(+/-)-α-methylene-γ-butyrolactone-5-octyl-4-allyl amide

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 内酯类
• 英文名称: (+/-)-α-methylene-γ-butyrolactone-5-octyl-4-allyl amide
• 英文别名: (2S,3R)-4-methylidene-2-octyl-5-oxo-N-prop-2-enyloxolane-3-carboxamide
• 化学式: C₁₇H₂₇NO₃
• 分子量: 293.406
• InChiKey: LEWYFELPVVLSMD-LSDHHAIUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  21
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  55.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  丙烯胺 、 C75 在 tris(2-oxo-3-oxazolinyl)phosphine oxide 作用下， 以 乙腈 为溶剂， 反应 0.5h， 生成 (+/-)-α-methylene-γ-butyrolactone-5-octyl-4-allyl amide
  参考文献：
  名称：

  New α-methylene-γ-butyrolactones with antimycobacterial properties

  摘要：

  The synthesis and antimyco bacterial activity of a series of alpha-methylene-gamma-butyrolactones based on the natural product protolichesterinic acid are described. Compounds 9-12 bearing an allylamide group at the C-4 position showed improved activity with MICs in the range of 6.25-12.5 mu g/mL. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.05.119

文献信息

• Stimulation Of CPT-1 As A Means To Reduce Weight
  申请人：Thupari Jagan N.

  公开号：US20090124684A1

  公开（公告）日：2009-05-14

  This invention provides methods and compositions for inducing weight loss and maintaining optimum weight comprising administering an agent that stimulates carnitine palmitoyl transferase-1 (CPT-1) activity to the patient in need, including human patients. These methods do not require inhibition of fatty acid synthesis. In particular, this invention provides methods for development of therapeutics that selectively enhance fatty acid oxidation, increase energy production, and reduce adiposity while preserving lean mass, through the pharmacological stimulation of CPT-1 activity. In a preferred mode, the agent is administered in an amount sufficient to increase fatty acid oxidation. In another preferred mode, the agent is administered in an amount sufficient to antagonize malonyl CoA inhibition of CPT-1. In yet another preferred mode, the agent is administered in an amount sufficient to increase malonyl CoA level.
• New α-methylene-γ-butyrolactones with antimycobacterial properties
  作者：Minerva A. Hughes、Jill M. McFadden、Craig A. Townsend

  DOI：10.1016/j.bmcl.2005.05.119

  日期：2005.9

  The synthesis and antimyco bacterial activity of a series of alpha-methylene-gamma-butyrolactones based on the natural product protolichesterinic acid are described. Compounds 9-12 bearing an allylamide group at the C-4 position showed improved activity with MICs in the range of 6.25-12.5 mu g/mL. (c) 2005 Elsevier Ltd. All rights reserved.