WO2008093722A1 - フェノチアジン誘導体色素の検出方法およびそれに用いる発色剤試薬 - Google Patents

フェノチアジン誘導体色素の検出方法およびそれに用いる発色剤試薬 Download PDF

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Publication number
WO2008093722A1
WO2008093722A1 PCT/JP2008/051388 JP2008051388W WO2008093722A1 WO 2008093722 A1 WO2008093722 A1 WO 2008093722A1 JP 2008051388 W JP2008051388 W JP 2008051388W WO 2008093722 A1 WO2008093722 A1 WO 2008093722A1
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WIPO (PCT)
Prior art keywords
salt
phenothiazine derivative
derivative dye
hydroxy
dye
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PCT/JP2008/051388
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English (en)
French (fr)
Inventor
Satoshi Yonehara
Norio Inamura
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Arkray, Inc.
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Priority to CN200880003539.5A priority Critical patent/CN101595386B/zh
Priority to US12/524,834 priority patent/US8273577B2/en
Priority to EP08704155.4A priority patent/EP2108952B1/en
Priority to JP2008556143A priority patent/JP4437216B2/ja
Priority to EP15191515.4A priority patent/EP3001190B1/en
Publication of WO2008093722A1 publication Critical patent/WO2008093722A1/ja

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    • G—PHYSICS
    • G01—MEASURING; TESTING
    • G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
    • G01N31/00—Investigating or analysing non-biological materials by the use of the chemical methods specified in the subgroup; Apparatus specially adapted for such methods
    • G01N31/22—Investigating or analysing non-biological materials by the use of the chemical methods specified in the subgroup; Apparatus specially adapted for such methods using chemical indicators
    • 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
    • C09B11/00—Diaryl- or thriarylmethane dyes
    • C09B11/04—Diaryl- or thriarylmethane dyes derived from triarylmethanes, i.e. central C-atom is substituted by amino, cyano, alkyl
    • C09B11/06—Hydroxy derivatives of triarylmethanes in which at least one OH group is bound to an aryl nucleus and their ethers or esters
    • C09B11/08—Phthaleins; Phenolphthaleins; Fluorescein
    • 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
    • C09B21/00—Thiazine dyes
    • 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
    • C09B29/00—Monoazo dyes prepared by diazotising and coupling
    • C09B29/10—Monoazo dyes prepared by diazotising and coupling from coupling components containing hydroxy as the only directing group
    • C09B29/103—Monoazo dyes prepared by diazotising and coupling from coupling components containing hydroxy as the only directing group of the naphthalene series
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
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    • C09B29/00—Monoazo dyes prepared by diazotising and coupling
    • C09B29/34—Monoazo dyes prepared by diazotising and coupling from other coupling components
    • C09B29/36—Monoazo dyes prepared by diazotising and coupling from other coupling components from heterocyclic compounds
    • C09B29/3604—Monoazo dyes prepared by diazotising and coupling from other coupling components from heterocyclic compounds containing only a nitrogen as heteroatom
    • C09B29/3647—Monoazo dyes prepared by diazotising and coupling from other coupling components from heterocyclic compounds containing only a nitrogen as heteroatom containing a five-membered ring with two nitrogen atoms as heteroatoms
    • C09B29/3652—Monoazo dyes prepared by diazotising and coupling from other coupling components from heterocyclic compounds containing only a nitrogen as heteroatom containing a five-membered ring with two nitrogen atoms as heteroatoms containing a 1,2-diazoles or hydrogenated 1,2-diazoles
    • C09B29/366—Monoazo dyes prepared by diazotising and coupling from other coupling components from heterocyclic compounds containing only a nitrogen as heteroatom containing a five-membered ring with two nitrogen atoms as heteroatoms containing a 1,2-diazoles or hydrogenated 1,2-diazoles containing hydroxy-1,2-diazoles, e.g. pyrazolone
    • 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
    • C09B67/00—Influencing the physical, e.g. the dyeing or printing properties of dyestuffs without chemical reactions, e.g. by treating with solvents grinding or grinding assistants, coating of pigments or dyes; Process features in the making of dyestuff preparations; Dyestuff preparations of a special physical nature, e.g. tablets, films
    • C09B67/0033—Blends of pigments; Mixtured crystals; Solid solutions
    • 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
    • C09B67/00—Influencing the physical, e.g. the dyeing or printing properties of dyestuffs without chemical reactions, e.g. by treating with solvents grinding or grinding assistants, coating of pigments or dyes; Process features in the making of dyestuff preparations; Dyestuff preparations of a special physical nature, e.g. tablets, films
    • C09B67/0033—Blends of pigments; Mixtured crystals; Solid solutions
    • C09B67/0041—Blends of pigments; Mixtured crystals; Solid solutions mixtures containing one azo dye
    • 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
    • C09B67/00—Influencing the physical, e.g. the dyeing or printing properties of dyestuffs without chemical reactions, e.g. by treating with solvents grinding or grinding assistants, coating of pigments or dyes; Process features in the making of dyestuff preparations; Dyestuff preparations of a special physical nature, e.g. tablets, films
    • C09B67/0071—Process features in the making of dyestuff preparations; Dehydrating agents; Dispersing agents; Dustfree compositions
    • C09B67/0084—Dispersions of dyes
    • C09B67/0085—Non common dispersing agents
    • C09B67/0089—Non common dispersing agents non ionic dispersing agent, e.g. EO or PO addition products
    • G—PHYSICS
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    • 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
    • G01N21/75—Systems in which material is subjected to a chemical reaction, the progress or the result of the reaction being investigated
    • G01N21/77—Systems in which material is subjected to a chemical reaction, the progress or the result of the reaction being investigated by observing the effect on a chemical indicator
    • G01N21/78—Systems in which material is subjected to a chemical reaction, the progress or the result of the reaction being investigated by observing the effect on a chemical indicator producing a change of colour
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    • G01—MEASURING; TESTING
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    • G01N21/00—Investigating or analysing materials by the use of optical means, i.e. using sub-millimetre waves, infrared, visible or ultraviolet light
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    • G01N21/77—Systems in which material is subjected to a chemical reaction, the progress or the result of the reaction being investigated by observing the effect on a chemical indicator
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    • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T436/00—Chemistry: analytical and immunological testing
    • Y10T436/14—Heterocyclic carbon compound [i.e., O, S, N, Se, Te, as only ring hetero atom]
    • Y10T436/141111—Diverse hetero atoms in same or different rings [e.g., alkaloids, opiates, etc.]
    • 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
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T436/00—Chemistry: analytical and immunological testing
    • Y10T436/14—Heterocyclic carbon compound [i.e., O, S, N, Se, Te, as only ring hetero atom]
    • Y10T436/145555—Hetero-N

