(R)-2-(tert-butoxycarbonylamino)-N-{7-[(2-methoxyethoxy)methoxy]naphthalen-1-yl}-N-methylpropionamide

• 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-(tert-butoxycarbonylamino)-N-{7-[(2-methoxyethoxy)methoxy]naphthalen-1-yl}-N-methylpropionamide
• 英文别名: tert-butyl N-[(2R)-1-[[7-(2-methoxyethoxymethoxy)naphthalen-1-yl]-methylamino]-1-oxopropan-2-yl]carbamate
• 化学式: C₂₃H₃₂N₂O₆
• 分子量: 432.517
• InChiKey: YIUPTOGRWBVYJD-MRXNPFEDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  31
• 可旋转键数：
  11
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  86.3
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (R)-2-(tert-butoxycarbonylamino)-N-{7-[(2-methoxyethoxy)methoxy]naphthalen-1-yl}-N-methylpropionamide 在 盐酸 、 sodium cyanoborohydride 、 caesium carbonate 、 溶剂黄146 、 N,N-二异丙基乙胺 作用下， 以 甲醇 、 乙酸乙酯 、 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 lithium aluminium tetrahydride 、 benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate 、 sodium hydride 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 生成 (R)-2-(tert-butoxycarbonylamino)-N-{7-[(2-methoxyethoxy)methoxy]naphthalen-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.

  本发明涉及抑制预nyl-蛋白转移酶和致癌基因蛋白Ras的肽类模拟大环化合物。该发明进一步涉及含有本发明化合物的化疗组合物以及用于抑制预nyl-蛋白转移酶和致癌基因蛋白Ras的方法。
• INHIBITORS OF PRENYL-PROTEIN TRANSFERASE
  申请人：MERCK & CO., INC.

  公开号：EP1090011A1

  公开（公告）日：2001-04-11
• EP1090011A4
  申请人：——

  公开号：EP1090011A4

  公开（公告）日：2005-04-06
• US6410534B1
  申请人：——

  公开号：US6410534B1

  公开（公告）日：2002-06-25
• [EN] INHIBITORS OF PRENYL-PROTEIN TRANSFERASE<br/>[FR] INHIBITEURS DE PRENYL-PROTEINE TRANSFERASE
  申请人：MERCK & CO INC

  公开号：WO2000001701A1

  公开（公告）日：2000-01-13

  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.