AR061492A2 - Procedimiento para la preparacion de compuestos intermediarios para la preparacion de 5-amino-1-aril-3-ciano pirazoles - Google Patents
Procedimiento para la preparacion de compuestos intermediarios para la preparacion de 5-amino-1-aril-3-ciano pirazolesInfo
- Publication number
- AR061492A2 AR061492A2 ARP070102652A ARP070102652A AR061492A2 AR 061492 A2 AR061492 A2 AR 061492A2 AR P070102652 A ARP070102652 A AR P070102652A AR P070102652 A ARP070102652 A AR P070102652A AR 061492 A2 AR061492 A2 AR 061492A2
- Authority
- AR
- Argentina
- Prior art keywords
- preparation
- alkyl
- amino
- pirazoles
- ciano
- Prior art date
Links
- 150000001875 compounds Chemical class 0.000 title abstract 2
- 238000000034 method Methods 0.000 title abstract 2
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 abstract 5
- 125000000171 (C1-C6) haloalkyl group Chemical group 0.000 abstract 3
- 125000004093 cyano group Chemical group *C#N 0.000 abstract 3
- 229910052736 halogen Inorganic materials 0.000 abstract 3
- 150000002367 halogens Chemical group 0.000 abstract 3
- 125000004191 (C1-C6) alkoxy group Chemical group 0.000 abstract 2
- 125000004737 (C1-C6) haloalkoxy group Chemical group 0.000 abstract 2
- SHENXRCDBJGWNU-GOSISDBHSA-N 6-(1,3-benzothiazol-6-ylamino)-4-(cyclopropylamino)-n-[(2r)-2-fluoro-3-hydroxy-3-methylbutyl]pyridine-3-carboxamide Chemical group CC(C)(O)[C@H](F)CNC(=O)C1=CN=C(NC=2C=C3SC=NC3=CC=2)C=C1NC1CC1 SHENXRCDBJGWNU-GOSISDBHSA-N 0.000 abstract 2
- 229910052739 hydrogen Inorganic materials 0.000 abstract 2
- 239000001257 hydrogen Substances 0.000 abstract 2
- 150000002431 hydrogen Chemical group 0.000 abstract 2
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 abstract 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical group [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 abstract 1
- 239000012954 diazonium Substances 0.000 abstract 1
- 150000001989 diazonium salts Chemical class 0.000 abstract 1
- QAOWNCQODCNURD-UHFFFAOYSA-M hydrogensulfate Chemical group OS([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-M 0.000 abstract 1
- 239000000543 intermediate Substances 0.000 abstract 1
- 229910052757 nitrogen Inorganic materials 0.000 abstract 1
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 abstract 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 abstract 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 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
- C07D231/38—Nitrogen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C243/00—Compounds containing chains of nitrogen atoms singly-bound to each other, e.g. hydrazines, triazanes
- C07C243/10—Hydrazines
- C07C243/22—Hydrazines having nitrogen atoms of hydrazine groups bound to carbon atoms of six-membered aromatic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C251/00—Compounds containing nitrogen atoms doubly-bound to a carbon skeleton
- C07C251/72—Hydrazones
- C07C251/74—Hydrazones having doubly-bound carbon atoms of hydrazone groups bound to hydrogen atoms or to acyclic carbon atoms
- C07C251/76—Hydrazones having doubly-bound carbon atoms of hydrazone groups bound to hydrogen atoms or to acyclic carbon atoms to carbon atoms of a saturated carbon skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C255/00—Carboxylic acid nitriles
