JP2006193426A - 置換された縮環ピリミジン−4(3h)−オン化合物 - Google Patents
置換された縮環ピリミジン−4(3h)−オン化合物 Download PDFInfo
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- JP2006193426A JP2006193426A JP2003314817A JP2003314817A JP2006193426A JP 2006193426 A JP2006193426 A JP 2006193426A JP 2003314817 A JP2003314817 A JP 2003314817A JP 2003314817 A JP2003314817 A JP 2003314817A JP 2006193426 A JP2006193426 A JP 2006193426A
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- -1 pyrimidin-4(3h)-one compound Chemical class 0.000 title claims abstract description 1376
- 125000001424 substituent group Chemical group 0.000 claims abstract description 508
- 125000000623 heterocyclic group Chemical group 0.000 claims abstract description 169
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 126
- 125000005843 halogen group Chemical group 0.000 claims abstract description 80
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims abstract description 41
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims abstract description 36
- 125000003118 aryl group Chemical group 0.000 claims abstract description 35
- 125000003282 alkyl amino group Chemical group 0.000 claims abstract description 27
- 125000004663 dialkyl amino group Chemical group 0.000 claims abstract description 22
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims abstract description 20
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims abstract description 14
- 125000003342 alkenyl group Chemical group 0.000 claims abstract description 13
- 125000000753 cycloalkyl group Chemical group 0.000 claims abstract description 10
- 125000003545 alkoxy group Chemical group 0.000 claims abstract description 7
- 125000004453 alkoxycarbonyl group Chemical group 0.000 claims abstract description 6
- 125000004415 heterocyclylalkyl group Chemical group 0.000 claims abstract description 6
- 125000003710 aryl alkyl group Chemical group 0.000 claims abstract description 4
- 125000006297 carbonyl amino group Chemical group [H]N([*:2])C([*:1])=O 0.000 claims description 436
- 125000001309 chloro group Chemical group Cl* 0.000 claims description 232
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims description 131
- 125000003277 amino group Chemical group 0.000 claims description 111
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims description 103
- 125000001995 cyclobutyl group Chemical group [H]C1([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims description 97
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 93
- 150000001875 compounds Chemical class 0.000 claims description 91
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 70
- 150000002148 esters Chemical class 0.000 claims description 69
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims description 65
- 150000003839 salts Chemical class 0.000 claims description 64
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 62
- 125000004076 pyridyl group Chemical group 0.000 claims description 42
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 40
- 125000001246 bromo group Chemical group Br* 0.000 claims description 39
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 38
- 125000001153 fluoro group Chemical group F* 0.000 claims description 36
- 125000000335 thiazolyl group Chemical group 0.000 claims description 35
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 32
- 125000001544 thienyl group Chemical group 0.000 claims description 31
- 125000000041 C6-C10 aryl group Chemical group 0.000 claims description 30
- 125000004191 (C1-C6) alkoxy group Chemical group 0.000 claims description 27
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 26
- 125000002485 formyl group Chemical group [H]C(*)=O 0.000 claims description 20
- 125000004890 (C1-C6) alkylamino group Chemical group 0.000 claims description 19
- 125000004845 (C1-C6) alkylsulfonylamino group Chemical group 0.000 claims description 19
