{2-[(3-氯苄基)硫代]乙基}胺 | 106670-33-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: {2-[(3-氯苄基)硫代]乙基}胺
• 英文名称: β-(3-chlorobenzyl)mercaptoethylamine
• 英文别名: 2-(3-chloro-benzylsulfanyl)-ethylamine；2-[(3-Chlorobenzyl)thio]ethanamine；2-[(3-chlorophenyl)methylsulfanyl]ethanamine
• CAS: 106670-33-1
• 化学式: C₉H₁₂ClNS
• mdl: MFCD09936842
• 分子量: 201.72
• InChiKey: SEPNWHFXXYJXJP-UHFFFAOYSA-N

物化性质

• 沸点：
  302.9±27.0 °C(Predicted)
• 密度：
  1.198±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 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

安全信息

• 海关编码：
  2930909090

反应信息

• 作为反应物：
  描述：

  {2-[(3-氯苄基)硫代]乙基}胺 在 盐酸 作用下， 反应 1.25h， 生成 N-[2-(3-Chloro-benzylsulfanyl)-ethyl]-N'-[3-(1H-imidazol-4-yl)-propyl]-guanidine; hydrochloride
  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：

  半胱胺盐酸盐 、 间氯氯苄 在 lithium hydroxide 作用下， 以 乙醇 、 水 为溶剂， 反应 0.67h， 以86%的产率得到{2-[(3-氯苄基)硫代]乙基}胺
  参考文献：
  名称：

  A new strategy for the synthesis of β-benzylmercaptoethylamine derivatives

  摘要：

  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.

  DOI：

  10.1016/j.tetlet.2009.01.133

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。
• Furan-carboxamide derivatives as novel inhibitors of lethal H5N1 influenza A viruses
  作者：Yongshi Yu、Jie Zheng、Lei Cao、Shu Li、Xiwang Li、Hai-Bing Zhou、Xianjun Liu、Shuwen Wu、Chune Dong

  DOI：10.1039/c7ra00305f

  日期：——

  In this study, we reported the synthesis and biological characterization of a novel series of furan-carboxamide derivatives that were potent inhibitors of the influenza A H5N1 virus. The systematic structure–activity relationship (SAR) studies demonstrated that the 2,5-dimethyl-substituted heterocyclic moiety (furan or thiophene) had significant influence on the anti-influenza activity. In particular

  在这项研究中，我们报道了一系列新型的呋喃甲酰胺衍生物的合成和生物学特性，这些衍生物是甲型H5N1流感病毒的有效抑制剂。系统的结构-活性关系（SAR）研究表明，2,5-二甲基取代的杂环部分（呋喃或噻吩）对抗流感活性具有重要影响。特别地，2，5-二甲基-N-（2-（（（4-硝基苄基）硫代）乙基）-呋喃-3-羧酰胺1a显示出对H5N1病毒的最佳活性，其EC 50值为1.25μM。首次将简单的支架呋喃-羧酰胺衍生物鉴定为致命的H5N1甲型流感病毒的新型抑制剂。
• Imidazolylalkylguanidinderivate, Verfahren zu ihrer Herstellung und diese Verbindungen enthaltende Arzneimittel
  申请人：HEUMANN PHARMA GMBH & CO

  公开号：EP0199845A1

  公开（公告）日：1986-11-05

  Es werden neue Imidazolylalkylguanidinderivate beschrieben, die aufgrund ihrer agonistischen Wirkung auf Histamin-H2-Rezeptoren sowie zum Teil wegen ihrer zusätzlichen H1-antagonistischen Rezeptoraktivität bei Erkrankungen des Herzens, bei bestimmten Formen der Hypertonie sowie bei arteriellen Verschlußkrankheiten eingesetzt werden können. Es handelt sich um Imidazolylalkylguanidinderivate der allgemeinen Formel I:

  本文描述了新的咪唑烷基胍衍生物，由于其对组胺 H2 受体的激动作用，以及部分由于其额外的 H1 拮抗受体活性，这些衍生物可用于治疗心脏病、某些形式的高血压和动脉闭塞性疾病。 这些是通式 I 的咪唑烷基胍衍生物：
• 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.
• US5021431A
  申请人：——

  公开号：US5021431A

  公开（公告）日：1991-06-04