HUP0003425A2 - 2-(4-Aril- vagy heteroaril-piperazin-ilmetil)-1H-indol-származékok és a vegyületeket tartalmazó gyógyászati készítmények - Google Patents
2-(4-Aril- vagy heteroaril-piperazin-ilmetil)-1H-indol-származékok és a vegyületeket tartalmazó gyógyászati készítményekInfo
- Publication number
- HUP0003425A2 HUP0003425A2 HU0003425A HUP0003425A HUP0003425A2 HU P0003425 A2 HUP0003425 A2 HU P0003425A2 HU 0003425 A HU0003425 A HU 0003425A HU P0003425 A HUP0003425 A HU P0003425A HU P0003425 A2 HUP0003425 A2 HU P0003425A2
- Authority
- HU
- Hungary
- Prior art keywords
- alkyl
- group
- cyano
- hydrogen
- trifluoromethyl
- Prior art date
Links
- 150000001875 compounds Chemical class 0.000 title abstract 4
- 229940054051 antipsychotic indole derivative Drugs 0.000 title 1
- 239000008194 pharmaceutical composition Substances 0.000 title 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 7
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 abstract 5
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 abstract 4
- 125000004093 cyano group Chemical group *C#N 0.000 abstract 4
- 229910052757 nitrogen Inorganic materials 0.000 abstract 4
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 abstract 3
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 abstract 3
- 125000000217 alkyl group Chemical group 0.000 abstract 3
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 abstract 3
- 229910052794 bromium Inorganic materials 0.000 abstract 3
- 125000004432 carbon atom Chemical group C* 0.000 abstract 3
- 239000000460 chlorine Substances 0.000 abstract 3
- 229910052801 chlorine Inorganic materials 0.000 abstract 3
- 239000001257 hydrogen Substances 0.000 abstract 3
- 229910052739 hydrogen Inorganic materials 0.000 abstract 3
- 125000000876 trifluoromethoxy group Chemical group FC(F)(F)O* 0.000 abstract 3
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 abstract 3
- 125000004191 (C1-C6) alkoxy group Chemical group 0.000 abstract 2
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical group FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 abstract 2
- 125000003545 alkoxy group Chemical group 0.000 abstract 2
- 229910052799 carbon Inorganic materials 0.000 abstract 2
- 239000011737 fluorine Chemical group 0.000 abstract 2
- 229910052731 fluorine Inorganic materials 0.000 abstract 2
- 125000004433 nitrogen atom Chemical group N* 0.000 abstract 2
- 150000003839 salts Chemical class 0.000 abstract 2
- -1 trifluoromethyl- Chemical group 0.000 abstract 2
- 125000004890 (C1-C6) alkylamino group Chemical group 0.000 abstract 1
- 101100495911 Arabidopsis thaliana CHR10 gene Proteins 0.000 abstract 1
- 125000000041 C6-C10 aryl group Chemical group 0.000 abstract 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 abstract 1
- 125000003277 amino group Chemical group 0.000 abstract 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 abstract 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 1
- 125000000325 methylidene group Chemical group [H]C([H])=* 0.000 abstract 1
- 229910052760 oxygen Inorganic materials 0.000 abstract 1
- 239000001301 oxygen Substances 0.000 abstract 1
