KR101938800B1 - 피롤로벤조디아제핀 이량체 전구체 및 이의 리간드-링커 접합체 화합물 - Google Patents

피롤로벤조디아제핀 이량체 전구체 및 이의 리간드-링커 접합체 화합물 Download PDF

Info

Publication number
KR101938800B1
KR101938800B1 KR1020180036895A KR20180036895A KR101938800B1 KR 101938800 B1 KR101938800 B1 KR 101938800B1 KR 1020180036895 A KR1020180036895 A KR 1020180036895A KR 20180036895 A KR20180036895 A KR 20180036895A KR 101938800 B1 KR101938800 B1 KR 101938800B1
Authority
KR
South Korea
Prior art keywords
compound
mmol
preparation
reaction solution
added
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.)
Active
Application number
KR1020180036895A
Other languages
English (en)
Korean (ko)
Other versions
KR20180110645A (ko
Inventor
송호영
김성민
김형래
박경은
정철웅
박윤희
최효정
이수인
백주열
이현정
이주영
오지혜
채제욱
오영수
김용주
Original Assignee
주식회사 레고켐 바이오사이언스
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Priority to PCT/KR2018/003744 priority Critical patent/WO2018182341A1/ko
Priority to IL269535A priority patent/IL269535B2/en
Priority to AU2018246806A priority patent/AU2018246806B2/en
Priority to BR112019020136-0A priority patent/BR112019020136B1/pt
Priority to US16/328,256 priority patent/US11654197B2/en
Priority to NZ757701A priority patent/NZ757701B2/en
Priority to CA3058360A priority patent/CA3058360A1/en
Priority to MX2019011655A priority patent/MX2019011655A/es
Application filed by 주식회사 레고켐 바이오사이언스 filed Critical 주식회사 레고켐 바이오사이언스
Priority to JP2019515212A priority patent/JP7664680B2/ja
Publication of KR20180110645A publication Critical patent/KR20180110645A/ko
Application granted granted Critical
Publication of KR101938800B1 publication Critical patent/KR101938800B1/ko
Priority to US18/113,948 priority patent/US12398124B2/en
Priority to JP2023081396A priority patent/JP2023113699A/ja
Active legal-status Critical Current
Anticipated expiration legal-status Critical

Links

Images

Classifications

    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
    • A61K47/50—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates
    • A61K47/51—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates the non-active ingredient being a modifying agent
    • A61K47/54—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates the non-active ingredient being a modifying agent the modifying agent being an organic compound
    • A61K47/549—Sugars, nucleosides, nucleotides or nucleic acids
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
    • C07D405/14—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing three or more hetero rings
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/33—Heterocyclic compounds
    • A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/55—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having seven-membered rings, e.g. azelastine, pentylenetetrazole
    • A61K31/551—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having seven-membered rings, e.g. azelastine, pentylenetetrazole having two nitrogen atoms, e.g. dilazep
    • A61K31/5513—1,4-Benzodiazepines, e.g. diazepam or clozapine
    • A61K31/5517—1,4-Benzodiazepines, e.g. diazepam or clozapine condensed with five-membered rings having nitrogen as a ring hetero atom, e.g. imidazobenzodiazepines, triazolam
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
    • A61K47/50—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates
    • A61K47/51—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates the non-active ingredient being a modifying agent
    • A61K47/54—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates the non-active ingredient being a modifying agent the modifying agent being an organic compound
    • A61K47/55—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates the non-active ingredient being a modifying agent the modifying agent being an organic compound the modifying agent being also a pharmacologically or therapeutically active agent, i.e. the entire conjugate being a codrug
    • A61K47/552—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates the non-active ingredient being a modifying agent the modifying agent being an organic compound the modifying agent being also a pharmacologically or therapeutically active agent, i.e. the entire conjugate being a codrug one of the codrug's components being an antibiotic
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
    • A61K47/50—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates
    • A61K47/51—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates the non-active ingredient being a modifying agent
    • A61K47/68—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates the non-active ingredient being a modifying agent the modifying agent being an antibody, an immunoglobulin or a fragment thereof, e.g. an Fc-fragment
    • A61K47/6801—Drug-antibody or immunoglobulin conjugates defined by the pharmacologically or therapeutically active agent
    • A61K47/6803—Drugs conjugated to an antibody or immunoglobulin, e.g. cisplatin-antibody conjugates
    • A61K47/68035—Drugs conjugated to an antibody or immunoglobulin, e.g. cisplatin-antibody conjugates the drug being a pyrrolobenzodiazepine
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
    • A61K47/50—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates
    • A61K47/51—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates the non-active ingredient being a modifying agent
    • A61K47/68—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates the non-active ingredient being a modifying agent the modifying agent being an antibody, an immunoglobulin or a fragment thereof, e.g. an Fc-fragment
    • A61K47/6835—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates the non-active ingredient being a modifying agent the modifying agent being an antibody, an immunoglobulin or a fragment thereof, e.g. an Fc-fragment the modifying agent being an antibody or an immunoglobulin bearing at least one antigen-binding site
    • A61K47/6851—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates the non-active ingredient being a modifying agent the modifying agent being an antibody, an immunoglobulin or a fragment thereof, e.g. an Fc-fragment the modifying agent being an antibody or an immunoglobulin bearing at least one antigen-binding site the antibody targeting a determinant of a tumour cell
    • A61K47/6855—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates the non-active ingredient being a modifying agent the modifying agent being an antibody, an immunoglobulin or a fragment thereof, e.g. an Fc-fragment the modifying agent being an antibody or an immunoglobulin bearing at least one antigen-binding site the antibody targeting a determinant of a tumour cell the tumour determinant being from breast cancer cell
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
    • A61K47/50—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates
    • A61K47/51—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates the non-active ingredient being a modifying agent
    • A61K47/68—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates the non-active ingredient being a modifying agent the modifying agent being an antibody, an immunoglobulin or a fragment thereof, e.g. an Fc-fragment
    • A61K47/6889—Conjugates wherein the antibody being the modifying agent and wherein the linker, binder or spacer confers particular properties to the conjugates, e.g. peptidic enzyme-labile linkers or acid-labile linkers, providing for an acid-labile immuno conjugate wherein the drug may be released from its antibody conjugated part in an acidic, e.g. tumoural or environment
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P35/00—Antineoplastic agents
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D519/00—Heterocyclic compounds containing more than one system of two or more relevant hetero rings condensed among themselves or condensed with a common carbocyclic ring system not provided for in groups C07D453/00 or C07D455/00
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
    • C07D487/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
    • C07D487/04—Ortho-condensed systems

