N-(4-chlorobenzyl)-4-hydroxy-8-iodo-6-(4-morpholinylmethyl)-3-quinolinecarboxamide | 388121-73-1

• 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)-4-hydroxy-8-iodo-6-(4-morpholinylmethyl)-3-quinolinecarboxamide
• 英文别名: N-[(4-chlorophenyl)methyl]-8-iodo-6-(morpholin-4-ylmethyl)-4-oxo-1H-quinoline-3-carboxamide
• CAS: 388121-73-1
• 化学式: C₂₂H₂₁ClIN₃O₃
• 分子量: 537.785
• InChiKey: WQYOGNZSBVHLMX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  30
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  70.7
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  N-(4-chlorobenzyl)-4-hydroxy-8-iodo-6-(4-morpholinylmethyl)-3-quinolinecarboxamide 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 三乙胺 、 三氟乙酸 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 反应 6.58h， 生成 N-[(4-chlorophenyl)methyl]-8-[(morpholin-4-yl)methyl]-6-oxo-2-[(sulfamoylamino)methyl]-6H-pyrrolo[3,2,1-ij]quinoline-5-carboxamide
  参考文献：
  名称：

  Inhibition of the hERG potassium ion channel by different non-nucleoside human cytomegalovirus polymerase antiviral inhibitor series and the exploration of variations on a pyrroloquinoline core to reduce cardiotoxicity potential

  摘要：

  DOI：

  10.1016/j.bmc.2023.117276
• 作为产物：
  描述：

  对氯苄胺 、 ethyl 4-hydroxy-8-iodo-6-(4-morpholinylmethyl)-3-quinolinecarboxylate 以89 %的产率得到N-(4-chlorobenzyl)-4-hydroxy-8-iodo-6-(4-morpholinylmethyl)-3-quinolinecarboxamide
  参考文献：
  名称：

  Inhibition of the hERG potassium ion channel by different non-nucleoside human cytomegalovirus polymerase antiviral inhibitor series and the exploration of variations on a pyrroloquinoline core to reduce cardiotoxicity potential

  摘要：

  DOI：

  10.1016/j.bmc.2023.117276

文献信息

• Pyrroloquinolones as antiviral agents
  申请人：——

  公开号：US20020055636A1

  公开（公告）日：2002-05-09

  The present invention provides a compound of formula I 1 which is useful as antiviral agents, in particular, as agents against viruses of the herpes family.

  本发明提供了一种化合物，其化学式为I，可用作抗病毒剂，特别是用于抗击疱疹病毒家族的药剂。
• [EN] PYRROLOQUINOLONES AS ANTIVIRAL AGENTS<br/>[FR] PYRROLOQUINOLONES EN TANT QU'AGENTS ANTIVIRAUX
  申请人：UPJOHN CO

  公开号：WO2002002558A1

  公开（公告）日：2002-01-10

  The present invention provides a compound of formula (I) which is useful as antiviral agents, in particular, as agents against viruses of the herpes family.

  本发明提供了一种化合物，其化学式为（I），该化合物可用作抗病毒剂，特别是用于对抗疱疹病毒家族的病毒。
• Modifications of C-2 on the pyrroloquinoline template aimed at the development of potent herpesvirus antivirals with improved aqueous solubility
  作者：James A. Nieman、Sajiv K. Nair、Steven E. Heasley、Brenda L. Schultz、Herbert M. Zerth、Richard A. Nugent、Ke Chen、Kevin J. Stephanski、Todd A. Hopkins、Mary L. Knechtel、Nancee L. Oien、Janet L. Wieber、Michael W. Wathen

  DOI：10.1016/j.bmcl.2010.03.115

  日期：2010.5

  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.
• PYRROLOQUINOLONES AS ANTIVIRAL AGENTS
  申请人：PHARMACIA & UPJOHN COMPANY

  公开号：EP1299386A1

  公开（公告）日：2003-04-09
• US6525049B2
  申请人：——

  公开号：US6525049B2

  公开（公告）日：2003-02-25