1-[4-chloro-2-(2-fluorobenzoyl)phenyl]-3-phthalimidopropyne | 76049-53-1

• 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: 1-[4-chloro-2-(2-fluorobenzoyl)phenyl]-3-phthalimidopropyne
• 英文别名: 2-[3-[4-chloro-2-(2-fluorobenzoyl)phenyl]prop-2-ynyl]isoindole-1,3-dione
• CAS: 76049-53-1
• 化学式: C₂₄H₁₃ClFNO₃
• 分子量: 417.824
• InChiKey: ZCFKAMQTTUUNBY-UHFFFAOYSA-N

物化性质

• 熔点：
  155-161 °C
• 沸点：
  620.6±55.0 °C(Predicted)
• 密度：
  1.47±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  30
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  54.4
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-[4-chloro-2-(2-fluorobenzoyl)phenyl]-3-phthalimidopropyne 在 甲胺 作用下， 以 乙醇 为溶剂， 反应 2.0h， 以78%的产率得到[2-(3-氨基丙-1-炔基)-5-氯苯基]-(2-氟苯基)甲酮
  参考文献：
  名称：

  2-Benzazepines. I. Synthesis of 2-benzazepin-4-ones and -5-ones via 2-acetylenic benzophenones

  摘要：

  DOI：

  10.1021/jo00133a040
• 作为产物：
  描述：

  2-氨基-5-氯-2'-氟二苯甲酮 在 copper(l) iodide 、 硫酸 、 二乙胺 、 三苯基膦 、 potassium iodide 、 palladium dichloride 、 sodium nitrite 作用下， 以 二氯甲烷 为溶剂， 反应 21.0h， 生成 1-[4-chloro-2-(2-fluorobenzoyl)phenyl]-3-phthalimidopropyne
  参考文献：
  名称：

  2-Benzazepines. I. Synthesis of 2-benzazepin-4-ones and -5-ones via 2-acetylenic benzophenones

  摘要：

  DOI：

  10.1021/jo00133a040

文献信息

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

  公开号：US04427589A1

  公开（公告）日：1984-01-24

  There is presented a compound of the formula ##STR1## wherein R.sub.1 is selected from the group consisting of hydrogen, lower alkyl, chloro, bromo, alkoxy, hydroxy, lower alkyl substituted thio and NR.sub.4 R.sub.5 wherein R.sub.4 and R.sub.5 are hydrogen, lower alkyl and di-substituted lower alkylamino lower alkyl; R.sub.2 is selected from the group consisting of hydrogen, lower alkyl and amino; R.sub.3 is selected from the group consisting of hydrogen, acyloxy and hydroxy; X is halogen and Y is hydrogen or halogen and the N-oxides thereof when R.sub.3 is hydrogen and the pharmaceutically acceptable salts thereof. The pyrimido[4,5-d][2]benzazepines are useful as anxiolytic and sedative agents. Also presented are processes and intermediates in the production of the above pyrimido[4,5-d][2]benzazepines.

  提供了一个化合物，其化学式为##STR1##其中R.sub.1从氢、较低的烷基、氯、溴、烷氧基、羟基、较低的烷基取代的硫和NR.sub.4 R.sub.5中选择，其中R.sub.4和R.sub.5为氢、较低的烷基和二取代的较低烷氨基较低烷基；R.sub.2从氢、较低的烷基和氨基中选择；R.sub.3从氢、酰氧基和羟基中选择；X为卤素，Y为氢或卤素，当R.sub.3为氢时为其N-氧化物和药用盐。吡咪唑并[4,5-d][2]苯并脑啡是作为抗焦虑和镇静剂的有效药物。还提供了制备上述吡咪唑并[4,5-d][2]苯并脑啡的过程和中间体。
• 2-Benzazepines. [1,2,3]Triazolo[4,5-d][2]benzazepines and dibenzo[c,f][1,2,3]triazolo[3,4-a]azepines. Synthesis and evaluation as central nervous system agents
  作者：E. J. Trybulski、L. Benjamin、S. Vitone、A. Walser、R. I. Fryer

  DOI：10.1021/jm00357a011

  日期：1983.3

  The facile synthesis of [1,2,3]triazolo((4,5-d][2]benzazepines and dibenzo[c,f][1,2,3]triazolo[3,4-a]azepines by the addition of sodium azide to acetylenic benzophenones is described. Examination of the pharmacological data indicates that selected triazolobenzazepines are as potent as diazepam in the anti-pentylenetetrazole test and are weaker in the inclined screen and rotarod tests, suggesting that

