3-(phenylimino)bornan-2-one | 71681-62-4

• 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: 3-(phenylimino)bornan-2-one
• 英文别名: Bicyclo[2.2.1]heptan-3-one, 2-phenylimino-4,7,7-trimethyl-；1,7,7-trimethyl-3-phenyliminobicyclo[2.2.1]heptan-2-one
• CAS: 71681-62-4
• 化学式: C₁₆H₁₉NO
• 分子量: 241.333
• InChiKey: WFYNJBOBCQEACO-UHFFFAOYSA-N

物化性质

• 沸点：
  340.4±25.0 °C(Predicted)
• 密度：
  1.12±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  18
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  29.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-(phenylimino)bornan-2-one 在 氢氧化钾 、 乙醚 、 锌 作用下， 生成 endo-3-Anilino-D-camphor
  参考文献：
  名称：

  Forster; Thornley, Journal of the Chemical Society, 1909, vol. 95, p. 954

  摘要：

  DOI：
• 作为产物：
  描述：

  樟脑 在 selenium(IV) oxide 、 乙酸酐 、 sodium sulfate 作用下， 反应 28.0h， 生成 3-(phenylimino)bornan-2-one 、 alkaline earth salt of/the/ methylsulfuric acid
  参考文献：
  名称：

  Singh, M. S., Phosphorus, Sulfur and Silicon and the Related Elements, 1995, vol. 106, # 1-4, p. 187 - 192

  摘要：

  DOI：

文献信息

• Tuning the Biological Activity of Camphorimine Complexes through Metal Selection
  作者：Joana P. Costa、Teresa Pinheiro、Maria S. Martins、M. Fernanda N. N. Carvalho、Joana R. Feliciano、Jorge H. Leitão、Rafaela A. L. Silva、Joana F. Guerreiro、Luís M. C. Alves、Inês Custódio、João Cruz、Fernanda Marques

  DOI：10.3390/antibiotics11081010

  日期：——

  four sets of camphorimine complexes based on the Cu(I), Cu(II), Ag(I), and Au(I) metal sites were assessed against the cisplatin-sensitive A2780 and OVCAR3 ovarian cancer cells. The results showed that the gold complexes were ca. one order of magnitude more active than the silver complexes, which in turn were ca. one order of magnitude more active than the copper complexes. An important finding was

  针对顺铂敏感的 A2780 和 OVCAR3 卵巢癌细胞评估了基于 Cu(I)、Cu(II)、Ag(I) 和 Au(I) 金属位点的四组樟脑胺复合物的细胞毒活性。结果表明，金配合物约为。比银络合物活性高一个数量级，而银络合物的活性大约是 ca。比铜络合物活性高一个数量级。一个重要的发现是 Ag(I) 和 Au(I) 樟脑胺复合物的细胞毒活性高于顺铂。另一个相关方面是樟脑胺复合物与 DNA 没有显着相互作用，与顺铂相反。正如 PIXE（粒子诱导的 X 射线发射）所确定的，樟脑胺复合物的细胞毒活性与 OVCAR3 细胞的细胞摄取有直接关系。通过循环伏安法评估，ROS（活性氧）形成的水平与具有相同金属的配合物的还原电位呈反比关系。为了深入了解复合物的毒性，评估了它们对非肿瘤细胞（HDF 和 V79 成纤维细胞）的细胞毒性。复合物的体内细胞毒性5使用线虫秀丽隐杆线虫也进行了评估。银樟脑胺复合物显示出最高的选择性系数（活性与毒性）。
• 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.
• Singh, G. S.; Mehrotra, K. N., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1985, vol. 24, p. 129 - 130
  作者：Singh, G. S.、Mehrotra, K. N.

  DOI：——

  日期：——
• Asymmetric Carboalkoxyalkylidenation with a Chiral Horner-Wadsworth-Emmons Reagent
  作者：Scott E. Denmark、Isaac Rivera

  DOI：10.1021/jo00102a005

  日期：1994.11

  The asymmetric carboalkoxyalkylidenation of 4-substituted cyclohexanones was effected by the use of chirally modified Horner-Wadsworth-Emmons (HWE) reagents in good yields (78-82%) as well as high levels of enantioselectivity (78-86% ee).