO2Me
- 3-248
- Cl CONMe2 SO2Me
- 3-249
- Cl CONMe(OMe) SO2Me
- 3-250
- Cl CH2OMe SO2Me
- 3-251
- Cl CH2OMe SO2Et
- 3-252
- Cl CH2OEt SO2Me
- 3-253
- Cl CH2OEt SO2Et
- 3-254
- Cl CH2OCH2CHF2 SO2Me
- 3-255
- Cl CH2OCH2CF3 SO2Me 8,16 (d, 1H), 7,66 (d, 1H), 5,36 (s, 2H), 4,04 (q, 2H), 3,22 (s, 3H), 2,58 (s, 2H), 1,22 (t, 3H)
- 3-256
- Cl CH2OCH2CF3 SO2Et
- 3-257
- Cl CH2OCH2CF2CHF2 SO2Me
- 3-258
- Cl CH2OcPentil SO2Me
- 3-259
- Cl CH2PO(OMe)2 SO2Me
- 3-260
- Cl 4,5-dihidro-1,2oxazol-3-ilo SMe
- 3-261
- Cl 4,5-dihidro-1,2oxazol-3-ilo SO2Me
- 3-262
- Cl 4,5-dihidro-1,2oxazol-3-ilo SO2Et
- 3-263
- Cl 5-cianometil-4,5dihidro-1,2-oxazol-3ilo SO2Me
- 3-264
- Cl 5-cianometil-4,5dihidro-1,2-oxazol-3ilo SO2Et 8,08 (d, 1H), 8,02 (d, 1H), 5,105,20 (m, 1H), 3,39 (q, 3H), 3,14 (dd, 1H), 3,02-2,97 (m, 2H), 2,82 (q, 2H), 1,24 (t, 3H), 1,15 (t, 3H)
- 3-265
- Cl 5-(metoximetil)-4,5dihidro-1,2-oxazol-3ilo SO2Et
- 3-266
- Cl 5-(metoximetil)-5metil-4,5-dihy-dro-1,2oxazol-3-ilo SO2Et
- 3-267
- Cl CH2O-tetrahidrofuran3-ilo SO2Me
- N.º
- X Y Z Datos físicos (RMN de 1H, DMSO-d6, 400 MHz)
- 3-268
- Cl CH2O-tetrahidrofuran3-ilo SO2Et
- 3-269
- Cl CH2OCH2tetrahidrofuran-2-ilo SO2Me
- 3-270
- Cl CH2OCH2tetrahidrofuran-2-ilo SO2Et
- 3-271
- Cl CH2OCH2tetrahidrofuran-3-ilo SO2Me
- 3-272
- Cl CH2OCH2tetrahidrofuran-3-ilo SO2Et
- 3-273
- Cl OMe SO2Me
- 3-274
- Cl OMe SO2Et
- 3-275
- Cl OEt SO2Me
- 3-276
- Cl OEt SO2Et
- 3-277
- Cl OiPr SO2Me
- 3-278
- Cl OiPr SO2Et
- 3-279
- Cl O(CH2)2OMe SO2Me
- 3-280
- Cl O(CH2)4OMe SO2Me
- 3-281
- Cl O(CH2)4OMe SO2Et
- 3-282
- Cl O(CH2)3OMe SO2Me
- 3-283
- Cl O(CH2)3OMe SO2Et
- 3-284
- Cl O(CH2)2OMe SO2Me
- 3-285
- Cl O(CH2)2OMe SO2Et
- 3-286
- Cl [1,4]dioxan-2-il-metoxi SO2Me
- 3-287
- Cl [1,4]dioxan-2-il-metoxi SO2Et
- 3-288
- Cl OCH2(CO)NMe2 SO2Me
- 3-289
- Cl OCH2(CO)NMe2 SO2Et
- 3-290
- Cl SMe SO2Me 12,43 (sa, 1H), 8,11 (d, 1H), 7,89 (d, 1H), 3,57 (s, 3H), 2,86 (q, 2H), 1,26 (t, 3H)
- 3-291
- Cl SOMe SO2Me
- 3-292
- Br OMe Br
- 3-293
- Br O(CH2)2OMe Br
- 3-294
- Br O(CH2)2OMe SO2Me
- 3-295
- Br O(CH2)2OMe SO2Et
- 3-296
- Br O(CH2)3OMe SO2Me
- N.º
- X Y Z Datos físicos (RMN de 1H, DMSO-d6, 400 MHz)
- 3-297
- Br O(CH2)3OMe SO2Et
- 3-298
- Br O(CH2)4OMe SO2Me
- 3-299
- Br O(CH2)4OMe SO2Et
- 3-300
- Br [1,4]dioxan-2-il-metoxi SO2Me
- 3-301
- Br [1,4]dioxan-2-il-metoxi SO2Et
- 3-302
- I O(CH2)2OMe SO2Me
- 3-303
- I O(CH2)2OMe SO2Et
- 3-304
- I O(CH2)3OMe SO2Me
- 3-305
- I O(CH2)3OMe SO2Et
- 3-306
- I O(CH2)4OMe SO2Me
- 3-307
- I O(CH2)4OMe SO2Et
- 3-308
- I [1,4]dioxan-2-il-metoxi SO2Me
- 3-309
- I [1,4]dioxan-2-il-metoxi SO2Et
- 3-310
- OMe SMe CF3
- 3-311
- OMe SOMe CF3
- 3-312
- OMe SO2Me CF3
- 3-313
- OMe SOEt CF3
- 3-314
- OMe SO2Et CF3
- 3-315
- OMe S(CH2)2OMe CF3
- 3-316
- OMe SO(CH2)2OMe CF3
- 3-317
- OMe SO2(CH2)2OMe CF3
- 3-318
- OMe SMe Cl
- 3-319
- OMe SOMe Cl
- 3-320
- OMe SO2Me Cl
- 3-321
- OMe SEt Cl
- 3-322
- OMe SOEt Cl
- 3-323
- OMe SO2Et Cl
- 3-324
- OMe S(CH2)2OMe Cl
- 3-325
- OMe SO(CH2)2OMe Cl
- 3-326
- OMe SO2(CH2)2OMe Cl
- 3-327
- OCH2c-Pr SMe CF3
- 3-328
- OCH2c-Pr SOMe CF3
- 3-329
- OCH2c-Pr SO2Me CF3
- N.º
- X Y Z Datos físicos (RMN de 1H, DMSO-d6, 400 MHz)
- 3-330
- OCH2c-Pr SEt CF3
- 3-331
- OCH2c-Pr SOEt CF3
- 3-332
- OCH2c-Pr SO2Et CF3
- 3-333
- OCH2c-Pr S(CH2)2OMe CF3
- 3-334
- OCH2c-Pr SO(CH2)2OMe CF3
- 3-335
- OCH2c-Pr SO2(CH2)2OMe CF3
- 3-336
- OCH2c-Pr SMe Cl
- 3-337
- OCH2c-Pr SOMe Cl
- 3-338
- OCH2c-Pr SO2Me Cl
- 3-339
- OCH2c-Pr SEt Cl
- 3-340
- OCH2c-Pr SOEt Cl
- 3-341
- OCH2c-Pr SO2Et Cl
- 3-342
- OCH2c-Pr S(CH2)2OMe Cl
- 3-343
- OCH2c-Pr SO(CH2)2OMe Cl
- 3-344
- OCH2c-Pr SO2(CH2)2OMe Cl
- 3-345
- OCH2c-Pr SMe SO2Me
- 3-346
- OCH2c-Pr SOMe SO2Me
- 3-347
- OCH2c-Pr SO2Me SO2Me
- 3-348
- OCH2c-Pr SEt SO2Me
- 3-349
- OCH2c-Pr SOEt SO2Me
- 3-350
- OCH2c-Pr SO2Et SO2Me
- 3-351
- OCH2c-Pr S(CH2)2OMe SO2Me
- 3-352
- OCH2c-Pr SO(CH2)2OMe SO2Me
- 3-353
- OCH2c-Pr SO2(CH2)2OMe SO2Me
- 3-354
- SO2Me F CF3
- 3-355
- SO2Me NH2 CF3
- 3-356
- SO2Me NHEt Cl
- 3-357
- SMe SEt F
- 3-358
- SMe SMe F
- 3-359
- Cl SMe CF3 12,39 (sa, 1H), 7,95 (d, 1H), 7,85 (d, 1H), 2,86 (q, 2H), 1,27 (t, 3H)
- 3-360
- Cl S(O)Me CF3
- N.º
- X Y Z Datos físicos (RMN de 1H, DMSO-d6, 400 MHz)
- 3-361
- Cl SO2Me CF3 12,54 (sa, 1H), 8,17 (d, 1H), 8,15 (d, 1H), 3,52 (s, 3H), 2,85 (q, 2H), 1,27 (t, 3H)
- 3-362
- Cl SO2Me SO2Me
Tabla 4: Compuestos de acuerdo con la invención de la fórmula general (I), en la que A es CY y R es trifluorometilo
- N.º
- X Y Z Datos físicos (RMN de 1H, DMSO-d6, 400 MHz)
- 4-1
- F H Cl
- 4-2
- F H SO2Me
- 4-3
- F H SO2Et
- 4-4
- F H CF3
- 4-5
- F H NO2
- 4-6
- Cl H Br
- 4-7
- Cl H SMe
- 4-8
- Cl H SOMe
- 4-9
- Cl H SO2Me 13,22 (sa, 1H), 8,15 (s, 1H), 8,04 (d, 1H), 7,95 (d, 1H)
- 4-10
- Cl H SO2CH2Cl
- 4-11
- Cl H SEt
- 4-12
- Cl H SO2Et
- 4-13
- Cl H CF3
- 4-14
- Cl H NO2
- 4-15
- Cl H pirazol-1-ilo
- 4-16
- Cl H 1H-1,2,4-triazol-1ilo
- 4-17
- Br H Cl
- 4-18
- Br H Br
- 4-19
- Br H SO2Me
- 4-20
- Br H SO2Et
- 4-21
- Br H CF3
- 4-22
- SO2Me H Cl
- 4-23
- SO2Me H Br
- 4-24
- SO2Me H SMe
- 4-25
- SO2Me H SOMe
- 4-26
- SO2Me H SO2Me
- 4-27
- SO2Me H SO2Et
- 4-28
- SO2Me H CF3 8,33 (d, 1H), 8,29 (s, 1H), 8,06 (d, 1H), 3,46 (s, 3H)
- 4-29
- SO2Et H Cl
- 4-30
- SO2Et H Br
- 4-31
- SO2Et H SMe
- 4-32
- SO2Et H SOMe
- 4-33
- SO2Et H SO2Me
- 4-34
- SO2Et H CF3
- 4-35
- NO2 H F
- 4-36
- NO2 H Cl
- 4-37
- NO2 H Br
- 4-38
- NO2 H I
- N.º
- X Y Z Datos físicos (RMN de 1H, DMSO-d6, 400 MHz)
- 4-39
- NO2 H CN
- 4-40
- NO2 H SO2Me
- 4-41
- NO2 H SO2Et
- 4-42
- NO2 H CF3
- 4-43
- Me H Cl
- 4-44
- Me H Br
- 4-45
- Me H SMe
- 4-46
- Me H SO2Me
- 4-47
- Me H SO2CH2Cl
- 4-48
- Me H SEt
- 4-49
- Me H SO2Et
- 4-50
- Me H CF3
- 4-51
- CH2SO2Me H CF3
- 4-52
- Et H Cl
- 4-53
- Et H Br
- 4-54
- Et H SMe
- 4-55
- Et H SO2Me
- 4-56
- Et H SO2CH2Cl
- 4-57
- Et H SEt
- 4-58
- Et H SO2Et
- 4-59
- Et H CF3
- 4-60
- CF3 H Cl
- 4-61
- CF3 H Br
- 4-62
- CF3 H SO2Me
- 4-63
- CF3 H SO2Et
- 4-64
- CF3 H CF3
- 4-65
- NO2 NH2 F
- 4-66
- NO2 NHMe F
- 4-67
- NO2 NMe2 F
- 4-68
- NO2 Me Cl
- 4-69
- NO2 NH2 Cl
- 4-70
- NO2 NHMe Cl
- 4-71
- NO2 NMe2 Cl
- 4-72
- NO2 NH2 Br
- 4-73
- NO2 NHMe Br
- 4-74
- NO2 NMe2 Br
- 4-75
- NO2 NH2 CF3
- 4-76
- NO2 NMe2 CF3
- 4-77
- NO2 NH2 SO2Me
- 4-78
- NO2 NH2 SO2Et
- 4-79
- NO2 NHMe SO2Me
- 4-80
- NO2 NMe2 SO2Me
- 4-81
- NO2 NMe2 SO2Et
- 4-82
- NO2 NH2 1H-1,2,4-triazol-1ilo
- 4-83
- NO2 NHMe 1H-1,2,4-triazol-1ilo
- 4-84
- NO2 NMe2 1H-1,2,4-triazol-1ilo
- 4-85
- Me SMe H
- 4-86
- Me SOMe H
- 4-87
- Me SO2Me H
- 4-88
- Me SEt H
- 4-89
- Me SOEt H
- 4-90
- Me SO2Et H
- 4-91
- Me S(CH2)2OMe H
- 4-92
- Me SO(CH2)2OMe H
- 4-93
- Me SO2(CH2)2OMe H
- N.º
- X Y Z Datos físicos (RMN de 1H, DMSO-d6, 400 MHz)
- 4-94
- Me F F
- 4-95
- Me F Cl
- 4-96
- Me SEt F
- 4-97
- Me SOEt F
- 4-98
- Me SO2Et F
- 4-99
- Me Me Cl
- 4-100
- Me F Cl
- 4-101
- Me Cl Cl
- 4-102
- Me NH2 Cl
- 4-103
- Me NHMe Cl
- 4-104
- Me NMe2 Cl
- 4-105
- Me O(CH2)2OMe Cl
- 4-106
- Me O(CH2)3OMe Cl
- 4-107
- Me O(CH2)4OMe Cl
- 4-108
- Me OCH2CONMe2 Cl
- 4-109
- Me O(CH2)2-CO-NMe2 Cl
- 4-110
- Me O(CH2)2-NH(CO)NMe2 Cl
- 4-111
- Me O(CH2)2-NH(CO)NHCO2Et Cl
- 4-112
- Me O(CH2)2-NHCO2Me Cl
- 4-113
- Me OCH2-NHSO2cPr Cl
- 4-114
- Me O(CH2)-5-2,4-dimetil-2,4dihidro-3H-1,2,4-triazol-3ona Cl
- 4-115
- Me O(CH2)-3,5-dimetil-1,2oxazol-4-ilo Cl
- 4-116
- Me SMe Cl
- 4-117
- Me SOMe Cl
- 4-118
- Me SO2Me Cl
- 4-119
- Me SEt Cl
- 4-120
- Me SOEt Cl
- 4-121
- Me SO2Et Cl
- 4-122
- Me S(CH2)2OMe Cl
- 4-123
- Me SO(CH2)2OMe Cl
- 4-124
- Me SO2(CH2)2OMe Cl
- 4-125
- Me NH2 Br
- 4-126
- Me NHMe Br
- 4-127
- Me NMe2 Br
- 4-128
- Me OCH2(CO)NMe2 Br
- 4-129
- Me O(CH2)-5-pirrolidin-2-ona Br
- 4-130
- Me SMe Br
- 4-131
- Me SOMe Br
- 4-132
- Me SO2Me Br
- 4-133
- Me SEt Br
- 4-134
- Me SOEt Br
- 4-135
- Me SO2Et Br
- 4-136
- Me SMe I
- 4-137
- Me SOMe I
- 4-138
- Me SO2Me I
- 4-139
- Me SEt I
- 4-140
- Me SOEt I
- 4-141
- Me SO2Et I
- 4-142
- Me Cl CF3
- 4-143
- Me SMe CF3 7,72 (d, 1H), 7,65 (d, 1H), 2,67 (s, 3H), 2,30 (s, 3H)
- 4-144
- Me SOMe CF3 7,89 (d, 1H), 7,85 (d, 1H), 3,05 (s, 3H), 2,85 (s, 3H)
- N.º
- X Y Z Datos físicos (RMN de 1H, DMSO-d6, 400 MHz)
- 4-145
- Me SO2Me CF3 13,11 (sa, 1H), 8,05 (d, 1H), 7,99 (d, 1H), 3,43 (s, 3H), 2,73 (s, 3H)
- 4-146
- Me SEt CF3
- 4-147
- Me SOEt CF3
- 4-148
- Me SO2Et CF3
- 4-149
- Me S(CH2)2OMe CF3
- 4-150
- Me SO(CH2)2OMe CF3
- 4-151
- Me SO2(CH2)2OMe CF3
- 4-152
- Me Me SO2Me
- 4-153
- Me 4,5-dihidro-1,2-oxazol-3ilo SO2Me
- 4-154
- Me 4,5-dihidro-1,2-oxazol-3ilo SO2Et
- 4-155
- Me 5-cianometil-4,5-dihidro1,2-oxazol-3-ilo SO2Me
- 4-156
- Me 5-cianometil-4,5-dihidro1,2-oxazol-3-ilo SO2Et
- 4-157
- Me NH2 SO2Me
- 4-158
- Me NHMe SO2Me
- 4-159
- Me NMe2 SO2Me
- 4-160
- Me NH(CH2)2OMe SO2Me
- 4-161
- Me pirazol-1-ilo SO2Me
- 4-162
- Me OH SO2Me
- 4-163
- Me OMe SO2Me
- 4-164
- Me OMe SO2Et
- 4-165
- Me OEt SO2Me
- 4-166
- Me OEt SO2Et
- 4-167
- Me OiPr SO2Me
- 4-168
- Me OiPr SO2Et
- 4-169
- Me O(CH2)2OMe SO2Me
- 4-170
- Me O(CH2)2OMe SO2Et
- 4-171
- Me O(CH2)3OMe SO2Me
- 4-172
- Me O(CH2)3OMe SO2Et
- 4-173
- Me O(CH2)4OMe SO2Me
- 4-174
- Me O(CH2)4OMe SO2Et
- 4-175
- Me O(CH2)2NHSO2Me SO2Me
- 4-176
- Me O(CH2)2NHSO2Me SO2Et
- 4-177
- Me OCH2(CO)NMe2 SO2Me
- 4-178
- Me OCH2(CO)NMe2 SO2Et
- 4-179
- Me [1,4]dioxan-2-il-metoxi SO2Me
- 4-180
- Me [1,4]dioxan-2-il-metoxi SO2Et
- 4-181
- Me O(CH2)2-O(3,5-dimetoxipirimidin-2-ilo SO2Me
- 4-182
- Me Cl SO2Me 13,09 (sa, 1H), 8,05 (d, 1H), 7,77 (d, 1H), 3,44 (s, 3H), 2,47 (s, 3H)
- 4-183
- Me SMe SO2Me
- 4-184
- Me SOMe SO2Me
- 4-185
- Me SO2Me SO2Me
- 4-186
- Me SO2Me SO2Et
- 4-187
- Me SEt SO2Me
- 4-188
- Me SOEt SO2Me
- 4-189
- Me SO2Et SO2Me
- 4-190
- Me S(CH2)2OMe SO2Me
- 4-191
- Me SO(CH2)2OMe SO2Me
- 4-192
- Me SO2(CH2)2OMe SO2Me
- 4-193
- CH2SMe OMe SO2Me
- 4-194
- CH2OMe OMe SO2Me
- N.º
- X Y Z Datos físicos (RMN de 1H, DMSO-d6, 400 MHz)
- 4-195
- CH2O(CH2)2 OMe NH(CH2)2OEt SO2Me
- 4-196
- CH2O(CH2)2 OMe NH(CH2)3OEt SO2Me
- 4-197
- CH2O(CH2)3 OMe OMe SO2Me
- 4-198
- CH2O(CH2)2 OMe NH(CH2)2OMe SO2Me
- 4-199
- CH2O(CH2)2 OMe NH(CH2)3OMe SO2Me
- 4-200
- Et SMe Cl
- 4-201
- Et SO2Me Cl
- 4-202
- Et SMe CF3
- 4-203
- Et SO2Me CF3
- 4-204
- Et F SO2Me
- 4-205
- Et NH(CH2)2OMe SO2Me
- 4-206
- iPr SO2Me CF3
- 4-207
- cPr SO2Me CF3
- 4-208
- CF3 O(CH2)2OMe F
- 4-209
- CF3 O(CH2)3OMe F
- 4-210
- CF3 OCH2CONMe2 F
- 4-211
- CF3 [1,4]dioxan-2-il-metoxi F
- 4-212
- CF3 O(CH2)2OMe Cl
- 4-213
- CF3 O(CH2)3OMe Cl
- 4-214
- CF3 OCH2CONMe2 Cl
- 4-215
- CF3 [1,4]dioxan-2-il-metoxi Cl
- 4-216
- CF3 O(CH2)2OMe Br
- 4-217
- CF3 O(CH2)3OMe Br
- 4-218
- CF3 OCH2CONMe2 Br
- 4-219
- CF3 [1,4]dioxan-2-il-metoxi Br
- 4-220
- CF3 O(CH2)2OMe I
- 4-221
- CF3 O(CH2)3OMe I
- 4-222
- CF3 OCH2CONMe2 I
- 4-223
- CF3 [1,4]dioxan-2-il-metoxi I
- 4-224
- CF3 F SO2Me
- 4-225
- CF3 F SO2Et
- 4-226
- CF3 O(CH2)2OMe SO2Me
- 4-227
- CF3 O(CH2)2OMe SO2Et
- 4-228
- CF3 O(CH2)3OMe SO2Me
- 4-229
- CF3 O(CH2)3OMe SO2Et
- 4-230
- CF3 OCH2CONMe2 SO2Me
- 4-231
- CF3 OCH2CONMe2 SO2Et
- 4-232
- CF3 [1,4]dioxan-2-il-metoxi SO2Me
- 4-233
- CF3 [1,4]dioxan-2-il-metoxi SO2Et
- 4-234
- F SMe CF3
- 4-235
- F SOMe CF3
- 4-236
- Cl Me Cl
- 4-237
- Cl OCH2CHCH2 Cl
- 4-238
- Cl OCH2CHF2 Cl
- 4-239
- Cl O(CH2)2OMe Cl
- 4-240
- Cl OCH2CONMe2 Cl 13,08 (sa, 1H), 7,67 (d, 1H), 7,48 (d, 1H), 4,74 (s, 2H), 3,01 (s, 3H), 2,87 (s, 3H)
- 4-241
- Cl O(CH2)-5-pirrolidin-2-ona Cl
- 4-242
- Cl SMe Cl
- 4-243
- Cl SOMe Cl
- 4-244
- Cl SO2Me Cl
- 4-245
- Cl F SMe
- N.º
- X Y Z Datos físicos (RMN de 1H, DMSO-d6, 400 MHz)
- 4-246
- Cl Cl SO2Me 13,29 (sa, 1H), 8,18 (d, 1H), 7,91 (d, 1H), 3,49 (s, 3H)
- 4-247
- Cl COOMe SO2Me
- 4-248
- Cl CONMe2 SO2Me
- 4-249
- Cl CONMe(OMe) SO2Me
- 4-250
- Cl CH2OMe SO2Me
- 4-251
- Cl CH2OMe SO2Et
- 4-252
- Cl CH2OEt SO2Me
- 4-253
- Cl CH2OEt SO2Et
- 4-254
- Cl CH2OCH2CHF2 SO2Me
- 4-255
- Cl CH2OCH2CF3 SO2Me 13,21 (sa, 1H), 8,11 (d, 1H), 7,95 (d, 1H), 5,25 (s, 2H), 4,29 (q, 2H),
- 4-256
- Cl CH2OCH2CF3 SMe 12,98 (sa, 1H), 7,64 (d, 1H), 7,44 (d, 1H), 4,90 (s, 2H), 4,18 (q, 2H), 2,57 (s, 3H)
- 4-257
- Cl CH2OCH2CF3 SO2Et
- 4-258
- Cl CH2OCH2CF2CHF2 SO2Me
- 4-259
- Cl CH2OcPentil SO2Me
- 4-260
- Cl CH2PO(OMe)2 SO2Me
- 4-261
- Cl 4,5-dihidro-1,2-oxazol-3ilo SMe
- 4-262
- Cl 4,5-dihidro-1,2-oxazol-3ilo SO2Me
- 4-263
- Cl 4,5-dihidro-1,2-oxazol-3ilo SO2Et
- 4-264
- Cl 5-cianometil-4,5-dihidro1,2-oxazol-3-ilo SO2Me
- 4-265
- Cl 5-cianometil-4,5-dihidro1,2-oxazol-3-ilo SO2Et
- 4-266
- Cl 5-(metoximetil)-4,5dihidro-1,2-oxazol-3-ilo SO2Et
- 4-267
- Cl 5-(metoximetil)-5-metil4,5-dihidro-1,2-oxazol-3ilo SO2Et
- 4-268
- Cl CH2O-tetrahidrofuran-3ilo SO2Me
- 4-269
- Cl CH2O-tetra-hidrofuran-3ilo SO2Et
- 4-270
- Cl CH2OCH2tetrahidrofuran-2-ilo SO2Me 13,24 (sa 1H), 8,11 (d, 1H), 7,91 (d, 1H), 5,09 (dd, 2H), 4,02-3,93 (m, 1H), 3,72 (dd, 1H) 3,62 (dd, 1H), 3,59-3,52 (m, 3H), 1,93-1,86 (m, 1H), 1,831,75 (m, 2H), 1,59-1,51 (m, 1H)
- 4-271
- Cl CH2OCH2-tetrahidrofuran-2-ilo SO2Et
- 4-272
- Cl CH2OCH2-tetrahidrofuran-3-ilo SO2Me
- 4-273
- Cl CH2OCH2-tetrahidrofuran-3-ilo SO2Et
- 4-274
- Cl OMe SO2Me
- 4-275
- Cl OMe SO2Et
- 4-276
- Cl OEt SO2Me
- 4-277
- Cl OEt SO2Et
- 4-278
- Cl OiPr SO2Me
- 4-279
- Cl OiPr SO2Et
- 4-280
- Cl O(CH2)2OMe SO2Me
- 4-281
- Cl O(CH2)4OMe SO2Me
- 4-282
- Cl O(CH2)4OMe SO2Et
- N.º
- X Y Z Datos físicos (RMN de 1H, DMSO-d6, 400 MHz)
- 4-283
- Cl O(CH2)3OMe SO2Me
- 4-284
- Cl O(CH2)3OMe SO2Et
- 4-285
- Cl O(CH2)2OMe SO2Me
- 4-286
- Cl O(CH2)2OMe SO2Et
- 4-287
- Cl [1,4]dioxan-2-il-metoxi SO2Me
- 4-288
- Cl [1,4]dioxan-2-il-metoxi SO2Et
- 4-289
- Cl OCH2(CO)NMe2 SO2Me
- 4-290
- Cl OCH2(CO)NMe2 SO2Et
- 4-291
- Cl SMe SO2Me 13,22 (sa, 1H), 8,14 (d, 1H), 7,91 (d, 1H), 3,59 (s, 3H)
- 4-292
- Cl SOMe SO2Me
- 4-293
- Br OMe Br
- 4-294
- Br O(CH2)2OMe Br
- 4-295
- Br O(CH2)2OMe SO2Me
- 4-296
- Br O(CH2)2OMe SO2Et
- 4-297
- Br O(CH2)3OMe SO2Me
- 4-298
- Br O(CH2)3OMe SO2Et
- 4-299
- Br O(CH2)4OMe SO2Me
- 4-300
- Br O(CH2)4OMe SO2Et
- 4-301
- Br [1,4]dioxan-2-il-metoxi SO2Me
- 4-302
- Br [1,4]dioxan-2-il-metoxi SO2Et
- 4-303
- I O(CH2)2OMe SO2Me
- 4-304
- I O(CH2)2OMe SO2Et
- 4-305
- I O(CH2)3OMe SO2Me
- 4-306
- I O(CH2)3OMe SO2Et
- 4-307
- I O(CH2)4OMe SO2Me
- 4-308
- I O(CH2)4OMe SO2Et
- 4-309
- I [1,4]dioxan-2-il-metoxi SO2Me
- 4-310
- I [1,4]dioxan-2-il-metoxi SO2Et
- 4-311
- OMe SMe CF3
- 4-312
- OMe SOMe CF3
- 4-313
- OMe SO2Me CF3
- 4-314
- OMe SOEt CF3
- 4-315
- OMe SO2Et CF3
- 4-316
- OMe S(CH2)2OMe CF3
- 4-317
- OMe SO(CH2)2OMe CF3
- 4-318
- OMe SO2(CH2)2OMe CF3
- 4-319
- OMe SMe Cl
- 4-320
- OMe SOMe Cl
- 4-321
- OMe SO2Me Cl
- 4-322
- OMe SEt Cl
- 4-323
- OMe SOEt Cl
- 4-324
- OMe SO2Et Cl
- 4-325
- OMe S(CH2)2OMe Cl
- 4-326
- OMe SO(CH2)2OMe Cl
- 4-327
- OMe SO2(CH2)2OMe Cl
- 4-328
- OCH2c-Pr SMe CF3
- 4-329
- OCH2c-Pr SOMe CF3
- 4-330
- OCH2c-Pr SO2Me CF3
- 4-331
- OCH2c-Pr SEt CF3
- 4-332
- OCH2c-Pr SOEt CF3
- 4-333
- OCH2c-Pr SO2Et CF3
- 4-334
- OCH2c-Pr S(CH2)2OMe CF3
- 4-335
- OCH2c-Pr SO(CH2)2OMe CF3
- 4-336
- OCH2c-Pr SO2(CH2)2OMe CF3
- 4-337
- OCH2c-Pr SMe Cl
- 4-338
