2-amino-N-(quinolin-5-yl)acetamide | 1016723-44-6

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 2-amino-N-(quinolin-5-yl)acetamide
• 英文别名: 2-amino-N-quinolin-5-ylacetamide
• CAS: 1016723-44-6
• 化学式: C₁₁H₁₁N₃O
• mdl: MFCD09928515
• 分子量: 201.228
• InChiKey: QCCCNGDXOJKCIP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  68
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-amino-N-(quinolin-5-yl)acetamide 、 6-O-methyl-4''-O-propenoyl-8a-aza-8a-homoerythromycin A 以 甲醇 为溶剂， 生成
  参考文献：
  名称：

  Novel 8a-aza-8a-homoerythromycin—4″-(3-substituted-amino)propionates with broad spectrum antibacterial activity

  摘要：

  Fifteen-membered 8a-aza-8a-homoerythromycins derived from either erythromycin or clarithromycin have been acylated to form 4 ''-O-propenoyl derivative. These functionalized analogues underwent Michael reaction with primary or secondary amines to afford novel 8a-aza-8a-homoerythromycin-4 ''-(3-substituted-amino)propionates. This preparative sequence was adapted so that analogues could be made by parallel synthesis. Among them, 4-quinolone derivatives show particularly good antibacterial potency against macrolide resistant bacteria, comparable or better than azithromycin and telithromycin. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.04.062
• 作为产物：
  描述：

  在 三氟乙酸 作用下， 生成 2-amino-N-(quinolin-5-yl)acetamide
  参考文献：
  名称：

  Novel 8a-aza-8a-homoerythromycin—4″-(3-substituted-amino)propionates with broad spectrum antibacterial activity

  摘要：

  Fifteen-membered 8a-aza-8a-homoerythromycins derived from either erythromycin or clarithromycin have been acylated to form 4 ''-O-propenoyl derivative. These functionalized analogues underwent Michael reaction with primary or secondary amines to afford novel 8a-aza-8a-homoerythromycin-4 ''-(3-substituted-amino)propionates. This preparative sequence was adapted so that analogues could be made by parallel synthesis. Among them, 4-quinolone derivatives show particularly good antibacterial potency against macrolide resistant bacteria, comparable or better than azithromycin and telithromycin. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.04.062

文献信息

• Novel 8a-aza-8a-homoerythromycin—4″-(3-substituted-amino)propionates with broad spectrum antibacterial activity
  作者：Antun Hutinec、Marko Đerek、Gorjana Lazarevski、Vitomir Šunjić、Hana Čipčić Paljetak、Sulejman Alihodžić、Vesna Eraković Haber、Miljenko Dumić、Nataša Maršić、Stjepan Mutak

  DOI：10.1016/j.bmcl.2010.04.062

  日期：2010.6

  Fifteen-membered 8a-aza-8a-homoerythromycins derived from either erythromycin or clarithromycin have been acylated to form 4 ''-O-propenoyl derivative. These functionalized analogues underwent Michael reaction with primary or secondary amines to afford novel 8a-aza-8a-homoerythromycin-4 ''-(3-substituted-amino)propionates. This preparative sequence was adapted so that analogues could be made by parallel synthesis. Among them, 4-quinolone derivatives show particularly good antibacterial potency against macrolide resistant bacteria, comparable or better than azithromycin and telithromycin. (C) 2010 Elsevier Ltd. All rights reserved.