ZA200200656B - Isoxazolyl- and isoxazolinyl-substituted benzoylcyclohexanediones, production method and use thereof as herbicides and plant growth regulators. - Google Patents
Isoxazolyl- and isoxazolinyl-substituted benzoylcyclohexanediones, production method and use thereof as herbicides and plant growth regulators. Download PDFInfo
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- ZA200200656B ZA200200656B ZA200200656A ZA200200656A ZA200200656B ZA 200200656 B ZA200200656 B ZA 200200656B ZA 200200656 A ZA200200656 A ZA 200200656A ZA 200200656 A ZA200200656 A ZA 200200656A ZA 200200656 B ZA200200656 B ZA 200200656B
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- South Africa
- Prior art keywords
- alkyl
- group
- mono
- alkoxy
- halo
- Prior art date
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- -1 isoxazolinyl-substituted benzoylcyclohexanediones Chemical class 0.000 title claims description 70
- 239000004009 herbicide Substances 0.000 title description 11
- 239000005648 plant growth regulator Substances 0.000 title description 3
- 238000004519 manufacturing process Methods 0.000 title 1
- 229910052736 halogen Inorganic materials 0.000 claims description 49
- 150000002367 halogens Chemical class 0.000 claims description 49
- 229910052739 hydrogen Inorganic materials 0.000 claims description 49
- 150000001875 compounds Chemical class 0.000 claims description 47
- 239000001257 hydrogen Substances 0.000 claims description 44
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 37
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 34
- 125000000623 heterocyclic group Chemical group 0.000 claims description 32
- 239000000203 mixture Substances 0.000 claims description 26
- 125000001072 heteroaryl group Chemical group 0.000 claims description 25
- 125000003545 alkoxy group Chemical group 0.000 claims description 24
- 125000000217 alkyl group Chemical group 0.000 claims description 22
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 22
- 125000004432 carbon atom Chemical group C* 0.000 claims description 21
- 229910052760 oxygen Inorganic materials 0.000 claims description 21
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 18
- 125000004414 alkyl thio group Chemical group 0.000 claims description 17
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 17
- 230000009261 transgenic effect Effects 0.000 claims description 17
- XKLPBDMZJSWRBL-UHFFFAOYSA-N 3-benzoylcyclohexane-1,2-dione Chemical compound C=1C=CC=CC=1C(=O)C1CCCC(=O)C1=O XKLPBDMZJSWRBL-UHFFFAOYSA-N 0.000 claims description 14
- 125000003342 alkenyl group Chemical group 0.000 claims description 14
- 230000002363 herbicidal effect Effects 0.000 claims description 14
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 13
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 13
- 125000001188 haloalkyl group Chemical group 0.000 claims description 13
- 238000000034 method Methods 0.000 claims description 13
- 239000001301 oxygen Substances 0.000 claims description 13
- 229910052717 sulfur Inorganic materials 0.000 claims description 13
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 12
- 238000009472 formulation Methods 0.000 claims description 12
- 125000005553 heteroaryloxy group Chemical group 0.000 claims description 12
- 125000005844 heterocyclyloxy group Chemical group 0.000 claims description 12
- 229920006395 saturated elastomer Polymers 0.000 claims description 12
