CA2107432A1 - Quaternary Basic Amides, Method of Preparing Them and Pharmaceutical Compositions in Which They Are Present - Google Patents
Quaternary Basic Amides, Method of Preparing Them and Pharmaceutical Compositions in Which They Are PresentInfo
- Publication number
- CA2107432A1 CA2107432A1 CA2107432A CA2107432A CA2107432A1 CA 2107432 A1 CA2107432 A1 CA 2107432A1 CA 2107432 A CA2107432 A CA 2107432A CA 2107432 A CA2107432 A CA 2107432A CA 2107432 A1 CA2107432 A1 CA 2107432A1
- Authority
- CA
- Canada
- Prior art keywords
- group
- alkyl
- omega
- hydrogen
- preparing
- 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.)
- Granted
Links
- 150000001408 amides Chemical class 0.000 title abstract 2
- 239000008194 pharmaceutical composition Substances 0.000 title 1
- -1 hydroxymethylene group Chemical group 0.000 abstract 3
- 239000001257 hydrogen Substances 0.000 abstract 2
- 229910052739 hydrogen Inorganic materials 0.000 abstract 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 2
- 125000001997 phenyl group Chemical class [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 2
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 abstract 1
- 125000006833 (C1-C5) alkylene group Chemical group 0.000 abstract 1
- 102000003141 Tachykinin Human genes 0.000 abstract 1
- 125000003545 alkoxy group Chemical group 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 150000001450 anions Chemical class 0.000 abstract 1
- 125000004196 benzothienyl group Chemical group S1C(=CC2=C1C=CC=C2)* 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 239000003814 drug Substances 0.000 abstract 1
- 229940079593 drug Drugs 0.000 abstract 1
- 125000001072 heteroaryl group Chemical group 0.000 abstract 1
- 125000001041 indolyl group Chemical group 0.000 abstract 1
- 125000001624 naphthyl group Chemical group 0.000 abstract 1
- 229910052757 nitrogen Inorganic materials 0.000 abstract 1
- 125000004433 nitrogen atom Chemical group N* 0.000 abstract 1
- 230000001575 pathological effect Effects 0.000 abstract 1
- 108060008037 tachykinin Proteins 0.000 abstract 1
- 125000001544 thienyl group Chemical group 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
- C07D487/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
- C07D487/08—Bridged systems
-
- 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
-
- 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
- A61P25/00—Drugs for disorders of the nervous system
-
- 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
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/06—Antimigraine agents
-
- 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
- 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
- A61P37/08—Antiallergic agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
-
- 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
-
- 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
- C07D453/00—Heterocyclic compounds containing quinuclidine or iso-quinuclidine ring systems, e.g. quinine alkaloids
- C07D453/02—Heterocyclic compounds containing quinuclidine or iso-quinuclidine ring systems, e.g. quinine alkaloids containing not further condensed quinuclidine ring systems
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Public Health (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Pharmacology & Pharmacy (AREA)
- Veterinary Medicine (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Neurology (AREA)
- Neurosurgery (AREA)
- Pain & Pain Management (AREA)
- Biomedical Technology (AREA)
- Pulmonology (AREA)
- Immunology (AREA)
- Cardiology (AREA)
- Heart & Thoracic Surgery (AREA)
- Vascular Medicine (AREA)
- Rheumatology (AREA)
- Urology & Nephrology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Peptides Or Proteins (AREA)
- Medicinal Preparation (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Cephalosporin Compounds (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
- Indole Compounds (AREA)
- Inorganic Compounds Of Heavy Metals (AREA)
Abstract
The invention relates to quaternary basic amides of the formula (see formula I) in which - Ar is an optionally substituted mono-, di- or tri-cyclic aromatic or heteroaromatic group - T is a direct bond, a hydroxymethylene group, an alkoxymethylene group in which the alkoxy group is C1-C4, or a C1-C5-alkylene group;
- Ar' is an unsubstituted or mono- or poly-substituted phenyl, a thienyl, a benzothienyl, a naphthyl or an indolyl;
- R is hydrogen or a C1-C4-alkyl, or a C1-C4-.omega.-alkoxy(C2-C4)alkyl, or a C2-C4-.omega.-alkanoyloxy (C1-C4)alkyl;.
- Q is hydrogen:
- or else Q and R together form a 1,2-ethylene, 1,3-propylene or 1,4-butylene group:
- Am+ is the radical (see formula II) in which X1, X2 and X3, together with the nitrogen atom to which they are bonded, form an azabicyclic or azatricyclic system optionally substituted by a phenyl group; and - A- is a pharmaceutically acceptable anion.
