HUP0004337A2 - Eljárás 8-metoxi-kinolinkarbansavak előállítására - Google Patents
Eljárás 8-metoxi-kinolinkarbansavak előállításáraInfo
- Publication number
- HUP0004337A2 HUP0004337A2 HU0004337A HUP0004337A HUP0004337A2 HU P0004337 A2 HUP0004337 A2 HU P0004337A2 HU 0004337 A HU0004337 A HU 0004337A HU P0004337 A HUP0004337 A HU P0004337A HU P0004337 A2 HUP0004337 A2 HU P0004337A2
- Authority
- HU
- Hungary
- Prior art keywords
- general formula
- formula
- carbon
- group
- halo
- Prior art date
Links
- 238000004519 manufacturing process Methods 0.000 title abstract 2
- RAZRTJLTLNPWKV-UHFFFAOYSA-N 8-methoxyquinoline-2-carboxylic acid Chemical class C1=C(C(O)=O)N=C2C(OC)=CC=CC2=C1 RAZRTJLTLNPWKV-UHFFFAOYSA-N 0.000 title 1
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 abstract 4
- 229910052799 carbon Inorganic materials 0.000 abstract 4
- WVDDGKGOMKODPV-UHFFFAOYSA-N Benzyl alcohol Chemical compound OCC1=CC=CC=C1 WVDDGKGOMKODPV-UHFFFAOYSA-N 0.000 abstract 3
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 abstract 3
- 150000001875 compounds Chemical class 0.000 abstract 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 abstract 2
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 abstract 2
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 abstract 2
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 abstract 2
- 229910052801 chlorine Inorganic materials 0.000 abstract 2
- 125000001309 chloro group Chemical group Cl* 0.000 abstract 2
- 229910052731 fluorine Inorganic materials 0.000 abstract 2
- 239000011737 fluorine Substances 0.000 abstract 2
- 229910052757 nitrogen Inorganic materials 0.000 abstract 2
- 239000011591 potassium Substances 0.000 abstract 2
- 229910052700 potassium Inorganic materials 0.000 abstract 2
- 239000011734 sodium Substances 0.000 abstract 2
- 229910052708 sodium Inorganic materials 0.000 abstract 2
- 239000002904 solvent Substances 0.000 abstract 2
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 abstract 1
- 125000001931 aliphatic group Chemical group 0.000 abstract 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 abstract 1
- 235000019445 benzyl alcohol Nutrition 0.000 abstract 1
- 125000002618 bicyclic heterocycle group Chemical group 0.000 abstract 1
- 125000002911 monocyclic heterocycle group Chemical group 0.000 abstract 1
- 125000004433 nitrogen atom Chemical group N* 0.000 abstract 1
- 229910052760 oxygen Inorganic materials 0.000 abstract 1
- 239000001301 oxygen Substances 0.000 abstract 1
- WVDDGKGOMKODPV-ZQBYOMGUSA-N phenyl(114C)methanol Chemical compound O[14CH2]C1=CC=CC=C1 WVDDGKGOMKODPV-ZQBYOMGUSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
- C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
- C07D471/04—Ortho-condensed systems
-
- 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
- A01N43/90—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having two or more relevant hetero rings, condensed among themselves or with a common carbocyclic ring system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/04—Antibacterial agents
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Dentistry (AREA)
- Engineering & Computer Science (AREA)
- Plant Pathology (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Pest Control & Pesticides (AREA)
- Agronomy & Crop Science (AREA)
- Oncology (AREA)
- Animal Behavior & Ethology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pharmacology & Pharmacy (AREA)
