AU706594B2 - Treatment of traumatic brain injury - Google Patents
Treatment of traumatic brain injury Download PDFInfo
- Publication number
- AU706594B2 AU706594B2 AU74900/96A AU7490096A AU706594B2 AU 706594 B2 AU706594 B2 AU 706594B2 AU 74900/96 A AU74900/96 A AU 74900/96A AU 7490096 A AU7490096 A AU 7490096A AU 706594 B2 AU706594 B2 AU 706594B2
- Authority
- AU
- Australia
- Prior art keywords
- treatment
- tetrahydro
- tetrazol
- ethyl
- methylpyridine
- 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.)
- Ceased
Links
- 208000030886 Traumatic Brain injury Diseases 0.000 title claims description 25
- 230000009529 traumatic brain injury Effects 0.000 title claims description 25
- RNMOMKCRCIRYCZ-UHFFFAOYSA-N Alvameline Chemical compound CCN1N=NC(C=2CN(C)CCC=2)=N1 RNMOMKCRCIRYCZ-UHFFFAOYSA-N 0.000 claims description 12
- 150000003839 salts Chemical class 0.000 claims description 12
- 239000002253 acid Substances 0.000 claims description 8
- 239000000825 pharmaceutical preparation Substances 0.000 claims description 6
- 238000004519 manufacturing process Methods 0.000 claims description 3
- 230000000926 neurological effect Effects 0.000 claims description 3
- 208000030507 AIDS Diseases 0.000 claims description 2
- 206010008088 Cerebral artery embolism Diseases 0.000 claims description 2
- 206010008111 Cerebral haemorrhage Diseases 0.000 claims description 2
- 206010008132 Cerebral thrombosis Diseases 0.000 claims description 2
- 206010010254 Concussion Diseases 0.000 claims description 2
- 208000010496 Heart Arrest Diseases 0.000 claims description 2
- 201000001429 Intracranial Thrombosis Diseases 0.000 claims description 2
- 230000002490 cerebral effect Effects 0.000 claims description 2
- 230000009514 concussion Effects 0.000 claims description 2
- 201000002491 encephalomyelitis Diseases 0.000 claims description 2
- 208000003906 hydrocephalus Diseases 0.000 claims description 2
- 208000015181 infectious disease Diseases 0.000 claims description 2
- 201000010849 intracranial embolism Diseases 0.000 claims description 2
- 201000009941 intracranial hypertension Diseases 0.000 claims description 2
- 208000028867 ischemia Diseases 0.000 claims description 2
- 230000002980 postoperative effect Effects 0.000 claims description 2
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- 238000012360 testing method Methods 0.000 description 8
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- LOKCTEFSRHRXRJ-UHFFFAOYSA-I dipotassium trisodium dihydrogen phosphate hydrogen phosphate dichloride Chemical compound P(=O)(O)(O)[O-].[K+].P(=O)(O)([O-])[O-].[Na+].[Na+].[Cl-].[K+].[Cl-].[Na+] LOKCTEFSRHRXRJ-UHFFFAOYSA-I 0.000 description 5
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- ZHAFUINZIZIXFC-UHFFFAOYSA-N [9-(dimethylamino)-10-methylbenzo[a]phenoxazin-5-ylidene]azanium;chloride Chemical compound [Cl-].O1C2=CC(=[NH2+])C3=CC=CC=C3C2=NC2=C1C=C(N(C)C)C(C)=C2 ZHAFUINZIZIXFC-UHFFFAOYSA-N 0.000 description 4
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- 208000024827 Alzheimer disease Diseases 0.000 description 2
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- 238000000540 analysis of variance Methods 0.000 description 2
- 210000004556 brain Anatomy 0.000 description 2
- 230000001713 cholinergic effect Effects 0.000 description 2
- 229940125758 compound 15 Drugs 0.000 description 2
- 229960003368 croscarmellose sodium type a Drugs 0.000 description 2
- 239000003085 diluting agent Substances 0.000 description 2
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 2