- OCH2c-Pr SOMe Cl
- 4-339
- OCH2c-Pr SO2Me Cl
- 4-340
- OCH2c-Pr SEt Cl
- N.º
- X Y Z Datos físicos (RMN de 1H, DMSO-d6, 400 MHz)
- 4-341
- OCH2c-Pr SOEt Cl
- 4-342
- OCH2c-Pr SO2Et Cl
- 4-343
- OCH2c-Pr S(CH2)2OMe Cl
- 4-344
- OCH2c-Pr SO(CH2)2OMe Cl
- 4-345
- OCH2c-Pr SO2(CH2)2OMe Cl
- 4-346
- OCH2c-Pr SMe SO2Me
- 4-347
- OCH2c-Pr SOMe SO2Me
- 4-348
- OCH2c-Pr SO2Me SO2Me
- 4-349
- OCH2c-Pr SEt SO2Me
- 4-350
- OCH2c-Pr SOEt SO2Me
- 4-351
- OCH2c-Pr SO2Et SO2Me
- 4-352
- OCH2c-Pr S(CH2)2OMe SO2Me
- 4-353
- OCH2c-Pr SO(CH2)2OMe SO2Me
- 4-354
- OCH2c-Pr SO2(CH2)2OMe SO2Me
- 4-355
- SO2Me F CF3
- 4-356
- SO2Me NH2 CF3
- 4-357
- SO2Me NHEt Cl
- 4-358
- SMe SEt F
- 4-359
- SMe SMe F
- 4-360
- Cl SMe CF3
- 4-361
- Cl S(O)Me CF3
- 4-362
- Cl SO2Me CF3
- 4-363
- Cl SO2Me SO2Me
Tabla 5: Compuestos de acuerdo con la invención de la fórmula general (I), en la que A es CY y R es CH2OMe
- N.º
- X Y Z Datos físicos (RMN de 1H, DMSO-d6, 400 MHz)
- 5-1
- F H Cl
- 5-2
- F H SO2Me
- 5-3
- F H SO2Et
- 5-4
- F H CF3
- 5-5
- F H NO2
- 5-6
- Cl H Br
- 5-7
- Cl H SMe
- 5-8
- Cl H SOMe
- 5-9
- Cl H SO2Me
- 5-10
- Cl H SO2CH2Cl
- 5-11
- Cl H SEt
- 5-12
- Cl H SO2Et
- 5-13
- Cl H CF3
- 5-14
- Cl H NO2
- 5-15
- Cl H pirazol-1-ilo
- 5-16
- Cl H 1H-1,2,4-triazol-1-ilo
- 5-17
- Br H Cl
- 5-18
- Br H Br
- 5-19
- Br H SO2Me
- 5-20
- Br H SO2Et
- 5-21
- Br H CF3
- 5-22
- SO2Me H Cl
- 5-23
- SO2Me H Br
- 5-24
- SO2Me H SMe
- 5-25
- SO2Me H SOMe
- N.º
- X Y Z Datos físicos (RMN de 1H, DMSO-d6, 400 MHz)
- 5-26
- SO2Me H SO2Me
- 5-27
- SO2Me H SO2Et
- 5-28
- SO2Me H CF3 RMN de 1H, CDCl3, 400 MHz 8,02 (t, 1H), 7,97 (d, 1H), 7,88 (d, 1H), 4,57 (s, 2H), 3,43 (s, 3H)
- 5-29
- SO2Et H Cl
- 5-30
- SO2Et H Br
- 5-31
- SO2Et H SMe
- 5-32
- SO2Et H SOMe
- 5-33
- SO2Et H SO2Me
- 5-34
- SO2Et H CF3
- 5-35
- NO2 H F
- 5-36
- NO2 H Cl
- 5-37
- NO2 H Br RMN de 1H, DMSO-d6, 400 MHz 8,39 (d, 1H), 8,09 (d, 1H), 7,80 (m, 1H), 4,60 (s, 2H), 3,34 (s, 3H)
- 5-38
- NO2 H I
- 5-39
- NO2 H CN
- 5-40
- NO2 H SO2Me
- 5-41
- NO2 H SO2Et
- 5-42
- NO2 H CF3
- 5-43
- Me H Cl
- 5-44
- Me H Br
- 5-45
- Me H SMe
- 5-46
- Me H SO2Me
- 5-47
- Me H SO2CH2Cl
- 5-48
- Me H SEt
- 5-49
- Me H SO2Et
- 5-50
- Me H CF3
- 5-51
- CH2SO2Me H CF3 RMN de 1H, DMSO-d6, 400 MHz 12,50 (sa, 1H), 7,95 (m, 3H), 4,93 (s, 2H), 4,11 (s, 2H), 3,36 (s, 3H), 2,98 (s, 3H)
- 5-52
- Et H Cl
- 5-53
- Et H Br
- 5-54
- Et H SMe
- 5-55
- Et H SO2Me
- 5-56
- Et H SO2CH2Cl
- 5-57
- Et H SEt
- 5-58
- Et H SO2Et
- 5-59
- Et H CF3
- 5-60
- CF3 H Cl
- 5-61
- CF3 H Br
- 5-62
- CF3 H SO2Me
- 5-63
- CF3 H SO2Et
- 5-64
- CF3 H CF3
- 5-65
- NO2 NH2 F
- 5-66
- NO2 NHMe F
- 5-67
- NO2 NMe2 F
- 5-68
- NO2 Me Cl
- 5-69
- NO2 NH2 Cl
- 5-70
- NO2 NHMe Cl
- 5-71
- NO2 NMe2 Cl
- 5-72
- NO2 NH2 Br
- 5-73
- NO2 NHMe Br
- N.º
- X Y Z Datos físicos (RMN de 1H, DMSO-d6, 400 MHz)
- 5-74
- NO2 NMe2 Br
- 5-75
- NO2 NH2 CF3
- 5-76
- NO2 NMe2 CF3
- 5-77
- NO2 NH2 SO2Me
- 5-78
- NO2 NH2 SO2Et
- 5-79
- NO2 NHMe SO2Me
- 5-80
- NO2 NMe2 SO2Me
- 5-81
- NO2 NMe2 SO2Et
- 5-82
- NO2 NH2 1H-1,2,4-triazol-1-ilo
- 5-83
- NO2 NHMe 1H-1,2,4-triazol-1-ilo
- 5-84
- NO2 NMe2 1H-1,2,4-triazol-1-ilo
- 5-85
- Me SMe H
- 5-86
- Me SOMe H
- 5-87
- Me SO2Me H
- 5-88
- Me SEt H
- 5-89
- Me SOEt H
- 5-90
- Me SO2Et H
- 5-91
- Me S(CH2)2OMe H
- 5-92
- Me SO(CH2)2OMe H
- 5-93
- Me SO2(CH2)2OMe H
- 5-94
- Me F F
- 5-95
- Me F Cl
- 5-96
- Me SEt F
- 5-97
- Me SOEt F
- 5-98
- Me SO2Et F
- 5-99
- Me Me Cl
- 5-100
- Me F Cl
- 5-101
- Me Cl Cl
- 5-102
- Me NH2 Cl
- 5-103
- Me NHMe Cl
- 5-104
- Me NMe2 Cl
- 5-105
- Me O(CH2)2OMe Cl
- 5-106
- Me O(CH2)3OMe Cl
- 5-107
- Me O(CH2)4OMe Cl
- 5-108
- Me OCH2CONMe2 Cl
- 5-109
- Me O(CH2)2-CO-NMe2 Cl
- 5-110
- Me O(CH2)2NH(CO)NMe2 Cl
- 5-111
- Me O(CH2)2-NH(CO)NHCO2Et Cl
- 5-112
- Me O(CH2)2-NHCO2Me Cl
- 5-113
- Me OCH2-NHSO2cPr Cl
- 5-114
- Me O(CH2)-5-2,4-dimetil2,4-dihidro-3H-1,2,4triazol-3-ona Cl
- 5-115
- Me O(CH2)-3,5-dime-thil1,2-oxazol-4-ilo Cl
- 5-116
- Me SMe Cl
- 5-117
- Me SOMe Cl
- 5-118
- Me SO2Me Cl
- 5-119
- Me SEt Cl
- 5-120
- Me SOEt Cl
- 5-121
- Me SO2Et Cl
- 5-122
- Me S(CH2)2OMe Cl
- 5-123
- Me SO(CH2)2OMe Cl
- 5-124
- Me SO2(CH2)2OMe Cl
- 5-125
- Me NH2 Br
- 5-126
- Me NHMe Br
- 5-127
- Me NMe2 Br
- 5-128
- Me OCH2(CO)NMe2 Br
- N.º
- X Y Z Datos físicos (RMN de 1H, DMSO-d6, 400 MHz)
- 5-129
- Me O(CH2)-5-pirrolidin-2ona Br
- 5-130
- Me SMe Br
- 5-131
- Me SOMe Br
- 5-132
- Me SO2Me Br
- 5-133
- Me SEt Br
- 5-134
- Me SOEt Br
- 5-135
- Me SO2Et Br
- 5-136
- Me SMe I
- 5-137
- Me SOMe I
- 5-138
- Me SO2Me I
- 5-139
- Me SEt I
- 5-140
- Me SOEt I
- 5-141
- Me SO2Et I
- 5-142
- Me Cl CF3
- 5-143
- Me SMe CF3 12,33 (s, 1H), 7,78 (d, 1H), 7,71 (d, 1H), 4,62 (s, 2H), 3,36 (s, 3H), 2,66 (s, 3H), 2,28 (s, 3H)
- 5-144
- Me SOMe CF3
- 5-145
- Me SO2Me CF3 7,89 (sa, 2H), 4,51 (s, 2H), 3,31 (s, 3H), 2,08 (s, 3H)
- 5-146
- Me SEt CF3
- 5-147
- Me SOEt CF3
- 5-148
- Me SO2Et CF3
- 5-149
- Me S(CH2)2OMe CF3
- 5-150
- Me SO(CH2)2OMe CF3
- 5-151
- Me SO2(CH2)2OMe CF3
- 5-152
- Me Me SO2Me
- 5-153
- Me 4,5-dihidro-1,2oxazol-3-ilo SO2Me
- 5-154
- Me 4,5-dihidro-1,2oxazol-3-ilo SO2Et
- 5-155
- Me 5-cianometil-4,5dihidro-1,2-oxazol-3ilo SO2Me
- 5-156
- Me 5-cianometil-4,5dihidro-1,2-oxazol-3ilo SO2Et
- 5-157
- Me NH2 SO2Me
- 5-158
- Me NHMe SO2Me
- 5-159
- Me NMe2 SO2Me
- 5-160
- Me NH(CH2)2OMe SO2Me 12,27 (sa, 1H), 7,64 (d, 1H), 7,19 (d, 1H), 5,69 (m, 2H), 4,62 (s, 2H), 3,55 (m, 5H), 2,29 (s, 3H)
- 5-161
- Me pirazol-1-ilo SO2Me
- 5-162
- Me OH SO2Me
- 5-163
- Me OMe SO2Me
- 5-164
- Me OMe SO2Et
- 5-165
- Me OEt SO2Me
- 5-166
- Me OEt SO2Et
- 5-167
- Me OiPr SO2Me
- 5-168
- Me OiPr SO2Et
- 5-169
- Me O(CH2)2OMe SO2Me
- 5-170
- Me O(CH2)2OMe SO2Et
- 5-171
- Me O(CH2)3OMe SO2Me
- 5-172
- Me O(CH2)3OMe SO2Et
- 5-173
- Me O(CH2)4OMe SO2Me
- 5-174
- Me O(CH2)4OMe SO2Et
- N.º
- X Y Z Datos físicos (RMN de 1H, DMSO-d6, 400 MHz)
- 5-175
- Me O(CH2)2NHSO2Me SO2Me
- 5-176
- Me O(CH2)2NHSO2Me SO2Et
- 5-177
- Me OCH2(CO)NMe2 SO2Me
- 5-178
- Me OCH2(CO)NMe2 SO2Et
- 5-179
- Me [1,4]dioxan-2-ilmetoxi SO2Me
- 5-180
- Me [1,4]dioxan-2-ilmetoxi SO2Et
- 5-181
- Me O(CH2)2-O(3,5-dimetoxipirimidin-2-ilo SO2Me
- 5-182
- Me Cl SO2Me
- 5-183
- Me SMe SO2Me
- 5-184
- Me SOMe SO2Me
- 5-185
- Me SO2Me SO2Me 8,24 (d,1H), 8,04 (d, 1H), 4,62 (s, 2H), 3,60 (s, 3H), 3,55 (s, 3H), 3,33 (s, 3H), 2,67 (s, 3H)
- 5-186
- Me SO2Me SO2Et
- 5-187
- Me SEt SO2Me
- 5-188
- Me SOEt SO2Me
- 5-189
- Me SO2Et SO2Me
- 5-190
- Me S(CH2)2OMe SO2Me
- 5-191
- Me SO(CH2)2OMe SO2Me
- 5-192
- Me SO2(CH2)2OMe SO2Me
- 5-193
- CH2SMe OMe SO2Me
- 5-194
- CH2OMe OMe SO2Me
- 5-195
- CH2O(CH2)2 OMe NH(CH2)2OEt SO2Me
- 5-196
- CH2O(CH2)2 OMe NH(CH2)3OEt SO2Me
- 5-197
- CH2O(CH2)3 OMe OMe SO2Me
- 5-198
- CH2O(CH2)2 OMe NH(CH2)2OMe SO2Me
- 5-199
- CH2O(CH2)2 OMe NH(CH2)3OMe SO2Me
- 5-200
- Et SMe Cl
- 5-201
- Et SO2Me Cl
- 5-202
- Et SMe CF3
- 5-203
- Et SO2Me CF3
- 5-204
- Et F SO2Me
- 5-205
- Et NH(CH2)2OMe SO2Me
- 5-206
- iPr SO2Me CF3
- 5-207
- cPr SO2Me CF3
- 5-208
- CF3 O(CH2)2OMe F
- 5-209
- CF3 O(CH2)3OMe F
- 5-210
- CF3 OCH2CONMe2 F
- 5-211
- CF3 [1,4]dioxan-2-ilmetoxi F
- 5-212
- CF3 O(CH2)2OMe Cl
- 5-213
- CF3 O(CH2)3OMe Cl
- 5-214
- CF3 OCH2CONMe2 Cl
- 5-215
- CF3 [1,4]dioxan-2-ilmetoxi Cl
- 5-216
- CF3 O(CH2)2OMe Br
- 5-217
- CF3 O(CH2)3OMe Br
- 5-218
- CF3 OCH2CONMe2 Br
- 5-219
- CF3 [1,4]dioxan-2-ilmetoxi Br
- N.º
- X Y Z Datos físicos (RMN de 1H, DMSO-d6, 400 MHz)
- 5-220
- CF3 O(CH2)2OMe I
- 5-221
- CF3 O(CH2)3OMe I
- 5-222
- CF3 OCH2CONMe2 I
- 5-223
- CF3 [1,4]dioxan-2-ilmetoxi I
- 5-224
- CF3 F SO2Me
- 5-225
- CF3 F SO2Et
- 5-226
- CF3 O(CH2)2OMe SO2Me
- 5-227
- CF3 O(CH2)2OMe SO2Et
- 5-228
- CF3 O(CH2)3OMe SO2Me
- 5-229
- CF3 O(CH2)3OMe SO2Et
- 5-230
- CF3 OCH2CONMe2 SO2Me
- 5-231
- CF3 OCH2CONMe2 SO2Et
- 5-232
- CF3 [1,4]dioxan-2-ilmetoxi SO2Me
- 5-233
- CF3 [1,4]dioxan-2-ilmetoxi SO2Et
- 5-234
- F SMe CF3 7,86 (d, 1H), 7,78 (d, 1H), 4,63 (s, 2H), 4,18 (s, 3H), 3,40 (s, 3H)
- 5-235
- F SOMe CF3 7,87 (d, 1H), 7,82 (d, 1H), 4,63 (s, 2H), 3,13 (ss, 6H)
- 5-236
- Cl Me Cl
- 5-237
- Cl OCH2CHCH2 Cl
- 5-238
- Cl OCH2CHF2 Cl
- 5-239
- Cl O(CH2)2OMe Cl
- 5-240
- Cl OCH2CONMe2 Cl 7,65 (d, 1H), 7,48 (d, 1H), 4,70 (s, 2H), 3,43-3,24 (m, 5H), 3,0 (s, 3H), 2,86 (s, 3H)
- 5-241
- Cl O(CH2)-5-pirrolidin-2ona Cl
- 5-242
- Cl SMe Cl 7,72 (d, 1H), 7,63 (d, 1H), 4,61 (s, 2H), 3,35 (s, 3H), 2,44 (s, 3H)
- 5-243
- Cl SOMe Cl
- 5-244
- Cl SO2Me Cl
- 5-245
- Cl F SMe
- 5-246
- Cl Cl SO2Me 8,0 (d, 1H), 7,67 (d, 1H), 4,46 (s, 2H), 3,43 (s, 3H), 3,36 (s, 3H)
- 5-247
- Cl COOMe SO2Me
- 5-248
- Cl CONMe2 SO2Me
- 5-249
- Cl CONMe(OMe) SO2Me
- 5-250
- Cl CH2OMe SO2Me
- 5-251
- Cl CH2OMe SO2Et
- 5-252
- Cl CH2OEt SO2Me
- 5-253
- Cl CH2OEt SO2Et
- 5-254
- Cl CH2OCH2CHF2 SO2Me
- 5-255
- Cl CH2OCH2CF3 SO2Me
- 5-256
- Cl CH2OCH2CF3 SO2Et
- 5-257
- Cl CH2OCH2CF2CHF2 SO2Me
- 5-258
- Cl CH2OcPentil SO2Me
- 5-259
- Cl CH2PO(OMe)2 SO2Me
- 5-260
- Cl 4,5-dihidro-1,2oxazol-3-ilo SMe
- 5-261
- Cl 4,5-dihidro-1,2oxazol-3-ilo SO2Me
- N.º
- X Y Z Datos físicos (RMN de 1H, DMSO-d6, 400 MHz)
- 5-262
- Cl 4,5-dihidro-1,2oxazol-3-ilo SO2Et
- 5-263
- Cl 5-cianometil-4,5dihidro-1,2-oxazol-3ilo SO2Me
- 5-264
- Cl 5-cianometil-4,5dihidro-1,2-oxazol-3ilo SO2Et
- 5-265
- Cl 5-(metoximetil)-4,5dihidro-1,2-oxazol-3ilo SO2Et
- 5-266
- Cl 5-(metoximetil)-5metil-4,5-dihidro-1,2oxazol-3-ilo SO2Et
- 5-267
- Cl CH2O-tetrahidrofuran3-ilo SO2Me
- 5-268
- Cl CH2O-tetrahidrofuran-3-ilo SO2Et
- 5-269
- Cl CH2OCH2tetrahidrofuran-2-ilo SO2Me
- 5-270
- Cl CH2OCH2-tetrahidrofuran-2-ilo SO2Et 12,68 (sa, 1H), 8,09 (d, 1H), 7,91 (d, 1H), 5,12 (d, 2H), 5,06 (s, 2H), 4,62 (s, 2H), 3,97 (m, 1H), 3,72 (q, 1H), 3,62 (q, 1H), 3,37 (s, 3H), 1,94-1,85 (m, 1H), 1,83-1,73 (m, 2H), 1,59-1,48 (m, 1H)
- 5-271
- Cl CH2OCH2-tetrahidrofuran-3-ilo SO2Me
- 5-272
- Cl CH2OCH2-tetrahidrofuran-3-ilo SO2Et
- 5-273
- Cl OMe SO2Me
- 5-274
- Cl OMe SO2Et
- 5-275
- Cl OEt SO2Me
- 5-276
- Cl OEt SO2Et
- 5-277
- Cl OiPr SO2Me
- 5-278
- Cl OiPr SO2Et
- 5-279
- Cl O(CH2)2OMe SO2Me
- 5-280
- Cl O(CH2)4OMe SO2Me
- 5-281
- Cl O(CH2)4OMe SO2Et
- 5-282
- Cl O(CH2)3OMe SO2Me
- 5-283
- Cl O(CH2)3OMe SO2Et
- 5-284
- Cl O(CH2)2OMe SO2Me
- 5-285
- Cl O(CH2)2OMe SO2Et
- 5-286
- Cl [1,4]dioxan-2-ilmetoxi SO2Me
- 5-287
- Cl [1,4]dioxan-2-ilmetoxi SO2Et
- 5-288
- Cl OCH2(CO)NMe2 SO2Me
- 5-289
- Cl OCH2(CO)NMe2 SO2Et
- 5-290
- Cl SMe SO2Me 8,12 (d, 1H), 7,91 (d, 1H), 4,62 (s, 2H), 3,57 (s, 3H), 3,40 (s, 3H)
- 5-291
- Cl SOMe SO2Me
- 5-292
- Br OMe Br
- 5-293
- Br O(CH2)2OMe Br
- 5-294
- Br O(CH2)2OMe SO2Me
- 5-295
- Br O(CH2)2OMe SO2Et
- 5-296
- Br O(CH2)3OMe SO2Me
- 5-297
- Br O(CH2)3OMe SO2Et
- 5-298
- Br O(CH2)4OMe SO2Me
- N.º
- X Y Z Datos físicos (RMN de 1H, DMSO-d6, 400 MHz)
- 5-299
- Br O(CH2)4OMe SO2Et
- 5-300
- Br [1,4]dioxan-2-ilmetoxi SO2Me
- 5-301
- Br [1,4]dioxan-2-ilmetoxi SO2Et
- 5-302
- I O(CH2)2OMe SO2Me
- 5-303
- I O(CH2)2OMe SO2Et
- 5-304
- I O(CH2)3OMe SO2Me
- 5-305
- I O(CH2)3OMe SO2Et
- 5-306
- I O(CH2)4OMe SO2Me
- 5-307
- I O(CH2)4OMe SO2Et
- 5-308
- I [1,4]dioxan-2-ilmetoxi SO2Me
- 5-309
- I [1,4]dioxan-2-ilmetoxi SO2Et
- 5-310
- OMe SMe CF3
- 5-311
- OMe SOMe CF3
- 5-312
- OMe SO2Me CF3
- 5-313
- OMe SOEt CF3
- 5-314
- OMe SO2Et CF3
- 5-315
- OMe S(CH2)2OMe CF3
- 5-316
- OMe SO(CH2)2OMe CF3
- 5-317
- OMe SO2(CH2)2OMe CF3
- 5-318
- OMe SMe Cl
- 5-319
- OMe SOMe Cl
- 5-320
- OMe SO2Me Cl
- 5-321
- OMe SEt Cl
- 5-322
- OMe SOEt Cl
- 5-323
- OMe SO2Et Cl
- 5-324
- OMe S(CH2)2OMe Cl
- 5-325
- OMe SO(CH2)2OMe Cl
- 5-326
- OMe SO2(CH2)2OMe Cl
- 5-327
- OMe H SO2Me 7,79 (d, 1H), 7,61 (d, 2H), 4,62 (s, 2H), 3,95 (s, 3H)
- 5-328
- OCH2-c-Pr SMe CF3
- 5-329
- OCH2-c-Pr SOMe CF3
- 5-330
- OCH2-c-Pr SO2Me CF3
- 5-331
- OCH2-c-Pr SEt CF3
- 5-332
- OCH2-c-Pr SOEt CF3
- 5-333
- OCH2-c-Pr SO2Et CF3
- 5-334
- OCH2-c-Pr S(CH2)2OMe CF3
- 5-335
- OCH2-c-Pr SO(CH2)2OMe CF3
- 5-336
- OCH2-c-Pr SO2(CH2)2OMe CF3
- 5-337
- OCH2-c-Pr SMe Cl
- 5-338
- OCH2-c-Pr SOMe Cl
- 5-339
- OCH2-c-Pr SO2Me Cl
- 5-340
- OCH2-c-Pr SEt Cl
- 5-341
- OCH2-c-Pr SOEt Cl
- 5-342
- OCH2-c-Pr SO2Et Cl
- 5-343
- OCH2-c-Pr S(CH2)2OMe Cl
- 5-344
- OCH2-c-Pr SO(CH2)2OMe Cl
- 5-345
- OCH2-c-Pr SO2(CH2)2OMe Cl
- 5-346
- OCH2-c-Pr SMe SO2Me
- 5-347
- OCH2-c-Pr SOMe SO2Me
- 5-348
- OCH2-c-Pr SO2Me SO2Me
- 5-349
- OCH2-c-Pr SEt SO2Me
- 5-350
- OCH2-c-Pr SOEt SO2Me
- 5-351
- OCH2-c-Pr SO2Et SO2Me
- 5-352
- OCH2-c-Pr S(CH2)2OMe SO2Me
- 5-353
- OCH2-c-Pr SO(CH2)2OMe SO2Me
- N.º
- X Y Z Datos físicos (RMN de 1H, DMSO-d6, 400 MHz)
- 5-354
- OCH2-c-Pr SO2(CH2)2OMe SO2Me
- 5-355
- SO2Me F CF3
- 5-356
- SO2Me NH2 CF3
- 5-357
- SO2Me NHEt Cl
- 5-358
- SMe SEt F
- 5-359
- SMe SMe F
- 5-360
- F SO2Me CF3
- 5-361
- Cl SMe CF3 12,58 (sa, 1H), 7,94 (d, 1H), 7,87 (d, 1H), 4,63 (s, 2H), 2,44 (s, 3H)
- 5-362
- Cl S(O)Me CF3 12,70 (sa, 1H), 8,04 (d, 1H), 8,01 (d, 1H), 4,63 (s, 2H), 3,57 (s, 3H), 3,15 (s, 3H)
- 5-363
- Cl SO2Me CF3 12,75 (sa, 1H), 8,19 (d, 1H), 8,17 (d, 1H), 4,63 (s, 2H), 3,52 (s, 3H), 3,32 (s, 3H)
- 5-364
- Cl SO2Me SO2Me
Tabla 6: Compuestos de acuerdo con la invención de la fórmula general (I), en la que A es CY
- N.º
- R X Y Z Datos físicos
- 6-1
- c-Pr NO2 H SO2Me
- 6-2
- c-Pr Cl H SO2Me
- 6-3
- c-Pr SO2Me H CF3
- 6-4
- c-Pr NO2 H OMe
- 6-5
- c-Pr NO2 H Br
- 6-6
- c-Pr NO2 H Cl
- 6-7
- c-Pr NO2 H CF3
- 6-8
- c-Pr NO2 H NO2
- 6-9
- c-Pr NO2 H Me
- 6-10
- c-Pr NO2 H F
- 6-11
- c-Pr OMe H SO2Me
- 6-12
- c-Pr CF3 H NO2
- 6-13
- c-Pr CF3 H Cl RMN de 1H, DMSO-d6, 400 MHz 12,32 (sa, 1H), 7,97 (s, 1H), 7,90 (d, 1H), 7,80 (d, 1H), 2,19 (m, 1H), 1,09 (m, 2H) 0,96 (m, 2H)
- 6-14
- c-Pr CH2SO2 Me H Br
- 6-15
- c-Pr Cl CH2OCH2CF3 SO2Me RMN de 1H, DMSO-d6, 400 MHz 8,09 (d, 1H), 7,91 (d, 1H), 5,22 (s, 2H), 4,29 (q, 2H), 3,40 (s, 3H), 2,20 (m, 1H), 1,15-0,86 (m, 4H)
- 6-16
- c-Pr Cl CH2OCH2CF3 SMe
- 6-17
- c-Pr Cl 5-cianometil-4,5dihidro-1,2-oxazol3-ilo SO2Et
- 6-18
- c-Pr Cl 4,5-dihidro-1,2oxazol-3-ilo SO2Et
- N.º
- R X Y Z Datos físicos
- 6-19
- c-Pr Cl CH2OCH2 tetrahidrofuran-2ilo SO2Me RMN de 1H, DMSO-d6, 400 MHz 12,24 (sa, 1H), 8,17 (d, 1H), 8,13 (d, 1H), 5,13 (s, 2H), 4,01-3,93 (m, 1H), 3,72 (dd, 1H), 3,64-3,53 (m, 3H), 3,40 (s, 2H), 2,0-1,92 (m, 1H), 1,92-1,86 (m, 1H), 1,821,73 (m, 2H), 1,58-1,49 (m, 1H), 1,13-1,07 (m, 1H), 0,98-0,88 (m, 4H)
- 6-20
- c-Pr Cl SMe Cl
- 6-21
- c-Pr Cl SMe SO2Me RMN de 1H, DMSO-d6, 400 MHz 8,09 (d, 1H), 7,88 (d, 1H), 3,57 (s, 3H), 2,20 (m, 1H), 1,11 (m, 2H), 0,97 (m, 2H)
- 6-22
- c-Pr Cl Me SO2Et
- 6-23
- c-Pr Cl O(CH2)2OMe Cl
- 6-24
- c-Pr Cl OCH2-ciclopropilo Cl
- 6-25
- c-Pr Cl OMe Cl
- 6-26
- c-Pr Cl NHAc Cl
- 6-27
- c-Pr Cl OCH2C(O)NMe2 Cl
- 6-28
- c-Pr Cl Cl SO2Me RMN de 1H, DMSO-d6, 400 MHz 12,48 (sa, 1H), 8,12 (d, 1H), 7,88 (d, 1H), 3,49 (s, 3H), 2,21-2,17 (m, 1H), 1,14-1,09 (m, 2H), 1,020,92 (m, 2H)
- 6-29
- c-Pr Cl pirazol-1-ilo SO2Me
- 6-30
- c-Pr Cl 4-metoxi-irazol-1ilo SO2Me
- 6-31
- c-Pr Cl 1,2,3-triazol-1-ilo SO2Me
- 6-32
- c-Pr Cl 1,2,3-triazol-2-ilo SO2Me
- 6-33
- c-Pr Cl F SO2Me
- 6-34
- c-Pr Me SO2Me SO2Me
- 6-35
- c-Pr Me SO2Me CF3
- 6-36
