ZA976331B - New imidazotriazolopyrimidines processes for their preparation and their use as pharmaceutical compositions - Google Patents
New imidazotriazolopyrimidines processes for their preparation and their use as pharmaceutical compositionsInfo
- Publication number
- ZA976331B ZA976331B ZA976331A ZA976331A ZA976331B ZA 976331 B ZA976331 B ZA 976331B ZA 976331 A ZA976331 A ZA 976331A ZA 976331 A ZA976331 A ZA 976331A ZA 976331 B ZA976331 B ZA 976331B
- Authority
- ZA
- South Africa
- Prior art keywords
- optionally substituted
- alkyl
- alkenyl
- alkynyl
- cycloalkyl
- Prior art date
Links
- 239000008194 pharmaceutical composition Substances 0.000 title 1
- 125000000217 alkyl group Chemical group 0.000 abstract 19
- 125000003342 alkenyl group Chemical group 0.000 abstract 14
- 125000000304 alkynyl group Chemical group 0.000 abstract 11
- -1 benzylsulphonyl Chemical group 0.000 abstract 7
- 125000000753 cycloalkyl group Chemical group 0.000 abstract 5
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 abstract 4
- 125000005842 heteroatom Chemical group 0.000 abstract 4
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 4
- 125000003118 aryl group Chemical group 0.000 abstract 3
- 125000000392 cycloalkenyl group Chemical group 0.000 abstract 3
- 125000000623 heterocyclic group Chemical group 0.000 abstract 3
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 abstract 3
- 125000005843 halogen group Chemical group 0.000 abstract 2
- 125000000896 monocarboxylic acid group Chemical group 0.000 abstract 2
- HBAQYPYDRFILMT-UHFFFAOYSA-N 8-[3-(1-cyclopropylpyrazol-4-yl)-1H-pyrazolo[4,3-d]pyrimidin-5-yl]-3-methyl-3,8-diazabicyclo[3.2.1]octan-2-one Chemical class C1(CC1)N1N=CC(=C1)C1=NNC2=C1N=C(N=C2)N1C2C(N(CC1CC2)C)=O HBAQYPYDRFILMT-UHFFFAOYSA-N 0.000 abstract 1
- JCXJVPUVTGWSNB-UHFFFAOYSA-N Nitrogen dioxide Chemical compound O=[N]=O JCXJVPUVTGWSNB-UHFFFAOYSA-N 0.000 abstract 1
- 229910006069 SO3H Inorganic materials 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 125000004450 alkenylene group Chemical group 0.000 abstract 1
- 125000003545 alkoxy group Chemical group 0.000 abstract 1
- 125000004414 alkyl thio group Chemical group 0.000 abstract 1
- 125000002947 alkylene group Chemical group 0.000 abstract 1
- 125000004419 alkynylene group Chemical group 0.000 abstract 1
- MDFFNEOEWAXZRQ-UHFFFAOYSA-N aminyl Chemical compound [NH2] MDFFNEOEWAXZRQ-UHFFFAOYSA-N 0.000 abstract 1
- 125000003710 aryl alkyl group Chemical group 0.000 abstract 1
- 125000001584 benzyloxycarbonyl group Chemical group C(=O)(OCC1=CC=CC=C1)* 0.000 abstract 1
- 125000004122 cyclic group Chemical group 0.000 abstract 1
- 125000003983 fluorenyl group Chemical group C1(=CC=CC=2C3=CC=CC=C3CC12)* 0.000 abstract 1
- 125000001072 heteroaryl group Chemical group 0.000 abstract 1
- UYWQUFXKFGHYNT-UHFFFAOYSA-N phenylmethyl ester of formic acid Natural products O=COCC1=CC=CC=C1 UYWQUFXKFGHYNT-UHFFFAOYSA-N 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 229920006395 saturated elastomer Polymers 0.000 abstract 1
- 125000000020 sulfo group Chemical group O=S(=O)([*])O[H] 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