- 239000003814 drug Substances 0.000 description 2
- 229940079593 drug Drugs 0.000 description 2
- 238000009472 formulation Methods 0.000 description 2
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- 235000010977 hydroxypropyl cellulose Nutrition 0.000 description 2
- 238000003384 imaging method Methods 0.000 description 2
- LXCFILQKKLGQFO-UHFFFAOYSA-N methylparaben Chemical compound COC(=O)C1=CC=C(O)C=C1 LXCFILQKKLGQFO-UHFFFAOYSA-N 0.000 description 2
- 235000019813 microcrystalline cellulose Nutrition 0.000 description 2
- 239000008108 microcrystalline cellulose Substances 0.000 description 2
- 229940016286 microcrystalline cellulose Drugs 0.000 description 2
- 230000002536 noncholinergic effect Effects 0.000 description 2
- WEXRUCMBJFQVBZ-UHFFFAOYSA-N pentobarbital Chemical compound CCCC(C)C1(CC)C(=O)NC(=O)NC1=O WEXRUCMBJFQVBZ-UHFFFAOYSA-N 0.000 description 2
- 238000009527 percussion Methods 0.000 description 2
- 239000003755 preservative agent Substances 0.000 description 2
- QELSKZZBTMNZEB-UHFFFAOYSA-N propylparaben Chemical compound CCCOC(=O)C1=CC=C(O)C=C1 QELSKZZBTMNZEB-UHFFFAOYSA-N 0.000 description 2
- 239000000600 sorbitol Substances 0.000 description 2
- 239000006188 syrup Substances 0.000 description 2
- 235000020357 syrup Nutrition 0.000 description 2
- AUFIRGPROMANKW-UHFFFAOYSA-N 1-methyl-3,6-dihydro-2h-pyridine Chemical compound CN1CCC=CC1 AUFIRGPROMANKW-UHFFFAOYSA-N 0.000 description 1
- VZPDPKFEKOJCSQ-UHFFFAOYSA-N 5-(2h-tetrazol-5-yl)-1,2,3,6-tetrahydropyridine Chemical class C1NCCC=C1C1=NN=NN1 VZPDPKFEKOJCSQ-UHFFFAOYSA-N 0.000 description 1
- SKTFQHRVFFOHTQ-UHFFFAOYSA-N 8-bromo-1,3-dimethyl-7h-purine-2,6-dione Chemical compound O=C1N(C)C(=O)N(C)C2=C1NC(Br)=N2 SKTFQHRVFFOHTQ-UHFFFAOYSA-N 0.000 description 1
- 206010002091 Anaesthesia Diseases 0.000 description 1
- COVZYZSDYWQREU-UHFFFAOYSA-N Busulfan Chemical compound CS(=O)(=O)OCCCCOS(C)(=O)=O COVZYZSDYWQREU-UHFFFAOYSA-N 0.000 description 1
- 108010009685 Cholinergic Receptors Proteins 0.000 description 1
- 239000001828 Gelatine Substances 0.000 description 1
- 102000007207 Muscarinic M1 Receptor Human genes 0.000 description 1
- 108010008406 Muscarinic M1 Receptor Proteins 0.000 description 1
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 description 1
- GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical class O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- 229930040373 Paraformaldehyde Natural products 0.000 description 1
- WINXNKPZLFISPD-UHFFFAOYSA-M Saccharin sodium Chemical compound [Na+].C1=CC=C2C(=O)[N-]S(=O)(=O)C2=C1 WINXNKPZLFISPD-UHFFFAOYSA-M 0.000 description 1
- 206010039966 Senile dementia Diseases 0.000 description 1
- ZFXYFBGIUFBOJW-UHFFFAOYSA-N Theophylline Natural products O=C1N(C)C(=O)N(C)C2=C1NC=N2 ZFXYFBGIUFBOJW-UHFFFAOYSA-N 0.000 description 1
- 229920004890 Triton X-100 Polymers 0.000 description 1
- 239000013504 Triton X-100 Substances 0.000 description 1
- 102000034337 acetylcholine receptors Human genes 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
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- 230000037005 anaesthesia Effects 0.000 description 1
- 239000005557 antagonist Substances 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 230000001174 ascending effect Effects 0.000 description 1
- 230000002238 attenuated effect Effects 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid group Chemical group C(C1=CC=CC=C1)(=O)O WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 1
- 239000002775 capsule Substances 0.000 description 1
