HUP0004306A2 - Benzamidinszármazékok mint Xa-inhibitorok, azokat tartalmazó gyógyszerkészítmények, eljárás a vegyületek előállítására és alkalmazásuk - Google Patents
Benzamidinszármazékok mint Xa-inhibitorok, azokat tartalmazó gyógyszerkészítmények, eljárás a vegyületek előállítására és alkalmazásukInfo
- Publication number
- HUP0004306A2 HUP0004306A2 HU0004306A HUP0004306A HUP0004306A2 HU P0004306 A2 HUP0004306 A2 HU P0004306A2 HU 0004306 A HU0004306 A HU 0004306A HU P0004306 A HUP0004306 A HU P0004306A HU P0004306 A2 HUP0004306 A2 HU P0004306A2
- Authority
- HU
- Hungary
- Prior art keywords
- group
- coor6
- hal
- substituted
- nhcoa
- Prior art date
Links
- 229940123583 Factor Xa inhibitor Drugs 0.000 title 1
- 150000003937 benzamidines Chemical class 0.000 title 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 abstract 2
- 101100134925 Gallus gallus COR6 gene Proteins 0.000 abstract 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- 125000001624 naphthyl group Chemical group 0.000 abstract 2
- 229910052757 nitrogen Inorganic materials 0.000 abstract 2
- 229910052760 oxygen Inorganic materials 0.000 abstract 2
- 239000001301 oxygen Substances 0.000 abstract 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 2
- 125000004434 sulfur atom Chemical group 0.000 abstract 2
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 abstract 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 abstract 1
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical group O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 abstract 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 abstract 1
- 108010074860 Factor Xa Proteins 0.000 abstract 1
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 abstract 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 abstract 1
- 229910052794 bromium Inorganic materials 0.000 abstract 1
- 229910052799 carbon Inorganic materials 0.000 abstract 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 1
- 229910052801 chlorine Inorganic materials 0.000 abstract 1
- 239000000460 chlorine Substances 0.000 abstract 1
- 125000000753 cycloalkyl group Chemical group 0.000 abstract 1
- 229910052731 fluorine Inorganic materials 0.000 abstract 1
- 239000011737 fluorine Substances 0.000 abstract 1
- 125000001153 fluoro group Chemical group F* 0.000 abstract 1
- 125000005843 halogen group Chemical group 0.000 abstract 1
- 125000005842 heteroatom Chemical group 0.000 abstract 1
- 125000000623 heterocyclic group Chemical group 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- 239000003112 inhibitor Substances 0.000 abstract 1
- 239000011630 iodine Substances 0.000 abstract 1
- 229910052740 iodine Inorganic materials 0.000 abstract 1
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 abstract 1
- 230000002265 prevention Effects 0.000 abstract 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 abstract 1
- 125000006239 protecting group Chemical group 0.000 abstract 1
- 229920006395 saturated elastomer Polymers 0.000 abstract 1
- 230000009424 thromboembolic effect Effects 0.000 abstract 1
Classifications
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
- C07D295/16—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms acylated on ring nitrogen atoms
