3-oxo-1,3-diphenylpropyl diethylcarbamodithioate | 30650-98-7

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: 3-oxo-1,3-diphenylpropyl diethylcarbamodithioate
• 英文别名: (3-oxo-1,3-diphenylpropyl) N,N-diethylcarbamodithioate
• CAS: 30650-98-7
• 化学式: C₂₀H₂₃NOS₂
• 分子量: 357.541
• InChiKey: UFIRKRAEHPFCIY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  24
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  77.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  苯甲醛 在 potassium hydroxide 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 24.5h， 生成 3-oxo-1,3-diphenylpropyl diethylcarbamodithioate
  参考文献：
  名称：

  Design, synthesis, molecular docking and biological evaluation of new dithiocarbamates substituted benzimidazole and chalcones as possible chemotherapeutic agents

  摘要：

  A series of novel dithiocarbamates with benzimidazole and chalcone scaffold have been designed synthesised and evaluated for their antimitotic activity. Compounds 4c and 9d display the most promising antimitotic activity with IC50 of 1.66 mu M and 1.52 mu M respectively. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.03.018

文献信息

• Waste-Free and Environment-Friendly Uncatalyzed Synthesis of Dithiocarbamates under Solvent-Free Conditions
  作者：Najmedin Azizi、Mohammad Saidi、Forogh Ebrahimi、Elham Aakbari、Fezzeh Aryanasab

  DOI：10.1055/s-2007-991085

  日期：——

  A mild, convenient, and practical one-pot procedure for the direct synthesis of dithiocarbamates has been developed by condensation of amines, CS 2 , and a Michael acceptor, under solvent-free conditions at room temperature in good to excellent yields.

  一种温和、方便且实用的直接合成二硫代氨基甲酸酯的一锅法已通过胺、CS 2 和迈克尔受体在室温下的无溶剂条件下缩合而成，收率良好至极好。
• Synthesen von Dithiourethanen durch Anlagerungsreaktionen
  作者：N. Kreutzkamp、H. Peschel

  DOI：10.1002/ardp.19713040702

  日期：——

  Ausgehend von Umsetzungen aktivierter Doppelbindungen mit Alkali‐ und Ammonium‐dithio‐carbamaten, die in der Regel nur zu einem Gleichgewicht führen, wurde ein Eintopfverfahren entwickelt, das auf alle Arten ungesättigter Verbindungen mit einer β‐ständigen elektronenanziehenden Gruppe anwendbar ist und die Darstellung substituierter Dithiourethane (3) in hohen Ausbeuten ermöglicht.

  基于活化的双键与碱和二硫代氨基甲酸铵的反应，通常只会导致平衡，开发了一种一锅法，可用于所有类型的 β 吸电子基团的不饱和化合物位置和用于制备取代的二硫代氨基甲酸酯 (3) 使得高产率成为可能。
• <i>S</i>-alkyl Dithiocarbamates Synthesis through Electrochemical Multicomponent Reaction of Thiols, Hydrogen Sulfide, and Isocyanides
  作者：Xiaoying Liu、Tian-cheng Cai、Mengxue Zhu、Yuxuan Liu、Jingjing Xia、Junyan Xie、Lixin Wen、Qing-Wen Gui、Yulong Yin

  DOI：10.1021/acs.joc.3c01017

  日期：2023.9.1

  challenge. In this work, we have successfully developed a multicomponent reaction protocol to convert H2S into S-alkyl dithiocarbamates under constant current conditions. No additional oxidants nor additional catalysts are required, and due to mild conditions, the reactions display a broad substrate scope, including varieties of thiols or disulfides.

  二硫代氨基甲酸盐的合成在许多生物医学和农业化学应用中极其重要，特别是杀菌剂的开发，但仍然是一个巨大的挑战。在这项工作中，我们成功开发了一种多组分反应方案，可在恒流条件下将H 2 S转化为S-烷基二硫代氨基甲酸酯。不需要额外的氧化剂或额外的催化剂，并且由于条件温和，反应显示出广泛的底物范围，包括各种硫醇或二硫化物。
• Synthesis, molecular modeling and biological evaluation of dithiocarbamates as novel antitubulin agents
  作者：Yong Qian、Gao-Yuan Ma、Ying Yang、Kui Cheng、Qing-Zhong Zheng、Wen-Jun Mao、Lei Shi、Jing Zhao、Hai-Liang Zhu

  DOI：10.1016/j.bmc.2010.04.091

  日期：2010.6.15

  A series of novel dithiocarbamate compounds with the chalcone scaffold have been designed and synthesized, and their biological activities were also evaluated as potential antiproliferation and antitubulin polymerization inhibitors. Compound 2n showed the most potent biological activity in vitro, which inhibited the growth of MCF-7 cells with IC(50) of 0.04 +/- 0.01 mu M and the polymerization of tubulin with IC(50) of 6.8 +/- 0.6 mu M. To understand the tubulin-inhibitor interaction and the selectivity of the most active compound towards tubulin, molecular modeling studies were performed to dock compound 2n into the colchicine binding site, which suggested probable inhibition mechanism. (C) 2010 Elsevier Ltd. All rights reserved.
• One-Pot Synthesis of Dithiocarbamates Accelerated in Water
  作者：Najmodin Azizi、Fezzeh Aryanasab、Lalleh Torkiyan、Azim Ziyaei、Mohammad Reza Saidi

  DOI：10.1021/jo060048g

  日期：2006.4.1

  Highly efficient one-pot reactions of amines and carbon disulfide with alpha,beta-unsaturated compounds were carried out in water under a mild and green procedure with high yields.