N-ethyl-4-hydroxyindoline | 7556-32-3

• 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: N-ethyl-4-hydroxyindoline
• 英文别名: 1-Ethyl-4-hydroxy-indolin；N-ethyl-4-hydroxy-dihydroindole；1-ethyl-2,3-dihydro-indol-4-ol；N-ethyl4-hydroxy-dihydroindole；1-ethyl-2,3-dihydroindol-4-ol
• CAS: 7556-32-3
• 化学式: C₁₀H₁₃NO
• 分子量: 163.219
• InChiKey: COHIKSCTBXUBIL-UHFFFAOYSA-N

物化性质

• 熔点：
  115 °C
• 沸点：
  308.3±35.0 °C(Predicted)
• 密度：
  1.121±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  23.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  苯酐 、 N-ethyl-4-hydroxyindoline 以 甲苯 为溶剂， 反应 5.5h， 生成
  参考文献：
  名称：

  一类550nm激发的罗丹明类染料及其制备方法

  摘要：

  本发明提供了一类550nm激发的罗丹明类荧光染料及其制备方法，该类罗丹明荧光染料，其结构式如(1)所示，通过刚性五元环的结构修饰，其吸收与发射波长相较于罗丹明110均发生一定的红移(50nm左右)。同时本发明所使用的原料廉价易得，操作简单，同时对实验的要求较低，并且得到的新型罗丹明荧光染料其光稳定性高，量子产率高(在乙醇中高达0.93)，可广泛应用于生物荧光成像领域。

  公开号：

  CN111333660B
• 作为产物：
  描述：

  4-羟基吲哚 、 溶剂黄146 在 sodium tetrahydroborate 作用下， 反应 4.0h， 以64%的产率得到N-ethyl-4-hydroxyindoline
  参考文献：
  名称：

  一类550nm激发的罗丹明类染料及其制备方法

  摘要：

  本发明提供了一类550nm激发的罗丹明类荧光染料及其制备方法，该类罗丹明荧光染料，其结构式如(1)所示，通过刚性五元环的结构修饰，其吸收与发射波长相较于罗丹明110均发生一定的红移(50nm左右)。同时本发明所使用的原料廉价易得，操作简单，同时对实验的要求较低，并且得到的新型罗丹明荧光染料其光稳定性高，量子产率高(在乙醇中高达0.93)，可广泛应用于生物荧光成像领域。

  公开号：

  CN111333660B

文献信息

• 4,7-dichlororhodamine dyes
  申请人：The Perkin-Elmer Corporation

  公开号：US06080852A1

  公开（公告）日：2000-06-27

  A set of 4,7-dichlororhodamine compounds useful as fluorescent dyes are disclosed having the structures ##STR1## wherein R.sub.1 -R.sub.6 are hydrogen, fluorine, chlorine, lower alkyl, lower alkene, lower alkyne, sulfonate, sulfone, amino, amido, nitrite, lower alkoxy, linking group, or, when taken together, R.sub.1 and R.sub.6 is benzo, or, when taken together, R.sub.4 and R.sub.5 is benzo; R.sub.7 -R.sub.10, R.sub.12 -R.sub.16 and R.sub.18 may be hydrogen, fluorine, chlorine, lower alkyl, lower alkene, lower alkyne, sulfonate, sulfone, amino, amido, nitrite, lower alkoxy, linking group; R.sub.11 and R.sub.17 may be hydrogen, lower alkyl, lower alkene, lower alkyne, phenyl, aryl, linking group; Y.sub.1 -Y.sub.4 are hydrogen, lower alkyl, or cycloalkyl, or, when taken together, Y.sub.1 and R.sub.2, Y.sub.2 and R.sub.1 Y.sub.3 and R.sub.3, and/or Y.sub.4 and R.sub.4 is propano, ethano, or substituted forms thereof, and X.sub.1 -X.sub.3 taken separately are hydrogen, chlorine, fluorine, lower alkyl, carboxylate, sulfonate, hydroxymethyl, and linking group, or any combinations thereof. In another aspect, the invention includes reagents labeled with the 4,7-dichlororhodamine dye compounds, including deoxynucleotides, dideoxynucleotides, and polynucleotides. In an additional aspect, the invention includes methods utilizing such dye compounds and reagents including dideoxy polynucleotide sequencing and fragment analysis methods.