- 239000000825 pharmaceutical preparation Substances 0.000 abstract 1
- 229910052717 sulfur Inorganic materials 0.000 abstract 1
- 239000011593 sulfur Substances 0.000 abstract 1
Classifications
-
- 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
-
- 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
- A61K31/495—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with two or more nitrogen atoms as the only ring heteroatoms, e.g. piperazine or tetrazines
- A61K31/496—Non-condensed piperazines containing further heterocyclic rings, e.g. rifampin, thiothixene
-
- 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
- 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
- A61P25/18—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
- A61P25/20—Hypnotics; Sedatives
-
- 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
- A61P25/30—Drugs for disorders of the nervous system for treating abuse or dependence
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P27/00—Drugs for disorders of the senses
- A61P27/02—Ophthalmic 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
-
- 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
- C07D209/14—Radicals substituted by nitrogen atoms, not forming part of a nitro radical
-
- 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
- C07D403/12—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 chain containing hetero atoms as chain links
Abstract
A találmány (I) általános képletű vegyületekre és gyógyászatilagelfogadható sóira vonatkozik - ahol a szaggatott vonal adott esetbenjelenlevő kettős kötést jelöl; a értéke 0 vagy 1, ahol ha a 0, akkor Xa V-vel szomszédos szénatommal adott esetben kettős kötést képezhet; Vjelentése CHR10, ahol R10 hidrogénatom vagy 1-6 szénatomosalkilcsoport; T jelentése nitrogénatom vagy CH; X jelentésenitrogénatom vagy CR11, ahol R11 hidrogénatom, 1-6 szénatomos alkil-vagy alkoxicsoport, hidroxil- vagy cianocsoport; Y és Z jelentéseegymástól függetlenül nitrogénatom vagy CR12, ahol R12 hidrogén-,klór-, brómatom, trifluor-metil-, trifluormetoxi-, ciano-, 1-6szénatomos alkoxi- vagy 1-6 szénatomos alkilcsoport; R1 jelentésehidrogén-, fluor-, klór-, brómatom, trifluor-metil-, trifluor-metoxi-,ciano- vagy 1-6 szénatomos alkilcsoport; R2, R6, R7, R8 és R9egymástól függetlenül hidrogén-, fluor-, klór-, brómatom, trifluor-metil-, trifluor-metoxi-, ciano-, 1-6 szénatomos alkoxi- vagyalkilcsoport; R3 és R4 egymástól függetlenül hidrogénatom vagy 1-6szénatomos alkilcsoport; és R5 jelentése hidrogénatom, 1-6 szénatomosalkoxi-, trifluormetil-, ciano-, 1-6 szénatomos alkil- vagy R13CO-,ahol R13 aminocsoport, 1-6 szénatomos alkil-amino-, (1-6 szénatomosalkil)2-amino-, 1-6 szénatomos alkil- vagy 6-10 szénatomosarilcsoport; vagy ha a értéke 1, R1 és R10 együtt a szénatommal,melyhez kapcsolódik, (II) általános képletű vegyületet képez, ahol aszaggatott vonal adott esetben jelenlevő vegyértékvonalakat jelent; T,X, Y, Z, R2, R3, R4, R5, R6, R7, R8 és R9 jelentése a fenti, b értéke0 vagy 1; és A és B egymástól függetlenül CH, CH2, oxigén-, kénatom,NH vagy nitrogénatom. A találmány kiterjed az ilyen vegyületeket vagysóit tartalmazó gyógyászati készítményekre is. Ó
