CN1616448A - 具有杀虫、杀菌活性的苯并吡喃酮类化合物及制备与应用 - Google Patents
具有杀虫、杀菌活性的苯并吡喃酮类化合物及制备与应用 Download PDFInfo
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- CN1616448A CN1616448A CN200310105079.6A CN200310105079A CN1616448A CN 1616448 A CN1616448 A CN 1616448A CN 200310105079 A CN200310105079 A CN 200310105079A CN 1616448 A CN1616448 A CN 1616448A
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- Prior art keywords
- alkyl
- hydrogen
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- alkoxy
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- 241000607479 Yersinia pestis Species 0.000 title claims description 6
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- 238000002360 preparation method Methods 0.000 title description 10
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- 229910052739 hydrogen Inorganic materials 0.000 claims description 39
- 150000002431 hydrogen Chemical class 0.000 claims description 28
- 239000000203 mixture Substances 0.000 claims description 23
- 125000003118 aryl group Chemical group 0.000 claims description 20
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- 125000000217 alkyl group Chemical group 0.000 claims description 12
- -1 benzyl halogen Chemical class 0.000 claims description 12
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- 125000001072 heteroaryl group Chemical group 0.000 claims description 11
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- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 8
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- 125000000171 (C1-C6) haloalkyl group Chemical group 0.000 claims description 6
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- 125000004104 aryloxy group Chemical group 0.000 claims description 5
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- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 4
- 125000000051 benzyloxy group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])O* 0.000 claims description 4
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 4
- 229910052794 bromium Inorganic materials 0.000 claims description 4
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- 238000005160 1H NMR spectroscopy Methods 0.000 description 1
- YSUIQYOGTINQIN-UZFYAQMZSA-N 2-amino-9-[(1S,6R,8R,9S,10R,15R,17R,18R)-8-(6-aminopurin-9-yl)-9,18-difluoro-3,12-dihydroxy-3,12-bis(sulfanylidene)-2,4,7,11,13,16-hexaoxa-3lambda5,12lambda5-diphosphatricyclo[13.2.1.06,10]octadecan-17-yl]-1H-purin-6-one Chemical compound NC1=NC2=C(N=CN2[C@@H]2O[C@@H]3COP(S)(=O)O[C@@H]4[C@@H](COP(S)(=O)O[C@@H]2[C@@H]3F)O[C@H]([C@H]4F)N2C=NC3=C2N=CN=C3N)C(=O)N1 YSUIQYOGTINQIN-UZFYAQMZSA-N 0.000 description 1
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- ZRNSSRODJSSVEJ-UHFFFAOYSA-N 2-methylpentacosane Chemical compound CCCCCCCCCCCCCCCCCCCCCCCC(C)C ZRNSSRODJSSVEJ-UHFFFAOYSA-N 0.000 description 1
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 1
- 125000001494 2-propynyl group Chemical group [H]C#CC([H])([H])* 0.000 description 1
- FOGYNLXERPKEGN-UHFFFAOYSA-N 3-(2-hydroxy-3-methoxyphenyl)-2-[2-methoxy-4-(3-sulfopropyl)phenoxy]propane-1-sulfonic acid Chemical compound COC1=CC=CC(CC(CS(O)(=O)=O)OC=2C(=CC(CCCS(O)(=O)=O)=CC=2)OC)=C1O FOGYNLXERPKEGN-UHFFFAOYSA-N 0.000 description 1
- ZUNFPBNHELLPPP-UHFFFAOYSA-N 3-[4-(aminomethyl)-6-(trifluoromethyl)pyridin-2-yl]oxy-N-[2-(dimethylamino)ethyl]benzamide Chemical compound NCC1=CC(=NC(=C1)C(F)(F)F)OC=1C=C(C(=O)NCCN(C)C)C=CC=1 ZUNFPBNHELLPPP-UHFFFAOYSA-N 0.000 description 1
- NTDQQZYCCIDJRK-UHFFFAOYSA-N 4-octylphenol Chemical compound CCCCCCCCC1=CC=C(O)C=C1 NTDQQZYCCIDJRK-UHFFFAOYSA-N 0.000 description 1
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- 229920002125 Sokalan® Polymers 0.000 description 1
- CZMRCDWAGMRECN-UGDNZRGBSA-N Sucrose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 CZMRCDWAGMRECN-UGDNZRGBSA-N 0.000 description 1
- 229930006000 Sucrose Natural products 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- 239000005864 Sulphur Substances 0.000 description 1
- 241000344246 Tetranychus cinnabarinus Species 0.000 description 1
- XSTXAVWGXDQKEL-UHFFFAOYSA-N Trichloroethylene Chemical compound ClC=C(Cl)Cl XSTXAVWGXDQKEL-UHFFFAOYSA-N 0.000 description 1
- 240000008042 Zea mays Species 0.000 description 1
- 235000005824 Zea mays ssp. parviglumis Nutrition 0.000 description 1
- 235000002017 Zea mays subsp mays Nutrition 0.000 description 1
- CKUAXEQHGKSLHN-UHFFFAOYSA-N [C].[N] Chemical compound [C].[N] CKUAXEQHGKSLHN-UHFFFAOYSA-N 0.000 description 1
