2-Dimethylaminomethylcyclohexanon | 53369-72-5

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 2-Dimethylaminomethylcyclohexanon
• 英文别名: 2-dimethylaminomethyl-cyclohexanone oxime；2-Dimethylaminomethyl-cyclohexanon-oxim；Cyclohexanone, 2-[(dimethylamino)methyl]-, oxime；N-[2-[(dimethylamino)methyl]cyclohexylidene]hydroxylamine
• CAS: 53369-72-5
• 化学式: C₉H₁₈N₂O
• 分子量: 170.255
• InChiKey: YGWRTJQWKSOLCF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  35.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-Dimethylaminomethylcyclohexanon 在 lithium aluminium tetrahydride 作用下， 以 乙醚 为溶剂， 生成 trans-2-Dimetylaminomethyl-cyclohexylamin
  参考文献：
  名称：

  Synthesis of some cis- and trans-2-dimethylaminomethyl cyclic amines and related diamines

  摘要：

  DOI：

  10.1021/jo00891a005
• 作为产物：
  描述：

  2-二甲氨基甲基-1-环己酮盐酸盐 在 盐酸羟胺 、 potassium carbonate 作用下， 以 水 为溶剂， 反应 3.0h， 以71%的产率得到2-Dimethylaminomethylcyclohexanon
  参考文献：
  名称：

  Evaluation of some Mannich bases of cycloalkanones and related compounds for cytotoxic activity

  摘要：

  A number of Mannich bases of cycloalkanones and related quaternary ammonium compounds were prepared for cytotoxic evaluation in order to examine the theory that sequential release of alkylating agents produces increased bioactivity compared to related compounds containing only 1 potential alkylating site. Many of the compounds had significant activity against murine L1210 cells and various human tumours. Some correlations between structure and activity were noted but the biological data did not support the view that potential sequential liberation of cytotoxic species produced compounds with increased potency. The formation of various oximes and oxime benzoates as candidate prodrugs was achieved but in general these compounds were not cytotoxic at the concentrations utilized. This observation may be due to the fact that the oximes were much more stable in deuterated phosphate buffered saline over a period of 48 h at 37-degrees-C than the Mannich bases, as revealed by H-1-NMR spectroscopy.

  DOI：

  10.1016/0223-5234(93)90148-8

文献信息

• Madgzinski,L.J. et al., Canadian Journal of Chemistry, 1978, vol. 56, p. 1657 - 1667
  作者：Madgzinski,L.J. et al.

  DOI：——

  日期：——
• Terent'ev,A.P.; Gusar,N.I., Journal of general chemistry of the USSR, 1965, vol. 35, # 1, p. 124 - 127
  作者：Terent'ev,A.P.、Gusar,N.I.

  DOI：——

  日期：——
• Synthesis of some cis- and trans-2-dimethylaminomethyl cyclic amines and related diamines
  作者：Jack Hine、Wu-Shyong Li

  DOI：10.1021/jo00891a005

  日期：1975.2
• Harper et al., Journal of the Chemical Society, 1964, p. 4181
  作者：Harper et al.

  DOI：——

  日期：——
• Nasarow; Kusnezow, Doklady Akademii Nauk SSSR, 1956, vol. 111, p. 358
  作者：Nasarow、Kusnezow

  DOI：——

  日期：——