Ethyl 4-(12-chloro-2-hydroxy-15-methoxy-6,13-dimethyl-4-azatricyclo[9.4.0.03,8]pentadeca-1(15),3(8),4,6,11,13-hexaen-2-yl)piperidine-1-carboxylate | 218800-05-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 四氢化萘
• 英文名称: Ethyl 4-(12-chloro-2-hydroxy-15-methoxy-6,13-dimethyl-4-azatricyclo[9.4.0.03,8]pentadeca-1(15),3(8),4,6,11,13-hexaen-2-yl)piperidine-1-carboxylate
• CAS: 218800-05-6
• 化学式: C₂₅H₃₁ClN₂O₄
• 分子量: 458.985
• InChiKey: IPVBCSLRZBHYHK-UHFFFAOYSA-N

物化性质

• 沸点：
  612.5±55.0 °C(Predicted)
• 密度：
  1.253±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  32
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  71.9
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  Ethyl 4-(12-chloro-2-hydroxy-15-methoxy-6,13-dimethyl-4-azatricyclo[9.4.0.03,8]pentadeca-1(15),3(8),4,6,11,13-hexaen-2-yl)piperidine-1-carboxylate 在 palladium on activated charcoal N-甲基吗啉 、 氢气 、 二异丁基氢化铝 、 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 生成 1-[4-(15-Methoxy-6,13-dimethyl-4-azatricyclo[9.4.0.03,8]pentadeca-1(11),3(8),4,6,12,14-hexaen-2-yl)piperidin-1-yl]-2-(1-oxidopyridin-1-ium-4-yl)ethanone
  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：

  N-tert-butyl-3-[2-(2-chloro-5-methoxy-3-methylphenyl)ethyl]-5-methylpyridine-2-carboxamide 在 盐酸 、 三氟甲磺酸 、 三氯氧磷 作用下， 以 甲苯 为溶剂， 生成 Ethyl 4-(12-chloro-2-hydroxy-15-methoxy-6,13-dimethyl-4-azatricyclo[9.4.0.03,8]pentadeca-1(15),3(8),4,6,11,13-hexaen-2-yl)piperidine-1-carboxylate
  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