NL8900943A - Protease inhibitor. - Google Patents
Protease inhibitor. Download PDFInfo
- Publication number
- NL8900943A NL8900943A NL8900943A NL8900943A NL8900943A NL 8900943 A NL8900943 A NL 8900943A NL 8900943 A NL8900943 A NL 8900943A NL 8900943 A NL8900943 A NL 8900943A NL 8900943 A NL8900943 A NL 8900943A
- Authority
- NL
- Netherlands
- Prior art keywords
- protease
- substance according
- gelin
- inhibitor
- chymotrypsin
- Prior art date
Links
- 229940124158 Protease/peptidase inhibitor Drugs 0.000 title abstract description 11
- 239000000137 peptide hydrolase inhibitor Substances 0.000 title abstract description 11
- 239000002537 cosmetic Substances 0.000 claims abstract description 6
- 238000002360 preparation method Methods 0.000 claims abstract description 6
- 230000002401 inhibitory effect Effects 0.000 claims description 13
- 239000000126 substance Substances 0.000 claims description 12
- 239000000203 mixture Substances 0.000 claims description 10
- 241000545744 Hirudinea Species 0.000 claims description 8
- 102100022712 Alpha-1-antitrypsin Human genes 0.000 claims description 6
- 101000823116 Homo sapiens Alpha-1-antitrypsin Proteins 0.000 claims description 6
- 101001010513 Homo sapiens Leukocyte elastase inhibitor Proteins 0.000 claims description 6
- 241000500851 Poecilobdella manillensis Species 0.000 claims description 6
- 230000002764 anti-chymotrypsin effect Effects 0.000 claims description 6
- 238000000034 method Methods 0.000 claims description 6
- 108091028043 Nucleic acid sequence Proteins 0.000 claims description 2
- 201000010099 disease Diseases 0.000 claims description 2
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims description 2
- 208000024693 gingival disease Diseases 0.000 claims description 2
- 230000002829 reductive effect Effects 0.000 claims description 2
- 241000894007 species Species 0.000 claims description 2
- 108091005804 Peptidases Proteins 0.000 claims 9
- 239000004365 Protease Substances 0.000 claims 9
- 102100037486 Reverse transcriptase/ribonuclease H Human genes 0.000 claims 9
- 229920001184 polypeptide Polymers 0.000 claims 3
- 102000004196 processed proteins & peptides Human genes 0.000 claims 3
- 108090000765 processed proteins & peptides Proteins 0.000 claims 3
- 125000003275 alpha amino acid group Chemical group 0.000 claims 1
- 230000002255 enzymatic effect Effects 0.000 claims 1
- 230000035784 germination Effects 0.000 claims 1
- 239000008194 pharmaceutical composition Substances 0.000 claims 1
- 230000002265 prevention Effects 0.000 claims 1
- 108010067372 Pancreatic elastase Proteins 0.000 abstract description 12
- 102000016387 Pancreatic elastase Human genes 0.000 abstract description 12
- 108090000317 Chymotrypsin Proteins 0.000 abstract description 8
- 229960002376 chymotrypsin Drugs 0.000 abstract description 8
- 239000003112 inhibitor Substances 0.000 abstract description 7
- 229940122644 Chymotrypsin inhibitor Drugs 0.000 abstract description 5
- 101710137926 Chymotrypsin inhibitor Proteins 0.000 abstract description 5
- 239000003541 chymotrypsin inhibitor Substances 0.000 abstract description 5
- 230000003115 biocidal effect Effects 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 12
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 10
- 238000000746 purification Methods 0.000 description 8
- 239000000872 buffer Substances 0.000 description 7
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 6
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 6
- 229940122858 Elastase inhibitor Drugs 0.000 description 5
- 150000001413 amino acids Chemical group 0.000 description 5
