SK75698A3 - Phospholipid derivatives of phosphono-carboxylic acids, the production of said derivatives and the use of said derivatives as antiviral medicaments - Google Patents
Phospholipid derivatives of phosphono-carboxylic acids, the production of said derivatives and the use of said derivatives as antiviral medicaments Download PDFInfo
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- SK75698A3 SK75698A3 SK756-98A SK75698A SK75698A3 SK 75698 A3 SK75698 A3 SK 75698A3 SK 75698 A SK75698 A SK 75698A SK 75698 A3 SK75698 A3 SK 75698A3
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- Slovakia
- Prior art keywords
- acid
- formula
- compounds
- derivatives
- decyloxy
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- 239000003814 drug Substances 0.000 title claims abstract description 16
- 238000004519 manufacturing process Methods 0.000 title claims description 7
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- ZJAOAACCNHFJAH-UHFFFAOYSA-N phosphonoformic acid Chemical class OC(=O)P(O)(O)=O ZJAOAACCNHFJAH-UHFFFAOYSA-N 0.000 claims description 44
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- 238000011282 treatment Methods 0.000 claims description 8
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- 238000006731 degradation reaction Methods 0.000 description 1
- WGLUMOCWFMKWIL-UHFFFAOYSA-N dichloromethane;methanol Chemical compound OC.ClCCl WGLUMOCWFMKWIL-UHFFFAOYSA-N 0.000 description 1
- 235000011180 diphosphates Nutrition 0.000 description 1
- IZEKFCXSFNUWAM-UHFFFAOYSA-N dipyridamole Chemical compound C=12N=C(N(CCO)CCO)N=C(N3CCCCC3)C2=NC(N(CCO)CCO)=NC=1N1CCCCC1 IZEKFCXSFNUWAM-UHFFFAOYSA-N 0.000 description 1
- 229960002768 dipyridamole Drugs 0.000 description 1
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- 238000009472 formulation Methods 0.000 description 1
- 230000002496 gastric effect Effects 0.000 description 1
- 229920000159 gelatin Polymers 0.000 description 1
- 239000008273 gelatin Substances 0.000 description 1
- 235000019322 gelatine Nutrition 0.000 description 1
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- 235000001055 magnesium Nutrition 0.000 description 1
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- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 230000004060 metabolic process Effects 0.000 description 1
- SIGOIUCRXKUEIG-UHFFFAOYSA-N methyl 2-dimethoxyphosphorylacetate Chemical compound COC(=O)CP(=O)(OC)OC SIGOIUCRXKUEIG-UHFFFAOYSA-N 0.000 description 1
- 150000004702 methyl esters Chemical class 0.000 description 1
- 244000005700 microbiome Species 0.000 description 1
- 150000004712 monophosphates Chemical class 0.000 description 1
- PJUIMOJAAPLTRJ-UHFFFAOYSA-N monothioglycerol Chemical compound OCC(O)CS PJUIMOJAAPLTRJ-UHFFFAOYSA-N 0.000 description 1
- 231100000252 nontoxic Toxicity 0.000 description 1
- 230000003000 nontoxic effect Effects 0.000 description 1
- 231100000956 nontoxicity Toxicity 0.000 description 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 1
- 230000000771 oncological effect Effects 0.000 description 1
- 230000001991 pathophysiological effect Effects 0.000 description 1
- 230000037361 pathway Effects 0.000 description 1
- 239000000137 peptide hydrolase inhibitor Substances 0.000 description 1
- 230000035699 permeability Effects 0.000 description 1
- 239000008194 pharmaceutical composition Substances 0.000 description 1
- YHHSONZFOIEMCP-UHFFFAOYSA-O phosphocholine Chemical compound C[N+](C)(C)CCOP(O)(O)=O YHHSONZFOIEMCP-UHFFFAOYSA-O 0.000 description 1
- 150000003904 phospholipids Chemical class 0.000 description 1
- UEZVMMHDMIWARA-UHFFFAOYSA-M phosphonate Chemical compound [O-]P(=O)=O UEZVMMHDMIWARA-UHFFFAOYSA-M 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 229910000160 potassium phosphate Inorganic materials 0.000 description 1
- 235000011009 potassium phosphates Nutrition 0.000 description 1
- 159000000001 potassium salts Chemical class 0.000 description 1
- 230000008569 process Effects 0.000 description 1
