JP2008546753A5 - - Google Patents
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- Publication number
- JP2008546753A5 JP2008546753A5 JP2008517591A JP2008517591A JP2008546753A5 JP 2008546753 A5 JP2008546753 A5 JP 2008546753A5 JP 2008517591 A JP2008517591 A JP 2008517591A JP 2008517591 A JP2008517591 A JP 2008517591A JP 2008546753 A5 JP2008546753 A5 JP 2008546753A5
- Authority
- JP
- Japan
- Prior art keywords
- phenyl
- amino
- pyrazol
- hydrogen
- propan
- 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.)
- Withdrawn
Links
- 229910052739 hydrogen Inorganic materials 0.000 claims 25
- 239000001257 hydrogen Substances 0.000 claims 25
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 16
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims 9
- RWRDLPDLKQPQOW-UHFFFAOYSA-N Pyrrolidine Chemical compound C1CCNC1 RWRDLPDLKQPQOW-UHFFFAOYSA-N 0.000 claims 9
- 239000011737 fluorine Substances 0.000 claims 9
- 229910052731 fluorine Inorganic materials 0.000 claims 9
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 9
- 150000001875 compounds Chemical class 0.000 claims 8
- 150000002431 hydrogen Chemical class 0.000 claims 8
- 125000001183 hydrocarbyl group Chemical group 0.000 claims 7
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 7
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims 6
- 125000004432 carbon atom Chemical group C* 0.000 claims 6
- 229910052757 nitrogen Inorganic materials 0.000 claims 6
- 150000003839 salts Chemical class 0.000 claims 6
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims 5
- 229910052801 chlorine Inorganic materials 0.000 claims 5
- 239000000460 chlorine Substances 0.000 claims 5
- 229910052736 halogen Inorganic materials 0.000 claims 5
- 150000002367 halogens Chemical class 0.000 claims 5
- 239000012453 solvate Substances 0.000 claims 5
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 5
- 125000003545 alkoxy group Chemical group 0.000 claims 4
- 125000002837 carbocyclic group Chemical group 0.000 claims 4
- 125000000623 heterocyclic group Chemical group 0.000 claims 4
- -1 hydroxy, amino, methylamino, dimethylamino Chemical group 0.000 claims 4
- 229910052760 oxygen Inorganic materials 0.000 claims 4
- 125000003386 piperidinyl group Chemical group 0.000 claims 4
- 150000001204 N-oxides Chemical class 0.000 claims 3
- HONIICLYMWZJFZ-UHFFFAOYSA-N azetidine Chemical compound C1CNC1 HONIICLYMWZJFZ-UHFFFAOYSA-N 0.000 claims 3
- 125000004093 cyano group Chemical group *C#N 0.000 claims 3
- 125000001424 substituent group Chemical group 0.000 claims 3
- 229910052717 sulfur Inorganic materials 0.000 claims 3
- JYYGTRCJLXYFEO-SFHVURJKSA-N (1s)-3-amino-1-(4-chlorophenyl)-1-[4-(1h-pyrazol-4-yl)phenyl]propan-1-ol Chemical compound C1([C@](O)(CCN)C=2C=CC(=CC=2)C2=CNN=C2)=CC=C(Cl)C=C1 JYYGTRCJLXYFEO-SFHVURJKSA-N 0.000 claims 2
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims 2
- 125000002252 acyl group Chemical group 0.000 claims 2
- 125000000217 alkyl group Chemical group 0.000 claims 2
