1-phenyl-3,4-dihydro-5H-2-benzazepin-5-one | 76049-73-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯氮卓类
• 英文名称: 1-phenyl-3,4-dihydro-5H-2-benzazepin-5-one
• 英文别名: 3,4-dihydro-1-phenyl-5H-2-benzazepin-5-one；1-phenyl-3,4-dihydro-2-benzazepin-5-one
• CAS: 76049-73-5
• 化学式: C₁₆H₁₃NO
• 分子量: 235.285
• InChiKey: VYZLHNQFKQTCNT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  18
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  29.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-phenyl-3,4-dihydro-5H-2-benzazepin-5-one 在 sodium methylate 作用下， 以 甲醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 生成 7-phenyl-5H-pyrimido<5,4-d><2>benzazepin-2-amine
  参考文献：
  名称：

  2-苯并ze庚因。5.嘧啶并[5,4-d] [2]苯并ze庚因的合成及其作为抗焦虑药的评价。

  摘要：

  从相应的2-苯并ze庚因-5-酮开始，合成了一系列5H-嘧啶并[5,4-d] [2]苯并ze庚因，并被评估为潜在的抗焦虑药。从该系列中选择的化合物显示出与地西epa不同的药理作用。在抗戊烯四唑试验和[3H]地西ze结合试验中，它们比地西epa更有效，但在斜筛试验中却显示出较小的活​​性。给出了9-氯-7-（2-氯苯基）-5H-嘧啶[5,4-d] [2]苯并ze庚因（7c）的药理数据。讨论了这些潜在抗焦虑剂的构效关系。

  DOI：

  10.1021/jm00365a008
• 作为产物：
  描述：

  3-amino-1-[2-benzoylphenyl]propyne 生成 1-phenyl-3,4-dihydro-5H-2-benzazepin-5-one
  参考文献：
  名称：

  TRYBULSKI, E. J.

  摘要：

  DOI：

文献信息

• Production of 1-halophenyl and
  申请人：Hoffmann-La Roche Inc.

  公开号：US04388239A1

  公开（公告）日：1983-06-14

  Compounds of the formula ##STR1## wherein X and Y are selected from the group consisting of hydrogen, halogen and trifluoromethyl, are disclosed. The compounds are useful as intermediates in the production of 2-benzazepines, compounds of pharmacological activity. Also disclosed are other intermediates and processes for their production.

  公式为##STR1##的化合物被披露，其中X和Y选自氢，卤素和三氟甲基。这些化合物在2-苯并氮杂环类化合物的生产中作为中间体是有用的，这些化合物具有药理活性。还披露了其他中间体和它们的生产过程。
• Production of 2-benzazepines
  申请人：Hoffmann-La Roche Inc.

  公开号：US04394311A1

  公开（公告）日：1983-07-19

  Compounds of the formula ##STR1## wherein X and Y are selected from the group consisting of hydrogen, halogen and trifluoromethyl, are disclosed. The compounds are useful as intermediates in the production of 2-benzazepines, compounds of pharmacological activity. Also disclosed are other intermediates and processes for their production.

  公式为##STR1##的化合物被披露，其中X和Y选择自氢，卤素和三氟甲基的组。这些化合物可用作生产具有药理活性的2-苯并氮杂环化合物的中间体。还披露了其他中间体和它们的生产过程。
• N-oxides of 5-oxo-1-phenyl-2-benzazepines
  申请人：Hoffmann-La Roche Inc.

  公开号：US04469633A1

  公开（公告）日：1984-09-04

  Compounds of the formula ##STR1## wherein X and Y are selected from the group consisting of hydrogen, halogen and trifluoromethyl, are disclosed. The compounds are useful as intermediates in the production of 2-benzazepines, compounds of pharmacological activity. Also disclosed are other intermediates and processes for their production.

  公式为##STR1##的化合物被揭示，其中X和Y选自氢，卤素和三氟甲基的群体。这些化合物在生产具有药理活性的2-苯并氮杂环化合物的中间体方面是有用的。还揭示了其他中间体和它们的生产过程。
• Pyrimido-2-benzazepines and intermediates in their preparation
  申请人：Hoffmann-La Roche Inc.

