JP2010505757A5 - - Google Patents
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- Publication number
- JP2010505757A5 JP2010505757A5 JP2009529767A JP2009529767A JP2010505757A5 JP 2010505757 A5 JP2010505757 A5 JP 2010505757A5 JP 2009529767 A JP2009529767 A JP 2009529767A JP 2009529767 A JP2009529767 A JP 2009529767A JP 2010505757 A5 JP2010505757 A5 JP 2010505757A5
- Authority
- JP
- Japan
- Prior art keywords
- amino
- methyl
- alkyl
- pyrrol
- carbonyl
- 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
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- 150000001875 compounds Chemical class 0.000 claims 43
- 125000005843 halogen group Chemical group 0.000 claims 21
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims 19
- 125000001424 substituent group Chemical group 0.000 claims 19
- 125000004093 cyano group Chemical group *C#N 0.000 claims 15
- 125000000217 alkyl group Chemical group 0.000 claims 13
- 125000003118 aryl group Chemical group 0.000 claims 10
- 229910052799 carbon Inorganic materials 0.000 claims 10
- 239000012634 fragment Substances 0.000 claims 10
- 229910052739 hydrogen Inorganic materials 0.000 claims 10
- 241000700605 Viruses Species 0.000 claims 8
- 125000000623 heterocyclic group Chemical group 0.000 claims 8
- 229910052760 oxygen Inorganic materials 0.000 claims 8
- 229910052717 sulfur Inorganic materials 0.000 claims 8
- 241000894006 Bacteria Species 0.000 claims 7
- 241000233866 Fungi Species 0.000 claims 7
- 125000005842 heteroatom Chemical group 0.000 claims 7
- 208000015181 infectious disease Diseases 0.000 claims 7
- 230000000813 microbial effect Effects 0.000 claims 7
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims 6
- -1 1-Methyl-1H-pyrrol-2-yl Chemical group 0.000 claims 5
- 206010028980 Neoplasm Diseases 0.000 claims 5
- 125000003545 alkoxy group Chemical group 0.000 claims 5
- 201000011510 cancer Diseases 0.000 claims 5
- 239000003814 drug Substances 0.000 claims 5
- 125000001624 naphthyl group Chemical group 0.000 claims 5
- 239000013066 combination product Substances 0.000 claims 4
- 229940127555 combination product Drugs 0.000 claims 4
- 150000003839 salts Chemical class 0.000 claims 4
- 239000012453 solvate Substances 0.000 claims 4
- 230000004543 DNA replication Effects 0.000 claims 3
- 239000004480 active ingredient Substances 0.000 claims 3
- 239000002671 adjuvant Substances 0.000 claims 3
- 125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 claims 3
- 239000003085 diluting agent Substances 0.000 claims 3
- 201000010099 disease Diseases 0.000 claims 3
