2-{4-[4-Chloro-2-(2-chlorobenzoyl)phenyl-2-methyl]-5-thiazolyl-methyl}-1H-isoindole-1,3(2H)-dione | 78367-97-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-{4-[4-Chloro-2-(2-chlorobenzoyl)phenyl-2-methyl]-5-thiazolyl-methyl}-1H-isoindole-1,3(2H)-dione
• 英文别名: 2-[[4-[4-Chloro-2-(2-chlorobenzoyl)phenyl]-2-methyl-1,3-thiazol-5-yl]methyl]isoindole-1,3-dione
• CAS: 78367-97-2
• 化学式: C₂₆H₁₆Cl₂N₂O₃S
• 分子量: 507.397
• InChiKey: GSFDMSQUMGNVMW-UHFFFAOYSA-N

物化性质

• 熔点：
  238-240 °C
• 沸点：
  714.0±60.0 °C(Predicted)
• 密度：
  1.461±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  34
• 可旋转键数：
  5
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  95.6
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-{4-[4-Chloro-2-(2-chlorobenzoyl)phenyl-2-methyl]-5-thiazolyl-methyl}-1H-isoindole-1,3(2H)-dione 在 甲胺 作用下， 以 乙醇 为溶剂， 反应 2.0h， 以78%的产率得到8-chloro-6-(2-chlorophenyl)-2-methyl-4H-thiazolo[5,4-d][2]benzazepine
  参考文献：
  名称：

  2-Benzazepines. 2. Thiazolo[5,4-d][2]benzazepines

  摘要：

  As part of a program in the area of annelated 2-benzazepines, several thiazolo[5,4-d))[2]benzazepines were prepared. Treatment of the bromo ketones 7-9 with various thio amides gave the thiazoles 10-15, which when treated with methylamine gave the title compounds. The preliminary pharmacology of these compounds showed that they had central nervous system activity similar to the 1,4-benzodiazepines, such as diazepam. The thiazolo[5,4-d][2]benzazepines were also found to bind to the benzodiazepine-receptor complex, indicating that their pharmacological actions are probably related to the 1,4-benzodiazepines.

  DOI：

  10.1021/jm00355a020
• 作为产物：
  描述：

  N-<<4-chloro-2-(2-chlorobenzoyl)phenyl>-3-propynyl>isoindole-1,3(2H)-dione 在 甲酸 、 二氧化硫 、 水 、 mercury(II) sulfate 、 copper(ll) bromide 作用下， 以 四氢呋喃 、 二氯甲烷 、 氯仿 、 乙酸乙酯 、 N,N-二甲基甲酰胺 为溶剂， 反应 2.17h， 生成 2-{4-[4-Chloro-2-(2-chlorobenzoyl)phenyl-2-methyl]-5-thiazolyl-methyl}-1H-isoindole-1,3(2H)-dione
  参考文献：
  名称：

  2-Benzazepines. 2. Thiazolo[5,4-d][2]benzazepines

  摘要：

  As part of a program in the area of annelated 2-benzazepines, several thiazolo[5,4-d))[2]benzazepines were prepared. Treatment of the bromo ketones 7-9 with various thio amides gave the thiazoles 10-15, which when treated with methylamine gave the title compounds. The preliminary pharmacology of these compounds showed that they had central nervous system activity similar to the 1,4-benzodiazepines, such as diazepam. The thiazolo[5,4-d][2]benzazepines were also found to bind to the benzodiazepine-receptor complex, indicating that their pharmacological actions are probably related to the 1,4-benzodiazepines.

  DOI：

  10.1021/jm00355a020

文献信息

• Thiazolo[5,4-d][2]benzazepines
  申请人：Hoffmann-La Roche Inc.

  公开号：US04269774A1

  公开（公告）日：1981-05-26

  There is presented compounds of formula ##STR1## wherein X and Y are hydrogen or halogen and R.sub.1 is lower alkyl or NR.sub.2 R.sub.3 wherein R.sub.2 and R.sub.3 are hydrogen or lower alkyl and the pharmaceutically acceptable salts thereof. Also presented are novel intermediates and a process to produce the novel end products. The compounds of formula I are useful as anxiolytic and sedative agents.

  提供了以下式的化合物##STR1##其中X和Y为氢或卤素，R.sub.1为较低的烷基或NR.sub.2 R.sub.3，其中R.sub.2和R.sub.3为氢或较低的烷基，以及其药学上可接受的盐。还提供了新颖的中间体和生产新颖终产物的方法。式I的化合物可用作抗焦虑和镇静剂。
• FRYER, R. I.;GILMAN, N. W.
  作者：FRYER, R. I.、GILMAN, N. W.

  DOI：——

  日期：——
• BENJAMIN, L. E. ,, SR.;FRYER, R. I.;GILMAN, N. W.;TRYBULSKI, E. J., J. MED. CHEM., 1983, 26, N 1, 100-103
  作者：BENJAMIN, L. E. ,, SR.、FRYER, R. I.、GILMAN, N. W.、TRYBULSKI, E. J.

  DOI：——

  日期：——
• US4269774A
  申请人：——

  公开号：US4269774A

  公开（公告）日：1981-05-26
• US4321199A
  申请人：——

  公开号：US4321199A

  公开（公告）日：1982-03-23