DK200001556A - Substituerede thiazolidindionderivater - Google Patents
Substituerede thiazolidindionderivater Download PDFInfo
- Publication number
- DK200001556A DK200001556A DK200001556A DKPA200001556A DK200001556A DK 200001556 A DK200001556 A DK 200001556A DK 200001556 A DK200001556 A DK 200001556A DK PA200001556 A DKPA200001556 A DK PA200001556A DK 200001556 A DK200001556 A DK 200001556A
- Authority
- DK
- Denmark
- Prior art keywords
- thiazolidinedione
- methyl
- ethoxy
- amino
- group
- Prior art date
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Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
- C07D277/02—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
- C07D277/20—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
-
- 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
- A61P3/06—Antihyperlipidemics
-
- 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
-
- 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
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/12—Antihypertensives
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
- C07D277/02—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
- C07D277/20—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D277/22—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
- C07D277/02—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
- C07D277/20—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D277/32—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three 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
- C07D277/38—Nitrogen atoms
- C07D277/42—Amino or imino radicals substituted by hydrocarbon or substituted hydrocarbon radicals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
- C07D277/60—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings condensed with carbocyclic rings or ring systems
- C07D277/62—Benzothiazoles
- C07D277/68—Benzothiazoles 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 in position 2
- C07D277/82—Nitrogen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
- C07D417/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings
- C07D417/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
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- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Diabetes (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- General Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Public Health (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Veterinary Medicine (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Obesity (AREA)
- Hematology (AREA)
- Endocrinology (AREA)
- Emergency Medicine (AREA)
- Cardiology (AREA)
- Heart & Thoracic Surgery (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Thiazole And Isothizaole Compounds (AREA)
- Pyridine Compounds (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
- Medicines Containing Material From Animals Or Micro-Organisms (AREA)
- Peptides Or Proteins (AREA)
- Steroid Compounds (AREA)
Description
PATENTKRAV 1. Forbindelse med formlen (I):
eller en tautomer form deraf, og/eller et farmaceutisk acceptabelt salt deraf, og/eller et farmaceutisk acceptabelt solvat deraf, kendetegnet ved, at betegner en substitueret eller usubstitueret aromatisk hetero-cyclylgruppe; r! betegner et hydrogenatom, en alkylgruppe, en acylgruppe, en aral-kylgruppe, hvor arylgruppen kan være substitueret eller usubstitueret, eller en substitueret eller usubstitueret arylgruppe; og betegner hver hydrogen, eller R^ og R^ betegner tilsammen en binding; A^ betegner en benzenring med i alt op til 5 substituenter; og n betegner et helt tal i området fra 2 til 6. 1
Forbindelse ifølge krav 1, kendetegnet ved, at A^ betegner en substitueret eller usubstitueret, enkelt- eller kondenseretring aromatisk heterocyclyl-gruppe omfattende op til A heteroatomer i ringen valgt blandt oxygen, svovl og nitrogen, fx betegner A1 en gruppe med formlen (a), (b) eller (c):
