SK282069B6 - Deriváty aminokyselín so zlepšenou rezistenciou proti viacerým liečivám, farmaceutická kompozícia, ktorá ich obsahuje, ich použitie a spôsob ich prípravy - Google Patents
Deriváty aminokyselín so zlepšenou rezistenciou proti viacerým liečivám, farmaceutická kompozícia, ktorá ich obsahuje, ich použitie a spôsob ich prípravy Download PDFInfo
- Publication number
- SK282069B6 SK282069B6 SK611-97A SK61197A SK282069B6 SK 282069 B6 SK282069 B6 SK 282069B6 SK 61197 A SK61197 A SK 61197A SK 282069 B6 SK282069 B6 SK 282069B6
- Authority
- SK
- Slovakia
- Prior art keywords
- carbon atoms
- group
- straight
- branched chain
- pyr
- Prior art date
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/24—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D213/36—Radicals substituted by singly-bound nitrogen atoms
- C07D213/40—Acylated substituent nitrogen atom
-
- 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
- C07C237/00—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups
- C07C237/02—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups having the carbon atoms of the carboxamide groups bound to acyclic carbon atoms of the carbon skeleton
- C07C237/22—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups having the carbon atoms of the carboxamide groups bound to acyclic carbon atoms of the carbon skeleton having nitrogen atoms of amino groups bound to the carbon skeleton of the acid part, further acylated
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/24—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D213/36—Radicals substituted by singly-bound nitrogen atoms
- C07D213/38—Radicals substituted by singly-bound nitrogen atoms having only hydrogen or hydrocarbon radicals attached to the substituent nitrogen atom
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/24—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D213/44—Radicals substituted by doubly-bound oxygen, sulfur, or nitrogen atoms, or by two such atoms singly-bound to the same carbon atom
- C07D213/46—Oxygen atoms
- C07D213/50—Ketonic radicals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
- C07D231/02—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
- C07D231/10—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D231/12—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole 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
- 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
-
- 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
- C07D233/64—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 substituted hydrocarbon radicals attached to ring carbon atoms, e.g. histidine
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D249/00—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
- C07D249/02—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms not condensed with other rings
- C07D249/08—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
Landscapes
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Public Health (AREA)
- Medicinal Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Pyridine Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
- Heterocyclic Compounds Containing Sulfur Atoms (AREA)
- Thiazole And Isothizaole Compounds (AREA)
- Peptides Or Proteins (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US34083094A | 1994-11-16 | 1994-11-16 | |