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 3
- 238000009472 formulation Methods 0.000 claims 3
- 238000000034 method Methods 0.000 claims 3
- 239000000203 mixture Substances 0.000 claims 3
- 125000004433 nitrogen atom Chemical group N* 0.000 claims 3
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 3
- 125000004172 4-methoxyphenyl group Chemical group [H]C1=C([H])C(OC([H])([H])[H])=C([H])C([H])=C1* 0.000 claims 2
- 108020004414 DNA Proteins 0.000 claims 2
- 125000002947 alkylene group Chemical group 0.000 claims 2
- 230000000843 anti-fungal effect Effects 0.000 claims 2
- 230000000840 anti-viral effect Effects 0.000 claims 2
- 229940121375 antifungal agent Drugs 0.000 claims 2
- 239000004599 antimicrobial Substances 0.000 claims 2
- 230000001580 bacterial effect Effects 0.000 claims 2
- 125000002618 bicyclic heterocycle group Chemical group 0.000 claims 2
- 229940079593 drug Drugs 0.000 claims 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 2
- 230000002538 fungal effect Effects 0.000 claims 2
- 230000002401 inhibitory effect Effects 0.000 claims 2
- 238000004519 manufacturing process Methods 0.000 claims 2
- 244000000010 microbial pathogen Species 0.000 claims 2
- 239000008194 pharmaceutical composition Substances 0.000 claims 2
- HMVHRXVRHUDSNO-UHFFFAOYSA-N 1-methyl-n-(2-morpholin-4-ylethyl)pyrrole-2-carboxamide Chemical compound CN1C=CC=C1C(=O)NCCN1CCOCC1 HMVHRXVRHUDSNO-UHFFFAOYSA-N 0.000 claims 1
- OEKXCVYZBVOWBR-BQYQJAHWSA-N 1-methyl-n-[1-methyl-5-(2-morpholin-4-ylethylcarbamoyl)pyrrol-3-yl]-4-[[4-[(e)-2-quinolin-3-ylethenyl]benzoyl]amino]pyrrole-2-carboxamide Chemical compound CN1C=C(NC(=O)C=2N(C=C(NC(=O)C=3C=CC(\C=C\C=4C=C5C=CC=CC5=NC=4)=CC=3)C=2)C)C=C1C(=O)NCCN1CCOCC1 OEKXCVYZBVOWBR-BQYQJAHWSA-N 0.000 claims 1
- SGHWSIRJRUGKLY-CSKARUKUSA-N 1-methyl-n-[1-methyl-5-[[1-methyl-5-(2-morpholin-4-ylethylcarbamoyl)pyrrol-3-yl]carbamoyl]pyrrol-3-yl]-4-[(e)-2-quinolin-2-ylethenyl]pyrrole-2-carboxamide Chemical compound CN1C=C(NC(=O)C=2N(C=C(NC(=O)C=3N(C=C(\C=C\C=4N=C5C=CC=CC5=CC=4)C=3)C)C=2)C)C=C1C(=O)NCCN1CCOCC1 SGHWSIRJRUGKLY-CSKARUKUSA-N 0.000 claims 1
- ZFEGNATUXMHHOE-CMDGGOBGSA-N 1-methyl-n-[1-methyl-5-[[1-methyl-5-(2-morpholin-4-ylethylcarbamoyl)pyrrol-3-yl]carbamoyl]pyrrol-3-yl]-4-[(e)-2-quinolin-3-ylethenyl]pyrrole-2-carboxamide Chemical compound CN1C=C(NC(=O)C=2N(C=C(NC(=O)C=3N(C=C(\C=C\C=4C=C5C=CC=CC5=NC=4)C=3)C)C=2)C)C=C1C(=O)NCCN1CCOCC1 ZFEGNATUXMHHOE-CMDGGOBGSA-N 0.000 claims 1
