RU2435760C2 - 1н-хиназолин-2,4-дионы - Google Patents
1н-хиназолин-2,4-дионы Download PDFInfo
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- RU2435760C2 RU2435760C2 RU2007141566/04A RU2007141566A RU2435760C2 RU 2435760 C2 RU2435760 C2 RU 2435760C2 RU 2007141566/04 A RU2007141566/04 A RU 2007141566/04A RU 2007141566 A RU2007141566 A RU 2007141566A RU 2435760 C2 RU2435760 C2 RU 2435760C2
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- Prior art keywords
- alkyl
- alkylamino
- isopropyl
- ampa receptor
- pharmaceutically acceptable
- Prior art date
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- 150000001875 compounds Chemical class 0.000 claims abstract 6
- 102000003678 AMPA Receptors Human genes 0.000 claims abstract 5
- 108090000078 AMPA Receptors Proteins 0.000 claims abstract 5
- 150000003839 salts Chemical class 0.000 claims abstract 4
- 230000003042 antagnostic effect Effects 0.000 claims abstract 3
- 239000003814 drug Substances 0.000 claims abstract 3
- 206010015037 epilepsy Diseases 0.000 claims abstract 2
- 230000001404 mediated effect Effects 0.000 claims abstract 2
- 239000008194 pharmaceutical composition Substances 0.000 claims abstract 2
- 201000000980 schizophrenia Diseases 0.000 claims abstract 2
- 125000000623 heterocyclic group Chemical group 0.000 claims 3
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims 2
- 125000003282 alkyl amino group Chemical group 0.000 claims 2
- 238000004519 manufacturing process Methods 0.000 claims 2
- MCECSFFXUPEPDB-UHFFFAOYSA-N n-[6-(2-methylpyrazol-3-yl)-2,4-dioxo-7-propan-2-yl-1h-quinazolin-3-yl]methanesulfonamide Chemical compound CC(C)C1=CC=2NC(=O)N(NS(C)(=O)=O)C(=O)C=2C=C1C1=CC=NN1C MCECSFFXUPEPDB-UHFFFAOYSA-N 0.000 claims 2
- 125000006413 ring segment Chemical group 0.000 claims 2
- 125000000229 (C1-C4)alkoxy group Chemical group 0.000 claims 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims 1
- 125000004442 acylamino group Chemical group 0.000 claims 1
- 125000004423 acyloxy group Chemical group 0.000 claims 1
- 125000004183 alkoxy alkyl group Chemical group 0.000 claims 1
- 125000004466 alkoxycarbonylamino group Chemical group 0.000 claims 1
- 125000005194 alkoxycarbonyloxy group Chemical group 0.000 claims 1
- 125000004448 alkyl carbonyl group Chemical group 0.000 claims 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims 1
- 229910052799 carbon Inorganic materials 0.000 claims 1
- 125000004432 carbon atom Chemical group C* 0.000 claims 1
- 125000004093 cyano group Chemical group *C#N 0.000 claims 1
- 229910052736 halogen Inorganic materials 0.000 claims 1
- 125000005843 halogen group Chemical group 0.000 claims 1
- 125000005842 heteroatom Chemical group 0.000 claims 1
- -1 hydroxy, amino Chemical group 0.000 claims 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims 1
- 229910052757 nitrogen Inorganic materials 0.000 claims 1
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims 1
- 229910052760 oxygen Inorganic materials 0.000 claims 1
- 239000001301 oxygen Chemical group 0.000 claims 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 1
- 125000001424 substituent group Chemical group 0.000 claims 1
- 229910052717 sulfur Chemical group 0.000 claims 1
- 239000011593 sulfur Chemical group 0.000 claims 1
- SDQJTWBNWQABLE-UHFFFAOYSA-N 1h-quinazoline-2,4-dione Chemical class C1=CC=C2C(=O)NC(=O)NC2=C1 SDQJTWBNWQABLE-UHFFFAOYSA-N 0.000 abstract 1
- 230000000694 effects Effects 0.000 abstract 1
- 239000000126 substance Substances 0.000 abstract 1
- 0 Cc(c(*)c1)cc(NC(N2NS(C)(=O)=O)=O)c1C2=O Chemical compound Cc(c(*)c1)cc(NC(N2NS(C)(=O)=O)=O)c1C2=O 0.000 description 1
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- C07D239/70—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings condensed with carbocyclic rings or ring systems
- C07D239/72—Quinazolines; Hydrogenated quinazolines