Landscapes

  • Health & Medical Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Engineering & Computer Science (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Organic Chemistry (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Medicinal Chemistry (AREA)
  • Epidemiology (AREA)
  • Immunology (AREA)
  • General Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Cell Biology (AREA)
  • Biochemistry (AREA)
  • Molecular Biology (AREA)
  • Oncology (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Medicinal Preparation (AREA)
  • Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
  • Saccharide Compounds (AREA)
KR1020180036895A 2017-03-29 2018-03-29 피롤로벤조디아제핀 이량체 전구체 및 이의 리간드-링커 접합체 화합물 Active KR101938800B1 (ko)

Priority Applications (11)

Application Number Priority Date Filing Date Title
AU2018246806A AU2018246806B2 (en) 2017-03-29 2018-03-29 Pyrrolobenzodiazepine dimer precursor and ligand-linker conjugate compound thereof
BR112019020136-0A BR112019020136B1 (pt) 2017-03-29 2018-03-29 Conjugado de profármaco de dímero de pirrolobenzodiazepina, composição farmacêutica compreendendo o mesmo e uso terapêutico do mesmo
US16/328,256 US11654197B2 (en) 2017-03-29 2018-03-29 Pyrrolobenzodiazepine dimer prodrug and ligand-linker conjugate compound of the same
NZ757701A NZ757701B2 (en) 2018-03-29 Pyrrolobenzodiazepine dimer precursor and ligand-linker conjugate compound thereof
CA3058360A CA3058360A1 (en) 2017-03-29 2018-03-29 Pyrrolobenzodiazepine dimer prodrug and ligand-linker conjugate compound of the same
MX2019011655A MX2019011655A (es) 2017-03-29 2018-03-29 Profarmaco de dimero de pirrolobenzodiazepina y compuesto conjugado ligando-conector de este.
PCT/KR2018/003744 WO2018182341A1 (ko) 2017-03-29 2018-03-29 피롤로벤조디아제핀 이량체 전구체 및 이의 리간드-링커 접합체 화합물
IL269535A IL269535B2 (en) 2017-03-29 2018-03-29 Pyrrolobenzodiazepine dimer prodrug and ligand-linker conjugate compound of the same
JP2019515212A JP7664680B2 (ja) 2017-03-29 2018-03-29 ピロロベンゾジアゼピン二量体前駆体及びそのリガンド－リンカーコンジュゲート化合物
US18/113,948 US12398124B2 (en) 2017-03-29 2023-02-24 Pyrrolobenzodiazepine dimer prodrug and ligand-linker conjugate compound of the same
JP2023081396A JP2023113699A (ja) 2017-03-29 2023-05-17 ピロロベンゾジアゼピン二量体前駆体及びそのリガンド－リンカーコンジュゲート化合物

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
KR20170039841 2017-03-29
KR1020170039841 2017-03-29

Related Child Applications (1)

Application Number Title Priority Date Filing Date
KR1020180092623A Division KR20180110649A (ko) 2017-03-29 2018-08-08 피롤로벤조디아제핀 이량체 전구체 및 이의 리간드-링커 접합체 화합물

Publications (2)

