1,1-Dimethylethyl-4-(3-ethenyl-5,6-dihydro-10-methoxy-8-methyl-11H-benzo[5,6]cyclohepta[1,2-b]pyridin-11-ylidene)-1-piperidinecarboxylate | 218800-22-7

• 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: 1,1-Dimethylethyl-4-(3-ethenyl-5,6-dihydro-10-methoxy-8-methyl-11H-benzo[5,6]cyclohepta[1,2-b]pyridin-11-ylidene)-1-piperidinecarboxylate
• 英文别名: Tert-butyl 4-(6-ethenyl-15-methoxy-13-methyl-4-azatricyclo[9.4.0.03,8]pentadeca-1(11),3(8),4,6,12,14-hexaen-2-ylidene)piperidine-1-carboxylate
• CAS: 218800-22-7
• 化学式: C₂₈H₃₄N₂O₃
• 分子量: 446.59
• InChiKey: ZGOZNQUIGPJZKH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  33
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  51.7
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1,1-Dimethylethyl-4-(3-ethenyl-5,6-dihydro-10-methoxy-8-methyl-11H-benzo[5,6]cyclohepta[1,2-b]pyridin-11-ylidene)-1-piperidinecarboxylate 在 二异丁基氢化铝 、 三氟乙酸 作用下， 以 二氯甲烷 、 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：

  4-(3-bromo-10-methoxy-8-methyl-6,11-dihydro-5H-benzo[5,6]cyclohepta[1,2-b]pyridin-11-ylidene)-piperidine 在 tris-(dibenzylideneacetone)dipalladium(0) 、 三(2-呋喃基)膦 、 lithium chloride 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 24.0h， 生成 1,1-Dimethylethyl-4-(3-ethenyl-5,6-dihydro-10-methoxy-8-methyl-11H-benzo[5,6]cyclohepta[1,2-b]pyridin-11-ylidene)-1-piperidinecarboxylate
  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

文献信息

• Phenyl-substituted tricyclic inhibitors of farnesyl-protein transferase
  申请人：Schering Corporation

  公开号：US06218401B1

  公开（公告）日：2001-04-17

  Novel phenyl-substituted tricyclic compounds and pharmaceutical compositions are disclosed which are inhibitors of the enzyme, farnesyl protein transferase. Also disclosed is a method of inhibiting Ras function and therefore inhibiting the abnormal growth of cells. The method comprises administering the novel halo-N-substituted urea compound to a biological system. In particular, the method inhibits the abnormal growth of cells in a mammals such as a human.

  本发明揭示了新型苯基取代的三环化合物和药物组合物，它们是麦角醇蛋白转移酶的抑制剂。还揭示了一种抑制Ras功能从而抑制细胞异常生长的方法。该方法包括向生物系统施用新型卤代-N-取代脲化合物。特别是，该方法抑制了哺乳动物（如人类）中细胞的异常生长。
• Novel phenyl-substituted tricyclic inhibitors of farnesyl-protein transferase
  申请人：——

  公开号：US20010016585A1

  公开（公告）日：2001-08-23

  Novel phenyl-substituted tricyclic compounds and pharmaceutical compositions are disclosed which are inhibitors of the enzyme, farnesyl protein transferase. Also disclosed is a method of inhibiting Ras function and therefore inhibiting the abnormal growth of cells. The method comprises administering the novel halo-N-substituted urea compound to a biological system. In particular, the method inhibits the abnormal growth of cells in a mammals such as a human.

  本研究公开了新型苯基取代三环化合物和药物组合物，它们是法尼基蛋白转移酶的抑制剂。还公开了一种抑制 Ras 功能从而抑制细胞异常生长的方法。该方法包括向生物系统施用新型卤代-N-取代脲化合物。特别是，该方法可抑制哺乳动物（如人类）细胞的异常生长。
• US6218401B1
  申请人：——

  公开号：US6218401B1

  公开（公告）日：2001-04-17
• US6440989B2
  申请人：——

  公开号：US6440989B2

  公开（公告）日：2002-08-27
• 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
  作者：Adriano Afonso、Joseph Kelly、Jay Weinstein、Linda James、W.Robert Bishop

  DOI：10.1016/s0960-894x(99)00287-5

  日期：1999.7

  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.