5-t-butyl-3H-1,2-dithiole-3-thione | 29507-64-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二硫醇
• 英文名称: 5-t-butyl-3H-1,2-dithiole-3-thione
• 英文别名: 5-t-butyl-1,2-dithiole-3-thione；5-(1,1-dimethylethyl)-3H-1,2-dithiole-3-thione；5-tert.-Butyl-dithiol-(1,2)-thion-(3)；5-tert-butyl-[1,2]dithiole-3-thione；5-tert-Butyl-3H-1,2-dithiole-3-thione；5-tert-butyldithiole-3-thione
• CAS: 29507-64-0
• 化学式: C₇H₁₀S₃
• 分子量: 190.354
• InChiKey: UOJANZHJPTXZPP-UHFFFAOYSA-N

物化性质

• 沸点：
  268.3±23.0 °C(Predicted)
• 密度：
  1.24±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  82.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5-t-butyl-3H-1,2-dithiole-3-thione 、 四氰基环氧乙烷 以75%的产率得到t-butyl-5 dithiole-1,2 ylidene-3 malononitrile
  参考文献：
  名称：

  Catel, Jean-Marie; Mollier, Yves, Bulletin de la Societe Chimique de France, 1981, vol. 2, # 3-4, p. 113 - 124

  摘要：

  DOI：
• 作为产物：
  描述：

  特戊酰基乙酸乙酯 在 tetraphosphorus decasulfide 、 六甲基二硅氧烷 、 sulfur 作用下， 以 xylene 为溶剂， 反应 8.0h， 以83%的产率得到5-t-butyl-3H-1,2-dithiole-3-thione
  参考文献：
  名称：

  用五硫化二磷和六甲基二硅氧烷的试剂组合进行亚硫酰化。

  摘要：

  P4S10和六甲基二硅氧烷的组合可将酯，内酯，酰胺，内酰胺和酮有效地转化为其相应的硫代衍生物。在元素硫的存在下，该试剂将3-氧代酯转化为二硫代硫酮。产率与使用劳森试剂获得的产率相当或更高。该方法的优点在于，可以通过简单的水解后处理或通过硅胶过滤而不是通过劳氏试剂所要求的色谱法来除去试剂衍生的副产物。

  DOI：

  10.1021/jo0256742

文献信息

• A Convenient Synthesis of 1,2-Dithietes and 1,2-Dithioxo Compounds Stabilized by Buttressing and Resonance Effects, Respectively, by Sulfuration of Alkynes with Elemental Sulfur
  作者：Keun Soo Choi、Isao Akiyama、Masamatsu Hoshino、Juzo Nakayama

  DOI：10.1246/bcsj.66.623

  日期：1993.2

  Sulfuration of a series of alkynes by elemental sulfur was investigated. Alkynes carrying highly bulky substituents, 2,2,5,5-tetramethyl-3-hexyne (6a), 1,2-di-(1-adamantyl)ethyne (6b), 3,3-dimethyl-1-phenyl-1-butyne (6c), and 1-(1-adamantyl)-2-phenylethyne (6d), reacted with sulfur to give the corresponding stable 1,2-dithietes 7a—d in 46—65% yields. Less hindered alkynes reacted with sulfur to afford 1,4-dithiins and thiophenes as the final products which were derived from the initial products, 1,2-dithietes, via their tautomerization to the corresponding 1,2-dithioxo compounds, while extremely congested alkynes failed to react with sulfur even under forcing conditions. On the other hand, ynamines, a typical electron-rich alkyne, 1-diethylamino-2-phenylthioethyne (6o), 1-diethylamino-2-phenylselenoethyne (6p), and tetraethylethynediamine (6q) were sulfurated under milder conditions to afford resonance-stabilized 1,2-dithioxo compounds 19o—q as the principal products. Mechanism of the formation of 1,2-dithietes, 1,2-dithioxo compounds, and other products is discussed.

