JP2017512752A5 - - Google Patents
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- Publication number
- JP2017512752A5 JP2017512752A5 JP2016552268A JP2016552268A JP2017512752A5 JP 2017512752 A5 JP2017512752 A5 JP 2017512752A5 JP 2016552268 A JP2016552268 A JP 2016552268A JP 2016552268 A JP2016552268 A JP 2016552268A JP 2017512752 A5 JP2017512752 A5 JP 2017512752A5
- Authority
- JP
- Japan
- Prior art keywords
- group
- optionally substituted
- solvate
- pharmaceutically acceptable
- drug
- 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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- 239000003446 ligand Substances 0.000 claims description 76
- 150000003839 salts Chemical class 0.000 claims description 60
- 150000001875 compounds Chemical class 0.000 claims description 59
- 239000012453 solvate Substances 0.000 claims description 58
- -1 substituted Chemical class 0.000 claims description 48
- 125000000217 alkyl group Chemical group 0.000 claims description 43
- 229940024606 amino acid Drugs 0.000 claims description 40
- 235000001014 amino acid Nutrition 0.000 claims description 40
- 150000001413 amino acids Chemical class 0.000 claims description 40
- 125000002947 alkylene group Chemical group 0.000 claims description 35
- 229910052739 hydrogen Inorganic materials 0.000 claims description 32
- WHUUTDBJXJRKMK-VKHMYHEASA-N L-glutamic acid Chemical compound OC(=O)[C@@H](N)CCC(O)=O WHUUTDBJXJRKMK-VKHMYHEASA-N 0.000 claims description 18
- 125000004429 atom Chemical group 0.000 claims description 18
- 229940049906 glutamate Drugs 0.000 claims description 14
- 229930195712 glutamate Natural products 0.000 claims description 14
- 239000003814 drug Substances 0.000 claims description 13
- MTCFGRXMJLQNBG-REOHCLBHSA-N (2S)-2-Amino-3-hydroxypropansäure Chemical compound OC[C@H](N)C(O)=O MTCFGRXMJLQNBG-REOHCLBHSA-N 0.000 claims description 12
- DCXYFEDJOCDNAF-UHFFFAOYSA-N Asparagine Natural products OC(=O)C(N)CC(N)=O DCXYFEDJOCDNAF-UHFFFAOYSA-N 0.000 claims description 12
- DCXYFEDJOCDNAF-REOHCLBHSA-N L-asparagine Chemical compound OC(=O)[C@@H](N)CC(N)=O DCXYFEDJOCDNAF-REOHCLBHSA-N 0.000 claims description 12
- ZDXPYRJPNDTMRX-VKHMYHEASA-N L-glutamine Chemical compound OC(=O)[C@@H](N)CCC(N)=O ZDXPYRJPNDTMRX-VKHMYHEASA-N 0.000 claims description 12
- MTCFGRXMJLQNBG-UHFFFAOYSA-N Serine Natural products OCC(N)C(O)=O MTCFGRXMJLQNBG-UHFFFAOYSA-N 0.000 claims description 12
- 229960001230 asparagine Drugs 0.000 claims description 12
- 235000009582 asparagine Nutrition 0.000 claims description 12
- 235000004554 glutamine Nutrition 0.000 claims description 12
- ZDXPYRJPNDTMRX-UHFFFAOYSA-N glutamine Natural products OC(=O)C(N)CCC(N)=O ZDXPYRJPNDTMRX-UHFFFAOYSA-N 0.000 claims description 12
- 229960002743 glutamine Drugs 0.000 claims description 12
- 125000005647 linker group Chemical group 0.000 claims description 12
- 229960001153 serine Drugs 0.000 claims description 12
