NO964008L - Substituerte azetidinonforbindelser som er anvendbare som hypokolesterolemiske midler - Google Patents
Substituerte azetidinonforbindelser som er anvendbare som hypokolesterolemiske midlerInfo
- Publication number
- NO964008L NO964008L NO964008A NO964008A NO964008L NO 964008 L NO964008 L NO 964008L NO 964008 A NO964008 A NO 964008A NO 964008 A NO964008 A NO 964008A NO 964008 L NO964008 L NO 964008L
- Authority
- NO
- Norway
- Prior art keywords
- aryl
- lower alkyl
- substituted
- halogen
- hydrogen
- Prior art date
Links
- MNFORVFSTILPAW-UHFFFAOYSA-N azetidin-2-one Chemical class O=C1CCN1 MNFORVFSTILPAW-UHFFFAOYSA-N 0.000 title abstract 3
- 239000003529 anticholesteremic agent Substances 0.000 title abstract 2
- 125000000217 alkyl group Chemical group 0.000 abstract 8
- 125000003118 aryl group Chemical group 0.000 abstract 6
- HVYWMOMLDIMFJA-DPAQBDIFSA-N cholesterol Chemical compound C1C=C2C[C@@H](O)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@H]([C@H](C)CCCC(C)C)[C@@]1(C)CC2 HVYWMOMLDIMFJA-DPAQBDIFSA-N 0.000 abstract 3
- 229910052736 halogen Inorganic materials 0.000 abstract 3
- 229910052739 hydrogen Inorganic materials 0.000 abstract 3
- 239000001257 hydrogen Substances 0.000 abstract 3
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 3
- 239000000543 intermediate Substances 0.000 abstract 2
- 238000000034 method Methods 0.000 abstract 2
- 125000001424 substituent group Chemical group 0.000 abstract 2
- 206010003210 Arteriosclerosis Diseases 0.000 abstract 1
- 125000002947 alkylene group Chemical group 0.000 abstract 1
- 208000011775 arteriosclerosis disease Diseases 0.000 abstract 1
- 230000015572 biosynthetic process Effects 0.000 abstract 1
- 235000012000 cholesterol Nutrition 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 150000002367 halogens Chemical class 0.000 abstract 1
- 239000003112 inhibitor Substances 0.000 abstract 1
- 239000000825 pharmaceutical preparation Substances 0.000 abstract 1
- 230000002265 prevention Effects 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 125000003107 substituted aryl group Chemical group 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C227/00—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton
- C07C227/30—Preparation of optical isomers
- C07C227/32—Preparation of optical isomers by stereospecific synthesis
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P3/00—Drugs for disorders of the metabolism
- A61P3/06—Antihyperlipidemics
-
- 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
- C07C229/34—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 containing six-membered aromatic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D205/00—Heterocyclic compounds containing four-membered rings with one nitrogen atom as the only ring hetero atom
- C07D205/02—Heterocyclic compounds containing four-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings
- C07D205/06—Heterocyclic compounds containing four-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
- C07D205/08—Heterocyclic compounds containing four-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with one oxygen atom directly attached in position 2, e.g. beta-lactams
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Veterinary Medicine (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Animal Behavior & Ethology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Heart & Thoracic Surgery (AREA)