- 125000003277 amino group Chemical group 0.000 claims 2
- 125000004786 difluoromethoxy group Chemical group [H]C(F)(F)O* 0.000 claims 2
- 125000004430 oxygen atom Chemical group O* 0.000 claims 2
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 2
- 229920006395 saturated elastomer Polymers 0.000 claims 2
- 125000000876 trifluoromethoxy group Chemical group FC(F)(F)O* 0.000 claims 2
- JYYGTRCJLXYFEO-GOSISDBHSA-N (1r)-3-amino-1-(4-chlorophenyl)-1-[4-(1h-pyrazol-4-yl)phenyl]propan-1-ol Chemical compound C1([C@@](O)(CCN)C=2C=CC(=CC=2)C2=CNN=C2)=CC=C(Cl)C=C1 JYYGTRCJLXYFEO-GOSISDBHSA-N 0.000 claims 1
- VGXYZNHLKNAYFC-UHFFFAOYSA-N 1-(4-chlorophenyl)-3-(methylamino)-1-[4-(1h-pyrazol-4-yl)phenyl]propan-1-ol Chemical compound C=1C=C(C2=CNN=C2)C=CC=1C(O)(CCNC)C1=CC=C(Cl)C=C1 VGXYZNHLKNAYFC-UHFFFAOYSA-N 0.000 claims 1
- GTTQGMWEXMHLGG-UHFFFAOYSA-N 3-(4-chlorophenyl)-3-methoxy-3-[4-(1h-pyrazol-4-yl)phenyl]propan-1-amine Chemical compound C=1C=C(C2=CNN=C2)C=CC=1C(CCN)(OC)C1=CC=C(Cl)C=C1 GTTQGMWEXMHLGG-UHFFFAOYSA-N 0.000 claims 1
- AKBABZSXOZUSPT-UHFFFAOYSA-N 3-amino-1-(3,4-dichlorophenyl)-1-[4-(1h-pyrazol-4-yl)phenyl]propan-1-ol Chemical compound C=1C=C(Cl)C(Cl)=CC=1C(O)(CCN)C(C=C1)=CC=C1C=1C=NNC=1 AKBABZSXOZUSPT-UHFFFAOYSA-N 0.000 claims 1
- AAOXUNCIEAULRC-UHFFFAOYSA-N 3-amino-1-(3-chlorophenyl)-1-[4-(1h-pyrazol-4-yl)phenyl]propan-1-ol Chemical compound C=1C=CC(Cl)=CC=1C(O)(CCN)C(C=C1)=CC=C1C=1C=NNC=1 AAOXUNCIEAULRC-UHFFFAOYSA-N 0.000 claims 1
- POHSOPYNOJLJMO-UHFFFAOYSA-N 3-amino-1-(4-chloro-2-fluorophenyl)-1-[4-(1h-pyrazol-4-yl)phenyl]propan-1-ol Chemical compound C=1C=C(Cl)C=C(F)C=1C(O)(CCN)C(C=C1)=CC=C1C=1C=NNC=1 POHSOPYNOJLJMO-UHFFFAOYSA-N 0.000 claims 1
- MDEXOXYBMNQIIB-UHFFFAOYSA-N 3-amino-1-(4-chloro-3-fluorophenyl)-1-[4-(1h-pyrazol-4-yl)phenyl]propan-1-ol Chemical compound C=1C=C(Cl)C(F)=CC=1C(O)(CCN)C(C=C1)=CC=C1C=1C=NNC=1 MDEXOXYBMNQIIB-UHFFFAOYSA-N 0.000 claims 1
- PYLCLHQEAGMZRS-UHFFFAOYSA-N 3-amino-1-(4-chloro-3-morpholin-4-ylphenyl)-1-[4-(1h-pyrazol-4-yl)phenyl]propan-1-ol Chemical compound C=1C=C(Cl)C(N2CCOCC2)=CC=1C(O)(CCN)C(C=C1)=CC=C1C=1C=NNC=1 PYLCLHQEAGMZRS-UHFFFAOYSA-N 0.000 claims 1
- MRNOYQYNVXIOPN-UHFFFAOYSA-N 3-amino-1-(4-chlorophenyl)-1-[2-fluoro-4-(1h-pyrazol-4-yl)phenyl]propan-1-ol Chemical compound C=1C=C(C2=CNN=C2)C=C(F)C=1C(O)(CCN)C1=CC=C(Cl)C=C1 MRNOYQYNVXIOPN-UHFFFAOYSA-N 0.000 claims 1
- KXMCCZFCTGWROJ-UHFFFAOYSA-N 3-amino-1-(4-chlorophenyl)-1-[2-methyl-4-(1h-pyrazol-4-yl)phenyl]propan-1-ol Chemical compound CC1=CC(C2=CNN=C2)=CC=C1C(O)(CCN)C1=CC=C(Cl)C=C1 KXMCCZFCTGWROJ-UHFFFAOYSA-N 0.000 claims 1
- DTXFVYVTJKJFJV-UHFFFAOYSA-N 3-amino-1-(4-chlorophenyl)-1-[3-fluoro-4-(1h-pyrazol-4-yl)phenyl]propan-1-ol Chemical compound C=1C=C(C2=CNN=C2)C(F)=CC=1C(O)(CCN)C1=CC=C(Cl)C=C1 DTXFVYVTJKJFJV-UHFFFAOYSA-N 0.000 claims 1
- JYYGTRCJLXYFEO-UHFFFAOYSA-N 3-amino-1-(4-chlorophenyl)-1-[4-(1h-pyrazol-4-yl)phenyl]propan-1-ol Chemical compound C=1C=C(C2=CNN=C2)C=CC=1C(O)(CCN)C1=CC=C(Cl)C=C1 JYYGTRCJLXYFEO-UHFFFAOYSA-N 0.000 claims 1
