methyl 2-[2-methoxy-4-(3-thioxo-3H-1,2-dithiol-5-yl)phenoxy]acetate | 856359-61-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: methyl 2-[2-methoxy-4-(3-thioxo-3H-1,2-dithiol-5-yl)phenoxy]acetate
• 英文别名: methyl [2-methoxy-4-(3-thioxo-3H-1,2-dithiol-5-yl)phenoxy]acetate；[2-methoxy-4-(5-thioxo-5H-[1,2]dithiol-3-yl)-phenoxy]-acetic acid methyl ester；[2-Methoxy-4-(5-thioxo-5H-[1,2]dithiol-3-yl)-phenoxy]-essigsaeure-methylester；Methyl 2-[2-methoxy-4-(5-sulfanylidenedithiol-3-yl)phenoxy]acetate；methyl 2-[2-methoxy-4-(5-sulfanylidenedithiol-3-yl)phenoxy]acetate
• CAS: 856359-61-0
• 化学式: C₁₃H₁₂O₄S₃
• 分子量: 328.434
• InChiKey: YHVIHSZDTYTUDW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  20
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  127
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  methyl 2-[2-methoxy-4-(3-thioxo-3H-1,2-dithiol-5-yl)phenoxy]acetate 在 硫酸 、 溶剂黄146 作用下， 反应 1.5h， 以62.2%的产率得到2-(2-methoxy-4-(5-thioxo-5H-1,2-dithiol-3-yl)phenoxy)acetic acid
  参考文献：
  名称：

  Controlled release of hydrogen sulfide significantly reduces ROS stress and increases dopamine levels in transgenic C. elegans

  摘要：

  已经开发出一种新型的肽基系统，它展示出缓慢和持续的H₂S释放，从而减少过氧化氢诱导的氧化应激，并增加转基因C. elegans模型中的多巴胺水平。

  DOI：

  10.1039/c9cc05153h
• 作为产物：
  描述：

  (2-methoxy-4-propenyl-phenoxy)-acetic acid methyl ester 在 sulfur 作用下， 生成 methyl 2-[2-methoxy-4-(3-thioxo-3H-1,2-dithiol-5-yl)phenoxy]acetate
  参考文献：
  名称：

  Lozac'h; Mollier, Bulletin de la Societe Chimique de France, 1950, p. 1243

  摘要：

  DOI：

文献信息

• Controlled release of hydrogen sulfide significantly reduces ROS stress and increases dopamine levels in transgenic <i>C. elegans</i>
  作者：Rafat Ali、Hilal Ahmad Pal、Rohil Hameed、Aamir Nazir、Sandeep Verma

  DOI：10.1039/c9cc05153h

  日期：——

  A novel peptide based system has been developed that exhibits slow and sustained H₂S release thereby reducing hydrogen peroxide-induced oxidative stress and increasing dopamine levels in a transgenic C. elegans model.

  已经开发出一种新型的肽基系统，它展示出缓慢和持续的H₂S释放，从而减少过氧化氢诱导的氧化应激，并增加转基因C. elegans模型中的多巴胺水平。
• [EN] NEW ANTICANCER COMPOUNDS<br/>[FR] NOUVEAUX COMPOSÉS ANTICANCERS
  申请人：SULFIDRIS S R L

  公开号：WO2009065926A3

  公开（公告）日：2009-07-30
• New aryldithiolethione derivatives as potent histone deacetylase inhibitors
  作者：Valerio Tazzari、Graziella Cappelletti、Manolo Casagrande、Elena Perrino、Luigi Renzi、Piero Del Soldato、Anna Sparatore

  DOI：10.1016/j.bmc.2010.05.011

  日期：2010.6.15

  A series of dithiolethione derivatives was synthesized and the in vitro HDAC inhibitory activity was tested. The most active compounds, 1 and 2, exhibited an IC50 in nM range with a strong hyperacetylation of histone H4 in A549 cells. The HDAC inhibitory activity comparable to that of SAHA and the inhibition of A549 cell proliferation suggest that these compounds are worthy of further studies as potential anticancer agents. (C) 2010 Elsevier Ltd. All rights reserved.
• Lozac'h; Mollier, Bulletin de la Societe Chimique de France, 1950, p. 1243
  作者：Lozac'h、Mollier

  DOI：——

  日期：——
• Multiple Actions of H₂S-Releasing Peptides in Human β-Amyloid Expressing <i>C. elegans</i>
  作者：Rafat Ali、Rohil Hameed、Divya Chauhan、Shantanu Sen、Muhammad Wahajuddin、Aamir Nazir、Sandeep Verma

  DOI：10.1021/acschemneuro.2c00402

  日期：2022.12.7