JP2012211164A5 - - Google Patents
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- Publication number
- JP2012211164A5 JP2012211164A5 JP2012138485A JP2012138485A JP2012211164A5 JP 2012211164 A5 JP2012211164 A5 JP 2012211164A5 JP 2012138485 A JP2012138485 A JP 2012138485A JP 2012138485 A JP2012138485 A JP 2012138485A JP 2012211164 A5 JP2012211164 A5 JP 2012211164A5
- Authority
- JP
- Japan
- Prior art keywords
- val xaa
- xaa pro
- xau
- isomer
- pro
- 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.)
- Pending
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- KZSNJWFQEVHDMF-UHFFFAOYSA-N Valine Natural products CC(C)C(N)C(O)=O KZSNJWFQEVHDMF-UHFFFAOYSA-N 0.000 claims 61
- 239000002253 acid Substances 0.000 claims 16
- 150000003839 salts Chemical class 0.000 claims 16
- 150000001875 compounds Chemical class 0.000 claims 14
- AGPKZVBTJJNPAG-WHFBIAKZSA-N L-isoleucine Chemical compound CC[C@H](C)[C@H](N)C(O)=O AGPKZVBTJJNPAG-WHFBIAKZSA-N 0.000 claims 5
- -1 5-phenylisoxazolidinyl Chemical group 0.000 claims 3
- DHMQDGOQFOQNFH-UHFFFAOYSA-N Glycine Natural products NCC(O)=O DHMQDGOQFOQNFH-UHFFFAOYSA-N 0.000 claims 3
- 239000004471 Glycine Substances 0.000 claims 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 2
- AKCRVYNORCOYQT-YFKPBYRVSA-N N-methyl-L-valine Chemical group CN[C@@H](C(C)C)C(O)=O AKCRVYNORCOYQT-YFKPBYRVSA-N 0.000 claims 2
- ONIBWKKTOPOVIA-UHFFFAOYSA-N Proline Natural products OC(=O)C1CCCN1 ONIBWKKTOPOVIA-UHFFFAOYSA-N 0.000 claims 2
- 125000000217 alkyl group Chemical group 0.000 claims 2
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims 2
- 229910052739 hydrogen Inorganic materials 0.000 claims 2
- 239000001257 hydrogen Substances 0.000 claims 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 2
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims 2
- AUACPLOGXSJUHE-ZETCQYMHSA-N (2s)-n-propan-2-ylpyrrolidine-2-carboxamide Chemical compound CC(C)NC(=O)[C@@H]1CCCN1 AUACPLOGXSJUHE-ZETCQYMHSA-N 0.000 claims 1
- BNUUSRSYNZFTBX-ZETCQYMHSA-N (2s)-n-tert-butylpyrrolidine-2-carboxamide Chemical compound CC(C)(C)NC(=O)[C@@H]1CCCN1 BNUUSRSYNZFTBX-ZETCQYMHSA-N 0.000 claims 1
- HORDSXJPSRJTJV-UHFFFAOYSA-N 2-(dimethylamino)-2-phenylbutanoic acid Chemical compound CCC(N(C)C)(C(O)=O)C1=CC=CC=C1 HORDSXJPSRJTJV-UHFFFAOYSA-N 0.000 claims 1
- DTFQHUWPHYFZRF-UHFFFAOYSA-N 2-(dimethylamino)-2-phenylpentanoic acid Chemical compound CCCC(N(C)C)(C(O)=O)C1=CC=CC=C1 DTFQHUWPHYFZRF-UHFFFAOYSA-N 0.000 claims 1
- UBXUDSPYIGPGGP-UHFFFAOYSA-N 2-azaniumyl-2-phenylbutanoate Chemical compound CCC(N)(C(O)=O)C1=CC=CC=C1 UBXUDSPYIGPGGP-UHFFFAOYSA-N 0.000 claims 1
- HIZBUPXCNFMLRU-UHFFFAOYSA-N 2-phenyl-2-(propan-2-ylamino)butanoic acid Chemical compound CC(C)NC(CC)(C(O)=O)C1=CC=CC=C1 HIZBUPXCNFMLRU-UHFFFAOYSA-N 0.000 claims 1
- OMDFZKXSWRGNGX-UHFFFAOYSA-N 3-hydroxy-3-methyl-2-(methylamino)butanoic acid Chemical compound CNC(C(O)=O)C(C)(C)O OMDFZKXSWRGNGX-UHFFFAOYSA-N 0.000 claims 1
- ONIBWKKTOPOVIA-BYPYZUCNSA-N L-Proline Chemical compound OC(=O)[C@@H]1CCCN1 ONIBWKKTOPOVIA-BYPYZUCNSA-N 0.000 claims 1
- KZSNJWFQEVHDMF-BYPYZUCNSA-N L-valine Chemical compound CC(C)[C@H](N)C(O)=O KZSNJWFQEVHDMF-BYPYZUCNSA-N 0.000 claims 1
- KSPIYJQBLVDRRI-WDSKDSINSA-N N-methyl-L-isoleucine Chemical compound CC[C@H](C)[C@H](NC)C(O)=O KSPIYJQBLVDRRI-WDSKDSINSA-N 0.000 claims 1
