AU711974B2 - MCBI analogs of CC-1065 and the duocarmycins - Google Patents

MCBI analogs of CC-1065 and the duocarmycins Download PDF

Info

Publication number
AU711974B2
AU711974B2 AU19902/97A AU1990297A AU711974B2 AU 711974 B2 AU711974 B2 AU 711974B2 AU 19902/97 A AU19902/97 A AU 19902/97A AU 1990297 A AU1990297 A AU 1990297A AU 711974 B2 AU711974 B2 AU 711974B2
Authority
AU
Australia
Prior art keywords
pyrrolidine ring
substituted pyrrolidine
mcbi
group
hydrogen
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.)
Ceased
Application number
AU19902/97A
Other languages
English (en)
Other versions
AU1990297A (en
Inventor
Dale L. Boger
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Scripps Research Institute
Original Assignee
Scripps Research Institute
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 Scripps Research Institute filed Critical Scripps Research Institute
Publication of AU1990297A publication Critical patent/AU1990297A/en
Application granted granted Critical
Publication of AU711974B2 publication Critical patent/AU711974B2/en
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D487/00Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
    • C07D487/02Heterocyclic 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
    • C07D487/04Ortho-condensed systems
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P35/00Antineoplastic agents
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D209/00Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D209/56Ring systems containing three or more rings
    • C07D209/58[b]- or [c]-condensed
    • C07D209/60Naphtho [b] pyrroles; Hydrogenated naphtho [b] pyrroles
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D209/00Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D209/56Ring systems containing three or more rings
    • C07D209/58[b]- or [c]-condensed
    • C07D209/70[b]- or [c]-condensed containing carbocyclic rings other than six-membered

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Indole Compounds (AREA)
  • Electrotherapy Devices (AREA)
  • Separation Using Semi-Permeable Membranes (AREA)
  • Saccharide Compounds (AREA)
  • Auxiliary Devices For And Details Of Packaging Control (AREA)
  • Dc Digital Transmission (AREA)
  • Silicon Polymers (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
AU19902/97A 1996-03-08 1997-03-07 MCBI analogs of CC-1065 and the duocarmycins Ceased AU711974B2 (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US1302496P 1996-03-08 1996-03-08
US60/013024 1996-03-08
PCT/US1997/003641 WO1997032850A1 (en) 1996-03-08 1997-03-07 Mcbi analogs of cc-1065 and the duocarmycins

Publications (2)

Publication Number Publication Date
AU1990297A AU1990297A (en) 1997-09-22
AU711974B2 true AU711974B2 (en) 1999-10-28

Family

ID=21757922

Family Applications (1)

Application Number Title Priority Date Filing Date
AU19902/97A Ceased AU711974B2 (en) 1996-03-08 1997-03-07 MCBI analogs of CC-1065 and the duocarmycins

Country Status (9)

Country Link
US (1) US5985908A (enExample)
EP (1) EP0888301B1 (enExample)
JP (1) JP2000506168A (enExample)
AT (1) ATE301639T1 (enExample)
AU (1) AU711974B2 (enExample)
CA (1) CA2246783C (enExample)
DE (1) DE69733942T2 (enExample)
ES (1) ES2244991T3 (enExample)
WO (1) WO1997032850A1 (enExample)