- LAANJSAVYUGKNO-RUDMXATFSA-N 2-[(e)-2-(4-methoxyphenyl)ethenyl]-n-[1-methyl-5-[[1-methyl-5-(2-morpholin-4-ylethylcarbamoyl)pyrrol-3-yl]carbamoyl]pyrrol-3-yl]quinoline-6-carboxamide Chemical compound C1=CC(OC)=CC=C1\C=C\C1=CC=C(C=C(C=C2)C(=O)NC3=CN(C)C(C(=O)NC4=CN(C)C(C(=O)NCCN5CCOCC5)=C4)=C3)C2=N1 LAANJSAVYUGKNO-RUDMXATFSA-N 0.000 claims 1
- NBNLIHSUKYVLAW-SDNWHVSQSA-N 2-[[4-[[4-[(e)-2-(2-chloroquinolin-3-yl)ethenyl]benzoyl]amino]-1-methylpyrrole-2-carbonyl]amino]-5-(3-methylbutyl)-n-(2-morpholin-4-ylethyl)-1,3-thiazole-4-carboxamide Chemical compound CC(C)CCC=1SC(NC(=O)C=2N(C=C(NC(=O)C=3C=CC(\C=C\C=4C(=NC5=CC=CC=C5C=4)Cl)=CC=3)C=2)C)=NC=1C(=O)NCCN1CCOCC1 NBNLIHSUKYVLAW-SDNWHVSQSA-N 0.000 claims 1
- 125000001622 2-naphthyl group Chemical group [H]C1=C([H])C([H])=C2C([H])=C(*)C([H])=C([H])C2=C1[H] 0.000 claims 1
- HIAQEQTVGOIVIG-BQYQJAHWSA-N 4-[[4-[(e)-2-(3-methoxyphenyl)ethenyl]benzoyl]amino]-1-methyl-n-[1-methyl-5-(2-morpholin-4-ylethylcarbamoyl)pyrrol-3-yl]pyrrole-2-carboxamide Chemical compound COC1=CC=CC(\C=C\C=2C=CC(=CC=2)C(=O)NC2=CN(C)C(C(=O)NC3=CN(C)C(C(=O)NCCN4CCOCC4)=C3)=C2)=C1 HIAQEQTVGOIVIG-BQYQJAHWSA-N 0.000 claims 1
- AXUIWOASJRWXLJ-MDZDMXLPSA-N 5-(3-methylbutyl)-2-[[1-methyl-4-[[4-[(e)-2-naphthalen-2-ylethenyl]benzoyl]amino]pyrrole-2-carbonyl]amino]-n-(2-morpholin-4-ylethyl)-1,3-thiazole-4-carboxamide Chemical compound CC(C)CCC=1SC(NC(=O)C=2N(C=C(NC(=O)C=3C=CC(\C=C\C=4C=C5C=CC=CC5=CC=4)=CC=3)C=2)C)=NC=1C(=O)NCCN1CCOCC1 AXUIWOASJRWXLJ-MDZDMXLPSA-N 0.000 claims 1
- JSNGAHLIWRUIFU-RVDMUPIBSA-N 5-(3-methylbutyl)-2-[[1-methyl-4-[[4-[(e)-2-quinolin-2-ylethenyl]benzoyl]amino]pyrrole-2-carbonyl]amino]-n-(2-morpholin-4-ylethyl)-1,3-thiazole-4-carboxamide Chemical compound CC(C)CCC=1SC(NC(=O)C=2N(C=C(NC(=O)C=3C=CC(\C=C\C=4N=C5C=CC=CC5=CC=4)=CC=3)C=2)C)=NC=1C(=O)NCCN1CCOCC1 JSNGAHLIWRUIFU-RVDMUPIBSA-N 0.000 claims 1
- 125000003341 7 membered heterocyclic group Chemical group 0.000 claims 1
- 102000053602 DNA Human genes 0.000 claims 1
- 125000004450 alkenylene group Chemical group 0.000 claims 1
- 230000000844 anti-bacterial effect Effects 0.000 claims 1
- 230000000845 anti-microbial effect Effects 0.000 claims 1
- 125000004429 atom Chemical group 0.000 claims 1
- 239000013043 chemical agent Substances 0.000 claims 1
- 239000003795 chemical substances by application Substances 0.000 claims 1
- 125000002993 cycloalkylene group Chemical group 0.000 claims 1
- 230000001419 dependent effect Effects 0.000 claims 1
- 125000002816 methylsulfanyl group Chemical group [H]C([H])([H])S[*] 0.000 claims 1
