DE69425637T2 - Aryliden-und heteroaryliden-oxindol derivate als tyrosin kinase inhibitoren - Google Patents
Aryliden-und heteroaryliden-oxindol derivate als tyrosin kinase inhibitorenInfo
- Publication number
- DE69425637T2 DE69425637T2 DE69425637T DE69425637T DE69425637T2 DE 69425637 T2 DE69425637 T2 DE 69425637T2 DE 69425637 T DE69425637 T DE 69425637T DE 69425637 T DE69425637 T DE 69425637T DE 69425637 T2 DE69425637 T2 DE 69425637T2
- Authority
- DE
- Germany
- Prior art keywords
- kinase inhibitors
- heteroaryliden
- aryliden
- tyrosin kinase
- oxindol derivatives
- 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 - Fee Related
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
- C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
- C07D403/06—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/06—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a carbon chain containing only aliphatic carbon 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
- A61K31/40—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with one nitrogen as the only ring hetero atom, e.g. sulpiride, succinimide, tolmetin, buflomedil
-
- 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
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C255/00—Carboxylic acid nitriles
- C07C255/01—Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms
- C07C255/32—Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms having cyano groups bound to acyclic carbon atoms of a carbon skeleton containing at least one six-membered aromatic ring
- C07C255/36—Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms having cyano groups bound to acyclic carbon atoms of a carbon skeleton containing at least one six-membered aromatic ring the carbon skeleton being further substituted by hydroxy groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C255/00—Carboxylic acid nitriles
- C07C255/01—Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms
- C07C255/32—Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms having cyano groups bound to acyclic carbon atoms of a carbon skeleton containing at least one six-membered aromatic ring
- C07C255/37—Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms having cyano groups bound to acyclic carbon atoms of a carbon skeleton containing at least one six-membered aromatic ring the carbon skeleton being further substituted by etherified hydroxy groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C255/00—Carboxylic acid nitriles
- C07C255/01—Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms
- C07C255/32—Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms having cyano groups bound to acyclic carbon atoms of a carbon skeleton containing at least one six-membered aromatic ring
- C07C255/41—Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms having cyano groups bound to acyclic carbon atoms of a carbon skeleton containing at least one six-membered aromatic ring the carbon skeleton being further substituted by carboxyl groups, other than cyano groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C327/00—Thiocarboxylic acids
- C07C327/38—Amides of thiocarboxylic acids
- C07C327/40—Amides of thiocarboxylic acids having carbon atoms of thiocarboxamide groups bound to hydrogen atoms or to acyclic carbon atoms
- C07C327/42—Amides of thiocarboxylic acids having carbon atoms of thiocarboxamide groups bound to hydrogen atoms or to acyclic carbon atoms to hydrogen atoms or to carbon atoms of a saturated carbon skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
- C07D209/04—Indoles; Hydrogenated indoles
- C07D209/10—Indoles; Hydrogenated indoles with substituted hydrocarbon radicals attached to carbon atoms of the hetero ring
- C07D209/18—Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
