9-Bromo-19,20,22,23-tetrahydro-5H-18,21-ethano-12,14-etheno-6,10-metheno-benzo[d]imidazo[4,3-l][1,6,9,13]oxatriaza-cyclononadecine-19-one | 254108-28-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 9-Bromo-19,20,22,23-tetrahydro-5H-18,21-ethano-12,14-etheno-6,10-metheno-benzo[d]imidazo[4,3-l][1,6,9,13]oxatriaza-cyclononadecine-19-one
• 英文别名: 17-Bromo-19-oxa-2,5,10,12-tetrazahexacyclo[18.6.2.22,5.114,18.08,12.023,27]hentriaconta-1(26),8,10,14(29),15,17,20(28),21,23(27),24-decaen-3-one
• CAS: 254108-28-6
• 化学式: C₂₆H₂₃BrN₄O₂
• 分子量: 503.398
• InChiKey: HCTZGNQLYBGGPK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  33
• 可旋转键数：
  0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  50.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  9-Bromo-19,20,22,23-tetrahydro-5H-18,21-ethano-12,14-etheno-6,10-metheno-benzo[d]imidazo[4,3-l][1,6,9,13]oxatriaza-cyclononadecine-19-one 在 钯 四(三苯基膦)钯 、 氢气 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 17-(5,5,5-Trifluoropentyl)-19-oxa-2,5,10,12-tetrazahexacyclo[18.6.2.22,5.114,18.08,12.023,27]hentriaconta-1(26),8,10,14(29),15,17,20(28),21,23(27),24-decaen-3-one
  参考文献：
  名称：

  Potent inhibitors of farnesyltransferase and geranylgeranyltransferase-I

  摘要：

  Compound 1 has been shown to be a dual prenylation inhibitor with FPTase (IC50 = 2 nM) and GGPTase-1 (IC50 = 95 nM). Analogues of 1, which replaced the cyanophenyl group with various biaryls, led to the discovery of highly potent dual FPTase/GGPTase-1 inhibitors. 4-Trifluoromethylphenyl, trifluoropentynyl, and trifluoropentyl were identified as good p-cyano replacements. (C) 2002 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(02)00154-3
• 作为产物：
  描述：

  组胺 在 甲醇 、 sodium hydroxide 、 sodium cyanoborohydride 、 caesium carbonate 、 三乙胺 、 N,N-二异丙基乙胺 作用下， 以 甲醇 、 二氯甲烷 、 二甲基亚砜 、 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 生成 9-Bromo-19,20,22,23-tetrahydro-5H-18,21-ethano-12,14-etheno-6,10-metheno-benzo[d]imidazo[4,3-l][1,6,9,13]oxatriaza-cyclononadecine-19-one
  参考文献：
  名称：

  Potent inhibitors of farnesyltransferase and geranylgeranyltransferase-I

  摘要：

  Compound 1 has been shown to be a dual prenylation inhibitor with FPTase (IC50 = 2 nM) and GGPTase-1 (IC50 = 95 nM). Analogues of 1, which replaced the cyanophenyl group with various biaryls, led to the discovery of highly potent dual FPTase/GGPTase-1 inhibitors. 4-Trifluoromethylphenyl, trifluoropentynyl, and trifluoropentyl were identified as good p-cyano replacements. (C) 2002 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(02)00154-3

文献信息

• US6562823B1
  申请人：——

  公开号：US6562823B1

  公开（公告）日：2003-05-13
• Potent inhibitors of farnesyltransferase and geranylgeranyltransferase-I
  作者：Diem N. Nguyen、Craig A. Stump、Eileen S. Walsh、Christine Fernandes、Joseph P. Davide、Michelle Ellis-Hutchings、Ronald G. Robinson、Theresa M. Williams、Robert B. Lobell、Hans E. Huber、Carolyn A. Buser

  DOI：10.1016/s0960-894x(02)00154-3

  日期：2002.5

  Compound 1 has been shown to be a dual prenylation inhibitor with FPTase (IC50 = 2 nM) and GGPTase-1 (IC50 = 95 nM). Analogues of 1, which replaced the cyanophenyl group with various biaryls, led to the discovery of highly potent dual FPTase/GGPTase-1 inhibitors. 4-Trifluoromethylphenyl, trifluoropentynyl, and trifluoropentyl were identified as good p-cyano replacements. (C) 2002 Published by Elsevier Science Ltd.