(S)-5-n-butyl-4-[1-(4-cyanobenzyl)-5-imidazolylmethyl]-1-(2,3-dimethylphenyl)-2,3-piperazinedione

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: (S)-5-n-butyl-4-[1-(4-cyanobenzyl)-5-imidazolylmethyl]-1-(2,3-dimethylphenyl)-2,3-piperazinedione
• 英文别名: 4-{5-[(S)-6-Butyl-4-(2,3-dimethyl-phenyl)-2,3-dioxo-piperazin-1-ylmethyl]-imidazol-1-ylmethyl}-benzonitrile；4-[[5-[[(6S)-6-butyl-4-(2,3-dimethylphenyl)-2,3-dioxopiperazin-1-yl]methyl]imidazol-1-yl]methyl]benzonitrile
• 化学式: C₂₈H₃₁N₅O₂
• 分子量: 469.586
• InChiKey: GXRRUQLDYCLSSI-DEOSSOPVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  35
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  82.2
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2,3-二甲基苯胺 在 盐酸 、 4 A molecular sieve 、 三乙酰氧基硼氢化钠 、 碳酸氢钠 、 溶剂黄146 作用下， 以 乙酸乙酯 、 1,2-二氯乙烷 为溶剂， 生成 (S)-5-n-butyl-4-[1-(4-cyanobenzyl)-5-imidazolylmethyl]-1-(2,3-dimethylphenyl)-2,3-piperazinedione
  参考文献：
  名称：

  Oxo-piperazine Derivatives of N-Arylpiperazinones as Inhibitors of Farnesyltransferase

  摘要：

  The evaluation of SAR associated with the insertion of carbonyl groups at various positions of N-arylpiperazinone farnesyltransferase inhibitors is described herein. 1-Aryl-2,3-diketopiperazine derivatives exhibited the best balance of potency and pharmacokinetic profile relative to the parent 1-aryl-2-piperazinones. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(00)00710-1

文献信息

• EP0891350A4
  申请人：——

  公开号：EP0891350A4

  公开（公告）日：2001-01-17
• INHIBITORS OF FARNESYL-PROTEIN TRANSFERASE
  申请人：MERCK & CO., INC.

  公开号：EP0891350A1

  公开（公告）日：1999-01-20
• [EN] INHIBITORS OF FARNESYL-PROTEIN TRANSFERASE<br/>[FR] INHIBITEURS DE FARNESYLE-PROTEINE TRANSFERASE
  申请人：MERCK & CO., INC.

  公开号：WO1997036889A1

  公开（公告）日：1997-10-09

  (EN) The present invention is directed to compounds which inhibit farnesyl-protein transferase (FTase) and the farnesylation of the oncogene protein Ras. The invention is further directed to chemotherapeutic compositions containing the compounds of this invention and methods for inhibiting farnesyl-protein transferase and the farnesylation of the oncogene protein Ras.(FR) La présente invention concerne des composés inhibant la farnésyle-protéine transférase (FTase) ainsi que la farnésylation de la protéine Raz oncogène. L'invention concerne également des compositions chimiothérapeutiques contenant les composés de ladite invention ainsi que des méthodes inhibant la farnésyle-protéine transférase et la farnésylation de la protéine Ras oncogène.
• Oxo-piperazine Derivatives of N-Arylpiperazinones as Inhibitors of Farnesyltransferase
  作者：Christopher J Dinsmore、Jeffrey M Bergman、Donna D Wei、C.Blair Zartman、Joseph P Davide、Ian B Greenberg、Dongming Liu、Timothy J O'Neill、Jackson B Gibbs、Kenneth S Koblan、Nancy E Kohl、Robert B Lobell、I-Wu Chen、Debra A McLoughlin、Timothy V Olah、Samuel L Graham、George D Hartman、Theresa M Williams

  DOI：10.1016/s0960-894x(00)00710-1

  日期：2001.2

  The evaluation of SAR associated with the insertion of carbonyl groups at various positions of N-arylpiperazinone farnesyltransferase inhibitors is described herein. 1-Aryl-2,3-diketopiperazine derivatives exhibited the best balance of potency and pharmacokinetic profile relative to the parent 1-aryl-2-piperazinones. (C) 2001 Elsevier Science Ltd. All rights reserved.