2',4'-Dinitro-2-amino-diphenylsulfid | 14393-62-5

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 2',4'-Dinitro-2-amino-diphenylsulfid
• 英文别名: 2-[(2,4-Dinitrophenyl)thio]aniline；2-(2,4-dinitrophenyl)sulfanylaniline
• CAS: 14393-62-5
• 化学式: C₁₂H₉N₃O₄S
• 分子量: 291.287
• InChiKey: NJAHRSCGCZDFPB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  143
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2',4'-Dinitro-2-amino-diphenylsulfid 在 吡啶 、 potassium hydroxide 作用下， 以 水 、 丙酮 为溶剂， 反应 5.0h， 生成 10H-苯并噻嗪,3-硝基-
  参考文献：
  名称：

  TRICYCLIC HETEROAROMATIC COMPOUNDS AS ALPHA-SYNUCLEIN LIGANDS

  摘要：

  描述了吩噻嗪、苯并恶嗪和苯并嗪化合物的衍生物及其作为α-突触核蛋白配体的用途。还描述了使用这些化合物及其放射性标记类似物用于检测、监测和治疗突触核蛋白病，包括帕金森病的方法。

  公开号：

  US20130315825A1
• 作为产物：
  描述：

  2-氨基-2'-硝基二苯硫醚 生成 2',4'-Dinitro-2-amino-diphenylsulfid
  参考文献：
  名称：

  Bowden, Keith; Williams, Philip R., Journal of the Chemical Society. Perkin transactions II, 1991, # 2, p. 215 - 224

  摘要：

  DOI：
• 作为试剂：
  描述：

  1-氯-2,4-二硝基苯 、 2-氨基苯硫醇 、 sodium hydroxide 在 乙醇 、 2',4'-Dinitro-2-amino-diphenylsulfid 作用下， 以 乙醇 为溶剂， 反应 2.0h， 以to obtain 2-((2,4-dinitrophenyl)thio)aniline (Compound 9c) as a yellow solid (11.4 g, 88%)的产率得到2',4'-Dinitro-2-amino-diphenylsulfid
  参考文献：
  名称：

  TRICYCLIC HETEROAROMATIC COMPOUNDS AS ALPHA-SYNUCLEIN LIGANDS

  摘要：

  本文介绍了苯并噻嗪、苯并噁嗪和苯并咪唑化合物的衍生物及其作为α-突触核蛋白配体的用途。还介绍了使用这些化合物及其放射性标记类似物检测、监测和治疗突触核蛋白病，包括帕金森病的方法。

  公开号：

  US20130315825A1

文献信息

• Design of OFF/ON fluorescent thiol probes based on coumarin fluorophore
  作者：Wei Sun、Jing Li、WenHua Li、LiJuan Su、LuPei Du、MinYong Li

  DOI：10.1007/s11426-012-4601-2

  日期：2012.9

  This paper presents a series of first- and second-generation click-modified coumarin-based fluorescent probes for thiols. These molecules demonstrate high turn-on fluorescent response and good selectivity towards aromatic thiols over other relevant reactive sulfur species, reactive oxygen species and common nucleophiles. Moreover, probe 1a can detect thiols in the reduced rabbit plasma sample. Therefore, this approach provides a particularly impressive tool for detecting thiol in biological systems.

  本文介绍了一系列一、二代点击修饰的香豆素基荧光探针用于硫醇的检测。这些分子展现出对芳香硫醇的高开启荧光响应及良好的选择性，优于其他相关的活性硫物种、活性氧物种及常见亲核体。此外，探针1a能够在还原的兔血浆样本中检测硫醇。因此，该方法为生物系统中硫醇的检测提供了特别引人注目的工具。
• Synthesis and in vitro evaluation of α-synuclein ligands
  作者：Lihai Yu、Jinquan Cui、Prashanth K. Padakanti、Laura Engel、Devika P. Bagchi、Paul T. Kotzbauer、Zhude Tu

  DOI：10.1016/j.bmc.2012.06.023

  日期：2012.8

  Accumulation of misfolded alpha-synuclein in Lewy bodies and Lewy neurites is the pathological hallmark of Parkinson's disease (PD). To identify ligands having high binding potency toward aggregated alpha-synuclein, we synthesized a series of phenothiazine derivatives and assessed their binding affinity to recombinant alpha-synuclein fibrils using a fluorescent thioflavin T competition assay. Among 16 new analogues, the in vitro data suggest that compound 11b has high affinity to alpha-synuclein fibrils (K-i = 32.10 +/- 1.25 nM) and compounds 11d, 16a and 16b have moderate affinity to alpha-synuclein fibrils (K-i approximate to 50-100 nM). Further optimization of the structure of these analogues may yield compounds with high affinity and selectivity for aggregated alpha-synuclein. (C) 2012 Elsevier Ltd. All rights reserved.
• N-Acylaminophenothiazines: Neuroprotective agents displaying multifunctional activities for a potential treatment of Alzheimer’s disease
  作者：Gema C. González-Muñoz、Mariana P. Arce、Beatriz López、Concepción Pérez、Alejandro Romero、Laura del Barrio、María Dolores Martín-de-Saavedra、Javier Egea、Rafael León、Mercedes Villarroya、Manuela G. López、Antonio G. García、Santiago Conde、María Isabel Rodríguez-Franco

  DOI：10.1016/j.ejmech.2011.03.003

  日期：2011.6

  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.
• 74. A rearrangement of o-benzamido-sulphides
  作者：Christian F. Wight、Samuel Smiles

  DOI：10.1039/jr9350000340

  日期：——
• 42. A rearrangement of o-acetamido-sulphones and -sulphides
  作者：Wilfrid J. Evans、Samuel Smiles

  DOI：10.1039/jr9350000181

  日期：——