CA3091423A1 - Heptamethine cyanines for use as fluorescent markers of the biliary and renal systems - Google Patents

Heptamethine cyanines for use as fluorescent markers of the biliary and renal systems Download PDF

Info

Publication number
CA3091423A1
CA3091423A1 CA3091423A CA3091423A CA3091423A1 CA 3091423 A1 CA3091423 A1 CA 3091423A1 CA 3091423 A CA3091423 A CA 3091423A CA 3091423 A CA3091423 A CA 3091423A CA 3091423 A1 CA3091423 A1 CA 3091423A1
Authority
CA
Canada
Prior art keywords
compound
alkyl
patient
fluorescence
light
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.)
Pending
Application number
CA3091423A
Other languages
English (en)
French (fr)
Inventor
Martin John Schnermann
Peter C. W. Kim
Jaepyeong CHA
Roger Rauhauser Nani
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.)
Childrens National Medical Center Inc
US Department of Health and Human Services
Original Assignee
Childrens National Medical Center Inc
US Department of Health and Human Services
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 Childrens National Medical Center Inc, US Department of Health and Human Services filed Critical Childrens National Medical Center Inc
Publication of CA3091423A1 publication Critical patent/CA3091423A1/en
Pending legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
    • C07D209/04—Indoles; Hydrogenated indoles
    • C07D209/10—Indoles; Hydrogenated indoles with substituted hydrocarbon radicals attached to carbon atoms of the hetero ring
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K49/00—Preparations for testing in vivo
    • A61K49/001—Preparation for luminescence or biological staining
    • A61K49/0013—Luminescence
    • A61K49/0017—Fluorescence in vivo
    • A61K49/0019—Fluorescence in vivo characterised by the fluorescent group, e.g. oligomeric, polymeric or dendritic molecules
    • A61K49/0021—Fluorescence in vivo characterised by the fluorescent group, e.g. oligomeric, polymeric or dendritic molecules the fluorescent group being a small organic molecule
    • A61K49/0032—Methine dyes, e.g. cyanine dyes
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K49/00—Preparations for testing in vivo
    • A61K49/001—Preparation for luminescence or biological staining
    • A61K49/0013—Luminescence
    • A61K49/0017—Fluorescence in vivo
    • A61K49/005—Fluorescence in vivo characterised by the carrier molecule carrying the fluorescent agent
    • A61K49/0058—Antibodies
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K49/00—Preparations for testing in vivo
    • A61K49/001—Preparation for luminescence or biological staining
    • A61K49/006—Biological staining of tissues in vivo, e.g. methylene blue or toluidine blue O administered in the buccal area to detect epithelial cancer cells, dyes used for delineating tissues during surgery
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
    • C07D209/04—Indoles; Hydrogenated indoles
    • C07D209/10—Indoles; Hydrogenated indoles with substituted hydrocarbon radicals attached to carbon atoms of the hetero ring
    • C07D209/12—Radicals substituted by oxygen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
    • C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
    • C07D403/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B23/00—Methine or polymethine dyes, e.g. cyanine dyes
    • C09B23/0066—Methine or polymethine dyes, e.g. cyanine dyes the polymethine chain being part of a carbocyclic ring,(e.g. benzene, naphtalene, cyclohexene, cyclobutenene-quadratic acid)
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B69/00—Dyes not provided for by a single group of this subclass
    • C09B69/10—Polymeric dyes; Reaction products of dyes with monomers or with macromolecular compounds
    • C09B69/105—Polymeric dyes; Reaction products of dyes with monomers or with macromolecular compounds containing a methine or polymethine dye
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K11/00—Luminescent materials, e.g. electroluminescent or chemiluminescent
    • C09K11/06—Luminescent materials, e.g. electroluminescent or chemiluminescent containing organic luminescent materials
    • G—PHYSICS
    • G01—MEASURING; TESTING
    • G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
    • G01N21/00—Investigating or analysing materials by the use of optical means, i.e. using sub-millimetre waves, infrared, visible or ultraviolet light
    • G01N21/62—Systems in which the material investigated is excited whereby it emits light or causes a change in wavelength of the incident light
    • G01N21/63—Systems in which the material investigated is excited whereby it emits light or causes a change in wavelength of the incident light optically excited
    • G01N21/64—Fluorescence; Phosphorescence
    • G01N21/6428—Measuring fluorescence of fluorescent products of reactions or of fluorochrome labelled reactive substances, e.g. measuring quenching effects, using measuring "optrodes"
    • G—PHYSICS
    • G01—MEASURING; TESTING
    • G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
    • G01N33/00—Investigating or analysing materials by specific methods not covered by groups G01N1/00 - G01N31/00
    • G01N33/48—Biological material, e.g. blood, urine; Haemocytometers
    • G01N33/50—Chemical analysis of biological material, e.g. blood, urine; Testing involving biospecific ligand binding methods; Immunological testing
    • G01N33/53—Immunoassay; Biospecific binding assay; Materials therefor
    • G01N33/531—Production of immunochemical test materials
    • G01N33/532—Production of labelled immunochemicals
    • G01N33/533—Production of labelled immunochemicals with fluorescent label
    • G—PHYSICS
    • G01—MEASURING; TESTING
    • G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
    • G01N33/00—Investigating or analysing materials by specific methods not covered by groups G01N1/00 - G01N31/00
    • G01N33/48—Biological material, e.g. blood, urine; Haemocytometers
    • G01N33/50—Chemical analysis of biological material, e.g. blood, urine; Testing involving biospecific ligand binding methods; Immunological testing
    • G01N33/58—Chemical analysis of biological material, e.g. blood, urine; Testing involving biospecific ligand binding methods; Immunological testing involving labelled substances
    • G01N33/582—Chemical analysis of biological material, e.g. blood, urine; Testing involving biospecific ligand binding methods; Immunological testing involving labelled substances with fluorescent label
    • G—PHYSICS
    • G01—MEASURING; TESTING
    • G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
    • G01N21/00—Investigating or analysing materials by the use of optical means, i.e. using sub-millimetre waves, infrared, visible or ultraviolet light
    • G01N21/62—Systems in which the material investigated is excited whereby it emits light or causes a change in wavelength of the incident light
    • G01N21/63—Systems in which the material investigated is excited whereby it emits light or causes a change in wavelength of the incident light optically excited
    • G01N21/64—Fluorescence; Phosphorescence
    • G01N21/6428—Measuring fluorescence of fluorescent products of reactions or of fluorochrome labelled reactive substances, e.g. measuring quenching effects, using measuring "optrodes"
    • G01N2021/6439—Measuring fluorescence of fluorescent products of reactions or of fluorochrome labelled reactive substances, e.g. measuring quenching effects, using measuring "optrodes" with indicators, stains, dyes, tags, labels, marks