hvor: R4 og R1 hver uafhængigt af hinanden betegner et hydrogenatom, en alkylgruppe eller en substitueret eller usubstitueret arylgruppe, fx en substitueret eller usubstitueret phenylgruppe, eller, når R^ og hver er bundet til et carbonatom, danner R^ og R^ sammen med de carbonatomer, hvortil de er bundet, en benzenring, hvor hvert carbonatom, der er betegnet ved R^ og R^, sammen kan være substitueret eller usubstitueret, fx betegner R^ og R-> sammen en gruppe med formlen (d):
(d) hvor R® og R^ hver uafhængigt af hinanden betegner hydrogen, halogen, substitueret eller usubstitueret alkyl eller alkoxy, fx betegner R® og R^ begge hydrogen; og i gruppen med formlen (a) betegner X oxygen eller svovl. 3. Forbindelse ifølge krav 1 eller 2, kendetegnet ved, at betegner en gruppe med formlen (e) :
(e) hvor R® og R^ hver uafhængigt af hinanden betegner hydrogen, halogen, substitueret eller usubstitueret alkyl eller alkoxy, fx en forbindelse, hvor R® og R^ hver betegner hydrogen. 64 4. Forbindelse ifølge krav 1, med formlen (II):
eller en tautomer form deraf og/eller et farmaceutisk acceptabelt salt deraf og/eller et farmaceutisk acceptabelt solvat deraf, kendetegnet ved, at A*, R*-, R^, R^ og n er som defineret i forbindelse med formlen (I) i krav 1, og R® og er som defineret i forbindelse med formlen (e) i krav 3. 5. Forbindelse ifølge et hvilket som helst af kravene 1 til 4, kendetegnet ved, at n betegner et helt tal 2 eller 3, og/eller at R* betegner en methylgruppe. 6. Forbindelse ifølge krav 1, valgt fra listen bestående af: 5-(4-(2-(N-methyl-N-(2-benzothiazolyl)amino)ethoxy]benzyl)-2,4-thia-zolidindion; 5-(4-[2-(N-methyl-N-(2-benzothiazolyl)amino)ethoxy]benzyliden) -2 ,4-thiazolidindion; 5-(4-[2-(N-methyl-N-(2-benzoxazolyl)amino)ethoxy]benzyl)-2,4-thiazo-lidindion; 5-(4-[2-(N-me thyl - N - ( 2 -benzoxazo ly 1) amino ) e thoxy ] benzyl iden) -2,4-thiazolidindion; 1 (4- [2- (N-methyl-N- (2-pyrimidinyl)amino)ethoxy]benzyl) -2,4-thiazoli-dindion; 5-(4-[2-(N-methyl-N-(2-pyrimidinyl)amino)ethoxy]benzyliden)-2,4- thiazolidindion; 5-(4-(2-(N-methyl-N-[2-(4,5-dimethylthiazolyl)]amino)ethoxy]benzyl) - 2.4- thiazolidindion; 5-(4-[2-(N-methyl-N-[2-(4,5-dimethylthiazolyl)]amino)ethoxy]benzyli-den)-2,4-thiazolidindion; 5-(4-(2-(N-methyl-N-(2-thiazolyl)amino) ethoxy]benzyl)-2,4-thiazolidindion; 5-(4-[2-(N-methyl-N-(2-thiazolyl)amino)ethoxy]benzyliden)-2,4-thiazolidindion; 5-[4-(2-(N-methyl-N-(2-(4-phenylthiazolyl))amino)ethoxy)benzyl]-2,4-thiazolidindion; 5-(4-[2-(N-methyl-N-(2-(4-phenylthiazolyl))amino)ethoxy]benzyliden)- 2.4- thiazolidindion; 5-(4-(2-(N-methyl-N-[2-(4-phenyl-5-methylthiazolyl)]amino)ethoxy]benzyl) -2,4-thiazolidindion; 5-(4-[2-(N-methyl-N-(2-(4-phenyl-5-methylthiazolyl)]amino)ethoxy]ben -zyliden)-2,4-thiazolidindion; 5-(4-[2-(N-methyl-N-[2-(4-methyl-5-phenylthiazolyl)]amino)ethoxy]ben-zyl)-2,4-thiazolidindion; 5- (4-[2-(N-methyl-N-[2-(4-methyl-5-phenylthiazolyl)]amino)ethoxy]ben-zyliden)-2,4-thiazolidindion; 5-(4-[2-(N-methyl-N-[2-(4-methylthiazolyl)]amino)ethoxy]benzyl)-2,4-thiazolidindion; 5-(4-[2-(N-methyl-N-[2-(4-methylthiazolyl)]amino)ethoxy]benzyl iden)- 2.4- thlazol tdlnd-J on : 5-[4-(2-(N-methyl-N-[2-(5-phenyloxazolyl)]amino)ethoxy)benzyl]-2,4- thiazolidlndion; 5-(4-[2-(N-methyl-N-[2-(5-phenyloxazolyl)]amino)ethoxy]benzyliden)- 2.4- thlazolidindlon; 5-(4-[2-(N-methyl-N-[2-(4,5-dimethyloxazolyl)]amino)ethoxy]benzyl)- 2.4- thiazolidindion; 5-(4-[2-(N-methyl-N-[2-(4,5-dimethyloxazolyl)]amino)ethoxy]benzyli-den)-2,4-thiazolidindion; 5-[4-(2-(2-pyrimidinylamino)ethoxy)benzyl]-2,4-thiazolidindion; 5-[4-(2-(2-pyrimidinylamino)ethoxy)benzyliden]-2,4-thiazolidindion; 5-(4-[2-(N-acetyl-N-(2-pyrimidinyl)amino)ethoxy]benzyl)-2,4-thiazolidindion; 5-(4-(2-(N-(2-benzothiazolyl)-N-benzylamino)ethoxy)benzyliden)-2,4-thiazolidindion; 5-(4-(2-(N-(2-benzothiazolyl)-N-benzylamino)ethoxy)benzyl)-2,4-thiazolidindion; 5-(4-[3-(N-methyl-N-(2-benzoxazolyl)amino)propoxy]benzyl)-2,4-thiazolidindion; 5-(4-(3-(N-methyl-N-(2-benzoxazolyl)amino)propoxy]benzyliden)-2,4-thiazolidindion; 5-(4-[2-(N-methyl-N-(2-pyridyl)amino)ethoxy]benzyl)-2,4-thiazolidin-dion; og 5-(4-(2-(N-methyl-N-(2-pyridyl)amino)ethoxyjbenzyliden)-2,4-thiazolidindion; eller en tautomer form deraf, og/eller et farmaceutisk acceptabelt salt deraf, og/eller et farmaceutisk acceptabelt solvat deraf. 7. Fremgangsmåde til fremstilling af en forbindelse med formlen (I), eller en tautomer form deraf, og/eller et farmaceutisk acceptabelt salt deraf, og/eller et farmaceutisk acceptabelt solvat deraf, kendetegnet ved, at enten (a) en forbindelse med formlen (III)
