2-benzothiazolyl allyl disulfide

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻唑类
• 英文名称: 2-benzothiazolyl allyl disulfide
• 英文别名: 2-(allyldisulfanyl)benzothiazole；Allyl benzothiazol-2-yl disulfide；2-(prop-2-enyldisulfanyl)-1,3-benzothiazole
• 化学式: C₁₀H₉NS₃
• 分子量: 239.386
• InChiKey: BTIKOIUASQFSJD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  91.7
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-iodobenzyl thioalcohol 、 2-benzothiazolyl allyl disulfide 以 氯仿 为溶剂， 反应 4.0h， 以95%的产率得到1-iodo-4-[(prop-2-enyldisulfanyl)methyl]benzene
  参考文献：
  名称：

  Synthesis of radioiodine labeled dibenzyl disulfide for evaluation of tumor cell uptake

  摘要：

  Benzyl 4-halobenzyl and ally benzyl disulfide were synthesized as diallyl disulfide analogues and their tumor growth inhibitory effects on the cancer cells (SNU C5 and MCF-7) were comparable to that of diallyl disulfide, indicating that the disulfide functional group was responsible for the tumor growth inhibitory effects. Cu(I)-assisted radioiodination of benzyl 4-bromobenzyl disulfide gave benzyl 4-[I-123/I-125]iodobenzyl disulfide in 30-40% radiochemical yield. The radiolabeled disulfide was taken up by the cancer cells in a time-dependent manner, and the uptake was inhibited by the pretreatment of S-methyl methanethiosulfonate (MMTS), phorone and diallyl disulfide. This study suggested that the radiolabeled dibenzyl disulfide was taken up by the cancer cells via thiol-disulfide exchange and retained inside the cells. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2004.01.002
• 作为产物：
  描述：

  大蒜素 、 2-巯基苯并噻唑 以 甲醇 为溶剂， 以90%的产率得到2-benzothiazolyl allyl disulfide
  参考文献：
  名称：

  铜绿假单胞菌的新型群体感应抑制剂的含二硫键的阿霍烯类似物。

  摘要：

  自22年前被发现以来，被称为群体感应（QS）的细菌细胞间通讯系统已显示出潜在的抗病原性靶标。先前的研究报道大蒜中的阿jo烯抑制机会性人类病原体铜绿假单胞菌的QS 。在这项研究中，通过对内部化合物库的筛选，发现了两种含硫化合物，它们与阿霍烯具有相似的结构，并在生物报告检测中抑制了QS。经过定量结构-活性关系（SAR）研究，合成了25个含二硫键的类似物，并测试了其QS抑制活性。SAR研究表明，烯丙基可以被其他取代基取代，最活跃的是苯并噻唑衍生物（IC 50= 0.56μM）。这些化合物能够降低QS调节的毒力因子（弹性蛋白酶，鼠李糖脂和绿脓素），并在与植入物相关的感染的小鼠模型中成功抑制铜绿假单胞菌的感染。总之，合成化合物的QS抑制活性令人鼓舞，以进一步探索抗菌药物开发中的新类似物。

  DOI：

  10.1021/acs.jmedchem.6b01025

文献信息

• [EN] AZAPHENOTHIAZINES AND AZAPHENOXAZINES AS ANTIOXIDANTS<br/>[FR] AZAPHÉNOTHIAZINES ET AZAPHÉNOXAZINES EN TANT QU'ANTIOXYDANTS
  申请人：UNIV OTTAWA

  公开号：WO2018165760A1

  公开（公告）日：2018-09-20

  The present disclosure relates generally to antioxidants. More particularly, the present disclosure relates to lubricating compositions comprising an antioxidant.

  本公开涉及抗氧化剂。更具体地说，本公开涉及含有抗氧化剂的润滑剂组合物。
• Ashless-friction modifiers for lubricating compositions
  申请人：Saccomando Daniel J.