Publication Number Publication Date
KR20180110645A KR20180110645A (ko) 2018-10-10
KR101938800B1 true KR101938800B1 (ko) 2019-04-10

Family

ID=63876096

Family Applications (4)

Application Number Title Priority Date Filing Date
KR1020180036895A Active KR101938800B1 (ko) 2017-03-29 2018-03-29 피롤로벤조디아제핀 이량체 전구체 및 이의 리간드-링커 접합체 화합물
KR1020180092623A Ceased KR20180110649A (ko) 2017-03-29 2018-08-08 피롤로벤조디아제핀 이량체 전구체 및 이의 리간드-링커 접합체 화합물
KR1020210063019A Ceased KR20210058795A (ko) 2017-03-29 2021-05-14 피롤로벤조디아제핀 이량체 전구체 및 이의 리간드-링커 접합체 화합물
KR1020220003168A Active KR102489250B1 (ko) 2017-03-29 2022-01-10 피롤로벤조디아제핀 이량체 전구체 및 이의 리간드-링커 접합체 화합물

Family Applications After (3)

Application Number Title Priority Date Filing Date
KR1020180092623A Ceased KR20180110649A (ko) 2017-03-29 2018-08-08 피롤로벤조디아제핀 이량체 전구체 및 이의 리간드-링커 접합체 화합물
KR1020210063019A Ceased KR20210058795A (ko) 2017-03-29 2021-05-14 피롤로벤조디아제핀 이량체 전구체 및 이의 리간드-링커 접합체 화합물
KR1020220003168A Active KR102489250B1 (ko) 2017-03-29 2022-01-10 피롤로벤조디아제핀 이량체 전구체 및 이의 리간드-링커 접합체 화합물

Country Status (9)

Country Link
US (2) US11654197B2 (https=)
EP (1) EP3604311A4 (https=)
JP (2) JP7664680B2 (https=)
KR (4) KR101938800B1 (https=)
CN (1) CN109790171B (https=)
AU (1) AU2018246806B2 (https=)
CA (1) CA3058360A1 (https=)
IL (1) IL269535B2 (https=)
MX (1) MX2019011655A (https=)

Families Citing this family (18)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
AU2016359234B2 (en) 2015-11-25 2022-09-08 Ligachem Biosciences Inc. Conjugates comprising peptide groups and methods related thereto
KR102847350B1 (ko) 2015-11-25 2025-08-19 주식회사 리가켐바이오사이언스 분지된 링커를 포함하는 항체-약물 접합체 및 이의 제조방법
HRP20240795T1 (hr) 2015-11-25 2024-09-13 Ligachem Biosciences Inc. Konjugati koji se sastoje od samozapaljujućih skupina i postupci povezani s njima
MX2019011655A (es) 2017-03-29 2019-12-19 Legochem Biosciences Inc Profarmaco de dimero de pirrolobenzodiazepina y compuesto conjugado ligando-conector de este.
GB201803342D0 (en) * 2018-03-01 2018-04-18 Medimmune Ltd Methods
JP7459063B2 (ja) 2018-05-09 2024-04-01 レゴケム バイオサイエンシズ， インク． 抗－ｃｄ１９抗体薬物複合体に関連する組成物および方法
WO2020141923A2 (ko) 2019-01-03 2020-07-09 주식회사 레고켐 바이오사이언스 안전성이 향상된 피롤로벤조디아제핀 이량체 화합물 및 이의 용도
KR20200084802A (ko) 2019-01-03 2020-07-13 주식회사 레고켐 바이오사이언스 안전성이 향상된 피롤로벤조디아제핀 이량체 화합물 및 이의 용도
EP3936150A4 (en) 2019-03-06 2023-03-29 LegoChem Biosciences, Inc. ANTIBODY-DRUG CONJUGATES COMPRISING ANTIBODY AGAINST HUMAN DLK1 AND USE THEREOF
KR20210028544A (ko) * 2019-09-04 2021-03-12 주식회사 레고켐 바이오사이언스 인간 ror1에 대한 항체를 포함하는 항체 약물 접합체 및 이의 용도
WO2021137646A1 (ko) 2019-12-31 2021-07-08 주식회사 레고켐바이오사이언스 피롤로벤조디아제핀 유도체 및 이의 리간드-링커 접합체
IL307301A (en) 2021-03-30 2023-11-01 Legochem Biosciences Inc An antibody-drug conjugate including an antibody against human CLDN18.2 and its use
GB202203070D0 (en) * 2022-03-04 2022-04-20 Iksuda Therapeutics Ltd Anti-canag antibody conjugate
CN115429890B (zh) * 2022-08-04 2024-05-24 辽宁键凯科技有限公司 一种缀合物及用其制备的抗体药物偶联物
CN115772163B (zh) * 2022-12-09 2025-07-22 中国科学院成都生物研究所 吲哚糖苷类化合物及吡咯糖苷类化合物及合成方法与应用
EP4389152A1 (en) 2022-12-23 2024-06-26 Synaffix B.V. Conjugates of pbd prodrugs
JP2026507011A (ja) * 2023-02-22 2026-02-27 レザルート・サイエンス・インコーポレイテッド 腫瘍関連マクロファージを標的指向化するための組成物及び方法
CN119798218A (zh) * 2024-12-31 2025-04-11 南京优氟医药科技有限公司 一种e3酶配体-连接链复合物及其制备方法

