JP2017526682A5 - - Google Patents
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- JP2017526682A5 JP2017526682A5 JP2017511615A JP2017511615A JP2017526682A5 JP 2017526682 A5 JP2017526682 A5 JP 2017526682A5 JP 2017511615 A JP2017511615 A JP 2017511615A JP 2017511615 A JP2017511615 A JP 2017511615A JP 2017526682 A5 JP2017526682 A5 JP 2017526682A5
- Authority
- JP
- Japan
- Prior art keywords
- antibody
- drug
- concentration
- benzodiazepine
- composition
- 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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- 238000000034 method Methods 0.000 claims description 116
- 229940079593 drug Drugs 0.000 claims description 104
- 239000003814 drug Substances 0.000 claims description 104
- 239000000203 mixture Substances 0.000 claims description 58
- 239000000611 antibody drug conjugate Substances 0.000 claims description 48
- 229940049595 antibody-drug conjugate Drugs 0.000 claims description 48
- 229940049706 benzodiazepine Drugs 0.000 claims description 45
- SVUOLADPCWQTTE-UHFFFAOYSA-N 1h-1,2-benzodiazepine Chemical compound N1N=CC=CC2=CC=CC=C12 SVUOLADPCWQTTE-UHFFFAOYSA-N 0.000 claims description 40
- 239000000562 conjugate Substances 0.000 claims description 15
- -1 benzodiazepine compound Chemical class 0.000 claims description 7
- 239000008194 pharmaceutical composition Substances 0.000 claims description 6
- JWDFQMWEFLOOED-UHFFFAOYSA-N (2,5-dioxopyrrolidin-1-yl) 3-(pyridin-2-yldisulfanyl)propanoate Chemical group O=C1CCC(=O)N1OC(=O)CCSSC1=CC=CC=N1 JWDFQMWEFLOOED-UHFFFAOYSA-N 0.000 claims description 4
- JSHOVKSMJRQOGY-UHFFFAOYSA-N (2,5-dioxopyrrolidin-1-yl) 4-(pyridin-2-yldisulfanyl)butanoate Chemical compound O=C1CCC(=O)N1OC(=O)CCCSSC1=CC=CC=N1 JSHOVKSMJRQOGY-UHFFFAOYSA-N 0.000 claims description 4
- GTBCXYYVWHFQRS-UHFFFAOYSA-N (2,5-dioxopyrrolidin-1-yl) 4-(pyridin-2-yldisulfanyl)pentanoate Chemical compound C=1C=CC=NC=1SSC(C)CCC(=O)ON1C(=O)CCC1=O GTBCXYYVWHFQRS-UHFFFAOYSA-N 0.000 claims description 4
- JJAHTWIKCUJRDK-UHFFFAOYSA-N succinimidyl 4-(N-maleimidomethyl)cyclohexane-1-carboxylate Chemical compound C1CC(CN2C(C=CC2=O)=O)CCC1C(=O)ON1C(=O)CCC1=O JJAHTWIKCUJRDK-UHFFFAOYSA-N 0.000 claims description 4
- DOKWDOLZCMETIJ-ZAQUEYBZSA-N (12as)-9-[[3-[[(12as)-8-methoxy-6-oxo-11,12,12a,13-tetrahydroindolo[2,1-c][1,4]benzodiazepin-9-yl]oxymethyl]-5-[2-[2-(2-methoxyethoxy)ethoxy]ethyl-(2-methyl-2-sulfanylpropyl)amino]phenyl]methoxy]-8-methoxy-12a,13-dihydroindolo[2,1-c][1,4]benzodiazepin-6-o Chemical compound N1=C[C@@H]2CC3=CC=CC=C3N2C(=O)C(C=C2OC)=C1C=C2OCC1=CC(N(CC(C)(C)S)CCOCCOCCOC)=CC(COC=2C(=CC=3C(=O)N4C5=CC=CC=C5C[C@H]4CNC=3C=2)OC)=C1 DOKWDOLZCMETIJ-ZAQUEYBZSA-N 0.000 claims description 2
- FUHCFUVCWLZEDQ-UHFFFAOYSA-N 1-(2,5-dioxopyrrolidin-1-yl)oxy-1-oxo-4-(pyridin-2-yldisulfanyl)butane-2-sulfonic acid Chemical compound O=C1CCC(=O)N1OC(=O)C(S(=O)(=O)O)CCSSC1=CC=CC=N1 FUHCFUVCWLZEDQ-UHFFFAOYSA-N 0.000 claims description 2
- FYKCKCYYMXDNHZ-UHFFFAOYSA-N 2-sulfobutanoic acid Chemical compound CCC(C(O)=O)S(O)(=O)=O FYKCKCYYMXDNHZ-UHFFFAOYSA-N 0.000 claims description 2