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 claims description 19
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 19
- 125000004430 oxygen atom Chemical group O* 0.000 claims description 18
- 125000004760 (C1-C4) alkylsulfonylamino group Chemical group 0.000 claims description 17
- 125000004434 sulfur atom Chemical group 0.000 claims description 17
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 17
- 125000004672 ethylcarbonyl group Chemical group [H]C([H])([H])C([H])([H])C(*)=O 0.000 claims description 16
- 125000002757 morpholinyl group Chemical group 0.000 claims description 15
- 229910052717 sulfur Inorganic materials 0.000 claims description 15
- 125000004568 thiomorpholinyl group Chemical group 0.000 claims description 15
- 125000001664 diethylamino group Chemical group [H]C([H])([H])C([H])([H])N(*)C([H])([H])C([H])([H])[H] 0.000 claims description 14
- 125000000719 pyrrolidinyl group Chemical group 0.000 claims description 14
- 125000004739 (C1-C6) alkylsulfonyl group Chemical group 0.000 claims description 13
- 125000004656 alkyl sulfonylamino group Chemical group 0.000 claims description 13
- 125000002147 dimethylamino group Chemical group [H]C([H])([H])N(*)C([H])([H])[H] 0.000 claims description 13
- 125000001786 isothiazolyl group Chemical group 0.000 claims description 13
- 125000000842 isoxazolyl group Chemical group 0.000 claims description 13
- 125000003373 pyrazinyl group Chemical group 0.000 claims description 13
- 125000002098 pyridazinyl group Chemical group 0.000 claims description 13
- 125000000714 pyrimidinyl group Chemical group 0.000 claims description 13
- 125000006552 (C3-C8) cycloalkyl group Chemical group 0.000 claims description 12
- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 claims description 12
- 125000002883 imidazolyl group Chemical group 0.000 claims description 12
- 125000000250 methylamino group Chemical group [H]N(*)C([H])([H])[H] 0.000 claims description 12
- 125000005344 pyridylmethyl group Chemical group [H]C1=C([H])C([H])=C([H])C(=N1)C([H])([H])* 0.000 claims description 12
- 125000000031 ethylamino group Chemical group [H]C([H])([H])C([H])([H])N([H])[*] 0.000 claims description 11
- 125000004674 methylcarbonyl group Chemical group CC(=O)* 0.000 claims description 11
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 11
- 125000004206 2,2,2-trifluoroethyl group Chemical group [H]C([H])(*)C(F)(F)F 0.000 claims description 10
- 125000003806 alkyl carbonyl amino group Chemical group 0.000 claims description 10
- 125000001160 methoxycarbonyl group Chemical group [H]C([H])([H])OC(*)=O 0.000 claims description 10
- 229910052757 nitrogen Inorganic materials 0.000 claims description 10
- 125000002971 oxazolyl group Chemical group 0.000 claims description 10
- 125000006340 pentafluoro ethyl group Chemical group FC(F)(F)C(F)(F)* 0.000 claims description 10
- 125000003386 piperidinyl group Chemical group 0.000 claims description 10
- 125000006700 (C1-C6) alkylthio group Chemical group 0.000 claims description 9
- 125000006828 (C2-C7) alkoxycarbonyl group Chemical group 0.000 claims description 9
- 125000006773 (C2-C7) alkylcarbonyl group Chemical group 0.000 claims description 9
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims description 9
- 125000003754 ethoxycarbonyl group Chemical group C(=O)(OCC)* 0.000 claims description 9
- 125000004458 methylaminocarbonyl group Chemical group [H]N(C(*)=O)C([H])([H])[H] 0.000 claims description 9
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 8
- 125000006260 ethylaminocarbonyl group Chemical group [H]N(C(*)=O)C([H])([H])C([H])([H])[H] 0.000 claims description 8
- 125000006793 (C2-C7) alkylcarbonylamino group Chemical group 0.000 claims description 7
- 125000006826 (C2-C7) alkylcarbonyloxy group Chemical group 0.000 claims description 7
