10-Methoxy-8-methyl-11-piperidin-4-ylidene-3-vinyl-6,11-dihydro-5H-benzo[5,6]cyclohepta[1,2-b]pyridine | 218800-23-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并环庚烷吡啶
• 英文名称: 10-Methoxy-8-methyl-11-piperidin-4-ylidene-3-vinyl-6,11-dihydro-5H-benzo[5,6]cyclohepta[1,2-b]pyridine
• 英文别名: 6-Ethenyl-15-methoxy-13-methyl-2-piperidin-4-ylidene-4-azatricyclo[9.4.0.03,8]pentadeca-1(11),3(8),4,6,12,14-hexaene
• CAS: 218800-23-8
• 化学式: C₂₃H₂₆N₂O
• 分子量: 346.472
• InChiKey: PKWHWAUTLLIZNL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  26
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  34.2
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  10-Methoxy-8-methyl-11-piperidin-4-ylidene-3-vinyl-6,11-dihydro-5H-benzo[5,6]cyclohepta[1,2-b]pyridine 在 二异丁基氢化铝 作用下， 以 甲苯 为溶剂， 生成 3-Ethenyl-6,11-Dihydro-10-Methoxy-8-Methyl-11-(4-Piperidinyl)-5H-Benzo[5,6]Cyclohepta[1,2-b]Pyridine
  参考文献：
  名称：

  Analogs of 4-(3-bromo-8-methyl-10-methoxy-6,11-dihydro-5H-benzo[5,6]-cyclohepta[1,2-b]pyridin-11-yl)-1-(4-pyridinylacetyl)piperidine N-oxide as inhibitors of farnesyl protein transferase

  摘要：

  A series of 3-substituted analogs 3 of 4-(3-bromo-8-methyl-10-methoxy-6,11-dihydro-5H-benzo[5,6]-cyclohepta[1,2b]pyridin-11-yl)-1-(4-pyridinylacetyl)piperidine N-oxide 2 was prepared and evaluated as FPT inhibitors. The objective of this study was to identify other substituents at C-3 in this series of FPT inhibitors that would have the FPT potency enhancement similar to that found for a C-3 bromo substituent. The 3-methyl analog 17b was found to be tenfold less active than 2, and other C-3 substituents having more steric bulk were found to cause a further reduction in activity, (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(99)00287-5
• 作为产物：
  描述：

  1,1-Dimethylethyl-4-(3-bromo-5,6-dihydro-10-methoxy-8-methyl-11H-benzo[5,6]cyclohepta[1,2-b]pyridin-11-ylidene)-1-piperidinecarboxylate 在 tris-(dibenzylideneacetone)dipalladium(0) 、 三(2-呋喃基)膦 、 三氟乙酸 、 lithium chloride 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 24.0h， 生成 10-Methoxy-8-methyl-11-piperidin-4-ylidene-3-vinyl-6,11-dihydro-5H-benzo[5,6]cyclohepta[1,2-b]pyridine
  参考文献：
  名称：

  Analogs of 4-(3-bromo-8-methyl-10-methoxy-6,11-dihydro-5H-benzo[5,6]-cyclohepta[1,2-b]pyridin-11-yl)-1-(4-pyridinylacetyl)piperidine N-oxide as inhibitors of farnesyl protein transferase

  摘要：

  A series of 3-substituted analogs 3 of 4-(3-bromo-8-methyl-10-methoxy-6,11-dihydro-5H-benzo[5,6]-cyclohepta[1,2b]pyridin-11-yl)-1-(4-pyridinylacetyl)piperidine N-oxide 2 was prepared and evaluated as FPT inhibitors. The objective of this study was to identify other substituents at C-3 in this series of FPT inhibitors that would have the FPT potency enhancement similar to that found for a C-3 bromo substituent. The 3-methyl analog 17b was found to be tenfold less active than 2, and other C-3 substituents having more steric bulk were found to cause a further reduction in activity, (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(99)00287-5