- 230000000747 cardiac effect Effects 0.000 description 1
- 230000030833 cell death Effects 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- OEYIOHPDSNJKLS-UHFFFAOYSA-N choline Chemical compound C[N+](C)(C)CCO OEYIOHPDSNJKLS-UHFFFAOYSA-N 0.000 description 1
- 229960001231 choline Drugs 0.000 description 1
- 230000003920 cognitive function Effects 0.000 description 1
- 230000003931 cognitive performance Effects 0.000 description 1
- 238000004040 coloring Methods 0.000 description 1
- 238000012790 confirmation Methods 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 239000008120 corn starch Substances 0.000 description 1
- WZHCOOQXZCIUNC-UHFFFAOYSA-N cyclandelate Chemical compound C1C(C)(C)CC(C)CC1OC(=O)C(O)C1=CC=CC=C1 WZHCOOQXZCIUNC-UHFFFAOYSA-N 0.000 description 1
- 201000010099 disease Diseases 0.000 description 1
- 208000035475 disorder Diseases 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
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- 239000012458 free base Substances 0.000 description 1
- 229920000159 gelatin Polymers 0.000 description 1
- 235000019322 gelatine Nutrition 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 125000000623 heterocyclic group Chemical group 0.000 description 1
- 230000001771 impaired effect Effects 0.000 description 1
- 238000001727 in vivo Methods 0.000 description 1
- 210000002425 internal capsule Anatomy 0.000 description 1
- 230000006386 memory function Effects 0.000 description 1
- 235000010270 methyl p-hydroxybenzoate Nutrition 0.000 description 1
- 239000004292 methyl p-hydroxybenzoate Substances 0.000 description 1
- 229960002216 methylparaben Drugs 0.000 description 1
- 150000007522 mineralic acids Chemical class 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 230000001537 neural effect Effects 0.000 description 1
- 230000004770 neurodegeneration Effects 0.000 description 1
- 229910052759 nickel Inorganic materials 0.000 description 1
- PXHVJJICTQNCMI-UHFFFAOYSA-N nickel Substances [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 1
- 231100000252 nontoxic Toxicity 0.000 description 1
- 230000003000 nontoxic effect Effects 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- IPCSVZSSVZVIGE-UHFFFAOYSA-N palmitic acid group Chemical group C(CCCCCCCCCCCCCCC)(=O)O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 description 1
- 229920002866 paraformaldehyde Polymers 0.000 description 1
- 239000004031 partial agonist Substances 0.000 description 1
- 229960001412 pentobarbital Drugs 0.000 description 1
- 230000010412 perfusion Effects 0.000 description 1
- 239000008194 pharmaceutical composition Substances 0.000 description 1
- 239000008363 phosphate buffer Substances 0.000 description 1
- OXNIZHLAWKMVMX-UHFFFAOYSA-N picric acid Chemical compound OC1=C([N+]([O-])=O)C=C([N+]([O-])=O)C=C1[N+]([O-])=O OXNIZHLAWKMVMX-UHFFFAOYSA-N 0.000 description 1
- 150000003053 piperidines Chemical class 0.000 description 1
- 229920000036 polyvinylpyrrolidone Polymers 0.000 description 1
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 description 1
- 229940069328 povidone Drugs 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
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- 235000010232 propyl p-hydroxybenzoate Nutrition 0.000 description 1
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- 238000011002 quantification Methods 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 230000000392 somatic effect Effects 0.000 description 1
- 230000006886 spatial memory Effects 0.000 description 1