- 125000000022 2-aminoethyl group Chemical group [H]C([*])([H])C([H])([H])N([H])[H] 0.000 claims description 7
- 125000004448 alkyl carbonyl group Chemical group 0.000 claims description 7
- 125000006626 methoxycarbonylamino group Chemical group 0.000 claims description 7
- 125000002816 methylsulfanyl group Chemical group [H]C([H])([H])S[*] 0.000 claims description 7
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- 238000006467 substitution reaction Methods 0.000 claims description 7
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- 125000004705 ethylthio group Chemical group C(C)S* 0.000 claims description 6
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- 125000004170 methylsulfonyl group Chemical group [H]C([H])([H])S(*)(=O)=O 0.000 claims description 6
- 125000001820 oxy group Chemical group [*:1]O[*:2] 0.000 claims description 6
- 125000004769 (C1-C4) alkylsulfonyl group Chemical group 0.000 claims description 5
- 125000004738 (C1-C6) alkyl sulfinyl group Chemical group 0.000 claims description 5
- 125000004761 (C2-C7) alkylaminocarbonyl group Chemical group 0.000 claims description 5
- 125000004390 alkyl sulfonyl group Chemical group 0.000 claims description 5
- 125000004202 aminomethyl group Chemical group [H]N([H])C([H])([H])* 0.000 claims description 5
- 125000004429 atom Chemical group 0.000 claims description 5
- 125000004914 dipropylamino group Chemical group C(CC)N(CCC)* 0.000 claims description 5
- 125000006533 methyl amino methyl group Chemical group [H]N(C([H])([H])[H])C([H])([H])* 0.000 claims description 5
- 125000001316 cycloalkyl alkyl group Chemical group 0.000 claims description 4
- 125000006534 ethyl amino methyl group Chemical group [H]N(C([H])([H])*)C([H])([H])C([H])([H])[H] 0.000 claims description 4
- 125000006235 propyl amino ethyl group Chemical group [H]N(C([H])([H])C([H])([H])*)C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 4
- 125000004768 (C1-C4) alkylsulfinyl group Chemical group 0.000 claims description 3
- 125000004756 (C2-C7) alkoxycarbonylamino group Chemical group 0.000 claims description 3
- 125000006570 (C5-C6) heteroaryl group Chemical group 0.000 claims description 3
- 125000006181 4-methyl benzyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1C([H])([H])[H])C([H])([H])* 0.000 claims description 3
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims description 3
- 239000005977 Ethylene Substances 0.000 claims description 3
- 125000006273 (C1-C3) alkyl group Chemical group 0.000 claims description 2
- 125000003626 1,2,4-triazol-1-yl group Chemical group [*]N1N=C([H])N=C1[H] 0.000 claims description 2
- DFOFMMVSXGHWBX-UHFFFAOYSA-N 2-benzyl-3-[4-(1,1,1,3,3,3-hexafluoro-2-hydroxypropan-2-yl)phenyl]-6-(2-hydroxyethoxy)quinazolin-4-one Chemical compound C=1C=C(C(O)(C(F)(F)F)C(F)(F)F)C=CC=1N1C(=O)C2=CC(OCCO)=CC=C2N=C1CC1=CC=CC=C1 DFOFMMVSXGHWBX-UHFFFAOYSA-N 0.000 claims description 2
- XICKGJRLHCMIEX-UHFFFAOYSA-N 2-benzyl-3-[4-(1,1,1,3,3,3-hexafluoro-2-hydroxypropan-2-yl)phenyl]-6-pyridin-2-ylquinazolin-4-one Chemical compound C1=CC(C(O)(C(F)(F)F)C(F)(F)F)=CC=C1N1C(=O)C2=CC(C=3N=CC=CC=3)=CC=C2N=C1CC1=CC=CC=C1 XICKGJRLHCMIEX-UHFFFAOYSA-N 0.000 claims description 2
- 125000004105 2-pyridyl group Chemical group N1=C([*])C([H])=C([H])C([H])=C1[H] 0.000 claims description 2
- WONYMNWUJVKVII-UHFFFAOYSA-N 3,5-diiodothyropropionic acid Chemical compound IC1=CC(CCC(=O)O)=CC(I)=C1OC1=CC=C(O)C=C1 WONYMNWUJVKVII-UHFFFAOYSA-N 0.000 claims description 2
- KHVGCOLSGOVPOT-UHFFFAOYSA-N C(C)N([Ca])CC Chemical group C(C)N([Ca])CC KHVGCOLSGOVPOT-UHFFFAOYSA-N 0.000 claims description 2
- 125000004466 alkoxycarbonylamino group Chemical group 0.000 claims description 2
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- 125000003396 thiol group Chemical group [H]S* 0.000 claims description 2
- 102000004311 liver X receptors Human genes 0.000 abstract description 29