- C07D295/18—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms acylated on ring nitrogen atoms by radicals derived from carboxylic acids, or sulfur or nitrogen analogues thereof
- C07D295/182—Radicals derived from carboxylic acids
- C07D295/192—Radicals derived from carboxylic acids from aromatic carboxylic acids
-
- 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
- C07D271/06—1,2,4-Oxadiazoles; Hydrogenated 1,2,4-oxadiazoles
-
- 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
- A61P7/00—Drugs for disorders of the blood or the extracellular fluid
- A61P7/02—Antithrombotic agents; Anticoagulants; Platelet aggregation inhibitors
-
- 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
- A61P9/10—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
- 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
- C07D271/06—1,2,4-Oxadiazoles; Hydrogenated 1,2,4-oxadiazoles
- C07D271/07—1,2,4-Oxadiazoles; Hydrogenated 1,2,4-oxadiazoles with oxygen, sulfur or nitrogen atoms, directly attached to ring carbon atoms, the nitrogen atoms not forming part of a nitro radical
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
- C07D295/22—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with hetero atoms directly attached to ring nitrogen atoms
- C07D295/26—Sulfur atoms
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Veterinary Medicine (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Heart & Thoracic Surgery (AREA)
- Cardiology (AREA)
- Hematology (AREA)
- Diabetes (AREA)
- Urology & Nephrology (AREA)
- Vascular Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Heterocyclic Compounds Containing Sulfur Atoms (AREA)
- Quinoline Compounds (AREA)
- Furan Compounds (AREA)
- Pyridine Compounds (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
- Pyrane Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Hydrogenated Pyridines (AREA)
Abstract
A találmány tárgya új (I) általános képletű vegyületek - ahol X, Y,R1, R2 és R3 jelentése az alábbiakban megadott. A vegyületek Xakoagulációs faktor inhibitorok és tromboembóliás rendellenességekkezelésére vagy megelőzésére használhatók. R1 jelentése -C(=NH)-NH2,amely helyettesítve lehet egyszeresen -COA, -CO-[C(R6)2]n-Ar, -COOA, -OH vagy más szokásos amino-védőcsoporttal, vagy csoport, R2 jelentésehidrogénatom, A, OR6, N(R6)2, NO2, CN, Hal, NHCOA, NHCOAr, NHSO2A,NHSO2Ar, COOR6, CON(R6)2, CONHAr, COR6, COAr, S(O)nA vagy S(O)nArcsoport; R3 jelentése A, cikloalkil-, -[C(R6)2]nAr, -[C(R6)2]n-O-Ar, -(C(R6)2]nHet vagy -C(R6)2=C(R6)2-Ar csoport; R6 jelentésehidrogénatom, A vagy benzilcsoport; X jelentése hiányzik vagy -CO-, -C(R6)2-, -C(R6)2-C(R6)2-, -C(R6)2-CO-, -C(R6)2-C(R6)2-CO-, -C(R6)=C(R6)-CO-, NR6CO-, N{[C(R6)2]n-COOR6}-CO- vagy -C(COOR6)R6-C(R6)2-CO- csoport; Y jelentése -C(R6)2-, -SO2-, -CO-, -COO- vagy -CONR6 csoport; A jelentése 1-20 szénatomos alkilcsoport, amelyben egyvagy két metiléncsoportot oxigén- vagy kénatom vagy -CR6=CR6 csoporthelyettesíthet és/vagy 1-7 hidrogénatomot fluoratom helyettesíthet; Arjelentése szubsztituálatlan vagy egyszer, kétszer vagy háromszor A,Ar', OR6, N(R6)2, NO2, CN, Hal, NHCOA, NHCOAr', NHSO2A, NHSO2Ar',COOR6, CON(R6)2, CONHAr', COR6, COAr', S(O)nA