DE153998T1 - Verbindungen mit entzuendungshemmender aktivitaet, hergestellt durch komplexierung mit beta-cyclodextrin und pharmazeutische zusammensetzungen welche diese enthalten. - Google Patents
Verbindungen mit entzuendungshemmender aktivitaet, hergestellt durch komplexierung mit beta-cyclodextrin und pharmazeutische zusammensetzungen welche diese enthalten.Info
- Publication number
- DE153998T1 DE153998T1 DE198484113923T DE84113923T DE153998T1 DE 153998 T1 DE153998 T1 DE 153998T1 DE 198484113923 T DE198484113923 T DE 198484113923T DE 84113923 T DE84113923 T DE 84113923T DE 153998 T1 DE153998 T1 DE 153998T1
- Authority
- DE
- Germany
- Prior art keywords
- compounds
- cyclodextrins
- piroxicam
- complex
- complexing
- 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.)
- Pending
Links
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/54—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with at least one nitrogen and one sulfur as the ring hetero atoms, e.g. sulthiame
- A61K31/5415—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with at least one nitrogen and one sulfur as the ring hetero atoms, e.g. sulthiame ortho- or peri-condensed with carbocyclic ring systems, e.g. phenothiazine, chlorpromazine, piroxicam
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B82—NANOTECHNOLOGY
- B82Y—SPECIFIC USES OR APPLICATIONS OF NANOSTRUCTURES; MEASUREMENT OR ANALYSIS OF NANOSTRUCTURES; MANUFACTURE OR TREATMENT OF NANOSTRUCTURES
- B82Y5/00—Nanobiotechnology or nanomedicine, e.g. protein engineering or drug delivery
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/70—Carbohydrates; Sugars; Derivatives thereof
- A61K31/715—Polysaccharides, i.e. having more than five saccharide radicals attached to each other by glycosidic linkages; Derivatives thereof, e.g. ethers, esters
- A61K31/716—Glucans
- A61K31/724—Cyclodextrins
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
- A61K47/50—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
- A61K47/50—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates
- A61K47/69—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates the conjugate being characterised by physical or galenical forms, e.g. emulsion, particle, inclusion complex, stent or kit
- A61K47/6949—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates the conjugate being characterised by physical or galenical forms, e.g. emulsion, particle, inclusion complex, stent or kit inclusion complexes, e.g. clathrates, cavitates or fullerenes
- A61K47/6951—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates the conjugate being characterised by physical or galenical forms, e.g. emulsion, particle, inclusion complex, stent or kit inclusion complexes, e.g. clathrates, cavitates or fullerenes using cyclodextrin
-
- 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
- A61P25/04—Centrally acting analgesics, e.g. opioids
-
- 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]
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08B—POLYSACCHARIDES; DERIVATIVES THEREOF
- C08B37/00—Preparation of polysaccharides not provided for in groups C08B1/00 - C08B35/00; Derivatives thereof
- C08B37/0006—Homoglycans, i.e. polysaccharides having a main chain consisting of one single sugar, e.g. colominic acid
- C08B37/0009—Homoglycans, i.e. polysaccharides having a main chain consisting of one single sugar, e.g. colominic acid alpha-D-Glucans, e.g. polydextrose, alternan, glycogen; (alpha-1,4)(alpha-1,6)-D-Glucans; (alpha-1,3)(alpha-1,4)-D-Glucans, e.g. isolichenan or nigeran; (alpha-1,4)-D-Glucans; (alpha-1,3)-D-Glucans, e.g. pseudonigeran; Derivatives thereof
- C08B37/0012—Cyclodextrin [CD], e.g. cycle with 6 units (alpha), with 7 units (beta) and with 8 units (gamma), large-ring cyclodextrin or cycloamylose with 9 units or more; Derivatives thereof
- C08B37/0015—Inclusion compounds, i.e. host-guest compounds, e.g. polyrotaxanes
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Medicinal Chemistry (AREA)
- General Health & Medical Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Animal Behavior & Ethology (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Molecular Biology (AREA)
- Epidemiology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Chemistry (AREA)
- Nanotechnology (AREA)
- Medical Informatics (AREA)
- General Chemical & Material Sciences (AREA)
- Pain & Pain Management (AREA)
- Crystallography & Structural Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Biochemistry (AREA)
- Materials Engineering (AREA)
- Polymers & Plastics (AREA)
- Biophysics (AREA)
- Biotechnology (AREA)
- General Engineering & Computer Science (AREA)
- Biomedical Technology (AREA)
- Neurosurgery (AREA)
- Rheumatology (AREA)
- Neurology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Medicinal Preparation (AREA)
- Plural Heterocyclic Compounds (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Polysaccharides And Polysaccharide Derivatives (AREA)
- Medicines Containing Plant Substances (AREA)
Claims (9)
1. Verbindungen, hergestellt durch Komplexierung von Piroxicam mit Cyclodextrinen des α-, ß- oder γ-Typs in einem
Verhältnis von Piroxicam und Cyclodextrinen von 1 : 1 bis 1 : 10.