- INWYVDKTTUWCHR-UHFFFAOYSA-N 3-amino-1-(4-chlorophenyl)-1-[4-(5-methyl-1h-pyrazol-4-yl)phenyl]propan-1-ol Chemical compound CC1=NNC=C1C1=CC=C(C(O)(CCN)C=2C=CC(Cl)=CC=2)C=C1 INWYVDKTTUWCHR-UHFFFAOYSA-N 0.000 claims 1
- CIONLJLQCHSDAO-UHFFFAOYSA-N 3-amino-1-(4-chlorophenyl)-1-[4-[5-(trifluoromethyl)-1h-pyrazol-4-yl]phenyl]propan-1-ol Chemical compound C=1C=C(C=2C(=NNC=2)C(F)(F)F)C=CC=1C(O)(CCN)C1=CC=C(Cl)C=C1 CIONLJLQCHSDAO-UHFFFAOYSA-N 0.000 claims 1
- KUCDUBCYNURCJQ-UHFFFAOYSA-N 3-amino-1-(4-chlorophenyl)-1-[6-(1h-pyrazol-4-yl)pyridin-3-yl]propan-1-ol Chemical compound C=1C=C(C2=CNN=C2)N=CC=1C(O)(CCN)C1=CC=C(Cl)C=C1 KUCDUBCYNURCJQ-UHFFFAOYSA-N 0.000 claims 1
- YFHQSYJCXHPCHG-UHFFFAOYSA-N 3-amino-1-(4-chlorophenyl)-3-methyl-1-[4-(1h-pyrazol-4-yl)phenyl]butan-1-ol Chemical compound C=1C=C(C2=CNN=C2)C=CC=1C(O)(CC(C)(N)C)C1=CC=C(Cl)C=C1 YFHQSYJCXHPCHG-UHFFFAOYSA-N 0.000 claims 1
- MOYRCWCIIFPQFZ-UHFFFAOYSA-N 3-amino-1-(4-tert-butylphenyl)-1-[4-(1h-pyrazol-4-yl)phenyl]propan-1-ol Chemical compound C1=CC(C(C)(C)C)=CC=C1C(O)(CCN)C1=CC=C(C2=CNN=C2)C=C1 MOYRCWCIIFPQFZ-UHFFFAOYSA-N 0.000 claims 1
- IKNCRKFARSTZST-UHFFFAOYSA-N 3-amino-1-(5-chloropyridin-2-yl)-1-[4-(1h-pyrazol-4-yl)phenyl]propan-1-ol Chemical compound C=1C=C(Cl)C=NC=1C(O)(CCN)C(C=C1)=CC=C1C=1C=NNC=1 IKNCRKFARSTZST-UHFFFAOYSA-N 0.000 claims 1
- RQUFUOBUNKHGNM-UHFFFAOYSA-N 3-amino-1-(5-chlorothiophen-2-yl)-1-[4-(1h-pyrazol-4-yl)phenyl]propan-1-ol Chemical compound C=1C=C(C2=CNN=C2)C=CC=1C(O)(CCN)C1=CC=C(Cl)S1 RQUFUOBUNKHGNM-UHFFFAOYSA-N 0.000 claims 1
- RPFYUPNKXBVZLZ-UHFFFAOYSA-N 3-amino-1-[4-(1h-pyrazol-4-yl)phenyl]-1-[4-(trifluoromethoxy)phenyl]propan-1-ol Chemical compound C=1C=C(C2=CNN=C2)C=CC=1C(O)(CCN)C1=CC=C(OC(F)(F)F)C=C1 RPFYUPNKXBVZLZ-UHFFFAOYSA-N 0.000 claims 1
- VHARUESEFHPEAR-UHFFFAOYSA-N 3-amino-1-[4-(1h-pyrazol-4-yl)phenyl]-1-[4-(trifluoromethyl)phenyl]propan-1-ol Chemical compound C=1C=C(C(F)(F)F)C=CC=1C(O)(CCN)C(C=C1)=CC=C1C=1C=NNC=1 VHARUESEFHPEAR-UHFFFAOYSA-N 0.000 claims 1
- NUZYCJLKNXSNFM-UHFFFAOYSA-N 4-amino-1-(4-chlorophenyl)-1-[4-(1h-pyrazol-4-yl)phenyl]butan-1-ol Chemical compound C=1C=C(C2=CNN=C2)C=CC=1C(O)(CCCN)C1=CC=C(Cl)C=C1 NUZYCJLKNXSNFM-UHFFFAOYSA-N 0.000 claims 1
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 claims 1
- 241000124008 Mammalia Species 0.000 claims 1
- 206010028980 Neoplasm Diseases 0.000 claims 1
- 230000002159 abnormal effect Effects 0.000 claims 1
- 230000006907 apoptotic process Effects 0.000 claims 1
- 125000003118 aryl group Chemical group 0.000 claims 1
- HGSSNGXZTRTZRD-UHFFFAOYSA-N azetidin-3-yl-(4-chlorophenyl)-[4-(1h-pyrazol-4-yl)phenyl]methanol Chemical compound C=1C=C(Cl)C=CC=1C(C=1C=CC(=CC=1)C1=CNN=C1)(O)C1CNC1 HGSSNGXZTRTZRD-UHFFFAOYSA-N 0.000 claims 1
- 125000002619 bicyclic group Chemical group 0.000 claims 1
- 201000011510 cancer Diseases 0.000 claims 1
- 125000006297 carbonyl amino group Chemical group [H]N([*:2])C([*:1])=O 0.000 claims 1
