JP2007515419A5 - - Google Patents
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- Publication number
- JP2007515419A5 JP2007515419A5 JP2006544304A JP2006544304A JP2007515419A5 JP 2007515419 A5 JP2007515419 A5 JP 2007515419A5 JP 2006544304 A JP2006544304 A JP 2006544304A JP 2006544304 A JP2006544304 A JP 2006544304A JP 2007515419 A5 JP2007515419 A5 JP 2007515419A5
- Authority
- JP
- Japan
- Prior art keywords
- aryl
- heteroaryl
- formula
- compound
- compounds
- 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.)
- Granted
Links
- 150000001875 compounds Chemical class 0.000 claims 32
- 206010028980 Neoplasm Diseases 0.000 claims 10
- 150000003839 salts Chemical class 0.000 claims 10
- 125000003118 aryl group Chemical group 0.000 claims 9
- 239000000203 mixture Substances 0.000 claims 9
- 239000012453 solvate Substances 0.000 claims 7
- 125000001072 heteroaryl group Chemical group 0.000 claims 6
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 4
- 239000003814 drug Substances 0.000 claims 4
- VIESAWGOYVNHLV-UHFFFAOYSA-N 1,3-dihydropyrrol-2-one Chemical group O=C1CC=CN1 VIESAWGOYVNHLV-UHFFFAOYSA-N 0.000 claims 3
- 201000011510 cancer Diseases 0.000 claims 3
- 229910052731 fluorine Inorganic materials 0.000 claims 3
- 239000002207 metabolite Substances 0.000 claims 3
- 238000000034 method Methods 0.000 claims 3
- 229910052760 oxygen Inorganic materials 0.000 claims 3
- GVNVAWHJIKLAGL-UHFFFAOYSA-N 2-(cyclohexen-1-yl)cyclohexan-1-one Chemical compound O=C1CCCCC1C1=CCCCC1 GVNVAWHJIKLAGL-UHFFFAOYSA-N 0.000 claims 2
- 101150065749 Churc1 gene Proteins 0.000 claims 2
- 102100038239 Protein Churchill Human genes 0.000 claims 2
- DTQVDTLACAAQTR-UHFFFAOYSA-N Trifluoroacetic acid Chemical compound OC(=O)C(F)(F)F DTQVDTLACAAQTR-UHFFFAOYSA-N 0.000 claims 2
- 239000002253 acid Substances 0.000 claims 2
- 230000033228 biological regulation Effects 0.000 claims 2
- 125000000753 cycloalkyl group Chemical group 0.000 claims 2
- 229910052736 halogen Inorganic materials 0.000 claims 2
- 150000002367 halogens Chemical class 0.000 claims 2
- 229910052739 hydrogen Inorganic materials 0.000 claims 2
- 229910052757 nitrogen Inorganic materials 0.000 claims 2
- XDRYMKDFEDOLFX-UHFFFAOYSA-N pentamidine Chemical compound C1=CC(C(=N)N)=CC=C1OCCCCCOC1=CC=C(C(N)=N)C=C1 XDRYMKDFEDOLFX-UHFFFAOYSA-N 0.000 claims 2
- 229960004448 pentamidine Drugs 0.000 claims 2
- 210000002784 stomach Anatomy 0.000 claims 2
- BYEAHWXPCBROCE-UHFFFAOYSA-N 1,1,1,3,3,3-hexafluoropropan-2-ol Chemical compound FC(F)(F)C(O)C(F)(F)F BYEAHWXPCBROCE-UHFFFAOYSA-N 0.000 claims 1
- HBAQYPYDRFILMT-UHFFFAOYSA-N 8-[3-(1-cyclopropylpyrazol-4-yl)-1H-pyrazolo[4,3-d]pyrimidin-5-yl]-3-methyl-3,8-diazabicyclo[3.2.1]octan-2-one Chemical class C1(CC1)N1N=CC(=C1)C1=NNC2=C1N=C(N=C2)N1C2C(N(CC1CC2)C)=O HBAQYPYDRFILMT-UHFFFAOYSA-N 0.000 claims 1
- 208000024893 Acute lymphoblastic leukemia Diseases 0.000 claims 1
- 208000014697 Acute lymphocytic leukaemia Diseases 0.000 claims 1
- 208000031261 Acute myeloid leukaemia Diseases 0.000 claims 1
- 208000010507 Adenocarcinoma of Lung Diseases 0.000 claims 1
- 208000010839 B-cell chronic lymphocytic leukemia Diseases 0.000 claims 1
- 208000032791 BCR-ABL1 positive chronic myelogenous leukemia Diseases 0.000 claims 1
- 206010006187 Breast cancer Diseases 0.000 claims 1
- 208000026310 Breast neoplasm Diseases 0.000 claims 1
