4,9-Dihydro-4-methyl-10H-thieno[3,4-b][1,5]benzodiazepin-10-one | 56276-59-6

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 4,9-Dihydro-4-methyl-10H-thieno[3,4-b][1,5]benzodiazepin-10-one
• 英文别名: 4-methyl-4,9-dihydro-benzo[b]thieno[3,4-e][1,4]diazepin-10-one；4,9-dihydro-4-methyl-10H-thieno[3,4-b] [1,5] benzodiazepin-10-one；10-methyl-5H-thieno[3,4-b][1,5]benzodiazepin-4-one
• CAS: 56276-59-6
• 化学式: C₁₂H₁₀N₂OS
• 分子量: 230.29
• InChiKey: ZXKJVHCHVRTJBR-UHFFFAOYSA-N

物化性质

• 熔点：
  224-225 °C(Solv: methanol (67-56-1); water (7732-18-5))
• 沸点：
  314.5±21.0 °C(Predicted)
• 密度：
  1.302±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  16
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  60.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4,9-Dihydro-4-methyl-10H-thieno[3,4-b][1,5]benzodiazepin-10-one 在 tetraphosphorus decasulfide 作用下， 以 吡啶 为溶剂， 生成 4-methyl-4,9-dihydro-benzo[b]thieno[3,4-e][1,4]diazepine-10-thione
  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
• 作为产物：
  描述：

  4-氧四氢噻酚-3-羧酸甲酯 在 N-氯代丁二酰亚胺 作用下， 生成 4,9-Dihydro-4-methyl-10H-thieno[3,4-b][1,5]benzodiazepin-10-one
  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

• Substituted thieno-benzodiazepines
  申请人：American Cyanamid Company

  公开号：US04168269A1

  公开（公告）日：1979-09-18

  This disclosure describes substituted 9,10-dihydro-4H-thieno[3,4-b] [1,5]benzodiazepines which possess analgesic activity.

  本披露描述了具有镇痛活性的取代的9,10-二氢-4H-噻吩[3,4-b][1,5]苯二氮平。
• Substituted benzodiazepin-10-ones and method of use
  申请人：American Cyanamid Company

  公开号：US03953430A1

  公开（公告）日：1976-04-27

  9-Aminoalkyl-4,9-dihydro-10H-thieno[3,4-b][1,5]benzodiazepin-10-ones having anti-depressant and analgesic activity and which are intermediates for other compounds having central nervous system activity.

  具有抗抑郁和镇痛活性的9-氨基烷基-4,9-二氢-10H-噻吩[3,4-b][1,5]苯并二氮平-10-酮，是其他具有中枢神经系统活性的化合物的中间体。
• Substituted benzodiazepines and method of use
  申请人：American Cyanamid Company

  公开号：US03951981A1

  公开（公告）日：1976-04-20

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

  具有神经类和镇痛活性的10-取代氨基-4,9-二氢-4H-噻吩[3,4-b]-[1,5]苯二氮平。
• Substituted benzodiazepin-10-ones in treating pain and depression
  申请人：American Cyanamid Company

  公开号：US04007272A1

  公开（公告）日：1977-02-08

  9-Aminoalkyl-4,9-dihydro-10H-thieno[3,4-b][1,5]benzodiazepin-10-ones having anti-depressant and analgesic activity and which are intermediates for other compounds having central nervous system activity.

  9-氨基烷基-4,9-二氢-10H-噻吩[3,4-b][1,5]苯并二氮平-10-酮具有抗抑郁和镇痛活性，并且是其他具有中枢神经系统活性的化合物的中间体。
• 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：——