HUP0002425A1 - 2-(Iminometil) amino-fenil-származékok, eljárás ezek előállítására, alkalmazásuk gyógyszerként és ilyen vegyületeket tartalmazó gyógyászati készítmények - Google Patents
2-(Iminometil) amino-fenil-származékok, eljárás ezek előállítására, alkalmazásuk gyógyszerként és ilyen vegyületeket tartalmazó gyógyászati készítményekInfo
- Publication number
- HUP0002425A1 HUP0002425A1 HU0002425A HUP0002425A HUP0002425A1 HU P0002425 A1 HUP0002425 A1 HU P0002425A1 HU 0002425 A HU0002425 A HU 0002425A HU P0002425 A HUP0002425 A HU P0002425A HU P0002425 A1 HUP0002425 A1 HU P0002425A1
- Authority
- HU
- Hungary
- Prior art keywords
- group
- formula
- hydrogen atom
- iminomethyl
- alkyl
- Prior art date
Links
- -1 2-(iminomethyl) amino-phenyl Chemical class 0.000 title abstract 2
- 229940079593 drug Drugs 0.000 title 1
- 239000003814 drug Substances 0.000 title 1
- 239000000203 mixture Substances 0.000 title 1
- 125000000217 alkyl group Chemical group 0.000 abstract 4
- RWRDLPDLKQPQOW-UHFFFAOYSA-N Pyrrolidine Chemical compound C1CCNC1 RWRDLPDLKQPQOW-UHFFFAOYSA-N 0.000 abstract 3
- 125000000623 heterocyclic group Chemical group 0.000 abstract 3
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 3
- 229910052760 oxygen Inorganic materials 0.000 abstract 3
- 239000001301 oxygen Substances 0.000 abstract 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 abstract 2
- YLQBMQCUIZJEEH-UHFFFAOYSA-N Furan Chemical compound C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 abstract 2
- NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 abstract 2
- KAESVJOAVNADME-UHFFFAOYSA-N Pyrrole Chemical compound C=1C=CNC=1 KAESVJOAVNADME-UHFFFAOYSA-N 0.000 abstract 2
- YTPLMLYBLZKORZ-UHFFFAOYSA-N Thiophene Chemical compound C=1C=CSC=1 YTPLMLYBLZKORZ-UHFFFAOYSA-N 0.000 abstract 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 abstract 2
- 125000005842 heteroatom Chemical group 0.000 abstract 2
- 239000000126 substance Substances 0.000 abstract 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 1
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical group C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 abstract 1
- 102000008299 Nitric Oxide Synthase Human genes 0.000 abstract 1
- 108010021487 Nitric Oxide Synthase Proteins 0.000 abstract 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 abstract 1
- FZWLAAWBMGSTSO-UHFFFAOYSA-N Thiazole Chemical compound C1=CSC=N1 FZWLAAWBMGSTSO-UHFFFAOYSA-N 0.000 abstract 1
- 125000003545 alkoxy group Chemical group 0.000 abstract 1
- 125000003118 aryl group Chemical group 0.000 abstract 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 1
- 125000005843 halogen group Chemical group 0.000 abstract 1
- 150000004050 homopiperazines Chemical class 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 1
- 230000002401 inhibitory effect Effects 0.000 abstract 1
- 229910052757 nitrogen Inorganic materials 0.000 abstract 1
- 125000004433 nitrogen atom Chemical group 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
- 150000004885 piperazines Chemical class 0.000 abstract 1
- BCIIMDOZSUCSEN-UHFFFAOYSA-N piperidin-4-amine Chemical compound NC1CCNCC1 BCIIMDOZSUCSEN-UHFFFAOYSA-N 0.000 abstract 1
- 125000004076 pyridyl group Chemical group 0.000 abstract 1
- 125000001424 substituent group Chemical group 0.000 abstract 1
- 229910052717 sulfur Inorganic materials 0.000 abstract 1
- 239000011593 sulfur Substances 0.000 abstract 1
- 125000004434 sulfur atom Chemical group 0.000 abstract 1
- 229930192474 thiophene Natural products 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
- C07D417/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings
- C07D417/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D521/00—Heterocyclic compounds containing unspecified hetero rings
