N,N-bis(3-aminopropyl)-2-(thiophen-2-yl)ethylamine | 1046486-16-1

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: N,N-bis(3-aminopropyl)-2-(thiophen-2-yl)ethylamine
• 英文别名: N,N-bis(3-aminopropyl)-2-thiophenoethylamine；N,N'-bis(3-aminopropyl)-2-thienylethylamine
• CAS: 1046486-16-1
• 化学式: C₁₂H₂₃N₃S
• 分子量: 241.401
• InChiKey: VVFIZXUNZZGAIZ-UHFFFAOYSA-N

物化性质

• 沸点：
  184-186 °C(Press: 10 Torr)
• 密度：
  1.071±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.29
• 重原子数：
  16.0
• 可旋转键数：
  9.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  55.28
• 氢给体数：
  2.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  copper(II) perchlorate hexahydrate 、 N,N-bis(3-aminopropyl)-2-(thiophen-2-yl)ethylamine 、 N,N′-bis(3-formyl-5-methylsalicylidene)ethane-1,2-diamine 在 三乙胺 作用下， 以 乙腈 、 甲醇 为溶剂， 反应 6.0h， 以29%的产率得到2Cu(2+)*2C12H23N3S*2C20H18N2O4(2-)*2H(1+)*2ClO4(1-)*2H2O
  参考文献：
  名称：

  Design, synthesis and crystal structure of six macrocyclic complexes as efficient and effective nitric oxide scavengers

  摘要：

  Four new complexes of Robson-type macrocycles, [CuH(L-1)](2)(ClO4)(2)(H2O)(2) (1), [CuH(L-2)] ClO4 (2), [Cu H (L-3)](2)(ClO4)(2) (3), [Cu H(L-4)](2)(ClO4)(2)(CH3CH2OH)(2)(CH3CN)(2)(4) and two reported Robson-type macrocycles polymers {[CuL5](H2O)(2)}(n), {[MnL5](H2O)(2)}(n) (6) were obtained. The ligands (H2L1, H2L2, H2L3) are the products from the condensation between bata and N,N'-bis(3-formyl-5-X-salicylimine)-1,2-ethylenediimine (X = CH3, Cl, F), respectively. Ligands H2L4 and H2L5 are the products of N,N'-bis(3-formyl-5-methylsalicylimine)-1,2-propylenediimineand condensation with bafa and bapa, respectively. All the metal ions have unsaturated coordinated sites, which are available for NO binding. The binding of the complexes with NO molecules have been confirmed by UV-Vis spectrophotometry. The binding constants were calculated to be 1.28 x 10(3) M-1, 8.9 x 10(2)M(-1), 7.7 x 10(3) M-1, 1.2 x 10(3)M(-1), 1.2 x 10(3)M(-1), 1.3 x 10(3)M(-1) for 1, 2, 3, 4, 5 and 6, respectively. The control experiments revealed there was non-reversible binding of NO, which can be ascribed to specially coordination environment of the central ions. Moreover, the interactions of the complexes with calf thymus DNA (CT-DNA) have been measured by agarose gel electrophoresis, and unobvious DNA cleavage ability of complexes 1, 3 and 4 indicating no damage to DNA. The results reveal that complexes 1, 3 and 4 can be served as potential NO scavengers. (C) 2018 Published by Elsevier Ltd.

  DOI：

  10.1016/j.poly.2018.08.061
• 作为产物：
  描述：

  3-[2-cyanoethyl(2-thiophen-2-ylethyl)amino]propanenitrile 在 sodium hydroxide 作用下， 以 乙醇 为溶剂， 20.0 ℃ 、506.66 kPa 条件下， 以59.7%的产率得到N,N-bis(3-aminopropyl)-2-(thiophen-2-yl)ethylamine
  参考文献：
  名称：

  Design, synthesis and crystal structure of six macrocyclic complexes as efficient and effective nitric oxide scavengers

  摘要：

  Four new complexes of Robson-type macrocycles, [CuH(L-1)](2)(ClO4)(2)(H2O)(2) (1), [CuH(L-2)] ClO4 (2), [Cu H (L-3)](2)(ClO4)(2) (3), [Cu H(L-4)](2)(ClO4)(2)(CH3CH2OH)(2)(CH3CN)(2)(4) and two reported Robson-type macrocycles polymers {[CuL5](H2O)(2)}(n), {[MnL5](H2O)(2)}(n) (6) were obtained. The ligands (H2L1, H2L2, H2L3) are the products from the condensation between bata and N,N'-bis(3-formyl-5-X-salicylimine)-1,2-ethylenediimine (X = CH3, Cl, F), respectively. Ligands H2L4 and H2L5 are the products of N,N'-bis(3-formyl-5-methylsalicylimine)-1,2-propylenediimineand condensation with bafa and bapa, respectively. All the metal ions have unsaturated coordinated sites, which are available for NO binding. The binding of the complexes with NO molecules have been confirmed by UV-Vis spectrophotometry. The binding constants were calculated to be 1.28 x 10(3) M-1, 8.9 x 10(2)M(-1), 7.7 x 10(3) M-1, 1.2 x 10(3)M(-1), 1.2 x 10(3)M(-1), 1.3 x 10(3)M(-1) for 1, 2, 3, 4, 5 and 6, respectively. The control experiments revealed there was non-reversible binding of NO, which can be ascribed to specially coordination environment of the central ions. Moreover, the interactions of the complexes with calf thymus DNA (CT-DNA) have been measured by agarose gel electrophoresis, and unobvious DNA cleavage ability of complexes 1, 3 and 4 indicating no damage to DNA. The results reveal that complexes 1, 3 and 4 can be served as potential NO scavengers. (C) 2018 Published by Elsevier Ltd.

