UA74069C2 - 5-halogen-6-phenyl-7- fluoroalkylamino-triazolopyrimidines, a method for the preparation thereof, a composition and a method for combating phytopathogenic fungi - Google Patents
5-halogen-6-phenyl-7- fluoroalkylamino-triazolopyrimidines, a method for the preparation thereof, a composition and a method for combating phytopathogenic fungi Download PDFInfo
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- UA74069C2 UA74069C2 UA20031110122A UA20031110122A UA74069C2 UA 74069 C2 UA74069 C2 UA 74069C2 UA 20031110122 A UA20031110122 A UA 20031110122A UA 20031110122 A UA20031110122 A UA 20031110122A UA 74069 C2 UA74069 C2 UA 74069C2
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- UA
- Ukraine
- Prior art keywords
- formula
- compounds
- denotes
- alkyl
- halogen
- Prior art date
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- 239000000203 mixture Substances 0.000 title claims abstract description 23
- 241000233866 Fungi Species 0.000 title claims abstract description 13
- 238000000034 method Methods 0.000 title claims abstract description 10
- 230000003032 phytopathogenic effect Effects 0.000 title claims abstract description 9
- 238000002360 preparation method Methods 0.000 title abstract description 11
- 239000001257 hydrogen Substances 0.000 claims abstract description 30
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 30
- 150000002431 hydrogen Chemical group 0.000 claims abstract description 19
- 229910052736 halogen Inorganic materials 0.000 claims abstract description 12
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims abstract description 4
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims abstract description 3
- 150000001875 compounds Chemical class 0.000 claims description 80
- -1 nitro, hydroxyl Chemical group 0.000 claims description 34
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims description 25
- 229910052731 fluorine Inorganic materials 0.000 claims description 25
- 239000011737 fluorine Substances 0.000 claims description 25
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- 150000002367 halogens Chemical class 0.000 claims description 9
- 239000000463 material Substances 0.000 claims description 8
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 7
- 125000001424 substituent group Chemical group 0.000 claims description 7
- 150000001412 amines Chemical class 0.000 claims description 6
- 239000007787 solid Substances 0.000 claims description 6
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- 238000004519 manufacturing process Methods 0.000 claims description 2
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- 125000000753 cycloalkyl group Chemical group 0.000 claims 1
- 239000007788 liquid Substances 0.000 claims 1
- 238000012876 topography Methods 0.000 claims 1
- 125000000217 alkyl group Chemical group 0.000 abstract description 9
- 125000005843 halogen group Chemical group 0.000 abstract description 4
- 125000003342 alkenyl group Chemical group 0.000 abstract description 3
- 125000001188 haloalkyl group Chemical group 0.000 abstract description 3
- 125000001153 fluoro group Chemical group F* 0.000 abstract description 2
- 125000000304 alkynyl group Chemical group 0.000 abstract 2
- 125000003545 alkoxy group Chemical group 0.000 abstract 1
- 125000004991 fluoroalkenyl group Chemical group 0.000 abstract 1
- 125000004438 haloalkoxy group Chemical group 0.000 abstract 1
- 239000013543 active substance Substances 0.000 description 39
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- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 20
