N,N-Dimethyl-N'-(p-chlorbenzyliden)ethylendiamin | 65875-11-8

• 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: N,N-Dimethyl-N'-(p-chlorbenzyliden)ethylendiamin
• 英文别名: N,N-Dimethyl-N'-<4-chlor-benzyliden>-aethylendiamin；N'-(4-chloro-benzylidene)-N,N-dimethyl-ethylenediamine；N'-(4-Chlor-benzyliden)-N,N-dimethyl-aethylendiamin；2-[(4-chlorophenyl)methylideneamino]-N,N-dimethylethanamine
• CAS: 65875-11-8
• 化学式: C₁₁H₁₅ClN₂
• 分子量: 210.706
• InChiKey: JXHULKXGRRKGHC-UHFFFAOYSA-N

物化性质

• 沸点：
  106-107 °C(Press: 0.01 Torr)
• 密度：
  1.0615 g/cm3(Temp: 25 °C)

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  15.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N,N-Dimethyl-N'-(p-chlorbenzyliden)ethylendiamin 以 甲苯 为溶剂， 生成
  参考文献：
  名称：

  [C，N，N']和[C，N]环铂化合物中的五元和七元金属环

  摘要：

  的反应中的顺式- [PT（4-C 6 H ^ 4 Me）的2（μ-SET 2）] 2与配体ArCH═NCH 2 CH 2 NME 2（AR = 4-CLC 6 ħ 4（1A）; 2- BRC 6 ħ 4（1B）; 2,6-CL 2 ç 6 ħ 3（1C），C 6 ˚F 5（1D））和ArCH═NCH 2（4-CLC 6 ħ 4）（AR = 4-CLC 6高4（1e）; 2-BrC 6 H 4（1f）; 2,6-Cl 2 C 6 H 3（1g）；研究了C 6 F 5（1h））。形成了几种类型的化合物，包括（i）[N，N']配位化合物（2a，2c，2d），（ii）[C，N，N']铂（IV）（3b，3c），[C，具有五元金属环的N，N']铂（II）（4a）和[C，N]铂（II）（4e）环金属化合物，以及（iii）[C，N，N']铂（II） ）（5c）和具有七元金属环的[C，N]铂（II）（5f，

  DOI：

  10.1021/om800864f
• 作为产物：
  描述：

  4-氯苯甲醇 在 2,2,6,6-四甲基哌啶氧化物 、 2Br^(1-)*C₂₄H₃₆CuN₄O₂⁽²⁺⁾ 、 氧气 作用下， 以 水 、 乙腈 为溶剂， 80.0 ℃ 、200.0 kPa 条件下， 反应 2.0h， 生成 N,N-Dimethyl-N'-(p-chlorbenzyliden)ethylendiamin
  参考文献：
  名称：

  Base-free copper-catalyzed aerobic oxidation of benzylic alcohols with N-benzylidene-N,N-dimethylthane-1,2-diamine and TEMPO

  摘要：

  Selective oxidation of alcohols using N-benzylidene-N,N-dimethylthane-1,2-diamine. CuBr2 and TEMPO as the catalytic system was developed. Catalyzed by this simple catalytic system in the absence of any external base, various benzylic alcohols could be oxidized to their corresponding aldehydes with excellent yields in CH3CN/H2O (v/v = 1/1) under 0.2 MPa O-2 at 80 degrees C. (C) 2011 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.catcom.2011.07.019

文献信息

• Mono and dinuclear bis( ortho -tolyl)platinum(II) compounds containing diethyl sulfide ligands: Synthesis, DFT studies and use as precursors in cycloplatination reactions
  作者：Ramón Bosque、Margarita Crespo、Anna Escolà、Mercè Font-Bardia

