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WO2008096760A1 - 新規ヘキサトリエン-β-カルボニル化合物 - Google Patents

新規ヘキサトリエン-β-カルボニル化合物 Download PDF

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Publication number
WO2008096760A1
WO2008096760A1 PCT/JP2008/051871 JP2008051871W WO2008096760A1 WO 2008096760 A1 WO2008096760 A1 WO 2008096760A1 JP 2008051871 W JP2008051871 W JP 2008051871W WO 2008096760 A1 WO2008096760 A1 WO 2008096760A1
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WO
WIPO (PCT)
Prior art keywords
hexatriene
carbonyl compound
formula
compound represented
novel
Prior art date
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Ceased
Application number
PCT/JP2008/051871
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English (en)
French (fr)
Inventor
Koichi Fukase
Katsunori Tanaka
Yasuyoshi Watanabe
Tsuyoshi Tahara
Koki Hasegawa
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.)
RIKEN
University of Osaka NUC
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Osaka University NUC
RIKEN
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Filing date
Publication date
Application filed by Osaka University NUC, RIKEN filed Critical Osaka University NUC
Priority to JP2008557126A priority Critical patent/JP5013378B2/ja
Priority to EP08710803A priority patent/EP2128124A4/en
Priority to US12/525,599 priority patent/US8298513B2/en
Publication of WO2008096760A1 publication Critical patent/WO2008096760A1/ja
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

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    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07KPEPTIDES
    • C07K1/00General methods for the preparation of peptides, i.e. processes for the organic chemical preparation of peptides or proteins of any length
    • C07K1/13Labelling of peptides
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K49/00Preparations for testing in vivo
    • A61K49/001Preparation for luminescence or biological staining
    • A61K49/0013Luminescence
    • A61K49/0017Fluorescence in vivo
    • A61K49/0019Fluorescence in vivo characterised by the fluorescent group, e.g. oligomeric, polymeric or dendritic molecules
    • A61K49/0021Fluorescence in vivo characterised by the fluorescent group, e.g. oligomeric, polymeric or dendritic molecules the fluorescent group being a small organic molecule
    • A61K49/0039Coumarin dyes
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K49/00Preparations for testing in vivo
    • A61K49/001Preparation for luminescence or biological staining
    • A61K49/0013Luminescence
    • A61K49/0017Fluorescence in vivo
    • A61K49/0019Fluorescence in vivo characterised by the fluorescent group, e.g. oligomeric, polymeric or dendritic molecules
    • A61K49/0021Fluorescence in vivo characterised by the fluorescent group, e.g. oligomeric, polymeric or dendritic molecules the fluorescent group being a small organic molecule
    • A61K49/0041Xanthene dyes, used in vivo, e.g. administered to a mice, e.g. rhodamines, rose Bengal
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K49/00Preparations for testing in vivo
    • A61K49/001Preparation for luminescence or biological staining
    • A61K49/0013Luminescence
    • A61K49/0017Fluorescence in vivo
    • A61K49/0019Fluorescence in vivo characterised by the fluorescent group, e.g. oligomeric, polymeric or dendritic molecules
    • A61K49/0045Fluorescence in vivo characterised by the fluorescent group, e.g. oligomeric, polymeric or dendritic molecules the fluorescent agent being a peptide or protein used for imaging or diagnosis in vivo
    • A61K49/0047Green fluorescent protein [GFP]
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K49/00Preparations for testing in vivo
    • A61K49/001Preparation for luminescence or biological staining
    • A61K49/0013Luminescence
    • A61K49/0017Fluorescence in vivo
    • A61K49/005Fluorescence in vivo characterised by the carrier molecule carrying the fluorescent agent
    • A61K49/0056Peptides, proteins, polyamino acids
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K49/00Preparations for testing in vivo
    • A61K49/001Preparation for luminescence or biological staining
    • A61K49/0013Luminescence
    • A61K49/0017Fluorescence in vivo
    • A61K49/005Fluorescence in vivo characterised by the carrier molecule carrying the fluorescent agent
    • A61K49/0058Antibodies
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K51/00Preparations containing radioactive substances for use in therapy or testing in vivo
    • A61K51/02Preparations containing radioactive substances for use in therapy or testing in vivo characterised by the carrier, i.e. characterised by the agent or material covalently linked or complexing the radioactive nucleus
    • A61K51/04Organic compounds
    • A61K51/08Peptides, e.g. proteins, carriers being peptides, polyamino acids, proteins
    • A61K51/081Peptides, e.g. proteins, carriers being peptides, polyamino acids, proteins the protein being an albumin, e.g. human serum albumin [HSA], bovine serum albumin [BSA], ovalbumin
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K51/00Preparations containing radioactive substances for use in therapy or testing in vivo
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    • A61K51/04Organic compounds
    • A61K51/08Peptides, e.g. proteins, carriers being peptides, polyamino acids, proteins
    • A61K51/083Peptides, e.g. proteins, carriers being peptides, polyamino acids, proteins the peptide being octreotide or a somatostatin-receptor-binding peptide
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K51/00Preparations containing radioactive substances for use in therapy or testing in vivo
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    • A61K51/04Organic compounds
    • A61K51/08Peptides, e.g. proteins, carriers being peptides, polyamino acids, proteins
    • A61K51/085Peptides, e.g. proteins, carriers being peptides, polyamino acids, proteins the peptide being neurotensin
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K51/00Preparations containing radioactive substances for use in therapy or testing in vivo
    • A61K51/02Preparations containing radioactive substances for use in therapy or testing in vivo characterised by the carrier, i.e. characterised by the agent or material covalently linked or complexing the radioactive nucleus
    • A61K51/04Organic compounds
    • A61K51/08Peptides, e.g. proteins, carriers being peptides, polyamino acids, proteins
    • A61K51/088Peptides, e.g. proteins, carriers being peptides, polyamino acids, proteins conjugates with carriers being peptides, polyamino acids or proteins
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
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    • A61K51/02Preparations containing radioactive substances for use in therapy or testing in vivo characterised by the carrier, i.e. characterised by the agent or material covalently linked or complexing the radioactive nucleus
    • A61K51/04Organic compounds
    • A61K51/08Peptides, e.g. proteins, carriers being peptides, polyamino acids, proteins
    • A61K51/10Antibodies or immunoglobulins; Fragments thereof, the carrier being an antibody, an immunoglobulin or a fragment thereof, e.g. a camelised human single domain antibody or the Fc fragment of an antibody
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
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    • A61K51/04Organic compounds
    • A61K51/08Peptides, e.g. proteins, carriers being peptides, polyamino acids, proteins
    • A61K51/10Antibodies or immunoglobulins; Fragments thereof, the carrier being an antibody, an immunoglobulin or a fragment thereof, e.g. a camelised human single domain antibody or the Fc fragment of an antibody
    • A61K51/1093Antibodies or immunoglobulins; Fragments thereof, the carrier being an antibody, an immunoglobulin or a fragment thereof, e.g. a camelised human single domain antibody or the Fc fragment of an antibody conjugates with carriers being antibodies
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C229/00Compounds containing amino and carboxyl groups bound to the same carbon skeleton
    • C07C229/40Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino groups bound to carbon atoms of at least one six-membered aromatic ring and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton
    • C07C229/44Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino groups bound to carbon atoms of at least one six-membered aromatic ring and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton with carboxyl groups linked to the six-membered aromatic ring, or to the condensed ring system containing that ring, by unsaturated carbon chains
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    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C237/00Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups
    • C07C237/02Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups having the carbon atoms of the carboxamide groups bound to acyclic carbon atoms of the carbon skeleton
    • C07C237/04Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups having the carbon atoms of the carboxamide groups bound to acyclic carbon atoms of the carbon skeleton the carbon skeleton being acyclic and saturated
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    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D271/00Heterocyclic compounds containing five-membered rings having two nitrogen atoms and one oxygen atom as the only ring hetero atoms
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    • C07D311/04Benzo[b]pyrans, not hydrogenated in the carbocyclic ring
    • C07D311/06Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 2
    • C07D311/08Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 2 not hydrogenated in the hetero ring
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    • C07D311/78Ring systems having three or more relevant rings
    • C07D311/80Dibenzopyrans; Hydrogenated dibenzopyrans
    • C07D311/82Xanthenes
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  • Health & Medical Sciences (AREA)
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  • Biophysics (AREA)
  • Genetics & Genomics (AREA)
  • Pathology (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Pyrane Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Medicines Containing Antibodies Or Antigens For Use As Internal Diagnostic Agents (AREA)
  • Peptides Or Proteins (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)