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- 239000012086 standard solution Substances 0.000 description 5
- 238000012360 testing method Methods 0.000 description 5
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- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 4
- 239000000047 product Substances 0.000 description 4
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- NFAOATPOYUWEHM-UHFFFAOYSA-N 2-(6-methylheptyl)phenol Chemical class CC(C)CCCCCC1=CC=CC=C1O NFAOATPOYUWEHM-UHFFFAOYSA-N 0.000 description 3
- FOGYNLXERPKEGN-UHFFFAOYSA-N 3-(2-hydroxy-3-methoxyphenyl)-2-[2-methoxy-4-(3-sulfopropyl)phenoxy]propane-1-sulfonic acid Chemical class 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 3
- 239000005995 Aluminium silicate Substances 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 3
- LSNNMFCWUKXFEE-UHFFFAOYSA-N Sulfurous acid Chemical compound OS(O)=O LSNNMFCWUKXFEE-UHFFFAOYSA-N 0.000 description 3
- 244000098338 Triticum aestivum Species 0.000 description 3
- 240000006365 Vitis vinifera Species 0.000 description 3
- 235000014787 Vitis vinifera Nutrition 0.000 description 3
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 3
- 235000012211 aluminium silicate Nutrition 0.000 description 3
- 239000002585 base Substances 0.000 description 3
- 230000015572 biosynthetic process Effects 0.000 description 3
- 239000007859 condensation product Substances 0.000 description 3
- 201000010099 disease Diseases 0.000 description 3
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- 238000009826 distribution Methods 0.000 description 3
- 150000002191 fatty alcohols Chemical class 0.000 description 3
- 230000002538 fungal effect Effects 0.000 description 3
- 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 3
- 238000002156 mixing Methods 0.000 description 3
- 150000002790 naphthalenes Chemical class 0.000 description 3
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- 125000004776 1-fluoroethyl group Chemical group [H]C([H])([H])C([H])(F)* 0.000 description 2
- 125000004778 2,2-difluoroethyl group Chemical group [H]C([H])(*)C([H])(F)F 0.000 description 2
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 2
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- DRSHXJFUUPIBHX-UHFFFAOYSA-N COc1ccc(cc1)N1N=CC2C=NC(Nc3cc(OC)c(OC)c(OCCCN4CCN(C)CC4)c3)=NC12 Chemical compound COc1ccc(cc1)N1N=CC2C=NC(Nc3cc(OC)c(OC)c(OCCCN4CCN(C)CC4)c3)=NC12 DRSHXJFUUPIBHX-UHFFFAOYSA-N 0.000 description 2
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- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 2
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- CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 2
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- 125000005328 phosphinyl group Chemical group [PH2](=O)* 0.000 description 1
- IBSNKSODLGJUMQ-SDNWHVSQSA-N picoxystrobin Chemical compound CO\C=C(\C(=O)OC)C1=CC=CC=C1COC1=CC=CC(C(F)(F)F)=N1 IBSNKSODLGJUMQ-SDNWHVSQSA-N 0.000 description 1
- KNCYXPMJDCCGSJ-UHFFFAOYSA-N piperidine-2,6-dione Chemical compound O=C1CCCC(=O)N1 KNCYXPMJDCCGSJ-UHFFFAOYSA-N 0.000 description 1
- 239000002798 polar solvent Substances 0.000 description 1
- 229920000151 polyglycol Polymers 0.000 description 1
- 239000010695 polyglycol Substances 0.000 description 1
- 229920001451 polypropylene glycol Polymers 0.000 description 1
- 229910000027 potassium carbonate Inorganic materials 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- HZRSNVGNWUDEFX-UHFFFAOYSA-N pyraclostrobin Chemical compound COC(=O)N(OC)C1=CC=CC=C1COC1=NN(C=2C=CC(Cl)=CC=2)C=C1 HZRSNVGNWUDEFX-UHFFFAOYSA-N 0.000 description 1
