4,5-双(4-甲氧基苯基)异噻唑 | 1041424-85-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 中文名称: 4,5-双(4-甲氧基苯基)异噻唑
• 英文名称: 4,5-bis(4-methoxyphenyl)isothiazole
• 英文别名: 4,5-di(4-methoxyphenyl)-isothiazole；4,5-bis(4-methoxyphenyl)-1,2-thiazole
• CAS: 1041424-85-4
• 化学式: C₁₇H₁₅NO₂S
• 分子量: 297.378
• InChiKey: COPANKICKKUPAC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  59.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4,5-双(4-甲氧基苯基)异噻唑 在 双氧水 作用下， 以 溶剂黄146 为溶剂， 反应 0.33h， 生成 4,5-di(4-methoxyphenyl)-isothiazole-3(2H)-on-1,1-dioxide
  参考文献：
  名称：

  关于 COX-1 抑制和羟基自由基清除活性相关性的研究

  摘要：

  目的是在分别具有羧酸和酯功能的化合物的羟基自由基清除特性的背景下研究 COX-1 抑制功效。一般来说，酸是比相应的酯更有效的自由基清除剂，但与它们的 COX-1 抑制效力没有明显的相关性。讨论了一种可行的羧酸清除机制。

  DOI：

  10.1002/ardp.200700247
• 作为产物：
  描述：

  1-(4-methoxyphenyl)-1-chloro-2-(4-methoxyphenyl)-2-formylethylene 在 硫氰酸铵 作用下， 以 丙酮 为溶剂， 反应 3.5h， 以60%的产率得到4,5-双(4-甲氧基苯基)异噻唑
  参考文献：
  名称：

  关于 COX-1 抑制和羟基自由基清除活性相关性的研究

  摘要：

  目的是在分别具有羧酸和酯功能的化合物的羟基自由基清除特性的背景下研究 COX-1 抑制功效。一般来说，酸是比相应的酯更有效的自由基清除剂，但与它们的 COX-1 抑制效力没有明显的相关性。讨论了一种可行的羧酸清除机制。

  DOI：

  10.1002/ardp.200700247

文献信息

• Multicomponent reaction for the first synthesis of 2,2-dialkyl- and 2-alkyl-2-aralkyl-5,6-diaryl-2H-1,3-thiazines as scaffolds for various 3,4-dihydro-2H-1,3-thiazine derivatives
  作者：Fabian Brockmeyer、Robin Schoemaker、Marc Schmidtmann、Jürgen Martens

  DOI：10.1039/c4ob00866a

  日期：——

  2H-1,3-thiazines, prepared via a novel and efficient multicomponent reaction, can be used as scaffolds for the synthesis of diverse 3,4-dihydro-2H-1,3-thiazines.

  通过一种新颖高效的多组分反应制备的2H-1,3-噻嗪可以作为合成多样化的3,4-二氢-2H-1,3-噻嗪的支架。
• Diaryl-dithiolanes and -isothiazoles: COX-1/COX-2 and 5-LOX-inhibitory, OH scavenging and anti-adhesive activities
  作者：Michael Scholz、Holger K. Ulbrich、Oliver Soehnlein、Lennart Lindbom、Andreas Mattern、Gerd Dannhardt

  DOI：10.1016/j.bmc.2008.11.074

  日期：2009.1

  Three series of non-steroidal anti-inflammatory drugs (NSAIDs) inhibiting the cyclooxygenase/5-lipoxygenase (COX/5-LOX) pathways as such as formation of hydroxyl radicals and adhesion were prepared: 4,5-diaryl isothiazoles, 4,5-diaryl 3H-1,2-dithiole-3-thiones and 4,5-diaryl 3H-1,2-dithiole-3-ones. The aim of the present study was to develop substances which can intervene into the inflammatory processes via different mechanisms of action as multiple target non-steroidal anti-inflammatory drugs (MTNSAIDs) with increased anti-inflammatory potential. The current lead 11a was evaluated in COX-1/2, 5-LOX and (OH)-O-center dot scavenging in vitro assays and in a static adhesion assay where it proved to inhibit adhesion. Moreover, 11a treatment attenuated expression of macrophage adhesion molecule-1 (Mac-1) on extravasated polymorphonuclear leukocytes (PMNs) which indicates that the activation was reduced. The assays used are predictive for the in vivo efficacy of test compounds as shown for 11a in a peritonitis model of acute inflammation in mice. Thus, the novel 5-LOX/COX and (OH)-O-center dot inhibitor 11a possesses anti-inflammatory activity that, in addition to COX/5-LOX inhibition, implicates effects on leukocyte-endothelial interactions. (C) 2008 Elsevier Ltd. All rights reserved.
• Investigations Concerning the Correlation of COX-1 Inhibitory and Hydroxyl Radical Scavenging Activity
  作者：Michael Scholz、Holger Ulbrich、Andreas Mattern、Jan-Peter Kramb、Werner Kiefer、Gerd Dannhardt

  DOI：10.1002/ardp.200700247

  日期：2008.5

  to study the COX‐1 inhibiting efficacy in context with hydroxyl radical scavenging properties of compounds bearing a carboxylic acid and ester function, respectively. In general, the acids are more potent radical scavengers than the corresponding esters but there is no clear correlation with their COX‐1 inhibiting potencies. A feasible scavenging mechanism of carboxylic acids is discussed.

  目的是在分别具有羧酸和酯功能的化合物的羟基自由基清除特性的背景下研究 COX-1 抑制功效。一般来说，酸是比相应的酯更有效的自由基清除剂，但与它们的 COX-1 抑制效力没有明显的相关性。讨论了一种可行的羧酸清除机制。