  揭示了一组作为荧光染料有用的4,7-二氯罗丹明化合物，其结构如下：其中R.sub.1 -R.sub.6为氢、氟、氯、低烷基、低烯烃、低炔烃、磺酸酯、亚砜、氨基、酰胺、亚硝基、低烷氧基、连接基，或者当一起取时，R.sub.1 和 R.sub.6 为苯并，或者当一起取时，R.sub.4 和 R.sub.5 为苯并；R.sub.7 -R.sub.10、R.sub.12 -R.sub.16 和 R.sub.18 可为氢、氟、氯、低烷基、低烯烃、低炔烃、磺酸酯、亚砜、氨基、酰胺、亚硝基、低烷氧基、连接基；R.sub.11 和 R.sub.17 可为氢、低烷基、低烯烃、低炔烃、苯基、芳基、连接基；Y.sub.1 -Y.sub.4 可为氢、低烷基或环烷基，或者当一起取时，Y.sub.1 和 R.sub.2、Y.sub.2 和 R.sub.1、Y.sub.3 和 R.sub.3，和/或 Y.sub.4 和 R.sub.4 为丙烷基、乙烷基或其取代形式，X.sub.1 -X.sub.3 分别取为氢、氯、氟、低烷基、羧酸酯、磺酸酯、羟甲基和连接基，或其任意组合。在另一个方面，该发明包括用4,7-二氯罗丹明染料化合物标记的试剂，包括脱氧核苷酸、二脱氧核苷酸和多核苷酸。在另一个方面，该发明包括利用这种染料化合物和试剂的方法，包括二脱氧多核苷酸测序和片段分析方法。
• 4,7-dichlororhodamine dyes labeled polynucleotides
  申请人：Lee G. Linda

  公开号：US20050112781A1

  公开（公告）日：2005-05-26

  A set of 4,7-dichlororhodamine compounds useful as fluorescent dyes are disclosed having the structures wherein R 1 -R 6 are hydrogen, fluorine, chlorine, lower alkyl, lower alkene, lower alkyne, sulfonate, sulfone, amino, amido, nitrile, lower alkoxy, linking group, or, when taken together, R 1 and R 6 is benzo, or, when taken together, R 4 and R 5 is benzo; R 7 -R 10 , R 12 -R 16 and R 18 may be hydrogen, fluorine, chlorine, lower alkyl, lower alkene, lower alkyne, sulfonate, sulfone, amino, amido, nitrile, lower alkoxy, linking group; R 11 and R 17 may be hydrogen, lower alkyl, lower alkene, lower alkyne, phenyl, aryl, linking group; Y 1 -Y 4 are hydrogen, lower alkyl, or cycloalkyl, or, when taken together, Y 1 and R 2 , Y 2 and R 1 Y 3 and R 3 , and/or Y 4 and R 4 is propano, ethano, or substituted forms thereof, and X 1 -X 3 taken separately are hydrogen, chlorine, fluorine, lower alkyl, carboxylate, sulfonate, hydroxymethyl, and linking group, or any combinations thereof. In another aspect, the invention includes reagents labeled with the 4,7-dichlororhodamine dye compounds, including deoxynucleotides, dideoxynucleotides, and polynucleotides. In an additional aspect, the invention includes methods utilizing such dye compounds and reagents including dideoxy polynucleotide sequencing and fragment analysis methods.

  本文披露了一组4,7-二氯罗丹明化合物的结构，可用作荧光染料，其中R1-R6为氢、氟、氯、较低烷基、较低烯烃、较低炔烃、磺酸酯、砜、氨基、酰胺、腈、较低烷氧基、连接基或在一起时，R1和R6为苯并或在一起时，R4和R5为苯并；R7-R10、R12-R16和R18可以是氢、氟、氯、较低烷基、较低烯烃、较低炔烃、磺酸酯、砜、氨基、酰胺、腈、较低烷氧基、连接基；R11和R17可以是氢、较低烷基、较低烯烃、较低炔烃、苯基、芳基、连接基；Y1-Y4可以是氢、较低烷基或环烷基，或在一起时，Y1和R2、Y2和R1、Y3和R3和/或Y4和R4为丙烷、乙烷或其取代形式，而X1-X3单独取为氢、氯、氟、较低烷基、羧酸盐、磺酸盐、羟甲基和连接基，或任何组合。在另一个方面，本发明还包括用4,7-二氯罗丹明染料化合物标记的试剂，包括脱氧核苷酸、二脱氧核苷酸和多核苷酸。在另一个方面，本发明还包括利用这种染料化合物和试剂的方法，包括二脱氧多核苷酸测序和片段分析方法。
• 4,7-DICHLORORHODAMINE DYES
  申请人：Lee Linda G.