- SMNRFWMNPDABKZ-WVALLCKVSA-N [[(2R,3S,4R,5S)-5-(2,6-dioxo-3H-pyridin-3-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl] [[[(2R,3S,4S,5R,6R)-4-fluoro-3,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-hydroxyphosphoryl]oxy-hydroxyphosphoryl] hydrogen phosphate Chemical compound OC[C@H]1O[C@H](OP(O)(=O)OP(O)(=O)OP(O)(=O)OP(O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2O)C2C=CC(=O)NC2=O)[C@H](O)[C@@H](F)[C@@H]1O SMNRFWMNPDABKZ-WVALLCKVSA-N 0.000 description 1
- 239000000642 acaricide Substances 0.000 description 1
- 239000000443 aerosol Substances 0.000 description 1
- 150000001335 aliphatic alkanes Chemical class 0.000 description 1
- 150000008431 aliphatic amides Chemical class 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 125000005907 alkyl ester group Chemical group 0.000 description 1
- HSFWRNGVRCDJHI-UHFFFAOYSA-N alpha-acetylene Natural products C#C HSFWRNGVRCDJHI-UHFFFAOYSA-N 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- BFNBIHQBYMNNAN-UHFFFAOYSA-N ammonium sulfate Chemical compound N.N.OS(O)(=O)=O BFNBIHQBYMNNAN-UHFFFAOYSA-N 0.000 description 1
- 229910052921 ammonium sulfate Inorganic materials 0.000 description 1
- 235000011130 ammonium sulphate Nutrition 0.000 description 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
- 125000003710 aryl alkyl group Chemical group 0.000 description 1
- 125000005160 aryl oxy alkyl group Chemical group 0.000 description 1
- XRWSZZJLZRKHHD-WVWIJVSJSA-N asunaprevir Chemical compound O=C([C@@H]1C[C@H](CN1C(=O)[C@@H](NC(=O)OC(C)(C)C)C(C)(C)C)OC1=NC=C(C2=CC=C(Cl)C=C21)OC)N[C@]1(C(=O)NS(=O)(=O)C2CC2)C[C@H]1C=C XRWSZZJLZRKHHD-WVWIJVSJSA-N 0.000 description 1
- 229960000892 attapulgite Drugs 0.000 description 1
- JXLHNMVSKXFWAO-UHFFFAOYSA-N azane;7-fluoro-2,1,3-benzoxadiazole-4-sulfonic acid Chemical compound N.OS(=O)(=O)C1=CC=C(F)C2=NON=C12 JXLHNMVSKXFWAO-UHFFFAOYSA-N 0.000 description 1
- 239000002585 base Substances 0.000 description 1
- 229910052728 basic metal Inorganic materials 0.000 description 1
- 150000003818 basic metals Chemical class 0.000 description 1
- 235000013871 bee wax Nutrition 0.000 description 1
- 239000012166 beeswax Substances 0.000 description 1
- 238000009395 breeding Methods 0.000 description 1
- 230000001488 breeding effect Effects 0.000 description 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 159000000007 calcium salts Chemical class 0.000 description 1
- 239000000378 calcium silicate Substances 0.000 description 1
- 229910052918 calcium silicate Inorganic materials 0.000 description 1
- OYACROKNLOSFPA-UHFFFAOYSA-N calcium;dioxido(oxo)silane Chemical compound [Ca+2].[O-][Si]([O-])=O OYACROKNLOSFPA-UHFFFAOYSA-N 0.000 description 1
- HCWYXKWQOMTBKY-UHFFFAOYSA-N calcium;dodecyl benzenesulfonate Chemical compound [Ca].CCCCCCCCCCCCOS(=O)(=O)C1=CC=CC=C1 HCWYXKWQOMTBKY-UHFFFAOYSA-N 0.000 description 1
- 239000000969 carrier Substances 0.000 description 1
- 239000004359 castor oil Substances 0.000 description 1
- 235000019438 castor oil Nutrition 0.000 description 1
- HRYZWHHZPQKTII-UHFFFAOYSA-N chloroethane Chemical compound CCCl HRYZWHHZPQKTII-UHFFFAOYSA-N 0.000 description 1
- 125000004218 chloromethyl group Chemical group [H]C([H])(Cl)* 0.000 description 1
- OTAFHZMPRISVEM-UHFFFAOYSA-N chromone Chemical compound C1=CC=C2C(=O)C=COC2=C1 OTAFHZMPRISVEM-UHFFFAOYSA-N 0.000 description 1
- 239000004927 clay Substances 0.000 description 1
- 229940125773 compound 10 Drugs 0.000 description 1
- 229940125961 compound 24 Drugs 0.000 description 1
- 229940125851 compound 27 Drugs 0.000 description 1
- 229940126214 compound 3 Drugs 0.000 description 1
- 229940125878 compound 36 Drugs 0.000 description 1
- 229940125898 compound 5 Drugs 0.000 description 1
- 239000007859 condensation product Substances 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- 235000005822 corn Nutrition 0.000 description 1
- 239000006184 cosolvent Substances 0.000 description 1
- 239000013530 defoamer Substances 0.000 description 1
- GUJOJGAPFQRJSV-UHFFFAOYSA-N dialuminum;dioxosilane;oxygen(2-);hydrate Chemical compound O.[O-2].[O-2].[O-2].[Al+3].[Al+3].O=[Si]=O.O=[Si]=O.O=[Si]=O.O=[Si]=O GUJOJGAPFQRJSV-UHFFFAOYSA-N 0.000 description 1
- 125000004772 dichloromethyl group Chemical group [H]C(Cl)(Cl)* 0.000 description 1
- 125000001028 difluoromethyl group Chemical group [H]C(F)(F)* 0.000 description 1
- 230000002554 disease preventive effect Effects 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 125000002534 ethynyl group Chemical group [H]C#C* 0.000 description 1
- 150000002191 fatty alcohols Chemical class 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 239000000417 fungicide Substances 0.000 description 1
- 150000002240 furans Chemical class 0.000 description 1
- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 description 1