(III) hvor R^, og er som defineret i forbindelse med formlen (I), og Ra er en gruppe, der kan omdannes til en gruppe med formlen (f):
(f) hvor R*·, A*· og n er som defineret i forbindelse med formlen (I), omsættes med et egnet reagens, der er i stand til at omdanne Ra til gruppen (f); eller (b) en forbindelse med formlen (VIII):
(VIII) hvor R^, A^, A^ og n er som defineret i forbindelse med formel (I), omsættes med 2,4-thiazolidindion; og derefter, om nødvendigt, at ét eller flere af følgende eventuelle trin udføres: (i) en forbindelse med formlen (I) omdannes til en anden forbindelse med formlen (I); (ii) et farmaceutisk acceptabelt salt af forbindelsen med formlen (1) og/eller et farmaceutisk acceptabelt solvat deraf fremstilles. 8. Farmaceutisk præparat, kendetegnet ved, at det omfatter en forbindelse med formlen (I) ifølge krav 1, eller en tautomer form deraf, eller et farmaceutisk acceptabelt salt deraf eller farmaceutisk acceptabelt solvat deraf, og en farmaceutisk acceptabel bærer dertil. 9. Forbindelse med formlen (I) ifølge krav 1, eller en tautomer form deraf, og/eller et farmaceutisk acceptabelt salt deraf, og/eller et farmaceutisk acceptabelt solvat deraf, kendetegnet ved, at den anvendes som en aktiv terapeutisk bestanddel, fx til behandling af og/eller profylakse af hyperglykæmi og/eller hyperlipidæini. 10. Anvendelse af en forbindelse med formlen (I) ifølge krav 1, eller en tautomer form deraf, og/eller et farmaceutisk acceptabelt salt deraf, og/eller et farmaceutisk acceptabelt solvat deraf til fremstilling af et medikament til behandling og/eller profylakse af hyperglykæmi og/eller hyperlipidæmi.
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB878720825A GB8720825D0 (en) | 1987-09-04 | 1987-09-04 | Compounds |
GB878727987A GB8727987D0 (en) | 1987-11-30 | 1987-11-30 | Novel compounds |
GB888802454A GB8802454D0 (en) | 1988-02-04 | 1988-02-04 | Compounds |
Publications (1)
Publication Number | Publication Date |
---|---|
DK200001556A true DK200001556A (da) | 2000-10-18 |
Family
ID=27263577
Family Applications (2)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
DK198804902A DK175176B1 (da) | 1987-09-04 | 1988-09-02 | Forbindelsen 5-(4-[2-(N-methyl-N-(2-pyridyl)amino)ethoxy]benzyl)-2,4-thiazolidindion, et farmaceutisk præparat indeholdende forbindelsen, forbindelsen som en aktiv terapeutisk bestanddel og anvendelsen af forbindelsen til fremstilling af et medikament |
DK200001556A DK200001556A (da) | 1987-09-04 | 2000-10-18 | Substituerede thiazolidindionderivater |
Family Applications Before (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
DK198804902A DK175176B1 (da) | 1987-09-04 | 1988-09-02 | Forbindelsen 5-(4-[2-(N-methyl-N-(2-pyridyl)amino)ethoxy]benzyl)-2,4-thiazolidindion, et farmaceutisk præparat indeholdende forbindelsen, forbindelsen som en aktiv terapeutisk bestanddel og anvendelsen af forbindelsen til fremstilling af et medikament |
Country Status (19)
Country | Link |
---|---|
US (1) | US5002953A (da) |
EP (2) | EP0842925A1 (da) |
JP (6) | JP2614497B2 (da) |
KR (1) | KR0164207B1 (da) |
AT (1) | ATE186724T1 (da) |
AU (1) | AU611938B2 (da) |
CA (1) | CA1328452C (da) |
CZ (1) | CZ391691A3 (da) |
DE (2) | DE3856378T2 (da) |
DK (2) | DK175176B1 (da) |
ES (1) | ES2137915T3 (da) |
GR (1) | GR3031873T3 (da) |
HK (1) | HK1011029A1 (da) |
IE (1) | IE20000683A1 (da) |
LU (1) | LU90711I2 (da) |
NL (1) | NL300034I2 (da) |
NZ (1) | NZ226027A (da) |