- 101100294102 Caenorhabditis elegans nhr-2 gene Proteins 0.000 claims 1
- 208000010833 Chronic myeloid leukaemia Diseases 0.000 claims 1
- 206010009944 Colon cancer Diseases 0.000 claims 1
- 229940121710 HMGCoA reductase inhibitor Drugs 0.000 claims 1
- 101100448208 Human herpesvirus 6B (strain Z29) U69 gene Proteins 0.000 claims 1
- 206010024305 Leukaemia monocytic Diseases 0.000 claims 1
- 239000002841 Lewis acid Substances 0.000 claims 1
- 208000031422 Lymphocytic Chronic B-Cell Leukemia Diseases 0.000 claims 1
- 208000033761 Myelogenous Chronic BCR-ABL Positive Leukemia Diseases 0.000 claims 1
- 208000033776 Myeloid Acute Leukemia Diseases 0.000 claims 1
- 102000007399 Nuclear hormone receptor Human genes 0.000 claims 1
- 108020005497 Nuclear hormone receptor Proteins 0.000 claims 1
- 206010061902 Pancreatic neoplasm Diseases 0.000 claims 1
- 208000006664 Precursor Cell Lymphoblastic Leukemia-Lymphoma Diseases 0.000 claims 1
- 206010041067 Small cell lung cancer Diseases 0.000 claims 1
- 229940123468 Transferase inhibitor Drugs 0.000 claims 1
- 239000002671 adjuvant Substances 0.000 claims 1
- 125000000217 alkyl group Chemical group 0.000 claims 1
- 239000004037 angiogenesis inhibitor Substances 0.000 claims 1
- 229940121369 angiogenesis inhibitor Drugs 0.000 claims 1
- PCCNIENXBRUYFK-UHFFFAOYSA-O azanium;cerium(4+);pentanitrate Chemical compound [NH4+].[Ce+4].[O-][N+]([O-])=O.[O-][N+]([O-])=O.[O-][N+]([O-])=O.[O-][N+]([O-])=O.[O-][N+]([O-])=O PCCNIENXBRUYFK-UHFFFAOYSA-O 0.000 claims 1
- JHXKRIRFYBPWGE-UHFFFAOYSA-K bismuth chloride Chemical compound Cl[Bi](Cl)Cl JHXKRIRFYBPWGE-UHFFFAOYSA-K 0.000 claims 1
- 210000004369 blood Anatomy 0.000 claims 1
- 239000008280 blood Substances 0.000 claims 1
- 210000004556 brain Anatomy 0.000 claims 1
- 229910052794 bromium Inorganic materials 0.000 claims 1
- 210000003679 cervix uteri Anatomy 0.000 claims 1
- 229910052801 chlorine Inorganic materials 0.000 claims 1
- 208000032852 chronic lymphocytic leukemia Diseases 0.000 claims 1
- 208000029742 colonic neoplasm Diseases 0.000 claims 1
- 239000002254 cytotoxic agent Substances 0.000 claims 1
- 229940127089 cytotoxic agent Drugs 0.000 claims 1
- 231100000599 cytotoxic agent Toxicity 0.000 claims 1
- 201000010099 disease Diseases 0.000 claims 1
- 210000000981 epithelium Anatomy 0.000 claims 1
- 210000003238 esophagus Anatomy 0.000 claims 1
- 239000002834 estrogen receptor modulator Substances 0.000 claims 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 1
- 125000002541 furyl group Chemical group 0.000 claims 1
- 208000005017 glioblastoma Diseases 0.000 claims 1
- 239000003966 growth inhibitor Substances 0.000 claims 1
- 210000003128 head Anatomy 0.000 claims 1
- 239000004030 hiv protease inhibitor Substances 0.000 claims 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 1
- 239000002471 hydroxymethylglutaryl coenzyme A reductase inhibitor Substances 0.000 claims 1
- 210000000987 immune system Anatomy 0.000 claims 1
- 230000005764 inhibitory process Effects 0.000 claims 1
- 210000000936 intestine Anatomy 0.000 claims 1
- 229910052740 iodine Inorganic materials 0.000 claims 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims 1
- 210000003734 kidney Anatomy 0.000 claims 1
- 210000000867 larynx Anatomy 0.000 claims 1
- 150000007517 lewis acids Chemical class 0.000 claims 1
- 210000004185 liver Anatomy 0.000 claims 1
- 210000004072 lung Anatomy 0.000 claims 1
