N-[(4-chlorophenyl)methyl]-1-(1-naphthalen-1-ylsulfonylpyrrolidin-3-yl)-N-[(5-nitrothiophen-2-yl)methyl]methanamine | 1384516-41-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: N-[(4-chlorophenyl)methyl]-1-(1-naphthalen-1-ylsulfonylpyrrolidin-3-yl)-N-[(5-nitrothiophen-2-yl)methyl]methanamine
• CAS: 1384516-41-9
• 化学式: C₂₇H₂₆ClN₃O₄S₂
• 分子量: 556.106
• InChiKey: POWWGDXZERDDKC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.2
• 重原子数：
  37
• 可旋转键数：
  8
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  123
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  5-硝基噻吩-2-甲醛 在 三乙酰氧基硼氢化钠 、 溶剂黄146 、 三乙胺 、 三氟乙酸 作用下， 以 二氯甲烷 、 1,2-二氯乙烷 为溶剂， 生成 N-[(4-chlorophenyl)methyl]-1-(1-naphthalen-1-ylsulfonylpyrrolidin-3-yl)-N-[(5-nitrothiophen-2-yl)methyl]methanamine
  参考文献：
  名称：

  Small molecule tertiary amines as agonists of the nuclear hormone receptor Rev-erbα

  摘要：

  The structure-activity relationship study of a small molecule Rev-erb alpha agonist is reported. The potency and efficacy of the agonists in a cell-based assay were optimized as compared to the initial lead. Modest mouse pharmacokinetics coupled with an improved in vitro profile make 12e a suitable in vivo probe to interrogate the functions of Rev-erba in animal models of disease (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.04.126

文献信息

• [EN] MODULATORS OF REV-ERB<br/>[FR] MODULATEURS DE REV-ERB
  申请人：KAMENECKA THEODORE MARK

  公开号：WO2013033310A1

  公开（公告）日：2013-03-07

  The subject matter herein concerns the identification and development of potent synthetic REV-ERB ligands, such as in vivo agonists and antagonists. These compounds allow for characterization of the effects of modulation of this receptor in vivo specifically on circadian behavior and metabolism, and have suitable characteristics for development of medicinal compounds useful for treatment of malconditions such as diabetes, obesity, atherosclerosis, dyslipidemia, a circadian rhythm disorder, coronary artery disease, bipolar disorder, depression, cancer, a sleep disorder, an anxiety disorder, an addiction disorder, or an autoimmune disorder.
• Small molecule tertiary amines as agonists of the nuclear hormone receptor Rev-erbα
  作者：Youseung Shin、Romain Noel、Subhashis Banerjee、Douglas Kojetin、Xinyi Song、Yuanjun He、Li Lin、Michael D. Cameron、Thomas P. Burris、Theodore M. Kamenecka

  DOI：10.1016/j.bmcl.2012.04.126

  日期：2012.7

  The structure-activity relationship study of a small molecule Rev-erb alpha agonist is reported. The potency and efficacy of the agonists in a cell-based assay were optimized as compared to the initial lead. Modest mouse pharmacokinetics coupled with an improved in vitro profile make 12e a suitable in vivo probe to interrogate the functions of Rev-erba in animal models of disease (C) 2012 Elsevier Ltd. All rights reserved.