JP2013510814A5 - - Google Patents
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- Publication number
- JP2013510814A5 JP2013510814A5 JP2012538292A JP2012538292A JP2013510814A5 JP 2013510814 A5 JP2013510814 A5 JP 2013510814A5 JP 2012538292 A JP2012538292 A JP 2012538292A JP 2012538292 A JP2012538292 A JP 2012538292A JP 2013510814 A5 JP2013510814 A5 JP 2013510814A5
- Authority
- JP
- Japan
- Prior art keywords
- formula
- hydrogen
- compound represented
- fluoro
- pharmaceutically acceptable
- 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 description 18
- 229910052739 hydrogen Inorganic materials 0.000 claims description 15
- 239000001257 hydrogen Substances 0.000 claims description 15
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 14
- 125000001153 fluoro group Chemical group F* 0.000 claims description 12
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims description 4
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 4
- 125000002971 oxazolyl group Chemical group 0.000 claims description 4
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 4
- 125000004076 pyridyl group Chemical group 0.000 claims description 4
- 125000001424 substituent group Chemical group 0.000 claims description 4
- 125000002883 imidazolyl group Chemical group 0.000 claims description 3
- 125000001786 isothiazolyl group Chemical group 0.000 claims description 3
- 125000000842 isoxazolyl group Chemical group 0.000 claims description 3
- 125000003226 pyrazolyl group Chemical group 0.000 claims description 3
- 125000000714 pyrimidinyl group Chemical group 0.000 claims description 3
- 125000000335 thiazolyl group Chemical group 0.000 claims description 3
- 125000001544 thienyl group Chemical group 0.000 claims description 3
- 125000000229 (C1-C4)alkoxy group Chemical group 0.000 claims description 2
- 125000006570 (C5-C6) heteroaryl group Chemical group 0.000 claims description 2
- 125000001246 bromo group Chemical group Br* 0.000 claims description 2
- 125000001309 chloro group Chemical group Cl* 0.000 claims description 2
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 2
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 2
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 2
- 239000012453 solvate Substances 0.000 claims 10
- 150000003839 salts Chemical class 0.000 claims 7
- 239000008194 pharmaceutical composition Substances 0.000 claims 5
- 239000002585 base Substances 0.000 claims 4
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 4
- 239000002253 acid Substances 0.000 claims 3
- 238000004519 manufacturing process Methods 0.000 claims 3
- 230000002062 proliferating effect Effects 0.000 claims 3
- PQXJWVWZZGZNBE-VBKFSLOCSA-N (z)-2-anilino-4-phenylbut-2-enenitrile Chemical compound C=1C=CC=CC=1C/C=C(/C#N)NC1=CC=CC=C1 PQXJWVWZZGZNBE-VBKFSLOCSA-N 0.000 claims 2
- YNGDWRXWKFWCJY-UHFFFAOYSA-N 1,4-Dihydropyridine Chemical compound C1C=CNC=C1 YNGDWRXWKFWCJY-UHFFFAOYSA-N 0.000 claims 2
- 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 2
- 229940126062 Compound A Drugs 0.000 claims 2
- NLDMNSXOCDLTTB-UHFFFAOYSA-N Heterophylliin A Natural products O1C2COC(=O)C3=CC(O)=C(O)C(O)=C3C3=C(O)C(O)=C(O)C=C3C(=O)OC2C(OC(=O)C=2C=C(O)C(O)=C(O)C=2)C(O)C1OC(=O)C1=CC(O)=C(O)C(O)=C1 NLDMNSXOCDLTTB-UHFFFAOYSA-N 0.000 claims 2
- -1 chloro, cyano, methyl Chemical group 0.000 claims 2
- 239000012024 dehydrating agents Substances 0.000 claims 2
- 239000003814 drug Substances 0.000 claims 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 2
- 150000004677 hydrates Chemical class 0.000 claims 2
- 238000000034 method Methods 0.000 claims 2
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims 2
- 238000007069 methylation reaction Methods 0.000 claims 2
- 230000002265 prevention Effects 0.000 claims 2
- 239000002904 solvent Substances 0.000 claims 2
- 229940124597 therapeutic agent Drugs 0.000 claims 2
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 2