- C07D209/04—Indoles; Hydrogenated indoles
- C07D209/30—Indoles; Hydrogenated indoles with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to carbon atoms of the hetero ring
- C07D209/32—Oxygen atoms
- C07D209/34—Oxygen atoms in position 2
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
- C07D215/02—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
- C07D215/12—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D215/14—Radicals substituted by oxygen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2602/00—Systems containing two condensed rings
- C07C2602/02—Systems containing two condensed rings the rings having only two atoms in common
- C07C2602/04—One of the condensed rings being a six-membered aromatic ring
- C07C2602/10—One of the condensed rings being a six-membered aromatic ring the other ring being six-membered, e.g. tetraline
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Animal Behavior & Ethology (AREA)
- Pharmacology & Pharmacy (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Epidemiology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Indole Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB939313638A GB9313638D0 (en) | 1993-07-01 | 1993-07-01 | Arylidene and heteroarylidene oxindole derivatives and process for their preparation |
PCT/EP1994/001715 WO1995001349A1 (en) | 1993-07-01 | 1994-05-26 | Arylidene and heteroarylidene oxindole derivatives as tyrosine kinase inhibitors |
Publications (2)
Publication Number | Publication Date |
---|---|
DE69425637D1 DE69425637D1 (de) | 2000-09-28 |
DE69425637T2 true DE69425637T2 (de) | 2001-05-03 |
Family
ID=10738142
Family Applications (2)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
DE69434955T Expired - Fee Related DE69434955T2 (de) | 1993-07-01 | 1994-05-26 | Aryliden und Heteroaryliden-oxindolderivate als Tyrosin Kinase Inhibitoren |
DE69425637T Expired - Fee Related DE69425637T2 (de) | 1993-07-01 | 1994-05-26 | Aryliden-und heteroaryliden-oxindol derivate als tyrosin kinase inhibitoren |
Family Applications Before (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
DE69434955T Expired - Fee Related DE69434955T2 (de) | 1993-07-01 | 1994-05-26 | Aryliden und Heteroaryliden-oxindolderivate als Tyrosin Kinase Inhibitoren |
Country Status (23)
Country | Link |
---|---|
US (1) | US5656654A (de) |
EP (2) | EP0987263B1 (de) |
JP (1) | JP3737826B2 (de) |
KR (1) | KR950702979A (de) |
CN (1) | CN1111454A (de) |
AT (2) | ATE360013T1 (de) |
AU (1) | AU679754B2 (de) |
CA (1) | CA2142472A1 (de) |
DE (2) | DE69434955T2 (de) |
DK (1) | DK0658159T3 (de) |
ES (2) | ES2300132T3 (de) |
FI (1) | FI950859A0 (de) |
GB (1) | GB9313638D0 (de) |
GR (1) | GR3034854T3 (de) |
HU (1) | HUT72047A (de) |
IL (1) | IL110131A0 (de) |
MX (1) | MX9404885A (de) |
NZ (1) | NZ267423A (de) |
PL (1) | PL307741A1 (de) |
PT (1) | PT658159E (de) |
RU (1) | RU95108244A (de) |
WO (1) | WO1995001349A1 (de) |
ZA (1) | ZA944730B (de) |
Families Citing this family (42)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB9501567D0 (en) * | 1995-01-26 | 1995-03-15 | Pharmacia Spa | Hydrosoluble 3-arylidene-2-oxindole derivatives as tyrosine kinase inhibitors |
US5880141A (en) * | 1995-06-07 | 1999-03-09 | Sugen, Inc. | Benzylidene-Z-indoline compounds for the treatment of disease |
US6906093B2 (en) | 1995-06-07 | 2005-06-14 | Sugen, Inc. | Indolinone combinatorial libraries and related products and methods for the treatment of disease |
US6147106A (en) | 1997-08-20 | 2000-11-14 | Sugen, Inc. | Indolinone combinatorial libraries and related products and methods for the treatment of disease |
HUP9800757A3 (en) * | 1996-01-17 | 1998-08-28 | Taiho Pharmaceutical Co Ltd | Intimal thickening inhibitors containing oxyindole derivatives and pharmaceutical compositions containing them |