- C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
- C07D487/12—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains three hetero rings
- C07D487/14—Ortho-condensed systems
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P11/00—Drugs for disorders of the respiratory system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P11/00—Drugs for disorders of the respiratory system
- A61P11/06—Antiasthmatics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P13/00—Drugs for disorders of the urinary system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P13/00—Drugs for disorders of the urinary system
- A61P13/12—Drugs for disorders of the urinary system of the kidneys
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P19/00—Drugs for skeletal disorders
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P19/00—Drugs for skeletal disorders
- A61P19/02—Drugs for skeletal disorders for joint disorders, e.g. arthritis, arthrosis
-
- 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
- A61P25/06—Antimigraine agents
-
- 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
- A61P25/14—Drugs for disorders of the nervous system for treating abnormal movements, e.g. chorea, dyskinesia
- A61P25/16—Anti-Parkinson drugs
-
- 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
- A61P25/24—Antidepressants
-
- 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
- A61P25/28—Drugs for disorders of the nervous system for treating neurodegenerative disorders of the central nervous system, e.g. nootropic agents, cognition enhancers, drugs for treating Alzheimer's disease or other forms of dementia
-
- 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
- A61P5/00—Drugs for disorders of the endocrine system
- A61P5/24—Drugs for disorders of the endocrine system of the sex hormones
- A61P5/36—Antigestagens
-
- 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
-
- 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
- A61P7/10—Antioedematous agents; Diuretics
Landscapes
- Health & Medical Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Biomedical Technology (AREA)
- Neurosurgery (AREA)
- Neurology (AREA)
- Diabetes (AREA)
- Pulmonology (AREA)
- Urology & Nephrology (AREA)
- Psychiatry (AREA)
- Hematology (AREA)
- Immunology (AREA)
- Physical Education & Sports Medicine (AREA)
- Pain & Pain Management (AREA)
- Psychology (AREA)
- Rheumatology (AREA)
- Endocrinology (AREA)
- Orthopedic Medicine & Surgery (AREA)
- Hospice & Palliative Care (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Saccharide Compounds (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
Abstract
1,2,4-TriazoloÄ1,5-aÜpurin-9-one derivatives of formula (I), and their racemates, enantiomers, diastereomers and/or acid addition salts are new. R1 or R3 and R4 or R5 = H, Z, COOZ, SO2Z, SO2A, COZ, aralkyl, aralkenyl, aralkynyl, A, COOA, SO2A, COA, CONHR or (all optionally substituted) benzyloxycarbonyl, benzylsulphonyl, 4-8C cycloalkenyl, 6-8C cycloalkynyl, benzyl, or benzylcarbonyl; Z = 1-10C alkyl, 3-8C cycloalkyl, 6-10C aryl, heteroaryl (all optionally substituted), 2-10C alkenyl or 2-10C alkynyl; A = optionally