AR012340A1 - 3,4-DIHYDRO-2 (1H) -QUINAZOLINONES 4,4-DISSTITUTED USEFUL AS INHIBITORS OF THE REVERSE TRANSCRIPTASE OF HIV, COMPOSITION AND KITFARMACEUTICOS THAT CONTAIN THEM - Google Patents
3,4-DIHYDRO-2 (1H) -QUINAZOLINONES 4,4-DISSTITUTED USEFUL AS INHIBITORS OF THE REVERSE TRANSCRIPTASE OF HIV, COMPOSITION AND KITFARMACEUTICOS THAT CONTAIN THEMInfo
- Publication number
- AR012340A1 AR012340A1 ARP980101558A ARP980101558A AR012340A1 AR 012340 A1 AR012340 A1 AR 012340A1 AR P980101558 A ARP980101558 A AR P980101558A AR P980101558 A ARP980101558 A AR P980101558A AR 012340 A1 AR012340 A1 AR 012340A1
- Authority
- AR
- Argentina
- Prior art keywords
- substituted
- dihydro
- useful
- nr5r5a
- reverse transcriptase
- Prior art date
Links
- 239000000203 mixture Substances 0.000 title abstract 2
- 102100034343 Integrase Human genes 0.000 title 1
- 108010092799 RNA-directed DNA polymerase Proteins 0.000 title 1
- 239000003112 inhibitor Substances 0.000 title 1
- 125000006273 (C1-C3) alkyl group Chemical group 0.000 abstract 4
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 abstract 2
- 125000000229 (C1-C4)alkoxy group Chemical group 0.000 abstract 2
- 125000006555 (C3-C5) cycloalkyl group Chemical group 0.000 abstract 2
- 125000006274 (C1-C3)alkoxy group Chemical group 0.000 abstract 1
- 125000006569 (C5-C6) heterocyclic group Chemical group 0.000 abstract 1
- 238000009007 Diagnostic Kit Methods 0.000 abstract 1
- 108010078851 HIV Reverse Transcriptase Proteins 0.000 abstract 1
- -1 NR5R5a Inorganic materials 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
- 229910052731 fluorine Inorganic materials 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 150000002367 halogens Chemical class 0.000 abstract 1
- 125000005842 heteroatom Chemical group 0.000 abstract 1
- 229910052740 iodine Inorganic materials 0.000 abstract 1
- 229910052757 nitrogen Inorganic materials 0.000 abstract 1
- 229910052760 oxygen Inorganic materials 0.000 abstract 1
- 239000008194 pharmaceutical composition Substances 0.000 abstract 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 1
- 239000003419 rna directed dna polymerase inhibitor Substances 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 229910052717 sulfur Inorganic materials 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/06—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
-
- 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
- A61P31/12—Antivirals
- A61P31/14—Antivirals for RNA viruses
- A61P31/18—Antivirals for RNA viruses for HIV
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
- C07D239/70—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings condensed with carbocyclic rings or ring systems
- C07D239/72—Quinazolines; Hydrogenated quinazolines
- C07D239/78—Quinazolines; Hydrogenated quinazolines with hetero atoms directly attached in position 2
- C07D239/80—Oxygen atoms
Landscapes
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pharmacology & Pharmacy (AREA)
- Virology (AREA)
- Animal Behavior & Ethology (AREA)
- Veterinary Medicine (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- AIDS & HIV (AREA)
- Tropical Medicine & Parasitology (AREA)
- Molecular Biology (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Communicable Diseases (AREA)
- Oncology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
Abstract
