HUP0302778A2 - Új vegyületek és alkalmazásuk glicin-transzport inhibitorként - Google Patents
Új vegyületek és alkalmazásuk glicin-transzport inhibitorkéntInfo
- Publication number
- HUP0302778A2 HUP0302778A2 HU0302778A HUP0302778A HUP0302778A2 HU P0302778 A2 HUP0302778 A2 HU P0302778A2 HU 0302778 A HU0302778 A HU 0302778A HU P0302778 A HUP0302778 A HU P0302778A HU P0302778 A2 HUP0302778 A2 HU P0302778A2
- Authority
- HU
- Hungary
- Prior art keywords
- group
- formula
- alkyl
- general formula
- independently represent
- Prior art date
Links
- DHMQDGOQFOQNFH-UHFFFAOYSA-N Glycine Chemical compound NCC(O)=O DHMQDGOQFOQNFH-UHFFFAOYSA-N 0.000 title abstract 4
- 239000004471 Glycine Substances 0.000 title abstract 2
- 150000001875 compounds Chemical class 0.000 title abstract 2
- 239000003112 inhibitor Substances 0.000 title abstract 2
- 125000000217 alkyl group Chemical group 0.000 abstract 11
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 7
- 125000003118 aryl group Chemical group 0.000 abstract 5
- 125000000753 cycloalkyl group Chemical group 0.000 abstract 5
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 abstract 4
- 125000003545 alkoxy group Chemical group 0.000 abstract 4
- 229920006395 saturated elastomer Polymers 0.000 abstract 4
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 3
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 abstract 3
- 125000005843 halogen group Chemical group 0.000 abstract 3
- 125000001072 heteroaryl group Chemical group 0.000 abstract 3
- 229910052739 hydrogen Inorganic materials 0.000 abstract 3
- 239000001257 hydrogen Substances 0.000 abstract 3
- 229910052760 oxygen Inorganic materials 0.000 abstract 3
- 239000001301 oxygen Substances 0.000 abstract 3
- 125000003342 alkenyl group Chemical group 0.000 abstract 2
- 125000004414 alkyl thio group Chemical group 0.000 abstract 2
- 125000000304 alkynyl group Chemical group 0.000 abstract 2
- 125000004093 cyano group Chemical group *C#N 0.000 abstract 2
- 125000001316 cycloalkyl alkyl group Chemical group 0.000 abstract 2
- 125000005842 heteroatom Chemical group 0.000 abstract 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 2
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 abstract 2
- 229910052757 nitrogen Inorganic materials 0.000 abstract 2
- 125000004434 sulfur atom Chemical group 0.000 abstract 2
- 239000000454 talc Substances 0.000 abstract 2
- 229910052623 talc Inorganic materials 0.000 abstract 2
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 abstract 2
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 abstract 1
- 229910052799 carbon Inorganic materials 0.000 abstract 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 1
- 125000001434 methanylylidene group Chemical group [H]C#[*] 0.000 abstract 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 1
- 125000000325 methylidene group Chemical group [H]C([H])=* 0.000 abstract 1
- 229910052717 sulfur Chemical group 0.000 abstract 1
- 239000011593 sulfur Chemical group 0.000 abstract 1
- 125000003396 thiol group Chemical group [H]S* 0.000 abstract 1
- 125000000876 trifluoromethoxy group Chemical group FC(F)(F)O* 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/77—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D307/87—Benzo [c] furans; Hydrogenated benzo [c] furans
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P21/00—Drugs for disorders of the muscular or neuromuscular system
- A61P21/02—Muscle relaxants, e.g. for tetanus or cramps
-
- 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
- A61P25/14—Drugs for disorders of the nervous system for treating abnormal movements, e.g. chorea, dyskinesia
-
- 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
- A61P25/14—Drugs for disorders of the nervous system for treating abnormal movements, e.g. chorea, dyskinesia
- A61P25/16—Anti-Parkinson drugs
-
- 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
- A61P25/18—Antipsychotics, i.e. neuroleptics; Drugs for mania or schizophrenia
-
- 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
