CA2205557C - Monofunctional and/or polyfunctional polylysine conjugates - Google Patents
Monofunctional and/or polyfunctional polylysine conjugates Download PDFInfo
- Publication number
- CA2205557C CA2205557C CA002205557A CA2205557A CA2205557C CA 2205557 C CA2205557 C CA 2205557C CA 002205557 A CA002205557 A CA 002205557A CA 2205557 A CA2205557 A CA 2205557A CA 2205557 C CA2205557 C CA 2205557C
- Authority
- CA
- Canada
- Prior art keywords
- polylysine
- conjugate
- group
- acid
- ole
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Lifetime
Links
- 229920000656 polylysine Polymers 0.000 title claims abstract description 84
- 108010039918 Polylysine Proteins 0.000 title claims abstract description 81
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims abstract description 31
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- 238000011282 treatment Methods 0.000 claims description 34
- 238000002360 preparation method Methods 0.000 claims description 32
- -1 imidazol-5-ylmethyl group Chemical group 0.000 claims description 21
- 239000002253 acid Substances 0.000 claims description 20
- 235000018417 cysteine Nutrition 0.000 claims description 20
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- CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 claims description 19
- RJKFOVLPORLFTN-LEKSSAKUSA-N Progesterone Chemical compound C1CC2=CC(=O)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@H](C(=O)C)[C@@]1(C)CC2 RJKFOVLPORLFTN-LEKSSAKUSA-N 0.000 claims description 18
- HVYWMOMLDIMFJA-DPAQBDIFSA-N cholesterol Natural products C1C=C2C[C@@H](O)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@H]([C@H](C)CCCC(C)C)[C@@]1(C)CC2 HVYWMOMLDIMFJA-DPAQBDIFSA-N 0.000 claims description 18
- GVJHHUAWPYXKBD-UHFFFAOYSA-N (±)-α-Tocopherol Chemical compound OC1=C(C)C(C)=C2OC(CCCC(C)CCCC(C)CCCC(C)C)(C)CCC2=C1C GVJHHUAWPYXKBD-UHFFFAOYSA-N 0.000 claims description 16
- BDJRBEYXGGNYIS-UHFFFAOYSA-N nonanedioic acid Chemical compound OC(=O)CCCCCCCC(O)=O BDJRBEYXGGNYIS-UHFFFAOYSA-N 0.000 claims description 14
- IPCSVZSSVZVIGE-UHFFFAOYSA-N hexadecanoic acid Chemical compound CCCCCCCCCCCCCCCC(O)=O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 claims description 13
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 12
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- 125000004432 carbon atom Chemical group C* 0.000 claims description 8
- WIGCFUFOHFEKBI-UHFFFAOYSA-N gamma-tocopherol Natural products CC(C)CCCC(C)CCCC(C)CCCC1CCC2C(C)C(O)C(C)C(C)C2O1 WIGCFUFOHFEKBI-UHFFFAOYSA-N 0.000 claims description 8
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- FPIPGXGPPPQFEQ-UHFFFAOYSA-N 13-cis retinol Natural products OCC=C(C)C=CC=C(C)C=CC1=C(C)CCCC1(C)C FPIPGXGPPPQFEQ-UHFFFAOYSA-N 0.000 claims description 7
- CQOQDQWUFQDJMK-SSTWWWIQSA-N 2-methoxy-17beta-estradiol Chemical compound C([C@@H]12)C[C@]3(C)[C@@H](O)CC[C@H]3[C@@H]1CCC1=C2C=C(OC)C(O)=C1 CQOQDQWUFQDJMK-SSTWWWIQSA-N 0.000 claims description 7
- QRYRORQUOLYVBU-VBKZILBWSA-N Carnosic acid Natural products CC([C@@H]1CC2)(C)CCC[C@]1(C(O)=O)C1=C2C=C(C(C)C)C(O)=C1O QRYRORQUOLYVBU-VBKZILBWSA-N 0.000 claims description 7
- 108010087806 Carnosine Proteins 0.000 claims description 7
- ZZZCUOFIHGPKAK-UHFFFAOYSA-N D-erythro-ascorbic acid Natural products OCC1OC(=O)C(O)=C1O ZZZCUOFIHGPKAK-UHFFFAOYSA-N 0.000 claims description 7
- CQOVPNPJLQNMDC-UHFFFAOYSA-N N-beta-alanyl-L-histidine Natural products NCCC(=O)NC(C(O)=O)CC1=CN=CN1 CQOVPNPJLQNMDC-UHFFFAOYSA-N 0.000 claims description 7