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P21/00—Drugs for disorders of the muscular or neuromuscular system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P3/00—Drugs for disorders of the metabolism
- A61P3/06—Antihyperlipidemics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P37/00—Drugs for immunological or allergic disorders
-
- 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
-
- 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
- C07D333/26—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 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
- C07D333/38—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D409/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
- C07D409/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings
- C07D409/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D409/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
- C07D409/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing three or more hetero rings
-
- 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
- C07D413/12—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 chain containing hetero atoms as chain links
Abstract
A találmány olyan új 2-(iminometil)aminofenil-származékokravonatkozik, amelyek gátló hatással rendelkeznek az NO-szintázenzimekkel szemben, és/vagy a reakcióképes oxigénes gyököketcsapdázzák. Az (I) általános képletben A jelentése hidrogénatom vagyelőnyösen (a) általános képletű aromás csoport, amelyben R1 és R2jelentése egymástól függetlenül hidrogén- vagy halogénatom, OH-csoport, alkilcsoport, alkoxicsoport; R3 jelentése hidrogénatom,alkilcsoport vagy -COR4 képletű csoport, ahol R4 jelentésealkilcsoport; vagy (b) csoport; B jelentése alkilcsoport, fenil-,piridinilcsoport; vagy 1-4 heteroatomként oxigén-, kén- vagynitrogénatomot tartalmazó öttagú heterociklus, közelebbről: tiofén,furán, pirrol vagy tiazol, amelyek szénatomjai adott esetbenszubsztituáltak; X jelentése -CO-N(R3)-X'-, -NH-COX'-, -CH= csoport,vagy kémiai kötés, X' jelentése -(CH2)n- képletű csoport, ahol nértéke 0-tól 6-ig terjedő egész szám; Y jelentése -Y'-, -CO-NH-Y'-, -Y'-NH-CO-, -CO-Y', -Y'-CO, -N(R3)-Y'-, -Y'-N(R3)-, Y'-CH2-N(R3)-CO-, -O-Y'-, -Y'-O-, -S- -Y'-, -Y'-S-, -Y'-O-Y'-, -Y'-N(R3)-Y'- vagy kémiaikötés; Y' jelentése -(CH2)n- képletű csoport, ahol n értéke 0-tól 6-igterjedő egész szám; Het jelentése 1-5 heteroatomként oxigén-,nitrogén- vagy kénatomot tartalmazó heterociklusos csoport, amely egyvagy több szubsztituensként X'-OR, X'-NR3, X'-S-R3 csoportokkalszubsztituálva lehet, a következő heterociklusok kivételével:piperazinok, homopiperazinok, 4-aminopiperidin; azzal a megkötésselhogy ha A jelentése hidrogénatom, akkor Het jelentése a piperidin-,pirrolidin- vagy morfolincsoporttól eltérő. Ó
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR9707701A FR2764889B1 (fr) | 1997-06-20 | 1997-06-20 | Nouveaux derives du 2-(iminomethyl)amino-phenyle, leur preparation, leur application a titre de medicaments et les compositions pharmaceutiques les contenant |
| PCT/FR1998/001250 WO1998058934A1 (fr) | 1997-06-20 | 1998-06-15 | Nouveaux derives du 2-(iminomethyl)amino-phenyle, leur preparation, leur application a titre de medicaments et les compositions pharmaceutiques les contenant |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| HUP0002425A1 true HUP0002425A1 (hu) | 2001-11-28 |
| HUP0002425A3 HUP0002425A3 (en) | 2001-12-28 |
Family
ID=9508226
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| HU0002425A HUP0002425A3 (en) | 1997-06-20 | 1998-06-15 | 2-(iminomethyl) amino-phenyl derivatives, preparation, application as medicines and compositions containing same |
Country Status (29)
| Country | Link |
|---|---|
| EP (1) | EP0991654B1 (hu) |
| JP (1) | JP2002507965A (hu) |
| KR (2) | KR100545946B1 (hu) |