- A61P25/28—Drugs for disorders of the nervous system for treating neurodegenerative disorders of the central nervous system, e.g. nootropic agents, cognition enhancers, drugs for treating Alzheimer's disease or other forms of dementia
-
- 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
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C229/00—Compounds containing amino and carboxyl groups bound to the same carbon skeleton
- C07C229/02—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton
- C07C229/04—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated
- C07C229/06—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated having only one amino and one carboxyl group bound to the carbon skeleton
- C07C229/10—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated having only one amino and one carboxyl group bound to the carbon skeleton the nitrogen atom of the amino group being further bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings
- C07C229/14—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated having only one amino and one carboxyl group bound to the carbon skeleton the nitrogen atom of the amino group being further bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings to carbon atoms of carbon skeletons containing rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C255/00—Carboxylic acid nitriles
- C07C255/49—Carboxylic acid nitriles having cyano groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton
- C07C255/58—Carboxylic acid nitriles having cyano groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton containing cyano groups and singly-bound nitrogen atoms, not being further bound to other hetero atoms, bound to the carbon skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
- C07D333/50—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom condensed with carbocyclic rings or ring systems
- C07D333/72—Benzo[c]thiophenes; Hydrogenated benzo[c]thiophenes
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
- C07D405/02—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
- C07D405/04—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings directly linked by a ring-member-to-ring-member bond
-
- 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
- C07C2602/08—One of the condensed rings being a six-membered aromatic ring the other ring being five-membered, e.g. indane
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Neurology (AREA)
- General Health & Medical Sciences (AREA)
- Biomedical Technology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Neurosurgery (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- Psychology (AREA)
- Psychiatry (AREA)
- Hospice & Palliative Care (AREA)
- Cardiology (AREA)
- Urology & Nephrology (AREA)
- Heart & Thoracic Surgery (AREA)
- Vascular Medicine (AREA)
- Pain & Pain Management (AREA)
- Orthopedic Medicine & Surgery (AREA)
- Physical Education & Sports Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Plural Heterocyclic Compounds (AREA)
Abstract
A találmány az új (I) általános képletű vegyületekre, valamint ezeknekglicin-transzport inhibitorokként való alkalmazására vonatkozik. Az(I) általános képletben R1 jelentése hidrogénatom vagy alkil-,cikloalkil- vagy cikloalkilalkilcsoport; R2 és R3 egymástólfüggetlenül hidrogén- vagy halogénatomot vagy alkil-, cikloalkil- vagycikloalkilalkilcsoportot jelent vagy R2 és R3 együttcikloalkilcsoportot alkot; R4, R5, R6 és R7 egymástól függetlenülhidrogén- vagy halogénatomot vagy trifluormetil-, nitro-, ciano-,alkil-, alkenil-, alkinil-, cikloalkil-, alkoxi-, alkiltio-, hidroxil-vagy tiolcsoportot vagy -NR14R15 általános képletű csoportot (ebben aképletben R14 és R15 egymástól függetlenül hidrogénatomot vagyalkilcsoportot jelent), -COR16 általános képletű csoportot (ebben aképletben R16 jelentése hidroxil-, alkil-, alkoxi- vagy -NR17R18általános képletű csoport, és az utóbbi képletben R17 és R18 egymástólfüggetlenül hidrogénatomot vagy alkilcsoportot jelent) vagy aril- vagyheteroarilcsoportot jelentenek, mimellett az utóbbi kettő csoportadott esetben szubsztituálva van; vagy R4 és R5 vagy R5 és R6 vagy R6és R7 együtt kondenzált, aromás, telített vagy részben telített gyűrűtalkotnak, mely gyűrű adott esetben egy vagy több