1-(2-aminophenyl)-1,2,3,4-tetrahydroisoquinoline | 19007-80-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 四氢异喹啉
• 英文名称: 1-(2-aminophenyl)-1,2,3,4-tetrahydroisoquinoline
• 英文别名: 2-(1,2,3,4-tetrahydro-isoquinolin-1-yl)-aniline；2-(1,2,3,4-tetrahydro-[1]isoquinolyl)-aniline；2-(1,2,3,4-Tetrahydro-[1]isochinolyl)-anilin；1-(2-Amino-phenyl)-1,2,3,4-tetrahydro-isochinolin；1-(2-Aminophenyl)-1,2,3,4-tetrahydroisochinolin；2-(1,2,3,4-Tetrahydroisoquinolin-1-yl)aniline
• CAS: 19007-80-8
• 化学式: C₁₅H₁₆N₂
• 分子量: 224.305
• InChiKey: WRDSJOCZQDJYRU-UHFFFAOYSA-N

物化性质

• 熔点：
  108-109 °C(Solv: water (7732-18-5); ethanol (64-17-5))
• 沸点：
  373.9±30.0 °C(Predicted)
• 密度：
  1.128±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  38
• 氢给体数：
  2
• 氢受体数：
  2

安全信息

• 海关编码：
  2933499090

反应信息

• 作为反应物：
  描述：

  1-(2-aminophenyl)-1,2,3,4-tetrahydroisoquinoline 、 2-苯氧乙基溴 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 4.0h， 生成 N-phenoxyethyl-1-(2-aminophenyl)-1,2,3,4-tetrahydroisoquinoline 、 N-phenoxyethyl-1-(2-N-phenoxyethylaminophenyl)-1,2,3,4-tetrahydroisoquinoline
  参考文献：
  名称：

  The synthesis of N-phenoxyethyl-1-substituted-1,2,3,4-tetrahydroisoquinolines and their α1-adrenoceptor blocking activity

  摘要：

  A series of phenoxyisoquinolines, N-phenoxyethyl-1-(2-nitrophenyl)-1,2,3,4-THIQS 3a-3d, N-phenoxyethyl-1-benzyl-1,2,3,4-THIQ 3e, N-phenoxyethyl-1-(2-aminophenyl)-1,2,3,4-THIQs 5f'-5i', N-phenoxyethyl-1-(2- phenoxyethylaminophenyl)-1,2,3,4-THIQs 5f'-5i', have been synthesized and tested in isolated rat vas deferens alpha-adrenoreceptors. Comparison of pA2 values for these compounds in the presence of phenylephrine confirms that alpha(1)-adrenoceptor blocking activity of 3a-3d (-NO2 series) is more active than 6a-6c (-NH2 series) in the aortic rings isolated from SD rats. On the other hand, the electron-donating group at the 6-position of isoquinoline ring either increases or decreases the alpha(1)-adrenoceptor blocking activity. (C) 2008 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2008.09.001
• 作为产物：
  描述：

  2-苯乙胺盐酸盐 在 盐酸 、 sodium hydroxide 、 tin 、 乙醇 、 phosphorus pentoxide 、 铁粉 、 溶剂黄146 、 xylene 作用下， 生成 1-(2-aminophenyl)-1,2,3,4-tetrahydroisoquinoline
  参考文献：
  名称：

  Rodionow; Jaworskaja, Zhurnal Obshchei Khimii, 1943, vol. 13, p. 491,495

  摘要：

  DOI：

文献信息

• Synthesis and antitumor activity of cis-dichloroplatinum(II) complexes of 1-(2-aminophenyl)-1,2,3,4-tetrahydroisoquinolines
  作者：Chen-Yuan Kuo、Ming-Jung Wu、Yao-Haur Kuo

  DOI：10.1016/j.ejmech.2006.03.011

  日期：2006.8

  Fifteen cis-dichloroplatinum complexes (5a-5o) were synthesized by treatment of 1-(2-aminophenyl)-1,2,3,4-THIQs (4a-4o) with K2PtCl4. The antitumor activity of these compounds was examined against four different human tumor cell lines. Their structure-activity relationships for antitumor activity are reported. All of these compounds exhibited activity against MCF-7 cell line and showed good activity against WiDr cell line except 5c and 5f On the other hand, compounds 5j and 5o are more active than the other compounds against Hepa59T/VGH cell line. The electron-donating group at the 6-position of isoquinoline ring seems to decrease the antitumor activity and the chloro substituent at the C-4 position of the aniline ring shown the highest potency. The "trans influence" dominates the control of the stability of [1-(2-aminophenyl)1,2,3,4-THIQ]dichloroplatinums(II). (c) 2006 Elsevier SAS. All rights reserved.
• Synthesis of racemic 1,2,3,4-tetrahydroisoquinolines and their resolution
  作者：E. Suna、P. Trapencieris

  DOI：10.1007/bf02256866

  日期：2000.3
• The synthesis of N-phenoxyethyl-1-substituted-1,2,3,4-tetrahydroisoquinolines and their α1-adrenoceptor blocking activity
  作者：Chen-Yuan Kuo、Ming-Jung Wu

  DOI：10.1016/j.ejmech.2008.09.001

  日期：2009.3

  A series of phenoxyisoquinolines, N-phenoxyethyl-1-(2-nitrophenyl)-1,2,3,4-THIQS 3a-3d, N-phenoxyethyl-1-benzyl-1,2,3,4-THIQ 3e, N-phenoxyethyl-1-(2-aminophenyl)-1,2,3,4-THIQs 5f'-5i', N-phenoxyethyl-1-(2- phenoxyethylaminophenyl)-1,2,3,4-THIQs 5f'-5i', have been synthesized and tested in isolated rat vas deferens alpha-adrenoreceptors. Comparison of pA2 values for these compounds in the presence of phenylephrine confirms that alpha(1)-adrenoceptor blocking activity of 3a-3d (-NO2 series) is more active than 6a-6c (-NH2 series) in the aortic rings isolated from SD rats. On the other hand, the electron-donating group at the 6-position of isoquinoline ring either increases or decreases the alpha(1)-adrenoceptor blocking activity. (C) 2008 Elsevier Masson SAS. All rights reserved.
• Rodionow; Jaworskaja, Zhurnal Obshchei Khimii, 1943, vol. 13, p. 491,495
  作者：Rodionow、Jaworskaja

  DOI：——

  日期：——