Landscapes

  • Health & Medical Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Organic Chemistry (AREA)
  • Immunology (AREA)
  • Biomedical Technology (AREA)
  • General Health & Medical Sciences (AREA)
  • Hematology (AREA)
  • Molecular Biology (AREA)
  • Urology & Nephrology (AREA)
  • Physics & Mathematics (AREA)
  • Public Health (AREA)
  • Animal Behavior & Ethology (AREA)
  • Epidemiology (AREA)
  • Veterinary Medicine (AREA)
  • Analytical Chemistry (AREA)
  • Biochemistry (AREA)
  • General Physics & Mathematics (AREA)
  • Pathology (AREA)
  • Cell Biology (AREA)
  • Biotechnology (AREA)
  • Food Science & Technology (AREA)
  • Medicinal Chemistry (AREA)
  • Microbiology (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Optics & Photonics (AREA)
  • Materials Engineering (AREA)
  • Biodiversity & Conservation Biology (AREA)
  • Oncology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicines Containing Antibodies Or Antigens For Use As Internal Diagnostic Agents (AREA)
  • Investigating, Analyzing Materials By Fluorescence Or Luminescence (AREA)
  • Peptides Or Proteins (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Indole Compounds (AREA)
  • Medicinal Preparation (AREA)
CA3091423A 2018-02-15 2019-02-14 Heptamethine cyanines for use as fluorescent markers of the biliary and renal systems Pending CA3091423A1 (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US201862631390P 2018-02-15 2018-02-15
US62/631,390 2018-02-15
PCT/US2019/018057 WO2019161091A1 (en) 2018-02-15 2019-02-14 Heptamethine cyanines for use as fluorescent markers of the biliary and renal systems

Publications (1)

Publication Number Publication Date
CA3091423A1 true CA3091423A1 (en) 2019-08-22

Family

ID=65812377

Family Applications (2)

