1-methyl-4-(3-fluoro-4-methoxyphenyl)-5-(3,5-difluoro-4-methoxyphenyl)imidazole hydrochloride | 1345017-10-8

• 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-methyl-4-(3-fluoro-4-methoxyphenyl)-5-(3,5-difluoro-4-methoxyphenyl)imidazole hydrochloride
• 英文别名: 5-(3,5-Difluoro-4-methoxyphenyl)-4-(3-fluoro-4-methoxyphenyl)-1-methylimidazole;hydrochloride
• CAS: 1345017-10-8
• 化学式: C₁₈H₁₅F₃N₂O₂*ClH
• 分子量: 384.785
• InChiKey: VSQZDUAMFVDUTE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.61
• 重原子数：
  26
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  36.3
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  3-氟-4-甲氧基苯甲醛 在 盐酸 、 camphor-10-sulfonic acid 、 potassium carbonate 、 三乙胺 、 三氯氧磷 作用下， 以 1,4-二氧六环 、 乙二醇二甲醚 、 乙醇 、 二氯甲烷 为溶剂， 反应 23.08h， 生成 1-methyl-4-(3-fluoro-4-methoxyphenyl)-5-(3,5-difluoro-4-methoxyphenyl)imidazole hydrochloride
  参考文献：
  名称：

  Cytotoxic and antivascular 1-methyl-4-(3-fluoro-4-methoxyphenyl)-5-(halophenyl)-imidazoles

  摘要：

  A series of 1-methyl-4,5-diphenylimidazoles 6 with various patterns of m-halogen substitution at the 5-phenyl ring were tested for cytotoxicity in cancer and nonmalignant cell lines and for their capacity to prevent tube formation in HUVEC cultures. Unlike the monofluoro and difluoro derivatives 6a and 6e, the monobromo and diiodo analogs 6c and 6h were strongly cytotoxic and inhibited the polymerization of tubulin and the tube formation by HUVEC. The dibromo derivative 6g displayed a unique selectivity for KB-3-1 cervix and PC-3 prostate cancer cells. It also inhibited the tube formation by HUVEC and the polymerization of tubulin which is indicative of its potential antiangiogenic activity in solid tumors. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.09.005