2-(3-Bromo-benzylsulfanyl)-ethylamine | 143627-47-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-(3-Bromo-benzylsulfanyl)-ethylamine
• 英文别名: 2-[(3-bromophenyl)methylsulfanyl]ethanamine
• CAS: 143627-47-8
• 化学式: C₉H₁₂BrNS
• 分子量: 246.171
• InChiKey: DREYSFLGDTXWSA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  12
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  51.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-(3-Bromo-benzylsulfanyl)-ethylamine 在 盐酸 作用下， 反应 1.25h， 生成
  参考文献：
  名称：

  Buschauer; Lachenmayr; Schunack, Pharmazie, 1991, vol. 46, # 12, p. 840 - 845

  摘要：

  DOI：
• 作为产物：
  描述：

  巯基乙胺 、 alkaline earth salt of/the/ methylsulfuric acid 在 lithium hydroxide 作用下， 以 甲醇 、 水 为溶剂， 反应 2.0h， 生成 2-(3-Bromo-benzylsulfanyl)-ethylamine
  参考文献：
  名称：

  相转移催化氧化Pummerer型转化对映体合成N，S-缩醛

  摘要：

  据报道，这是首次使用相转移催化的对映体选择性氧化氧化Pummerer型转化，以提供对映体富集的含硫杂环。该反应包括将硫化物直接氧化成硫鎓中间体，然后进行不对称分子内亲核加成反应，形成具有中等至高对映体选择性的手性环状N，S-缩醛。进行氘标记实验以鉴定该过程的立体鉴别步骤。通过多维相关和DFT计算对反应过渡态进行进一步分析，突出了催化剂与底物之间存在一组弱的非共价相互作用，这些相互作用决定了反应的对映选择性。

  DOI：

  10.1002/anie.201711277

文献信息

• COMPOSITIONS AND METHODS FOR INHIBITING BETA AMYLOID SECRETION
  申请人：Smith Jonathan D.

  公开号：US20130158112A1

  公开（公告）日：2013-06-20

  A pharmaceutical composition for inhibiting amyloid beta peptide in a subject includes a compound having the formula (I): where M is selected from a substituted or unsubstituted alkyl, halo, alkoxy, aryl, cyclic, or heterocyclic group; p is an integer from 0-3; X 1 is a 3-9 atoms in length linker connecting A and B; B is selected from a substituted or unsubstituted aryl, alkoxy or amine group; and a pharmaceutically acceptable salt thereof; and a pharmaceutical carrier.

  一种用于抑制受体内淀粉样蛋白β的药物组合物包括具有以下式(I)的化合物： 其中M从取代或未取代的烷基、卤素、烷氧基、芳基、环状或杂环基中选择； p是0-3之间的整数； X1是一个连接A和B的长度为3-9个原子的连接物； B从取代或未取代的芳基、烷氧基或胺基中选择；以及其药学上可接受的盐；和药用载体。
• Synthesis and biological activities of novel trifluoromethylpyridine amide derivatives containing sulfur moieties
  作者：S. X. Guo、F. He、A. L. Dai、R. F. Zhang、S. H. Chen、J. Wu

  DOI：10.1039/d0ra07301f

  日期：——

  A series of trifluoromethylpyridine amide derivatives containing sulfur moieties (thioether, sulfone and sulfoxide) was designed and synthesized. Their antibacterial activities against Xanthomonas oryzae pv. oryzae (Xoo), Ralstonia solanacearum (R. solanacearum) and insecticidal activities against P. xylostella were evaluated. Notably, the half-maximal effective concentration (EC50) value of sulfone-containing

  设计并合成了一系列含硫基团（硫醚、砜和亚砜）的三氟甲基吡啶酰胺衍生物。它们对米黄单胞菌(Xanthomonas oryzae pv. ) 的抗菌活性。评估了米曲霉( Xoo )、青枯雷尔斯顿菌( R. solanacearum ) 和针对小菜蛾的杀虫活性。值得注意的是，含砜化合物F10相对于Xoo的半最大有效浓度（EC 50 ）值为83 mg L -1，优于商业噻二唑铜（97 mg L -1）和双噻唑（112 mg L -1 ） 。 −1 )。含硫醚化合物E1、E3、E5、E6、E10、E11和E13对青枯菌表现出更高的活性，EC 50值为40至78 mg L -1，远低于噻二唑铜（87 mg L -1）和双噻唑（124 mg L -1）。一般来说，大多数含砜化合物和含亚砜化合物对Xoo表现出比相应的含硫醚化合物更高的活性，但大多数含硫醚化合物对青枯菌具有更高的抗菌活性。此外，标题化合物E
• Synthesis and Biological Evaluation of Analogues of a Novel Inhibitor of β-Amyloid Secretion
  作者：Enakshi Chakrabarti、Subrata Ghosh、Sushabhan Sadhukhan、Lawrence Sayre、Gregory P. Tochtrop、Jonathan D. Smith

  DOI：10.1021/jm100308g

  日期：2010.7.22

  A drug library of 17200 compounds was screened to select small molecules that inhibit the secretion of amyloid beta peptide (Am, the major component of Alzheimer disease senile plaques, from a human neuronal cell line. Twenty-nine hits were validated that decreased A beta secretion by >40% at 10 mu M, for a 0.17% hit rate. A lead hit was selected for further study based on its activity and low cytotoxicity, and it was found to inhibit A beta secretion through activation of the alpha-secretase pathway. Twenty-four commercially available and 53 synthesized analogues were analyzed for activity. Selected analogues were evaluated for biological stability by incubation with hepatoma cells and for transcellular permeability using Caco-2 cell monolayers. The analogue with the best permeability was evaluated in 2-month old amyloid precursor protein transgenic mice and found to acutely reduce cerebral A beta levels by 40% after a single iv administration.
• A new strategy for the synthesis of β-benzylmercaptoethylamine derivatives
  作者：Subrata Ghosh、Gregory P. Tochtrop

  DOI：10.1016/j.tetlet.2009.01.133

  日期：2009.4

  Here, we describe a new experimental approach to the synthesis of the beta-benzylmercaptoethylamine functionality, and illustrate its synthetic utility in multi-component reactions. Although prevalent in modern organic synthesis, no general methods have been described for this functionality. Using a carefully developed LiOH-water-ethanol reaction mixture, we were able to produce a diverse collection of beta-benzylmercaptoethylamines containing a range of sensitive functional groups in excellent yields. To further illustrate their utility in molecular library synthesis, we also report the use of beta-benzylmercaptoethylamines in five different multi-component reactions. (C) 2009 Elsevier Ltd. All rights reserved.
• Buschauer; Lachenmayr; Schunack, Pharmazie, 1991, vol. 46, # 12, p. 840 - 845
  作者：Buschauer、Lachenmayr、Schunack

  DOI：——

  日期：——