EA200301110A1 - 2-(замещенный амино) бензоксазолсульфонамидные ингибиторы вич-протеазы широкого спектра - Google Patents
2-(замещенный амино) бензоксазолсульфонамидные ингибиторы вич-протеазы широкого спектраInfo
- Publication number
- EA200301110A1 EA200301110A1 EA200301110A EA200301110A EA200301110A1 EA 200301110 A1 EA200301110 A1 EA 200301110A1 EA 200301110 A EA200301110 A EA 200301110A EA 200301110 A EA200301110 A EA 200301110A EA 200301110 A1 EA200301110 A1 EA 200301110A1
- Authority
- EA
- Eurasian Patent Office
- Prior art keywords
- alkyl
- amino
- aryl
- calkandiyl
- het
- Prior art date
Links
- 239000003112 inhibitor Substances 0.000 title abstract 2
- 108091005804 Peptidases Proteins 0.000 title 1
- 239000004365 Protease Substances 0.000 title 1
- 102100037486 Reverse transcriptase/ribonuclease H Human genes 0.000 title 1
- 238000001228 spectrum Methods 0.000 title 1
- FDDDEECHVMSUSB-UHFFFAOYSA-N sulfanilamide Chemical compound NC1=CC=C(S(N)(=O)=O)C=C1 FDDDEECHVMSUSB-UHFFFAOYSA-N 0.000 title 1
- 229940124530 sulfonamide Drugs 0.000 title 1
- 125000000217 alkyl group Chemical group 0.000 abstract 9
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 abstract 8
- 150000001875 compounds Chemical class 0.000 abstract 5
- 125000003118 aryl group Chemical group 0.000 abstract 3
- 125000003342 alkenyl group Chemical group 0.000 abstract 2
- 125000006620 amino-(C1-C6) alkyl group Chemical group 0.000 abstract 2
- 125000000753 cycloalkyl group Chemical group 0.000 abstract 2
- -1 Ccycloalkyl Chemical group 0.000 abstract 1
- 238000009007 Diagnostic Kit Methods 0.000 abstract 1
- 108010010369 HIV Protease Proteins 0.000 abstract 1
- 150000001204 N-oxides Chemical class 0.000 abstract 1
- 125000000304 alkynyl group Chemical group 0.000 abstract 1
- 125000003277 amino group Chemical group 0.000 abstract 1
- 229940124522 antiretrovirals Drugs 0.000 abstract 1
- 239000003903 antiretrovirus agent Substances 0.000 abstract 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 abstract 1
- 239000003153 chemical reaction reagent Substances 0.000 abstract 1
- 150000002148 esters Chemical class 0.000 abstract 1
- 239000002207 metabolite Substances 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 229910052757 nitrogen Inorganic materials 0.000 abstract 1
- 125000004433 nitrogen atom Chemical group N* 0.000 abstract 1
- 239000008194 pharmaceutical composition Substances 0.000 abstract 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 abstract 1
- 239000000651 prodrug Substances 0.000 abstract 1
- 229940002612 prodrug Drugs 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D413/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing three or more hetero rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D413/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings
- C07D413/04—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings directly linked by a ring-member-to-ring-member bond
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/12—Antivirals
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/12—Antivirals
- A61P31/14—Antivirals for RNA viruses
- A61P31/18—Antivirals for RNA viruses for HIV
-
- 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
- C07D—HETEROCYCLIC COMPOUNDS
- C07D263/00—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings
- C07D263/52—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings condensed with carbocyclic rings or ring systems
- C07D263/54—Benzoxazoles; Hydrogenated benzoxazoles
- C07D263/58—Benzoxazoles; Hydrogenated benzoxazoles 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
-
- 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
-
- 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
- C07D417/14—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 three or more hetero rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D493/00—Heterocyclic compounds containing oxygen atoms as the only ring hetero atoms in the condensed system