  用元素硫对一系列炔烃进行硫化反应进行了研究。带有高度庞大取代基的炔烃，2,2,5,5-四甲基-3-己炔(6a)、1,2-双(1-金刚烷基)乙炔(6b)、3,3-二甲基-1-苯基-1-丁炔(6c)和1-(1-金刚烷基)-2-苯乙炔(6d)，与硫反应得到相应的稳定1,2-二硫杂环己烯7a—d，产率为46—65%。取代基较少的炔烃与硫反应得到1,4-二硫杂苯和噻吩作为最终产物，这些产物由初始产物1,2-二硫杂环己烯通过其互变异构化形成相应的1,2-二硫氧化物得到，而极其拥挤的炔烃即使在强制条件下也无法与硫反应。另一方面，典型的富电子炔烃亚胺，1-二乙氨基-2-苯硫乙炔(6o)、1-二乙氨基-2-苯硒乙炔(6p)和四乙基乙炔二胺(6q)，在较温和的条件下被硫化得到共振稳定的1,2-二硫氧化物19o—q作为主要产物。讨论了1,2-二硫杂环己烯、1,2-二硫氧化物和其他产物的形成机理。
• HYDROGEN SULFIDE RELEASING COMPOUNDS AND THEIR USE
  申请人：THE UNIVERSITY OF EXETER

  公开号：US20150196034A1

  公开（公告）日：2015-07-16

  The invention relates to a compound comprising a mitochondrial targeting group linked to group capable of releasing hydrogen sulfide, or a pharmaceutically acceptable salt thereof, for use in the treatment of the human or animal body by surgery or therapy. The invention also relates to the use of the compound in the treatment of a plant, and to certain forms of the compound.

  该发明涉及一种化合物，其中包括与能释放硫化氢的基团相连的线粒体靶向基团，或者其药用可接受的盐，用于通过手术或治疗治疗人体或动物体。该发明还涉及将该化合物用于植物治疗，以及该化合物的某些形式。
• Convenient one-pot syntheses of 1,2-dithiole-3-thiones and 3-imino-1,2-dithioles from terminal alkynes
  作者：Harry Adams、Amelia J. Hughes、Michael J. Morris、Sophia I.A. Quenby

  DOI：10.1016/j.tetlet.2014.07.104

  日期：2014.9

  reaction of acetylide anions with carbon disulfide or phenyl isothiocyanate followed by addition of sulfur in the presence of a protonating agent such as a primary amine or alcohol affords 1,2-dithiole-3-thiones or 3-imino-1,2-dithioles in good to excellent yields.

  乙炔根阴离子与二硫化碳或异硫氰酸苯酯的反应，然后在质子化剂（例如伯胺或醇）的存在下添加硫，得到1,2-二硫代-3-硫酮或3-亚氨基-1,2-二硫醇产量高到极好。
• Flavopiridol drug combinations and methods with reduced side effects
  申请人：——

  公开号：US20020016293A1

  公开（公告）日：2002-02-07

  This invention provides methods, formulations and kits to reduce the toxicity of flavopiridol and analogs thereof. Disclosed are therapeutics and treatment methods employing such drugs in combination with agents that increase conjugative enzyme activity or glucuronosyltransferase activity, and agents that decrease biliary transport protein activity, such as cyclosporine A, the resultant effects of which are to decrease the significant side effects previously associated with treatment using these drugs. The invention also characterizes specific isoforms of glucuronyltransferase enzymes involved in glucuronidation of flavopiridols and their analogs.

  本发明提供了降低黄连素及其类似物毒性的方法、制剂和试剂盒。本发明公开了采用这类药物与增加共轭酶活性或葡萄糖醛酸基转移酶活性的药剂和降低胆汁转运蛋白活性的药剂（如环孢素 A）联合使用的治疗方法和治疗方法，其结果是减少了以前使用这类药物治疗时的显著副作用。本发明还描述了参与黄烷醇及其类似物葡萄糖醛酸化的葡萄糖醛酸转移酶的特异异构体。
• Synthesis of 3H-1,2-dithiole-3-thiones by a novel oxidative cyclization
  作者：Thomas J. Curphey、H.Howard Joyner

  DOI：10.1016/s0040-4039(00)79295-1

  日期：1993.11

  Reaction of 3-oxo dithioic acids with a combination of hexamethyldisilathiane and N-chlorosuccinimide in the presence of a catalytic amount of imidazole brings about oxidative ring closure to 3H-1,2-dithiole-3-thiones. Yields vary from poor to good.