- C07D239/95—Quinazolines; Hydrogenated quinazolines with hetero atoms directly attached in positions 2 and 4
- C07D239/96—Two oxygen atoms
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- 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
- A61K31/495—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with two or more nitrogen atoms as the only ring heteroatoms, e.g. piperazine or tetrazines
- A61K31/505—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim
- A61K31/517—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim ortho- or peri-condensed with carbocyclic ring systems, e.g. quinazoline, perimidine
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- C07C229/00—Compounds containing amino and carboxyl groups bound to the same carbon skeleton
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- C07C229/54—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to carbon atoms of six-membered aromatic rings of the same carbon skeleton with amino and carboxyl groups bound to carbon atoms of the same non-condensed six-membered aromatic ring
- C07C229/56—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to carbon atoms of six-membered aromatic rings of the same carbon skeleton with amino and carboxyl groups bound to carbon atoms of the same non-condensed six-membered aromatic ring with amino and carboxyl groups bound in ortho-position
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- C07D207/30—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members
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- C07D207/33—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms with substituted hydrocarbon radicals, directly attached to ring carbon atoms
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- C07D249/04—1,2,3-Triazoles; Hydrogenated 1,2,3-triazoles
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Abstract
Изобретение относится к 1Н-хиназолин-2,4-дионам формулы (I) и их фармацевтически приемлемым солям, где R1 и R2 имеют значения, указанные в п.1 формулы изобретения. Указанные соединения обладают антагонистической активностью в отношении рецептора АМРА. Изобретение также относится к содержащей их фармацевтической композиции, а также к их применению для получения лекрственнонго средства, предназначенного для лечсения состояния, опосредованного рецептором АМРА и прежде всего для лечения эпилепсии или шизофрении. 5 н. и 3 з.п. ф-лы.
Description
Claims (8)
1. Соединения формулы (I)
где R1 означает СF3 или изопропил, и
R2 означает гетероциклил, необязательно замещенный одним-тремя заместителями, выбранными из группы, включающей галоген, гидрокси, амино, нитро, циано, (С1-С4)алкил, гидрокси-(С1-С4)алкил, (C1-С4)алкоксиалкил, амино-(С1-С4)алкил, (С1-С4)алкиламино-(С1-С4)алкил, ди-(С1-С4)алкиламино-(С1-С4)алкил, НСО, (С1-С4)алкилкарбонил, (C1-С4)алкокси, ацилокси, (С1-С4)алкоксикарбонилокси, (С1-С4)алкиламино, ди-(С1-С4)алкиламино, ациламино, (С1-С4)алкоксикарбониламино; гетероциклил состоит из 3-11 кольцевых атомов, из которых 1-3 кольцевых атома представляют собой гетероатомы, выбранные из азота, кислорода и серы, и где гетероцикл присоединен к фенильному кольцу через атом углерода,
и их фармацевтически приемлемые соли.
где R1 означает СF3 или изопропил, и
R2 означает гетероциклил, необязательно замещенный одним-тремя заместителями, выбранными из группы, включающей галоген, гидрокси, амино, нитро, циано, (С1-С4)алкил, гидрокси-(С1-С4)алкил, (C1-С4)алкоксиалкил, амино-(С1-С4)алкил, (С1-С4)алкиламино-(С1-С4)алкил, ди-(С1-С4)алкиламино-(С1-С4)алкил, НСО, (С1-С4)алкилкарбонил, (C1-С4)алкокси, ацилокси, (С1-С4)алкоксикарбонилокси, (С1-С4)алкиламино, ди-(С1-С4)алкиламино, ациламино, (С1-С4)алкоксикарбониламино; гетероциклил состоит из 3-11 кольцевых атомов, из которых 1-3 кольцевых атома представляют собой гетероатомы, выбранные из азота, кислорода и серы, и где гетероцикл присоединен к фенильному кольцу через атом углерода,
и их фармацевтически приемлемые соли.
