JP7511543B2 - チューブリシンおよびそれらの中間体の調製のための代替プロセス - Google Patents

チューブリシンおよびそれらの中間体の調製のための代替プロセス Download PDF

Info

Publication number
JP7511543B2
JP7511543B2 JP2021512696A JP2021512696A JP7511543B2 JP 7511543 B2 JP7511543 B2 JP 7511543B2 JP 2021512696 A JP2021512696 A JP 2021512696A JP 2021512696 A JP2021512696 A JP 2021512696A JP 7511543 B2 JP7511543 B2 JP 7511543B2
Authority
JP
Japan
Prior art keywords
moiety
formula
optionally substituted
compound
unit
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
JP2021512696A
Other languages
English (en)
Japanese (ja)
Other versions
JP2021536475A (ja
JP2021536475A5 (https=
Inventor
クン－リャン ウー，
チンウー ジン，
ウェンデル ダブルデイ，
Original Assignee
シージェン インコーポレイテッド
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
Application filed by シージェン インコーポレイテッド filed Critical シージェン インコーポレイテッド
Publication of JP2021536475A publication Critical patent/JP2021536475A/ja
Publication of JP2021536475A5 publication Critical patent/JP2021536475A5/ja
Application granted granted Critical
Publication of JP7511543B2 publication Critical patent/JP7511543B2/ja
Active legal-status Critical Current
Anticipated expiration legal-status Critical

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07K—PEPTIDES
    • C07K1/00—General methods for the preparation of peptides, i.e. processes for the organic chemical preparation of peptides or proteins of any length
    • C07K1/107—General methods for the preparation of peptides, i.e. processes for the organic chemical preparation of peptides or proteins of any length by chemical modification of precursor peptides
    • C07K1/1072—General methods for the preparation of peptides, i.e. processes for the organic chemical preparation of peptides or proteins of any length by chemical modification of precursor peptides by covalent attachment of residues or functional groups
    • C07K1/1077—General methods for the preparation of peptides, i.e. processes for the organic chemical preparation of peptides or proteins of any length by chemical modification of precursor peptides by covalent attachment of residues or functional groups by covalent attachment of residues other than amino acids or peptide residues, e.g. sugars, polyols, fatty acids
    • 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
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
    • C07D277/02—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
    • C07D277/20—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D277/32—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D277/56—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
    • C07D417/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings
    • C07D417/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H15/00—Compounds containing hydrocarbon or substituted hydrocarbon radicals directly attached to hetero atoms of saccharide radicals
    • C07H15/26—Acyclic or carbocyclic radicals, substituted by hetero rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07K—PEPTIDES
    • C07K5/00—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
    • C07K5/02—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing at least one abnormal peptide link
    • C07K5/021—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing at least one abnormal peptide link containing the structure -NH-(X)n-C(=0)-, n being 5 or 6; for n > 6, classification in C07K5/06 - C07K5/10, according to the moiety having normal peptide bonds
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07K—PEPTIDES
    • C07K5/00—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
    • C07K5/04—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing only normal peptide links
    • C07K5/10—Tetrapeptides
    • C07K5/1024—Tetrapeptides with the first amino acid being heterocyclic
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P20/00—Technologies relating to chemical industry
    • Y02P20/50—Improvements relating to the production of bulk chemicals
    • Y02P20/55—Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Biochemistry (AREA)
  • Genetics & Genomics (AREA)
  • Medicinal Chemistry (AREA)
  • Molecular Biology (AREA)
  • Biophysics (AREA)
  • Proteomics, Peptides & Aminoacids (AREA)
  • Engineering & Computer Science (AREA)
  • Analytical Chemistry (AREA)
  • General Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Epidemiology (AREA)
  • Biotechnology (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Crystallography & Structural Chemistry (AREA)
  • Animal Behavior & Ethology (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Peptides Or Proteins (AREA)
  • Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
JP2021512696A 2018-09-07 2019-09-06 チューブリシンおよびそれらの中間体の調製のための代替プロセス Active JP7511543B2 (ja)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US201862728639P 2018-09-07 2018-09-07
US62/728,639 2018-09-07
PCT/US2019/050023 WO2020051503A1 (en) 2018-09-07 2019-09-06 Alternative processes for the preparation of tubulysins and intermediates thereof

Publications (3)

Publication Number Publication Date
JP2021536475A JP2021536475A (ja) 2021-12-27
JP2021536475A5 JP2021536475A5 (https=) 2022-09-14
JP7511543B2 true JP7511543B2 (ja) 2024-07-05

Family

ID=68000124

Family Applications (1)

Application Number Title Priority Date Filing Date
JP2021512696A Active JP7511543B2 (ja) 2018-09-07 2019-09-06 チューブリシンおよびそれらの中間体の調製のための代替プロセス

Country Status (17)

Country Link
US (1) US20230002440A1 (https=)
EP (1) EP3847161A1 (https=)
JP (1) JP7511543B2 (https=)
KR (1) KR20210073525A (https=)
CN (1) CN112996778A (https=)
AU (1) AU2019336231A1 (https=)
BR (1) BR112021004317A2 (https=)
CA (1) CA3111149A1 (https=)
EA (1) EA202190699A1 (https=)
IL (1) IL281090A (https=)
MA (1) MA53550A (https=)
MX (1) MX2021002570A (https=)
SA (1) SA521421375B1 (https=)
SG (1) SG11202102126VA (https=)
TW (1) TWI825169B (https=)
UA (1) UA128730C2 (https=)
WO (1) WO2020051503A1 (https=)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN115867283A (zh) * 2020-12-23 2023-03-28 启德医药科技（苏州）有限公司 包含开环硫代琥珀酰亚胺基团、寡肽片段和手性部分的新型异构化合物
BR112023018676A2 (pt) 2021-03-18 2023-10-10 Seagen Inc Conjugado anticorpo-fármaco, composição farmacêutica, métodos de tratamento de uma doença ou condição e de um câncer, e, composição de conjugado ligante-fármaco

