(2Z)-3-甲基-2-[(E)-2-甲基-3-(3-甲基-2H-1,3-苯并噻唑-1-鎓-2-基)丙-2-烯亚基]-1,3-苯并噻唑碘化物 | 2783-73-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻唑类
• 中文名称: (2Z)-3-甲基-2-[(E)-2-甲基-3-(3-甲基-2H-1,3-苯并噻唑-1-鎓-2-基)丙-2-烯亚基]-1,3-苯并噻唑碘化物
• 英文名称: 3,3′,9-trimethylthiacarbocyanine iodide
• 英文别名: 3,3',9-trimethylthiacarbocyanine iodide；Cyan 2；2-methyl-1,3-bis-(3-methyl-benzothiazol-2-yl)-trimethinium ; iodide；2-Methyl-1,3-bis-(3-methyl-benzothiazol-2-yl)-trimethinium; Jodid；3-methyl-2-[2-methyl-3-(3-methyl-3H-benzothiazol-2-ylidene)prop-1-enyl]benzothiazolium iodide；3-Methyl-2-[2-methyl-3-(3-methyl-1,3-benzothiazol-2(3H)-ylidene)prop-1-en-1-yl]-1,3-benzothiazol-3-ium iodide；3-methyl-2-[2-methyl-3-(3-methyl-1,3-benzothiazol-3-ium-2-yl)prop-2-enylidene]-1,3-benzothiazole;iodide
• CAS: 2783-73-5
• 化学式: C₂₀H₁₉N₂S₂*I
• 分子量: 478.421
• InChiKey: SYAZKCDPODSEIR-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  2.22
• 重原子数：
  25
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  60.7
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2,3-二甲基苯并噻唑鎓碘化物 在 吡啶 、 三乙胺 作用下， 生成 (2Z)-3-甲基-2-[(E)-2-甲基-3-(3-甲基-2H-1,3-苯并噻唑-1-鎓-2-基)丙-2-烯亚基]-1,3-苯并噻唑碘化物
  参考文献：
  名称：

  Studies in the Cyanine Dye Series. I. A New Method of Preparing Certain Carbocyanines

  摘要：

  DOI：

  10.1021/ja01306a049

文献信息

• Hamer, Journal of the Chemical Society, 1928, p. 3162
  作者：Hamer

  DOI：——

  日期：——
• Studies in the Cyanine Dye Series. I. A New Method of Preparing Certain Carbocyanines
  作者：Leslie G. S. Brooker、Frank L. White

  DOI：10.1021/ja01306a049

  日期：1935.3
• 6,6′-Disubstituted benzothiazole trimethine cyanines – new fluorescent dyes for DNA detection
  作者：Vladyslava B. Kovalska、Kateryna D. Volkova、Mykhaylo Yu. Losytskyy、Olexiy I. Tolmachev、Anatoliy O. Balanda、Sergiy M. Yarmoluk

  DOI：10.1016/j.saa.2005.10.042

  日期：2006.10

  The influence of methyl-, 2-hydroxyethyl-, dimethyl-, diethyl- and benzoyl-amino substituents in the 6,6'-positions of benzothiazole heterocycle of trimethine cyanines on their spectral-luminescent properties and behavior in presence of DNA, RNA and BSA was studied. It was shown that incorporation of 6,6'-substituents generally leads to the increase in dyes tendency to aggregation, resulting in the considerable decrease in the emission intensity of the disubstituted dyes as compared to the unsubstituted ones. Emission of the studied 6,6'-disubstited dyes in DNA presence is considerably more intensive than in presence of RNA, that points on the existing of DNA binding preference for the mentioned dyes. Insertion of benzoyl-amino groups into the 6,6'-positions permitted us to design the DNA-sensitive dyes on the basis of symmetric trimethine cyanines with unsubstituted polymethine chain, while typically such dyes slightly respond on the presence of biopolymers. 6,6'-Benzoyl-amino-disubstituted trimethine cyanines are proposed as efficient dyes for DNA detection. (c) 2005 Elsevier B.V. All rights reserved.
• Hishiki, Kagaku Kenkyusho Hokoku, 1952, vol. 28, p. 250,253
  作者：Hishiki

  DOI：——

  日期：——