NO309981B1 - Kinoksalinforbindelser, farmasøytisk preparat samt anvendelse - Google Patents
Kinoksalinforbindelser, farmasøytisk preparat samt anvendelse Download PDFInfo
- Publication number
- NO309981B1 NO309981B1 NO961770A NO961770A NO309981B1 NO 309981 B1 NO309981 B1 NO 309981B1 NO 961770 A NO961770 A NO 961770A NO 961770 A NO961770 A NO 961770A NO 309981 B1 NO309981 B1 NO 309981B1
- Authority
- NO
- Norway
- Prior art keywords
- dione
- dihydroquinoxaline
- nitro
- chloro
- glycine
- Prior art date
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- 150000001875 compounds Chemical class 0.000 title claims description 179
- 239000000825 pharmaceutical preparation Substances 0.000 title claims description 16
- 108090001041 N-Methyl-D-Aspartate Receptors Proteins 0.000 claims description 70
- 102000004868 N-Methyl-D-Aspartate Receptors Human genes 0.000 claims description 66
- -1 C 1 -C 8 -alkoxy Chemical group 0.000 claims description 55
- 210000004556 brain Anatomy 0.000 claims description 52
- 238000002360 preparation method Methods 0.000 claims description 48
- 208000002193 Pain Diseases 0.000 claims description 38
- 229910052739 hydrogen Inorganic materials 0.000 claims description 38
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 37
- 238000011282 treatment Methods 0.000 claims description 28
- 239000001257 hydrogen Substances 0.000 claims description 27
- 208000028867 ischemia Diseases 0.000 claims description 27
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 27
- 125000000852 azido group Chemical group *N=[N+]=[N-] 0.000 claims description 26
- 125000000217 alkyl group Chemical group 0.000 claims description 22
- 230000004770 neurodegeneration Effects 0.000 claims description 16
- 208000000094 Chronic Pain Diseases 0.000 claims description 15
- 238000001356 surgical procedure Methods 0.000 claims description 15
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 15
- 125000004356 hydroxy functional group Chemical group O* 0.000 claims description 14
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 13
- 150000003839 salts Chemical class 0.000 claims description 13
- 239000011737 fluorine Substances 0.000 claims description 12
- 229910052731 fluorine Inorganic materials 0.000 claims description 12
- 206010010904 Convulsion Diseases 0.000 claims description 11
- LENZDBCJOHFCAS-UHFFFAOYSA-N tris Chemical class OCC(N)(CO)CO LENZDBCJOHFCAS-UHFFFAOYSA-N 0.000 claims description 10
- SOCRPAQCLKSSLO-UHFFFAOYSA-N 7-fluoro-6-methyl-5-nitro-1,4-dihydroquinoxaline-2,3-dione Chemical compound N1C(=O)C(=O)NC2=C([N+]([O-])=O)C(C)=C(F)C=C21 SOCRPAQCLKSSLO-UHFFFAOYSA-N 0.000 claims description 9
- 206010002091 Anaesthesia Diseases 0.000 claims description 9
- 208000019901 Anxiety disease Diseases 0.000 claims description 9
- 230000037005 anaesthesia Effects 0.000 claims description 9
- CYJRVSOLVYLORV-UHFFFAOYSA-N 6,7-dimethyl-5-nitro-1,4-dihydroquinoxaline-2,3-dione Chemical compound N1C(=O)C(=O)NC2=C1C=C(C)C(C)=C2[N+]([O-])=O CYJRVSOLVYLORV-UHFFFAOYSA-N 0.000 claims description 8
- 230000036506 anxiety Effects 0.000 claims description 8
- 230000002265 prevention Effects 0.000 claims description 8
- CODLITRXBIRDTG-UHFFFAOYSA-N 7-chloro-6-methyl-5-nitro-1,4-dihydroquinoxaline-2,3-dione Chemical compound N1C(=O)C(=O)NC2=C([N+]([O-])=O)C(C)=C(Cl)C=C21 CODLITRXBIRDTG-UHFFFAOYSA-N 0.000 claims description 7
