4-Cycloheptyl-2-butanone | 119948-22-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-Cycloheptyl-2-butanone
• 英文别名: 4-cycloheptylbutan-2-one；4-cycloheptyl-butan-2-one；4-Cycloheptyl-butan-2-on
• CAS: 119948-22-0
• 化学式: C₁₁H₂₀O
• 分子量: 168.279
• InChiKey: ZNTYAWXDJZXGSE-UHFFFAOYSA-N

物化性质

• 沸点：
  57 °C(Press: 0.1 Torr)
• 密度：
  0.876±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.91
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  4-Cycloheptyl-2-butanone 在 咪唑 、 magnesium 、 mercury dichloride 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 1.5h， 生成 <<1-(2-Cycloheptylethyl)-1-methyl-3-butynyl>oxy>trimethylsilane
  参考文献：
  名称：

  18-Cycloalkyl analogs of enisoprost

  摘要：

  By use of standard cuprate methodology, a series of 18-cycloalkyl analogues of enisoprost was prepared in an effort to impede omega chain metabolism and prolong duration of gastric antisecretory activity. An initial product of omega chain oxidation, the C-20 hydroxy analogue, was also synthesized for pharmacological comparison. The cyclopropyl, cyclobutyl, and cyclopentyl analogues were approximately one-fourth as potent as enisoprost in inhibiting gastric acid secretion, while the cyclohexyl and cycloheptyl analogues showed very weak activity, and the 20-hydroxy compound was inactive at a dose 100 times the ED50 of enisoprost. The cyclobutyl compound had a longer duration of antisecretory action than enisoprost and the other cycloalkyl analogues. The cycloalkyl analogues unexpectedly possessed low diarrheogenic activity in rats.

  DOI：

  10.1021/jm00125a013
• 作为产物：
  描述：

  1-Cycloheptyl-buten-(1)-on-(3) 在 palladium on activated charcoal 氢气 作用下， 以 乙醇 为溶剂， 生成 4-Cycloheptyl-2-butanone
  参考文献：
  名称：

  18-Cycloalkyl analogs of enisoprost

  摘要：

  By use of standard cuprate methodology, a series of 18-cycloalkyl analogues of enisoprost was prepared in an effort to impede omega chain metabolism and prolong duration of gastric antisecretory activity. An initial product of omega chain oxidation, the C-20 hydroxy analogue, was also synthesized for pharmacological comparison. The cyclopropyl, cyclobutyl, and cyclopentyl analogues were approximately one-fourth as potent as enisoprost in inhibiting gastric acid secretion, while the cyclohexyl and cycloheptyl analogues showed very weak activity, and the 20-hydroxy compound was inactive at a dose 100 times the ED50 of enisoprost. The cyclobutyl compound had a longer duration of antisecretory action than enisoprost and the other cycloalkyl analogues. The cycloalkyl analogues unexpectedly possessed low diarrheogenic activity in rats.

  DOI：

  10.1021/jm00125a013

文献信息

• [EN] TRICYCLIC DEGRADERS OF IKAROS AND AIOLOS<br/>[FR] AGENTS DE DÉGRADATION TRICYCLIQUES D'IKAROS ET D'AIOLOS
  申请人：C4 THERAPEUTICS INC

  公开号：WO2020210630A1

  公开（公告）日：2020-10-15

  Tricyclic cereblon binders for the degradation of Ikaros or Aiolos by the ubiquitin proteasome pathway for therapeutic applications are described.

  三环脑蛋白结合剂通过泛素蛋白酶体途径降解Ikaros或Aiolos以用于治疗应用的描述。
• Heilbron et al., Journal of the Chemical Society, 1949, p. 1827,1829
  作者：Heilbron et al.

  DOI：——

  日期：——
• Photomediated synthesis of β-alkylketones from cycloalkanes
  作者：Daniele Dondi、Anna Maria Cardarelli、Maurizio Fagnoni、Angelo Albini

  DOI：10.1016/j.tet.2006.03.028

  日期：2006.6

  beta-Cycloalkyl ketones are prepared through a photomediated radical addition reaction onto enones starting from the corresponding alkanes (i.e., cyclopentane, -hexane, -heptane, -dodecane and adamantane). The alkyl radicals are generated via hydrogen abstraction by either an organic (benzophenone) or an inorganic (tetrabutyl ammonium decatungstate, TBADT) photomediator. Isolated yields vary in the range 30-80%. Benzophenone has to be considered as a reagent, since it is used in an equimolar amount with respect to enone and is completely consumed in the reaction. On the contrary, TBADT is shown to behave as a photocatalyst, which is active for at least 50 cycles. The potential of photomediated reactions for the generation of radicals from unusual precursors and the synthetic significance of this method are discussed. (c) 2006 Elsevier Ltd. All rights reserved.
• COLLINS, PAUL W.;GASIECKI, ALAN F.;PERKINS, WILLIAM E.;GULLIKSON, GARY W.+, J. MED CHEM., 32,(1989) N, C. 1001-1006
  作者：COLLINS, PAUL W.、GASIECKI, ALAN F.、PERKINS, WILLIAM E.、GULLIKSON, GARY W.+

  DOI：——

  日期：——
• 18-Cycloalkyl analogs of enisoprost
  作者：Paul W. Collins、Alan F. Gasiecki、William E. Perkins、Gary W. Gullikson、Peter H. Jones、Raymond F. Bauer

  DOI：10.1021/jm00125a013

  日期：1989.5

  By use of standard cuprate methodology, a series of 18-cycloalkyl analogues of enisoprost was prepared in an effort to impede omega chain metabolism and prolong duration of gastric antisecretory activity. An initial product of omega chain oxidation, the C-20 hydroxy analogue, was also synthesized for pharmacological comparison. The cyclopropyl, cyclobutyl, and cyclopentyl analogues were approximately one-fourth as potent as enisoprost in inhibiting gastric acid secretion, while the cyclohexyl and cycloheptyl analogues showed very weak activity, and the 20-hydroxy compound was inactive at a dose 100 times the ED50 of enisoprost. The cyclobutyl compound had a longer duration of antisecretory action than enisoprost and the other cycloalkyl analogues. The cycloalkyl analogues unexpectedly possessed low diarrheogenic activity in rats.