ES2117035T3 - Derivados antiproliferativos del 4-h-nafto(1,2-b)pirano. - Google Patents
Derivados antiproliferativos del 4-h-nafto(1,2-b)pirano.Info
- Publication number
- ES2117035T3 ES2117035T3 ES92309169T ES92309169T ES2117035T3 ES 2117035 T3 ES2117035 T3 ES 2117035T3 ES 92309169 T ES92309169 T ES 92309169T ES 92309169 T ES92309169 T ES 92309169T ES 2117035 T3 ES2117035 T3 ES 2117035T3
- Authority
- ES
- Spain
- Prior art keywords
- alkyl
- carboxide
- hydrogen
- phenyl
- substituted
- 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
- 230000001028 anti-proliverative effect Effects 0.000 title 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical class [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 3
- CIUQDSCDWFSTQR-UHFFFAOYSA-N [C]1=CC=CC=C1 Chemical class [C]1=CC=CC=C1 CIUQDSCDWFSTQR-UHFFFAOYSA-N 0.000 abstract 3
- 239000001257 hydrogen Substances 0.000 abstract 3
- 229910052739 hydrogen Inorganic materials 0.000 abstract 3
- 150000001875 compounds Chemical class 0.000 abstract 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 abstract 2
- 150000002825 nitriles Chemical group 0.000 abstract 2
- ZITFWUUYPONCCK-UHFFFAOYSA-N 1,2,3,4,5,6-hexachlorocyclohexane;naphthalen-1-yl n-methylcarbamate Chemical compound ClC1C(Cl)C(Cl)C(Cl)C(Cl)C1Cl.C1=CC=C2C(OC(=O)NC)=CC=CC2=C1 ZITFWUUYPONCCK-UHFFFAOYSA-N 0.000 abstract 1
- WGNUNYPERJMVRM-UHFFFAOYSA-N 3-pyridylacetic acid Chemical compound OC(=O)CC1=CC=CN=C1 WGNUNYPERJMVRM-UHFFFAOYSA-N 0.000 abstract 1
- RZVAJINKPMORJF-UHFFFAOYSA-N Acetaminophen Chemical compound CC(=O)NC1=CC=C(O)C=C1 RZVAJINKPMORJF-UHFFFAOYSA-N 0.000 abstract 1
- KZBUYRJDOAKODT-UHFFFAOYSA-N Chlorine Chemical compound ClCl KZBUYRJDOAKODT-UHFFFAOYSA-N 0.000 abstract 1
- JCXJVPUVTGWSNB-UHFFFAOYSA-N Nitrogen dioxide Chemical class O=[N]=O JCXJVPUVTGWSNB-UHFFFAOYSA-N 0.000 abstract 1
- 239000000460 chlorine Substances 0.000 abstract 1
- 229910052801 chlorine Inorganic materials 0.000 abstract 1
- 150000002148 esters Chemical group 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
- C07D405/02—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
- C07D405/04—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings directly linked by a ring-member-to-ring-member bond
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D311/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings
- C07D311/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D311/78—Ring systems having three or more relevant rings
- C07D311/80—Dibenzopyrans; Hydrogenated dibenzopyrans
-
- 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
- A61K31/335—Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin
- A61K31/35—Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin having six-membered rings with one oxygen as the only ring hetero atom
-
- 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
- A61P1/16—Drugs for disorders of the alimentary tract or the digestive system for liver or gallbladder disorders, e.g. hepatoprotective agents, cholagogues, litholytics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P19/00—Drugs for skeletal disorders
- A61P19/02—Drugs for skeletal disorders for joint disorders, e.g. arthritis, arthrosis
-
- 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
- A61P3/00—Drugs for disorders of the metabolism
- A61P3/08—Drugs for disorders of the metabolism for glucose homeostasis
- A61P3/10—Drugs for disorders of the metabolism for glucose homeostasis for hyperglycaemia, e.g. antidiabetics
-
- 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
-
- 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
-