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- 238000011835 investigation Methods 0.000 description 1
- ZLVXBBHTMQJRSX-VMGNSXQWSA-N jdtic Chemical compound C1([C@]2(C)CCN(C[C@@H]2C)C[C@H](C(C)C)NC(=O)[C@@H]2NCC3=CC(O)=CC=C3C2)=CC=CC(O)=C1 ZLVXBBHTMQJRSX-VMGNSXQWSA-N 0.000 description 1
- 239000003350 kerosene Substances 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 235000012204 lemonade/lime carbonate Nutrition 0.000 description 1
- 150000002632 lipids Chemical class 0.000 description 1
- 239000010445 mica Substances 0.000 description 1
- 229910052618 mica group Inorganic materials 0.000 description 1
- 239000002480 mineral oil Substances 0.000 description 1
- 235000010446 mineral oil Nutrition 0.000 description 1
- NBVXSUQYWXRMNV-UHFFFAOYSA-N monofluoromethane Natural products FC NBVXSUQYWXRMNV-UHFFFAOYSA-N 0.000 description 1
- 229910052901 montmorillonite Inorganic materials 0.000 description 1
- 229930014626 natural product Natural products 0.000 description 1
- 239000000025 natural resin Substances 0.000 description 1
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 229910052625 palygorskite Inorganic materials 0.000 description 1
- 239000012188 paraffin wax Substances 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 230000032696 parturition Effects 0.000 description 1
- 239000004584 polyacrylic acid Substances 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 239000004800 polyvinyl chloride Substances 0.000 description 1
- 229920000915 polyvinyl chloride Polymers 0.000 description 1
- 235000015320 potassium carbonate Nutrition 0.000 description 1
- 235000011181 potassium carbonates Nutrition 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- PBMFSQRYOILNGV-UHFFFAOYSA-N pyridazine Chemical compound C1=CC=NN=C1 PBMFSQRYOILNGV-UHFFFAOYSA-N 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 210000000582 semen Anatomy 0.000 description 1
- 229910052814 silicon oxide Inorganic materials 0.000 description 1
- 239000000779 smoke Substances 0.000 description 1
- 235000017550 sodium carbonate Nutrition 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 229920005552 sodium lignosulfonate Polymers 0.000 description 1
- XDFGPVSVSMWVQE-UHFFFAOYSA-M sodium;dodecanoic acid;hydrogen sulfate Chemical compound [Na+].OS([O-])(=O)=O.CCCCCCCCCCCC(O)=O XDFGPVSVSMWVQE-UHFFFAOYSA-M 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 125000005017 substituted alkenyl group Chemical group 0.000 description 1
- 125000004426 substituted alkynyl group Chemical group 0.000 description 1
- 239000005720 sucrose Substances 0.000 description 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 1
- 150000003459 sulfonic acid esters Chemical class 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 230000002194 synthesizing effect Effects 0.000 description 1
- 229920003002 synthetic resin Polymers 0.000 description 1
- 239000000057 synthetic resin Substances 0.000 description 1
- 230000009885 systemic effect Effects 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 235000012222 talc Nutrition 0.000 description 1
- 229950011008 tetrachloroethylene Drugs 0.000 description 1
- 125000003866 trichloromethyl group Chemical group ClC(Cl)(Cl)* 0.000 description 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 description 1
- UFTFJSFQGQCHQW-UHFFFAOYSA-N triformin Chemical compound O=COCC(OC=O)COC=O UFTFJSFQGQCHQW-UHFFFAOYSA-N 0.000 description 1
- 239000003981 vehicle Substances 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
- 239000001993 wax Substances 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
Classifications
-
- 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
- A01N43/02—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms
- A01N43/04—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom
- A01N43/14—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom six-membered rings
- A01N43/16—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom six-membered rings with oxygen as the ring hetero atom
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D311/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings
- C07D311/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D311/04—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring
- C07D311/06—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 2
- C07D311/08—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 2 not hydrogenated in the hetero ring
- C07D311/16—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 2 not hydrogenated in the hetero ring substituted in position 7
