2-(diethylamino)ethyl-methyl-[(6E)-2-[2-(1,3,3-trimethylindol-2-ylidene)ethylidene]-6-[(2E)-2-(1,3,3-trimethylindol-2-ylidene)ethylidene]cyclohexylidene]azanium | 1048111-24-5

• 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: 2-(diethylamino)ethyl-methyl-[(6E)-2-[2-(1,3,3-trimethylindol-2-ylidene)ethylidene]-6-[(2E)-2-(1,3,3-trimethylindol-2-ylidene)ethylidene]cyclohexylidene]azanium
• CAS: 1048111-24-5
• 化学式: C₃₉H₅₃N₄
• 分子量: 577.877
• InChiKey: JCNISEPJGKAZGU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.6
• 重原子数：
  43
• 可旋转键数：
  7
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  12.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  N,N-二乙基-N'-甲基乙二胺 、 IR-786 以 N,N-二甲基甲酰胺 为溶剂， 反应 3.0h， 以97%的产率得到2-(diethylamino)ethyl-methyl-[(6E)-2-[2-(1,3,3-trimethylindol-2-ylidene)ethylidene]-6-[(2E)-2-(1,3,3-trimethylindol-2-ylidene)ethylidene]cyclohexylidene]azanium
  参考文献：
  名称：

  Rational Design of Ratiometric Near-Infrared Fluorescent pH Probes with Various pK_a Values, Based on Aminocyanine

  摘要：

  Novel ratiometric, near-infrared fluorescent pH probes with various pK(a) values have been designed and synthesized on the basis of aminocyanine bearing a diamine moiety, and their photochemical properties were evaluated. Under acidic conditions, these pH probes showed a 46- to 83-nm red shift of the absorption maximum. This change is sufficiently large to permit their use as ratiometric pH probes, and is reversible, whereas monoamine-substituted aminocyanines showed irreversible changes because of their instability under acidic conditions. Furthermore, the pK(a) values of these probes can be predicted from the calculated pK(a) values of the diamine moieties, obtained from the SciFinder database. This design strategy is very simple and flexible, and should be applicable to develop NIR pH probes for various applications.

  DOI：

  10.1021/ja1063058

文献信息

• FLUORESCENT PROBE
  申请人：Nagano Tetsuo

  公开号：US20100285515A1

  公开（公告）日：2010-11-11

  A compound represented by the following general formula (I): [wherein R 1 and R 2 represent a C 1-6 alkyl group; R 3 , R 4 and R 5 represent hydrogen atom, a C 1-6 alkyl group, or an aryl group; Y 1 and Y 2 represent —O—, —S—, —Se—, —CH═CH—, —C(R 6 )(R 7 )—, or —N(R 8 )— (wherein R 6 , R 7 and R 8 represent hydrogen atom or a C 1-6 alkyl group); A represents a C 1-3 alkylene group; n and n′ represent 0, 1 or 2; Z 1 and Z 2 represent a nonmetallic atom group required to form a benzo-condensed ring or a naphtho-condensed ring; L 1 to L 7 represent a methine group; and M − represents a counter ion in a number required for neutralizing electrical charge], which is useful as a fluorescent probe of which optical characteristics change depending on pH change.
• US8507677B2
  申请人：——

  公开号：US8507677B2

  公开（公告）日：2013-08-13