DK0494819T3 - New phenylimidazolidines, their preparation, use as pharmaceuticals and pharmaceutical compositions containing them - Google Patents
New phenylimidazolidines, their preparation, use as pharmaceuticals and pharmaceutical compositions containing themInfo
- Publication number
- DK0494819T3 DK0494819T3 DK92400038.3T DK92400038T DK0494819T3 DK 0494819 T3 DK0494819 T3 DK 0494819T3 DK 92400038 T DK92400038 T DK 92400038T DK 0494819 T3 DK0494819 T3 DK 0494819T3
- Authority
- DK
- Denmark
- Prior art keywords
- denotes
- preparation
- halogen
- phenylimidazolidines
- pharmaceuticals
- Prior art date
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
- C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
- C07D233/56—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, attached to ring carbon atoms
- C07D233/60—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, attached to ring carbon atoms with hydrocarbon radicals, substituted by oxygen or sulfur atoms, attached to ring nitrogen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
- C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
- C07D233/66—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D233/84—Sulfur atoms
-
- 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
- A61K31/41—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with two or more ring hetero atoms, at least one of which being nitrogen, e.g. tetrazole
- A61K31/415—1,2-Diazoles
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P13/00—Drugs for disorders of the urinary system
- A61P13/02—Drugs for disorders of the urinary system of urine or of the urinary tract, e.g. urine acidifiers
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P13/00—Drugs for disorders of the urinary system
- A61P13/08—Drugs for disorders of the urinary system of the prostate
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P15/00—Drugs for genital or sexual disorders; Contraceptives
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P17/00—Drugs for dermatological disorders
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P17/00—Drugs for dermatological disorders
- A61P17/14—Drugs for dermatological disorders for baldness or alopecia
-
- 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
- A61P5/00—Drugs for disorders of the endocrine system
- A61P5/24—Drugs for disorders of the endocrine system of the sex hormones
- A61P5/28—Antiandrogens
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
- C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
- C07D233/66—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D233/72—Two oxygen atoms, e.g. hydantoin
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
- C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
- C07D233/66—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D233/86—Oxygen and sulfur atoms, e.g. thiohydantoin
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
- C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
- C07D233/66—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D233/88—Nitrogen atoms, e.g. allantoin
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Organic Chemistry (AREA)
- General Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Endocrinology (AREA)
- Urology & Nephrology (AREA)
- Dermatology (AREA)
- Diabetes (AREA)
- Reproductive Health (AREA)
- Epidemiology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
Abstract
Products of formula (I): <IMAGE> in which: R1 denotes cyano, nitro or halogen, R2 denotes trifluoromethyl or halogen; the group -A-B- is chosen from the radicals <IMAGE> in which X denotes oxygen or sulphur and R3 is chosen from: - a hydrogen< - alkyl, alkenyl, alkynyl, aryl or arylalkyl, optionally substituted; Y denotes oxygen or sulphur or NH, with the exception of the products in which: the group -A-B- denotes the radical <IMAGE> in which X denotes oxygen, R3 denotes hydrogen, Y denotes oxygen or NH, R2 denotes halogen or trifluoromethyl and R1 denotes nitro or halogen; the preparation, their application as medications and especially antiandrogens.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
