ES2179353T3 - Antagonistas muscarinicos. - Google Patents
Antagonistas muscarinicos.Info
- Publication number
- ES2179353T3 ES2179353T3 ES97931281T ES97931281T ES2179353T3 ES 2179353 T3 ES2179353 T3 ES 2179353T3 ES 97931281 T ES97931281 T ES 97931281T ES 97931281 T ES97931281 T ES 97931281T ES 2179353 T3 ES2179353 T3 ES 2179353T3
- Authority
- ES
- Spain
- Prior art keywords
- muscarinic antagonists
- submitted
- replaced
- cognoscitive
- acetilcolonesterase
- 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 - Lifetime
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D317/00—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms
- C07D317/08—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3
- C07D317/44—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D317/46—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 ortho- or peri-condensed with carbocyclic rings or ring systems condensed with one six-membered ring
- C07D317/48—Methylenedioxybenzenes or hydrogenated methylenedioxybenzenes, unsubstituted on the hetero ring
- C07D317/62—Methylenedioxybenzenes or hydrogenated methylenedioxybenzenes, unsubstituted on the hetero ring 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 to atoms of the carbocyclic ring
-
- 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
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
- C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D211/06—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
- C07D211/36—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members 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 to ring carbon atoms
- C07D211/56—Nitrogen atoms
- C07D211/58—Nitrogen atoms attached in position 4
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
- C07D239/02—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
- C07D239/24—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
- C07D239/28—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to ring carbon atoms
- C07D239/32—One oxygen, sulfur or nitrogen atom
- C07D239/34—One oxygen atom
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
- C07D295/04—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms
- C07D295/08—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly bound oxygen or sulfur atoms
- C07D295/084—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly bound oxygen or sulfur atoms with the ring nitrogen atoms and the oxygen or sulfur atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings
- C07D295/088—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly bound oxygen or sulfur atoms with the ring nitrogen atoms and the oxygen or sulfur atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings to an acyclic saturated chain
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
- C07D295/04—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms
- C07D295/08—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly bound oxygen or sulfur atoms
- C07D295/096—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly bound oxygen or sulfur atoms with the ring nitrogen atoms and the oxygen or sulfur atoms separated by carbocyclic rings or by carbon chains interrupted by carbocyclic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D311/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings
- C07D311/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D311/04—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring
- C07D311/58—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring other than with oxygen or sulphur atoms in position 2 or 4
- C07D311/68—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring other than with oxygen or sulphur atoms in position 2 or 4 with nitrogen atoms directly attached in position 4
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D317/00—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms
- C07D317/08—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3
- C07D317/44—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D317/46—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 ortho- or peri-condensed with carbocyclic rings or ring systems condensed with one six-membered ring
- C07D317/48—Methylenedioxybenzenes or hydrogenated methylenedioxybenzenes, unsubstituted on the hetero ring
