ES2079449T3 - 1-aril-1-hidroxi-1-sustituido-3-(4-sustituido-1-piperazinil)-2-propanonas y su utilizacion en el tratamiento de los trastornos neurogenicos de la vejiga. - Google Patents
1-aril-1-hidroxi-1-sustituido-3-(4-sustituido-1-piperazinil)-2-propanonas y su utilizacion en el tratamiento de los trastornos neurogenicos de la vejiga.Info
- Publication number
- ES2079449T3 ES2079449T3 ES90312632T ES90312632T ES2079449T3 ES 2079449 T3 ES2079449 T3 ES 2079449T3 ES 90312632 T ES90312632 T ES 90312632T ES 90312632 T ES90312632 T ES 90312632T ES 2079449 T3 ES2079449 T3 ES 2079449T3
- Authority
- ES
- Spain
- Prior art keywords
- substituted
- phenyl
- alkyl
- carbons
- hydroxy
- 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
- -1 4-SUBSTITUTED-1-PIPERAZINYL Chemical class 0.000 title abstract 3
- 230000001272 neurogenic effect Effects 0.000 title 1
- 125000000217 alkyl group Chemical group 0.000 abstract 7
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 6
- 125000003545 alkoxy group Chemical group 0.000 abstract 4
- RWRDLPDLKQPQOW-UHFFFAOYSA-N Pyrrolidine Chemical compound C1CCNC1 RWRDLPDLKQPQOW-UHFFFAOYSA-N 0.000 abstract 3
- 229910052736 halogen Inorganic materials 0.000 abstract 3
- 150000002367 halogens Chemical group 0.000 abstract 3
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 3
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 abstract 3
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 abstract 2
- NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- 125000000753 cycloalkyl group Chemical group 0.000 abstract 2
- 229920006395 saturated elastomer Polymers 0.000 abstract 2
- 125000001424 substituent group Chemical group 0.000 abstract 2
- 125000006539 C12 alkyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 abstract 1
- 208000000693 Neurogenic Urinary Bladder Diseases 0.000 abstract 1
- 125000005119 alkyl cycloalkyl group Chemical group 0.000 abstract 1
- 125000004122 cyclic group Chemical group 0.000 abstract 1
- 125000002541 furyl group Chemical group 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- 125000004435 hydrogen atom Chemical class [H]* 0.000 abstract 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 abstract 1
- 231100000252 nontoxic Toxicity 0.000 abstract 1
- 230000003000 nontoxic effect Effects 0.000 abstract 1
- 239000008194 pharmaceutical composition Substances 0.000 abstract 1
- 125000005592 polycycloalkyl group Polymers 0.000 abstract 1
- 125000004076 pyridyl group Chemical group 0.000 abstract 1
- 125000000168 pyrrolyl group Chemical group 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 125000001544 thienyl group Chemical group 0.000 abstract 1
- BRNULMACUQOKMR-UHFFFAOYSA-N thiomorpholine Chemical compound C1CSCCN1 BRNULMACUQOKMR-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- 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
- C07D295/10—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 doubly bound oxygen or sulphur atoms
- C07D295/104—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 doubly bound oxygen or sulphur atoms with the ring nitrogen atoms and the doubly bound oxygen or sulfur atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings
-
- 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
- A61P1/04—Drugs for disorders of the alimentary tract or the digestive system for ulcers, gastritis or reflux esophagitis, e.g. antacids, inhibitors of acid secretion, mucosal protectants
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P11/00—Drugs for disorders of the respiratory system
- A61P11/08—Bronchodilators
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P13/00—Drugs for disorders of the urinary system