- C07C255/63—Carboxylic acid nitriles containing cyano groups and nitrogen atoms further bound to other hetero atoms, other than oxygen atoms of nitro or nitroso groups, bound to the same carbon skeleton
- C07C255/65—Carboxylic acid nitriles containing cyano groups and nitrogen atoms further bound to other hetero atoms, other than oxygen atoms of nitro or nitroso groups, bound to the same carbon skeleton with the nitrogen atoms further bound to nitrogen atoms
- C07C255/66—Carboxylic acid nitriles containing cyano groups and nitrogen atoms further bound to other hetero atoms, other than oxygen atoms of nitro or nitroso groups, bound to the same carbon skeleton with the nitrogen atoms further bound to nitrogen atoms having cyano groups and nitrogen atoms being part of hydrazine or hydrazone groups bound to the same carbon skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/24—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D213/26—Radicals substituted by halogen atoms or nitro radicals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/24—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D213/28—Radicals substituted by singly-bound oxygen or sulphur atoms
- C07D213/30—Oxygen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom 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
- C07D213/61—Halogen atoms or nitro radicals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom 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
- C07D213/62—Oxygen or sulfur atoms
- C07D213/70—Sulfur atoms
- C07D213/71—Sulfur atoms to which a second hetero atom is attached
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom 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
- C07D213/72—Nitrogen atoms
- C07D213/76—Nitrogen atoms to which a second hetero atom is attached
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/04—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings directly linked by a ring-member-to-ring-member bond
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Plural Heterocyclic Compounds (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Pyridine Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Compounds Of Unknown Constitution (AREA)
Abstract
Procedimiento para la preparacion de compuestos intermediarios para la preparacion de 5-amino-1-aril-3-cianopirazoles, de formula (1): en el que W es nitrogeno o -CR4; R2, R4, R5 y R6 se seleccionan independientemente de hidrogeno, halogeno, alquilo C1-6, haloalquilo C1-6, alcoxi C1-6, haloalcoxi C1-6, R7S(O)n-, nitro, ciano y -SF5; y R3 es hidrogeno, halogeno, alquilo C1-6, haloalquilo C1-6, alcoxi C1-6 , haloalcoxi C1-6, R7S(O)n-, nitro, ciano, -SF5, o fenilo sustituido con uno a cinco miembros del grupo que consiste en halogeno, alquilo C1-6, ciano y -SF5, que pueden ser iguales o diferentes; R7 es alquilo C1-6 o haloalquilo C1-6; y n es 0, 1 o 2; que comprende hacer reaccionar un compuesto de formula (2): en la que Ra es alquilo C1-6, con una sal de diazonio que tiene la formula (3)en la que W, R2, R3 R5 y R6 son como se han definido antes y X es hidrogeno sulfato o cloruro.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US3951697P | 1997-03-03 | 1997-03-03 | |