FR9100185A FR2671348B1 (en) | 1991-01-09 | 1991-01-09 | NOVEL PHENYLIMIDAZOLIDINES, THEIR PREPARATION PROCESS, THEIR APPLICATION AS MEDICAMENTS AND THE PHARMACEUTICAL COMPOSITIONS CONTAINING THEM. |
Publications (1)
Publication Number | Publication Date |
---|---|
DK0494819T3 true DK0494819T3 (en) | 1996-08-12 |
Family
ID=9408539
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
DK92400038.3T DK0494819T3 (en) | 1991-01-09 | 1992-01-08 | New phenylimidazolidines, their preparation, use as pharmaceuticals and pharmaceutical compositions containing them |
Country Status (17)
Country | Link |
---|---|
EP (1) | EP0494819B1 (en) |
JP (1) | JP3383320B2 (en) |
KR (1) | KR100238385B1 (en) |
CN (1) | CN1049214C (en) |
AT (1) | ATE140218T1 (en) |
AU (1) | AU648376B2 (en) |
CA (1) | CA2059052C (en) |
DE (1) | DE69212007T2 (en) |
DK (1) | DK0494819T3 (en) |
ES (1) | ES2089425T3 (en) |
FR (1) | FR2671348B1 (en) |
GR (1) | GR3020510T3 (en) |
HU (1) | HU223310B1 (en) |
IE (1) | IE76143B1 (en) |
RU (1) | RU2076101C1 (en) |
UA (1) | UA45299C2 (en) |
ZA (1) | ZA9290B (en) |
Families Citing this family (44)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR2693461B1 (en) * | 1992-07-08 | 1994-09-02 | Roussel Uclaf | New substituted phenylimidazolidines, process for their preparation, their use as medicaments and the pharmaceutical compositions containing them. |
US6002016A (en) * | 1991-12-20 | 1999-12-14 | Rhone-Poulenc Agrochimie | Fungicidal 2-imidazolin-5-ones and 2-imidazoline-5-thiones |
FR2685328B1 (en) * | 1991-12-20 | 1995-12-01 | Rhone Poulenc Agrochimie | DERIVATIVES OF 2-IMIDAZOLINE-5-ONES AND 2-IMIDAZOLINE-5-THIONES FUNGICIDES. |
FR2706456B1 (en) * | 1993-06-18 | 1996-06-28 | Rhone Poulenc Agrochimie | Optically active derivatives of 2-imidazoline-5-ones and 2-imidazoline-5-thiones fungicides. |
FR2694290B1 (en) * | 1992-07-08 | 1994-09-02 | Roussel Uclaf | New phenylimidazolidines which may be substituted, their preparation process, their use as medicaments and the pharmaceutical compositions containing them. |
US6008370A (en) * | 1992-11-25 | 1999-12-28 | Rhone-Poulenc Agrochimie | Fungicidal-2-alkoxy/haloalkoxy-1-(mono- or disubstituted)amino-4,4-disubstituted-2-imidazolin-5-ones |
DE4335438A1 (en) * | 1993-10-18 | 1995-04-20 | Bayer Ag | 4-cyanophenylimino heterocycles |
FR2724169B1 (en) * | 1994-09-06 | 1997-01-03 | Roussel Uclaf | NOVEL PHENYLIMIDAZOLIDINES WHICH MAY BE SUBSTITUTED, THEIR PROCESS AND PREPARATION INTERMEDIATES, THEIR APPLICATION AS MEDICAMENTS AND THE PHARMACEUTICAL COMPOSITIONS CONTAINING THEM |
FR2715402B1 (en) * | 1994-01-05 | 1996-10-04 | Roussel Uclaf | New phenylimidazolines optionally substituted, their process and preparation intermediates, their use as medicaments and the pharmaceutical compositions containing them. |
TW521073B (en) * | 1994-01-05 | 2003-02-21 | Hoechst Marion Roussel Inc | New optionally substituted phenylimidazolidines, their preparation process, their use as anti-androgenic agent and the pharmaceutical compositions containing them |
FR2716110B1 (en) * | 1994-02-16 | 1996-04-05 | Roussel Uclaf | Cosmetic or pharmaceutical compositions comprising liposomes. |
US5656651A (en) * | 1995-06-16 | 1997-08-12 | Biophysica Inc. | Androgenic directed compositions |
FR2741342B1 (en) * | 1995-11-22 | 1998-02-06 | Roussel Uclaf | NOVEL FLUORINATED OR HYDROXYLATED PHENYLIMIDAZOLIDINES, METHOD, PREPARATION MEDIA, APPLICATION AS MEDICAMENTS, NEW USE AND PHARMACEUTICAL COMPOSITIONS |
MXPA02012605A (en) * | 2000-06-28 | 2003-05-14 | Squibb Bristol Myers Co | Selective androgen receptor modulators and methods for their identification, design and use. |
