1,7,7-trimethyl-3-(Me2N-imino)bicyclo[2.2.1]heptan-2-one

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: 1,7,7-trimethyl-3-(Me2N-imino)bicyclo[2.2.1]heptan-2-one
• 英文别名: (1R,3Z,4S)-3-(dimethylhydrazinylidene)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-one
• 化学式: C₁₂H₂₀N₂O
• 分子量: 208.304
• InChiKey: BBYZGYXBRROBFA-QXLJABRLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  32.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1,7,7-trimethyl-3-(Me2N-imino)bicyclo[2.2.1]heptan-2-one 、 copper(I) bromide 以 四氢呋喃 为溶剂， 反应 18.0h， 生成
  参考文献：
  名称：

  Insight into the cytotoxicity of polynuclear Cu(I) camphor complexes

  摘要：

  Three new polynuclear Cu(I) camphor complexes, [(CuBr)(2){(p-H2NC6H4)NC10H14O}](n) (2d), [(CuCl)(4){m-C-6 H-4(NC10H14O)(2)}](n) (5f) and [(CuBr)(4){p-C6H4(NC10H14O)(2)}](n) (6e), were synthesized and their cytotoxicity, as well as that of the former reported compounds [(CuX)(2)(YNC10H14O)](n) (X = Cl : Y = NMe2 (1a), NH2 (1b), NHMe (1c), (H2NC6H4)NC10H14O (1d): X = Br; Y = NMe2 (2a)), [{Cu(Me2NNC10H14O)}(2)(mu-X)(2]) (X = Cl (3a), Br (4a)) and [(CuCl)(4){p-C6H4(NC10H14O)(2)}] (5f), were evaluated against the human colon adenocarcinoma cancer cell line HT29 using the colorimetric method (MU assay). The calculated IC50 values indicate that all the complexes have cytotoxic activity that ranges from high to moderate or low, depending on the characteristics of the camphor ligand and the halide co-ligand. The complexes [(CuCl)(4){m-C-6 H-4(NC10H14O)(2)}] (5f. IC50 = 32.0 + 1.1 mu M) and [(CuCl)(2)(H2NNC10H14O)](n) (1b, IC50 = 37.0 +/- 1.1 mu M) display the lowest IC50 values, while [(CuBr)(2){(p-H2NC6H4)NC10H14O}](n) (2d, IC50 = 119.9 +/- 1.1 mu M) displays the highest one. The IC50 value for 51 approaches that of cisplatin (26.3 + 1.1 mu M). No cytotoxic activity was detected for the camphor compounds H2NNC10H14O (b) and m-C6H4(NC10H14O)(2) (1), used as ligands. In selected cases, the copper accumulation in the cells was evaluated. No direct relationship was found between the copper uptake and the cytotoxicity of the complexes. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2014.11.020

文献信息

• Tuning structure and properties of Pd and Pt camphor derived complexes
  作者：Ana S.D. Ferreira、M. Fernanda N.N. Carvalho、Adelino M. Galvão、Luís F. Veiros

  DOI：10.1016/j.ica.2012.10.036

  日期：2013.1

  Seven new camphor palladium or platinum compounds with novel metal coordination environments were obtained by convenient choice of the experimental conditions in particular the solvent. cis-[PtCl2(PhNC10 H14O)(2)]) and [Pd(MeNNC10H14O)(2)] were structurally characterized by X-ray diffraction analysis while [PtCl2(Me2NC10H13NSO2)}(2)], [PdCl2(YNC10H14O)}(2)] (Y = NMe2, NPh2) and [Pd(PhNNC10H14O)(2)] were formulated by elemental analysis and spectroscopic techniques. Relevant aspects of the IR and NMR spectra of complexes [Pd(YNC10H14O)(2)] (Y = MeN, PhN) are discussed with the help of DFT calculations. Evaluation of the properties of the new complexes as catalysts for activation of 4-pentyn-1-ol towards formation of cyclization products showed that [PdCl2(Ph2NNC10H14O)}(2)] is more efficient than [PdCl2 (Me2NNC10H14O)(2)] which is one of the more efficient camphor derived catalysts reported before. In contrast the chelate complexes [Pd(YNC10H14O)(2)] (Y = MeN, PhN) display no catalytic activity. (C)2012 Elsevier B. V. All rights reserved.
• Viana, Ana S.; Carvalho, M. Fernanda N.N.; Pombeiro, Armando J.L., Inorganica Chimica Acta, 1997, vol. 258, # 2, p. 201 - 209
  作者：Viana, Ana S.、Carvalho, M. Fernanda N.N.、Pombeiro, Armando J.L.、Herrmann, Rudolf

  DOI：——

  日期：——