- 230000035755 proliferation Effects 0.000 description 1
- 102000004169 proteins and genes Human genes 0.000 description 1
- 108090000623 proteins and genes Proteins 0.000 description 1
- 150000003254 radicals Chemical class 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 230000010076 replication Effects 0.000 description 1
- RMAQACBXLXPBSY-UHFFFAOYSA-N silicic acid Chemical compound O[Si](O)(O)O RMAQACBXLXPBSY-UHFFFAOYSA-N 0.000 description 1
- 235000012239 silicon dioxide Nutrition 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 241000894007 species Species 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 239000004059 squalene synthase inhibitor Substances 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 230000004083 survival effect Effects 0.000 description 1
- 239000003765 sweetening agent Substances 0.000 description 1
- 230000002195 synergetic effect Effects 0.000 description 1
- 239000006188 syrup Substances 0.000 description 1
- 235000020357 syrup Nutrition 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 230000008685 targeting Effects 0.000 description 1
- 229940095064 tartrate Drugs 0.000 description 1
- LMBFAGIMSUYTBN-MPZNNTNKSA-N teixobactin Chemical compound C([C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H](CCC(N)=O)C(=O)N[C@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H]1C(N[C@@H](C)C(=O)N[C@@H](C[C@@H]2NC(=N)NC2)C(=O)N[C@H](C(=O)O[C@H]1C)[C@@H](C)CC)=O)NC)C1=CC=CC=C1 LMBFAGIMSUYTBN-MPZNNTNKSA-N 0.000 description 1
- 150000003505 terpenes Chemical class 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- 229940124597 therapeutic agent Drugs 0.000 description 1
- 231100000155 toxicity by organ Toxicity 0.000 description 1
- 230000007675 toxicity by organ Effects 0.000 description 1
- BGASRLNHTSXAIR-UHFFFAOYSA-N trimethyl(trimethylsilyloxyphosphonoyloxy)silane Chemical compound C[Si](C)(C)OP(=O)O[Si](C)(C)C BGASRLNHTSXAIR-UHFFFAOYSA-N 0.000 description 1
- 241000712461 unidentified influenza virus Species 0.000 description 1
- 235000019871 vegetable fat Nutrition 0.000 description 1
- 230000029812 viral genome replication Effects 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/28—Phosphorus compounds with one or more P—C bonds
- C07F9/38—Phosphonic acids [RP(=O)(OH)2]; Thiophosphonic acids ; [RP(=X1)(X2H)2(X1, X2 are each independently O, S or Se)]
- C07F9/40—Esters thereof
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/28—Phosphorus compounds with one or more P—C bonds
- C07F9/38—Phosphonic acids [RP(=O)(OH)2]; Thiophosphonic acids ; [RP(=X1)(X2H)2(X1, X2 are each independently O, S or Se)]
- C07F9/40—Esters thereof
- C07F9/4003—Esters thereof the acid moiety containing a substituent or a structure which is considered as characteristic
- C07F9/4062—Esters of acids containing the structure -C(=X)-P(=X)(XR)2 or NC-P(=X)(XR)2, (X = O, S, Se)
- C07F9/4065—Esters of acids containing the structure -C(=X)-P(=X)(XR)2, (X = O, S, Se)
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
-
- 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
-
- 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
-
- 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
-
- 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
- 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
- A61P37/02—Immunomodulators
- A61P37/06—Immunosuppressants, e.g. drugs for graft rejection
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/28—Phosphorus compounds with one or more P—C bonds
- C07F9/38—Phosphonic acids [RP(=O)(OH)2]; Thiophosphonic acids ; [RP(=X1)(X2H)2(X1, X2 are each independently O, S or Se)]
- C07F9/40—Esters thereof
- C07F9/4003—Esters thereof the acid moiety containing a substituent or a structure which is considered as characteristic
- C07F9/4006—Esters of acyclic acids which can have further substituents on alkyl
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/28—Phosphorus compounds with one or more P—C bonds
- C07F9/38—Phosphonic acids [RP(=O)(OH)2]; Thiophosphonic acids ; [RP(=X1)(X2H)2(X1, X2 are each independently O, S or Se)]
