trans-7-oxo-6-(phenylmethoxy)-1,6-diazabicyclo[3,2,1]octane-2-carboxamide

• 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: trans-7-oxo-6-(phenylmethoxy)-1,6-diazabicyclo[3,2,1]octane-2-carboxamide
• 英文别名: 7-Oxo-6-benzyloxy-1,6-diazabicylco-[3.2.1]octane-2-carboxylic acid amide；7-oxo-6-phenylmethoxy-1,6-diazabicyclo[3.2.1]octane-2-carboxamide
• 化学式: C₁₄H₁₇N₃O₃
• 分子量: 275.307
• InChiKey: HYTSWLKLRKLRHK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  75.9
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  trans-7-oxo-6-(phenylmethoxy)-1,6-diazabicyclo[3,2,1]octane-2-carboxamide 在 palladium 10% on activated carbon 氢气 作用下， 以 甲醇 为溶剂， 反应 0.75h， 生成 trans-6-hydroxy-7-oxo-1,6-diazabicyclo[3,2,1]octane-2-carboxamide
  参考文献：
  名称：

  Azabicyclic compounds, preparation thereof and use as medicines, in particular as antibacterial agents

  摘要：

  该发明涉及一般式（I）的新杂环化合物及其与碱或酸形成的盐：该发明还涉及制备这些化合物的方法以及它们作为药物的用途，特别是作为抗菌剂。

  公开号：

  US20030199541A1
• 作为产物：
  描述：

  trans-7-oxo-6-(phenylmethoxy)-1,6-diazabicyclo[3.2.1]octane-2-carboxylic acid 在 三乙胺 、 氯甲酸异丁酯 、 氨 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 1.33h， 以100%的产率得到trans-7-oxo-6-(phenylmethoxy)-1,6-diazabicyclo[3,2,1]octane-2-carboxamide
  参考文献：
  名称：

  Azabicyclic compounds, preparation thereof and use as medicines, in particular as antibacterial agents

  摘要：

  该发明涉及一般式（I）的新杂环化合物及其与碱或酸形成的盐：该发明还涉及制备这些化合物的方法以及它们作为药物的用途，特别是作为抗菌剂。

  公开号：

  US20030199541A1

文献信息

• Heterocyclic compounds as inhibitors of beta-lactamases
  申请人：Aszodi Jozsef

  公开号：US20050020572A1

  公开（公告）日：2005-01-27

  This invention discloses and claims methods for inhibiting bacterial β-lactamases and treating bacterial infections by inhibiting bacterial β-lactamases in man or an animal comprising administering a therapeutically effective amount to said man or said animal of a compound, or pharmaceutically acceptable salt thereof, of formula (I) either alone or in combination with a β-lactamine antibiotic wherein said combination can be administered separately, together or spaced out over time. Pharmaceutical compositions comprising a compound of formula (I), or a combination of a compound of formula (I) and a therapeutically effective amount of a β-lactamine antibiotic, and a pharmaceutically acceptable carrier are also disclosed and claimed.

  本发明揭示和声称通过在人或动物中抑制细菌β-内酰胺酶来抑制细菌β-内酰胺酶并治疗细菌感染的方法，包括向所述人或所述动物投予化合物的治疗有效量或其药学上可接受的盐，其化学式为(I)，可以单独使用或与β-内酰胺抗生素结合使用，其中该组合可以分别、一起或在时间上间隔投予。还揭示和声称含有化合物的药物组合物的药物组合物(I)的药物组合物，或化合物(I)的组合物和β-内酰胺抗生素的治疗有效量，以及药学上可接受的载体。
• New heterocyclic compounds, their preparation and their use as medicaments, in particular as anti-bacterial agents
  申请人：Lampilas Maxime

  公开号：US20060189652A1

  公开（公告）日：2006-08-24

  The invention relates to new heterocyclic compounds of general formula (I), and their salts with a base or an acid: The invention also relates to a process for the preparation of these compounds as well as their use as medicaments, in particular as anti-bacterial agents.