- 208000013403 hyperactivity Diseases 0.000 claims description 7
- 229940127240 opiate Drugs 0.000 claims description 7
- DSMPVPUNARWELA-UHFFFAOYSA-N 6,7-diethyl-5-nitro-1,4-dihydroquinoxaline-2,3-dione Chemical compound N1C(=O)C(=O)NC2=C1C=C(CC)C(CC)=C2[N+]([O-])=O DSMPVPUNARWELA-UHFFFAOYSA-N 0.000 claims description 6
- ZCBQDFMPTQFPEB-UHFFFAOYSA-N 6-chloro-7-methyl-5-nitro-1,4-dihydroquinoxaline-2,3-dione Chemical compound N1C(=O)C(=O)NC2=C1C=C(C)C(Cl)=C2[N+]([O-])=O ZCBQDFMPTQFPEB-UHFFFAOYSA-N 0.000 claims description 6
- 210000003169 central nervous system Anatomy 0.000 claims description 6
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- 239000003257 excitatory amino acid Substances 0.000 claims description 6
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- 208000015122 neurodegenerative disease Diseases 0.000 claims description 6
- ZEMSHUHCENENAK-UHFFFAOYSA-N 5,6,7-trifluoro-1,4-dihydroquinoxaline-2,3-dione Chemical compound N1C(=O)C(=O)NC2=C1C=C(F)C(F)=C2F ZEMSHUHCENENAK-UHFFFAOYSA-N 0.000 claims description 5
- WTGUARFAUKKSNH-UHFFFAOYSA-N 6-bromo-7-fluoro-5-nitro-1,4-dihydroquinoxaline-2,3-dione Chemical compound N1C(=O)C(=O)NC2=C1C=C(F)C(Br)=C2[N+](=O)[O-] WTGUARFAUKKSNH-UHFFFAOYSA-N 0.000 claims description 5
- CSKHLMXZMHQWGD-UHFFFAOYSA-N 6-chloro-5,7-difluoro-1,4-dihydroquinoxaline-2,3-dione Chemical compound N1C(=O)C(=O)NC2=C1C=C(F)C(Cl)=C2F CSKHLMXZMHQWGD-UHFFFAOYSA-N 0.000 claims description 5
- 208000024827 Alzheimer disease Diseases 0.000 claims description 5
- 208000023105 Huntington disease Diseases 0.000 claims description 5
- 206010002026 amyotrophic lateral sclerosis Diseases 0.000 claims description 5
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- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 5
- 230000001225 therapeutic effect Effects 0.000 claims description 5
- 230000008733 trauma Effects 0.000 claims description 5
- AUJLSWDBDJPBSQ-UHFFFAOYSA-N 6-azido-7-fluoro-5-nitro-1,4-dihydroquinoxaline-2,3-dione Chemical compound N1C(=O)C(=O)NC2=C1C=C(F)C(N=[N+]=[N-])=C2[N+](=O)[O-] AUJLSWDBDJPBSQ-UHFFFAOYSA-N 0.000 claims description 4
- XEEVUUGUEFUIJW-UHFFFAOYSA-N 6-chloro-7-fluoro-5-(trifluoromethyl)-1,4-dihydroquinoxaline-2,3-dione Chemical compound N1C(=O)C(=O)NC2=C1C=C(F)C(Cl)=C2C(F)(F)F XEEVUUGUEFUIJW-UHFFFAOYSA-N 0.000 claims description 4
- RYDYATPRWQTACP-UHFFFAOYSA-N 7-fluoro-6-methoxy-5-nitro-1,4-dihydroquinoxaline-2,3-dione Chemical compound N1C(=O)C(=O)NC2=C([N+]([O-])=O)C(OC)=C(F)C=C21 RYDYATPRWQTACP-UHFFFAOYSA-N 0.000 claims description 4
- 201000010374 Down Syndrome Diseases 0.000 claims description 4
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- 206010044688 Trisomy 21 Diseases 0.000 claims description 4
- 230000036461 convulsion Effects 0.000 claims description 4
- DHPHMPXYNWXCPB-UHFFFAOYSA-N 5-azido-6,7-dichloro-1,4-dihydroquinoxaline-2,3-dione Chemical compound N1C(=O)C(=O)NC2=C1C=C(Cl)C(Cl)=C2N=[N+]=[N-] DHPHMPXYNWXCPB-UHFFFAOYSA-N 0.000 claims description 3
- BUTRQMVAMMQMSW-UHFFFAOYSA-N 5-chloro-6,7,8-trifluoro-1,4-dihydroquinoxaline-2,3-dione Chemical compound N1C(=O)C(=O)NC2=C(F)C(F)=C(F)C(Cl)=C21 BUTRQMVAMMQMSW-UHFFFAOYSA-N 0.000 claims description 3
- IKHBRHBMQHWSEL-UHFFFAOYSA-N 6,7-dichloro-2,3-dioxo-1,4-dihydroquinoxaline-5-carbonitrile Chemical compound N1C(=O)C(=O)NC2=C1C=C(Cl)C(Cl)=C2C#N IKHBRHBMQHWSEL-UHFFFAOYSA-N 0.000 claims description 3
