3-chloro-N-((4'-cyano-6-methoxy-[1,1'-biphenyl]-3-yl)methyl)-N-((1r,4r)-4-(methylamino)cyclohexyl)benzo[b]thiophene-2-carboxamide | 612542-13-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 3-chloro-N-((4'-cyano-6-methoxy-[1,1'-biphenyl]-3-yl)methyl)-N-((1r,4r)-4-(methylamino)cyclohexyl)benzo[b]thiophene-2-carboxamide
• CAS: 612542-13-9
• 化学式: C₃₁H₃₀ClN₃O₂S
• 分子量: 544.117
• InChiKey: TUEJIDNHDMASIC-RQNOJGIXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.27
• 重原子数：
  38.0
• 可旋转键数：
  7.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  65.36
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  聚合甲醛 、 3-chloro-N-((4'-cyano-6-methoxy-[1,1'-biphenyl]-3-yl)methyl)-N-((1r,4r)-4-(methylamino)cyclohexyl)benzo[b]thiophene-2-carboxamide 在 三乙酰氧基硼氢化钠 作用下， 以 乙醇 、 甲苯 为溶剂， 反应 18.0h， 生成 3-chloro-N-((4'-cyano-6-methoxy-[1,1'-biphenyl]-3-yl)methyl)-N-((1r,4r)-4-(dimethylamino)cyclohexyl)benzo[b]thiophene-2-carboxamide
  参考文献：
  名称：

  Potent agonists of the Hedgehog signaling pathway

  摘要：

  A family of biaryl substituted 1,4-diaminocyclohexanamides of 3-chlorobenzothiophene-2-carboxylic acid is reported as picomolar modulators of Hedgehog protein function. SAR for the 1,4-diaminocyclohexane group is shown to be exquisitely sensitive to substitution on the 4-amino group, and SAR for the 3-chlorobenzothiophene group is highly specific Preliminary SAR studies of the biaryl substituent led to a picomolar compound with in vivo activity. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.05.096
• 作为产物：
  描述：

  tert-butyl ((1r,4r)-4-(3-chloro-N-((4'-cyano-6-methoxy-[1,1'-biphenyl]-3-yl)methyl)benzo[b]thiophene-2-carboxamido)cyclohexyl)(methyl)carbamate 在 盐酸 作用下， 以 乙醇 、 水 为溶剂， 反应 3.0h， 生成 3-chloro-N-((4'-cyano-6-methoxy-[1,1'-biphenyl]-3-yl)methyl)-N-((1r,4r)-4-(methylamino)cyclohexyl)benzo[b]thiophene-2-carboxamide
  参考文献：
  名称：

  Potent agonists of the Hedgehog signaling pathway

  摘要：

  A family of biaryl substituted 1,4-diaminocyclohexanamides of 3-chlorobenzothiophene-2-carboxylic acid is reported as picomolar modulators of Hedgehog protein function. SAR for the 1,4-diaminocyclohexane group is shown to be exquisitely sensitive to substitution on the 4-amino group, and SAR for the 3-chlorobenzothiophene group is highly specific Preliminary SAR studies of the biaryl substituent led to a picomolar compound with in vivo activity. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.05.096