EP1854798A3 (en) | 2000-09-19 | 2007-11-28 | Bristol-Myers Squibb Company | Fused heterocyclic succinimide compounds and analogs thereof, modulators of nuclear hormone receptor function |
US20040087548A1 (en) | 2001-02-27 | 2004-05-06 | Salvati Mark E. | Fused cyclic succinimide compounds and analogs thereof, modulators of nuclear hormone receptor function |
DE10322108B4 (en) * | 2003-05-09 | 2008-12-11 | Bayer Schering Pharma Aktiengesellschaft | Antiandrogenic pyrrolidines with antitumor activity |
EP1634874A4 (en) * | 2003-06-12 | 2008-04-02 | Chugai Pharmaceutical Co Ltd | Imidazolidine derivative |
EP1709193B1 (en) | 2003-12-19 | 2011-03-16 | The Regents of The University of California | Methods and materials for assessing prostate cancer therapies |
AU2005232526B2 (en) | 2004-02-24 | 2011-06-23 | The Regents Of The University Of California | Methods and materials for assessing prostate cancer therapies and compounds |
EP1621536A1 (en) | 2004-07-27 | 2006-02-01 | Aventis Pharma S.A. | Amino cyclic urea derivatives, preparation thereof and pharmaceutical use thereof as kinase inhibitors |
KR20070106969A (en) * | 2004-09-09 | 2007-11-06 | 추가이 세이야쿠 가부시키가이샤 | Novel imidazolidine derivative and use thereof |
WO2006124447A2 (en) * | 2005-05-13 | 2006-11-23 | Eli Lilly And Company | Substituted n-arylpyrrolidines as selective androgen receptor modulators |
NZ710355A (en) | 2005-05-13 | 2017-01-27 | Univ California | Diarylhydantoin compounds |
US7709517B2 (en) | 2005-05-13 | 2010-05-04 | The Regents Of The University Of California | Diarylhydantoin compounds |
US7709516B2 (en) | 2005-06-17 | 2010-05-04 | Endorecherche, Inc. | Helix 12 directed non-steroidal antiandrogens |
FR2896504B1 (en) * | 2006-01-23 | 2012-07-13 | Aventis Pharma Sa | NOVEL CYCLIC UREA DERIVATIVES, THEIR PREPARATION AND THEIR PHARMACEUTICAL USE AS INHIBITORS OF KINASES |
FI2004181T6 (en) | 2006-03-27 | 2023-09-01 | Androgen receptor modulator for the treatment of prostate cancer and androgen receptor-associated diseases | |
JP5350217B2 (en) | 2006-03-29 | 2013-11-27 | ザ リージェンツ オブ ザ ユニバーシティ オブ カリフォルニア | Diarylthiohydantoin compounds |
US8168667B2 (en) | 2006-05-31 | 2012-05-01 | Galapagos Nv | Imidazolidine derivatives, uses therefor, preparation thereof and compositions comprising such |
WO2008093838A1 (en) * | 2007-02-01 | 2008-08-07 | Chugai Seiyaku Kabushiki Kaisha | Pyridyl imidazolidine derivative having sulfamoyl group, and pharmaceutical use thereof |
US9284345B2 (en) | 2007-04-12 | 2016-03-15 | Endorecherche, Inc. | 17alpha-substituted steroids as systemic antiandrogens and selective androgen receptor modulators |
TW201716385A (en) | 2007-10-26 | 2017-05-16 | 加州大學董事會 | Diarylhydantoin compounds |
EP2242745A1 (en) * | 2008-02-07 | 2010-10-27 | Sanofi-Aventis | Novel phenyl-substituted imidazolidines, method for the production thereof, medicaments containing said compounds and use thereof |
FR2944524B1 (en) | 2009-04-17 | 2012-11-30 | Ipsen Pharma Sas | IMIDAZOLIDINE-2,4-DIONE DERIVATIVES AND THEIR USE AS A MEDICINAL PRODUCT |
TW201111378A (en) | 2009-09-11 | 2011-04-01 | Bayer Schering Pharma Ag | Substituted (heteroarylmethyl) thiohydantoins |
KR101972719B1 (en) | 2010-02-16 | 2019-04-25 | 아라곤 파마슈티컬스, 인코포레이티드 | Androgen receptor modulators and uses thereof |
EP3777845A1 (en) | 2012-09-26 | 2021-02-17 | Aragon Pharmaceuticals, Inc. | Anti-androgens for the treatment of non-metastatic castrate-resistant prostate cancer |
JOP20200097A1 (en) | 2013-01-15 | 2017-06-16 | Aragon Pharmaceuticals Inc | Androgen receptor modulator and uses thereof |
US9682960B2 (en) | 2013-12-19 | 2017-06-20 | Endorecherche, Inc. | Non-steroidal antiandrogens and selective androgen receptor modulators with a pyridyl moiety |
CN103965112A (en) * | 2014-05-13 | 2014-08-06 | 上海孚一生物科技有限公司 | Compound with antiandrogen activity as well as preparation method and application of compound |
TWI726969B (en) | 2016-01-11 | 2021-05-11 | 比利時商健生藥品公司 | Substituted thiohydantoin derivatives as androgen receptor antagonists |