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US5576497P | 1997-08-15 | 1997-08-15 | |
| PCT/IB1998/001198 WO1999009025A2 (en) | 1997-08-15 | 1998-08-05 | 2-(4-aryl or heteroaryl-piperazin-1-ylmethyl)-1h-indole derivatives interacting with the dopamine d4 receptor |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| HUP0003425A2 true HUP0003425A2 (hu) | 2001-10-28 |
| HUP0003425A3 HUP0003425A3 (en) | 2002-02-28 |
Family
ID=22000003
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| HU0003425A HUP0003425A3 (en) | 1997-08-15 | 1998-08-05 | 2-(4-aryl or heteroaryl-piperazin-1-ylmethyl)-1h-indole derivatives and pharmaceutical compositions containing the compounds |
Country Status (30)
| Country | Link |
|---|---|
| EP (1) | EP1003739A2 (hu) |
| JP (1) | JP2002536291A (hu) |
| KR (1) | KR20010022507A (hu) |
| CN (1) | CN1265660A (hu) |
| AP (1) | AP9801321A0 (hu) |
| AR (1) | AR017019A1 (hu) |
| AU (1) | AU8457298A (hu) |
| BG (1) | BG104069A (hu) |
| BR (1) | BR9811557A (hu) |
| CA (1) | CA2297486C (hu) |
| CO (1) | CO4960656A1 (hu) |
| DZ (1) | DZ2583A1 (hu) |
| EA (1) | EA200000023A1 (hu) |
| HR (1) | HRP980441A2 (hu) |
| HU (1) | HUP0003425A3 (hu) |
| ID (1) | ID23803A (hu) |
| IL (1) | IL133960A0 (hu) |
| IS (1) | IS5336A (hu) |
| MA (1) | MA24632A1 (hu) |
| NO (1) | NO20000722L (hu) |
| OA (1) | OA11286A (hu) |
| PA (1) | PA8457001A1 (hu) |
| PE (1) | PE106299A1 (hu) |
| PL (1) | PL338947A1 (hu) |
| SK (1) | SK1352000A3 (hu) |
| TN (1) | TNSN98151A1 (hu) |
| TR (1) | TR200000414T2 (hu) |
| UY (1) | UY25144A1 (hu) |
| WO (1) | WO1999009025A2 (hu) |
| ZA (1) | ZA987304B (hu) |
Families Citing this family (20)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| ATE491689T1 (de) * | 1997-10-27 | 2011-01-15 | Neurosearch As | Heteroaryl diazacycloalkane als cholinergische ligande für nikotin-acetylcholin-rezeptoren |
| EP0953567A3 (en) | 1998-04-29 | 2003-04-02 | Pfizer Products Inc. | Bicyclic substituted piperazine-, piperidine- and tetrahydropyridine derivatives, their preparation and their use as agents with central dopaminergic (dopamine D4 receptor) activity |
| ATE395333T1 (de) * | 1999-12-30 | 2008-05-15 | Lundbeck & Co As H | 4-phenylpiperazinyl, -piperidinyl und - tetrahydropyridyl-derivate als dopamin d4- antagonisten |
| GB0017952D0 (en) * | 2000-07-22 | 2000-09-13 | Univ Manchester | Treatment of dyskinesia |
| EP1177792A3 (en) | 2000-07-27 | 2002-10-23 | Pfizer Products Inc. | Dopamine D4 Ligands for the treatment of novelty-seeking disorders |
| AU2002336273A1 (en) * | 2001-03-09 | 2002-09-24 | Ortho-Mcneil Pharmaceutical, Inc. | Heterocyclic compounds and their use as histamine h4 ligands. |
| WO2004022060A2 (en) | 2002-09-06 | 2004-03-18 | Janssen Pharmaceutica, N.V. | (1h-benzoimidazol-2-yl)-(piperazinyl)-methanone derivatives and related compounds as histamine h4-receptor antagonists for the treatment of inflammatory and allergic disorders |
| WO2004108671A1 (en) * | 2003-06-06 | 2004-12-16 | Suven Life Sciences Limited | Substituted indoles with serotonin receptor affinity, process for their preparation and pharmaceutical compositions containing them |