- 210000000278 spinal cord Anatomy 0.000 description 1
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- 235000012222 talc Nutrition 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 229960000278 theophylline Drugs 0.000 description 1
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Classifications
-
- 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
- A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
- A61K31/44—Non condensed pyridines; Hydrogenated derivatives thereof
-
- 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
- A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
- A61K31/44—Non condensed pyridines; Hydrogenated derivatives thereof
- A61K31/4427—Non condensed pyridines; Hydrogenated derivatives thereof containing further heterocyclic ring systems
- A61K31/4439—Non condensed pyridines; Hydrogenated derivatives thereof containing further heterocyclic ring systems containing a five-membered ring with nitrogen as a ring hetero atom, e.g. omeprazole
-
- 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
- A61P25/04—Centrally acting analgesics, e.g. opioids
-
- 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
Landscapes
- Health & Medical Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Veterinary Medicine (AREA)
- Chemical & Material Sciences (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Animal Behavior & Ethology (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Chemical & Material Sciences (AREA)
- Epidemiology (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Organic Chemistry (AREA)
- Biomedical Technology (AREA)
- Neurology (AREA)
- Neurosurgery (AREA)
- Pain & Pain Management (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Medicines Containing Material From Animals Or Micro-Organisms (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DK1232/95 | 1995-11-06 | ||
| DK123295 | 1995-11-06 | ||
| PCT/DK1996/000458 WO1997017074A1 (en) | 1995-11-06 | 1996-11-05 | Treatment of traumatic brain injury |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| AU7490096A AU7490096A (en) | 1997-05-29 |
| AU706594B2 true AU706594B2 (en) | 1999-06-17 |
Family
ID=8102484
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AU74900/96A Ceased AU706594B2 (en) | 1995-11-06 | 1996-11-05 | Treatment of traumatic brain injury |
Country Status (18)
| Country | Link |
|---|---|
| EP (1) | EP0866706A1 (cs) |
| JP (1) | JPH11514654A (cs) |
| KR (1) | KR19990067353A (cs) |
| AU (1) | AU706594B2 (cs) |
| BG (1) | BG63150B1 (cs) |
| BR (1) | BR9611396A (cs) |
| CA (1) | CA2234824A1 (cs) |
| CZ (1) | CZ287441B6 (cs) |
| EA (1) | EA000531B1 (cs) |
| HU (1) | HUP9901051A2 (cs) |
| IS (1) | IS4726A (cs) |
| NO (1) | NO982036L (cs) |
| NZ (1) | NZ321546A (cs) |
| PL (1) | PL326490A1 (cs) |
| SK (1) | SK58198A3 (cs) |
| TR (1) | TR199800801T2 (cs) |
| WO (1) | WO1997017074A1 (cs) |
| ZA (1) | ZA969320B (cs) |
Families Citing this family (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AR013096A1 (es) * | 1997-07-01 | 2000-12-13 | Lundbeck & Co As H | Sal de adicion de acido maleico de 5-(2-etil-2-h-tetrazol-5-il)-1-metil- 1,2,3,6-tetrahidropiridina, composicion farmaceutica que la contiene, su usoen terapia y metodo de preparacion de la misma. |
| RU2266737C1 (ru) * | 2004-04-12 | 2005-12-27 | Тихоокеанский Институт Биоорганической Химии Дальневосточного Отделения Россиской Академии Наук | Препарат для лечения геморрагического инсульта и способ лечения геморрагического инсульта |