PT (1) | PT88410B (da) |
SG (1) | SG59988A1 (da) |
Families Citing this family (274)
Publication number | Priority date | Publication date | Assignee | Title |
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US5194443A (en) * | 1987-09-04 | 1993-03-16 | Beecham Group P.L.C. | Compounds |
US5232925A (en) * | 1987-09-04 | 1993-08-03 | Beecham Group P.L.C. | Compounds |
GB8820389D0 (en) * | 1988-08-26 | 1988-09-28 | Beecham Group Plc | Novel compounds |
GB8919417D0 (en) | 1989-08-25 | 1989-10-11 | Beecham Group Plc | Novel compounds |
GB8919434D0 (en) * | 1989-08-25 | 1989-10-11 | Beecham Group Plc | Novel compounds |
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GB9017218D0 (en) * | 1990-08-06 | 1990-09-19 | Beecham Group Plc | Novel compounds |
GB9023584D0 (en) * | 1990-10-30 | 1990-12-12 | Beecham Group Plc | Novel compounds |
GB9023583D0 (en) * | 1990-10-30 | 1990-12-12 | Beecham Group Plc | Novel compounds |
EP0494405B2 (en) * | 1991-01-10 | 2000-04-19 | Transcend Therapeutics, Inc. | Use of L-2-oxo thiazolidine-4-carboxylate for the treatment of pulmonary diseases |
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GB9124513D0 (en) * | 1991-11-19 | 1992-01-08 | Smithkline Beecham Plc | Novel process |
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GB9218830D0 (en) * | 1992-09-05 | 1992-10-21 | Smithkline Beecham Plc | Novel compounds |
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GB9315148D0 (en) * | 1993-07-22 | 1993-09-08 | Smithkline Beecham Plc | Novel compounds |
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Publication number | Priority date | Publication date | Assignee | Title |
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JPS5522636A (en) * | 1978-08-04 | 1980-02-18 | Takeda Chem Ind Ltd | Thiazoliding derivative |
ES2137915T3 (es) * | 1987-09-04 | 2000-01-01 | Beecham Group Plc | Derivados de tiazolidindiona sustituida. |
-
1988
- 1988-08-26 ES ES88307910T patent/ES2137915T3/es not_active Expired - Lifetime
- 1988-08-26 SG SG1996009246A patent/SG59988A1/en unknown
- 1988-08-26 EP EP98102500A patent/EP0842925A1/en not_active Withdrawn
- 1988-08-26 AT AT88307910T patent/ATE186724T1/de active
- 1988-08-26 DE DE3856378T patent/DE3856378T2/de not_active Expired - Lifetime
- 1988-08-26 EP EP88307910A patent/EP0306228B1/en not_active Expired - Lifetime
- 1988-08-26 DE DE2001199003 patent/DE10199003I1/de active Granted
- 1988-09-02 PT PT88410A patent/PT88410B/pt not_active IP Right Cessation
- 1988-09-02 IE IE20000683A patent/IE20000683A1/en not_active IP Right Cessation
- 1988-09-02 NZ NZ226027A patent/NZ226027A/en unknown
- 1988-09-02 DK DK198804902A patent/DK175176B1/da not_active IP Right Cessation
- 1988-09-02 CA CA000576452A patent/CA1328452C/en not_active Expired - Lifetime
- 1988-09-02 AU AU21738/88A patent/AU611938B2/en not_active Expired
- 1988-09-03 KR KR1019880011399A patent/KR0164207B1/ko not_active IP Right Cessation
- 1988-09-03 JP JP63221206A patent/JP2614497B2/ja not_active Expired - Lifetime
-
1989
- 1989-12-27 US US07/457,272 patent/US5002953A/en not_active Expired - Lifetime
-
1991
- 1991-12-19 CZ CS913916A patent/CZ391691A3/cs unknown
-
1996
- 1996-10-02 JP JP8279898A patent/JP2837139B2/ja not_active Expired - Lifetime
- 1996-10-02 JP JP8279899A patent/JPH09183772A/ja active Pending
- 1996-10-02 JP JP8279897A patent/JP2817840B2/ja not_active Expired - Lifetime
-
1998
- 1998-01-28 JP JP10029075A patent/JPH10194970A/ja active Pending
- 1998-01-28 JP JP10029076A patent/JPH10194971A/ja active Pending
- 1998-11-20 HK HK98112194A patent/HK1011029A1/xx not_active IP Right Cessation
-
1999
- 1999-11-18 GR GR990402958T patent/GR3031873T3/el unknown
-
2000
- 2000-10-18 DK DK200001556A patent/DK200001556A/da not_active Application Discontinuation
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2001
- 2001-01-03 LU LU90711C patent/LU90711I2/fr unknown
- 2001-01-04 NL NL300034C patent/NL300034I2/nl unknown
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