2. Verbindungen nach Anspruch 1, dadurch gekennzeichnet, daß das Verhältnis von Piroxicam/Cyclodextrin 1 : 2,5
ist.
3. Verbindungen nach Anspruch 1, dadurch gekennzeichnet, daß die Cyclodextrine vom ß-Typ sind.
4. Verfahren zur Herstellung von Verbindungen nach jedem
der -Ansprüche 1 bis 3, dadurch gekennzeichnet, daß man Piroxicam und die Cyclodextrine in einer wäßrigen Lösung
zur Umsetzung bringt, aus der man den Komplex
durch Kristallisation gewinnt.
durch Kristallisation gewinnt.
5. Verfahren zur Herstellung von Verbindungen nach jedem der Ansprüche 1 bis 3, dadurch gekennzeichnet, daß
man eine Lösung von Piroxicam in einem organischen Medium mit einer wäßrigen Lösung von ß-Cyclodextrin
unter Rühren zur Umsetzung bringt und den erhaltenen Komplex anschließend durch Kristallisation abtrennt.
unter Rühren zur Umsetzung bringt und den erhaltenen Komplex anschließend durch Kristallisation abtrennt.
6. Verfahren zur Herstellung vcm Verbindungen nach jedem
der Ansprüche 1 bis 3, dadurch gekennzeichnet, daß
man die zwei Komponenten unter Rühren in einer heißen wäßrigen Lösung von Ammoniumhydroxid zur Umsetzung
bringt.
bringt.
1
7. Verfahren nach Anspruch 6, dadurch gekennzeichnet, daß
man den Komplex durch Eindampfen des Lösungsmittels und anschließendes Trocknen isoliert.
5
8. Verfahren nach Anspruch 6, dadurch gekennzeichnet, daß
man den Komplex durch Gefriertrocknung der Lösung gewinnt.
9. Verfahren nach Anspruch 6, dadurch gekennzeichnet, daß 10 man den Komplex durch Zerstäubung der Lösung in einem
Luftstrom gewinnt.
20
25
30
35
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
IT19735/84A IT1196033B (it) | 1984-02-22 | 1984-02-22 | Composto ad attivita' antiinfiammatoria ottenuto per complessazione con beta-ciclodestrina e relative formulazioni farmaceutiche |
Publications (1)
Publication Number | Publication Date |
---|---|
DE153998T1 true DE153998T1 (de) | 1986-04-10 |
Family
ID=11160778
Family Applications (2)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
DE8484113923T Expired - Lifetime DE3482041D1 (de) | 1984-02-22 | 1984-11-17 | Verbindungen mit entzuendungshemmender aktivitaet, hergestellt durch komplexierung mit beta-cyclodextrin und pharmazeutische zusammensetzungen welche diese enthalten. |
DE198484113923T Pending DE153998T1 (de) | 1984-02-22 | 1984-11-17 | Verbindungen mit entzuendungshemmender aktivitaet, hergestellt durch komplexierung mit beta-cyclodextrin und pharmazeutische zusammensetzungen welche diese enthalten. |
Family Applications Before (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
DE8484113923T Expired - Lifetime DE3482041D1 (de) | 1984-02-22 | 1984-11-17 | Verbindungen mit entzuendungshemmender aktivitaet, hergestellt durch komplexierung mit beta-cyclodextrin und pharmazeutische zusammensetzungen welche diese enthalten. |
Country Status (19)
Country | Link |
---|---|
US (1) | US4603123A (de) |
EP (1) | EP0153998B1 (de) |
JP (1) | JPS60208979A (de) |
KR (1) | KR870001960B1 (de) |
AT (1) | ATE52263T1 (de) |
AU (1) | AU550007B2 (de) |
BE (1) | BE900836A (de) |
CA (1) | CA1234106A (de) |
DE (2) | DE3482041D1 (de) |
DK (1) | DK164911C (de) |
ES (1) | ES8504789A1 (de) |
