(4-[2-(DIETHYLAMINO)ETHOXY]PHENYL)BORANEDIOL

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: (4-[2-(DIETHYLAMINO)ETHOXY]PHENYL)BORANEDIOL
• 英文别名: (4-(2-(Diethylamino)ethoxy)phenyl)boronic acid；[4-[2-(diethylamino)ethoxy]phenyl]boronic acid
• 化学式: C₁₂H₂₀BNO₃
• 分子量: 237.107
• InChiKey: PYAQQFCVRUHGLY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.09
• 重原子数：
  17
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  52.9
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (4-[2-(DIETHYLAMINO)ETHOXY]PHENYL)BORANEDIOL 在 tris-(dibenzylideneacetone)dipalladium(0) sodium hydroxide 、 氯化亚砜 、 sodium carbonate 作用下， 以 乙二醇二甲醚 、 乙醇 、 水 为溶剂， 生成 乙胺芴酮
  参考文献：
  名称：

  Chronobiotic activity of N-[2-(2,7-dimethoxyfluoren-9-yl)ethyl]-propanamide. Synthesis and melatonergic pharmacology of fluoren-9-ylethyl amides

  摘要：

  A series of fluoren-9-yl ethyl amides (2) were synthesized and evaluated for human melatonin MT1 and MT2 receptor binding. N-[2-(2,7-dimethoxyfluoren-9-yl)ethyl]propanamide (2b) was selected and evaluated in functional assays measuring intrinsic activity at the human MT1 and MT2 receptors and demonstrated full agonism at both receptors. The chronobiotic properties of 2b were demonstrated in both acute and chronic rat models where 2b produced an acute phase advance of 32 min at 1 mg/kg and chronically entrained free-running rats with a mean effective dose of 0.23 mg/kg. Compound 2b is significantly less efficacious than melatonin in constricting human coronary artery. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2004.07.002

文献信息

• Discovery of a novel class of triazolones as Checkpoint Kinase inhibitors—Hit to lead exploration
  作者：Vibha Oza、Susan Ashwell、Patrick Brassil、Jason Breed、Chun Deng、Jay Ezhuthachan、Heather Haye、Candice Horn、James Janetka、Paul Lyne、Nicholas Newcombe、Ludo Otterbien、Martin Pass、Jon Read、Sian Roswell、Mei Su、Dorin Toader、Dingwei Yu、Yan Yu、Anna Valentine、Peter Webborn、Ann White、Sonya Zabludoff、Xiaolan Zheng

  DOI：10.1016/j.bmcl.2010.07.015

  日期：2010.9

  Checkpoint Kinase-1 (Chk1, CHK1, CHEK1) is a Ser/Thr protein kinase that mediates cellular responses to DNA-damage. A novel class of Chk1 inhibitors, triazoloquinolones/triazolones (TZ's) was identified by high throughput screening. The optimization of these hits to provide a lead series is described.
• Discovery of a novel class of 2-ureido thiophene carboxamide checkpoint kinase inhibitors
  作者：James W. Janetka、Lynsie Almeida、Susan Ashwell、Patrick J. Brassil、Kevin Daly、Chun Deng、Thomas Gero、Roberta E. Glynn、Candice L. Horn、Stephanos Ioannidis、Paul Lyne、Nicholas J. Newcombe、Vibha B. Oza、Martin Pass、Stephanie K. Springer、Mei Su、Dorin Toader、Melissa M. Vasbinder、Dingwei Yu、Yan Yu、Sonya D. Zabludoff

  DOI：10.1016/j.bmcl.2008.05.016

  日期：2008.7

  Checkpoint kinase-1 (Chk1, CHEK1) is a Ser/Thr protein kinase that mediates the cellular response to DNA-damage. A novel class of 2-ureido thiophene carboxamide urea (TCU) Chk1 inhibitors is described. Inhibitors in this chemotype were optimized for cellular potency and selectivity over Cdk1. (C) 2008 Elsevier Ltd. All rights reserved.