| US08/377,285 US5543423A (en) | 1994-11-16 | 1995-01-23 | Amino acid derivatives with improved multi-drug resistance activity |
| PCT/US1995/014841 WO1996015101A1 (en) | 1994-11-16 | 1995-11-13 | Novel amino acid derivatives with improved multi-drug resistance activity |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| SK61197A3 SK61197A3 (en) | 1997-11-05 |
| SK282069B6 true SK282069B6 (sk) | 2001-10-08 |
Family
ID=26992255
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SK611-97A SK282069B6 (sk) | 1994-11-16 | 1995-11-13 | Deriváty aminokyselín so zlepšenou rezistenciou proti viacerým liečivám, farmaceutická kompozícia, ktorá ich obsahuje, ich použitie a spôsob ich prípravy |
Country Status (25)
| Country | Link |
|---|---|
| EP (1) | EP0797567B1 (xx) |
| JP (1) | JP3921239B2 (xx) |
| AP (1) | AP781A (xx) |
| AT (1) | ATE259349T1 (xx) |
| AU (1) | AU689991B2 (xx) |
| BR (1) | BR9509698A (xx) |
| CA (1) | CA2224198A1 (xx) |
| CZ (1) | CZ298586B6 (xx) |
| DE (1) | DE69532561T2 (xx) |
| DK (1) | DK0797567T3 (xx) |
| ES (1) | ES2216022T3 (xx) |
| FI (1) | FI972086A0 (xx) |
| HK (1) | HK1003636A1 (xx) |
| HU (1) | HU226136B1 (xx) |
| IL (1) | IL115685A (xx) |
| MX (1) | MX9703621A (xx) |
| NO (1) | NO323292B1 (xx) |
| NZ (2) | NZ296474A (xx) |
| PL (1) | PL182327B1 (xx) |
| PT (1) | PT797567E (xx) |
| RO (1) | RO121113B1 (xx) |
| SI (1) | SI0797567T1 (xx) |
| SK (1) | SK282069B6 (xx) |
| TJ (1) | TJ321B (xx) |
| WO (1) | WO1996015101A1 (xx) |
Families Citing this family (35)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5798355A (en) * | 1995-06-07 | 1998-08-25 | Gpi Nil Holdings, Inc. | Inhibitors of rotamase enzyme activity |
| US5846981A (en) * | 1993-05-28 | 1998-12-08 | Gpi Nil Holdings Inc. | Inhibitors of rotamase enzyme activity |
| US5696135A (en) * | 1995-06-07 | 1997-12-09 | Gpi Nil Holdings, Inc. | Inhibitors of rotamase enzyme activity effective at stimulating neuronal growth |
| US5859031A (en) * | 1995-06-07 | 1999-01-12 | Gpi Nil Holdings, Inc. | Small molecule inhibitors of rotamase enzyme activity |
| US5801197A (en) * | 1995-10-31 | 1998-09-01 | Gpi Nil Holdings, Inc. | Rotamase enzyme activity inhibitors |
| US6218424B1 (en) | 1996-09-25 | 2001-04-17 | Gpi Nil Holdings, Inc. | Heterocyclic ketone and thioester compounds and uses |
| US5801187A (en) | 1996-09-25 | 1998-09-01 | Gpi-Nil Holdings, Inc. | Heterocyclic esters and amides |
| US5786378A (en) * | 1996-09-25 | 1998-07-28 | Gpi Nil Holdings, Inc. | Heterocyclic thioesters |
| US5840736A (en) * | 1996-11-13 | 1998-11-24 | Vertex Pharmaceuticals Incorporated | Methods and compositions for stimulating neurite growth |
| US5780484A (en) * | 1996-11-13 | 1998-07-14 | Vertex Pharmaceuticals Incorporated | Methods for stimulating neurite growth with piperidine compounds |
| US5811434A (en) * | 1996-11-13 | 1998-09-22 | Vertex Pharmacueticals Incorporated | Methods and compositions for stimulating neurite growth |
| US6242468B1 (en) * | 1997-02-27 | 2001-06-05 | Jia-He Li | Carbamate and urea compositions and neurotrophic uses |
| US5846979A (en) * | 1997-02-28 | 1998-12-08 | Gpi Nil Holdings, Inc. | N-oxides of heterocyclic esters, amides, thioesters, and ketones |
| US6268384B1 (en) | 1997-08-29 | 2001-07-31 | Vertex Pharmaceuticals Incorporated | Compounds possessing neuronal activity |