- c-Pr Me NMe2 SO2Me
- 6-37
- c-Pr Me S(O)Me CF3 RMN de 1H, DMSO-d6, 400 MHz 12,23 (sa, 1H), 7,83 (2d, 2H), 3,05 (s, 3H), 2,82 (s, 3H), 2,232,15 (m, 1H), 1,16-1,07 (m, 2H), 1,0-0,92 (m, 2H)
- 6-38
- c-Pr Me SMe CF3 RMN de 1H, DMSO-d6, 400 MHz 11,02 (sa, 1H), 7,79 (d, 1H), 7,74 (d, 1H), 2,67 (s, 3H), 2,30 (s, 3H), 1,23-1,09 (m, 2H),0,98-0,92 (m, 2H)
- 6-39
- c-Pr Me SO2CH2CH2OMe CF3
- 6-40
- c-Pr Me pirazol-1-ilo SO2Me
- 6-41
- c-Pr Me 4-metoxi-irazol-1ilo SO2Me
- 6-42
- c-Pr Me 1,2,3-triazol-1-ilo SO2Me
- 6-43
- c-Pr Me 1,2,3-triazol-2-ilo SO2Me
- 6-44
- c-Pr Me Cl SO2Me
- 6-45
- c-Pr Me Me SO2Me
- 6-46
- c-Pr Me F Cl RMN de 1H, DMSO-d6, 400 MHz 12,07(sa, 1H), 7,59 (dd, 1H), 7,43 (d, 1H), 2,31 (s, 3H), 2,18 (m, 1H), 1,10 (m, 2H), 0,95 (m, 2H)
- 6-47
- c-Pr Me SO2Me Cl
- 6-48
- c-Pr Me NMe2 SO2Me
- 6-49
- c-Pr Me NH(CH2)2OMe SO2Me
- 6-50
- c-Pr CF3 F SO2CH3
- N.º
- R X Y Z Datos físicos
- 6-51
- c-Pr CF3 SMe SO2CH3
- 6-52
- c-Pr CF3 SEt SO2CH3
- 6-53
- c-Pr CF3 S(O)Et SO2CH3
- 6-54
- c-Pr CF3 SO2CH3 SO2CH3
- 6-55
- c-Pr CF3 OCH2CH2OMe SO2CH3
- 6-56
- c-Pr CF3 OCH2(CO)NMe2 SO2Me
- 6-57
- c-Pr CF3 CH2Otetrahidrofuran-2ilo SO2Et
- 6-58
- c-Pr SMe SMe F
- 6-59
- c-Pr SMe SEt F
- 6-60
- c-Pr SO2CH3 F Cl
- 6-61
- c-Pr F S(O)Me CF3
- 6-62
- c-Pr F SMe CF3
- 6-63
- CO2Et NO2 H SO2Me
- 6-64
- CO2Et Cl H SO2Me RMN de 1H, CDCl3, 400 MHz 13,03 (s, 1H), 8,14 (d, 1H), 8,02 (dd, 1H), 7,95 (d, 1H), 4,42(q, 2H), 3,38 (s, 3H), 1,34 (t, 3H)
- 6-65
- CO2Et SO2Me H CF3 RMN de 1H, CDCl3, 400 MHz 8,0 (d, 1H), 7,52 (m, 1H), 6,82 (d, 1H), 4,49 (q, 2H), 3,38 (s, 3H), 1,44 (t, 3H)
- 6-66
- CO2Et NO2 H OMe RMN de 1H, DMSO-d6, 400 MHz 12,87 (sa, 1H), 7,80 (d, 1H), 7,66 (s, 1H), 7,41 (d, 1H), 4,41 (q, 2H), 3,92 (s, 3H), 1,32 (t, 3H)
- 6-67
- CO2Et NO2 H Br RMN de 1H, DMSO-d6, 400 MHz 13,03 (sa, 1H), 8,44 (s, 1H), 8,14 (d, 1H), 7,79 (d, 1H), 4,40 (q, 2H), 1,32 (t, 3H)
- 6-68
- CO2Et NO2 H CF3
- 6-69
- CO2Et NO2 H NO2
- 6-70
- CO2Et NO2 H Cl RMN de 1H, DMSO-d6, 400 MHz 13,02 (sa, 1H), 8,33 (s, 1H), 8,03 (d, 1H), 7,88 (d, 1H), 4,40 (q, 2H), 1,33 (t, 3H)
- 6-71
- CO2Et NO2 H Me RMN de 1H, DMSO-d6, 400 MHz 12,91 (sa, 1H), 8,04 (s, 1H), 7,72 (dd, 2H), 4,41 (q, 2H), 1,33 (t, 3H)
- 6-72
- CO2Et NO2 H F RMN de 1H, DMSO-d6, 400 MHz 13,01 (sa, 1H), 8,18 (d, 1H), 7,94 (m, 1H), 7,83 (m, 1H), 4,41 (q, 2H), 1,33 (t, 3H)
- 6-73
- CO2Et OMe H SO2Me
- 6-74
- CO2Et CF3 H NO2
- 6-75
- CO2Et CH2SO2 Me H Br
- 6-76
- CO2Et Cl CH2OCH2CF3 SO2Me RMN de 1H, CDCl3, 400 MHz 11,21 (sa, 1H), 8,16 (d, 1H), 7,79 (d, 1H), 5,34 (s, 2H), 4,49 (q, 2H), 4,02 (q, 2H), 3,23 (s, 3H), 1,43 (t, 3H)
- 6-77
- CO2Et Cl CH2OCH2CF3 SMe RMN de 1H, DMSO-d6, 400 MHz 12,76 (s, 1H), 7,64 (d, 1H), 7,43 (d, 1H), 4,90 (s, 2H), 4,42 (q, 2H), 4,17 (q, 2H), 2,56 (s, 3H), 1,34 (t, 3H)
- N.º
- R X Y Z Datos físicos
- 6-78
- CO2Et Cl 5-cianometil-4,5dihidro-1,2-oxazol3-ilo SO2Et RMN de 1H, CDCl3, 400 MHz 8,13 (d, 1H), 7,96 (d, 1H), 5,215,12 (m, 1H), 4,52 (q, 2H), 3,803,71 (m, 1H), 3,42-3,24 (m, 3H), 2,98-2,83 (m, 2H), 1,47 (t, 3H), 1,29 (t, 3H)
- 6-79
- CO2Et Cl 4,5-dihidro-1,2oxazol-3-ilo SO2Et
- 6-80
- CO2Et Cl CH2OCH2 tetrahidrofuran-2ilo SO2Me
- 6-81
- CO2Et Cl SMe Cl
- 6-82
- CO2Et Cl SMe SO2Me RMN de 1H, DMSO-d6, 400 MHz 13,01 (sa, 1H), 8,13 (d, 1H), 7,92 (d, 1H), 4,42 (q, 2H), 3,58 (s, 3H), 1,34 (t, 3H)
- 6-83
- CO2Et Cl Me SO2Et
- 6-84
- CO2Et Cl O(CH2)2OMe Cl
- 6-85
- CO2Et Cl OCH2-ciclopropilo Cl
- 6-86
- CO2Et Cl OMe Cl
- 6-87
- CO2Et Cl NHAc Cl
- 6-88
- CO2Et Cl OCH2C(O)NMe2 Cl
- 6-89
- CO2Et Cl Cl SO2Me
- 6-90
- CO2Et Cl pirazol-1-ilo SO2Me
- 6-91
- CO2Et Cl 4-metoxi-irazol-1ilo SO2Me
- 6-92
- CO2Et Cl 1,2,3-triazol-1-ilo SO2Me
- 6-93
- CO2Et Cl 1,2,3-triazol-2-ilo SO2Me
- 6-94
- CO2Et Cl F SO2Me
- 6-95
- CO2Et Me SO2Me SO2Me
- 6-96
- CO2Et Me SO2Me CF3 RMN de 1H, DMSO-d6, 400 MHz 12,93 (sa, 1H), 7,79 (d, 1H), 7,72 (d, 1H), 4,42 (q, 2H), 2,67 (s, 3H), 2,32 (s, 3H), 1,34 (t, 3H)
- 6-97
- CO2Et Me NMe2 SO2Me
- 6-98
- CO2Et Me S(O)Me CF3
- 6-99
- CO2Et Me SMe CF3 RMN de 1H, DMSO-d6, 400 MHz 12,76 (sa, 1H), 8,04 (d, 1H), 8,00 (d, 1H), 4,42 (q, 2H), 3,42 (s, 3H), 2,72 (s, 3H), 1,34 (t, 3H)
- 6-100
- CO2Et Me SO2CH2CH2OMe CF3
- 6-101
- CO2Et Me pirazol-1-ilo SO2Me
- 6-102
- CO2Et Me 4-metoxi-irazol-1ilo SO2Me
- 6-103
- CO2Et Me 1,2,3-triazol-1-ilo SO2Me
- 6-104
- CO2Et Me 1,2,3-triazol-2-ilo SO2Me
- 6-105
- CO2Et Me Cl SO2Me RMN de 1H, DMSO-d6, 400 MHz 12,89 (sa, 1H), 8,03 (d, 1H), 7,77 (d, 1H), 4,41 (q, 2H), 3,42 (s, 3H), 1,33 (t, 3H)
- 6-106
- CO2Et Me Me SO2Me RMN de 1H, DMSO-d6, 400 MHz 7,78 (d, 1H), 7,44 (d, 1H), 4,35 (q, 2H), 3,22 (s, 3H), 2,57 (s, 3H), 2,34 (s, 3H), 1,31 (t, 3H)
- 6-107
- CO2Et Me Me SMe
- 6-108
- CO2Et Me SO2Me Cl
- 6-109
- CO2Et Me NMe2 SO2Me
- 6-110
- CO2Et Me NH(CH2)2OMe SO2Me
- N.º
- R X Y Z Datos físicos
- 6-111
- CO2Et CF3 F SO2CH3 RMN de 1H, DMSO-d6, 400 MHz 13,22 (sa, 1H), 8,30 (dd, 1H), 7,86 (d,1H), 4,41 (q, 2H), 3,84 (m, 2H), 3,41 (s, 3H), 3,49 (s, 3H), 1,34 (t, 3H)
- 6-112
- CO2Et CF3 SMe SO2CH3
- 6-113
- CO2Et CF3 SEt SO2CH3
- 6-114
- CO2Et CF3 S(O)Et SO2CH3
- 6-115
- CO2Et CF3 SO2CH3 SO2CH3
- 6-116
- CO2Et CF3 OCH2CH2OMe SO2CH3
- 6-117
- CO2Et CF3 OCH2(CO)NMe2 SO2Me
- 6-118
- CO2Et CF3 CH2Otetrahidrofuran-2ilo SO2Et
- 6-119
- CO2Et SMe SMe F
- 6-120
- CO2Et SMe SEt F
- 6-121
- CO2Et SO2CH3 F Cl RMN de 1H, DMSO-d6, 400 MHz 12,92 (sa, 1H), 8,12 (dd, 1H), 7,58 (d,1H), 4,41 (q, 2H), 3,44 (s, 3H), 1,33 (t, 3H)
- 6-122
- CO2Et F S(O)Me CF3
- 6-123
- CO2Et F SMe CF3
- 6-124
- CO2Me NO2 H SO2Me
- 6-125
- CO2Me Cl H SO2Me
- 6-126
- CO2Me SO2Me H CF3
- 6-127
- CO2Me NO2 H OMe
- 6-128
- CO2Me NO2 H Br
- 6-129
- CO2Me NO2 H CF3
- 6-130
- CO2Me NO2 H NO2
- 6-131
- CO2Me NO2 H Cl
- 6-132
- CO2Me NO2 H Me
- 6-133
- CO2Me NO2 H F
- 6-134
- CO2Me OMe H SO2Me
- 6-135
- CO2Me CF3 H NO2
- 6-136
- CO2Me CH2SO2 Me H Br
- 6-137
- CO2Me Cl CH2OCH2CF3 SO2Me
- 6-138
- CO2Me Cl CH2OCH2CF3 SMe
- 6-139
- CO2Me Cl 5-cianometil-4,5dihidro-1,2-oxazol3-ilo SO2Et
- 6-140
- CO2Me Cl 4,5-dihidro-1,2oxazol-3-ilo SO2Et
- 6-141
- CO2Me Cl CH2OCH2 tetrahidrofuran-2ilo SO2Me
- 6-142
- CO2Me Cl SMe Cl
- 6-143
- CO2Me Cl SMe SO2Me
- 6-144
- CO2Me Cl Me SO2Et
- 6-145
- CO2Me Cl O(CH2)2OMe Cl
- 6-146
- CO2Me Cl OCH2-ciclopropilo Cl
- 6-147
- CO2Me Cl OMe Cl
- 6-148
- CO2Me Cl NHAc Cl
- 6-149
- CO2Me Cl OCH2C(O)NMe2 Cl
- 6-150
- CO2Me Cl Cl SO2Me
- 6-151
- CO2Me Cl pirazol-1-ilo SO2Me
- 6-152
- CO2Me Cl 4-metoxi-irazol-1ilo SO2Me
- 6-153
- CO2Me Cl 1,2,3-triazol-1-ilo SO2Me
- 6-154
- CO2Me Cl 1,2,3-triazol-2-ilo SO2Me
- 6-155
- CO2Me Cl F SO2Me
- N.º
- R X Y Z Datos físicos
- 6-156
- CO2Me Me SO2Me SO2Me
- 6-157
- CO2Me Me SO2Me CF3
- 6-158
- CO2Me Me NMe2 SO2Me
- 6-159
- CO2Me Me S(O)Me CF3
- 6-160
- CO2Me Me SMe CF3
- 6-161
- CO2Me Me SO2CH2CH2OMe CF3
- 6-162
- CO2Me Me pirazol-1-ilo SO2Me
- 6-163
- CO2Me Me 4-metoxi-irazol-1ilo SO2Me
- 6-164
- CO2Me Me 1,2,3-triazol-1-ilo SO2Me
- 6-165
- CO2Me Me 1,2,3-triazol-2-ilo SO2Me
- 6-166
- CO2Me Me Cl SO2Me
- 6-167
- CO2Me Me Me SO2Me
- 6-168
- CO2Me Me Me SMe
- 6-169
- CO2Me Me SO2Me Cl
- 6-170
- CO2Me Me NMe2 SO2Me
- 6-171
- CO2Me Me NH(CH2)2OMe SO2Me
- 6-172
- CO2Me CF3 F SO2CH3
- 6-173
- CO2Me CF3 SMe SO2CH3
- 6-174
- CO2Me CF3 SEt SO2CH3
- 6-175
- CO2Me CF3 S(O)Et SO2CH3
- 6-176
- CO2Me CF3 SO2CH3 SO2CH3
- 6-177
- CO2Me CF3 OCH2CH2OMe SO2CH3
- 6-178
- CO2Me CF3 OCH2(CO)NMe2 SO2Me
- 6-179
- CO2Me CF3 CH2Otetrahidrofuran-2ilo SO2Et
- 6-180
- CO2Me SMe SMe F
- 6-181
- CO2Me SMe SEt F
- 6-182
- CO2Me SO2CH3 F Cl
- 6-183
- CO2Me F S(O)Me CF3
- 6-184
- CO2Me F SMe CF3
- 6-185
- bencilo NO2 H SO2Me
- 6-186
- bencilo Cl H SO2Me
- 6-187
- bencilo SO2Me H CF3
- 6-188
- bencilo NO2 H OMe
- 6-189
- bencilo NO2 H Br RMN de 1H, CDCl3, 400 MHz 7,93 (s, 1H), 7,72 (m, 2H), 7,417,28 (m, 5H), 4,09 (s, 2H)
- 6-190
- bencilo NO2 H CF3
- 6-191
- bencilo NO2 H NO2
- 6-192
- bencilo NO2 H Cl RMN de 1H, CDCl3, 400 MHz 7,85-8,73 (m, 2H), 7,59 (dd, 1H), 7,39-7,23 (m, 5H), 4,09 (s, 2H)
- 6-193
- bencilo NO2 H Me
- 6-194
- bencilo NO2 H F
- 6-195
- bencilo OMe H SO2Me
- 6-196
- bencilo CF3 H NO2
- 6-197
- bencilo CH2SO2 Me H Br RMN de 1H, DMSO-d6, 400 MHz 7,83-7,72 (m, 2H), 7,68 (m, 1H), 7,40-7,37 (m, 5H), 4,83 (s, 2H), 4,28 (s, 2H), 2,91 (s, 3H)
- 6-198
- bencilo Cl CH2OCH2CF3 SO2Me RMN de 1H, DMSO-d6, 400 MHz 12,49 (s, 1H), 8,08 (d, 1H), 7,92 (d, 1H), 7,39-7,24 (m, 5H), 5,23 (s, 2H), 4,27 (q, 2H), 3,39 (s, 3H)
- 6-199
- bencilo Cl CH2OCH2CF3 SMe RMN de 1H, DMSO-d6, 400 MHz 12,18 (s, 1H), 7,59 (d, 1H), 7,407,28 (m, 6H), 4,89 (s, 2H), 4,25 (s, 2H), 4,16 (q, 2H), 2,56 (s, 3H)
- N.º
- R X Y Z Datos físicos
- 6-200
- bencilo Cl 5-cianometil-4,5dihidro-1,2-oxazol3-ilo SO2Et RMN de 1H, CDCl3, 400 MHz 8,04 (d, 1H), 7,98 (d, 1H), 7,417,24 (m, 5H), 5,19-5,09 (m, 1H), 3,78-3,69 (m, 1H), 3,36 (q, 2H), 3,28-3,18 (m, 1H), 2,98-2,78 (m, 2H), 1,28 (m, 5H)
- 6-201
- bencilo Cl 4,5-dihidro-1,2oxazol-3-ilo SO2Et
- 6-202
- bencilo Cl CH2OCH2 tetrahidrofuran-2ilo SO2Me RMN de 1H, CDCl3, 400 MHz 8,09 (d, 1H), 7,72 (d, 1H), 7,407,29 (m, 5H), 5,27 (s, 2H), 4,13 (s, 2H), 4,10-4,02 (m, 1H), 3,79 (q, 1H), 3,71 (q, 1H), 3,68-3,57 (m, 2H), 3,28 (s, 3H), 2,01-1,90 (m, 1H), 1,90-1,81 (m, 2H), 1,621,51 (m, 1H)
- 6-203
- bencilo Cl SMe Cl
- 6-204
- bencilo Cl SMe SO2Me
- 6-205
- bencilo Cl Me SO2Et
- 6-206
- bencilo Cl O(CH2)2OMe Cl
- 6-207
- bencilo Cl OCH2-ciclopropilo Cl
- 6-208
- bencilo Cl OMe Cl
- 6-209
- bencilo Cl NHAc Cl
- 6-210
- bencilo Cl OCH2C(O)NMe2 Cl
- 6-211
- bencilo Cl Cl SO2Me
- 6-212
- bencilo Cl pirazol-1-ilo SO2Me
- 6-213
- bencilo Cl 4-metoxi-irazol-1ilo SO2Me
- 6-214
- bencilo Cl 1,2,3-triazol-1-ilo SO2Me
- 6-215
- bencilo Cl 1,2,3-triazol-2-ilo SO2Me
- 6-216
- bencilo Cl F SO2Me
- 6-217
- bencilo Me SO2Me SO2Me
- 6-218
- bencilo Me SO2Me CF3
- 6-219
- bencilo Me NMe2 SO2Me
- 6-220
- bencilo Me S(O)Me CF3
- 6-221
- bencilo Me SMe CF3
- 6-222
- bencilo Me SO2CH2CH2OMe CF3
- 6-223
- bencilo Me pirazol-1-ilo SO2Me
- 6-224
- bencilo Me 4-metoxi-irazol-1ilo SO2Me
- 6-225
- bencilo Me 1,2,3-triazol-1-ilo SO2Me
- 6-226
- bencilo Me 1,2,3-triazol-2-ilo SO2Me
- 6-227
- bencilo Me Cl SO2Me RMN de 1H, DMSO-d6, 400 MHz 12,40 (sa, 1H), 7,99 (d, 1H), 7,72 (d, 1H), 7,40-7,26 (m, 5H), 4,25 (s, 2H), 3,41 (s, 3H), 2,42 (s, 3H)
- 6-228
- bencilo Me Me SO2Me
- 6-229
- bencilo Me Me SMe
- 6-230
- bencilo Me SO2Me Cl
- 6-231
- bencilo Me NMe2 SO2Me
- 6-232
- bencilo Me NH(CH2)2OMe SO2Me
- 6-233
- bencilo CF3 F SO2CH3
- 6-234
- bencilo CF3 SMe SO2CH3
- 6-235
- bencilo CF3 SEt SO2CH3
- 6-236
- bencilo CF3 S(O)Et SO2CH3
- 6-237
- bencilo CF3 SO2CH3 SO2CH3
- 6-238
- bencilo CF3 OCH2CH2OMe SO2CH3
- 6-239
- bencilo CF3 OCH2(CO)NMe2 SO2Me
- 6-240
- bencilo CF3 CH2Otetrahidrofuran-2ilo SO2Et
- N.º
- R X Y Z Datos físicos
- 6-241
- bencilo SMe SMe F RMN de 1H, CDCl3, 400 MHz 10,65 (sa, 1H), 7,73 (m, 1H), 7,38-7,28 (m, 5H), 7,16 (t, 1H), 4,18 (s, 2H), 2,53 (s, 3H), 2,44 (s, 3H)
- 6-242
- bencilo SMe SEt F RMN de 1H, CDCl3, 400 MHz 7,49-7,38 (m, 6H), 7,24 (t, 1H), 4,19 (s, 2H), 2,92 (q 2H), 1,23 (t, 3H)
- 6-243
- bencilo SO2CH3 F Cl
- 6-244
- bencilo F S(O)Me CF3 RMN de 1H, CDCl3, 400 MHz 8,18 (t, 1H), 8,0 (t, 1H), 7,65 (t, 2H), 7,39-7,21 (m, 3H), 4,17 (s, 2H), 3,11 (s, 3H)
- 6-245
- bencilo F SMe CF3
- 6-246
- fenilo NO2 H SO2Me RMN de 1H, CDCl3, 400 MHz 9,02 (s, 1H), 8,72 (s, 1H), 8,20 (d, 1H), 7,90 (d, 1H), 7,29-7,18 (m, 5H)
- 6-247
- fenilo Cl H SO2Me
- 6-248
- fenilo SO2Me H CF3 RMN de 1H, CDCl3, 400 MHz 8,39 (s, 1H), 8,02-7,90 (m, 4H), 7,61-7,48 (m, 3H), 3,47 (s, 3H)
- 6-249
- fenilo NO2 H OMe
- 6-250
- fenilo NO2 H Br
- 6-251
- fenilo NO2 H CF3
- 6-252
- fenilo NO2 H NO2
- 6-253
- fenilo NO2 H Cl
- 6-254
- fenilo NO2 H Me
- 6-255
- fenilo NO2 H F
- 6-256
- fenilo OMe H SO2Me
- 6-257
- fenilo CF3 H NO2
- 6-258
- fenilo CH2SO2 Me H Br
- 6-259
- fenilo Cl CH2OCH2CF3 SO2Me RMN de 1H, CDCl3, 400 MHz 8,19 (d, 1H), 8,01 (d, 2H), 7,91 (d, 1H), 7,65-7,50 (m, 3H), 5,39 (s, 2H), 4,04 (q, 2H), 3,22 (s, 3H)
- 6-260
- fenilo Cl CH2OCH2CF3 SMe
- 6-261
- fenilo Cl 5-cianometil-4,5dihidro-1,2-oxazol3-ilo SO2Et RMN de 1H, CDCl3, 400 MHz 8,24 (d, 1H), 8,04-7,97 (m, 3H), 7,66-7,51 (m, 3H), 5,21-5,09 (m, 1H), 3,81-3,58 (m, 1H), 3,38 (q, 2H), 3,31-3,19 (m, 1H), 2,99-2,78 (m, 2H), 1,28 (t, 3H)
- 6-262
- fenilo Cl 4,5-dihidro-1,2oxazol-3-ilo SO2Et
- 6-263
- fenilo Cl CH2OCH2 tetrahidrofuran-2ilo SO2Me
- 6-264
- fenilo Cl SMe Cl
- 6-265
- fenilo Cl SMe SO2Me
- 6-266
- fenilo Cl Me SO2Et
- 6-267
- fenilo Cl O(CH2)2OMe Cl
- 6-268
- fenilo Cl OCH2-ciclopropilo Cl
- 6-269
- fenilo Cl OMe Cl
- 6-270
- fenilo Cl NHAc Cl
- 6-271
- fenilo Cl OCH2C(O)NMe2 Cl
- 6-272
- fenilo Cl Cl SO2Me
- 6-273
- fenilo Cl pirazol-1-ilo SO2Me
- 6-274
- fenilo Cl 4-metoxi-irazol-1ilo SO2Me
- N.º
- R X Y Z Datos físicos
- 6-275
- fenilo Cl 1,2,3-triazol-1-ilo SO2Me
- 6-276
- fenilo Cl 1,2,3-triazol-2-ilo SO2Me
- 6-277
- fenilo Cl F SO2Me
- 6-278
- fenilo Me SO2Me SO2Me
- 6-279
- fenilo Me SO2Me CF3 RMN de 1H, DMSO-d6, 400 MHz 12,64 (s, 1H), 8,05 (2d, 2H), 7,94 (sa, 2H), 7,64 –7,61 (m, 3H), 3,49 (s, 3H), 2,76 (s, 3H)
- 6-280
- fenilo Me NMe2 SO2Me
- 6-281
- fenilo Me S(O)Me CF3
- 6-282
- fenilo Me SMe CF3 RMN de 1H, DMSO-d6, 400 MHz 12,46 (s, 1H), 7,93 (d, 2H), 7,80 (d, 1H), 7,75 (d, 1H), 7,58 – 7,64 (m, 3H), 2,69 (s, 3H), 2,32 (s, 3H)
- 6-283
- fenilo Me SO2CH2CH2OMe CF3
- 6-284
- fenilo Me pirazol-1-ilo SO2Me
- 6-285
- fenilo Me 4-metoxi-irazol-1ilo SO2Me
- 6-286
- fenilo Me 1,2,3-triazol-1-ilo SO2Me
- 6-287
- fenilo Me 1,2,3-triazol-2-ilo SO2Me
- 6-288
- fenilo Me Cl SO2Me
- 6-289
- fenilo Me Me SO2Me
- 6-290
- fenilo Me Me SMe
- 6-291
- fenilo Me SO2Me Cl
- 6-292
- fenilo Me NMe2 SO2Me
- 6-293
- fenilo Me NH(CH2)2OMe SO2Me
- 6-294
- fenilo CF3 F SO2CH3
- 6-295
- fenilo CF3 SMe SO2CH3
- 6-296
- fenilo CF3 SEt SO2CH3
- 6-297
- fenilo CF3 S(O)Et SO2CH3
- 6-298
- fenilo CF3 SO2CH3 SO2CH3
- 6-299
- fenilo CF3 OCH2CH2OMe SO2CH3
- 6-300
- fenilo CF3 OCH2(CO)NMe2 SO2Me
- 6-301
- fenilo CF3 CH2Otetrahidrofuran-2ilo SO2Et
- 6-302
- fenilo SMe SMe F
- 6-303
- fenilo SMe SEt F
- 6-304
- fenilo SO2CH3 F Cl
- 6-305
- fenilo F S(O)Me CF3
- 6-306
- fenilo F SMe CF3
- 6-307
- pirazin-2-ilo NO2 H SO2Me
- 6-308
- pirazin-2-ilo Cl H SO2Me
- 6-309
- pirazin-2-ilo SO2Me H CF3 RMN de 1H, CDCl3, 400 MHz 9,32 (s, 1H), 8,72 (dd, 2H), 8,38 (s, 1H), 8,00 (d, 1H), 7,90 (d, 1H), 3,40 (s, 3H)
- 6-310
- pirazin-2-ilo NO2 H OMe
- 6-311
- pirazin-2-ilo NO2 H Br
- 6-312
- pirazin-2-ilo NO2 H CF3
- 6-313
- pirazin-2-ilo NO2 H NO2
- 6-314
- pirazin-2-ilo NO2 H Cl
- 6-315
- pirazin-2-ilo NO2 H Me
- 6-316
- pirazin-2-ilo NO2 H F
- 6-317
- pirazin-2-ilo OMe H SO2Me
- 6-318
- pirazin-2-ilo CF3 H NO2
- 6-319
- pirazin-2-ilo CH2SO2 Me H Br
- N.º
- R X Y Z Datos físicos
- 6-320
- pirazin-2-ilo Cl CH2OCH2CF3 SO2Me RMN de 1H, CDCl3, 400 MHz 9,39 (s, 1H), 8,78 (dd, 2H), 8,23 (d, 1H), 7,90 (d, 1H), 5,39 (m, 2H), 4,05 (q, 2H), 3,23 (s, 3H)
- 6-321
- pirazin-2-ilo Cl CH2OCH2CF3 SMe
- 6-322