Application Number Title Priority Date Filing Date
CA3091423A Pending CA3091423A1 (en) 2018-02-15 2019-02-14 Heptamethine cyanines for use as fluorescent markers of the biliary and renal systems
CA3090797A Active CA3090797C (en) 2018-02-15 2019-02-15 Non-aggregating heptamethine cyanine fluorophores for in vivo imaging

Family Applications After (1)

Application Number Title Priority Date Filing Date
CA3090797A Active CA3090797C (en) 2018-02-15 2019-02-15 Non-aggregating heptamethine cyanine fluorophores for in vivo imaging

Country Status (7)

Country Link
US (5) US11787764B2 (https=)
EP (2) EP3752486A4 (https=)
JP (2) JP2021513988A (https=)
KR (1) KR20200122338A (https=)
AU (1) AU2019222477B2 (https=)
CA (2) CA3091423A1 (https=)
WO (2) WO2019161091A1 (https=)

Families Citing this family (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US11787764B2 (en) 2018-02-15 2023-10-17 Children's National Medical Center Heptamethine cyanines for use as fluorescent markers of the biliary and renal systems
AU2019325658B2 (en) 2018-08-23 2024-02-15 The United States Of America, As Represented By The Secretary, Department Of Health And Human Services Water soluble novel cyanine fluorophore with tunable properties between near IR and SWIR region for in vivo imaging
CA3167456A1 (en) 2020-02-10 2021-08-19 C-Biomex Co., Ltd. Amphoteric fluorescent substance capable of being attached to biomaterials
JP7441306B2 (ja) 2020-04-24 2024-02-29 富士フイルム株式会社 化合物及びこれを用いた標識生体物質
WO2022203930A1 (en) * 2021-03-24 2022-09-29 The United States Of America, As Represented By The Secretary, Department Of Health And Human Services Fluorogenic cyanine carbamates
EP4357437A4 (en) * 2021-06-18 2025-02-19 FUJIFILM Corporation COMPOUND AND MARKED BIOMATERIAL USING SAME
US20250009908A1 (en) * 2021-10-05 2025-01-09 Vrije Universiteit Brussel Fluorescently Labeled Immunoglobulin Single Variable Domains
CN115403503B (zh) * 2022-09-02 2023-05-26 中国药科大学 七甲川花菁素类染料偶联物、制法、药物组合物和应用
EP4428201A1 (en) * 2023-03-07 2024-09-11 European Central Bank New infrared absorbers
CN119390778A (zh) * 2024-10-29 2025-02-07 北京声光纳医疗科技有限公司 一种两性离子化、基于点击化学反应的荧光探针及其制备方法与应用

Family Cites Families (13)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR20060017585A (ko) * 2003-04-04 2006-02-24 유니베르시떼 드 로잔느 암 치료용 펩타바디
US8406859B2 (en) 2008-08-10 2013-03-26 Board Of Regents, The University Of Texas System Digital light processing hyperspectral imaging apparatus
WO2010037069A2 (en) * 2008-09-29 2010-04-01 Mallinckrodt Inc. Dithienopyrrole dyes for imaging and therapy
JP5515529B2 (ja) * 2009-09-04 2014-06-11 国立大学法人三重大学 近赤外光発光化合物、その合成法及びその発光法
WO2014149069A1 (en) * 2013-03-15 2014-09-25 Purdue Research Foundation Synthesis and composition of amino acid linking groups conjugated to compounds used for the targeted imaging of tumors
US20150030542A1 (en) * 2013-07-26 2015-01-29 Sunil Singhal Methods for medical imaging
US10280307B2 (en) * 2014-11-05 2019-05-07 The United States Of America, As Represented By The Secretary, Department Of Health And Human Services Class of stable heptamethine cyanine fluorophores and biomedical applications thereof
AR102743A1 (es) * 2014-11-26 2017-03-22 Li Cor Inc Medios de contraste ir para imágenes por fluorescencia
WO2017027721A1 (en) 2015-08-12 2017-02-16 The United States Of America, As Represented By The Secretary, Department Of Health And Human Services Near-ir light-cleavable conjugates and conjugate precursors
WO2018031448A1 (en) 2016-08-11 2018-02-15 The United States Of America, As Represented By The Secretary, Department Of Health And Human Services Near-ir light-cleavable conjugates and conjugate precursors
JP7418323B2 (ja) 2017-08-24 2024-01-19 ザ ユナイテッド ステイツ オブ アメリカ， アズ リプレゼンテッド バイ ザ セクレタリー， デパートメント オブ ヘルス アンド ヒューマン サービシーズ 遠赤および近ｉｒ範囲におけるシアニンフルオロフォアの配座の束縛
US11787764B2 (en) 2018-02-15 2023-10-17 Children's National Medical Center Heptamethine cyanines for use as fluorescent markers of the biliary and renal systems
AU2019325658B2 (en) 2018-08-23 2024-02-15 The United States Of America, As Represented By The Secretary, Department Of Health And Human Services Water soluble novel cyanine fluorophore with tunable properties between near IR and SWIR region for in vivo imaging

