1-(1-naphthoyl)-4-{[1-(4-cyanobenzyl)-1H-imidazol-5-yl]methyl}-5-phenyl-1,4-diazepane | 1268937-56-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 1-(1-naphthoyl)-4-{[1-(4-cyanobenzyl)-1H-imidazol-5-yl]methyl}-5-phenyl-1,4-diazepane
• 英文别名: 4-[[5-[[4-(Naphthalene-1-carbonyl)-7-phenyl-1,4-diazepan-1-yl]methyl]imidazol-1-yl]methyl]benzonitrile
• CAS: 1268937-56-9
• 化学式: C₃₄H₃₁N₅O
• 分子量: 525.653
• InChiKey: VERAKJTYRLGDQH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  40
• 可旋转键数：
  6
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  65.2
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  7-苯基-[1,4]二氮杂环庚-5-酮 在 吡啶 、 盐酸 、 甲醇 、 4-二甲氨基吡啶 、 lithium aluminium tetrahydride 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 水 、 N,N-二甲基甲酰胺 、 异丙醇 、 乙腈 为溶剂， 反应 26.0h， 生成 1-(1-naphthoyl)-4-{[1-(4-cyanobenzyl)-1H-imidazol-5-yl]methyl}-5-phenyl-1,4-diazepane
  参考文献：
  名称：

  Potent Farnesyltransferase Inhibitors with 1,4-Diazepane Scaffolds as Novel Destabilizing Microtubule Agents in Hormone-Resistant Prostate Cancer

  摘要：

  A new class of potent farnesyltransferase inhibitors based on a 1,4-diazepane scaffold was synthesized with protein farnesyltransferase inhibition potencies in the low nanomolar range. The compounds block the growth on two hormone-resistant tumor prostatic cell lines (DU145 and PC3). The advanced cellular evaluation of the more potent farnesyltransferase inhibitors was explored and revealed a disorganization of tubulin in PC3 cells.

  DOI：

  10.1021/jm101067y

文献信息

• Potent Farnesyltransferase Inhibitors with 1,4-Diazepane Scaffolds as Novel Destabilizing Microtubule Agents in Hormone-Resistant Prostate Cancer
  作者：Nicolas Wlodarczyk、Delphine Le Broc-Ryckewaert、Pauline Gilleron、Amélie Lemoine、Amaury Farce、Philippe Chavatte、Joëlle Dubois、Nicole Pommery、Jean-Pierre Hénichart、Christophe Furman、Régis Millet

  DOI：10.1021/jm101067y

  日期：2011.3.10

  A new class of potent farnesyltransferase inhibitors based on a 1,4-diazepane scaffold was synthesized with protein farnesyltransferase inhibition potencies in the low nanomolar range. The compounds block the growth on two hormone-resistant tumor prostatic cell lines (DU145 and PC3). The advanced cellular evaluation of the more potent farnesyltransferase inhibitors was explored and revealed a disorganization of tubulin in PC3 cells.