- JTRZPTVGBYYHJC-UHFFFAOYSA-N 6-chloro-7-fluoro-5-nitro-1,4-dihydroquinoxaline-2,3-dione Chemical compound N1C(=O)C(=O)NC2=C1C=C(F)C(Cl)=C2[N+](=O)[O-] JTRZPTVGBYYHJC-UHFFFAOYSA-N 0.000 claims description 3
- HLJUIGNKTQCODP-UHFFFAOYSA-N 6-ethoxy-7-fluoro-5-nitro-1,4-dihydroquinoxaline-2,3-dione Chemical compound N1C(=O)C(=O)NC2=C([N+]([O-])=O)C(OCC)=C(F)C=C21 HLJUIGNKTQCODP-UHFFFAOYSA-N 0.000 claims description 3
- VDJXQWGIDBTVDQ-UHFFFAOYSA-N 7-bromo-6-methyl-5-nitro-1,4-dihydroquinoxaline-2,3-dione Chemical compound N1C(=O)C(=O)NC2=C([N+]([O-])=O)C(C)=C(Br)C=C21 VDJXQWGIDBTVDQ-UHFFFAOYSA-N 0.000 claims description 3
- HVEOIUYHTANEND-UHFFFAOYSA-N 7-chloro-6-methoxy-5-nitro-1,4-dihydroquinoxaline-2,3-dione Chemical compound N1C(=O)C(=O)NC2=C([N+]([O-])=O)C(OC)=C(Cl)C=C21 HVEOIUYHTANEND-UHFFFAOYSA-N 0.000 claims description 3
- 230000003042 antagnostic effect Effects 0.000 claims description 3
- 230000002612 cardiopulmonary effect Effects 0.000 claims description 3
- 239000003937 drug carrier Substances 0.000 claims description 3
- 230000000147 hypnotic effect Effects 0.000 claims description 3
- 125000004209 (C1-C8) alkyl group Chemical group 0.000 claims description 2
- MBBZMMPHUWSWHV-BDVNFPICSA-N N-methylglucamine Chemical class CNC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO MBBZMMPHUWSWHV-BDVNFPICSA-N 0.000 claims description 2
- 230000002411 adverse Effects 0.000 claims description 2
- GQPLMRYTRLFLPF-UHFFFAOYSA-N nitrous oxide Inorganic materials [O-][N+]#N GQPLMRYTRLFLPF-UHFFFAOYSA-N 0.000 claims description 2
- 238000011477 surgical intervention Methods 0.000 claims description 2
- 125000001475 halogen functional group Chemical group 0.000 claims 4
- 239000004381 Choline salt Substances 0.000 claims 1
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims 1
- 150000001484 arginines Chemical class 0.000 claims 1
- HHKZCCWKTZRCCL-UHFFFAOYSA-N bis-tris propane Chemical class OCC(CO)(CO)NCCCNC(CO)(CO)CO HHKZCCWKTZRCCL-UHFFFAOYSA-N 0.000 claims 1
- OEYIOHPDSNJKLS-UHFFFAOYSA-N choline Chemical group C[N+](C)(C)CCO OEYIOHPDSNJKLS-UHFFFAOYSA-N 0.000 claims 1
- 235000019417 choline salt Nutrition 0.000 claims 1
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- 239000000243 solution Substances 0.000 description 124
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- 238000002474 experimental method Methods 0.000 description 34
- WHUUTDBJXJRKMK-VKHMYHEASA-N L-glutamic acid Chemical compound OC(=O)[C@@H](N)CCC(O)=O WHUUTDBJXJRKMK-VKHMYHEASA-N 0.000 description 33
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 33
- HOKKHZGPKSLGJE-GSVOUGTGSA-N N-Methyl-D-aspartic acid Chemical compound CN[C@@H](C(O)=O)CC(O)=O HOKKHZGPKSLGJE-GSVOUGTGSA-N 0.000 description 32
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Classifications
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- C07D491/00—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00
- C07D491/02—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00 in which the condensed system contains two hetero rings
- C07D491/04—Ortho-condensed systems
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- A61K51/02—Preparations containing radioactive substances for use in therapy or testing in vivo characterised by the carrier, i.e. characterised by the agent or material covalently linked or complexing the radioactive nucleus