La presente invencion hace conocer 3,4-dihidro-2(1H)-quinazolinonas 4,4- disustituidas de la formula (I), o las formas estereoisoméricas, mezclasestereoisoméricas o sales apras para uso farmacéutico de las mismas, que son de utilidad como inhibidores de la transcriptasa inversa del HIV y concomposiciones farmacéuticas y kits de diagnostico que contienen a las mismas, donde: R1 es alquilo-C1-3 sustituido con 1-7 halogenos; R2 se selecciona dealquilo-C1-5 sustituido con 1-2 R4, alquenilo-C2-5 sustituido con 1-2 R4 y alquinilo-C2-5 sustituido con 1 R4; R3, en cada aparicion, se seleccionaindependientemente de alquilo-C1-4, OH, alcoxi-C1-4, F, Cl, Br, I, NR5R5a, NO2, CN, C(O)R6, NHC(O)R7 y NHC(O)NR5R5a, como alternativa, si hay dosR3 yestán unidos a átomos de carbono adyacentes, entonces se pueden combinar para formar -OCH2O-; R4 se selecciona de cicloalquilo-C3-5 sustituido con 0-2 R3,fenilo sustituido con 0-5 R3 y un sistema heterocíclico de 5-6 miembros que contienede 1-3 heteroátomos seleccionados entre O, N y S, sustituido con 0-2R3; R5 y R5a se seleccionan independientemente de H y alquilo C1-3; R6 se selecciona de H, OH, alquilo C1-4, alcoxi-C1-4, y NR5R5a; R7 se selecciona dealquilo C1-3 y alcoxi-C1-3; R8 se selecciona de H, cicloalquilo-C3-5 y alquilo C1-3 y n se selecciona de 0, 1, 2, 3 y 4.The present invention discloses 3,4-dihydro-2 (1H) -4,4-disubstitutedquinazolinones of formula (I), or the stereoisomeric forms, stereoisomeric mixtures or salts for pharmaceutical use thereof, which are useful as HIV reverse transcriptase inhibitors and pharmaceutical compositions and diagnostic kits containing the same, where: R1 is C1-3alkyl substituted with 1-7 halogens; R2 is selected from C1-5alkyl substituted with 1-2R4, C2-5alkenyl substituted by 1-2R4 and C2-5alkynyl substituted by 1R4; R3, at each occurrence, is independently selected from C1-4alkyl, OH, C1-4alkoxy, F, Cl, Br, I, NR5R5a, NO2, CN, C (O) R6, NHC (O) R7 and NHC (O) NR5R5a, alternatively, if there are twoR3s and they are attached to adjacent carbon atoms, then they can combine to form -OCH2O-; R4 is selected from C3-5-cycloalkyl substituted with 0-2 R3, phenyl substituted with 0-5 R3 and a 5-6 membered heterocyclic system containing 1-3 heteroatoms selected from O, N and S, substituted with 0- 2R3; R5 and R5a are independently selected from H and C1-3 alkyl; R6 is selected from H, OH, C1-4alkyl, C1-4alkoxy, and NR5R5a; R7 is selected from C1-3alkyl and C1-3alkoxy; R8 is selected from H, C3-5 cycloalkyl, and C1-3 alkyl and n is selected from 0, 1, 2, 3, and 4.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US83854097A | 1997-04-09 | 1997-04-09 | |
| US7132298P | 1998-01-14 | 1998-01-14 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| AR012340A1 true AR012340A1 (en) | 2000-10-18 |
Family
ID=26752095
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ARP980101558A AR012340A1 (en) | 1997-04-09 | 1998-04-06 | 3,4-DIHYDRO-2 (1H) -QUINAZOLINONES 4,4-DISSTITUTED USEFUL AS INHIBITORS OF THE REVERSE TRANSCRIPTASE OF HIV, COMPOSITION AND KITFARMACEUTICOS THAT CONTAIN THEM |
Country Status (19)
| Country | Link |
|---|---|
| EP (1) | EP0973753A2 (en) |
| JP (1) | JP2002504095A (en) |
| KR (1) | KR20010006146A (en) |
| CN (1) | CN1252063A (en) |
| AR (1) | AR012340A1 (en) |
| AU (1) | AU734928B2 (en) |
| BR (1) | BR9808513A (en) |
| CA (1) | CA2284996A1 (en) |
| EA (1) | EA001991B1 (en) |
| EE (1) | EE9900452A (en) |
| HR (1) | HRP980143A2 (en) |
| HU (1) | HUP0001446A3 (en) |
| IL (1) | IL132188A0 (en) |
| NO (1) | NO314936B1 (en) |
| NZ (1) | NZ500592A (en) |
| PL (1) | PL336305A1 (en) |