Family Cites Families (115)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5112739A (en) 1988-08-02 1992-05-12 Polaroid Corporation Enzyme controlled release system
US5266575A (en) 1991-11-06 1993-11-30 Minnesota Mining And Manufacturing Company 2-ethyl 1H-imidazo[4,5-ciquinolin-4-amines
DE19512484A1 (de) 1995-04-04 1996-10-17 Bayer Ag Kohlenhydratmodifizierte Cytostatika
DK0795334T3 (da) 1996-03-12 2006-06-06 Sanofi Aventis Deutschland Nye prodrugs til behandling af tumorer og betændelsessygdomme
US6218519B1 (en) 1996-04-12 2001-04-17 Pro-Neuron, Inc. Compounds and methods for the selective treatment of cancer and bacterial infections
JP2001505194A (ja) 1996-11-05 2001-04-17 ブリストル―マイヤーズ・スクイブ・カンパニー 分枝ペプチド・リンカー
US6759509B1 (en) 1996-11-05 2004-07-06 Bristol-Myers Squibb Company Branched peptide linkers
WO1999057301A1 (en) 1998-04-30 1999-11-11 Maruha Corporation Compounds having glucuronic acid derivatives and glucosamine derivatives in the structure, process for producing the same and utilization thereof
GB0226593D0 (en) 2002-11-14 2002-12-24 Consultants Ltd Compounds
JP2006510626A (ja) 2002-12-05 2006-03-30 シエーリング アクチエンゲゼルシャフト 増殖疾患の処理における部位特異的供給のためのエポチロン類似体
US7498298B2 (en) 2003-11-06 2009-03-03 Seattle Genetics, Inc. Monomethylvaline compounds capable of conjugation to ligands
JP2007517035A (ja) 2003-12-29 2007-06-28 スリーエム イノベイティブ プロパティズ カンパニー アリールアルケニルおよびアリールアルキニル置換されたイミダゾキノリン
US20070259881A1 (en) 2004-06-18 2007-11-08 Dellaria Joseph F Jr Substituted Imidazo Ring Systems and Methods
PE20100251A1 (es) 2004-09-10 2010-04-10 Wyeth Corp Anticuerpos anti-5t4 humanizados y conjugados anticuerpo anti-5t4/calicheamicina
WO2006091647A2 (en) 2005-02-23 2006-08-31 Coley Pharmaceutical Group, Inc. Method of preferentially inducing the biosynthesis of interferon
HUE035853T2 (en) 2005-07-18 2018-05-28 Seattle Genetics Inc Beta-glucuronide-linker-drug conjugates
CN101287500A (zh) 2005-08-19 2008-10-15 恩多塞特公司 多药物配体缀合物
TW200815474A (en) 2006-08-03 2008-04-01 Astrazeneca Ab Antibodies alphaVbeta6 and uses thereof
JP2010503706A (ja) 2006-09-15 2010-02-04 エンゾン ファーマスーティカルズ インコーポレイテッド リジン系ポリマーリンカー
CN101573384B (zh) 2006-10-27 2013-02-20 健泰科生物技术公司 抗体和免疫偶联物及其用途
CN103073641B (zh) 2006-11-10 2015-01-21 株式会社立富泰克 在体内具有抗肿瘤活性的抗人Dlk-1抗体
CL2007003622A1 (es) 2006-12-13 2009-08-07 Medarex Inc Anticuerpo monoclonal humano anti-cd19; composicion que lo comprende; y metodo de inhibicion del crecimiento de celulas tumorales.
WO2009016647A1 (en) * 2007-08-01 2009-02-05 Council Of Scientific & Industrial Research Pyrrolo [2,1-c][1, 4] benzodiazepine-glycoside prodrugs useful as a selective anti tumor agent
MX2010003718A (es) 2007-10-19 2010-04-21 Genentech Inc Anticuerpos anti-tenb2 producidos por ingenieria de cisteina y conjugados de farmaco y anticuerpo.
ES2527521T3 (es) 2008-03-17 2015-01-26 Livtech Inc. Anticuerpos antihumanos frente a Dlk-1 que tienen actividad antitumoral
ES2667054T3 (es) 2008-03-24 2018-05-09 Biontech Ag Nuevas imidazoquinolinas sustituidas
GB0819097D0 (en) 2008-10-17 2008-11-26 Spirogen Ltd Pyrrolobenzodiazepines
WO2010124188A1 (en) 2009-04-23 2010-10-28 The United States Of America, As Represented By The Secretary, Department Of Health And Human Services Anti-human ror1 antibodies
