N,N-bis(3-ethylcyano)-3-pyridinemethylamine

• 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-ethylcyano)-3-pyridinemethylamine
• 英文别名: 3-[2-Cyanoethyl(pyridin-3-ylmethyl)amino]propanenitrile
• 化学式: C₁₂H₁₄N₄
• mdl: MFCD11128736
• 分子量: 214.27
• InChiKey: BFGBKUHRHAWRIS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.3
• 重原子数：
  16
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.416
• 拓扑面积：
  63.7
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N,N-bis(3-ethylcyano)-3-pyridinemethylamine 在 sodium hydroxide 作用下， 以 乙醇 为溶剂， 20.0 ℃ 、506.66 kPa 条件下， 以63.6%的产率得到N,N'-bis(3-aminopropyl)-3-pyridylmethylamine
  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-氨甲基吡啶 、 丙烯腈 以 水 为溶剂， 反应 48.0h， 以91.24%的产率得到N,N-bis(3-ethylcyano)-3-pyridinemethylamine
  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

• Design, synthesis and crystal structure of six macrocyclic complexes as efficient and effective nitric oxide scavengers
  作者：Qingrong Cheng、Yuqi Wan、Liwen Wang、Guiying Liao、Zhiquan Pan

  DOI：10.1016/j.poly.2018.08.061

  日期：2018.12

  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.