| CN (1) | CN1195762C (hu) |
| AR (1) | AR012250A1 (hu) |
| AT (1) | ATE297935T1 (hu) |
| AU (1) | AU737964B2 (hu) |
| BR (1) | BR9810197B1 (hu) |
| CA (1) | CA2294809C (hu) |
| CZ (1) | CZ299237B6 (hu) |
| DE (1) | DE69830584T2 (hu) |
| DK (1) | DK0991654T3 (hu) |
| ES (1) | ES2244068T3 (hu) |
| FR (1) | FR2764889B1 (hu) |
| HK (1) | HK1030218A1 (hu) |
| HU (1) | HUP0002425A3 (hu) |
| IL (1) | IL133223A (hu) |
| MY (1) | MY123193A (hu) |
| NO (1) | NO315321B1 (hu) |
| NZ (1) | NZ501656A (hu) |
| PL (1) | PL191987B1 (hu) |
| PT (1) | PT991654E (hu) |
| RU (1) | RU2202543C2 (hu) |
| SK (1) | SK286911B6 (hu) |
| TR (1) | TR199903175T2 (hu) |
| TW (1) | TW422842B (hu) |
| UA (1) | UA70921C2 (hu) |
| WO (1) | WO1998058934A1 (hu) |
| ZA (1) | ZA985392B (hu) |
Families Citing this family (26)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| SE9801990D0 (sv) * | 1998-06-04 | 1998-06-04 | Astra Ab | New 3-aryl propionic acid derivatives and analogs |
| US6355672B1 (en) * | 1998-08-07 | 2002-03-12 | Takeda Chemical Industries, Ltd. | Benzothiepin derivatives, process for the preparation of the same and uses thereof |
| AR019190A1 (es) * | 1998-07-08 | 2001-12-26 | Sod Conseils Rech Applic | Derivados de 2-aminopiridinas, productos intermedios para su preparacion, medicamentos y composiciones farmaceuticas que los contienen y su uso para preparar medicamentos |
| FR2783519B1 (fr) * | 1998-09-23 | 2003-01-24 | Sod Conseils Rech Applic | Nouveaux derives d'amidines, leur preparation, leur application a titre de medicaments et les compositions pharmaceutiques les contenant |
| FR2798127A1 (fr) * | 1999-09-03 | 2001-03-09 | Expansia Sa | Nouveau procede de preparation d'amidines derivees de l'acide 6-hydroxy-2,5,7,8-tetramethylchrommane-2-carboxy- lique |
| FR2812546B1 (fr) * | 2000-08-01 | 2008-11-21 | Sod Conseils Rech Applic | Derives d'heterocycles a 5 chainons, leur preparation et leur application a titre de medicaments |
| RU2380362C2 (ru) * | 1999-10-11 | 2010-01-27 | Сосьете Де Консей Де Решерш З | Производные пятичленных гетероциклов, способ их получения и их применение в качестве лекарственных средств |
| TWI283577B (en) * | 1999-10-11 | 2007-07-11 | Sod Conseils Rech Applic | Pharmaceutical composition of imidazole derivatives acting as modulators of sodium channels and the use thereof |
| FR2799461B1 (fr) * | 1999-10-11 | 2002-01-04 | Sod Conseils Rech Applic | Derives d'heterocycles a 5 chainons, leur preparation et leur application a titre de medicaments |
| FR2801053B1 (fr) * | 1999-11-16 | 2004-06-25 | Sod Conseils Rech Applic | Nouveaux derives d'amidines, leur preparation et leur application a titre de medicaments |
| SE9904676D0 (sv) * | 1999-12-20 | 1999-12-20 | Astra Ab | Novel compounds |
| SE9904677D0 (sv) * | 1999-12-20 | 1999-12-20 | Astra Ab | Novel compounds |
| GB0019006D0 (en) * | 2000-08-04 | 2000-09-20 | Astrazeneca Ab | Novel compounds |
| AU2001282829A1 (en) * | 2000-09-05 | 2002-03-22 | Astrazeneca Ab | Amidine derivatives which are inhibitors of nitric oxide synthase |
| TWI248438B (en) * | 2001-04-10 | 2006-02-01 | Sod Conseils Rech Applic | Derivatives of heterocycles with 5 members, their preparation and their use as medicaments |
| EP1411930B1 (en) * | 2001-06-08 | 2013-01-16 | Cytokine Pharmasciences, Inc. | Isoxazoline compounds having mif antagonist activity |
| HU228783B1 (en) * | 2001-07-26 | 2013-05-28 | Greenearth Cleaning | Dry cleaning apparatus and method capable of utilizing a siloxane solvent |
| US7141561B2 (en) | 2002-07-25 | 2006-11-28 | Sanofi-Aventis Deutschland Gmbh | Substituted diaryl heterocycles, process for their preparation and their use as medicaments |
| DE10233817A1 (de) * | 2002-07-25 | 2004-02-12 | Aventis Pharma Deutschland Gmbh | Substituierte Diarylheterocyclen, Verfahren zu ihrer Herstellung und ihre Verwendung als Arzneimittel |
