1,2-dithia-3-(1-amino-n-pentyl)cyclopentane | 261781-60-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二硫杂环戊烷
• 英文名称: 1,2-dithia-3-(1-amino-n-pentyl)cyclopentane
• 英文别名: 1,2-dithia-3-(5-amino-n-pentyl)cyclopentane；5-(1,2-dithiolan-3-yl) pentanamine；lipoamine；5-(1,2-Dithiolan-3-yl)pentan-1-amine；5-(dithiolan-3-yl)pentan-1-amine
• CAS: 261781-60-6
• 化学式: C₈H₁₇NS₂
• 分子量: 191.362
• InChiKey: KSGAPUFLPGPSIQ-UHFFFAOYSA-N

物化性质

• 沸点：
  290.1±9.0 °C(Predicted)
• 密度：
  1.072±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  11
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  76.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1,2-dithia-3-(1-amino-n-pentyl)cyclopentane 在 盐酸 、 N,N-二异丙基乙胺 、 N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate 作用下， 以 1,4-二氧六环 、 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 生成
  参考文献：
  名称：

  Photocurrent Generation under a Large Dipole Moment Formed by Self-Assembled Monolayers of Helical Peptides Having an N-Ethylcarbazolyl Group

  摘要：

  Self-assembled monolayers (SAMs) of alpha-helical peptides carrying an N-ethylcarbazolyl (ECz) group were prepared. The helical peptide SAMs on a gold surface were characterized by quartz crystal microbalance measurements, cyclic voltammetry, and impedance spectroscopy, showing that a tridecapeptide SAM with the N-terminal binding to gold was packed more densely than that with the C-terminal binding. The helix tilt angles from the surface normal in these peptide SAMs were found to be about 40 degrees on the basis of Fourier transform infrared reflection-absorption spectroscopy. Photocurrent generation of these peptide SAMs in an aqueous solution was investigated by photoexcitation of ECz groups either in the presence of an electron donor or acceptor. In the presence of methyl viologen (electron acceptor), electron donation from a gold surface to an ECz group was observed upon photoexcitation. On the other hand, in the presence of triethanolamine or ethylenediaminetetraacetic acid (electron donor), the direction of photocurrent was reversed. In the case of the anodic photocurrent generation using triethanoamine, the electron donation from an ECz group to a gold surface was accelerated by the helix dipole moment directing toward a gold surface. Furthermore, the electronic coupling between an ECz group and a gold surface through the peptide molecule was found to occur more strongly than that through a saturated hydrocarbon. The helical peptides were therefore shown to be an excellent medium for electron transfer.

  DOI：

  10.1021/ja992769l
• 作为产物：
  描述：

  (+/-)-alpha-硫辛酰胺 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 反应 12.0h， 以42.5%的产率得到1,2-dithia-3-(1-amino-n-pentyl)cyclopentane
  参考文献：
  名称：

  A Cooperative Effect of Bifunctionalized Nanoparticles on Recognition:  Sensing Alkali Ions by Crown and Carboxylate Moieties in Aqueous Media

  摘要：

  本文报道了一种协同效应，即金纳米粒子（GNPs）活性组分的传感效率可以显著受到另一个邻近功能基团的影响。我们之前开发了一种通过15-冠-5-CH2O(CH2)12SH功能化的GNPs在水相中对K+的可视化传感方案。加入K+后，GNP溶液从红色变为蓝色。这种转变是由冠醚与K+形成2比1的夹心配合物引发的，导致由于GNP聚集而引起的表面等离子体吸收红移。在此，我们发现将第二种功能基团硫辛酸（TA）引入GNPs会显著影响冠醚部分的传感效率（15-冠-5-CH2O(CH2)nSH和12-冠-4-CH2O(CH2)nSH，其中n = 4、8和12）。TA和15-冠-5-CH2O(CH2)4S双功能化GNPs对K+识别的速率常数比含有较长亚甲基链的其他纳米粒子快4个数量级以上。在12-冠-4功能化的GNPs对Na+的传感中也发现了相同的长链依赖性。传感性能的差异归因于一种协同效应，即TA的负电性羧酸盐可能预组织冠醚部分以进行K+识别。这种方法通过紫外−可见光谱法应用于测量人尿中的K+和Na+。通过调整GNPs的浓度，K+和Na+的动态范围分别调整为6.25 μM−1.12 mM和0.156−4.00 mM，适用于通过简单地10倍稀释预处理的实际样品。结果（[K+] = 20.3 mM，[Na+] = 45.1 mM）与电感耦合等离子体−原子发射光谱法获得的结果（[K+] = 19.8 mM，[Na+] = 43.8 mM）一致。

  DOI：

  10.1021/ac050443r

文献信息

• Beta-agonist compounds comprising nitric oxide donor groups and reactive oxygen species scavenger groups and their use in the treatment of respiratory disordersB
  申请人：Haj-Yehia Abdullah Ibrahim

  公开号：US20080149097A1

  公开（公告）日：2008-06-26

  The present invention relates to multifunctional β-agonist compounds comprising a reactive oxygen species scavenger group and a nitric oxide donor, and to methods of treating chronic obstructive airway diseases, such as asthma and chronic bronchitis.

