7-氮杂双环[4.2.0]辛-3-烯-8-酮 | 20205-48-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 内酰胺类
• 中文名称: 7-氮杂双环[4.2.0]辛-3-烯-8-酮
• 英文名称: 7-azabicyclo<4.2.0>oct-3-en-8-one
• 英文别名: (±)-7-azabicyclo[4,2,0]oct-3-en-8-one；7-aza-bicyclo[4.2.0]oct-3-en-8-one；8-oxo-7-azabicyclo[4,2,0]oct-3-ene；8-oxo-7-azabicyclo[4.2.0]oct-3-ene；8-Oxo-7-azabicyclo<4.2.0>octen-3；7-Azabicyclo[4.2.0]oct-3-en-8-one
• CAS: 20205-48-5
• 化学式: C₇H₉NO
• mdl: MFCD00830733
• 分子量: 123.155
• InChiKey: IHROAFZNBVGGFN-UHFFFAOYSA-N

物化性质

• 熔点：
  121.5 °C
• 沸点：
  304.5±42.0 °C(Predicted)
• 密度：
  1.132±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  9
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.571
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  1

安全信息

• 海关编码：
  2933790090
• 储存条件：
  2-8°C

反应信息

• 作为反应物：
  描述：

  7-氮杂双环[4.2.0]辛-3-烯-8-酮 在 4-二甲氨基吡啶 、 四氧化锇 、 N-甲基吗啉氧化物 、 三乙胺 作用下， 以 水 、 丙酮 、 乙腈 、 叔丁醇 为溶剂， 生成 (1S*,6R*)-3,4-cis-7-tert-butyldimethylsilyl-3,4-dihydroxy-7-azabicyclo<4.2.0>oct-8-one
  参考文献：
  名称：

  Synthesis and biological evaluation of 6-azabicyclo[3.2.0]hept-2-ene derivatives as potential anti-bacterial agents and β-lactamase inhibitors

  摘要：

  This paper describes the synthesis of a series of 6-azabicyclo[3.2.0]hept-2-ene compounds and subsequent results obtained from biological testing, for anti-microbial potency and beta-lactamase inhibition activity. It was determined that a number of compounds possessed some beta-lactamase inhibition efficacy.

  DOI：

  10.1016/s0040-4020(01)89559-4
• 作为产物：
  描述：

  氯磺酰异氰酸酯 、 1,4-环己二烯 在 sodium hydroxide 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 以50%的产率得到7-氮杂双环[4.2.0]辛-3-烯-8-酮
  参考文献：
  名称：

  从现成的前体合成带有功能化侧链的β-内酰胺的校正

  摘要：

  本文引用了其他2个出版物。

  DOI：

  10.1021/ol5019097

文献信息

• .beta.-Lactam antibacterial agents
  申请人：Beecham Group Limited

  公开号：US04350703A1

  公开（公告）日：1982-09-21

  Compounds are described of the formula (II): ##STR1## wherein R.sub.1 is a group such that CO.sub.2 R.sub.1 is an ester group; A.sub.1 is a hydrogen atom; and A.sub.2 is a group CR.sub.2 R.sub.3 R.sub.4 wherein R.sub.2 is a hydrogen atom or a hydroxyl group; R.sub.3 is a hydrogen atom or a lower alkyl group; and R.sub.4 is a hydrogen atom or a lower alkyl group, a benzyl group, a phenyl group or is joined to R.sub.3 to form part of a C.sub.5-7 carboxylic ring or is a group of the formula CH(OH)R.sub.5 or CHX wherein R.sub.5 is a hydrogen atom or lower alkyl group and X is an oxygen atom or a CR.sub.6 R.sub.7 group where R.sub.6 is a hydrogen atom or a lower alkyl, phenyl, CN, CO.sub.2 R.sub.8 where R.sub.8 is a lower alkyl, phenyl or benzyl group and R.sub.7 is a hydrogen atom or a lower alkyl group or is joined to R.sub.6 to form part of a C.sub.5-7 carbocyclic ring. These compounds have been found to possess antibacterial properties. The preparation of these compounds is described.