These compounds are useful for the preparation of drugs intended for the treatment of pathological conditions involving the tachykinin system.
- Ar' is an unsubstituted or mono- or poly-substituted phenyl, a thienyl, a benzothienyl, a naphthyl or an indolyl;
- R is hydrogen or a C1-C4-alkyl, or a C1-C4-.omega.-alkoxy(C2-C4)alkyl, or a C2-C4-.omega.-alkanoyloxy (C1-C4)alkyl;.
- Q is hydrogen:
- or else Q and R together form a 1,2-ethylene, 1,3-propylene or 1,4-butylene group:
- Am+ is the radical (see formula II) in which X1, X2 and X3, together with the nitrogen atom to which they are bonded, form an azabicyclic or azatricyclic system optionally substituted by a phenyl group; and - A- is a pharmaceutically acceptable anion.
These compounds are useful for the preparation of drugs intended for the treatment of pathological conditions involving the tachykinin system.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR9212083A FR2696178B1 (en) | 1992-09-30 | 1992-09-30 | Quaternary basic amides, process for their preparation and pharmaceutical compositions containing them. |
| FR9212083 | 1992-09-30 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CA2107432A1 true CA2107432A1 (en) | 1994-03-31 |
| CA2107432C CA2107432C (en) | 2000-04-04 |
Family
ID=9434374
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA002107432A Expired - Fee Related CA2107432C (en) | 1992-09-30 | 1993-09-30 | Quaternary basic amides, method of preparing them and pharmaceutical compositions in which they are present |
Country Status (27)
| Country | Link |
|---|---|
| EP (1) | EP0591040B1 (en) |
| JP (2) | JP2857041B2 (en) |
| KR (1) | KR100279084B1 (en) |
| CN (1) | CN1036652C (en) |
| AT (1) | ATE176469T1 (en) |
| AU (1) | AU674875B2 (en) |
| BR (1) | BR9303982A (en) |
| CA (1) | CA2107432C (en) |
| CZ (1) | CZ287272B6 (en) |
| DE (1) | DE69323375T2 (en) |
| DK (1) | DK0591040T3 (en) |
| ES (1) | ES2130238T3 (en) |
| FI (1) | FI114474B (en) |
| FR (1) | FR2696178B1 (en) |
| GR (1) | GR3030000T3 (en) |
| HU (2) | HU215848B (en) |
| IL (1) | IL107158A0 (en) |
| MX (1) | MX9306024A (en) |
| MY (1) | MY108881A (en) |
| NO (1) | NO304888B1 (en) |
| NZ (1) | NZ248821A (en) |
| OA (1) | OA09869A (en) |
| RU (1) | RU2120436C1 (en) |
| SG (1) | SG47807A1 (en) |
| SI (1) | SI9300513B (en) |
| TW (1) | TW242625B (en) |
| ZA (1) | ZA937276B (en) |
Families Citing this family (38)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5583134A (en) * | 1992-09-30 | 1996-12-10 | Sanofi | 1-azoniabicyclo[2.2.2] octanes and pharmaceutical compositions in which they are present |
| FR2717802B1 (en) * | 1994-03-25 | 1996-06-21 | Sanofi Sa | New aromatic compounds, process for their preparation and pharmaceutical compositions containing them. |
| FR2717804B1 (en) * | 1994-03-25 | 1996-06-21 | Sanofi Sa | Salts of substituted nitrogen heteroaromatic compounds, process for their preparation and pharmaceutical compositions containing them. |
| NZ270985A (en) | 1994-04-29 | 1997-06-24 | Lilly Co Eli | Substituted benzimidazole derivatives; medicaments and preparation of medicaments |
| PL180866B1 (en) | 1994-07-12 | 2001-04-30 | Lilly Co Eli | Heterocyclic antagonists of tachykinin receptors |
| FR2725900B1 (en) * | 1994-10-21 | 1997-07-18 | Sanofi Sa | USE OF NK1 RECEPTOR ANTAGONISTS FOR THE PREPARATION OF DRUGS WITH CARDIOREGULATORY ACTION |
| US6008223A (en) * | 1994-10-27 | 1999-12-28 | Zeneca Limited | Therapeutic compounds |