vagy S(O)nAr csoporttalszubsztituált fenil- vagy naftilcsoport; Ar' jelentéseszubsztituálatlan vagy egyszer, kétszer vagy háromszor A, OR6, N(R6)2,NO2, CN, Hal, NHCOA, COOR6, CON(R6)2, COR6 vagy S(O)nA csoporttalszubsztituált fenil- vagy naftilcsoport; Het jelentése egy vagy kétgyűrűvel rendelkező szubsztituálatlan vagy egyszer vagy többszörhalogénatommal, A, Ar', COOR6, CN, N(R6)2, NO2, Ar-CONH-CH2 csoporttalés/vagy karbonil-oxigénnel szubsztituált telített vagy telítetlenheterociklusos gyűrűrendszer, amely egy, kettő, három vagy négy azonosvagy különböző heteroatomot, pl. nitrogén-, oxigén- és/vagy kénatomottartalmaz; Hal jelentése fluor-, klór-, bróm- vagy jódatom; n értéke0, 1 vagy 2. Ó
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19743435A DE19743435A1 (de) | 1997-10-01 | 1997-10-01 | Benzamidinderivate |
| PCT/EP1998/005898 WO1999016751A1 (de) | 1997-10-01 | 1998-09-16 | Benzamidinderivate als faktor xa-inhibitoren |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| HUP0004306A2 true HUP0004306A2 (hu) | 2001-11-28 |
| HUP0004306A3 HUP0004306A3 (en) | 2001-12-28 |
Family
ID=7844313
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| HU0004306A HUP0004306A3 (en) | 1997-10-01 | 1998-09-16 | Benzamidine derivatives as factor xa inhibitors and process for their preparation |
Country Status (19)
| Country | Link |
|---|---|
| US (1) | US6492368B1 (hu) |
| EP (1) | EP1025086B1 (hu) |
| JP (1) | JP2001518467A (hu) |
| KR (1) | KR20010024386A (hu) |
| CN (1) | CN1272107A (hu) |
| AR (1) | AR017164A1 (hu) |
| AT (1) | ATE243681T1 (hu) |
| AU (1) | AU736080B2 (hu) |
| BR (1) | BR9812699A (hu) |
| CA (1) | CA2305568A1 (hu) |
| DE (2) | DE19743435A1 (hu) |
| HU (1) | HUP0004306A3 (hu) |
| ID (1) | ID24430A (hu) |
| NO (1) | NO20001687D0 (hu) |
| PL (1) | PL339173A1 (hu) |
| RU (1) | RU2194044C2 (hu) |
| SK (1) | SK282799B6 (hu) |
| WO (1) | WO1999016751A1 (hu) |
| ZA (1) | ZA988937B (hu) |
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| DE69833036T2 (de) | 1997-09-30 | 2006-06-22 | Daiichi Pharmaceutical Co., Ltd. | Sulfonylderivate |
| TR200003200T2 (tr) | 1998-05-02 | 2001-02-21 | Astrazeneca Ab | Faktör XA'yı önleyen heterosiklik türevler. |
| GB9809349D0 (en) | 1998-05-02 | 1998-07-01 | Zeneca Ltd | Heterocyclic derivatives |
| EP1104754A1 (en) * | 1998-08-11 | 2001-06-06 | Daiichi Pharmaceutical Co., Ltd. | Novel sulfonyl derivatives |
| EP1088821A1 (en) * | 1999-09-28 | 2001-04-04 | Applied Research Systems ARS Holding N.V. | Pharmaceutically active sulfonamide derivatives |
| EP1829535A3 (en) * | 1999-10-27 | 2007-10-24 | Tanox, Inc. | Tissue factor antagonists and methods of use thereof |
| KR20070049251A (ko) * | 1999-10-27 | 2007-05-10 | 타녹스 인코퍼레이티드 | 조직 인자 길항제 및 그의 사용 방법 |
| DE10035927A1 (de) | 2000-07-21 | 2002-03-07 | Asta Medica Ag | Neue Heteroaryl-Derivate und deren Verwendung als Arzneimittel |
| DE10035928A1 (de) | 2000-07-21 | 2002-03-07 | Asta Medica Ag | Neue Heteroaryl-Derivate und deren Verwendung als Arzneimittel |
| EP1193267A1 (en) * | 2000-09-27 | 2002-04-03 | Applied Research Systems ARS Holding N.V. | Pharmaceutically active hydrophilic sulfonamide derivatives as inhibitors of protein JunKinases |