- 235000004400 serine Nutrition 0.000 claims description 12
- AYFVYJQAPQTCCC-GBXIJSLDSA-N L-threonine Chemical compound C[C@@H](O)[C@H](N)C(O)=O AYFVYJQAPQTCCC-GBXIJSLDSA-N 0.000 claims description 11
- 229940079593 drug Drugs 0.000 claims description 11
- 239000004473 Threonine Substances 0.000 claims description 9
- 229960002898 threonine Drugs 0.000 claims description 9
- 239000004475 Arginine Substances 0.000 claims description 8
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 claims description 8
- QNAYBMKLOCPYGJ-REOHCLBHSA-N L-alanine Chemical compound C[C@H](N)C(O)=O QNAYBMKLOCPYGJ-REOHCLBHSA-N 0.000 claims description 8
- ODKSFYDXXFIFQN-BYPYZUCNSA-P L-argininium(2+) Chemical compound NC(=[NH2+])NCCC[C@H]([NH3+])C(O)=O ODKSFYDXXFIFQN-BYPYZUCNSA-P 0.000 claims description 8
- CKLJMWTZIZZHCS-REOHCLBHSA-N L-aspartic acid Chemical compound OC(=O)[C@@H](N)CC(O)=O CKLJMWTZIZZHCS-REOHCLBHSA-N 0.000 claims description 8
- HNDVDQJCIGZPNO-YFKPBYRVSA-N L-histidine Chemical compound OC(=O)[C@@H](N)CC1=CN=CN1 HNDVDQJCIGZPNO-YFKPBYRVSA-N 0.000 claims description 8
- KDXKERNSBIXSRK-YFKPBYRVSA-N L-lysine Chemical compound NCCCC[C@H](N)C(O)=O KDXKERNSBIXSRK-YFKPBYRVSA-N 0.000 claims description 8
- KDXKERNSBIXSRK-UHFFFAOYSA-N Lysine Natural products NCCCCC(N)C(O)=O KDXKERNSBIXSRK-UHFFFAOYSA-N 0.000 claims description 8
- 239000004472 Lysine Substances 0.000 claims description 8
- AYFVYJQAPQTCCC-UHFFFAOYSA-N Threonine Natural products CC(O)C(N)C(O)=O AYFVYJQAPQTCCC-UHFFFAOYSA-N 0.000 claims description 8
- 229960003767 alanine Drugs 0.000 claims description 8
- 235000004279 alanine Nutrition 0.000 claims description 8
- 229960003121 arginine Drugs 0.000 claims description 8
- 235000009697 arginine Nutrition 0.000 claims description 8
- ODKSFYDXXFIFQN-UHFFFAOYSA-N arginine Natural products OC(=O)C(N)CCCNC(N)=N ODKSFYDXXFIFQN-UHFFFAOYSA-N 0.000 claims description 8
- 229940009098 aspartate Drugs 0.000 claims description 8
- 235000014304 histidine Nutrition 0.000 claims description 8
- 229960002885 histidine Drugs 0.000 claims description 8
- HNDVDQJCIGZPNO-UHFFFAOYSA-N histidine Natural products OC(=O)C(N)CC1=CN=CN1 HNDVDQJCIGZPNO-UHFFFAOYSA-N 0.000 claims description 8
- 235000018977 lysine Nutrition 0.000 claims description 8
- 229960003646 lysine Drugs 0.000 claims description 8
- 238000000034 method Methods 0.000 claims description 8
- 235000008521 threonine Nutrition 0.000 claims description 8
- 239000000203 mixture Substances 0.000 claims description 7
- 125000003161 (C1-C6) alkylene group Chemical group 0.000 claims description 6
- 208000023275 Autoimmune disease Diseases 0.000 claims description 6
- 206010028980 Neoplasm Diseases 0.000 claims description 6
- 201000011510 cancer Diseases 0.000 claims description 6
- 208000015181 infectious disease Diseases 0.000 claims description 6
- 125000006239 protecting group Chemical group 0.000 claims description 6