| GB9705316A GB2324086A (en) | 1997-03-14 | 1997-03-14 | Phenyl hydrazino Succinonitrile Compounds |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| AR061492A2 true AR061492A2 (es) | 2008-09-03 |
Family
ID=26311188
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ARP980100929A AR011912A1 (es) | 1997-03-03 | 1998-03-02 | PROCEDIMIENTO PARA LA PREPARACION DE COMPUESTOS DE 5-AMINO-1-ARIL-3-CIANOPIRAZOL, COMPUESTOS INTERMEDIARIOS DE APLICACIoN EN EL MISMO Y PROCESOS PARA PREPARAR DICHOS COMPUESTOS INTERMEDIARIOS |
| ARP070102652A AR061492A2 (es) | 1997-03-03 | 2007-06-15 | Procedimiento para la preparacion de compuestos intermediarios para la preparacion de 5-amino-1-aril-3-ciano pirazoles |
Family Applications Before (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ARP980100929A AR011912A1 (es) | 1997-03-03 | 1998-03-02 | PROCEDIMIENTO PARA LA PREPARACION DE COMPUESTOS DE 5-AMINO-1-ARIL-3-CIANOPIRAZOL, COMPUESTOS INTERMEDIARIOS DE APLICACIoN EN EL MISMO Y PROCESOS PARA PREPARAR DICHOS COMPUESTOS INTERMEDIARIOS |
Country Status (26)
| Country | Link |
|---|---|
| US (2) | US6084105A (es) |
| EP (1) | EP0966445B1 (es) |
| JP (1) | JP3507509B2 (es) |
| KR (1) | KR100568921B1 (es) |
| CN (2) | CN1103759C (es) |
| AR (2) | AR011912A1 (es) |
| AT (1) | ATE203521T1 (es) |
| AU (1) | AU744505B2 (es) |
| BG (1) | BG64277B1 (es) |
| BR (1) | BR9807988B1 (es) |
| CA (1) | CA2281892C (es) |
| CZ (1) | CZ295189B6 (es) |
| DE (1) | DE69801214T2 (es) |
| DK (1) | DK0966445T3 (es) |
| EA (1) | EA001777B1 (es) |
| ES (1) | ES2158676T3 (es) |
| GR (1) | GR3036282T3 (es) |
| HU (1) | HU228183B1 (es) |
| ID (1) | ID22679A (es) |
| IL (1) | IL131660A (es) |
| NZ (1) | NZ337840A (es) |
| PL (1) | PL195005B1 (es) |
| PT (1) | PT966445E (es) |
| SK (1) | SK283403B6 (es) |
| TR (1) | TR199902141T2 (es) |
| WO (1) | WO1998039302A1 (es) |
Families Citing this family (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE69922363T2 (de) | 1998-04-20 | 2005-12-22 | BASF Agro B.V., Arnhem (NL)-Wädenswil-Branch | Verfahren zur herstellung von pestizid-zwischenverbindungen |
| FR2789387B1 (fr) * | 1999-02-04 | 2001-09-14 | Aventis Cropscience Sa | Nouveau procede de preparation d'intermediaires pesticides |
| DE10142665B4 (de) | 2001-08-31 | 2004-05-06 | Aventis Pharma Deutschland Gmbh | C2-Disubstituierte Indan-1-one und ihre Derivate |
| DE60329898D1 (de) * | 2002-02-05 | 2009-12-17 | Sumitomo Chemical Co | Verfahren zur herstellung einer biarylverbindung |
| EP1378506B1 (en) * | 2002-07-05 | 2006-07-26 | BASF Agro B.V., Arnhem (NL), Wädenswil-Branch | Process for the preparation of phenyl pyrazole compounds |
| PL2443093T3 (pl) * | 2009-03-16 | 2014-04-30 | Basf Agro B V Arnhem Nl Zuerich Branch | Sposób wytwarzania pochodnych pirazolu |
| WO2014163932A1 (en) | 2013-03-13 | 2014-10-09 | Dow Agrosciences Llc | Preparation of haloalkoxyarylhydrazines and intermediates therefrom |
| US9212150B2 (en) | 2013-03-13 | 2015-12-15 | Dow Agrosciences Llc | Process for the preparation of certain triaryl pesticide intermediates |
| CN103396366B (zh) * | 2013-08-06 | 2015-12-02 | 盐城工学院 | 5-氨基-3-氰基-1-(2，6-二氯-4-三氟甲基苯基)吡唑的生产方法 |
| CA2925953C (en) | 2013-10-17 | 2021-11-02 | Dow Agrosciences Llc | Processes for the preparation of pesticidal compounds |
| CN106117145A (zh) * | 2016-07-12 | 2016-11-16 | 潍坊鑫诺化工有限公司 | 5‑氨基‑1‑（2,6‑二氯‑4‑三氟甲基苯基）‑3‑氰基吡唑的制备方法 |
