(3,5-Dinitrobenzyl)-2,3,3-trimethylindolium iodide | 252358-63-7

• 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: (3,5-Dinitrobenzyl)-2,3,3-trimethylindolium iodide
• 英文别名: 1-(3,5-Dinitrobenzyl)-2,3,3-trimethylindolium iodide；1-(3,5-dinitrobenzyl)-2,3,3-trimethyl-3H-indolium iodide；1-[(3,5-dinitrophenyl)methyl]-2,3,3-trimethylindol-1-ium;iodide
• CAS: 252358-63-7
• 化学式: C₁₈H₁₈N₃O₄*I
• 分子量: 467.263
• InChiKey: OANMSBREGBCZMM-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  26
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  94.6
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (3,5-Dinitrobenzyl)-2,3,3-trimethylindolium iodide 、 方酸 、 1-(5-carboxypentyl)-2,3,3-trimethyl-3H-indol-1-ium iodide 、 乙酸酐 在 crude material 、 silica 、 methanol-dichloromethane 、 Water TFA acetonitrile 作用下， 以 溶剂黄146 、 吡啶 为溶剂， 反应 3.0h， 生成
  参考文献：
  名称：

  Method and Reagent for Measuring Nitroreductase Enzyme Activity

  摘要：

  本发明涉及硝基取代的方酰亚胺报告染料，以及使用该染料在细胞分析中检测硝基还原酶酶活性和硝基还原酶基因表达的方法。该染料的结构为：其中，Z1和Z2分别表示苯环或萘环系统；X和Y选择自氧、硫、—CH═CH—和组：R1和R2选择自C1-C4烷基、—(CH2)n—P、—{(CH2)2—O}p—R6和组W；其中，P选择自COOR7、SO3−和OH，W为单取代或二取代的硝基苯甲基，R6为甲基或乙基，R7选择自H、C1-C4烷基和CH2OC(O)R8，其中，R8选择为甲基或叔丁基，n为1至10的整数，p为1至3的整数；R3和R4选择自氢、NO2、卤素、SO3−、C1-C4烷氧基和—(CH2)m、—COOR7，其中，R7如前所述，m为0或1至5的整数；R5为C1-C6烷基，可选地取代为COOR7、SO3−或OH，其中，R7如前所述；且R1、R2、R3和R4中至少有一个含有至少一个NO2基团。本发明还提供了一种筛选测试剂的方法，以确定其对硝基还原酶酶活性和硝基还原酶基因表达的影响。

  公开号：

  US20080317674A1
• 作为产物：
  描述：

  2,3,3-三甲基-3H-吲哚 、 3,5-二硝基苄氯 在 sodium iodide 作用下， 以 四氢噻吩 为溶剂， 以57%的产率得到(3,5-Dinitrobenzyl)-2,3,3-trimethylindolium iodide
  参考文献：
  名称：