GB9610964D0 (en) * | 1996-05-24 | 1996-07-31 | Pharmacia & Upjohn Spa | Substituted tetralylmethylen-oxindole analogues as tyrosine kinase inhibitors |
GB9611797D0 (en) * | 1996-06-06 | 1996-08-07 | Pharmacia Spa | Substituted quinolylmethylen-oxindole analogues as tyrosine kinase inhibitors |
GB9613021D0 (en) * | 1996-06-21 | 1996-08-28 | Pharmacia Spa | Bicyclic 4-aralkylaminopyrimidine derivatives as tyrosine kinase inhibitors |
EP1247803A3 (de) * | 1996-08-23 | 2002-10-16 | Sugen, Inc. | Indolinon-Verbindungen und deren Verwendung als Protein- Kinase-Modulatoren |
US5917028A (en) * | 1996-10-29 | 1999-06-29 | Incyte Pharmaceuticals, Inc. | Human phosphoprotein |
AU7622698A (en) * | 1996-12-05 | 1998-06-29 | Sugen, Inc. | Use of indolinone compounds as modulators of protein kinases |
US6051593A (en) | 1997-06-20 | 2000-04-18 | Sugen, Inc. | 3-(cycloalkanoheteroarylidenyl)-2- indolinone protein tyrosine kinase inhibitors |
GB9718913D0 (en) | 1997-09-05 | 1997-11-12 | Glaxo Group Ltd | Substituted oxindole derivatives |
US6133305A (en) | 1997-09-26 | 2000-10-17 | Sugen, Inc. | 3-(substituted)-2-indolinones compounds and use thereof as inhibitors of protein kinase activity |
US6531502B1 (en) | 1998-01-21 | 2003-03-11 | Sugen, Inc. | 3-Methylidenyl-2-indolinone modulators of protein kinase |
JP2002504529A (ja) | 1998-02-27 | 2002-02-12 | ザ ユナイテッド ステイツ オブ アメリカ アズ リプレゼンティッド バイ ザ シークレタリー デパートメント オブ ヘルス アンド ヒューマン サービシーズ | 二置換ラベンダスティンa類似体およびこれらの類似体を含む薬学的組成物 |
US6043254A (en) * | 1998-04-03 | 2000-03-28 | Boehringer Ingelheim Pharma Kg | Indolinones having kinase-inhibiting activity |
DE19815020A1 (de) * | 1998-04-03 | 1999-10-07 | Boehringer Ingelheim Pharma | Neue substituierte Indolinone, ihre Herstellung und ihre Verwendung als Arzneimittel |
US6569868B2 (en) | 1998-04-16 | 2003-05-27 | Sugen, Inc. | 2-indolinone derivatives as modulators of protein kinase activity |
US6525072B1 (en) * | 1998-08-31 | 2003-02-25 | Sugen, Inc. | Geometrically restricted 2-indolinone derivatives as modulators of protein kinase activity |
JP2002532492A (ja) | 1998-12-17 | 2002-10-02 | エフ.ホフマン−ラ ロシュ アーゲー | サイクリン−依存性キナーゼ、特にcdk2のインヒビターとしての4−アルケニル(及びアルキニル)オキシドール |
US6153634A (en) | 1998-12-17 | 2000-11-28 | Hoffmann-La Roche Inc. | 4,5-azolo-oxindoles |
EP1149093A1 (de) | 1998-12-17 | 2001-10-31 | F. Hoffmann-La Roche Ag | 4-aryloxindolen als inhibitoren von jnk proteinkinasen |
CN1158283C (zh) | 1998-12-17 | 2004-07-21 | 霍夫曼-拉罗奇有限公司 | 作为蛋白激酶抑制剂的4-和5-吡嗪基羟吲哚 |
US6492398B1 (en) | 1999-03-04 | 2002-12-10 | Smithkline Beechman Corporation | Thiazoloindolinone compounds |
GB9904933D0 (en) | 1999-03-04 | 1999-04-28 | Glaxo Group Ltd | Compounds |
US6624171B1 (en) | 1999-03-04 | 2003-09-23 | Smithkline Beecham Corporation | Substituted aza-oxindole derivatives |
EP1165513A1 (de) * | 1999-03-24 | 2002-01-02 | Sugen, Inc. | Indolinon derivate als kinase inhibitoren |
US6689806B1 (en) | 1999-03-24 | 2004-02-10 | Sugen, Inc. | Indolinone compounds as kinase inhibitors |
US6878733B1 (en) | 1999-11-24 | 2005-04-12 | Sugen, Inc. | Formulations for pharmaceutical agents ionizable as free acids or free bases |
US6313310B1 (en) | 1999-12-15 | 2001-11-06 | Hoffmann-La Roche Inc. | 4-and 5-alkynyloxindoles and 4-and 5-alkenyloxindoles |
EP1259234B9 (de) * | 1999-12-30 | 2007-02-14 | Sugen, Inc. | 3-heteroarylidenyl-2-indolinon derivate mit protein kinase modulierender activity und zur verwendung in der krebschemotherapie |
US6620818B1 (en) | 2000-03-01 | 2003-09-16 | Smithkline Beecham Corporation | Method for reducing the severity of side effects of chemotherapy and/or radiation therapy |
MY128450A (en) | 2000-05-24 | 2007-02-28 | Upjohn Co | 1-(pyrrolidin-1-ylmethyl)-3-(pyrrol-2-ylmethylidene)-2-indolinone derivatives |
CA2410509A1 (en) | 2000-06-02 | 2001-12-13 | Sugen, Inc. | Indolinone derivatives as protein kinase/phosphatase inhibitors |
