JP2018509424A5 - - Google Patents
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- JP2018509424A5 JP2018509424A5 JP2017548170A JP2017548170A JP2018509424A5 JP 2018509424 A5 JP2018509424 A5 JP 2018509424A5 JP 2017548170 A JP2017548170 A JP 2017548170A JP 2017548170 A JP2017548170 A JP 2017548170A JP 2018509424 A5 JP2018509424 A5 JP 2018509424A5
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- JP
- Japan
- Prior art keywords
- alkyl
- alkenyl
- alkynyl
- cycloalkyl
- aryl
- 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.)
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| CA (1) | CA2979527A1 (enExample) |
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| CA2968837A1 (en) * | 2014-11-25 | 2016-06-02 | Endocyte, Inc. | Methods of treating cancer by targeting tumor-associated macrophages |
| JP6676650B2 (ja) | 2015-03-13 | 2020-04-08 | エンドサイト・インコーポレイテッドＥｎｄｏｃｙｔｅ， Ｉｎｃ． | 疾患を処置するためのコンジュゲート |
| WO2017172930A1 (en) * | 2016-03-29 | 2017-10-05 | Endocyte, Inc. | Pbd conjugates for treating diseases |
| US20190216935A1 (en) * | 2016-05-25 | 2019-07-18 | Purdue Research Foundation | Method of treating cancer by targeting myeloid-derived suppressor cells |
| US11135307B2 (en) | 2016-11-23 | 2021-10-05 | Mersana Therapeutics, Inc. | Peptide-containing linkers for antibody-drug conjugates |
| KR20210086557A (ko) | 2019-12-31 | 2021-07-08 | 주식회사 레고켐 바이오사이언스 | 피롤로벤조디아제핀 유도체 및 이의 리간드-링커 접합체 |
Family Cites Families (31)
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| JPS60255789A (ja) | 1984-06-01 | 1985-12-17 | Kyowa Hakko Kogyo Co Ltd | マイトマイシン誘導体，その製造法および抗腫瘍剤 |
| AU634314B2 (en) | 1989-11-13 | 1993-02-18 | Green Cross Corporation, The | Chimeric mouse-human a10 antibody with specificity to a human tumor cell antigen |
| US5376645A (en) | 1990-01-23 | 1994-12-27 | University Of Kansas | Derivatives of cyclodextrins exhibiting enhanced aqueous solubility and the use thereof |
| KR0166088B1 (ko) | 1990-01-23 | 1999-01-15 | . | 수용해도가 증가된 시클로덱스트린 유도체 및 이의 용도 |
| ES2171392T3 (es) | 1990-08-29 | 2002-09-16 | Ct Hospitalier Regional De Nan | Poliligandos de proteina unidos a un nucleo de proteina estable. |
| AUPN449295A0 (en) * | 1995-07-28 | 1995-08-24 | Inner And Eastern Health Care Network, The | Radioprotectors |
| GB9518953D0 (en) | 1995-09-15 | 1995-11-15 | Pfizer Ltd | Pharmaceutical formulations |
| WO2000035298A1 (en) | 1996-11-27 | 2000-06-22 | Wm. Wrigley Jr. Company | Chewing gum containing medicament active agents |
| GB9711643D0 (en) | 1997-06-05 | 1997-07-30 | Janssen Pharmaceutica Nv | Glass thermoplastic systems |
| GB9818731D0 (en) | 1998-08-27 | 1998-10-21 | Univ Portsmouth | Compounds |
| EP1206285A2 (en) * | 1999-08-09 | 2002-05-22 | The General Hospital Corporation | Drug-carrier complexes and methods of use thereof |