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- 230000027455 binding Effects 0.000 abstract description 6
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- 125000000325 methylidene group Chemical group [H]C([H])=* 0.000 description 2512
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- GVNVAWHJIKLAGL-UHFFFAOYSA-N 2-(cyclohexen-1-yl)cyclohexan-1-one Chemical compound O=C1CCCCC1C1=CCCCC1 GVNVAWHJIKLAGL-UHFFFAOYSA-N 0.000 description 64
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 51
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- 125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 description 28
- MARQLFJLMKVMKJ-UHFFFAOYSA-N 2-methyl-4a,9-dihydropyrido[3,4-b]indol-9-ium;iodide Chemical compound [I-].C1=CC=C2C3C=CN(C)C=C3[NH2+]C2=C1 MARQLFJLMKVMKJ-UHFFFAOYSA-N 0.000 description 27
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Classifications
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- C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
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- C07D239/86—Quinazolines; Hydrogenated quinazolines with hetero atoms directly attached in position 4
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- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
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- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
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- C07D413/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings
- C07D413/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings linked by a chain containing hetero atoms as chain links
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- C07D417/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings
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- C07D417/06—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
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- C07D417/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings
- C07D417/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
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Priority Applications (3)
Application Number | Priority Date | Filing Date | Title |
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JP2003314817A JP2006193426A (ja) | 2003-09-05 | 2003-09-05 | 置換された縮環ピリミジン−4(3h)−オン化合物 |
TW093126498A TW200519095A (en) | 2003-09-05 | 2004-09-02 | Substituted fused-ring pyrimidin-4(3H)-one derivatives |
PCT/JP2004/013268 WO2005023782A1 (fr) | 2003-09-05 | 2004-09-06 | Compose pyrimidine-4(ch)-one fusionne substitue |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP2003314817A JP2006193426A (ja) | 2003-09-05 | 2003-09-05 | 置換された縮環ピリミジン−4(3h)−オン化合物 |
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JP2006193426A true JP2006193426A (ja) | 2006-07-27 |
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JP2003314817A Pending JP2006193426A (ja) | 2003-09-05 | 2003-09-05 | 置換された縮環ピリミジン−4(3h)−オン化合物 |
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Country | Link |
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JP (1) | JP2006193426A (fr) |
TW (1) | TW200519095A (fr) |
WO (1) | WO2005023782A1 (fr) |
Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2010509373A (ja) * | 2006-11-13 | 2010-03-25 | イーライ リリー アンド カンパニー | 炎症性疾患および癌の処置のためのチエノピリミジノン |
JP2010523674A (ja) * | 2007-04-11 | 2010-07-15 | ギリアード・パロ・アルト・インコーポレイテッド | ステアロイルCoAデサチュラーゼ阻害剤としての使用のための3−ヒドロキナゾリン−4−オン誘導体 |
JP2014141522A (ja) * | 2008-03-13 | 2014-08-07 | Guangzhou Institute Of Biomedicine And Health Chinese Academy Of Sciences | エストロゲン関連受容体モジュレータ化合物及びその使用 |
WO2021157596A1 (fr) * | 2020-02-07 | 2021-08-12 | セントラル硝子株式会社 | Composition durcissable, objet durci, dispositif électronique, dispositif d'affichage, élément optique, polymère, composition photosensible, motif et composé |