2. N-[7-изопропил-6-(2-метил-2Н-пиразол-3-ил)-2,4-диоксо-1,4-дигидро-2Н-хиназолин-3-ил]метансульфонамид и его фармацевтически приемлемые соли.
3. N-[-[7-изопропил-6-(2-метил-2Н-пиразол-3-ил)-2,4-диоксо-1,4-дигидро-2Н-хиназолин-3-ил]метансульфонамид по п.2 в виде его фармацевтически приемлемых солей.
4. N-[7-изопропил-6-(2-метил-2Н-пиразол-3-ил)-2,4-диоксо-1,4-дигидро-2Н-хиназолин-3-ил]метансульфонамид по п.2 в свободной форме.
5. Соединения по любому из пп.1-4 для применения в качестве фармацевтического средства, обладающего антагонистической активностью в отношении рецептора АМРА.
6. Фармацевтическая композиция, обладающая антагонистической активностью в отношении рецептора АМРА, включающая соединение по любому из пп.1-4.
7. Применение соединения по любому из пп.1-4 для получения лекарственного средства, предназначенного для лечения состояния, опосредованного рецептором АМРА.
8. Применение соединения по любому из пп.1-4 для получения лекарственного средства, предназначенного для лечения эпилепсии или шизофрении.
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
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| WO2010046399A1 (en) * | 2008-10-22 | 2010-04-29 | Novartis Ag | Combinations for the treatment of migraine |
| CN102470137A (zh) * | 2009-07-23 | 2012-05-23 | 诺瓦提斯公司 | 用于治疗神经元蜡样脂褐质沉积症的1h-喹唑啉-2,4-二酮 |
| EP2308866A1 (de) | 2009-10-09 | 2011-04-13 | Bayer CropScience AG | Phenylpyri(mi)dinylpyrazole und ihre Verwendung als Fungizide |
| WO2011048150A1 (en) | 2009-10-20 | 2011-04-28 | Novartis Ag | Use of 1h-quinazoline-2,4-diones |
| AR079545A1 (es) | 2009-12-21 | 2012-02-01 | Bayer Cropscience Ag | Tienilpiri(mi)dinilazol |
| JP2013515076A (ja) * | 2009-12-22 | 2013-05-02 | ノバルティス アーゲー | 即放性錠剤の形態の1h−キナゾリン−2,4−ジオンampa受容体アンタゴニストを含む製剤およびその調製 |
| EP2571865A1 (en) | 2010-05-20 | 2013-03-27 | Novartis AG | 2,4-dioxo-1,4-dihydro-2h-quinazolin-3-yl-sulfonamide derivatives |
| US20130096145A1 (en) * | 2010-06-24 | 2013-04-18 | Novartis Ag | Use of 1H-quinazoline-2,4-diones |
| CN103080102B (zh) | 2010-07-09 | 2016-08-24 | 拜耳知识产权有限责任公司 | 作为杀虫剂的邻氨基苯甲酰胺衍生物 |
| EP2668159A1 (en) | 2011-01-24 | 2013-12-04 | Novartis AG | 4-tolyl-ethynyl-octahydro-indole-1-ester derivatives |
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| WO2014042176A1 (ja) * | 2012-09-14 | 2014-03-20 | キッセイ薬品工業株式会社 | 縮合複素環誘導体の製造方法およびその製造中間体 |
| MA39211B1 (fr) | 2013-12-24 | 2019-01-31 | Bristol Myers Squibb Co | Composés tricycliques comme agents anti-cancers |
| JP6667091B2 (ja) * | 2014-08-11 | 2020-03-18 | ハイドラ・バイオサイエンシーズ・リミテッド・ライアビリティ・カンパニーHydra Biosciences, LLC | Trpc5調節因子としての、精神神経障害の処置のためのキナゾリン−2,4(1h,3h)−ジオン誘導体 |
| SG11202010187RA (en) | 2018-05-10 | 2020-11-27 | Zoetis Services Llc | Endoparasitic depsipeptides |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1995019346A1 (en) * | 1994-01-14 | 1995-07-20 | Sandoz Ltd. | Quinazoline-2,4-diones |
| US6562839B1 (en) * | 1999-02-26 | 2003-05-13 | Kyorin Pharmaceutical Co., Ltd. | 6-substituted heteroquinolinecarboxylic acid derivatives and addition salts thereof and processes for the preparation of both |