CN111479560A (en) | 2017-10-16 | 2020-07-31 | 阿拉贡药品公司 | Antiandrogen for treating non-metastatic castration-resistant prostate cancer |
CN113024513A (en) * | 2021-03-22 | 2021-06-25 | 中国药科大学 | Novel androgen receptor degradation agent, preparation method and medical application |
Family Cites Families (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3823240A (en) * | 1970-10-06 | 1974-07-09 | Rhone Poulenc Sa | Fungicidal hydantoin derivatives |
FR2329276A1 (en) * | 1975-10-29 | 1977-05-27 | Roussel Uclaf | NEW SUBSTITUTES IMIDAZOLIDINES, METHOD OF PREPARATION, APPLICATION AS A MEDICINAL PRODUCT AND COMPOSITIONS CONTAINING THEM |
IL55774A (en) * | 1977-10-28 | 1982-04-30 | Sparamedica Ag | Pharmaceutical compositions containing urea derivatives,certain such novel derivatives and their manufacture |
MC1220A1 (en) * | 1977-10-28 | 1979-07-20 | Hoffmann La Roche | NEW DERIVATIVES OF IMIDAZOLIDINE |
DE2933917A1 (en) * | 1979-08-22 | 1981-03-26 | Basf Ag, 67063 Ludwigshafen | 5-IMINO-IMIDAZOLIDIN-2-ONE AND HERBICIDES CONTAINING THEM. |
DE3444918A1 (en) * | 1984-12-08 | 1986-06-12 | Hoechst Ag, 6230 Frankfurt | 1-PHENYL-IMIDAZOLE-5-CARBONIC ACID DERIVATIVES, A METHOD FOR THE PRODUCTION THEREOF AND THEIR USE AS GROWTH REGULATORS |
US4672101A (en) * | 1985-09-09 | 1987-06-09 | The Dow Chemical Company | Polyepoxy aromatic hydantoins |
FR2619381B1 (en) * | 1987-08-13 | 1989-12-08 | Roussel Uclaf | NOVEL IMIDAZOLIDINES SUBSTITUTED BY A RADICAL HYDROXYMETHYL AND A RADICAL PHENYL SUBSTITUTED, THEIR PREPARATION METHOD, THEIR APPLICATION AS MEDICAMENTS, THE PHARMACEUTICAL COMPOSITIONS CONTAINING THEM AND AN INTERMEDIATE FOR THEIR PREPARATION |
-
1991
- 1991-01-09 FR FR9100185A patent/FR2671348B1/en not_active Expired - Fee Related
-
1992
- 1992-01-07 ZA ZA9290A patent/ZA9290B/en unknown
- 1992-01-08 AU AU10106/92A patent/AU648376B2/en not_active Ceased
- 1992-01-08 CA CA002059052A patent/CA2059052C/en not_active Expired - Fee Related
- 1992-01-08 IE IE920059A patent/IE76143B1/en not_active IP Right Cessation
- 1992-01-08 HU HU9200065A patent/HU223310B1/en not_active IP Right Cessation
- 1992-01-08 ES ES92400038T patent/ES2089425T3/en not_active Expired - Lifetime
- 1992-01-08 AT AT92400038T patent/ATE140218T1/en not_active IP Right Cessation
- 1992-01-08 DK DK92400038.3T patent/DK0494819T3/en active
- 1992-01-08 KR KR1019920000124A patent/KR100238385B1/en not_active IP Right Cessation
- 1992-01-08 RU SU925010932A patent/RU2076101C1/en not_active IP Right Cessation
- 1992-01-08 DE DE69212007T patent/DE69212007T2/en not_active Expired - Fee Related
- 1992-01-08 EP EP92400038A patent/EP0494819B1/en not_active Expired - Lifetime
- 1992-01-09 JP JP01935392A patent/JP3383320B2/en not_active Expired - Fee Related
- 1992-01-09 CN CN92100140A patent/CN1049214C/en not_active Expired - Fee Related
-
1993
- 1993-06-18 UA UA93003049A patent/UA45299C2/en unknown
-
1996
- 1996-07-11 GR GR960400495T patent/GR3020510T3/en unknown
Also Published As
Publication number | Publication date |
---|---|
GR3020510T3 (en) | 1996-10-31 |
FR2671348B1 (en) | 1993-03-26 |
FR2671348A1 (en) | 1992-07-10 |
ZA9290B (en) | 1993-03-31 |
JP3383320B2 (en) | 2003-03-04 |
IE920059A1 (en) | 1992-07-15 |
AU648376B2 (en) | 1994-04-21 |
CN1063102A (en) | 1992-07-29 |
HUT60250A (en) | 1992-08-28 |
CN1049214C (en) | 2000-02-09 |
EP0494819A1 (en) | 1992-07-15 |
AU1010692A (en) | 1992-07-16 |
HU223310B1 (en) | 2004-05-28 |
KR100238385B1 (en) | 2000-03-02 |
CA2059052C (en) | 2004-11-23 |
JPH04308579A (en) | 1992-10-30 |
IE76143B1 (en) | 1997-10-08 |
DE69212007T2 (en) | 1997-01-09 |
KR920014786A (en) | 1992-08-25 |
ATE140218T1 (en) | 1996-07-15 |
DE69212007D1 (en) | 1996-08-14 |
EP0494819B1 (en) | 1996-07-10 |
CA2059052A1 (en) | 1992-07-10 |
ES2089425T3 (en) | 1996-10-01 |
UA45299C2 (en) | 2002-04-15 |
HU9200065D0 (en) | 1992-03-30 |
RU2076101C1 (en) | 1997-03-27 |
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