- 201000005249 lung adenocarcinoma Diseases 0.000 claims 1
- 210000004324 lymphatic system Anatomy 0.000 claims 1
- 208000015486 malignant pancreatic neoplasm Diseases 0.000 claims 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 1
- 230000000394 mitotic effect Effects 0.000 claims 1
- 201000006894 monocytic leukemia Diseases 0.000 claims 1
- 210000003739 neck Anatomy 0.000 claims 1
- 201000002528 pancreatic cancer Diseases 0.000 claims 1
- 208000008443 pancreatic carcinoma Diseases 0.000 claims 1
- 239000000546 pharmaceutical excipient Substances 0.000 claims 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 1
- 229940096701 plain lipid modifying drug hmg coa reductase inhibitors Drugs 0.000 claims 1
- 125000001844 prenyl group Chemical group [H]C([*])([H])C([H])=C(C([H])([H])[H])C([H])([H])[H] 0.000 claims 1
- 230000002265 prevention Effects 0.000 claims 1
- 210000002307 prostate Anatomy 0.000 claims 1
- 102000004169 proteins and genes Human genes 0.000 claims 1
- 108090000623 proteins and genes Proteins 0.000 claims 1
- 125000004076 pyridyl group Chemical group 0.000 claims 1
- 125000000714 pyrimidinyl group Chemical group 0.000 claims 1
- 238000001959 radiotherapy Methods 0.000 claims 1
- 229940075993 receptor modulator Drugs 0.000 claims 1
- 102000027483 retinoid hormone receptors Human genes 0.000 claims 1
- 108091008679 retinoid hormone receptors Proteins 0.000 claims 1
- 239000003419 rna directed dna polymerase inhibitor Substances 0.000 claims 1
- HZXJVDYQRYYYOR-UHFFFAOYSA-K scandium(iii) trifluoromethanesulfonate Chemical compound [Sc+3].[O-]S(=O)(=O)C(F)(F)F.[O-]S(=O)(=O)C(F)(F)F.[O-]S(=O)(=O)C(F)(F)F HZXJVDYQRYYYOR-UHFFFAOYSA-K 0.000 claims 1
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims 1
- 239000000849 selective androgen receptor modulator Substances 0.000 claims 1
- 208000000587 small cell lung carcinoma Diseases 0.000 claims 1
- 229910052717 sulfur Inorganic materials 0.000 claims 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims 1
- 125000001544 thienyl group Chemical group 0.000 claims 1
- 210000001685 thyroid gland Anatomy 0.000 claims 1
- 239000003558 transferase inhibitor Substances 0.000 claims 1
- AHZJKOKFZJYCLG-UHFFFAOYSA-K trifluoromethanesulfonate;ytterbium(3+) Chemical compound [Yb+3].[O-]S(=O)(=O)C(F)(F)F.[O-]S(=O)(=O)C(F)(F)F.[O-]S(=O)(=O)C(F)(F)F AHZJKOKFZJYCLG-UHFFFAOYSA-K 0.000 claims 1
- 230000004614 tumor growth Effects 0.000 claims 1
- 210000003932 urinary bladder Anatomy 0.000 claims 1
- 0 CC(C)(*)c(cc1C2OCCCC22)ccc1NC2c1cc(F)ccc1 Chemical compound CC(C)(*)c(cc1C2OCCCC22)ccc1NC2c1cc(F)ccc1 0.000 description 1
- OVYQIBQKUAZNQK-UHFFFAOYSA-N CC(C)(C)c(cc1)cc(C2OCCCC22)c1NC2c1ccccc1 Chemical compound CC(C)(C)c(cc1)cc(C2OCCCC22)c1NC2c1ccccc1 OVYQIBQKUAZNQK-UHFFFAOYSA-N 0.000 description 1
- TUTZJRZGILWWMS-DUXKGJEZSA-N CC(C)(C)c(cc1)cc([C@@H]2OCCC[C@@H]22)c1N[C@@H]2c1cccc(F)c1 Chemical compound CC(C)(C)c(cc1)cc([C@@H]2OCCC[C@@H]22)c1N[C@@H]2c1cccc(F)c1 TUTZJRZGILWWMS-DUXKGJEZSA-N 0.000 description 1
- PNGIECUQKFOIIK-KYNGSXCRSA-N CC(C)(C)c(cc1[C@H]2OCCC[C@H]22)ccc1N[C@H]2c1ccc[o]1 Chemical compound CC(C)(C)c(cc1[C@H]2OCCC[C@H]22)ccc1N[C@H]2c1ccc[o]1 PNGIECUQKFOIIK-KYNGSXCRSA-N 0.000 description 1
Applications Claiming Priority (7)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE10360154A DE10360154A1 (de) | 2003-12-20 | 2003-12-20 | Tetrahydrochinoline |