- A61K51/04—Organic compounds
- A61K51/041—Heterocyclic compounds
- A61K51/044—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine, rifamycins
- A61K51/0459—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine, rifamycins having six-membered rings with two nitrogen atoms as the only ring hetero atoms, e.g. piperazine
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D241/00—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings
- C07D241/36—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings condensed with carbocyclic rings or ring systems
- C07D241/38—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings condensed with carbocyclic rings or ring systems with only hydrogen or carbon atoms directly attached to the ring nitrogen atoms
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D241/00—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings
- C07D241/36—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings condensed with carbocyclic rings or ring systems
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- C07D241/40—Benzopyrazines
- C07D241/44—Benzopyrazines 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 carbon atoms of the hetero ring
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
- C07D487/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
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Landscapes
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- Organic Chemistry (AREA)
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Applications Claiming Priority (5)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US14826893A | 1993-11-05 | 1993-11-05 | |
US08/148,259 US5514680A (en) | 1992-06-22 | 1993-11-05 | Glycine receptor antagonists and the use thereof |
US20887894A | 1994-03-11 | 1994-03-11 | |
US08/289,603 US5631373A (en) | 1993-11-05 | 1994-08-11 | Alkyl, azido, alkoxy, and fluoro-substituted and fused quinoxalinediones |
PCT/US1994/012775 WO1995012417A1 (en) | 1993-11-05 | 1994-11-07 | Alkyl, azido, alkoxy, and fluoro-substituted and fused quinoxalinediones and the use thereof as glycine receptor antagonists |
Publications (3)
Publication Number | Publication Date |
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NO961770D0 NO961770D0 (no) | 1996-05-02 |
NO961770L NO961770L (no) | 1996-07-05 |
NO309981B1 true NO309981B1 (no) | 2001-04-30 |
Family
ID=27495799
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
NO961770A NO309981B1 (no) | 1993-11-05 | 1996-05-02 | Kinoksalinforbindelser, farmasøytisk preparat samt anvendelse |
Country Status (10)
Country | Link |
---|---|
US (4) | US5631373A (ja) |
EP (1) | EP0732942A4 (ja) |
JP (1) | JP4164547B2 (ja) |
AU (1) | AU699353B2 (ja) |
CA (1) | CA2175795A1 (ja) |
FI (1) | FI961858A (ja) |
IL (1) | IL111533A (ja) |
NO (1) | NO309981B1 (ja) |
NZ (1) | NZ276892A (ja) |
WO (1) | WO1995012417A1 (ja) |
Families Citing this family (29)
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US5631373A (en) * | 1993-11-05 | 1997-05-20 | State Of Oregon, Acting By And Through The Oregon State Board Of Higher Education, Acting For And On Behalf Of The Oregon Health Sciences University And The University Of Oregon, Eugene Oregon | Alkyl, azido, alkoxy, and fluoro-substituted and fused quinoxalinediones |