substituted 5-7 membered heterocycle (containing one or more of N, S and O as heteroatom(s) and bonded via C); R = H, or phenyl, benzyl or 3-6C cycloalkyl (all optionally substituted), or alkyl, alkenyl or alkynyl (all of up to 10C and optionally substituted by OH, optionally substituted phenyl or optionally substituted amino); R2 = H, OH, NH2, halo, NO2, CF3, COOH, SH, 1-6C alkylthio, SO2Z, benzylsulphonyl, OSO2Z, NHSO2Z, CONHZ, di-(1-10C alkyl or 2-10C alkenyl)-aminocarbonyl, N-(1-10C alkyl)-N-(2-10C alkenyl or alkynyl)-aminocarbonyl, NHCOOZ, OCONHZ, C(=NH)NHZ, OZ, COOZ, OCOZ, SZ, optionally substituted amino, preferably NR8R9, or (all optionally substituted) 1-10C alkyl, 2-10C alkenyl, 2-10C alkynyl, 3-8C cycloalkyl, 5-8C cycloalkanone, 4-8C cycloalkenyl, 6-8C cycloalkynyl, 6-10C aryl, aryl-(1-6C)alkyl, aryl-(2-6C)alkenyl, aryl-(2-6C)alkynyl, cycloalkyl-(1-6C)alkyl, cycloalkyl-(2-6C)alkenyl, cycloalkyl-(2-6C)alkynyl, 5-7 membered heterocycle (containing one or more of O, S and optionally substituted N as heteroatom(s) and linked via C- or N- or via a 1-6C alkyl, 2-6C alkenyl or 2-6C alkynyl bridge), or (all optionally substituted) 1-10C alkyl, 2-10C alkenyl, 2-10C alkynyl, 3-8C cycloalkyl, 5-8C cycloalkanone, 4-8C cycloalkenyl, 6-8C cycloalkynyl, 6-10C aryl, aryl-(1-6C)alkyl, aryl-(2-6C)alkenyl, aryl-(2-6C)alkynyl, cycloalkyl-(1-6C)alkyl, cycloalkyl-(2-6C)alkenyl, cycloalkyl-(2-6C)alkynyl, 5-7 membered heterocycle (containing one or more of O, S and optionally substituted N as heteroatom(s) and linked via C- or N- or via a 1-6C alkyl, 2-6C alkenyl or 2-6C alkynyl bridge), methylenedioxyphenyl, ethylenedioxyphenyl, fluorenyl or optionally substituted group of formula (a)-(e); R6 = as for R2 or CHO; x = 1 or 2; y = 0-2; dotted lines in (a) = optional bonds; Q = H or 1-6C alkyl, but cannot be alkyl if the ring system in (a) contains two double bonds; Y = bond, 1-6C alkylene, 2-6C alkenylene or 2-6C alkynylene; R8, R9 = 1-10C alkyl, 2-10C alkenyl or 2-10C alkynyl (optionally substituted by OH, optionally substituted phenyl, optionally substituted benzyl, optionally substituted amino or 1-6C alkoxy), H, optionally substituted 3-6C cycloalkyl, (CH2)mNHCOOR4; or NR8R9 = saturated or unsaturated 5- or 6- membered ring (optionally containing another O, S or N heteroatom and optionally substituted by 1-4C alkyl, (CH2)nPh, (CH2)nNH2, oxo, ketal (preferably OCH2CH2O), (CH2)nNH-(1-4C alkyl), (CH2)nN(1-8C alkyl)2, (CH2)nNHCOOR10, halo, OR10, CN, NO2, NH2, CH2NR8R9 (sic), OH, COOH, SO3H, COOR10, CONR8R9 (sic) or SO2R10); m = 1-4; n = 2-4; R10 = H, 1-4C alkyl, 2-4C alkenyl, 2-4C alkynyl, or benzyl or phenyl (both optionally substituted by one or more OMe).
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19629378A DE19629378A1 (en) | 1996-07-20 | 1996-07-20 | New triazolopurines, process for their preparation and their use as medicaments |
| CA002242097A CA2242097C (en) | 1996-07-20 | 1998-06-26 | Imidazotriazolopyrimidines, process for preparing them and their use as pharmaceutical compositions |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ZA976331B true ZA976331B (en) | 1999-01-25 |
Family
ID=32963000