- Vascular Medicine (AREA)
- Cardiology (AREA)
- Urology & Nephrology (AREA)
- Diabetes (AREA)
- Hematology (AREA)
- Obesity (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Steroid Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US21849894A | 1994-03-25 | 1994-03-25 | |
| PCT/US1995/003196 WO1995026334A1 (fr) | 1994-03-25 | 1995-03-22 | Composes d'azetidinone substituee utiles comme agents hypocholesterolemiques |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| NO964008D0 NO964008D0 (no) | 1996-09-24 |
| NO964008L true NO964008L (no) | 1996-11-22 |
Family
ID=22815366
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NO964008A NO964008L (no) | 1994-03-25 | 1996-09-24 | Substituerte azetidinonforbindelser som er anvendbare som hypokolesterolemiske midler |
Country Status (20)
| Country | Link |
|---|---|
| US (2) | US5627176A (fr) |
| EP (1) | EP0751934B1 (fr) |
| JP (1) | JP3524927B2 (fr) |
| KR (1) | KR100338171B1 (fr) |
| CN (1) | CN1144522A (fr) |
| AT (1) | ATE183738T1 (fr) |
| AU (1) | AU686361B2 (fr) |
| CA (1) | CA2186364C (fr) |
| CZ (1) | CZ281596A3 (fr) |
| DE (1) | DE69511687T2 (fr) |
| DK (1) | DK0751934T3 (fr) |
| ES (1) | ES2135050T3 (fr) |
| FI (1) | FI963817A7 (fr) |
| GR (1) | GR3031105T3 (fr) |
| HU (1) | HU221309B1 (fr) |
| NO (1) | NO964008L (fr) |
| NZ (1) | NZ283528A (fr) |
| PL (1) | PL316431A1 (fr) |
| SK (1) | SK119796A3 (fr) |
| WO (1) | WO1995026334A1 (fr) |
Families Citing this family (59)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5631365A (en) | 1993-09-21 | 1997-05-20 | Schering Corporation | Hydroxy-substituted azetidinone compounds useful as hypocholesterolemic agents |
| US5624920A (en) * | 1994-11-18 | 1997-04-29 | Schering Corporation | Sulfur-substituted azetidinone compounds useful as hypocholesterolemic agents |
| US5633246A (en) * | 1994-11-18 | 1997-05-27 | Schering Corporation | Sulfur-substituted azetidinone compounds useful as hypocholesterolemic agents |
| PT877750E (pt) | 1995-10-31 | 2002-09-30 | Schering Corp | 2-azetidinonas substituidas por acucar uteis como agentes hipocolesterolemiantes |
| AU7472896A (en) * | 1995-11-02 | 1997-05-22 | Schering Corporation | Process for preparing 1-(4-fluorophenyl)-3(r)-(3(s)-hydroxy-3-({phenyl or 4-fluorophenyl})-propyl)-4(s)-(4-hydroxyphenyl)-2-azetidinon |
| US5756470A (en) * | 1996-10-29 | 1998-05-26 | Schering Corporation | Sugar-substituted 2-azetidinones useful as hypocholesterolemic agents |
| AU4343500A (en) | 1999-04-16 | 2000-11-02 | Schering Corporation | Use of azetidinone compounds |
| US6584357B1 (en) * | 2000-10-17 | 2003-06-24 | Sony Corporation | Method and system for forming an acoustic signal from neural timing difference data |
| ATE279425T1 (de) * | 2000-12-20 | 2004-10-15 | Schering Corp | Zuckersubstituierte 2-azetidinone verwendbar als hypocholesterdenische arzneimittel |
| US6982251B2 (en) | 2000-12-20 | 2006-01-03 | Schering Corporation | Substituted 2-azetidinones useful as hypocholesterolemic agents |
| AU2005246926B2 (en) * | 2001-01-26 | 2008-02-28 | Merck Sharp & Dohme Corp. | The use of substituted azetidinone compounds for the treatment of sitosterolemia |
| US7071181B2 (en) * | 2001-01-26 | 2006-07-04 | Schering Corporation | Methods and therapeutic combinations for the treatment of diabetes using sterol absorption inhibitors |