| WO2018125817A1 (en) | 2016-12-29 | 2018-07-05 | Dow Agrosciences Llc | Processes for the preparation of pesticidal compounds |
| CN108707113A (zh) * | 2018-06-28 | 2018-10-26 | 长沙麓兴生物科技有限公司 | 一种n-烷基-氰基吡唑的合成方法 |
Family Cites Families (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB8531485D0 (en) * | 1985-12-20 | 1986-02-05 | May & Baker Ltd | Compositions of matter |
| GB8713768D0 (en) * | 1987-06-12 | 1987-07-15 | May & Baker Ltd | Compositions of matter |
| DE3612939A1 (de) * | 1986-04-17 | 1987-10-22 | Bayer Ag | Verfahren zur herstellung von 1-aryl-5-amino-pyrazolen |
| DE3612940A1 (de) * | 1986-04-17 | 1987-10-22 | Bayer Ag | Verfahren zur herstellung von 1-aryl-5-aminopyrazolen |
| WO1992013451A1 (en) * | 1991-02-11 | 1992-08-20 | Schering Agrochemicals Limited | Imidazole pesticides |
| GB9120641D0 (en) * | 1991-09-27 | 1991-11-06 | Ici Plc | Heterocyclic compounds |
| GB9604691D0 (en) | 1996-03-05 | 1996-05-01 | Rhone Poulenc Agriculture | New processes for preparing pesticidal intermediates |
| US5907041A (en) | 1997-03-12 | 1999-05-25 | Rhone-Poulenc Inc. | Process for preparing pyrazole derivatives |
-
1998
- 1998-02-25 EP EP98913586A patent/EP0966445B1/en not_active Expired - Lifetime
- 1998-02-25 PT PT98913586T patent/PT966445E/pt unknown
- 1998-02-25 DK DK98913586T patent/DK0966445T3/da active
- 1998-02-25 PL PL335443A patent/PL195005B1/pl unknown
- 1998-02-25 TR TR1999/02141T patent/TR199902141T2/xx unknown
- 1998-02-25 CN CN98802977A patent/CN1103759C/zh not_active Expired - Lifetime
- 1998-02-25 CN CNB021526400A patent/CN1184207C/zh not_active Expired - Lifetime
- 1998-02-25 DE DE69801214T patent/DE69801214T2/de not_active Expired - Lifetime
- 1998-02-25 ES ES98913586T patent/ES2158676T3/es not_active Expired - Lifetime
- 1998-02-25 EA EA199900790A patent/EA001777B1/ru not_active IP Right Cessation
- 1998-02-25 KR KR1019997008014A patent/KR100568921B1/ko not_active Expired - Lifetime
- 1998-02-25 NZ NZ337840A patent/NZ337840A/xx not_active IP Right Cessation
- 1998-02-25 IL IL13166098A patent/IL131660A/xx not_active IP Right Cessation
- 1998-02-25 HU HU0002159A patent/HU228183B1/hu unknown
- 1998-02-25 AU AU68232/98A patent/AU744505B2/en not_active Expired
- 1998-02-25 AT AT98913586T patent/ATE203521T1/de active
- 1998-02-25 ID IDW991064A patent/ID22679A/id unknown
- 1998-02-25 SK SK1191-99A patent/SK283403B6/sk not_active IP Right Cessation
- 1998-02-25 WO PCT/EP1998/001057 patent/WO1998039302A1/en not_active Ceased
- 1998-02-25 JP JP53811698A patent/JP3507509B2/ja not_active Expired - Lifetime
- 1998-02-25 CZ CZ19993103A patent/CZ295189B6/cs not_active IP Right Cessation
- 1998-02-25 BR BRPI9807988-3B1A patent/BR9807988B1/pt active IP Right Grant
- 1998-02-25 CA CA002281892A patent/CA2281892C/en not_active Expired - Lifetime
- 1998-03-02 AR ARP980100929A patent/AR011912A1/es active IP Right Grant
-
1999
- 1999-09-02 US US09/388,524 patent/US6084105A/en not_active Expired - Lifetime
- 1999-09-21 BG BG103751A patent/BG64277B1/bg unknown
-
2000
- 2000-05-17 US US09/572,948 patent/US6258973B1/en not_active Expired - Lifetime
-
2001
- 2001-07-26 GR GR20010400314T patent/GR3036282T3/el unknown
-
2007
- 2007-06-15 AR ARP070102652A patent/AR061492A2/es active IP Right Grant
Also Published As
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