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ZA976331A ZA976331B (en) | 1996-07-20 | 1997-07-17 | New imidazotriazolopyrimidines processes for their preparation and their use as pharmaceutical compositions |
Country Status (25)
| Country | Link |
|---|---|
| EP (2) | EP0978517A3 (en) |
| JP (1) | JP3020281B2 (en) |
| CN (1) | CN1219936A (en) |
| AT (1) | ATE191913T1 (en) |
| AU (1) | AU3695597A (en) |
| BG (1) | BG102707A (en) |
| BR (1) | BR9710747A (en) |
| CA (1) | CA2256736A1 (en) |
| CZ (1) | CZ265498A3 (en) |
| DE (2) | DE19629378A1 (en) |
| DK (1) | DK0880524T3 (en) |
| EE (1) | EE9800451A (en) |
| ES (1) | ES2147453T3 (en) |
| GR (1) | GR3033842T3 (en) |
| HR (1) | HRP970395A2 (en) |
| HU (1) | HUP9902311A3 (en) |
| ID (1) | ID19106A (en) |
| IL (1) | IL126453A0 (en) |
| NO (1) | NO983860L (en) |
| PL (1) | PL328824A1 (en) |
| PT (1) | PT880524E (en) |
| SK (1) | SK114498A3 (en) |
| TR (1) | TR199801659T2 (en) |
| WO (1) | WO1998003511A1 (en) |
| ZA (1) | ZA976331B (en) |
Families Citing this family (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE19826843A1 (en) * | 1998-06-16 | 1999-12-23 | Boehringer Ingelheim Pharma | Novel imidazotriazolopyrimidines, process for their preparation and their use as medicaments |
| US6492377B1 (en) | 1998-06-25 | 2002-12-10 | Boehringer Ingelheim Pharma Kg | Imidazotriazolopyrimidines with adenosine-antagonistic activity |
| AU9347498A (en) * | 1998-08-27 | 2000-03-21 | Boehringer Ingelheim Pharma Kg | Imidazotriazolopyrimidines |
| US7329668B2 (en) | 2003-02-25 | 2008-02-12 | Bristol-Myers Squibb Company | Pyrazolopurine-based tricyclic compounds and pharmaceutical compositions comprising same |
| US7071333B2 (en) | 2003-07-30 | 2006-07-04 | Bristol-Myers Squibb Company | Triazolopurine-based tricyclic compounds and pharmaceutical compositions comprising same |
| US7511050B2 (en) * | 2006-06-23 | 2009-03-31 | Incyte Corporation | Purinone derivatives as HM74A agonists |
| AU2019227607C1 (en) | 2018-02-27 | 2023-07-20 | Incyte Corporation | Imidazopyrimidines and triazolopyrimidines as A2A / A2B inhibitors |
| EP3810610A1 (en) | 2018-05-18 | 2021-04-28 | Incyte Corporation | Fused pyrimidine derivatives as a2a / a2b inhibitors |
| CN117304191A (en) | 2018-07-05 | 2023-12-29 | 因赛特公司 | Fused pyrazine derivatives as A2A/A2B inhibitors |
| AR117164A1 (en) | 2018-11-30 | 2021-07-14 | Merck Sharp & Dohme | DERIVATIVES OF AMINO-TRIAZOLOQUINAZOLINE 9-SUBSTITUTED AS ANTAGONISTS OF THE ADENOSINE RECEPTOR, PHARMACEUTICAL COMPOSITIONS AND THEIR USE FOR THE TREATMENT OF VARIOUS TYPES OF CANCER |
| TWI829857B (en) | 2019-01-29 | 2024-01-21 | 美商英塞特公司 | Pyrazolopyridines and triazolopyridines as a2a / a2b inhibitors |
| CN112778311B (en) * | 2019-11-01 | 2024-06-04 | 上海翰森生物医药科技有限公司 | Nitrogen-containing fused ring derivative inhibitor, preparation method and application thereof |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AU623755B2 (en) * | 1989-03-29 | 1992-05-21 | Merrell Pharmaceuticals Inc. | Selective adenosine receptor compounds |
| IT1264901B1 (en) * | 1993-06-29 | 1996-10-17 | Schering Plough S P A | HETEROCYCLIC ANALOGUES OF 1,2,4-TRIAZOLE(15-C)PYRIMIDINES WITH ANTAGONIST ACTIVITY FOR THE ADENOSINE A2 RECEPTOR |