- C07F9/40—Esters thereof
- C07F9/4071—Esters thereof the ester moiety containing a substituent or a structure which is considered as characteristic
- C07F9/4075—Esters with hydroxyalkyl compounds
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Molecular Biology (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Biochemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Animal Behavior & Ethology (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Virology (AREA)
- Crystallography & Structural Chemistry (AREA)
- Communicable Diseases (AREA)
- Oncology (AREA)
- Immunology (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- AIDS & HIV (AREA)
- Tropical Medicine & Parasitology (AREA)
- Pain & Pain Management (AREA)
- Rheumatology (AREA)
- Transplantation (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE1995147023 DE19547023A1 (de) | 1995-12-15 | 1995-12-15 | Neue Phospholipid-Derivate von Phosphonocarbonsäuren, deren Herstellung sowie deren Verwendung als antivirale Arzneimittel |
DE1996143416 DE19643416A1 (de) | 1996-10-22 | 1996-10-22 | Neue Phospholipid-Derivate von Phosphonocarbonsäuren, deren Herstellung sowie deren Verwendung als antivirale Arzneimittel |
PCT/EP1996/005647 WO1997022613A1 (de) | 1995-12-15 | 1996-12-16 | Phospholipid-derivate von phosphonocarbonsäuren, deren herstellung sowie deren verwendung als antivirale arzneimittel |
Publications (1)
Publication Number | Publication Date |
---|---|
SK75698A3 true SK75698A3 (en) | 1999-03-12 |
Family
ID=26021319
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
SK756-98A SK75698A3 (en) | 1995-12-15 | 1996-12-16 | Phospholipid derivatives of phosphono-carboxylic acids, the production of said derivatives and the use of said derivatives as antiviral medicaments |
Country Status (23)
Country | Link |
---|---|
US (1) | US6136797A (es) |
EP (1) | EP0868425B1 (es) |
JP (1) | JP2000515113A (es) |
KR (1) | KR20000064374A (es) |
CN (1) | CN1085672C (es) |
AR (1) | AR005089A1 (es) |
AT (1) | ATE278698T1 (es) |
AU (1) | AU714236B2 (es) |
BR (1) | BR9612133A (es) |
CA (1) | CA2240366A1 (es) |
CZ (1) | CZ291823B6 (es) |
DE (1) | DE59611111D1 (es) |
ES (1) | ES2230574T3 (es) |
HU (1) | HUP0001534A3 (es) |
IL (1) | IL124790A (es) |
NO (1) | NO982754L (es) |
NZ (1) | NZ325259A (es) |
PL (1) | PL186402B1 (es) |
RU (1) | RU2166508C2 (es) |
SK (1) | SK75698A3 (es) |
TR (1) | TR199801082T2 (es) |
TW (1) | TW343975B (es) |
WO (1) | WO1997022613A1 (es) |
Families Citing this family (13)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE19547022A1 (de) * | 1995-12-15 | 1997-06-19 | Boehringer Mannheim Gmbh | Kovalente Lipid-Phosphonocarbonsäure-Konjugate, deren Herstellung sowie deren Verwendung als antivirale Arzneimittel |
US20040006242A1 (en) | 1999-02-01 | 2004-01-08 | Hawkins Lynn D. | Immunomodulatory compounds and method of use thereof |
US6835721B2 (en) * | 1999-02-01 | 2004-12-28 | Eisai Co., Ltd. | Immunomodulatory compounds and methods of use thereof |
US7915238B2 (en) * | 1999-02-01 | 2011-03-29 | Eisai R & D Management Co., Ltd. | Immunomodulatory compounds and methods of use thereof |
US6551600B2 (en) * | 1999-02-01 | 2003-04-22 | Eisai Co., Ltd. | Immunological adjuvant compounds compositions and methods of use thereof |
US6818057B2 (en) | 1999-03-02 | 2004-11-16 | Construction Research & Technology Gmbh | Retarder for calcium sulfoaluminate cements |
US20040172288A1 (en) * | 2003-02-27 | 2004-09-02 | Korn Lawrence D. | Method for disseminating medical alert information |
US20070292418A1 (en) * | 2005-04-26 | 2007-12-20 | Eisai Co., Ltd. | Compositions and methods for immunotherapy |
WO2006116423A2 (en) | 2005-04-26 | 2006-11-02 | Eisai Co., Ltd | Compositions and methods for cancer immunotherapy |
KR20110095288A (ko) * | 2008-11-06 | 2011-08-24 | 바스큘라 바이오제닉스 리미티드 | 산화된 지질 화합물 및 이의 용도 |
EP2876094A1 (en) | 2014-04-03 | 2015-05-27 | Basf Se | Cement and calcium sulphate based binder composition |