  ENERGY TRANSFER ASSAY METHOD AND REAGENT

  摘要：

  公开号：

  EP1086179B1

文献信息

• METHOD AND REAGENT FOR MEASURING NITROREDUCTASE ENZYME ACTIVITY
  申请人：WEST RICHARD MARTIN

  公开号：US20090325209A1

  公开（公告）日：2009-12-31

  Disclosed are nitro-substituted squaraine reporter dyes and methods using such dyes for detecting nitroreductase enzyme activity and nitroreductase gene expression in cellular assays. The dyes are of the structure: in which Z 1 and Z 2 independently represent a phenyl or a naphthyl ring system; X and Y are selected from oxygen, sulphur, —CH═CH— and the group: R 1 and R 2 are selected from C 1 -C 4 alkyl, —(CH 2 ) n —P, —(CH 2 ) 2 —O} p —R 6 and group W; where P is selected from COOR 7 , SO 3 − and OH, W is mono- or di-substituted nitrobenzyl, R 6 is methyl or ethyl, R 7 is selected from H, C 1 -C 4 alkyl and CH 2 OC(O)R 8 , where R 8 is methyl, or t-butyl, n is an integer from 1 to 10, and p is an integer from 1 to 3; R 3 and R 4 are selected from hydrogen, NO 2 , halogen, SO 3 − , C 1 -C 4 alkoxy and —(CH 2 ) m —COOR 7 ; where R 7 is hereinbefore defined and m is 0 or an integer from 1 to 5; R 5 is C 1 -C 6 alkyl optionally substituted with COOR 7 , SO 3 − , or OH; where R 7 is hereinbefore defined; and at least one of groups R 1 , R 2 , R 3 and R 4 comprises at least one NO 2 group. Also provided are methods for screening for a test agent whose effect upon nitroreductase enzyme activity and nitroreductase gene expression is to be determined.

  本发明涉及硝基取代的方酰菁报告染料以及使用这些染料在细胞分析中检测硝基还原酶酶活性和硝基还原酶基因表达的方法。该染料具有以下结构：其中Z1和Z2独立地表示苯环或萘环系统；X和Y选自氧、硫、-CH═CH-和以下基团：R1和R2选自C1-C4烷基、-(CH2)n-P、-( )2-O}p-R6和基团W；其中P选自COOR7、SO3-和OH，W是单取代或双取代的硝基苯甲基，R6是甲基或乙基，R7选自H、C1-C4烷基和 OC(O)R8，其中R8是甲基或叔丁基，n为1至10的整数，p为1至3的整数；R3和R4选自氢、NO2、卤素、SO3-、C1-C4烷氧基和-( )m-COOR7；其中R7如上定义，m为0或1至5的整数；R5是C1-C6烷基，可选地被COOR7、SO3-或OH取代；其中R7如上定义；且R1、R2、R3和R4中至少有一个包含至少一个 基团。此外，还提供了用于筛选测试剂的方法，该测试剂的作用是确定其对硝基还原酶酶活性和硝基还原酶基因表达的影响。
• Energy transfer assay method and reagent
  申请人：Amersham Biosciences UK Limited

  公开号：US06828116B1

  公开（公告）日：2004-12-07

  Disclosed is a non-fluorescent cyanine dye that may be used as an acceptor in fluorescence energy transfer assays involving the detection of binding and/or cleavage events in reactions involving biological molecules, and assay methods utilising such dyes. The non-fluorescent cyanine dye is a compound of formula (I), wherein the linker group Q contains at least one double bond and forms a conjugated system with the rings containing X and Y; groups R3, R4, R5 and R6 are attached to the rings containing X and Y, or optionally, are attached to atoms of the Z1 and Z2 ring structures; Z1 and Z2 each represent a bond or the atoms necessary to complete one or two fused aromatic rings each ring having five or six atoms, selected from carbon atoms and, optionally, no more than two oxygen, nitrogen and sulphur atoms; at least one of groups R1, R2, R3, R4, R5, R6and R7 is a target bonding group; any remaining groups R3, R4, R5, R6 and R7 groups are independently selected from the group consisting of hydrogen, C1-C4 alkyl, OR9, COOR9, nitro, amino, acylamino, quaternary ammonium, phosphate sulphonate and sulphate, where R9 is selected from H and C1-C4 alkyl; any remaining R1 and R2 are selected from C1-C10 alkyl which may be unsubstituted or substituted with phenyl, the phenyl being optionally substituted by up to two substituents selected from carboxyl, sulphonate and nitro groups; characterised in that at least one of the groups R1, R2, R3, R4, R5, R6 and R7 comprises a substituent which reduces the fluorescence emission of said dye such that it is essentially non-fluorescent.