- 239000000243 solution Substances 0.000 description 5
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 4
- 238000002835 absorbance Methods 0.000 description 4
- 238000003556 assay Methods 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- 239000003602 elastase inhibitor Substances 0.000 description 4
- 239000000463 material Substances 0.000 description 4
- QKNYBSVHEMOAJP-UHFFFAOYSA-N 2-amino-2-(hydroxymethyl)propane-1,3-diol;hydron;chloride Chemical compound Cl.OCC(N)(CO)CO QKNYBSVHEMOAJP-UHFFFAOYSA-N 0.000 description 3
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 3
- 229920005654 Sephadex Polymers 0.000 description 3
- 239000012507 Sephadex™ Substances 0.000 description 3
- 238000010521 absorption reaction Methods 0.000 description 3
- 229960000583 acetic acid Drugs 0.000 description 3
- 239000012362 glacial acetic acid Substances 0.000 description 3
- 102000004169 proteins and genes Human genes 0.000 description 3
- 108090000623 proteins and genes Proteins 0.000 description 3
- 239000011780 sodium chloride Substances 0.000 description 3
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- 102000007625 Hirudins Human genes 0.000 description 2
- 108010007267 Hirudins Proteins 0.000 description 2
- 241000237902 Hirudo medicinalis Species 0.000 description 2
- ALSPKRWQCLSJLV-UHFFFAOYSA-N azanium;acetic acid;acetate Chemical compound [NH4+].CC(O)=O.CC([O-])=O ALSPKRWQCLSJLV-UHFFFAOYSA-N 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 239000003593 chromogenic compound Substances 0.000 description 2
- 239000012153 distilled water Substances 0.000 description 2
- 238000002474 experimental method Methods 0.000 description 2
- WQPDUTSPKFMPDP-OUMQNGNKSA-N hirudin Chemical compound C([C@@H](C(=O)N[C@@H](CCC(O)=O)C(=O)N[C@@H](CCC(O)=O)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N1[C@@H](CCC1)C(=O)N[C@@H](CCC(O)=O)C(=O)N[C@@H](CCC(O)=O)C(=O)N[C@@H](CC=1C=CC(OS(O)(=O)=O)=CC=1)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CCC(N)=O)C(O)=O)NC(=O)[C@H](CC(O)=O)NC(=O)CNC(=O)[C@H](CC(O)=O)NC(=O)[C@H](CC(N)=O)NC(=O)[C@H](CC=1NC=NC=1)NC(=O)[C@H](CO)NC(=O)[C@H](CCC(N)=O)NC(=O)[C@H]1N(CCC1)C(=O)[C@H](CCCCN)NC(=O)[C@H]1N(CCC1)C(=O)[C@@H](NC(=O)CNC(=O)[C@H](CCC(O)=O)NC(=O)CNC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@H]1NC(=O)[C@H](CCC(N)=O)NC(=O)[C@H](CC(N)=O)NC(=O)[C@H](CCCCN)NC(=O)[C@H](CCC(O)=O)NC(=O)CNC(=O)[C@H](CC(O)=O)NC(=O)[C@H](CO)NC(=O)CNC(=O)[C@H](CC(C)C)NC(=O)[C@H]([C@@H](C)CC)NC(=O)[C@@H]2CSSC[C@@H](C(=O)N[C@@H](CCC(O)=O)C(=O)NCC(=O)N[C@@H](CO)C(=O)N[C@@H](CC(N)=O)C(=O)N[C@H](C(=O)N[C@H](C(NCC(=O)N[C@@H](CCC(N)=O)C(=O)NCC(=O)N[C@@H](CC(N)=O)C(=O)N[C@@H](CCCCN)C(=O)N2)=O)CSSC1)C(C)C)NC(=O)[C@H](CC(C)C)NC(=O)[C@H]1NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CC(N)=O)NC(=O)[C@H](CCC(N)=O)NC(=O)CNC(=O)[C@H](CO)NC(=O)[C@H](CCC(O)=O)NC(=O)[C@H]([C@@H](C)O)NC(=O)[C@@H](NC(=O)[C@H](CC(O)=O)NC(=O)[C@@H](NC(=O)[C@H](CC=2C=CC(O)=CC=2)NC(=O)[C@@H](NC(=O)[C@@H](N)C(C)C)C(C)C)[C@@H](C)O)CSSC1)C(C)C)[C@@H](C)O)[C@@H](C)O)C1=CC=CC=C1 WQPDUTSPKFMPDP-OUMQNGNKSA-N 0.000 description 2
- 229940006607 hirudin Drugs 0.000 description 2
- 239000008188 pellet Substances 0.000 description 2
- 239000011541 reaction mixture Substances 0.000 description 2
- 238000004007 reversed phase HPLC Methods 0.000 description 2
- 239000000758 substrate Substances 0.000 description 2
- USFZMSVCRYTOJT-UHFFFAOYSA-N Ammonium acetate Chemical compound N.CC(O)=O USFZMSVCRYTOJT-UHFFFAOYSA-N 0.000 description 1
- 239000005695 Ammonium acetate Substances 0.000 description 1