| FR2842808B1 (fr) | 2002-07-25 | 2004-09-10 | Sod Conseils Rech Applic | Nouveaux derives d'arylimidazoles, leur preparation et leurs applications therapeutiques |
| CA2557166C (en) * | 2004-03-26 | 2015-06-30 | Cytokine Pharmasciences, Inc. | Compounds, compositions, processes of making, and methods of use related to inhibiting macrophage migration inhibitory factor |
| WO2006022442A1 (ja) * | 2004-08-24 | 2006-03-02 | Santen Pharmaceutical Co., Ltd. | ジヒドロオロテートデヒドロゲナーゼ阻害活性を有する新規複素環アミド誘導体 |
| JP5380069B2 (ja) * | 2005-03-11 | 2014-01-08 | ハワード フローリー インスティチュート | フラボノイド化合物およびその使用 |
| WO2011029104A1 (en) | 2009-09-04 | 2011-03-10 | Vanderbilt University | Mglur4 allosteric potentiators, compositions, and methods of treating neurological dysfunction |
| WO2011058766A1 (en) * | 2009-11-16 | 2011-05-19 | Raqualia Pharma Inc. | Aryl carboxamide derivatives as ttx-s blockers |
| HUE033757T2 (hu) * | 2012-07-12 | 2017-12-28 | Khondrion Ip B V | Kromanilszármazékok mitokondriális betegség kezelésére |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB9127376D0 (en) * | 1991-12-24 | 1992-02-19 | Wellcome Found | Amidino derivatives |
| US5807885A (en) * | 1993-08-12 | 1998-09-15 | Astra Aktiebolag | Amidine derivatives with nitric oxide synthetase activities |
| AU682768B2 (en) * | 1994-05-07 | 1997-10-16 | Astra Aktiebolag | Bicyclic amidine derivatives as inhibitors of nitric oxide synthetase |
-
1997
- 1997-06-20 FR FR9707701A patent/FR2764889B1/fr not_active Expired - Fee Related
-
1998
- 1998-06-10 TW TW087109245A patent/TW422842B/zh not_active IP Right Cessation
- 1998-06-15 KR KR1019997012010A patent/KR100545946B1/ko not_active IP Right Cessation
- 1998-06-15 SK SK1796-99A patent/SK286911B6/sk not_active IP Right Cessation
- 1998-06-15 ES ES98932205T patent/ES2244068T3/es not_active Expired - Lifetime
- 1998-06-15 HU HU0002425A patent/HUP0002425A3/hu unknown
- 1998-06-15 EP EP98932205A patent/EP0991654B1/fr not_active Expired - Lifetime
- 1998-06-15 RU RU2000101328/04A patent/RU2202543C2/ru not_active IP Right Cessation
- 1998-06-15 UA UA99126913A patent/UA70921C2/uk unknown
- 1998-06-15 WO PCT/FR1998/001250 patent/WO1998058934A1/fr active IP Right Grant
- 1998-06-15 AU AU82189/98A patent/AU737964B2/en not_active Ceased
- 1998-06-15 DE DE69830584T patent/DE69830584T2/de not_active Expired - Lifetime
- 1998-06-15 AT AT98932205T patent/ATE297935T1/de active
- 1998-06-15 KR KR1020057016237A patent/KR100618478B1/ko not_active IP Right Cessation
- 1998-06-15 IL IL13322398A patent/IL133223A/en not_active IP Right Cessation
- 1998-06-15 CA CA002294809A patent/CA2294809C/fr not_active Expired - Fee Related
- 1998-06-15 CZ CZ0459799A patent/CZ299237B6/cs not_active IP Right Cessation
- 1998-06-15 DK DK98932205T patent/DK0991654T3/da active
- 1998-06-15 PL PL337499A patent/PL191987B1/pl not_active IP Right Cessation
- 1998-06-15 JP JP50387199A patent/JP2002507965A/ja active Pending
- 1998-06-15 PT PT98932205T patent/PT991654E/pt unknown
- 1998-06-15 CN CNB988073927A patent/CN1195762C/zh not_active Expired - Fee Related
- 1998-06-15 BR BRPI9810197-8A patent/BR9810197B1/pt not_active IP Right Cessation
- 1998-06-15 NZ NZ501656A patent/NZ501656A/en not_active IP Right Cessation
- 1998-06-15 TR TR1999/03175T patent/TR199903175T2/xx unknown
- 1998-06-18 AR ARP980102907A patent/AR012250A1/es active IP Right Grant
- 1998-06-19 ZA ZA985392A patent/ZA985392B/xx unknown
- 1998-06-19 MY MYPI98002787A patent/MY123193A/en unknown
-
1999
- 1999-12-15 NO NO19996208A patent/NO315321B1/no not_active IP Right Cessation
-
2001
- 2001-02-21 HK HK01101230A patent/HK1030218A1/xx not_active IP Right Cessation
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