Families Citing this family (33)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6060608A (en) * 1996-05-31 2000-05-09 The Scripps Research Institute Analogs of CC-1065 and the duocarmycins
DE69734722T2 (de) * 1996-09-12 2006-07-20 Auckland Uniservices Ltd. Kondensierte n-acylindole als antitumormittel
US6130237A (en) * 1996-09-12 2000-10-10 Cancer Research Campaign Technology Limited Condensed N-aclyindoles as antitumor agents
WO1998025900A1 (en) * 1996-12-13 1998-06-18 Shionogi & Co., Ltd. Compounds having antitumor activity
JP3649617B2 (ja) 1999-03-26 2005-05-18 独立行政法人科学技術振興機構 2本鎖dnaを切断できる化合物及びその使用方法
DK1320522T3 (da) * 2000-09-19 2006-04-03 Moses Lee Achirale analoger af CC-1065 og af duocarmyciner samt præparater og metoder til anvendelse deraf
US7192977B2 (en) * 2001-02-22 2007-03-20 School Of Pharmacy Benz-indole and benzo-quinoline derivatives as prodrugs for tumor treatment
JP2004529887A (ja) * 2001-02-22 2004-09-30 スクール オブ ファーマシー, ユニヴァーシティ オブ ロンドン 腫瘍治療のためのプロドラッグとしてのピロロ−インドールおよびピロロ−キノリン誘導体
US7087600B2 (en) 2001-05-31 2006-08-08 Medarex, Inc. Peptidyl prodrugs and linkers and stabilizers useful therefor
JP2006505571A (ja) * 2002-10-15 2006-02-16 リゲル ファーマシューテイカルズ、インコーポレイテッド 置換されたインドール及びhcv阻害剤としてのその使用
AU2005221959C1 (en) * 2004-03-13 2010-06-17 Kyoto University Novel indole derivative for alkylating specific base sequence of DNA and alkylating agent and drug each comprising the same
US7517903B2 (en) * 2004-05-19 2009-04-14 Medarex, Inc. Cytotoxic compounds and conjugates
US7691962B2 (en) 2004-05-19 2010-04-06 Medarex, Inc. Chemical linkers and conjugates thereof
US7714016B2 (en) 2005-04-08 2010-05-11 Medarex, Inc. Cytotoxic compounds and conjugates with cleavable substrates
CN101365679B (zh) * 2005-10-26 2012-11-14 梅达莱克斯公司 制备cc-1065类似物的方法和化合物
CA2627190A1 (en) 2005-11-10 2007-05-24 Medarex, Inc. Duocarmycin derivatives as novel cytotoxic compounds and conjugates
TWI412367B (zh) 2006-12-28 2013-10-21 梅達雷克斯有限責任公司 化學鏈接劑與可裂解基質以及其之綴合物
KR20090122439A (ko) 2007-02-21 2009-11-30 메다렉스, 인코포레이티드 단일 아미노산을 갖는 화학적 링커 및 이의 접합체
US9901567B2 (en) 2007-08-01 2018-02-27 Syntarga B.V. Substituted CC-1065 analogs and their conjugates
MX2011004625A (es) 2008-11-03 2011-07-20 Syntarga Bv Analogos cc-1065 novedosos y sus conjugados.
CA2956934C (en) 2010-04-21 2019-07-09 Syntarga B.V. Novel conjugates of cc-1065 analogs and bifunctional linkers
WO2013048177A2 (ko) * 2011-09-28 2013-04-04 세종대학교산학협력단 셀레노펜-접합 방향족 화합물, 및 이의 제조 방법
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
KR20150119848A (ko) 2012-12-21 2015-10-26 바이오얼라이언스 씨.브이. 친수성 자기-희생 링커 및 그것의 포합체
AU2015205574B2 (en) 2014-01-10 2019-08-15 Byondis B.V. Method for purifying Cys-linked antibody-drug conjugates
FI3122757T3 (fi) 2014-02-28 2023-10-10 Hangzhou Dac Biotech Co Ltd Varautuneita linkkereitä ja niiden konjugointikäyttötapoja
CN106661124A (zh) 2014-06-20 2017-05-10 荷商台医(有限合伙)公司 抗叶酸受体α(FRA)抗体‑药物缀合物及其使用方法
EP3319936B1 (en) 2015-07-12 2025-12-17 Hangzhou Dac Biotech Co., Ltd. Bridge linkers for conjugation of cell-binding molecules
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
JP7078536B2 (ja) 2016-01-08 2022-05-31 アルトゥルバイオ, インコーポレイテッド 四価抗psgl-1抗体とその使用
AU2016429272A1 (en) 2016-11-14 2019-05-02 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
KR102894542B1 (ko) 2020-01-30 2025-12-03 (주)에임드바이오 벤조셀레노펜계 화합물, 이를 포함하는 약학적 조성물 및 항체-약물 결합체
CN117980327A (zh) 2021-11-03 2024-05-03 杭州多禧生物科技有限公司 抗体的特异性偶联