| EP1193256A1 (en) * | 2000-09-27 | 2002-04-03 | Applied Research Systems ARS Holding N.V. | Pharmaceutically active benzsulfonamide derivatives as inhibitors of JNK proteins |
| EP1193268A1 (en) * | 2000-09-27 | 2002-04-03 | Applied Research Systems ARS Holding N.V. | Pharmaceutically active sulfonamide derivatives bearing both lipophilic and ionisable moieties as inhibitors of protein Junkinases |
| AU2002217999A1 (en) | 2000-11-01 | 2002-05-15 | Cor Therapeutics, Inc. | Process for the production of 4-quinazolinylpiperazin-1-carboxylic acid phenylamides |
| DE10102322A1 (de) * | 2001-01-19 | 2002-07-25 | Merck Patent Gmbh | Phenylderivate |
| DE10130718A1 (de) * | 2001-06-26 | 2003-01-02 | Merck Patent Gmbh | Kohlenhydratderivate |
| DK1485353T3 (da) | 2002-03-13 | 2011-11-28 | Janssen Pharmaceutica Nv | Nye inhibitorer af histondeacetylase |
| WO2003076422A1 (en) | 2002-03-13 | 2003-09-18 | Janssen Pharmaceutica N.V. | Sulfonyl-derivatives as novel inhibitors of histone deacetylase |
| DK1569912T3 (en) | 2002-12-03 | 2015-06-29 | Pharmacyclics Inc | 2- (2-hydroxybiphenyl-3-yl) -1h-benzoimidazole-5-carboxamidine derivatives as factor VIIa inhibitors. |
| TW200633990A (en) | 2004-11-18 | 2006-10-01 | Takeda Pharmaceuticals Co | Amide compound |
| EP1831164A1 (en) * | 2004-12-24 | 2007-09-12 | AstraZeneca AB | Heterocyclic compounds as ccr2b antagonists |
| WO2007007588A1 (ja) * | 2005-07-08 | 2007-01-18 | Ono Pharmaceutical Co., Ltd. | 平面性を有する環状基を母核とする化合物 |
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| GB0525957D0 (en) | 2005-12-21 | 2006-02-01 | Astrazeneca Ab | Methods |
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| EP2054058B1 (en) | 2006-08-04 | 2016-11-09 | Beth Israel Deaconess Medical Center | Inhibitors of pyruvate kinase and methods of treating disease |
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| PT2197841E (pt) * | 2007-09-07 | 2012-01-02 | Theravance Inc | Compostos contendo guanidina úteis como antagonistas do receptor muscarínico |
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| JP5579170B2 (ja) * | 2008-06-05 | 2014-08-27 | ジヤンセン・フアーマシユーチカ・ナームローゼ・フエンノートシヤツプ | Ｄｇａｔ阻害剤とｐｐａｒ作動薬を含有する薬剤組み合わせ物 |
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| MY161473A (en) | 2009-02-26 | 2017-04-14 | Reviva Pharmaceuticals Inc | Compositions, synthesis, and methods of utilizing arylpiperazine derivatives |
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| DK2448581T3 (en) * | 2009-06-29 | 2017-03-13 | Agios Pharmaceuticals Inc | Therapeutic compositions and methods for their applications |
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| BR112015022226A2 (pt) * | 2013-03-14 | 2017-07-18 | Celtaxsys Inc | inibidores de leucotrieno a4 hidrolase |
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| TWI767148B (zh) | 2018-10-10 | 2022-06-11 | 美商弗瑪治療公司 | 抑制脂肪酸合成酶(fasn) |
| CN113382633A (zh) | 2018-10-29 | 2021-09-10 | 福马治疗股份有限公司 | (4-(2-氟-4-(1-甲基-1H-苯并[d]咪唑-5-基)苯甲酰基)哌嗪-1-基)(1-羟基环丙基)甲酮的固体形式 |
Family Cites Families (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1992008709A1 (de) | 1990-11-15 | 1992-05-29 | Pentapharm Ag | Meta-substituierte phenylalanin-derivate |