- 208000018737 Parkinson disease Diseases 0.000 claims description 7
- FPIPGXGPPPQFEQ-BOOMUCAASA-N Vitamin A Natural products OC/C=C(/C)\C=C\C=C(\C)/C=C/C1=C(C)CCCC1(C)C FPIPGXGPPPQFEQ-BOOMUCAASA-N 0.000 claims description 7
- 229930003268 Vitamin C Natural products 0.000 claims description 7
- CQOVPNPJLQNMDC-ZETCQYMHSA-N carnosine Chemical compound [NH3+]CCC(=O)N[C@H](C([O-])=O)CC1=CNC=N1 CQOVPNPJLQNMDC-ZETCQYMHSA-N 0.000 claims description 7
- 229940044199 carnosine Drugs 0.000 claims description 7
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 claims description 7
- 150000003455 sulfinic acids Chemical class 0.000 claims description 7
- 235000019155 vitamin A Nutrition 0.000 claims description 7
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- 229940045997 vitamin a Drugs 0.000 claims description 7
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 claims description 6
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 claims description 6
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 claims description 6
- 208000016604 Lyme disease Diseases 0.000 claims description 6
- 208000019695 Migraine disease Diseases 0.000 claims description 6
- 239000005642 Oleic acid Substances 0.000 claims description 6
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 claims description 6
- 235000021314 Palmitic acid Nutrition 0.000 claims description 6
- 229960004373 acetylcholine Drugs 0.000 claims description 6
- 150000001413 amino acids Chemical class 0.000 claims description 6
- 206010015037 epilepsy Diseases 0.000 claims description 6
- 229910052739 hydrogen Inorganic materials 0.000 claims description 6
- 239000001257 hydrogen Substances 0.000 claims description 6
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 6
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 claims description 6
- 206010027599 migraine Diseases 0.000 claims description 6
- WQEPLUUGTLDZJY-UHFFFAOYSA-N n-Pentadecanoic acid Natural products CCCCCCCCCCCCCCC(O)=O WQEPLUUGTLDZJY-UHFFFAOYSA-N 0.000 claims description 6
- 208000024827 Alzheimer disease Diseases 0.000 claims description 5
- 208000023105 Huntington disease Diseases 0.000 claims description 5
- 235000021355 Stearic acid Nutrition 0.000 claims description 5
- 150000007513 acids Chemical class 0.000 claims description 5
- 230000004770 neurodegeneration Effects 0.000 claims description 5
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 claims description 5
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 claims description 5
- 235000021313 oleic acid Nutrition 0.000 claims description 5
- 229920006395 saturated elastomer Polymers 0.000 claims description 5
- 239000008117 stearic acid Substances 0.000 claims description 5
- 125000003161 (C1-C6) alkylene group Chemical group 0.000 claims description 4
- 208000030507 AIDS Diseases 0.000 claims description 4
- 208000031886 HIV Infections Diseases 0.000 claims description 4
- 208000037357 HIV infectious disease Diseases 0.000 claims description 4
- 208000026350 Inborn Genetic disease Diseases 0.000 claims description 4
- 125000002057 carboxymethyl group Chemical group [H]OC(=O)C([H])([H])[*] 0.000 claims description 4
- 230000006378 damage Effects 0.000 claims description 4
- 150000004985 diamines Chemical class 0.000 claims description 4
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- 208000033519 human immunodeficiency virus infectious disease Diseases 0.000 claims description 4