heteroatomot, példáuloxigén-, nitrogén- vagy kénatomot tartalmaz; R8, R9, R10, R11 és R12egymástól függetlenül hidrogén- vagy halogénatomot vagytrifluormetil-, trifluormetoxi-, ciano-, nitro-, alkil-, alkenil-,alkinil-, cikloalkil-, alkoxi-, alkiltio-, hidroxil- tiolcsoportotvagy -NR19R20 általános képletű csoportot (ebben a képletben R19 ésR20 egymástól függetlenül hidrogénatomot vagy alkilcsoportot jelent)jelentenek; vagy R8, R9, R10, R11 és R12 egymástól függetlenül -COR21általános képletű csoportot jelent (ebben a képletben R21 jelentésehidroxilcsoport, alkoxicsoport vagy -NR22R23 általános képletűcsoport, és az utóbbi képletben R22 és R23 egymástól függetlenülhidrogénatomot vagy alkilcsoportot jelent); vagy R8, R9, R10, R11 ésR12 egymástól függetlenül aril- vagy heteroarilcsoportot jelentenek,ahol ezek az aril- és heteroarilcsoportok adott esetben szubsztituálvalehetnek; vagy R8 és R9 vagy R9 és R10 vagy R10 és R11 vagy R11 és R12együtt kondenzált, aromás, telített vagy részben telitett gyűrűtalkot, mely gyűrű adott esetben egy vagy több heteroatomot, példáuloxigén-, nitrogén- vagy kénatomot tartalmaz; Y jelentése oxigén- vagykénatom vagy metilén- vagy metilcsoport, és ha Y jelentésemetincsoport, akkor a szaggatott vonal kettőskötést jelöl; n értéke 2,3, 4, 5 vagy 6; Q jelentése szénatom, S=O képletű csoport vagy P-OR29általános képletű csoport, és az utóbbi képletben R29 jelentésehidrogénatom vagy alkilcsoport; X jelentése OR13 vagy NR27R28általános képletű csoport, és ezekben a csoportokban R13, R27 és R28egymástól függetlenül hidrogénatomot, alkilcsoportot, a
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DKPA200001124 | 2000-07-21 | ||
| PCT/DK2001/000510 WO2002008216A1 (en) | 2000-07-21 | 2001-07-19 | Novel compounds and their use as glycine transport inhibitors |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| HUP0302778A2 true HUP0302778A2 (hu) | 2003-12-29 |
| HUP0302778A3 HUP0302778A3 (en) | 2005-02-28 |
Family
ID=8159626
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| HU0302778A HUP0302778A3 (en) | 2000-07-21 | 2001-07-19 | Novel compounds and their use as glycine transport inhibitors |
Country Status (28)
| Country | Link |
|---|---|
| US (1) | US6921774B2 (hu) |
| EP (1) | EP1301502B1 (hu) |
| JP (1) | JP2004504393A (hu) |
| KR (1) | KR20030015889A (hu) |
| CN (1) | CN100509791C (hu) |
| AR (1) | AR032358A1 (hu) |
| AT (1) | ATE295844T1 (hu) |
| AU (2) | AU2001281740B2 (hu) |
| BG (1) | BG107530A (hu) |
| BR (1) | BR0113011A (hu) |
| CA (1) | CA2416447A1 (hu) |
| CZ (1) | CZ2003396A3 (hu) |
| DE (1) | DE60110914T2 (hu) |
| EA (1) | EA005621B1 (hu) |
| ES (1) | ES2238466T3 (hu) |
| HR (1) | HRP20030053A2 (hu) |
| HU (1) | HUP0302778A3 (hu) |
| IL (2) | IL153988A0 (hu) |
| IS (1) | IS6693A (hu) |
| MX (1) | MXPA03000642A (hu) |
| NO (1) | NO20030243L (hu) |
| NZ (1) | NZ523720A (hu) |
| PL (1) | PL364439A1 (hu) |
| PT (1) | PT1301502E (hu) |
| SK (1) | SK2022003A3 (hu) |
| UA (1) | UA75081C2 (hu) |
| WO (1) | WO2002008216A1 (hu) |
| ZA (1) | ZA200300514B (hu) |
Families Citing this family (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2004096761A1 (en) * | 2003-04-30 | 2004-11-11 | H. Lundbeck A/S | Aromatic oxyphenyl and aromatic sulfanylphenyl derivatives |
| WO2005018676A1 (en) * | 2003-08-21 | 2005-03-03 | H. Lundbeck A/S | The combination of a serotonin reuptake inhibitor and a glycine transporter type 1 inhibitor for the treatment of depression |
| US7163954B2 (en) * | 2003-09-25 | 2007-01-16 | Wyeth | Substituted naphthyl benzothiophene acids |
| JP2007528879A (ja) * | 2004-03-12 | 2007-10-18 | ハー・ルンドベック・アクチエゼルスカベット | フェニルインダン誘導体 |
| WO2005100301A1 (en) * | 2004-03-31 | 2005-10-27 | Eli Lilly And Company | 2-aryloxyethyl glycine derivatives and their use as glycine transport inhibitors |
| WO2006000222A2 (en) * | 2004-06-24 | 2006-01-05 | H. Lundbeck A/S | The combination of an antipsychotic and a glycine transporter type i inhibitor for the treatment of schizophrenia |
| ZA200900103B (en) * | 2006-07-18 | 2010-03-31 | Astellas Pharma Inc | Aminoindane derivative or salt thereof |
| CA2661863A1 (en) * | 2006-08-30 | 2008-03-06 | F. Hoffmann-La Roche Ag | Inhibitors for glyt-1 |