- 125000001424 substituent group Chemical group 0.000 claims description 6
- KZNICNPSHKQLFF-UHFFFAOYSA-N succinimide Chemical compound O=C1CCC(=O)N1 KZNICNPSHKQLFF-UHFFFAOYSA-N 0.000 claims description 6
- JRQLTSHRMXYCEB-VKHMYHEASA-N (2S)-2-(2H-triazol-4-ylamino)propanoic acid Chemical compound OC(=O)[C@H](C)NC=1C=NNN=1 JRQLTSHRMXYCEB-VKHMYHEASA-N 0.000 claims description 4
- WMXUAKCTYHRPBT-BYPYZUCNSA-N (2s)-2-(1h-pyrazol-5-ylamino)propanoic acid Chemical compound OC(=O)[C@H](C)NC=1C=CNN=1 WMXUAKCTYHRPBT-BYPYZUCNSA-N 0.000 claims description 4
- UKAUYVFTDYCKQA-UHFFFAOYSA-N -2-Amino-4-hydroxybutanoic acid Natural products OC(=O)C(N)CCO UKAUYVFTDYCKQA-UHFFFAOYSA-N 0.000 claims description 4
- WHUUTDBJXJRKMK-UHFFFAOYSA-N Glutamic acid Natural products OC(=O)C(N)CCC(O)=O WHUUTDBJXJRKMK-UHFFFAOYSA-N 0.000 claims description 4
- DHMQDGOQFOQNFH-UHFFFAOYSA-N Glycine Chemical compound NCC(O)=O DHMQDGOQFOQNFH-UHFFFAOYSA-N 0.000 claims description 4
- CZWARROQQFCFJB-UHFFFAOYSA-N L-2-Amino-5-hydroxypentanoic acid Chemical compound OC(=O)C(N)CCCO CZWARROQQFCFJB-UHFFFAOYSA-N 0.000 claims description 4
- UKAUYVFTDYCKQA-VKHMYHEASA-N L-homoserine Chemical compound OC(=O)[C@@H](N)CCO UKAUYVFTDYCKQA-VKHMYHEASA-N 0.000 claims description 4
- PEEHTFAAVSWFBL-UHFFFAOYSA-N Maleimide Chemical compound O=C1NC(=O)C=C1 PEEHTFAAVSWFBL-UHFFFAOYSA-N 0.000 claims description 4
- CKLJMWTZIZZHCS-REOHCLBHSA-L aspartate group Chemical group N[C@@H](CC(=O)[O-])C(=O)[O-] CKLJMWTZIZZHCS-REOHCLBHSA-L 0.000 claims description 4
- 235000003704 aspartic acid Nutrition 0.000 claims description 4
- 229960005261 aspartic acid Drugs 0.000 claims description 4
- OQFSQFPPLPISGP-UHFFFAOYSA-N beta-carboxyaspartic acid Natural products OC(=O)C(N)C(C(O)=O)C(O)=O OQFSQFPPLPISGP-UHFFFAOYSA-N 0.000 claims description 4
- 125000002837 carbocyclic group Chemical group 0.000 claims description 4
- 235000013922 glutamic acid Nutrition 0.000 claims description 4
- 239000004220 glutamic acid Substances 0.000 claims description 4
- 229960002989 glutamic acid Drugs 0.000 claims description 4
- 239000001257 hydrogen Substances 0.000 claims description 4
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims description 4
- 125000005439 maleimidyl group Chemical group C1(C=CC(N1*)=O)=O 0.000 claims description 4
- 108090000765 processed proteins & peptides Proteins 0.000 claims description 4
- 229960002317 succinimide Drugs 0.000 claims description 4
- 229910052717 sulfur Inorganic materials 0.000 claims description 4
- 125000004434 sulfur atom Chemical group 0.000 claims description 4
- 125000003396 thiol group Chemical group [H]S* 0.000 claims description 4
- 208000035473 Communicable disease Diseases 0.000 claims description 3
- 239000008194 pharmaceutical composition Substances 0.000 claims description 3
- 239000004471 Glycine Substances 0.000 claims description 2
- 239000000654 additive Substances 0.000 claims description 2