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  • Investigating Or Analyzing Non-Biological Materials By The Use Of Chemical Means (AREA)
  • Investigating Or Analysing Materials By The Use Of Chemical Reactions (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)

Abstract

　フェノチアジン誘導体色素を、最大吸収を示す波長より長波長側でも検出することを可能とするフェノチアジン誘導体色素検出方法を提供する。フェノチアジン誘導体色素を含む反応系に、5-ヒドロキシ-１-(4-スルホフェニル)-4-(4-スルホフェニルアゾ)ピラゾール-3-カルボン酸塩、6-ヒドロキシ-5-(4-スルホフェニルアゾ)-2-ナフタレンスルホン酸塩、3-ヒドロキシ-4-(4-スルホナフチルアゾ)-2，7-ナフタレンジスルホン酸塩、7-ヒドロキシ-8-(4-スルホナフチルアゾ)-1，3-ナフタレンジスルホン酸塩、3’，6’-ジヒドロキシ-2’，4’，5’，7’-テトラヨードスピロ[イソベンゾフラン-1(3H），9’-(9H)キサンテン]-3-オン塩、3’，6’－ジヒドロキシ-2’，4’，5’，7’-テトラブロモ-4，5，6，7，-テトラクロロスピロ[イソベンゾフラン-1（3H），9’-[9H］キサンテン]-3-オン塩、4，5，6，7-テトラクロロ-3’，6’-ジヒドロキシ-2’，4’，5’，7’-テトラヨードスピロ[イソベンゾフラン-1（3H），9’-［9H］キサンテン]-3-オン塩またはフラボノイド系色素を添加した後、波長610～730ｎｍにおける吸光度測定によりフェノチアジン誘導体色素を検出する。
PCT/JP2008/051388 2007-01-30 2008-01-30 フェノチアジン誘導体色素の検出方法およびそれに用いる発色剤試薬 WO2008093722A1 (ja)

