2-amino-N-(quinolin-3-yl)acetamide | 1155901-78-2

• 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-3-yl)acetamide
• 英文别名: 2-amino-N-quinolin-3-ylacetamide
• CAS: 1155901-78-2
• 化学式: C₁₁H₁₁N₃O
• mdl: MFCD12126161
• 分子量: 201.228
• InChiKey: SPBWTYUYAUPBAO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 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-3-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， 反应 24.0h， 生成 2-amino-N-(quinolin-3-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

• [EN] POLYBASIC BACTERIAL EFFLUX PUMP INHIBITORS AND THERAPEUTIC USES THEREOF<br/>[FR] INHIBITEURS DE POMPES À EFFLUX BACTÉRIENNES POLYBASIQUES ET LEURS UTILISATIONS THÉRAPEUTIQUES
  申请人：MPEX PHARMACEUTICALS INC

  公开号：WO2008141010A2

  公开（公告）日：2008-11-20

  [EN] Disclosed are compounds having polybasic functionalities. The compounds inhibit bacterial efflux pump inhibitors and are used in combination with an anti-bacterial agent to treat or prevent bacterial infections. These combinations can be effective against bacterial infections that have developed resistance to anti-bacterial agents through an efflux pump mechanism.
  [FR] L'invention concerne des composés présentant des fonctionnalités polybasiques. Ces composés sont des inhibiteurs de pompes à efflux bactériennes et sont utilisés en combinaison avec un agent antibactérien pour traiter ou prévenir des infections bactériennes. Ces combinaisons peuvent être efficaces contre les infections bactériennes ayant développé une résistance contre des agents antibactériens par mise en oeuvre d'un mécanisme de pompe à efflux.
• [EN] POLYBASIC BACTERIAL EFFLUX PUMP INHIBITORS AND THERAPEUTIC USES THEREOF<br/>[FR] INHIBITEURS POLYBASIQUES DE POMPE À EFFLUX BACTÉRIENNE ET LEURS UTILISATIONS THÉRAPEUTIQUES
  申请人：MPEX PHARMACEUTICALS INC

  公开号：WO2010054102A2

  公开（公告）日：2010-05-14

  Disclosed are compounds having polybasic functionalities. The compounds inhibit bacterial efflux pump inhibitors and are used in combination with an anti-bacterial agent to treat or prevent bacterial infections. These combinations can be effective against bacterial infections that have developed resistance to anti-bacterial agents through an efflux pump mechanism.