- AGAYQLZJBWFZQV-UHFFFAOYSA-N 3-acetyloxolane-2,5-dione Chemical compound CC(=O)C1CC(=O)OC1=O AGAYQLZJBWFZQV-UHFFFAOYSA-N 0.000 claims description 2
- 229940126161 DNA alkylating agent Drugs 0.000 claims description 2
- 239000012624 DNA alkylating agent Substances 0.000 claims description 2
- 230000000970 DNA cross-linking effect Effects 0.000 claims description 2
- 239000012623 DNA damaging agent Substances 0.000 claims description 2
- BWGNESOTFCXPMA-UHFFFAOYSA-N Dihydrogen disulfide Chemical compound SS BWGNESOTFCXPMA-UHFFFAOYSA-N 0.000 claims description 2
- 229940122429 Tubulin inhibitor Drugs 0.000 claims description 2
- 230000022131 cell cycle Effects 0.000 claims description 2
- 239000003431 cross linking reagent Substances 0.000 claims description 2
- YUOCYTRGANSSRY-UHFFFAOYSA-N pyrrolo[2,3-i][1,2]benzodiazepine Chemical compound C1=CN=NC2=C3C=CN=C3C=CC2=C1 YUOCYTRGANSSRY-UHFFFAOYSA-N 0.000 claims description 2
- 239000000126 substance Substances 0.000 claims description 2
- 230000008685 targeting Effects 0.000 claims description 2
- CNHYKKNIIGEXAY-UHFFFAOYSA-N thiolan-2-imine Chemical compound N=C1CCCS1 CNHYKKNIIGEXAY-UHFFFAOYSA-N 0.000 claims description 2
- 238000009472 formulation Methods 0.000 claims 3
- 150000001557 benzodiazepines Chemical class 0.000 claims 2
- QWPXBEHQFHACTK-KZVYIGENSA-N (10e,12e)-86-chloro-12,14,4-trihydroxy-85,14-dimethoxy-33,2,7,10-tetramethyl-15,16-dihydro-14h-7-aza-1(6,4)-oxazina-3(2,3)-oxirana-8(1,3)-benzenacyclotetradecaphane-10,12-dien-6-one Chemical compound CN1C(=O)CC(O)C2(C)OC2C(C)C(OC(=O)N2)CC2(O)C(OC)\C=C\C=C(C)\CC2=CC(OC)=C(Cl)C1=C2 QWPXBEHQFHACTK-KZVYIGENSA-N 0.000 claims 1
- QWPXBEHQFHACTK-UHFFFAOYSA-N Maytansinol Natural products CN1C(=O)CC(O)C2(C)OC2C(C)C(OC(=O)N2)CC2(O)C(OC)C=CC=C(C)CC2=CC(OC)=C(Cl)C1=C2 QWPXBEHQFHACTK-UHFFFAOYSA-N 0.000 claims 1
- 230000003247 decreasing effect Effects 0.000 claims 1
- 125000005647 linker group Chemical group 0.000 claims 1
- 150000003505 terpenes Chemical class 0.000 claims 1
- 239000012634 fragment Substances 0.000 description 7
- 101000777628 Homo sapiens Leukocyte antigen CD37 Proteins 0.000 description 4
- 102000010451 Folate receptor alpha Human genes 0.000 description 2
- 108050001931 Folate receptor alpha Proteins 0.000 description 2
- 101000934338 Homo sapiens Myeloid cell surface antigen CD33 Proteins 0.000 description 2
- 102100031586 Leukocyte antigen CD37 Human genes 0.000 description 2
- 102000048426 human CD37 Human genes 0.000 description 2
- 238000001542 size-exclusion chromatography Methods 0.000 description 2
- 102100024222 B-lymphocyte antigen CD19 Human genes 0.000 description 1
- 102100035139 Folate receptor alpha Human genes 0.000 description 1
- 101000980825 Homo sapiens B-lymphocyte antigen CD19 Proteins 0.000 description 1
- 101100383038 Homo sapiens CD19 gene Proteins 0.000 description 1
- 101000851181 Homo sapiens Epidermal growth factor receptor Proteins 0.000 description 1
- 101001023230 Homo sapiens Folate receptor alpha Proteins 0.000 description 1