US6504034B2 (en) | 2001-01-23 | 2003-01-07 | Hoffmann-La Roche Inc. | Naphthostyrils |
WO2002096361A2 (en) | 2001-05-30 | 2002-12-05 | Sugen, Inc. | 5-aralkylsulfonyl-3- (pyrrol-2-ylmethylidene)-2-indolinone derivatives as kinase inhibitors |
BR0306785A (pt) * | 2002-01-07 | 2004-11-09 | Eisai Co Ltd | Deazapurinas e seus usos |
NZ561215A (en) | 2005-02-22 | 2010-12-24 | Univ Michigan | Small molecule inhibitors of MDM2 and uses thereof |
CN102115469A (zh) * | 2011-03-21 | 2011-07-06 | 浙江大学 | 吲哚啉-2-酮类衍生物的制备和用途 |
US9296730B2 (en) | 2012-10-26 | 2016-03-29 | Regents Of The University Of Minnesota | Aurora kinase inhibitors |
US10487054B2 (en) | 2017-04-21 | 2019-11-26 | Regents Of The University Of Minnesota | Therapeutic compounds |
Family Cites Families (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB9000950D0 (en) * | 1990-01-16 | 1990-03-14 | Erba Carlo Spa | New arylvinylamide derivatives and process for their preparation |
GB9000939D0 (en) * | 1990-01-16 | 1990-03-14 | Erba Carlo Spa | Improvement in the total synthesis of erbstatin analogs |
GB9004483D0 (en) * | 1990-02-28 | 1990-04-25 | Erba Carlo Spa | New aryl-and heteroarylethenylene derivatives and process for their preparation |
WO1992007830A2 (en) * | 1990-10-29 | 1992-05-14 | Pfizer Inc. | Oxindole peptide antagonists |
GB9115160D0 (en) * | 1991-07-12 | 1991-08-28 | Erba Carlo Spa | Methylen-oxindole derivatives and process for their preparation |
EP0549348A1 (de) * | 1991-12-24 | 1993-06-30 | PHARMACIA S.p.A. | Arylidene-heterocyclische Derivate, Verfahren zu ihrer Herstellung und ihre Anwendung als Tyrisine-Kinase Inhibitoren |
-
1993
- 1993-07-01 GB GB939313638A patent/GB9313638D0/en active Pending
-
1994
- 1994-05-26 AU AU69719/94A patent/AU679754B2/en not_active Expired - Fee Related
- 1994-05-26 HU HU9500954A patent/HUT72047A/hu unknown
- 1994-05-26 DE DE69434955T patent/DE69434955T2/de not_active Expired - Fee Related
- 1994-05-26 EP EP99203366A patent/EP0987263B1/de not_active Expired - Lifetime
- 1994-05-26 DK DK94918379T patent/DK0658159T3/da active
- 1994-05-26 KR KR1019950700742A patent/KR950702979A/ko not_active Application Discontinuation
- 1994-05-26 ES ES99203366T patent/ES2300132T3/es not_active Expired - Lifetime
- 1994-05-26 PL PL94307741A patent/PL307741A1/xx unknown
- 1994-05-26 CN CN94190452A patent/CN1111454A/zh active Pending
- 1994-05-26 AT AT99203366T patent/ATE360013T1/de not_active IP Right Cessation
- 1994-05-26 RU RU95108244/04A patent/RU95108244A/ru unknown
- 1994-05-26 DE DE69425637T patent/DE69425637T2/de not_active Expired - Fee Related
- 1994-05-26 CA CA002142472A patent/CA2142472A1/en not_active Abandoned
- 1994-05-26 JP JP50315095A patent/JP3737826B2/ja not_active Expired - Fee Related
- 1994-05-26 ES ES94918379T patent/ES2152317T3/es not_active Expired - Lifetime
- 1994-05-26 NZ NZ267423A patent/NZ267423A/en unknown
- 1994-05-26 EP EP94918379A patent/EP0658159B1/de not_active Expired - Lifetime
- 1994-05-26 PT PT94918379T patent/PT658159E/pt unknown
- 1994-05-26 AT AT94918379T patent/ATE195734T1/de not_active IP Right Cessation
- 1994-05-26 WO PCT/EP1994/001715 patent/WO1995001349A1/en active IP Right Grant
- 1994-06-22 US US08/263,666 patent/US5656654A/en not_active Expired - Fee Related
- 1994-06-27 IL IL11013194A patent/IL110131A0/xx unknown
- 1994-06-28 MX MX9404885A patent/MX9404885A/es unknown
- 1994-06-30 ZA ZA944730A patent/ZA944730B/xx unknown
-
1995
- 1995-02-24 FI FI950859A patent/FI950859A0/fi not_active Application Discontinuation
-
2000
- 2000-11-15 GR GR20000402543T patent/GR3034854T3/el not_active IP Right Cessation
Also Published As
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
8364 | No opposition during term of opposition | ||
8339 | Ceased/non-payment of the annual fee |