- C07D317/50—Methylenedioxybenzenes or hydrogenated methylenedioxybenzenes, unsubstituted on the hetero ring with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to atoms of the carbocyclic ring
- C07D317/58—Radicals substituted by nitrogen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
- C07B2200/00—Indexing scheme relating to specific properties of organic compounds
- C07B2200/07—Optical isomers
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2601/00—Systems containing only non-condensed rings
- C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
- C07C2601/14—The ring being saturated
-
- 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
-
- 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
-
- 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
- C07C2602/12—One of the condensed rings being a six-membered aromatic ring the other ring being at least seven-membered
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Public Health (AREA)
- Pharmacology & Pharmacy (AREA)
- Neurology (AREA)
- Neurosurgery (AREA)
- Veterinary Medicine (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Biomedical Technology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Hospice & Palliative Care (AREA)
- Psychiatry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Hydrogenated Pyridines (AREA)
- Pyrane Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
Abstract
COMPUESTOS DE PIPERAZINA DI - N - SUSTITUIDA Y DE PIPERIDINA 1,4 - DI - SUSTITUIDA DE FORMULA (I) (INCLUIDOS TODOS LOS ISOMEROS, SALES, ESTERES Y SOLVATOS), EN LA QUE Q, N, R 1 , R 2 , R 3 , R 4 , R 21 , R 27 , R 28 , X Y Z SON COMO SE DEFINEN EN LA ESPECIFICACION, QUE ACTUAN COMO ANTAGONISTAS MUSCARINICOS Y SON UTILES EN EL TRATAMIENTO DE TRASTORNOS COGNOSCITIVOS TALES COMO LA ENFERMEDAD DE ALZHEIMER. TAMBIEN SE PRESENTAN COMPOSICIONES FARMACEUTICAS Y PROCEDIMIENTOS PARA SU PREPARACION. TAMBIEN SE PRESENTAN COMBINACIONES SINERGISTICAS CON INHIBIDORES DE ACETILCOLONESTERASA DE COMPUESTOS CAPACES DE AUMENTAR LA LIBERACION DE ACETILCOLINA Y QUE TIENEN LA FORMULA ANTEDICHA.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US67439196A | 1996-07-01 | 1996-07-01 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES2179353T3 true ES2179353T3 (es) | 2003-01-16 |
Family
ID=24706404
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES97931281T Expired - Lifetime ES2179353T3 (es) | 1996-07-01 | 1997-06-26 | Antagonistas muscarinicos. |
Country Status (12)
| Country | Link |
|---|---|
| EP (1) | EP0912534B1 (es) |
| JP (2) | JP2000514060A (es) |
| KR (1) | KR20000022380A (es) |
| AT (1) | ATE224884T1 (es) |
| AU (1) | AU717431B2 (es) |
| CA (1) | CA2258044C (es) |
| DE (1) | DE69715865T2 (es) |
| ES (1) | ES2179353T3 (es) |
| HU (1) | HUP9904167A3 (es) |
| IL (1) | IL127858A0 (es) |
| NZ (1) | NZ333322A (es) |
| WO (1) | WO1998000412A1 (es) |
Families Citing this family (27)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB9726736D0 (en) | 1997-12-18 | 1998-02-18 | Zeneca Ltd | Chemical compounds |
| US6528529B1 (en) | 1998-03-31 | 2003-03-04 | Acadia Pharmaceuticals Inc. | Compounds with activity on muscarinic receptors |
| JP2002533447A (ja) * | 1998-12-24 | 2002-10-08 | アストラゼネカ・アクチエボラーグ | 神経疾患の治療に有用な1,4−ジアザシクロヘプタン誘導体 |
| GB9914015D0 (en) * | 1999-06-17 | 1999-08-18 | Zeneca Ltd | Chemical compounds |
| GB9900078D0 (en) * | 1999-01-05 | 1999-02-24 | Zeneca Ltd | Chemical compounds |
| GB9914025D0 (en) * | 1999-06-17 | 1999-08-18 | Zeneca Ltd | Chemical compounds |
| GB9914022D0 (en) * | 1999-06-17 | 1999-08-18 | Zeneca Ltd | Chemical compounds |
| GB9914024D0 (en) * | 1999-06-17 | 1999-08-18 | Zeneca Ltd | Chemical compounds |
| US7067539B2 (en) * | 2001-02-08 | 2006-06-27 | Schering Corporation | Cannabinoid receptor ligands |
| EP1453806B1 (en) * | 2001-12-03 | 2007-12-19 | F. Hoffmann-La Roche Ag | Aminotetralin derivatives as muscarinic receptor antagonist |
| MXPA05005512A (es) | 2002-11-25 | 2005-07-25 | Schering Corp | Ligandos receptores canabinoides. |
| WO2005037830A1 (en) | 2003-10-10 | 2005-04-28 | Wyeth | Piperidinylchromen-6-ylsulfonamide compounds as 5-hydroxytryptamine-6 ligands |
| WO2005101838A2 (en) * | 2004-04-13 | 2005-10-27 | Incyte Corporation | Piperazinylpiperidine derivatives as chemokine receptor antagonists |