- KSPIYJQBLVDRRI-UHFFFAOYSA-N N-methylisoleucine Chemical group CCC(C)C(NC)C(O)=O KSPIYJQBLVDRRI-UHFFFAOYSA-N 0.000 claims 1
- BHHGXPLMPWCGHP-UHFFFAOYSA-N Phenethylamine Chemical compound NCCC1=CC=CC=C1 BHHGXPLMPWCGHP-UHFFFAOYSA-N 0.000 claims 1
- 150000001408 amides Chemical class 0.000 claims 1
- 229940024606 amino acid Drugs 0.000 claims 1
- 125000000539 amino acid group Chemical group 0.000 claims 1
- 150000001413 amino acids Chemical class 0.000 claims 1
- WGQKYBSKWIADBV-UHFFFAOYSA-N benzylamine Chemical compound NCC1=CC=CC=C1 WGQKYBSKWIADBV-UHFFFAOYSA-N 0.000 claims 1
- 229910052731 fluorine Chemical group 0.000 claims 1
- 125000001153 fluoro group Chemical group F* 0.000 claims 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 1
- 229960000310 isoleucine Drugs 0.000 claims 1
- AGPKZVBTJJNPAG-UHFFFAOYSA-N isoleucine Natural products CCC(C)C(N)C(O)=O AGPKZVBTJJNPAG-UHFFFAOYSA-N 0.000 claims 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 1
- KRKPYFLIYNGWTE-UHFFFAOYSA-N n,o-dimethylhydroxylamine Chemical compound CNOC KRKPYFLIYNGWTE-UHFFFAOYSA-N 0.000 claims 1
- QWLISCJHYITNQF-UHFFFAOYSA-N n-methoxy-1-phenylmethanamine Chemical compound CONCC1=CC=CC=C1 QWLISCJHYITNQF-UHFFFAOYSA-N 0.000 claims 1
- DPBLXKKOBLCELK-UHFFFAOYSA-N pentan-1-amine Chemical compound CCCCCN DPBLXKKOBLCELK-UHFFFAOYSA-N 0.000 claims 1
- 125000001500 prolyl group Chemical group [H]N1C([H])(C(=O)[*])C([H])([H])C([H])([H])C1([H])[H] 0.000 claims 1
- XUWVIABDWDTJRZ-UHFFFAOYSA-N propan-2-ylazanide Chemical compound CC(C)[NH-] XUWVIABDWDTJRZ-UHFFFAOYSA-N 0.000 claims 1
- 238000006467 substitution reaction Methods 0.000 claims 1
- 229960004295 valine Drugs 0.000 claims 1
- 239000004474 valine Substances 0.000 claims 1
- 0 C[C@@](C(C)(C)C*)NC Chemical compound C[C@@](C(C)(C)C*)NC 0.000 description 3
- AXGHGKSITUHYMI-UHFFFAOYSA-N CC(C)C(C(C)C)NC Chemical compound CC(C)C(C(C)C)NC AXGHGKSITUHYMI-UHFFFAOYSA-N 0.000 description 1
- HJHAMSGXTLUICE-SSDOTTSWSA-N CC[C@H](C(C)C)NC Chemical compound CC[C@H](C(C)C)NC HJHAMSGXTLUICE-SSDOTTSWSA-N 0.000 description 1
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US08/896,394 US6143721A (en) | 1997-07-18 | 1997-07-18 | Dolastatin 15 derivatives |
| US08/896,394 | 1997-07-18 |
Related Parent Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2008315263A Division JP5122429B2 (ja) | 1997-07-18 | 2008-12-11 | ドラスタチン１５誘導体 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2012211164A JP2012211164A (ja) | 2012-11-01 |
| JP2012211164A5 true JP2012211164A5 (cg-RX-API-DMAC7.html) | 2013-01-10 |
Family
ID=25406130
Family Applications (4)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2000503101A Expired - Fee Related JP4508413B2 (ja) | 1997-07-18 | 1998-07-07 | ドラスタチン１５誘導体 |
| JP2008315269A Expired - Fee Related JP5047935B2 (ja) | 1997-07-18 | 2008-12-11 | ドラスタチン１５誘導体 |
| JP2008315263A Expired - Fee Related JP5122429B2 (ja) | 1997-07-18 | 2008-12-11 | ドラスタチン１５誘導体 |
| JP2012138485A Pending JP2012211164A (ja) | 1997-07-18 | 2012-06-20 | ドラスタチン１５誘導体 |
Family Applications Before (3)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2000503101A Expired - Fee Related JP4508413B2 (ja) | 1997-07-18 | 1998-07-07 | ドラスタチン１５誘導体 |
| JP2008315269A Expired - Fee Related JP5047935B2 (ja) | 1997-07-18 | 2008-12-11 | ドラスタチン１５誘導体 |
| JP2008315263A Expired - Fee Related JP5122429B2 (ja) | 1997-07-18 | 2008-12-11 | ドラスタチン１５誘導体 |