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 4
- TUNFSRHWOTWDNC-HKGQFRNVSA-N tetradecanoic acid Chemical compound CCCCCCCCCCCCC[14C](O)=O TUNFSRHWOTWDNC-HKGQFRNVSA-N 0.000 claims description 4
- 206010002556 Ankylosing Spondylitis Diseases 0.000 claims description 3
- 206010012289 Dementia Diseases 0.000 claims description 3
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- 208000010693 Charcot-Marie-Tooth Disease Diseases 0.000 claims description 2
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- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 18
- 238000005859 coupling reaction Methods 0.000 description 17
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- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 14
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02A—TECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE
- Y02A50/00—TECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE in human health protection, e.g. against extreme weather
- Y02A50/30—Against vector-borne diseases, e.g. mosquito-borne, fly-borne, tick-borne or waterborne diseases whose impact is exacerbated by climate change
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- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Animal Behavior & Ethology (AREA)
- Pharmacology & Pharmacy (AREA)
- Medicinal Chemistry (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Organic Chemistry (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Neurology (AREA)
- Neurosurgery (AREA)
- Biomedical Technology (AREA)
- Proteomics, Peptides & Aminoacids (AREA)
- Molecular Biology (AREA)
- Epidemiology (AREA)
- Hospice & Palliative Care (AREA)
- Rheumatology (AREA)
- Pain & Pain Management (AREA)
- Psychiatry (AREA)
- Oncology (AREA)
- Communicable Diseases (AREA)
- Virology (AREA)
- Psychology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Peptides Or Proteins (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Saccharide Compounds (AREA)
- Medicinal Preparation (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Polyamides (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR94/13861 | 1994-11-18 | ||
| FR9413861A FR2727117A1 (fr) | 1994-11-18 | 1994-11-18 | Utilisation de conjugues de la polylysine pour la preparation de medicaments utiles dans le traitement des maladies neurodegeneratives et des affections degeneratives a caractere autoimmun |
| PCT/FR1995/001517 WO1996015810A1 (fr) | 1994-11-18 | 1995-11-17 | Conjugues monofonctionnels et/ou polyfonctionnels de la polylysine |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CA2205557A1 CA2205557A1 (en) | 1996-05-30 |
| CA2205557C true CA2205557C (en) | 2008-07-15 |
Family
ID=9468953
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA002205557A Expired - Lifetime CA2205557C (en) | 1994-11-18 | 1995-11-17 | Monofunctional and/or polyfunctional polylysine conjugates |
Country Status (14)
| Country | Link |
|---|---|
| US (1) | US6114388A (enExample) |
| EP (1) | EP0792167B1 (enExample) |
| JP (1) | JP4128618B2 (enExample) |
| AT (1) | ATE202487T1 (enExample) |
| AU (1) | AU694825B2 (enExample) |
| CA (1) | CA2205557C (enExample) |
| DE (1) | DE69521521T2 (enExample) |
| DK (1) | DK0792167T3 (enExample) |
| ES (1) | ES2161915T3 (enExample) |
| FR (1) | FR2727117A1 (enExample) |
| GR (1) | GR3036710T3 (enExample) |
| NZ (1) | NZ297040A (enExample) |
| PT (1) | PT792167E (enExample) |
| WO (1) | WO1996015810A1 (enExample) |