| DE10360154.6 | 2003-12-20 | ||
| US53996104P | 2004-01-30 | 2004-01-30 | |
| US60/539,961 | 2004-01-30 | ||
| DE102004026026.5 | 2004-05-27 | ||
| DE102004026026A DE102004026026A1 (de) | 2004-05-27 | 2004-05-27 | Tetrahydrochinoline |
| PCT/EP2004/014205 WO2005063735A1 (de) | 2003-12-20 | 2004-12-14 | 2- (hetero) -arylsubstituierte tetrahydrochinolinderivate |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2007515419A JP2007515419A (ja) | 2007-06-14 |
| JP2007515419A5 true JP2007515419A5 (enExample) | 2008-02-07 |
| JP5237555B2 JP5237555B2 (ja) | 2013-07-17 |
Family
ID=43969203
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2006544304A Expired - Fee Related JP5237555B2 (ja) | 2003-12-20 | 2004-12-14 | ２−（ヘテロ）アリール置換テトラヒドロキノリン誘導体 |
Country Status (14)
| Country | Link |
|---|---|
| US (1) | US7868172B2 (enExample) |
| EP (2) | EP1761515B1 (enExample) |
| JP (1) | JP5237555B2 (enExample) |
| AT (2) | ATE413393T1 (enExample) |
| AU (1) | AU2004309028B9 (enExample) |
| BR (1) | BRPI0417838A (enExample) |
| CA (1) | CA2550350C (enExample) |
| DE (1) | DE502004012458D1 (enExample) |
| DK (2) | DK1761515T3 (enExample) |
| ES (1) | ES2315727T3 (enExample) |
| PL (2) | PL2033959T3 (enExample) |
| PT (2) | PT2033959E (enExample) |
| SI (2) | SI1761515T1 (enExample) |
| WO (1) | WO2005063735A1 (enExample) |
Families Citing this family (24)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB0219660D0 (en) | 2002-08-23 | 2002-10-02 | Astrazeneca Ab | Therapeutic use |
| GB0403744D0 (en) | 2004-02-20 | 2004-03-24 | Astrazeneca Ab | Chemical process |
| GB0425854D0 (en) * | 2004-11-25 | 2004-12-29 | Astrazeneca Ab | Therapeutic treatment |
| DE102005027170A1 (de) * | 2005-06-13 | 2006-12-14 | Merck Patent Gmbh | Substituierte Tetrahydrochinoline |
| US7875721B2 (en) | 2005-08-04 | 2011-01-25 | Stc.Unm | Compounds for binding to ERα/β and GPR30, methods of treating disease states and conditions mediated through these receptors and identification thereof |
| ES2537759T3 (es) * | 2006-06-19 | 2015-06-11 | Merck Patent Gmbh | Compuestos enriquecidos enantioméricamente y proceso |
| DE102007013855A1 (de) | 2007-03-20 | 2008-09-25 | Merck Patent Gmbh | Substituierte Tetrahydrochinoline |
| DE102007013854A1 (de) * | 2007-03-20 | 2008-09-25 | Merck Patent Gmbh | Tetrahydrochinoline |
| DE102007013856A1 (de) | 2007-03-20 | 2008-09-25 | Merck Patent Gmbh | Substituierte Tetrahydropyrrolochinoline |
| DE102007021862A1 (de) * | 2007-05-10 | 2008-11-13 | Merck Patent Gmbh | Wässrige pharmazeutische Zubereitung |
| ES3014060T3 (en) * | 2007-07-19 | 2025-04-16 | Dsm Ip Assets Bv | Tablettable formulations of lipophilic health ingredients |
| US8278454B2 (en) | 2007-12-18 | 2012-10-02 | MERCK Patent Gesellschaft mit beschränkter Haftung | Process for preparing tetrahydroquinoline derivatives |
| WO2009087684A2 (en) * | 2008-01-04 | 2009-07-16 | Panjab University | Novel tetrahydroquinolines as aromatase inhibitors |
| WO2011009523A1 (en) | 2009-07-24 | 2011-01-27 | Merck Patent Gmbh | Eg5 as biomarker in rare thoracic cancer |
| EP2620438A1 (en) * | 2012-01-24 | 2013-07-31 | Laboratorios Del. Dr. Esteve, S.A. | Substituted pyrano and furanoquinolines, their preparation and use as medicaments |
| EP2647638A1 (en) * | 2012-04-02 | 2013-10-09 | Almirall, S.A. | Substituted tricyclic compounds with activity towards ep1 receptors |