EP0705834A1 (de) * | 1994-07-27 | 1996-04-10 | Ciba-Geigy Ag | Azaaliphatisch Überbrückte Chinoxalin-2,3-dione |
EP0705835A1 (de) * | 1994-09-01 | 1996-04-10 | Ciba-Geigy Ag | Oxa- oder thiaaliphatisch überbrückte Chinoxalin-2,3-dione |
US5654303A (en) * | 1995-06-07 | 1997-08-05 | Warner-Lambert Company | Alkyl amine derivatives of substituted quinoxaline 2,3-diones as glutamate receptor antagonists |
US5566694A (en) * | 1995-06-07 | 1996-10-22 | Allegheny Plastics, Inc. | Continuous pickling tank with expandable seals |
US5614508A (en) * | 1995-06-07 | 1997-03-25 | Warner-Lambert Company | Amino acid derivatives of substituted quinoxaline 2,3-dione derivatives as glutamate receptor antagonists |
MY132385A (en) * | 1995-08-31 | 2007-10-31 | Novartis Ag | 2,3-dioxo-1,2,3,4-tetrahydro-quinoxalinyl derivatives |
GB9604400D0 (en) * | 1996-03-01 | 1996-05-01 | Pfizer Ltd | Compounds useful in therapy |
AUPN842196A0 (en) * | 1996-03-05 | 1996-03-28 | Fujisawa Pharmaceutical Co., Ltd. | New compound |
AU3133697A (en) | 1996-06-05 | 1998-01-05 | Warner-Lambert Company | Amide derivatives of substituted quinoxaline 2,3-diones as glutamate receptor antagonists |
US6063774A (en) * | 1996-12-16 | 2000-05-16 | Warner-Lambert Company | Tricyclic quinoxaline derivatives as neuroprotective agents |
TW403740B (en) | 1997-06-10 | 2000-09-01 | Novartis Ag | Novel crystal modifications of the compound 1-(2,6-difluorobenzyl)-1H-1,2,3-triazole-4-carboxamide |
US6329375B1 (en) * | 1997-08-05 | 2001-12-11 | Sugen, Inc. | Tricyclic quinoxaline derivatives as protein tyrosine kinase inhibitors |
IL125950A0 (en) * | 1997-09-05 | 1999-04-11 | Pfizer Prod Inc | Methods of administering ampa receptor antagonists to treat dyskinesias associated with dopamine agonist therapy |
AU4013900A (en) | 1999-03-19 | 2000-10-09 | Enos Pharmaceuticals, Inc. | Increasing cerebral bioavailability of drugs |
US6638981B2 (en) | 2001-08-17 | 2003-10-28 | Epicept Corporation | Topical compositions and methods for treating pain |
BR0315008A (pt) | 2002-10-04 | 2005-08-09 | Prana Biotechnology Ltd | Compostos neurologicamente ativos |
EP1562555A2 (en) * | 2002-10-24 | 2005-08-17 | Enos Pharmaceuticals, Inc. | Sustained release l-arginine formulations and methods of manufacture and use |
US20080145424A1 (en) * | 2002-10-24 | 2008-06-19 | Enos Phramaceuticals, Inc. | Sustained release L-arginine formulations and methods of manufacture and use |
US20040152694A1 (en) * | 2003-02-04 | 2004-08-05 | Istvan Kurucz | Methods and compositions for treating inflammatory disorders of the airways |
GB2398636A (en) | 2003-02-21 | 2004-08-25 | Ipsen Ltd | Method for determining the quantity of pre-synaptic neuromuscular blocking substance contained in a sample |
CA2540202A1 (en) * | 2003-09-29 | 2005-04-21 | Enos Pharmaceuticals, Inc. | Sustained release l-arginine formulations and methods of manufacture and use |
BRPI0710737A2 (pt) | 2006-04-14 | 2011-05-10 | Prana Biotechnology Ltd | uso de compostos pb-10 33 éteis para o tratamento de degeneraÇço macular relacionada À idade (amd), assim como referidos compostos |
EP1902733A1 (en) * | 2006-09-19 | 2008-03-26 | Laboratorios Del Dr. Esteve, S.A. | Combination of a NMDA-receptor ligand and a compound with 5-HT6 receptor affinity |