- pirazin-2-ilo Cl 5-cianometil-4,5dihidro-1,2-oxazol3-ilo SO2Et RMN de 1H, CDCl3, 400 MHz 9,38 (s, 1H), 8,78 (d, 2H), 8,13 (d, 1H), 8,04 (d, 1H), 5,12-5,11 (m, 1H), 3,82-3,71 (m, 1H), 3,39 (q, 2H), 3,33-3,24 (dd, 1H), 3,02,81 (m, 1H), 1,3 (t, 3H)
- 6-323
- pirazin-2-ilo Cl 4,5-dihidro-1,2oxazol-3-ilo SO2Et
- 6-324
- pirazin-2-ilo Cl CH2OCH2 tetrahidrofuran-2ilo SO2Me
- 6-325
- pirazin-2-ilo Cl SMe Cl
- 6-326
- pirazin-2-ilo Cl SMe SO2Me
- 6-327
- pirazin-2-ilo Cl Me SO2Et
- 6-328
- pirazin-2-ilo Cl O(CH2)2OMe Cl
- 6-329
- pirazin-2-ilo Cl OCH2-ciclopropilo Cl
- 6-330
- pirazin-2-ilo Cl OMe Cl
- 6-331
- pirazin-2-ilo Cl NHAc Cl
- 6-332
- pirazin-2-ilo Cl OCH2C(O)NMe2 Cl
- 6-333
- pirazin-2-ilo Cl Cl SO2Me
- 6-334
- pirazin-2-ilo Cl pirazol-1-ilo SO2Me
- 6-335
- pirazin-2-ilo Cl 4-metoxi-irazol-1ilo SO2Me
- 6-336
- pirazin-2-ilo Cl 1,2,3-triazol-1-ilo SO2Me
- 6-337
- pirazin-2-ilo Cl 1,2,3-triazol-2-ilo SO2Me
- 6-338
- pirazin-2-ilo Cl F SO2Me
- 6-339
- pirazin-2-ilo Me SO2Me SO2Me
- 6-340
- pirazin-2-ilo Me SO2Me CF3 RMN de 1H, DMSO-d6, 400 MHz 12,84 (s, 1H), 9,33 (s, 1H), 8,86 (2d, 2H), 8,04 (2d, 2H), 3,45 (s, 3H), 2,75 (s, 3H)
- 6-341
- pirazin-2-ilo Me NMe2 SO2Me
- 6-342
- pirazin-2-ilo Me S(O)Me CF3
- 6-343
- pirazin-2-ilo Me SMe CF3
- 6-344
- pirazin-2-ilo Me SO2CH2CH2OMe CF3
- 6-345
- pirazin-2-ilo Me pirazol-1-ilo SO2Me
- 6-346
- pirazin-2-ilo Me 4-metoxi-irazol-1ilo SO2Me
- 6-347
- pirazin-2-ilo Me 1,2,3-triazol-1-ilo SO2Me
- 6-348
- pirazin-2-ilo Me 1,2,3-triazol-2-ilo SO2Me
- 6-349
- pirazin-2-ilo Me Cl SO2Me
- 6-350
- pirazin-2-ilo Me Me SO2Me
- 6-351
- pirazin-2-ilo Me Me SMe
- 6-352
- pirazin-2-ilo Me SO2Me Cl
- 6-353
- pirazin-2-ilo Me NMe2 SO2Me
- 6-354
- pirazin-2-ilo Me NH(CH2)2OMe SO2Me
- 6-355
- pirazin-2-ilo CF3 F SO2CH3
- 6-356
- pirazin-2-ilo CF3 SMe SO2CH3
- 6-357
- pirazin-2-ilo CF3 SEt SO2CH3
- 6-358
- pirazin-2-ilo CF3 S(O)Et SO2CH3
- 6-359
- pirazin-2-ilo CF3 SO2CH3 SO2CH3
- 6-360
- pirazin-2-ilo CF3 OCH2CH2OMe SO2CH3
- N.º
- R X Y Z Datos físicos
- 6-361
- pirazin-2-ilo CF3 OCH2(CO)NMe2 SO2Me
- 6-362
- pirazin-2-ilo CF3 CH2Otetrahidrofuran-2ilo SO2Et
- 6-363
- pirazin-2-ilo SMe SMe F
- 6-364
- pirazin-2-ilo SMe SEt F
- 6-365
- pirazin-2-ilo SO2CH3 F Cl
- 6-366
- pirazin-2-ilo F S(O)Me CF3 RMN de 1H, DMSO-d6, 400 MHz 9,35 (s, 1H), 8,88 (s, 2H), 7,90 (d, 1H), 7,83 (d, 1H), 3,17 (s, 3H), 3,12 (s, 3H)
- 6-367
- pirazin-2-ilo F SMe CF3
- 6-368
- 4-OMe-Ph NO2 H SO2Me
- 6-369
- 4-OMe-Ph Cl H SO2Me RMN de 1H, CDCl3, 400 MHz 12,67 (s, 1H), 8,14 (s, 1H), 8,04 (d, 1H), 7,97 (d, 1H), 7,87(d, 2H), 7,15 (d, 2H), 3,85 (s, 3H), 3,36 (s, 3H)
- 6-370
- 4-OMe-Ph SO2Me H CF3
- 6-371
- 4-OMe-Ph NO2 H OMe
- 6-372
- 4-OMe-Ph NO2 H Br
- 6-373
- 4-OMe-Ph NO2 H CF3
- 6-374
- 4-OMe-Ph NO2 H NO2
- 6-375
- 4-OMe-Ph NO2 H Cl
- 6-376
- 4-OMe-Ph NO2 H Me
- 6-377
- 4-OMe-Ph NO2 H F
- 6-378
- 4-OMe-Ph OMe H SO2Me
- 6-379
- 4-OMe-Ph CF3 H NO2
- 6-380
- 4-OMe-Ph CH2SO2 Me H Br
- 6-381
- 4-OMe-Ph Cl CH2OCH2CF3 SO2Me RMN de 1H, CDCl3, 400 MHz 8,43 (sa, 1H), 8,02 (d, 1H), 7,66 (d, 1H), 7,49 (d, 2H), 6,80 (d, 2H), 5,61 (sa, 1H), 5,40-5,27 (m, 2H), 4,03 (q, 2H), 3,05 (s, 3H)
- 6-382
- 4-OMe-Ph Cl CH2OCH2CF3 SMe
- 6-383
- 4-OMe-Ph Cl 5-cianometil-4,5dihidro-1,2-oxazol3-ilo SO2Et RMN de 1H, CDCl3, 400 MHz 8,08 (2d, 2H), 7,92 (d, 2H), 7,03 (d, 2H), 5,22-5,12 (m, 1H), 3,833,62 (m, 1H), 3,37 (q, 2H), 3,293,21 (m, 1H), 3,0-2,91 (dd, 1H), 2,88-2,79 (dd, 1H), 1,27 (t, 3H)
- 6-384
- 4-OMe-Ph Cl 4,5-dihidro-1,2oxazol-3-ilo SO2Et
- 6-385
- 4-OMe-Ph Cl CH2OCH2 tetrahidrofuran-2ilo SO2Me
- 6-386
- 4-OMe-Ph Cl SMe Cl
- 6-387
- 4-OMe-Ph Cl SMe SO2Me
- 6-388
- 4-OMe-Ph Cl Me SO2Et
- 6-389
- 4-OMe-Ph Cl O(CH2)2OMe Cl
- 6-390
- 4-OMe-Ph Cl OCH2-ciclopropilo Cl
- 6-391
- 4-OMe-Ph Cl OMe Cl
- 6-392
- 4-OMe-Ph Cl NHAc Cl
- 6-393
- 4-OMe-Ph Cl OCH2C(O)NMe2 Cl
- 6-394
- 4-OMe-Ph Cl Cl SO2Me
- 6-395
- 4-OMe-Ph Cl pirazol-1-ilo SO2Me
- N.º
- R X Y Z Datos físicos
- 6-396
- 4-OMe-Ph Cl 4-metoxi-irazol-1ilo SO2Me
- 6-397
- 4-OMe-Ph Cl 1,2,3-triazol-1-ilo SO2Me
- 6-398
- 4-OMe-Ph Cl 1,2,3-triazol-2-ilo SO2Me
- 6-399
- 4-OMe-Ph Cl F SO2Me
- 6-400
- 4-OMe-Ph Me SO2Me SO2Me RMN de 1H, DMSO-d6, 400 MHz 12,54 (s, 1H), 8,02 (2d, 2H), 7,89 (d, 2H), 7,15 (d, 2H), 3,86 (s, 3H), 3,42 (s, 3H), 2,75 (s, 3H)
- 6-401
- 4-OMe-Ph Me SO2Me CF3
- 6-402
- 4-OMe-Ph Me NMe2 SO2Me
- 6-403
- 4-OMe-Ph Me S(O)Me CF3
- 6-404
- 4-OMe-Ph Me SMe CF3 RMN de 1H, DMSO-d6, 400 MHz 12,37 (s, 1H), 7,87 (d, 2H), 7,79 (d, 1H), 7,74 (d, 1H), 7,15 (d, 2H), 3,86 (s, 3H), 2,67 (s, 3H), 2,32 (s, 3H)
- 6-405
- 4-OMe-Ph Me SO2CH2CH2OMe CF3
- 6-406
- 4-OMe-Ph Me pirazol-1-ilo SO2Me
- 6-407
- 4-OMe-Ph Me 4-metoxi-irazol-1ilo SO2Me
- 6-408
- 4-OMe-Ph Me 1,2,3-triazol-1-ilo SO2Me
- 6-409
- 4-OMe-Ph Me 1,2,3-triazol-2-ilo SO2Me
- 6-410
- 4-OMe-Ph Me Cl SO2Me
- 6-411
- 4-OMe-Ph Me Me SO2Me
- 6-412
- 4-OMe-Ph Me Me SMe
- 6-413
- 4-OMe-Ph Me SO2Me Cl
- 6-414
- 4-OMe-Ph Me NMe2 SO2Me
- 6-415
- 4-OMe-Ph Me NH(CH2)2OMe SO2Me
- 6-416
- 4-OMe-Ph CF3 F SO2CH3
- 6-417
- 4-OMe-Ph CF3 SMe SO2CH3
- 6-418
- 4-OMe-Ph CF3 SEt SO2CH3
- 6-419
- 4-OMe-Ph CF3 S(O)Et SO2CH3
- 6-420
- 4-OMe-Ph CF3 SO2CH3 SO2CH3
- 6-421
- 4-OMe-Ph CF3 OCH2CH2OMe SO2CH3
- 6-422
- 4-OMe-Ph CF3 OCH2(CO)NMe2 SO2Me
- 6-423
- 4-OMe-Ph CF3 CH2Otetrahidrofuran-2ilo SO2Et
- 6-424
- 4-OMe-Ph SMe SMe F
- 6-425
- 4-OMe-Ph SMe SEt F
- 6-426
- 4-OMe-Ph SO2CH3 F Cl
- 6-427
- 4-OMe-Ph F S(O)Me CF3 RMN de 1H, DMSO-d6, 400 MHz 8,14 (d, 1H), 7,89 (d, 3H), 7,17 (d, 2H), 3,87 (s, 3H), 3,14 (s, 3H)
- 6-428
- 4-OMe-Ph F SMe CF3
- 6-429
- 4-Cl-Ph NO2 H SO2Me RMN de 1H, CDCl3, 400 MHz 8,23 (m, 1H), 8,12 (m, 1H), 7,92 (d, 2H), 7,53 (d, 2H), 3,13 (s, 3H)
- 6-430
- 4-Cl-Ph Cl H SO2Me
- 6-431
- 4-Cl-Ph SO2Me H CF3 RMN de 1H, CDCl3, 400 MHz 8,39 (s, 1H), 7,99 (d, 1H), 7,437,34 (m, 3H), 7,49 (d, 2H), 3,43 (s, 3H)
- 6-432
- 4-Cl-Ph NO2 H OMe
- 6-433
- 4-Cl-Ph NO2 H Br
- 6-434
- 4-Cl-Ph NO2 H CF3
- 6-435
- 4-Cl-Ph NO2 H NO2
- 6-436
- 4-Cl-Ph NO2 H Cl
- 6-437
- 4-Cl-Ph NO2 H Me
- N.º
- R X Y Z Datos físicos
- 6-438
- 4-Cl-Ph NO2 H F
- 6-439
- 4-Cl-Ph OMe H SO2Me
- 6-440
- 4-Cl-Ph CF3 H NO2
- 6-441
- 4-Cl-Ph CH2SO2 Me H Br
- 6-442
- 4-Cl-Ph Cl CH2OCH2CF3 SO2Me RMN de 1H, CDCl3, 400 MHz 8,27-8,08 (m, 2H), 7,99-7,81 (m, 2H), 7,57-7,43 (m, 2H), 5,48-5,29 (m, 2H), 4,12-3,98 (m, 2H), 3,22 (m, 3H)
- 6-443
- 4-Cl-Ph Cl CH2OCH2CF3 SMe
- 6-444
- 4-Cl-Ph Cl 5-cianometil-4,5dihidro-1,2-oxazol3-ilo SO2Et RMN de 1H, CDCl3, 400 MHz 8,16 (d, 1H), 8,01 (d, 1H), 7,96 (d, 2H), 7,53 (d, 2H), 5,20-5,09 (m, 1H), 3,80-3,69 (m, 1H), 3,39 (q, 2H), 3,31-3,19 (dd, 1H), 2,982,77 (m, 2H), 1,29 (t, 3H)
- 6-445
- 4-Cl-Ph Cl 4,5-dihidro-1,2oxazol-3-ilo SO2Et
- 6-446
- 4-Cl-Ph Cl CH2OCH2 tetrahidrofuran-2ilo SO2Me
- 6-447
- 4-Cl-Ph Cl SMe Cl
- 6-448
- 4-Cl-Ph Cl SMe SO2Me
- 6-449
- 4-Cl-Ph Cl Me SO2Et
- 6-450
- 4-Cl-Ph Cl O(CH2)2OMe Cl
- 6-451
- 4-Cl-Ph Cl OCH2-ciclopropilo Cl
- 6-452
- 4-Cl-Ph Cl OMe Cl
- 6-453
- 4-Cl-Ph Cl NHAc Cl
- 6-454
- 4-Cl-Ph Cl OCH2C(O)NMe2 Cl
- 6-455
- 4-Cl-Ph Cl Cl SO2Me
- 6-456
- 4-Cl-Ph Cl pirazol-1-ilo SO2Me
- 6-457
- 4-Cl-Ph Cl 4-metoxi-irazol-1ilo SO2Me
- 6-458
- 4-Cl-Ph Cl 1,2,3-triazol-1-ilo SO2Me
- 6-459
- 4-Cl-Ph Cl 1,2,3-triazol-2-ilo SO2Me
- 6-460
- 4-Cl-Ph Cl F SO2Me
- 6-461
- 4-Cl-Ph Me SO2Me SO2Me
- 6-462
- 4-Cl-Ph Me SO2Me CF3 RMN de 1H, CDCl3, 400 MHz 7,98-7,87 (dd, 4H), 7,51 (d, 2H), 3,26 (s, 3H), 2,87 (s, 3H)
- 6-463
- 4-Cl-Ph Me NMe2 SO2Me
- 6-464
- 4-Cl-Ph Me S(O)Me CF3
- 6-465
- 4-Cl-Ph Me SMe CF3 RMN de 1H, CDCl3, 400 MHz 12,50 (s, 1H), 7,95 (d, 2H), 7,80 (d, 1H), 7,74 (d, 1H), 7,69 (d, 2H), 2,69 (s, 3H), 2,32 (s, 3H)
- 6-466
- 4-Cl-Ph Me SO2CH2CH2OMe CF3
- 6-467
- 4-Cl-Ph Me pirazol-1-ilo SO2Me
- 6-468
- 4-Cl-Ph Me 4-metoxi-irazol-1ilo SO2Me
- 6-469
- 4-Cl-Ph Me 1,2,3-triazol-1-ilo SO2Me
- 6-470
- 4-Cl-Ph Me 1,2,3-triazol-2-ilo SO2Me
- 6-471
- 4-Cl-Ph Me Cl SO2Me RMN de 1H, DMSO-d6, 400 MHz 12,64 (sa, 1H), 8,04 (d, 1H), 7,97 (d, 2H), 7,80 (d, 1H), 7,70 (d, 2H), 3,44 (s, 3H)
- 6-472
- 4-Cl-Ph Me Me SO2Me
- 6-473
- 4-Cl-Ph Me Me SMe
- 6-474
- 4-Cl-Ph Me SO2Me Cl
- 6-475
- 4-Cl-Ph Me NMe2 SO2Me
- N.º
- R X Y Z Datos físicos
- 6-476
- 4-Cl-Ph Me NH(CH2)2OMe SO2Me
- 6-477
- 4-Cl-Ph CF3 F SO2CH3
- 6-478
- 4-Cl-Ph CF3 SMe SO2CH3
- 6-479
- 4-Cl-Ph CF3 SEt SO2CH3
- 6-480
- 4-Cl-Ph CF3 S(O)Et SO2CH3
- 6-481
- 4-Cl-Ph CF3 SO2CH3 SO2CH3
- 6-482
- 4-Cl-Ph CF3 OCH2CH2OMe SO2CH3
- 6-483
- 4-Cl-Ph CF3 OCH2(CO)NMe2 SO2Me
- 6-484
- 4-Cl-Ph CF3 CH2Otetrahidrofuran-2ilo SO2Et
- 6-485
- 4-Cl-Ph SMe SMe F
- 6-486
- 4-Cl-Ph SMe SEt F
- 6-487
- 4-Cl-Ph SO2CH3 F Cl
- 6-488
- 4-Cl-Ph F S(O)Me CF3 RMN de 1H, DMSO-d6, 400 MHz 12,90 (sa, 1H), 8,14 (m, 1H), 7,97 (d, 2H), 7,91 (d, 1H), 7,69 (d, 2H), 3,14 (s, 3H)
- 6-489
- 4-Cl-Ph F SMe CF3
- 6-490
- terc-butilo NO2 H SO2Me
- 6-491
- terc-butilo Cl H SO2Me RMN de 1H, DMSO-d6, 400 MHz 12,49 (sa, 1H), 8,12 (s, 1H), 8,0 (d, 1H), 7,94 (d, 1H), 1,34 (s, 9H)
- 6-492
- terc-butilo SO2Me H CF3 RMN de 1H, DMSO-d6, 400 MHz 8,28 (m, 1H), 8,17 (d, 1H), 7,90 (m, 1H), 1,24 (s, 9H)
- 6-493
- terc-butilo NO2 H OMe
- 6-494
- terc-butilo NO2 H Br RMN de 1H, CDCl3, 400 MHz 7,92 (s, 1H), 7,83 (dd, 1H), 7,76 (dd, 1H), 1,39 (s, 9H)
- 6-495
- terc-butilo NO2 H CF3 RMN de 1H, CDCl3, 400 MHz 8,11 (s, 1H), 8,02 (d, 1H), 7,89 (d, 1H), 1,41 (s, 9H)
- 6-496
- terc-butilo NO2 H NO2 RMN de 1H, CDCl3, 400 MHz 8,68 (s, 1H), 8,48 (d, 1H), 8,09 (d, 1H), 1,42 (s, 9H)
- 6-497
- terc-butilo NO2 H Cl
- 6-498
- terc-butilo NO2 H Me RMN de 1H, CDCl3, 400 MHz 7,92 (s, 1H), 7,57 (2d, 2H), 6,59 (sa, 2H), 2,53 (s, 3H), 1,17 (s, 9H)
- 6-499
- terc-butilo NO2 H F
- 6-500
- terc-butilo OMe H SO2Me
- 6-501
- terc-butilo CF3 H NO2
- 6-502
- terc-butilo CH2SO2 Me H Br
- 6-503
- terc-butilo Cl CH2OCH2CF3 SO2Me
- 6-504
- terc-butilo Cl CH2OCH2CF3 SMe RMN de 1H, DMSO-d6, 400 MHz 12,18 ( sa, 1H), 7,61 (d, 1H), 7,41 (d, 1H), 4,89 (s, 2H), 4,17 (q, 2H), 2,55 (s, 3H), 1,33 (sa, 9H)
- 6-505
- terc-butilo Cl 5-cianometil-4,5dihidro-1,2-oxazol3-ilo SO2Et RMN de 1H, DMSO-d6, 400 MHz 12,51 (sa, 1H), 8,08 (dd, 2H), 5,23-5,13 (m, 1H), 3,66-3,55 (m, 1H), 3,41 (q, 2H), 3,19-3,10 (dd, 1H), 3,03-2,98 (m, 2H), 1,33 (sa, 9H), 1,14 (t, 3H)
- 6-506
- terc-butilo Cl 4,5-dihidro-1,2oxazol-3-ilo SO2Et
- N.º
- R X Y Z Datos físicos
- 6-507
- terc-butilo Cl CH2OCH2 tetrahidrofuran-2ilo SO2Me RMN de 1H, CDCl3, 400 MHz 8,12 (d, 1H), 7,30 (d, 1H), 5,22 (s, 2H), 4,14-4,04 (m, 1H), 3,82 (q, 1H), 3,64 (q, 1H), 3,69-3,60 (m, 2H), 3,30 (s, 3H), 2,0-1,91 (m, 1H), 1,91-1,79 (m, 2H), 1,651,56 (m, 1H), 1,41 (s, 9H)
- 6-508
- terc-butilo Cl SMe Cl
- 6-509
- terc-butilo Cl SMe SO2Me RMN de 1H, DMSO-d6, 400 MHz 12,47(sa, 1H), 8,10 (d, 1H), 7,90 (d, 1H), 3,57 (s, 3H), 1,31 (sa, 9H)
- 6-510
- terc-butilo Cl Me SO2Et
- 6-511
- terc-butilo Cl O(CH2)2OMe Cl
- 6-512
- terc-butilo Cl OCH2-ciclopropilo Cl
- 6-513
- terc-butilo Cl OMe Cl
- 6-514
- terc-butilo Cl NHAc Cl
- 6-515
- terc-butilo Cl OCH2C(O)NMe2 Cl
- 6-516
- terc-butilo Cl Cl SO2Me
- 6-517
- terc-butilo Cl pirazol-1-ilo SO2Me
- 6-518
- terc-butilo Cl 4-metoxi-irazol-1ilo SO2Me
- 6-519
- terc-butilo Cl 1,2,3-triazol-1-ilo SO2Me
- 6-520
- terc-butilo Cl 1,2,3-triazol-2-ilo SO2Me
- 6-521
- terc-butilo Cl F SO2Me
- 6-522
- terc-butilo Me SO2Me SO2Me
- 6-523
- terc-butilo Me SO2Me CF3 RMN de 1H, CDCl3, 400 MHz 7,97-7,85 (m, 2H), 3,25 (s, 3H), 2,87 (s, 3H), 1,42 (s, 9H)
- 6-524
- terc-butilo Me NMe2 SO2Me
- 6-525
- terc-butilo Me S(O)Me CF3
- 6-526
- terc-butilo Me SMe CF3 RMN de 1H, CDCl3, 400 MHz 12,16 (s, 1H), 7,76 (d, 1H), 7,70 (d, 1H), 2,65 (s, 3H), 2,31 (s, 3H), 1,33 (s, 9H)
- 6-527
- terc-butilo Me SO2CH2CH2OMe CF3
- 6-528
- terc-butilo Me pirazol-1-ilo SO2Me
- 6-529
- terc-butilo Me 4-metoxi-irazol-1ilo SO2Me
- 6-530
- terc-butilo Me 1,2,3-triazol-1-ilo SO2Me
- 6-531
- terc-butilo Me 1,2,3-triazol-2-ilo SO2Me
- 6-532
- terc-butilo Me Cl SO2Me
- 6-533
- terc-butilo Me Me SO2Me
- 6-534
- terc-butilo Me Me SMe
- 6-535
- terc-butilo Me SO2Me Cl
- 6-536
- terc-butilo Me NMe2 SO2Me
- 6-537
- terc-butilo Me NH(CH2)2OMe SO2Me
- 6-538
- terc-butilo CF3 F SO2CH3
- 6-539
- terc-butilo CF3 SMe SO2CH3
- 6-540
- terc-butilo CF3 SEt SO2CH3
- 6-541
- terc-butilo CF3 S(O)Et SO2CH3
- 6-542
- terc-butilo CF3 SO2CH3 SO2CH3
- 6-543
- terc-butilo CF3 OCH2CH2OMe SO2CH3
- 6-544
- terc-butilo CF3 OCH2(CO)NMe2 SO2Me
- 6-545
- terc-butilo CF3 CH2Otetrahidrofuran-2ilo SO2Et
- 6-546
- terc-butilo SMe SMe F
- N.º
- R X Y Z Datos físicos
- 6-547
- terc-butilo SMe SEt F
- 6-548
- terc-butilo SO2CH3 F Cl
- 6-549
- terc-butilo F S(O)Me CF3 RMN de 1H, CDCl3, 400 MHz 9,61 (sa, 1H), 7,69 (d, 1H), 7,63 (d, 1H), 3,13 (s, 3H), 1,42 (s, 9H)
- 6-550
- terc-butilo F SMe CF3
- 6-551
- furan-2-ilo NO2 H SO2Me
- 6-552
- furan-2-ilo Cl H SO2Me
- 6-553
- furan-2-ilo SO2Me H CF3
- 6-554
- furan-2-ilo NO2 H OMe
- 6-555
- furan-2-ilo NO2 H Br
- 6-556
- furan-2-ilo NO2 H CF3
- 6-557
- furan-2-ilo NO2 H NO2
- 6-558
- furan-2-ilo NO2 H Cl
- 6-559
- furan-2-ilo NO2 H Me
- 6-560
- furan-2-ilo NO2 H F
- 6-561
- furan-2-ilo OMe H SO2Me
- 6-562
- furan-2-ilo CF3 H NO2
- 6-563
- furan-2-ilo CH2SO2 Me H Br
- 6-564
- furan-2-ilo Cl CH2OCH2CF3 SO2Me RMN de 1H, DMSO-d6, 400 MHz 8,12 (dd, 1H), 8,04 (d, 1H), 7,96 (d, 1H), 7,27 (sa, 1H), 6,79 (m, 1H), 5,25 (s, 3H), 4,28 (q, 2H), 3,42 (s, 3H)
- 6-565
- furan-2-ilo Cl CH2OCH2CF3 SMe
- 6-566
- furan-2-ilo Cl 5-cianometil-4,5dihidro-1,2-oxazol3-ilo SO2Et
- 6-567
- furan-2-ilo Cl 4,5-dihidro-1,2oxazol-3-ilo SO2Et
- 6-568
- furan-2-ilo Cl CH2OCH2 tetrahidrofuran-2ilo SO2Me RMN de 1H, DMSO-d6, 400 MHz 12,75 (sa, 1H), 8,10 (d, 1H), 8,05 (s, 1H), 7,92 (d, 1H), 7,27 (sa, 1H), 6,79 (m, 1H), 5,09 (s, 2H), 4,01-3,93 (m, 1H), 3,72 (q, 1H), 3,63-3,53 (m, 3H), 3,40 (d, 3H), 1,92-1,84 (m, 1H), 1,82-1,85 (m, 2H), 1,59-1,48 (m, 1H)
- 6-569
- furan-2-ilo Cl SMe Cl
- 6-570
- furan-2-ilo Cl SMe SO2Me
- 6-571
- furan-2-ilo Cl Me SO2Et
- 6-572
- furan-2-ilo Cl O(CH2)2OMe Cl
- 6-573
- furan-2-ilo Cl OCH2-ciclopropilo Cl
- 6-574
- furan-2-ilo Cl OMe Cl
- 6-575
- furan-2-ilo Cl NHAc Cl
- 6-576
- furan-2-ilo Cl OCH2C(O)NMe2 Cl
- 6-577
- furan-2-ilo Cl Cl SO2Me RMN de 1H, DMSO-d6, 400 MHz 12,82 (sa, 1H), 8,15 (d, 1H), 8,05 (s, 1H), 7,93 (d, 1H), 7,28 (bd, 1H), 6,80 (m, 1H), 3,48 (s, 3H)
- 6-578
- furan-2-ilo Cl pirazol-1-ilo SO2Me
- 6-579
- furan-2-ilo Cl 4-metoxi-irazol-1ilo SO2Me
- 6-580
- furan-2-ilo Cl 1,2,3-triazol-1-ilo SO2Me
- 6-581
- furan-2-ilo Cl 1,2,3-triazol-2-ilo SO2Me
- N.º
- R X Y Z Datos físicos
- 6-582
- furan-2-ilo Cl F SO2Me
- 6-583
- furan-2-ilo Me SO2Me SO2Me
- 6-584
- furan-2-ilo Me SO2Me CF3 RMN de 1H, DMSO-d6, 400 MHz 12,63 (sa, 1H), 8,04 (m, 3H), 7,28 (sa, 1H), 6,80 (m, 1H), 3,43 (s, 3H), 2,74 (s, 3H)
- 6-585
- furan-2-ilo Me NMe2 SO2Me
- 6-586
- furan-2-ilo Me S(O)Me CF3 RMN de 1H, DMSO-d6, 400 MHz 12,39 (sa, 1H), 8,16 (d, 1H), 8,05 (s, 1H), 7,98 (d, 1H), 7,59 (sa, 1H), 6,77 (m, 1H), 3,11 (s, 3H), 3,09 (s, 3H)
- 6-587
- furan-2-ilo Me SMe CF3 RMN de 1H, DMSO-d6, 400 MHz 12,47(sa, 1H), 8,04 (d, 1H), 7,79 (d, 1H), 7,73 (d, 1H), 7,26 (sa, 1H), 6,79 (m, 1H), 2,68 (s, 3H), 2,32 (s, 3H)
- 6-588
- furan-2-ilo Me SO2CH2CH2OMe CF3