| RU2214405C2 (ru) * | 1998-02-18 | 2003-10-20 | НьюроСёрч А/С | Новые соединения и их применение в качестве положительных модуляторов амра-рецепторов |
Family Cites Families (63)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US535475A (en) | 1895-03-12 | Governor | ||
| GB281309A (en) | 1926-11-27 | 1928-03-29 | Inventia Patent Verwert Ges | Improvements in or relating to brushing machines having replaceable brush members |
| US2957880A (en) | 1953-12-23 | 1960-10-25 | Ciba Pharm Prod Inc | Process for the conversion of stereoisomers |
| US2838519A (en) | 1953-12-23 | 1958-06-10 | Ciba Pharm Prod Inc | Process for the conversion of stereoisomers |
| US3310553A (en) | 1962-09-25 | 1967-03-21 | Pfizer & Co C | Alkylated thioxathenesulfonamides |
| US3539573A (en) | 1967-03-22 | 1970-11-10 | Jean Schmutz | 11-basic substituted dibenzodiazepines and dibenzothiazepines |
| BE759371A (fr) | 1969-11-24 | 1971-05-24 | Bristol Myers Co | Azaspirodecanediones heterocycliques et procedes pour leur preparation |
| US3637661A (en) | 1970-03-04 | 1972-01-25 | Ciba Geigy Corp | 10-hydroxy-10 11-dihydro-dibenzazepine derivative |
| GB1422263A (en) | 1973-01-30 | 1976-01-21 | Ferrosan As | 4-phenyl-piperidine compounds |
| US4536518A (en) | 1979-11-01 | 1985-08-20 | Pfizer Inc. | Antidepressant derivatives of cis-4-phenyl-1,2,3,4-tetrahydro-1-naphthalenamine |
| FI834666A7 (fi) | 1982-12-23 | 1984-06-24 | Ciba Geigy Ag | Foerfarande foer framstaellning av nya aralkyltriazolfoereningar. |
| MX7829A (es) * | 1986-08-21 | 1993-08-01 | Pfizer | Quinazolindionas y piridopirimindionas y procedimiento para su preparacion |
| KR880007433A (ko) | 1986-12-22 | 1988-08-27 | 메리 앤 터커 | 3-아릴옥시-3-치환된 프로판아민 |
| HU201906B (en) | 1987-03-04 | 1991-01-28 | Sandoz Ag | Process for producing phenyl-carbamate derivative and acid additional salts and pharmaceutical compositions containing them |
| GB8814057D0 (en) | 1988-06-14 | 1988-07-20 | Lundbeck & Co As H | New enantiomers & their isolation |
| US5006528A (en) | 1988-10-31 | 1991-04-09 | Otsuka Pharmaceutical Co., Ltd. | Carbostyril derivatives |
| US5122522A (en) | 1989-06-21 | 1992-06-16 | The Trustees Of The University Of Pennsylvania | Treatment and control of ocular development |
| CA2002182C (en) | 1989-11-03 | 2000-06-13 | Richard J. Wurtman | Compositions for treating the premenstrual or late luteal phase syndrome and methods for their use |
| IE913473A1 (en) * | 1990-10-15 | 1992-04-22 | Fujisawa Pharmaceutical Co | Quinazoline derivatives and their preparation |
| HU219778B (hu) | 1990-12-21 | 2001-07-30 | Gyógyszerkutató Intézet Közös Vállalat | Eljárás N-acil-2,3-benzodiazepin-származékok, savaddíciós sóik és az ezeket tartalmazó gyógyászati készítmények előállítására, valamint a vegyületek egy csoportja, és az ezeket tartalmazó gyógyászati készítmények |
| DE4234933A1 (de) | 1991-10-31 | 1993-05-06 | Asta Medica Ag, 6000 Frankfurt, De | Neue phthalazine, die in 1-stellung eine ether- oder thioether-gruppierung enthalten und verfahren zu deeren herstellung |
