(1-((benzyloxy)carbonyl)piperidin-4-yl)zinc(II) iodide | 858670-79-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (1-((benzyloxy)carbonyl)piperidin-4-yl)zinc(II) iodide
• 英文别名: 4-CBZ-piperidylzinc iodide
• CAS: 858670-79-8
• 化学式: C₁₃H₁₆INO₂Zn
• 分子量: 410.57
• InChiKey: HIIOKHHPGOOATO-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  3.64
• 重原子数：
  18.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  29.54
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  8,11-二氯-5H-二苯并[b,e][1,4]二氮杂卓 、 (1-((benzyloxy)carbonyl)piperidin-4-yl)zinc(II) iodide 在 bis-triphenylphosphine-palladium(II) chloride 作用下， 以 四氢呋喃 为溶剂， 反应 16.0h， 生成
  参考文献：
  名称：

  [EN] USE OF N-DESMETHYLCLOZAPINE AND RELATED COMPOUNDS AS DOPAMINE STABILIZING AGENTS
  [FR] UTILISATION DE N-DESMETHYLCLOZAPINE ET DE COMPOSES ASSOCIES COMME AGENTS STABILISATEURS DE DOPAMINE

  摘要：

  公开号：

  WO2006107948A3
• 作为产物：
  描述：

  1-CBZ-4-碘哌啶 在 三甲基氯硅烷 、 锌 作用下， 以 N,N-二甲基乙酰胺 、 1,2-二溴乙烷 为溶剂， 反应 0.5h， 生成 (1-((benzyloxy)carbonyl)piperidin-4-yl)zinc(II) iodide
  参考文献：
  名称：

  Synthesis and preliminary biological evaluation of potent and selective 2-(3-alkoxy-1-azetidinyl) quinolines as novel PDE10A inhibitors with improved solubility

  摘要：

  We report the discovery of a novel series of 2-(3-alkoxy-1-azetidinyl) quinolines as potent and selective PDE10A inhibitors. Structure-activity studies improved the solubility (pH 7.4) and maintained high PDE10A activity compared to initial lead compound 3, with select compounds demonstrating good oral bioavailability. X-ray crystallographic studies revealed two distinct binding modes to the catalytic site of the PDE10A enzyme. An ex vivo receptor occupancy assay in rats demonstrated that this series of compounds covered the target within the striatum. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2014.10.013

文献信息

• [EN] USE OF N-DESMETHYLCLOZAPINE AND RELATED COMPOUNDS AS DOPAMINE STABILIZING AGENTS<br/>[FR] UTILISATION DE N-DESMETHYLCLOZAPINE ET DE COMPOSES ASSOCIES COMME AGENTS STABILISATEURS DE DOPAMINE
  申请人：ACADIA PHARM INC

  公开号：WO2006107948A3

  公开（公告）日：2006-12-14
• Synthesis and preliminary biological evaluation of potent and selective 2-(3-alkoxy-1-azetidinyl) quinolines as novel PDE10A inhibitors with improved solubility
  作者：Robert M. Rzasa、Michael J. Frohn、Kristin L. Andrews、Samer Chmait、Ning Chen、Jeffrey G. Clarine、Carl Davis、Heather A. Eastwood、Daniel B. Horne、Essa Hu、Adrie D. Jones、Matthew R. Kaller、Roxanne K. Kunz、Silke Miller、Holger Monenschein、Thomas Nguyen、Alexander J. Pickrell、Amy Porter、Andreas Reichelt、Xiaoning Zhao、James J.S. Treanor、Jennifer R. Allen

  DOI：10.1016/j.bmc.2014.10.013

  日期：2014.12

  We report the discovery of a novel series of 2-(3-alkoxy-1-azetidinyl) quinolines as potent and selective PDE10A inhibitors. Structure-activity studies improved the solubility (pH 7.4) and maintained high PDE10A activity compared to initial lead compound 3, with select compounds demonstrating good oral bioavailability. X-ray crystallographic studies revealed two distinct binding modes to the catalytic site of the PDE10A enzyme. An ex vivo receptor occupancy assay in rats demonstrated that this series of compounds covered the target within the striatum. (C) 2014 Elsevier Ltd. All rights reserved.