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Environmental Sciences (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- General Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Plant Pathology (AREA)
- Pest Control & Pesticides (AREA)
- Agronomy & Crop Science (AREA)
- Plural Heterocyclic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Pyrane Compounds (AREA)
- Fats And Perfumes (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
Description
编号 | A | B | R3 | R4 | R5 | R6 | R7 | R8 | 物性* |
1 | CH | O | H | H | H | H | H | H | 油状 |
2 | CH | O | H | H | CH3 | H | H | H | 140~143 |
3 | CH | O | H | H | CH3 | H | H | CH3 | 188-190 |
4 | CH | O | H | H | C6H5 | H | H | CH3 | 146-148 |
5 | CH | O | H | CH3 | CH3 | H | H | H | 120~122 |
6 | CH | O | H | CH3 | CH3 | H | H | CH3 | 174~176 |
7 | CH | O | H | H | CF3 | H | H | H | 164~166 |
8 | CH | O | H | H | CH3 | H | H | E | 油状 |
9 | CH | O | H | H | CH3 | H | E | H | 183~185 |
10 | CH | O | H | H | CH3 | H | COCH3 | H | 169~172 |
11 | CH | O | H | H | CH3 | H | H | COCH3 | 165~167 |
12 | CH | O | H | Cl | CH3 | H | H | H | 162-164 |
13 | CH | O | H | H | CH2Cl | H | H | H | |
14 | CH | O | H | Cl | CH2Cl | H | H | H | |
15 | CH | O | H | Cl | CH2OCH3 | H | H | H | |
16 | CH | O | H | Cl | CH2CH3 | H | H | H | |
17 | CH | O | H | H | CH2CH3 | H | H | CH3 | 154-156 |
18 | CH | O | H | C2H5 | CH3 | H | H | H | |
19 | CH | O | H | H | CH2OCH3 | H | H | H | |
20 | CH | O | H | H | CH2OC2H5 | H | H | H | |
21 | CH | O | H | Cl | CH2OC2H5 | H | H | H | |
22 | CH | O | H | OCH3 | CH2OCH3 | H | H | H | |
23 | CH | O | H | N(CH3)2 | CH3 | H | H | H | |
24 | CH | O | H | CN | H | H | H | H | 166-168 |
25 | CH | O | H | Cl | CH3 | H | H | CH3 | 202-204 |
26 | CH | O | H | H | CH(CH3)2 | H | H | H | 128-130 |
27 | CH | O | H | C3H7 | CH3 | H | H | H | 142-144 |
28 | CH | O | H | H | tC4H9 | H | H | H | |
29 | CH | O | H | H | 4-Cl-C6H4 | H | H | H | |
30 | CH | O | H | Cl | 4-Cl-C6H4 | H | H | H | |
31 | CH | O | H | H | 4-Cl-C6H4 | H | H | CH3 | |
32 | CH | O | H | Cl | C6H5 | H | H | H | 142-144 |
33 | CH | O | H | H | CH2CH3 | H | H | H | 134-136 |
34 | CH | O | H | H | CH2C2H5 | H | H | H | 118-120 |
35 | CH | O | H | H | CH2C2H5 | H | H | CH3 | 146-148 |
36 | CH | O | H | Cl | CH2C2H5 | H | H | H | 118-120 |
37 | CH | O | H | CH3 | CH2C2H5 | H | H | H | |
38 | CH | O | H | H | 4-F-C6H4 | H | H | H | |
39 | CH | O | H | Cl | 4-F-C6H4 | H | H | H | |
40 | CH | O | H | H | 4-F-C6H4 | H | H | CH3 | |
41 | CH | O | H | H | 4-CF3-C6H4 | H | H | H | |
42 | CH | O | H | Cl | 4-CF3-C6H4 | H | H | H | |
43 | CH | O | H | Cl | CH2N(CH3)2 | H | H | H | |
44 | CH | O | H | OCH3 | C2H5 | H | H | H | |
45 | CH | O | H | OCH3 | CH3 | H | H | H | |
46 | CH | O | H | OC2H5 | CH3 | H | H | H | |
47 | CH | O | H | H | CH2OCH2CF3 | H | H | H | |
48 | CH | O | H | Cl | CH2OCH2CF3 | H | H | H | |
49 | CH | O | H | F | CF3 | H | H | H |
50 | CH | O | H | F | CH3 | H | H | H | |
51 | CH | O | H | H | CH2N(CH3)2 | H | H | H | |
52 | CH | O | H | H | C6H5 | H | H | H | 130-133 |
53 | CH | O | H | Cl | Cl | H | H | H | |
54 | CH | O | H | F | Cl | H | H | H | |
55 | CH | O | H | H | CH2OCH2C6H5 | H | E | H | |
56 | CH | O | H | OCH3 | 4-Cl-C6H5 | H | H | H | |
57 | CH | O | H | F | 4-Cl-C6H5 | H | H | H | |
58 | CH | O | H | H | M | H | H | H | |
59 | CH | O | H | Cl | M | H | H | H | |
60 | CH | O | H | Cl | M | H | H | CH3 | |
6l | CH | O | H | CH3S | CH3 | H | H | H | |
62 | CH | O | H | CH3SO2 | CH3 | H | H | H | |
63 | CH | O | H | F | F | H | H | H | |
64 | CH | O | H | CH3SO2 | Cl | H | H | H | |
65 | CH | O | H | H | 4-NO2-C6H5 | H | H | H | |
66 | CH | O | H | Cl | 4-NO2-C6H5 | H | H | H | |
67 | CH | O | H | H | 4-NO2-C6H5 | H | H | CH3 | |
68 | CH | O | H | PhCH2 | CH3 | H | H | H | |
69 | CH | O | H | PhCH2 | CH3 | H | H | CH3 | |
70 | CH | O | H | CF3CH2O | C3H7 | H | H | H | |
71 | CH | NH | H | CH3 | CH3 | H | H | H | |
72 | CH | NH | H | CH3 | CH3 | H | H | CH3 | |
73 | CH | NH | H | OCH3 | CF3 | CH3 | H | H | |
74 | CH | NH | H | OCH3 | CH3 | F | H | E | |
75 | CH | NH | H | H | CF3 | H | H | CH3 | |
76 | CH | NH | H | CH3 | CH2Cl | H | H | H | |
77 | CH | NH | H | CH3 | CH2Cl | H | H | CH3 | |
78 | CH | NH | H | Cl | CH2Cl | H | H | H | |
79 | CH | NH | H | H | M | Cl | H | E | |
80 | CH | NH | H | H | M | H | E | H | |
81 | CH | NH | H | H | M | H | COCH3 | H | |
82 | CH | NH | H | H | M | H | H | COCH3 | |
83 | CH | NH | H | Cl | CH2OCH3 | H | H | H | |
84 | CH | NH | H | H | 4-C6H5Cl | H | H | H | |
85 | CH | NH | H | H | 4-C6H5Cl | H | H | CH3 | |
86 | CH | NH | H | H | CH2OCH3 | H | H | CH3 | |
87 | CH | NH | H | CH3 | CH2OCH3 | H | H | H | |
