AR029305A1 - Benzolsulfonilureas y -tioureas 2,5-sustituidas, procedimiento para su preparacion, y preparados farmaceuticos que las contienen - Google Patents
Benzolsulfonilureas y -tioureas 2,5-sustituidas, procedimiento para su preparacion, y preparados farmaceuticos que las contienenInfo
- Publication number
- AR029305A1 AR029305A1 ARP990103448A ARP990103448A AR029305A1 AR 029305 A1 AR029305 A1 AR 029305A1 AR P990103448 A ARP990103448 A AR P990103448A AR P990103448 A ARP990103448 A AR P990103448A AR 029305 A1 AR029305 A1 AR 029305A1
- Authority
- AR
- Argentina
- Prior art keywords
- carbon atoms
- alkyl
- phenyl
- substituted
- alkoxy
- Prior art date
Links
- 238000000034 method Methods 0.000 title abstract 2
- 239000000825 pharmaceutical preparation Substances 0.000 title abstract 2
- 238000002360 preparation method Methods 0.000 title abstract 2
- 125000004432 carbon atom Chemical group C* 0.000 abstract 7
- 125000000217 alkyl group Chemical group 0.000 abstract 4
- 125000003545 alkoxy group Chemical group 0.000 abstract 3
- -1 amino, hydroxy Chemical group 0.000 abstract 3
- 229910052739 hydrogen Inorganic materials 0.000 abstract 3
- 239000001257 hydrogen Substances 0.000 abstract 3
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 abstract 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 2
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 abstract 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- 229910052736 halogen Inorganic materials 0.000 abstract 2
- 150000002367 halogens Chemical class 0.000 abstract 2
- 229910052760 oxygen Inorganic materials 0.000 abstract 2
- 239000001301 oxygen Substances 0.000 abstract 2
- 239000011593 sulfur Chemical group 0.000 abstract 2
- 229910052717 sulfur Chemical group 0.000 abstract 2
- 125000000229 (C1-C4)alkoxy group Chemical group 0.000 abstract 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 abstract 1
- 102000016924 KATP Channels Human genes 0.000 abstract 1
- 108010053914 KATP Channels Proteins 0.000 abstract 1
- 206010049418 Sudden Cardiac Death Diseases 0.000 abstract 1
- 239000013543 active substance Substances 0.000 abstract 1
- 125000003342 alkenyl group Chemical group 0.000 abstract 1
- 206010003119 arrhythmia Diseases 0.000 abstract 1
- 230000006793 arrhythmia Effects 0.000 abstract 1
- 125000004429 atom Chemical group 0.000 abstract 1
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 abstract 1
- 229910052799 carbon Inorganic materials 0.000 abstract 1
- 230000002425 cardiocirculatory effect Effects 0.000 abstract 1
- 230000003247 decreasing effect Effects 0.000 abstract 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 abstract 1
- 208000035475 disorder Diseases 0.000 abstract 1
- 239000003814 drug Substances 0.000 abstract 1
- 125000002485 formyl group Chemical group [H]C(*)=O 0.000 abstract 1
- 125000005842 heteroatom Chemical group 0.000 abstract 1
- 150000002431 hydrogen Chemical class 0.000 abstract 1
- 230000002401 inhibitory effect Effects 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 125000002950 monocyclic group Chemical group 0.000 abstract 1
- 125000001624 naphthyl group Chemical group 0.000 abstract 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 abstract 1
- 229910052757 nitrogen Inorganic materials 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 125000001424 substituent group Chemical group 0.000 abstract 1
- 150000003585 thioureas Chemical class 0.000 abstract 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 abstract 1
Classifications
-
- 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
- C07D213/36—Radicals substituted by singly-bound nitrogen atoms
- C07D213/40—Acylated substituent nitrogen atom
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/06—Antiarrhythmics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/10—Drugs for disorders of the cardiovascular system for treating ischaemic or atherosclerotic diseases, e.g. antianginal drugs, coronary vasodilators, drugs for myocardial infarction, retinopathy, cerebrovascula insufficiency, renal arteriosclerosis