| US9498540B2 (en) | 2013-03-15 | 2016-11-22 | Novartis Ag | Cell proliferation inhibitors and conjugates thereof |
| RU2720237C2 (ru) | 2013-11-18 | 2020-04-28 | Форма Терапеутикс, Инк. | Композиции, содержащие бензопиперазин, в качестве ингибиторов бромодоменов вет |
| CN105934246B (zh) | 2013-11-18 | 2019-10-22 | 福马疗法公司 | 作为bet溴域抑制剂的四氢喹啉组成物 |
| WO2017214468A1 (en) | 2016-06-09 | 2017-12-14 | Tien Yang Der | Nanodroplet compositions for the efficient delivery of anti-cancer agents |
| CN110684031B (zh) * | 2019-08-14 | 2021-07-02 | 西北大学 | 一种反式-四氢呋喃/吡喃并四氢喹啉衍生手性化合物的不对称合成方法 |
| US20230312562A1 (en) * | 2020-07-02 | 2023-10-05 | Purdue Research Foundation | Tetrahydro-3h-pyrazolo quinolone and tetrahydro-3h-pyrrolo[3,2-f]quinoline -containing compounds and uses thereof |
| JPWO2022138888A1 (enExample) | 2020-12-25 | 2022-06-30 | ||
| AU2023286251A1 (en) | 2022-06-24 | 2024-12-05 | Toray Industries, Inc. | Therapeutic agent or prophylactic agent for amyotrophic lateral sclerosis |
Family Cites Families (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA2143848C (en) * | 1992-10-01 | 2007-09-11 | W. Clark Still | Complex combinatorial chemical libraries encoded with tags |
| CN1525171A (zh) * | 1993-10-01 | 2004-09-01 | ŦԼ�и��ױ��Ǵ�ѧ���� | 用标示物编码的多元组合化学库 |
| AU4972900A (en) | 1999-04-08 | 2000-11-14 | Arch Development Corporation | Use of anti-vegf antibody to enhance radiation in cancer therapy |
| KR100731566B1 (ko) * | 1999-10-14 | 2007-06-22 | 가켄 세야쿠 가부시키가이샤 | 테트라히드로퀴놀린 유도체 |
| WO2002078639A2 (en) * | 2001-03-29 | 2002-10-10 | Bristol-Myers Squibb Company | A method of treating proliferative diseases using eg5 inhibitors |
| US7250423B2 (en) | 2001-09-24 | 2007-07-31 | Chao-Jun Li | Methods for synthesizing heterocycles and therapeutic use of the heterocycles for cancers |
| DE10236910A1 (de) * | 2002-08-12 | 2004-03-11 | Grünenthal GmbH | Substituierte 1,2,3,4-Tetrahydrochinolinderivate |
-
2004
- 2004-12-14 PL PL08014660T patent/PL2033959T3/pl unknown
- 2004-12-14 AU AU2004309028A patent/AU2004309028B9/en not_active Ceased
- 2004-12-14 PT PT08014660T patent/PT2033959E/pt unknown
- 2004-12-14 BR BRPI0417838-6A patent/BRPI0417838A/pt not_active IP Right Cessation
- 2004-12-14 CA CA2550350A patent/CA2550350C/en not_active Expired - Fee Related
- 2004-12-14 SI SI200430985T patent/SI1761515T1/sl unknown
- 2004-12-14 ES ES04803833T patent/ES2315727T3/es not_active Expired - Lifetime
- 2004-12-14 DK DK04803833T patent/DK1761515T3/da active
- 2004-12-14 WO PCT/EP2004/014205 patent/WO2005063735A1/de not_active Ceased
- 2004-12-14 PL PL04803833T patent/PL1761515T3/pl unknown
- 2004-12-14 EP EP04803833A patent/EP1761515B1/de not_active Expired - Lifetime
- 2004-12-14 AT AT04803833T patent/ATE413393T1/de active
- 2004-12-14 US US10/583,689 patent/US7868172B2/en not_active Expired - Fee Related
- 2004-12-14 SI SI200431714T patent/SI2033959T1/sl unknown
- 2004-12-14 PT PT04803833T patent/PT1761515E/pt unknown
- 2004-12-14 AT AT08014660T patent/ATE507220T1/de active
- 2004-12-14 DK DK08014660.8T patent/DK2033959T3/da active
- 2004-12-14 EP EP08014660A patent/EP2033959B1/de not_active Expired - Lifetime
- 2004-12-14 JP JP2006544304A patent/JP5237555B2/ja not_active Expired - Fee Related
- 2004-12-14 DE DE502004012458T patent/DE502004012458D1/de not_active Expired - Lifetime
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