- 125000000304 alkynyl group Chemical group 0.000 claims description 11
- 125000004453 alkoxycarbonyl group Chemical group 0.000 claims description 10
- 125000004390 alkyl sulfonyl group Chemical group 0.000 claims description 10
- 125000004448 alkyl carbonyl group Chemical group 0.000 claims description 8
- 125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 claims description 8
- 125000002485 formyl group Chemical group [H]C(*)=O 0.000 claims description 8
- 125000004438 haloalkoxy group Chemical group 0.000 claims description 8
- 229910052757 nitrogen Inorganic materials 0.000 claims description 8
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 7
- 125000000392 cycloalkenyl group Chemical group 0.000 claims description 7
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- 125000003710 aryl alkyl group Chemical group 0.000 claims description 6
- 125000003118 aryl group Chemical group 0.000 claims description 6
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims description 6
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- 125000004440 haloalkylsulfinyl group Chemical group 0.000 claims description 6
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- 125000000232 haloalkynyl group Chemical group 0.000 claims description 6
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- 125000004663 dialkyl amino group Chemical group 0.000 claims description 5
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims description 4
- 125000000229 (C1-C4)alkoxy group Chemical group 0.000 claims description 4
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 4
- 125000004466 alkoxycarbonylamino group Chemical group 0.000 claims description 4
- 125000005194 alkoxycarbonyloxy group Chemical group 0.000 claims description 4
- 125000005196 alkyl carbonyloxy group Chemical group 0.000 claims description 4
- 125000004397 aminosulfonyl group Chemical group NS(=O)(=O)* 0.000 claims description 4
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- 125000005110 aryl thio group Chemical group 0.000 claims description 4
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- 125000004104 aryloxy group Chemical group 0.000 claims description 4
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 claims description 4
- 125000000000 cycloalkoxy group Chemical group 0.000 claims description 4
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- 125000004993 haloalkoxycarbonyl group Chemical group 0.000 claims description 4
- 125000004992 haloalkylamino group Chemical group 0.000 claims description 4
- 125000006809 haloalkylaminocarbonyl group Chemical group 0.000 claims description 4
- 125000004692 haloalkylcarbonyl group Chemical group 0.000 claims description 4
- 125000006804 haloalkynylamino group Chemical group 0.000 claims description 4
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- 125000004415 heterocyclylalkyl group Chemical group 0.000 claims description 4
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 4
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 4
- 206010007134 Candida infections Diseases 0.000 claims description 3
- JXASPPWQHFOWPL-UHFFFAOYSA-N Tamarixin Natural products C1=C(O)C(OC)=CC=C1C1=C(OC2C(C(O)C(O)C(CO)O2)O)C(=O)C2=C(O)C=C(O)C=C2O1 JXASPPWQHFOWPL-UHFFFAOYSA-N 0.000 claims description 3
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- 125000004043 oxo group Chemical group O=* 0.000 claims description 3
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- 125000006776 haloalkenylcarbonyl group Chemical group 0.000 claims description 2