US7645558B2 (en) * | 2007-06-13 | 2010-01-12 | Xerox Corporation | Inkless reimageable printing paper and method |
US20100316678A1 (en) * | 2007-06-28 | 2010-12-16 | Cnsbio Pty Ltd. | Combination methods and compositions for treatment of neuropathic pain |
EP2254420A4 (en) | 2008-02-20 | 2012-02-15 | Targia Pharmaceuticals | CNS PHARMACEUTICALS AND METHOD FOR THEIR USE |
MY155695A (en) | 2008-06-16 | 2015-11-13 | Merck Patent Gmbh | Quinoxalinedione derivatives |
EP2338492A1 (en) | 2009-12-24 | 2011-06-29 | Universidad del Pais Vasco | Methods and compositions for the treatment of alzheimer |
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US3992378A (en) * | 1973-12-26 | 1976-11-16 | Eli Lilly And Company | Fluoralkyl quinoxadinediones |
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DE2847285A1 (de) * | 1978-10-31 | 1980-05-14 | Hoechst Ag | Monoazoverbindungen, verfahren zu ihrer herstellung und ihre verwendung |
US4659713A (en) * | 1984-10-01 | 1987-04-21 | International Minerals & Chemical Corp. | Quinoxalinedione compounds useful for controlling coccidiosis |
US4803270A (en) * | 1986-03-10 | 1989-02-07 | Sumitomo Chemical Company, Limited | Process of producing fluoroaniline derivatives |
US4812458A (en) * | 1986-09-16 | 1989-03-14 | A/S Ferrosan | 6,7-disubstituted-2,3-dihydroxyquinoxaline compounds, pharmaceutical compositions thereof, and their use as neuroleptics |
DK146787A (da) * | 1987-03-23 | 1988-09-24 | Ferrosan | Heterocykliske forbindelser, deres fremstilling og anvendelse |
NO179551C (no) * | 1987-11-10 | 1996-10-30 | Novo Nordisk As | Analogifremgangsmåte for fremstilling av terapeutisk virksomme kinoxalinforbindelser |
DK160941C (da) * | 1988-06-28 | 1991-10-21 | Novo Nordisk As | Kondenserede 2,3-dihydroxypyraziner, fremgangsmaade til deres fremstilling og farmaceutiske praeparater, hvori forbindelserne indgaar |
DK715888D0 (da) * | 1988-12-22 | 1988-12-22 | Ferrosan As | Quinoxalinforbindelser, deres fremstilling og anvendelse |
US5308845A (en) * | 1988-12-22 | 1994-05-03 | Novo Nordisk A/S | Quinoxaline compounds and their preparation and use |
DK716188D0 (da) * | 1988-12-22 | 1988-12-22 | Ferrosan As | Quinoxalinforbindelser, deres fremstilling og anvendelse |
US5182258A (en) | 1989-03-20 | 1993-01-26 | Orbon Corporation | Systemic delivery of polypeptides through the eye |
US5055465A (en) * | 1989-05-31 | 1991-10-08 | Berlex Laboratories, Inc. | Imidazoquinoxalinones, their aza analogs and process for their preparation |
US4975430A (en) * | 1989-06-16 | 1990-12-04 | The State Of Oregon Acting By And Through The State Board Of Education On Behalf Of The Oregon Health Sciences University | CNQX and its analogs as therapeutics for degenerative neural diseases |
DK69790D0 (da) * | 1990-03-16 | 1990-03-16 | Novo Nordisk As | Heterocykliske forbindelser, deres fremstilling af anvendelse |
US5268378A (en) * | 1990-05-31 | 1993-12-07 | Merck Sharp & Dohme, Limited | Dioxo-tetrahydroquinoline derivatives |
DE69132340T2 (de) * | 1990-11-06 | 2001-02-08 | Yamanouchi Pharmaceutical Co., Ltd. | Kondensiertes pyrazinderivat |
WO1992011245A1 (en) * | 1990-12-20 | 1992-07-09 | Warner-Lambert Company | 2-acylamido derivatives of 3,4-dihydro-3-oxo-quinoxaline having pharmaceutical activity |
PT99864B (pt) * | 1990-12-21 | 1999-06-30 | Schering Ag | Processo para a preparacao de novas composicoes farmaceuticas contendo antagonistas de receptor de quisqualato |