| EP1731505B1 (en) | 2004-03-30 | 2015-01-14 | Takeda Pharmaceutical Company Limited | Alkoxyphenylpropanoic acid derivatives |
| US7572805B2 (en) | 2004-07-14 | 2009-08-11 | Bristol-Myers Squibb Company | Pyrrolo(oxo)isoquinolines as 5HT ligands |
| US7618980B2 (en) | 2004-07-14 | 2009-11-17 | Bristol-Myers Squibb Company | Pyrrolo(oxo)quinolines as 5HT ligands |
| JO2769B1 (en) * | 2005-10-26 | 2014-03-15 | جانسين فارماسوتيكا ان. في | Rapid decomposition of physiologically antagonistic agents of the 2-dopamine receptor |
| JO2642B1 (en) | 2006-12-08 | 2012-06-17 | جانسين فارماسوتيكا ان. في | Dopamine 2 receptor antagonists are rapidly hydrolyzed |
| JO2849B1 (en) * | 2007-02-13 | 2015-03-15 | جانسين فارماسوتيكا ان. في | Dopamine 2 receptor antagonists are rapidly hydrolyzed |
| PT2148873E (pt) | 2007-04-23 | 2012-11-20 | Janssen Pharmaceutica Nv | Derivados da 4-alcoxipiridazina antagonistas de dissociação rápida do recetor da dopamina 2 |
| MX2009011416A (es) | 2007-04-23 | 2009-11-05 | Janssen Pharmaceutica Nv | Tia(di)azoles como antagonistas del receptor de dopamina 2 de disociacion rapida. |
| WO2010000456A1 (en) | 2008-07-03 | 2010-01-07 | Janssen Pharmaceutica Nv | Substituted 6- (1-piperazinyl) -pyridazines as 5-ht6 receptor antagonists |
| CN102171189B (zh) | 2008-07-31 | 2013-11-20 | 詹森药业有限公司 | 作为快速解离多巴胺2受体拮抗剂的哌嗪-1-基-三氟甲基取代的吡啶 |
| JP2020534336A (ja) * | 2017-09-20 | 2020-11-26 | ハンジョウ イノゲート ファーマ カンパニー リミテッドHangzhou Innogate Pharma Co., Ltd. | Ｉｄｏ阻害剤および／またはｉｄｏ−ｈｄａｃ二重阻害剤としての多環式化合物 |
| WO2021216665A1 (en) * | 2020-04-22 | 2021-10-28 | Anima Biotech Inc. | Collagen 1 translation inhibitors and methods of use thereof |
Family Cites Families (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB944443A (hu) * | 1959-09-25 | 1900-01-01 | ||
| WO1993001181A1 (en) * | 1991-07-03 | 1993-01-21 | The Upjohn Company | Substituted indoles as anti-aids pharmaceuticals |
| JPH05255089A (ja) * | 1991-12-18 | 1993-10-05 | Sanwa Kagaku Kenkyusho Co Ltd | 抗ウイルス剤 |
| CA2146018A1 (en) * | 1992-10-23 | 1994-05-11 | Paul David Leeson | Dopamine receptor subtype ligands |
| WO1994021627A1 (en) * | 1993-03-18 | 1994-09-29 | Merck Sharp & Dohme Limited | Indole derivatives as dopamine d4 antagonists |
| GB9305644D0 (en) * | 1993-03-18 | 1993-05-05 | Merck Sharp & Dohme | Therapeutic agents |
| AU6435594A (en) * | 1993-04-15 | 1994-11-08 | Merck Sharp & Dohme Limited | Indole derivatives as dopamine d4 antagonists |
| DE4414113A1 (de) * | 1994-04-22 | 1995-10-26 | Merck Patent Gmbh | 3-Indolylpiperidine |
| TW406075B (en) * | 1994-12-13 | 2000-09-21 | Upjohn Co | Alkyl substituted piperidinyl and piperazinyl anti-AIDS compounds |
| ZA968661B (en) * | 1995-11-17 | 1998-04-14 | Upjohn Co | Oxazolidinone antibacterial agent with tricyclic substituents. |
| TW504510B (en) * | 1996-05-10 | 2002-10-01 | Janssen Pharmaceutica Nv | 2,4-diaminopyrimidine derivatives |
-
1998
- 1998-08-05 TR TR2000/00414T patent/TR200000414T2/xx unknown
- 1998-08-05 AP APAP/P/1998/001321A patent/AP9801321A0/en unknown