- A61P13/02—Drugs for disorders of the urinary system of urine or of the urinary tract, e.g. urine acidifiers
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P15/00—Drugs for genital or sexual disorders; Contraceptives
-
- 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
- C07D295/12—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 or doubly bound nitrogen atoms
- C07D295/125—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 or doubly bound nitrogen atoms with the ring nitrogen atoms and the substituent nitrogen atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings
-
- 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
- C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
- C07D307/34—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D307/38—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D307/52—Radicals substituted by nitrogen atoms not forming part of a nitro radical
-
- 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
- C07D—HETEROCYCLIC COMPOUNDS
- C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
- C07D333/02—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
- C07D333/04—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
- C07D333/06—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to the ring carbon atoms
- C07D333/14—Radicals substituted by singly bound hetero atoms other than halogen
- C07D333/20—Radicals substituted by singly bound hetero atoms other than halogen by nitrogen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2601/00—Systems containing only non-condensed rings
- C07C2601/04—Systems containing only non-condensed rings with a four-membered ring
-
- 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
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pharmacology & Pharmacy (AREA)
- Engineering & Computer Science (AREA)
- Animal Behavior & Ethology (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Urology & Nephrology (AREA)
- Endocrinology (AREA)
- Reproductive Health (AREA)
- Pulmonology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Heterocyclic Compounds Containing Sulfur Atoms (AREA)
- Furan Compounds (AREA)
Abstract
SE PRESENTAN COMPUESTOS DE LA FORMULA (I): EN LA CUAL R SUB 1 ES UN ALQUIL C SUB 1-C SUB 12, SIENDO DICHO ALQUIL DE CADENA RECTA O RAMIFICADA, ESTANDO SATURADO O INSATURADO, MONOSUBSTITUIDO O INSUBSTITUIDO, ESTANDO DICHOS SUBSTITUYENTES SELECCIONADOS ENTRE PIPERIDINA, PIRROLIDINA, MORFOLINA, TIOMORFOLINA O CICLOALQUIL DE ENTRE 3 Y 7 ATOMOS DE CARBONO, UN CICLOALQUIL DE ENTRE 3 Y 9 ATOMOS DE CARBONO, UN ALQUILCICLOALQUIL INFERIOR DE ENTRE 4 Y 9 ATOMOS DE CARBONO, O UN POLICICLOALQUIL DE ENTRE 2 Y 3 ANILLOS CONTENIENDO ENTRE 7 Y 12 ATOMOS DE CARBONO; R SUB 2 ES HIDROGENO, FENIL, FENIL SUBSTITUIDO DE FORMA SIMPLE O MULTIPLE CON HALOGENO, HIDROXIDO, ALCOXIDO INFERIOR, DIOXIDO DE METILENO, NITRO, ALQUIL INFERIOR O TRIFLUOROMETIL, ALQUIL INFERIOR, SIENDO DICHO ALQUIL DE CADENA RECTA O RAMIFICADA, ESTANDO SATURADO, INSATURADO, O SIENDO CICLICO Y ESTANDO SUBSTITUIDO O INSUBSTITUIDO, ESTANDO SELECCIONADOS DICHOS SUBSTITUYENTES ENTRE TIENIL, PIRROLIL, PIRIDIL, FURANIL, HIDROXIDO, ALCOXIDO INFERIOR, OACETOXIALQUIL EN EL QUE EL GRUPO ALQUIL TIENE ENTRE 1 Y 3 ATOMOS DE CARBONO, FENIL, FENIL SUBSTITUIDO CON HALOGENO, HIDROXIDO, ALCOXIDO INFERIOR, ALQUIL INFERIOR, NITRO, DIOXIDO DE METILO O TRIFLUOROMETIL, PH ES FENIL O FENIL PARA-SUBSTITUIDO POR HALOGENO, ALQUIL INFERIOR, ALCOXIDO INFERIOR O TRIFLUOROMETIL. TAMBIEN SE PRESENTAN LAS SALES NO TOXICAS FARMACEUTICAMENTE ACEPTABLES DEL COMPUESTO. TAMBIEN SE DESCRIBE LA PREPARACION DE LOS COMPUESTOS, LAS COMPOSICIONES FARMACEUTICAS QUE LOS CONTIENEN Y SU USO EN EL TRATAMIENTO DE LA ENFERMEDAD NEUROGENICA DE VEJIGA.