US9353140B2 (en) 2009-11-25 2016-05-31 Academia Sinica BQC-G, a tumor-selective anti-cancer prodrug
KR20110075542A (ko) 2009-12-28 2011-07-06 주식회사 효성 연료전지 시스템의 워터트랩 장치
DK2528625T3 (da) 2010-04-15 2013-10-14 Spirogen Sarl Pyrrolobenzodiazepiner og konjugater deraf
US8697688B2 (en) 2010-04-15 2014-04-15 Seattle Genetics Inc. Pyrrolobenzodiazepines used to treat proliferative diseases
FR2960153B1 (fr) 2010-05-20 2012-08-17 Centre Nat Rech Scient Nouveaux bras autoreactifs et prodrogues les comprenant
US9591882B2 (en) 2010-08-05 2017-03-14 Robert LaGrand Duffin Absorbent sleeve
EP3828205A1 (en) 2010-10-01 2021-06-02 Oxford BioTherapeutics Ltd Anti-ror1 antibodies
GB201020995D0 (en) 2010-12-10 2011-01-26 Bioinvent Int Ab Biological materials and uses thereof
KR20120107741A (ko) 2011-03-22 2012-10-04 한국생명공학연구원 패혈증 단백질 치료제의 효능 분석 및 스크리닝 방법
KR101438265B1 (ko) 2011-04-04 2014-09-05 한국생명공학연구원 Ｄｌｋ１ 특이적 인간 항체 및 이를 포함하는 약학적 조성물
WO2012138102A2 (ko) 2011-04-04 2012-10-11 한국생명공학연구원 Ｄｌｋ１ 특이적 인간 항체 및 이를 포함하는 약학적 조성물
WO2012148427A1 (en) 2011-04-29 2012-11-01 Hewlett-Packard Development Company, L.P. Systems and methods for in-memory processing of events
HUE045348T2 (hu) 2011-05-08 2019-12-30 Legochem Biosciences Inc Fehérje-hatóanyag konjugátumok és eljárás elõállításukra
ES2945932T3 (es) 2011-10-14 2023-07-10 Seagen Inc Pirrolobenzodiazepinas y conjugados dirigidos
JP6228551B2 (ja) 2012-01-03 2017-11-08 インビクタス オンコロジー プライベート リミテッド リガンド−標的指向分子およびその方法
CA2871172C (en) 2012-04-30 2020-08-25 Spirogen Sarl Pyrrolobenzodiazepines
US10751346B2 (en) 2012-10-12 2020-08-25 Medimmune Limited Pyrrolobenzodiazepine—anti-PSMA antibody conjugates
CN105189507A (zh) 2012-12-21 2015-12-23 斯皮罗根有限公司 吡咯并苯并二氮杂卓及其结合物
CA2905181C (en) * 2013-03-13 2020-06-02 Medimmune Limited Pyrrolobenzodiazepines and conjugates thereof for providing targeted therapy
KR20220041957A (ko) 2013-03-15 2022-04-01 아비에 도이치란트 게엠베하 운트 콤파니 카게 항-egfr 항체 약물 접합체 제형
WO2014194030A2 (en) 2013-05-31 2014-12-04 Immunogen, Inc. Conjugates comprising cell-binding agents and cytotoxic agents
GB201317982D0 (en) 2013-10-11 2013-11-27 Spirogen Sarl Pyrrolobenzodiazepines and conjugates thereof
WO2015052533A1 (en) * 2013-10-11 2015-04-16 Spirogen Sàrl Pyrrolobenzodiazepine-antibody conjugates
ES2826398T3 (es) 2013-10-15 2021-05-18 Seagen Inc Enlazadores-fármacos pegilados para una mejor farmacocinética de los conjugados ligando-fármaco
WO2015079376A1 (en) 2013-11-26 2015-06-04 Novartis Ag Methods for oxime conjugation to ketone-modified polypeptides
JP6701077B2 (ja) 2013-12-19 2020-05-27 シアトル ジェネティックス， インコーポレイテッド 標的化薬物結合体と使用するためのメチレンカルバメートリンカー
EP2913064A1 (en) 2014-02-26 2015-09-02 celares GmbH Branched drug-linker conjugates for the coupling to biological targeting molecules
KR101628872B1 (ko) 2014-05-28 2016-06-09 주식회사 레고켐 바이오사이언스 자가-희생 기를 포함하는 화합물
TWI805109B (zh) 2014-08-28 2023-06-11 美商奇諾治療有限公司 對cd19具專一性之抗體及嵌合抗原受體
SI3900742T1 (sl) 2014-09-11 2024-10-30 Seagen Inc. Ciljana dostava zdravilnih snovi, ki vsebujejo terciarne amine
KR102111983B1 (ko) 2014-10-24 2020-05-18 주식회사 소니 인터랙티브 엔터테인먼트 제어 장치, 제어 방법, 및 정보 기억 매체
WO2016063595A1 (ja) 2014-10-24 2016-04-28 ソニー株式会社 画像処理装置、画像処理方法及びプログラム