  通过添加可轻松合成[1,2,3] triazolo（（（4,5-d] [2] benzazepines和dibenzo [c，f] [1,2,3] triazolo [3,4-a] azepines从叠氮化钠到乙炔二苯甲酮的描述，药理学数据表明，在抗戊烯四唑试验中，所选的三唑并enza庚因与地西epa一样有效，在倾斜筛和旋转试验中却较弱，表明这些化合物具有与地西epa相似的抗焦虑特性在运动协调上的缺陷较少，此外，在三唑-苯并ze庚因系列中发现了一种可能的地西epa拮抗剂，发现二苯并三唑并a庚因在四种标准的CNS筛选程序中均无活性。
• 3H-2-Benzazepines
  申请人：Hoffmann-La Roche Inc.

  公开号：US04549988A1

  公开（公告）日：1985-10-29

  There is presented 3H-2-benzazepines and 4,5-dihydro-3H-2-benzazepines of the formula ##STR1## wherein X is hydrogen, chloro or bromo, Y is hydrogen, fluoro or chloro with the proviso that X and Y cannot both be hydrogen and R.sub.1 is selected from the group consisting of hydrogen, bromo, chloro, iodo, a radical of the formula ##STR2## and a radical of the formula ##STR3## wherein R.sub.2 is hydrogen, phthalimido, lower alkyl, hydroxy, amino, monoalkylamino and dialkylamino and R.sub.3 is hydroxy, phthalimido or amino with the proviso that where R.sub.1 is other than hydrogen then the bonding at the 4,5-position is unsaturated, and the pharmaceutically acceptable salts thereof.

  提供了式子为##STR1##的3H-2-苯并氮啶和4,5-二氢-3H-2-苯并氮啶，其中X为氢、氯或溴，Y为氢、氟或氯，但X和Y不能同时为氢，R.sub.1选自由氢、溴、氯、碘、式子##STR2##和式子##STR3##的基团，其中R.sub.2为氢、邻苯二甲酰亚胺、低级烷基、羟基、氨基、单烷基氨基和双烷基氨基，R.sub.3为羟基、邻苯二甲酰亚胺或氨基，但当R.sub.1不为氢时，4,5-位置的键合是不饱和的，以及其药学上可接受的盐。
• Pyrimido[4,5-d][2]benzazepines useful as sedatives and anxiolytic agents
  申请人：Hoffmann-La Roche Inc.

  公开号：US04548750A1

  公开（公告）日：1985-10-22

  There is presented a compound of the formula ##STR1## wherein R.sub.1 is selected from the group consisting of hydrogen, lower alkyl, chloro, bromo, alkoxy, hydroxy, lower alkyl substituted thio and NR.sub.4 R.sub.5 wherein R.sub.4 and R.sub.5 are hydrogen, lower alkyl and di-substituted lower alkylamino lower alkyl; R.sub.2 is selected from the group consisting of hydrogen, lower alkyl and amino; R.sub.3 is selected from the group consisting of hydrogen, acyloxy and hydroxy; X is halogen and Y is hydrogen or halogen and the N-oxides thereof when R.sub.3 is hydrogen and the pharmaceutically acceptable salts thereof. The pyrimido[4,5-d][2]benzazepines are useful as anxiolytic and sedative agents. Also presented are processes and intermediates in the production of the above pyrimido[4,5-d][2]benzazepines.

  提供了一种化合物，其化学式为##STR1## 其中R.sub.1选择自氢、低级烷基、氯、溴、烷氧基、羟基、低级烷基取代的硫和NR.sub.4 R.sub.5，其中R.sub.4和R.sub.5为氢、低级烷基和二取代低级烷基氨基低级烷基; R.sub.2选择自氢、低级烷基和氨基; R.sub.3选择自氢、酰氧基和羟基; X为卤素，Y为氢或卤素以及当R.sub.3为氢时它们的N-氧化物和药学上可接受的盐。这些嘧啶并[4,5-d][2]苯并氮杂环丙啶衍生物可用作抗焦虑和镇静药物。还提供了制备上述嘧啶并[4,5-d][2]苯并氮杂环丙啶的方法和中间体。
• 2-Benzazepines. 2. Thiazolo[5,4-d][2]benzazepines
  作者：Louis E. Benjamin、R. Ian Fryer、Norman W. Gilman、Eugene J. Trybulski

  DOI：10.1021/jm00355a020

  日期：1983.1

  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.