Abstract

分子を標識化する際の標識化が容易、すなわち、標識化の反応速度が速く、および反応収率が高い標識、ならびにその標識を製造するための前駆体を提供する。式(I)で表わされるヘキサトリエン-β-カルボニル化合物、式(II)で表わされるヘキサトリエン-β-カルボニル化合物、式(III)で表わされるヘキサトリエン-β-カルボニル化合物および式(IV)で表わされるヘキサトリエン-β-カルボニル化合物により解決される。 前記式中、R1、R2、R3、R4、R5、X1、X2およびZは明細書中で定義のとおり。
PCT/JP2008/051871 2007-02-05 2008-02-05 新規ヘキサトリエン-β-カルボニル化合物 Ceased WO2008096760A1 (ja)

Priority Applications (3)

Application Number Priority Date Filing Date Title
JP2008557126A JP5013378B2 (ja) 2007-02-05 2008-02-05 新規ヘキサトリエン−β−カルボニル化合物
EP08710803A EP2128124A4 (en) 2007-02-05 2008-02-05 NEW HEXATRI B-CARBONYL CONNECTION
US12/525,599 US8298513B2 (en) 2007-02-05 2008-02-05 Hexatriene-β-carbonyl compound

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP2007025489 2007-02-05
JP2007-025489 2007-02-05

Publications (1)

Publication Number Publication Date
WO2008096760A1 true WO2008096760A1 (ja) 2008-08-14

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Country Link
US (1) US8298513B2 (ja)
EP (1) EP2128124A4 (ja)
JP (1) JP5013378B2 (ja)
WO (1) WO2008096760A1 (ja)

Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2010055950A1 (ja) 2008-11-17 2010-05-20 財団法人ヒューマンサイエンス振興財団 癌間質の構成因子に対して特異的結合能を有する物質と抗腫瘍性化合物との複合体による新規の癌ターゲティング治療
JP2013530395A (ja) * 2010-06-03 2013-07-25 ジェネンテック, インコーポレイテッド 抗体及びイムノコンジュゲートのイムノpetイメージング及びこれらの使用方法
WO2014133093A1 (ja) 2013-02-28 2014-09-04 独立行政法人国立がん研究センター 不溶性フィブリンに対する抗体
JP2015030702A (ja) * 2013-08-02 2015-02-16 独立行政法人理化学研究所 新規化合物及びその利用
US10683341B2 (en) 2015-06-30 2020-06-16 Glytech, Inc. Albumin-sugar chain complex
WO2020241340A1 (ja) 2019-05-24 2020-12-03 株式会社糖鎖工学研究所 新規な人工タンパク質触媒
WO2023171009A1 (ja) 2022-03-09 2023-09-14 株式会社Cured Eva1タンパク質に結合する、ヒト化抗体又はその機能的断片、抗体薬物複合体及びキメラ抗原受容体

Families Citing this family (2)

* Cited by examiner, † Cited by third party
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CN114707337B (zh) * 2022-04-12 2022-11-29 核工业北京地质研究院 一种放射性废物处置过程中的核素迁移模拟方法及系统
CN118406033B (zh) * 2024-07-03 2024-09-27 东北师范大学 一种苯并二氢吡喃类化合物的制备方法

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JP2005154374A (ja) 2003-11-27 2005-06-16 Hamamatsu Photonics Kk 放射性トロパンアルカロイド誘導体、トロパンアルカロイド誘導体、及びそれらの製造方法。

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IL145210A (en) 2000-12-06 2011-12-29 Aposense Ltd Use of pmbc in the preparation of an agent for the selective binding of cells, a method for the detection of apoptosis and a pharmaceutical composition for the treatment of a disease characterized by the presence of apoptosis in cells, tissues or cellular structures
JP4092992B2 (ja) * 2001-09-13 2008-05-28 ダイソー株式会社 cis−アミノインダノール誘導体、その製法およびその使用
FR2841558B1 (fr) * 2002-07-01 2004-08-13 Commissariat Energie Atomique Peptides marques ayant une affinite pour un phospholipide et utilisations

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JP2005154374A (ja) 2003-11-27 2005-06-16 Hamamatsu Photonics Kk 放射性トロパンアルカロイド誘導体、トロパンアルカロイド誘導体、及びそれらの製造方法。

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See also references of EP2128124A4
T. GREENE ET AL.: "Protective Groups in Organic Synthesis", JOHN WILEY & SONS, INC.
TANAKA ET AL., J. OFSYNTH. ORG. CHEM. JAPAN, vol. 57, 1999, pages 876 - 887
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TANAKA K. ET AL.: "Significant Acceleration of 6pi-Azaelectrocyclization Resulting from a Remarkable Substituent Effect and Formal Synthesis of the Ocular Age Pigment A2-E by a New Method for Substituted Pyridine Synthesis", JOURNAL OF ORGANIC CHEMISTRY, vol. 66, no. 9, 2001, pages 3099 - 3110, XP008115575 *

Cited By (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2010055950A1 (ja) 2008-11-17 2010-05-20 財団法人ヒューマンサイエンス振興財団 癌間質の構成因子に対して特異的結合能を有する物質と抗腫瘍性化合物との複合体による新規の癌ターゲティング治療
JP2013530395A (ja) * 2010-06-03 2013-07-25 ジェネンテック, インコーポレイテッド 抗体及びイムノコンジュゲートのイムノpetイメージング及びこれらの使用方法
WO2014133093A1 (ja) 2013-02-28 2014-09-04 独立行政法人国立がん研究センター 不溶性フィブリンに対する抗体
EP3339327A2 (en) 2013-02-28 2018-06-27 National Cancer Center Antibody against insoluble fibrin
JP2015030702A (ja) * 2013-08-02 2015-02-16 独立行政法人理化学研究所 新規化合物及びその利用
US10683341B2 (en) 2015-06-30 2020-06-16 Glytech, Inc. Albumin-sugar chain complex
WO2020241340A1 (ja) 2019-05-24 2020-12-03 株式会社糖鎖工学研究所 新規な人工タンパク質触媒
US12269021B2 (en) 2019-05-24 2025-04-08 Glytech, Inc. Artificial protein catalyst
WO2023171009A1 (ja) 2022-03-09 2023-09-14 株式会社Cured Eva1タンパク質に結合する、ヒト化抗体又はその機能的断片、抗体薬物複合体及びキメラ抗原受容体

Also Published As

Publication number Publication date
EP2128124A1 (en) 2009-12-02
US20100008857A1 (en) 2010-01-14
EP2128124A4 (en) 2012-09-05
JPWO2008096760A1 (ja) 2010-05-20
US8298513B2 (en) 2012-10-30
JP5013378B2 (ja) 2012-08-29

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