DE69716880T2 - 1-arylpyrazole insektizide - Google Patents
1-arylpyrazole insektizideInfo
- Publication number
- DE69716880T2 DE69716880T2 DE69716880T DE69716880T DE69716880T2 DE 69716880 T2 DE69716880 T2 DE 69716880T2 DE 69716880 T DE69716880 T DE 69716880T DE 69716880 T DE69716880 T DE 69716880T DE 69716880 T2 DE69716880 T2 DE 69716880T2
- Authority
- DE
- Germany
- Prior art keywords
- group bonded
- compound
- plants
- halogen
- optionally substituted
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Fee Related
Links
- 239000002917 insecticide Substances 0.000 title 1
- 229910052757 nitrogen Inorganic materials 0.000 abstract 5
- 229910052760 oxygen Inorganic materials 0.000 abstract 5
- 229910052717 sulfur Inorganic materials 0.000 abstract 5
- 229910052799 carbon Inorganic materials 0.000 abstract 4
- 150000001875 compounds Chemical class 0.000 abstract 4
- 229910052698 phosphorus Inorganic materials 0.000 abstract 3
- 150000003839 salts Chemical class 0.000 abstract 3
- 241000238631 Hexapoda Species 0.000 abstract 2
- 241001465754 Metazoa Species 0.000 abstract 2
- 229910052736 halogen Inorganic materials 0.000 abstract 2
- 241000196324 Embryophyta Species 0.000 abstract 1
- -1 R is H Chemical class 0.000 abstract 1
- 241000607479 Yersinia pestis Species 0.000 abstract 1
- 239000003905 agrochemical Substances 0.000 abstract 1
- 125000006615 aromatic heterocyclic group Chemical class 0.000 abstract 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 abstract 1
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- 125000005843 halogen group Chemical group 0.000 abstract 1
- 150000002367 halogens Chemical class 0.000 abstract 1
- 125000000623 heterocyclic group Chemical group 0.000 abstract 1
- 230000000266 injurious effect Effects 0.000 abstract 1
- 230000000749 insecticidal effect Effects 0.000 abstract 1
- 125000004433 nitrogen atom Chemical group N* 0.000 abstract 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 abstract 1
- 244000045947 parasite Species 0.000 abstract 1
- 230000003389 potentiating effect Effects 0.000 abstract 1
- 230000001988 toxicity Effects 0.000 abstract 1
- 231100000419 toxicity Toxicity 0.000 abstract 1
- 229910052721 tungsten Inorganic materials 0.000 abstract 1
- 229910052727 yttrium Inorganic materials 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
- C07D231/02—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
- C07D231/10—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D231/14—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D231/44—Oxygen and nitrogen or sulfur and nitrogen atoms
-
- 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
- A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
- A01N43/56—1,2-Diazoles; Hydrogenated 1,2-diazoles
-
- 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
-
- 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
- A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
- A01N47/02—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having no bond to a nitrogen atom
-
- 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
- A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
- A01N47/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
- A01N47/10—Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof
- A01N47/18—Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof containing a —O—CO—N< group, or a thio analogue thereof, directly attached to a heterocyclic or cycloaliphatic ring
-
- 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
- A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
- A01N47/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
- A01N47/10—Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof
- A01N47/24—Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof containing the groups, or; Thio analogues thereof
-
- 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
- A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
- A01N47/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
- A01N47/28—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N<