- 6-589
- furan-2-ilo Me pirazol-1-ilo SO2Me
- 6-590
- furan-2-ilo Me 4-metoxi-irazol-1ilo SO2Me
- 6-591
- furan-2-ilo Me 1,2,3-triazol-1-ilo SO2Me
- 6-592
- furan-2-ilo Me 1,2,3-triazol-2-ilo SO2Me
- 6-593
- furan-2-ilo Me Cl SO2Me
- 6-594
- furan-2-ilo Me Me SO2Me
- 6-595
- furan-2-ilo Me Me SMe
- 6-596
- furan-2-ilo Me SO2Me Cl
- 6-597
- furan-2-ilo Me NMe2 SO2Me
- 6-598
- furan-2-ilo Me NH(CH2)2OMe SO2Me
- 6-599
- furan-2-ilo CF3 F SO2CH3
- 6-600
- furan-2-ilo CF3 SMe SO2CH3
- 6-601
- furan-2-ilo CF3 SEt SO2CH3
- 6-602
- furan-2-ilo CF3 S(O)Et SO2CH3
- 6-603
- furan-2-ilo CF3 SO2CH3 SO2CH3
- 6-604
- furan-2-ilo CF3 OCH2CH2OMe SO2CH3
- 6-605
- furan-2-ilo CF3 OCH2(CO)NMe2 SO2Me
- 6-606
- furan-2-ilo CF3 CH2Otetrahidrofuran-2il SO2Et
- 6-607
- furan-2-ilo SMe SMe F
- 6-608
- furan-2-ilo SMe SEt F
- 6-609
- furan-2-ilo SO2CH3 F Cl
- 6-610
- furan-2-ilo F S(O)Me CF3
- 6-611
- furan-2-ilo F SMe CF3
- 6-612
- isopropilo NO2 H SO2Me
- 6-613
- isopropilo Cl H SO2Me RMN de 1H, DMSO-d6, 400 MHz 12,43 (sa, 1H), 8,12 (s, 1H), 8,0 (d, 1H), 7,93 (d, 1H), 3,35 (s, 3H), 3,21-3,16 (m, 1H), 1,30 (d, 6H)
- 6-614
- isopropilo SO2Me H CF3 RMN de 1H, DMSO-d6, 400 MHz 8,29 (dd, 2H), 8,06 (s, 1H), 3,47 (s, 3H), 3,08 (m, 1H), 1,30 (d, 6H)
- 6-615
- isopropilo NO2 H OMe
- 6-616
- isopropilo NO2 H Br
- 6-617
- isopropilo NO2 H CF3
- 6-618
- isopropilo NO2 H NO2
- 6-619
- isopropilo NO2 H Cl
- 6-620
- isopropilo NO2 H Me
- N.º
- R X Y Z Datos físicos
- 6-621
- isopropilo NO2 H F
- 6-622
- isopropilo OMe H SO2Me
- 6-623
- isopropilo CF3 H NO2
- 6-624
- isopropilo CH2SO2 Me H Br
- 6-625
- isopropilo Cl CH2OCH2CF3 SO2Me RMN de 1H, DMSO-d6, 400 MHz 12,46 (sa, 1H), 8,09 (d, 1H), 7,93 (d, 1H), 5,24 (s, 2H), 4,28 (q, 2H), 3,36 (s, 3H), 3,20-3,12 (m, 1H), 1,34-1,21 (m, 6H)
- 6-626
- isopropilo Cl CH2OCH2CF3 SMe
- 6-627
- isopropilo Cl 5-cianometil-4,5dihidro-1,2-oxazol3-ilo SO2Et RMN de 1H, DMSO-d6, 400 MHz 7,92 (d, 1H), 7,78 (d, 1H), 5,185,11 (m, 1H), 3,63-3,52 (m, 1H), 3,41-3,32 (m, 2H), 3,17-3,07 (m, 1H), 3,03-2,94 (m, 2H), 1,31-1,19 (m, 6H), 1,10 (t, 3H)
- 6-628
- isopropilo Cl 4,5-dihidro-1,2oxazol-3-ilo SO2Et
- 6-629
- isopropilo Cl CH2OCH2 tetrahidrofuran-2ilo SO2Me RMN de 1H, DMSO-d6, 400 MHz 12,44 (sa, 1H), 8,07 (d, 1H), 7,89 (d, 1H), 5,08 (m, 2H), 4,0-3,92 (m, 1H), 3,72 (q, 1H), 3,61 (q, 1H), 3,58-3,52 (m, 2H), 3,39 (s, 3H), 3,20-3,11 (m, 1H), 1,93-1,84 (m, 1H), 1,81-1,72 (m, 2H), 1,581,48 (m, 1H), 1,33-1,21 (m, 6H)
- 6-630
- isopropilo Cl SMe Cl
- 6-631
- isopropilo Cl SMe SO2Me RMN de 1H, DMSO-d6, 400 MHz 12,52 (sa, 1H), 8,10 (d, 1H), 7,89 (d, 1H), 3,57 (s, 3H), 3,19-3,16 (m, 1H), 1,30-1,28 (d, 6H)
- 6-632
- isopropilo Cl Me SO2Et
- 6-633
- isopropilo Cl O(CH2)2OMe Cl
- 6-634
- isopropilo Cl OCH2-ciclopropilo Cl
- 6-635
- isopropilo Cl OMe Cl
- 6-636
- isopropilo Cl NHAc Cl
- 6-637
- isopropilo Cl OCH2C(O)NMe2 Cl
- 6-638
- isopropilo Cl Cl SO2Me RMN de 1H, DMSO-d6, 400 MHz 12,52 (sa, 1H), 8,12 (d, 1H), 7,90 (d, 1H), 3,47 (s, 3H), 3,19-3,16 (m, 1H), 1,29 (d, 6H)
- 6-639
- isopropilo Cl pirazol-1-ilo SO2Me
- 6-640
- isopropilo Cl 4-metoxi-irazol-1ilo SO2Me
- 6-641
- isopropilo Cl 1,2,3-triazol-1-ilo SO2Me
- 6-642
- isopropilo Cl 1,2,3-triazol-2-ilo SO2Me
- 6-643
- isopropilo Cl F SO2Me
- 6-644
- isopropilo Me SO2Me SO2Me
- 6-645
- isopropilo Me SO2Me CF3 RMN de 1H, DMSO-d6, 400 MHz 12,33 (sa, 1H), 8,0 (dd, 2H), 3,42 (s, 3H), 3,17 (m, 1H), 2,71 (s, 3H) 1,37-1,24 (d, 6H)
- 6-646
- isopropilo Me NMe2 SO2Me
- 6-647
- isopropilo Me S(O)Me CF3
- N.º
- R X Y Z Datos físicos
- 6-648
- isopropilo Me SMe CF3 RMN de 1H, DMSO-d6, 400 MHz 12,29 (sa, 1H), 7,77 (d, 1H), 7,70 (d, 1H), 3,17 (m, 1H), 2,67 (s, 3H), 2,31 (s, 3H), 1,29 (d, 6H)
- 6-649
- isopropilo Me SO2CH2CH2OMe CF3
- 6-650
- isopropilo Me pirazol-1-ilo SO2Me
- 6-651
- isopropilo Me 4-metoxi-irazol-1ilo SO2Me
- 6-652
- isopropilo Me 1,2,3-triazol-1-ilo SO2Me
- 6-653
- isopropilo Me 1,2,3-triazol-2-ilo SO2Me
- 6-654
- isopropilo Me Cl SO2Me RMN de 1H, DMSO-d6, 400 MHz 12,32 (sa, 1H), 8,01 (d, 1H), 7,75 (d, 1H), 3,43 (s, 3H), 3,17 (m, 1H), 2,46 (s, 3H), 1,30 (d, 6H)
- 6-655
- isopropilo Me Me SO2Me
- 6-656
- isopropilo Me F Cl RMN de 1H, DMSO-d6, 400 MHz 12,10 (sa, 1H), 7,56 (dd, 1H), 7,44 (d, 1H), 3,17 (m, 1H), 1,30 (d, 6H)
- 6-657
- isopropilo Me SO2Me Cl
- 6-658
- isopropilo Me NMe2 SO2Me
- 6-659
- isopropilo Me NH(CH2)2OMe SO2Me
- 6-660
- isopropilo CF3 F SO2CH3
- 6-661
- isopropilo CF3 SMe SO2CH3
- 6-662
- isopropilo CF3 SEt SO2CH3
- 6-663
- isopropilo CF3 S(O)Et SO2CH3
- 6-664
- isopropilo CF3 SO2CH3 SO2CH3
- 6-665
- isopropilo CF3 OCH2CH2OMe SO2CH3
- 6-666
- isopropilo CF3 OCH2(CO)NMe2 SO2Me
- 6-667
- isopropilo CF3 CH2Otetrahidrofuran-2ilo SO2Et
- 6-668
- isopropilo SMe SMe F
- 6-669
- isopropilo SMe SEt F
- 6-670
- isopropilo SO2CH3 F Cl
- 6-671
- isopropilo F S(O)Me CF3
- 6-672
- isopropilo F SMe CF3
- 6-673
- CH2CH2OMe NO2 H SO2Me
- 6-674
- CH2CH2OMe Cl H SO2Me
- 6-675
- CH2CH2OMe SO2Me H CF3
- 6-676
- CH2CH2OMe NO2 H OMe
- 6-677
- CH2CH2OMe NO2 H Br
- 6-678
- CH2CH2OMe NO2 H CF3
- 6-679
- CH2CH2OMe NO2 H NO2
- 6-680
- CH2CH2OMe NO2 H Cl
- 6-681
- CH2CH2OMe NO2 H Me
- 6-682
- CH2CH2OMe NO2 H F
- 6-683
- CH2CH2OMe OMe H SO2Me
- 6-684
- CH2CH2OMe CF3 H NO2
- 6-685
- CH2CH2OMe CH2SO2 Me H Br
- 6-686
- CH2CH2OMe Cl CH2OCH2CF3 SO2Me RMN de 1H, DMSO-d6, 400 MHz 12,48 (s, 1H), 8,11 (d, 1H), 7,93 (d, 1H), 5,23 (s, 2H), 4,32-4,21 (m, 2H), 3,72-3,62 (m, 3H), 3,44 (s, 3H), 3,14-3,03 (m, 2H),
- 6-687
- CH2CH2OMe Cl CH2OCH2CF3 SMe
- N.º
- R X Y Z Datos físicos
- 6-688
- CH2CH2OMe Cl 5-cianometil-4,5dihidro-1,2-oxazol3-ilo SO2Et RMN de 1H, DMSO-d6, 400 MHz 8,03 (d, 1H), 7,95 (d, 1H), 5,325,22 (m, 1H), 3,67 (m, 2H), 3,613,53 (m, 1H), 3,38 (q, 2H), 3,12 (dd, 1H), 3,08-2,98 (m, 5H), 1,201,09 (m, 5H)
- 6-689
- CH2CH2OMe Cl 4,5-dihidro-1,2oxazol-3-ilo SO2Et
- 6-690
- CH2CH2OMe Cl CH2OCH2 tetrahidrofuran-2ilo SO2Me RMN de 1H, DMSO-d6, 400 MHz 12,46 (sa, 1H), 8,08 (d, 1H), 7,90 (d, 1H), 5,09 (dd, 2H), 4,02-3,92 (m, 1H), 3,76-3,66 (m, 3H), 3,663,52 (m, 3H), 3,39 (s, 3H), 3,27 (s, 3H), 3,14-3,03 (m, 2H), 1,981,83 (m, 1H), 1,82-1,74 (m, 2H), 1,58-1,48 (m, 1H)
- 6-691
- CH2CH2OMe Cl SMe Cl
- 6-692
- CH2CH2OMe Cl SMe SO2Me
- 6-693
- CH2CH2OMe Cl Me SO2Et
- 6-694
- CH2CH2OMe Cl O(CH2)2OMe Cl
- 6-695
- CH2CH2OMe Cl OCH2-ciclopropilo Cl
- 6-696
- CH2CH2OMe Cl OMe Cl
- 6-697
- CH2CH2OMe Cl NHAc Cl
- 6-698
- CH2CH2OMe Cl OCH2C(O)NMe2 Cl RMN de 1H, DMSO-d6, 400 MHz 7,64 (d, 1H), 7,46 (d, 1H), 4,72 (s, 2H), 3,68 (t, 2H), 3,26 (s, 3H), 3,07 (t, 2H), 3,0 (s, 3H), 2,87 (s, 3H)
- 6-699
- CH2CH2OMe Cl Cl SO2Me RMN de 1H, DMSO-d6, 400 MHz 12,53 (sa, 1H), 8,13 (d, 1H), 7,90 (d, 1H), 3,69 (m, 2H), 3,47 (s, 3H), 3,26 (s, 3H), 3,08 (m, 2H)
- 6-700
- CH2CH2OMe Cl pirazol-1-ilo SO2Me
- 6-701
- CH2CH2OMe Cl 4-metoxi-irazol-1ilo SO2Me
- 6-702
- CH2CH2OMe Cl 1,2,3-triazol-1-ilo SO2Me
- 6-703
- CH2CH2OMe Cl 1,2,3-triazol-2-ilo SO2Me
- 6-704
- CH2CH2OMe Cl F SO2Me
- 6-705
- CH2CH2OMe Me SO2Me SO2Me RMN de 1H, DMSO-d6, 400 MHz 8,15 (d, 1H), 7,91 (d, 1H), 3,66 (m, 2H), 3,57 (s, 3H), 3,53 (s, 3H), 3,24 (s, 3H),
- 6-706
- CH2CH2OMe Me SO2Me CF3
- 6-707
- CH2CH2OMe Me NMe2 SO2Me
- 6-708
- CH2CH2OMe Me S(O)Me CF3
- 6-709
- CH2CH2OMe Me SMe CF3
- 6-710
- CH2CH2OMe Me SO2CH2CH2OMe CF3
- 6-711
- CH2CH2OMe Me pirazol-1-ilo SO2Me
- 6-712
- CH2CH2OMe Me 4-metoxi-irazol-1ilo SO2Me
- 6-713
- CH2CH2OMe Me 1,2,3-triazol-1-ilo SO2Me
- 6-714
- CH2CH2OMe Me 1,2,3-triazol-2-ilo SO2Me
- 6-715
- CH2CH2OMe Me Cl SO2Me
- 6-716
- CH2CH2OMe Me Me SO2Me
- 6-717
- CH2CH2OMe Me Me SMe
- 6-718
- CH2CH2OMe Me SO2Me Cl
- 6-719
- CH2CH2OMe Me NMe2 SO2Me
- 6-720
- CH2CH2OMe Me NH(CH2)2OMe SO2Me
- 6-721
- CH2CH2OMe CF3 F SO2CH3
- N.º
- R X Y Z Datos físicos
- 6-722
- CH2CH2OMe CF3 SMe SO2CH3
- 6-723
- CH2CH2OMe CF3 SEt SO2CH3
- 6-724
- CH2CH2OMe CF3 S(O)Et SO2CH3
- 6-725
- CH2CH2OMe CF3 SO2CH3 SO2CH3
- 6-726
- CH2CH2OMe CF3 OCH2CH2OMe SO2CH3
- 6-727
- CH2CH2OMe CF3 OCH2(CO)NMe2 SO2Me
- 6-728
- CH2CH2OMe CF3 CH2Otetrahidrofuran-2ilo SO2Et
- 6-729
- CH2CH2OMe SMe SMe F
- 6-730
- CH2CH2OMe SMe SEt F
- 6-731
- CH2CH2OMe SO2CH3 F Cl
- 6-732
- CH2CH2OMe F S(O)Me CF3
- 6-733
- CH2CH2OMe F SMe CF3
- 6-734
- CH2CF3 NO2 H SO2Me
- 6-735
- CH2CF3 Cl H SO2Me
- 6-736
- CH2CF3 SO2Me H CF3
- 6-737
- CH2CF3 NO2 H OMe
- 6-738
- CH2CF3 NO2 H Br
- 6-739
- CH2CF3 NO2 H CF3
- 6-740
- CH2CF3 NO2 H NO2
- 6-741
- CH2CF3 NO2 H Cl
- 6-742
- CH2CF3 NO2 H Me
- 6-743
- CH2CF3 NO2 H F
- 6-744
- CH2CF3 OMe H SO2Me
- 6-745
- CH2CF3 CF3 H NO2
- 6-746
- CH2CF3 CH2SO2 Me H Br
- 6-747
- CH2CF3 Cl CH2OCH2CF3 SO2Me
- 6-748
- CH2CF3 Cl CH2OCH2CF3 SMe
- 6-749
- CH2CF3 Cl 5-cianometil-4,5dihidro-1,2-oxazol3-ilo SO2Et RMN de 1H, DMSO-d6, 400 MHz 12,78 (sa, 1H), 8,10 (2d, 2H), 5,19 (m, 1H), 4,33 (q, 2H), 3,61 (m, 1H), 3,44 (q, 2H), 3,16 (dd, 1H), 3,08 (d, 2H), 1,16 (t, 3H)
- 6-750
- CH2CF3 Cl 4,5-dihidro-1,2oxazol-3-ilo SO2Et
- 6-751
- CH2CF3 Cl CH2OCH2 tetrahidrofuran-2ilo SO2Me
- 6-752
- CH2CF3 Cl SMe Cl
- 6-753
- CH2CF3 Cl SMe SO2Me RMN de 1H, DMSO-d6, 400 MHz 8,21 (d, 1H), 8,16 (d, 1H), 3,74 (q, 2H), 3,60 (s, 3H)
- 6-754
- CH2CF3 Cl Me SO2Et
- 6-755
- CH2CF3 Cl O(CH2)2OMe Cl
- 6-756
- CH2CF3 Cl OCH2-ciclopropilo Cl
- 6-757
- CH2CF3 Cl OMe Cl
- 6-758
- CH2CF3 Cl NHAc Cl
- 6-759
- CH2CF3 Cl OCH2C(O)NMe2 Cl
- 6-760
- CH2CF3 Cl Cl SO2Me
- 6-761
- CH2CF3 Cl pirazol-1-ilo SO2Me
- 6-762
- CH2CF3 Cl 4-metoxi-irazol-1ilo SO2Me
- 6-763
- CH2CF3 Cl 1,2,3-triazol-1-ilo SO2Me
- 6-764
- CH2CF3 Cl 1,2,3-triazol-2-ilo SO2Me
- 6-765
- CH2CF3 Cl F SO2Me
- 6-766
- CH2CF3 Me SO2Me SO2Me
- N.º
- R X Y Z Datos físicos
- 6-767
- CH2CF3 Me SO2Me CF3 RMN de 1H, DMSO-d6, 400 MHz 12,62 (sa, 1H), 8,02 (dd, 2H), 4,31 (q, 2H), 3,43 (s, 3H), 2,62 (s, 3H)
- 6-768
- CH2CF3 Me NMe2 SO2Me
- 6-769
- CH2CF3 Me S(O)Me CF3
- 6-770
- CH2CF3 Me SMe CF3 RMN de 1H, DMSO-d6, 400 MHz 12,41 (sa, 1H), 7,78 (d, 1H), 7,32 (d, 1H), 4,31 (q, 2H), 2,67 (s, 3H), 2,31 (s, 3H)
- 6-771
- CH2CF3 Me SO2CH2CH2OMe CF3
- 6-772
- CH2CF3 Me pirazol-1-ilo SO2Me
- 6-773
- CH2CF3 Me 4-metoxi-irazol-1ilo SO2Me
- 6-774
- CH2CF3 Me 1,2,3-triazol-1-ilo SO2Me
- 6-775
- CH2CF3 Me 1,2,3-triazol-2-ilo SO2Me
- 6-776
- CH2CF3 Me Cl SO2Me
- 6-777
- CH2CF3 Me Me SO2Me
- 6-778
- CH2CF3 Me Me SMe
- 6-779
- CH2CF3 Me SO2Me Cl
- 6-780
- CH2CF3 Me NMe2 SO2Me
- 6-781
- CH2CF3 Me NH(CH2)2OMe SO2Me
- 6-782
- CH2CF3 CF3 F SO2CH3
- 6-783
- CH2CF3 CF3 SMe SO2CH3
- 6-784
- CH2CF3 CF3 SEt SO2CH3
- 6-785
- CH2CF3 CF3 S(O)Et SO2CH3
- 6-786
- CH2CF3 CF3 SO2CH3 SO2CH3
- 6-787
- CH2CF3 CF3 OCH2CH2OMe SO2CH3
- 6-788
- CH2CF3 CF3 OCH2(CO)NMe2 SO2Me
- 6-789
- CH2CF3 CF3 CH2Otetrahidrofuran-2ilo SO2Et
- 6-790
- CH2CF3 SMe SMe F
- 6-791
- CH2CF3 SMe SEt F
- 6-792
- CH2CF3 SO2CH3 F Cl
- 6-793
- CH2CF3 F S(O)Me CF3
- 6-794
- CH2CF3 F SMe CF3
- 6-795
- tetrahidrofuran-2-ilo NO2 H SO2Me
- 6-796
- tetrahidrofuran-2-ilo Cl H SO2Me
- 6-797
- tetrahidrofuran-2-ilo SO2Me H CF3
- 6-798
- tetrahidrofuran-2-ilo NO2 H OMe
- 6-799
- tetrahidrofuran-2-ilo NO2 H Br
- 6-800
- tetrahidrofuran-2-ilo NO2 H CF3
- 6-801
- tetrahidrofuran-2-ilo NO2 H NO2
- 6-802
- tetrahidrofuran-2-ilo NO2 H Cl
- 6-803
- tetrahidrofuran-2-ilo NO2 H Me
- 6-804
- tetrahidrofuran-2-ilo NO2 H F
- 6-805
- tetrahidrofuran-2-ilo OMe H SO2Me
- 6-806
- tetrahidrofuran-2-ilo CF3 H NO2
- N.º
- R X Y Z Datos físicos
- 6-807
- tetrahidrofuran-2-ilo CH2SO2 Me H Br
- 6-808
- tetrahidrofuran-2-ilo Cl CH2OCH2CF3 SO2Me
- 6-809
- tetrahidrofuran-2-ilo Cl CH2OCH2CF3 SMe
- 6-810
- tetrahidrofuran-2-ilo Cl 5-cianometil-4,5dihidro-1,2-oxazol3-ilo SO2Et
- 6-811
- tetrahidrofuran-2-ilo Cl 4,5-dihidro-1,2oxazol-3-ilo SO2Et
- 6-812
- tetrahidrofuran-2-ilo Cl CH2OCH2 tetrahidrofuran-2ilo SO2Me RMN de 1H, DMSO-d6, 400 MHz 12,60 (sa, 1H), 8,08 (d, 1H), 7,89 (d, 1H), 5,10 (m, 2H), 3,97 (m, 1H), 3,38 (s, 3H),
- 6-813
- tetrahidrofuran-2-ilo Cl SMe Cl
- 6-814
- tetrahidrofuran-2-ilo Cl SMe SO2Me RMN de 1H, DMSO-d6, 400 MHz 12,60 (sa, 1H), 8,11 (d, 1H), 7,90 (d, 1H), 5,11 (m, 1H), 3,84 (m, 2H), 3,58 (s, 3H), 2,26 (m, 2H), 1,98 (m, 2H)
- 6-815
- tetrahidrofuran-2-ilo Cl Me SO2Et
- 6-816
- tetrahidrofuran-2-ilo Cl O(CH2)2OMe Cl
- 6-817
- tetrahidrofuran-2-ilo Cl OCH2-ciclopropilo Cl
- 6-818
- tetrahidrofuran-2-ilo Cl OMe Cl
- 6-819
- tetrahidrofuran-2-ilo Cl NHAc Cl
- 6-820
- tetrahidrofuran-2-ilo Cl OCH2C(O)NMe2 Cl RMN de 1H, DMSO-d6, 400 MHz 12,44(sa, 1H), 7,64 (d, 1H), 7,47 (d, 1H), 5,11 (dd, 1H), 4,72 (s, 2H), 3,84 (t, 2H), 3,01 (s, 3H), 2,87 (s, 3H), 2,32-2,21 (m, 2H), 2,04-1,95 (m, 2H)
- 6-821
- tetrahidrofuran-2-ilo Cl Cl SO2Me
- 6-822
- tetrahidrofuran-2-ilo Cl pirazol-1-ilo SO2Me
- 6-823
- tetrahidrofuran-2-ilo Cl 4-metoxi-irazol-1ilo SO2Me
- 6-824
- tetrahidrofuran-2-ilo Cl 1,2,3-triazol-1-ilo SO2Me
- 6-825
- tetrahidrofuran-2-ilo Cl 1,2,3-triazol-2-ilo SO2Me
- 6-826
- tetrahidrofuran-2-ilo Cl F SO2Me
- 6-827
- tetrahidrofuran-2-ilo Me SO2Me SO2Me
- 6-828
- tetrahidrofuran-2-ilo Me SO2Me CF3 RMN de 1H, DMSO-d6, 400 MHz 12,5 (sa, 1H), 7,99 (dd, 2H), 5,11 (m, 1H), 3,84 (m, 2H), 3,41 (s, 3H), 2,71 (s, 3H), 2,32-2,21 (m, 2H), 2,04-1,93 (m, 2H)
- 6-829
- tetrahidrofuran-2-ilo Me NMe2 SO2Me
- 6-830
- tetrahidrofuran-2-ilo Me S(O)Me CF3
- N.º
- R X Y Z Datos físicos
- 6-831
- tetrahidrofuran-2-ilo Me SMe CF3 RMN de 1H, DMSO-d6, 400 MHz 12,31 (sa, 1H), 7,77 (d, 1H), 7,70 (d, 1H), 5,11 (dd, 1H), 3,84 (dd, 2H), 2,67 (s, 3H), 2,28 (s, 3H), 2,37-2,20 (m, 2H), 2,07-1,95 (m, 2H)
- 6-832
- tetrahidrofuran-2-ilo Me SO2CH2CH2OMe CF3
- 6-833
- tetrahidrofuran-2-ilo Me pirazol-1-ilo SO2Me
- 6-834
- tetrahidrofuran-2-ilo Me 4-metoxi-irazol-1ilo SO2Me
- 6-835
- tetrahidrofuran-2-ilo Me 1,2,3-triazol-1-ilo SO2Me
- 6-836
- tetrahidrofuran-2-ilo Me 1,2,3-triazol-2-ilo SO2Me
- 6-837
- tetrahidrofuran-2-ilo Me Cl SO2Me
- 6-838
- tetrahidrofuran-2-ilo Me Me SO2Me
- 6-839
- tetrahidrofuran-2-ilo Me Me SMe
- 6-840
- tetrahidrofuran-2-ilo Me SO2Me Cl
- 6-841
- tetrahidrofuran-2-ilo Me NMe2 SO2Me
- 6-842
- tetrahidrofuran-2-ilo Me NH(CH2)2OMe SO2Me
- 6-843
- tetrahidrofuran-2-ilo CF3 F SO2CH3
- 6-844
- tetrahidrofuran-2-ilo CF3 SMe SO2CH3
- 6-845
- tetrahidrofuran-2-ilo CF3 SEt SO2CH3
- 6-846
- tetrahidrofuran-2-ilo CF3 S(O)Et SO2CH3
- 6-847
- tetrahidrofuran-2-ilo CF3 SO2CH3 SO2CH3
- 6-848
- tetrahidrofuran-2-ilo CF3 OCH2CH2OMe SO2CH3
- 6-849
- tetrahidrofuran-2-ilo CF3 OCH2(CO)NMe2 SO2Me
- 6-850
- tetrahidrofuran-2-ilo CF3 CH2Otetrahidrofuran-2ilo SO2Et
- 6-851
- tetrahidrofuran-2-ilo SMe SMe F
- 6-852
- tetrahidrofuran-2-ilo SMe SEt F
- 6-853
- tetrahidrofuran-2-ilo SO2CH3 F Cl
- 6-854
- tetrahidrofuran-2-ilo F S(O)Me CF3
- 6-855
- tetrahidrofuran-2-ilo F SMe CF3
- 6-856
- n-Pr NO2 H SO2Me
- 6-857
- n-Pr Cl H SO2Me RMN de 1H, DMSO-d6, 400 MHz 12,41 (s, 1H), 8,11 (d, 1H), 7,97 (dd, 1H), 7,93 (d, 1H), 3,38 (s, 3H), 2,80 (t, 2H), 1,70 (m, 2H), 0,92 (t, 3H)
- N.º
- R X Y Z Datos físicos
- 6-858
- n-Pr SO2Me H CF3 RMN de 1H, DMSO-d6, 400 MHz 8,27 (dd, 2H), 8,04 (s, 1H), 3,48 (s, 3H), 2,80 (m, 2H), 1,72 (m, 2H), 0,97 (m, 3H)
- 6-859
- n-Pr NO2 H OMe
- 6-860
