N-甲基-9H-芴-2-胺 | 34577-93-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 中文名称: N-甲基-9H-芴-2-胺
• 英文名称: 2-fluorenemethylamine
• 英文别名: (9H-fluoren-2-yl)methanamine；C-fluoren-2-yl-methylamine；(Fluorenyl-(2)-methyl)-amin；2-Aminomethyl-fluoren；9H-Fluorene-2-methanamine；9H-fluoren-2-ylmethanamine
• CAS: 34577-93-0
• 化学式: C₁₄H₁₃N
• 分子量: 195.264
• InChiKey: GYSPZWULTNUUEJ-UHFFFAOYSA-N

物化性质

• 熔点：
  113 °C
• 沸点：
  215 °C(Press: 10 Torr)
• 密度：
  1.160±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  26
• 氢给体数：
  1
• 氢受体数：
  1

安全信息

• 海关编码：
  2921499090

反应信息

• 作为反应物：
  描述：

  N-甲基-9H-芴-2-胺 在 氯仿 、 三溴化磷 、 溶剂黄146 、 sodium nitrite 作用下， 生成 2-(bromomethyl)-9H-fluorene
  参考文献：
  名称：

  v. Braun; Engel, Chemische Berichte, 1924, vol. 57, p. 193

  摘要：

  DOI：
• 作为产物：
  描述：

  2-(bromomethyl)-9H-fluorene 在 氨 作用下， 以 乙醇 、 水 为溶剂， 反应 4.0h， 生成 N-甲基-9H-芴-2-胺
  参考文献：
  名称：

  10.1021/ol403365

  摘要：

  DOI：

  10.1021/ol403365

文献信息

• Design, synthesis, and evaluation of novel porcupine inhibitors featuring a fused 3-ring system based on the ‘reversed’ amide scaffold
  作者：Zhixiang Xu、Xiangxiang Xu、Ruadhan O’Laoi、Haikuo Ma、Jiyue Zheng、Shuaishuai Chen、Lusong Luo、Zhilin Hu、Sudan He、Jiajun Li、Hongjian Zhang、Xiaohu Zhang

  DOI：10.1016/j.bmc.2016.09.041

  日期：2016.11

  The Wnt signaling pathway is an essential signal transduction pathway which leads to the regulation of cellular processes such as proliferation, differentiation and migration. Aberrant Wnt signaling is known to have an association with multiple cancers. Porcupine is an enzyme that catalyses the addition of palmitoleate to a serine residue in Wnt proteins, a process which is required for the secretion of Wnt proteins. Here we report the synthesis and structure-activity-relationship of the novel porcupine inhibitors based on a 'reversed' amide scaffold. The leading compound 53 was as potent as the clinical compound LGK974 in a cell based STF reporter gene assay. Compound 53 potently inhibited the secretion of Wnt3A, therefore was confirmed to be a porcupine inhibitor. Furthermore, compound 53 showed excellent chemical and plasma stabilities. However, the clearance of compound 53 in liver microsomal tests was moderate to high, and the solubility of compound 53 was suboptimal. Collective efforts toward further optimization of this novel tricyclic template to develop better porcupine inhibitors will be subsequently undertaken and reported in due course. (C) 2016 Elsevier Ltd. All rights reserved.
• Amine−Guanidine Switch: A Promising Approach to Improve DNA Binding and Antiproliferative Activities
  作者：Keiichiro Ohara、Michael Smietana、Audrey Restouin、Séverine Mollard、Jean-Paul Borg、Yves Collette、Jean-Jacques Vasseur

  DOI：10.1021/jm701207m

  日期：2007.12.27

  A series of polyaromatic guanidino derivatives was synthesized and evaluated for growth inhibitory properties in several human carcinoma cell lines. The properties of these guanidino compounds were compared to those of their corresponding synthetic amino precursors. The size of the polyaromatic ring system as well as the length of the tether attached to the ring had a direct impact on the observed antiproliferative profiles, compound 14 having the broadest spectrum of activity. As both series intercalate DNA, guanidine derivatives showed a remarkable affinity for DNA and the guanidinium group appeared to be essential, yet not sufficient for caspase-3/7 activation. Compound 14 also showed significant in vivo activity against breast cancer cell xenografts in NOG/SCID mice. These results suggest that the electronic nature of chain tethering an intercalator not only influences the DNA-binding process but also controls the antitumoral activity of the whole compound.
• 10.1021/ol403365
  作者：Kiruthika, Selvarangam E.、Perumal, Paramasivan Thirumalai

  DOI：10.1021/ol403365

  日期：——
• v. Braun; Engel, Chemische Berichte, 1924, vol. 57, p. 193
  作者：v. Braun、Engel

  DOI：——

  日期：——