1-(3,3-diethoxypropyl)-5-carboxymethyl-2,3,3-trimethylindolenine ethyl ester | 228272-66-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 1-(3,3-diethoxypropyl)-5-carboxymethyl-2,3,3-trimethylindolenine ethyl ester
• 英文别名: Ethyl 2-[1-(3,3-diethoxypropyl)-2,3,3-trimethylindol-1-ium-5-yl]acetate；ethyl 2-[1-(3,3-diethoxypropyl)-2,3,3-trimethylindol-1-ium-5-yl]acetate
• CAS: 228272-66-0
• 化学式: C₂₂H₃₄NO₄
• 分子量: 376.516
• InChiKey: WGCRRKAKCPHHNI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  27
• 可旋转键数：
  11
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  47.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-(3,3-diethoxypropyl)-5-carboxymethyl-2,3,3-trimethylindolenine ethyl ester 、 原甲酸三乙酯 在 吡啶 作用下， 反应 2.5h， 以35%的产率得到5,5'-dicarboxymethyl-1,1'-di-(3,3-diethoxypropyl)-3,3,3',3'-tetramethyl-indocarbocyanine ethyl ester
  参考文献：
  名称：

  Rigidized trimethine cyanine dyes

  摘要：

  揭示了对目标材料赋予荧光特性有用的三亚甲基青霉素染料的类似物，通过共价和非共价结合。这些化合物具有以下一般公式：1可选地由基团R2-R9取代其中基团R6、R7、R8和R9附着在含有X和Y的环上，或者可选地附着在Za和Zb结构的原子上，基团R1-R9被选择以为荧光化合物提供所需的溶解性、反应性和光谱特性；A从O、S和NR11中选择，其中R11是取代氨基自由基：2其中R′从氢、C1-4烷基和芳基中选择，R″从C1-18烷基、芳基、杂环芳基、具有2-7个碳原子的酰基自由基和硫代氨基自由基中选择；Za和Zb各自代表一个键或完成一个、两个融合或三个融合的芳香环所需的原子，每个环有五个或六个原子，选自碳原子，并且可选地不超过两个氧、氮和硫原子。

  公开号：

  US20030224391A1
• 作为产物：
  描述：

  丙烯醛缩二乙醇 、 乙醇 、 2,3,3-trimethyl-3H-indole-5-acetic acid 在 氢溴酸 作用下， 以 水 、 溶剂黄146 、 乙腈 为溶剂， 反应 1.33h， 以36%的产率得到1-(3,3-diethoxypropyl)-5-carboxymethyl-2,3,3-trimethylindolenine ethyl ester
  参考文献：
  名称：

  Rigidized trimethine cyanine dyes

  摘要：

  揭示了对目标材料赋予荧光特性有用的三亚甲基青霉素染料的类似物，通过共价和非共价结合。这些化合物具有以下一般公式：1可选地由基团R2-R9取代其中基团R6、R7、R8和R9附着在含有X和Y的环上，或者可选地附着在Za和Zb结构的原子上，基团R1-R9被选择以为荧光化合物提供所需的溶解性、反应性和光谱特性；A从O、S和NR11中选择，其中R11是取代氨基自由基：2其中R′从氢、C1-4烷基和芳基中选择，R″从C1-18烷基、芳基、杂环芳基、具有2-7个碳原子的酰基自由基和硫代氨基自由基中选择；Za和Zb各自代表一个键或完成一个、两个融合或三个融合的芳香环所需的原子，每个环有五个或六个原子，选自碳原子，并且可选地不超过两个氧、氮和硫原子。

  公开号：

  US20030224391A1

文献信息

• Dye compounds
  申请人：SFC CO., LTD.

  公开号：US10473666B2

  公开（公告）日：2019-11-12

  The present invention relates to dye compounds represented by Formulae I and II, which are described in the specification. The dye compounds of the present invention have markedly improved quantum yields and emit strong fluorescence compared to existing cyanine dyes. Due to these advantages, the dye compounds of the present invention can find applications in various fields, for example, as probes for various biological systems where optical imaging is required. Particularly, the dye compounds of the present invention can be used as mitotrackers capable of labeling and tracking mitochondria. Therefore, the dye compounds of the present invention can be used to quantitatively image mitochondria in live tissues and cells. Furthermore, the dye compounds of the present invention can be applied as pH probes for measuring the pH of live cells.