- MCJGNVYPOGVAJF-UHFFFAOYSA-N quinolin-8-ol Chemical compound C1=CN=C2C(O)=CC=CC2=C1 MCJGNVYPOGVAJF-UHFFFAOYSA-N 0.000 description 1
- MKWQJYNEKZKCSA-UHFFFAOYSA-N quinoxaline Chemical compound N1=C=C=NC2=CC=CC=C21 MKWQJYNEKZKCSA-UHFFFAOYSA-N 0.000 description 1
- 150000003254 radicals Chemical class 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
- 125000006413 ring segment Chemical group 0.000 description 1
- 229930195734 saturated hydrocarbon Natural products 0.000 description 1
- 125000003548 sec-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 239000000600 sorbitol Substances 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 150000003467 sulfuric acid derivatives Chemical class 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 229920002994 synthetic fiber Polymers 0.000 description 1
- 239000002641 tar oil Substances 0.000 description 1
- 125000001973 tert-pentyl group Chemical group [H]C([H])([H])C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 150000003512 tertiary amines Chemical class 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- CXWXQJXEFPUFDZ-UHFFFAOYSA-N tetralin Chemical compound C1=CC=C2CCCCC2=C1 CXWXQJXEFPUFDZ-UHFFFAOYSA-N 0.000 description 1
- WJCNZQLZVWNLKY-UHFFFAOYSA-N thiabendazole Chemical compound S1C=NC(C=2NC3=CC=CC=C3N=2)=C1 WJCNZQLZVWNLKY-UHFFFAOYSA-N 0.000 description 1
- YFNCATAIYKQPOO-UHFFFAOYSA-N thiophanate Chemical compound CCOC(=O)NC(=S)NC1=CC=CC=C1NC(=S)NC(=O)OCC YFNCATAIYKQPOO-UHFFFAOYSA-N 0.000 description 1
- QGHREAKMXXNCOA-UHFFFAOYSA-N thiophanate-methyl Chemical compound COC(=O)NC(=S)NC1=CC=CC=C1NC(=S)NC(=O)OC QGHREAKMXXNCOA-UHFFFAOYSA-N 0.000 description 1
- KUAZQDVKQLNFPE-UHFFFAOYSA-N thiram Chemical compound CN(C)C(=S)SSC(=S)N(C)C KUAZQDVKQLNFPE-UHFFFAOYSA-N 0.000 description 1
- 229960002447 thiram Drugs 0.000 description 1
- 230000009466 transformation Effects 0.000 description 1
- YWBFPKPWMSWWEA-UHFFFAOYSA-O triazolopyrimidine Chemical group BrC1=CC=CC(C=2N=C3N=CN[N+]3=C(NCC=3C=CN=CC=3)C=2)=C1 YWBFPKPWMSWWEA-UHFFFAOYSA-O 0.000 description 1
- 125000003866 trichloromethyl group Chemical group ClC(Cl)(Cl)* 0.000 description 1
- ONCZDRURRATYFI-TVJDWZFNSA-N trifloxystrobin Chemical compound CO\N=C(\C(=O)OC)C1=CC=CC=C1CO\N=C(/C)C1=CC=CC(C(F)(F)F)=C1 ONCZDRURRATYFI-TVJDWZFNSA-N 0.000 description 1
- 238000009827 uniform distribution Methods 0.000 description 1
- 229930195735 unsaturated hydrocarbon Natural products 0.000 description 1
- 150000003672 ureas Chemical class 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
- MAZZTUAWFTWGKB-UHFFFAOYSA-L zinc ethane-1,2-diamine manganese(2+) dicarbamodithioate Chemical compound [Mn+2].[Zn+2].NCCN.NC([S-])=S.NC([S-])=S MAZZTUAWFTWGKB-UHFFFAOYSA-L 0.000 description 1
- DUBNHZYBDBBJHD-UHFFFAOYSA-L ziram Chemical compound [Zn+2].CN(C)C([S-])=S.CN(C)C([S-])=S DUBNHZYBDBBJHD-UHFFFAOYSA-L 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
- C07D487/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
- C07D487/04—Ortho-condensed systems
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Plural Heterocyclic Compounds (AREA)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
EP01109011 | 2001-04-11 | ||
PCT/EP2002/003829 WO2002083676A1 (en) | 2001-04-11 | 2002-04-06 | 5-halogen-6-phenyl-7-fluoralkylamino-triazolopyrimidines as fungicides |
Publications (1)
Publication Number | Publication Date |
---|---|
UA74069C2 true UA74069C2 (en) | 2005-10-17 |
Family
ID=8177112
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
UA20031110122A UA74069C2 (en) | 2001-04-11 | 2002-06-04 | 5-halogen-6-phenyl-7- fluoroalkylamino-triazolopyrimidines, a method for the preparation thereof, a composition and a method for combating phytopathogenic fungi |