DK73091D0 (da) * | 1991-04-22 | 1991-04-22 | Novo Nordisk As | Quinoxalinforbindelser, deres fremstilling og anvendelse |
US5196421A (en) * | 1991-06-05 | 1993-03-23 | Eli Lilly And Company | Excitatory amino acid receptor antagonists in methods for the use thereof |
JPH05117276A (ja) * | 1991-10-23 | 1993-05-14 | Sumitomo Pharmaceut Co Ltd | 新規な3環性キノキサリンジオン誘導体 |
KR100304017B1 (ko) * | 1992-06-22 | 2001-11-22 | 추후제출 | 글리신수용체길항물질및이의용도 |
DE4220616C2 (de) * | 1992-06-24 | 1994-12-22 | Byk Gulden Lomberg Chem Fab | Dexniguldipin zur intravenösen Verabreichung |
US5352683A (en) * | 1993-03-05 | 1994-10-04 | Virginia Commonwealth University Medical College Of Virginia | Method for the treatment of chronic pain |
US5631373A (en) * | 1993-11-05 | 1997-05-20 | State Of Oregon, Acting By And Through The Oregon State Board Of Higher Education, Acting For And On Behalf Of The Oregon Health Sciences University And The University Of Oregon, Eugene Oregon | Alkyl, azido, alkoxy, and fluoro-substituted and fused quinoxalinediones |
DE4439492A1 (de) * | 1994-10-25 | 1996-05-02 | Schering Ag | Neue Chinoxalindionderivate, deren Herstellung und Verwendung in Arzneimitteln |
US6172065B1 (en) * | 1997-03-04 | 2001-01-09 | Warner-Lambert Company | Urea and thiourea derivatives of substituted quinoxaline 2,3-diones as glutamate receptor antagonists |
US6166019A (en) * | 1998-07-16 | 2000-12-26 | Abbott Laboratories | Piperazinyl pyrimidine dione compounds selective for adrenoceptors |
-
1994
- 1994-08-11 US US08/289,603 patent/US5631373A/en not_active Expired - Lifetime
- 1994-11-06 IL IL11153394A patent/IL111533A/en not_active IP Right Cessation
- 1994-11-07 CA CA002175795A patent/CA2175795A1/en not_active Abandoned
- 1994-11-07 NZ NZ276892A patent/NZ276892A/xx not_active IP Right Cessation
- 1994-11-07 AU AU11723/95A patent/AU699353B2/en not_active Ceased
- 1994-11-07 WO PCT/US1994/012775 patent/WO1995012417A1/en active Application Filing
- 1994-11-07 JP JP51345295A patent/JP4164547B2/ja not_active Expired - Fee Related
- 1994-11-07 EP EP95902458A patent/EP0732942A4/en not_active Withdrawn
-
1996
- 1996-05-02 FI FI961858A patent/FI961858A/fi not_active Application Discontinuation
- 1996-05-02 NO NO961770A patent/NO309981B1/no not_active IP Right Cessation
-
1997
- 1997-01-31 US US08/792,872 patent/US5977107A/en not_active Expired - Fee Related
-
1999
- 1999-08-18 US US09/376,536 patent/US6147075A/en not_active Expired - Fee Related
-
2000
- 2000-09-13 US US09/661,475 patent/US6251903B1/en not_active Expired - Lifetime
Also Published As
Publication number | Publication date |
---|---|
NZ276892A (en) | 2000-01-28 |
AU1172395A (en) | 1995-05-23 |
AU699353B2 (en) | 1998-12-03 |
CA2175795A1 (en) | 1995-05-11 |
JPH09504794A (ja) | 1997-05-13 |
FI961858A0 (fi) | 1996-05-02 |
WO1995012417A1 (en) | 1995-05-11 |
EP0732942A1 (en) | 1996-09-25 |
EP0732942A4 (en) | 2000-03-22 |
NO961770L (no) | 1996-07-05 |
NO961770D0 (no) | 1996-05-02 |
US6147075A (en) | 2000-11-14 |
FI961858A (fi) | 1996-07-04 |
US6251903B1 (en) | 2001-06-26 |
IL111533A (en) | 2001-06-14 |
US5977107A (en) | 1999-11-02 |
IL111533A0 (en) | 1995-01-24 |
JP4164547B2 (ja) | 2008-10-15 |
US5631373A (en) | 1997-05-20 |
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