- A01N47/36—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N< containing the group >N—CO—N< directly attached to at least one heterocyclic ring; Thio analogues thereof
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
- C07D233/04—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
- C07D233/06—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, directly attached to ring carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D249/00—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
- C07D249/02—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms not condensed with other rings
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
- C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
- C07D403/04—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings directly linked by a ring-member-to-ring-member bond
-
- 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
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (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)
- Plural Heterocyclic Compounds (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP1457696 | 1996-01-30 | ||
| JP25626196 | 1996-09-27 | ||
| PCT/JP1997/000190 WO1997028126A1 (en) | 1996-01-30 | 1997-01-29 | Arylpyrazole insecticides |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DE69716880D1 DE69716880D1 (de) | 2002-12-12 |
| DE69716880T2 true DE69716880T2 (de) | 2003-07-17 |
Family
ID=26350540
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE69716880T Expired - Fee Related DE69716880T2 (de) | 1996-01-30 | 1997-01-29 | 1-arylpyrazole insektizide |
Country Status (12)
| Country | Link |
|---|---|
| US (1) | US6316477B1 (de) |
| EP (1) | EP0879229B1 (de) |
| JP (1) | JPH10152476A (de) |
| KR (1) | KR19990082156A (de) |
| CN (1) | CN1167683C (de) |
| AT (1) | ATE227269T1 (de) |
| AU (1) | AU1555797A (de) |
| BR (1) | BR9707473A (de) |
| DE (1) | DE69716880T2 (de) |
| ES (1) | ES2187751T3 (de) |
| TW (1) | TW362952B (de) |
| WO (1) | WO1997028126A1 (de) |
Families Citing this family (31)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| ZA9711534B (en) | 1996-12-24 | 1998-06-24 | Rhone Poulenc Agrochimie | Pesticidal 1-arylpyrazoles. |
| CO5060426A1 (es) * | 1997-03-10 | 2001-07-30 | Rhone Poulenc Agrochimie | 1-aril-3-imidiopirazoles plaguicidas |
| WO1999017613A1 (en) * | 1997-10-07 | 1999-04-15 | Rhone-Poulenc Agro | Methode of insect control |
| US6008353A (en) * | 1997-10-07 | 1999-12-28 | Rhone-Poulenc Inc. | Pesticidal 1-arylpyrazole boranes |
| US5981565A (en) * | 1997-10-07 | 1999-11-09 | Rhone-Poulenc Inc. | Pyrazole pesticides |
| US6107314A (en) | 1997-10-07 | 2000-08-22 | Rhone-Poulenc Inc. | Pesticides |
| EP0911329A1 (de) * | 1997-10-07 | 1999-04-28 | Rhone-Poulenc Agro | 3-substituierte arylpyrazol-derivate |
| GB9810354D0 (en) * | 1998-05-14 | 1998-07-15 | Pfizer Ltd | Heterocycles |
| KR20010052491A (ko) | 1998-06-02 | 2001-06-25 | 다케다 야쿠힌 고교 가부시키가이샤 | 옥사디아졸린 유도체 및 살충제로서 이의 용도 |
| GB9825402D0 (en) | 1998-11-19 | 1999-01-13 | Pfizer Ltd | Antiparasitic formulations |
| JP2001220386A (ja) * | 1999-11-30 | 2001-08-14 | Takeda Chem Ind Ltd | オキサジアゾリン誘導体の製造方法 |
| HUP0300357A3 (en) | 1999-12-02 | 2009-01-28 | Merial Ltd | Control of parasites in animals, the novel active ingredients applied and compositions containing the same |
| IL163791A0 (en) | 2002-03-05 | 2005-12-18 | Bayer Cropscience Sa | 5-Substituted-alkylaminopyrazole derivatives as pesticides |
| JP4759682B2 (ja) | 2002-12-03 | 2011-08-31 | メリアル・リミテッド | 農薬としての５−（アシルアミノ）ピラゾール誘導体 |
| EP1599451B1 (de) | 2002-12-03 | 2013-04-24 | Merial Limited | Pestizide1-aryl-3-amidoximpyrazolderivate |
| ES2358899T3 (es) | 2002-12-03 | 2011-05-16 | Merial Limited | Pesticidas sulfonilaminopirazoles. |
| ZA200601794B (en) | 2003-09-04 | 2007-04-25 | Bayer Cropscience Sa | Pesticidal 5-substituted-oxyalkylamino-1-arylpyrazole derivatives |
| TW200633997A (en) * | 2004-12-08 | 2006-10-01 | Nissan Chemical Ind Ltd | Substituted heterocyclic compounds and thrombopoietin receptor activators |
