1-(1-(hydroxymethyl)-1,3,4,9-tetrahydro-2H-pyrido[3,4-b]indol-2-yl)-3-phenylpropan-1-one | 1206876-20-1

• 分子结构分类: 有机化合物 - 生物碱及其衍生物 - 哈马拉生物碱
• 英文名称: 1-(1-(hydroxymethyl)-1,3,4,9-tetrahydro-2H-pyrido[3,4-b]indol-2-yl)-3-phenylpropan-1-one
• CAS: 1206876-20-1
• 化学式: C₂₁H₂₂N₂O₂
• 分子量: 334.418
• InChiKey: LTDRAAZGVKXVLN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.22
• 重原子数：
  25.0
• 可旋转键数：
  4.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  56.33
• 氢给体数：
  2.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  1-(1-(hydroxymethyl)-1,3,4,9-tetrahydro-2H-pyrido[3,4-b]indol-2-yl)-3-phenylpropan-1-one 、 苯酚 在 偶氮二甲酸二叔丁酯 、 三苯基膦 作用下， 以 二氯甲烷 为溶剂， 以30%的产率得到1-[1-(Phenoxymethyl)-1,3,4,9-tetrahydropyrido[3,4-b]indol-2-yl]-3-phenylpropan-1-one
  参考文献：
  名称：

  Substituted tetrahydro-β-carbolines as potential agents for the treatment of human papillomavirus infection

  摘要：

  The identification and optimization of a series of substituted tetrahydro-beta-carbolines with potent activity against human papillomavirus is described. Structure-activity studies focused on the substitution pattern and chirality of the beta-carboline ring system are discussed. Optimization of these parameters led to compounds with antiviral activities in the low nanomolar range. (c) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.10.123
• 作为产物：
  描述：

  3-Phenyl-1-[1-(phenylmethoxymethyl)-1,3,4,9-tetrahydropyrido[3,4-b]indol-2-yl]propan-1-one 在 氢气 、 palladium(II) hydroxide 作用下， 以 甲醇 为溶剂， 以62%的产率得到1-(1-(hydroxymethyl)-1,3,4,9-tetrahydro-2H-pyrido[3,4-b]indol-2-yl)-3-phenylpropan-1-one
  参考文献：
  名称：

  Substituted tetrahydro-β-carbolines as potential agents for the treatment of human papillomavirus infection

  摘要：

  The identification and optimization of a series of substituted tetrahydro-beta-carbolines with potent activity against human papillomavirus is described. Structure-activity studies focused on the substitution pattern and chirality of the beta-carboline ring system are discussed. Optimization of these parameters led to compounds with antiviral activities in the low nanomolar range. (c) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.10.123