(-)-(3-oxo-camphorsulphonyl)imine | 191212-13-2

• 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-oxo-camphorsulphonyl)imine
• 英文别名: 3-oxo-camphorsulfonimide；camphorsulfonimide；10,10-Dimethyl-3,3-dioxo-3lambda6-thia-4-azatricyclo[5.2.1.01,5]dec-4-en-6-one；10,10-dimethyl-3,3-dioxo-3λ6-thia-4-azatricyclo[5.2.1.01,5]dec-4-en-6-one
• CAS: 191212-13-2
• 化学式: C₁₀H₁₃NO₃S
• 分子量: 227.284
• InChiKey: SGCYUTANUMOSGA-UHFFFAOYSA-N

物化性质

• 沸点：
  369.6±25.0 °C(Predicted)
• 密度：
  1.63±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  15
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  72
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (-)-(3-oxo-camphorsulphonyl)imine 在 aluminum isopropoxide 作用下， 以 异丙醇 为溶剂， 反应 720.0h， 以85%的产率得到(1S,5S,6R,7S)-10,10-dimethyl-3,3-dioxo-3λ6-thia-4-azatricyclo[5.2.1.01,5]decan-6-ol
  参考文献：
  名称：

  Ketter, Andreas; Glahsl, Gudrun; Herrmann, Rudolf, Journal of Chemical Research, Miniprint, 1990, # 9, p. 2118 - 2156

  摘要：

  DOI：
• 作为产物：
  描述：

  DL camphor-10-thiazine dioxide 在 selenium(IV) oxide 、 溶剂黄146 作用下， 反应 1.25h， 以88%的产率得到(-)-(3-oxo-camphorsulphonyl)imine
  参考文献：
  名称：

  樟脑衍生物的微波辅助二氧化硒氧化成α-二羰基化合物和氧亚胺

  摘要：

  摘要 樟脑衍生的α-二羰基化合物和3-氧代-樟脑磺酰亚胺由相应的酮或磺酰亚胺通过微波辅助二氧化硒氧化合成。与经典反应条件相比，在更短的反应时间内获得了良好的产率。此外，硒沉淀更定量，更容易从反应混合物中去除。

  DOI：

  10.1080/00397910500501557

文献信息

• Synthesis of Ag(I) camphor sulphonylimine complexes and assessment of their cytotoxic properties against cisplatin -resistant A2780cisR and A2780 cell lines
  作者：João M.S. Cardoso、Isabel Correia、Adelino M. Galvão、Fernanda Marques、M. Fernanda N.N. Carvalho

  DOI：10.1016/j.jinorgbio.2016.11.003

  日期：2017.1

  Camphorsulphonylimine complexes [Ag(NO3)(L-I)(2)] (L-I = C12H19N3SO2, 1) and [(AgNO3)(2)(L-II)] (L-I I =C22H23N3SO2, 2) were synthesized and characterized by elemental analysis, spectroscopy (IR, NMR) and cyclic voltammetry. [Ag(NO3)(L-I)(2)] crystalizes in the monoclinic C2 space group with a triangular geometry assuming a chalice -type shape. The anti -proliferative properties of the new complexes 1 and 2 and those of the previously reported [Ag(NO3)(L-III)] (L-III = C16H18N3SO2, 3) were assessed against the human ovarian cancer cells (cisplatinsensitive A2780, cisplatin-resistant A2780cisR) and the non -tumoral human HEK 293 cell line, using the MTT [3(4,5-dimethylthiazol-2-y1)-2,5-diphenyltetrazolium bromide] assay. The NR (3-amino-7-dimethylamino-2methylphenazine hydrochloride) assay was alternatively used to assess the cytotoxicity on the A2780 cells. Results from the MTT assay (48 h exposure) show that the complexes display IC50 values lower (by at least one order of magnitude) than cisplatin, while the cytotoxicity of AgNO3 is of the same order of cisplatin. The camphorsulphonylimine ligands display irrelevant (L-I, L-III) or no cytotoxicity (IL). The highest cytotoxicity (lower IC50) was found for [ (AgNO3)(2)(L-II)]. The binding ability of the complexes to calf thymus -deoxyribonucleic acid (CT -DNA) was studied by fluorescence. Constants (K-sv, K-a) and the number (n) of binding centres to DNA were calculated showing that DNA intercalation possibly occurs in the cases of complexes 2 and 3, while a more complicated process operates for 1. As expected from the cytotoxicity, [(AgNO3)(2)(L-II)] displays the highest binding affinity (K-a =1.61 x 105 M-1). No binding to DNA was detected for AgNO3 or IIL under the experimental conditions used. The binding trend to CT -DNA found by fluorescence was corroborated by cyclic voltammetry. (C) 2016 Elsevier Inc. 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：——