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- 125000006517 heterocyclyl carbonyl group Chemical group 0.000 claims description 2
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- 150000002431 hydrogen Chemical class 0.000 claims 19
- 125000001183 hydrocarbyl group Chemical group 0.000 claims 3
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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
- C07D413/04—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 directly linked by a ring-member-to-ring-member bond
-
- 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
- A01N43/80—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 one nitrogen atom and either one oxygen atom or one sulfur atom in positions 1,2
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D261/00—Heterocyclic compounds containing 1,2-oxazole or hydrogenated 1,2-oxazole rings
- C07D261/02—Heterocyclic compounds containing 1,2-oxazole or hydrogenated 1,2-oxazole rings not condensed with other rings
- C07D261/04—Heterocyclic compounds containing 1,2-oxazole or hydrogenated 1,2-oxazole rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
-
- 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
- C07D413/06—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 carbon chain containing only aliphatic carbon atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Dentistry (AREA)
- Wood Science & Technology (AREA)
- Plant Pathology (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Agronomy & Crop Science (AREA)
- General Health & Medical Sciences (AREA)
- Pest Control & Pesticides (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
- Plural Heterocyclic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE19935218A DE19935218A1 (de) | 1999-07-27 | 1999-07-27 | Isoxazolyl-substituierte Benzoylcyclohexandione, Verfahren zu ihrer Herstellung und ihre Verwendung als Herbizide und Pflanzenwachstumsregulatoren |
Publications (1)
Publication Number | Publication Date |
---|---|
ZA200200656B true ZA200200656B (en) | 2003-03-10 |
Family
ID=7916194
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
ZA200200656A ZA200200656B (en) | 1999-07-27 | 2002-01-24 | Isoxazolyl- and isoxazolinyl-substituted benzoylcyclohexanediones, production method and use thereof as herbicides and plant growth regulators. |
Country Status (24)
Country | Link |
---|---|
US (1) | US6211216B1 (fr) |
EP (1) | EP1202978B1 (fr) |
JP (1) | JP2003505452A (fr) |
KR (1) | KR20020015390A (fr) |
CN (1) | CN1146548C (fr) |
AR (1) | AR024933A1 (fr) |
AT (1) | ATE377005T1 (fr) |
AU (1) | AU773018B2 (fr) |
BG (1) | BG106330A (fr) |
BR (1) | BR0012782A (fr) |
CA (1) | CA2380170A1 (fr) |
CZ (1) | CZ2002308A3 (fr) |
DE (2) | DE19935218A1 (fr) |
ES (1) | ES2293914T3 (fr) |
HU (1) | HUP0201973A3 (fr) |
IL (1) | IL147397A0 (fr) |
MX (1) | MXPA02000928A (fr) |
MY (1) | MY133714A (fr) |
PL (1) | PL357079A1 (fr) |
RU (1) | RU2002105500A (fr) |
SK (1) | SK1312002A3 (fr) |
TR (1) | TR200200185T2 (fr) |
WO (1) | WO2001007422A1 (fr) |
ZA (1) | ZA200200656B (fr) |
Families Citing this family (32)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
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DE10119721A1 (de) | 2001-04-21 | 2002-10-31 | Bayer Cropscience Gmbh | Herbizide Mittel enthaltend Benzoylcyclohexandione und Safener |
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IN2012DN02536A (fr) * | 2009-09-25 | 2015-09-04 | Bayer Cropscience Ag | |