Families Citing this family (31)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AUPO104396A0 (en) * | 1996-07-17 | 1996-08-08 | Biomolecular Research Institute Limited | Antiviral linear polymers |
| CN1185253C (zh) | 1997-04-18 | 2005-01-19 | 诺瓦提斯公司 | 新糖蛋白 |
| FR2763853B1 (fr) * | 1997-05-28 | 2000-01-07 | Oreal | Association d'un retinoide avec un polymere polyamine |
| DE19732139C2 (de) * | 1997-07-25 | 2002-10-10 | Max Planck Gesellschaft | Mesomorphe Komplexe aus Vitamin A-Säure und kationischen Polyelektrolyten, Verfahren zu ihrer Herstellung und diese enthaltende pharmazeutische Zusammensetzungen |
| FR2773808B1 (fr) * | 1998-01-20 | 2000-05-05 | Sagebo | Composes susceptibles de pieger les ions metalliques, leur procede d'obtention et leur utilisation |
| US6919076B1 (en) | 1998-01-20 | 2005-07-19 | Pericor Science, Inc. | Conjugates of agents and transglutaminase substrate linking molecules |
| US6686446B2 (en) * | 1998-03-19 | 2004-02-03 | The Regents Of The University Of California | Methods and compositions for controlled polypeptide synthesis |
| GB9811059D0 (en) * | 1998-05-23 | 1998-07-22 | Univ Strathclyde | Polyamino acid vesicles |
| JP4703851B2 (ja) | 1998-07-30 | 2011-06-15 | シグマ−タウ・インドゥストリエ・ファルマチェウチケ・リウニテ・ソシエタ・ペル・アチオニ | Ｌ−カルニチンおよびそのアルカノイル誘導体の、抗癌作用を有する医薬品の製造のための使用 |
| EP1189928A1 (en) * | 1999-05-10 | 2002-03-27 | The Regents Of The University Of California | Methods and compositions for controlled polypeptide synthesis |
| US20020072509A1 (en) * | 2000-10-11 | 2002-06-13 | Stein Donald Gerald | Methods for the treatment of a traumatic central nervous system injury |
| US7658926B2 (en) * | 2001-09-14 | 2010-02-09 | Opexa Pharmaceuticals, Inc. | Autologous T-cell vaccines materials and methods |
| FR2842422B1 (fr) * | 2002-07-16 | 2006-06-30 | Univ Aix Marseille Ii | Compositions destinees au traitement des neuropathies peripheriques, preparation et utilisations |
| US7695713B2 (en) * | 2002-08-08 | 2010-04-13 | Baylor College Of Medicine | Isolation and identification of T cells |
| WO2004020673A1 (en) * | 2002-08-28 | 2004-03-11 | Millipore Corporation | Compositions of solution for sequencing reaction clean-up |
| US8338648B2 (en) * | 2004-06-12 | 2012-12-25 | Signum Biosciences, Inc. | Topical compositions and methods for epithelial-related conditions |
| RS52471B (sr) * | 2005-03-24 | 2013-02-28 | Emory University | Režimi doziranja za lečenje traumatske povrede mozga progesteronom |
| US7473687B2 (en) * | 2005-03-24 | 2009-01-06 | Emory University | Methods for the treatment of a traumatic central nervous system injury |
| FR2886153B1 (fr) * | 2005-05-27 | 2009-04-10 | Gemac Sa | Composition destinee au traitement de la sclerose en plaques |
| PT2016414E (pt) * | 2006-05-05 | 2015-11-24 | Opexa Therapeutics | Vacina de células t |
| FR2905868B1 (fr) * | 2006-09-18 | 2012-12-21 | Gemac | Composition destinee au traitement de la sclerose laterale amyotrophique |
| SI2107913T1 (sl) | 2006-12-22 | 2012-05-31 | Croma Pharma Ges M B H | Uporaba tioliranih polisaharidov za tkivno avgmentacijo |
| FR2913335B1 (fr) * | 2007-03-06 | 2009-06-05 | Michel Geffard | Utilisation de conjugues d'acides gras et de poly-l-lysine pour lutter contre des microorganismes pathogenes. |
| EP2085082A1 (en) * | 2008-01-29 | 2009-08-05 | Nutromnia S.R.L. | Treatment of cognitive decline |
| MX2013011835A (es) * | 2011-04-12 | 2013-11-01 | Nestec Sa | Composiciones nutricionales que incluyen acidos grasos de cadena ramificada para la curacion de heridas. |
