6-(1-oxo-2-(2-oxoethyl)-1,2,3,4-tetrahydroisoquinolin-6-yloxy)nicotinonitrile | 1131222-87-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异喹啉及其衍生物
• 英文名称: 6-(1-oxo-2-(2-oxoethyl)-1,2,3,4-tetrahydroisoquinolin-6-yloxy)nicotinonitrile
• 英文别名: 6-(1-Oxo-2-(2-oxoethyl)-1,2,3,4-tetrahydroisoquinolin-6-yloxy)nicotinonitrile；6-[[1-oxo-2-(2-oxoethyl)-3,4-dihydroisoquinolin-6-yl]oxy]pyridine-3-carbonitrile
• CAS: 1131222-87-1
• 化学式: C₁₇H₁₃N₃O₃
• 分子量: 307.309
• InChiKey: MBCXHGPCHRZRCW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  83.3
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  6-(1-oxo-2-(2-oxoethyl)-1,2,3,4-tetrahydroisoquinolin-6-yloxy)nicotinonitrile 、 (R)-2-methylpyrrolidine hydrochloride 在 sodium cyanoborohydride 、 溶剂黄146 作用下， 以 甲醇 为溶剂， 以96 mg的产率得到6-[(2-{2-[(2R)-2-methylpyrrolidin-1-yl]ethyl}-1-oxo-1,2,3,4-tetrahydroisoquinolin-6-yl)oxy]nicotinonitrile hydrochloride
  参考文献：
  名称：

  2-(Pyrrolidin-1-yl)ethyl-3,4-dihydroisoquinolin-1(2H)-one Derivatives as Potent and Selective Histamine-3 Receptor Antagonists

  摘要：

  On the basis of the previously reported benzimidazole 1,3'-bipyrrolidine benzamides (1), a new class of 2-(pyrrolidin-1-yl)ethyl-3,4-dihydroisoquinolin-1(2H)-one derivatives (3-50) were synthesized and evaluated as potent H-3 receptor antagonists. In particular, compound 39 exhibited potent in vitro binding and functional activities at the H-3 receptor, good selectivities against other neurotransmitter receptors and ion channels, acceptable pharmacokinetic properties, and a favorable in vivo profile.

  DOI：

  10.1021/jm300011d
• 作为产物：
  描述：

  6-甲氧基-3,4-二氢-1(2H)-异喹啉 在 sodium periodate 、 三溴化硼 、 sodium hydride 、 potassium carbonate 作用下， 以 四氢呋喃 、 二氯甲烷 、 水 、 N,N-二甲基甲酰胺 、 mineral oil 为溶剂， 反应 8.75h， 生成 6-(1-oxo-2-(2-oxoethyl)-1,2,3,4-tetrahydroisoquinolin-6-yloxy)nicotinonitrile
  参考文献：
  名称：

  2-(Pyrrolidin-1-yl)ethyl-3,4-dihydroisoquinolin-1(2H)-one Derivatives as Potent and Selective Histamine-3 Receptor Antagonists

  摘要：

  On the basis of the previously reported benzimidazole 1,3'-bipyrrolidine benzamides (1), a new class of 2-(pyrrolidin-1-yl)ethyl-3,4-dihydroisoquinolin-1(2H)-one derivatives (3-50) were synthesized and evaluated as potent H-3 receptor antagonists. In particular, compound 39 exhibited potent in vitro binding and functional activities at the H-3 receptor, good selectivities against other neurotransmitter receptors and ion channels, acceptable pharmacokinetic properties, and a favorable in vivo profile.

  DOI：

  10.1021/jm300011d

文献信息

• ISOQUINOLINYL AND ISOINDOLINYL DERIVATIVES AS HISTAMINE-3 ANTAGONISTS
  申请人：Zhou Dahui

  公开号：US20090069300A1

  公开（公告）日：2009-03-12

  The present invention provides a compound of formula I and the use thereof for the treatment of a central nervous system disorder related to or affected by the histamine-3 receptor.

  本发明提供了一种公式I的化合物及其用于治疗与组胺-3受体相关或受其影响的中枢神经系统疾病的应用。
• [EN] ISOQUINOLINYL AND ISOINDOLINYL DERIVATIVES AS HISTAMINE-3 ANTAGONISTS<br/>[FR] DÉRIVÉS D'ISOQUINOLINYLE ET D'ISOINDOLINYLE CONVENANT COMME ANTAGONISTES DE L'HISTAMINE-3
  申请人：WYETH CORP

  公开号：WO2009036144A1

  公开（公告）日：2009-03-19

  The present invention provides a compound of formula (I) and the use thereof for the treatment of a central nervous system disorder related to or affected by the histamine-3 receptor.