- Communicable Diseases (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Quinoline Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
A találmány tárgya eljárás (I) általános képletű vegyületekelőállítására - a képletben R' és R< jelentése együttesen a hozzájukkapcsolódó nitrogénatommal együtt egy mono- vagy biciklusosheterociklusos csoport, amely adott esetben a gyűrű részekben továbbinitrogén, oxigén vagy kén heteroatomot tartalmaznak és amelyek adottesetben szubsztituálva is lehetnek, R1 jelentése 1-3 szénatomosalkil-, FCH2-CH2-, ciklopropilcsoport vagy fenil- vagyciklopropilcsoport, amelyek mindegyike adott esetben halogénatommal 1-3-szorosan szubsztituálva lehet, R2 jelentése 1-3 szénatomos alkil-vagy benzilcsoport, R3 jelentése H, halogénatom, NH2, CH13 csoport - oly módon, hogyegy (II) általános képletű 8-halogén-3-kinolin-karbonsavat - aképletben Hal jelentése fluor- vagy klóratom, és R1, R2, R3 és csoportjelentése a fenti - egy 4-6 szénatomos alifás vagy cikloalifás éterbenmint oldószerben 1-3 szénatomos alkanol vagy benzil-alkoholjelenlétében (III) vagy (IV) általános képletű vegyülettelreagáltatnak - a képletekben M jelentése nátrium vagy kálium - olymódon, hogy egy (II) általános képletű 8-halogén-3-kinolinkarbonsav-származékot - a képletben Hal jelentése fluor- vagy klóratom és Rl,R2, R3 és csoport jelentése a fenti - oldószerként 4-6 szénatomos,alifás vagy cikloalifás éterben 1-3 szénatomos alkanol vagy benzil-alkohol jelenlétében (III) vagy (IV) általános képletű vegyülettelreagáltatnak - a képletekben M jelentése nátrium vagy kálium. Ó
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19751948A DE19751948A1 (de) | 1997-11-24 | 1997-11-24 | Verfahren zur Herstellung von 8-Methoxy-Chinoloncarbonsäuren |
| PCT/EP1998/007237 WO1999026940A2 (de) | 1997-11-24 | 1998-11-12 | Verfahren zur herstellung von 8-methoxy-chinoloncarbonsäuren |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| HUP0004337A2 true HUP0004337A2 (hu) | 2001-10-28 |
| HUP0004337A3 HUP0004337A3 (en) | 2004-07-28 |
| HU228337B1 HU228337B1 (en) | 2013-03-28 |
Family
ID=7849617
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| HU0004337A HU228337B1 (en) | 1997-11-24 | 1998-11-12 | Method for producing 8-methoxy-quinoline carboxylic acids |
Country Status (41)
| Country | Link |
|---|---|
| US (2) | US6897315B2 (hu) |
| EP (1) | EP1034173B1 (hu) |
| JP (1) | JP4445667B2 (hu) |
| KR (1) | KR100589549B1 (hu) |
| CN (2) | CN1151151C (hu) |
| AR (1) | AR016694A1 (hu) |
| AT (1) | ATE294169T1 (hu) |
| AU (1) | AU732977B2 (hu) |
| BG (1) | BG64532B1 (hu) |
| BR (1) | BRPI9814894B8 (hu) |
| CA (2) | CA2711645C (hu) |
| CO (1) | CO5011069A1 (hu) |
| CU (1) | CU22953A3 (hu) |
| CZ (1) | CZ297212B6 (hu) |
| DE (2) | DE19751948A1 (hu) |
| DK (1) | DK1034173T3 (hu) |
| EE (1) | EE04281B1 (hu) |
| ES (1) | ES2241185T3 (hu) |
| HK (2) | HK1034080A1 (hu) |
| HN (1) | HN1998000179A (hu) |
| HR (1) | HRP20000332B1 (hu) |
| HU (1) | HU228337B1 (hu) |
| ID (1) | ID26840A (hu) |
| IL (1) | IL135866A0 (hu) |
| IN (1) | IN189753B (hu) |
| MY (1) | MY129324A (hu) |
| NO (1) | NO315748B1 (hu) |
| NZ (1) | NZ504657A (hu) |
| PE (1) | PE20000007A1 (hu) |
| PL (1) | PL192461B1 (hu) |
| PT (1) | PT1034173E (hu) |
| RU (1) | RU2219175C2 (hu) |
| SI (1) | SI1034173T1 (hu) |
| SK (1) | SK285492B6 (hu) |
| SV (1) | SV1998000139A (hu) |
| TR (1) | TR200001472T2 (hu) |
| TW (1) | TW513427B (hu) |
| UA (1) | UA56286C2 (hu) |
| UY (1) | UY25265A1 (hu) |