IE (1) | IE58231B1 (de) |
IT (1) | IT1196033B (de) |
MY (1) | MY101374A (de) |
NZ (1) | NZ211114A (de) |
PH (1) | PH22075A (de) |
PT (1) | PT79997B (de) |
SG (1) | SG53690G (de) |
ZA (1) | ZA848156B (de) |
Families Citing this family (39)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
YU43290B (en) * | 1986-11-13 | 1989-06-30 | Lek Tovarna Farmacevtskih | Process for preparing inclusioned complex of ibuproxane with beta-cyclodextrine |
IT1204725B (it) * | 1987-06-17 | 1989-03-10 | Edmond Pharma Srl | Complessi di inclusione del dipiridamolo con ciclodestrine |
NZ225045A (en) * | 1987-07-01 | 1990-06-26 | Janssen Pharmaceutica Nv | Antiviral pharmaceutical compositions containing cyclodextrin and an antiviral agent |
US5017566A (en) * | 1987-12-30 | 1991-05-21 | University Of Florida | Redox systems for brain-targeted drug delivery |
US5002935A (en) * | 1987-12-30 | 1991-03-26 | University Of Florida | Improvements in redox systems for brain-targeted drug delivery |
DE3809808A1 (de) * | 1988-03-23 | 1989-10-05 | Hexal Pharma Gmbh & Co Kg | Feste, insbesondere festorale und rektale, etofenamat enthaltende arzneimittel |
US5997856A (en) * | 1988-10-05 | 1999-12-07 | Chiron Corporation | Method and compositions for solubilization and stabilization of polypeptides, especially proteins |
IT1241088B (it) * | 1990-03-27 | 1993-12-29 | Chiesi Farma Spa | Procedimento per la preparazione di complessi piroxicam/ciclodestrina,prodotti ottenuti e loro composizioni farmaceutiche |
US5180716A (en) * | 1990-08-01 | 1993-01-19 | The Regents Of The University Of California | Cyclodextrin complexes for neuraxial administration of drugs |
DE69231457T2 (de) * | 1991-06-21 | 2001-05-23 | Takeda Chemical Industries Ltd | Zyklodextrin-Zusammensetzung enthaltend Fumagillol-Derivate |
US5602112A (en) | 1992-06-19 | 1997-02-11 | Supergen, Inc. | Pharmaceutical formulation |
US20040014695A1 (en) * | 1992-06-19 | 2004-01-22 | Supergen, Inc. | Pharmaceutical formulation |
IL111184A (en) * | 1993-10-08 | 2000-08-13 | Farmarc Nederland B V Of Cito | Crystalline inclusion complex of diclofenac with unsubstituted beta-cyclodextrin |
US5646131A (en) * | 1994-02-22 | 1997-07-08 | The Arab Company For Drug Industries And Medical Applicances (Acdima) | Method for solubilizing drugs using cyclodextrins and carboxylic acids |
IT1269578B (it) * | 1994-04-22 | 1997-04-08 | Chiesi Farma Spa | Complessi di inclusione multicomponente ad elevata solubilita' costituiti da un farmaco di tipo acido, una ciclodestrina e una base. |
ZA959469B (en) * | 1994-11-15 | 1996-05-15 | South African Druggists Ltd | Pharmaceutical composition |
US5824668A (en) * | 1996-11-07 | 1998-10-20 | Supergen, Inc. | Formulation for administration of steroid compounds |
UA57734C2 (uk) | 1996-05-07 | 2003-07-15 | Пфайзер Інк. | Комплекси включення арилгетероциклічних солей |
US6667056B2 (en) * | 1997-07-23 | 2003-12-23 | Chiesi Farmaceutici S.P.A. | Pharmaceutical compositions containing an effervescent acid-base couple |
IT1293764B1 (it) * | 1997-07-23 | 1999-03-10 | Chiesi Farma Spa | Composizioni farmaceutiche sotto forma di compresse effervescenti contenenti un principio attivo instabile in presenza di acqua |