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C311/00—Amides of sulfonic acids, i.e. compounds having singly-bound oxygen atoms of sulfo groups replaced by nitrogen atoms, not being part of nitro or nitroso groups
- C07C311/50—Compounds containing any of the groups, X being a hetero atom, Y being any atom
- C07C311/52—Y being a hetero atom
- C07C311/54—Y being a hetero atom either X or Y, but not both, being nitrogen atoms, e.g. N-sulfonylurea
- C07C311/57—Y being a hetero atom either X or Y, but not both, being nitrogen atoms, e.g. N-sulfonylurea having sulfur atoms of the sulfonylurea groups bound to carbon atoms of six-membered aromatic rings
- C07C311/58—Y being a hetero atom either X or Y, but not both, being nitrogen atoms, e.g. N-sulfonylurea having sulfur atoms of the sulfonylurea groups bound to carbon atoms of six-membered aromatic rings having nitrogen atoms of the sulfonylurea groups bound to hydrogen atoms or to acyclic carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C317/00—Sulfones; Sulfoxides
- C07C317/26—Sulfones; Sulfoxides having sulfone or sulfoxide groups and nitrogen atoms, not being part of nitro or nitroso groups, bound to the same carbon skeleton
- C07C317/32—Sulfones; Sulfoxides having sulfone or sulfoxide groups and nitrogen atoms, not being part of nitro or nitroso groups, bound to the same carbon skeleton with sulfone or sulfoxide groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C323/00—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups
- C07C323/64—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and sulfur atoms, not being part of thio groups, bound to the same carbon skeleton
- C07C323/67—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and sulfur atoms, not being part of thio groups, bound to the same carbon skeleton containing sulfur atoms of sulfonamide groups, bound to the carbon skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C335/00—Thioureas, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups
- C07C335/40—Thioureas, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups having nitrogen atoms of thiourea or isothiourea groups further bound to other hetero atoms
- C07C335/42—Sulfonylthioureas; Sulfonylisothioureas
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
- C07D307/34—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D307/38—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D307/52—Radicals substituted by nitrogen atoms not forming part of a nitro radical
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
- C07D333/02—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
- C07D333/04—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
- C07D333/06—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to the ring carbon atoms
- C07D333/14—Radicals substituted by singly bound hetero atoms other than halogen
- C07D333/20—Radicals substituted by singly bound hetero atoms other than halogen by nitrogen atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Veterinary Medicine (AREA)
- Life Sciences & Earth Sciences (AREA)
- Public Health (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Health & Medical Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Animal Behavior & Ethology (AREA)
- Heart & Thoracic Surgery (AREA)
- Cardiology (AREA)
- Vascular Medicine (AREA)
- Urology & Nephrology (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Heterocyclic Compounds Containing Sulfur Atoms (AREA)
- Furan Compounds (AREA)
- Pyridine Compounds (AREA)
Abstract