| DE102006061537A1 (de) | 2006-12-27 | 2008-07-03 | Bayer Healthcare Ag | Mittel zur Bekämpfung von Parasiten an Tieren |
| DE102006061538A1 (de) * | 2006-12-27 | 2008-07-03 | Bayer Healthcare Ag | Kombinationsprodukt zur Bekämpfung von Parasiten an Tieren |
| JP2013510815A (ja) * | 2009-11-11 | 2013-03-28 | バイエル・クロップサイエンス・アクチェンゲゼルシャフト | 新規なジアジニルピラゾリル化合物 |
| CA2840704A1 (en) | 2011-06-30 | 2013-01-03 | Hansen-Ab Gmbh | Agents for the control of parasites on animals |
| KR20140119789A (ko) * | 2012-02-02 | 2014-10-10 | 다우 아그로사이언시즈 엘엘씨 | 살충 조성물 및 그와 관련된 방법 |
| JO3626B1 (ar) | 2012-02-23 | 2020-08-27 | Merial Inc | تركيبات موضعية تحتوي على فيبرونيل و بيرميثرين و طرق استخدامها |
| TWI579274B (zh) * | 2012-04-20 | 2017-04-21 | 龍馬躍公司 | 製備１－芳基－５－烷基吡唑化合物的改良方法 |
| US10856548B2 (en) * | 2016-12-27 | 2020-12-08 | Nihon Nohyaku Co., Ltd. | Oxime group-containing condensed heterocyclic compound or salt thereof, agricultural and horticultural insecticide comprising the compound or the salt, and method for using the insecticide |
| CA3121202A1 (en) | 2018-11-30 | 2020-06-04 | Nuvation Bio Inc. | Pyrrole and pyrazole compounds and methods of use thereof |
| CN109705101B (zh) * | 2018-12-29 | 2020-09-15 | 中南民族大学 | 一种吡唑三唑磺酰胺类化合物及其溶剂热合成方法与应用 |
| CN109575006A (zh) * | 2018-12-30 | 2019-04-05 | 中南民族大学 | 一种二唑吡唑酰胺类衍生物及其微波水热合成法与应用 |
| WO2024034565A1 (ja) * | 2022-08-09 | 2024-02-15 | 日本曹達株式会社 | イミダゾリルアゾール化合物および有害生物防除剤 |
| WO2024071216A1 (ja) * | 2022-09-28 | 2024-04-04 | 三井化学クロップ＆ライフソリューション株式会社 | ピラゾール化合物およびそれを有効成分とする有害生物防除剤 |
Family Cites Families (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5232940A (en) * | 1985-12-20 | 1993-08-03 | Hatton Leslie R | Derivatives of N-phenylpyrazoles |
| DE3606476A1 (de) * | 1986-02-28 | 1987-09-03 | Bayer Ag | 1-arylpyrazole |
| US4918085A (en) | 1989-03-02 | 1990-04-17 | Rhone-Poulenc Ag Company | Pesticidal 3-cyano-5-alkoxy-1-arylpyrazoles, compositions and use |
| NO179282C (no) | 1991-01-18 | 1996-09-11 | Rhone Poulenc Agrochimie | Nye 1-(2-pyridyl)pyrazolforbindelser til kontroll av skadeinsekter |
| US5236938A (en) * | 1991-04-30 | 1993-08-17 | Rhone-Poulenc Inc. | Pesticidal 1-aryl-5-(substituted alkylideneimino)pyrazoles |
| GB9120641D0 (en) | 1991-09-27 | 1991-11-06 | Ici Plc | Heterocyclic compounds |
| DE4343832A1 (de) | 1993-12-22 | 1995-06-29 | Bayer Ag | Substituierte 1-Arylpyrazole |
| JPH08311036A (ja) | 1995-03-14 | 1996-11-26 | Takeda Chem Ind Ltd | ピラゾール誘導体、その用途 |
| GB9601128D0 (en) * | 1995-08-11 | 1996-03-20 | Pfizer Ltd | Parasiticidal compounds |
-
1997
- 1997-01-29 TW TW86100968A patent/TW362952B/zh active
- 1997-01-29 WO PCT/JP1997/000190 patent/WO1997028126A1/en not_active Application Discontinuation
- 1997-01-29 US US09/117,231 patent/US6316477B1/en not_active Expired - Fee Related
- 1997-01-29 CN CNB971919682A patent/CN1167683C/zh not_active Expired - Fee Related
- 1997-01-29 EP EP97901762A patent/EP0879229B1/de not_active Expired - Lifetime
- 1997-01-29 JP JP9015036A patent/JPH10152476A/ja active Pending
- 1997-01-29 KR KR1019980705879A patent/KR19990082156A/ko not_active Application Discontinuation
- 1997-01-29 AU AU15557/97A patent/AU1555797A/en not_active Abandoned
- 1997-01-29 BR BR9707473A patent/BR9707473A/pt not_active IP Right Cessation
- 1997-01-29 AT AT97901762T patent/ATE227269T1/de not_active IP Right Cessation
- 1997-01-29 DE DE69716880T patent/DE69716880T2/de not_active Expired - Fee Related
- 1997-01-29 ES ES97901762T patent/ES2187751T3/es not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| ATE227269T1 (de) | 2002-11-15 |
| EP0879229A1 (de) | 1998-11-25 |
| WO1997028126A1 (en) | 1997-08-07 |
| CN1210518A (zh) | 1999-03-10 |
| AU1555797A (en) | 1997-08-22 |
| KR19990082156A (ko) | 1999-11-15 |
| DE69716880D1 (de) | 2002-12-12 |
| TW362952B (en) | 1999-07-01 |
| EP0879229B1 (de) | 2002-11-06 |
| ES2187751T3 (es) | 2003-06-16 |
| CN1167683C (zh) | 2004-09-22 |
| US6316477B1 (en) | 2001-11-13 |
| JPH10152476A (ja) | 1998-06-09 |
| BR9707473A (pt) | 1999-07-27 |
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