| EP2258358A3 (en) | 2005-08-26 | 2011-09-07 | Braincells, Inc. | Neurogenesis with acetylcholinesterase inhibitor |
| EP2275095A3 (en) | 2005-08-26 | 2011-08-17 | Braincells, Inc. | Neurogenesis by muscarinic receptor modulation |
| EP1940389A2 (en) | 2005-10-21 | 2008-07-09 | Braincells, Inc. | Modulation of neurogenesis by pde inhibition |
| AU2006308889A1 (en) | 2005-10-31 | 2007-05-10 | Braincells, Inc. | GABA receptor mediated modulation of neurogenesis |
| US20100216734A1 (en) | 2006-03-08 | 2010-08-26 | Braincells, Inc. | Modulation of neurogenesis by nootropic agents |
| EP2382975A3 (en) | 2006-05-09 | 2012-02-29 | Braincells, Inc. | Neurogenesis by modulating angiotensin |
| US20100184806A1 (en) | 2006-09-19 | 2010-07-22 | Braincells, Inc. | Modulation of neurogenesis by ppar agents |
| WO2010099217A1 (en) | 2009-02-25 | 2010-09-02 | Braincells, Inc. | Modulation of neurogenesis using d-cycloserine combinations |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB8714789D0 (en) * | 1987-06-24 | 1987-07-29 | Lundbeck & Co As H | Heterocyclic compounds |
| US5328925A (en) * | 1989-02-22 | 1994-07-12 | Novo Nordisk A/S | Piperidine compounds and their use |
| IE922270A1 (en) * | 1991-07-26 | 1993-01-27 | Akzo Nv | Pyrazole derivatives |
| US5330994A (en) * | 1992-03-24 | 1994-07-19 | Warner-Lambert Company | Tetrahydropyridine isoxazoline derivatives |
-
1996
- 1996-11-05 HU HU9901051A patent/HUP9901051A2/hu unknown
- 1996-11-05 JP JP9517762A patent/JPH11514654A/ja active Pending
- 1996-11-05 EP EP96937193A patent/EP0866706A1/en not_active Ceased
- 1996-11-05 BR BR9611396A patent/BR9611396A/pt not_active Application Discontinuation
- 1996-11-05 CZ CZ19981389A patent/CZ287441B6/cs not_active IP Right Cessation
- 1996-11-05 EA EA199800434A patent/EA000531B1/ru not_active IP Right Cessation
- 1996-11-05 KR KR1019980703360A patent/KR19990067353A/ko not_active Ceased
- 1996-11-05 PL PL96326490A patent/PL326490A1/xx unknown
- 1996-11-05 NZ NZ321546A patent/NZ321546A/xx unknown
- 1996-11-05 TR TR1998/00801T patent/TR199800801T2/xx unknown
- 1996-11-05 SK SK581-98A patent/SK58198A3/sk unknown
- 1996-11-05 WO PCT/DK1996/000458 patent/WO1997017074A1/en not_active Ceased
- 1996-11-05 AU AU74900/96A patent/AU706594B2/en not_active Ceased
- 1996-11-05 CA CA002234824A patent/CA2234824A1/en not_active Abandoned
- 1996-11-06 ZA ZA969320A patent/ZA969320B/xx unknown
-
1998
- 1998-04-27 IS IS4726A patent/IS4726A/is unknown
- 1998-05-05 NO NO982036A patent/NO982036L/no not_active Application Discontinuation
- 1998-05-22 BG BG102480A patent/BG63150B1/bg unknown
Also Published As
| Publication number | Publication date |
|---|---|
| EP0866706A1 (en) | 1998-09-30 |
| NZ321546A (en) | 2000-12-22 |
| SK58198A3 (en) | 1998-10-07 |
| TR199800801T2 (xx) | 1998-08-21 |
| ZA969320B (en) | 1997-05-30 |
| CZ287441B6 (en) | 2000-11-15 |
| AU7490096A (en) | 1997-05-29 |
| NO982036L (no) | 1998-06-25 |
| EA000531B1 (ru) | 1999-10-28 |
| BR9611396A (pt) | 1999-07-13 |
| MX9803432A (es) | 1998-09-30 |
| KR19990067353A (ko) | 1999-08-16 |
| WO1997017074A1 (en) | 1997-05-15 |
| CA2234824A1 (en) | 1997-05-15 |
| BG102480A (en) | 1999-01-29 |
| IS4726A (is) | 1998-04-27 |
| HUP9901051A2 (hu) | 2000-03-28 |
| JPH11514654A (ja) | 1999-12-14 |
| EA199800434A1 (ru) | 1998-10-29 |
| NO982036D0 (no) | 1998-05-05 |
| CZ138998A3 (cs) | 1998-10-14 |
| BG63150B1 (bg) | 2001-05-31 |
| PL326490A1 (en) | 1998-09-28 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MK14 | Patent ceased section 143(a) (annual fees not paid) or expired |