benzo[b]thiophene-2-carboxylic acid 4-oxocyclohexyl amide | 910127-48-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻吩类
• 英文名称: benzo[b]thiophene-2-carboxylic acid 4-oxocyclohexyl amide
• 英文别名: N-(4-oxocyclohexyl)-1-benzothiophene-2-carboxamide
• CAS: 910127-48-9
• 化学式: C₁₅H₁₅NO₂S
• mdl: MFCD16387736
• 分子量: 273.356
• InChiKey: UHEXWUBORHBDAH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.333
• 拓扑面积：
  74.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  benzo[b]thiophene-2-carboxylic acid 4-oxocyclohexyl amide 、 1-(2,3-二氯苯基)哌嗪 在 三乙酰氧基硼氢化钠 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 3.5h， 以14 mg的产率得到
  参考文献：
  名称：

  CoMFA and CoMSIA investigations of dopamine D3 receptor ligands leading to the prediction, synthesis, and evaluation of rigidized FAUC 365 analogues

  摘要：

  Taking advantage of our in-house experimental data on dopamine D-3 receptor modulators, we have successfully estab lished highly significant CoMFA and CoMSIA models (q(cv)(2) = 0.82/0.76). These models were carefully investigated to assure their stability and predictivity (r(pred)(2) = 0.65/0.61) and subsequently applied to guide experimental investigations on the synthesis and receptor binding of three conformationally restricted D-3 ligands. Besides the high D-3 affinity, the test compound 45, incorporating a trans-1,4-cyclohexylene partial structure, exhibited improved (similar to 3200-fold) selectivity over the D-4 subtype. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2006.05.025
• 作为产物：
  描述：

  苯并噻吩-2-羧酸 在 O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate 、 N,N-二异丙基乙胺 、 2-碘酰基苯甲酸 作用下， 以 二氯甲烷 、 二甲基亚砜 、 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 生成 benzo[b]thiophene-2-carboxylic acid 4-oxocyclohexyl amide
  参考文献：
  名称：

  CoMFA and CoMSIA investigations of dopamine D3 receptor ligands leading to the prediction, synthesis, and evaluation of rigidized FAUC 365 analogues

  摘要：

  Taking advantage of our in-house experimental data on dopamine D-3 receptor modulators, we have successfully estab lished highly significant CoMFA and CoMSIA models (q(cv)(2) = 0.82/0.76). These models were carefully investigated to assure their stability and predictivity (r(pred)(2) = 0.65/0.61) and subsequently applied to guide experimental investigations on the synthesis and receptor binding of three conformationally restricted D-3 ligands. Besides the high D-3 affinity, the test compound 45, incorporating a trans-1,4-cyclohexylene partial structure, exhibited improved (similar to 3200-fold) selectivity over the D-4 subtype. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2006.05.025