2,2,2-triphenylethanethioic S-acid | 875821-46-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 三苯基化合物
• 英文名称: 2,2,2-triphenylethanethioic S-acid
• CAS: 875821-46-8
• 化学式: C₂₀H₁₆OS
• 分子量: 304.412
• InChiKey: KVRIDDYYZNVBDE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  18.1
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-acetamido-3-(benzo[d]thiazol-2-yldisulfaneyl)-N-butyl-3-methylbutanamide 、 2,2,2-triphenylethanethioic S-acid 以 氯仿 为溶剂， 反应 0.17h， 生成 SS-(3-acetamido-4-(butylamino)-2-methyl-4-oxobutan-2-yl) 2,2,2-triphenylethane(dithioperoxoate)
  参考文献：
  名称：

  Controllable Hydrogen Sulfide Donors and Their Activity against Myocardial Ischemia-Reperfusion Injury

  摘要：

  Hydrogen sulfide (H2S), known as an important cellular signaling molecule, plays critical roles in many physiological and/or pathological processes. Modulation of H2S levels could have tremendous therapeutic value. However, the study on H2S has been hindered due to the lack of controllable H2S releasing agents that could mimic the slow and moderate H2S release in vivo. In this work we report the design, synthesis, and biological evaluation of a new class of controllable H2S donors. Twenty-five donors were prepared and tested. Their structures were based on a perthiol template, which was suggested to be involved in H2S biosynthesis. H2S release mechanism from these donors was studied and proved to be thiol-dependent. We also developed a series of cell based assays to access their H2S-related activities. H9c2 cardiac rnyocytes were used M these experiments. We tested lead donors cytotoxicity and confirmed their H2S production in cells. Finally we demonstrated that selected donors showed potent protective effects in an in vivo murine model of myocardial ischemia-reperfuSion injury, through a H2S-related mechanism.

  DOI：

  10.1021/cb400090d

文献信息

• Pest control agents
  申请人：Goto Kimihiko

  公开号：US20060281780A1

  公开（公告）日：2006-12-14

  There is provided a pest control agent comprising a compound represented by formula (I) as active ingredient.
• US7491738B2
  申请人：——

  公开号：US7491738B2

  公开（公告）日：2009-02-17
• Controllable Hydrogen Sulfide Donors and Their Activity against Myocardial Ischemia-Reperfusion Injury
  作者：Yu Zhao、Shashi Bhushan、Chuntao Yang、Hiroyuki Otsuka、Jason D. Stein、Armando Pacheco、Bo Peng、Nelmi O. Devarie-Baez、Hector C. Aguilar、David J. Lefer、Ming Xian

  DOI：10.1021/cb400090d

  日期：2013.6.21

  Hydrogen sulfide (H2S), known as an important cellular signaling molecule, plays critical roles in many physiological and/or pathological processes. Modulation of H2S levels could have tremendous therapeutic value. However, the study on H2S has been hindered due to the lack of controllable H2S releasing agents that could mimic the slow and moderate H2S release in vivo. In this work we report the design, synthesis, and biological evaluation of a new class of controllable H2S donors. Twenty-five donors were prepared and tested. Their structures were based on a perthiol template, which was suggested to be involved in H2S biosynthesis. H2S release mechanism from these donors was studied and proved to be thiol-dependent. We also developed a series of cell based assays to access their H2S-related activities. H9c2 cardiac rnyocytes were used M these experiments. We tested lead donors cytotoxicity and confirmed their H2S production in cells. Finally we demonstrated that selected donors showed potent protective effects in an in vivo murine model of myocardial ischemia-reperfuSion injury, through a H2S-related mechanism.