- 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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/10—Drugs for disorders of the cardiovascular system for treating ischaemic or atherosclerotic diseases, e.g. antianginal drugs, coronary vasodilators, drugs for myocardial infarction, retinopathy, cerebrovascula insufficiency, renal arteriosclerosis
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D311/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings
- C07D311/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D311/78—Ring systems having three or more relevant rings
- C07D311/92—Naphthopyrans; Hydrogenated naphthopyrans
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Animal Behavior & Ethology (AREA)
- General Chemical & Material Sciences (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Immunology (AREA)
- Diabetes (AREA)
- Rheumatology (AREA)
- Heart & Thoracic Surgery (AREA)
- Epidemiology (AREA)
- Vascular Medicine (AREA)
- Urology & Nephrology (AREA)
- Emergency Medicine (AREA)
- Endocrinology (AREA)
- Hematology (AREA)
- Obesity (AREA)
- Pain & Pain Management (AREA)
- Transplantation (AREA)
- Orthopedic Medicine & Surgery (AREA)
- Physical Education & Sports Medicine (AREA)
- Gastroenterology & Hepatology (AREA)
- Cardiology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Pyrane Compounds (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Saccharide Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
Abstract
SE PRESENTA UN COMPUESTO FARMACEUTICO DE LA FORMULA (I) EN LA CUAL N ES 0,1 O 2 Y R1 ESTA SUJETA A CUALQUIERA DE LAS POSICIONES 5, 6, 7, 8, 9 O 10, Y CADA R1 ES HALO, TRIFLUOROMETIL, ALCOXIDO C1-C4, HIDROXIDO, NITRO, ALQUIL C1-C4, ALQUILTIO C1-C4, HIDROXIALQUIL C1-C4, HIDROXIALCOXIDO C1-C4, TRIFLUOROMETIL, CARBOXIDO, -COOR5 EN DONDE R5 ES UN GRUPO ESTER, -CONR6R7 O NR6R7 DONDE R6V Y R7 SON CADA HIDROGENO O ALQUIL C1-C4; E2 ES FENIL, NAFTIL O HETEROARIL SELECCIONADO ENTRE TIENIL, PIRIDIL, BENZOTIENIL, QUINOLINIL, BENZOFURANGIL O BENZIMIDAZOLIL, DICHOS GRUPOS DE FENIL, NAFTIL Y HETEROARIL ESTAN OPCIONALMENTE SUBSTITUIDOS, O R2 ES FURANIL OPCIONALMENTE SUBSTITUIDO CON ALQUIL C1-C4; R3 ES NITRILO, CARBOXIDO, -COOR8 DONDE R8 ES UN GRUPO ESTER, -CONR9R10 DONDE R9 Y R10 SON CADA UNA HIDROGENO O ALQUIL C1-C4, O R11SO2TE SUBSTITUIDO; Y R4 ES -NR12R13, -NHCOR12, -N(COR12)2 O -N=CHOCH2R12 DONDE R12 Y R13 SON CADA UNA HIDROGENO O ALQUIL C1-C4 OPCIONALMENTE SUBSTITUIDO CON CARBOXIDO, O LA SIGUIENTE FORMULA EN DONDE X ES ALQUILENO C2-C4 O -NHSO2R14 DONDE R14 ES ALQUIL C1C4 O FENIL OPCIONALMENTE SUBSTITUIDO; CON LA CONDICION DE QUE CUANDO N ES 0, R3 ES NITRILO Y R4 ES -NH, R2 NO ES FENIL O FENIL SUBSTITUIDO EN LA POSICION PARA CON UN SUBSTITUYENTE SIMPLE DE CLORO, HIDROXIDO O METOXIDO. ASIMISMO SE PRESENTAN LAS SALES DE LOS COMPUESTOS.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB919121358A GB9121358D0 (en) | 1991-10-09 | 1991-10-09 | Pharmaceutical compounds |
GB929213058A GB9213058D0 (en) | 1992-06-19 | 1992-06-19 | Pharmaceutical compounds |
Publications (1)
Publication Number | Publication Date |
---|---|
ES2117035T3 true ES2117035T3 (es) | 1998-08-01 |
Family
ID=26299655
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
ES92309169T Expired - Lifetime ES2117035T3 (es) | 1991-10-09 | 1992-10-08 | Derivados antiproliferativos del 4-h-nafto(1,2-b)pirano. |
Country Status (22)
Country | Link |
---|---|
US (1) | US5284868A (es) |
EP (1) | EP0537949B1 (es) |
JP (1) | JPH05194477A (es) |
KR (1) | KR100228841B1 (es) |
CN (1) | CN1034938C (es) |
AT (1) | ATE167859T1 (es) |
AU (1) | AU658003B2 (es) |
CA (1) | CA2079428A1 (es) |
CZ (1) | CZ281688B6 (es) |
DE (1) | DE69226060T2 (es) |
DK (1) | DK0537949T3 (es) |
ES (1) | ES2117035T3 (es) |
FI (1) | FI924551A (es) |