| ZA928276B (en) | 1991-10-31 | 1993-05-06 | Daiichi Seiyaku Co | Aromatic amidine derivates and salts thereof. |
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| DE4302485A1 (de) | 1993-01-29 | 1994-08-04 | Merck Patent Gmbh | Piperazinderivate |
| DK0817775T3 (da) | 1995-03-30 | 2001-11-19 | Pfizer | Quinazolinderivater |
| WO1997002245A1 (fr) * | 1995-07-06 | 1997-01-23 | Japan Tobacco Inc. | Derives de benzamidoxime et leur utilisation a des fins medicinales |
| CA2197364A1 (en) * | 1996-02-15 | 1997-08-16 | Toshikazu Suzuki | Phenol compound and process for preparing the same |
| DE69835430T2 (de) * | 1997-05-30 | 2007-03-08 | Takeda Pharmaceutical Co. Ltd. | Sulfonamidderivate, ihre herstellung und verwendung |
-
1997
- 1997-10-01 DE DE19743435A patent/DE19743435A1/de not_active Withdrawn
-
1998
- 1998-09-16 AT AT98948982T patent/ATE243681T1/de not_active IP Right Cessation
- 1998-09-16 PL PL98339173A patent/PL339173A1/xx unknown
- 1998-09-16 DE DE59808842T patent/DE59808842D1/de not_active Expired - Fee Related
- 1998-09-16 US US09/509,729 patent/US6492368B1/en not_active Expired - Fee Related
- 1998-09-16 AU AU95407/98A patent/AU736080B2/en not_active Ceased
- 1998-09-16 RU RU2000110737/04A patent/RU2194044C2/ru not_active IP Right Cessation
- 1998-09-16 WO PCT/EP1998/005898 patent/WO1999016751A1/de not_active Application Discontinuation
- 1998-09-16 SK SK447-2000A patent/SK282799B6/sk unknown
- 1998-09-16 CA CA002305568A patent/CA2305568A1/en not_active Abandoned
- 1998-09-16 BR BR9812699-7A patent/BR9812699A/pt not_active IP Right Cessation
- 1998-09-16 KR KR1020007003536A patent/KR20010024386A/ko not_active Application Discontinuation
- 1998-09-16 ID IDW20000609A patent/ID24430A/id unknown
- 1998-09-16 JP JP2000513837A patent/JP2001518467A/ja active Pending
- 1998-09-16 EP EP98948982A patent/EP1025086B1/de not_active Expired - Lifetime
- 1998-09-16 CN CN98809650A patent/CN1272107A/zh active Pending
- 1998-09-16 HU HU0004306A patent/HUP0004306A3/hu unknown
- 1998-09-29 AR ARP980104841A patent/AR017164A1/es not_active Application Discontinuation
- 1998-09-30 ZA ZA988937A patent/ZA988937B/xx unknown
-
2000
- 2000-03-31 NO NO20001687A patent/NO20001687D0/no not_active Application Discontinuation
Also Published As
| Publication number | Publication date |
|---|---|
| ZA988937B (en) | 1999-03-31 |
| JP2001518467A (ja) | 2001-10-16 |
| AR017164A1 (es) | 2001-08-22 |
| EP1025086B1 (de) | 2003-06-25 |
| DE59808842D1 (de) | 2003-07-31 |
| RU2194044C2 (ru) | 2002-12-10 |
| CN1272107A (zh) | 2000-11-01 |
| WO1999016751A1 (de) | 1999-04-08 |
| US6492368B1 (en) | 2002-12-10 |
| BR9812699A (pt) | 2000-08-22 |
| SK282799B6 (sk) | 2002-12-03 |
| NO20001687L (no) | 2000-03-31 |
| ATE243681T1 (de) | 2003-07-15 |
| AU736080B2 (en) | 2001-07-26 |
| CA2305568A1 (en) | 1999-04-08 |
| NO20001687D0 (no) | 2000-03-31 |
| DE19743435A1 (de) | 1999-04-08 |
| PL339173A1 (en) | 2000-12-04 |
| ID24430A (id) | 2000-07-20 |
| SK4472000A3 (en) | 2000-11-07 |
| AU9540798A (en) | 1999-04-23 |
| KR20010024386A (ko) | 2001-03-26 |
| HUP0004306A3 (en) | 2001-12-28 |
| EP1025086A1 (de) | 2000-08-09 |
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