- 229920002134 Carboxymethyl cellulose Polymers 0.000 description 1
- 229940122079 Cathepsin G inhibitor Drugs 0.000 description 1
- PTHCMJGKKRQCBF-UHFFFAOYSA-N Cellulose, microcrystalline Chemical compound OC1C(O)C(OC)OC(CO)C1OC1C(O)C(O)C(OC)C(CO)O1 PTHCMJGKKRQCBF-UHFFFAOYSA-N 0.000 description 1
- 206010014561 Emphysema Diseases 0.000 description 1
- 102000004190 Enzymes Human genes 0.000 description 1
- 108090000790 Enzymes Proteins 0.000 description 1
- 241001465754 Metazoa Species 0.000 description 1
- 125000001429 N-terminal alpha-amino-acid group Chemical group 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- 229940043376 ammonium acetate Drugs 0.000 description 1
- 235000019257 ammonium acetate Nutrition 0.000 description 1
- 229940121363 anti-inflammatory agent Drugs 0.000 description 1
- 239000002260 anti-inflammatory agent Substances 0.000 description 1
- 206010003246 arthritis Diseases 0.000 description 1
- 239000001768 carboxy methyl cellulose Substances 0.000 description 1
- 235000010948 carboxy methyl cellulose Nutrition 0.000 description 1
- 239000008112 carboxymethyl-cellulose Substances 0.000 description 1
- 210000000748 cardiovascular system Anatomy 0.000 description 1
- 238000005119 centrifugation Methods 0.000 description 1
- 238000012512 characterization method Methods 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 238000010790 dilution Methods 0.000 description 1
- 239000012895 dilution Substances 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 229940088598 enzyme Drugs 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 238000002955 isolation Methods 0.000 description 1
- 210000000265 leukocyte Anatomy 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- MYWUZJCMWCOHBA-VIFPVBQESA-N methamphetamine Chemical compound CN[C@@H](C)CC1=CC=CC=C1 MYWUZJCMWCOHBA-VIFPVBQESA-N 0.000 description 1
- 230000036961 partial effect Effects 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- OVARTBFNCCXQKS-UHFFFAOYSA-N propan-2-one;hydrate Chemical compound O.CC(C)=O OVARTBFNCCXQKS-UHFFFAOYSA-N 0.000 description 1
- 210000003296 saliva Anatomy 0.000 description 1
- 230000028327 secretion Effects 0.000 description 1
- 238000005204 segregation Methods 0.000 description 1
- 208000017520 skin disease Diseases 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000006228 supernatant Substances 0.000 description 1
- YNJBWRMUSHSURL-UHFFFAOYSA-N trichloroacetic acid Chemical compound OC(=O)C(Cl)(Cl)Cl YNJBWRMUSHSURL-UHFFFAOYSA-N 0.000 description 1
- 239000002699 waste material Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K7/00—Peptides having 5 to 20 amino acids in a fully defined sequence; Derivatives thereof
- C07K7/04—Linear peptides containing only normal peptide links
- C07K7/08—Linear peptides containing only normal peptide links having 12 to 20 amino acids
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K14/00—Peptides having more than 20 amino acids; Gastrins; Somatostatins; Melanotropins; Derivatives thereof
- C07K14/81—Protease inhibitors
- C07K14/815—Protease inhibitors from leeches, e.g. hirudin, eglin
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K35/00—Medicinal preparations containing materials or reaction products thereof with undetermined constitution
- A61K35/56—Materials from animals other than mammals
- A61K35/62—Leeches; Worms, e.g. cestodes, tapeworms, nematodes, roundworms, earth worms, ascarids, filarias, hookworms, trichinella or taenia
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
- A61P1/02—Stomatological preparations, e.g. drugs for caries, aphtae, periodontitis
-
