2-(2,6-dioxopiperidin-4-ylacetyl)cyclohexanone | 6276-34-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: 2-(2,6-dioxopiperidin-4-ylacetyl)cyclohexanone
• 英文别名: dehydrocycloheximide；3-<(2-Oxo-cyclohexylcarbonyl)-methyl>-glutarimid；Bis(normethyl)dehydro-cycloheximid；4-[2-oxo-2-(2-oxo-cyclohexyl)-ethyl]-piperidine-2,6-dione；4-[2-Oxo-2-(2-oxocyclohexyl)ethyl]piperidine-2,6-dione
• CAS: 6276-34-2
• 化学式: C₁₃H₁₇NO₄
• 分子量: 251.282
• InChiKey: UTWJPBYXJXWANT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.2
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.69
• 拓扑面积：
  80.3
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  重氮甲烷 、 2-(2,6-dioxopiperidin-4-ylacetyl)cyclohexanone 以 甲醇 、 乙醚 为溶剂， 以25.4%的产率得到1-Methyl-4-[2-oxo-2-(2-oxo-cyclohexyl)-ethyl]-piperidine-2,6-dione
  参考文献：
  名称：

  Cycloheximide analogs as potential anticonvulsants

  摘要：

  A series of 22 cycloheximide analogues in which the substituents on the cycloheximide ring and imide nitrogen were varied, the glutarimide ring was changed to a succinimide ring, and the ring and/or side-chain oxygens were present as ketone and/or alcohol groups were prepared and sent to the Anticonvulsant Drug Development program of the National Institute of Neurological and Communicative Disorders and Strokes for evaluation as anticonvulsants. Three compounds, namely cycloheximide (1a), 2-methyl dione 2c, and dihydrocycloheximide (4a), were further evaluated in Phase II testing for quantification of maximum activity with the latter eventually progressing to Phase IV and Phase VI screens.

  DOI：

  10.1021/jm00151a008
• 作为产物：
  描述：

  4-[2-(2-Chloro-6-oxo-cyclohex-1-enyl)-2-oxo-ethyl]-piperidine-2,6-dione 在 Pd-BaSO₄ 氢气 作用下， 以 四氢呋喃 为溶剂， 以91%的产率得到2-(2,6-dioxopiperidin-4-ylacetyl)cyclohexanone
  参考文献：
  名称：

  摘要：

  Catalytic hydrogenation of 3-chloro-2-(2,6-dioxopiperidin-4-ylacetyl)-2-cyclohexenones over palladium catalyst leads to formation of dehydrocycloheximide derivatives. Reduction of the same compounds with Zn-Ag yields dehydroinactone derivatives.

  DOI：

  10.1023/a:1012586621401

文献信息

• ——
  作者：T. N. Buravskaya、F. A. Lakhvich

  DOI：10.1023/a:1012586621401

  日期：——

  Catalytic hydrogenation of 3-chloro-2-(2,6-dioxopiperidin-4-ylacetyl)-2-cyclohexenones over palladium catalyst leads to formation of dehydrocycloheximide derivatives. Reduction of the same compounds with Zn-Ag yields dehydroinactone derivatives.
• Cycloheximide analogs as potential anticonvulsants
  作者：David M. Piatak、Puifun Louisa Tang、Cheng Chuan Yen

  DOI：10.1021/jm00151a008

  日期：1986.1

  A series of 22 cycloheximide analogues in which the substituents on the cycloheximide ring and imide nitrogen were varied, the glutarimide ring was changed to a succinimide ring, and the ring and/or side-chain oxygens were present as ketone and/or alcohol groups were prepared and sent to the Anticonvulsant Drug Development program of the National Institute of Neurological and Communicative Disorders and Strokes for evaluation as anticonvulsants. Three compounds, namely cycloheximide (1a), 2-methyl dione 2c, and dihydrocycloheximide (4a), were further evaluated in Phase II testing for quantification of maximum activity with the latter eventually progressing to Phase IV and Phase VI screens.