(2-Amino-phenyl)-(4-methoxy-2-nitro-phenyl)-sulfid | 24033-98-5

• 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: (2-Amino-phenyl)-(4-methoxy-2-nitro-phenyl)-sulfid
• 英文别名: 2-[(4-Methoxy-2-nitrophenyl)sulfanyl]aniline；2-(4-methoxy-2-nitrophenyl)sulfanylaniline
• CAS: 24033-98-5
• 化学式: C₁₃H₁₂N₂O₃S
• 分子量: 276.316
• InChiKey: BCETZHAIJWYJAC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  106
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (2-Amino-phenyl)-(4-methoxy-2-nitro-phenyl)-sulfid 在 盐酸 、 1-(3-二甲基氨基丙基)-3-乙基碳二亚胺 作用下， 以 四氢呋喃 、 水 、 乙腈 为溶剂， 反应 27.0h， 生成 N'-{2-[(4-methoxy-2-nitrophenyl)thio]phenyl}-3-(pyrrolidin-1-yl)propanehydrazide
  参考文献：
  名称：

  N-Acylaminophenothiazines: Neuroprotective agents displaying multifunctional activities for a potential treatment of Alzheimer’s disease

  摘要：

  We have previously reported the multifunctional profile of N-(3-chloro-10H-phenothiazin-10-yl)-3-(dimethylamino)propanamide (1) as an effective neuroprotectant and selective butyrylcholinesterase inhibitor. In this paper, we have developed a series of N-acylaminophenothiazines obtained from our compound library or newly synthesised. At micro- and sub-micromolar concentrations, these compounds selectively inhibited butyrylcholinesterase (BuChE), protected neurons against damage caused by both exogenous and mitochondrial free radicals, showed low toxicity, and could penetrate into the CNS. In addition, N-(3-chloro-10H-phenothiazin-10-yl)-2-(pyrrolidin-1-yl)acetamide (11) modulated the cytosolic calcium concentration and protected human neuroblastoma cells against several toxics, such as calcium overload induced by an L-type Ca2+-channel agonist, tau-hyperphosphorylation induced by okadaic acid and A beta peptide. (C) 2011 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2011.03.003
• 作为产物：
  描述：

  2-氨基苯硫醇 、 4-氯-3-硝基苯甲醚 在 potassium hydroxide 作用下， 以 乙醇 为溶剂， 反应 5.0h， 生成 (2-Amino-phenyl)-(4-methoxy-2-nitro-phenyl)-sulfid
  参考文献：
  名称：

  N-Acylaminophenothiazines: Neuroprotective agents displaying multifunctional activities for a potential treatment of Alzheimer’s disease

  摘要：

  We have previously reported the multifunctional profile of N-(3-chloro-10H-phenothiazin-10-yl)-3-(dimethylamino)propanamide (1) as an effective neuroprotectant and selective butyrylcholinesterase inhibitor. In this paper, we have developed a series of N-acylaminophenothiazines obtained from our compound library or newly synthesised. At micro- and sub-micromolar concentrations, these compounds selectively inhibited butyrylcholinesterase (BuChE), protected neurons against damage caused by both exogenous and mitochondrial free radicals, showed low toxicity, and could penetrate into the CNS. In addition, N-(3-chloro-10H-phenothiazin-10-yl)-2-(pyrrolidin-1-yl)acetamide (11) modulated the cytosolic calcium concentration and protected human neuroblastoma cells against several toxics, such as calcium overload induced by an L-type Ca2+-channel agonist, tau-hyperphosphorylation induced by okadaic acid and A beta peptide. (C) 2011 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2011.03.003

文献信息

• Dibenzo[ <i>b</i> , <i>f</i> ][1,4,5]chalcogenadiazepine Photoswitches: Conversion of Excitation Energy into Ring Strain
  作者：Xin Shen、Cefei Zhang、Fengying Lan、Zhishan Su、Yuanqin Zheng、Tingting Zheng、Qin Xiong、Xinyu Xie、Guangxi Du、Xiaohu Zhao、Changwei Hu、Pengchi Deng、Zhipeng Yu

  DOI：10.1002/anie.202209441

  日期：2022.10.10

  Chalcogen-bridged seven-membered cyclic azobenzenes, dibenzo[b,f][1,4,5]chalcogenadiazepine (DBChD), exhibit distinct photo-switching characters with a high-energy E-configuration, especially for sulfur-bridged DBTD with an energy transduction efficiency of 21 % (η) under 445 nm laser activation. Introducing oligothiophene π-EDG on DBTD could further elevate the absorption λmax and coefficient ϵ, reaching

  硫属元素桥接的七元环状偶氮苯二苯并[ b , f ][1,4,5]硫属二氮杂卓 (DBChD) 具有高能 E 构型的独特光开关特性，特别是对于具有高能 E 构型的硫桥接 DBTD在 445 nm 激光激活下，能量转换效率为 21% (η)。在 DBTD 上引入低聚噻吩 π-EDG 可以进一步提高吸收 λ max和系数 ϵ，达到 η=29 %。