  公开号：US20090093623A1

  公开（公告）日：2009-04-09

  A set of 4,7-dichlororhodamine compounds useful as fluorescent dyes are disclosed having the structures wherein R 1 -R 6 are hydrogen, fluorine, chlorine, lower alkyl, lower alkene, lower alkyne, sulfonate, sulfone, amino, amido, nitrile, lower alkoxy, linking group, or, when taken together, R 1 and R 6 is benzo, or, when taken together, R 4 and R 5 is benzo; R 7 -R 10 , R 12 -R 16 and R 18 may be hydrogen, fluorine, chlorine, lower alkyl lower alkene, lower alkyne, sulfonate, sulfone, amino, amido, nitrile, lower alkoxy, linking group; R 11 and R 17 may be hydrogen, lower alkyl lower alkene, lower alkyne, phenyl, aryl, linking group; Y 1 -Y 4 are hydrogen, lower alkyl or cycloalkyl, or, when taken together, Y 1 and R 2 , Y 2 and R 1 Y 3 and R 3 , and/or Y 4 and R 4 is propano, ethano, or substituted forms thereof, and X 1 -X 3 taken separately are hydrogen, chlorine, fluorine, lower alkyl, carboxylate, sulfonate, hydroxymethyl, and linking group, or any combinations thereof. In another aspect, the invention includes reagents labeled with the 4,7-dichlororhodamine dye compounds, including deoxynucleotides, dideoxynucleotides, and polynucleotides. In an additional aspect, the invention includes methods utilizing such dye compounds and reagents including dideoxy polynucleotide sequencing and fragment analysis methods.

  披露了一组有用的荧光染料的4,7-二氯罗丹明化合物，具有以下结构式，其中R1-R6是氢、氟、氯、低烷基、低烯烃、低炔烃、磺酸盐、磺酮、氨基、酰胺、腈、低烷氧基、连接基或当一起取时，R1和R6是苯并或当一起取时，R4和R5是苯并；R7-R10、R12-R16和R18可以是氢、氟、氯、低烷基、低烯烃、低炔烃、磺酸盐、磺酮、氨基、酰胺、腈、低烷氧基、连接基；R11和R17可以是氢、低烷基、低烯烃、低炔烃、苯基、芳基、连接基；Y1-Y4可以是氢、低烷基或环烷基，或当一起取时，Y1和R2、Y2和R1、Y3和R3、和/或Y4和R4是丙烷基、乙烷基或其取代形式，X1-X3分别取氢、氯、氟、低烷基、羧酸盐、磺酸盐、羟甲基和连接基或其任意组合。在另一个方面，本发明包括标记有4,7-二氯罗丹明染料化合物的试剂，包括脱氧核苷酸、二脱氧核苷酸和多核苷酸。在另一个方面，本发明包括利用这种染料化合物和试剂的方法，包括二脱氧多核苷酸测序和片段分析方法。
• 4,7-dichlororhodamine dye labeled polynucleotides
  申请人：Applera Corporation

  公开号：US06713622B1

  公开（公告）日：2004-03-30

  A set of 4,7-dichlororhodamine compounds useful as fluorescent dyes are disclosed having the structures wherein R1-R6 are hydrogen, fluorine, chlorine, lower alkyl, lower alkene, lower alkyne, sulfonate, sulfone, amino, amido, nitrile, lower alkoxy, linking group, or, when taken together, R1 and R6 is benzo, or, when taken together, R4 and R5 is benzo; R7-R10, R12-R16 and R18 may be hydrogen, fluorine, chlorine, lower alkyl, lower alkene, lower alkyne, sulfonate, sulfone, amino, amido, nitrile, lower alkoxy, linking group; R11 and R17 may be hydrogen, lower alkyl, lower alkene, lower alkyne, phenyl, aryl, linking group; Y1-Y4 are hydrogen, lower alkyl, or cycloalkyl, or, when taken together, Y1 and R2, Y2 and R1 Y3 and R3, and/or Y4 and R4 is propano, ethano, or substituted forms thereof, and X1-X3 taken separately are hydrogen, chlorine, fluorine, lower alkyl, carboxylate, sulfonate, hydroxymethyl, and linking group, or any combinations thereof In another aspect, the invention includes reagents labeled with the 4,7-dichlororhodamine dye compounds, including deoxynucleotides, dideoxynucleotides, and polynucleotides. In an additional aspect, the invention includes methods utilizing such dye compounds and reagents including dideoxy polynucleotide sequencing and fragment analysis methods.