FR2786395A1 (fr) * | 1998-12-01 | 2000-06-02 | Virbac Sa | Compositions seches solubles en presence d'eau et evitant la reaction de maillard a l'etat sec, leur preparation et leurs applications |
TWI242015B (en) | 1999-11-29 | 2005-10-21 | Akzo Nobel Nv | 6-mercapto-cyclodextrin derivatives: reversal agents for drug-induced neuromuscular block |
US20020160991A1 (en) * | 2000-12-04 | 2002-10-31 | Liming Shao | Orally-bioavailable formulations of fentanyl and congeners thereof |
GB0205253D0 (en) * | 2002-03-06 | 2002-04-17 | Univ Gent | Immediate release pharmaceutical granule compositions and a continuous process for making them |
ATE359827T1 (de) * | 2002-06-17 | 2007-05-15 | Chiesi Farma Spa | Prozess für die vorbereitung von piroxicam: beta- cyclodextrin einschlusskomplexe |
EP1582221A1 (de) * | 2004-03-31 | 2005-10-05 | Chiesi S.A. | Orale Pharmazeutische zusammensetzung zur Geschmacksmaskierung |
ATE504316T1 (de) | 2004-04-01 | 2011-04-15 | Pf Medicament | Einschlusskomplexe enthaltend piroxicam, ein cyklodextrin und arginin |
PT1586310E (pt) * | 2004-04-15 | 2007-02-28 | Helm Ag | Processo para a preparação de adsorvatos de valsartan na forma de pó solto |
US20060024922A1 (en) * | 2004-07-27 | 2006-02-02 | Da-Tung Wen | Method for cutting wafer |
WO2006013039A2 (en) * | 2004-08-02 | 2006-02-09 | Chiesi Farmaceutici S.P.A. | A process for the preparation of a piroxicam: betacyclodextrin inclusion compound |
FR2876910B1 (fr) | 2004-10-21 | 2007-04-13 | Pierre Fabre Medicament Sa | Complexe comprenant la mequitazine, une cyclodextrine et un agent d'interaction |
US20070009532A1 (en) * | 2005-07-06 | 2007-01-11 | Branimir Sikic | Treatment of patients with cancer using a calicheamicin-antibody conjugate in combination with zosuquidar |
US20070010487A1 (en) * | 2005-07-06 | 2007-01-11 | Jeff Schwegman | Chemotherapeutic formulations of zosuquidar trihydrochloride and modified cyclodextrins |
US20070010486A1 (en) * | 2005-07-06 | 2007-01-11 | Jeff Schwegman | Chemotherapeutic formulations of zosuquidar trihydrochloride and modified cyclodextrins |
US20070010465A1 (en) * | 2005-07-06 | 2007-01-11 | Branimir Sikic | Zosuquidar, daunorubicin, and cytarabine for the treatment of cancer |
US20070010485A1 (en) * | 2005-07-06 | 2007-01-11 | Jeff Schwegman | Chemotherapeutic formulations of zosuquidar trihydrochloride and modified cyclodextrins |
GB0612695D0 (en) * | 2006-06-27 | 2006-08-09 | Univ Gent | Process for preparing a solid dosage form |
CL2007003876A1 (es) * | 2007-12-28 | 2008-03-07 | Univ De Concepcion Y Lab Andro | Complejo de inclusion que esta formado por disulfiram y ciclodextrina; procedimiento de preparacion; composicion farmaceutica; y uso en el tratamiento de la dependencia de alcohol y cocaina. |
KR101383941B1 (ko) * | 2012-03-09 | 2014-04-10 | 동아에스티 주식회사 | 피록시캄 또는 약제학적으로 허용되는 그의 염과 히알루론산 또는 약제학적으로 허용되는 그의 염의 안정한 액상 조성물 및 그 제조방법 |
Family Cites Families (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2827452A (en) * | 1955-05-31 | 1958-03-18 | Univ Minnesota | Stabilization of materials |