| SK (1) | SK137899A3 (en) |
| TW (1) | TW587078B (en) |
| WO (1) | WO1998045276A2 (en) |
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|---|---|---|---|---|
| JP2002509922A (en) * | 1998-03-27 | 2002-04-02 | デュポン ファーマシューティカルズ カンパニー | 4,4-Disubstituted-3,4-dihydro-2 (1H) -quinazolinethione derivatives, their preparation, and their use as HIV reverse transcriptase inhibitors |
| AU6508899A (en) | 1998-10-13 | 2000-05-01 | Du Pont Pharmaceuticals Company | Selective eradication of virally-infected cells by combined use of a cytotoxic agent and an antiviral agent |
| US6225317B1 (en) * | 1998-11-19 | 2001-05-01 | Dupont Pharmaceuticals Company | Crystalline (-)-6-chloro-4-cyclopropylethynyl-4-trifluoromethyl-3,4-dihydro-2(1H)-quinazolinone |
| HRP990359A2 (en) * | 1998-11-19 | 2000-08-31 | Du Pont Pharm Co | A process for the preparation of quinazolinones |
| US6175009B1 (en) | 1999-11-18 | 2001-01-16 | Dupont Pharmaceuticals Company | Process for the preparation of quinazolinones |
| EP1233950B1 (en) * | 1999-11-23 | 2005-10-05 | Smithkline Beecham Corporation | 3,4-DIHYDRO-(1H)QUINAZOLIN-2-ONE COMPOUNDS AS CSBP/P39 kINASE INHIBITORS |
| US6759410B1 (en) | 1999-11-23 | 2004-07-06 | Smithline Beecham Corporation | 3,4-dihydro-(1H)-quinazolin-2-ones and their use as CSBP/p38 kinase inhibitors |
| US6555686B2 (en) | 2000-03-23 | 2003-04-29 | Bristol-Myers Squibb Pharma | Asymmetric synthesis of quinazolin-2-ones useful as HIV reverse transcriptase inhibitors |
| CA2403230A1 (en) * | 2000-03-23 | 2001-09-27 | Lilian A. Radesca | Asymmetric synthesis of quinazolin-2-ones useful as hiv reverse transcriptase inhibitors |
| US6596729B2 (en) | 2000-07-20 | 2003-07-22 | Bristol-Myers Squibb Company | Tricyclic-2-pyridone compounds useful as HIV reverse transcriptase inhibitors |
| ZA200300255B (en) | 2000-07-20 | 2004-09-28 | Bristol Myers Squibb Pharma Co | Tricyclic 2-pyridone compounds useful as HIV reverse transcriptase inhibitors. |
| US8641644B2 (en) | 2000-11-21 | 2014-02-04 | Sanofi-Aventis Deutschland Gmbh | Blood testing apparatus having a rotatable cartridge with multiple lancing elements and testing means |
| US9226699B2 (en) | 2002-04-19 | 2016-01-05 | Sanofi-Aventis Deutschland Gmbh | Body fluid sampling module with a continuous compression tissue interface surface |
| US9427532B2 (en) | 2001-06-12 | 2016-08-30 | Sanofi-Aventis Deutschland Gmbh | Tissue penetration device |
| US9795747B2 (en) | 2010-06-02 | 2017-10-24 | Sanofi-Aventis Deutschland Gmbh | Methods and apparatus for lancet actuation |
| US7041068B2 (en) | 2001-06-12 | 2006-05-09 | Pelikan Technologies, Inc. | Sampling module device and method |
| US9314194B2 (en) | 2002-04-19 | 2016-04-19 | Sanofi-Aventis Deutschland Gmbh | Tissue penetration device |
| US8784335B2 (en) | 2002-04-19 | 2014-07-22 | Sanofi-Aventis Deutschland Gmbh | Body fluid sampling device with a capacitive sensor |
| US8579831B2 (en) | 2002-04-19 | 2013-11-12 | Sanofi-Aventis Deutschland Gmbh | Method and apparatus for penetrating tissue |
| US8702624B2 (en) | 2006-09-29 | 2014-04-22 | Sanofi-Aventis Deutschland Gmbh | Analyte measurement device with a single shot actuator |
| US9795334B2 (en) | 2002-04-19 | 2017-10-24 | Sanofi-Aventis Deutschland Gmbh | Method and apparatus for penetrating tissue |
| US9248267B2 (en) | 2002-04-19 | 2016-02-02 | Sanofi-Aventis Deustchland Gmbh | Tissue penetration device |
| US7708701B2 (en) | 2002-04-19 | 2010-05-04 | Pelikan Technologies, Inc. | Method and apparatus for a multi-use body fluid sampling device |
