4-dimethylamino-benzaldehyde 4-(4-chloro-phenyl)-thiosemicarbazone | 70618-90-5

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 4-dimethylamino-benzaldehyde 4-(4-chloro-phenyl)-thiosemicarbazone
• 英文别名: 4-Dimethylamino-benzaldehyd-[4-(4-chlor-phenyl)-thiosemicarbazon]；1-(4-chlorophenyl)-3-[[4-(dimethylamino)phenyl]methylideneamino]thiourea
• CAS: 70618-90-5
• 化学式: C₁₆H₁₇ClN₄S
• 分子量: 332.857
• InChiKey: DMOLVAACDFVLLL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.73
• 重原子数：
  22.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  39.66
• 氢给体数：
  2.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  4-dimethylamino-benzaldehyde 4-(4-chloro-phenyl)-thiosemicarbazone 在 sodium hydroxide 、 potassium hexacyanoferrate(III) 作用下， 以 乙醇 、 水 为溶剂， 生成 2-<4-chlor-phenylimino>-5-<4-dimethylamino-phenyl>-Δ⁴-1.3.4-thiadiazolin
  参考文献：
  名称：

  Srinivasan,V.R.; Ramachander,G., Indian Journal of Chemistry, 1963, vol. 1, p. 234 - 236

  摘要：

  DOI：
• 作为产物：
  描述：

  4-(4-氯苯)-3-氨基硫脲 、 对二甲氨基苯甲醛 生成 4-dimethylamino-benzaldehyde 4-(4-chloro-phenyl)-thiosemicarbazone
  参考文献：
  名称：

  2-乙酰基吡啶硫代半脲酮。1.一类潜在的抗疟药。

  摘要：

  基于对2-乙酰基吡啶4-苯基-3-硫代半乳糖苷（1）观察到的抗疟疾特性，制备了一系列相关的硫代半胱氨酸并在小鼠中对柏氏疟原虫进行了测试。筛选结果表明2-吡啶基亚乙基的存在是关键的，并且在硫半脲部分的N 4处的某些苯基，苄基，苯乙基或环烷基也有助于抗疟活性。

  DOI：

  10.1021/jm00193a020

文献信息

• Synthesis, spectroscopic and redox properties of some ruthenium(II) thiosemicarbazone complexes: Structural description of four of these complexes
  作者：Dipankar Mishra、Subhendu Naskar、Michael G.B. Drew、Shyamal Kumar Chattopadhyay

  DOI：10.1016/j.ica.2005.11.001

  日期：2006.1

  Sixteen neutral mixed ligand thiosemicarbazone complexes of ruthenium having general formula [Ru(PPh3)(2)L-2], where LH = 1-(arylidine)4-aryl thiosemicarbazones, have been synthesized and characterized. All complexes are diamagnetic and hence ruthenium is in the +2 oxidation state (low-spin d(6), S = 0). The complexes show several intense peaks in the visible region due to allowed metal to ligand charge transfer transitions. The structures of four of the complexes have been determined by single-crystal X-ray diffraction and they show that thiosemicarbazone ligands coordinate to the ruthenium center through the hydrazinic nitrogen and sulfur forming four-membered chelate rings with ruthenium in N2S2P2 coordination environment. In dichloromethane solution, the complexes show two quasi-reversible oxidative responses corresponding to loss of electron from HOMO and HOMO - 1. The E-0 values of the above two oxidations shows good linear relationship with Hammett substituents constant (sigma) as well as with the HOMO energy of the molecules calculated by the EHMO method. A DFT calculation on one representative complex suggests that there is appreciable contribution of the sulfur p-orbitals to the HOMO and HOMO - 1. Thus, assignment of the oxidation state of the metal in such complexes must be made with caution. (c) 2005 Elsevier B.V. All rights reserved.
• 2-Acetylpyridine thiosemicarbazones. 1. A new class of potential antimalarial agents
  作者：Daniel L. Klayman、Joseph F. Bartosevich、T. Scott Griffin、Carl J. Mason、John P. Scovill

  DOI：10.1021/jm00193a020

  日期：1979.7

  Based on the antimalarial properties observed for 2-acetylpyridine 4-phenyl-3-thiosemicarbazone (1), an extensive series of related thiosemicarbazones was prepared and tested against Plasmodium berghei in mice. Screening results indicated that the presence of the 2-pyridylethylidene group was critical and that certain phenyl, benzyl, phenethyl, or cycloalkyl groups at N4 of the thiosemicarbazone moiety

  基于对2-乙酰基吡啶4-苯基-3-硫代半乳糖苷（1）观察到的抗疟疾特性，制备了一系列相关的硫代半胱氨酸并在小鼠中对柏氏疟原虫进行了测试。筛选结果表明2-吡啶基亚乙基的存在是关键的，并且在硫半脲部分的N 4处的某些苯基，苄基，苯乙基或环烷基也有助于抗疟活性。
• Srinivasan,V.R.; Ramachander,G., Indian Journal of Chemistry, 1963, vol. 1, p. 234 - 236
  作者：Srinivasan,V.R.、Ramachander,G.

  DOI：——

  日期：——