- 230000004663 cell proliferation Effects 0.000 claims 1
- 125000004122 cyclic group Chemical group 0.000 claims 1
- 201000010099 disease Diseases 0.000 claims 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 1
- 125000001072 heteroaryl group Chemical group 0.000 claims 1
- 125000005842 heteroatom Chemical group 0.000 claims 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 1
- 125000004356 hydroxy functional group Chemical group O* 0.000 claims 1
- 125000002883 imidazolyl group Chemical group 0.000 claims 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims 1
- 125000002950 monocyclic group Chemical group 0.000 claims 1
- 125000002911 monocyclic heterocycle group Chemical group 0.000 claims 1
- 125000002757 morpholinyl group Chemical group 0.000 claims 1
- 125000004433 nitrogen atom Chemical group N* 0.000 claims 1
- 125000004043 oxo group Chemical group O=* 0.000 claims 1
- 239000008194 pharmaceutical composition Substances 0.000 claims 1
- 125000004193 piperazinyl group Chemical group 0.000 claims 1
- 125000000719 pyrrolidinyl group Chemical group 0.000 claims 1
Applications Claiming Priority (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US69248205P | 2005-06-21 | 2005-06-21 | |
| GB0512642A GB0512642D0 (en) | 2005-06-21 | 2005-06-21 | Pharmaceutical compounds |
| US74414106P | 2006-04-03 | 2006-04-03 | |
| PCT/GB2006/002287 WO2006136830A1 (en) | 2005-06-21 | 2006-06-21 | Aryl-alkylamines and heteroaryl-alkylamines as protein kinase inhibitors |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2008546753A JP2008546753A (ja) | 2008-12-25 |
| JP2008546753A5 true JP2008546753A5 (enExample) | 2009-08-06 |
Family
ID=37103276
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2008517591A Withdrawn JP2008546753A (ja) | 2005-06-21 | 2006-06-21 | タンパク質キナーゼの阻害剤としてのアリール−アルキルアミンおよびヘテロアリール−アルキルアミン |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US20100210617A1 (enExample) |
| EP (1) | EP1904451A1 (enExample) |
| JP (1) | JP2008546753A (enExample) |
| AR (1) | AR054485A1 (enExample) |
| UY (1) | UY29610A1 (enExample) |
| WO (1) | WO2006136830A1 (enExample) |
Families Citing this family (23)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP2228369A1 (en) | 2003-12-23 | 2010-09-15 | Astex Therapeutics Ltd. | Pyrazole derivatives as protein kinase modulators |
| US8343953B2 (en) | 2005-06-22 | 2013-01-01 | Astex Therapeutics Limited | Pharmaceutical compounds |
| WO2006136837A2 (en) | 2005-06-23 | 2006-12-28 | Astex Therapeutics Limited | Pharmaceutical combinations comprising pyrazole derivatives as protein kinase modulators |
| AU2007238878A1 (en) * | 2006-04-11 | 2007-10-25 | Merck Sharp & Dohme Corp. | Diaryl substituted alkanes |
| DE602007011628D1 (de) | 2006-07-06 | 2011-02-10 | Array Biopharma Inc | Dihydrofuropyrimidine als akt-proteinkinaseinhibitoren |
| RU2481336C2 (ru) | 2006-07-06 | 2013-05-10 | Эррэй Биофарма Инк. | Циклопента(d)пиримидины в качестве ингибиторов протеинкиназ акт |