  DOI：10.1016/j.jorganchem.2017.11.020

  日期：2018.1

  The synthesis of bis(ortho-tolyl)platinum(II) compounds containing diethyl sulfide ligands from [PtCl2(SEt2)2] and ortho-tolyl-lithium is presented. Formation of a dimer [Pt(4-MeC6H4)2(μ-SEt2)]2 is evidenced by 1H NMR and HR-MS-ESI(+) spectra and the monomer trans-anti-[Pt(2-MeC6H4)2(SEt2)2] is characterized by X-ray diffraction analyses. Theoretical studies indicate that dimerization of the most stable

  提出了由[PTCl 2（SEt 2）2 ]和邻甲苯基锂合成含二乙基硫醚配体的双（邻甲苯基）铂（II）化合物。二聚体[PT（4-MEC的形成6 ħ 4）2（μ-SET 2）] 2通过证实1 H NMR和HR-MS-ESI（+）谱和单体反式-反- [PT（2- -MEC 6 H 4）2（SEt 2）2通过X射线衍射分析表征。理论研究表明单体（最稳定形式的二聚化的顺式-顺式），以双核物种（αββα）是有利的（ΔE= -10.1千焦/摩尔）的最稳定构象。二聚体[PT（4-MEC的反应6 ħ 4）2（μ-SET 2）]与亚胺配体4-CLC 6 ħ 4 CH = NCH 2 CH 2 NME 2和2 -溴，6-FC 6 H ^ 3 CH = NCH 2 Ph分别给出了三齿的[C，N，N']五元和双齿的[C，N]的七元铂环。
• 421. Synthesis of NN-dialkyl-N′-arylalkyl-N′-4-cinnolinyl(or 9-fluorenyl or 6-methyl-3-pyridazinyl or 1-phthalazinyl or 2-quinoxalinyl)ethylenediamines of potential pharmacological interest
  作者：N. B. Chapman、K. Clarke、K. Wilson

  DOI：10.1039/jr9630002256

  日期：——
• US2582292
  申请人：——

  公开号：——

  公开（公告）日：——
• Exploring the Scope of [Pt₂(4-FC₆H₄)₄(μ-SEt₂)₂] as a Precursor for New Organometallic Platinum(II) and Platinum(IV) Antitumor Agents
  作者：Anna Escolà、Margarita Crespo、Josefina Quirante、Roldán Cortés、Anusha Jayaraman、Josefa Badía、Laura Baldomà、Teresa Calvet、Mercè Font-Bardía、Marta Cascante

  DOI：10.1021/om5000908

  日期：2014.4.14

  The new compound [Pt-2(4-FC6H4)(4)(mu-SEt2)(2)] (A) was prepared and fully characterized. The reactions of compound A with ligands ArCH=NCH2CH2NMe2 (Ar = 2-BrC6H4, 1a; 2,6-Cl2C6H3, 1b; 4-ClC6H4, 1c; 2-Cl,6-FC6H3, 1d) were studied under different conditions and produced platinum(II) compounds [Pt(4-FC6H4)2(ArCH=NCH2CH2NMe2)] (2b-2d), containing a bidentate [N,N'] ligand, as well as cyclometalated platinum(IV) or platinum(II) compounds such as [PtBr(4-FC6H4)(2)(C6H4CH=NCH2CH2NMe2)] (4a) or [PtCl(3-FC6H3)(2-XC6H3)CH=NCH2CH2NMe2)] (5b: X = Cl; 5d: X = F), containing a tridentate [C,N,N'] ligand and either a five (4a) or a seven (5b, 5d) membered metallacycle. These compounds exhibit a great antiproliferative activity against non-small lung cancer cells (A549), and the best result was obtained for compound 2c (IC50 = 0.3 +/- 0.1 mu M). While compounds 5 alter the mobility of plasmid DNA in a similar way to cisplatin, compound 4 was less efficient in removing the supercoils from DNA. In spite of the very low IC50 value obtained for compound 2c, this compound does not interact with DNA, and it is neither an intercalator nor a topoisomerase 1 inhibitor.