| US7378415B2 (en) | 2004-09-30 | 2008-05-27 | Roche Palo Alto Llc | Benzoxazine and quinoxaline derivatives and uses thereof |
| DE602005017663D1 (de) * | 2004-12-21 | 2009-12-24 | Hoffmann La Roche | Tetralin- und indanderivate und anwendungen davon |
| JP2008535824A (ja) * | 2005-03-29 | 2008-09-04 | ニユーロン・フアーマシユーテイカルズ・エツセ・ピー・アー | 置換アミノアルキルベンゾピラン誘導体およびアミドアルキルベンゾピラン誘導体 |
| EP2258359A3 (en) | 2005-08-26 | 2011-04-06 | Braincells, Inc. | Neurogenesis by muscarinic receptor modulation with sabcomelin |
| JP2009506069A (ja) | 2005-08-26 | 2009-02-12 | ブレインセルス,インコーポレイティド | ムスカリン性受容体調節による神経発生 |
| CN101300246A (zh) | 2005-11-03 | 2008-11-05 | 弗·哈夫曼-拉罗切有限公司 | 作为5-ht6抑制剂的芳基磺酰基色满类化合物作为蛋白激酶抑制剂的吲哚基马来酰亚胺衍生物 |
| CA2654822A1 (en) | 2006-06-20 | 2007-12-27 | F. Hoffmann-La Roche Ag | Arylsulfonyl naphthalene derivatives and uses thereof |
| CA2655524A1 (en) | 2006-06-20 | 2007-12-27 | F. Hoffman-La Roche Ag | Arylsulfonamidyl tetralin derivatives and uses thereof |
| MX2008015843A (es) | 2006-06-20 | 2009-01-09 | Hoffmann La Roche | Derivados de tetralina e indano y usos de los mismos. |
| WO2010081851A1 (en) | 2009-01-14 | 2010-07-22 | Genoscience Pharma | Piperidin-4-ylpiperazine compounds for the treatment of hcv infection |
| JP2013519722A (ja) | 2010-02-16 | 2013-05-30 | ファイザー・インク | (r)−4−((4−((4−(テトラヒドロフラン−3−イルオキシ)ベンゾ[d]イソオキサゾール−3−イルオキシ)メチル)ピペリジン−1−イル)メチル)テトラヒドロ−2h−ピラン−4−オール、5−ht4受容体の部分アゴニスト |
| US20180360845A1 (en) * | 2015-07-20 | 2018-12-20 | Chase Pharmaceuticals Corporation | Muscarinic combination of a selective m2-antagonist and a peripheral non-selective antagonist for treating hypocholinergic disorders |
| SG10202007787RA (en) * | 2015-09-28 | 2020-09-29 | Genentech Inc | Therapeutic compounds and methods of use thereof |
| AU2022306297A1 (en) | 2021-07-09 | 2024-02-08 | Plexium, Inc. | Aryl compounds and pharmaceutical compositions that modulate ikzf2 |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DD113545A5 (es) * | 1973-03-30 | 1975-06-12 | ||
| DE3064285D1 (en) * | 1979-09-28 | 1983-08-25 | Beecham Group Plc | Chromanol derivatives, a process for their preparation and a pharmaceutical composition comprising them |
| DK691488A (da) * | 1987-12-14 | 1989-06-15 | Beecham Group Plc | Hidtil ukendte forbindelser |
| DK286990D0 (da) * | 1990-12-04 | 1990-12-04 | Lundbeck & Co As H | Indanderivater |
| EP0612244B1 (en) * | 1991-11-05 | 2001-09-19 | Smithkline Beecham Corporation | Endothelin receptor antagonists |
| WO1994012493A1 (en) * | 1992-11-25 | 1994-06-09 | Sandoz, Ltd. | 2,2-dialkyl- and 2,2-dialkyl-3,4-dihydro-3-hydroxy-2h-1-benzopyr ans, their use as pharmaceuticals |
-
1997
- 1997-06-26 HU HU9904167A patent/HUP9904167A3/hu unknown
- 1997-06-26 ES ES97931281T patent/ES2179353T3/es not_active Expired - Lifetime
- 1997-06-26 DE DE69715865T patent/DE69715865T2/de not_active Expired - Fee Related
- 1997-06-26 WO PCT/US1997/010696 patent/WO1998000412A1/en not_active Ceased
- 1997-06-26 NZ NZ333322A patent/NZ333322A/en unknown
- 1997-06-26 AT AT97931281T patent/ATE224884T1/de not_active IP Right Cessation
- 1997-06-26 JP JP10504196A patent/JP2000514060A/ja not_active Ceased
- 1997-06-26 CA CA002258044A patent/CA2258044C/en not_active Expired - Fee Related
- 1997-06-26 EP EP97931281A patent/EP0912534B1/en not_active Expired - Lifetime
- 1997-06-26 AU AU34953/97A patent/AU717431B2/en not_active Ceased
- 1997-06-26 KR KR1019980710811A patent/KR20000022380A/ko not_active Withdrawn
- 1997-06-26 IL IL12785897A patent/IL127858A0/xx unknown
-
2008
- 2008-07-28 JP JP2008194199A patent/JP2009040778A/ja active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| ATE224884T1 (de) | 2002-10-15 |
| HUP9904167A2 (hu) | 2000-05-28 |
| AU3495397A (en) | 1998-01-21 |
| DE69715865D1 (de) | 2002-10-31 |
| DE69715865T2 (de) | 2003-08-07 |
| AU717431B2 (en) | 2000-03-23 |
| CA2258044C (en) | 2007-09-04 |
| WO1998000412A1 (en) | 1998-01-08 |
| EP0912534A1 (en) | 1999-05-06 |
| CA2258044A1 (en) | 1998-01-08 |
| JP2000514060A (ja) | 2000-10-24 |
| HUP9904167A3 (en) | 2000-07-28 |
| EP0912534B1 (en) | 2002-09-25 |
| IL127858A0 (en) | 1999-10-28 |
| JP2009040778A (ja) | 2009-02-26 |
| KR20000022380A (ko) | 2000-04-25 |
| NZ333322A (en) | 2000-06-23 |
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