Country Status (32)
Families Citing this family (28)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20010009901A1 (en) | 1996-12-11 | 2001-07-26 | Basf Aktiengesellschaft Germany | Antineoplastic peptides |
| US6143721A (en) * | 1997-07-18 | 2000-11-07 | Basf Aktiengesellschaft | Dolastatin 15 derivatives |
| US6686336B2 (en) | 2000-02-08 | 2004-02-03 | Federal Government As Represented By The Department Of Veterans Affaires | N-terminal D(-)-penicillamine peptides as aldehyde sequestration agents |
| US6884869B2 (en) * | 2001-04-30 | 2005-04-26 | Seattle Genetics, Inc. | Pentapeptide compounds and uses related thereto |
| US7256257B2 (en) * | 2001-04-30 | 2007-08-14 | Seattle Genetics, Inc. | Pentapeptide compounds and uses related thereto |
| JP5042444B2 (ja) | 2002-03-22 | 2012-10-03 | エーザイ・アール・アンド・ディー・マネジメント株式会社 | 癌の処置におけるヘミアスタリン誘導体およびその利用法 |
| US7064211B2 (en) * | 2002-03-22 | 2006-06-20 | Eisai Co., Ltd. | Hemiasterlin derivatives and uses thereof |
| EP2353611B1 (en) * | 2002-07-31 | 2015-05-13 | Seattle Genetics, Inc. | Drug conjugates and their use for treating cancer, an autoimmune disease or an infectious disease |
| KR101520209B1 (ko) | 2003-11-06 | 2015-05-13 | 시애틀 지네틱스, 인크. | 리간드에 접합될 수 있는 모노메틸발린 화합물 |
| WO2006063135A2 (en) * | 2004-12-09 | 2006-06-15 | Eisai R & D Management Co., Ltd. | Tubulin isotype screnning in cancer therapy using hemiasterlin analogs |
| CA2607940C (en) | 2005-05-18 | 2009-12-15 | Aegera Therapeutics Inc. | Bir domain binding compounds |
| SG171682A1 (en) | 2006-05-16 | 2011-06-29 | Aegera Therapeutics Inc | Iap bir domain binding compounds |
| SG183044A1 (en) | 2007-07-16 | 2012-08-30 | Genentech Inc | Humanized anti-cd79b antibodies and immunoconjugatesand methods of use |
| JP5469600B2 (ja) | 2007-07-16 | 2014-04-16 | ジェネンテック， インコーポレイテッド | 抗ＣＤ７９ｂ抗体及びイムノコンジュゲートとその使用方法 |
| DE102007039706A1 (de) | 2007-08-22 | 2009-02-26 | Erhard Prof. Dr.-Ing. Kohn | Chemischer Sensor auf Diamantschichten |
| UA106586C2 (uk) | 2008-01-31 | 2014-09-25 | Дженентек, Інк. | Анти-cd79b антитіла, і імунокон'югати та способи їх застосування |
| NZ600608A (en) | 2009-12-18 | 2015-01-30 | Idenix Pharmaceuticals Inc | 5,5-fused arylene or heteroarylene hepatitis c virus inhibitors |
| TW201129384A (en) | 2010-02-10 | 2011-09-01 | Immunogen Inc | CD20 antibodies and uses thereof |
| EP3263583A1 (en) | 2010-02-12 | 2018-01-03 | Pharmascience Inc. | Iap bir domain binding compounds |
| AU2012395148B2 (en) | 2012-11-24 | 2016-10-27 | Hangzhou Dac Biotech Co., Ltd. | Hydrophilic linkers and their uses for conjugation of drugs to cell binding molecules |
| PT3122757T (pt) | 2014-02-28 | 2023-11-03 | Hangzhou Dac Biotech Co Ltd | Ligantes carregados e as suas utilizações em conjugação |
| EP3689910A3 (en) | 2014-09-23 | 2020-12-02 | F. Hoffmann-La Roche AG | Method of using anti-cd79b immunoconjugates |
| NZ737471A (en) | 2015-06-15 | 2022-02-25 | Hangzhou Dac Biotech Co Ltd | Hydrophilic linkers for conjugation |
| WO2015151081A2 (en) | 2015-07-12 | 2015-10-08 | Suzhou M-Conj Biotech Co., Ltd | Bridge linkers for conjugation of a cell-binding molecule |
| US9839687B2 (en) | 2015-07-15 | 2017-12-12 | Suzhou M-Conj Biotech Co., Ltd. | Acetylenedicarboxyl linkers and their uses in specific conjugation of a cell-binding molecule |