| JPH083169A (en) * | 1994-06-15 | 1996-01-09 | Yamasa Shoyu Co Ltd | 4-Methyl-1H- [1,2,4] triazolo [1,5-a] purin-9 (4H) -ones |
-
1996
- 1996-07-20 DE DE19629378A patent/DE19629378A1/en not_active Withdrawn
-
1997
- 1997-07-17 CN CN97194506A patent/CN1219936A/en active Pending
- 1997-07-17 EP EP99119410A patent/EP0978517A3/en not_active Withdrawn
- 1997-07-17 SK SK1144-98A patent/SK114498A3/en unknown
- 1997-07-17 AT AT97933683T patent/ATE191913T1/en active
- 1997-07-17 WO PCT/EP1997/003841 patent/WO1998003511A1/en not_active Ceased
- 1997-07-17 EE EE9800451A patent/EE9800451A/en unknown
- 1997-07-17 ES ES97933683T patent/ES2147453T3/en not_active Expired - Lifetime
- 1997-07-17 PL PL97328824A patent/PL328824A1/en unknown
- 1997-07-17 DK DK97933683T patent/DK0880524T3/en active
- 1997-07-17 DE DE59701467T patent/DE59701467D1/en not_active Expired - Lifetime
- 1997-07-17 EP EP97933683A patent/EP0880524B1/en not_active Expired - Lifetime
- 1997-07-17 TR TR1998/01659T patent/TR199801659T2/en unknown
- 1997-07-17 PT PT97933683T patent/PT880524E/en unknown
- 1997-07-17 IL IL12645397A patent/IL126453A0/en unknown
- 1997-07-17 HU HU9902311A patent/HUP9902311A3/en unknown
- 1997-07-17 CA CA002256736A patent/CA2256736A1/en not_active Abandoned
- 1997-07-17 CZ CZ982654A patent/CZ265498A3/en unknown
- 1997-07-17 ZA ZA976331A patent/ZA976331B/en unknown
- 1997-07-17 JP JP10505626A patent/JP3020281B2/en not_active Expired - Fee Related
- 1997-07-17 BR BR9710747A patent/BR9710747A/en unknown
- 1997-07-17 AU AU36955/97A patent/AU3695597A/en not_active Abandoned
- 1997-07-18 HR HR19629378.2A patent/HRP970395A2/en not_active Application Discontinuation
- 1997-07-18 ID IDP972495A patent/ID19106A/en unknown
-
1998
- 1998-08-20 BG BG102707A patent/BG102707A/en unknown
- 1998-08-21 NO NO983860A patent/NO983860L/en not_active Application Discontinuation
-
2000
- 2000-06-30 GR GR20000401543T patent/GR3033842T3/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| PT880524E (en) | 2000-07-31 |
| WO1998003511A1 (en) | 1998-01-29 |
| ID19106A (en) | 1998-06-18 |
| DE59701467D1 (en) | 2000-05-25 |
| CA2256736A1 (en) | 1998-01-29 |
| GR3033842T3 (en) | 2000-10-31 |
| IL126453A0 (en) | 1999-08-17 |
| ATE191913T1 (en) | 2000-05-15 |
| EP0978517A2 (en) | 2000-02-09 |
| DK0880524T3 (en) | 2000-07-17 |
| DE19629378A1 (en) | 1998-01-29 |
| ES2147453T3 (en) | 2000-09-01 |
| NO983860L (en) | 1998-10-21 |
| BR9710747A (en) | 1999-08-17 |
| EP0978517A3 (en) | 2003-11-12 |
| CZ265498A3 (en) | 1998-12-16 |
| CN1219936A (en) | 1999-06-16 |
| EP0880524B1 (en) | 2000-04-19 |
| PL328824A1 (en) | 1999-02-15 |
| JP3020281B2 (en) | 2000-03-15 |
| HUP9902311A2 (en) | 1999-10-28 |
| HUP9902311A3 (en) | 2000-06-28 |
| AU3695597A (en) | 1998-02-10 |
| SK114498A3 (en) | 1999-02-11 |
| BG102707A (en) | 1999-09-30 |
| EE9800451A (en) | 1999-06-15 |
| HRP970395A2 (en) | 1998-08-31 |
| EP0880524A1 (en) | 1998-12-02 |
| JP2000501420A (en) | 2000-02-08 |
| TR199801659T2 (en) | 1998-12-21 |
| NO983860D0 (en) | 1998-08-21 |
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