N-(3-bromopropyl)-p-anisidine | 1612888-48-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: N-(3-bromopropyl)-p-anisidine
• 英文别名: N-(3-bromopropyl)-4-methoxyaniline
• CAS: 1612888-48-8
• 化学式: C₁₀H₁₄BrNO
• 分子量: 244.131
• InChiKey: XVYZLPLRYBNPRC-UHFFFAOYSA-N

物化性质

• 沸点：
  343.5±27.0 °C(predicted)
• 密度：
  1.363±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.89
• 重原子数：
  13.0
• 可旋转键数：
  5.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  21.26
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  N-(3-bromopropyl)-p-anisidine 在 sodium hydride 、 三乙胺 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 4.5h， 生成 1,3-bis(4-methoxyphenyl)tetrahydropyrimidin-2(1H)-one
  参考文献：
  名称：

  Novel estrogen receptor (ER) modulators containing various hydrophobic bent-core structures

  摘要：

  We previously discovered m-carborane-containing estrogen receptor (ER) modulator 4, which exhibits weak ER-agonistic and antagonistic activities in transactivation assays. With the aim of developing novel ER partial agonists, we designed and synthesized various analogues of 4 with a bent-core structure, that is, pseudo cyclic structure (5), tetrahydropyrimidinone (6), m-benzene (7), adamantane (8), and 9,1 0-dimethyl-m-carborane (9), in place of the m-carborane moiety. Compound 9 showed greater binding affinity than 4 in ER-binding assay using [6,7-H-3-17 beta-estradiol and was a more effective partial agonist than 4 in MCF-7 cell proliferation assay. It appears to be a promising candidate as a selective ER modulator (SERM). (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2014.04.022
• 作为产物：
  描述：

  甲氧苯胺 、 1,3-二溴丙烷 以 乙腈 为溶剂， 反应 5.0h， 以24%的产率得到N-(3-bromopropyl)-p-anisidine
  参考文献：
  名称：

  Novel estrogen receptor (ER) modulators containing various hydrophobic bent-core structures

  摘要：

  We previously discovered m-carborane-containing estrogen receptor (ER) modulator 4, which exhibits weak ER-agonistic and antagonistic activities in transactivation assays. With the aim of developing novel ER partial agonists, we designed and synthesized various analogues of 4 with a bent-core structure, that is, pseudo cyclic structure (5), tetrahydropyrimidinone (6), m-benzene (7), adamantane (8), and 9,1 0-dimethyl-m-carborane (9), in place of the m-carborane moiety. Compound 9 showed greater binding affinity than 4 in ER-binding assay using [6,7-H-3-17 beta-estradiol and was a more effective partial agonist than 4 in MCF-7 cell proliferation assay. It appears to be a promising candidate as a selective ER modulator (SERM). (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2014.04.022

文献信息

• Direct Aryl C−H Amination with Primary Amines Using Organic Photoredox Catalysis
  作者：Kaila A. Margrey、Alison Levens、David A. Nicewicz

  DOI：10.1002/anie.201709523

  日期：2017.12.4

  photoredox catalyst under an aerobic atmosphere. A wide variety of primary amines, including amino acids and more complex amines are competent coupling partners. Various electron‐rich aromatics and heteroaromatics are useful scaffolds in this reaction, as are complex, biologically active arenes. We also describe the ability to functionalize arenes that are not oxidized by an acridinium catalyst, such as

  芳烃的直接催化CH胺化是一种强大的合成策略，在制药，农用化学品和材料化学中具有有用的应用。尽管在催化CHH功能化方面取得了进步，但脂肪胺偶联剂的使用仍然受到限制。本文描述的是在需氧气氛下使用using啶光氧化还原催化剂通过直接C H官能化，使用伯胺构建C N键。各种各样的伯胺，包括氨基酸和更复杂的胺都是有效的偶联伙伴。各种富电子芳族化合物和杂芳族化合物以及复杂的具有生物活性的芳烃在该反应中都是有用的支架。我们还描述了功能化未被not啶催化剂（如苯和甲苯）氧化的芳烃的功能，