- 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
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K38/00—Medicinal preparations containing peptides
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- General Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- Pharmacology & Pharmacy (AREA)
- Tropical Medicine & Parasitology (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Genetics & Genomics (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Proteomics, Peptides & Aminoacids (AREA)
- Molecular Biology (AREA)
- General Chemical & Material Sciences (AREA)
- Biochemistry (AREA)
- Biophysics (AREA)
- Gastroenterology & Hepatology (AREA)
- Epidemiology (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Communicable Diseases (AREA)
- Oncology (AREA)
- Pulmonology (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Peptides Or Proteins (AREA)
- Cosmetics (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Priority Applications (12)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| NL8900943A NL8900943A (nl) | 1989-04-14 | 1989-04-14 | Protease inhibitor. |
| AT90907508T ATE157989T1 (de) | 1989-04-14 | 1990-04-12 | Proteasehemmer |
| KR1019910701325A KR0167344B1 (ko) | 1989-04-14 | 1990-04-12 | 프로테아제 억제제 |
| PCT/NL1990/000046 WO1990012808A1 (en) | 1989-04-14 | 1990-04-12 | Protease inhibitor |
| EP90907508A EP0466833B1 (en) | 1989-04-14 | 1990-04-12 | Protease inhibitor |
| DK90907508.7T DK0466833T3 (da) | 1989-04-14 | 1990-04-12 | Insekticide og synergistiske miticide midler |
| ES90907508T ES2108694T3 (es) | 1989-04-14 | 1990-04-12 | Inhibidor de proteasa. |
| DE69031424T DE69031424T2 (de) | 1989-04-14 | 1990-04-12 | Proteasehemmer |
| AU55492/90A AU648252B2 (en) | 1989-04-14 | 1990-04-12 | Protease inhibitor |
| CA002053242A CA2053242C (en) | 1989-04-14 | 1990-04-12 | Protease inhibitor |
| US07/768,226 US5397694A (en) | 1989-04-14 | 1990-04-12 | Protease inhibitor |
| JP02506704A JP3101629B2 (ja) | 1989-04-14 | 1990-04-12 | プロテアーゼインヒビター |
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| NL8900943 | 1989-04-14 | ||
| NL8900943A NL8900943A (nl) | 1989-04-14 | 1989-04-14 | Protease inhibitor. |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| NL8900943A true NL8900943A (nl) | 1990-11-01 |
Family
ID=19854482
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NL8900943A NL8900943A (nl) | 1989-04-14 | 1989-04-14 | Protease inhibitor. |
Country Status (12)
| Country | Link |
|---|---|
| US (1) | US5397694A (es) |
| EP (1) | EP0466833B1 (es) |
| JP (1) | JP3101629B2 (es) |
| KR (1) | KR0167344B1 (es) |
| AT (1) | ATE157989T1 (es) |
| AU (1) | AU648252B2 (es) |
| CA (1) | CA2053242C (es) |
| DE (1) | DE69031424T2 (es) |
| DK (1) | DK0466833T3 (es) |
| ES (1) | ES2108694T3 (es) |
| NL (1) | NL8900943A (es) |
| WO (1) | WO1990012808A1 (es) |
Families Citing this family (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NZ270194A (en) * | 1994-01-07 | 1996-05-28 | Ciba Geigy Ag | Hirustasin, a serine protease inhibitor from hirudo medicinalis |
| EP0662514A1 (en) * | 1994-01-07 | 1995-07-12 | Ciba-Geigy Ag | Hirustasin, an antistasin type serine proteinase inhibitor from Hiruda |
| KR0137519B1 (ko) * | 1995-04-27 | 1998-04-30 | 심상철 | 한국산 흡혈종 거머리(Hirudo nipponia)로 부터 분리한 일래스테이즈 억제 단백질 및 그의 제조방법 |
| GB2304048A (en) * | 1995-08-12 | 1997-03-12 | John William Carson | Medicament containing saliva extract |
| KR100224383B1 (ko) | 1996-09-09 | 1999-10-15 | 윤덕용 | 거머린에서 유도된 단백질분해효소 억제활성을지닌 펩타이드 |