- 230000000996 additive effect Effects 0.000 claims description 2
- 108010044540 auristatin Proteins 0.000 claims description 2
- 230000037396 body weight Effects 0.000 claims description 2
- 239000003937 drug carrier Substances 0.000 claims description 2
- 108091005601 modified peptides Proteins 0.000 claims description 2
- 239000000546 pharmaceutical excipient Substances 0.000 claims description 2
- 229920001184 polypeptide Polymers 0.000 claims description 2
- 102000004196 processed proteins & peptides Human genes 0.000 claims description 2
- 235000018102 proteins Nutrition 0.000 claims description 2
- 108090000623 proteins and genes Proteins 0.000 claims description 2
- 102000004169 proteins and genes Human genes 0.000 claims description 2
- UQDJGEHQDNVPGU-UHFFFAOYSA-N serine phosphoethanolamine Chemical compound [NH3+]CCOP([O-])(=O)OCC([NH3+])C([O-])=O UQDJGEHQDNVPGU-UHFFFAOYSA-N 0.000 claims description 2
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims 3
- PECYZEOJVXMISF-UHFFFAOYSA-N 3-aminoalanine Chemical compound [NH3+]CC(N)C([O-])=O PECYZEOJVXMISF-UHFFFAOYSA-N 0.000 claims 1
- 0 CNC(*)C(NCC(*)NC([C@](CCC(O)=O)N[S+])=O)=O Chemical compound CNC(*)C(NCC(*)NC([C@](CCC(O)=O)N[S+])=O)=O 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 239000002253 acid Substances 0.000 description 1
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201461940759P | 2014-02-17 | 2014-02-17 | |
| US61/940,759 | 2014-02-17 | ||
| US201461947368P | 2014-03-03 | 2014-03-03 | |
| US61/947,368 | 2014-03-03 | ||
| PCT/US2015/016185 WO2015123679A1 (en) | 2014-02-17 | 2015-02-17 | Hydrophilic antibody-drug conjugates |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2020024690A Division JP2020073607A (ja) | 2014-02-17 | 2020-02-17 | 親水性抗体−薬物コンジュゲート |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2017512752A JP2017512752A (ja) | 2017-05-25 |
| JP2017512752A5 true JP2017512752A5 (cg-RX-API-DMAC7.html) | 2018-01-25 |
| JP6716461B2 JP6716461B2 (ja) | 2020-07-01 |
Family
ID=53800705
Family Applications (5)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2016552268A Active JP6716461B2 (ja) | 2014-02-17 | 2015-02-17 | 親水性抗体−薬物コンジュゲート |
| JP2020024690A Withdrawn JP2020073607A (ja) | 2014-02-17 | 2020-02-17 | 親水性抗体−薬物コンジュゲート |
| JP2022078761A Active JP7447183B2 (ja) | 2014-02-17 | 2022-05-12 | 親水性抗体－薬物コンジュゲート |
| JP2022194229A Pending JP2023018157A (ja) | 2014-02-17 | 2022-12-05 | 親水性抗体－薬物コンジュゲート |
| JP2024075020A Pending JP2024096335A (ja) | 2014-02-17 | 2024-05-06 | 親水性抗体－薬物コンジュゲート |
Family Applications After (4)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2020024690A Withdrawn JP2020073607A (ja) | 2014-02-17 | 2020-02-17 | 親水性抗体−薬物コンジュゲート |
| JP2022078761A Active JP7447183B2 (ja) | 2014-02-17 | 2022-05-12 | 親水性抗体－薬物コンジュゲート |
| JP2022194229A Pending JP2023018157A (ja) | 2014-02-17 | 2022-12-05 | 親水性抗体－薬物コンジュゲート |
| JP2024075020A Pending JP2024096335A (ja) | 2014-02-17 | 2024-05-06 | 親水性抗体－薬物コンジュゲート |