- 1998-08-05 PL PL98338947A patent/PL338947A1/xx unknown
- 1998-08-05 HU HU0003425A patent/HUP0003425A3/hu unknown
- 1998-08-05 EP EP98935229A patent/EP1003739A2/en not_active Withdrawn
- 1998-08-05 CA CA002297486A patent/CA2297486C/en not_active Expired - Fee Related
- 1998-08-05 CN CN98807831A patent/CN1265660A/zh active Pending
- 1998-08-05 SK SK135-2000A patent/SK1352000A3/sk unknown
- 1998-08-05 JP JP2000509706A patent/JP2002536291A/ja active Pending
- 1998-08-05 KR KR1020007001093A patent/KR20010022507A/ko not_active Application Discontinuation
- 1998-08-05 EA EA200000023A patent/EA200000023A1/ru unknown
- 1998-08-05 ID IDW20000197A patent/ID23803A/id unknown
- 1998-08-05 IL IL13396098A patent/IL133960A0/xx unknown
- 1998-08-05 BR BR9811557-0A patent/BR9811557A/pt not_active IP Right Cessation
- 1998-08-05 WO PCT/IB1998/001198 patent/WO1999009025A2/en not_active Application Discontinuation
- 1998-08-05 AU AU84572/98A patent/AU8457298A/en not_active Abandoned
- 1998-08-10 PA PA19988457001A patent/PA8457001A1/es unknown
- 1998-08-10 PE PE1998000717A patent/PE106299A1/es not_active Application Discontinuation
- 1998-08-12 MA MA25210A patent/MA24632A1/fr unknown
- 1998-08-12 TN TNTNSN98151A patent/TNSN98151A1/fr unknown
- 1998-08-12 DZ DZ980193A patent/DZ2583A1/xx active
- 1998-08-13 AR ARP980104021A patent/AR017019A1/es unknown
- 1998-08-14 ZA ZA9807304A patent/ZA987304B/xx unknown
- 1998-08-14 HR HR60/055,764A patent/HRP980441A2/hr not_active Application Discontinuation
- 1998-08-14 CO CO98046788A patent/CO4960656A1/es unknown
- 1998-08-17 UY UY25144A patent/UY25144A1/es not_active Application Discontinuation
-
2000
- 2000-01-10 BG BG104069A patent/BG104069A/xx unknown
- 2000-01-11 IS IS5336A patent/IS5336A/is unknown
- 2000-02-08 OA OA1200000030A patent/OA11286A/en unknown
- 2000-02-14 NO NO20000722A patent/NO20000722L/no not_active Application Discontinuation
Also Published As
| Publication number | Publication date |
|---|---|
| IL133960A0 (en) | 2001-04-30 |
| MA24632A1 (fr) | 1999-04-01 |
| NO20000722D0 (no) | 2000-02-14 |
| SK1352000A3 (en) | 2000-08-14 |
| CA2297486A1 (en) | 1999-02-25 |
| CA2297486C (en) | 2005-05-03 |
| EA200000023A1 (ru) | 2000-08-28 |
| AR017019A1 (es) | 2001-08-22 |
| HUP0003425A3 (en) | 2002-02-28 |
| CN1265660A (zh) | 2000-09-06 |
| TR200000414T2 (tr) | 2000-08-21 |
| AP9801321A0 (en) | 2000-02-14 |
| KR20010022507A (ko) | 2001-03-15 |
| DZ2583A1 (fr) | 2003-02-22 |
| ZA987304B (en) | 2000-02-14 |
| HRP980441A2 (en) | 1999-04-30 |
| WO1999009025A3 (en) | 1999-04-15 |
| WO1999009025A2 (en) | 1999-02-25 |
| BG104069A (en) | 2001-05-31 |
| BR9811557A (pt) | 2000-08-22 |
| PA8457001A1 (es) | 2000-09-29 |
| OA11286A (en) | 2003-10-22 |
| ID23803A (id) | 2000-05-11 |
| PE106299A1 (es) | 1999-11-02 |
| IS5336A (is) | 2000-01-11 |
| JP2002536291A (ja) | 2002-10-29 |
| AU8457298A (en) | 1999-03-08 |
| NO20000722L (no) | 2000-02-14 |
| UY25144A1 (es) | 2000-12-29 |
| TNSN98151A1 (fr) | 2005-03-15 |
| EP1003739A2 (en) | 2000-05-31 |
| PL338947A1 (en) | 2000-12-04 |
| CO4960656A1 (es) | 2000-09-25 |
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