1,3,4,9-tetrahydro-benzo[b]thieno[3,4-e][1,4]diazepin-10-one | 56276-53-0

• 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: 1,3,4,9-tetrahydro-benzo[b]thieno[3,4-e][1,4]diazepin-10-one
• 英文别名: 1,3,4,9-tetrahydro-10H-thieno[3,4-b] [1,5]benzodiazepin-10-one；1,3,4,9-tetrahydro-10H-thieno[3,4-b][1,5]benzodiazepin-10-one；Dihydrothiophendo[3,4-b]-1,4-benzodiazepin-5-one；1,3,5,10-tetrahydrothieno[3,4-c][1,5]benzodiazepin-4-one
• CAS: 56276-53-0
• 化学式: C₁₁H₁₀N₂OS
• 分子量: 218.279
• InChiKey: DYSICFHUPDONIN-UHFFFAOYSA-N

物化性质

• 熔点：
  216-218 °C(Solv: N,N-dimethylformamide (68-12-2); water (7732-18-5))
• 沸点：
  474.3±45.0 °C(Predicted)
• 密度：
  1.41±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  15
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  66.4
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1,3,4,9-tetrahydro-benzo[b]thieno[3,4-e][1,4]diazepin-10-one 在 氢氧化钾 、 sodium tetrahydroborate 、 N-氯代丁二酰亚胺 、 tetraphosphorus decasulfide 、 溶剂黄146 作用下， 以 1,4-二氧六环 、 吡啶 、 甲醇 、 xylene 为溶剂， 生成 10-(4-ethyl-piperazin-1-yl)-4-methyl-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 、 邻苯二胺 以 甲苯 为溶剂， 反应 2.5h， 以75%的产率得到1,3,4,9-tetrahydro-benzo[b]thieno[3,4-e][1,4]diazepin-10-one
  参考文献：
  名称：

  N-Hydroxyamides Omege-Substituted with Tricyclic Groups as Histone Deacetylase Inhibitors, Their Preparation and Use in Pharmaceutical Formulations

  摘要：

  新的N-烷基羧酸羟胺酰胺，其ω位被适当的三环系统取代，具有以中心7-元环为特征的活性，作为组蛋白去乙酰化酶（HDAC）的抑制剂。

  公开号：

  US20080275023A1

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。
• Aromatization of dihydrothiophenes. Thiophenesaccharin: a sweet surprise
  作者：Phillip A. Rossy、Werner Hoffmann、Norbert Mueller

  DOI：10.1021/jo01292a012

  日期：1980.2
• WO2006/97449
  申请人：——

  公开号：——

  公开（公告）日：——
• 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：——