Applications Claiming Priority (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US18764988A | 1988-04-28 | 1988-04-28 | |
| US07/372,009 US5001160A (en) | 1988-04-28 | 1989-06-27 | 1-aryl-1-hydroxy-1-substituted-3-(4-substituted-1-piperazinyl)-2-propanones and their use in treatment of neurogenic bladder disorders |
| ZA909350A ZA909350B (en) | 1988-04-28 | 1990-11-21 | 1-aryl-1-hydroxy-1-substituted-3-(4-substituted-1-piperazinyl)-2-propanones and their use in treatment of neurogenic bladder disorders |
| AU67005/90A AU634604B2 (en) | 1988-04-28 | 1990-11-26 | 1-aryl-1-hydroxy-1-substituted-3-(4-substituted-1- piperazinyl-2-propanones and their use in treatment of neurogenic bladder disorders |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES2079449T3 true ES2079449T3 (es) | 1996-01-16 |
Family
ID=40149700
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES90312632T Expired - Lifetime ES2079449T3 (es) | 1988-04-28 | 1990-11-20 | 1-aril-1-hidroxi-1-sustituido-3-(4-sustituido-1-piperazinil)-2-propanonas y su utilizacion en el tratamiento de los trastornos neurogenicos de la vejiga. |
Country Status (9)
| Country | Link |
|---|---|
| US (1) | US5001160A (es) |
| EP (1) | EP0486734B1 (es) |
| JP (1) | JPH0764833B2 (es) |
| AT (1) | ATE127117T1 (es) |
| AU (1) | AU634604B2 (es) |
| CA (1) | CA2030397C (es) |
| DE (1) | DE69022058T2 (es) |
| ES (1) | ES2079449T3 (es) |
| ZA (1) | ZA909350B (es) |
Families Citing this family (18)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5001160A (en) * | 1988-04-28 | 1991-03-19 | Marion Laboratories, Inc. | 1-aryl-1-hydroxy-1-substituted-3-(4-substituted-1-piperazinyl)-2-propanones and their use in treatment of neurogenic bladder disorders |
| DE69722360T2 (de) * | 1996-06-29 | 2003-11-27 | Samjin Pharm, Co. | Piperazin-derivate und verfahren zu ihrer herstellung |
| US6482837B1 (en) | 1998-04-24 | 2002-11-19 | University Of Rochester | Antimuscarinic compounds and methods for treatment of bladder diseases |
| JP2004043433A (ja) * | 2002-04-26 | 2004-02-12 | Kitai Kagi Kofun Yugenkoshi | モルフォリノケトン誘導体及びその用途 |
| DE60230683D1 (de) | 2002-07-08 | 2009-02-12 | Ranbaxy Lab Ltd | 3,6-disubstituierte azabicyclo-3.1.0 hexan-derivat |
| US8481518B2 (en) * | 2003-01-16 | 2013-07-09 | University Of Rochester | Quaternary antimuscarinic compounds for the treatment of bladder diseases |
| US7488748B2 (en) * | 2003-01-28 | 2009-02-10 | Ranbaxy Laboratories Limited | 3,6-Disubstituted azabicyclo hexane derivatives as muscarinic receptor antagonists |
| US7517905B2 (en) * | 2003-04-09 | 2009-04-14 | Ranbaxy Laboratories Limited | Substituted azabicyclo hexane derivatives as muscarinic receptor antagonists |
| CA2522071A1 (en) * | 2003-04-11 | 2004-10-21 | Ranbaxy Laboratories Limited | Azabicyclo derivatives as muscarinic receptor antagonists |
| US20080319002A1 (en) * | 2004-06-16 | 2008-12-25 | Ranbaxy Laboratories Limited | Xanthine Derivatives a Useful as Muscarinic Receptor Antagonists |
| WO2006018708A2 (en) * | 2004-08-19 | 2006-02-23 | Ranbaxy Laboratories Limited | Pyrrolidine derivatives as muscarinic receptor antagonists |
| WO2006032994A2 (en) * | 2004-09-24 | 2006-03-30 | Ranbaxy Laboratories Limited | Muscarinic receptor antagonists |
| US20090105221A1 (en) * | 2004-09-29 | 2009-04-23 | Ranbaxy Laboratories Limited | Muscarinic receptor antagonists |
