N-(4-chlorobenzyl)-1-(5-nitrothiophen-2-yl)-N-(pyridin-3-ylmethyl)methanamine hydrochloride | 1437786-86-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩类
• 英文名称: N-(4-chlorobenzyl)-1-(5-nitrothiophen-2-yl)-N-(pyridin-3-ylmethyl)methanamine hydrochloride
• 英文别名: 1-(4-chlorophenyl)-N-[(5-nitrothiophen-2-yl)methyl]-N-(pyridin-3-ylmethyl)methanamine;hydrochloride
• CAS: 1437786-86-1
• 化学式: C₁₈H₁₆ClN₃O₂S*ClH
• 分子量: 410.324
• InChiKey: FCXJVUCBQVXFSC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.33
• 重原子数：
  26
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  90.2
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  5-硝基噻吩-2-甲醛 在 sodium cyanoborohydride 、 溶剂黄146 作用下， 以 乙醇 、 二氯甲烷 、 1,2-二氯乙烷 为溶剂， 反应 16.25h， 生成 N-(4-chlorobenzyl)-1-(5-nitrothiophen-2-yl)-N-(pyridin-3-ylmethyl)methanamine hydrochloride
  参考文献：
  名称：

  Optimized Chemical Probes for REV-ERBα

  摘要：

  REV-ERB alpha has emerged as an important target for regulation of circadian rhythm and its associated physiology. Herein, we report on the optimization of a series of REV-ERB alpha agonists based on G5K4112 (1) for potency, selectivity, and bioavailability.(1) Potent REV-ERB alpha agonists 4, 10, 16, and 23 are detailed for their ability to suppress BMAL and IL-6 expression from human cells while also demonstrating excellent selectivity over LAR alpha. Amine 4 demonstrated in vivo bioavailability after either iv or oral dosing.

  DOI：

  10.1021/jm400458q

文献信息

• Optimized Chemical Probes for REV-ERBα
  作者：Ryan P. Trump、Stefano Bresciani、Anthony W. J. Cooper、James P. Tellam、Justyna Wojno、John Blaikley、Lisa A. Orband-Miller、Jennifer A. Kashatus、Mohamed Boudjelal、Helen C. Dawson、Andrew Loudon、David Ray、Daniel Grant、Stuart N. Farrow、Timothy M. Willson、Nicholas C. O. Tomkinson

  DOI：10.1021/jm400458q

  日期：2013.6.13

  REV-ERB alpha has emerged as an important target for regulation of circadian rhythm and its associated physiology. Herein, we report on the optimization of a series of REV-ERB alpha agonists based on G5K4112 (1) for potency, selectivity, and bioavailability.(1) Potent REV-ERB alpha agonists 4, 10, 16, and 23 are detailed for their ability to suppress BMAL and IL-6 expression from human cells while also demonstrating excellent selectivity over LAR alpha. Amine 4 demonstrated in vivo bioavailability after either iv or oral dosing.