Families Citing this family (16)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB0412769D0 (en) | 2004-06-08 | 2004-07-07 | Novartis Ag | Organic compounds |
US20080255111A1 (en) * | 2004-07-02 | 2008-10-16 | Sankyo Company Limited | Tissue Factor Production Inhibitor |
AR056155A1 (es) * | 2005-10-26 | 2007-09-19 | Bristol Myers Squibb Co | Antagonistas del receptor 1 de la hormona de concentracion de melanina no basica |
CN101595096B (zh) * | 2006-11-30 | 2012-06-27 | 兴和株式会社 | 取代甲醇化合物 |
PE20091928A1 (es) | 2008-05-29 | 2009-12-31 | Bristol Myers Squibb Co | Tienopirimidinas hidroxisustituidas como antagonistas de receptor-1 de hormona concentradora de melanina no basicos |
US8153634B2 (en) | 2008-05-29 | 2012-04-10 | Kowa Company, Ltd. | Carbinol derivatives having cyclic linker |
CA2811145A1 (fr) | 2010-09-07 | 2012-03-15 | Snu R&Db Foundation | Composes de sesterterpene et leur utilisation |
HUE040231T2 (hu) | 2012-03-02 | 2019-02-28 | Ralexar Therapeutics Inc | Máj X receptor (LXR) modulátorok bõrbetegségek, rendellenességek és állapotok kezelésére |
ES2804304T3 (es) | 2013-09-04 | 2021-02-05 | Ellora Therapeutics Inc | Moduladores del receptor X hepático (LXR) |
CA2923178A1 (fr) | 2013-09-04 | 2015-03-12 | Alexar Therapeutics, Inc. | Modulateurs du recepteur x du foie destines au traitement de maladies, troubles et problemes dermiques |
AU2015204572B2 (en) | 2014-01-10 | 2020-07-30 | Inspirna, Inc. | LXR agonists and uses thereof |
CA3008171A1 (fr) | 2015-12-22 | 2017-06-29 | SHY Therapeutics LLC | Composes pour le traitement du cancer et de maladies inflammatoires |
EP3402477A4 (fr) | 2016-01-11 | 2019-08-21 | The Rockefeller University | Méthodes pour le traitement de troubles associés à des cellules suppressives dérivées de cellules myéloïdes |
IL310023A (en) | 2017-06-21 | 2024-03-01 | SHY Therapeutics LLC | Compounds interacting with the RAS superfamily for the treatment of cancer, inflammation, RAS pathology and fibrotic diseases |
WO2019104062A1 (fr) | 2017-11-21 | 2019-05-31 | Rgenix, Inc. | Polymorphes et leurs utilisations |
US11174220B2 (en) | 2019-12-13 | 2021-11-16 | Inspirna, Inc. | Metal salts and uses thereof |
Family Cites Families (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US6316503B1 (en) * | 1999-03-15 | 2001-11-13 | Tularik Inc. | LXR modulators |
EP1343505A1 (fr) * | 2000-12-11 | 2003-09-17 | Tularik Inc. | Antagonistes de cxcr3 |
AU2002363429B2 (en) * | 2001-11-07 | 2008-05-08 | Merck & Co., Inc. | Mitotic kinesin inhibitors |
WO2003106435A1 (fr) * | 2002-06-18 | 2003-12-24 | Sankyo Company, Limited | Derives de la pyrimidin-4(3h)-one a cycles fusionnes, spn procede de preparation et ses utilisations |
-
2003
- 2003-09-05 JP JP2003314817A patent/JP2006193426A/ja active Pending
-
2004
- 2004-09-02 TW TW093126498A patent/TW200519095A/zh unknown
- 2004-09-06 WO PCT/JP2004/013268 patent/WO2005023782A1/fr active Application Filing
Cited By (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2010509373A (ja) * | 2006-11-13 | 2010-03-25 | イーライ リリー アンド カンパニー | 炎症性疾患および癌の処置のためのチエノピリミジノン |
JP2010523674A (ja) * | 2007-04-11 | 2010-07-15 | ギリアード・パロ・アルト・インコーポレイテッド | ステアロイルCoAデサチュラーゼ阻害剤としての使用のための3−ヒドロキナゾリン−4−オン誘導体 |
JP2014141522A (ja) * | 2008-03-13 | 2014-08-07 | Guangzhou Institute Of Biomedicine And Health Chinese Academy Of Sciences | エストロゲン関連受容体モジュレータ化合物及びその使用 |
WO2021157596A1 (fr) * | 2020-02-07 | 2021-08-12 | セントラル硝子株式会社 | Composition durcissable, objet durci, dispositif électronique, dispositif d'affichage, élément optique, polymère, composition photosensible, motif et composé |
CN115087686A (zh) * | 2020-02-07 | 2022-09-20 | 中央硝子株式会社 | 固化性组合物、固化物、电子器件、显示装置、光学部件、聚合物、感光性组合物、图案及化合物 |
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Publication number | Publication date |
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WO2005023782A1 (fr) | 2005-03-17 |
TW200519095A (en) | 2005-06-16 |
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