- n-Pr NO2 H Br
- 6-861
- n-Pr NO2 H Cl
- 6-862
- n-Pr NO2 H CF3
- 6-863
- n-Pr NO2 H NO2
- 6-864
- n-Pr NO2 H Me
- 6-865
- n-Pr NO2 H F
- 6-866
- n-Pr OMe H SO2Me
- 6-867
- n-Pr CF3 H NO2
- 6-868
- n-Pr CH2SO2 Me H Br
- 6-869
- n-Pr Cl CH2OCH2CF3 SO2Me
- 6-870
- n-Pr Cl CH2OCH2CF3 SMe RMN de 1H, DMSO-d6, 400 MHz 11,34 (sa, 1H), 7,63 (d, 1H), 7,45 (d, 1H), 4,92 (s, 2H), 4,20 (q, 2H), 2,78 (t, 2H), 1,71 (m, 2H), 0,94 (t, 3H)
- 6-871
- n-Pr Cl 5-cianometil-4,5dihidro-1,2-oxazol3-ilo SO2Et
- 6-872
- n-Pr Cl 4,5-dihidro-1,2oxazol-3-ilo SO2Et
- 6-873
- n-Pr Cl CH2OCH2 tetrahidrofuran-2ilo SO2Me RMN de 1H, DMSO-d6, 400 MHz 12,46 (sa, 1H), 8,08 (d, 1H), 7,89 (d, 1H), 5,07 (d, 2H), 3,97 (m, 1H), 3,72 (q, 1H), 3,62 (q, 1H), 3,56 (m, 2H), 3,39 (s, 3H), 2,81 (t, 2H), 1,96-1,87 (m, 1H), 1,831,76 (m, 2H), 1,76-1,66 (m, 2H), 1,58-1,49 (m, 1H), 0,96 (t, 3H)
- 6-874
- n-Pr Cl SMe Cl
- 6-875
- n-Pr Cl SMe SO2Me RMN de 1H, DMSO-d6, 400 MHz 12,45 (sa, 1H), 8,10 (d, 1H), 7,89 (d, 1H), 3,57 (s, 3H), 2,80 (t, 2H), 1,70 (m, 2H), 0,95 (t, 3H)
- 6-876
- n-Pr Cl Me SO2Et
- 6-877
- n-Pr Cl O(CH2)2OMe Cl
- 6-878
- n-Pr Cl OCH2-ciclopropilo Cl
- 6-879
- n-Pr Cl OMe Cl
- 6-880
- n-Pr Cl NHAc Cl
- 6-881
- n-Pr Cl OCH2C(O)NMe2 Cl RMN de 1H, DMSO-d6, 400 MHz 12,29 (sa, 1H), 7,62 (d, 1H), 7,46 (d, 1H), 4,72 (s, 2H), 3,01 (s, 3H), 2,87 (s, 3H), 2,80 (t, 2H), 1,71 (m, 2H), 0,96 (t, 3H)
- 6-882
- n-Pr Cl Cl SO2Me
- 6-883
- n-Pr Cl pirazol-1-ilo SO2Me
- 6-884
- n-Pr Cl 4-metoxi-irazol-1ilo SO2Me
- 6-885
- n-Pr Cl 1,2,3-triazol-1-ilo SO2Me
- 6-886
- n-Pr Cl 1,2,3-triazol-2-ilo SO2Me
- 6-887
- n-Pr Cl F SO2Me
- 6-888
- n-Pr Me SO2Me SO2Me
- N.º
- R X Y Z Datos físicos
- 6-889
- n-Pr Me SO2Me CF3 RMN de 1H, DMSO-d6, 400 MHz 12,35 (sa, 1H), 8,0 (dd, 2H), 3,42 (s, 3H), 2,81-2,75 (m, 2H), 2,71 (s, 3H), 1,78-1,64 (m, 2H), 0,96 (t, 3H)
- 6-890
- n-Pr Me NMe2 SO2Me
- 6-891
- n-Pr Me S(O)Me CF3
- 6-892
- n-Pr Me SMe CF3 RMN de 1H, DMSO-d6, 400 MHz 12,20 (sa, 1H), 7,77 (d, 1H), 7,69 (d, 1H), 2,80 (t, 2H), 2,67 (s, 3H), 2,33 (s, 3H), 1,73-1,68 (m, 2H), 0,96 (t, 3H)
- 6-893
- n-Pr Me SO2CH2CH2OMe CF3
- 6-894
- n-Pr Me pirazol-1-ilo SO2Me
- 6-895
- n-Pr Me 4-metoxi-irazol-1ilo SO2Me
- 6-896
- n-Pr Me 1,2,3-triazol-1-ilo SO2Me
- 6-897
- n-Pr Me 1,2,3-triazol-2-ilo SO2Me
- 6-898
- n-Pr Me Cl SO2Me
- 6-899
- n-Pr Me Me SO2Me
- 6-900
- n-Pr Me Me SMe
- 6-901
- n-Pr Me SO2Me Cl
- 6-902
- n-Pr Me NMe2 SO2Me
- 6-903
- n-Pr Me NH(CH2)2OMe SO2Me
- 6-904
- n-Pr CF3 F SO2CH3
- 6-905
- n-Pr CF3 SMe SO2CH3
- 6-906
- n-Pr CF3 SEt SO2CH3
- 6-907
- n-Pr CF3 S(O)Et SO2CH3
- 6-908
- n-Pr CF3 SO2CH3 SO2CH3
- 6-909
- n-Pr CF3 OCH2CH2OMe SO2CH3
- 6-910
- n-Pr CF3 OCH2(CO)NMe2 SO2Me
- 6-911
- n-Pr CF3 CH2Otetrahidrofuran-2ilo SO2Et
- 6-912
- n-Pr SMe SMe F
- 6-913
- n-Pr SMe SEt F
- 6-914
- n-Pr SO2CH3 F Cl
- 6-915
- n-Pr F S(O)Me CF3
- 6-916
- n-Pr F SMe CF3
- 6-917
- CH2OEt NO2 H SO2Me
- 6-918
- CH2OEt Cl H SO2Me
- 6-919
- CH2OEt SO2Me H CF3
- 6-920
- CH2OEt NO2 H OMe
- 6-921
- CH2OEt NO2 H Br
- 6-922
- CH2OEt NO2 H CF3
- 6-923
- CH2OEt NO2 H NO2
- 6-924
- CH2OEt NO2 H Cl
- 6-925
- CH2OEt NO2 H Me
- 6-926
- CH2OEt NO2 H F
- 6-927
- CH2OEt OMe H SO2Me
- 6-928
- CH2OEt CF3 H NO2
- 6-929
- CH2OEt CH2SO2 Me H Br
- 6-930
- CH2OEt Cl CH2OCH2CF3 SO2Me RMN de 1H, DMSO-d6, 400 MHz 12,63 (sa, 1H), 8,11 (d, 1H), 7,96 (d, 1H), 5,24 (s, 2H), 4,66 (s, 2H), 4,29 (q, 2H), 3,55 (q, 2H), 1,15 (t, 3H)
- 6-931
- CH2OEt Cl CH2OCH2CF3 SMe
- N.º
- R X Y Z Datos físicos
- 6-932
- CH2OEt Cl 5-cianometil-4,5dihidro-1,2-oxazol3-ilo SO2Et RMN de 1H, DMSO-d6, 400 MHz 12,69 (sa, 1H), 8,11 (d, 1H), 8,08 (d, 1H), 5,21 – 5,17 (m, 1H), 4,66 (s, 2H), 3,64 – 3,52 (m, 4H),3,42 (q, 2H), 3,16 (dd, 1H), 3,02 (m, 2H), 1,16 (2t, 6H)
- 6-933
- CH2OEt Cl 4,5-dihidro-1,2oxazol-3-ilo SO2Et
- 6-934
- CH2OEt Cl CH2OCH2 tetrahidrofuran-2ilo SO2Me
- 6-935
- CH2OEt Cl SMe Cl
- 6-936
- CH2OEt Cl SMe SO2Me
- 6-937
- CH2OEt Cl Me SO2Et
- 6-938
- CH2OEt Cl O(CH2)2OMe Cl
- 6-939
- CH2OEt Cl OCH2-ciclopropilo Cl
- 6-940
- CH2OEt Cl OMe Cl
- 6-941
- CH2OEt Cl NHAc Cl
- 6-942
- CH2OEt Cl OCH2C(O)NMe2 Cl
- 6-943
- CH2OEt Cl Cl SO2Me
- 6-944
- CH2OEt Cl pirazol-1-ilo SO2Me
- 6-945
- CH2OEt Cl 4-metoxi-irazol-1ilo SO2Me
- 6-946
- CH2OEt Cl 1,2,3-triazol-1-ilo SO2Me
- 6-947
- CH2OEt Cl 1,2,3-triazol-2-ilo SO2Me
- 6-948
- CH2OEt Cl F SO2Me
- 6-949
- CH2OEt Me SO2Me SO2Me RMN de 1H, DMSO-d6, 400 MHz 12,58 (sa, 1H), 8,24 (d, 1H), 8,06 (d, 1H), 4,66 (s, 2H), 3,60 (s, 3H), 3,55 (s, 3H), 2,69 (s, 3H), 1,16 (t, 3H)
- 6-950
- CH2OEt Me SO2Me CF3 RMN de 1H, DMSO-d6, 400 MHz 12,50 (sa, 1H), 8,03 (d, 1H), 8,00 (d, 1H), 4,66 (s, 2H), 3,56 (q, 2H), 3,42 (s, 3H), 2,72 (s, 3H), 1,16 (t, 3H)
- 6-951
- CH2OEt Me NMe2 SO2Me
- 6-952
- CH2OEt Me S(O)Me CF3
- 6-953
- CH2OEt Me SMe CF3
- 6-954
- CH2OEt Me SO2CH2CH2OMe CF3
- 6-955
- CH2OEt Me pirazol-1-ilo SO2Me
- 6-956
- CH2OEt Me 4-metoxi-irazol-1ilo SO2Me
- 6-957
- CH2OEt Me 1,2,3-triazol-1-ilo SO2Me
- 6-958
- CH2OEt Me 1,2,3-triazol-2-ilo SO2Me
- 6-959
- CH2OEt Me Cl SO2Me
- 6-960
- CH2OEt Me Me SO2Me
- 6-961
- CH2OEt Me Me SMe
- 6-962
- CH2OEt Me SO2Me Cl
- 6-963
- CH2OEt Me NMe2 SO2Me
- 6-964
- CH2OEt Me NH(CH2)2OMe SO2Me
- 6-965
- CH2OEt CF3 F SO2CH3
- 6-966
- CH2OEt CF3 SMe SO2CH3
- 6-967
- CH2OEt CF3 SEt SO2CH3
- 6-968
- CH2OEt CF3 S(O)Et SO2CH3
- 6-969
- CH2OEt CF3 SO2CH3 SO2CH3
- 6-970
- CH2OEt CF3 OCH2CH2OMe SO2CH3
- 6-971
- CH2OEt CF3 OCH2(CO)NMe2 SO2Me
- 6-972
- CH2OEt CF3 CH2Otetrahidrofuran-2ilo SO2Et
- 6-973
- CH2OEt SMe SMe F
- N.º
- R X Y Z Datos físicos
- 6-974
- CH2OEt SMe SEt F
- 6-975
- CH2OEt SO2CH3 F Cl
- 6-976
- CH2OEt F S(O)Me CF3
- 6-977
- CH2OEt F SMe CF3
- 6-978
- ciclobutilo NO2 H SO2Me
- 6-979
- ciclobutilo Cl H SO2Me
- 6-980
- ciclobutilo SO2Me H CF3
- 6-981
- ciclobutilo NO2 H OMe
- 6-982
- ciclobutilo NO2 H Br
- 6-983
- ciclobutilo SMe H CF3 RMN de 1H, DMSO-d6, 400 MHz 12,19 (sa, 1H), 7,91 (sa, 1H), 7,64 (d, 1H), 7,61 (d, 1H), 3,773,69 (m, 1H), 2,54 (s, 3H), 2,402,22 (m, 4H), 2,10-1,85 (m, 2H)
- 6-984
- ciclobutilo NO2 H NO2
- 6-985
- ciclobutilo NO2 H Cl
- 6-986
- ciclobutilo NO2 H Me
- 6-987
- ciclobutilo NO2 H F
- 6-988
- ciclobutilo OMe H SO2Me
- 6-989
- ciclobutilo CF3 H NO2
- 6-990
- ciclobutilo CH2SO2 Me H Br
- 6-991
- ciclobutilo Cl CH2OCH2CF3 SO2Me RMN de 1H, DMSO-d6, 400 MHz 12,49 (s, 1H), 8,09 (d, 1H), 7,93 (d, 1H), 5,24 (s, 2H), 4,28 (q, 2H), 3,72 (m, 1H), 3,34 (s, 3H), 2,40 – 2,22 (m, 4H), 2,10 – 2,02 (m, 1H), 1,98 – 1,89 (m, 1H)
- 6-992
- ciclobutilo Cl CH2OCH2CF3 SMe
- 6-993
- ciclobutilo Cl 5-cianometil-4,5dihidro-1,2-oxazol3-ilo SO2Et
- 6-994
- ciclobutilo Cl 4,5-dihidro-1,2oxazol-3-ilo SO2Et
- 6-995
- ciclobutilo Cl CH2OCH2 tetrahidrofuran-2ilo SO2Me RMN de 1H, DMSO-d6, 400 MHz 12,45 (s, 1H), 8,09 (d, 1H), 7,88 (d, 1H), 5,07 (s, 2H), 3,96 (m, 1H), 3,71 (m, 2H), 3,66-3,51 (m, 3H), 3,48 (s, 3H), 2,40 – 2,25 (m, 4H), 2,10 – 1,71 (m, 5H), 1,591,49 (m, 1H)
- 6-996
- ciclobutilo Cl SMe Cl
- 6-997
- ciclobutilo Cl SMe SO2Me RMN de 1H, DMSO-d6, 400 MHz 12,43 (s, 1H), 8,10 (d, 1H), 7,89 (d, 1H), 3,73 (t, 1H), 3,57 (s, 3H), 2,40 – 2,25 (m, 4H), 2,10 – 2,02 (m, 1H), 1,98 – 1,88 (m, 1H)
- 6-998
- ciclobutilo Cl Me SO2Et
- 6-999
- ciclobutilo Cl O(CH2)2OMe Cl
- 6-1000
- ciclobutilo Cl OCH2-ciclopropilo Cl
- 6-1001
- ciclobutilo Cl OMe Cl
- 6-1002
- ciclobutilo Cl NHAc Cl
- 6-1003
- ciclobutilo Cl OCH2C(O)NMe2 Cl
- 6-1004
- ciclobutilo Cl Cl SO2Me
- 6-1005
- ciclobutilo Cl pirazol-1-ilo SO2Me
- 6-1006
- ciclobutilo Cl 4-metoxi-irazol-1ilo SO2Me
- 6-1007
- ciclobutilo Cl 1,2,3-triazol-1-ilo SO2Me
- 6-1008
- ciclobutilo Cl 1,2,3-triazol-2-ilo SO2Me
- 6-1009
- ciclobutilo Cl F SO2Me
- 6-1010
- ciclobutilo Me SO2Me SO2Me
- N.º
- R X Y Z Datos físicos
- 6-1011
- ciclobutilo Me SO2Me CF3 RMN de 1H, DMSO-d6, 400 MHz 12,37 (s, 1H), 8,01 (d, 1H), 7,97 (d, 1H), 3,73 (t, 1H), 3,40 (s, 3H), 2,70 (s, 3H), 2,39 – 2,24 (m, 4H), 2,09 – 2,02 (m, 1H), 1,98 – 1,86 (m, 1H)
- 6-1012
- ciclobutilo Me NMe2 SO2Me
- 6-1013
- ciclobutilo Me S(O)Me CF3
- 6-1014
- ciclobutilo Me SMe CF3
- 6-1015
- ciclobutilo Me SO2CH2CH2OMe CF3
- 6-1016
- ciclobutilo Me pirazol-1-ilo SO2Me
- 6-1017
- ciclobutilo Me 4-metoxi-irazol-1ilo SO2Me
- 6-1018
- ciclobutilo Me 1,2,3-triazol-1-ilo SO2Me
- 6-1019
- ciclobutilo Me 1,2,3-triazol-2-ilo SO2Me
- 6-1020
- ciclobutilo Me Cl SO2Me
- 6-1021
- ciclobutilo Me Me SO2Me
- 6-1022
- ciclobutilo Me Me SMe
- 6-1023
- ciclobutilo Me SO2Me Cl
- 6-1024
- ciclobutilo Me NMe2 SO2Me
- 6-1025
- ciclobutilo Me NH(CH2)2OMe SO2Me
- 6-1026
- ciclobutilo CF3 F SO2CH3
- 6-1027
- ciclobutilo CF3 SMe SO2CH3
- 6-1028
- ciclobutilo CF3 SEt SO2CH3
- 6-1029
- ciclobutilo CF3 S(O)Et SO2CH3
- 6-1030
- ciclobutilo CF3 SO2CH3 SO2CH3
- 6-1031
- ciclobutilo CF3 OCH2CH2OMe SO2CH3
- 6-1032
- ciclobutilo CF3 OCH2(CO)NMe2 SO2Me
- 6-1033
- ciclobutilo CF3 CH2Otetrahidrofuran-2ilo SO2Et
- 6-1034
- ciclobutilo SMe SMe F
- 6-1035
- ciclobutilo SMe SEt F
- 6-1036
- ciclobutilo SO2CH3 F Cl
- 6-1037
- ciclobutilo F S(O)Me CF3
- 6-1038
- ciclobutilo F SMe CF3
- 6-1039
- ciclopentilo NO2 H SO2Me
- 6-1040
- ciclopentilo Cl H SO2Me
- 6-1041
- ciclopentilo SO2Me H CF3
- 6-1042
- ciclopentilo NO2 H OMe
- 6-1043
- ciclopentilo NO2 H Br
- 6-1044
- ciclopentilo SMe H CF3 RMN de 1H, DMSO-d6, 400 MHz 12,16 (sa, 1H), 7,83 (sa, 1H), 7,64 (d, 1H), 7,61 (d, 1H), 2,56 (s, 3H), 2,09-1,97 (m, 2H), 1,8775 (m, 2H), 1,72-1,60 (m, 4H)
- 6-1045
- ciclopentilo NO2 H NO2
- 6-1046
- ciclopentilo NO2 H Cl
- 6-1047
- ciclopentilo NO2 H Me
- 6-1048
- ciclopentilo NO2 H F
- 6-1049
- ciclopentilo OMe H SO2Me
- 6-1050
- ciclopentilo CF3 H NO2
- 6-1051
- ciclopentilo CH2SO2 Me H Br
- 6-1052
- ciclopentilo Cl CH2OCH2CF3 SO2Me RMN de 1H, DMSO-d6, 400 MHz 12,47 (s, 1H), 8,09 (d, 1H), 7,92 (d, 1H), 5,24 (s, 2H), 4,28 (q, 2H), 3,39 (s, 3H), 207 – 1,96 (m, 2H), 1,85 – 1,56 (m, 6H)
- 6-1053
- ciclopentilo Cl CH2OCH2CF3 SMe
- N.º
- R X Y Z Datos físicos
- 6-1054
- ciclopentilo Cl 5-cianometil-4,5dihidro-1,2-oxazol3-ilo SO2Et RMN de 1H, DMSO-d6, 400 MHz 12,45 (s, 1H), 8,09 (d, 1H), 8,06 (d, 1H), 5,22-5,15 (m, 1H), 3,59 (dd, 1H), 3,42 (q, 2H), 3,14 (dd, 1H), 3,02 (m, 2H), 2,09– 1,97 (m, 2H), 1,87-1,60( m, 6H), 1,16 (t, 3H)
- 6-1055
- ciclopentilo Cl 4,5-dihidro-1,2oxazol-3-ilo SO2Et
- 6-1056
- ciclopentilo Cl CH2OCH2 tetrahidrofuran-2ilo SO2Me RMN de 1H, DMSO-d6, 400 MHz 12,45 (s, 1H), 8,07 (d, 1H), 7,88 (d, 1H), 5,07 (dd, 2H), 3,98 (m, 1H), 3,71 (dd, 1H), 3,64-3,51 (m, 3H), 3,49 (s, 3H), 2,08– 1,47 (m, 12H),
- 6-1057
- ciclopentilo Cl SMe Cl
- 6-1058
- ciclopentilo Cl SMe SO2Me RMN de 1H, DMSO-d6, 400 MHz 12,42 (s, 1H), 8,10 (d, 1H), 7,88 (d, 1H), 3,57 (s, 3H), 2,55 (s, 3H), 2,07 – 1,96 (m, 2H), 1,88 – 1,46 (m, 6H)
- 6-1059
- ciclopentilo Cl Me SO2Et
- 6-1060
- ciclopentilo Cl O(CH2)2OMe Cl
- 6-1061
- ciclopentilo Cl OCH2-ciclopropilo Cl
- 6-1062
- ciclopentilo Cl OMe Cl
- 6-1063
- ciclopentilo Cl NHAc Cl
- 6-1064
- ciclopentilo Cl OCH2C(O)NMe2 Cl RMN de 1H, DMSO-d6, 400 MHz 12,23 (s, 1H), 7,62 (d, 1H), 7,45 (d, 1H), 4,72 (s, 3H), 2,99 (s, 3H), 2,86 (s, 3H), 2,08 – 1, 98 (m, 2H), 1,82 – 1,73 (m, 2H), 1,70-1,49 (m, 4H)
- 6-1065
- ciclopentilo Cl Cl SO2Me
- 6-1066
- ciclopentilo Cl pirazol-1-ilo SO2Me
- 6-1067
- ciclopentilo Cl 4-metoxi-irazol-1ilo SO2Me
- 6-1068
- ciclopentilo Cl 1,2,3-triazol-1-ilo SO2Me
- 6-1069
- ciclopentilo Cl 1,2,3-triazol-2-ilo SO2Me
- 6-1070
- ciclopentilo Cl F SO2Me
- 6-1071
- ciclopentilo Me SO2Me SO2Me
- 6-1072
- ciclopentilo Me SO2Me CF3
- 6-1073
- ciclopentilo Me NMe2 SO2Me
- 6-1074
- ciclopentilo Me S(O)Me CF3 RMN de 1H, CDCl3, 400 MHz 10,85 (s, 1H), 8,18 (dd, 2H), 7,63 (d, 2H), 7,39 (dd, 2H), 7,05(dd, 1H), 5,30 (s, 2H), 4,32 (q, 2H), 3,39 (s, 3H)
- 6-1075
- ciclopentilo Me SMe CF3
- 6-1076
- ciclopentilo Me SO2CH2CH2OMe CF3
- 6-1077
- ciclopentilo Me pirazol-1-ilo SO2Me
- 6-1078
- ciclopentilo Me 4-metoxi-irazol-1ilo SO2Me
- 6-1079
- ciclopentilo Me 1,2,3-triazol-1-ilo SO2Me
- 6-1080
- ciclopentilo Me 1,2,3-triazol-2-ilo SO2Me
- 6-1081
- ciclopentilo Me Cl SO2Me
- 6-1082
- ciclopentilo Me Me SO2Me
- 6-1083
- ciclopentilo Me Me SMe
- 6-1084
- ciclopentilo Me SO2Me Cl
- 6-1085
- ciclopentilo Me NMe2 SO2Me
- 6-1086
- ciclopentilo Me NH(CH2)2OMe SO2Me
- 6-1087
- ciclopentilo CF3 F SO2CH3
- 6-1088
- ciclopentilo CF3 SMe SO2CH3
- N.º
- R X Y Z Datos físicos
- 6-1089
- ciclopentilo CF3 SEt SO2CH3
- 6-1090
- ciclopentilo CF3 S(O)Et SO2CH3
- 6-1091
- ciclopentilo CF3 SO2CH3 SO2CH3
- 6-1092
- ciclopentilo CF3 OCH2CH2OMe SO2CH3
- 6-1093
- ciclopentilo CF3 OCH2(CO)NMe2 SO2Me
- 6-1094
- ciclopentilo CF3 CH2Otetrahidrofuran-2ilo SO2Et
- 6-1095
- ciclopentilo SMe SMe F
- 6-1096
- ciclopentilo SMe SEt F
- 6-1097
- ciclopentilo SO2CH3 F Cl
- 6-1098
- ciclopentilo F S(O)Me CF3
- 6-1099
- ciclopentilo F SMe CF3
- 6-1100
- Me2N NO2 H SO2Me
- 6-1101
- Me2N Cl H SO2Me
- 6-1102
- Me2N SO2Me H CF3
- 6-1103
- Me2N NO2 H OMe
- 6-1104
- Me2N NO2 H Br
- 6-1105
- Me2N NO2 H CF3
- 6-1106
- Me2N NO2 H NO2
- 6-1107
- Me2N NO2 H Cl
- 6-1108
- Me2N NO2 H Me
- 6-1109
- Me2N NO2 H F
- 6-1110
- Me2N OMe H SO2Me
- 6-1111
- Me2N CF3 H NO2
- 6-1112
- Me2N CH2SO2 Me H Br
- 6-1113
- Me2N Cl CH2OCH2CF3 SO2Me
- 6-1114
- Me2N Cl CH2OCH2CF3 SMe
- 6-1115
- Me2N Cl 5-cianometil-4,5dihidro-1,2-oxazol3-ilo SO2Et
- 6-1116
- Me2N Cl 4,5-dihidro-1,2oxazol-3-ilo SO2Et
- 6-1117
- Me2N Cl CH2OCH2 tetrahidrofuran-2ilo SO2Me
- 6-1118
- Me2N Cl SMe Cl
- 6-1119
- Me2N Cl SMe SO2Me
- 6-1120
- Me2N Cl Me SO2Et
- 6-1121
- Me2N Cl O(CH2)2OMe Cl
- 6-1122
- Me2N Cl OCH2-ciclopropilo Cl
- 6-1123
- Me2N Cl OMe Cl
- 6-1124
- Me2N Cl NHAc Cl
- 6-1125
- Me2N Cl OCH2C(O)NMe2 Cl
- 6-1126
- Me2N Cl Cl SO2Me
- 6-1127
- Me2N Cl pirazol-1-ilo SO2Me
- 6-1128
- Me2N Cl 4-metoxi-irazol-1ilo SO2Me
- 6-1129
- Me2N Cl 1,2,3-triazol-1-ilo SO2Me
- 6-1130
- Me2N Cl 1,2,3-triazol-2-ilo SO2Me
- 6-1131
- Me2N Cl F SO2Me
- 6-1132
- Me2N Me SO2Me SO2Me
- 6-1133
- Me2N Me SO2Me CF3
- 6-1134
- Me2N Me NMe2 SO2Me
- 6-1135
- Me2N Me S(O)Me CF3
- 6-1136
- Me2N Me SMe CF3
- 6-1137
- Me2N Me SO2CH2CH2OMe CF3
- 6-1138
- Me2N Me pirazol-1-ilo SO2Me
- N.º
- R X Y Z Datos físicos
- 6-1139
- Me2N Me 4-metoxi-irazol-1ilo SO2Me
- 6-1140
- Me2N Me 1,2,3-triazol-1-ilo SO2Me
- 6-1141
- Me2N Me 1,2,3-triazol-2-ilo SO2Me
- 6-1142
- Me2N Me Cl SO2Me
- 6-1143
- Me2N Me Me SO2Me
- 6-1144
- Me2N Me Me SMe
- 6-1145
- Me2N Me SO2Me Cl
- 6-1146
- Me2N Me NMe2 SO2Me
- 6-1147
- Me2N Me NH(CH2)2OMe SO2Me
- 6-1148
- Me2N CF3 F SO2CH3
- 6-1149
- Me2N CF3 SMe SO2CH3
- 6-1150
- Me2N CF3 SEt SO2CH3
- 6-1151
- Me2N CF3 S(O)Et SO2CH3
- 6-1152
- Me2N CF3 SO2CH3 SO2CH3
- 6-1153
- Me2N CF3 OCH2CH2OMe SO2CH3
- 6-1154
- Me2N CF3 OCH2(CO)NMe2 SO2Me
- 6-1155
- Me2N CF3 CH2Otetrahidrofuran-2ilo SO2Et
- 6-1156
- Me2N SMe SMe F
- 6-1157
- Me2N SMe SEt F
- 6-1158
- Me2N SO2CH3 F Cl
- 6-1159
- Me2N F S(O)Me CF3
- 6-1160
- Me2N F SMe CF3
- 6-1161
- Ph-NH NO2 H SO2Me
- 6-1162
- Ph-NH Cl H SO2Me
- 6-1163
- Ph-NH SO2Me H CF3
- 6-1164
- Ph-NH NO2 H OMe
- 6-1165
- Ph-NH NO2 H Br
- 6-1166
- Ph-NH NO2 H CF3
- 6-1167
- Ph-NH NO2 H NO2