BR112017012342A2 (pt) 2014-12-09 2018-02-27 Abbvie Inc compostos inibitórios de bcl-xl e conjugados de anticorpo-fármaco incluindo os mesmos
KR20160080832A (ko) 2014-12-29 2016-07-08 주식회사 레고켐 바이오사이언스 리피바디 유도체-약물 복합체, 그 제조방법 및 용도
EP3244926B8 (en) 2015-01-14 2024-08-21 The Brigham and Women's Hospital, Inc. Treatment of cancer with anti-lap monoclonal antibodies
JP6865688B2 (ja) 2015-01-16 2021-04-28 ジュノー セラピューティクス インコーポレイテッド Ｒｏｒ１に特異的な抗体およびキメラ抗原受容体
HUE055644T2 (hu) 2015-01-30 2022-03-28 Sutro Biopharma Inc Hemiasterlin származékok konjugációra és terápiára
US11673957B2 (en) 2015-03-10 2023-06-13 Eureka Therapeutics, Inc. Anti-ROR2 antibodies
EP3842072A1 (en) 2015-05-18 2021-06-30 Eureka Therapeutics, Inc. Anti-ror1 antibodies
WO2017051254A1 (en) 2015-09-25 2017-03-30 Legochem Biosciences, Inc. Compositions and methods related to anti-egfr antibody drug conjugates
WO2017051249A1 (en) 2015-09-25 2017-03-30 Legochem Biosciences, Inc. Compositions and methods related to anti-cd19 antibody drug conjugates
IL299203A (en) 2015-10-13 2023-02-01 Eureka Therapeutics Inc ׂ A Delaware Corp Antibody factors specific for human differentiation group 19 and their uses
KR102847350B1 (ko) 2015-11-25 2025-08-19 주식회사 리가켐바이오사이언스 분지된 링커를 포함하는 항체-약물 접합체 및 이의 제조방법
AU2016359234B2 (en) 2015-11-25 2022-09-08 Ligachem Biosciences Inc. Conjugates comprising peptide groups and methods related thereto
HRP20240795T1 (hr) 2015-11-25 2024-09-13 Ligachem Biosciences Inc. Konjugati koji se sastoje od samozapaljujućih skupina i postupci povezani s njima
RU2651776C2 (ru) 2015-12-01 2018-04-23 Общество с ограниченной ответственностью "Международный биотехнологический центр "Генериум" ("МБЦ "Генериум") Биспецифические антитела против cd3*cd19
SG11201806120WA (en) 2016-01-20 2018-08-30 Scripps Research Inst Ror1 antibody compositions and related methods
MA43821A (fr) 2016-03-14 2018-11-28 Afferent Pharmaceuticals Inc Pyrimidines et variantes de celles-ci, et leurs utilisations
HRP20220936T1 (hr) 2016-04-07 2022-10-28 Glaxosmithkline Intellectual Property Development Limited Heterociklički amidi korisni kao modulatori proteina
WO2017181128A1 (en) 2016-04-15 2017-10-19 Dynavax Technologies Corporation Intratumoral administration of particles containing a toll-like receptor 9 agonist and a tumor antigen for treating cancer
GB201617466D0 (en) 2016-10-14 2016-11-30 Medimmune Ltd Pyrrolobenzodiazepine conjugates
EP3535299A1 (en) 2016-11-04 2019-09-11 Novimmune S.A. Anti-cd19 antibodies and methods of use thereof
TWI822055B (zh) 2016-11-21 2023-11-11 台灣浩鼎生技股份有限公司 共軛生物分子、醫藥組成物及方法
WO2018119314A1 (en) 2016-12-22 2018-06-28 Ardeagen Corporation Anti-ror1 antibody and conjugates thereof
SI3579883T1 (sl) 2017-02-08 2021-12-31 Adc Therapeutics Sa Konjugati pirolobenzodiazepin-protitelo
MX2019011655A (es) 2017-03-29 2019-12-19 Legochem Biosciences Inc Profarmaco de dimero de pirrolobenzodiazepina y compuesto conjugado ligando-conector de este.
WO2018182341A1 (ko) 2017-03-29 2018-10-04 주식회사 레고켐 바이오사이언스 피롤로벤조디아제핀 이량체 전구체 및 이의 리간드-링커 접합체 화합물
AR113224A1 (es) 2017-04-28 2020-02-19 Novartis Ag Conjugados de anticuerpo que comprenden un agonista de sting
MX2019015057A (es) 2017-06-23 2020-08-03 Velosbio Inc Inmunoconjugados de anticuerpos receptor huérfano similar al receptor tirosina cinasa 1 (ror1).