Priority Applications (5)

Application Number Priority Date Filing Date Title
CN200880003539.5A CN101595386B (zh) 2007-01-30 2008-01-30 吩噻嗪衍生物色素的检测方法及用于该方法的显色剂试剂
US12/524,834 US8273577B2 (en) 2007-01-30 2008-01-30 Method for detecting phenothiazine-derivative color and color-developer reagent used therein
EP08704155.4A EP2108952B1 (en) 2007-01-30 2008-01-30 Method for detection of a target compound based on a redox-reaction of a phenothiazine dye
JP2008556143A JP4437216B2 (ja) 2007-01-30 2008-01-30 フェノチアジン誘導体色素の検出方法およびそれに用いる発色剤試薬
EP15191515.4A EP3001190B1 (en) 2007-01-30 2008-01-30 Method for detecting phenothiazine-derivative color and method for detecting a target component

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP2007-020183 2007-01-30
JP2007020183 2007-01-30

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US (1) US8273577B2 (ja)
EP (2) EP3001190B1 (ja)
JP (1) JP4437216B2 (ja)
CN (1) CN101595386B (ja)
WO (1) WO2008093722A1 (ja)

Cited By (6)

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JP2008201968A (ja) * 2007-02-22 2008-09-04 Asahi Kasei Pharma Kk ロイコ色素の安定化方法
JPWO2009116575A1 (ja) * 2008-03-19 2011-07-21 アークレイ株式会社 発色剤の安定化剤およびその用途
US8080423B2 (en) 2004-08-05 2011-12-20 Asahi Kasei Pharma Corporation Reagent containing protease reaction promoter and/or colorant stabilizer
JP2014150772A (ja) * 2013-02-12 2014-08-25 Arkray Inc 糖化タンパク質測定用試薬組成物及び糖化タンパク質測定方法
WO2018012607A1 (ja) * 2016-07-13 2018-01-18 キッコーマン株式会社 反応促進剤
US11208675B2 (en) 2016-07-13 2021-12-28 Kikkoman Corporation Reaction accelerating agent

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EP3001190B1 (en) 2007-01-30 2019-04-10 ARKRAY, Inc. Method for detecting phenothiazine-derivative color and method for detecting a target component
US8343771B2 (en) * 2011-01-12 2013-01-01 General Electric Company Methods of using cyanine dyes for the detection of analytes
WO2016025714A1 (en) * 2014-08-14 2016-02-18 The Regents Of The University Of California Chloropicrin sensor
CN105136787A (zh) * 2015-08-28 2015-12-09 上海菲济生物科技有限公司 单羟酚类代谢物尿液检测试剂
CN106198506B (zh) * 2015-12-16 2018-06-26 中国科学院大连化学物理研究所 检测二硫代氨基甲酸酯类农药的传感器
US11510876B2 (en) 2019-03-29 2022-11-29 Mayo Foundation For Medical Education And Research In vivo targeting of extracellular vesicles
CN111285824B (zh) * 2020-02-10 2021-11-09 山东师范大学 配体、金属有机骨架及其制备方法与在检测氧气中的应用
CN112358475B (zh) * 2020-11-30 2022-09-06 西北师范大学 一种苯并吡喃鎓-吩噻嗪衍生物及其制备方法和应用

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US8273577B2 (en) 2012-09-25
JP4437216B2 (ja) 2010-03-24
EP2108952B1 (en) 2015-10-28
EP2108952A1 (en) 2009-10-14
US20100112622A1 (en) 2010-05-06
CN101595386A (zh) 2009-12-02
EP2108952A4 (en) 2011-05-11
CN101595386B (zh) 2012-05-09

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