- 6-1168
- Ph-NH NO2 H Cl
- 6-1169
- Ph-NH NO2 H Me
- 6-1170
- Ph-NH NO2 H F
- 6-1171
- Ph-NH OMe H SO2Me
- 6-1172
- Ph-NH CF3 H NO2
- 6-1173
- Ph-NH CH2SO2 Me H Br
- 6-1174
- Ph-NH Cl CH2OCH2CF3 SO2Me RMN de 1H, DMSO-d6, 400 MHz 9,58 (sa, 1H), 8,04 (d, 1H), 7,55 (d, 1H), 5,22 (s, 2H), 4,25 (q, 2H), 2,67 (s, 3H)
- 6-1175
- Ph-NH Cl CH2OCH2CF3 SMe
- 6-1176
- Ph-NH Cl 5-cianometil-4,5dihidro-1,2-oxazol3-ilo SO2Et
- 6-1177
- Ph-NH Cl 4,5-dihidro-1,2oxazol-3-ilo SO2Et
- 6-1178
- Ph-NH Cl CH2OCH2 tetrahidrofuran-2ilo SO2Me
- 6-1179
- Ph-NH Cl SMe Cl
- 6-1180
- Ph-NH Cl SMe SO2Me
- 6-1181
- Ph-NH Cl Me SO2Et
- 6-1182
- Ph-NH Cl O(CH2)2OMe Cl
- 6-1183
- Ph-NH Cl OCH2-ciclopropilo Cl
- 6-1184
- Ph-NH Cl OMe Cl
- 6-1185
- Ph-NH Cl NHAc Cl
- 6-1186
- Ph-NH Cl OCH2C(O)NMe2 Cl
- 6-1187
- Ph-NH Cl Cl SO2Me
- N.º
- R X Y Z Datos físicos
- 6-1188
- Ph-NH Cl pirazol-1-ilo SO2Me
- 6-1189
- Ph-NH Cl 4-metoxi-irazol-1ilo SO2Me
- 6-1190
- Ph-NH Cl 1,2,3-triazol-1-ilo SO2Me
- 6-1191
- Ph-NH Cl 1,2,3-triazol-2-ilo SO2Me
- 6-1192
- Ph-NH Cl F SO2Me
- 6-1193
- Ph-NH Me SO2Me SO2Me
- 6-1194
- Ph-NH Me SO2Me CF3
- 6-1195
- Ph-NH Me NMe2 SO2Me
- 6-1196
- Ph-NH Me S(O)Me CF3
- 6-1197
- Ph-NH Me SMe CF3
- 6-1198
- Ph-NH Me SO2CH2CH2OMe CF3
- 6-1199
- Ph-NH Me pirazol-1-ilo SO2Me
- 6-1200
- Ph-NH Me 4-metoxi-irazol-1ilo SO2Me
- 6-1201
- Ph-NH Me 1,2,3-triazol-1-ilo SO2Me
- 6-1202
- Ph-NH Me 1,2,3-triazol-2-ilo SO2Me
- 6-1203
- Ph-NH Me Cl SO2Me
- 6-1204
- Ph-NH Me Me SO2Me
- 6-1205
- Ph-NH Me Me SMe
- 6-1206
- Ph-NH Me SO2Me Cl
- 6-1207
- Ph-NH Me NMe2 SO2Me
- 6-1208
- Ph-NH Me NH(CH2)2OMe SO2Me
- 6-1209
- Ph-NH CF3 F SO2CH3
- 6-1210
- Ph-NH CF3 SMe SO2CH3
- 6-1211
- Ph-NH CF3 SEt SO2CH3
- 6-1212
- Ph-NH CF3 S(O)Et SO2CH3
- 6-1213
- Ph-NH CF3 SO2CH3 SO2CH3
- 6-1214
- Ph-NH CF3 OCH2CH2OMe SO2CH3
- 6-1215
- Ph-NH CF3 OCH2(CO)NMe2 SO2Me
- 6-1216
- Ph-NH CF3 CH2Otetrahidrofuran-2ilo SO2Et
- 6-1217
- Ph-NH SMe SMe F
- 6-1218
- Ph-NH SMe SEt F
- 6-1219
- Ph-NH SO2CH3 F Cl
- 6-1220
- Ph-NH F S(O)Me CF3
- 6-1221
- Ph-NH F SMe CF3
- 6-1222
- morfolin-1-ilo NO2 H SO2Me
- 6-1223
- morfolin-1-ilo Cl H SO2Me
- 6-1224
- morfolin-1-ilo SO2Me H CF3
- 6-1225
- morfolin-1-ilo NO2 H OMe
- 6-1226
- morfolin-1-ilo NO2 H Br
- 6-1227
- morfolin-1-ilo NO2 H CF3
- 6-1228
- morfolin-1-ilo NO2 H NO2
- 6-1229
- morfolin-1-ilo NO2 H Cl
- 6-1230
- morfolin-1-ilo NO2 H Me
- 6-1231
- morfolin-1-ilo NO2 H F
- 6-1232
- morfolin-1-ilo OMe H SO2Me
- 6-1233
- morfolin-1-ilo CF3 H NO2
- 6-1234
- morfolin-1-ilo CH2SO2 Me H Br
- 6-1235
- morfolin-1-ilo Cl CH2OCH2CF3 SO2Me RMN de 1H, DMSO-d6, 400 MHz 9,58 (sa, 1H), 8,04 (d, 1H), 7,55 (d, 1H), 5,22 (s, 2H), 4,26 (q, 2H), 3,70-2,94 (m, 11H)
- 6-1236
- morfolin-1-ilo Cl CH2OCH2CF3 SMe
- 6-1237
- morfolin-1-ilo Cl 5-cianometil-4,5dihidro-1,2-oxazol3-ilo SO2Et
- N.º
- R X Y Z Datos físicos
- 6-1238
- morfolin-1-ilo Cl 4,5-dihidro-1,2oxazol-3-ilo SO2Et
- 6-1239
- morfolin-1-ilo Cl CH2OCH2 tetrahidrofuran-2ilo SO2Me
- 6-1240
- morfolin-1-ilo Cl SMe Cl
- 6-1241
- morfolin-1-ilo Cl SMe SO2Me
- 6-1242
- morfolin-1-ilo Cl Me SO2Et
- 6-1243
- morfolin-1-ilo Cl O(CH2)2OMe Cl
- 6-1244
- morfolin-1-ilo Cl OCH2-ciclopropilo Cl
- 6-1245
- morfolin-1-ilo Cl OMe Cl
- 6-1246
- morfolin-1-ilo Cl NHAc Cl
- 6-1247
- morfolin-1-ilo Cl OCH2C(O)NMe2 Cl
- 6-1248
- morfolin-1-ilo Cl Cl SO2Me
- 6-1249
- morfolin-1-ilo Cl pirazol-1-ilo SO2Me
- 6-1250
- morfolin-1-ilo Cl 4-metoxi-irazol-1ilo SO2Me
- 6-1251
- morfolin-1-ilo Cl 1,2,3-triazol-1-ilo SO2Me
- 6-1252
- morfolin-1-ilo Cl 1,2,3-triazol-2-ilo SO2Me
- 6-1253
- morfolin-1-ilo Cl F SO2Me
- 6-1254
- morfolin-1-ilo Me SO2Me SO2Me
- 6-1255
- morfolin-1-ilo Me SO2Me CF3
- 6-1256
- morfolin-1-ilo Me NMe2 SO2Me
- 6-1257
- morfolin-1-ilo Me S(O)Me CF3
- 6-1258
- morfolin-1-ilo Me SMe CF3
- 6-1259
- morfolin-1-ilo Me SO2CH2CH2OMe CF3
- 6-1260
- morfolin-1-ilo Me pirazol-1-ilo SO2Me
- 6-1261
- morfolin-1-ilo Me 4-metoxi-irazol-1ilo SO2Me
- 6-1262
- morfolin-1-ilo Me 1,2,3-triazol-1-ilo SO2Me
- 6-1263
- morfolin-1-ilo Me 1,2,3-triazol-2-ilo SO2Me
- 6-1264
- morfolin-1-ilo Me Cl SO2Me
- 6-1265
- morfolin-1-ilo Me Me SO2Me
- 6-1266
- morfolin-1-ilo Me Me SMe
- 6-1267
- morfolin-1-ilo Me SO2Me Cl
- 6-1268
- morfolin-1-ilo Me NMe2 SO2Me
- 6-1269
- morfolin-1-ilo Me NH(CH2)2OMe SO2Me
- 6-1270
- morfolin-1-ilo CF3 F SO2CH3
- 6-1271
- morfolin-1-ilo CF3 SMe SO2CH3
- 6-1272
- morfolin-1-ilo CF3 SEt SO2CH3
- 6-1273
- morfolin-1-ilo CF3 S(O)Et SO2CH3
- 6-1274
- morfolin-1-ilo CF3 SO2CH3 SO2CH3
- 6-1275
- morfolin-1-ilo CF3 OCH2CH2OMe SO2CH3
- 6-1276
- morfolin-1-ilo CF3 OCH2(CO)NMe2 SO2Me
- 6-1277
- morfolin-1-ilo CF3 CH2Otetrahidrofuran-2ilo SO2Et
- 6-1278
- morfolin-1-ilo SMe SMe F
- 6-1279
- morfolin-1-ilo SMe SEt F
- 6-1280
- morfolin-1-ilo SO2CH3 F Cl
- 6-1281
- morfolin-1-ilo F S(O)Me CF3
- 6-1282
- morfolin-1-ilo F SMe CF3
- 6-1283
- sec-Bu NO2 H SO2Me
- 6-1284
- sec-Bu Cl H SO2Me
- 6-1285
- sec-Bu SO2Me H CF3
- 6-1286
- sec-Bu NO2 H OMe
- 6-1287
- sec-Bu NO2 H Br
- 6-1288
- sec-Bu NO2 H CF3
- N.º
- R X Y Z Datos físicos
- 6-1289
- sec-Bu NO2 H NO2
- 6-1290
- sec-Bu NO2 H Cl
- 6-1291
- sec-Bu NO2 H Me
- 6-1292
- sec-Bu NO2 H F
- 6-1293
- sec-Bu OMe H SO2Me
- 6-1294
- sec-Bu CF3 H NO2
- 6-1295
- sec-Bu CH2SO2 Me H Br
- 6-1296
- sec-Bu Cl CH2OCH2CF3 SO2Me
- 6-1297
- sec-Bu Cl CH2OCH2CF3 SMe
- 6-1298
- sec-Bu Cl 5-cianometil-4,5dihidro-1,2-oxazol3-ilo SO2Et
- 6-1299
- sec-Bu Cl 4,5-dihidro-1,2oxazol-3-ilo SO2Et
- 6-1300
- sec-Bu Cl CH2OCH2 tetrahidrofuran-2ilo SO2Me
- 6-1301
- sec-Bu Cl SMe Cl
- 6-1302
- sec-Bu Cl SMe SO2Me
- 6-1303
- sec-Bu Cl Me SO2Et
- 6-1304
- sec-Bu Cl O(CH2)2OMe Cl
- 6-1305
- sec-Bu Cl OCH2-ciclopropilo Cl
- 6-1306
- sec-Bu Cl OMe Cl
- 6-1307
- sec-Bu Cl NHAc Cl
- 6-1308
- sec-Bu Cl OCH2C(O)NMe2 Cl
- 6-1309
- sec-Bu Cl Cl SO2Me
- 6-1310
- sec-Bu Cl pirazol-1-ilo SO2Me
- 6-1311
- sec-Bu Cl 4-metoxi-irazol-1ilo SO2Me
- 6-1312
- sec-Bu Cl 1,2,3-triazol-1-ilo SO2Me
- 6-1313
- sec-Bu Cl 1,2,3-triazol-2-ilo SO2Me
- 6-1314
- sec-Bu Cl F SO2Me
- 6-1315
- sec-Bu Me SO2Me SO2Me
- 6-1316
- sec-Bu Me SO2Me CF3
- 6-1317
- sec-Bu Me NMe2 SO2Me
- 6-1318
- sec-Bu Me S(O)Me CF3
- 6-1319
- sec-Bu Me SMe CF3
- 6-1320
- sec-Bu Me SO2CH2CH2OMe CF3
- 6-1321
- sec-Bu Me pirazol-1-ilo SO2Me
- 6-1322
- sec-Bu Me 4-metoxi-irazol-1ilo SO2Me
- 6-1323
- sec-Bu Me 1,2,3-triazol-1-ilo SO2Me
- 6-1324
- sec-Bu Me 1,2,3-triazol-2-ilo SO2Me
- 6-1325
- sec-Bu Me Cl SO2Me
- 6-1326
- sec-Bu Me Me SO2Me
- 6-1327
- sec-Bu Me Me SMe
- 6-1328
- sec-Bu Me SO2Me Cl
- 6-1329
- sec-Bu Me NMe2 SO2Me
- 6-1330
- sec-Bu Me NH(CH2)2OMe SO2Me
- 6-1331
- sec-Bu CF3 F SO2CH3
- 6-1332
- sec-Bu CF3 SMe SO2CH3
- 6-1333
- sec-Bu CF3 SEt SO2CH3
- 6-1334
- sec-Bu CF3 S(O)Et SO2CH3
- 6-1335
- sec-Bu CF3 SO2CH3 SO2CH3
- 6-1336
- sec-Bu CF3 OCH2CH2OMe SO2CH3
- 6-1337
- sec-Bu CF3 OCH2(CO)NMe2 SO2Me
- 6-1338
- sec-Bu CF3 CH2Otetrahidrofuran-2ilo SO2Et
- 6-1339
- sec-Bu SMe SMe F
- N.º
- R X Y Z Datos físicos
- 6-1340
- sec-Bu SMe SEt F
- 6-1341
- sec-Bu SO2CH3 F Cl
- 6-1342
- sec-Bu F S(O)Me CF3
- 6-1343
- sec-Bu F SMe CF3
Tabla 7: Compuestos de acuerdo con la invención de la fórmula general (I), en la que A es nitrógeno
- N.º
- R X Z Datos físicos (RMN de 1H, DMSOd6, 400 MHz)
- 7-1
- H Cl CF3
- 7-2
- Me Cl CF3 12,59 (sa, 1H), 8,48 (d, 1H), 8,12 (d, 1H)
- 7-3
- Et Cl CF3 RMN de 1H, DMSO-d6, 400 MHz 12,59 (sa, 1H), 8,49 (d, 1H), 8,11 (d, 1H), 2,85 (q, 2H), 1,28 (t, 3H)
- 7-4
- CF3 Cl CF3
- 7-5
- CH2OMe Cl CF3
- 7-6
- c-Pr Cl CF3
- 7-7
- CO2Et Cl CF3 13,14 (sa, 1H), 8,50 (d, 1H), 8,17 (d, 1H), 4,42 (q, 2H), 1,33 (t, 3H)
- 7-8
- CO2Me Cl CF3
- 7-9
- bencilo Cl CF3 8,46 (d, 1H), 8,10 (d, 1H), 7,417,28 (m, 3H), 7,17 (sa, 2H), 4,25 (s, 2H)
- 7-10
- fenilo Cl CF3 12,88 (sa, 1H), 8,51 (d, 1H), 8,17 (d, 1H), 7,94 (sa, 2H), 7,67-7,57 (m, 3H)
- 7-11
- pirazin-2-ilo Cl CF3 13,10 (sa, 1H), 9,36 (s, 1H), 8,88 (m, 2H), 8,54 (d, 1H), 8,17 (d, 1H)
- 7-12
- 4-OMe-Ph Cl CF3 12,78 (sa, 1H), 8,51 (d, 1H), 8,16 (d, 1H), 7,38 (d, 2H), 7,17 (d, 2H), 3,84 (s, 3H)
- 7-13
- 4-Cl-Ph Cl CF3 12,90 (sa, 1H), 8,51 (d, 1H), 8,18 (d, 1H), 7,94 (d, 2H), 7,69 (d, 2H)
- 7-14
- t-Bu Cl CF3 12,60 (sa, 1H), 8,48 (d, 1H), 8,12 (d, 1H), 1,32 (sa, 9H)
- 7-15
- furan-2-ilo Cl CF3 12,83 (sa, 1H), 8,51 (d, 1H), 8,17 (d, 1H), 8,06 (s, 1H), 7,29 (s, 1H), 6,80 (m, 1H)
- 7-16
- i-Pr Cl CF3 12,26 (sa, 1H), 8,31 (d, 1H), 8,02 (d, 1H), 4,72 (s, 2H), 3,25 (s, 3H), 3,19 (m, 1H), 1,30 (d, 6H)
- 7-17
- CH2CH2OMe Cl CF3 12,61 (sa, 1H), 8,48 (d, 1H), 8,12 (d, 1H), 3,69 (t, 2H), 3,09 (t, 2H)
- 7-18
- CH2CF3 Cl CF3 12,82 (sa, 1H), 8,50 (d, 1H), 8,16 (d, 1H), 4,33 (q, 2H)
- 7-19
- tetrahidrofuran2-ilo Cl CF3 12,73 (sa, 1H), 8,48 (d, 1H), 8,15 (d, 1H), 5,11 (t, 1H), 3,84 (t, 2H), 2,31-2,18 (m, 2H), 2,0 (q, 2H)
- 7-20
- n-Pr Cl CF3 12,61 (sa, 1H), 8,48 (d, 1H), 8,12 (d, 1H), 2,81 (t, 2H), 1,71 (q, 2H), 0,96 (t, 3H)
- 7-21
- CH2OEt Cl CF3
- 7-22
- ciclobutilo Cl CF3 12,62 (sa, 1H), 8,47 (d, 1H), 8,13 (d, 1H), 3,76-3,72 (m, 1H), 2,412,22 (m, 4H)
- N.º
- R X Z Datos físicos (RMN de 1H, DMSOd6, 400 MHz)
- 7-23
- ciclopentilo Cl CF3 12,65 (sa, 1H), 8,47 (d, 1H), 8,13 (d, 1H), 3,32 (m, 1H), 2,18-1,97 (m, 2H), 1,83-1,73 (m, 2H), 1,711,61 (m, 6H)
- 7-24
- Me2N Cl CF3
- 7-25
- Ph-NH Cl CF3
- 7-26
- morfolin-1-ilo Cl CF3 8,59 (d, 1H), 8,17 (d, 1H), 3,67 (m, 4H), 3,60 (m, 4H)
- 7-27
- H Cl Cl
- 7-28
- Me Cl Cl
- 7-29
- Et Cl Cl
- 7-30
- CF3 Cl Cl 13,21 (s, 1H), 8,23 (d, 1H), 7,78 (d, 1H)
- 7-31
- CH2OMe Cl Cl
- 7-32
- c-Pr Cl Cl
- 7-33
- CO2Et Cl Cl
- 7-34
- CO2Me Cl Cl
- 7-35
- bencilo Cl Cl
- 7-36
- fenilo Cl Cl
- 7-37
- pirazin-2-ilo Cl Cl
- 7-38
- 4-OMe-Ph Cl Cl
- 7-39
- 4-Cl-Ph Cl Cl
- 7-40
- t-Bu Cl Cl
- 7-41
- furan-2-ilo Cl Cl
- 7-42
- i-Pr Cl Cl
- 7-43
- CH2CH2OMe Cl Cl
- 7-44
- CH2CF3 Cl Cl
- 7-45
- tetrahidrofuran2-ilo Cl Cl
- 7-46
- n-Pr Cl Cl
- 7-47
- CH2OEt Cl Cl
- 7-48
- ciclobutilo Cl Cl
- 7-49
- ciclopentilo Cl Cl
- 7-50
- Me2N Cl Cl
- 7-51
- Ph-NH Cl Cl
- 7-52
- morfolin-1-ilo Cl Cl
- 7-53
- H Me Cl
- 7-54
- Me Me Cl
- 7-55
- Et Me Cl 11,43 (s, 1H), 8,04 (d, 1H), 4,45 (d, 1H), 2,81 (q, 2H), 2,54 (s, 3H), 1,27 (t, 3H)
- 7-56
- CF3 Me Cl
- 7-57
- CH2OMe Me Cl
- 7-58
- c-Pr Me Cl
- 7-59
- CO2Et Me Cl
- 7-60
- CO2Me Me Cl
- 7-61
- bencilo Me Cl
- 7-62
- fenilo Me Cl
- 7-63
- pirazin-2-ilo Me Cl
- 7-64
- 4-OMe-Ph Me Cl
- 7-65
- 4-Cl-Ph Me Cl
- 7-66
- t-Bu Me Cl
- 7-67
- furan-2-ilo Me Cl
- 7-68
- i-Pr Me Cl
- 7-69
- CH2CH2OMe Me Cl
- 7-70
- CH2CF3 Me Cl
- 7-71
- tetrahidrofuran2-ilo Me Cl
- 7-72
- n-Pr Me Cl
- N.º
- R X Z Datos físicos (RMN de 1H, DMSOd6, 400 MHz)
- 7-73
- CH2OEt Me Cl
- 7-74
- ciclobutilo Me Cl
- 7-75
- ciclopentilo Me Cl
- 7-76
- Me2N Me Cl
- 7-77
- Ph-NH Me Cl
- 7-78
- morfolin-1-ilo Me Cl
- 7-79
- H Cl SMe
- 7-80
- Me Cl SMe
- 7-81
- Et Cl SMe
- 7-82
- CF3 Cl SMe
- 7-83
- CH2OMe Cl SMe
- 7-84
- c-Pr Cl SMe
- 7-85
- CO2Et Cl SMe
- 7-86
- CO2Me Cl SMe
- 7-87
- bencilo Cl SMe
- 7-88
- fenilo Cl SMe
- 7-89
- pirazin-2-ilo Cl SMe
- 7-90
- 4-OMe-Ph Cl SMe
- 7-91
- 4-Cl-Ph Cl SMe
- 7-92
- t-Bu Cl SMe
- 7-93
- furan-2-ilo Cl SMe
- 7-94
- i-Pr Cl SMe
- 7-95
- CH2CH2OMe Cl SMe
- 7-96
- CH2CF3 Cl SMe
- 7-97
- tetrahidrofuran2-ilo Cl SMe
- 7-98
- n-Pr Cl SMe
- 7-99
- CH2OEt Cl SMe
- 7-100
- ciclobutilo Cl SMe
- 7-101
- ciclopentilo Cl SMe
- 7-102
- Me2N Cl SMe
- 7-103
- Ph-NH Cl SMe
- 7-104
- morfolin-1-ilo Cl SMe
- 7-105
- H Cl SO2Me
- 7-106
- Me Cl SO2Me
- 7-107
- Et Cl SO2Me
- 7-108
- CF3 Cl SO2Me
- 7-109
- CH2OMe Cl SO2Me
- 7-110
- c-Pr Cl SO2Me
- 7-111
- CO2Et Cl SO2Me
- 7-112
- CO2Me Cl SO2Me
- 7-113
- bencilo Cl SO2Me
- 7-114
- fenilo Cl SO2Me
- 7-115
- pirazin-2-ilo Cl SO2Me
- 7-116
- 4-OMe-Ph Cl SO2Me
- 7-117
- 4-Cl-Ph Cl SO2Me
- 7-118
- t-Bu Cl SO2Me
- 7-119
- furan-2-ilo Cl SO2Me
- 7-120
- i-Pr Cl SO2Me
- 7-121
- CH2CH2OMe Cl SO2Me
- 7-122
- CH2CF3 Cl SO2Me
- 7-123
- tetrahidrofuran2-ilo Cl SO2Me
- 7-124
- n-Pr Cl SO2Me
- 7-125
- CH2OEt Cl SO2Me
- 7-126
- ciclobutilo Cl SO2Me
- 7-127
- ciclopentilo Cl SO2Me
- 7-128
- Me2N Cl SO2Me
- 7-129
- Ph-NH Cl SO2Me
- 7-130
- morfolin-1-ilo Cl SO2Me
- N.º
- R X Z Datos físicos (RMN de 1H, DMSOd6, 400 MHz)
- 7-131
- H Me CF3
- 7-132
- Me Me CF3
- 7-133
- Et Me CF3
- 7-134
- CF3 Me CF3 13,06 (sa, 1H), 8,26 (d, 1H), 7,92 (d, 1H), 2,67 (s, 3H)
- 7-135
- CH2OMe Me CF3
- 7-136
- c-Pr Me CF3 12,30 (sa, 1H), 8,26 (d, 1H), 7, 87 (d, 1H), 2,63 (s, 3H), 2,19 (m, 1H), 1,10 (m, 2H), 0,96 (m, 2H)
- 7-137
- CO2Et Me CF3
- 7-138
- CO2Me Me CF3
- 7-139
- bencilo Me CF3
- 7-140
- fenilo Me CF3
- 7-141
- pirazin-2-ilo Me CF3
- 7-142
- 4-OMe-Ph Me CF3 12,50 (sa, 1H), 8,30 (d, 1H), 7,90 (d, 1H), 7,89 (d, 2H), 7,17 (d, 2H), 3,86 (s, 3H), 2,69 (s, 3H)
- 7-143
- 4-Cl-Ph Me CF3
- 7-144
- t-Bu Me CF3 12,29 (sa, 1H), 8,28 (d, 1H), 7,87 (d, 1H), 2,66 (s, 3H). 1,35 (s, 9H)
- 7-145
- furan-2-ilo Me CF3
- 7-146
- i-Pr Me CF3 12,33 (sa, 1H), 8,26 (d, 1H), 7,88 (d, 1H), 3,17 (m, 1H), 2,66 (s, 3H), 1,30 (d, 6H)
- 7-147
- CH2CH2OMe Me CF3
- 7-148
- CH2CF3 Me CF3
- 7-149
- tetrahidrofuran2-ilo Me CF3
- 7-150
- n-Pr Me CF3 12,30 (sa, 1H), 8,26 (d, 1H), 7,88 (d, 1H), 2,81 (t, 2H), 2,65 (s, 3H), 1,71 (m, 2H), 0,97 (t, 3H)
- 7-151
- CH2OEt Me CF3
- 7-152
- ciclobutilo Me CF3 12,32 (sa, 1H), 8,26 (d, 1H), 7,89 (d, 1H), 3,76-3,70 (m, 1H), 2,66 (s, 3H), 2,41-2,22 (m, 4H), 2,12-2,00 (m, 1H), 1,98-1,91 (m, 1H)
- 7-153
- ciclopentilo Me CF3 12,28 (sa, 1H), 8,30 (d, 1H), 7,87 (d, 1H), 3,37 (m, 1H), 2,65 (s, 3H), 2,09-1,98 (m, 2H), 1,88-1,76 (m, 2H), 1,75-1,69 (m, 4H)
- 7-154
- Me2N Me CF3
- 7-155
- Ph-NH Me CF3 10,81 (s, 1H), 8,41 (d, 1H), 7,96 (d, 1H), 7,64 (d, 2H), 7,39 (dd, 2H), 7,05 (dd, 1H), 2,93 (s, 3H)
- 7-156
- morfolin-1-ilo Me CF3
- 7-157
- H CH2OMe CF3
- 7-158
- Me CH2OMe CF3 12,26 (sa, 1H), 8,30 (d, 1H), 8,02 (d, 1H), 4,71 (s, 2H), 3,25 (s, 3H)
- 7-159
- Et CH2OMe CF3 12,28 (sa, 1H), 8,31 (d, 1H), 8,02 (d, 1H), 4,72 (s, 2H), 3,25 (s, 3H), 2,86 (q, 2H), 1,26 (t, 3H)
- 7-160
- CF3 CH2OMe CF3 13,03 (sa, 1H), 8,32 (d, 1H), 8,06 (d, 1H), 4,72 (s, 2H), 3,25 (s, 3H)
- 7-161
- CH2OMe CH2OMe CF3 12,41 (sa, 1H), 8,32 (d, 1H), 8,03 (d, 1H), 4,72 (s, 2H), 4,63 (s, 2H), 3,36 (s, 3H), 3,25 (s, 3H)
- 7-162
- c-Pr CH2OMe CF3
- 7-163
- CO2Et CH2OMe CF3
- 7-164
- CO2Me CH2OMe CF3
- 7-165
- bencilo CH2OMe CF3
- 7-166
- fenilo CH2OMe CF3
- N.º
- R X Z Datos físicos (RMN de 1H, DMSOd6, 400 MHz)
- 7-167
- pirazin-2-ilo CH2OMe CF3
- 7-168
- 4-OMe-Ph CH2OMe CF3
- 7-169
- 4-Cl-Ph CH2OMe CF3
- 7-170
- t-Bu CH2OMe CF3
- 7-171
- furan-2-ilo CH2OMe CF3
- 7-172
- i-Pr CH2OMe CF3 12,26 (s, 1H), 8,31 (d, 1H), 8,02 (d, 1H), 4,72 (s, 2H), 3,23 (s, 3H), 3,18 (m, 1H), 1,29 (d, 6H)
- 7-173
- CH2CH2OMe CH2OMe CF3 12,28 (s, 1H), 8,31 (d, 1H), 8,02 (d, 1H), 5,07 (dd, 2H), 4,71 (s, 2H), 3,70 (t, 2H), 3,25 (2s, 6H), 3,07 (t, 2H)
- 7-174
- CH2CF3 CH2OMe CF3
- 7-175
- tetrahidrofuran2-ilo CH2OMe CF3 12,41 (s, 1H), 8,31 (d, 1H), 8,02 (d, 1H), 5,11 (dd, 1H), 4,71 (s, 2H), 3,84 (t, 2H), 3,42 (s, 3H), 2,32-2,14 (m, 2H), 2,06-1,90 (m, 2H)
- 7-176