| WO (1) | WO1999026940A2 (hu) |
| ZA (1) | ZA9810669B (hu) |
Families Citing this family (20)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6608078B2 (en) | 2000-05-08 | 2003-08-19 | Wockhardt Limited | Antibacterial chiral 8-(substituted piperidino)-benzo [i,j] quinolizines, processes, compositions and methods of treatment |
| US7098219B2 (en) | 2000-08-01 | 2006-08-29 | Wockhart Limited | Inhibitors of cellular efflux pumps of microbes |
| US6878713B2 (en) | 2001-04-25 | 2005-04-12 | Wockhardt Limited | Generation triple-targeting, chiral, broad-spectrum antimicrobial 7-substituted piperidino-quinolone carboxylic acid derivatives, their preparation, compositions and use as medicaments |
| US6964966B2 (en) | 2001-04-25 | 2005-11-15 | Wockhardt Limited | Generation triple-targeting, chiral, broad-spectrum antimicrobial 7-substituted piperidino-quinolone carboxylic acid derivatives, their preparation, compositions and use as medicaments |
| US6664267B1 (en) | 2002-05-28 | 2003-12-16 | Wockhardt Limited | Crystalline fluoroquinolone arginine salt form |
| ES2332367T5 (es) * | 2003-04-09 | 2013-12-17 | Dr. Reddy's Laboratories Ltd. | Forma cristalina III de clorhidrato de moxifloxacina anhidro y su procedimiento de preparación |
| US20060264635A1 (en) * | 2003-08-05 | 2006-11-23 | Chava Satyanarayana | Process for the preparation of moxifloxacin hydrochloride |
| JP5255183B2 (ja) | 2003-09-04 | 2013-08-07 | ウォックハート リミテッド | ベンゾキノリジン−２−カルボン酸アルギニン塩四水和物 |
| ITMI20032259A1 (it) * | 2003-11-20 | 2005-05-21 | Chemi Spa | Nuovo polimorfo dell'acido 1-ciclopropil-7-(s,s-2,8-diazabciclo-4.3.0-non-8-il)-6-fluoro-1,4-diidro-8-metossi-4-oxo-chinolin carbossilico cloridrato e metodi per la sua preparazione |
| US7759362B2 (en) * | 2004-04-21 | 2010-07-20 | Institut Of Medicinal Biotechnology Chinese Academy Of Medical Sciences | Quinolonecarboxylic acid compounds, preparation methods and pharmaceutical uses thereof |
| WO2006134491A2 (en) * | 2005-06-14 | 2006-12-21 | Aurobindo Pharma Limited | New crystalline form of moxifloxacin hydrochloride and process for its preparation |
| ES2311391B1 (es) * | 2007-02-07 | 2009-12-22 | Quimica Sintetica, S.A. | Forma cristalina de moxifloxacino base. |
| EP2154137A1 (en) | 2008-08-04 | 2010-02-17 | Chemo Ibérica, S.A. | Crystalline form of moxifloxacin base |
| IT1393337B1 (it) | 2009-03-06 | 2012-04-20 | Italiana Sint Spa | Sintesi di (4as, 7as)-ottaidro-1h-pirrolo[3,4-b]piridina |
| IT1398952B1 (it) | 2010-03-19 | 2013-03-28 | F S I Fabbrica Italiana Sint | Processo di preparazione della moxifloxacina e suoi sali |
| CN102030751B (zh) * | 2010-12-01 | 2012-11-21 | 上虞京新药业有限公司 | 一种盐酸莫西沙星的结晶工艺 |
| CN104370907A (zh) * | 2014-11-17 | 2015-02-25 | 安徽美诺华药物化学有限公司 | 喹诺酮衍生物的制备方法 |
| CN104447741A (zh) * | 2014-11-17 | 2015-03-25 | 安徽美诺华药物化学有限公司 | 一种氟喹诺酮衍生物的制备方法 |
| CN104447742A (zh) * | 2014-11-17 | 2015-03-25 | 安徽美诺华药物化学有限公司 | 一种喹诺酮衍生物的制备方法 |
| CN104370906A (zh) * | 2014-11-17 | 2015-02-25 | 安徽美诺华药物化学有限公司 | 氟喹诺酮衍生物的制备方法 |
Family Cites Families (28)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| PT77267B (en) * | 1982-09-07 | 1986-03-21 | Lilly Co Eli | Improved process for preparing novel octahydrobenz <f> isoquinolines or compounds relating thereto |
| IE55898B1 (en) * | 1982-09-09 | 1991-02-14 | Warner Lambert Co | Antibacterial agents |
| JPH089597B2 (ja) * | 1986-01-21 | 1996-01-31 | 杏林製薬株式会社 | 選択毒性に優れた８‐アルコキシキノロンカルボン酸およびその塩並びにその製造方法 |
