4-癸基环己酮 | 98789-95-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 4-癸基环己酮
• 英文名称: 4-decylcyclohexanone
• 英文别名: 4-decylcyclohexan-1-one
• CAS: 98789-95-8
• 化学式: C₁₆H₃₀O
• 分子量: 238.414
• InChiKey: QJIQWIMFIXEXSZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  17
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.94
• 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-癸基环己酮 在 乙酸铵 、 盐酸 、 lithium aluminium tetrahydride 、 水 、 乙酸酐 、 溶剂黄146 作用下， 以 乙醚 、 乙醇 、 水 、 甲苯 为溶剂， 反应 96.0h， 生成 3-(8-decyl-2-azaspiro[4.5]decan-2-yl)-N,N-dimethylpropan-1-amine
  参考文献：
  名称：

  Antiarthritic and supressor cell inducing activity of azaspiranes: structure-function relationships of a novel class of immunomodulatory agents

  摘要：

  Spirogermanium (1; 8,8-diethyl-N,N-dimethyl-2-aza-8- germaspiro[4.5]decane-2-propanamine dihydrochloride) is a potent cytotoxic agent in vitro which has demonstrated limited activity in experimental animal tumor models. Subsequently, it has been reported that spirogermanium has antiarthritic and suppressor cell-inducing activity. We have synthesized a series of substituted 8-hetero-2-azaspiro[4.5]decane and 9-hetero-3-azaspiro[5.5]undecane analogues of spirogermanium to identify the heteroatom requirements for in vivo antiarthritic and suppressor cell-inducing activity. This structure-activity relationship study has identified that appropriately substituted silicon and carbon analogues of spirogermanium retain both antiarthritic and immunosuppressive activity, with the 8,8-dipropyl (carbon) analogue being among the most active. Following the identification of N,N-dimethyl-8,8-dipropyl-2-azaspiro[4.5]decane-2-propanamine++ + dihydrochloride (9) as a more active analogue than spirogermanium, a series of 8,8-dipropyl analogues with various amine substituents were synthesized. A number of these analogues had activity similar to that of 9. A correlation between activity in the adjuvant arthritic rat and the ability to induce suppressor cells (r = 0.894, p less than 0.001) suggests an association between the two pharmacologic effects. While the precise biochemical mechanism(s) for the pharmacological activity is unclear, these data suggest that compounds within this series, e.g., N,N-dimethyl-8,8-dipropyl-2-azaspiro[4.5]decane-2-propanamine++ + dihydrochloride, may provide effective therapy in diseases of autoimmune origin and/or the prevention of rejection in tissue transplantation.

  DOI：

  10.1021/jm00173a010
• 作为产物：
  描述：

  十一醛 在 palladium on activated charcoal 硫酸 、 三氟化硼乙醚 、 氢气 、 sodium hydride 作用下， 以 二甲基亚砜 、 乙酸乙酯 、 苯 为溶剂， 5.0~70.0 ℃ 、344.73 kPa 条件下， 反应 20.02h， 生成 4-癸基环己酮
  参考文献：
  名称：

  Antiarthritic and supressor cell inducing activity of azaspiranes: structure-function relationships of a novel class of immunomodulatory agents

  摘要：

  Spirogermanium (1; 8,8-diethyl-N,N-dimethyl-2-aza-8- germaspiro[4.5]decane-2-propanamine dihydrochloride) is a potent cytotoxic agent in vitro which has demonstrated limited activity in experimental animal tumor models. Subsequently, it has been reported that spirogermanium has antiarthritic and suppressor cell-inducing activity. We have synthesized a series of substituted 8-hetero-2-azaspiro[4.5]decane and 9-hetero-3-azaspiro[5.5]undecane analogues of spirogermanium to identify the heteroatom requirements for in vivo antiarthritic and suppressor cell-inducing activity. This structure-activity relationship study has identified that appropriately substituted silicon and carbon analogues of spirogermanium retain both antiarthritic and immunosuppressive activity, with the 8,8-dipropyl (carbon) analogue being among the most active. Following the identification of N,N-dimethyl-8,8-dipropyl-2-azaspiro[4.5]decane-2-propanamine++ + dihydrochloride (9) as a more active analogue than spirogermanium, a series of 8,8-dipropyl analogues with various amine substituents were synthesized. A number of these analogues had activity similar to that of 9. A correlation between activity in the adjuvant arthritic rat and the ability to induce suppressor cells (r = 0.894, p less than 0.001) suggests an association between the two pharmacologic effects. While the precise biochemical mechanism(s) for the pharmacological activity is unclear, these data suggest that compounds within this series, e.g., N,N-dimethyl-8,8-dipropyl-2-azaspiro[4.5]decane-2-propanamine++ + dihydrochloride, may provide effective therapy in diseases of autoimmune origin and/or the prevention of rejection in tissue transplantation.

  DOI：

  10.1021/jm00173a010

文献信息

• [EN] PYRROLE DERIVATIVES AS ACC INHIBITORS<br/>[FR] DÉRIVÉS DE PYRROLE UTILISÉS EN TANT QU'INHIBITEURS D'ACC
  申请人：ALMIRALL SA

  公开号：WO2020245297A1

  公开（公告）日：2020-12-10

  Novel pyrrole derivatives of Formula (I) are disclosed; as well as processes for their preparation, pharmaceutical compositions comprising them and their use in therapy as inhibitors of Acetyl- CoA carboxylase (ACC).

  公式(I)的新吡咯衍生物被公开；以及它们的制备过程、包含它们的药物组合物以及它们作为乙酰辅酶A羧化酶(ACC)抑制剂的疗法应用。
• Oxidation of alcohols with 1-decyl-4-aza-1-azonia-bicyclo[2.2.2]-octane chlorochromate under conventional and solvent-free conditions
  作者：A. R. Hajipour、H. R. Bagheri、A. E. Ruoho

  DOI：10.1134/s1070428006060054

  日期：2006.6

  1 -Decyl-4-aza-1-azoniabicyclo[2.2.2]octane chlorochromate was proposed as a mild and efficient reagent for oxidation of alcohols to the corresponding carbonyl compounds in boiling acetonitrile or under solvent-free conditions at room temperature. The experimental procedure is simple, and the products are isolated in good to excellent yields.
• Sucrow, Wolfgang; Minas, Hermann; Stegemeyer, Horst, Chemische Berichte, 1985, vol. 118, # 8, p. 3332 - 3349
  作者：Sucrow, Wolfgang、Minas, Hermann、Stegemeyer, Horst、Geschwinder, Peter、Murawski, Hans-Ruediger、Krueger, Carl

  DOI：——

  日期：——
• Immunomodulatory azaspiranes
  申请人：SMITHKLINE BEECHAM CORPORATION

  公开号：EP0310321B1

  公开（公告）日：1994-11-30
• BADGER, ALISON M.;CHEESEMAN, ELAINE N.;DIMARTINO, MICHAEL J.;DORMAN, JAME+
  作者：BADGER, ALISON M.、CHEESEMAN, ELAINE N.、DIMARTINO, MICHAEL J.、DORMAN, JAME+

  DOI：——

  日期：——