  该发明涉及一种新的杂环化合物，其一般式为(I)，以及它们与碱或酸的盐：该发明还涉及一种制备这些化合物的方法，以及它们作为药物的用途，特别是作为抗菌剂。
• Heterocyclic compounds, their preparation and their use as medicaments, in particular as anti-bacterial agents
  申请人：Lampilas Maxime

  公开号：US20060046995A1

  公开（公告）日：2006-03-02

  The invention relates to new heterocyclic compounds of general formula (I), and their salts with a base or an acid: The invention also relates to a process for the preparation of these compounds as well as their use as medicaments, in particular as anti-bacterial agents.

  本发明涉及一种通式（I）的新的杂环化合物及其与碱或酸的盐：本发明还涉及制备这些化合物的方法以及它们作为药物的用途，特别是作为抗菌剂。
• HETEROCYCLIC COMPOUNDS AS INHIBITORS OF BETA-LACTAMASES
  申请人：Aszodi Jozsef

  公开号：US20100048528A1

  公开（公告）日：2010-02-25

  This invention discloses and claims methods for inhibiting bacterial β-lactamases and treating bacterial infections by inhibiting bacterial β-lactamases in man or an animal comprising administering a therapeutically effective amount to said man or said animal of a compound, or pharmaceutically acceptable salt thereof, of formula (I) either alone or in combination with a β-lactamine antibiotic wherein said combination can be administered separately, together or spaced out over time. Pharmaceutical compositions comprising a compound of formula (I), or a combination of a compound of formula (I) and a therapeutically effective amount of a β-lactamine antibiotic, and a pharmaceutically acceptable carrier are also disclosed and claimed.

  本发明公开并声明了一种抑制细菌β-内酰胺酶并通过抑制细菌β-内酰胺酶治疗人或动物细菌感染的方法，包括向该人或该动物施用公式（I）的化合物或其药学上可接受的盐的治疗有效量，该化合物可以单独或与β-内酰胺类抗生素的组合一起或隔一段时间施用。还公开并声明了包括公式（I）的化合物或公式（I）的化合物与治疗有效量的β-内酰胺类抗生素的组合，并且药学上可接受的载体的制药组合物。
• PROCESS FOR PRODUCING OPTICALLY ACTIVE BICYCLIC UREA COMPOUND
  申请人：KANEKA CORPORATION

  公开号：US20150315145A1

  公开（公告）日：2015-11-05

  A problem to be solved by the present invention is to provide a process for producing an optically active bicyclic urea compound useful as an intermediate for β-lactamase inhibitor, in a simple and easy manner with high efficiency. The present invention includes reacting a specific ester compound with a specific amine in the presence of a metal alkoxide and/or an alkaline earth metal salt to produce the corresponding amide compound, which is then reacted with phosgene or a phosgene equivalent, followed by, if necessary, treatment with an acid or a base, to produce an optically active bicyclic urea compound. This makes it possible to produce an optically active bicyclic urea compound in a simple and easy manner with high efficiency and in high optical purity, without using expensive reagents such as catalysts and condensation agents, and without passing through protection and deprotection steps.

  本发明要解决的问题是提供一种生产光学活性双环脲化合物的方法，该方法可作为β-内酰胺酶抑制剂的中间体，在简单易行的同时高效率地进行。本发明包括在金属烷氧化物和/或碱土金属盐的存在下，将特定的酯化合物与特定的胺反应，生成相应的酰胺化合物，然后与光气或光气等效物反应，如有必要，经过酸或碱处理，生成光学活性的双环脲化合物。这使得可以在不使用昂贵的催化剂和缩合剂，以及不经过保护和脱保护步骤的情况下，简单易行地高效率地生产光学活性的双环脲化合物，并且具有高的光学纯度。