  本发明涉及多功能β-激动剂化合物，包括一种反应性氧化物清除剂基团和一种一氧化氮供体，以及治疗慢性阻塞性呼吸道疾病（如哮喘和慢性支气管炎）的方法。
• LIPOIC ACID AND NITROXIDE DERIVATIVES AND USES THEREOF
  申请人：Salzman Andrew Lurie

  公开号：US20130116284A1

  公开（公告）日：2013-05-09

  Provided are bifunctional compounds comprising a poly(ADP-ribose) polymerase (PARP) inhibitor moiety and a reactive oxygen species (ROS) scavenger moiety, more particularly, a lipoic acid or cyclic nitroxide derivative, covalently attached either directly or via a linker, as well as pharmaceutical compositions comprising them. The compounds and pharmaceutical compositions are useful for prevention, treatment, or management of diseases, disorders and conditions associated with elevated PARP activity or expression.

  提供的是双功能化合物，包括聚(ADP-核糖)聚合酶（PARP）抑制剂基团和反应性氧自由基（ROS）清除剂基团，更具体地说，是硫辛酸或环状亚硝基衍生物，直接或通过连接剂共价连接，以及包含它们的制药组合物。这些化合物和制药组合物对于预防、治疗或管理与提高的PARP活性或表达相关的疾病、疾病和病况是有用的。
• A Non-Covalent Strategy for the Assembly of Supramolecular Photocurrent-Generating Systems
  作者：Ernesto Soto、John C. MacDonald、Christopher G. F. Cooper、W. Grant McGimpsey

  DOI：10.1021/ja0289548

  日期：2003.3.1

  Three photocurrent-generating thin films were assembled on gold surfaces. SAM I was constructed from molecules consisting of an alkyl disulfide group linked covalently to a 12-residue helical peptide and terminated with an alanine residue containing a pyrene chromophore. SAM I served as a benchmark for multilayered films II and III in photocurrent generation experiments. Films II and III were assembled from several components that were linked noncovalently by metal-ligand complexation. Cyclic voltammetry and contact angle measurements suggest that the films consist of ordered layers with relatively few defects. Photoexcitation of SAM I by the output of a 350 nm lamp ( approximately 0.2 mW power incident on the sample) results in current generation in the range 5-10 nA/cm2. Photoexcitation of II and III yields higher current in the range 10-30 nA/cm2, representing a quantum efficiency of approximately 1%. The observation of comparable or higher current from noncovalently assembled multicomponent films indicates that this method of assembly may obviate the problems associated with the covalent assembly of devices from large molecules.
• Design and synthesis of novel neuroprotective 1,2-dithiolane/chroman hybrids
  作者：Maria Koufaki、Christina Kiziridi、Xanthippi Alexi、Michael N. Alexis

  DOI：10.1016/j.bmc.2009.07.010

  日期：2009.9.1

  Novel 1,2-dithiolane/chroman hybrids bearing heterocyclic rings such as 1,2,4- and 1,3,4-oxadiazole, 1,2,3-triazole and tetrazole were designed and synthesized. The neuroprotective activity of the new analogues was tested against oxidative stress-induced cell death of glutamate-challenged HT22 hippocampal neurons. Our results show that bioisosteric replacement of amide group in 2-position of the chroman moiety, by 1,3,4- oxadiazole did not affect activity. However, analogue 5 bearing the 1,2,4- oxadiazole moiety showed improved neuroprotective activity. The presence of nitrogen heterocycles strongly influences the neuroprotective activity of 5-substituted chroman derivatives, depending on the nature of heterocycle. Replacement of the amide group of the first generation analogues by 1,2,4- oxadiazole or 1,2,3-triazole resulted in significant improvement of the activity against glutamate induced oxidative stress. (C) 2009 Elsevier Ltd. All rights reserved.
• Antioxidants
  申请人：YISSUM RESEARCH DEVELOPMENT COMPANY OF THE HEBREW UNIVERSITY OF JERUSALEM

  公开号：EP1133487B1

  公开（公告）日：2004-09-15