(E)-4-(2-(benzo[d]thiazol-2-yl)vinyl)-2-methoxyphenol | 179122-19-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: (E)-4-(2-(benzo[d]thiazol-2-yl)vinyl)-2-methoxyphenol
• 英文别名: (E)-2-(4-hydroxy-3-methoxystyryl)benzothiazole；4-[(E)-2-(1,3-benzothiazol-2-yl)ethenyl]-2-methoxyphenol
• CAS: 179122-19-1
• 化学式: C₁₆H₁₃NO₂S
• 分子量: 283.351
• InChiKey: FZVZYJROKUPLJR-VQHVLOKHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  70.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (E)-4-(2-(benzo[d]thiazol-2-yl)vinyl)-2-methoxyphenol 、 {NEt4}2{Pt2Br6} 以 丙酮 为溶剂， 以89%的产率得到tetraethylammonium tribromo[2-(4'-hydroxy-3'-methoxystyryl)benzothiazole]platinate(II)
  参考文献：
  名称：

  Cytotoxic anionic tribromo platinum(II) complexes containing benzothiazole and benzoxazole donors: synthesis, characterization, and structure-activity correlation

  摘要：

  A series of platinum(II) complexes of the type [NEt4][PtLBr3] where L is a 2-styrylbenzothiazole or 2-styrylbenzoxazole was prepared. The complexes were characterized by their melting points, elemental analyses, W-Vis and far-infrared spectra, and H-1 and Pt-195 NMR spectroscopy. The NMR data are consistent with coordination of the benzoheterazole ligands to the Pt ion through the nitrogen atom. The ligands and the complexes were assayed for cytotoxicity against U937 human histiocytic lymphoma cells. It was observed that the ligands displayed very poor cytotoxicity, while the Pt(II) complexes demonstrated marked cytotoxicities and a structure-activity correlation was established. Pt(ll) complexes containing S as the heteroatom in the benzoheterazole ring were generally more active than their O-containing counterpart. The position and type of substituents in the styryl moiety were also important for biological activity. Our data indicate that adjacent methoxy functionalities were present in the most potent drugs tested. Further development of active Pt(II) complexes with improved solubilities is warranted. (C) 1998 Elsevier Science S.A.

  DOI：

  10.1016/s0020-1693(97)05952-5
• 作为产物：
  描述：

  香草醛 在 4-甲基苯磺酸吡啶 、 sodium hydride 、 对甲苯磺酸 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 为溶剂， 反应 6.0h， 生成 (E)-4-(2-(benzo[d]thiazol-2-yl)vinyl)-2-methoxyphenol
  参考文献：
  名称：

  [EN] STYRYLBENZOTHIAZOLE DERIVATIVES AND USES IN IMAGING
  [FR] DÉRIVÉS DE STYRYLBENZOTHIAZOLE ET LEURS UTILISATIONS EN IMAGERIE

  摘要：

  本公开涉及苯并噻唑基苄基衍生物，用作体内成像剂，用于诊断帕金森病（PD）或其他中枢神经系统退行性疾病或症状。早期诊断尤为有利，因为可以对健康神经细胞施加神经保护治疗，延缓甚至预防严重的临床症状的发作。

  公开号：

  WO2019222454A1

文献信息

• STYRYLBENZOTHIAZOLE DERIVATIVES AND USES IN IMAGING
  申请人：Emory University

  公开号：EP3793619A1

  公开（公告）日：2021-03-24
• US9839640B2
  申请人：——

  公开号：US9839640B2

  公开（公告）日：2017-12-12