- C07D493/02—Heterocyclic compounds containing oxygen atoms as the only ring hetero atoms in the condensed system in which the condensed system contains two hetero rings
- C07D493/04—Ortho-condensed systems
Landscapes
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Pharmacology & Pharmacy (AREA)
- General Chemical & Material Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Virology (AREA)
- Oncology (AREA)
- Communicable Diseases (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Molecular Biology (AREA)
- Tropical Medicine & Parasitology (AREA)
- AIDS & HIV (AREA)
- Engineering & Computer Science (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
- Plural Heterocyclic Compounds (AREA)
Abstract
Настоящее изобретение относится к соединениям формулы (I)их N-оксидам, солям, стереоизомерным формам, рацемическим смесям, пролекарствам, сложным эфирам и метаболитам, где каждый из Rи Rпредставляет H, необязательно замещенный Cалкил, Cалкенил, Cциклоалкил, арил, Het, Het; Rможет также представлять радикал формулы (RR)NC(RR)CR; t равно 0, 1 или 2; Rпредставляет H или Cалкил; L представляет -C(=O)-, -O-C(=O)-, -NR-C(=O)-, -O-Cалкандиил-C(=O)-, -NR-Cалкандиил-C(=O)-, -S(=O)-, -O-S(=O)-, -NR-S(=O); Rпредставляет Cалкил, арил, Cциклоалкил, Cциклоалкил-Cалкил или арил-Cалкил; Rпредставляет H, Cалкил-OC(=O), карбоксил, амино-C(=O), моно- или ди(Cалкил)амино-C(=O), Cциклоалкил, Cалкенил, Cалкинил или необязательно замещенный Cалкил; A представляет Cалкандиил, -C(=O)-, -C(=S)-, -S(=O)-, Cалкандиил-C(=O)-, Cалкандиил-C(=S)- или Cалкандиил-S(=O)-; Rпредставляет H, OH, Cалкил, HetCалкил, HetCалкил, необязательно замещенный амино-Cалкил; Rпредставляет Cалкил-O, Het, HetO, Het, HetO, арил, арил-O; Cалкилоксикарбониламино или амино; и в случае если -A- отличается от Cалкандиила, то Rможет также представлять Cалкил, HetCалкил, HetOCалкил, HetCалкил, HetCалкил, арил-Cалкил, арил-OCалкил или амино-Cалкил; причем каждая из аминогрупп в определении Rможет быть необязательно замещенной. -A-Rпредставляет гидрокси-Cалкил; Rи -A-R, взятые вместе с атомом азота, к которому они присоединены, могут также образовывать Hetили Het. Изобретение относится также к применению таких соединений в качестве ингибиторов ВИЧ-протеазы широкого спектра, также к способам их получения, а также к фармацевтическим композициям и диагностическим наборам, содержащим такие соединения. Оно относится также к сочетаниям таких соединений с другим антиретровирусным агентом и к их применению в испытаниях в качестве эталонных соединений или реактивов.Отчет о международном поиске был опубликован 2003.05.01.
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
EP01201308 | 2001-04-09 | ||
US28770401P | 2001-05-02 | 2001-05-02 | |
PCT/EP2002/004012 WO2002081478A2 (en) | 2001-04-09 | 2002-04-09 | Broadspectrum 2-(substituted-amino)-benzoxazole sulfonamide hiv protease inhibitors |
Publications (2)
Publication Number | Publication Date |
---|---|
EA200301110A1 true EA200301110A1 (ru) | 2004-04-29 |
EA007383B1 EA007383B1 (ru) | 2006-10-27 |
Family
ID=26076876
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EA200301110A EA007383B1 (ru) | 2001-04-09 | 2002-04-09 | 2-(замещенный амино)бензоксазолсульфонамидные ингибиторы вич-протеазы широкого спектра |
Country Status (25)
Country | Link |
---|---|
US (2) | US7244752B2 (ru) |
EP (1) | EP1397367A2 (ru) |
JP (1) | JP4417010B2 (ru) |
KR (1) | KR100872029B1 (ru) |
CN (1) | CN100491360C (ru) |
AP (1) | AP1544A (ru) |
AR (1) | AR035819A1 (ru) |
AU (1) | AU2002257774B2 (ru) |
BG (1) | BG66371B1 (ru) |
BR (1) | BR0208796A (ru) |
CA (1) | CA2442870C (ru) |
CZ (1) | CZ303139B6 (ru) |
EA (1) | EA007383B1 (ru) |
EE (1) | EE05384B1 (ru) |
HR (1) | HRP20030905B1 (ru) |
HU (1) | HUP0303744A3 (ru) |
IL (1) | IL158092A0 (ru) |
MX (1) | MXPA03009179A (ru) |
NO (1) | NO328896B1 (ru) |
NZ (1) | NZ528954A (ru) |
OA (1) | OA12464A (ru) |
PL (1) | PL367084A1 (ru) |