| EP1828174A1 (en) * | 2004-11-19 | 2007-09-05 | Ranbaxy Laboratories Limited | Azabicyclic muscarinic receptor antagonists |
| US20100035954A1 (en) * | 2004-12-15 | 2010-02-11 | Mohammad Salman | Acid addition salts of muscarinic receptor antagonists |
| US20080319043A1 (en) * | 2005-05-03 | 2008-12-25 | Mohammad Salman | 3,6-Disubstituted Azabicyclo (3.1.0) Hexane Derivatives as Muscarinic Receptor Antagonists |
| RU2008119323A (ru) | 2005-10-19 | 2009-11-27 | Рэнбакси Лабораториз Лимитед (In) | Фармацевтические композиции мускаринового рецептора |
| US20090010923A1 (en) * | 2007-04-24 | 2009-01-08 | University Of Maryland, Baltimore | Treatment of cancer with anti-muscarinic receptor agents |
Family Cites Families (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3125577A (en) * | 1964-03-17 | N-substttuted piperazinoalkyl | ||
| US2835676A (en) * | 1953-07-14 | 1958-05-20 | Merck & Co Inc | Gamma-keto-tertiary amines and derivatives thereof |
| US3073842A (en) * | 1957-07-22 | 1963-01-15 | Endo Lab | 1, 1 diphenyl-1-hydrocarbonoxy, 4-tertiary amino 2-butanones |
| US3157656A (en) * | 1960-07-20 | 1964-11-17 | Olin Mathieson | Heterocyclic compounds |
| US3073854A (en) * | 1960-11-28 | 1963-01-15 | California Research Corp | Trimethyllead methyl thioglycolate |
| US3395146A (en) * | 1965-02-11 | 1968-07-30 | Warner Lambert Pharmaceutical | 4-substituted-2-benzhydryl-2-butanol derivatives |
| US3873546A (en) * | 1974-02-06 | 1975-03-25 | Abbott Lab | Catalytic reduction of 4-methyl-{62 ,{62 -diphenyl-1-piperazine ethanol |
| NL8202636A (nl) * | 1982-06-29 | 1984-01-16 | Gist Brocades Nv | Piperazinederivaten, werkwijzen ter bereiding daarvan en farmaceutische preparaten die deze verbindingen bevatten. |
| US5001160A (en) * | 1988-04-28 | 1991-03-19 | Marion Laboratories, Inc. | 1-aryl-1-hydroxy-1-substituted-3-(4-substituted-1-piperazinyl)-2-propanones and their use in treatment of neurogenic bladder disorders |
-
1989
- 1989-06-27 US US07/372,009 patent/US5001160A/en not_active Expired - Lifetime
-
1990
- 1990-11-20 DE DE69022058T patent/DE69022058T2/de not_active Expired - Lifetime
- 1990-11-20 AT AT90312632T patent/ATE127117T1/de not_active IP Right Cessation
- 1990-11-20 ES ES90312632T patent/ES2079449T3/es not_active Expired - Lifetime
- 1990-11-20 EP EP90312632A patent/EP0486734B1/en not_active Expired - Lifetime
- 1990-11-20 CA CA002030397A patent/CA2030397C/en not_active Expired - Lifetime
- 1990-11-21 ZA ZA909350A patent/ZA909350B/xx unknown
- 1990-11-26 AU AU67005/90A patent/AU634604B2/en not_active Ceased
- 1990-11-27 JP JP2321328A patent/JPH0764833B2/ja not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| EP0486734A1 (en) | 1992-05-27 |
| DE69022058D1 (de) | 1995-10-05 |
| ATE127117T1 (de) | 1995-09-15 |
| DE69022058T2 (de) | 1996-04-25 |
| JPH05125068A (ja) | 1993-05-21 |
| US5001160A (en) | 1991-03-19 |
| JPH0764833B2 (ja) | 1995-07-12 |
| CA2030397A1 (en) | 1992-05-21 |
| CA2030397C (en) | 1996-06-11 |
| ZA909350B (en) | 1991-09-25 |
| AU6700590A (en) | 1992-06-11 |
| EP0486734B1 (en) | 1995-08-30 |
| AU634604B2 (en) | 1993-02-25 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FG2A | Definitive protection |
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