2-((1E,3E)-4-(4-(dimethylamino)phenyl)buta-1,3-dien-1-yl)-3-ethylbenzo[d]-thiazol-3-ium iodide | 66230-26-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻唑类
• 英文名称: 2-((1E,3E)-4-(4-(dimethylamino)phenyl)buta-1,3-dien-1-yl)-3-ethylbenzo[d]-thiazol-3-ium iodide
• 英文别名: Benzothiazolium, 2-[(1E,3E)-4-[4-(dimethylamino)phenyl]-1,3-butadien-1-yl]-3-ethyl-, iodide (1:1)；4-[(1E,3E)-4-(3-ethyl-1,3-benzothiazol-3-ium-2-yl)buta-1,3-dienyl]-N,N-dimethylaniline;iodide
• CAS: 66230-26-0
• 化学式: C₂₁H₂₃N₂S*I
• 分子量: 462.398
• InChiKey: KHMWMZKIVPWOOI-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  2.01
• 重原子数：
  25
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  35.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-甲基苯并噻唑 在 乙酸酐 作用下， 以 乙腈 为溶剂， 反应 8.5h， 生成 2-((1E,3E)-4-(4-(dimethylamino)phenyl)buta-1,3-dien-1-yl)-3-ethylbenzo[d]-thiazol-3-ium iodide
  参考文献：
  名称：

  半菁类荧光染料

  摘要：

  本发明公开一类半菁类荧光染料，具有通式I的结构。通式I中，R1选自H、C1‑6烷基、苯基、C1‑6烷基任意取代的苯基、SO3R5和COOR5；所述的R5选自H和C1‑6烷基；R2选自H、C1‑6烷基、SO3R6和COOR6；所述的R6选自H和C1‑6烷基；R3和R4各自独立地选自H和C1‑6烷基；Y‑为Cl‑、Br‑或者I‑。本发明所述的半菁类荧光染料对人血清白蛋白具有良好的响应速度、可逆的热稳定性、优异的选择性和近红外的发射波长，并且能达到1.73mg/L的最低检测限。本发明的荧光染料可应用到人尿中血清白蛋白的检测和活细胞共聚焦荧光成像。

  公开号：

  CN106009760B

文献信息

• Design and Development of Benzothiazole-Based Fluorescent Probes for Selective Detection of Aβ Aggregates in Alzheimer’s Disease
  作者：Rathnam Mallesh、Juhee Khan、Krishnangsu Pradhan、Rajsekhar Roy、Nihar Ranjan Jana、Parasuraman Jaisankar、Surajit Ghosh

  DOI：10.1021/acschemneuro.2c00361

  日期：2022.8.17

  and accumulation of amyloid beta (Aβ) peptide are considered the crucial events that are responsible for the progression of Alzheimer’s disease (AD). Herein, we have designed and synthesized a series of fluorescent probes by using electron acceptor–donor end groups interacting with a π-conjugating system for the detection of Aβ aggregates. The chemical structure of these probes denoted as RMs, having

  淀粉样蛋白 β (Aβ) 肽的形成和积累被认为是导致阿尔茨海默病 (AD) 进展的关键事件。在此，我们设计并合成了一系列荧光探针，通过使用电子受体-供体端基与 π 共轭系统相互作用来检测 Aβ 聚集体。这些探针的化学结构表示为 RM，具有共轭 π 系统 (C=C)，在 PBS 中显示出最大发射 (>600 nm)，这是荧光成像探针的最佳范围。在所有这些探针中，RM-28 显示出出色的荧光特性，与 Aβ 聚集体结合后发射最大值 > 598 nm。RM-28 还显示出对 Aβ 聚集体的高灵敏度（7.5 倍）和高亲和力（K d = 175.69 ± 4.8 nM；K a = 0.5 × 10 7 M –1 )。能有效穿过小鼠血脑屏障。RM-28 对 Aβ 聚集体的亲和力在海马体和皮层区域的 3xTg-AD 脑切片中使用荧光成像技术以及基于荧光的 Aβ 聚集体体外结合试验进行了观察。此外，RM-28
• Ogata, Rikagaku Kenkyusho Iho, 1937, vol. 16, p. 583,587
  作者：Ogata

  DOI：——

  日期：——
• An NIR fluorescent probe of uric HSA for renal diseases warning
  作者：Haidong Li、Qichao Yao、Jiangli Fan、Jianjun Du、Jingyun Wang、Xiaojun Peng

  DOI：10.1016/j.dyepig.2016.05.039

  日期：2016.10

  Diseases of the kidney, including acute kidney injury, nephritic syndromes, chronic kidney disease, and renal cysts, are accompanied by a series of characteristic clinical features. Human Serum Albumin (HSA) is regarded as an important biomarker for early warning of kidney diseases among them. To the best of our knowledge, although some fluorescent probes of HSA had reported in blood plasma under high concentrations of HSA, most of them could not reach the detection sensitivity of low concentrations of HSA in urine. In this work, an NIR fluorescent probe NIR-HSA for HSA based on TICT mechanism is reported, which can used in solution detection with 8.83-fold fluorescence enhancement, rapid response (completed within 5 s), excellent sensitivity (DL 26.16 nM), and excellent stability. In human urine detection, NIR-HSA clearly demonstrated perfect recovery property, and good potential to be applied to detect trace HSA for warning of critical diseases. (C) 2016 Elsevier Ltd. All rights reserved.
• Bloch; Hamer, Photographic Journal, 1930, vol. 70, p. 374,384
  作者：Bloch、Hamer

  DOI：——

  日期：——