- PEGUGHQKENRNNI-RUDMXATFSA-N n-[1-methyl-5-[[1-methyl-5-(2-morpholin-4-ylethylcarbamoyl)pyrrol-3-yl]carbamoyl]pyrrol-3-yl]-2-[(e)-2-(4-methylsulfanylphenyl)ethenyl]quinoline-6-carboxamide Chemical compound C1=CC(SC)=CC=C1\C=C\C1=CC=C(C=C(C=C2)C(=O)NC3=CN(C)C(C(=O)NC4=CN(C)C(C(=O)NCCN5CCOCC5)=C4)=C3)C2=N1 PEGUGHQKENRNNI-RUDMXATFSA-N 0.000 claims 1
- QIFCRXBKHBAQNC-MDZDMXLPSA-N n-[1-methyl-5-[[1-methyl-5-(2-morpholin-4-ylethylcarbamoyl)pyrrol-3-yl]carbamoyl]pyrrol-3-yl]-2-[(e)-2-quinolin-2-ylethenyl]-1,3-thiazole-4-carboxamide Chemical compound CN1C=C(NC(=O)C=2N(C=C(NC(=O)C=3N=C(\C=C\C=4N=C5C=CC=CC5=CC=4)SC=3)C=2)C)C=C1C(=O)NCCN1CCOCC1 QIFCRXBKHBAQNC-MDZDMXLPSA-N 0.000 claims 1
- YCBLLSMEKTYMNF-OUKQBFOZSA-N n-[3-(dimethylamino)propyl]-5-(3-methylbutyl)-2-[[1-methyl-4-[[4-[(e)-2-quinolin-3-ylethenyl]benzoyl]amino]pyrrole-2-carbonyl]amino]-1,3-thiazole-4-carboxamide Chemical compound CN(C)CCCNC(=O)C1=C(CCC(C)C)SC(NC(=O)C=2N(C=C(NC(=O)C=3C=CC(\C=C\C=4C=C5C=CC=CC5=NC=4)=CC=3)C=2)C)=N1 YCBLLSMEKTYMNF-OUKQBFOZSA-N 0.000 claims 1
- AZVFVUVQFZIMDY-VOTSOKGWSA-N n-[5-[3-(dimethylamino)propylcarbamoyl]-1-methylpyrrol-3-yl]-1-methyl-4-[[4-[(e)-2-pyridin-4-ylethenyl]benzoyl]amino]pyrrole-2-carboxamide Chemical compound CN1C(C(=O)NCCCN(C)C)=CC(NC(=O)C=2N(C=C(NC(=O)C=3C=CC(\C=C\C=4C=CN=CC=4)=CC=3)C=2)C)=C1 AZVFVUVQFZIMDY-VOTSOKGWSA-N 0.000 claims 1
- MGDOJBMLIPRZAE-ZHACJKMWSA-N n-[5-[3-(dimethylamino)propylcarbamoyl]-1-methylpyrrol-3-yl]-1-methyl-4-[[4-[(e)-2-quinolin-3-ylethenyl]benzoyl]amino]pyrrole-2-carboxamide Chemical compound CN1C(C(=O)NCCCN(C)C)=CC(NC(=O)C=2N(C=C(NC(=O)C=3C=CC(\C=C\C=4C=C5C=CC=CC5=NC=4)=CC=3)C=2)C)=C1 MGDOJBMLIPRZAE-ZHACJKMWSA-N 0.000 claims 1
- UJFRSMFDZLWFNS-BUHFOSPRSA-N n-[5-[3-(dimethylamino)propylcarbamoyl]-1-methylpyrrol-3-yl]-4-[[3-[(e)-2-(3-methoxyphenyl)ethenyl]benzoyl]amino]-1-methylpyrrole-2-carboxamide Chemical compound COC1=CC=CC(\C=C\C=2C=C(C=CC=2)C(=O)NC2=CN(C)C(C(=O)NC3=CN(C)C(C(=O)NCCCN(C)C)=C3)=C2)=C1 UJFRSMFDZLWFNS-BUHFOSPRSA-N 0.000 claims 1
- NDBODIYIRMJUHI-ZHACJKMWSA-N n-[5-[3-(dimethylamino)propylcarbamoyl]-1-methylpyrrol-3-yl]-4-[[4-[(e)-2-(3-methoxyphenyl)ethenyl]benzoyl]amino]-1-methylpyrrole-2-carboxamide Chemical compound COC1=CC=CC(\C=C\C=2C=CC(=CC=2)C(=O)NC2=CN(C)C(C(=O)NC3=CN(C)C(C(=O)NCCCN(C)C)=C3)=C2)=C1 NDBODIYIRMJUHI-ZHACJKMWSA-N 0.000 claims 1
- UQMIFNRIQKXUER-BQYQJAHWSA-N n-[5-[[5-[3-(dimethylamino)propylcarbamoyl]-1-methylpyrrol-3-yl]carbamoyl]-1-methylpyrrol-3-yl]-1-methyl-4-[(e)-2-(4-nitrophenyl)ethenyl]pyrrole-2-carboxamide Chemical compound CN1C(C(=O)NCCCN(C)C)=CC(NC(=O)C=2N(C=C(NC(=O)C=3N(C=C(\C=C\C=4C=CC(=CC=4)[N+]([O-])=O)C=3)C)C=2)C)=C1 UQMIFNRIQKXUER-BQYQJAHWSA-N 0.000 claims 1
- 125000004957 naphthylene group Chemical group 0.000 claims 1