SK (1) | SK288232B6 (ru) |
WO (1) | WO2002081478A2 (ru) |
ZA (1) | ZA200307683B (ru) |
Families Citing this family (11)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US7244752B2 (en) * | 2001-04-09 | 2007-07-17 | Tibotec Pharmaceuticals Ltd. | Broadspectrum 2-(substituted-amino)-benzoxazole sulfonamide HIV protease inhibitors |
CN100549007C (zh) * | 2001-05-11 | 2009-10-14 | 泰博特克药品有限公司 | 广谱2-氨基-苯并唑磺酰胺hiv蛋白酶抑制剂 |
US7109230B2 (en) | 2002-01-07 | 2006-09-19 | Sequoia Pharmaceuticals, Inc. | Resistance-repellent retroviral protease inhibitors |
US7285566B2 (en) * | 2002-01-07 | 2007-10-23 | Erickson John W | Resistance-repellent retroviral protease inhibitors |
US7157489B2 (en) | 2002-03-12 | 2007-01-02 | The Board Of Trustees Of The University Of Illinois | HIV protease inhibitors |
PT1517899E (pt) * | 2002-05-17 | 2007-11-16 | Tibotec Pharm Ltd | ¿inibidores da protease do hiv de largo espectro benzisoxazolossulfonamidas substituídas¿ |
CN1953964A (zh) * | 2004-03-11 | 2007-04-25 | 塞阔伊亚药品公司 | 抗耐药性反转录病毒蛋白酶抑制剂 |
WO2005110428A2 (en) * | 2004-05-07 | 2005-11-24 | Sequoia Pharmaceuticals, Inc. | Resistance-repellent retroviral protease inhibitors |
CA2595295C (en) | 2005-02-25 | 2014-07-08 | Tibotec Pharmaceuticals Ltd. | Protease inhibitor precursor synthesis |
DE102010044584A1 (de) * | 2010-09-07 | 2012-03-08 | Kautex Textron Gmbh & Co. Kg | Kraftstoffbehälter aus thermoplastischem Kunststoff |
WO2014194519A1 (en) | 2013-06-07 | 2014-12-11 | Merck Sharp & Dohme Corp. | Imidazole derivatives and methods of use thereof for improving pharmacokinetics of drug |
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DE3021326A1 (de) | 1980-06-06 | 1981-12-17 | Drägerwerk AG, 2400 Lübeck | Einrichtung zur messung von mindestens zwei pneumatischen lungenparametern und messverfahren hierzu |
US4448192A (en) | 1982-03-05 | 1984-05-15 | Hewlett Packard Company | Medical ventilator device parametrically controlled for patient ventilation |
IT1185906B (it) | 1985-09-13 | 1987-11-18 | Luciano Gattinoni | Sistema ed apparecchio biomedicale per la misurazione con precisione dei valori di variazione di pressione e volume nei polmoni di un paziente |
DE3919840A1 (de) | 1989-06-17 | 1991-01-17 | Hoechst Ag | Verfahren zur herstellung von aromatischen sulfonsaeurechloriden |
US5136043A (en) | 1989-06-17 | 1992-08-04 | Hoechst Aktiengesellschaft | Process for the preparation of aromatic sulfonyl chlorides |
ES2093073T3 (es) | 1990-03-09 | 1996-12-16 | Milliken Res Corp | Materiales organicos que tienen restos poli(oxialquilenos) enlazados por un grupo sulfonamido y su preparacion. |
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DK0715618T3 (da) * | 1993-08-24 | 1999-08-23 | Searle & Co | Hydroxyethylaminosulfonamider til anvendelse som inhibitorer af retrovirale proteaser |
DK0721331T3 (da) | 1993-10-01 | 2002-02-11 | Astrazeneca Ab | Fremgangsmåde |
DE69430077T2 (de) | 1993-11-23 | 2002-08-29 | G.D. SEARLE & CO., CHICAGO | Verfahren zur Herstellung von Zwischenprodukten, die für die Herstellung von Retroviral-Protease hemmenden Verbindungen verwendbar sind |
EP1586558A3 (en) | 1995-01-20 | 2005-10-26 | G.D. Searle LLC. | Bis-sulfonamide hydroxyethylamino retroviral protease inhinitors |
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US6150556A (en) * | 1995-03-10 | 2000-11-21 | G. D. Dearle & Co. | Bis-amino acid hydroxyethylamino sulfonamide retroviral protease inhibitors |
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US5691372A (en) * | 1995-04-19 | 1997-11-25 | Vertex Pharmaceuticals Incorporated | Oxygenated-Heterocycle containing sulfonamide inhibitors of aspartyl protease |
US5753660A (en) * | 1995-11-15 | 1998-05-19 | G. D. Searle & Co. | Substituted sulfonylalkanoylamino hydroxyethylamino sulfonamide retroviral protease inhibitors |
GB9525994D0 (en) | 1995-12-20 | 1996-02-21 | Univ Manitoba | Improvements in delivery of assist modes of mechanical ventilation |
