1-[[3-(6-Methoxynaphthalen-2-yl)phenyl]methyl]imidazole | 1007347-46-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 1-[[3-(6-Methoxynaphthalen-2-yl)phenyl]methyl]imidazole
• CAS: 1007347-46-7
• 化学式: C₂₁H₁₈N₂O
• 分子量: 314.387
• InChiKey: FNTKNJQBXQDVSD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  27
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  咪唑 、 (3-(6-甲氧基萘-2-基)苯基)甲醇 在 N,N'-羰基二咪唑 作用下， 以 乙腈 为溶剂， 反应 16.0h， 以51%的产率得到1-[[3-(6-Methoxynaphthalen-2-yl)phenyl]methyl]imidazole
  参考文献：
  名称：

  Synthesis, biological evaluation and molecular modelling studies of novel ACD- and ABD-ring steroidomimetics as inhibitors of CYP17

  摘要：

  Two novel classes of non-steroidal substrate mimetics were synthesised and examined for their potency as inhibitors of human CYP17. Selected compounds were tested for inhibition of hepatic CYP enzymes 3A4, 1A2, 2C9 and 2C19. The most promising compound 15 showed a good inhibition of the target enzyme (31% and 66% at 0.2 and 2 mu M, respectively), and little inhibition of the most important hepatic enzyme CYP3A4 (6% and 19% inhibition at 0.2 and 2 mu M, respectively) and the key enzyme of glucocorticoid biosynthesis CYP11B1 (3% and 23% inhibition at 0.2 and 2 mu M, respectively). Docking studies revealed that this compound does not assume the same binding mode as steroidal ligands. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.10.079

文献信息

• Synthesis, biological evaluation and molecular modelling studies of novel ACD- and ABD-ring steroidomimetics as inhibitors of CYP17
  作者：Mariano A.E. Pinto-Bazurco Mendieta、Matthias Negri、Carsten Jagusch、Ulrike E. Hille、Ursula Müller-Vieira、Dirk Schmidt、Klaus Hansen、Rolf W. Hartmann

  DOI：10.1016/j.bmcl.2007.10.079

  日期：2008.1

  Two novel classes of non-steroidal substrate mimetics were synthesised and examined for their potency as inhibitors of human CYP17. Selected compounds were tested for inhibition of hepatic CYP enzymes 3A4, 1A2, 2C9 and 2C19. The most promising compound 15 showed a good inhibition of the target enzyme (31% and 66% at 0.2 and 2 mu M, respectively), and little inhibition of the most important hepatic enzyme CYP3A4 (6% and 19% inhibition at 0.2 and 2 mu M, respectively) and the key enzyme of glucocorticoid biosynthesis CYP11B1 (3% and 23% inhibition at 0.2 and 2 mu M, respectively). Docking studies revealed that this compound does not assume the same binding mode as steroidal ligands. (C) 2007 Elsevier Ltd. All rights reserved.