- 125000004043 oxo group Chemical group O=* 0.000 claims 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 1
- 125000000843 phenylene group Chemical group C1(=C(C=CC=C1)*)* 0.000 claims 1
- 125000000165 tricyclic carbocycle group Chemical group 0.000 claims 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GBGB0619325.4A GB0619325D0 (en) | 2006-09-30 | 2006-09-30 | New compounds |
| GB0619325.4 | 2006-09-30 | ||
| PCT/GB2007/003698 WO2008038018A1 (en) | 2006-09-30 | 2007-09-28 | Novel minor groove binders |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2010505757A JP2010505757A (ja) | 2010-02-25 |
| JP2010505757A5 true JP2010505757A5 (enExample) | 2010-12-09 |
| JP5564257B2 JP5564257B2 (ja) | 2014-07-30 |
Family
ID=37434989
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2009529767A Active JP5564257B2 (ja) | 2006-09-30 | 2007-09-28 | 新規副溝バインダー |
Country Status (10)
| Country | Link |
|---|---|
| US (1) | US8012967B2 (enExample) |
| EP (1) | EP2066627B1 (enExample) |
| JP (1) | JP5564257B2 (enExample) |
| CN (1) | CN101589024B (enExample) |
| CA (1) | CA2664847C (enExample) |
| DK (1) | DK2066627T3 (enExample) |
| ES (1) | ES2443720T3 (enExample) |
| GB (2) | GB0619325D0 (enExample) |
| PL (1) | PL2066627T3 (enExample) |
| WO (1) | WO2008038018A1 (enExample) |
Families Citing this family (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US9072535B2 (en) | 2011-05-27 | 2015-07-07 | Ethicon Endo-Surgery, Inc. | Surgical stapling instruments with rotatable staple deployment arrangements |
| EP3318561B1 (en) | 2010-05-26 | 2021-12-22 | Sunovion Pharmaceuticals Inc. | Heteroaryl compounds and methods of use thereof |
| CZ305332B6 (cs) * | 2013-10-25 | 2015-08-05 | Univerzita Karlova v Praze, Farmaceutická fakulta v Hradci Králové | Použití derivátů pyrazinu a jejich isosterů jako sloučenin vážících se do malého žlábku DNA |
| CN105732583B (zh) * | 2016-03-25 | 2018-05-04 | 苏州麦迪耐斯医药科技有限公司 | 一种治疗脑胶质母细胞瘤的靶向化合物 |
| EP3487862A1 (en) | 2016-07-22 | 2019-05-29 | Bristol-Myers Squibb Company | Glucokinase activators and methods of using same |
| WO2018047148A1 (en) | 2016-09-12 | 2018-03-15 | Novartis Ag | Compounds for the inhibition of mirna |
| JP7477858B2 (ja) * | 2020-03-05 | 2024-05-02 | 国立大学法人電気通信大学 | 急性ｔリンパ芽球性白血病若しくはリンパ腫、又は急性骨髄性白血病治療用医薬組成物 |
| GB202114032D0 (en) | 2021-09-30 | 2021-11-17 | Univ Strathclyde | Antivirals |
| GB202206931D0 (en) | 2022-05-12 | 2022-06-29 | Univ Strathclyde | Compounds |
| CN115109113B (zh) * | 2022-05-31 | 2023-06-27 | 上海应用技术大学 | 一种胆固醇类衍生物有机凝胶因子及其制备方法和应用 |