88 | CH | NH | H | CH3 | CH2OCH3 | H | H | CH3 | |
89 | CH | NH | H | H | CH2OCH3 | H | H | H | |
90 | CH | NH | H | H | CH2OCH3 | H | H | E |
91 | CH | NH | H | H | CH2OCH2CF3 | H | E | H | |
92 | CH | NH | H | H | CH2N(CH3)2 | H | H | H | |
93 | CH | NH | H | H | CH2OCH2CF3 | H | H | COCH3 | |
94 | CH | NH | H | Cl | CH2OC2H5 | H | H | H | |
95 | CH | NH | H | H | CH2OC2H5 | H | H | H | |
96 | CH | NH | H | H | CH2OC2H5 | H | H | CH3 | |
97 | CH | NH | H | H | CF3 | H | H | CH3 | |
98 | CH | NH | H | CH3 | CF3 | H | H | H | |
99 | CH | NH | H | CH3 | Cl | H | H | CH3 | |
100 | N | O | H | Cl | CH3 | H | H | H | 172-174 |
101 | N | O | H | H | CH3 | H | H | H | 150~152 |
102 | N | O | H | H | CH3 | H | H | CH3 | 178-180 |
103 | N | O | H | CH3 | CH3 | H | H | H | 112~118 |
104 | N | O | H | F | CH3 | H | H | H | |
105 | N | O | H | H | CF3 | H | H | Cl | |
106 | N | O | H | CH3 | CH3 | H | H | CH3 | 184~186 |
107 | N | O | H | H | CH3 | H | E | CO2CH3 | |
108 | N | O | H | H | CH3 | H | COCH3 | CO2CH3 | |
109 | N | O | H | Cl | CH3 | H | H | CH3 | 198-200 |
110 | N | O | H | H | CH2Cl | H | H | CO2CH3 | |
111 | N | O | H | H | H | H | H | H | 106~110 |
112 | N | O | H | H | CH2Cl | H | H | CF3 | |
113 | N | O | H | H | 3-CF3-C6H4 | H | H | CF3 | |
114 | N | O | H | CH3 | 3-CH3-C6H4 | H | H | CF3 | |
115 | N | O | H | CH3 | 4-CH3-C6H4 | H | H | CF3 | |
116 | N | O | H | H | CH2Cl | H | H | H | |
117 | N | O | H | Cl | CH2Cl | H | H | H | |
118 | N | O | H | Cl | CH2F | H | H | H | |
119 | N | O | H | H | CH2F | H | H | H | |
120 | N | O | H | H | CH2Br | H | H | H | |
121 | N | O | H | H | CH2OCH3 | H | H | CH2N(CH3)2 | |
122 | N | O | H | Cl | CH2OCH3 | H | H | CH2N(CH3)2 | |
123 | N | O | H | CH3 | CH2OCH3 | H | H | CH2N(CH3)2 | |
124 | N | O | H | H | CH2OCH3 | H | H | F | |
125 | N | O | H | CH3 | CH2OCH3 | H | H | F | |
126 | N | O | H | CH3 | CH2OCH3 | H | CO2CH3 | CH2N(CH3)2 | |
127 | N | O | H | H | CH2OCH3 | H | H | H | |
128 | N | O | H | H | CH2OCH3 | H | H | E | |
129 | N | O | H | H | 3-CF3-C6H4 | H | E | H | |
130 | N | O | H | H | 3-CH3-C6H4 | H | COCH3 | H | |
131 | N | O | H | H | 4-CH3-C6H4 | H | H | COCH3 | |
132 | N | O | H | Cl | CH2OC2H5 | H | H | H | |
133 | N | O | H | H | CH2OC2H5 | H | H | H |
134 | N | O | H | H | CH2OC2H5 | H | H | CH3 | |
135 | N | O | H | H | 3-OCH3-C6H4 | H | H | CH3 | |
136 | N | O | H | CH3 | 4-OCH3-C6H4 | H | H | H | |
137 | N | O | H | CH3 | 2-OCH3-C6H4 | H | H | CH3 | |
138 | N | O | H | H | CH2OC2H5 | H | H | Cl | |
139 | N | O | H | H | CH2OC2H5 | H | H | E | |
140 | N | O | H | H | M | H | E | H | |
141 | N | O | H | H | 3-CF3-C6H4 | H | COCH3 | H | |
142 | N | O | H | H | 3-CH3-C6H4 | H | H | COCH3 | |
143 | N | O | H | H | 4-CH3-C6H4 | H | H | H | |
144 | N | O | H | H | 2-Cl-C6H4 | H | H | H | |
145 | N | O | H | H | 3-Cl-C6H4 | H | H | CH3 | |
146 | N | O | H | H | CH2OCH2CF3 | H | H | CH3 | |
147 | N | O | H | CH3 | CH2OCH2CF3 | H | H | H | |
148 | N | O | H | CH3 | -CH2OC6H5 | H | H | CH3 | |
149 | N | O | H | H | -CH2OC6H5 | H | H | H | |
150 | N | O | H | H | CH2OCH2C6H5 | H | H | E | |
151 | N | O | H | H | CH2OCH2C6H5 | H | E | H | |
152 | N | O | H | H | 4-Cl-C6H4 | H | COCH3 | H | |
153 | N | NH | H | H | CH3 | H | H | H | 210-214 |
154 | N | NH | H | CH3 | CH3 | H | H | CH3 | 178~180 |
155 | N | NH | H | H | 2-Cl-C6H4 | H | H | CH3 | |
156 | N | NH | H | CH3 | 3-Cl-C6H4 | H | H | H | |
157 | N | NH | H | CH3 | 4-Cl-C6H4 | H | H | CH3 | |
158 | N | NH | H | Cl | CH2Cl | H | H | H | |
159 | N | NH | H | Cl | CH3 | H | H | H | |
160 | N | NH | H | H | 3-CF3-C6H4 | H | E | H | |
161 | N | NH | H | H | 3-CH3-C6H4 | H | COCH3 | H | |
162 | N | NH | H | H | 4-CH3-C6H4 | H | H | COCH3 | |
163 | N | NH | H | H | CH2OCH3 | H | H | H | |
164 | N | NH | H | H | 4-F-C6H4 | H | H | H | |
165 | N | NH | H | H | 2-F-C6H4 | H | H | CH3 | |
166 | N | NH | H | H | C6H3-3,5(Cl)2 | H | H | CH3 | |
167 | N | NH | H | CH3 | 2-OCH3-C6H4 | H | H | H | |
168 | N | NH | H | CH3 | 2-OCH3-C6H4 | H | H | CH3 | |
169 | N | NH | H | Cl | CH2OCH3 | H | H | H | |
170 | N | NH | H | H | CH2OCH3 | H | H | E | |
171 | N | NH | H | H | 3,5(Cl)2-C6H3 | H | E | H | |
172 | N | NH | H | H | 2,4(Cl)2-C6H3 | H | H | H | |
173 | N | NH | H | H | 3,4(Cl)2-C6H3 | H | H | H | |
174 | N | NH | H | Cl | CH2OC2H5 | H | H | H | |
175 | N | NH | H | H | CH2OC2H5 | H | H | H | |
176 | N | NH | H | H | CH2OC2H5 | H | H | CH3 |
177 | N | NH | H | H | CF3 | H | H | CH3 | |
178 | N | NH | H | CH3 | CF3 | H | H | H | |
179 | N | NH | H | CH3 | Cl | H | H | CH3 | |
180 | N | NH | H | H | Cl | H | H | H | |
181 | N | NH | H | H | CH3 | H | H | Cl | |
182 | N | NH | H | H | C6H5 | H | H | Cl | |