Country Status (27)
Country | Link |
---|---|
US (1) | US7105664B2 (ko) |
EP (1) | EP1381609B1 (ko) |
JP (1) | JP2004531527A (ko) |
KR (1) | KR20030087073A (ko) |
CN (1) | CN1257904C (ko) |
AR (1) | AR035823A1 (ko) |
AT (1) | ATE287405T1 (ko) |
AU (1) | AU2002257757B2 (ko) |
BG (1) | BG108238A (ko) |
BR (1) | BR0208756A (ko) |
CA (1) | CA2443696A1 (ko) |
CZ (1) | CZ295558B6 (ko) |
DE (1) | DE60202672T2 (ko) |
EA (1) | EA006710B1 (ko) |
EE (1) | EE200300499A (ko) |
ES (1) | ES2236509T3 (ko) |
HU (1) | HUP0401092A3 (ko) |
IL (1) | IL158218A0 (ko) |
MX (1) | MXPA03009002A (ko) |
NZ (1) | NZ528745A (ko) |
PL (1) | PL367107A1 (ko) |
PT (1) | PT1381609E (ko) |
SK (1) | SK12522003A3 (ko) |
TW (1) | TWI275590B (ko) |
UA (1) | UA74069C2 (ko) |
WO (1) | WO2002083676A1 (ko) |
ZA (1) | ZA200307888B (ko) |
Families Citing this family (16)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US6255309B1 (en) * | 1999-03-19 | 2001-07-03 | American Cyanomid Co. | Fungicidal trifluoromethylalkylamino-triazolopyrimidines |
DE10124208A1 (de) * | 2001-05-18 | 2002-11-21 | Bayer Ag | Verwendung von Triazolopyrimidin-Derivaten als Mikrobizide |
UA80304C2 (en) * | 2002-11-07 | 2007-09-10 | Basf Ag | Substituted 6-(2-halogenphenyl)triazolopyrimidines |
WO2004041825A1 (de) * | 2002-11-07 | 2004-05-21 | Basf Aktiengesellschaft | 5-alkyl-7-aminotriazolopyrimidine,verfahren und zwischenprodukte zu ihrer herstellung ,sie enthaltende mittel sowie ihre verwendung zur bekämpfung von schadpilzen |
CN1323586C (zh) * | 2002-11-15 | 2007-07-04 | 巴斯福股份公司 | 杀真菌混合物 |
GB0230018D0 (en) | 2002-12-23 | 2003-01-29 | Syngenta Ltd | Fungicides |
GB0230020D0 (en) * | 2002-12-23 | 2003-01-29 | Syngenta Ltd | Fungicides |
CA2520579A1 (en) * | 2003-03-31 | 2004-10-14 | Basf Aktiengesellschaft | 7-alkenylamino-triazolopyrimidines, method for the production thereof and use thereof in controlling harmful fungi and substances containing said triazolopyrimidines |
EA008920B1 (ru) * | 2003-04-02 | 2007-08-31 | Басф Акциенгезельшафт | 7-алкиниламинотриазолопиримидины, способ их получения и их применение для борьбы с патогенными грибами, а также содержащие их средства |
US7419982B2 (en) | 2003-09-24 | 2008-09-02 | Wyeth Holdings Corporation | Crystalline forms of 5-chloro-6-{2,6-difluoro-4-[3-(methylamino)propoxy]phenyl}-N-[(1S)-2,2,2-trifluoro-1-methylethyl][1,2,4]triazolo[1,5-a]pyrimidin-7-amine salts |
ES2279452T3 (es) | 2003-09-24 | 2007-08-16 | Wyeth Holdings Corporation | 6-((sustituido)fenil)triazolopirimidinas como agentes antineoplasicos. |
EP1684763B1 (en) | 2003-09-24 | 2008-06-18 | Wyeth Holdings Corporation | 6-aryl-7-halo-imidazo[1,2-a]pyrimidines as anticancer agent |
US20070249634A1 (en) * | 2004-06-09 | 2007-10-25 | Carsten Blettner | Triazolopyrimidine Compounds and Use Thereof for Controlling Harmful Fungi |
US20080032889A1 (en) * | 2004-06-22 | 2008-02-07 | Basf Aktiengesellschaft | 6-(2-Fluorophenyl)-Triazolopyrimidines, Method For The Production Thereof, Use Thereof For Controlling Harmful Fungi, And Agents Containing The Same |
EP1920654A1 (en) | 2006-09-13 | 2008-05-14 | Syngeta Participations AG | Novel pyridopyrazine N-oxides |
EP1952691A3 (en) * | 2007-01-31 | 2008-09-17 | Basf Se | Method for improving plant health by application of a triazolopyrimidine derivative |
Family Cites Families (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE3130633A1 (de) * | 1981-08-01 | 1983-02-17 | Basf Ag, 6700 Ludwigshafen | 7-amino-azolo(1,5-a)pyrimidine und diese enthaltende fungizide |
TW224044B (ko) | 1991-12-30 | 1994-05-21 | Shell Internat Res Schappej B V | |