| KR20070120617A (ko) * | 2001-01-26 | 2007-12-24 | 쉐링 코포레이션 | 치환된 아제티딘온 화합물을 포함하는 약제학적 조성물 |
| NZ542090A (en) * | 2001-01-26 | 2006-09-29 | Schering Corp | Combinations of sterol absorption inhibitor(s) with blood modifier(s) for treating vascular conditions |
| IL156445A0 (en) | 2001-01-26 | 2004-01-04 | Schering Corp | Combinations of peroxisome proliferator-activated receptor (ppar) activator(s) and sterol absorption inhibitor(s) and treatments for vascular indications |
| EP1911462A3 (fr) | 2001-01-26 | 2011-11-30 | Schering Corporation | Combinaisons comprenant un inhibiteur d'absorption de stérol |
| BRPI0208384B1 (pt) | 2001-03-28 | 2016-05-31 | Merck Sharp & Dohme | síntese enantiosseletiva de compostos intermediários de azetidinona |
| US7053080B2 (en) | 2001-09-21 | 2006-05-30 | Schering Corporation | Methods and therapeutic combinations for the treatment of obesity using sterol absorption inhibitors |
| US7056906B2 (en) * | 2001-09-21 | 2006-06-06 | Schering Corporation | Combinations of hormone replacement therapy composition(s) and sterol absorption inhibitor(s) and treatments for vascular conditions in post-menopausal women |
| EP1859796A3 (fr) * | 2001-09-21 | 2008-07-02 | Schering Corporation | Treatment de xanthoma avec des dérivés d'azétidines en tant qu'inhibiteurs d'absorption des stérols |
| EP1429756B1 (fr) * | 2001-09-21 | 2006-11-22 | Schering Corporation | Methodes et combinaisons therapeutiques utiles pour le traitement du xanthome effectue avec des inhibiteurs d'absorption du sterol |
| US20030204096A1 (en) * | 2002-03-25 | 2003-10-30 | Schering Corporation | Enantioselective synthesis of azetidinone intermediate compounds |
| GB0215579D0 (en) | 2002-07-05 | 2002-08-14 | Astrazeneca Ab | Chemical compounds |
| US7135556B2 (en) * | 2002-07-19 | 2006-11-14 | Schering Corporation | NPC1L1 (NPC3) and methods of use thereof |
| US20040132058A1 (en) | 2002-07-19 | 2004-07-08 | Schering Corporation | NPC1L1 (NPC3) and methods of use thereof |
| AR040588A1 (es) * | 2002-07-26 | 2005-04-13 | Schering Corp | Formulacion farmaceutica que comprende un inhibidor de la absorcion del colesterol y un inhibidor de una hmg- co a reductasa |
| CA2504916A1 (fr) | 2002-11-06 | 2004-05-27 | Schering Corporation | Inhibiteurs d'absorption de cholesterol pour le traitement de troubles auto-immuns |
| WO2004081004A1 (fr) | 2003-03-07 | 2004-09-23 | Schering Corporation | Composes d'azetidinone substitues, formulations et utilisations de ceux-ci pour traiter l'hypercholesterolemie |
| DE602004018617D1 (de) * | 2003-03-07 | 2009-02-05 | Schering Corp | Substituierte azetidinon-derivate, deren pharmazeutische formulierungen und deren verwendung zur behandlung von hypercholesterolemia |
| US7459442B2 (en) | 2003-03-07 | 2008-12-02 | Schering Corporation | Substituted azetidinone compounds, processes for preparing the same, formulations and uses thereof |
| WO2004081002A1 (fr) | 2003-03-07 | 2004-09-23 | Schering Corporation | Composes d'azetidinone substitues, leurs formulations et utilisations en vue du traitement de l'hypercholesterolemie |
| JP2005015434A (ja) * | 2003-06-27 | 2005-01-20 | Kotobuki Seiyaku Kk | 血清コレステロール低下剤或はアテローム性硬化症の予防又は治療剤 |
| EP1918000A2 (fr) | 2003-11-05 | 2008-05-07 | Schering Corporation | Combinaisons d'agents de modulation lipide et azétidinones substitués et traitements pour conditions vasculaires |