| FR2755015B1 (fr) * | 1996-10-25 | 1998-12-24 | Sod Conseils Rech Applic | Utilisation d'un extrait flavonoidique de ginkgo biloba substantiellement depourvu de terpenes, dans le domaine buccodentaire, et composition contenant un tel extrait |
| FR2763944B1 (fr) * | 1997-06-03 | 2000-12-15 | Centre Nat Rech Scient | Nouveaux derives de coumarines, leurs procedes de preparation et leur application comme medicaments en tant qu'inhibiteurs de proteases |
| AT406120B (de) * | 1997-08-28 | 2000-02-25 | Immuno Ag | Gewebekleber |
| CA2385488C (en) * | 1999-09-24 | 2015-07-07 | Proteon Therapeutics, Inc. | Systems and methods for opening obstructed biological conduits |
| US7632494B2 (en) * | 1999-09-24 | 2009-12-15 | Proteon Therapeutics, Inc. | Methods for enlarging the diameter of a biological conduit in a human subject |
| US7063838B1 (en) * | 1999-09-24 | 2006-06-20 | Proteon Therapeutics Llc | Methods for treating an artery or vein in a human subject |
| US20080025966A1 (en) * | 2004-01-30 | 2008-01-31 | Currie Mark G | Methods And Compositions For The Treatment Of Gastrointestinal disorders |
| US20110034396A1 (en) * | 2005-09-28 | 2011-02-10 | Biovascular, Inc. | Methods and compositions for inhibiting cell migration and treatment of inflammatory conditions |
| US7691839B2 (en) * | 2005-09-28 | 2010-04-06 | Biovascular, Inc. | Methods and compositions for blocking platelet and cell adhesion, cell migration and inflammation |
| EP2316465A1 (en) * | 2009-10-15 | 2011-05-04 | Centre National De La Recherche Scientifique | Use of extract of leeches' saliva as anti-bacterial agent for the manufacture of different compositons |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2808396C2 (de) * | 1978-02-27 | 1984-04-19 | Plantorgan Werk Heinrich G.E. Christensen, KG, 2903 Bad Zwischenahn | Protease-Inhibitoren |
| DE3445532A1 (de) * | 1984-12-13 | 1986-06-19 | Plantorgan Werk Heinrich G.E. Christensen, KG, 2903 Bad Zwischenahn | Hirudin-pa, desulfatohirudine-pa, verfahren zur herstellung und pharmazeutische mittel, die diese wirkstoffe enthalten |
-
1989
- 1989-04-14 NL NL8900943A patent/NL8900943A/nl not_active Application Discontinuation
-
1990
- 1990-04-12 CA CA002053242A patent/CA2053242C/en not_active Expired - Lifetime
- 1990-04-12 AU AU55492/90A patent/AU648252B2/en not_active Expired
- 1990-04-12 WO PCT/NL1990/000046 patent/WO1990012808A1/en not_active Ceased
- 1990-04-12 JP JP02506704A patent/JP3101629B2/ja not_active Expired - Lifetime
- 1990-04-12 EP EP90907508A patent/EP0466833B1/en not_active Expired - Lifetime
- 1990-04-12 DE DE69031424T patent/DE69031424T2/de not_active Expired - Lifetime
- 1990-04-12 US US07/768,226 patent/US5397694A/en not_active Expired - Lifetime
- 1990-04-12 AT AT90907508T patent/ATE157989T1/de not_active IP Right Cessation
- 1990-04-12 DK DK90907508.7T patent/DK0466833T3/da active
- 1990-04-12 KR KR1019910701325A patent/KR0167344B1/ko not_active Expired - Fee Related
- 1990-04-12 ES ES90907508T patent/ES2108694T3/es not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| CA2053242A1 (en) | 1990-10-15 |
| DE69031424D1 (de) | 1997-10-16 |
| JPH04507238A (ja) | 1992-12-17 |
| ATE157989T1 (de) | 1997-09-15 |
| WO1990012808A1 (en) | 1990-11-01 |
| DK0466833T3 (da) | 1998-04-14 |
| CA2053242C (en) | 2000-09-19 |
| AU648252B2 (en) | 1994-04-21 |
| DE69031424T2 (de) | 1998-04-09 |
| EP0466833B1 (en) | 1997-09-10 |
| KR920701247A (ko) | 1992-08-11 |
| EP0466833A1 (en) | 1992-01-22 |
| ES2108694T3 (es) | 1998-01-01 |
| US5397694A (en) | 1995-03-14 |
| JP3101629B2 (ja) | 2000-10-23 |
| AU5549290A (en) | 1990-11-16 |
| KR0167344B1 (ko) | 1999-01-15 |
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