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2011037846A (ja) 2009-07-22 2011-02-24 Kemotech Srl 医薬組成物
WO2017096311A1 (en) 2015-12-04 2017-06-08 Seattle Genetics, Inc. Conjugates of quaternized tubulysin compounds
JP2020533308A (ja) 2017-09-08 2020-11-19 シアトル ジェネティックス， インコーポレイテッド チューブリシンおよびそれらの中間体の調製のためのプロセス

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2008138561A1 (en) * 2007-05-10 2008-11-20 R & D Biopharmaceuticals Gmbh Tubulysine derivatives

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2011037846A (ja) 2009-07-22 2011-02-24 Kemotech Srl 医薬組成物
WO2017096311A1 (en) 2015-12-04 2017-06-08 Seattle Genetics, Inc. Conjugates of quaternized tubulysin compounds
JP2020533308A (ja) 2017-09-08 2020-11-19 シアトル ジェネティックス， インコーポレイテッド チューブリシンおよびそれらの中間体の調製のためのプロセス

Non-Patent Citations (4)

* Cited by examiner, † Cited by third party
Title
Jeremy S. Parker et al.，The Development and Scale-Up of an Antibody Drug Conjugate Tubulysin Payload，Organic Process Research & Development，2017年，21巻，1602-1609頁
Monica Sani et al.，Total Synthesis of Tubulysins U and V，Angewandte Chemie, International Edition，2007年，46巻，3526-3529頁
Sreejith P. Shankar et al.，Synthesis and structure-activity relationship studies of novel tubulysin U analogues-effect on cytotoxicity of structural variations in the tubuvaline fragment，Organic & Biomolecular Chemistry，2013年，11巻，2273-2287頁
Sreejith Shankar P. et al.，Studies towards a Novel Synthesis of Tubulysins: Highly Asymmetric Aza-Michael Reactions of 2-Enoylthiazoles with Metalated Chiral Oxazolidinones，Synlett，2009年，8巻，1341-1345頁

Also Published As

Publication number Publication date
JP2021536475A (ja) 2021-12-27
IL281090A (en) 2021-04-29
MA53550A (fr) 2021-12-15
UA128730C2 (uk) 2024-10-09
WO2020051503A1 (en) 2020-03-12
TW202024043A (zh) 2020-07-01
TWI825169B (zh) 2023-12-11
CA3111149A1 (en) 2020-03-12
BR112021004317A2 (pt) 2021-05-25
CN112996778A (zh) 2021-06-18
SG11202102126VA (en) 2021-04-29
EA202190699A1 (ru) 2021-06-08
EP3847161A1 (en) 2021-07-14
US20230002440A1 (en) 2023-01-05
MX2021002570A (es) 2021-06-08
AU2019336231A1 (en) 2021-03-18
SA521421375B1 (ar) 2024-02-11
KR20210073525A (ko) 2021-06-18

Similar Documents

Publication Publication Date Title
KR101961976B1 (ko) 피롤로벤조디아제핀 및 표적 접합체
JP2023106627A (ja) Ｐｅｇ化薬物リンカー及びその中間体を調製するためのプロセス
JP2023129495A (ja) 疎水性アウリスタチンｆ化合物およびそのコンジュゲート
JP2023053386A (ja) チューブリシンおよびそれらの中間体の調製のためのプロセス
CN116964076A (zh) 化合物或其盐、以及由它们得到的抗体
JP7511543B2 (ja) チューブリシンおよびそれらの中間体の調製のための代替プロセス
HK40045709A (en) Alternative processes for the preparation of tubulysins and intermediates thereof
HK40036588A (en) Process for the preparation of tubulysins and intermediates thereof
HK40009733A (en) Process for the preparation of pegylated drug-linkers and intermediates thereof
EA048357B1 (ru) Направленная доставка лекарственных веществ, содержащих третичный амин

Legal Events

Date Code Title Description
A521 Request for written amendment filed

Free format text: JAPANESE INTERMEDIATE CODE: A523

Effective date: 20220906

A621 Written request for application examination

Free format text: JAPANESE INTERMEDIATE CODE: A621

Effective date: 20220906

A977 Report on retrieval

Free format text: JAPANESE INTERMEDIATE CODE: A971007

Effective date: 20230921

A131 Notification of reasons for refusal

Free format text: JAPANESE INTERMEDIATE CODE: A131

Effective date: 20231025

A601 Written request for extension of time

Free format text: JAPANESE INTERMEDIATE CODE: A601

Effective date: 20240125

A521 Request for written amendment filed

Free format text: JAPANESE INTERMEDIATE CODE: A523

Effective date: 20240325

TRDD Decision of grant or rejection written
A01 Written decision to grant a patent or to grant a registration (utility model)

Free format text: JAPANESE INTERMEDIATE CODE: A01

Effective date: 20240607

A61 First payment of annual fees (during grant procedure)

Free format text: JAPANESE INTERMEDIATE CODE: A61

Effective date: 20240625