4,6,7-trimethyl-4,9-dihydro-benzo[b]thieno[3,4-e][1,4]diazepin-10-one | 59720-27-3

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 4,6,7-trimethyl-4,9-dihydro-benzo[b]thieno[3,4-e][1,4]diazepin-10-one
• 英文别名: 4,9-Dihydro-4,6,7-trimethyl-10H-thieno[3,4-b][1,5]benzodiazepin-10-one；4,9-Dihydro-4,6,7-trimethyl-10H-thieno[3,4-b] [1,5]benzodiazepin-10-one；7,8,10-trimethyl-5H-thieno[3,4-b][1,5]benzodiazepin-4-one
• CAS: 59720-27-3
• 化学式: C₁₄H₁₄N₂OS
• 分子量: 258.344
• InChiKey: LBZDXFNNPULYEP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  18
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.21
• 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：

  N-甲基哌嗪 、 4,6,7-trimethyl-4,9-dihydro-benzo[b]thieno[3,4-e][1,4]diazepin-10-one 在 四氯化钛 苯甲醚 作用下， 以 甲苯 为溶剂， 生成 4,6,7-trimethyl-10-(4-methyl-piperazin-1-yl)-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
• 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 4,6,7-trimethyl-4,9-dihydro-benzo[b]thieno[3,4-e][1,4]diazepin-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 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 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：——
• US3953430A
  申请人：——

  公开号：US3953430A

  公开（公告）日：1976-04-27
• US4007272A
  申请人：——

  公开号：US4007272A

  公开（公告）日：1977-02-08