Also Published As

Publication number Publication date
CA2246783A1 (en) 1997-09-12
EP0888301A4 (en) 2002-05-08
EP0888301A1 (en) 1999-01-07
ATE301639T1 (de) 2005-08-15
US5985908A (en) 1999-11-16
WO1997032850A1 (en) 1997-09-12
CA2246783C (en) 2006-07-11
DE69733942T2 (de) 2006-06-08
AU1990297A (en) 1997-09-22
JP2000506168A (ja) 2000-05-23
DE69733942D1 (de) 2005-09-15
EP0888301B1 (en) 2005-08-10
ES2244991T3 (es) 2005-12-16

Similar Documents

Publication Publication Date Title
US5985908A (en) MCBI analogs of CC-1065 and the duocarmycins
AU727608B2 (en) CBI analogs of CC-1065 and the duocarmycins
Warpehoski et al. Stereoelectronic factors influencing the biological activity and DNA interaction of synthetic antitumor agents modeled on CC-1065
Boger et al. An efficient synthesis of 1, 2, 9, 9a-tetrahydrocyclopropa [c] benz [e] indol-4-one CBI: an enhanced and simplified analog of the CC-1065 and duocarmycin alkylation subunits
Boger et al. Synthesis of N-(tert-Butyloxycarbonyl)-CBI, CBI, CBI-CDPI1, and CBI-CDPI2: Enhanced Functional Analogs of CC-1065 Incorporating the 1, 2, 9, 9a-Tetrahydrocyclopropa [c] benz [e] indol-4-one (CBI) Left-Hand Subunit
AU756721B2 (en) iso-CBI and iso-CI analogs of CC-1065 and the duocarmycins
US6060608A (en) Analogs of CC-1065 and the duocarmycins
Rossi et al. Studies on the transition metal-catalyzed synthesis of variously substituted (E)-3-[1-(aryl) methylidene]-and (E)-3-(1-alkylidene)-3H-furan-2-ones
EP2406240B1 (en) Inhibitors of beta-secretase
BG107460A (bg) Производни на бензимидазола, тяхното получаване иприложението им в терапията
NZ202903A (en) 1-- pe pyrrol-2-yl-carboxylic acid derivatives and pharmaceutical compositions
Boger et al. Synthesis and Properties of Substituted CBI Analogs of CC-1065 and the Duocarmycins Incorporating the 7-Methoxy-1, 2, 9, 9a-tetrahydrocyclopropa [c] benz [e] indol-4-one (MCBI) Alkylation Subunit: Magnitude of Electronic Effects on the Functional Reactivity
US5721267A (en) Chemotherapeutic pyrrolocarbazole derivatives
US20070004791A1 (en) 3,6-disubstituted azabicyclo {3.1.0} hexane derivatives useful as muscarnic receptor antagonists
WO1998008850A1 (en) Spirocyclic metalloprotease inhibitors
Boger et al. Design, Synthesis, and Evaluation of CC-1065 and Duocarmycin Analogs Incorporating the 2, 3, 10, 10a-Tetrahydro-1H-cyclopropa [d] benzo [f] quinol-5-one (CBQ) Alkylation Subunit: Identification and Structural Origin of Subtle Stereoelectronic Features That Govern Reactivity and Regioselectivity
TW202229268A (zh) Cdk2抑制劑及其製備方法
HU216787B (hu) Eljárás excitátoros aminosav-antagonista hatású indolszármazékok és ezeket tartalmazó gyógyszerkészítmények előállítására
US4052508A (en) Heterocyclic dihydroanthracen imines
NO178261B (no) Substituerte diaminoftalimider og analoger, farmasöytiske preparater inneholdende dem samt deres anvendelse i medikamenter
Ling et al. On the reactions of 1, 3-isoquinolinediones with singlet oxygen
US7560479B2 (en) 3,6-Disubstituted azabicyclo hexane derivatives as muscarinic receptor antagonists
US5071858A (en) Antipsychotic benzothiopyranylamines
KINOSHITA et al. Pyrimidine Derivatives. V. Synthesis and Nucleophilic Reactions of 5-Bromo-6-bromomethy1-1-(2-bromoethyl and 2-bromopropy1)-3-methyl-2, 4 (1H, 3H)-pyrimidinedione
CH633290A5 (en) Process for preparing derivatives of 7-oxo-1,3-diazabicyclo[3.2.0]heptane-2-carboxylic acid