  DOI：

  10.1016/j.poly.2018.08.061

文献信息

• Macrocyclic dinuclear nickel(II) and manganese(II) complexes: synthesis, X-ray crystal structures, DNA cleavage, and antimicrobial activity studies
  作者：Q. R. Cheng、L. Yu、P. Li、G. Y. Liao、H. Zhou、Z. Q. Pan

  DOI：10.1007/s11243-015-9973-7

  日期：2015.11

  Three dinuclear macrocyclic complexes, [Ni2L1(μ-OAc)(H2O)(CH3O)](ClO4)2·4(H2O) (1), [Mn2L2(μ-OAc) (H2O)]ClO4·H2O (2) and [Mn2L3(μ-OAc)]ClO4·H2O (3), (where H2L1, H2L2 and H2L3 are the [2 + 2] condensation products of 2,6-diformyl-4-fluorophenol with diethylenetriamine and N,N-bis(3-aminopropyl)-2-thiopheno-ethylamine, respectively), have been synthesized and characterized. The electrochemical characteristics

  三种双核大环配合物，[Ni2L1(μ-OAc)(H2O)(CH3O)](ClO4)2·4( ) (1)、[Mn2L2(μ-OAc) ( )] · (2) 和[Mn2L3(μ-OAc)] · (3)，(其中H2L1、H2L2和H2L3是2,6-二甲酰基-4-氟苯酚与二亚乙基三胺和N,N-双( 3-氨基丙基)-2-噻吩基-乙胺)，分别已合成和表征。电化学特性表明，当强吸电子基团连接到大环上时，金属中心更具正电性，因此更容易被还原。已发现所有三种复合物都促进质粒 pBR322 DNA 从超螺旋形式 I 切割为开环形式 II。还研究了复合物的抗菌活性。
• Syntheses, structures and properties of dinickel(II) macrocyclic complexes with two 2-thiophenoethyl pendant arms
  作者：Zhi-Quan Pan、Ke Ding、Hong Zhou、Qing-Rong Cheng、Yun-Feng Chen、Qi-Mao Huang

  DOI：10.1016/j.poly.2011.06.004

  日期：2011.8

  Three dinickel(II) macrocyclic complexes [Ni 2 L(μ-OAc)]ClO 4 •X (L = L 1 , L 2 and L 3 ) with two 2-thiophenoethyl pendant arms, have been synthesized by cyclocondensation between N , N -bis(3-aminopropyl)-2-thiophenoethylamine and 2,6-diformyl-4-R-phenol (where R = Me, Cl and F and X = MeOH, 2MeCN and H 2 O, respectively), in the presence of nickel(II) ions. The complexes were characterized by elemental

  通过N，N之间的环缩合反应，合成了三个具有两个2-噻吩乙基侧基臂的二镍（II）大环配合物[Ni 2 L（μ-OAc）] ClO 4•X（L = L 1，L 2和L 3）。 -双（3-氨基丙基）-2-硫代苯乙胺和2,6-二甲酰基-4-R-苯酚（其中R = Me，Cl和F和X = MeOH，2MeCN和H 2 O）镍（II）离子。通过元素分析，光谱法和X射线衍射技术对复合物进行表征。每个分子中的两个Ni（II）离子周围的几何形状都是略微扭曲的八面体，并且噻吩基团不与Ni（II）离子配位，从而导致配合物显示出扭曲的鞍形构型。配合物的Ni⋯Ni中心之间的距离分别为3.145 A，3.171 A和3.155A。研究了大环单元苯环上取代基R对DNA的结构，电化学，磁性，裂解和抗菌性能的影响。配合物的ES-MS结果证实，甲醇溶液中的[Ni 2 L] 2+种类非常稳定，因为ES-MS光谱中的所有峰均包含此
• Studies on tetranuclear copper (II) complexes of a macrocyclic ligand bearing 2-thiophenoethylamine pendant arms
  作者：Qimao Huang、Dan Hu、You Song、Zhiquan Pan、Hong Zhou、Xuelei Hu

  DOI：10.1016/j.molstruc.2010.09.001

  日期：2010.11

  Abstract Two new tetranuclear copper (II) macrocyclic complexes, [Cu 4 L(OAc) 2 (OH) 2 ](ClO 4 ) 2 ·2MeCN 1 and [Cu 4 L (OAc) 2 (OH) 2 ](PF 6 ) 2 (H 2 O) 2 2 , have been obtained via condensation of 2,6-diformyl-4-methylphenolate with N , N ′-bis(3-aminopropyl)-2-thiophenoethylamine in the presence of copper (II) ions. The complexes were characterized by IR, ES-MS and X-ray diffraction techniques.

  摘要 两种新的四核铜 (II) 大环配合物 [Cu 4 L(OAc) 2 (OH) 2 ](ClO 4 ) 2 ·2MeCN 1 和 [Cu 4 L (OAc) 2 (OH) 2 ](PF 6 ) 2 (H 2 O) 2 2 已通过2,6-二甲酰基-4-甲基苯酚酸酯与N , N '-双(3-氨基丙基)-2-噻吩乙胺在铜(II)离子存在下缩合获得。通过IR、ES-MS和X射线衍射技术表征了配合物。它显示了这两种大环配合物的类似椅子状 Cu 4 O 4 核结构，它由两种晶体学独立的 Cu(II) 离子组成。Cu(II) 离子的配位球分别是扭曲的方形金字塔和近似方形平面构型。此外，结果表明，配合物1的高氯酸根阴离子与相邻大环单元之间存在丰富的氢键，从而稳定了晶体结构。2的网络结构由噻吩基团的π-π堆积和相邻大环之间的CH…F氢键相互作用维持。在2-300 K的温度范围内测量了配合物1的变温磁化率。与准蝴蝶磁结构模型的最佳拟合给出了J