- 206010028980 Neoplasm Diseases 0.000 claims 1
- 239000002671 adjuvant Substances 0.000 claims 1
- 239000002246 antineoplastic agent Substances 0.000 claims 1
- 201000011510 cancer Diseases 0.000 claims 1
- 125000001028 difluoromethyl group Chemical group [H]C(F)(F)* 0.000 claims 1
- 201000010099 disease Diseases 0.000 claims 1
- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 claims 1
- 125000004785 fluoromethoxy group Chemical group [H]C([H])(F)O* 0.000 claims 1
- 150000002431 hydrogen Chemical class 0.000 claims 1
- 125000004432 carbon atom Chemical group C* 0.000 description 2
- 125000006163 5-membered heteroaryl group Chemical group 0.000 description 1
- 125000006164 6-membered heteroaryl group Chemical group 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 125000004122 cyclic group Chemical group 0.000 description 1
- 125000002541 furyl group Chemical group 0.000 description 1
- 125000001072 heteroaryl group Chemical group 0.000 description 1
- 125000005842 heteroatom Chemical group 0.000 description 1
- 125000002950 monocyclic group Chemical group 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 125000003373 pyrazinyl group Chemical group 0.000 description 1
- 125000002098 pyridazinyl group Chemical group 0.000 description 1
- 125000000168 pyrrolyl group Chemical group 0.000 description 1
- 125000006413 ring segment Chemical group 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP09175642 | 2009-11-11 | ||
| EP09175642.9 | 2009-11-11 | ||
| PCT/EP2010/066983 WO2011069761A1 (en) | 2009-11-11 | 2010-11-08 | Fluoro-substituted 2-aryl-3,5-dicyano-4-indazolyl-6-methyl-1,4-dihydropyridines and uses thereof |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2013510814A JP2013510814A (ja) | 2013-03-28 |
| JP2013510814A5 true JP2013510814A5 (https=) | 2014-12-25 |
| JP5753182B2 JP5753182B2 (ja) | 2015-07-22 |
Family
ID=43629143
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2012538292A Expired - Fee Related JP5753182B2 (ja) | 2009-11-11 | 2010-11-08 | フルオロ置換２−アリール−３，５−ジシアノ−４−インダゾリル−６−メチル−１，４−ジヒドロピリジンおよびその使用 |
Country Status (7)
| Country | Link |
|---|---|
| US (1) | US9018234B2 (https=) |
| EP (1) | EP2499124B1 (https=) |
| JP (1) | JP5753182B2 (https=) |
| CN (1) | CN102666525B (https=) |
| CA (1) | CA2777907C (https=) |
| ES (1) | ES2549132T3 (https=) |
| WO (1) | WO2011069761A1 (https=) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104513253A (zh) | 2013-10-01 | 2015-04-15 | 南京波尔泰药业科技有限公司 | 用于治疗增殖性疾病的大环化合物 |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3635977A (en) | 1969-11-03 | 1972-01-18 | American Cyanamid Co | Certain 6-trifluoromethylcytosines and thiocytosines their synthesis and their use in the synthesis of uracisls and thiouracil |
| US20070185152A1 (en) | 2004-03-02 | 2007-08-09 | Smithkline Beecham Corporation | Inhibitors of akt activity |
| US20090298872A1 (en) | 2004-12-13 | 2009-12-03 | Irm Llc | Compounds and compositions as modulators of steroidal receptors and calcium channel activities |
| US20060188938A1 (en) | 2005-01-07 | 2006-08-24 | Mullan Michael J | Compounds for inhibiting beta-amyloid production and methods of identifying the compounds |
| ES2396160T3 (es) | 2006-12-14 | 2013-02-19 | Bayer Intellectual Property Gmbh | Derivados de DIHIDROPIRIDINA que utiliza como inhibidores de la proteina quinasa |
-
2010
- 2010-11-08 CA CA2777907A patent/CA2777907C/en not_active Expired - Fee Related
- 2010-11-08 EP EP10775812.0A patent/EP2499124B1/en not_active Not-in-force
- 2010-11-08 JP JP2012538292A patent/JP5753182B2/ja not_active Expired - Fee Related
- 2010-11-08 US US13/509,047 patent/US9018234B2/en not_active Expired - Fee Related
- 2010-11-08 ES ES10775812.0T patent/ES2549132T3/es active Active
- 2010-11-08 CN CN201080050319.5A patent/CN102666525B/zh not_active Expired - Fee Related
- 2010-11-08 WO PCT/EP2010/066983 patent/WO2011069761A1/en not_active Ceased
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