  公开号：US04547581A1

  公开（公告）日：1985-10-15

  There is presented compounds of the formula ##STR1## wherein A is selected from the group consisting of ##STR2## R.sub.1 is selected from the group consisting of hydrogen, chlorine, bromine, lower alkyl, the group NR.sub.4 R.sub.5, the group --CH.sub.2 --CO--R.sub.7, the group --NH(CH.sub.2).sub.m NR.sub.8 R.sub.9, hydroxy, lower alkoxy, mercapto and lower alkyl mercapto; R.sub.2 is selected from the group consisting of hydrogen, amino and di-lower alkyl amino; R.sub.3 is selected from the group consisting of hydrogen, lower acyloxy and hydroxy; X is selected from the group consisting of hydrogen, halogen, trifluoromethyl, ethyl, .alpha.-hydroxy ethyl and acetyl; Y is hydrogen or halogen; R.sub.4 and R.sub.5 are hydrogen or lower alkyl or together with their co-bonded nitrogen atom form a five to seven membered heterocyclic group; R.sub.7 is selected from the group consisting of hydroxy lower alkoxy and NR.sub.8 R.sub.9 ; R.sub.8 and R.sub.9 are hydrogen or lower alkyl; n is 0 or 1 and m is 1 to 7 with the limitations that (1) at least one of R.sub.1 and R.sub.2 are hydrogen, (2) when R.sub.3 is lower acyloxy or hydroxy, A is the group (a), X is hydrogen, halogen, trifluoromethyl, ethyl or acetyl and R.sub.1 is the group --NH(CH.sub.2).sub.m NR.sub.8 R.sub.9, then R.sub.8 and R.sub.9 are lower alkyl, (3) when A is group (d) and R.sub.1 is the group --NH(CH.sub.2).sub.m NR.sub.8 R.sub.9 then R.sub.8 and R.sub.9 are lower alkyl and (4) when n is 1, R.sub.1 is hydrogen, lower alkyl, lower alkoxy, chlorine, bromine or the group --CH.sub.2 --CO--R.sub.7 with R.sub.7 as above then A is the group (a) or (b) and the pharmaceutically acceptable salts thereof. The compounds exhibit pharmacological activity as anxiolytics and sedatives. Also presented are various novel intermediates and processes to produce the above end products.

  该文献介绍了公式为##STR1##的化合物，其中A选自以下组中的一种：##STR2## R.sub.1选自以下组中的一种：氢、氯、溴、低烷基、基团NR.sub.4 R.sub.5、基团--CH.sub.2 --CO--R.sub.7、基团--NH(CH.sub.2).sub.m NR.sub.8 R.sub.9、羟基、低烷氧基、巯基和低烷基巯基；R.sub.2选自以下组中的一种：氢、氨基和二低烷基氨基；R.sub.3选自以下组中的一种：氢、低酰氧基和羟基；X选自以下组中的一种：氢、卤素、三氟甲基、乙基、α-羟乙基和乙酰基；Y为氢或卤素；R.sub.4和R.sub.5为氢或低烷基，或与它们的共键氮原子形成五元至七元杂环基团；R.sub.7选自以下组中的一种：羟基低烷氧基和NR.sub.8 R.sub.9；R.sub.8和R.sub.9为氢或低烷基；n为0或1，m为1至7，限制条件为（1）R.sub.1和R.sub.2中至少有一个为氢，（2）当R.sub.3为低酰氧基或羟基时，A为组（a），X为氢、卤素、三氟甲基、乙基或乙酰基，R.sub.1为基团--NH(CH.sub.2).sub.m NR.sub.8 R.sub.9，则R.sub.8和R.sub.9为低烷基，（3）当A为组（d）且R.sub.1为基团--NH(CH.sub.2).sub.m NR.sub.8 R.sub.9时，则R.sub.8和R.sub.9为低烷基，（4）当n为1，R.sub.1为氢、低烷基、低烷氧基、氯、溴或基团--CH.sub.2 --CO--R.sub.7（其中R.sub.7如上所述）时，A为组（a）或（b），以及其药学上可接受的盐。这些化合物表现出抗焦虑和镇静的药理活性。此外，还提供了各种新颖的中间体和生产上述终产品的过程。
• Intermediates in the production of 2-benzazepines
  申请人：Hoffmann-La Roche Inc.

  公开号：US04318854A1

  公开（公告）日：1982-03-09

  Compounds of the formula ##STR1## wherein X and Y are selected from the group consisting of hydrogen, halogen and trifluoromethyl, are disclosed. The compounds are useful as intermediates in the production of 2-benzazepines, compounds of pharmacological activity. Also disclosed are other intermediates and processes for their production.

  公式为##STR1##的化合物被揭示，其中X和Y从氢，卤素和三氟甲基中选择。这些化合物可用作2-苯并氮杂环化合物的中间体，这些化合物具有药理活性。还揭示了其他中间体和它们的生产过程。