(R)-2-{[3-(4-cyano-3-fluorobenzyl)-3H-imidazol-4-ylmethyl]amino}-N-(7-hydroxynaphthalen-1-yl)-N-methylpropionamide | 254445-92-6

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (R)-2-{[3-(4-cyano-3-fluorobenzyl)-3H-imidazol-4-ylmethyl]amino}-N-(7-hydroxynaphthalen-1-yl)-N-methylpropionamide
• 英文别名: (2R)-2-[[3-[(4-cyano-3-fluorophenyl)methyl]imidazol-4-yl]methylamino]-N-(7-hydroxynaphthalen-1-yl)-N-methylpropanamide
• CAS: 254445-92-6
• 化学式: C₂₆H₂₄FN₅O₂
• 分子量: 457.507
• InChiKey: CLNMQLJQPSFZJB-QGZVFWFLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  34
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  94.2
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (R)-2-{[3-(4-cyano-3-fluorobenzyl)-3H-imidazol-4-ylmethyl]amino}-N-(7-hydroxynaphthalen-1-yl)-N-methylpropionamide 在 caesium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 (20R)-19,20,21,22-Tetrahydro-18,20-dimethyl-19-oxo-5H-12,14-etheno-6,10-metheno-18H-benz[d]imidazo[4,3-k][1,6,9,12]oxatriaza-cyclooctadecine-9-carbonitrile
  参考文献：
  名称：

  Evaluation of amino acid-based linkers in potent macrocyclic inhibitors of farnesyl-protein transferase

  摘要：

  A series of amino acid-based linkers was used to investigate the effects of various substituents upon the potency, pharmacokinetic properties, and conformation of macrocyclic farnesyl-protein transferase inhibitors (FTIs). As a result of the studies described herein, highly potent FTIs with improved pharmacokinetic profiles have been identified. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00340-7
• 作为产物：
  描述：

  1-氨基-7-萘酚 在 盐酸 、 lithium aluminium tetrahydride 、 benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate 、 sodium hydride 、 sodium cyanoborohydride 、 溶剂黄146 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 乙酸乙酯 为溶剂， 生成 (R)-2-{[3-(4-cyano-3-fluorobenzyl)-3H-imidazol-4-ylmethyl]amino}-N-(7-hydroxynaphthalen-1-yl)-N-methylpropionamide
  参考文献：
  名称：

  Evaluation of amino acid-based linkers in potent macrocyclic inhibitors of farnesyl-protein transferase

  摘要：

  A series of amino acid-based linkers was used to investigate the effects of various substituents upon the potency, pharmacokinetic properties, and conformation of macrocyclic farnesyl-protein transferase inhibitors (FTIs). As a result of the studies described herein, highly potent FTIs with improved pharmacokinetic profiles have been identified. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00340-7

文献信息

• Inhibitors of prenyl-protein transferase
  申请人：Merck & Co., Inc.

  公开号：US06410534B1

  公开（公告）日：2002-06-25

  The present invention is directed to peptidomimetic macrocyclic compounds which inhibit prenyl-protein transferase and the prenylation of the oncogene protein Ras. The invention is further directed to chemotherapeutic compositions containing the compounds of this invention and methods for inhibiting prenyl-protein transferase and the prenylation of the oncogene protein Ras.

  本发明涉及一种肽类模拟大环化合物，其能够抑制戊二酰辅酶A蛋白转移酶和致癌基因蛋白Ras的戊二烯基化。本发明还涉及包含本发明化合物的化疗组合物以及抑制戊二酰辅酶A蛋白转移酶和致癌基因蛋白Ras的方法。
• US6410534B1
  申请人：——

  公开号：US6410534B1

  公开（公告）日：2002-06-25