| GB9421709D0 (en) * | 1994-10-27 | 1994-12-14 | Zeneca Ltd | Therapeutic compounds |
| CA2162786A1 (en) * | 1994-11-22 | 1996-05-23 | Philip Arthur Hipskind | Heterocyclic tachykinin receptor antagonists |
| FR2751654B1 (en) * | 1996-07-26 | 1998-10-23 | Sanofi Sa | SUBSTITUTED HETEROCYCLIC COMPOUNDS, PROCESS FOR THEIR PREPARATION AND PHARMACEUTICAL COMPOSITIONS CONTAINING THEM |
| FR2729954B1 (en) * | 1995-01-30 | 1997-08-01 | Sanofi Sa | SUBSTITUTED HETEROCYCLIC COMPOUNDS, PROCESS FOR THEIR PREPARATION AND PHARMACEUTICAL COMPOSITIONS CONTAINING THEM |
| FR2729952B1 (en) * | 1995-01-30 | 1997-04-18 | Sanofi Sa | SUBSTITUTED HETEROCYCLIC COMPOUNDS, PROCESS FOR THEIR PREPARATION AND PHARMACEUTICAL COMPOSITIONS CONTAINING THEM |
| FR2729951B1 (en) * | 1995-01-30 | 1997-04-18 | Sanofi Sa | NOVEL HETEROCYCLIC COMPOUNDS, PROCESS FOR THEIR PREPARATION AND PHARMACEUTICAL COMPOSITIONS CONTAINING THE SAME |
| US5654316A (en) * | 1995-06-06 | 1997-08-05 | Schering Corporation | Piperidine derivatives as neurokinin antagonists |
| EP0848706B1 (en) * | 1995-06-06 | 2003-02-05 | Schering Corporation | Substituted benzene-fused heterocyclics as neurokinin antagonists |
| FR2745811B1 (en) * | 1996-03-07 | 1998-05-22 | Sanofi Sa | DISSUBSTITUTED GLUTARIMIDE PROCESS FOR ITS PREPARATION, AND ITS USE |
| CA2255910A1 (en) * | 1996-05-24 | 1997-11-27 | Mitchell Irvin Steinberg | Methods of treating hypertension |
| US5691362A (en) * | 1996-06-05 | 1997-11-25 | Schering-Plough Corporation | Substituted benzene-fused hetero- and carbocyclics as nuerokinin antagonists |
| GB9617730D0 (en) * | 1996-08-23 | 1996-10-02 | Pfizer Ltd | Quarternary ammonium compounds |
| FR2759585B1 (en) | 1997-02-17 | 1999-06-11 | Sanofi Sa | PHARMACEUTICAL FORMULATIONS PRESENTED IN A DRY FORM FOR THE ORAL ADMINISTRATION OF A CYCLIC QUATERNARY AMMONIUM COMPOUND |
| FR2759584B1 (en) * | 1997-02-17 | 1999-06-11 | Sanofi Sa | PHARMACEUTICAL COMPOSITION FOR THE ORAL ADMINISTRATION OF HETEROCYCLIC COMPOUNDS IN QUATERNARY AMMONIUM FORM |
| AU744261B2 (en) * | 1997-04-24 | 2002-02-21 | Merck Sharp & Dohme Limited | Use of NK-1 receptor antagonists for treating eating disorders |
| GB9712882D0 (en) | 1997-06-18 | 1997-08-20 | Pfizer Ltd | Quaternary ammonium compounds |
| GB9716463D0 (en) * | 1997-08-04 | 1997-10-08 | Merck Sharp & Dohme | Therapeutic agents |
| GB9716457D0 (en) * | 1997-08-04 | 1997-10-08 | Merck Sharp & Dohme | Therapeutic agents |
| AU738047B2 (en) * | 1997-08-04 | 2001-09-06 | Merck Sharp & Dohme Limited | Use of NK-1 receptor antagonists for treating mania |
| CA2298779A1 (en) * | 1997-08-04 | 1999-02-18 | Merck Sharp & Dohme Limited | Use of nk-1 receptor antagonists for treating aggressive behaviour disorders |
| GB9816897D0 (en) * | 1998-08-04 | 1998-09-30 | Merck Sharp & Dohme | Therapeutic use |
| GB9927125D0 (en) | 1999-11-16 | 2000-01-12 | Univ Reading The | Placental human neurokinin B precursor |
| CN1942441A (en) * | 2004-02-25 | 2007-04-04 | 三共株式会社 | Sulfonyloxy derivatives |
| JP2008534504A (en) | 2005-03-22 | 2008-08-28 | アゼヴァン ファーマスーティカルズ，インコーポレイテッド | Β-Lactamyl alkanoic acid for treating premenstrual disorders |
| ES2726942T3 (en) | 2005-07-19 | 2019-10-10 | Azevan Pharmaceuticals Inc | Vasopressin antagonist of beta-lactam phenylalanine, cysteine and serine type |
| EA200970706A1 (en) | 2007-01-24 | 2010-02-26 | Глэксо Груп Лимитед | NEW PHARMACEUTICAL COMPOSITIONS |
