n-[7-((Methanesulfonyl)oxy)naphthyl]-2-[n'-(2-(1-triphenylmethyl-4-imidazolyl)ethyl)amino]acetamide | 476494-03-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 三苯基化合物
• 英文名称: n-[7-((Methanesulfonyl)oxy)naphthyl]-2-[n'-(2-(1-triphenylmethyl-4-imidazolyl)ethyl)amino]acetamide
• 英文别名: [8-[[2-[2-(1-tritylimidazol-4-yl)ethylamino]acetyl]amino]naphthalen-2-yl] methanesulfonate
• CAS: 476494-03-8
• 化学式: C₃₇H₃₄N₄O₄S
• 分子量: 630.767
• InChiKey: WIADZVDGMKXJFO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.3
• 重原子数：
  46
• 可旋转键数：
  12
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  111
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  n-[7-((Methanesulfonyl)oxy)naphthyl]-2-[n'-(2-(1-triphenylmethyl-4-imidazolyl)ethyl)amino]acetamide 在 甲醇 、 四(三苯基膦)钯 、 sodium cyanoborohydride 、 caesium carbonate 、 N,N-二异丙基乙胺 作用下， 以 甲醇 、 二甲基亚砜 、 N,N-二甲基甲酰胺 为溶剂， 生成 17-(5,5,5-Trifluoropent-1-ynyl)-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 sodium hydroxide 、 三乙胺 、 N,N-二异丙基乙胺 作用下， 以 甲醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 生成 n-[7-((Methanesulfonyl)oxy)naphthyl]-2-[n'-(2-(1-triphenylmethyl-4-imidazolyl)ethyl)amino]acetamide
  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

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

  公开号：US06562823B1

  公开（公告）日：2003-05-13

  The present invention is directed to peptidomimetic piperazine-containing 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类似物，含有哌嗪环的大环化合物，可抑制戊二烯基蛋白转移酶和致癌基因蛋白Ras的戊二烯基化。本发明还涉及含有本发明化合物的化疗组合物以及抑制戊二烯基蛋白转移酶和致癌基因蛋白Ras的方法。
• 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.