Country Status (14)
| Country | Link |
|---|---|
| US (4) | US10933112B2 (cg-RX-API-DMAC7.html) |
| EP (2) | EP3912641B1 (cg-RX-API-DMAC7.html) |
| JP (5) | JP6716461B2 (cg-RX-API-DMAC7.html) |
| KR (3) | KR20160120777A (cg-RX-API-DMAC7.html) |
| CN (1) | CN106029083B (cg-RX-API-DMAC7.html) |
| AU (3) | AU2015218202B2 (cg-RX-API-DMAC7.html) |
| CA (1) | CA2937753A1 (cg-RX-API-DMAC7.html) |
| EA (1) | EA201691650A1 (cg-RX-API-DMAC7.html) |
| ES (2) | ES2885686T3 (cg-RX-API-DMAC7.html) |
| IL (4) | IL309933A (cg-RX-API-DMAC7.html) |
| MX (2) | MX385823B (cg-RX-API-DMAC7.html) |
| SG (2) | SG10202001468UA (cg-RX-API-DMAC7.html) |
| WO (1) | WO2015123679A1 (cg-RX-API-DMAC7.html) |
| ZA (1) | ZA201605111B (cg-RX-API-DMAC7.html) |
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| IL309933A (en) * | 2014-02-17 | 2024-03-01 | Seagen Inc | Hydrophilic antibody-drug conjugates |
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| KR20190038579A (ko) | 2016-08-09 | 2019-04-08 | 시애틀 지네틱스, 인크. | 개선된 물리화학적 특성을 갖는 자기 안정화 링커를 구비한 약물 접합체 |
| JP6957629B2 (ja) | 2016-10-11 | 2021-11-02 | ビョンディス・ビー．ブイ．Ｂｙｏｎｄｉｓ Ｂ．Ｖ． | 非線状自壊性リンカーおよびそのコンジュゲート |
| CN118359705A (zh) | 2016-10-19 | 2024-07-19 | 英温拉公司 | 抗体构建体 |
| KR102312222B1 (ko) | 2016-12-22 | 2021-10-12 | 우니베르시따 델리 스투디 만냐 그레챠 카탄차로 | Ｃｄ43의 독특한 시알로글리코실화된 암-연관 에피토프를 표적으로 하는 모노클로날 항체 |
| KR20190133233A (ko) | 2017-03-30 | 2019-12-02 | 지앙수 헨그루이 메디슨 컴퍼니 리미티드 | 항체-약물 접합체를 제조하는 방법 |
| SG11202007919RA (en) * | 2017-06-19 | 2020-09-29 | Sichuan Baili Pharm Co Ltd | Antibody-drug conjugate having acidic self-stabilization junction |
| WO2019034177A1 (zh) * | 2017-08-18 | 2019-02-21 | 四川百利药业有限责任公司 | 具有两种不同药物的抗体药物偶联物 |
| CN109106951A (zh) * | 2017-08-18 | 2019-01-01 | 四川百利药业有限责任公司 | 一种喜树碱-抗体偶联物 |
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| JP7787083B2 (ja) | 2020-03-12 | 2025-12-16 | テフニーシェ ウニヴェルジテート ミュンヘン | アルファ－ｖ－ベータ－６－インテグリンをインビボでアドレッシングするための環状ペプチド及びそれらのコンジュゲート |
| WO2022198231A1 (en) | 2021-03-18 | 2022-09-22 | Seagen Inc. | Selective drug release from internalized conjugates of biologically active compounds |
| TW202304524A (zh) | 2021-04-10 | 2023-02-01 | 美商普方生物製藥美國公司 | Folr1結合劑、其結合物及使用方法 |
| AU2022262644A1 (en) | 2021-04-23 | 2023-11-09 | Genmab A/S | Anti-cd70 antibodies, conjugates thereof and methods of using the same |
| TW202320857A (zh) | 2021-07-06 | 2023-06-01 | 美商普方生物製藥美國公司 | 連接子、藥物連接子及其結合物及其使用方法 |
| US11806405B1 (en) | 2021-07-19 | 2023-11-07 | Zeno Management, Inc. | Immunoconjugates and methods |
| AU2022338463A1 (en) | 2021-09-03 | 2024-03-21 | Toray Industries, Inc. | Pharmaceutical composition for cancer treatment and/or prevention |
| MX2024005831A (es) * | 2021-11-15 | 2024-07-09 | Systimmune Inc | Conjugado de anticuerpo biespecifico-farmaco de camptotecina y uso farmaceutico del mismo. |
