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 |
| WO2011150156A2 (en) | 2010-05-26 | 2011-12-01 | 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 |
| CN109715637B (zh) | 2016-07-22 | 2022-04-05 | 百时美施贵宝公司 | 葡萄糖激酶激活剂及其使用方法 |
| 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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| AU2001262974A1 (en) | 2000-05-03 | 2001-11-12 | The Scripps Research Institute | Dna alkylating agent and activation thereof |
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| GB0015904D0 (en) | 2000-06-28 | 2000-08-23 | Hoffmann La Roche | Inhibitors of HPV E1 helicase enzyme |
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| JP5010089B2 (ja) * | 2000-09-19 | 2012-08-29 | スピロジェン リミテッド | Ｃｃ−１０６５およびデュオカルマイシンのアキラルアナログの組成物およびその使用方法 |
| 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 |
| WO2002101007A2 (en) | 2001-06-13 | 2002-12-19 | Genesoft Pharmaceuticals, Inc | Antipathogenic benzamide compounds |
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| US20030187026A1 (en) * | 2001-12-13 | 2003-10-02 | Qun Li | Kinase inhibitors |
| 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 |
| WO2003072058A2 (en) | 2002-02-27 | 2003-09-04 | The Government Of The United States Of America, Representated By The Secretary, Deparment Of Health And Human Services | Dna-binding polyamide drug conjugates |
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-
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 CN CN200780043350.4A patent/CN101589024B/zh not_active Expired - Fee Related
- 2007-09-28 CA CA2664847A patent/CA2664847C/en active Active
- 2007-09-28 JP JP2009529767A patent/JP5564257B2/ja active Active
- 2007-09-28 EP EP07823959.7A patent/EP2066627B1/en active Active
- 2007-09-28 GB GB0906908A patent/GB2455479C/en not_active Expired - Fee Related
- 2007-09-28 DK DK07823959.7T patent/DK2066627T3/da active
- 2007-09-28 US US12/443,529 patent/US8012967B2/en active Active
- 2007-09-28 WO PCT/GB2007/003698 patent/WO2008038018A1/en not_active Ceased
- 2007-09-28 PL PL07823959T patent/PL2066627T3/pl unknown
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