  本文公开了一种非荧光靛烷染料，可用作荧光能量转移测定中的受体，用于检测涉及生物分子反应中的结合和/或裂解事件，并利用此类染料的测定方法。非荧光靛烷染料是化合物(I)，其中连接基Q至少包含一个双键，并与含有X和Y的环形成共轭系统；基团R3、R4、R5和R6连接到含有X和Y的环上，或者可选择连接到Z1和Z2环结构的原子上；Z1和Z2分别表示一个键或完成一个或两个融合芳香环所需的原子，每个环有五个或六个原子，选自碳原子，可选地不超过两个氧、氮和硫原子；R1、R2、R3、R4、R5、R6和R7中的至少一个是目标结合基团；任何剩余的基团R3、R4、R5、R6和R7独立地选自以下组中的一种：氢、C1-C4烷基、OR9、COOR9、硝基、氨基、酰胺基、季铵盐、磷酸盐磺酸盐和硫酸盐，其中R9选自H和C1-C4烷基；任何剩余的R1和R2选自C1-C10烷基，可以是未取代或取代苯基，苯基可选地被最多两个取代基所取代，所述取代基选自羧基、磺酸基和硝基；其特征在于R1、R2、R3、R4、R5、R6和R7中至少一个包含一个取代基，该取代基降低所述染料的荧光发射，使其基本上是非荧光的。
• Method and reagent for measuring nitroreductase enzyme activity
  申请人：GE Healthcare UK Limited

  公开号：US07579140B2

  公开（公告）日：2009-08-25

  Disclosed are nitro-substituted squaraine reporter dyes and methods using such dyes for detecting nitroreductase enzyme activity and nitroreductase gene expression in cellular assays. The dyes are of the structure: in which Z1 and Z2 independently represent a phenyl or a naphthyl ring system; X and Y are selected from oxygen, sulphur, —CH═CH— and the group: R1 and R2 are selected from C1-C4 alkyl, —(CH2)n—P, —(CH2)2—O}p—R6 and group W; where P is selected from COOR7, SO3− and OH, W is mono- or di-substituted nitrobenzyl, R6 is methyl or ethyl, R7 is selected from H, C1-C4 alkyl and CH2OC(O)R8, where R8 is methyl, or t-butyl, n is an integer from 1 to 10, and p is an integer from 1 to 3; R3 and R4 are selected from hydrogen, NO2, halogen, SO3−, C1-C4 alkoxy and —(CH2)m—COOR7; where R7 is hereinbefore defined and m is 0 or an integer from 1 to 5; R5 is C1-C6 alkyl optionally substituted with COOR7, SO3−, or OH; where R7 is hereinbefore defined; and at least one of groups R1, R2, R3 and R4 comprises at least one NO2 group. Also provided are methods for screening for a test agent whose effect upon nitroreductase enzyme activity and nitroreductase gene expression is to be determined.

  本发明涉及一种硝基取代的方酰亚胺报告染料以及使用该染料在细胞测定中检测硝基还原酶酶活性和硝基还原酶基因表达的方法。该染料的结构为：其中Z1和Z2分别表示苯环或萘环系统；X和Y选自氧、硫、—CH═CH—和该组：R1和R2选自C1-C4烷基，—(CH2)n—P，—( )2—O}p—R6和组W；其中P选自COOR7、SO3−和OH，W为单取代或双取代的硝基苯甲基，R6为甲基或乙基，R7选自H、C1-C4烷基和 OC(O)R8，其中R8为甲基或叔丁基，n为1到10的整数，p为1到3的整数；R3和R4选自氢、NO2、卤素、SO3−、C1-C4烷氧基和—( )m—COOR7，其中R7如前所述，m为0或1到5的整数；R5为C1-C6烷基，可选地取代为COOR7、SO3−或OH，其中R7如前所述；且R1、R2、R3和R4中至少有一个组含有至少一个 基团。还提供了用于筛选测试剂的方法，该测试剂的作用是确定其对硝基还原酶酶活性和硝基还原酶基因表达的影响。
• US6828116B1
  申请人：——

  公开号：US6828116B1

  公开（公告）日：2004-12-07
• US7579140B2
  申请人：——

  公开号：US7579140B2

  公开（公告）日：2009-08-25