| US7547287B2 (en) | 2002-04-19 | 2009-06-16 | Pelikan Technologies, Inc. | Method and apparatus for penetrating tissue |
| EP1575583A1 (en) * | 2002-12-16 | 2005-09-21 | Boehringer Ingelheim Pharmaceuticals Inc. | Treatment of hiv infection through combined administration of tipranavir and capravirine |
| US8574895B2 (en) | 2002-12-30 | 2013-11-05 | Sanofi-Aventis Deutschland Gmbh | Method and apparatus using optical techniques to measure analyte levels |
| WO2006001797A1 (en) | 2004-06-14 | 2006-01-05 | Pelikan Technologies, Inc. | Low pain penetrating |
| EP1671096A4 (en) | 2003-09-29 | 2009-09-16 | Pelikan Technologies Inc | METHOD AND APPARATUS FOR AN IMPROVED SAMPLING INTERFERENCE DEVICE |
| WO2005037095A1 (en) | 2003-10-14 | 2005-04-28 | Pelikan Technologies, Inc. | Method and apparatus for a variable user interface |
| EP1706026B1 (en) | 2003-12-31 | 2017-03-01 | Sanofi-Aventis Deutschland GmbH | Method and apparatus for improving fluidic flow and sample capture |
| EP1751546A2 (en) | 2004-05-20 | 2007-02-14 | Albatros Technologies GmbH & Co. KG | Printable hydrogel for biosensors |
| EP1765194A4 (en) | 2004-06-03 | 2010-09-29 | Pelikan Technologies Inc | METHOD AND APPARATUS FOR MANUFACTURING A DEVICE FOR SAMPLING LIQUIDS |
| US9775553B2 (en) | 2004-06-03 | 2017-10-03 | Sanofi-Aventis Deutschland Gmbh | Method and apparatus for a fluid sampling device |
| WO2009126900A1 (en) | 2008-04-11 | 2009-10-15 | Pelikan Technologies, Inc. | Method and apparatus for analyte detecting device |
| US9375169B2 (en) | 2009-01-30 | 2016-06-28 | Sanofi-Aventis Deutschland Gmbh | Cam drive for managing disposable penetrating member actions with a single motor and motor and control system |
| US8440693B2 (en) | 2009-12-22 | 2013-05-14 | Novartis Ag | Substituted isoquinolinones and quinazolinones |
| US8965476B2 (en) | 2010-04-16 | 2015-02-24 | Sanofi-Aventis Deutschland Gmbh | Tissue penetration device |
| CN102060786A (en) * | 2011-01-20 | 2011-05-18 | 天津大学 | 4-(substituted-1,3-diyne)-4-(trifluoromethyl)-3,4-dihydro substituted quinazoline-2-ketone compound as well as preparation method and application thereof |
| MX343037B (en) * | 2011-04-06 | 2016-10-20 | Biovaxim Ltd | Pharmaceutical compositions for preventing and/or treating an hiv disease in humans. |
| CN104321325B (en) | 2012-05-24 | 2016-11-16 | 诺华股份有限公司 | Pyrrolopyrrole alkanone compound |
| US9403827B2 (en) | 2013-01-22 | 2016-08-02 | Novartis Ag | Substituted purinone compounds |
| US9556180B2 (en) | 2013-01-22 | 2017-01-31 | Novartis Ag | Pyrazolo[3,4-d]pyrimidinone compounds as inhibitors of the P53/MDM2 interaction |
| EA029312B1 (en) | 2013-05-27 | 2018-03-30 | Новартис Аг | Imidazopyrrolidinone derivatives and their use in the treatment of diseases |
| KR20160012197A (en) | 2013-05-28 | 2016-02-02 | 노파르티스 아게 | Pyrazolo-pyrrolidin-4-one derivatives and their use in the treatment of disease |
| MX2015016421A (en) | 2013-05-28 | 2016-03-03 | Novartis Ag | Pyrazolo-pyrrolidin-4-one derivatives as bet inhibitors and their use in the treatment of disease. |
| AU2014351413B2 (en) | 2013-11-21 | 2017-06-01 | Novartis Ag | Pyrrolopyrrolone derivatives and their use as BET inhibitors |
| CN116745269A (en) * | 2020-08-27 | 2023-09-12 | 默沙东有限责任公司 | Dihydroquinazolin-2-one derivatives as selective cytotoxic agents for the treatment of HIV |
| AR133187A1 (en) * | 2023-07-07 | 2025-09-03 | Merck Sharp & Dohme Llc | TETRAHYDROQUINAZOLINE DERIVATIVES AS SELECTIVE CYTOTOXIC AGENTS |