| JPS62205060A (ja) * | 1986-03-04 | 1987-09-09 | Kyorin Pharmaceut Co Ltd | ８位置換キノロンカルボン酸誘導体 |
| CN1019114B (zh) * | 1986-03-31 | 1992-11-18 | 三共株式会社 | 喹啉-3-羟酸衍生物的制备方法 |
| ATE117685T1 (de) * | 1988-05-19 | 1995-02-15 | Chugai Pharmaceutical Co Ltd | Chinoloncarbonsäure-derivate. |
| DE3906365A1 (de) | 1988-07-15 | 1990-01-18 | Bayer Ag | 7-(1-pyrrolidinyl)-3-chinolon- und -naphthyridoncarbonsaeure-derivate, verfahren sowie substituierte (oxa)diazabicyclooctane und -nonane als zwischenprodukte zu ihrer herstellung, und sie enthaltende antibakterielle mittel und futterzusatzstoffe |
| CA1336090C (en) | 1988-08-31 | 1995-06-27 | Isao Hayakawa | Spiro-substituted cyclic amines of quinolone derivatives |
| AU4638889A (en) | 1988-12-09 | 1990-06-26 | Dainippon Pharmaceutical Co. Ltd. | Quinolonecarboxylic acid derivatives, process for their preparation and medicinal composition containing same |
| JP2761566B2 (ja) | 1989-03-10 | 1998-06-04 | 吉富製薬株式会社 | ピリドンカルボン酸化合物 |
| WO1992009579A1 (en) | 1990-11-30 | 1992-06-11 | Yoshitomi Pharmaceutical Industries, Ltd. | Quinolonecarboxylic acid compound and its use |
| JPH05117238A (ja) | 1991-10-23 | 1993-05-14 | Chugai Pharmaceut Co Ltd | キノロンカルボン酸誘導体の製造方法及びその合成中間体 |
| TW209865B (hu) | 1992-01-10 | 1993-07-21 | Bayer Ag | |
| AU4022593A (en) | 1992-04-28 | 1993-11-29 | Chugai Seiyaku Kabushiki Kaisha | Process for producing quinolonecarboxylic acid derivative |
| NO304832B1 (no) * | 1992-05-27 | 1999-02-22 | Ube Industries | Aminokinolonderivater samt middel mot HIV |
| DE4230804A1 (de) | 1992-09-15 | 1994-03-17 | Bayer Ag | 7-Isoindolinyl-chinolon- und -naphthyridon-Derivate |
| DE4232172A1 (de) | 1992-09-25 | 1994-03-31 | Bayer Ag | 7-(Aminomethyl-oxa-7-aza-bicyclo[3.3.0]oct-7-yl)chinolon- und Naphthyridoncarbonsäure-Derivate |
| DE4234078A1 (de) | 1992-10-09 | 1994-04-14 | Bayer Ag | Chinoloncarbonsäuren |
| DE4234330A1 (de) | 1992-10-12 | 1994-04-14 | Bayer Ag | Chinoloncarbonsäuren |
| EP0677522A4 (en) * | 1992-12-28 | 1995-12-27 | Yoshitomi Pharmaceutical | 8-METHOXYQUINOLONECARBOXYLIC ACID DERIVATIVE. |
| CA2114981A1 (en) * | 1993-02-09 | 1994-08-10 | Kazumi Ogata | Quinolonecarboxylic acid derivatives |
| AU4272793A (en) * | 1993-04-24 | 1994-11-21 | Korea Research Institute Of Chemical Technology | Novel quinolone carboxylic acid derivatives and process for preparing the same |
| US5631266A (en) * | 1993-04-26 | 1997-05-20 | Korea Research Institute Of Chemical Technology | Quinolone carboxylic acid derivatives and process for preparing the same |
| KR950018003A (ko) * | 1993-12-09 | 1995-07-22 | 스미스클라인 비참 피엘씨 | 신규한 퀴놀론 유도체 및 그의 제조 방법 |
| GB2289674A (en) | 1994-05-23 | 1995-11-29 | Pfizer | Antibacterial naphthyridine |
| DE4435479A1 (de) | 1994-10-04 | 1996-04-11 | Bayer Ag | Chinolon- und Naphthyridoncarbonsäure-Derivate |
| DE19546249A1 (de) | 1995-12-12 | 1997-06-19 | Bayer Ag | Neue Kristallmodifikation des 1-Cyclopropyl-7-([S,S]-2,8-diazabicyclo[4,3,0]non-8-yl)-6-fluor-1,4-dihydro-8-methoxy-4-oxo-3-chinolincarbonsäure Hydrochlorid (CDCH), Verfahren zu dessen Herstellung und diese enthaltende pharmazeutische Zubereitungen |
| CZ238698A3 (cs) * | 1996-01-31 | 1998-12-16 | Sankyo Company, Limited | Prostředky pro léčení a prevenci AIDS |
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1997
- 1997-11-24 DE DE19751948A patent/DE19751948A1/de not_active Withdrawn
-
1998
- 1998-11-12 SK SK748-2000A patent/SK285492B6/sk not_active IP Right Cessation