| US20100083581A1 (en) * | 2007-06-18 | 2010-04-08 | Mattice Douglas A | Environmental brush seal |
| EP2389187B1 (en) | 2009-01-20 | 2016-11-16 | Los Angeles Biomedical Research Institute at Harbor-UCLA Medical Center | Sorbic and benzoic acid and derivatives thereof enhance the activity of a neuropharmaceutical |
| EP2380595A1 (en) | 2010-04-19 | 2011-10-26 | Nlife Therapeutics S.L. | Compositions and methods for selective delivery of oligonucleotide molecules to specific neuron types |
| US9700563B2 (en) * | 2012-09-06 | 2017-07-11 | MediSynergies, LLC | Kappa opioid receptor compounds |
Family Cites Families (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1166711A (en) * | 1966-03-28 | 1969-10-08 | Kefalas As | Process for the Preparation of Phenyl-Indane and -Tetralin Derivatives |
| US3549656A (en) * | 1967-12-28 | 1970-12-22 | Kefalas As | Antidepressant 1 - aminoalkyl - thiophthalanes and acid addition salts thereof |
| GB1526331A (en) * | 1976-01-14 | 1978-09-27 | Kefalas As | Phthalanes |
| US5225323A (en) | 1988-11-21 | 1993-07-06 | Baylor College Of Medicine | Human high-affinity neurotransmitter uptake system |
| EP0614487A4 (en) | 1991-11-12 | 1995-04-19 | Synaptic Pharma Corp | AND CODING A GLYCINE CONVEYOR AND ITS USES. |
| US5824486A (en) | 1996-05-31 | 1998-10-20 | Allelix Neuroscience Inc. | Glycine transporter-transfected cells and uses thereof |
| US6008015A (en) | 1997-04-11 | 1999-12-28 | Allelix Neuroscience Inc. | Glycine transporter |
| AR021509A1 (es) * | 1998-12-08 | 2002-07-24 | Lundbeck & Co As H | Derivados de benzofurano, su preparacion y uso |
| AR021155A1 (es) * | 1999-07-08 | 2002-06-12 | Lundbeck & Co As H | Tratamiento de desordenes neuroticos |
| US6566550B2 (en) * | 2001-06-21 | 2003-05-20 | Pfizer Inc | Substituted aromatic ethers as inhibitors of glycine transport |
-
2001
- 2001-07-19 JP JP2002514122A patent/JP2004504393A/ja not_active Withdrawn
- 2001-07-19 WO PCT/DK2001/000510 patent/WO2002008216A1/en not_active Application Discontinuation
- 2001-07-19 DE DE60110914T patent/DE60110914T2/de not_active Expired - Fee Related
- 2001-07-19 PT PT01960184T patent/PT1301502E/pt unknown
- 2001-07-19 KR KR10-2003-7000851A patent/KR20030015889A/ko not_active Application Discontinuation
- 2001-07-19 AU AU2001281740A patent/AU2001281740B2/en not_active Ceased
- 2001-07-19 ES ES01960184T patent/ES2238466T3/es not_active Expired - Lifetime
- 2001-07-19 UA UA2003010452A patent/UA75081C2/uk unknown
- 2001-07-19 EP EP01960184A patent/EP1301502B1/en not_active Expired - Lifetime
- 2001-07-19 EA EA200300180A patent/EA005621B1/ru not_active IP Right Cessation
- 2001-07-19 BR BR0113011-0A patent/BR0113011A/pt not_active IP Right Cessation
- 2001-07-19 AU AU8174001A patent/AU8174001A/xx active Pending
- 2001-07-19 AT AT01960184T patent/ATE295844T1/de not_active IP Right Cessation
- 2001-07-19 PL PL01364439A patent/PL364439A1/xx not_active Application Discontinuation
- 2001-07-19 IL IL15398801A patent/IL153988A0/xx not_active IP Right Cessation
- 2001-07-19 CN CNB018158579A patent/CN100509791C/zh not_active Expired - Fee Related
- 2001-07-19 CZ CZ2003396A patent/CZ2003396A3/cs unknown
- 2001-07-19 CA CA002416447A patent/CA2416447A1/en not_active Abandoned
- 2001-07-19 MX MXPA03000642A patent/MXPA03000642A/es not_active Application Discontinuation
- 2001-07-19 SK SK202-2003A patent/SK2022003A3/sk unknown
- 2001-07-19 HU HU0302778A patent/HUP0302778A3/hu unknown
- 2001-07-19 NZ NZ523720A patent/NZ523720A/en unknown
- 2001-07-20 AR ARP010103460A patent/AR032358A1/es not_active Application Discontinuation
-
2003
- 2003-01-16 IL IL153988A patent/IL153988A/en unknown
- 2003-01-17 NO NO20030243A patent/NO20030243L/no not_active Application Discontinuation
- 2003-01-17 US US10/348,490 patent/US6921774B2/en not_active Expired - Fee Related
- 2003-01-20 IS IS6693A patent/IS6693A/is unknown
- 2003-01-20 ZA ZA200300514A patent/ZA200300514B/en unknown
- 2003-01-27 HR HR20030053A patent/HRP20030053A2/hr not_active Application Discontinuation
- 2003-02-05 BG BG107530A patent/BG107530A/bg unknown
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