US3969338A (en) * | 1971-03-15 | 1976-07-13 | Institut National De La Recherche Agronomique | Protein obtained from cakes of vegetable origin |
HU184066B (en) * | 1979-12-28 | 1984-06-28 | Chinoin Gyogyszer Es Vegyeszet | Plant growth regulating substance and process for preparing such compound |
HU182217B (en) * | 1980-10-17 | 1983-12-28 | Chinoin Gyogyszer Es Vegyeszet | Process for producing inclusive complexes of cyclodextrines and strong inorganic oxyacids |
JPS5838250A (ja) * | 1981-09-01 | 1983-03-05 | Teikoku Chem Ind Corp Ltd | 複合体 |
JPS58126810A (ja) * | 1981-12-24 | 1983-07-28 | Kaken Pharmaceut Co Ltd | 抗炎症眼科用液剤およびその製法 |
JPS5920230A (ja) * | 1982-07-19 | 1984-02-01 | チバ−ガイギ−・アクチエンゲゼルシヤフト | ピルプロフエン含有薬剤 |
-
1984
- 1984-02-22 IT IT19735/84A patent/IT1196033B/it active Protection Beyond IP Right Term
- 1984-10-17 BE BE0/213844A patent/BE900836A/fr not_active IP Right Cessation
- 1984-10-18 ZA ZA848156A patent/ZA848156B/xx unknown
- 1984-10-19 ES ES536909A patent/ES8504789A1/es not_active Expired
- 1984-11-13 US US06/670,979 patent/US4603123A/en not_active Expired - Lifetime
- 1984-11-17 EP EP84113923A patent/EP0153998B1/de not_active Expired - Lifetime
- 1984-11-17 DE DE8484113923T patent/DE3482041D1/de not_active Expired - Lifetime
- 1984-11-17 DE DE198484113923T patent/DE153998T1/de active Pending
- 1984-11-17 AT AT84113923T patent/ATE52263T1/de not_active IP Right Cessation
- 1984-11-20 JP JP59245845A patent/JPS60208979A/ja active Granted
-
1985
- 1985-02-11 IE IE32585A patent/IE58231B1/en not_active IP Right Cessation
- 1985-02-13 NZ NZ211114A patent/NZ211114A/en unknown
- 1985-02-18 AU AU38923/85A patent/AU550007B2/en not_active Expired
- 1985-02-19 PH PH31877A patent/PH22075A/en unknown
- 1985-02-19 DK DK076085A patent/DK164911C/da not_active IP Right Cessation
- 1985-02-21 CA CA000474850A patent/CA1234106A/en not_active Expired
- 1985-02-21 PT PT79997A patent/PT79997B/pt unknown
- 1985-02-21 KR KR1019850001074A patent/KR870001960B1/ko not_active IP Right Cessation
-
1987
- 1987-09-30 MY MYPI87002570A patent/MY101374A/en unknown
-
1990
- 1990-07-11 SG SG536/90A patent/SG53690G/en unknown
Also Published As
Publication number | Publication date |
---|---|
EP0153998B1 (de) | 1990-04-25 |
EP0153998A3 (en) | 1987-01-14 |
AU3892385A (en) | 1985-08-29 |
KR850006133A (ko) | 1985-10-02 |
EP0153998A2 (de) | 1985-09-11 |
US4603123A (en) | 1986-07-29 |
DK76085D0 (da) | 1985-02-19 |
PT79997A (en) | 1985-03-01 |
MY101374A (en) | 1991-10-23 |
IE58231B1 (en) | 1993-08-11 |
JPH0370705B2 (de) | 1991-11-08 |
DE3482041D1 (de) | 1990-05-31 |
DK164911B (da) | 1992-09-07 |
BE900836A (fr) | 1985-02-15 |
DK164911C (da) | 1993-01-18 |
KR870001960B1 (ko) | 1987-10-23 |
IE850325L (en) | 1985-08-22 |
IT8419735A0 (it) | 1984-02-22 |
JPS60208979A (ja) | 1985-10-21 |
AU550007B2 (en) | 1986-02-27 |
DK76085A (da) | 1985-08-23 |
PT79997B (en) | 1987-01-13 |
CA1234106A (en) | 1988-03-15 |
ZA848156B (en) | 1985-06-26 |
PH22075A (en) | 1988-05-20 |
NZ211114A (en) | 1987-09-30 |
ES536909A0 (es) | 1985-05-01 |
IT1196033B (it) | 1988-11-10 |
ES8504789A1 (es) | 1985-05-01 |
SG53690G (en) | 1990-11-23 |
ATE52263T1 (de) | 1990-05-15 |
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