3-mercapto-N-(2-mercapto-ethyl)-propionamide | 112806-12-9

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 3-mercapto-N-(2-mercapto-ethyl)-propionamide
• 英文别名: 3-mercapto-N-(2-mercaptoethyl)propionamide；3-Sulfanyl-N-(2-sulfanylethyl)propanamide
• CAS: 112806-12-9
• 化学式: C₅H₁₁NOS₂
• 分子量: 165.28
• InChiKey: YGFYQCWXNUBMGL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  9
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  31.1
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-mercapto-N-(2-mercapto-ethyl)-propionamide 在 air 、 Celite 、 cesium fluoride 作用下， 以 乙腈 为溶剂， 反应 120.0h， 以18%的产率得到[1,2,5]dithiazocan-6-one
  参考文献：
  名称：

  Synthesis, redox properties, and conformational analysis of vicinal disulfide ring mimics

  摘要：

  A vicinal disulfide ring (VDR) results from disulfide-bond formation between two adjacent cysteine residues. This eight-membered ring is a rare motif in protein structures and is functionally important to those few proteins that posses it. This article focuses on the construction of strained and unstrained VDR mimics, discernment of the preferred conformation of these mimics, and the determination of their respective disulfide redox potentials. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.11.085
• 作为产物：
  描述：

  3-tritylsulfanyl-N-(2-tritylsulfanyl-ethyl)-propionamide 在 三乙基硅烷 、 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 以92%的产率得到3-mercapto-N-(2-mercapto-ethyl)-propionamide
  参考文献：
  名称：

  Synthesis, redox properties, and conformational analysis of vicinal disulfide ring mimics

  摘要：

  A vicinal disulfide ring (VDR) results from disulfide-bond formation between two adjacent cysteine residues. This eight-membered ring is a rare motif in protein structures and is functionally important to those few proteins that posses it. This article focuses on the construction of strained and unstrained VDR mimics, discernment of the preferred conformation of these mimics, and the determination of their respective disulfide redox potentials. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.11.085

文献信息

• Novel dimercaptoamides, compositions comprising them as reducing agents, and processes for permanently reshaping keratin fibers therewith
  申请人：Philippe Michel

  公开号：US20060013784A1

  公开（公告）日：2006-01-19

  The present disclosure relates to specific dimercaptoamides, reducing compositions for permanently reshaping keratin fibers comprising the dimercaptoamides, for instance, human keratin fibers such as the hair; and processes for reshaping keratin fibers comprising the application of said reducing compositions. The present disclosure also relates to processes for preparing the dimercaptoamides.

  本公开涉及特定的二硫代酰胺，用于永久性重塑角蛋白纤维的还原组合物，例如人类角蛋白纤维，如头发；以及包括应用所述还原组合物在内的重塑角蛋白纤维的过程。本公开还涉及制备二硫代酰胺的过程。
• Synthesis, redox properties, and conformational analysis of vicinal disulfide ring mimics
  作者：Erik L. Ruggles、P. Bruce Deker、Robert J. Hondal

  DOI：10.1016/j.tet.2008.11.085

  日期：2009.2

  A vicinal disulfide ring (VDR) results from disulfide-bond formation between two adjacent cysteine residues. This eight-membered ring is a rare motif in protein structures and is functionally important to those few proteins that posses it. This article focuses on the construction of strained and unstrained VDR mimics, discernment of the preferred conformation of these mimics, and the determination of their respective disulfide redox potentials. (C) 2008 Elsevier Ltd. All rights reserved.