- n-Pr CH2OMe CF3 12,22 (s, 1H), 8,31 (d, 1H), 8,01 (d, 1H), 4,70 (s, 2H), 3,23 (s, 3H), 2,80 (t, 2H), 1,60 (m, 2H), 0,94 (t, 3H)
- 7-177
- CH2OEt CH2OMe CF3
- 7-178
- ciclobutilo CH2OMe CF3 12,26 (s, 1H), 8,31 (d, 1H), 8,01 (d, 1H), 4,72 (s, 2H), 3,78 – 3,70 (m, 1H), 3,23 (s, 3H), 2,40 – 2,22 (m, 4H), 2,10 – 1,88 (m, 1H), 1,97 – 1,88 (m, 1H)
- 7-179
- ciclopentilo CH2OMe CF3 12,32 (s, 1H), 8,31 (d, 1H), 8,01 (d, 1H), 4,71 (s, 2H), 3,25 (s, 3H), 2,09 – 1,98 (m, 2H), 1,88 – 1,60 (m, 6H)
- 7-180
- Me2N CH2OMe CF3
- 7-181
- Ph-NH CH2OMe CF3
- 7-182
- morfolin-1-ilo CH2OMe CF3
- 7-183
- H CH2SMe CF3
- 7-184
- Me CH2SMe CF3
- 7-185
- Et CH2SMe CF3
- 7-186
- CF3 CH2SMe CF3
- 7-187
- CH2OMe CH2SMe CF3
- 7-188
- c-Pr CH2SMe CF3
- 7-189
- CO2Et CH2SMe CF3
- 7-190
- CO2Me CH2SMe CF3
- 7-191
- bencilo CH2SMe CF3
- 7-192
- fenilo CH2SMe CF3
- 7-193
- pirazin-2-ilo CH2SMe CF3
- 7-194
- 4-OMe-Ph CH2SMe CF3
- 7-195
- 4-Cl-Ph CH2SMe CF3
- 7-196
- t-Bu CH2SMe CF3
- 7-197
- furan-2-ilo CH2SMe CF3
- 7-198
- i-Pr CH2SMe CF3
- 7-199
- CH2CH2OMe CH2SMe CF3
- 7-200
- CH2CF3 CH2SMe CF3
- 7-201
- tetrahidrofuran2-ilo CH2SMe CF3
- 7-202
- n-Pr CH2SMe CF3
- 7-203
- CH2OEt CH2SMe CF3
- 7-204
- ciclobutilo CH2SMe CF3
- 7-205
- ciclopentilo CH2SMe CF3
- 7-206
- Me2N CH2SMe CF3
- 7-207
- Ph-NH CH2SMe CF3
- 7-208
- morfolin-1-ilo CH2SMe CF3
- N.º
- R X Z Datos físicos (RMN de 1H, DMSOd6, 400 MHz)
- 7-209
- H CH2SO2Me CF3
- 7-210
- Me CH2SO2Me CF3
- 7-211
- Et CH2SO2Me CF3
- 7-212
- CF3 CH2SO2Me CF3
- 7-213
- CH2OMe CH2SO2Me CF3
- 7-214
- c-Pr CH2SO2Me CF3
- 7-215
- CO2Et CH2SO2Me CF3
- 7-216
- CO2Me CH2SO2Me CF3
- 7-217
- bencilo CH2SO2Me CF3
- 7-218
- fenilo CH2SO2Me CF3
- 7-219
- pirazin-2-ilo CH2SO2Me CF3
- 7-220
- 4-OMe-Ph CH2SO2Me CF3
- 7-221
- 4-Cl-Ph CH2SO2Me CF3
- 7-222
- t-Bu CH2SO2Me CF3
- 7-223
- furan-2-ilo CH2SO2Me CF3
- 7-224
- i-Pr CH2SO2Me CF3
- 7-225
- CH2CH2OMe CH2SO2Me CF3
- 7-226
- CH2CF3 CH2SO2Me CF3
- 7-227
- tetrahidrofuran2-ilo CH2SO2Me CF3
- 7-228
- n-Pr CH2SO2Me CF3
- 7-229
- CH2OEt CH2SO2Me CF3
- 7-230
- ciclobutilo CH2SO2Me CF3
- 7-231
- ciclopentilo CH2SO2Me CF3
- 7-232
- Me2N CH2SO2Me CF3
- 7-233
- Ph-NH CH2SO2Me CF3
- 7-234
- morfolin-1-ilo CH2SO2Me CF3
- 7-235
- H CH2OC2H4OMe CF3
- 7-236
- Me CH2OC2H4OMe CF3
- 7-237
- Et CH2OC2H4OMe CF3
- 7-238
- CF3 CH2OC2H4OMe CF3
- 7-239
- CH2OMe CH2OC2H4OMe CF3
- 7-240
- c-Pr CH2OC2H4OMe CF3
- 7-241
- CO2Et CH2OC2H4OMe CF3
- 7-242
- CO2Me CH2OC2H4OMe CF3
- 7-243
- bencilo CH2OC2H4OMe CF3
- 7-244
- fenilo CH2OC2H4OMe CF3
- 7-245
- pirazin-2-ilo CH2OC2H4OMe CF3
- 7-246
- 4-OMe-Ph CH2OC2H4OMe CF3
- 7-247
- 4-Cl-Ph CH2OC2H4OMe CF3
- 7-248
- t-Bu CH2OC2H4OMe CF3
- 7-249
- furan-2-ilo CH2OC2H4OMe CF3
- 7-250
- i-Pr CH2OC2H4OMe CF3
- 7-251
- CH2CH2OMe CH2OC2H4OMe CF3
- 7-252
- CH2CF3 CH2OC2H4OMe CF3
- 7-253
- tetrahidrofuran2-ilo CH2OC2H4OMe CF3
- 7-254
- n-Pr CH2OC2H4OMe CF3
- 7-255
- CH2OEt CH2OC2H4OMe CF3
- 7-256
- ciclobutilo CH2OC2H4OMe CF3
- 7-257
- ciclopentilo CH2OC2H4OMe CF3
- 7-258
- Me2N CH2OC2H4OMe CF3
- 7-259
- Ph-NH CH2OC2H4OMe CF3
- 7-260
- morfolin-1-ilo CH2OC2H4OMe CF3
- 7-261
- H OCH2-tetrahidro furan-2-ilo CF3
- 7-262
- Me OCH2-tetrahidrofuran-2-ilo CF3
- N.º
- R X Z Datos físicos (RMN de 1H, DMSOd6, 400 MHz)
- 7-263
- Et OCH2tetrahidrofuran-2ilo CF3
- 7-264
- CF3 OCH2tetrahidrofuran-2ilo CF3
- 7-265
- CH2OMe OCH2tetrahidrofuran-2ilo CF3
- 7-266
- c-Pr OCH2tetrahidrofuran-2ilo CF3
- 7-267
- CO2Et OCH2tetrahidrofuran-2ilo CF3
- 7-268
- CO2Me OCH2tetrahidrofuran-2ilo CF3
- 7-269
- bencilo OCH2tetrahidrofuran-2ilo CF3
- 7-270
- fenilo OCH2tetrahidrofuran-2ilo CF3
- 7-271
- pirazin-2-ilo OCH2tetrahidrofuran-2ilo CF3
- 7-272
- 4-OMe-Ph OCH2tetrahidrofuran-2ilo CF3
- 7-273
- 4-Cl-Ph OCH2tetrahidrofuran-2ilo CF3
- 7-274
- t-Bu OCH2tetrahidrofuran-2ilo CF3
- 7-275
- furan-2-ilo OCH2tetrahidrofuran-2ilo CF3
- 7-276
- i-Pr OCH2tetrahidrofuran-2ilo CF3
- 7-277
- CH2CH2OMe OCH2tetrahidrofuran-2ilo CF3
- 7-278
- CH2CF3 OCH2tetrahidrofuran-2ilo CF3
- 7-279
- tetrahidrofuran2-ilo OCH2tetrahidrofuran-2ilo CF3
- 7-280
- n-Pr OCH2tetrahidrofuran-2ilo CF3
- 7-281
- CH2OEt OCH2tetrahidrofuran-2ilo CF3
- 7-282
- ciclobutilo OCH2tetrahidrofuran-2ilo CF3
- N.º
- R X Z Datos físicos (RMN de 1H, DMSOd6, 400 MHz)
- 7-283
- ciclopentilo OCH2tetrahidrofuran-2ilo CF3
- 7-284
- Me2N OCH2tetrahidrofuran-2ilo CF3
- 7-285
- Ph-NH OCH2tetrahidrofuran-2ilo CF3
- 7-286
- morfolin-1-ilo OCH2tetrahidrofuran-2ilo CF3
- 7-287
- H (1,1-dióxido-1,2tiadiazolidin-1-ilo)metilo CF3
- 7-288
- Me (1,1-dióxido-1,2tiadiazolidin-1-ilo)metilo CF3 8,32 (d, 1H), 8,02 (d, 1H), 4,50 (s, 2H), 3,21 (m, 4H), 2,18 (m, 2H)
- 7-289
- Et (1,1-dióxido-1,2tiadiazolidin-1-ilo)metilo CF3
- 7-290
- CF3 (1,1-dióxido-1,2tiadiazolidin-1-ilo)metilo CF3 8,32 (d, 1H), 8,06 (d, 1H), 4,48 (s, 2H), 3,14 (m, 4H), 2,17 (m, 2H)
- 7-291
- CH2OMe (1,1-dióxido-1,2tiadiazolidin-1-ilo)metilo CF3
- 7-292
- c-Pr (1,1-dióxido-1,2tiadiazolidin-1-ilo)metilo CF3
- 7-293
- CO2Et (1,1-dióxido-1,2tiadiazolidin-1-ilo)metilo CF3
- 7-294
- CO2Me (1,1-dióxido-1,2tiadiazolidin-1-ilo)metilo CF3
- 7-295
- bencilo (1,1-dióxido-1,2tiadiazolidin-1-ilo)metilo CF3
- 7-296
- fenilo (1,1-dióxido-1,2tiadiazolidin-1-ilo)metilo CF3
- 7-297
- pirazin-2-ilo (1,1-dióxido-1,2tiadiazolidin-1-ilo)metilo CF3
- 7-298
- 4-OMe-Ph (1,1-dióxido-1,2tiadiazolidin-1-ilo)metilo CF3
- 7-299
- 4-Cl-Ph (1,1-dióxido-1,2tiadiazolidin-1-ilo)metilo CF3
- 7-300
- t-Bu (1,1-dióxido-1,2tiadiazolidin-1-ilo)metilo CF3
- 7-301
- furan-2-ilo (1,1-dióxido-1,2tiadiazolidin-1-ilo)metilo CF3
- 7-302
- i-Pr (1,1-dióxido-1,2tiadiazolidin-1-ilo)metilo CF3
- N.º
- R X Z Datos físicos (RMN de 1H, DMSOd6, 400 MHz)
- 7-303
- CH2CH2OMe (1,1-dióxido-1,2tiadiazolidin-1-ilo)metilo CF3 12,34 (sa, 1H), 8,33 (d, 1H), 8,02 (d, 1H), 4,50 (s, 2H), 3,67 (t, 2H), 3,27 (s, 3H), 3,21 (m, 4H), 3,09 (t, 2H), 2,18 (m, 2H)
- 7-304
- CH2CF3 (1,1-dióxido-1,2tiadiazolidin-1-ilo)metilo CF3 12,59 (sa, 1H), 8,33 (d, 1H), 8,03 (d, 1H), 4,48 (s, 2H), 4,32 (q, 2H), 3,17 (m, 4H), 2,17 (m, 2H)
- 7-305
- tetrahidrofuran2-ilo (1,1-dióxido-1,2tiadiazolidin-1-ilo)metilo CF3
- 7-306
- n-Pr (1,1-dióxido-1,2tiadiazolidin-1-ilo)metilo CF3
- 7-307
- CH2OEt (1,1-dióxido-1,2tiadiazolidin-1-ilo)metilo CF3
- 7-308
- ciclobutilo (1,1-dióxido-1,2tiadiazolidin-1-ilo)metilo CF3
- 7-309
- ciclopentilo (1,1-dióxido-1,2tiadiazolidin-1-ilo)metilo CF3
- 7-310
- Me2N (1,1-dióxido-1,2tiadiazolidin-1-ilo)metilo CF3
- 7-311
- Ph-NH (1,1-dióxido-1,2tiadiazolidin-1-ilo)metilo CF3
- 7-312
- morfolin-1-ilo (1,1-dióxido-1,2tiadiazolidin-1-ilo)metilo CF3
- 7-313
- H (3-metil-2oxoimidazolidin-1ilo)-metilo CF3
- 7-314
- Me (3-metil-2oxoimidazolidin-1ilo)-metilo CF3
- 7-315
- Et (3-metil-2oxoimidazolidin-1ilo)-metilo CF3
- 7-316
- CF3 (3-metil-2oxoimidazolidin-1ilo)-metilo CF3
- 7-317
- CH2OMe (3-metil-2oxoimidazolidin-1ilo)-metilo CF3
- 7-318
- c-Pr (3-metil-2oxoimidazolidin-1ilo)-metilo CF3
- 7-319
- CO2Et (3-metil-2oxoimidazolidin-1ilo)-metilo CF3
- 7-320
- CO2Me (3-metil-2oxoimidazolidin-1ilo)-metilo CF3
- 7-321
- bencilo (3-metil-2oxoimidazolidin-1ilo)-metilo CF3
- 7-322
- fenilo (3-metil-2oxoimidazolidin-1ilo)-metilo CF3
- N.º
- R X Z Datos físicos (RMN de 1H, DMSOd6, 400 MHz)
- 7-323
- pirazin-2-ilo (3-metil-2oxoimidazolidin-1ilo)-metilo CF3
- 7-324
- 4-OMe-Ph (3-metil-2oxoimidazolidin-1ilo)-metilo CF3
- 7-325
- 4-Cl-Ph (3-metil-2oxoimidazolidin-1ilo)-metilo CF3
- 7-326
- t-Bu (3-metil-2oxoimidazolidin-1ilo)-metilo CF3
- 7-327
- furan-2-ilo (3-metil-2oxoimidazolidin-1ilo)-metilo CF3
- 7-328
- i-Pr (3-metil-2oxoimidazolidin-1ilo)-metilo CF3
- 7-329
- CH2CH2OMe (3-metil-2oxoimidazolidin-1ilo)-metilo CF3
- 7-330
- CH2CF3 (3-metil-2oxoimidazolidin-1ilo)-metilo CF3
- 7-331
- tetrahidrofuran2-ilo (3-metil-2oxoimidazolidin-1ilo)-metilo CF3
- 7-332
- n-Pr (3-metil-2oxoimidazolidin-1ilo)-metilo CF3
- 7-333
- CH2OEt (3-metil-2oxoimidazolidin-1ilo)-metilo CF3
- 7-334
- ciclobutilo (3-metil-2oxoimidazolidin-1ilo)-metilo CF3
- 7-335
- ciclopentilo (3-metil-2oxoimidazolidin-1ilo)-metilo CF3
- 7-336
- Me2N (3-metil-2oxoimidazolidin-1ilo)-metilo CF3
- 7-337
- Ph-NH (3-metil-2oxoimidazolidin-1ilo)-metilo CF3
- 7-338
- morfolin-1-ilo (3-metil-2oxoimidazolidin-1ilo)-metilo CF3
- 7-339
- H (3-metoxi-4-metil5-oxo-4,5-dihidro1H-1,2,4-triazol-1ilo)-metilo CF3
- 7-340
- Me (3-metoxi-4-metil5-oxo-4,5-dihidro1H-1,2,4-triazol-1ilo)-metilo CF3
- 7-341
- Et (3-metoxi-4-metil5-oxo-4,5-dihidro1H-1,2,4-triazol-1ilo)-metilo CF3
- N.º
- R X Z Datos físicos (RMN de 1H, DMSOd6, 400 MHz)
- 7-342
- CF3 (3-metoxi-4-metil5-oxo-4,5-dihidro1H-1,2,4-triazol-1ilo)-metilo CF3
- 7-343
- CH2OMe (3-metoxi-4-metil5-oxo-4,5-dihidro1H-1,2,4-triazol-1ilo)-metilo CF3
- 7-344
- c-Pr (3-metoxi-4-metil5-oxo-4,5-dihidro1H-1,2,4-triazol-1ilo)-metilo CF3
- 7-345
- CO2Et (3-metoxi-4-metil5-oxo-4,5-dihidro1H-1,2,4-triazol-1ilo)-metilo CF3
- 7-346
- CO2Me (3-metoxi-4-metil5-oxo-4,5-dihidro1H-1,2,4-triazol-1ilo)-metilo CF3
- 7-347
- bencilo (3-metoxi-4-metil5-oxo-4,5-dihidro1H-1,2,4-triazol-1ilo)-metilo CF3
- 7-348
- fenilo (3-metoxi-4-metil5-oxo-4,5-dihidro1H-1,2,4-triazol-1ilo)-metilo CF3
- 7-349
- pirazin-2-ilo (3-metoxi-4-metil5-oxo-4,5-dihidro1H-1,2,4-triazol-1ilo)-metilo CF3
- 7-350
- 4-OMe-Ph (3-metoxi-4-metil5-oxo-4,5-dihidro1H-1,2,4-triazol-1ilo)-metilo CF3
- 7-351
- 4-Cl-Ph (3-metoxi-4-metil5-oxo-4,5-dihidro1H-1,2,4-triazol-1ilo)-metilo CF3
- 7-352
- t-Bu (3-metoxi-4-metil5-oxo-4,5-dihidro1H-1,2,4-triazol-1ilo)-metilo CF3
- 7-353
- furan-2-ilo (3-metoxi-4-metil5-oxo-4,5-dihidro1H-1,2,4-triazol-1ilo)-metilo CF3
- 7-354
- i-Pr (3-metoxi-4-metil5-oxo-4,5-dihidro1H-1,2,4-triazol-1ilo)-metilo CF3
- 7-355
- CH2CH2OMe (3-metoxi-4-metil5-oxo-4,5-dihidro1H-1,2,4-triazol-1ilo)-metilo CF3
- 7-356
- CH2CF3 (3-metoxi-4-metil5-oxo-4,5-dihidro1H-1,2,4-triazol-1ilo)-metilo CF3
- N.º
- R X Z Datos físicos (RMN de 1H, DMSOd6, 400 MHz)
- 7-357
- tetrahidrofuran2-ilo (3-metoxi-4-metil5-oxo-4,5-dihidro1H-1,2,4-triazol-1ilo)-metilo CF3
- 7-358
- n-Pr (3-metoxi-4-metil5-oxo-4,5-dihidro1H-1,2,4-triazol-1ilo)-metilo CF3
- 7-359
- CH2OEt (3-metoxi-4-metil5-oxo-4,5-dihidro1H-1,2,4-triazol-1ilo)-metilo CF3
- 7-360
- ciclobutilo (3-metoxi-4-metil5-oxo-4,5-dihidro1H-1,2,4-triazol-1ilo)-metilo CF3
- 7-361
- ciclopentilo (3-metoxi-4-metil5-oxo-4,5-dihidro1H-1,2,4-triazol-1ilo)-metilo CF3
- 7-362
- Me2N (3-metoxi-4-metil5-oxo-4,5-dihidro1H-1,2,4-triazol-1ilo)-metilo CF3
- 7-363
- Ph-NH (3-metoxi-4-metil5-oxo-4,5-dihidro1H-1,2,4-triazol-1ilo)-metilo CF3
- 7-364
- morfolin-1-ilo (3-metoxi-4-metil5-oxo-4,5-dihidro1H-1,2,4-triazol-1ilo)-metilo CF3
- 7-365
- i-Pr Cl Me 11,36 (s, 1H), 8,03 (d, 1H), 7,45 (d, 1H), 3,25 (m, 1H), 1,31 (t, 3H)
B. Ejemplos de formulación
a) Se obtiene un polvo para pulverizar al mezclar 10 partes en peso de un compuesto de la fórmula (I) y/o de sus sales y 90 partes en peso de talco como sustancia inerte y se tritura en un molino a martillos.
5 b) Se obtiene un polvo humectable de fácil dispersión en agua, al mezclar 25 partes en peso de una combinación de un compuesto de la fórmula (I) y/o de sus sales, 64 partes en peso de cuarzo con contenido de caolín como sustancia inerte, 10 partes en peso de ligninsulfonato de potasio y 1 parte en peso oleoilmetiltaurina de sodio como agente humectante y dispersión y se muele en un molino de clavijas.
c) Se obtiene un concentrado de fácil dispersión en agua, al mezclar 20 partes en peso de un compuesto de la
10 fórmula (I) y/o de sus sales con 6 partes en peso de alquilfenolpoliglicoléter (Triton X 207), 3 partes en peso de isotridecanolpoliglicoléter (8 EO) y 71 partes en peso de aceite mineral parafínico (rango de ebullición p. ej. aprox. 255 hasta más de 277 °C) y se muele la mezcla en un molino de bolas a una fineza menor que 5 micrones.
d) Se obtiene un concentrado emulsionable con 15 partes en peso de un compuesto de la fórmula (I) y/o de sus
15 sales, 75 partes en peso de ciclohexanona como disolvente y 10 partes en peso de nonilfenol oxetilado como emulsionante.
e) Se obtiene un granulado dispersible en agua al mezclar 75 partes en peso de un compuesto de la fórmula (I) y/o de sus sales, 10 partes en peso de ligninsulfonato de calcio,
20 5 partes en peso de laurilsulfato de sodio, 3 partes en peso de alcohol polivinílico y 7 partes en peso de caolinita, se muele la mezcla en un molino a clavijas y se granula el polvo en un lecho fluidizado por medio de rociado con agua como líquido de granulación.
Claims (1)
-
imagen1 imagen2 imagen3
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
EP11159115 | 2011-03-22 | ||
EP11159115 | 2011-03-22 | ||
PCT/EP2012/054965 WO2012126932A1 (de) | 2011-03-22 | 2012-03-21 | N-(1,3,4-oxadiazol-2-yl)arylcarbonsäureamide und ihre verwendung als herbizide |
Publications (1)
Publication Number | Publication Date |
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ES2588999T3 true ES2588999T3 (es) | 2016-11-08 |
Family
ID=44059003
Family Applications (1)
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ES12710708.4T Active ES2588999T3 (es) | 2011-03-22 | 2012-03-21 | Amidas del ácido N-(1,3,4-oxadiazol-2-il)arilcarboxílico y su uso como herbicidas |
Country Status (23)
Country | Link |
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US (1) | US9101141B2 (es) |
EP (1) | EP2688885B1 (es) |
JP (1) | JP6023783B2 (es) |
KR (1) | KR101872239B1 (es) |
CN (1) | CN103596946B (es) |
AR (1) | AR085469A1 (es) |
AU (1) | AU2012230388B2 (es) |
BR (1) | BR112013023911B1 (es) |
CA (1) | CA2830773C (es) |
DK (1) | DK2688885T3 (es) |
EA (1) | EA026386B1 (es) |
ES (1) | ES2588999T3 (es) |
HR (1) | HRP20161113T1 (es) |
HU (1) | HUE029871T2 (es) |
LT (1) | LT2688885T (es) |
MX (1) | MX340817B (es) |
PL (1) | PL2688885T3 (es) |
PT (1) | PT2688885T (es) |
RS (1) | RS55067B1 (es) |
SI (1) | SI2688885T1 (es) |
UA (1) | UA115424C2 (es) |
WO (1) | WO2012126932A1 (es) |
ZA (1) | ZA201307815B (es) |
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BR112013023911A2 (pt) | 2016-08-09 |
JP2014510088A (ja) | 2014-04-24 |
LT2688885T (lt) | 2016-09-12 |
EP2688885A1 (de) | 2014-01-29 |
RS55067B1 (sr) | 2016-12-30 |
AU2012230388B2 (en) | 2017-03-09 |
EA201391320A1 (ru) | 2014-02-28 |
US20140080705A1 (en) | 2014-03-20 |
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BR112013023911B1 (pt) | 2018-07-10 |
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EA026386B1 (ru) | 2017-04-28 |
JP6023783B2 (ja) | 2016-11-09 |
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AU2012230388A1 (en) | 2013-10-03 |
MX2013010678A (es) | 2013-10-28 |
HUE029871T2 (en) | 2017-04-28 |
AR085469A1 (es) | 2013-10-02 |
WO2012126932A1 (de) | 2012-09-27 |
KR101872239B1 (ko) | 2018-06-28 |
DK2688885T3 (en) | 2016-09-12 |
HRP20161113T1 (hr) | 2016-12-02 |
CA2830773A1 (en) | 2012-09-27 |
CA2830773C (en) | 2021-01-26 |
PL2688885T3 (pl) | 2016-12-30 |
ZA201307815B (en) | 2015-04-29 |
KR20140027953A (ko) | 2014-03-07 |
EP2688885B1 (de) | 2016-06-01 |
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