7-chloro-10-methylsulfanyl-4H-benzo[b]thieno[3,4-e][1,4]diazepine | 59681-53-7

• 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-10-methylsulfanyl-4H-benzo[b]thieno[3,4-e][1,4]diazepine
• 英文别名: 7-Chloro-10-(methylthio)-4H-thieno[3,4-b] [1,5]benzodiazepine；7-chloro-4-methylsulfanyl-10H-thieno[3,4-b][1,5]benzodiazepine
• CAS: 59681-53-7
• 化学式: C₁₂H₉ClN₂S₂
• 分子量: 280.802
• InChiKey: NAXJLGDDFZSBFY-UHFFFAOYSA-N

物化性质

• 熔点：
  152-154 °C(Solv: methanol (67-56-1); water (7732-18-5))
• 沸点：
  431.2±45.0 °C(Predicted)
• 密度：
  1.50±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  77.9
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-甲基哌嗪 、 7-chloro-10-methylsulfanyl-4H-benzo[b]thieno[3,4-e][1,4]diazepine 在 溶剂黄146 溶剂黄146 、 氯仿 作用下， 反应 96.0h， 以to give 7-chloro-10-(4-methyl-1-piperazinyl)-4H-thieno[3,4-b][1,5]benzodiazepine as an oil的产率得到7-chloro-10-(4'-methyl-1'-piperazinyl)-4H-thieno[3,4-b][1,5]benzodiazepine
  参考文献：
  名称：

  Substituted benzodiazepines and method of use

  摘要：

  具有神经抑制、抗抑郁和镇痛活性的10-取代氨基-4,9-二氢-4H-噻吩[3,4-b][1,5]苯并二氮平。

  公开号：

  US04087421A1
• 作为产物：
  描述：

  4-氧四氢噻酚-3-羧酸甲酯 在 氢氧化钾 、 tetraphosphorus decasulfide 作用下， 以 1,4-二氧六环 、 吡啶 、 甲醇 为溶剂， 生成 7-chloro-10-methylsulfanyl-4H-benzo[b]thieno[3,4-e][1,4]diazepine
  参考文献：
  名称：

  10-(Alkylamino)-4H-thieno[3,4-b][1,5]benzodiazepines. A novel class of potential neuroleptic agents

  摘要：

  An investigation of the structural requirements for CNS activity of the title compounds was undertaken. A synthesis of the precursor dihydro-10H-thieno[3,4-b][1,5]benzodiazepin-10-ones was achieved and three routes for their conversion to the title compounds were developed. The compounds were tested for neuroleptic activity by means of the blockade or d-amphetamine lethality in aggregated mice and/or effects on locomotor activity in rats. Antidepressant activity was examined using inhibition of tetrabenazine-induced depression in mice. Most of the compounds were found to be potent neuroleptic agents with several exhibiting additional antidepressant activity.

  DOI：

  10.1021/jm00192a020

文献信息

• PRESS J. B.; HOFMANN C. M.; EUDY N. H.; FANSHAWE W. J.; DAY I. P.; GREENB+, J. MED. CHEM., 1979, 22, NO 6, 725-731
  作者：PRESS J. B.、 HOFMANN C. M.、 EUDY N. H.、 FANSHAWE W. J.、 DAY I. P.、 GREENB+

  DOI：——

  日期：——
• US3951981A
  申请人：——

  公开号：US3951981A

  公开（公告）日：1976-04-20
• US4087421A
  申请人：——

  公开号：US4087421A

  公开（公告）日：1978-05-02
• Substituted benzodiazepines and method of use
  申请人：American Cyanamid Company

  公开号：US04087421A1

  公开（公告）日：1978-05-02

  10-Substituted amino-4,9-dihydro-4H-thieno[3,4-b][1,5]benzodiazepines having neuroleptic, anti-depressant and analgesic activity.

  具有神经阻滞、抗抑郁和镇痛活性的10-取代氨基-4,9-二氢-4H-噻吩[3,4-b][1,5]苯二氮杂环己烷。
• 10-(Alkylamino)-4H-thieno[3,4-b][1,5]benzodiazepines. A novel class of potential neuroleptic agents
  作者：Jeffrey B. Press、Corris M. Hofmann、Nancy H. Eudy、William J. Fanshawe、Ivana P. Day、Eugene N. Greenblatt、Sidney R. Safir

  DOI：10.1021/jm00192a020

  日期：1979.6

  An investigation of the structural requirements for CNS activity of the title compounds was undertaken. A synthesis of the precursor dihydro-10H-thieno[3,4-b][1,5]benzodiazepin-10-ones was achieved and three routes for their conversion to the title compounds were developed. The compounds were tested for neuroleptic activity by means of the blockade or d-amphetamine lethality in aggregated mice and/or effects on locomotor activity in rats. Antidepressant activity was examined using inhibition of tetrabenazine-induced depression in mice. Most of the compounds were found to be potent neuroleptic agents with several exhibiting additional antidepressant activity.