  本发明涉及一组4,7-二氯罗丹明化合物，其结构式中R1-R6为氢、氟、氯、低烷基、低烯烃、低炔烃、磺酸酯、磺酸、氨基、酰胺基、腈基、低烷氧基、连接基或当R1和R6结合时为苯并或当R4和R5结合时为苯并；R7-R10，R12-R16和R18可为氢、氟、氯、低烷基、低烯烃、低炔烃、磺酸酯、磺酸、氨基、酰胺基、腈基、低烷氧基、连接基；R11和R17可为氢、低烷基、低烯烃、低炔烃、苯基、芳基、连接基；Y1-Y4为氢、低烷基、环烷基或当Y1和R2、Y2和R1、Y3和R3以及/或Y4和R4结合时为丙烷基、乙烷基或其取代形式，X1-X3分别为氢、氯、氟、低烷基、羧酸酯、磺酸酯、羟甲基和连接基或其任意组合。在另一个方面，本发明包括用4,7-二氯罗丹明染料化合物标记的试剂，包括脱氧核苷酸、二脱氧核苷酸和多核苷酸。在另一个方面，本发明包括利用这种染料化合物和试剂的方法，包括二脱氧多核苷酸测序和片段分析方法。
• 4,7-dichlororhodamine dyes useful as molecular probes
  申请人：Applera Corporation

  公开号：EP1386946A1

  公开（公告）日：2004-02-04

  A set of 4,7-dichlororhodamine compounds useful as fluorescent dyes are disclosed having the structures wherein R1-R6 are hydrogen, fluorine, chlorine, lower alkyl, lower alkene, lower alkyne, sulfonate, sulfone, amino, amido, nitrile, lower alkoxy, linking group, or, when taken together, R1 and R6 is benzo, or, when taken together, R4 and R5 is benzo; R7-R10, R12-R16 and R18 may be hydrogen, fluorine, chlorine, lower alkyl, lower alkene, lower alkyne, sulfonate, sulfone, amino, amido, nitrile, lower alkoxy, linking group; R11 and R17 may be hydrogen, lower alkyl, lower alkene, lower alkyne, phenyl, aryl, linking group; Y1-Y4 are hydrogen, lower alkyl, or cycloalkyl, or, when taken together, Y1 and R2, Y2 and R1 Y3 and R3, and/or Y4 and R4 is propano, ethano, or substituted forms thereof; and X1-X3 taken separately are hydrogen, chlorine, fluorine, lower alkyl, carboxylate, sulfonate, hydroxymethyl, and linking group, or any combinations thereof. In another aspect, the invention includes reagents labeled with the 4,7-dichlororhodamine dye compounds, including deoxynucleotides, dideoxynucleotides, and polynucleotides. In an additional aspect, the invention includes methods utilizing such dye compounds and reagents including dideoxy polynucleotide sequencing and fragment analysis methods.

  本发明公开了一组可用作荧光染料的 4,7-二氯多巴胺化合物，其结构如下 其中 R1-R6 为氢、氟、氯、低级烷基、低级烯基、低级炔基、磺酸基、砜基、氨基、酰胺基、腈基、低级烷氧基、连接基团，或当 R1 和 R6 合在一起时为苯并，或当 R4 和 R5 合在一起时为苯并；R7-R10、R12-R16 和 R18 可以是氢、氟、氯、低级烷基、低级烯基、低级炔基、磺酸盐、砜、氨基、酰胺、腈、低级烷氧基、连接基团；R11 和 R17 可以是氢、低级烷基、低级烯基、低级炔基、苯基、芳基、连接基团；Y1-Y4 是氢、低级烷基或环烷基，或 Y1 和 R2、Y2 和 R1、Y3 和 R3 和/或 Y4 和 R4 合在一起时是丙基、乙基或其取代形式；X1-X3 分别是氢、氯、氟、低级烷基、羧酸基、磺酸基、羟甲基和连接基团，或其任意组合。另一方面，本发明包括用 4,7-二氯罗丹明染料化合物标记的试剂，包括脱氧核苷酸、双脱氧核苷酸和多核苷酸。在另一个方面，本发明包括利用这种染料化合物和试剂的方法，包括双脱氧多核苷酸测序和片段分析方法。