| GB9125485D0 (en) | 1991-11-29 | 1992-01-29 | Merck Sharp & Dohme | Therapeutic agents |
| WO1993024442A1 (fr) | 1992-05-29 | 1993-12-09 | Yamanouchi Pharmaceutical Co., Ltd. | Medicament renfermant un derive d'acide benzoique, et nouveau derive d'acide benzoique |
| US5597922A (en) | 1994-07-29 | 1997-01-28 | 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 | Glycine receptor antagonist pharmacophore |
| PT101732B (pt) | 1995-06-30 | 1997-12-31 | Portela & Ca Sa | Novas di-hidrodibenzo<b,f>azepinas substituidas processo para a sua preparacao composicoes farmaceuticas que as contem e utilizacao dos novos compostos na preparacao de composicoes farmaceuticas empregues em doencas do sistema nervoso |
| CA2222713C (en) | 1995-07-14 | 2003-04-22 | Andrew John Mcglashan Richards | Composition comprising d-threo-methylphenidate and another drug |
| GB9514451D0 (en) | 1995-07-14 | 1995-09-13 | Chiroscience Ltd | Sustained-release formulation |
| US5773434A (en) | 1995-08-30 | 1998-06-30 | Gary A. Rogers | Facilitation of AMPA receptor-mediated synaptic transmission in brain as a treatment for schizophrenia |
| US5908850A (en) | 1995-12-04 | 1999-06-01 | Celgene Corporation | Method of treating attention deficit disorders with d-threo methylphenidate |
| US5837284A (en) | 1995-12-04 | 1998-11-17 | Mehta; Atul M. | Delivery of multiple doses of medications |
| US5922736A (en) | 1995-12-04 | 1999-07-13 | Celegene Corporation | Chronic, bolus administration of D-threo methylphenidate |
| GB9604943D0 (en) | 1996-03-08 | 1996-05-08 | Chiroscience Ltd | Resolution |
| JP2000511883A (ja) | 1996-04-19 | 2000-09-12 | ノボ ノルディスク アクティーゼルスカブ | ホスホチロシン認識ユニットを有する分子のモジュレーター |
| WO1998011892A1 (en) | 1996-09-17 | 1998-03-26 | The Regents Of The University Of California | Positive ampa receptor modulation to enhance brain neurotrophic factor expression |
| UA54403C2 (ru) | 1996-10-01 | 2003-03-17 | Н'Юросерч А/С | Производные индол-2,3-дион-3-оксима, фармацевтическая композиция, способ лечения расстройства или заболевания млекопитающих, в том числе человека и способ получения производных индол-2,3-дион-3-оксима |
| CA2269807C (en) | 1996-10-24 | 2007-04-10 | Novartis Ag | Substituted aminoalkanephosphonic acids |
| DE19650975A1 (de) | 1996-12-09 | 1998-06-10 | Basf Ag | Neue heterocyclisch substituierte Benzamide und deren Anwendung |
| TR199902094T2 (xx) | 1997-02-28 | 1999-12-21 | Prizer Products Inc. | 3-Heteroareil-4(3H)-kinazolinonlar�n atropizomerleri. |
| US6329368B1 (en) | 1997-05-09 | 2001-12-11 | The Regents Of The University Of California | Endocrine modulation with positive modulators of AMPA type glutamate receptors |
| 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 |
| GB9721497D0 (en) | 1997-10-09 | 1997-12-10 | Ciba Geigy Ag | Organic compounds |
| ATE373957T1 (de) | 1997-10-09 | 2007-10-15 | Univ Emory | Verfahren und vorrichtung zur transdermalen verabreichung von lithium |
