2-(4-(dimethylamino) benzylideneamino)benzenethiol | 25364-37-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯硫酚类
• 英文名称: 2-(4-(dimethylamino) benzylideneamino)benzenethiol
• 英文别名: 2-[[4-(Dimethylamino)phenyl]methylideneamino]benzenethiol
• CAS: 25364-37-8
• 化学式: C₁₅H₁₆N₂S
• 分子量: 256.371
• InChiKey: XJKXRRHRYORVDE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  16.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(4-(dimethylamino) benzylideneamino)benzenethiol 在 palladium diacetate 作用下， 反应 8.0h， 以70.8%的产率得到(4-苯并噻唑-2-基-苯基)-二甲基-胺
  参考文献：
  名称：

  Pd(OAc)2 catalyzed synthesis of 2-aryl- and 2-heteroaryl-benzoxazoles and benzothiazoles in imidazolium ionic liquids (ILs) without additives and with recycling/reuse of the IL

  摘要：

  A facile, high yielding, method for the synthesis of a library of 2-aryl- and 2-heteroaryl-benzoxazoles and benzothiazoles from readily available Schiff bases is reported employing catalytic amounts of Pd(OAc)(2) in imidazolium ionic liquids (bmim)BF4 and (bmim)PF6 without ligands and/or additives. Simple product isolation and recycling/re-use of the IL are additional advantages of this method. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.05.155
• 作为产物：
  描述：

  2-氨基苯硫醇 、 对二甲氨基苯甲醛 以 乙醇 为溶剂， 反应 5.0h， 以68%的产率得到2-(4-(dimethylamino) benzylideneamino)benzenethiol
  参考文献：
  名称：

  Antioxidant Activity of Thio-Schiff Bases

  摘要：

  本研究评估并比较了六种白藜芦醇类似物的抗氧化活性。研究人员合成了 4'- 羟基苯基-苯并[d]噻唑（A）、对-(N,N-二甲基)氨基亚苄基-2-氨基苯硫酚（B）和对-硝基亚苄基-2-氨基苯硫酚（C）等类似物，并采用 DPPH 法评估了它们的抗氧化活性。借助软件进行了描述性统计分析和方差分析，然后进行了 Tukey 检验。化合物 C 的抗氧化活性最佳（半最大抑制浓度 (IC50) = 18.45µM），该化合物的活性是白藜芦醇（IC50= 37.28µM）的两倍。综上所述，本文提供的数据表明，考虑到分子修饰是一种有效的策略，这些分子可作为潜在的抗氧化剂。因此，本文所述化合物可作为进一步研究和开发新型抗氧化剂的原型。

  DOI：

  10.2174/1570180811310070002

文献信息

• Cubic Ag₂O nanoparticle incorporated mesoporous silica with large bottle-neck like mesopores for the aerobic oxidative synthesis of disulfide
  作者：Paramita Das、Suman Ray、Asim Bhaumik、Biplab Banerjee、Chhanda Mukhopadhyay

  DOI：10.1039/c4ra14802a

  日期：——

  dispersed on mesoporous silica with large bottle-neck like mesopores were synthesized and characterized by BET surface area analysis, HR TEM, EDX, FTIR and powder XRD studies. The Ag2O nanoparticles were homogeneously distributed having an average size of 20–40 nm. The activity of the catalyst was probed through an efficient aerobic chemoselective oxidation of thiols to disulfides in water under atmospheric

  通过BET表面积分析，HR TEM，EDX，FTIR和粉末XRD研究，合成并表征了高度稳定，对环境无害的Ag 2 O纳米颗粒，该纳米颗粒分散在具有大瓶颈如中孔的介孔二氧化硅上。银2O纳米颗粒均匀分布，平均大小为20–40 nm。通过在空气中氧气作为最便宜的氧化剂，有效地将水中的硫醇进行好氧化学选择性氧化为二硫化物，可以探测催化剂的活性。含有烷基，芳基和亚胺的对称二硫化物可以在温和的反应条件下以高收率轻松获得，而不会产生过度氧化的产物。进一步证明了催化剂的效率，因为在这些温和的反应条件下，高度敏感的亚胺键得以很好地维持。此外，与其他文献先例不同，在本工作中，首次报道了简单对称的二硫化物以及含亚胺的二硫化物的单晶结构。该催化剂与水非常相容，可以循环使用至少5个循环。标准的浸出实验证明，这种可循环利用的催化剂反应是非均相的。
• Abdel-Rahman; El-Gendy; Mahmoud, Journal of the Indian Chemical Society, 1990, vol. 67, # 1, p. 61 - 64
  作者：Abdel-Rahman、El-Gendy、Mahmoud

  DOI：——

  日期：——
• Synthesis and Bioactivity of Benzothiazaphosphepines and Relevant Phosphonates as Antioxidant/Antidiabetic Agents
  作者：Wafaa M. Abdou、Neven A. Ganoub、Reham F. Barghash

  DOI：10.1080/00397911.2014.912329

  日期：2014.9.17

  An efficient approach to a new series of benzothiazaphosphepines and their derived phosphonates in good yields (64-75%) was reported. The strategy relied on the reactions of the easily available 2-arylmethylene-aminobenzenethiols with different types of Wadsworth-Horner-Emmons (WHE) reagents in dimethylformamide (DMF)/lithium hydride (LiH) solution. All new compounds were bioscreened and showed, in vitro, moderate to good antioxidant and antidiabetic activities.
• Metallation of Some New Imines and Evaluation of Their Antimicrobial and Anticancer Activity
  作者：Emtithal A. El-Sawi、Tahany M. Sayed

  DOI：10.1080/15533174.2012.754761

  日期：2013.7.3

  Metallation of new imines 2-(4-(Dimethylamino)benzylidene- amino)benzenethiol (1) and 2-(4-nitrobenzylideneamino)-benz- enethiol(5) with Hg(II), Ni(II) acetate, and palladium chloride afforded metallated products (2), (3), and (4) in the form of monomercurated, dinickel nickel bis-, monopalladated products and monometallated products of Hg++ and Ni++ (6) and (7), and monopalladated cyclized product (8), respectively. Compounds (1) and (5) were prepared from the reaction of o-aminothiophenol with N,N-dimethylaminobenzaldehyde and p-nitrobenzaldehyde in ethyl alcohol. Elemental analyses, IR, 1HNMR, and mass spectral elucidated the structures. All the newly synthesized compounds have been evaluated for their antimicrobial activity against gram positive and gram negative bacteria and fungi. Compounds (4) and (8) exhibited in vitro anticancer activity toward breast cancer.