HU (1) | HU218916B (es) |
IL (1) | IL103356A (es) |
MX (1) | MX9205714A (es) |
MY (1) | MY111368A (es) |
NO (1) | NO301587B1 (es) |
NZ (1) | NZ244627A (es) |
PH (1) | PH30659A (es) |
RU (1) | RU2071472C1 (es) |
TW (1) | TW221292B (es) |
Families Citing this family (24)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB9203497D0 (en) * | 1992-02-19 | 1992-04-08 | Lilly Industries Ltd | Pharmaceutical compounds |
EP1004584A3 (en) * | 1992-11-18 | 2000-07-05 | Eli Lilly And Company Limited | Pyranoquinoline derivatives as inhibitors of cell proliferation |
GB9306062D0 (en) * | 1993-03-24 | 1993-05-12 | Lilly Industries Ltd | Pharmaceutical compounds |
EP0619314A1 (en) * | 1993-04-09 | 1994-10-12 | Eli Lilly And Company | 4-Phenyl-4H- naphtho(2,1-b)pyran derivatives and their pharmaceutical use |
WO1995008289A2 (en) * | 1993-09-16 | 1995-03-30 | Scimed Life Systems, Inc. | Percutaneous repair of cardiovascular anomalies and repair compositions |
US5407955A (en) * | 1994-02-18 | 1995-04-18 | Eli Lilly And Company | Methods for lowering serum cholesterol and inhibiting smooth muscle cell proliferation, restenosis, endometriosis, and uterine fibroid disease |
US5665591A (en) * | 1994-12-06 | 1997-09-09 | Trustees Of Boston University | Regulation of smooth muscle cell proliferation |
DK0914102T3 (da) | 1996-05-24 | 2006-01-09 | Angiotech Pharm Inc | Præparater og fremgangsmåder til behandling eller forebyggelse af syddomme i legemskanaler |
IL119069A0 (en) | 1996-08-14 | 1996-11-14 | Mor Research Applic Ltd | Pharmaceutical composition comprising tyrphostins |
PT1230232E (pt) | 1999-11-05 | 2004-07-30 | Cytovia Inc | 4h-cromeno substituido e seus analogos como activadores de caspases e indutores de apoptose e sua utilizacao |
US6858607B1 (en) | 2001-05-16 | 2005-02-22 | Cytovia, Inc. | 7,8-fused 4H-chromene and analogs as activators of caspases and inducers of apoptosis and the use thereof |
EP1392283A4 (en) * | 2001-05-16 | 2004-10-20 | Cytovia Inc | COUMARINS AND SUBSTITUTED QUINOLINES USED AS CASPASE ACTIVATORS |
EP1392683B1 (en) * | 2001-05-16 | 2009-12-02 | Cytovia, Inc. | Substituted 4h-chromenes and analogs as activators of caspases and inducers of apoptosis and their use as anticancer agents |
AU2003241482A1 (en) * | 2002-05-16 | 2003-12-02 | Cytovia, Inc. | Substituted 4h-chromenes, 2h-chromenes, chromans and analogs as activators of caspases and inducers of apoptosis and the use thereof |
EP1509515A4 (en) * | 2002-05-16 | 2006-07-05 | Cytovia Inc | SUBSTITUTED 4-ARYL-4H-PYRROLO 2,3-H | CHROMENES AND ANALOGUES AS ACTIVATORS OF CASPASES AND INDUCERS OF APOPTOSIS AND THEIR USE |
US20040127519A1 (en) * | 2002-12-12 | 2004-07-01 | Pharmacia Corporation | Method of using aminocyanopyridine compounds as mitogen activated protein kinase-activated protein kinase-2 inhibitors |
US20040127511A1 (en) * | 2002-12-12 | 2004-07-01 | Pharmacia Corporation | Tricyclic aminocyanopyridine inhibitors of mitogen activated protein kinase-activated protein kinase-2 |
WO2006026832A1 (en) * | 2004-09-09 | 2006-03-16 | Howard Florey Institute Of Experimental Physiology And Medicine | Enzyme inhibitors and uses thereof |
US20080146655A1 (en) * | 2005-02-16 | 2008-06-19 | Md Bioalpha Co., Ltd. | Pharmaceutical Composition for the Treatment or Prevention of Diseases Involving Obesity, Diabetes, Metabolic Syndrome, Neuro-Degenerative Diseases and Mitochondria Dyfunction Diseases |
US20080183282A1 (en) * | 2006-03-09 | 2008-07-31 | Saul Yedgar | Use of lipid conjugates for the coating of stents and catheters |
US8263775B2 (en) | 2007-11-19 | 2012-09-11 | Howard Florey Institute | Insulin-regulated aminopeptidase (IRAP) inhibitors and uses thereof |