RS53519B1 (en) | 2010-09-01 | 2015-02-27 | Bayer Intellectual Property Gmbh | N- (TETRAZOL-5-IL) - AND N- (TRIAZOL-5-IL) aryl amides of carboxylic acid and their use as herbicides |
CA2826067A1 (fr) * | 2011-02-10 | 2012-08-16 | Novartis Ag | Derivees d'isoxazoline pour la lutte contre des animaux nuisibles invertebres |
KR101872239B1 (ko) | 2011-03-22 | 2018-06-28 | 바이엘 인텔렉쳐 프로퍼티 게엠베하 | N-(1,3,4-옥사디아졸-2-일)아릴카복사미드 및 제초제로서의 그의 용도 |
CA2830802A1 (fr) | 2011-03-25 | 2012-10-04 | Bayer Intellectual Property Gmbh | Utilisation de n-(1,2,5-oxadiazol-3-yl)benzamides pour lutter contre les plantes indesirables dans des zones de plantes cultivees transgeniques developpant une tolerance aux herbicides inhibiteurs de la hppd |
GB201106062D0 (en) * | 2011-04-08 | 2011-05-25 | Syngenta Ltd | Herbicidal compounds |
WO2013017559A1 (fr) | 2011-08-03 | 2013-02-07 | Bayer Intellectual Property Gmbh | Amides des acides n-(tétrazol-5-yl)- et n-(triazol-5-yl)arylcarboxyliques, et leur utilisation comme herbicides |
UA116532C2 (uk) | 2011-12-13 | 2018-04-10 | Байєр Інтеллектуал Проперті Гмбх | Аміди n-(1,2,5-оксадіазол-3-іл)-, n-(1,3,4-оксадіазол-2-іл)- або n-(тетразол-5-іл)арилкарбоксильної кислоти й застосування їх як гербіцидів |
BR112014016930A8 (pt) | 2012-01-11 | 2017-12-26 | Bayer Ip Gmbh | compostos tetrazol-5-il- e triazol-5-il-arila e uso destes como herbicidas |
US9758494B2 (en) | 2012-12-06 | 2017-09-12 | Bayer Cropscience Ag | N-(oxazol-2-yl)-aryl-carboxylic acid amides and use thereof as herbicides |
CN114874131A (zh) * | 2015-02-27 | 2022-08-09 | 海洋规划生物工厂株式会社 | Kakeromycin及其衍生物的制造方法 |
EP3356334B1 (fr) | 2015-09-28 | 2019-12-18 | Bayer CropScience Aktiengesellschaft | Derives acyle de n-(1,2,5-oxadiazol-3-yl)-, n-(1,3,4-oxadiazol-2-yl)-, n-(tetrazol-5-yl)- et n-(triazol-5-yl)-arylamide et leur utilisation comme des herbicides |
WO2017144402A1 (fr) | 2016-02-24 | 2017-08-31 | Bayer Cropscience Aktiengesellschaft | Amides d'acide n-(5-halogèn-1,3,4-oxadiazol-2-yl)arylcarboxylique et leur utilisation comme herbicides |
CN106008295B (zh) * | 2016-06-03 | 2017-12-08 | 北京颖泰嘉和生物科技股份有限公司 | 一种2‑卤代‑6‑烷硫基甲苯的制备方法 |
CN109561682B (zh) * | 2016-06-27 | 2021-05-11 | 牧牛研究所株式会社 | 包含异噁唑啉环的吡啶类化合物及其作为除草剂的用途 |
CN106631941B (zh) * | 2016-12-30 | 2018-09-28 | 青岛瀚生生物科技股份有限公司 | 一种2-甲基-3氯苯基甲硫醚的制备方法 |
WO2018177871A1 (fr) | 2017-03-30 | 2018-10-04 | Bayer Cropscience Aktiengesellschaft | Amides d'acide n-(1,3,4-oxadiazol-2-yl)arylcarboxylique et leur utilisation comme herbicides |
CN111233721B (zh) * | 2018-11-28 | 2022-12-13 | 沈阳科创化学品有限公司 | 一种2-烷硫基-6-卤代烷基苯的合成方法 |
MX2021008433A (es) | 2019-01-14 | 2021-08-19 | Bayer Ag | Herbicidas sustituidos n-tetrazolil arilcarboxamidas. |
CN109810032A (zh) * | 2019-02-15 | 2019-05-28 | 安徽丰乐农化有限责任公司 | 一种甲基磺草酮的合成工艺 |
CN115806515A (zh) * | 2022-12-16 | 2023-03-17 | 启农生物科技(北京)有限公司 | 一种中间体2-甲基-3-甲硫基-氯苯的合成工艺 |
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EP0811005B1 (fr) * | 1995-02-24 | 1999-09-29 | Basf Aktiengesellschaft | Derives de benzoyle herbicides |
EP0836600A1 (fr) * | 1995-06-29 | 1998-04-22 | E.I. Du Pont De Nemours And Company | Cetals et spirocycles herbicides |
EP0846112A1 (fr) * | 1995-08-25 | 1998-06-10 | E.I. Du Pont De Nemours And Company | Herbicides bicycliques |
WO1997042185A1 (fr) * | 1996-05-07 | 1997-11-13 | E.I. Du Pont De Nemours And Company | Herbicides a base de 2,2-dioxydes de 1,2-benzoxathiine et de 1,2-thiepine |