KR20190018400A (ko) 2017-08-14 2019-02-22 주식회사 레고켐 바이오사이언스 EGFRvIII에 대한 항체를 포함하는 항체 약물 접합체
KR102125032B1 (ko) 2017-09-08 2020-06-19 주식회사 와이바이오로직스 인간 dlk1에 대한 항체 및 이의 용도
WO2019051489A1 (en) 2017-09-11 2019-03-14 Sperovie Biosciences, Inc. COMPOUNDS, COMPOSITIONS AND METHODS OF TREATING DISEASE
EP3717021A1 (en) 2017-11-27 2020-10-07 Mersana Therapeutics, Inc. Pyrrolobenzodiazepine antibody conjugates
EP3725798B1 (en) 2017-12-15 2026-03-04 Sichuan Kelun-Biotech Biopharmaceutical Co., Ltd. Bioactive conjugate, preparation method therefor and use thereof
JP7459063B2 (ja) 2018-05-09 2024-04-01 レゴケム バイオサイエンシズ， インク． 抗－ｃｄ１９抗体薬物複合体に関連する組成物および方法
WO2019225777A1 (ko) 2018-05-23 2019-11-28 에이비엘바이오 주식회사 항-ror1 항체 및 그 용도
ES2929415T3 (es) 2018-05-25 2022-11-29 Incyte Corp Compuestos heterocíclicos tricíclicos como activadores de STING
WO2019243825A1 (en) 2018-06-21 2019-12-26 Curadev Pharma Limited Small molecule modulators of human sting, conjugates and therapeutic applications
CN110903395A (zh) 2018-09-14 2020-03-24 四川科伦博泰生物医药股份有限公司 抗体、偶联物及其制备方法和用途
WO2020092617A1 (en) 2018-10-31 2020-05-07 Novartis Ag Dc-sign antibody conjugates comprising sting agonists
KR20200084802A (ko) 2019-01-03 2020-07-13 주식회사 레고켐 바이오사이언스 안전성이 향상된 피롤로벤조디아제핀 이량체 화합물 및 이의 용도
EP3936150A4 (en) 2019-03-06 2023-03-29 LegoChem Biosciences, Inc. ANTIBODY-DRUG CONJUGATES COMPRISING ANTIBODY AGAINST HUMAN DLK1 AND USE THEREOF
WO2020249773A1 (en) 2019-06-12 2020-12-17 Ryvu Therapeutics S.A. Next-generation modulators of stimulator of interferon genes (sting)
LT4004002T (lt) 2019-07-22 2024-10-25 Lupin Limited Makrocikliniai junginiai kaip sting agonistai ir jų naudojimo būdai bei metodai
CA3149482A1 (en) 2019-08-02 2021-02-11 Mersana Therapeutics, Inc. Bis-[n-((5-carbamoyl)-1h-benzo[d]imidazol-2-yl)-pyrazol-5-carboxamide] derivatives and related compounds as sting (stimulator of interferon genes) agonists for the treatment of cancer
KR20210028544A (ko) 2019-09-04 2021-03-12 주식회사 레고켐 바이오사이언스 인간 ror1에 대한 항체를 포함하는 항체 약물 접합체 및 이의 용도
WO2021046426A1 (en) 2019-09-06 2021-03-11 Sperovie Biosciences, Inc. Cyclic dinucleotide sting agonists tethered to a pd-1 or ctla-4 antibodies
US11184191B1 (en) 2019-09-12 2021-11-23 Trend Micro Incorporated Inspection of network traffic on accelerated platforms
WO2022086853A1 (en) 2020-10-19 2022-04-28 Avidea Technologies, Inc. Star polymer drug conjugates
JP2024501894A (ja) 2021-01-04 2024-01-16 メルサナ セラピューティクス インコーポレイテッド Ｂ７ｈ４ターゲティング抗体－薬物コンジュゲートおよびその使用方法
TW202246242A (zh) 2021-01-15 2022-12-01 美商西健公司 免疫調節抗體藥物結合物
WO2022177307A1 (ko) 2021-02-17 2022-08-25 한국화학연구원 벤즈이미다졸 유도체를 유효 성분으로 포함하는 인터페론 유전자 자극제 조성물
IL307301A (en) 2021-03-30 2023-11-01 Legochem Biosciences Inc An antibody-drug conjugate including an antibody against human CLDN18.2 and its use
AU2022287316A1 (en) 2021-06-03 2023-12-14 Bristol-Myers Squibb Company Neodegrader conjugates
US20250313557A1 (en) 2022-04-29 2025-10-09 Ligachem Biosciences Inc. Imidazo[4,5-c]pyridine derivative compounds as tlr7/8 modulators
EP4615853A2 (en) 2022-11-08 2025-09-17 LigaChem Biosciences Inc. Heterocyclic compounds as sting agonists
JP2026510495A (ja) 2023-03-10 2026-04-07 リガケム バイオサイエンシズ， インク． ヒトｌ１ｃａｍに対する抗体を含む抗体－薬物コンジュゲートおよびその使用