- 101100346932 Mus musculus Muc1 gene Proteins 0.000 description 1
- 102100025243 Myeloid cell surface antigen CD33 Human genes 0.000 description 1
- 229940125644 antibody drug Drugs 0.000 description 1
- 239000000427 antigen Substances 0.000 description 1
- 102000036639 antigens Human genes 0.000 description 1
- 108091007433 antigens Proteins 0.000 description 1
- 108010044540 auristatin Proteins 0.000 description 1
- 210000004027 cell Anatomy 0.000 description 1
- 230000004069 differentiation Effects 0.000 description 1
- 102000052116 epidermal growth factor receptor activity proteins Human genes 0.000 description 1
- 108700015053 epidermal growth factor receptor activity proteins Proteins 0.000 description 1
- 239000013020 final formulation Substances 0.000 description 1
- 102000056982 human CD33 Human genes 0.000 description 1
- 102000045108 human EGFR Human genes 0.000 description 1
- 238000002347 injection Methods 0.000 description 1
- 239000007924 injection Substances 0.000 description 1
- 210000000265 leukocyte Anatomy 0.000 description 1
- 238000004949 mass spectrometry Methods 0.000 description 1
- 108010025496 mucin receptor Proteins 0.000 description 1
- YOHYSYJDKVYCJI-UHFFFAOYSA-N n-[3-[[6-[3-(trifluoromethyl)anilino]pyrimidin-4-yl]amino]phenyl]cyclopropanecarboxamide Chemical compound FC(F)(F)C1=CC=CC(NC=2N=CN=C(NC=3C=C(NC(=O)C4CC4)C=CC=3)C=2)=C1 YOHYSYJDKVYCJI-UHFFFAOYSA-N 0.000 description 1
- 238000002798 spectrophotometry method Methods 0.000 description 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201462044592P | 2014-09-02 | 2014-09-02 | |
| US62/044,592 | 2014-09-02 | ||
| PCT/US2015/048152 WO2016036861A1 (en) | 2014-09-02 | 2015-09-02 | Methods for formulating antibody drug conjugate compositions |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2020082487A Division JP2020122012A (ja) | 2014-09-02 | 2020-05-08 | 抗体薬物複合体組成物の製剤化方法 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2017526682A JP2017526682A (ja) | 2017-09-14 |
| JP2017526682A5 true JP2017526682A5 (cg-RX-API-DMAC7.html) | 2018-10-11 |
Family
ID=55401285
Family Applications (5)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2017511615A Withdrawn JP2017526682A (ja) | 2014-09-02 | 2015-09-02 | 抗体薬物複合体組成物の製剤化方法 |
| JP2020082487A Pending JP2020122012A (ja) | 2014-09-02 | 2020-05-08 | 抗体薬物複合体組成物の製剤化方法 |
| JP2020122719A Withdrawn JP2020172541A (ja) | 2014-09-02 | 2020-07-17 | 抗体薬物複合体組成物の製剤化方法 |
| JP2022010024A Withdrawn JP2022050688A (ja) | 2014-09-02 | 2022-01-26 | 抗体薬物複合体組成物の製剤化方法 |
| JP2024058979A Active JP7789826B2 (ja) | 2014-09-02 | 2024-04-01 | 抗体薬物複合体組成物の製剤化方法 |
Family Applications After (4)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2020082487A Pending JP2020122012A (ja) | 2014-09-02 | 2020-05-08 | 抗体薬物複合体組成物の製剤化方法 |
| JP2020122719A Withdrawn JP2020172541A (ja) | 2014-09-02 | 2020-07-17 | 抗体薬物複合体組成物の製剤化方法 |
| JP2022010024A Withdrawn JP2022050688A (ja) | 2014-09-02 | 2022-01-26 | 抗体薬物複合体組成物の製剤化方法 |
| JP2024058979A Active JP7789826B2 (ja) | 2014-09-02 | 2024-04-01 | 抗体薬物複合体組成物の製剤化方法 |
Country Status (13)
| Country | Link |