183 | N | NH | H | CH3 | CH3 | H | H | F | |
184 | N | NH | H | CH3 | CH3 | H | H | H | |
185 | N | NH | H | H | CF3 | H | H | Cl | |
186 | N | NH | H | CH3 | 4-F-C6H4 | H | H | CH3 | |
187 | N | NH | H | H | 2-F-C6H4 | H | E | CO2CH3 | |
188 | N | NH | H | H | 2-Cl-C6H4 | H | COCH3 | CO2CH3 | |
189 | N | NH | H | H | 3-Cl-C6H4 | H | H | CO2CH3 | |
190 | N | NH | H | H | 4-Cl-C6H4 | H | H | CO2CH3 | |
191 | N | NH | H | H | CH2Cl | H | CH3 | H | |
192 | N | NH | H | H | CH2Cl | H | CO2C2H5 | CF3 | |
193 | N | NH | H | H | CH2Cl | H | H | CF3 | |
194 | N | NH | H | CH3 | M | H | CO2C2H5 | CF3 | |
195 | N | NH | H | CH3 | CH2Cl | H | H | CF3 | |
196 | N | NH | H | H | CH2Cl | H | H | H | |
197 | N | NH | H | H | CH2Cl | H | H | E | |
198 | N | NH | H | H | CH2Cl | H | E | H | |
199 | N | NH | H | H | CH2Cl | H | COCH3 | H | |
200 | N | NH | H | CH3 | 3,5-diCl-C6H3 | H | CO2CH3 | H | |
201 | CH | O | CH3 | H | H | H | H | H | |
202 | CH | O | CH3 | H | CH3 | H | H | H | |
203 | CH | O | CH3 | H | CH3 | H | H | CH3 | |
204 | CH | O | CH3 | H | C6H5 | H | H | CH3 | |
205 | CH | O | CH3 | CH3 | CH3 | H | H | H | |
206 | CH | O | CH3 | CH3 | CH3 | H | H | CH3 | |
207 | CH | O | CH3 | H | CF3 | H | H | H | |
208 | CH | O | CH3 | H | CH3 | H | H | E | |
209 | CH | O | CH3 | H | CH3 | H | E | H | |
210 | CH | O | CH3 | H | CH3 | H | COCH3 | H | |
211 | CH | O | CH3 | H | CH3 | H | H | COCH3 | |
212 | CH | O | CH3 | H | CH2Cl | H | H | H | |
213 | CH | O | CH3 | Cl | CH2Cl | H | H | H | |
214 | CH | O | CH3 | H | CH2Cl | H | H | CF3 | |
215 | CH | O | CH3 | H | CH2Cl | H | H | CH3 | |
216 | CH | O | CH3 | CH3 | CH2OCH3 | H | H | H | |
217 | CH | O | CH3 | CH3 | CH2OCH3 | H | H | CH3 | |
218 | CH | O | CH3 | OCH3 | CH2Cl | H | H | H | |
219 | CH | O | CH3 | H | CH2Cl | H | H | E |
220 | CH | O | CH3 | H | CH2Cl | H | E | H | |
221 | CH | O | CH3 | H | CH2Cl | H | COCH3 | H | |
222 | CH | O | CH3 | H | CH2Cl | H | H | COCH3 | |
223 | CH | O | CH3 | H | CH2OCH2CF3 | H | H | H | |
224 | CH | O | CH3 | Cl | CH2OC2H5 | H | H | H | |
225 | CH | O | CH3 | Cl | CH2OCH3 | H | H | CH3 | |
226 | CH | O | CH3 | H | CH2OCH3 | H | H | CH3 | |
227 | CH | O | CH3 | CH3 | 3-CF3-C6H4 | H | H | H | |
228 | CH | O | CH3 | CH3 | 3-CH3-C6H4 | H | H | CH3 | |
229 | CH | O | CH3 | H | 4-CH3-C6H4 | H | H | H | |
230 | CH | O | CH3 | H | 2-Cl-C6H4 | H | H | E | |
231 | CH | O | CH3 | H | 3-Cl-C6H4 | H | E | H | |
232 | CH | O | CH3 | H | CF3 | H | COCH3 | H | |
233 | CH | O | CH3 | Cl | CH2OCH3 | H | H | COCH3 | |
234 | CH | O | CH3 | OCH3 | CH2OC2H5 | H | H | H | |
235 | CH | O | CH3 | C2H5 | CH2OC2H5 | H | CH3 | H | |
236 | CH | O | CH3 | H | CH2OC2H5 | H | H | CH3 | |
237 | CH | O | CH3 | Cl | CH2OC2H5 | H | CO2C2H5 | CH3 | |
238 | CH | O | CH3 | CH3 | 2-F-C6H4 | H | H | H | |
239 | CH | O | CH3 | CH3 | 3-F-C6H4 | H | H | CH3 | |
240 | CH | O | CH3 | H | 4-F-C6H4 | H | H | H | |
241 | CH | O | CH3 | H | CH2OC2H5 | H | H | E | |
242 | CH | O | CH3 | H | CH2OC2H5 | H | E | H | |
243 | CH | O | CH3 | H | CH2OC2H5 | H | COCH3 | H | |
244 | CH | O | CH3 | H | CH2OC2H5 | H | H | COCH3 | |
245 | CH | O | CH3 | H | CH2OCH2CF3 | H | H | H | |
246 | CH | O | CH3 | Cl | CH2OCH2CF3 | H | H | H | |
247 | CH | O | CH3 | H | CF3 | H | H | CH3 | |
248 | CH | O | CH3 | H | CH2OCH2CF3 | H | H | CH3 | |
249 | CH | O | CH3 | CH3 | CH2OCH2CF3 | H | H | H | |
250 | CH | O | CH3 | CH3 | -CH2OPh | H | H | CH3 | |
251 | CH | O | CH3 | H | -CH2OPh | H | H | H | |
252 | CH | O | CH3 | H | CH2OCH2Ph | H | H | E | |
253 | CH | O | CH3 | H | CH2OCH2Ph | H | E | H | |
254 | CH | O | CH3 | H | 4-Cl-C6H5 | H | COCH3 | H | |
255 | CH | O | CH3 | H | 4-Cl-C6H5 | H | H | COCH3 | |
256 | CH | O | CH3 | H | M | H | CO2C2H5 | H | |
257 | CH | O | CH3 | H | M | H | H | H | |
258 | CH | O | CH3 | Cl | M | H | H | CH3 | |
259 | CH | O | CH3 | H | M | H | H | CH3 | |
260 | CH | O | CH3 | CH3 | M | H | H | H | |
261 | CH | NH | CH3 | Cl | H | H | H | H | |
262 | CH | NH | CH3 | Cl | CH3 | H | H | H |
263 | CH | NH | CH3 | H | CH3 | H | H | CH3 | |
264 | CH | NH | CH3 | H | C6H5 | H | H | CH3 | |
265 | CH | NH | CH3 | CH3 | CH3 | H | H | H | |
266 | CH | NH | CH3 | CH3 | CH3 | H | H | CH3 | |
267 | CH | NH | CH3 | OCH3 | CF3 | H | H | H | |
268 | CH | NH | CH3 | OCH3 | CH3 | H | H | E | |
269 | CH | NH | CH3 | H | CH3 | H | E | H | |
270 | CH | NH | CH3 | H | CH3 | H | COCH3 | H | |
271 | CH | NH | CH3 | H | CH3 | H | H | COCH3 | |
272 | CH | NH | CH3 | H | CH2Cl | H | H | H | |
273 | CH | NH | CH3 | H | M | H | H | H | |
274 | CH | NH | CH3 | H | CH2Cl | H | H | CH3 | |
275 | CH | NH | CH3 | H | CF3 | H | H | CH3 | |