  本发明涉及由式I和II表示的染料化合物，这些化合物在说明书中有描述。与现有的青菁染料相比，本发明的染料化合物具有明显改善的量子产率，并且发射强烈的荧光。由于这些优点，本发明的染料化合物可以在各个领域找到应用，例如，作为各种生物系统的探针，其中需要光学成像。特别地，本发明的染料化合物可以用作能够标记和追踪线粒体的有丝分裂追踪剂。因此，本发明的染料化合物可以用于定量成像活体组织和细胞中的线粒体。此外，本发明的染料化合物可以作为用于测量活细胞pH值的pH探针。
• DYE COMPOUND
  申请人：SFC Co., Ltd.

  公开号：EP3309552A1

  公开（公告）日：2018-04-18

  The present invention relates to dye compounds represented by Formulae I and II, which are described in the specification. The dye compounds of the present invention have markedly improved quantum yields and emit strong fluorescence compared to existing cyanine dyes. Due to these advantages, the dye compounds of the present invention can find applications in various fields, for example, as probes for various biological systems where optical imaging is required. Particularly, the dye compounds of the present invention can be used as mitotrackers capable of labeling and tracking mitochondria. Therefore, the dye compounds of the present invention can be used to quantitatively image mitochondria in live tissues and cells. Furthermore, the dye compounds of the present invention can be applied as pH probes for measuring the pH of live cells.

  本发明涉及由式 I 和式 II 所代表的染料化合物，其在说明书中已有描述。与现有的氰基染料相比，本发明的染料化合物明显提高了量子产率，并能发出强烈的荧光。由于这些优点，本发明的染料化合物可以应用于各个领域，例如，作为需要光学成像的各种生物系统的探针。特别是，本发明的染料化合物可用作线粒体追踪剂，能够标记和追踪线粒体。因此，本发明的染料化合物可用于对活组织和细胞中的线粒体进行定量成像。此外，本发明的染料化合物还可用作 pH 探针，用于测量活细胞的 pH 值。
• DYE COMPOUNDS
  申请人：SFC CO., LTD.

  公开号：US20180203015A1

  公开（公告）日：2018-07-19

  The present invention relates to dye compounds represented by Formulae I and II, which are described in the specification. The dye compounds of the present invention have markedly improved quantum yields and emit strong fluorescence compared to existing cyanine dyes. Due to these advantages, the dye compounds of the present invention can find applications in various fields, for example, as probes for various biological systems where optical imaging is required. Particularly, the dye compounds of the present invention can be used as mitotrackers capable of labeling and tracking mitochondria. Therefore, the dye compounds of the present invention can be used to quantitatively image mitochondria in live tissues and cells. Furthermore, the dye compounds of the present invention can be applied as pH probes for measuring the pH of live cells.
• [EN] DYE COMPOUND<br/>[FR] COMPOSÉ COLORANT<br/>[KO] 염료 화합물
  申请人：SFC CO LTD

  公开号：WO2017010852A1

  公开（公告）日：2017-01-19

  본 발명은 하기 [화학식 Ⅰ] 또는 [화학식 Ⅱ]로 표시되는 염료 화합물에 관한 것으로서, 본 발명에 따른 염료 화합물은 종래 시아닌 염료에 비하여 양자효율이 현저히 개선된 효과를 가지고, 강한 형광을 나타내어 광학 영상이 필요한 다양한 생물학적 시스템에 대한 프로브 등으로 광범위한 분야에서 유효하게 활용할 수 있다. 특히, 미토콘드리아의 표지하여 추적할 수 있는 Mitotracker로 활용할 수 있어 생체 또는 세포조직에서 미토콘드리아를 정량적으로 영상화할 수 있으며, 또한 살아있는 세포의 pH를 확인할 수 있는 pH probe로도 적용할 수 있다.