2-(3,4-dichloro-benzyl)-1H-naphth[2,3-d]imidazole | 676530-55-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2-(3,4-dichloro-benzyl)-1H-naphth[2,3-d]imidazole
• 英文别名: 2-[(3,4-dichlorophenyl)methyl]-1H-benzo[f]benzimidazole
• CAS: 676530-55-5
• 化学式: C₁₈H₁₂Cl₂N₂
• 分子量: 327.213
• InChiKey: ZPZKXVCABZIJGD-UHFFFAOYSA-N

物化性质

• 沸点：
  588.4±40.0 °C(Predicted)
• 密度：
  1.407±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  22
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.06
• 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：

  氯化苄 、 2-(3,4-dichloro-benzyl)-1H-naphth[2,3-d]imidazole 在 氢氧化钾 作用下， 以 苯 为溶剂， 反应 2.0h， 以3.7%的产率得到2-(3,4-dichloro-benzyl)-1-benzyl-1H-naphth[2,3-d]imidazole
  参考文献：
  名称：

  Synthesis and cytotoxicity of substituted 2-benzylnaphth[2,3-d]imidazoles

  摘要：

  Designed as a new series of so called "bivalent ligand" containing the proposed 2-benzylnaphthimidazole-type structure, a number of 2-benzylnaphth[2,3-d]imidazoles, bearing various substituents, have been prepared by a synthetic approach involving an heterocyclization of 2,3-diaminonaphthalene 4 with appropriate imidates 3 (for 1b-i) followed by alkylation (for 1j-1) with the desired alkylating agent. Compounds 1b-f, h-1 were subjected to primary biological evaluation for cancer cell growth inhibition (one-dose, three-cell assay), and the four most active terms, 1c, h, i and j, were then evaluated for their cytotoxic profiles in the National Cancer Institute's (NCI) human disease-oriented, 60 cell line, in vitro antitumor screening protocol. Among them, two compounds (1h and 1i) are the most representatives demonstrating not only high growth-inhibitory activities against some leukemia cancer cells, but also fairly good activities against the growth of certain cell lines of some solid tumors. (C) 2003 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/s0928-0987(03)00197-0
• 作为产物：
  描述：

  3,4-二氯苯乙腈 在 盐酸 作用下， 以 甲醇 、 氯仿 为溶剂， 反应 1.0h， 生成 2-(3,4-dichloro-benzyl)-1H-naphth[2,3-d]imidazole
  参考文献：
  名称：

  Synthesis and cytotoxicity of substituted 2-benzylnaphth[2,3-d]imidazoles

  摘要：

  Designed as a new series of so called "bivalent ligand" containing the proposed 2-benzylnaphthimidazole-type structure, a number of 2-benzylnaphth[2,3-d]imidazoles, bearing various substituents, have been prepared by a synthetic approach involving an heterocyclization of 2,3-diaminonaphthalene 4 with appropriate imidates 3 (for 1b-i) followed by alkylation (for 1j-1) with the desired alkylating agent. Compounds 1b-f, h-1 were subjected to primary biological evaluation for cancer cell growth inhibition (one-dose, three-cell assay), and the four most active terms, 1c, h, i and j, were then evaluated for their cytotoxic profiles in the National Cancer Institute's (NCI) human disease-oriented, 60 cell line, in vitro antitumor screening protocol. Among them, two compounds (1h and 1i) are the most representatives demonstrating not only high growth-inhibitory activities against some leukemia cancer cells, but also fairly good activities against the growth of certain cell lines of some solid tumors. (C) 2003 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/s0928-0987(03)00197-0

文献信息

• Synthesis and cytotoxicity of substituted 2-benzylnaphth[2,3-d]imidazoles
  作者：G.E Grella、M.C Cabras、G Murineddu、A Pau、G.A Pinna

  DOI：10.1016/s0928-0987(03)00197-0

  日期：2003.11

  Designed as a new series of so called "bivalent ligand" containing the proposed 2-benzylnaphthimidazole-type structure, a number of 2-benzylnaphth[2,3-d]imidazoles, bearing various substituents, have been prepared by a synthetic approach involving an heterocyclization of 2,3-diaminonaphthalene 4 with appropriate imidates 3 (for 1b-i) followed by alkylation (for 1j-1) with the desired alkylating agent. Compounds 1b-f, h-1 were subjected to primary biological evaluation for cancer cell growth inhibition (one-dose, three-cell assay), and the four most active terms, 1c, h, i and j, were then evaluated for their cytotoxic profiles in the National Cancer Institute's (NCI) human disease-oriented, 60 cell line, in vitro antitumor screening protocol. Among them, two compounds (1h and 1i) are the most representatives demonstrating not only high growth-inhibitory activities against some leukemia cancer cells, but also fairly good activities against the growth of certain cell lines of some solid tumors. (C) 2003 Elsevier B.V. All rights reserved.