| WO2008006039A1 (en) | 2006-07-06 | 2008-01-10 | Array Biopharma Inc. | Dihydrothieno pyrimidines as akt protein kinase inhibitors |
| US8063050B2 (en) | 2006-07-06 | 2011-11-22 | Array Biopharma Inc. | Hydroxylated and methoxylated pyrimidyl cyclopentanes as AKT protein kinase inhibitors |
| ATE543810T1 (de) * | 2006-09-01 | 2012-02-15 | Merck Sharp & Dohme | Hemmer des 5-lipoxygenase aktivierenden proteins (flap) |
| GB0704932D0 (en) * | 2007-03-14 | 2007-04-25 | Astex Therapeutics Ltd | Pharmaceutical compounds |
| CA2692502C (en) | 2007-07-05 | 2016-03-01 | Array Biopharma Inc. | Pyrimidyl cyclopentanes as akt protein kinase inhibitors |
| US9409886B2 (en) | 2007-07-05 | 2016-08-09 | Array Biopharma Inc. | Pyrimidyl cyclopentanes as AKT protein kinase inhibitors |
| MX2009014013A (es) | 2007-07-05 | 2010-01-28 | Array Biopharma Inc | Pirimidil ciclopentanos como inhibidores de la proteina cinasa akt. |
| US8846683B2 (en) | 2007-07-05 | 2014-09-30 | Array Biopharma, Inc. | Pyrimidyl cyclopentanes as Akt protein kinase inhibitors |
| US8835434B2 (en) | 2008-01-09 | 2014-09-16 | Array Biopharma, Inc. | Hydroxylated pyrimidyl cyclopentanes as akt protein kinase inhibitors |
| US8853216B2 (en) | 2008-01-09 | 2014-10-07 | Array Biopharma, Inc. | Hydroxylated pyrimidyl cyclopentane as AKT protein kinase inhibitor |
| TR201815685T4 (tr) | 2011-04-01 | 2018-11-21 | Genentech Inc | Kanser tedavisi için akt ve mek inhibe edici bileşiklerin kombinasyonları. |
| FI2694072T4 (fi) | 2011-04-01 | 2024-09-30 | Genentech Inc | Akt-inhibiittoriyhdisteen ja abirateronin yhdistelmä käytettäväksi terapeuttisissa hoidoissa |
| CN115448923B (zh) * | 2018-02-13 | 2024-03-22 | 上海青煜医药科技有限公司 | 嘧啶并环化合物及其制备方法和应用 |
| TWI904157B (zh) | 2020-04-30 | 2025-11-11 | 瑞士商愛杜西亞製藥有限公司 | Ccr6受體調節劑 |
| WO2023057548A1 (en) | 2021-10-07 | 2023-04-13 | Idorsia Pharmaceuticals Ltd | Ccr6 receptor modulators |
| JP2024539987A (ja) * | 2021-10-26 | 2024-10-31 | イドルシア・ファーマシューティカルズ・リミテッド | Ｃｃｒ６受容体調節剤 |
| ES3073199T3 (en) * | 2021-10-28 | 2026-07-09 | Idorsia Pharmaceuticals Ltd | Ccr6 receptor modulators |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP2228369A1 (en) * | 2003-12-23 | 2010-09-15 | Astex Therapeutics Ltd. | Pyrazole derivatives as protein kinase modulators |
| UY29177A1 (es) * | 2004-10-25 | 2006-05-31 | Astex Therapeutics Ltd | Derivados sustituidos de purina, purinona y deazapurina, composiciones que los contienen métodos para su preparación y sus usos |
-
2006
- 2006-06-20 UY UY29610A patent/UY29610A1/es not_active Application Discontinuation
- 2006-06-20 AR ARP060102630A patent/AR054485A1/es not_active Application Discontinuation
- 2006-06-21 EP EP06755591A patent/EP1904451A1/en not_active Withdrawn
- 2006-06-21 US US11/993,835 patent/US20100210617A1/en not_active Abandoned
- 2006-06-21 JP JP2008517591A patent/JP2008546753A/ja not_active Withdrawn
- 2006-06-21 WO PCT/GB2006/002287 patent/WO2006136830A1/en not_active Ceased
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