| KR20160132034A (ko) | 2014-03-13 | 2016-11-16 | 우니페르시테트 바젤 | 미엘린-관련 당단백질에 대한 IgM 항체와 결합하는 탄수화물 리간드 |
| FR3030524B1 (fr) * | 2014-12-17 | 2017-01-20 | Hydro-Fill | Utilisation de pll pour ameliorer la stabilite de molecules en solution |
| HK1252262A1 (zh) | 2015-09-16 | 2019-05-24 | 巴塞尔大学 | 结合抗糖鞘脂糖蛋白表位抗体的碳水化合物配体 |
| FR3048616B1 (fr) * | 2016-03-14 | 2018-04-06 | Polyneuros | Polycomplexes de composes poly-lysine pour la prevention et/ou la lutte contre la sclerose laterale amyotrophique |
| FR3122573B1 (fr) * | 2021-05-10 | 2024-03-29 | Hydro Fill Tech | Compositions de conjugués poly-lysine et de micelles et/ou de copolymères de poly-lysine |
| FR3122571B1 (fr) * | 2021-05-10 | 2023-05-12 | Hydro Fill Tech | Compositions et leur utilisation pour rétablir la perméabilité intestinale et/ou prévenir ou lutter contre des maladies multifactorielles |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2967069D1 (en) * | 1978-01-16 | 1984-08-02 | Univ Boston | Effecting cellular uptake of molecules |
| DE3546150A1 (de) * | 1985-06-24 | 1987-01-22 | Hoechst Ag | Membrananker-wirkstoffkonjugat, seine herstellung sowie seine verwendung |
| GB9004538D0 (en) * | 1990-02-28 | 1990-04-25 | Offord Robin E | Chemical compounds |
| ES2199935T3 (es) * | 1991-03-15 | 2004-03-01 | Amgen Inc. | Pegilacion de polipeptidos. |
| WO1993025197A1 (en) * | 1992-06-12 | 1993-12-23 | Affymax Technologies N.V. | Compositions and methods for enhanced drug delivery |
| FR2705234B1 (fr) * | 1993-05-19 | 1995-08-04 | Geffard Michel | Utilisation de molécules reconnues par des autoanticorps de sérums humains pour le diagnostic ou le traitement du SIDA. |
-
1994
- 1994-11-18 FR FR9413861A patent/FR2727117A1/fr active Granted
-
1995
- 1995-11-17 PT PT95940329T patent/PT792167E/pt unknown
- 1995-11-17 AU AU41811/96A patent/AU694825B2/en not_active Ceased
- 1995-11-17 DK DK95940329T patent/DK0792167T3/da active
- 1995-11-17 ES ES95940329T patent/ES2161915T3/es not_active Expired - Lifetime
- 1995-11-17 EP EP95940329A patent/EP0792167B1/fr not_active Expired - Lifetime
- 1995-11-17 WO PCT/FR1995/001517 patent/WO1996015810A1/fr not_active Ceased
- 1995-11-17 AT AT95940329T patent/ATE202487T1/de not_active IP Right Cessation
- 1995-11-17 DE DE69521521T patent/DE69521521T2/de not_active Expired - Lifetime
- 1995-11-17 NZ NZ297040A patent/NZ297040A/xx unknown
- 1995-11-17 CA CA002205557A patent/CA2205557C/en not_active Expired - Lifetime
- 1995-11-17 US US08/836,199 patent/US6114388A/en not_active Expired - Lifetime
- 1995-11-17 JP JP51662296A patent/JP4128618B2/ja not_active Expired - Fee Related
-
2001
- 2001-09-26 GR GR20010401567T patent/GR3036710T3/el not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| ES2161915T3 (es) | 2001-12-16 |
| AU694825B2 (en) | 1998-07-30 |
| DK0792167T3 (da) | 2001-10-29 |
| ATE202487T1 (de) | 2001-07-15 |
| GR3036710T3 (en) | 2001-12-31 |
| EP0792167A1 (fr) | 1997-09-03 |
| WO1996015810A1 (fr) | 1996-05-30 |
| JP4128618B2 (ja) | 2008-07-30 |
| DE69521521T2 (de) | 2002-04-25 |
| FR2727117A1 (fr) | 1996-05-24 |
| DE69521521D1 (de) | 2001-08-02 |
| US6114388A (en) | 2000-09-05 |
| NZ297040A (en) | 1999-05-28 |
| CA2205557A1 (en) | 1996-05-30 |
| EP0792167B1 (fr) | 2001-06-27 |
| FR2727117B1 (enExample) | 1997-02-21 |
| AU4181196A (en) | 1996-06-17 |
| PT792167E (pt) | 2001-12-28 |
| JPH10511643A (ja) | 1998-11-10 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| EEER | Examination request | ||
| MKEX | Expiry |
Effective date: 20151117 |