Benzolsulfonilureas y û tioureas 2,5 û sustituidas, que son valiosas sustancias activas como medicamentos de la formula general (1) en la cual X representa oxígeno o azufre; Y representa û(CR(5)2)n-; R(1) representa: 1) fenilo, sin sustituir o sustituido por uno o dos sustituyentes, iguales o diferentes entre sí, seleccionados de la serie constituida por: halogeno, alquilo de 1 a 4 átomos de carbono, alcoxi de 1 a 4 átomos de carbono, -S(O)m-(C1-4)- alquilo, fenilo, amino, hidroxi, nitro, trifluormetilo, ciano, hidroxi, carbonilo, carbamoílo, (C1-4)- alcoxi carbonilo y formilo: o 2) naftilo; o 3) heteroarilo monocíclico o bicíclico con uno o dos heteroátomos de anillo, iguales o diferentes entre sí, tomados de la serie consistente en: oxígeno, azufre y nitrogeno; o 4) ûS(O)m ûfenilo; o 5) alquenilo de 2 a 5 átomos de carbono, sin sustituir o sustituido por un radical tomado de la siguiente serie: fenilo, ciano, hidroxi carbonilo y (C1-4)- alcoxi carbonilo; o 6) alquilo de 2 a 5 átomos de carbono, sin sustituir o sustituido por un radical de la serie fenilo y alcoxi de 1 a 4 átomos de carbono; R(2) representa hidrogeno o alquilo de 1 a 3 átomos de carbono; R(3) y R(4), independientemente entre sí, representan hidrogeno, halogeno o alcoxi de 1 a 4 átomos de carbono; los radicales R(5), todos ellos independientemente entre sí, iguales o diferentes entre sí, representan hidrogeno o alquilo de 1 a 3 átomos de carbono; m representa 0, 1 o 2; n representa 1,2,3 o 4; en todas sus formas estereoisoméricas y mezclas de las mismas en todas las proporciones y sus sales fisiologicamente aceptables; procedimiento para la preparacion de los compuestos de la formula 1 y preparado farmacéutico que los contienen. Los compuestos de la formula 1 tienen un efecto inhibidor sobre los canales de potasio sensibles al ATP y son adecuados por ejemplo para el tratamiento de los trastornos del sistema cardiocirculatorio, en especial para el tratamiento de las arritmias, para impedir la muerte cardíaca subita o para influir sobre una contractilidad disminuida del corazon.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19832009A DE19832009A1 (de) | 1998-07-16 | 1998-07-16 | 2,5-Substituierte Benzolsulfonylharnstoffe und -thioharnstoffe, Verfahren zu ihrer Herstellung, ihre Verwendung und sie enthaltende pharamazeutische Präparate |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| AR029305A1 true AR029305A1 (es) | 2003-06-25 |
Family
ID=7874296
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ARP990103448A AR029305A1 (es) | 1998-07-16 | 1999-07-14 | Benzolsulfonilureas y -tioureas 2,5-sustituidas, procedimiento para su preparacion, y preparados farmaceuticos que las contienen |
Country Status (23)
| Country | Link |
|---|---|
| US (1) | US6410573B1 (es) |
| EP (1) | EP1100775B1 (es) |
| JP (1) | JP4486254B2 (es) |
| KR (1) | KR100979894B1 (es) |
| CN (1) | CN1330632C (es) |
| AR (1) | AR029305A1 (es) |
| AT (1) | ATE256657T1 (es) |
| AU (1) | AU763031B2 (es) |
| BR (1) | BRPI9912125B8 (es) |
| CA (1) | CA2337397C (es) |
| CZ (1) | CZ300828B6 (es) |
| DE (2) | DE19832009A1 (es) |
| DK (1) | DK1100775T3 (es) |
| ES (1) | ES2211126T3 (es) |
| HK (1) | HK1038914B (es) |
| HU (1) | HU227423B1 (es) |
| ID (1) | ID27025A (es) |
| PL (1) | PL194299B1 (es) |
| PT (1) | PT1100775E (es) |
| RU (1) | RU2235720C2 (es) |
| TR (1) | TR200100083T2 (es) |
| WO (1) | WO2000003978A2 (es) |
| ZA (1) | ZA200007691B (es) |
Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE19923086A1 (de) | 1999-05-20 | 2000-11-23 | Aventis Pharma Gmbh | Cinnamoylaminoalkyl-substituierte Benzolsulfonamidderivate, Verfahren zu ihrer Herstellung, ihre Verwendung und sie enthaltende pharmazeutische Präparate |
| DE10054481A1 (de) | 2000-11-03 | 2002-05-08 | Aventis Pharma Gmbh | Acylaminoalkyl-substituierte Benzolsulfonamidderivate, ihre Herstellung, ihre Verwendung und sie enthaltende pharmazeutische Präparate |
| DE10054482A1 (de) * | 2000-11-03 | 2002-05-08 | Aventis Pharma Gmbh | Heteroarylacryloylaminoalkyl-substituierte Benzolsulfonamidderivate, ihre Herstellung, ihre Verwendung und sie enthaltende pharmazeutische Präparate |
| US7618981B2 (en) * | 2004-05-06 | 2009-11-17 | Cytokinetics, Inc. | Imidazopyridinyl-benzamide anti-cancer agents |
| DE102004061017A1 (de) * | 2004-12-18 | 2006-06-22 | Sanofi-Aventis Deutschland Gmbh | Piperidinsulfonylharnstoffe und -thioharnstoffe, ihre Herstellung, ihre Verwendung und sie enthaltende pharmazeutische Präparate |