| WO2018086139A1 (en) | 2016-11-14 | 2018-05-17 | Hangzhou Dac Biotech Co., Ltd | Conjugation linkers, cell binding molecule-drug conjugates containing the likers, methods of making and uses such conjugates with the linkers |
| AU2022338463A1 (en) | 2021-09-03 | 2024-03-21 | Toray Industries, Inc. | Pharmaceutical composition for cancer treatment and/or prevention |
| JP2024541058A (ja) | 2021-11-03 | 2024-11-06 | ハンジョウ ディーエーシー バイオテック シーオー．，エルティディ． | 抗体の特異的共役 |
Family Cites Families (22)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4816444A (en) * | 1987-07-10 | 1989-03-28 | Arizona Board Of Regents, Arizona State University | Cell growth inhibitory substance |
| US4879278A (en) * | 1989-05-16 | 1989-11-07 | Arizona Board Of Regents | Isolation and structural elucidation of the cytostatic linear depsipeptide dolastatin 15 |
| ES2144421T3 (es) * | 1991-08-09 | 2000-06-16 | Teikoku Hormone Mfg Co Ltd | Nuevo derivado tetrapeptidico. |
| US5533097A (en) * | 1992-02-26 | 1996-07-02 | Motorola, Inc. | Portable communication system comprising a local and wide area communication units which can store a communication when the wide area communication system is not available |
| WO1993017388A1 (en) | 1992-02-26 | 1993-09-02 | Clark Paul C | System for protecting computers via intelligent tokens or smart cards |
| JP3523253B2 (ja) * | 1992-05-20 | 2004-04-26 | アボット ゲーエムベーハー ウント カンパニー カーゲー | ドラスタチン誘導体 |
| US5831002A (en) * | 1992-05-20 | 1998-11-03 | Basf Aktiengesellschaft | Antitumor peptides |
| DE69329425T2 (de) * | 1992-12-16 | 2001-01-18 | Basf Ag | Dolastatin analog |
| US5554993A (en) | 1994-01-04 | 1996-09-10 | Panasonic Technologies, Inc. | Global position determining system and method |
| US5504191A (en) * | 1994-08-01 | 1996-04-02 | Arizona Board Of Regents Acting On Behalf Of Arizona State University | Human cancer inhibitory pentapeptide methyl esters |
| US5530097A (en) * | 1994-08-01 | 1996-06-25 | Arizona Board Of Regents Acting On Behalf Of Arizona State University | Human cancer inhibitory peptide amides |
| US5554725A (en) * | 1994-09-14 | 1996-09-10 | Arizona Board Of Regents Acting On Behalf Of Arizona State University | Synthesis of dolastatin 15 |
| US5663149A (en) * | 1994-12-13 | 1997-09-02 | Arizona Board Of Regents Acting On Behalf Of Arizona State University | Human cancer inhibitory pentapeptide heterocyclic and halophenyl amides |
| US5618232A (en) | 1995-03-23 | 1997-04-08 | Martin; John R. | Dual mode gaming device methods and systems |
| US5970143A (en) | 1995-11-22 | 1999-10-19 | Walker Asset Management Lp | Remote-auditing of computer generated outcomes, authenticated billing and access control, and software metering system using cryptographic and other protocols |
| US5807984A (en) * | 1995-11-09 | 1998-09-15 | Basf Aktienegesellschaft | Oligopeptides, the preparation and use thereof |
| TW474946B (en) * | 1995-12-15 | 2002-02-01 | Basf Ag | Novel compounds, the preparation and use thereof |
| AU728161B2 (en) | 1997-01-10 | 2001-01-04 | Silicon Gaming, Inc. | Method and apparatus using geoographical position and a universal time to determination means to provide authenticated, secure, on-line communication between remote gaming locations |
| US6143721A (en) * | 1997-07-18 | 2000-11-07 | Basf Aktiengesellschaft | Dolastatin 15 derivatives |