| WO2005046797A2 (fr) * | 2003-11-05 | 2005-05-26 | Schering Corporation | Combinaisons de modulateurs lipidiques et d'azetidinones substituees et traitements d'affections vasculaires |
| JP2007516287A (ja) * | 2003-12-23 | 2007-06-21 | メルク エンド カムパニー インコーポレーテッド | 抗高コレステロール血症化合物 |
| ATE485267T1 (de) | 2003-12-23 | 2010-11-15 | Astrazeneca Ab | Diphenylazetidinonderivate mit die cholesterinabsorption hemmender wirkung |
| JP4590417B2 (ja) * | 2004-01-16 | 2010-12-01 | メルク・シャープ・エンド・ドーム・コーポレイション | Npc1l1(npc3)およびこのリガンドの同定方法 |
| EP1807070A1 (fr) * | 2004-09-29 | 2007-07-18 | Schering Corporation | Combinaisons d'azetidinones substituees et d'antagonistes cb1 |
| US7700597B2 (en) | 2004-12-03 | 2010-04-20 | Schering Corporation | Substituted piperazines as CB1 antagonists |
| DE602006010870D1 (de) * | 2005-06-20 | 2010-01-14 | Schering Corp | Als antagonisten von histamin h3 geeignete piperidinderivate |
| SA06270191B1 (ar) | 2005-06-22 | 2010-03-29 | استرازينيكا ايه بي | مشتقات من 2- أزيتيدينون جديدة باعتبارها مثبطات لامتصاص الكوليسترول لعلاج حالات فرط نسبة الدهون في الدم |
| WO2007084450A2 (fr) | 2006-01-18 | 2007-07-26 | Schering Corporation | Modulateurs de recepteurs de cannibinoides |
| US7910698B2 (en) * | 2006-02-24 | 2011-03-22 | Schering Corporation | NPC1L1 orthologues |
| WO2007103453A1 (fr) * | 2006-03-06 | 2007-09-13 | Teva Pharmaceutical Industries Ltd. | Compositions à base d'ézétimibe |
| AR060623A1 (es) | 2006-04-27 | 2008-07-02 | Astrazeneca Ab | Compuestos derivados de 2-azetidinona y un metodo de preparacion |
| WO2008108486A1 (fr) | 2007-03-06 | 2008-09-12 | Teijin Pharma Limited | Dérivés de 1-biarylazétidinone |
| WO2008130616A2 (fr) * | 2007-04-19 | 2008-10-30 | Schering Corporation | Diaryl morpholines comme modulateurs des récepteurs cb1 |
| JP2010529148A (ja) * | 2007-06-07 | 2010-08-26 | テバ ファーマシューティカル インダストリーズ リミティド | エゼチミブ製造のための還元方法 |
| WO2009005646A2 (fr) * | 2007-06-28 | 2009-01-08 | Schering Corporation | Pipérazines à substitution servant d'antagonistes des récepteurs cb1 |
| CN101790521A (zh) * | 2007-06-28 | 2010-07-28 | 英特维特国际股份有限公司 | 作为cb1拮抗剂的取代哌嗪 |
| US20090093627A1 (en) * | 2007-08-30 | 2009-04-09 | Lorand Szabo | Process for preparing intermediates of ezetimibe by microbial reduction |
| CN101200443B (zh) * | 2007-10-17 | 2011-06-29 | 中国药科大学 | 氮杂环丁酮衍生物、其制备方法及含有它们的药物组合 |
| WO2010100255A1 (fr) | 2009-03-06 | 2010-09-10 | Lipideon Biotechnology Ag | Compositions pharmaceutiques hypocholestérolémiques |
| CN101993403B (zh) * | 2009-08-11 | 2012-07-11 | 浙江海正药业股份有限公司 | 氮杂环丁酮类化合物及医药应用 |
| HUE052300T2 (hu) | 2012-05-01 | 2021-04-28 | Althera Life Sciences Llc | Orális tablettakészítmény, amely a rozuvastatin és az ezetimib rögzített kombinációjából áll, hiperlipidémia és kardiovaszkuláris betegségek kezelésére |
| JP5969958B2 (ja) * | 2013-06-27 | 2016-08-17 | 国立大学法人お茶の水女子大学 | 光学活性含フッ素アミノ酸類の製造方法 |
| CN105294426B (zh) * | 2014-06-09 | 2019-05-14 | 浙江海正药业股份有限公司 | 氮杂环丁酮化合物制备方法及其中间体 |
| CN104860980B (zh) * | 2015-04-23 | 2018-06-19 | 上海弈柯莱生物医药科技有限公司 | 一种用于合成依折麦布的中间体及其制备方法和应用 |
| BR112019015107A2 (pt) | 2017-01-23 | 2020-03-10 | Dong Wha Pharm. Co., Ltd. | Formulação de complexo compreendendo inibidor de hmg-coa redutase e clopidogrel |
Family Cites Families (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4680391A (en) * | 1983-12-01 | 1987-07-14 | Merck & Co., Inc. | Substituted azetidinones as anti-inflammatory and antidegenerative agents |