276 | CH | NH | CH3 | CH3 | CH2Cl | H | H | H | |
277 | CH | NH | CH3 | CH3 | CH2Cl | H | H | CH3 | |
278 | CH | NH | CH3 | Cl | CH2Cl | H | H | H | |
279 | CH | NH | CH3 | H | M | H | H | E | |
280 | CH | NH | CH3 | H | M | H | E | H | |
281 | CH | NH | CH3 | H | M | H | COCH3 | H | |
282 | CH | NH | CH3 | H | M | H | H | COCH3 | |
283 | CH | NH | CH3 | Cl | CH2OCH3 | H | H | H | |
284 | CH | NH | CH3 | H | 4-C6H5Cl | H | H | H | |
285 | CH | NH | CH3 | H | 4-C6H5Cl | H | H | CH3 | |
286 | CH | NH | CH3 | H | CH2OCH3 | H | H | CH3 | |
287 | CH | NH | CH3 | CH3 | CH2OCH3 | H | H | H | |
288 | CH | NH | CH3 | CH3 | CH2OCH3 | H | H | CH3 | |
289 | CH | NH | CH3 | H | CH2OCH3 | H | H | H | |
290 | CH | NH | CH3 | H | CH2OCH3 | H | H | E | |
291 | CH | NH | CH3 | H | CH2OCH2CF3 | H | E | H | |
292 | CH | NH | CH3 | H | CH2OCH2CF3 | H | COCH3 | H | |
293 | CH | NH | CH3 | H | CH2OCH2CF3 | H | H | COCH3 | |
294 | CH | NH | CH3 | Cl | CH2OC2H5 | H | H | H | |
295 | CH | NH | CH3 | H | CH2OC2H5 | H | H | H | |
296 | CH | NH | CH3 | H | CH2OC2H5 | H | H | CH3 | |
297 | CH | NH | CH3 | H | CF3 | H | H | CH3 | |
298 | CH | NH | CH3 | CH3 | CF3 | H | H | H | |
299 | CH | NH | CH3 | CH3 | Cl | H | H | CH3 | |
300 | CH | NH | CH3 | H | Cl | H | H | H | |
301 | N | O | CH3 | H | CH3 | H | H | H | |
302 | N | O | CH3 | H | C6H5 | H | H | Cl | |
303 | N | O | CH3 | CH3 | CH3 | H | H | H | |
304 | N | O | CH3 | CH3 | CH3 | H | H | H | |
305 | N | O | CH3 | H | CF3 | H | H | Cl |
306 | N | O | CH3 | CH3 | CH3 | H | H | CH3 | |
307 | N | O | CH3 | H | CH3 | H | E | CO2CH3 | |
308 | N | O | CH3 | H | CH3 | H | COCH3 | CO2CH3 | |
309 | N | O | CH3 | H | CH3 | H | H | CO2CH3 | |
310 | N | O | CH3 | H | CH2Cl | H | H | CO2CH3 | |
311 | N | O | CH3 | H | H | H | H | H | |
312 | N | O | CH3 | H | CH2Cl | H | H | CF3 | |
313 | N | O | CH3 | H | 3-CF3-C6H4 | H | H | CF3 | |
314 | N | O | CH3 | CH3 | 3-CH3-C6H4 | H | H | CF3 | |
315 | N | O | CH3 | CH3 | 4-CH3-C6H4 | H | H | CF3 | |
316 | N | O | CH3 | H | CH2Cl | H | H | H | |
317 | N | O | CH3 | H | CH2Cl | H | H | E | |
318 | N | O | CH3 | H | CH2Cl | H | E | H | |
319 | N | O | CH3 | H | CH2Cl | H | COCH3 | H | |
320 | N | O | CH3 | H | CH2Cl | H | H | COCH3 | |
321 | N | O | CH3 | H | CH2OCH3 | H | H | CH2N(CH3)2 | |
322 | N | O | CH3 | Cl | CH2OCH3 | H | H | CH2N(CH3)2 | |
323 | N | O | CH3 | CH3 | CH2OCH3 | H | H | CH2N(CH3)2 | |
324 | N | O | CH3 | H | CH2OCH3 | H | H | F | |
325 | N | O | CH3 | CH3 | CH2OCH3 | H | H | F | |
326 | N | O | CH3 | CH3 | CH2OCH3 | H | CO2CH3 | CH2N(CH3)2 | |
327 | N | O | CH3 | H | CH2OCH3 | H | H | H | |
328 | N | O | CH3 | H | CH2OCH3 | H | H | E | |
329 | N | O | CH3 | H | 3-CF3-C6H4 | H | E | H | |
330 | N | O | CH3 | H | 3-CH3-C6H4 | H | COCH3 | H | |
331 | N | O | CH3 | H | 4-CH3-C6H4 | H | H | COCH3 | |
332 | N | O | CH3 | Cl | CH2OC2H5 | H | H | H | |
333 | N | O | CH3 | H | CH2OC2H5 | H | H | H | |
334 | N | O | CH3 | H | CH2OC2H5 | H | H | CH3 | |
335 | N | O | CH3 | H | 3-OCH3-C6H4 | H | H | CH3 | |
336 | N | O | CH3 | CH3 | 4-OCH3-C6H4 | H | H | H | |
337 | N | O | CH3 | CH3 | 2-OCH3-C6H4 | H | H | CH3 | |
338 | N | O | CH3 | H | CH2OC2H5 | H | H | Cl | |
339 | N | O | CH3 | H | CH2OC2H5 | H | H | E | |
340 | N | O | CH3 | H | M | H | E | H | |
341 | N | O | CH3 | H | 3-CF3-C6H4 | H | COCH3 | H | |
342 | N | O | CH3 | H | 3-CH3-C6H4 | H | H | COCH3 | |
343 | N | O | CH3 | H | 4-CH3-C6H4 | H | H | H | |
344 | N | O | CH3 | H | 2-Cl-C6H4 | H | H | H | |
345 | N | O | CH3 | H | 3-Cl-C6H4 | H | H | CH3 | |
346 | N | O | CH3 | H | CH2OCH2CF3 | H | H | CH3 | |
347 | N | O | CH3 | CH3 | CH2OCH2CF3 | H | H | H | |
348 | N | O | CH3 | CH3 | -CH2OPh | H | H | CH3 |
349 | N | O | CH3 | H | -CH2OPh | H | H | H | |
350 | N | O | CH3 | H | CH2OCH2Ph | H | H | E | |
351 | N | O | CH3 | H | CH2OCH2Ph | H | E | H | |
352 | N | O | CH3 | H | 4-Cl-C6H4 | H | COCH3 | H | |
353 | N | NH | CH3 | H | CH3 | H | H | H | |
354 | N | NH | CH3 | CH3 | CH3 | H | H | CH3 | |
355 | N | NH | CH3 | H | 2-Cl-C6H4 | H | H | CH3 | |
356 | N | NH | CH3 | CH3 | 3-Cl-C6H4 | H | H | H | |
357 | N | NH | CH3 | CH3 | 4-Cl-C6H4 | H | H | CH3 | |
358 | N | NH | CH3 | H | CH2Cl | H | H | H | |
359 | N | NH | CH3 | H | M | H | H | E | |
360 | N | NH | CH3 | H | 3-CF3-C6H4 | H | E | H | |
361 | N | NH | CH3 | H | 3-CH3-C6H4 | H | COCH3 | H | |
362 | N | NH | CH3 | H | 4-CH3-C6H4 | H | H | COCH3 | |
363 | N | NH | CH3 | H | CH2OCH3 | H | H | H | |
364 | N | NH | CH3 | H | 4-F-C6H4 | H | H | H | |
365 | N | NH | CH3 | H | 2-F-C6H4 | H | H | CH3 | |
366 | N | NH | CH3 | H | C6H3-3,5(Cl)2 | H | H | CH3 | |
367 | N | NH | CH3 | CH3 | 2-OCH3-C6H4 | H | H | H | |
