[6-[9-[((2,2,2-trifluoroethyl)amino)carbonyl]-9H-fluoren-9-yl]hexyl]phosphonic acid, dibutyl ester

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: [6-[9-[((2,2,2-trifluoroethyl)amino)carbonyl]-9H-fluoren-9-yl]hexyl]phosphonic acid, dibutyl ester
• 英文别名: N-(2,2,2-Trifluoroethyl)-9-[6-(dibutoxyphosphinyl)hexyl]-9H-fluorene-9-carboxamide；9-(6-dibutoxyphosphorylhexyl)-N-(2,2,2-trifluoroethyl)fluorene-9-carboxamide
• 化学式: C₃₀H₄₁F₃NO₄P
• 分子量: 567.629
• InChiKey: AMAPXYANJDKWIN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.4
• 重原子数：
  39
• 可旋转键数：
  17
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  64.6
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  9-芴甲酸 在 正丁基锂 、 草酰氯 、 TEA 、 N,N-二甲基甲酰胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 生成 [6-[9-[((2,2,2-trifluoroethyl)amino)carbonyl]-9H-fluoren-9-yl]hexyl]phosphonic acid, dibutyl ester
  参考文献：
  名称：

  Microsomal triglyceride transfer protein inhibitors: discovery and synthesis of alkyl phosphonates as potent MTP inhibitors and cholesterol lowering agents

  摘要：

  A series of newly synthesized phosphonate esters were evaluated for their effects on microsomal triglyceride transfer protein activity (MTP). The most potent compounds were evaluated for their ability to inhibit lipoprotein secretion in HepG2 cells and to affect VLDL secretion in rats. These inhibitors were also found to lower serum cholesterol levels in a hamster model upon oral dosing. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00116-1

文献信息

• CONFORMATIONALLY RESTRICTED AROMATIC INHIBITORS OF MICROSOMAL TRIGLYCERIDE TRANSFER PROTEIN AND METHOD
  申请人：BRISTOL-MYERS SQUIBB COMPANY

  公开号：EP0904262B1

  公开（公告）日：2004-04-21
• Microsomal triglyceride transfer protein inhibitors: discovery and synthesis of alkyl phosphonates as potent MTP inhibitors and cholesterol lowering agents
  作者：David R Magnin、Scott A Biller、John Wetterau、Jeffrey A Robl、John K Dickson、Prakash Taunk、Thomas W Harrity、R.Michael Lawrence、C.-Q Sun、Tammy Wang、Janette Logan、Olga Fryszman、Fergal Connolly、Kern Jolibois、Lori Kunselman

  DOI：10.1016/s0960-894x(03)00116-1

  日期：2003.4

  A series of newly synthesized phosphonate esters were evaluated for their effects on microsomal triglyceride transfer protein activity (MTP). The most potent compounds were evaluated for their ability to inhibit lipoprotein secretion in HepG2 cells and to affect VLDL secretion in rats. These inhibitors were also found to lower serum cholesterol levels in a hamster model upon oral dosing. (C) 2003 Elsevier Science Ltd. All rights reserved.