7-chloro-1,3-dihydro-1-(1-phenethyl-4-piperidinyl)-5-phenyl-2H-1,4-benzodiazepin-2-one | 93592-91-7

• 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: 7-chloro-1,3-dihydro-1-(1-phenethyl-4-piperidinyl)-5-phenyl-2H-1,4-benzodiazepin-2-one
• 英文别名: 7-chloro-5-phenyl-1-[1-(2-phenylethyl)piperidin-4-yl]-3H-1,4-benzodiazepin-2-one
• CAS: 93592-91-7
• 化学式: C₂₈H₂₈ClN₃O
• 分子量: 458.003
• InChiKey: QXGWUKCNBDTGGB-UHFFFAOYSA-N

物化性质

• 沸点：
  647.8±55.0 °C(Predicted)
• 密度：
  1.22±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  33
• 可旋转键数：
  5
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  35.9
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  N-(2-benzoyl-4-chlorophenyl)-2-chloro-N-[1-(2-phenylethyl)piperidin-4-yl]acetamide 生成 7-chloro-1,3-dihydro-1-(1-phenethyl-4-piperidinyl)-5-phenyl-2H-1,4-benzodiazepin-2-one
  参考文献：
  名称：

  SUGASAWA, TSUTOMU;ADACHI, MAKOTO;SASAKURA, KAZUYUKI;MATSUSHITA, AKIRA;EIG+

  摘要：

  DOI：

文献信息

• 1-Azacycloalkyl-1,4-benzodiazepin-2-ones with antianxiety-antidepressant actions
  作者：Tsutomu Sugasawa、Makoto Adachi、Kazuyuki Sasakura、Akira Matsushita、Masami Eigyo、Teruo Shiomi、Haruyuki Shintaku、Yukio Takahara、Shunji Murata

  DOI：10.1021/jm00383a003

  日期：1985.6

  A series of 1-azacycloalkyl-1,4-benzodiazepin-2-ones were synthesized from 1-azacycloalkyl-2-benzoylanilines and corresponding imines and then evaluated for their central nervous system activities. Pharmacological data showed that some of these compounds have potent antidepressant properties, as assessed by their antagonism of tetrabenzine (TBZ) induced ptosis and their inhibition of [3H]norepinephrine uptake into rat brain synaptosomes, as well as their moderate antianxiety properties of preventing of pentylenetetrazol (PTZ) convulsion, suppressing conflict behavior, and displacing potential for [3H]diazepam binding. Introduction of a halogen substituent at position 7 of the 1,4-benzodiazepine ring lengthened the anti-PTZ effects, although the peak effect was slightly reduced and clearly enhanced the anti-PTZ and anticonflict properties. Introduction of Cl to the ortho position of the phenyl ring at position 5 greatly reduced the antidepressant properties. The secondary amine function of the azacyclic ring at position 1 was essential for the production of the antidepressant properties. Of these new series, 7-fluoro-5-(2-fluorophenyl)-1,3-dihydro-1-(4-piperidinyl)-2H-1,4-benzodi azepin-2 -one has the potential to become a useful antidepressant drug with a moderate antianxiety property.
• SUGASAWA, TSUTOMU;ADACHI, MAKOTO;SASAKURA, KAZUYUKI;MATSUSHITA, AKIRA;EIG+, J. MED. CHEM., 1985, 28, N 6, 699-707
  作者：SUGASAWA, TSUTOMU、ADACHI, MAKOTO、SASAKURA, KAZUYUKI、MATSUSHITA, AKIRA、EIG+

  DOI：——

  日期：——
• Neue Cephalosporine, Verfahren zu ihrer Herstellung und diese Verbindungen enthaltende Arzneimittel
  申请人：Dr. Karl Thomae GmbH

  公开号：EP0049814B1

  公开（公告）日：1985-01-09
• JPS59112984A
  申请人：——

  公开号：JPS59112984A

  公开（公告）日：1984-06-29
• US4560684A
  申请人：——

  公开号：US4560684A

  公开（公告）日：1985-12-24