2-(6',7'-Dihydrobenzo[b]thiophen-4'(5'H)-on-5'-yl)-acetonitrile | 193076-37-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-(6',7'-Dihydrobenzo[b]thiophen-4'(5'H)-on-5'-yl)-acetonitrile
• 英文别名: 2-(4-oxo-6,7-dihydro-5H-1-benzothiophen-5-yl)acetonitrile
• CAS: 193076-37-8
• 化学式: C₁₀H₉NOS
• 分子量: 191.254
• InChiKey: WLRQFHJOWAEMAV-UHFFFAOYSA-N

物化性质

• 沸点：
  388.4±22.0 °C(Predicted)
• 密度：
  1.248±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  69.1
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(6',7'-Dihydrobenzo[b]thiophen-4'(5'H)-on-5'-yl)-acetonitrile 在 盐酸 作用下， 以 乙醇 、 溶剂黄146 为溶剂， 反应 8.0h， 生成 [4-(Phenyl-hydrazono)-4,5,6,7-tetrahydro-benzo[b]thiophen-5-yl]-acetic acid
  参考文献：
  名称：

  Synthesis and evaluation of novel 2-aryl-2,5,6,7-tetrahydro-3H-thieno [2′,3′:6,7]cyclohepta[1,2-c]pyridazin-3-ones and 2-aryl-5, 6-dihydrothieno[2,3-h]cinnolin-3(2H)-ones as anxiolytics

  摘要：

  A series of 2-aryl-2,5,6,7-tetrahydro-3H-thieno[2',3':6,7]cyclohepta[1,2-c]pyridazin-3-ones and 2-aryl-5,6-dihydrothieno[2,3-h]cinnolin-3(2H)-ones were synthesized and evaluated for their affinity to benzodiazepine receptors (BZRs) in the excised brain of rats and also for their intrinsic efficacy in augmentation of the gamma-aminobutyric acid-induced chloride currents in the dissociated sensory neurons of frogs. The synthesized compounds showed a high affinity to BZRs. In these compounds, the substituents at the 2-position and at either the 8- or the 9-position and the ring size of the condensed ring affected the biological activity of the compounds. Thus, an introduction of 4-methyl- or 4-chloro-substitute phenyl ring into the 2-position, an introduction of methyl or ethyl into either the 8- or the 9-position, and an expansion of the 6-membered condensed ring to a 7-membered ring brought about a continuous shift of compounds from inverse to full agonists. Among the synthesized compounds, 8-(1 hydroxyethyl)-2-(4-methylphenyl)-5,6-dihydrothieno[2,3-h]cinnolin-3(2H)-one which can be classified as a BZR partial agonist, was found to exhibit an anxio-selective feature.

  DOI：

  10.1016/s0223-5234(97)83286-2
• 作为产物：
  描述：

  5-Dimethylaminomethyl-6,7-dihydro-5H-benzo[b]thiophen-4-one; hydrochloride 在 甲醇 、 二甲基亚砜 作用下， 以 丙酮 为溶剂， 反应 3.0h， 生成 2-(6',7'-Dihydrobenzo[b]thiophen-4'(5'H)-on-5'-yl)-acetonitrile
  参考文献：
  名称：

  Pinna; Salis; Berta, Il Farmaco, 1997, vol. 52, # 1, p. 29 - 33

  摘要：

  DOI：