EA015364B1 (ru) * | 2009-03-18 | 2011-06-30 | Учреждение Российской Академии Наук Институт Элементоорганических Соединений Им. А.Н. Несмеянова Ран (Инэос Ран) | 6,6'-диизопропил-8,8'-диметил-2,2'-динитро-3,3'-бис(трифторметил)- 3н,3'н-[9,9']ди[бензо(f)хроменил]-5,10,5',10'-тетраол, обладающий противоопухолевой и противогрибковой активностью, и способ его получения |
CN107235954A (zh) | 2010-11-12 | 2017-10-10 | 德国癌症研究中心 | 作为Wnt通路拮抗剂的色烯衍生物及其类似物 |
US20140275174A1 (en) | 2011-11-10 | 2014-09-18 | Memorial Sloan-Kettering Cancer Center | TREATMENT OF OVARIAN CANCER WITH 2-AMINO-4H-NAPHTHO[1,2-b]PYRAN-3-CARBONITRILES |
Family Cites Families (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
SU724509A1 (ru) * | 1978-09-21 | 1980-03-30 | Пермский государственный фармацевтический институт | Способ получени 2-ароил-3н- нафто 2,1-в пиранонов-3 |
US5232942A (en) * | 1988-04-14 | 1993-08-03 | Yamanouchi Pharmaceutical Co., Ltd. | Q-2819 substance and the use thereof |
-
1992
- 1992-09-25 US US07/951,629 patent/US5284868A/en not_active Expired - Fee Related
- 1992-09-29 CA CA002079428A patent/CA2079428A1/en not_active Abandoned
- 1992-10-05 AU AU26216/92A patent/AU658003B2/en not_active Ceased
- 1992-10-05 PH PH45043A patent/PH30659A/en unknown
- 1992-10-05 CZ CS923035A patent/CZ281688B6/cs not_active IP Right Cessation
- 1992-10-05 IL IL103356A patent/IL103356A/en not_active IP Right Cessation
- 1992-10-05 TW TW081107894A patent/TW221292B/zh active
- 1992-10-06 MX MX9205714A patent/MX9205714A/es not_active IP Right Cessation
- 1992-10-06 NZ NZ244627A patent/NZ244627A/en unknown
- 1992-10-06 RU SU925052861A patent/RU2071472C1/ru active
- 1992-10-07 KR KR1019920018309A patent/KR100228841B1/ko not_active IP Right Cessation
- 1992-10-07 MY MYPI92001807A patent/MY111368A/en unknown
- 1992-10-08 AT AT92309169T patent/ATE167859T1/de not_active IP Right Cessation
- 1992-10-08 ES ES92309169T patent/ES2117035T3/es not_active Expired - Lifetime
- 1992-10-08 FI FI924551A patent/FI924551A/fi unknown
- 1992-10-08 NO NO923910A patent/NO301587B1/no not_active IP Right Cessation
- 1992-10-08 CN CN92111625A patent/CN1034938C/zh not_active Expired - Fee Related
- 1992-10-08 DK DK92309169T patent/DK0537949T3/da active
- 1992-10-08 EP EP92309169A patent/EP0537949B1/en not_active Expired - Lifetime
- 1992-10-08 JP JP4269002A patent/JPH05194477A/ja active Pending
- 1992-10-08 HU HU9203183A patent/HU218916B/hu not_active IP Right Cessation
- 1992-10-08 DE DE69226060T patent/DE69226060T2/de not_active Expired - Fee Related
Also Published As
Publication number | Publication date |
---|---|
FI924551A0 (fi) | 1992-10-08 |
US5284868A (en) | 1994-02-08 |
JPH05194477A (ja) | 1993-08-03 |
HU9203183D0 (en) | 1992-12-28 |
PH30659A (en) | 1997-09-16 |
MX9205714A (es) | 1993-04-01 |
ATE167859T1 (de) | 1998-07-15 |
CZ281688B6 (cs) | 1996-12-11 |
HUT62281A (en) | 1993-04-28 |
CN1073437A (zh) | 1993-06-23 |
KR100228841B1 (ko) | 1999-11-01 |
NO923910D0 (no) | 1992-10-08 |
DK0537949T3 (da) | 1999-02-15 |
CZ303592A3 (en) | 1993-12-15 |
AU2621692A (en) | 1993-04-22 |
CN1034938C (zh) | 1997-05-21 |
FI924551A (fi) | 1993-04-10 |
AU658003B2 (en) | 1995-03-30 |
NO923910L (no) | 1993-04-13 |
MY111368A (en) | 1999-12-31 |
HU218916B (hu) | 2000-12-28 |
CA2079428A1 (en) | 1993-04-10 |
NZ244627A (en) | 1994-12-22 |
IL103356A (en) | 1998-02-22 |
DE69226060D1 (de) | 1998-08-06 |
NO301587B1 (no) | 1997-11-17 |
EP0537949A1 (en) | 1993-04-21 |
TW221292B (es) | 1994-02-21 |
IL103356A0 (en) | 1993-03-15 |
RU2071472C1 (ru) | 1997-01-10 |
KR930007931A (ko) | 1993-05-20 |
DE69226060T2 (de) | 1998-11-19 |
EP0537949B1 (en) | 1998-07-01 |
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