| CN116514698A (zh) * | 2023-04-10 | 2023-08-01 | 佛山奕安赛医药科技有限公司 | 一种沃诺拉赞中间体的制备方法及其应用 |
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| WO2001083482A1 (en) | 2000-05-03 | 2001-11-08 | The Scripps Research Institute | Dna alkylating agent and activation thereof |
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| RU2003101969A (ru) | 2000-06-27 | 2004-07-10 | Дженелэбс Текнолоджиз, Инк. (Us) | Новые соединения, обладающие антибактериальной, противогрибковой и противоопухолевой активностью |
| GB0015904D0 (en) | 2000-06-28 | 2000-08-23 | Hoffmann La Roche | Inhibitors of HPV E1 helicase enzyme |
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| DE60115265T2 (de) * | 2000-09-19 | 2006-08-10 | Lee, Moses, Holland | Zusammensetzungen und verfahren zur verwendung achiraler analoge von cc-1065 und den duocarmycinen |
| AU2002310764A1 (en) | 2001-05-21 | 2002-12-03 | Universite De Geneve | Sequence-specific dna binding compounds and their use in targeting telomeres and other dna sequences |
| JP2005505507A (ja) * | 2001-06-13 | 2005-02-24 | ジーンソフト ファーマシューティカルズ インコーポレイテッド | 抗感染活性を有するイソキノリン化合物 |
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| GB0130868D0 (en) * | 2001-12-24 | 2002-02-06 | Univ Strathclyde | New compounds |
| WO2003070450A1 (en) | 2002-02-21 | 2003-08-28 | Riken | High-strength film of polyhydroxyalkanoic acid and process for producing the same |
| US7605125B2 (en) | 2002-02-27 | 2009-10-20 | The United States Of America As Represented By The Department Of Health And Human Services | DNA-binding polyamide drug conjugates |
| WO2003078450A2 (en) | 2002-03-11 | 2003-09-25 | Epoch Biosciences, Inc. | Negatively charged minor groove binders |
| WO2005012257A1 (ja) | 2003-07-30 | 2005-02-10 | Kyowa Hakko Kogyo Co., Ltd. | インダゾール誘導体 |
-
2006
- 2006-09-30 GB GBGB0619325.4A patent/GB0619325D0/en not_active Ceased
-
2007
- 2007-09-28 ES ES07823959.7T patent/ES2443720T3/es active Active
- 2007-09-28 CA CA2664847A patent/CA2664847C/en active Active
- 2007-09-28 DK DK07823959.7T patent/DK2066627T3/da active
- 2007-09-28 WO PCT/GB2007/003698 patent/WO2008038018A1/en not_active Ceased
- 2007-09-28 GB GB0906908A patent/GB2455479C/en not_active Expired - Fee Related
- 2007-09-28 EP EP07823959.7A patent/EP2066627B1/en active Active
- 2007-09-28 US US12/443,529 patent/US8012967B2/en active Active
- 2007-09-28 CN CN200780043350.4A patent/CN101589024B/zh not_active Expired - Fee Related
- 2007-09-28 PL PL07823959T patent/PL2066627T3/pl unknown
- 2007-09-28 JP JP2009529767A patent/JP5564257B2/ja active Active
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