Non-Patent Citations (2)

* Cited by examiner, † Cited by third party
Title
Bioorganic & Medicinal Chemistry Letters 2000, 10, 2083-2086.*
Molecules 2016, 21, 154.*

Also Published As

Publication number Publication date
BR112019020136A2 (pt) 2020-04-22
US12398124B2 (en) 2025-08-26
US20220218830A1 (en) 2022-07-14
AU2018246806A1 (en) 2019-10-17
MX2019011655A (es) 2019-12-19
JP7664680B2 (ja) 2025-04-18
US20230270868A1 (en) 2023-08-31
EP3604311A1 (en) 2020-02-05
KR20210058795A (ko) 2021-05-24
KR20180110649A (ko) 2018-10-10
CN109790171A (zh) 2019-05-21
CA3058360A1 (en) 2018-10-04
IL269535B2 (en) 2024-11-01
KR20180110645A (ko) 2018-10-10
KR102489250B1 (ko) 2023-01-17
AU2018246806B2 (en) 2022-05-12
US11654197B2 (en) 2023-05-23
KR20220010048A (ko) 2022-01-25
NZ757701A (en) 2024-07-05
EP3604311A4 (en) 2021-01-13
IL269535B1 (en) 2024-07-01
IL269535A (https=) 2020-02-27
CN109790171B (zh) 2022-07-26
JP2023113699A (ja) 2023-08-16
JP2020512270A (ja) 2020-04-23

Similar Documents

Publication Publication Date Title
KR101938800B1 (ko) 피롤로벤조디아제핀 이량체 전구체 및 이의 리간드-링커 접합체 화합물
CA2890569C (en) Spliceostatin analogs
KR101671360B1 (ko) 표적화된 피롤로벤조디아제핀 접합체
US20230310640A1 (en) Pyrrolobenzodiazepine derivative and ligand-linker conjugate thereof
KR101960130B1 (ko) 피롤로벤조디아제핀
KR102591073B1 (ko) 안전성이 향상된 피롤로벤조디아제핀 이량체 화합물 및 이의 용도
CN107335061B (zh) 细胞毒性苯并二氮杂䓬衍生物
EP3907226A2 (en) Pyrrolobenzodiazepine dimer compound with improved safety and use thereof
EP3433278A1 (en) Process for the preparation of pegylated drug-linkers and intermediates thereof
EA035625B1 (ru) Новые соединения и конъюгаты криптофицина, их получение и их терапевтическое применение
KR20240042598A (ko) 신규분해제-항-cd33 항체 접합체
TW202334176A (zh) 新穎的澳瑞他汀(auristatin)類似物及其免疫綴合物
BR112019020136B1 (pt) Conjugado de profármaco de dímero de pirrolobenzodiazepina, composição farmacêutica compreendendo o mesmo e uso terapêutico do mesmo
HK40008493A (en) Pyrrolobenzodiazepine dimer precursor and ligand-linker conjugate compound thereof
HK40008493B (en) Pyrrolobenzodiazepine dimer precursor and ligand-linker conjugate compound thereof

Legal Events

Date Code Title Description
A201 Request for examination
PA0109 Patent application

Patent event code: PA01091R01D

Comment text: Patent Application

Patent event date: 20180329

PA0201 Request for examination
A302 Request for accelerated examination
PA0302 Request for accelerated examination

Patent event date: 20180406

Patent event code: PA03022R01D

Comment text: Request for Accelerated Examination

Patent event date: 20180329

Patent event code: PA03021R01I

Comment text: Patent Application

E902 Notification of reason for refusal
PE0902 Notice of grounds for rejection

Comment text: Notification of reason for refusal

Patent event date: 20180608

Patent event code: PE09021S01D

A107 Divisional application of patent
PA0107 Divisional application

Comment text: Divisional Application of Patent

Patent event date: 20180808

Patent event code: PA01071R01D

PG1501 Laying open of application
E701 Decision to grant or registration of patent right
PE0701 Decision of registration

Patent event code: PE07011S01D

Comment text: Decision to Grant Registration

Patent event date: 20181024

GRNT Written decision to grant
PR0701 Registration of establishment

Comment text: Registration of Establishment

Patent event date: 20190109

Patent event code: PR07011E01D

PR1002 Payment of registration fee

Payment date: 20190109

End annual number: 3

Start annual number: 1

PG1601 Publication of registration
PR1001 Payment of annual fee

Payment date: 20220110

Start annual number: 4

End annual number: 4

PR1001 Payment of annual fee

Payment date: 20230109

Start annual number: 5

End annual number: 5

PR1001 Payment of annual fee

Payment date: 20240109

Start annual number: 6

End annual number: 6

PR1001 Payment of annual fee

Payment date: 20250109

Start annual number: 7

End annual number: 7