  公开号：US10590363B2

  公开（公告）日：2020-03-17

  The invention provides a lubricating composition containing an oil of lubricating viscosity and an ashless ketone compound with at least one of a hydroxy group and an ether linkage attached to the carbon atom adjacent to the carbonyl carbon of the ketone, especially α-hydroxyketone. The invention further relates to methods of lubricating an internal combustion engine by supplying the described lubricating composition to the internal combustion engine. The invention further relates to the use of the α-hydroxyketone compound as a friction modifier and an antiwear agent.

  本发明提供了一种润滑组合物，包含具有润滑黏度的油和无灰酮化合物，该无灰酮化合物至少有一个与酮的羰基碳相邻的碳原子上附有羟基或醚键，特别是α-羟基酮。本发明还涉及通过向内燃机供应所述的润滑组合物来润滑内燃机的方法。本发明还涉及将α-羟基酮化合物用作摩擦改性剂和抗磨剂的用途。
• Seal swell agents for lubrication compositions
  申请人：The Lubrizol Corporation

  公开号：US10669504B2

  公开（公告）日：2020-06-02

  The invention relates to a seal swell agent which is a substituted sulfonyldibenzene compound, and lubricating compositions containing the seal swell agent. The substituents on the benzene rings may be hydrocarbyl groups of 4 to 20 carbon atoms or alkylene groups of 1-2 carbon atoms with further functional groups.

  本发明涉及一种密封膨胀剂，该膨胀剂是一种取代的磺酰基二苯化合物，并且包含密封膨胀剂的润滑组合物。苯环上的取代基可以是4至20个碳原子的烃基或1-2个碳原子的烷基，还可以带有进一步的功能基团。
• [EN] LUBRICATING COMPOSITION COMPRISING THIOETHER-SUBSTITUTED PHENOLIC COMPOUND<br/>[FR] COMPOSITION LUBRIFIANTE COMPRENANT UN COMPOSÉ PHÉNOLIQUE À SUBSTITUTION THIOÉTHER
  申请人：LUBRIZOL CORP

  公开号：WO2017083243A1

  公开（公告）日：2017-05-18

  Thioether-substituted phenols that are the reaction product of a thioether-substituted alcohol or thioether-substituted amine and a phenol with at least one pendant acyl group and have a ratio of sulfur groups to phenol groups of at least 1:1 and uses for thioether-substituted phenols. Methods of lubricating an internal combustion engine by contacting the internal combustion engine with a lubricating composition comprising a thioether-substituted phenol. Methods of reducing deposit formation and/or corrosion in an engine using a lubricating composition comprising a thioether-substituted phenol.

  硫醚取代酚类是一种由硫醚取代醇或硫醚取代胺和至少具有一个侧链酰基的酚反应生成的产物，其硫基与酚基的比例至少为1:1，并且硫醚取代酚类的用途。通过将内燃机与含有硫醚取代酚类的润滑组合物接触来润滑内燃机的方法。使用含有硫醚取代酚类的润滑组合物来减少发动机中沉积物的形成和/或腐蚀的方法。
• LUBRICATING COMPOSITION CONTAINING AN ASHLESS TBN BOOSTER
  申请人：The Lubrizol Corporation

  公开号：US20150225664A1

  公开（公告）日：2015-08-13

  The invention provides a lubricating composition containing an oil of lubricating viscosity and a sulfurized aromatic amine compound, especially sulfur coupled aniline. The invention further relates to methods of lubricating an internal combustion engine by supplying the described lubricating composition to the internal combustion engine. The invention further relates to the use of the sulfurized aromatic amine compound as a TBN booster and an antioxidant.

  本发明提供了一种润滑组成物，包含具有润滑黏度的油和硫化芳香胺化合物，特别是硫化偶联苯胺。本发明还涉及通过向内燃机供应所述润滑组成物来润滑内燃机的方法。本发明还涉及将硫化芳香胺化合物用作TBN增强剂和抗氧化剂的用途。