EP0922032A1 (fr) * | 1996-06-06 | 1999-06-16 | E.I. Du Pont De Nemours And Company | Pyridinylcetones et pyrazolylphenylcetones herbicides |
WO1998042648A1 (fr) * | 1997-03-24 | 1998-10-01 | Dow Agrosciences Llc | Composes de 2-benzocyclohexane-1,3-dione et leur utilisation comme herbicides |
US6559100B1 (en) * | 1997-08-07 | 2003-05-06 | Basf Aktiengesellschaft | 2-benzoyl-cyclohexane-1,3-diones |
BR9811314A (pt) * | 1997-08-20 | 2000-08-29 | Novartis Ag | Derivados de benzotiofeno como herbicidas |
-
1999
- 1999-07-27 DE DE19935218A patent/DE19935218A1/de not_active Withdrawn
-
2000
- 2000-07-14 AT AT00949340T patent/ATE377005T1/de not_active IP Right Cessation
- 2000-07-14 PL PL00357079A patent/PL357079A1/xx not_active Application Discontinuation
- 2000-07-14 RU RU2002105500/04A patent/RU2002105500A/ru not_active Application Discontinuation
- 2000-07-14 SK SK131-2002A patent/SK1312002A3/sk not_active Application Discontinuation
- 2000-07-14 WO PCT/EP2000/006722 patent/WO2001007422A1/fr active IP Right Grant
- 2000-07-14 EP EP00949340A patent/EP1202978B1/fr not_active Expired - Lifetime
- 2000-07-14 DE DE50014747T patent/DE50014747D1/de not_active Expired - Fee Related
- 2000-07-14 BR BR0012782-5A patent/BR0012782A/pt not_active Application Discontinuation
- 2000-07-14 CA CA002380170A patent/CA2380170A1/fr not_active Abandoned
- 2000-07-14 CZ CZ2002308A patent/CZ2002308A3/cs unknown
- 2000-07-14 CN CNB008108250A patent/CN1146548C/zh not_active Expired - Fee Related
- 2000-07-14 MX MXPA02000928A patent/MXPA02000928A/es unknown
- 2000-07-14 HU HU0201973A patent/HUP0201973A3/hu unknown
- 2000-07-14 TR TR2002/00185T patent/TR200200185T2/xx unknown
- 2000-07-14 AU AU62734/00A patent/AU773018B2/en not_active Ceased
- 2000-07-14 IL IL14739700A patent/IL147397A0/xx unknown
- 2000-07-14 JP JP2001512507A patent/JP2003505452A/ja not_active Abandoned
- 2000-07-14 ES ES00949340T patent/ES2293914T3/es not_active Expired - Lifetime
- 2000-07-14 KR KR1020027001063A patent/KR20020015390A/ko not_active Application Discontinuation
- 2000-07-25 AR ARP000103841A patent/AR024933A1/es not_active Application Discontinuation
- 2000-07-25 US US09/625,370 patent/US6211216B1/en not_active Expired - Fee Related
- 2000-07-25 MY MYPI20003387 patent/MY133714A/en unknown
-
2002
- 2002-01-21 BG BG06330A patent/BG106330A/xx unknown
- 2002-01-24 ZA ZA200200656A patent/ZA200200656B/en unknown
Also Published As
Publication number | Publication date |
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HUP0201973A3 (en) | 2002-12-28 |
AU6273400A (en) | 2001-02-13 |
CA2380170A1 (fr) | 2001-02-01 |
CN1364160A (zh) | 2002-08-14 |
MY133714A (en) | 2007-11-30 |
IL147397A0 (en) | 2002-08-14 |
ATE377005T1 (de) | 2007-11-15 |
JP2003505452A (ja) | 2003-02-12 |
BG106330A (en) | 2002-09-30 |
EP1202978B1 (fr) | 2007-10-31 |
BR0012782A (pt) | 2002-04-30 |
MXPA02000928A (es) | 2002-07-30 |
WO2001007422A1 (fr) | 2001-02-01 |
HUP0201973A2 (en) | 2002-09-28 |
DE19935218A1 (de) | 2001-02-01 |
CZ2002308A3 (cs) | 2002-04-17 |
PL357079A1 (en) | 2004-07-12 |
EP1202978A1 (fr) | 2002-05-08 |
ES2293914T3 (es) | 2008-04-01 |
AU773018B2 (en) | 2004-05-13 |
KR20020015390A (ko) | 2002-02-27 |
TR200200185T2 (tr) | 2002-06-21 |
US6211216B1 (en) | 2001-04-03 |
SK1312002A3 (en) | 2002-06-04 |
DE50014747D1 (de) | 2007-12-13 |
AR024933A1 (es) | 2002-10-30 |
CN1146548C (zh) | 2004-04-21 |
RU2002105500A (ru) | 2003-09-27 |
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