KR101658048B1 (ko) * | 2014-06-25 | 2016-09-20 | 한국생명공학연구원 | 포스파티딜콜린 합성경로 관여 물질을 포함하는 항바이러스용 조성물 |
JP7465416B2 (ja) * | 2018-06-26 | 2024-04-11 | ティーエスアールエル インコーポレイテッド | 代謝安定性プロドラッグ |
Family Cites Families (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE3164332D1 (en) * | 1980-10-21 | 1984-07-26 | Boehringer Mannheim Gmbh | Phospholipids that contain sulphur, process for their preparation and medicines containing these compounds |
US5194654A (en) * | 1989-11-22 | 1993-03-16 | Vical, Inc. | Lipid derivatives of phosphonoacids for liposomal incorporation and method of use |
DE3929217A1 (de) * | 1989-09-02 | 1991-03-07 | Boehringer Mannheim Gmbh | Verwendung von phospholipid-derivaten als antivirale arzneimittel und neue phospholipide |
DE4026265A1 (de) * | 1990-08-20 | 1992-02-27 | Boehringer Mannheim Gmbh | Neue phospholipid-derivate von nucleosiden, deren herstellung sowie deren verwendung als antivirale arzneimittel |
US5696277A (en) * | 1994-11-15 | 1997-12-09 | Karl Y. Hostetler | Antiviral prodrugs |
DE19547022A1 (de) * | 1995-12-15 | 1997-06-19 | Boehringer Mannheim Gmbh | Kovalente Lipid-Phosphonocarbonsäure-Konjugate, deren Herstellung sowie deren Verwendung als antivirale Arzneimittel |
-
1996
- 1996-12-14 TW TW085115475A patent/TW343975B/zh active
- 1996-12-16 US US09/077,891 patent/US6136797A/en not_active Expired - Fee Related
- 1996-12-16 ES ES96943972T patent/ES2230574T3/es not_active Expired - Lifetime
- 1996-12-16 KR KR1019980704352A patent/KR20000064374A/ko not_active Application Discontinuation
- 1996-12-16 CN CN96180011A patent/CN1085672C/zh not_active Expired - Fee Related
- 1996-12-16 AR ARP960105701A patent/AR005089A1/es not_active Application Discontinuation
- 1996-12-16 PL PL96327173A patent/PL186402B1/pl not_active IP Right Cessation
- 1996-12-16 AT AT96943972T patent/ATE278698T1/de not_active IP Right Cessation
- 1996-12-16 DE DE59611111T patent/DE59611111D1/de not_active Expired - Fee Related
- 1996-12-16 WO PCT/EP1996/005647 patent/WO1997022613A1/de active IP Right Grant
- 1996-12-16 HU HU0001534A patent/HUP0001534A3/hu unknown
- 1996-12-16 AU AU13730/97A patent/AU714236B2/en not_active Ceased
- 1996-12-16 NZ NZ325259A patent/NZ325259A/xx unknown
- 1996-12-16 IL IL12479096A patent/IL124790A/en not_active IP Right Cessation
- 1996-12-16 RU RU98113304/04A patent/RU2166508C2/ru not_active IP Right Cessation
- 1996-12-16 BR BR9612133A patent/BR9612133A/pt not_active IP Right Cessation
- 1996-12-16 SK SK756-98A patent/SK75698A3/sk unknown
- 1996-12-16 CZ CZ19981810A patent/CZ291823B6/cs not_active IP Right Cessation
- 1996-12-16 TR TR1998/01082T patent/TR199801082T2/xx unknown
- 1996-12-16 EP EP96943972A patent/EP0868425B1/de not_active Expired - Lifetime
- 1996-12-16 JP JP09522501A patent/JP2000515113A/ja not_active Ceased
- 1996-12-16 CA CA002240366A patent/CA2240366A1/en not_active Abandoned
-
1998
- 1998-06-15 NO NO982754A patent/NO982754L/no not_active Application Discontinuation
Also Published As
Publication number | Publication date |
---|---|
KR20000064374A (ko) | 2000-11-06 |
DE59611111D1 (de) | 2004-11-11 |
IL124790A (en) | 2002-04-21 |
CN1209133A (zh) | 1999-02-24 |
CZ291823B6 (cs) | 2003-06-18 |
NZ325259A (en) | 2000-01-28 |
AU1373097A (en) | 1997-07-14 |
ATE278698T1 (de) | 2004-10-15 |
AU714236B2 (en) | 1999-12-23 |
NO982754L (no) | 1998-08-13 |
PL186402B1 (pl) | 2004-01-30 |
BR9612133A (pt) | 1999-07-13 |
CZ181098A3 (cs) | 1998-10-14 |
HUP0001534A2 (hu) | 2001-05-28 |
CA2240366A1 (en) | 1997-06-26 |
TR199801082T2 (xx) | 1998-09-21 |
ES2230574T3 (es) | 2005-05-01 |
NO982754D0 (no) | 1998-06-15 |
EP0868425A1 (de) | 1998-10-07 |
RU2166508C2 (ru) | 2001-05-10 |
IL124790A0 (en) | 1999-01-26 |
US6136797A (en) | 2000-10-24 |
PL327173A1 (en) | 1998-11-23 |
HUP0001534A3 (en) | 2002-08-28 |
JP2000515113A (ja) | 2000-11-14 |
AR005089A1 (es) | 1999-04-14 |
EP0868425B1 (de) | 2004-10-06 |
WO1997022613A1 (de) | 1997-06-26 |
CN1085672C (zh) | 2002-05-29 |
TW343975B (en) | 1998-11-01 |
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