1-Chloro-6-methyl-3-m-tolyl-isoquinoline | 561046-32-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 1-Chloro-6-methyl-3-m-tolyl-isoquinoline
• 英文别名: 1-Chloro-6-methyl-3-(3-methylphenyl)isoquinoline；1-chloro-6-methyl-3-(3-methylphenyl)isoquinoline
• CAS: 561046-32-0
• 化学式: C₁₇H₁₄ClN
• 分子量: 267.758
• InChiKey: SIGFTANFLFFISN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  19
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  12.9
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  苄胺 、 1-Chloro-6-methyl-3-m-tolyl-isoquinoline 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以65%的产率得到benzyl(6-methyl-3-m-tolylisoquinolin-1-yl)amine
  参考文献：
  名称：

  Molecular modeling of 3-arylisoquinoline antitumor agents active against A-549. A comparative molecular field analysis study

  摘要：

  A series of 58 3-arylisoquinoline antitumor agents were investigated for defining the pharmacophore model using comparative molecular field analysis (CoMFA) program. The studied compounds related to bioisostere of benzophenanthridine alkaloid were synthesized and evaluated for antitumor cytotoxicity against human lung tumor cell (A 549). In order to perform the systematic molecular modeling study of these compounds, the conformational search was carried out based on the single X-ray crystallographic structure of 7,8-dimethoxy-3-phenylisoquinolin-(2H)-one (2). Interestingly, two types of structures having different dihedral angles between the isoquinoline ring and 3-aryl ring were found in the crystals. Therefore, CoMFA was performed two different, overlapping ways. The alignments of the structures were based on the common isoquinoline ring and 3-aryl ring. The 3-D-quantitative structure-activity relationship study resulted in significant cross-validated, conventional r(2) values equal to 0.715 and 0.927, respectively. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(02)00137-2