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| CA3245264A1 (en) * | 2021-12-03 | 2025-06-13 | Systimmune, Inc. | Conjugated Anti-Trop2 Human Antibody-Camptothecine Drug and its Medical Use |
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| MX360141B (es) | 2012-02-17 | 2018-10-24 | Seattle Genetics Inc | Anticuerpos contra integrina alfavhbeta6 y uso de los mismos para tratar cancer. |
| WO2013147153A1 (ja) | 2012-03-29 | 2013-10-03 | 株式会社未来創薬研究所 | 抗ｌａｍｐ５抗体およびその利用 |
| US20130309223A1 (en) | 2012-05-18 | 2013-11-21 | Seattle Genetics, Inc. | CD33 Antibodies And Use Of Same To Treat Cancer |
| IL309933A (en) | 2014-02-17 | 2024-03-01 | Seagen Inc | Hydrophilic antibody-drug conjugates |
| CN114728073B (zh) | 2019-09-19 | 2024-12-27 | 思进股份有限公司 | 药物从生物活性化合物的内化缀合物的选择性释放 |
| KR20230158006A (ko) | 2021-03-18 | 2023-11-17 | 씨젠 인크. | 생물학적 활성 화합물의 내재화된 접합체로부터의 선택적 약물 방출 |
| WO2022198231A1 (en) | 2021-03-18 | 2022-09-22 | Seagen Inc. | Selective drug release from internalized conjugates of biologically active compounds |
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2015
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- 2015-02-17 WO PCT/US2015/016185 patent/WO2015123679A1/en not_active Ceased
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- 2015-02-17 EP EP21168364.4A patent/EP3912641B1/en active Active
- 2015-02-17 MX MX2016009862A patent/MX385823B/es unknown
- 2015-02-17 EA EA201691650A patent/EA201691650A1/ru unknown
- 2015-02-17 KR KR1020167025612A patent/KR20160120777A/ko not_active Ceased
- 2015-02-17 CA CA2937753A patent/CA2937753A1/en active Pending
- 2015-02-17 EP EP15748980.8A patent/EP3107557B1/en active Active
- 2015-02-17 CN CN201580008876.3A patent/CN106029083B/zh active Active
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- 2015-02-17 JP JP2016552268A patent/JP6716461B2/ja active Active
- 2015-02-17 SG SG11201605886RA patent/SG11201605886RA/en unknown
- 2015-02-17 KR KR1020247007857A patent/KR20240036143A/ko not_active Withdrawn
- 2015-02-17 AU AU2015218202A patent/AU2015218202B2/en not_active Ceased
- 2015-02-17 KR KR1020237014278A patent/KR102647074B1/ko active Active
- 2015-02-17 US US15/118,031 patent/US10933112B2/en active Active
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2016
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- 2016-07-28 MX MX2021010550A patent/MX2021010550A/es unknown
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2020
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- 2021-01-27 US US17/160,225 patent/US11510959B2/en active Active
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2022
- 2022-05-12 JP JP2022078761A patent/JP7447183B2/ja active Active
- 2022-10-11 US US17/963,939 patent/US20230132738A1/en not_active Abandoned
- 2022-12-05 JP JP2022194229A patent/JP2023018157A/ja active Pending
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2023
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2024
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