N-(4-chlorobenzyl)-2-[(4S)-2,2-diethyl-1,3-dioxolan-4-yl]-8-(morpholin-4-ylmethyl)-6-oxo-6H-pyrrolo[3,2,1-ij]quinoline-5-carboxamide | 1232152-46-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: N-(4-chlorobenzyl)-2-[(4S)-2,2-diethyl-1,3-dioxolan-4-yl]-8-(morpholin-4-ylmethyl)-6-oxo-6H-pyrrolo[3,2,1-ij]quinoline-5-carboxamide
• CAS: 1232152-46-3
• 化学式: C₃₁H₃₄ClN₃O₅
• 分子量: 564.081
• InChiKey: WEKQOZKVECNFTJ-HHHXNRCGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.91
• 重原子数：
  40.0
• 可旋转键数：
  8.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  81.51
• 氢给体数：
  1.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  N-(4-chlorobenzyl)-2-[(4S)-2,2-diethyl-1,3-dioxolan-4-yl]-8-(morpholin-4-ylmethyl)-6-oxo-6H-pyrrolo[3,2,1-ij]quinoline-5-carboxamide 在 盐酸 作用下， 以 四氢呋喃 、 水 为溶剂， 以12%的产率得到N-(4-chlorobenzyl)-2-[(1S)-1,2-dihydroxyethyl]-8-(morpholin-4-ylmethyl)-6-oxo-6H-pyrrolo[3,2,1-ij]quinoline-5-carboxamide
  参考文献：
  名称：

  Modifications of C-2 on the pyrroloquinoline template aimed at the development of potent herpesvirus antivirals with improved aqueous solubility

  摘要：

  A series of C-2 pyrroloquinoline analogs designed to improve aqueous solubility were examined for herpesvirus polymerase and antiviral activity. Several analogs were identified that maintained the antiviral activity of the previous development candidate against HCMV, HSV-1 and VZV, but with significantly improved aqueous solubility. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.03.115
• 作为产物：
  描述：

  ethyl 2-[(4S)-2,2-diethyl-1,3-dioxolan-4-yl]-8-(morpholin-4-ylmethyl)-6-oxo-6H-pyrrolo[3,2,1-ij]quinoline-5-carboxylate 、 对氯苄胺 反应 4.0h， 以86%的产率得到N-(4-chlorobenzyl)-2-[(4S)-2,2-diethyl-1,3-dioxolan-4-yl]-8-(morpholin-4-ylmethyl)-6-oxo-6H-pyrrolo[3,2,1-ij]quinoline-5-carboxamide
  参考文献：
  名称：

  Modifications of C-2 on the pyrroloquinoline template aimed at the development of potent herpesvirus antivirals with improved aqueous solubility

  摘要：

  A series of C-2 pyrroloquinoline analogs designed to improve aqueous solubility were examined for herpesvirus polymerase and antiviral activity. Several analogs were identified that maintained the antiviral activity of the previous development candidate against HCMV, HSV-1 and VZV, but with significantly improved aqueous solubility. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.03.115