Also Published As

Publication number Publication date
EP3752204A1 (en) 2020-12-23
US20240140909A1 (en) 2024-05-02
AU2019222477A1 (en) 2020-08-13
US10961193B2 (en) 2021-03-30
CA3090797A1 (en) 2019-08-22
US20230382857A1 (en) 2023-11-30
EP3752204B1 (en) 2022-08-10
WO2019161159A1 (en) 2019-08-22
EP3752486A4 (en) 2022-07-06
AU2019222477B2 (en) 2023-07-20
US11746086B2 (en) 2023-09-05
WO2019161091A1 (en) 2019-08-22
US20210198196A1 (en) 2021-07-01
CA3090797C (en) 2024-05-28
WO2019161091A9 (en) 2019-10-24
JP7085633B2 (ja) 2022-06-16
JP2021513988A (ja) 2021-06-03
KR20200122338A (ko) 2020-10-27
EP3752486A1 (en) 2020-12-23
JP2021513968A (ja) 2021-06-03
US20210100919A1 (en) 2021-04-08
US20210017132A1 (en) 2021-01-21
US11787764B2 (en) 2023-10-17

Similar Documents

Publication Publication Date Title
US20240140909A1 (en) Heptamethine cyanines for use as fluorescent markers of the biliary and renal systems
US12303570B2 (en) Compositions and methods for assessing eye vasculature
JP7181875B2 (ja) ｐＨトリガーポリペプチドにコンジュゲートしたフルオロフォアを含む蛍光化合物
JP7007412B2 (ja) 蛍光イメージングのためのｉｒ色素
CN110023740B (zh) 基于活性的探针化合物、组合物及其使用方法
ES2618361T3 (es) Marcadores colorantes fluorescentes que contienen sulfonamida N,N-disustituida biocompatible
US20110264026A1 (en) Azo Derivatives and Uses Thereof in Phototherapy
WO2016072984A1 (en) A new class of stable heptamethine cyanine fluorophores and biomedical applications thereof
WO2017205350A1 (en) Molecular probes for detection and imaging of pancreatic cancer
JP2012509300A (ja) 色素コンジュゲートイメージング剤
US8731655B2 (en) Compounds containing acyclic N-N bonds for phototherapy
US20110288033A1 (en) Disulfide Compounds for Phototherapy
US20160083426A1 (en) Non-benzenoid aromatic systems for imaging, monitoring and therapy
CN116917419B (zh) 用于肿瘤检测和外科手术指导的化合物和组合物
WO2011060113A1 (en) Sulfenamide compounds for phototherapy
WO2011031955A2 (en) Optical monitoring of leukemia

Legal Events

Date Code Title Description
W00 Other event occurred

Free format text: ST27 STATUS EVENT CODE: A-1-1-W10-W00-W100 (AS PROVIDED BY THE NATIONAL OFFICE); EVENT TEXT: LETTER SENT

Effective date: 20250904

U13 Renewal or maintenance fee not paid

Free format text: ST27 STATUS EVENT CODE: N-1-6-U10-U13-U300 (AS PROVIDED BY THE NATIONAL OFFICE); EVENT TEXT: DEEMED ABANDONED - FAILURE TO RESPOND TO MAINTENANCE FEE NOTICE

Effective date: 20251104

W00 Other event occurred

Free format text: ST27 STATUS EVENT CODE: N-6-6-W10-W00-W100 (AS PROVIDED BY THE NATIONAL OFFICE); EVENT TEXT: LETTER SENT

Effective date: 20260330