|---|---|
| US (4) | US20160058884A1 (cg-RX-API-DMAC7.html) |
| EP (2) | EP3311846A1 (cg-RX-API-DMAC7.html) |
| JP (5) | JP2017526682A (cg-RX-API-DMAC7.html) |
| KR (2) | KR20240011258A (cg-RX-API-DMAC7.html) |
| CN (3) | CN113842468B (cg-RX-API-DMAC7.html) |
| AU (2) | AU2015311951B2 (cg-RX-API-DMAC7.html) |
| CA (1) | CA2958882A1 (cg-RX-API-DMAC7.html) |
| HK (1) | HK1254612A1 (cg-RX-API-DMAC7.html) |
| IL (2) | IL250768B (cg-RX-API-DMAC7.html) |
| MA (2) | MA42561A (cg-RX-API-DMAC7.html) |
| RU (1) | RU2741470C9 (cg-RX-API-DMAC7.html) |
| SG (1) | SG11201701328XA (cg-RX-API-DMAC7.html) |
| WO (1) | WO2016036861A1 (cg-RX-API-DMAC7.html) |
Families Citing this family (16)
| Publication number | Priority date | Publication date | Assignee | Title |
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| BR112013025415B1 (pt) | 2011-04-01 | 2021-03-16 | Immunogen, Inc | uso de um imunoconjugado antirreceptor de folato 1 (folr1) |
| PL3038650T3 (pl) | 2013-08-30 | 2021-11-22 | Immunogen, Inc. | Przeciwciała i testy do wykrywania receptora folianu 1 |
| CA2958882A1 (en) * | 2014-09-02 | 2016-03-10 | Immunogen, Inc. | Methods for formulating antibody drug conjugate compositions |
| SI3313845T1 (sl) * | 2015-06-29 | 2021-01-29 | Immunogen, Inc. | Konjugati spremenjenih protiteles cisteina |
| CA3026504A1 (en) | 2016-06-07 | 2017-12-14 | Nanopharmaceuticals, Llc | Non-cleavable polymer conjugated with .alpha..nu..beta.3 integrin thyroid antagonists |
| WO2018085359A1 (en) * | 2016-11-02 | 2018-05-11 | Immunogen, Inc. | Combination treatment with antibody-drug conjugates and parp inhibitors |
| MA46887A (fr) | 2016-11-23 | 2019-10-02 | Immunogen Inc | Sulfonation sélective de dérivés de benzodiazépine |
| CA3087993A1 (en) * | 2018-01-12 | 2019-07-18 | Immunogen, Inc. | Methods for antibody drug conjugation, purification, and formulation |
| US11351137B2 (en) | 2018-04-11 | 2022-06-07 | Nanopharmaceuticals Llc | Composition and method for dual targeting in treatment of neuroendocrine tumors |
| US10328043B1 (en) | 2018-04-11 | 2019-06-25 | Nanopharmaceuticals, Llc. | Composition and method for dual targeting in treatment of neuroendocrine tumors |
| KR102788989B1 (ko) | 2019-02-15 | 2025-03-31 | 우시 엑스디씨 싱가포르 프라이빗 리미티드 | 동질성이 개선된 항체-약물 콘쥬게이트의 제조방법 |
| US12109273B2 (en) | 2019-02-15 | 2024-10-08 | Wuxi Xdc Singapore Private Limited | Process for preparing antibody-drug conjugates with improved homogeneity |
| CN114222756A (zh) | 2019-04-29 | 2022-03-22 | 伊缪诺金公司 | 双互补位FR-α抗体和免疫缀合物 |
| US20220373558A1 (en) * | 2019-09-19 | 2022-11-24 | Janssen Biotech, Inc. | Materials and methods for differential characterization of molecular conjugates and conjugation |
| US10961204B1 (en) | 2020-04-29 | 2021-03-30 | Nanopharmaceuticals Llc | Composition of scalable thyrointegrin antagonists with improved blood brain barrier penetration and retention into brain tumors |
| US11723888B2 (en) | 2021-12-09 | 2023-08-15 | Nanopharmaceuticals Llc | Polymer conjugated thyrointegrin antagonists |
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