1-((3-methylthiophen-2-yl)methyleneamino)-4-phenyl-1H-imidazol-2-amine | 1215677-89-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1-((3-methylthiophen-2-yl)methyleneamino)-4-phenyl-1H-imidazol-2-amine
• 英文别名: 1-[(E)-(3-methylthiophen-2-yl)methylideneamino]-4-phenylimidazol-2-amine
• CAS: 1215677-89-6
• 化学式: C₁₅H₁₄N₄S
• 分子量: 282.369
• InChiKey: SFEIJMNHPCOWLM-RQZCQDPDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  84.4
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  C₇H₁₀N₄S 、 2-溴苯乙酮 在 sodium hydroxide 作用下， 以 乙醇 、 水 为溶剂， 反应 14.0h， 生成 1-((3-methylthiophen-2-yl)methyleneamino)-4-phenyl-1H-imidazol-2-amine
  参考文献：
  名称：

  Synthesis and Biological Activities of 2-Amino-1-arylidenamino Imidazoles as Orally Active Anticancer Agents

  摘要：

  2-Amino-1-arylidenaminoimidazoles, a novel class of orally (po) active microtubule-destabilizing anticancer agents, were synthesized. The compounds were designed from a hit compound identified in a drug discovery platform by using cancer cell-based high throughput screening, assay. Selective synthesized compounds exerted cell cytotoxicity against human cancer cells. The underlying mechanisms for the anticancer activity were demonstrated as interacting with the tubulins and inhibiting, microtubule assembly, leading to proliferation inhibition and apoptosis induction in the human tumor cells. Furthermore, two compounds showed in vivo anticancer activities in both po and intravenously (iv) administered routes and prolonged the life spans of murine leukemic P388 cells-inoculated mice. These new po active anti mitotic anticancer agents are to be further examined in preclinical studies and developed for clinical uses.

  DOI：

  10.1021/jm901501s

文献信息

• Synthesis and Biological Activities of 2-Amino-1-arylidenamino Imidazoles as Orally Active Anticancer Agents
  作者：Wen-Tai Li、Der-Ren Hwang、Jen-Shin Song、Ching-Ping Chen、Jiunn-Jye Chuu、Chih-Bo Hu、Heng-Liang Lin、Chen-Lung Huang、Chiung-Yi Huang、Huan-Yi Tseng、Chu-Chung Lin、Tung-Wei Chen、Chi-Hung Lin、Hsin-Sheng Wang、Chien-Chang Shen、Chung-Ming Chang、Yu-Sheng Chao、Chiung-Tong Chen

  DOI：10.1021/jm901501s

  日期：2010.3.25

  2-Amino-1-arylidenaminoimidazoles, a novel class of orally (po) active microtubule-destabilizing anticancer agents, were synthesized. The compounds were designed from a hit compound identified in a drug discovery platform by using cancer cell-based high throughput screening, assay. Selective synthesized compounds exerted cell cytotoxicity against human cancer cells. The underlying mechanisms for the anticancer activity were demonstrated as interacting with the tubulins and inhibiting, microtubule assembly, leading to proliferation inhibition and apoptosis induction in the human tumor cells. Furthermore, two compounds showed in vivo anticancer activities in both po and intravenously (iv) administered routes and prolonged the life spans of murine leukemic P388 cells-inoculated mice. These new po active anti mitotic anticancer agents are to be further examined in preclinical studies and developed for clinical uses.