CZ293841B6 (cs) | 1996-05-20 | 2004-08-18 | Janssenápharmaceuticaán@Áv | Částice s obsahem itrakonazolu |
ID21477A (id) | 1997-03-26 | 1999-06-17 | Janssen Pharmaceutica Nv | Pelet-pelet yang mempunyai inti yang dilapisi dengan suatu anti jamur dan suatu polimer |
SE513969C2 (sv) | 1997-05-17 | 2000-12-04 | Draegerwerk Ag | Anordning och förfarande för bestämning av respirationssystemetsmekaniska egenskaper |
WO1999006254A1 (de) * | 1997-07-31 | 1999-02-11 | Continental Teves Ag & Co. Ohg | Verfahren und vorrichtung zur aktivierung einer bremsanlage |
TR200002402T2 (tr) | 1997-12-24 | 2001-01-22 | Vertex Pharmaceuticals Incorporated | Aspartil proteaz inhibitörü ön-ilaçlar. |
WO1999033795A1 (en) | 1997-12-24 | 1999-07-08 | Vertex Pharmaceuticals Incorporated | Prodrugs of aspartyl protease inhibitors |
AU2010299A (en) | 1997-12-24 | 1999-07-19 | Vertex Pharmaceuticals Incorporated | Prodrugs os aspartyl protease inhibitors |
US6436989B1 (en) | 1997-12-24 | 2002-08-20 | Vertex Pharmaceuticals, Incorporated | Prodrugs of aspartyl protease inhibitors |
WO1999067254A2 (en) | 1998-06-23 | 1999-12-29 | The United States Of America Represented By The Secretary, Department Of Health And Human Services | Multi-drug resistant retroviral protease inhibitors and use thereof |
DK1088098T4 (en) | 1998-06-23 | 2015-09-14 | Us Of America Represented By The Secretary Dept Of Health And Human Services | Fitnessassay and methods for reducing HIV resistance to therapy |
WO2001025240A1 (en) * | 1999-10-06 | 2001-04-12 | Tibotec Pharmaceuticals Ltd. | HEXAHYDROFURO'2,3-B!FURAN-3-YL-N- {3'(1,3-BENZODIOXOL -5- YLSULFONYL) (ISOBUTYL) AMINO! -1-BENZYL-2-HYDROXYPROPYL} CARBAMATE AS RETROVIRAL PROTEASE INHIBITOR |
US7244752B2 (en) * | 2001-04-09 | 2007-07-17 | Tibotec Pharmaceuticals Ltd. | Broadspectrum 2-(substituted-amino)-benzoxazole sulfonamide HIV protease inhibitors |
-
2002
- 2002-04-09 US US10/474,162 patent/US7244752B2/en not_active Expired - Fee Related
- 2002-04-09 MX MXPA03009179A patent/MXPA03009179A/es active IP Right Grant
- 2002-04-09 BR BR0208796-0A patent/BR0208796A/pt not_active IP Right Cessation
- 2002-04-09 HU HU0303744A patent/HUP0303744A3/hu unknown
- 2002-04-09 WO PCT/EP2002/004012 patent/WO2002081478A2/en active IP Right Grant
- 2002-04-09 EA EA200301110A patent/EA007383B1/ru not_active IP Right Cessation
- 2002-04-09 CA CA2442870A patent/CA2442870C/en not_active Expired - Fee Related
- 2002-04-09 AU AU2002257774A patent/AU2002257774B2/en not_active Ceased
- 2002-04-09 CN CNB028114809A patent/CN100491360C/zh not_active Expired - Fee Related
- 2002-04-09 EP EP02727554A patent/EP1397367A2/en not_active Withdrawn
- 2002-04-09 CZ CZ20032936A patent/CZ303139B6/cs not_active IP Right Cessation
- 2002-04-09 EE EEP200300494A patent/EE05384B1/xx not_active IP Right Cessation
- 2002-04-09 PL PL02367084A patent/PL367084A1/xx unknown
- 2002-04-09 NZ NZ528954A patent/NZ528954A/en not_active IP Right Cessation
- 2002-04-09 KR KR1020037013144A patent/KR100872029B1/ko not_active Expired - Fee Related
- 2002-04-09 JP JP2002579466A patent/JP4417010B2/ja not_active Expired - Fee Related
- 2002-04-09 OA OA1200300253A patent/OA12464A/en unknown
- 2002-04-09 SK SK1339-2003A patent/SK288232B6/sk not_active IP Right Cessation
- 2002-04-09 AP APAP/P/2003/002882A patent/AP1544A/en active
- 2002-04-09 AR ARP020101301A patent/AR035819A1/es not_active Application Discontinuation
- 2002-04-09 HR HR20030905A patent/HRP20030905B1/xx not_active IP Right Cessation
- 2002-04-09 IL IL15809202A patent/IL158092A0/xx not_active IP Right Cessation
-
2003
- 2003-10-01 BG BG108218A patent/BG66371B1/bg unknown
- 2003-10-01 ZA ZA2003/07683A patent/ZA200307683B/en unknown
- 2003-10-08 NO NO20034505A patent/NO328896B1/no not_active IP Right Cessation
-
2007
- 2007-01-23 US US11/626,183 patent/US7595334B2/en not_active Expired - Fee Related
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