  描述的化合物公式为(II): ##STR1## 其中R1是一个基团，使得CO2R1是一个酯基团；A1是一个氢原子；A2是一个CR2R3R4基团，其中R2是一个氢原子或一个羟基；R3是一个氢原子或一个低级烷基团；R4是一个氢原子或一个低级烷基团、苄基团、苯基团或与R3结合形成一个C5-7羧酸环，或者是一个CH(OH)R5或CHX基团，其中R5是一个氢原子或低级烷基团，X是一个氧原子或一个CR6R7基团，其中R6是一个氢原子或低级烷基、苯基、CN、CO2R8，其中R8是一个低级烷基、苯基或苄基团，R7是一个氢原子或低级烷基团或与R6结合形成一个C5-7碳环。这些化合物具有抗菌性质。这些化合物的制备方法已经描述。
• 4-Allyl azetidinone intermediate for .beta.-lactam antibacterial agents
  申请人：Beecham Group Limited

  公开号：US04401595A1

  公开（公告）日：1983-08-30

  Compounds are provided of the formula (II): ##STR1## wherein R.sub.1 is a group such that CO.sub.2 R.sub.1 is an ester group and A.sub.1 is a hydrogen atom or a methyl group. These compounds possess antibacterial activity. The preparation of these compounds is described.

  提供以下化合物的公式（II）：##STR1## 其中R₁是一个基团，使得CO₂R₁是一个酯基团，并且A₁是一个氢原子或甲基。这些化合物具有抗菌活性。这些化合物的制备方法如下所述。
• Azabicyclic compounds are central nervous system active agents
  申请人：——

  公开号：US20040044029A1

  公开（公告）日：2004-03-04

  Compounds of formula (I) 1 are novel CNS active agents that are useful for treating pain and for treating other disorders associated with the cholinergic system.

  公式(I)1的化合物是新颖的中枢神经系统活性剂，用于治疗疼痛以及治疗与胆碱能系统相关的其他疾病。
• Bicyclic .beta.-lactam antibiotics
  申请人：Beecham Group Limited

  公开号：US04223038A1

  公开（公告）日：1980-09-16

  Compounds of the formula (I): ##STR1## wherein G is hydrogen, alkyl, alkenyl, substituted alkyl or substituted alkenyl, R.sub.1 is alkyl or aryl, substituted alkyl or substituted aryl, and R is an organic group such that --CO.sub.2 R is an ester group are produced. The compounds are useful as antibacterial and .beta.-lactamase inhibitory agents.

  式(I)的化合物：##STR1##其中G是氢，烷基，烯基，取代烷基或取代烯基，R.sub.1是烷基或芳基，取代烷基或取代芳基，R是有机基团，使得--CO.sub.2 R是酯基团。这些化合物可用作抗菌和β-内酰胺酶抑制剂。
• Beta-lactam antibacterial agents
  申请人：Beecham Group Limited

  公开号：US04431587A1

  公开（公告）日：1984-02-14

  Compounds are described of the formula (II): ##STR1## wherein R.sub.1 is a group such that CO.sub.2 R.sub.1 is an ester group; A.sub.1 is a hydrogen atom; and A.sub.2 is a group CR.sub.2 R.sub.3 R.sub.4 wherein R.sub.2 is a hydrogen atom or a hydroxyl group; R.sub.3 is a hydrogen atom or a lower alkyl group; and R.sub.4 is a hydrogen atom or a lower alkyl group, a benzyl group, a phenyl group or is joined to R.sub.3 to form part of a C.sub.5-7 carboxylic ring or is a group of the formula CH(OH)R.sub.5 or CHX wherein R.sub.5 is a hydrogen atom or lower alkyl group and X is an oxygen atom or a CR.sub.6 R.sub.7 group where R.sub.6 is a hydrogen atom or a lower alkyl, phenyl, CN, CO.sub.2 R.sub.8 where R.sub.8 is a lower alkyl, phenyl or benzyl group and R.sub.7 is a hydrogen atom or a lower alkyl group or is joined to R.sub.6 to form part of a C.sub.5-7 carbocyclic ring. These compounds have been found to possess antibacterial properties. The preparation of these compounds is described.

  化合物的结构式描述为（II）：##STR1## 其中R.sub.1是一个羧酸酯基团（CO.sub.2 R.sub.1）; A.sub.1是氢原子; A.sub.2是一个CR.sub.2 R.sub.3 R.sub.4基团，其中R.sub.2是氢原子或羟基; R.sub.3是氢原子或低碳基基团; R.sub.4是氢原子或低碳基基团、苄基、苯基或与R.sub.3结合形成C.sub.5-7羧基环的一部分，或是一个CH（OH）R.sub.5或CHX的基团，其中R.sub.5是氢原子或低碳基基团，X是氧原子或CR.sub.6 R.sub.7基团，其中R.sub.6是氢原子或低碳基、苯基、CN、CO.sub.2 R.sub.8（其中R.sub.8是低碳基、苯基或苄基），R.sub.7是氢原子或低碳基，或与R.sub.6结合形成C.sub.5-7碳环。这些化合物具有抗菌性能。本文描述了这些化合物的制备方法。