| WO1999062484A1 (en) * | 1998-06-03 | 1999-12-09 | Gpi Nil Holdings, Inc. | Small molecule carbamate or urea hair growth compositions and uses |
| US6339101B1 (en) | 1998-08-14 | 2002-01-15 | Gpi Nil Holdings, Inc. | N-linked sulfonamides of N-heterocyclic carboxylic acids or isosteres for vision and memory disorders |
| US6399648B1 (en) | 1998-08-14 | 2002-06-04 | Gpi Nil Holdings, Inc. | N-oxides of heterocyclic ester, amide, thioester, or ketone for vision and memory disorders |
| US6337340B1 (en) | 1998-08-14 | 2002-01-08 | Gpi Nil Holdings, Inc. | Carboxylic acids and isosteres of heterocyclic ring compounds having multiple heteroatoms for vision and memory disorders |
| US6333340B1 (en) | 1998-08-14 | 2001-12-25 | Gpi Nil Holdings, Inc. | Small molecule sulfonamides for vision and memory disorders |
| US6395758B1 (en) * | 1998-08-14 | 2002-05-28 | Gpi Nil Holdings, Inc. | Small molecule carbamates or ureas for vision and memory disorders |
| US6384056B1 (en) | 1998-08-14 | 2002-05-07 | Gpi Nil Holdings, Inc. | Heterocyclic thioesters or ketones for vision and memory disorders |
| US6218423B1 (en) | 1998-08-14 | 2001-04-17 | Gpi Nil Holdings, Inc. | Pyrrolidine derivatives for vision and memory disorders |
| US6335348B1 (en) | 1998-08-14 | 2002-01-01 | Gpi Nil Holdings, Inc. | Nitrogen-containing linear and azepinyl/ compositions and uses for vision and memory disorders |
| US6506788B1 (en) | 1998-08-14 | 2003-01-14 | Gpi Nil Holdings, Inc. | N-linked urea or carbamate of heterocyclic thioesters for vision and memory disorders |
| US7338976B1 (en) | 1998-08-14 | 2008-03-04 | Gpi Nil Holdings, Inc. | Heterocyclic esters or amides for vision and memory disorders |
| US6376517B1 (en) | 1998-08-14 | 2002-04-23 | Gpi Nil Holdings, Inc. | Pipecolic acid derivatives for vision and memory disorders |
| US6462072B1 (en) | 1998-09-21 | 2002-10-08 | Gpi Nil Holdings, Inc. | Cyclic ester or amide derivatives |
| AU6060099A (en) * | 1998-09-30 | 2000-04-17 | Procter & Gamble Company, The | 2-substituted ketoamides |
| US6300341B1 (en) | 1998-09-30 | 2001-10-09 | The Procter & Gamble Co. | 2-substituted heterocyclic sulfonamides |
| US6307049B1 (en) | 1998-09-30 | 2001-10-23 | The Procter & Gamble Co. | Heterocyclic 2-substituted ketoamides |
| EP1140844A1 (en) * | 1999-01-08 | 2001-10-10 | Vertex Pharmaceuticals Incorporated | Process for the formation of intermediates useful for the preparation of pharmaceuticals |
| JP2001031635A (ja) * | 1999-07-14 | 2001-02-06 | Ajinomoto Co Inc | 光学活性ｎ−保護−ｎ−メチル−フェニルアラニン誘導体の製造方法 |
| US6693099B2 (en) | 2000-10-17 | 2004-02-17 | The Procter & Gamble Company | Substituted piperazine compounds optionally containing a quinolyl moiety for treating multidrug resistance |
| CN1293042C (zh) * | 2002-02-07 | 2007-01-03 | 远藤仁 | 芳香族氨基酸衍生物及其药物组合物 |
| CN102655865A (zh) | 2009-09-11 | 2012-09-05 | 沃泰克斯药物股份有限公司 | N-苄基-3-(4-氯苯基)-2-[甲基-[2-氧代-2-(3,4,5-三甲氧基苯基)乙酰基]氨基]-n-[3-(4-吡啶基)-1-[2-(4-吡啶基)乙基]丙酰胺的组合物及其用途 |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA2074061A1 (en) * | 1991-08-26 | 1993-02-27 | Ivo Monkovic | Benzamide multidrug resistance reversing agents |
| NZ314207A (en) * | 1992-09-28 | 2000-12-22 | Vertex Pharma | 1-(2-Oxoacetyl)-piperidine-2-carboxylic acid derivatives as multi drug resistant cancer cell sensitizers |