Family Cites Families (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| IL102764A0 (en) * | 1991-08-16 | 1993-01-31 | Merck & Co Inc | Quinazoline derivatives,and pharmaceutical compositions containing them |
| AU2436792A (en) * | 1991-08-16 | 1993-03-16 | Merck & Co., Inc. | Quinazoline derivatives as inhibitors of hiv reverse transcriptase |
| KR950701322A (en) * | 1992-05-07 | 1995-03-23 | 조셉 에프. 디프리마 | New quinazolines as inhibitors of HIV reversetranscriptase as inhibitors of human immunodeficiency virus reverse transcriptase |
| US5665720A (en) * | 1992-08-07 | 1997-09-09 | Merck & Co., Inc. | Benzoxazinones as inhibitors of HIV reverse transcriptase |
| DE4320347A1 (en) * | 1993-06-19 | 1994-12-22 | Boehringer Mannheim Gmbh | Quinazoline derivatives and medicaments containing them |
| GB2281297A (en) * | 1993-08-27 | 1995-03-01 | Merck & Co Inc | Quinazoline compounds |
| WO1995012583A1 (en) * | 1993-11-05 | 1995-05-11 | Merck & Co., Inc. | New quinazolines as inhibitors of hiv reverse transcriptase |
| US5434152A (en) * | 1993-11-08 | 1995-07-18 | Merck & Co., Inc. | Asymmetric synthesis of (S)-(-)-6-chloro-4- cyclopropyl-3,4-dihydro-4-[(2-pyridyl)ethynyl]-2(1H)-quinazolinone |
-
1998
- 1998-03-19 HR HR60/071,322A patent/HRP980143A2/en not_active Application Discontinuation
- 1998-04-06 AR ARP980101558A patent/AR012340A1/en not_active Application Discontinuation
- 1998-04-07 PL PL98336305A patent/PL336305A1/en unknown
- 1998-04-07 JP JP54297198A patent/JP2002504095A/en active Pending
- 1998-04-07 CA CA002284996A patent/CA2284996A1/en not_active Abandoned
- 1998-04-07 EP EP98913401A patent/EP0973753A2/en not_active Withdrawn
- 1998-04-07 KR KR1019997009225A patent/KR20010006146A/en not_active Ceased
- 1998-04-07 WO PCT/US1998/006733 patent/WO1998045276A2/en not_active Ceased
- 1998-04-07 CN CN98803974A patent/CN1252063A/en active Pending
- 1998-04-07 IL IL13218898A patent/IL132188A0/en unknown
- 1998-04-07 AU AU67960/98A patent/AU734928B2/en not_active Ceased
- 1998-04-07 SK SK1378-99A patent/SK137899A3/en unknown
- 1998-04-07 EA EA199900907A patent/EA001991B1/en not_active IP Right Cessation
- 1998-04-07 EE EEP199900452A patent/EE9900452A/en unknown
- 1998-04-07 NZ NZ500592A patent/NZ500592A/en unknown
- 1998-04-07 BR BR9808513-1A patent/BR9808513A/en not_active IP Right Cessation
- 1998-04-07 HU HU0001446A patent/HUP0001446A3/en unknown
- 1998-04-15 TW TW087105365A patent/TW587078B/en active
-
1999
- 1999-10-08 NO NO19994904A patent/NO314936B1/en not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| AU6796098A (en) | 1998-10-30 |
| NZ500592A (en) | 2001-09-28 |
| EE9900452A (en) | 2000-04-17 |
| HUP0001446A3 (en) | 2001-11-28 |
| PL336305A1 (en) | 2000-06-19 |
| BR9808513A (en) | 2000-05-23 |
| CN1252063A (en) | 2000-05-03 |
| KR20010006146A (en) | 2001-01-26 |
| HUP0001446A2 (en) | 2001-05-28 |
| NO994904L (en) | 1999-12-01 |
| NO314936B1 (en) | 2003-06-16 |
| EA001991B1 (en) | 2001-10-22 |
| WO1998045276A2 (en) | 1998-10-15 |
| CA2284996A1 (en) | 1998-10-15 |
| NO994904D0 (en) | 1999-10-08 |
| SK137899A3 (en) | 2000-05-16 |
| EP0973753A2 (en) | 2000-01-26 |
| JP2002504095A (en) | 2002-02-05 |
| IL132188A0 (en) | 2001-03-19 |
| AU734928B2 (en) | 2001-06-28 |
| EA199900907A1 (en) | 2000-04-24 |
| TW587078B (en) | 2004-05-11 |
| WO1998045276A3 (en) | 1999-01-14 |
| HRP980143A2 (en) | 1999-02-28 |
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