2,4-dioxo-2,3,4,5-tetrahydro-1H-1,5-benzodiazepine-7-carboxylic acid | 63398-28-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯二氮卓类
• 英文名称: 2,4-dioxo-2,3,4,5-tetrahydro-1H-1,5-benzodiazepine-7-carboxylic acid
• 英文别名: 2,4-dioxo-2,3,4,5-tetrahydro-1H-benzo[b][1,4]diazepine-7-carboxylic acid；2,4-Dioxo-1,5-dihydro-1,5-benzodiazepine-7-carboxylic acid
• CAS: 63398-28-7
• 化学式: C₁₀H₈N₂O₄
• 分子量: 220.185
• InChiKey: SBOJDBTULGVTPK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.3
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  95.5
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2,4-dioxo-2,3,4,5-tetrahydro-1H-1,5-benzodiazepine-7-carboxylic acid 在 对硝基苯酚 作用下， 以 四氢呋喃 为溶剂， 反应 24.0h， 生成 (2S,5R,6R)-6-[(2,4-Dioxo-2,3,4,5-tetrahydro-1H-benzo[b][1,4]diazepine-7-carbonyl)-amino]-3,3-dimethyl-7-oxo-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid
  参考文献：
  名称：

  Synthesis and antimicrobial activity of coumarin and benzodioxazepine-, diazazepine- and benzoxazepine-substituted penicillins

  摘要：

  Some semisynthetic penicillins 6-substituted with benzo-condensed heterocyclic derivatives were prepared using the reaction of carbon suboxide with Schiff bases and disubstituted benzoic acids. The microbiological assay performed with the penicillins and their intermediates showed a good activity for one Schiff base and a weak activity for the other compounds.

  DOI：

  10.1016/0223-5234(94)90075-2
• 作为产物：
  描述：

  二氧化三碳 、 3,4-二氨基苯甲酸 以 丙酮 为溶剂， 反应 48.0h， 以57%的产率得到2,4-dioxo-2,3,4,5-tetrahydro-1H-1,5-benzodiazepine-7-carboxylic acid
  参考文献：
  名称：

  Synthesis and antimicrobial activity of coumarin and benzodioxazepine-, diazazepine- and benzoxazepine-substituted penicillins

  摘要：

  Some semisynthetic penicillins 6-substituted with benzo-condensed heterocyclic derivatives were prepared using the reaction of carbon suboxide with Schiff bases and disubstituted benzoic acids. The microbiological assay performed with the penicillins and their intermediates showed a good activity for one Schiff base and a weak activity for the other compounds.

  DOI：

  10.1016/0223-5234(94)90075-2

文献信息

• Synthesis and fluorescence studies of nine 1,5-benzodiazepine-2,4-dione derivatives: Dual emission and excimer fluorescence
  作者：Hamid Reza Qomi、Azizollah Habibi、Seyyed Mohammad Shahcheragh

  DOI：10.1016/j.saa.2016.11.028

  日期：2017.3

  absorption and fluorescence spectral techniques in dimethyl sulfoxide. The trend of red shifts caused by the substitutions had full compliance with the trend of decreasing the calculated band gap (ΔELUMO-HOMO) by semi-empirical AM1 and DFT/B3LYP/6-311 + G* computational methods. The positive solvatochromism of BZD a demonstrated the π–π* nature of the singlet excited state. Dual fluorescence was observed

  使用吸收和荧光光谱技术在二甲基亚砜中研究了九种1,5-苯并二氮杂-2,4-二酮（BZD）衍生物的光物理性质。由取代引起的红移趋势完全符合通过半经验AM1和DFT / B3LYP / 6-311 + G *计算方法减小计算带隙（ΔELUMO -HOMO）的趋势。BZD a的正溶剂变色现象证明了单重激发态的π–π *性质。在BZD f和g的发射光谱中观察到双重荧光，而它们在不同浓度下的光谱在稀溶液中仅显示一个峰值短波长（SW）。SW的主峰在370 nm附近，归因于BZD（f *或g *），并且较宽的发射移至中波长（MW）处约400 nm的可见区，变为BZD的分子间受激准分子发射（[ f / f ] *或[ g / g ] *）。观察到的现象，例如溶剂变色，双重荧光，由取代引起的一些红移和更大的斯托克斯频移，表明BZDs系列中存在分子内电荷转移（ICT）。BZD的磷光发射证明了它们的系统间交叉（ISC）过程。
• Synthesis and antimicrobial activity of coumarin and benzodioxazepine-, diazazepine- and benzoxazepine-substituted penicillins
  作者：L Bonsignore、A De Logu、G Loy、SM Lavagna、D Secci

  DOI：10.1016/0223-5234(94)90075-2

  日期：1994.1

  Some semisynthetic penicillins 6-substituted with benzo-condensed heterocyclic derivatives were prepared using the reaction of carbon suboxide with Schiff bases and disubstituted benzoic acids. The microbiological assay performed with the penicillins and their intermediates showed a good activity for one Schiff base and a weak activity for the other compounds.