| US5744485A (en) * | 1994-03-25 | 1998-04-28 | Vertex Pharmaceuticals Incorporated | Carbamates and ureas as modifiers of multi-drug resistance |
-
1995
- 1995-10-19 IL IL11568595A patent/IL115685A/xx not_active IP Right Cessation
- 1995-11-13 AT AT95939156T patent/ATE259349T1/de not_active IP Right Cessation
- 1995-11-13 CA CA002224198A patent/CA2224198A1/en not_active Abandoned
- 1995-11-13 AU AU41099/96A patent/AU689991B2/en not_active Ceased
- 1995-11-13 SK SK611-97A patent/SK282069B6/sk not_active IP Right Cessation
- 1995-11-13 NZ NZ296474A patent/NZ296474A/xx not_active IP Right Cessation
- 1995-11-13 ES ES95939156T patent/ES2216022T3/es not_active Expired - Lifetime
- 1995-11-13 EP EP95939156A patent/EP0797567B1/en not_active Expired - Lifetime
- 1995-11-13 DK DK95939156T patent/DK0797567T3/da active
- 1995-11-13 BR BR9509698A patent/BR9509698A/pt not_active IP Right Cessation
- 1995-11-13 JP JP51630696A patent/JP3921239B2/ja not_active Expired - Fee Related
- 1995-11-13 RO RO97-00899A patent/RO121113B1/ro unknown
- 1995-11-13 TJ TJ97000470A patent/TJ321B/xx unknown
- 1995-11-13 MX MX9703621A patent/MX9703621A/es not_active IP Right Cessation
- 1995-11-13 DE DE69532561T patent/DE69532561T2/de not_active Expired - Lifetime
- 1995-11-13 SI SI9530702T patent/SI0797567T1/xx unknown
- 1995-11-13 HU HU9802168A patent/HU226136B1/hu not_active IP Right Cessation
- 1995-11-13 AP APAP/P/1997/000999A patent/AP781A/en active
- 1995-11-13 PL PL95320227A patent/PL182327B1/pl not_active IP Right Cessation
- 1995-11-13 WO PCT/US1995/014841 patent/WO1996015101A1/en active IP Right Grant
- 1995-11-13 PT PT95939156T patent/PT797567E/pt unknown
- 1995-11-13 CZ CZ0149197A patent/CZ298586B6/cs not_active IP Right Cessation
-
1997
- 1997-05-14 NO NO19972217A patent/NO323292B1/no not_active IP Right Cessation
- 1997-05-15 FI FI972086A patent/FI972086A0/fi not_active Application Discontinuation
-
1998
- 1998-04-01 HK HK98102763A patent/HK1003636A1/xx not_active IP Right Cessation
- 1998-12-15 NZ NZ333373A patent/NZ333373A/xx not_active IP Right Cessation
Also Published As
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| SK282069B6 (sk) | Deriváty aminokyselín so zlepšenou rezistenciou proti viacerým liečivám, farmaceutická kompozícia, ktorá ich obsahuje, ich použitie a spôsob ich prípravy | |
| KR100404717B1 (ko) | 우수한다제내성활성을가진신규한아미노산유도체 | |
| JP4421680B2 (ja) | 多剤耐性のモディファイアーとしての新規カルバメートおよびウレア | |
| MXPA97003621A (en) | New derivatives amino acids with improved activity for multip drug resistance | |
| RU2158258C2 (ru) | Производные 1-(2-оксоацетил)пиперидин- или пирролидин-2-карбоновых кислот, фармацевтическая композиция, способ лечения, способ получения | |
| CZ364197A3 (cs) | Deriváty tetralinu s aktivitou MDR, způsob jejich přípravy a farmaceutický prostředek, který je obsahuje | |
| TWI389895B (zh) | 抑制ｂｃｌ蛋白質與結合夥伴間之交互作用的化合物及方法 | |
| JP4975745B2 (ja) | Ｋｓｐインヒビターとしての置換イミダゾール化合物 | |
| JP2013505903A (ja) | リジン特異的デメチラーゼ−１阻害剤およびその使用 | |
| KR20030085565A (ko) | 티오하이단토인 유도체 및 당뇨병 치료를 위한 이들의 용도 | |
| MXPA93002392A (es) | Derivados amino de hidrocarburos-oxo e hidroxi-substituidos. | |
| JPH02311479A (ja) | キノリン誘導体 |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MM4A | Patent lapsed due to non-payment of maintenance fees |
Effective date: 20091113 |