| US4803266A (en) * | 1986-10-17 | 1989-02-07 | Taisho Pharmaceutical Co., Ltd. | 3-Oxoalkylidene-2-azetidinone derivatives |
| NZ228600A (en) * | 1988-04-11 | 1992-02-25 | Merck & Co Inc | 1-(benzylaminocarbonyl)-4-phenoxy-azetidin-2-one derivatives |
| JPH02268144A (ja) * | 1989-04-11 | 1990-11-01 | Ube Ind Ltd | β―アミノエステルの製造法 |
| US4983597A (en) * | 1989-08-31 | 1991-01-08 | Merck & Co., Inc. | Beta-lactams as anticholesterolemic agents |
| US5120729A (en) * | 1990-06-20 | 1992-06-09 | Merck & Co., Inc. | Beta-lactams as antihypercholesterolemics |
| AU658441B2 (en) * | 1991-07-23 | 1995-04-13 | Schering Corporation | Substituted beta-lactam compounds useful as hypocholesterolemic agents and processes for the preparation thereof |
-
1995
- 1995-03-13 US US08/403,081 patent/US5627176A/en not_active Expired - Lifetime
- 1995-03-22 KR KR1019960705349A patent/KR100338171B1/ko not_active Expired - Fee Related
- 1995-03-22 WO PCT/US1995/003196 patent/WO1995026334A1/fr not_active Ceased
- 1995-03-22 CZ CZ962815A patent/CZ281596A3/cs unknown
- 1995-03-22 CN CN95192277A patent/CN1144522A/zh active Pending
- 1995-03-22 EP EP95914719A patent/EP0751934B1/fr not_active Expired - Lifetime
- 1995-03-22 PL PL95316431A patent/PL316431A1/xx unknown
- 1995-03-22 NZ NZ283528A patent/NZ283528A/en not_active IP Right Cessation
- 1995-03-22 JP JP52518495A patent/JP3524927B2/ja not_active Expired - Fee Related
- 1995-03-22 DE DE69511687T patent/DE69511687T2/de not_active Expired - Lifetime
- 1995-03-22 DK DK95914719T patent/DK0751934T3/da active
- 1995-03-22 AT AT95914719T patent/ATE183738T1/de not_active IP Right Cessation
- 1995-03-22 ES ES95914719T patent/ES2135050T3/es not_active Expired - Lifetime
- 1995-03-22 HU HU9602616A patent/HU221309B1/hu not_active IP Right Cessation
- 1995-03-22 CA CA002186364A patent/CA2186364C/fr not_active Expired - Fee Related
- 1995-03-22 SK SK1197-96A patent/SK119796A3/sk unknown
- 1995-03-22 AU AU21596/95A patent/AU686361B2/en not_active Ceased
- 1995-05-18 US US08/444,167 patent/US5688990A/en not_active Expired - Lifetime
-
1996
- 1996-09-24 NO NO964008A patent/NO964008L/no unknown
- 1996-09-25 FI FI963817A patent/FI963817A7/fi unknown
-
1999
- 1999-08-27 GR GR990402188T patent/GR3031105T3/el unknown
Also Published As
| Publication number | Publication date |
|---|---|
| WO1995026334A1 (fr) | 1995-10-05 |
| SK119796A3 (en) | 1997-05-07 |
| PL316431A1 (en) | 1997-01-06 |
| DK0751934T3 (da) | 1999-12-13 |
| CA2186364A1 (fr) | 1995-10-05 |
| EP0751934A1 (fr) | 1997-01-08 |
| ATE183738T1 (de) | 1999-09-15 |
| HU221309B1 (en) | 2002-09-28 |
| JPH09510970A (ja) | 1997-11-04 |
| CZ281596A3 (en) | 1997-05-14 |
| NO964008D0 (no) | 1996-09-24 |
| US5627176A (en) | 1997-05-06 |
| FI963817A0 (fi) | 1996-09-25 |
| JP3524927B2 (ja) | 2004-05-10 |
| ES2135050T3 (es) | 1999-10-16 |
| GR3031105T3 (en) | 1999-12-31 |
| EP0751934B1 (fr) | 1999-08-25 |
| DE69511687T2 (de) | 2000-03-16 |
| FI963817A7 (fi) | 1996-09-25 |
| MX9604030A (es) | 1997-09-30 |
| CN1144522A (zh) | 1997-03-05 |
| DE69511687D1 (de) | 1999-09-30 |
| KR100338171B1 (ko) | 2002-11-23 |
| HUT74887A (en) | 1997-02-28 |
| KR970702246A (ko) | 1997-05-13 |
| HU9602616D0 (en) | 1996-11-28 |
| AU686361B2 (en) | 1998-02-05 |
| NZ283528A (en) | 1997-12-19 |
| US5688990A (en) | 1997-11-18 |
| CA2186364C (fr) | 2008-12-30 |
| AU2159695A (en) | 1995-10-17 |
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