TW460476B (en) * | 1997-04-14 | 2001-10-21 | American Cyanamid Co | Fungicidal trifluoromethylalkylamino-triazolopyrimidines |
TWI252231B (en) | 1997-04-14 | 2006-04-01 | American Cyanamid Co | Fungicidal trifluorophenyl-triazolopyrimidines |
HUP0300798A3 (en) * | 2000-06-30 | 2006-02-28 | Wyeth Corp | Substituted-triazolopyrimidines and their use as anticancer agents and pharmaceutical compositions containing them |
-
2002
- 2002-04-06 AU AU2002257757A patent/AU2002257757B2/en not_active Ceased
- 2002-04-06 HU HU0401092A patent/HUP0401092A3/hu unknown
- 2002-04-06 EP EP02727533A patent/EP1381609B1/en not_active Expired - Lifetime
- 2002-04-06 US US10/474,460 patent/US7105664B2/en not_active Expired - Fee Related
- 2002-04-06 CZ CZ20032721A patent/CZ295558B6/cs not_active IP Right Cessation
- 2002-04-06 EA EA200301105A patent/EA006710B1/ru not_active IP Right Cessation
- 2002-04-06 DE DE60202672T patent/DE60202672T2/de not_active Expired - Fee Related
- 2002-04-06 IL IL15821802A patent/IL158218A0/xx unknown
- 2002-04-06 WO PCT/EP2002/003829 patent/WO2002083676A1/en active IP Right Grant
- 2002-04-06 ES ES02727533T patent/ES2236509T3/es not_active Expired - Lifetime
- 2002-04-06 JP JP2002581431A patent/JP2004531527A/ja not_active Withdrawn
- 2002-04-06 BR BR0208756-1A patent/BR0208756A/pt not_active IP Right Cessation
- 2002-04-06 AT AT02727533T patent/ATE287405T1/de not_active IP Right Cessation
- 2002-04-06 NZ NZ528745A patent/NZ528745A/en unknown
- 2002-04-06 PL PL02367107A patent/PL367107A1/xx not_active Application Discontinuation
- 2002-04-06 PT PT02727533T patent/PT1381609E/pt unknown
- 2002-04-06 KR KR10-2003-7013281A patent/KR20030087073A/ko active IP Right Grant
- 2002-04-06 CA CA002443696A patent/CA2443696A1/en not_active Abandoned
- 2002-04-06 MX MXPA03009002A patent/MXPA03009002A/es active IP Right Grant
- 2002-04-06 EE EEP200300499A patent/EE200300499A/xx unknown
- 2002-04-06 CN CNB028080807A patent/CN1257904C/zh not_active Expired - Fee Related
- 2002-04-06 SK SK1252-2003A patent/SK12522003A3/sk unknown
- 2002-04-11 TW TW091107358A patent/TWI275590B/zh not_active IP Right Cessation
- 2002-04-11 AR ARP020101339A patent/AR035823A1/es not_active Application Discontinuation
- 2002-06-04 UA UA20031110122A patent/UA74069C2/uk unknown
-
2003
- 2003-10-07 BG BG108238A patent/BG108238A/bg unknown
- 2003-10-09 ZA ZA200307888A patent/ZA200307888B/en unknown
Also Published As
Publication number | Publication date |
---|---|
ZA200307888B (en) | 2004-10-11 |
EA200301105A1 (ru) | 2004-02-26 |
JP2004531527A (ja) | 2004-10-14 |
EE200300499A (et) | 2003-12-15 |
HUP0401092A3 (en) | 2005-10-28 |
EA006710B1 (ru) | 2006-02-24 |
IL158218A0 (en) | 2004-05-12 |
HUP0401092A2 (hu) | 2004-09-28 |
CN1501936A (zh) | 2004-06-02 |
PT1381609E (pt) | 2005-05-31 |
ATE287405T1 (de) | 2005-02-15 |
US7105664B2 (en) | 2006-09-12 |
CZ20032721A3 (cs) | 2004-01-14 |
AU2002257757B2 (en) | 2008-05-08 |
SK12522003A3 (sk) | 2004-05-04 |
BR0208756A (pt) | 2004-05-11 |
MXPA03009002A (es) | 2004-02-12 |
ES2236509T3 (es) | 2005-07-16 |
CA2443696A1 (en) | 2002-10-24 |
EP1381609B1 (en) | 2005-01-19 |
NZ528745A (en) | 2005-03-24 |
DE60202672T2 (de) | 2005-06-16 |
WO2002083676A1 (en) | 2002-10-24 |
US20040127509A1 (en) | 2004-07-01 |
BG108238A (bg) | 2005-04-30 |
CN1257904C (zh) | 2006-05-31 |
TWI275590B (en) | 2007-03-11 |
CZ295558B6 (cs) | 2005-08-17 |
PL367107A1 (en) | 2005-02-21 |
DE60202672D1 (de) | 2005-02-24 |
AR035823A1 (es) | 2004-07-14 |
KR20030087073A (ko) | 2003-11-12 |
EP1381609A1 (en) | 2004-01-21 |
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