| UA105182C2 (en) | 2008-07-03 | 2014-04-25 | Ньюрексон, Інк. | Benzoxazines, benzothiazines, and related compounds having nos inhibitory activity |
| ES2662350T3 (en) | 2010-07-01 | 2018-04-06 | Azevan Pharmaceuticals, Inc. | Procedures for the treatment of posttraumatic stress disorder |
| BR112016022575A2 (en) | 2014-03-28 | 2017-08-15 | Azevan Pharmaceuticals Inc | COMPOSITIONS AND METHODS FOR THE TREATMENT OF NEURODEGENERATIVE DISEASES |
| KR102278197B1 (en) | 2016-12-14 | 2021-07-15 | 베이징 서우바이 파마슈티컬 컴퍼니 리미티드 | Bifunctional compound of quaternary ammonium salt structure |
| CN111295373A (en) | 2017-09-15 | 2020-06-16 | 阿泽凡药物公司 | Compositions and methods for treating brain injury |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FI97540C (en) * | 1989-11-06 | 1997-01-10 | Sanofi Sa | Process for the preparation of therapeutically useful aromatically substituted piperidine and piperazine derivatives |
| FR2666185B1 (en) * | 1990-08-21 | 1992-12-04 | Sgs Thomson Microelectronics | INTERPOLATION ANALOG / DIGITAL CONVERTER. |
| IL99320A (en) * | 1990-09-05 | 1995-07-31 | Sanofi Sa | Arylalkylamines, their preparation and pharmaceutical compositions containing them |
-
1992
- 1992-09-30 FR FR9212083A patent/FR2696178B1/en not_active Expired - Fee Related
-
1993
- 1993-09-13 TW TW082107498A patent/TW242625B/zh active
- 1993-09-28 KR KR1019930020216A patent/KR100279084B1/en not_active IP Right Cessation
- 1993-09-28 DE DE69323375T patent/DE69323375T2/en not_active Expired - Fee Related
- 1993-09-28 ES ES93402362T patent/ES2130238T3/en not_active Expired - Lifetime
- 1993-09-28 DK DK93402362T patent/DK0591040T3/en active
- 1993-09-28 AT AT93402362T patent/ATE176469T1/en not_active IP Right Cessation
- 1993-09-28 EP EP93402362A patent/EP0591040B1/en not_active Expired - Lifetime
- 1993-09-28 SG SG1996004468A patent/SG47807A1/en unknown
- 1993-09-29 CN CN93118177A patent/CN1036652C/en not_active Expired - Fee Related
- 1993-09-29 MX MX9306024A patent/MX9306024A/en not_active IP Right Cessation
- 1993-09-29 FI FI934273A patent/FI114474B/en active IP Right Grant
- 1993-09-29 RU RU93055131/04A patent/RU2120436C1/en not_active IP Right Cessation
- 1993-09-29 CZ CZ19932035A patent/CZ287272B6/en not_active IP Right Cessation
- 1993-09-29 MY MYPI93001979A patent/MY108881A/en unknown
- 1993-09-29 OA OA60420A patent/OA09869A/en unknown
- 1993-09-29 NO NO933481A patent/NO304888B1/en not_active IP Right Cessation
- 1993-09-29 IL IL107158A patent/IL107158A0/en not_active IP Right Cessation
- 1993-09-30 ZA ZA937276A patent/ZA937276B/en unknown
- 1993-09-30 AU AU48708/93A patent/AU674875B2/en not_active Ceased
- 1993-09-30 NZ NZ248821A patent/NZ248821A/en not_active IP Right Cessation
- 1993-09-30 BR BR9303982A patent/BR9303982A/en not_active Application Discontinuation
- 1993-09-30 HU HUP9302770A patent/HU215848B/en not_active IP Right Cessation
- 1993-09-30 SI SI9300513A patent/SI9300513B/en not_active IP Right Cessation
- 1993-09-30 CA CA002107432A patent/CA2107432C/en not_active Expired - Fee Related
- 1993-09-30 JP JP5268295A patent/JP2857041B2/en not_active Expired - Fee Related
-
1995
- 1995-06-28 HU HU95P/P00518P patent/HU211889A9/en unknown
-
1997
- 1997-12-25 JP JP35863297A patent/JP3243212B2/en not_active Expired - Fee Related
-
1999
- 1999-04-20 GR GR990401079T patent/GR3030000T3/en unknown
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| EEER | Examination request | ||
| MKLA | Lapsed |