3-{[(2-Phenylethyl)amino]methyl}phenol | 827328-83-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 3-{[(2-Phenylethyl)amino]methyl}phenol
• 英文别名: 3-[(2-phenylethylamino)methyl]phenol
• CAS: 827328-83-6
• 化学式: C₁₅H₁₇NO
• 分子量: 227.306
• InChiKey: UUVFCZKMZNAKIJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  17
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  32.3
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  甲酸 、 草酸醛 、 3-{[(2-Phenylethyl)amino]methyl}phenol 在 盐酸 、 copper(II) sulfate 作用下， 以 水 为溶剂， 反应 6.0h， 生成 2-(2-Phenylethyl)isoquinolin-2-ium-7-ol;formate
  参考文献：
  名称：

  Synthesis, structure–activity relationship and in vitro biological evaluation of N-arylethyl isoquinoline derivatives as Coxsackievirus B3 inhibitors

  摘要：

  Currently, there is no approved antiviral drug for the infection caused by enteroviruses. A series of novel N-arylethyl isoquinoline derivatives defined with substituents on the ring A and C were designed, synthesized and evaluated in vitro for their activities against Coxsackievirus B3 (CVB3). The primary structure-activity relationship revealed that substituents on the ring A were not beneficial for the activity. Among these analogs synthesized, compound 7f bearing a methylenedioxy at the R(4) and R(5) positions afforded an anti-CVB3 activity and a reasonable selectivity index (SI = 26.8); furthermore, 7f exhibited a moderate activity against enterovirus 71 (EV71) with SI value of 9.0. Thus it has been selected as an anti-enteroviral lead compound for further investigation. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.08.002
• 作为产物：
  描述：

  间羟基苯甲醛 在 sodium tetrahydroborate 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 24.0h， 生成 3-{[(2-Phenylethyl)amino]methyl}phenol
  参考文献：
  名称：

  NiS4 和 NiS2NP 发色团的合成、光谱、结构和计算研究：[Ni(dtc)(PPh3)(NCS)] (dtc = N-(2-苯乙基)-N 中的 Anagostic 和 C–H⋯π（螯合物）相互作用-(4-甲氧基苄基)-二硫代氨基甲酸酯和N-(2-苯乙基)-N-(4-氯苄基)二硫代氨基甲酸酯)

  摘要：

  摘要 双(N-(2-苯乙基)-N-取代的苄基二硫代氨基甲酸-S,S')镍(II) (1-6)和(N-(2-苯乙基)-N-取代的苄基二硫代氨基甲酸-S,S') (硫氰酸根合-N) (三苯基膦)镍(II) (7–12) [取代苄基 = 2HO–C6H4–CH2– (1,7), 3HO–C6H4–CH2– (2,8), 4HO–C6H4–CH2 – (3,9), 4CH3O–C6H4–CH2– (4,10), 4F–C6H4–CH2– (5,11), 4Cl–C6H4–CH2– (6,12)] 复合物已合成并表征为元素分析、IR、UV-Vis 和 NMR（1H 和 13C）光谱。在杂配配合物 7-12 的情况下，与均配配合物相比，vC-N 值向更高波数的转变和 NCS2 碳信号向低场转变，表明由于 π 的存在硫脲 vC-N 键的强度增加-在杂配复合物中接受三苯基膦配体。对所有配合物 (1-12)

  DOI：

  10.1016/j.molstruc.2016.04.079

文献信息

• Synthesis, structure–activity relationship and in vitro biological evaluation of N-arylethyl isoquinoline derivatives as Coxsackievirus B3 inhibitors
  作者：Yan-Xiang Wang、Yu-Huan Li、Ying-Hong Li、Rong-Mei Gao、Hui-Qiang Wang、Yan-Xin Liu、Li-Mei Gao、Qiao-Ni Lu、Jian-Dong Jiang、Dan-Qing Song

  DOI：10.1016/j.bmcl.2011.08.002

  日期：2011.10

  Currently, there is no approved antiviral drug for the infection caused by enteroviruses. A series of novel N-arylethyl isoquinoline derivatives defined with substituents on the ring A and C were designed, synthesized and evaluated in vitro for their activities against Coxsackievirus B3 (CVB3). The primary structure-activity relationship revealed that substituents on the ring A were not beneficial for the activity. Among these analogs synthesized, compound 7f bearing a methylenedioxy at the R(4) and R(5) positions afforded an anti-CVB3 activity and a reasonable selectivity index (SI = 26.8); furthermore, 7f exhibited a moderate activity against enterovirus 71 (EV71) with SI value of 9.0. Thus it has been selected as an anti-enteroviral lead compound for further investigation. (C) 2011 Elsevier Ltd. All rights reserved.
• Synthesis, spectral, structural and computational studies on NiS4 and NiS2NP chromophores: Anagostic and C–H⋯π (chelate) interactions in [Ni(dtc)(PPh3)(NCS)] (dtc = N-(2-phenylethyl)-N-(4-methoxybenzyl)- dithiocarbamate and N-(2-phenylethyl)-N-(4-chlorobenzyl)dithiocarbamate)
  作者：E. Sathiyaraj、P. Selvaganapathi、S. Thirumaran、Samuele Ciattini

  DOI：10.1016/j.molstruc.2016.04.079

  日期：2016.9

  in heteroleptic complexes. Electronic spectral studies on all the complexes (1–12) suggest square planar geometry around the nickel(II). Structures of 10 and 12 have been elucidated by X-ray crystallography. The dithiocarbamate anions in 10 and 12 chelate to the nickel atom. Both the structures reveal C–H⋯Ni intramolecular anagostic interaction. C–H⋯π (chelate) is observed in complexes 10. Supramolecular

  摘要 双(N-(2-苯乙基)-N-取代的苄基二硫代氨基甲酸-S,S')镍(II) (1-6)和(N-(2-苯乙基)-N-取代的苄基二硫代氨基甲酸-S,S') (硫氰酸根合-N) (三苯基膦)镍(II) (7–12) [取代苄基 = 2HO–C6H4–CH2– (1,7), 3HO–C6H4–CH2– (2,8), 4HO–C6H4–CH2 – (3,9), 4CH3O–C6H4–CH2– (4,10), 4F–C6H4–CH2– (5,11), 4Cl–C6H4–CH2– (6,12)] 复合物已合成并表征为元素分析、IR、UV-Vis 和 NMR（1H 和 13C）光谱。在杂配配合物 7-12 的情况下，与均配配合物相比，vC-N 值向更高波数的转变和 NCS2 碳信号向低场转变，表明由于 π 的存在硫脲 vC-N 键的强度增加-在杂配复合物中接受三苯基膦配体。对所有配合物 (1-12)