(2-phenethylmorpholino)(phenyl)methanone

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 恶嗪烷类
• 英文名称: (2-phenethylmorpholino)(phenyl)methanone
• 英文别名: 4-Benzoyl-2-(2-phenylethyl)morpholine；phenyl-[2-(2-phenylethyl)morpholin-4-yl]methanone
• 化学式: C₁₉H₂₁NO₂
• 分子量: 295.381
• InChiKey: AQXDQOCLBNUSBE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  29.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  4-苯基丁醛 在 2,6-二甲基吡啶 、 N-氯代丁二酰亚胺 、 palladium 10% on activated carbon 、 potassium tert-butylate 、 氢气 、 N,N-二异丙基乙胺 、 DL-脯氨酸 作用下， 以 甲醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 1.5h， 生成 (2-phenethylmorpholino)(phenyl)methanone
  参考文献：
  名称：

  Discovery and Characterization of ML398, a Potent and Selective Antagonist of the D₄ Receptor with in Vivo Activity

  摘要：

  Herein, we report the structure-activity relationship of a chiral morpholine-based scaffold, which led to the identification of a potent and selective dopamine 4 (D4) receptor antagonist. The 4-chlorobenzyl moiety was identified, and the compound was designated an MLPCN probe molecule, ML398. ML398 is potent against the D4 receptor with IC50 = 130 nM and K i = 36 nM and shows no activity against the other dopamine receptors tested (>20 μM against D1, D2S, D2L, D3, and D5). Further in vivo studies showed that ML398 reversed cocaine-induced hyperlocomotion at 10 mg/kg.

  DOI：

  10.1021/ml500267c

文献信息

• Discovery and Characterization of ML398, a Potent and Selective Antagonist of the D₄ Receptor with <i>in Vivo</i> Activity
  作者：Cynthia B. Berry、Michael Bubser、Carrie K. Jones、John P. Hayes、James A. Wepy、Charles W. Locuson、J. Scott Daniels、Craig W. Lindsley、Corey R. Hopkins

  DOI：10.1021/ml500267c

  日期：2014.9.11

  Herein, we report the structure-activity relationship of a chiral morpholine-based scaffold, which led to the identification of a potent and selective dopamine 4 (D4) receptor antagonist. The 4-chlorobenzyl moiety was identified, and the compound was designated an MLPCN probe molecule, ML398. ML398 is potent against the D4 receptor with IC50 = 130 nM and K i = 36 nM and shows no activity against the other dopamine receptors tested (>20 μM against D1, D2S, D2L, D3, and D5). Further in vivo studies showed that ML398 reversed cocaine-induced hyperlocomotion at 10 mg/kg.