| CN101679191B (zh) * | 2007-06-05 | 2014-03-12 | 塞诺菲-安万特股份有限公司 | 二杂芳基环己烷衍生物、其制备方法、用途及含有它们的药用组合物 |
| EP2215065B1 (en) * | 2007-10-19 | 2012-07-11 | Boehringer Ingelheim International GmbH | Ccr10 antagonists |
| CN117209366A (zh) * | 2022-06-02 | 2023-12-12 | 中国石油化工股份有限公司 | 甲基叔丁基醚精脱硫剂及其脱硫工艺 |
Family Cites Families (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| ATE146775T1 (de) * | 1993-02-23 | 1997-01-15 | Hoechst Ag | Substituierte benzolsulfonylharnstoffe und - thioharnstoffe- verfahren zu ihrer herstellung und ihre verwendung als pharmazeutika |
| DE4341655A1 (de) * | 1993-12-07 | 1995-06-08 | Hoechst Ag | Aminosubstituierte Benzolsulfonylharnstoffe und -thioharnstoffe, Verfahren zu ihrer Herstellung und ihre Verwendung als Pharmazeutika |
| US5631275A (en) | 1993-12-30 | 1997-05-20 | Hoechst Aktiengesellschaft | Substituted benzenesulfonylureas and -thioureas, preparation processes and possible uses of pharmaceutical preparations based on these compounds |
| DE4344957A1 (de) | 1993-12-30 | 1995-07-06 | Hoechst Ag | Substituierte Benzolsulfonylharnstoffe und -thioharnstoffe, Herstellungsverfahren und Verwendungsmöglichkeiten pharmazeutischer Präparate auf Basis dieser Verbindungen |
| DE19504379A1 (de) | 1995-02-10 | 1996-08-14 | Hoechst Ag | Substituierte Benzolsulfonylharnstoffe und -thioharnstoffe, Verfahren zu ihrer Herstellung und ihre Verwendung zur Herstellung pharmazeutischer Präparate sowie sie enthaltende pharmazeutische Präparate |
| DE19505397A1 (de) | 1995-02-17 | 1996-08-22 | Hoechst Ag | Substituierte Benzolsulfonylharnstoffe und -thioharnstoffe, Verfahren zu ihrer Herstellung, ihre Verwendung als Medikament oder Diagnostikum sowie sie enthaltendes Medikament |
| HU226462B1 (en) | 1995-02-17 | 2008-12-29 | Hoechst Ag | Substituted benzol-sulfonyl-ureas and -thioureas, process for producing them, pharmaceutical compositions containing them, and their use |
| ZA961314B (en) | 1995-02-21 | 1996-08-27 | Hoechst Ag | Substituted benzenesulfonylureas and -thioreas processes for their preparation their use for the production of pharmaceutical preparations and medicaments containing them |
| CZ20002758A3 (cs) * | 1999-01-27 | 2000-12-13 | Icagen, Inc. | Inhibitory draslíkových kanálů |
-
1998
- 1998-07-16 DE DE19832009A patent/DE19832009A1/de not_active Withdrawn
-
1999
- 1999-07-03 JP JP2000560087A patent/JP4486254B2/ja not_active Expired - Fee Related
- 1999-07-03 TR TR2001/00083T patent/TR200100083T2/xx unknown
- 1999-07-03 KR KR1020017000630A patent/KR100979894B1/ko not_active Expired - Fee Related
- 1999-07-03 PL PL99345710A patent/PL194299B1/pl unknown
- 1999-07-03 US US09/743,715 patent/US6410573B1/en not_active Expired - Lifetime
- 1999-07-03 DE DE59908123T patent/DE59908123D1/de not_active Expired - Lifetime
- 1999-07-03 CA CA002337397A patent/CA2337397C/en not_active Expired - Fee Related
- 1999-07-03 WO PCT/EP1999/004643 patent/WO2000003978A2/de not_active Ceased
- 1999-07-03 ID IDW20010103A patent/ID27025A/id unknown
- 1999-07-03 AT AT99934567T patent/ATE256657T1/de active
- 1999-07-03 CZ CZ20010169A patent/CZ300828B6/cs not_active IP Right Cessation
- 1999-07-03 PT PT99934567T patent/PT1100775E/pt unknown
- 1999-07-03 HU HU0105111A patent/HU227423B1/hu not_active IP Right Cessation
- 1999-07-03 AU AU50307/99A patent/AU763031B2/en not_active Ceased
- 1999-07-03 EP EP99934567A patent/EP1100775B1/de not_active Expired - Lifetime
- 1999-07-03 RU RU2001104434/04A patent/RU2235720C2/ru not_active IP Right Cessation
- 1999-07-03 BR BRPI9912125A patent/BRPI9912125B8/pt not_active IP Right Cessation
- 1999-07-03 ES ES99934567T patent/ES2211126T3/es not_active Expired - Lifetime
- 1999-07-03 DK DK99934567T patent/DK1100775T3/da active
- 1999-07-03 CN CNB998086665A patent/CN1330632C/zh not_active Expired - Fee Related
- 1999-07-03 HK HK02100406.6A patent/HK1038914B/zh not_active IP Right Cessation
- 1999-07-14 AR ARP990103448A patent/AR029305A1/es active IP Right Grant
-
2000
- 2000-12-20 ZA ZA200007691A patent/ZA200007691B/en unknown
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