N-(4-fluorobenzyl)-8-hydroxy-5-(methyl(2-(N-methylacetamido)ethyl)amino)-1,6-naphthyridine-7-carboxamide | 889455-70-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: N-(4-fluorobenzyl)-8-hydroxy-5-(methyl(2-(N-methylacetamido)ethyl)amino)-1,6-naphthyridine-7-carboxamide
• 英文别名: 5-[2-[acetyl(methyl)amino]ethyl-methylamino]-N-[(4-fluorophenyl)methyl]-8-hydroxy-1,6-naphthyridine-7-carboxamide
• CAS: 889455-70-3
• 化学式: C₂₂H₂₄FN₅O₃
• 分子量: 425.463
• InChiKey: UFMLZMGXQKBRGT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  31
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  98.7
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  N-(4-fluorobenzyl)-8-hydroxy-5-bromo-1,6-naphthyridine-7-carboxamide 、 N-methyl-N-(2-(methylamino)ethyl)acetamide 在 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 、 二甲基亚砜 为溶剂， 反应 1.0h， 生成 N-(4-fluorobenzyl)-8-hydroxy-5-(methyl(2-(N-methylacetamido)ethyl)amino)-1,6-naphthyridine-7-carboxamide
  参考文献：
  名称：

  A series of 5-aminosubstituted 4-fluorobenzyl-8-hydroxy-[1,6]naphthyridine-7-carboxamide HIV-1 integrase inhibitors

  摘要：

  A series of 5-amino derivatives of 8-hydroxy[1,6]-naphthyridine-7-carboxamide exhibiting sub-micromolar potency against replication of HIV-1 in cell culture was identified. One of these analogs, compound 12, displayed excellent pharmacokinetic properties when dosed orally in rats and in monkeys. This compound was demonstrated to be efficacious against replication of simian-human immunodeficiency virus (SHIV) 89.6P in infected rhesus macaques. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.03.003

文献信息

• A series of 5-aminosubstituted 4-fluorobenzyl-8-hydroxy-[1,6]naphthyridine-7-carboxamide HIV-1 integrase inhibitors
  作者：James P. Guare、John S. Wai、Robert P. Gomez、Neville J. Anthony、Samson M. Jolly、Amanda R. Cortes、Joseph P. Vacca、Peter J. Felock、Kara A. Stillmock、William A. Schleif、Gregory Moyer、Lori J. Gabryelski、Lixia Jin、I-Wu Chen、Daria J. Hazuda、Steven D. Young

  DOI：10.1016/j.bmcl.2006.03.003

  日期：2006.6

  A series of 5-amino derivatives of 8-hydroxy[1,6]-naphthyridine-7-carboxamide exhibiting sub-micromolar potency against replication of HIV-1 in cell culture was identified. One of these analogs, compound 12, displayed excellent pharmacokinetic properties when dosed orally in rats and in monkeys. This compound was demonstrated to be efficacious against replication of simian-human immunodeficiency virus (SHIV) 89.6P in infected rhesus macaques. (c) 2006 Elsevier Ltd. All rights reserved.