| US6554705B1 (en) | 1997-08-22 | 2003-04-29 | Blake Cumbers | Passive biometric customer identification and tracking system |
| US6629591B1 (en) | 2001-01-12 | 2003-10-07 | Igt | Smart token |
| US6438382B1 (en) | 2001-02-14 | 2002-08-20 | Telefonaktiebolaget Lm Ericsson (Publ.) | Expedited location determination in analog service areas |
-
1997
- 1997-07-18 US US08/896,394 patent/US6143721A/en not_active Expired - Lifetime
-
1998
- 1998-07-07 IL IL13378498A patent/IL133784A/xx not_active IP Right Cessation
- 1998-07-07 CZ CZ20000176A patent/CZ303045B6/cs not_active IP Right Cessation
- 1998-07-07 CA CA002296036A patent/CA2296036C/en not_active Expired - Fee Related
- 1998-07-07 WO PCT/US1998/013901 patent/WO1999003879A1/en not_active Ceased
- 1998-07-07 PT PT98935531T patent/PT991658E/pt unknown
- 1998-07-07 PL PL338144A patent/PL197884B1/pl unknown
- 1998-07-07 ID IDW20000322A patent/ID24669A/id unknown
- 1998-07-07 AT AT98935531T patent/ATE314387T1/de active
- 1998-07-07 HU HU0004234A patent/HU228996B1/hu not_active IP Right Cessation
- 1998-07-07 CN CNB988073595A patent/CN1268636C/zh not_active Expired - Fee Related
- 1998-07-07 JP JP2000503101A patent/JP4508413B2/ja not_active Expired - Fee Related
- 1998-07-07 RU RU2000103960/04A patent/RU2195462C2/ru not_active IP Right Cessation
- 1998-07-07 DE DE69832982T patent/DE69832982T2/de not_active Expired - Lifetime
- 1998-07-07 BR BR9810911-1A patent/BR9810911A/pt not_active Application Discontinuation
- 1998-07-07 DK DK98935531T patent/DK0991658T3/da active
- 1998-07-07 TR TR2001/03545T patent/TR200103545T2/xx unknown
- 1998-07-07 NZ NZ502296A patent/NZ502296A/en not_active IP Right Cessation
- 1998-07-07 SK SK1879-99A patent/SK286581B6/sk not_active IP Right Cessation
- 1998-07-07 TR TR2000/00132T patent/TR200000132T2/xx unknown
- 1998-07-07 EP EP98935531A patent/EP0991658B1/en not_active Expired - Lifetime
- 1998-07-07 AU AU84758/98A patent/AU750120B2/en not_active Ceased
- 1998-07-07 KR KR1020007000565A patent/KR100579748B1/ko not_active Expired - Fee Related
- 1998-07-07 ES ES98935531T patent/ES2258819T3/es not_active Expired - Lifetime
- 1998-07-15 AR ARP980103445A patent/AR018501A1/es active IP Right Grant
- 1998-07-16 HR HR08/896,394A patent/HRP980397A2/hr not_active Application Discontinuation
- 1998-07-17 CO CO98040961A patent/CO4990967A1/es unknown
- 1998-07-17 ZA ZA9806358A patent/ZA986358B/xx unknown
- 1998-07-18 TW TW087111729A patent/TW533217B/zh active
- 1998-07-18 MY MYPI98003298A patent/MY135057A/en unknown
-
2000
- 2000-01-17 BG BG104089A patent/BG65212B1/bg unknown
- 2000-01-17 NO NO20000231A patent/NO326827B1/no not_active IP Right Cessation
- 2000-07-18 US US09/618,694 patent/US6458765B1/en not_active Expired - Lifetime
-
2002
- 2002-09-25 US US10/255,118 patent/US7084110B2/en not_active Expired - Lifetime
-
2006
- 2006-03-13 CY CY20061100348T patent/CY1107047T1/el unknown
- 2006-04-18 US US11/406,512 patent/US7662786B2/en not_active Expired - Fee Related
-
2008
- 2008-12-11 JP JP2008315269A patent/JP5047935B2/ja not_active Expired - Fee Related
- 2008-12-11 JP JP2008315263A patent/JP5122429B2/ja not_active Expired - Fee Related
-
2009
- 2009-12-29 US US12/648,446 patent/US8163698B2/en not_active Expired - Fee Related
-
2012
- 2012-04-16 US US13/447,529 patent/US20130046077A1/en not_active Abandoned
- 2012-06-20 JP JP2012138485A patent/JP2012211164A/ja active Pending