| ZA9810490B (en) | 1997-12-03 | 1999-05-20 | Dainippon Pharmaceutical Co | 2-Aryl-8-oxodihydropurine derivative process for the preparation thereof pharmaceutical composition containing the same and intermediate therefor |
| US6100401A (en) | 1998-04-20 | 2000-08-08 | Novartris Ag | Process for preparing the d-threo isomer of methylphenidate hydrochloride |
| EP1002535A1 (en) | 1998-10-28 | 2000-05-24 | Hrissanthi Ikonomidou | New use of glutamate antagonists for the treatment of cancer |
| US6162919A (en) | 1998-12-03 | 2000-12-19 | Novartis Ag | Process for preparing the d-threo isomer of methylphenidate hydrochloride |
| CN1425008A (zh) * | 2000-01-24 | 2003-06-18 | 沃尼尔·朗伯公司 | 3-氨基喹唑啉-2,4-二酮抗菌剂 |
| US7501429B2 (en) | 2001-04-11 | 2009-03-10 | Queen's University At Kingston | Pyrimidine compounds as anti-ictogenic and/or anti-epileptogenic agents |
| CA2489420A1 (en) | 2001-06-25 | 2003-01-03 | Buadbo Aps | Oncology drug innovation |
| US20030144234A1 (en) | 2001-08-30 | 2003-07-31 | Buxton Francis Paul | Methods for the treatment of chronic pain and compositions therefor |
| US20060264508A1 (en) | 2001-10-16 | 2006-11-23 | Stone Richard A | Modulation of ocular growth and myopia by gaba drugs |
| US7163952B2 (en) | 2001-12-03 | 2007-01-16 | Japan Tobacco Inc. | Azole compound and medicinal use thereof |
| MXPA04009496A (es) | 2002-03-29 | 2005-01-25 | Yamanouchi Pharma Co Ltd | Remedio para glioblastoma. |
| JP4175846B2 (ja) | 2002-08-08 | 2008-11-05 | 独立行政法人科学技術振興機構 | Ampa型グルタミン酸受容体サブユニットの発現による脳腫瘍細胞の増殖と浸潤の抑制 |
| WO2004028634A1 (en) | 2002-09-25 | 2004-04-08 | The Board Of Trustees Of The University Of Illinois | Method and composition for treating alzheimer's disease and dementias of vascular origin |
| GB0223730D0 (en) | 2002-10-11 | 2002-11-20 | Novartis Ag | Organic compounds |
| WO2004058679A2 (en) | 2002-12-20 | 2004-07-15 | Migenix Corp. | Ligands of adenine nucleotide translocase (ant) and compositions and methods related thereto |
| JP4652816B2 (ja) | 2002-12-23 | 2011-03-16 | アイシーエージェン インコーポレイテッド | カリウムチャネルモジュレータとしてのキナゾリノン |
| PT1603893E (pt) | 2003-01-29 | 2008-08-21 | Asterand Uk Ltd | Antagonistas dos receptores ep4 |
| JP4719681B2 (ja) | 2003-09-23 | 2011-07-06 | メルク・シャープ・エンド・ドーム・コーポレイション | キナゾリンカリウムチャネル阻害剤 |
| CA2445743A1 (en) | 2003-10-08 | 2005-04-08 | The University Of British Columbia | Methods for modulating neuronal responses |
| GB0416730D0 (en) * | 2004-07-27 | 2004-09-01 | Novartis Ag | Organic compounds |
| GB0507298D0 (en) | 2005-04-11 | 2005-05-18 | Novartis Ag | Organic compounds |
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Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1995019346A1 (en) * | 1994-01-14 | 1995-07-20 | Sandoz Ltd. | Quinazoline-2,4-diones |
| RU2214405C2 (ru) * | 1998-02-18 | 2003-10-20 | НьюроСёрч А/С | Новые соединения и их применение в качестве положительных модуляторов амра-рецепторов |
| US6562839B1 (en) * | 1999-02-26 | 2003-05-13 | Kyorin Pharmaceutical Co., Ltd. | 6-substituted heteroquinolinecarboxylic acid derivatives and addition salts thereof and processes for the preparation of both |
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