4-(1-Chloroisoquinolin-6-yl)morpholine | 1411940-33-4

• 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: 4-(1-Chloroisoquinolin-6-yl)morpholine
• 英文别名: 4-(1-chloroisoquinolin-6-yl)morpholine
• CAS: 1411940-33-4
• 化学式: C₁₃H₁₃ClN₂O
• 分子量: 248.712
• InChiKey: UHGANAMQCFVFFM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  25.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-氯-3-(5-苯基-1H-咪唑-2-基)-苯胺 、 4-(1-Chloroisoquinolin-6-yl)morpholine 在 potassium phosphate 、 tris-(dibenzylideneacetone)dipalladium(0) 、 4,5-双二苯基膦-9,9-二甲基氧杂蒽 作用下， 以 1,4-二氧六环 为溶剂， 生成 N-[4-chloro-3-(5-phenyl-1H-imidazol-2-yl)phenyl]-6-morpholin-4-ylisoquinolin-1-amine
  参考文献：
  名称：

  Design, synthesis, and structure–activity-relationship of phenyl imidazoles as potent Smoothened antagonists

  摘要：

  Through scaffold morphing of a known Smoothened antagonist Antag691, a series of novel phenyl imidazole derivatives were developed. Structure-activity-relationship studies and lead optimization led to the discovery of potent, selective and orally bioavailable Smoothened antagonist 19 that is suitable for in vivo studies. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.09.013
• 作为产物：
  描述：

  吗啉 、 1-氯-6-溴异喹啉 在 tris-(dibenzylideneacetone)dipalladium(0) 、 4,5-双二苯基膦-9,9-二甲基氧杂蒽 、 sodium t-butanolate 作用下， 以 甲苯 为溶剂， 生成 4-(1-Chloroisoquinolin-6-yl)morpholine
  参考文献：
  名称：

  Design, synthesis, and structure–activity-relationship of phenyl imidazoles as potent Smoothened antagonists

  摘要：

  Through scaffold morphing of a known Smoothened antagonist Antag691, a series of novel phenyl imidazole derivatives were developed. Structure-activity-relationship studies and lead optimization led to the discovery of potent, selective and orally bioavailable Smoothened antagonist 19 that is suitable for in vivo studies. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.09.013

文献信息

• [EN] COMPOUNDS AND COMPOSITIONS AS HEDGEHOG PATHWAY MODULATORS<br/>[FR] COMPOSÉS ET COMPOSITIONS MODULANT LE MÉCANISME HEDGEHOG
  申请人：IRM LLC

  公开号：WO2008014291A2

  公开（公告）日：2008-01-31

  [EN] The invention provides a method for modulating the activity of the hedgehog signaling pathway. In particular, the invention provides a method for inhibiting aberrant growth states resulting from phenotypes such as Ptc loss-of-function, hedgehog gain-of-function, smoothened gain-of-function or Gli gain-of-function, comprising contacting a cell with a sufficient amount of a compound of Formula I.
  [FR] L'invention porte sur une méthode de modulation de l'activité du mécanisme de signalisation Hedgehog, et en particulier sur une méthode inhibant les états aberrants de croissance tels que: la perte de fonction Ptc; le gain de fonction Hedgehog; le gain de fonction de la protéine Smoothened ou gain de fonction Gli, consistant à mettre en contact une cellule avec une quantité suffisante d'un composé de formule (I).