| US6822086B1 (en) | 1999-08-09 | 2004-11-23 | The General Hospital Corporation | Drug-carrier complexes and methods of use thereof |
| AR042942A1 (es) | 2003-01-27 | 2005-07-06 | Endocyte Inc | Conjugados de administracion de drogas de union de receptores de vitaminas |
| CN101287500A (zh) * | 2005-08-19 | 2008-10-15 | 恩多塞特公司 | 多药物配体缀合物 |
| BRPI0615354A2 (pt) * | 2005-08-19 | 2011-05-17 | Endocyte Inc | conjugado de liberação de fármaco de ligação de receptor, composição farmacêutica que o compreende, bem como seu uso |
| CA2676297A1 (en) | 2007-02-16 | 2008-08-21 | Boehringer Ingelheim International Gmbh | Inhibitors of hepatitis c ns3 protease |
| EP3569251A1 (en) | 2007-06-25 | 2019-11-20 | Endocyte, Inc. | Conjugates containing hydrophilic spacer linkers |
| CN102215844A (zh) | 2008-09-17 | 2011-10-12 | 恩多塞特公司 | 抗叶酸剂的叶酸受体结合轭合物 |
| US20100074863A1 (en) | 2008-09-17 | 2010-03-25 | Yat Sun Or | Anti-infective pyrrolidine derivatives and analogs |
| US20110256157A1 (en) | 2010-04-15 | 2011-10-20 | Spirogen Limited | Pyrrolobenzodiazepines and conjugates thereof |
| US20130065841A1 (en) | 2010-05-19 | 2013-03-14 | Endocyte, Inc. | Process for a folate-targeted agent |
| IL279304B (en) | 2011-02-15 | 2022-07-01 | Immunogen Inc | Method for producing an indolinobenzodiazepine |
| CA2807712A1 (en) * | 2012-03-01 | 2013-09-01 | Purdue Research Foundation | Methods for treating cancer |
| HK1212618A1 (zh) * | 2012-10-16 | 2016-06-17 | 恩多塞特公司 | 含有非天然氨基酸的藥物遞送綴合物以及其使用方法 |
| KR102354613B1 (ko) * | 2012-11-15 | 2022-01-21 | 엔도사이트, 인코포레이티드 | Psma 발현 세포에 의해 야기되는 질병을 치료하기 위한 컨쥬게이트 |
| EP2922818B1 (en) * | 2012-11-24 | 2018-09-05 | Hangzhou Dac Biotech Co., Ltd | Hydrophilic linkers and their uses for conjugation of drugs to cell binding molecules |
| US9567340B2 (en) | 2012-12-21 | 2017-02-14 | Medimmune Limited | Unsymmetrical pyrrolobenzodiazepines-dimers for use in the treatment of proliferative and autoimmune diseases |
| CN107001479B (zh) | 2014-09-12 | 2021-09-28 | 基因泰克公司 | 抗her2抗体和免疫缀合物 |
| CA2968837A1 (en) | 2014-11-25 | 2016-06-02 | Endocyte, Inc. | Methods of treating cancer by targeting tumor-associated macrophages |
| JP6676650B2 (ja) | 2015-03-13 | 2020-04-08 | エンドサイト・インコーポレイテッドＥｎｄｏｃｙｔｅ， Ｉｎｃ． | 疾患を処置するためのコンジュゲート |
| WO2017172930A1 (en) | 2016-03-29 | 2017-10-05 | Endocyte, Inc. | Pbd conjugates for treating diseases |
-
2015
- 2015-03-13 JP JP2017548170A patent/JP6676650B2/ja active Active
- 2015-03-13 WO PCT/US2015/020397 patent/WO2016148674A1/en not_active Ceased
- 2015-03-13 CA CA2979527A patent/CA2979527A1/en active Pending
- 2015-03-13 US US15/557,703 patent/US10624972B2/en active Active
- 2015-03-13 EP EP15885705.2A patent/EP3268046A4/en not_active Withdrawn
- 2015-03-13 CN CN201580079950.0A patent/CN107847609A/zh active Pending
-
2020
- 2020-03-20 US US16/825,566 patent/US20200289659A1/en not_active Abandoned
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