368 | N | NH | CH3 | CH3 | 2-OCH3-C6H4 | H | H | CH3 | |
369 | N | NH | CH3 | Cl | CH2OCH3 | H | H | H | |
370 | N | NH | CH3 | H | CH2OCH3 | H | H | E | |
371 | N | NH | CH3 | H | C6H3-3,5(Cl)2 | H | E | H | |
372 | N | NH | CH3 | H | CH2OCH2CF3 | H | COCH3 | H | |
373 | N | NH | CH3 | H | CH2OCH2CF3 | H | H | COCH3 | |
374 | N | NH | CH3 | Cl | CH2OC2H5 | H | H | H | |
375 | N | NH | CH3 | H | CH2OC2H5 | H | H | H | |
376 | N | NH | CH3 | H | CH2OC2H5 | H | H | CH3 | |
377 | N | NH | CH3 | H | CF3 | H | H | CH3 | |
378 | N | NH | CH3 | CH3 | CF3 | H | H | H | |
379 | N | NH | CH3 | CH3 | Cl | H | H | CH3 | |
380 | N | NH | CH3 | H | Cl | H | H | H | |
381 | N | NH | CH3 | H | CH3 | H | H | Cl | |
382 | N | NH | CH3 | H | C6H5 | H | H | Cl | |
383 | N | NH | CH3 | CH3 | CH3 | H | H | F | |
384 | N | NH | CH3 | CH3 | CH3 | H | H | H | |
385 | N | NH | CH3 | H | CF3 | H | H | Cl | |
386 | N | NH | CH3 | CH3 | 4-F-C6H4 | H | H | CH3 | |
387 | N | NH | CH3 | H | 2-F-C6H4 | H | E | CO2CH3 | |
388 | N | NH | CH3 | H | 2-Cl-C6H4 | H | COCH3 | CO2CH3 | |
389 | N | NH | CH3 | H | 3-Cl-C6H4 | H | H | CO2CH3 | |
390 | N | NH | CH3 | H | 4-Cl-C6H4 | H | H | CO2CH3 | |
391 | N | NH | CH3 | H | CH2Cl | H | CH3 | H |
392 | N | NH | CH3 | H | CH2Cl | H | CO2C2H5 | CF3 | |
393 | N | NH | CH3 | H | CH2Cl | H | H | CF3 | |
394 | N | NH | CH3 | CH3 | M | H | CO2C2H5 | CF3 | |
395 | N | NH | CH3 | CH3 | CH2Cl | H | H | CF3 | |
396 | N | NH | CH3 | H | CH2Cl | H | H | H | |
397 | N | NH | CH3 | H | CH2Cl | H | H | E | |
398 | N | NH | CH3 | H | CH2Cl | H | E | H | |
399 | N | NH | CH3 | H | CH2Cl | H | COCH3 | H | |
400 | N | NH | CH3 | CH3 | 3,5-diCl-C6H3 | H | CO2CH3 | H |
化合物 | 1 | 2 | 5 | 6 | 12 | 26 | 52 | JP51 |
防效(%) | 100 | 100 | 100 | 100 | 100 | 100 | 100 | 20 |
Claims (8)
Priority Applications (6)
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CNB2003101050796A CN1310899C (zh) | 2003-11-11 | 2003-11-11 | 具有杀虫、杀菌活性的苯并吡喃酮类化合物及制备与应用 |
EP04797287.2A EP1683792B9 (en) | 2003-11-11 | 2004-11-04 | Benzopyrone compounds, preparation method and use thereof |
PCT/CN2004/001255 WO2005044813A1 (en) | 2003-11-11 | 2004-11-04 | Benzopyrone compounds, preparation method and use thereof |
US10/573,529 US7642364B2 (en) | 2003-11-11 | 2004-11-04 | Benzopyrone compounds, preparation method and use thereof |
JP2006538636A JP4674672B2 (ja) | 2003-11-11 | 2004-11-04 | ベンゾピロン化合物及びその調製方法及びその使用 |
CNB2004800201255A CN100363356C (zh) | 2003-11-11 | 2004-11-04 | 苯并吡喃酮类化合物及其制备与应用 |
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CNB2003101050796A CN1310899C (zh) | 2003-11-11 | 2003-11-11 | 具有杀虫、杀菌活性的苯并吡喃酮类化合物及制备与应用 |
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CNB2004800201255A Active CN100363356C (zh) | 2003-11-11 | 2004-11-04 | 苯并吡喃酮类化合物及其制备与应用 |
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EP (1) | EP1683792B9 (zh) |
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DE3519280A1 (de) | 1985-05-30 | 1986-12-04 | Basf Ag, 6700 Ludwigshafen | Stilbenderivate und fungizide, die diese verbindungen enthalten |
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JP2897789B2 (ja) * | 1990-11-16 | 1999-05-31 | 塩野義製薬株式会社 | アルコキシイミノ酢酸アミド化合物およびその農業用殺菌剤としての用途 |
IL105357A (en) * | 1992-04-30 | 1997-07-13 | Basf Ag | Benzyl enol ethers and benzyloxy carbocyclic and heterocyclic derivatives thereof and their use as crop protection agents |
IL123701A (en) * | 1995-10-13 | 2002-03-10 | Agrevo Uk Ltd | Heterocyclic fungicides and a number of new compounds |
DE10030094A1 (de) * | 2000-06-19 | 2001-12-20 | Bayer Ag | Phenylsubstituierte 5,6-Dihydro-pyron-Derivate |
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-
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- 2004-11-04 JP JP2006538636A patent/JP4674672B2/ja active Active
- 2004-11-04 US US10/573,529 patent/US7642364B2/en active Active
- 2004-11-04 WO PCT/CN2004/001255 patent/WO2005044813A1/zh active Application Filing
- 2004-11-04 CN CNB2004800201255A patent/CN100363356C/zh active Active
- 2004-11-04 EP EP04797287.2A patent/EP1683792B9/en active Active
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Also Published As
Publication number | Publication date |
---|---|
US20070037876A1 (en) | 2007-02-15 |
EP1683792A4 (en) | 2008-10-15 |
JP4674672B2 (ja) | 2011-04-20 |
JP2007510674A (ja) | 2007-04-26 |
EP1683792B1 (en) | 2016-07-20 |
EP1683792B9 (en) | 2016-10-05 |
CN100363356C (zh) | 2008-01-23 |
WO2005044813A1 (en) | 2005-05-19 |
US7642364B2 (en) | 2010-01-05 |
EP1683792A1 (en) | 2006-07-26 |
CN1310899C (zh) | 2007-04-18 |
CN1823052A (zh) | 2006-08-23 |
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