(E)-2-(2-(2-pyridyl)ethenyl)indole | 29073-82-3

• 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: (E)-2-(2-(2-pyridyl)ethenyl)indole
• 英文别名: trans-2-<2-(2-pyridyl)ethenyl>indole；trans-2-<2-(2-Pyridyl)vinyl>indol；2-(2-pyridin-2-yl-vinyl)-indole；2-[(E)-2-pyridin-2-ylethenyl]-1H-indole
• CAS: 29073-82-3
• 化学式: C₁₅H₁₂N₂
• 分子量: 220.274
• InChiKey: LBVUFNOHOIYWFF-CMDGGOBGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  28.7
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (E)-2-(2-(2-pyridyl)ethenyl)indole 以 苯 为溶剂， 生成 cis-2-<2-(2-pyridyl)ethenyl>indole
  参考文献：
  名称：

  Trans → cis One-way Photoisomerization of an Olefin Substituted with an Indole and a Pyridine Ring. Effect of Intramolecular Hydrogen Bond

  摘要：

  On direct irradiation in benzene 2-[2-(2-pyridyl)ethenyl]indole undegoes trans-to-cis one-way isomerization in the excited singlet state.

  DOI：

  10.1246/cl.1993.691

文献信息

• Utilities of olefin derivatives
  申请人：——

  公开号：US20040242615A1

  公开（公告）日：2004-12-02

  Compounds having an activity to enhance the expression of apoAI are provided. Compounds of formula (I): 1 in which Ar 1 and Ar 2 are independently a phenyl, naphthyl, or monocyclic or bicyclic aromatic heterocyclic group, which may be optionally substituted; —X— is —N═CZ 2 -, —CY 2 ═CZ 2 -, —CY 2 Y 3 —CHZ 2 -, —S—, —O—, or the like; Y 1 , Y 2 , Y 3 , Z 1 and Z 2 are independently a hydrogen, a halogen, a lower alkyl, a phenyl, or the like; Z 1 and Z 2 may be independently a linker group that may combine with Ar 2 and Ar 1 to form a condensed ring; m is 0 or 1, and n is 0 to 2; a prodrug thereof, a pharmaceutically acceptable salt or solvate of them; are disclosed.

  提供了一种增强apoAI表达活性的化合物。 公式 (I) 的化合物：1 其中Ar1和Ar2独立的是苯基、萘基或单环或双环芳族杂环族，可被选择性地取代； —X—是—N═CZ2-, —CY2═CZ2-, —CY2Y3—CHZ2-, —S—, —O—或类似物； Y1、Y2、Y3、Z1和Z2独立的是氢、卤素、低级烷基、苯基或类似物； Z1和Z2可以独立的是可以与Ar2和Ar1形成缩合环的连接基团； m是0或1，n是0到2； 它们的前药、药用盐或溶剂化物被公开。
• Dérivés de bis 7H pyridocarbazoles et composition pharmaceutique les contenant
  申请人：ANVAR Agence Nationale de Valorisation de la Recherche

  公开号：EP0008556A1

  公开（公告）日：1980-03-05

  Des oligomères, notamment des dimères et trimères, comme agents d'intercalation de l'acide désoxyribonucléique. Ces oligomères sont caractérisés par le fait que leurs constituants monomères répondent à la formule: et que ces groupements monomères sont reliés l'un à l'autre par des chaînes moléculaires fixées par chacune de leurs extrémités sur l'un des atomes d'azote de l'un des deux groupements monomères qu'elles relient l'un à l'autre. Application comme principe actif de médicaments antitumoraux.

  作为脱氧核糖核酸插层剂的低聚物，特别是二聚物和三聚物。这些低聚物的特点是它们的单体成分符合以下式子： 并且这些单体基团通过分子链相互连接，分子链的每一端都连接到它们相互连接的两个单体基团之一的一个氮原子上。 用作抗肿瘤药物的活性成分。
• Molecular Structure and Photochemistry of (E)- and (Z)-2-(2-(2-Pyridyl)ethenyl)indole. A Case of Hydrogen Bond Dependent One-Way Photoisomerization
  作者：Frederick D. Lewis、Beth A. Yoon、Tatsuo Arai、Takeshi Iwasaki、Katsumi Tokumaru

  DOI：10.1021/ja00116a008

  日期：1995.3

  The molecular structure, electronic spectra, and photoisomerization of (E)- and (Z)-2-(2-(2-pyridyl)ethenyl)indole have been investigated. The E isomer exists in the ground state as a mixture of two rotational isomers, whereas the Z isomer exists predominantly as a single conformer due to the presence of an intramolecular hydrogen bond. The structure and energy of the configurational and conformational isomers have been investigated by means of NMR spectroscopy and molecular mechanics. In the case of the E isomer, the less polar conformer is favored in nonpolar solvents and the more polar conformer in polar solvents. The more polar conformer has a low barrier for singlet state isomerization and thus has a short singlet lifetime and high isomerization quantum yield. The less polar conformer has a longer singlet lifetime and lower quantum yield for photoisomerization. The N-methyl derivative of the E isomer exists as a single rotamer with photochemical behavior similar to that of the long-lived rotamer. The hydrogen-bonded conformer of the Z isomer does not undergo photoisomerization due to either the occurrence of rapid nonradiative decay or a hydrogen bond dependent barrier for twisting. As a consequence, irradiation of the E isomer results in one-way E --> Z photoisomerization in both polar and nonpolar solvents. A minor conformer of the Z isomer may be responsible for the observation of weak fluorescence and inefficient photoisomerization in polar solvents. The N-methyl derivative of the Z isomer undergoes photoisomerization.
• US8053445B2
  申请人：——

  公开号：US8053445B2

  公开（公告）日：2011-11-08
• US8124625B2
  申请人：——

  公开号：US8124625B2

  公开（公告）日：2012-02-28