2-cyano-2-phenyldiethyl glutarate | 133905-22-3

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 2-cyano-2-phenyldiethyl glutarate
• 英文别名: 2-cyano-2-phenyl-glutaric acid diethyl ester；2-Cyan-2-phenyl-glutarsaeure-diaethylester
• CAS: 133905-22-3
• 化学式: C₁₆H₁₉NO₄
• 分子量: 289.331
• InChiKey: MAZXAQJHGDHACF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.35
• 重原子数：
  21.0
• 可旋转键数：
  7.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  76.39
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  2-cyano-2-phenyldiethyl glutarate 在 platinum(IV) oxide 、 水 、 氢气 、 溶剂黄146 、 lithium hydroxide 作用下， 以 甲醇 为溶剂， 生成 5-carboxy-5-phenylpiperidin-2-one
  参考文献：
  名称：

  Development of a novel tricyclic class of potent and selective FIXa inhibitors

  摘要：

  Using structure based drug design, a novel class of potent coagulation factor IXa (FIXa) inhibitors was designed and synthesized. High selectivity over FXa inhibition was achieved. Selected compounds were evaluated in rat IV/PO pharmacokinetic (PK) studies and demonstrated desirable oral PK profiles. Finally, the pharmacodynamics (PD) of this class of molecules were evaluated in thrombin generation assay (TGA) in Corn Trypsin Inhibitor (CTI) citrated human plasma and demonstrated characteristics of a FIXa inhibitor.

  DOI：

  10.1016/j.bmcl.2015.07.078
• 作为产物：
  描述：

  3-氯丙酸乙酯 、 苯基氰基乙酸乙酯 在 sodium ethanolate 作用下， 以 乙醇 为溶剂， 生成 2-cyano-2-phenyldiethyl glutarate
  参考文献：
  名称：

  Development of a novel tricyclic class of potent and selective FIXa inhibitors

  摘要：

  Using structure based drug design, a novel class of potent coagulation factor IXa (FIXa) inhibitors was designed and synthesized. High selectivity over FXa inhibition was achieved. Selected compounds were evaluated in rat IV/PO pharmacokinetic (PK) studies and demonstrated desirable oral PK profiles. Finally, the pharmacodynamics (PD) of this class of molecules were evaluated in thrombin generation assay (TGA) in Corn Trypsin Inhibitor (CTI) citrated human plasma and demonstrated characteristics of a FIXa inhibitor.

  DOI：

  10.1016/j.bmcl.2015.07.078

文献信息

• New pyrrolidin-, piperidin- and azepin-2-oxocarboxylic acid esters are preferential M1, M3 muscarinic antagonists. Synthesis and bronchospasmolytic activity
  作者：E Cereda、A Ezhaya、E Bellora、GB Schiavi、A Sagrada、HN Doods、A Donetti

  DOI：10.1016/0223-5234(94)90068-x

  日期：1994.1

  A series of new 3-tropanol and 3-quinuclidinol esters of phenyl-substituted pyrrolidin-, piperidin- and azepin-2-oxocarboxylic acid were synthesized and tested for antimuscarinic activity. The compounds showed a preferential in vitro activity at M(1) and M(3) receptor subtypes and an interesting activity profile in vivo. A potential use as selective bronchospasmolytic agents has been suggested for selected compounds.
• Wideqvist, Svensk Kemisk Tidskrift, 1942, vol. 54, p. 34,46
  作者：Wideqvist

  DOI：——

  日期：——