- 1998-11-12 KR KR1020007005597A patent/KR100589549B1/ko not_active IP Right Cessation
- 1998-11-12 DE DE59812758T patent/DE59812758D1/de not_active Expired - Lifetime
- 1998-11-12 JP JP2000522098A patent/JP4445667B2/ja not_active Expired - Lifetime
- 1998-11-12 AU AU15619/99A patent/AU732977B2/en not_active Expired
- 1998-11-12 ES ES98959874T patent/ES2241185T3/es not_active Expired - Lifetime
- 1998-11-12 AT AT98959874T patent/ATE294169T1/de active
- 1998-11-12 PL PL341088A patent/PL192461B1/pl unknown
- 1998-11-12 DK DK98959874T patent/DK1034173T3/da active
- 1998-11-12 RU RU2000116546/04A patent/RU2219175C2/ru active
- 1998-11-12 CN CNB988114445A patent/CN1151151C/zh not_active Expired - Lifetime
- 1998-11-12 EP EP98959874A patent/EP1034173B1/de not_active Expired - Lifetime
- 1998-11-12 SI SI9830772T patent/SI1034173T1/xx unknown
- 1998-11-12 HU HU0004337A patent/HU228337B1/hu active Protection Beyond IP Right Term
- 1998-11-12 IL IL13586698A patent/IL135866A0/xx not_active IP Right Cessation
- 1998-11-12 CZ CZ20001926A patent/CZ297212B6/cs not_active IP Right Cessation
- 1998-11-12 BR BRPI9814894-0 patent/BRPI9814894B8/pt not_active IP Right Cessation
- 1998-11-12 ID IDW20000981A patent/ID26840A/id unknown
- 1998-11-12 EE EEP200000241A patent/EE04281B1/xx unknown
- 1998-11-12 WO PCT/EP1998/007237 patent/WO1999026940A2/de active IP Right Grant
- 1998-11-12 CA CA2711645A patent/CA2711645C/en not_active Expired - Lifetime
- 1998-11-12 NZ NZ504657A patent/NZ504657A/en not_active IP Right Cessation
- 1998-11-12 CA CA2311540A patent/CA2311540C/en not_active Expired - Lifetime
- 1998-11-12 PT PT98959874T patent/PT1034173E/pt unknown
- 1998-11-12 TR TR2000/01472T patent/TR200001472T2/xx unknown
- 1998-11-18 IN IN3456DE1998 patent/IN189753B/en unknown
- 1998-11-20 MY MYPI98005283A patent/MY129324A/en unknown
- 1998-11-23 TW TW087119353A patent/TW513427B/zh not_active IP Right Cessation
- 1998-11-23 PE PE1998001139A patent/PE20000007A1/es not_active IP Right Cessation
- 1998-11-23 ZA ZA9810669A patent/ZA9810669B/xx unknown
- 1998-11-24 SV SV1998000139A patent/SV1998000139A/es not_active Application Discontinuation
- 1998-11-24 AR ARP980105947A patent/AR016694A1/es active IP Right Grant
- 1998-11-24 UY UY25265A patent/UY25265A1/es unknown
- 1998-11-24 CO CO98069225A patent/CO5011069A1/es unknown
- 1998-11-24 HN HN1998000179A patent/HN1998000179A/es unknown
- 1998-12-11 UA UA2000063686A patent/UA56286C2/uk unknown
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2000
- 2000-05-22 BG BG104467A patent/BG64532B1/bg unknown
- 2000-05-23 NO NO20002637A patent/NO315748B1/no not_active IP Right Cessation
- 2000-05-23 HR HR20000332A patent/HRP20000332B1/xx not_active IP Right Cessation
- 2000-05-24 CU CU20000115A patent/CU22953A3/es unknown
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2001
- 2001-07-03 HK HK01104581A patent/HK1034080A1/xx not_active IP Right Cessation
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2002
- 2002-09-04 CN CNB021319626A patent/CN1200938C/zh not_active Expired - Lifetime
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2003
- 2003-04-03 US US10/406,129 patent/US6897315B2/en not_active Expired - Lifetime
- 2003-11-18 HK HK03108394A patent/HK1056169A1/xx not_active IP Right Cessation
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2005
- 2005-05-11 US US11/127,811 patent/US7115744B2/en not_active Expired - Lifetime
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