deca-4,6-diynedioic acid bis-[(2-aminoethyl)amide] | 1412423-34-7

• 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: deca-4,6-diynedioic acid bis-[(2-aminoethyl)amide]
• 英文别名: tert-butyl N-[(1S)-2-[2-[[10-[2-[[(2S)-2-[(2-methylpropan-2-yl)oxycarbonylamino]-2-phenylacetyl]amino]ethylamino]-10-oxodeca-4,6-diynoyl]amino]ethylamino]-2-oxo-1-phenylethyl]carbamate
• CAS: 1412423-34-7
• 化学式: C₄₀H₅₂N₆O₈
• 分子量: 744.888
• InChiKey: WHZSQFVPKNYCOE-HEVIKAOCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  54
• 可旋转键数：
  21
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  193
• 氢给体数：
  6
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  deca-4,6-diynedioic acid bis-[(2-aminoethyl)amide] 、 三氟乙酸 以 二氯甲烷 为溶剂， 反应 4.0h， 生成 deca-4,6-diynedioic acid bis-[(2-aminoethyl)amide]
  参考文献：
  名称：

  Homo- and heterodimeric Smac mimetics/IAP inhibitors as in vivo-active pro-apoptotic agents. Part I: Synthesis

  摘要：

  Novel pro-apoptotic, homo-and heterodimeric Smac mimetics/IAPs inhibitors based on the N-AVPI-like 4-substituted 1-aza-2-oxobicyclo[5.3.0]decane scaffold were prepared from monomeric structures connected through a head-head (8), tail-tail (9) or head-tail (10) linker. The selection of appropriate decorating functions for the scaffolds, and of rigid and flexible linkers connecting them, is described. The synthesis, purification and analytical characterization of each prepared dimer 8-10 is thoroughly described. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2012.09.020
• 作为产物：
  描述：

  deca-4,6-diynedioic acid bis-[(2-aminoethyl)amide] 、 N-(叔丁氧羰基)-L-2-苯甘氨酸 在 2,4,6-三甲基吡啶 、 1-羟基苯并三唑 、 O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 以83%的产率得到deca-4,6-diynedioic acid bis-[(2-aminoethyl)amide]
  参考文献：
  名称：

  Homo- and heterodimeric Smac mimetics/IAP inhibitors as in vivo-active pro-apoptotic agents. Part I: Synthesis

  摘要：

  Novel pro-apoptotic, homo-and heterodimeric Smac mimetics/IAPs inhibitors based on the N-AVPI-like 4-substituted 1-aza-2-oxobicyclo[5.3.0]decane scaffold were prepared from monomeric structures connected through a head-head (8), tail-tail (9) or head-tail (10) linker. The selection of appropriate decorating functions for the scaffolds, and of rigid and flexible linkers connecting them, is described. The synthesis, purification and analytical characterization of each prepared dimer 8-10 is thoroughly described. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2012.09.020

文献信息

• [EN] NEW HOMO- AND HETERODIMERIC SMAC MIMETIC COMPOUNDS AS APOPTOSIS INDUCERS<br/>[FR] NOUVEAUX COMPOSÉS MIMÉTIQUES DE SMAC DE TYPE HOMODIMÈRE ET HÉTÉRODIMÈRE À TITRE D'INDUCTEURS D'APOPTOSE
  申请人：UNIV DEGLI STUDI MILANO

  公开号：WO2013124701A2

  公开（公告）日：2013-08-29

  The present invention relates to conformationally constrained homo- and heterodimeric mimetics of Smac with function as inhibitors of Inhibitor of Apoptosis Proteins (IAPs), the invention also relates to the use of these compounds in therapy, wherein the induction of apoptotic cell death is beneficial, especially in the treatment of cancer, alone or in combination with other active ingredients.
• Homo- and heterodimeric Smac mimetics/IAP inhibitors as in vivo-active pro-apoptotic agents. Part I: Synthesis
  作者：Leonardo Manzoni、Laura Belvisi、Aldo Bianchi、Annalisa Conti、Carmelo Drago、Marilenia de Matteo、Luca Ferrante、Eloise Mastrangelo、Paola Perego、Donatella Potenza、Carlo Scolastico、Federica Servida、Gabriele Timpano、Francesca Vasile、Vincenzo Rizzo、Pierfausto Seneci

  DOI：10.1016/j.bmc.2012.09.020

  日期：2012.11

  Novel pro-apoptotic, homo-and heterodimeric Smac mimetics/IAPs inhibitors based on the N-AVPI-like 4-substituted 1-aza-2-oxobicyclo[5.3.0]decane scaffold were prepared from monomeric structures connected through a head-head (8), tail-tail (9) or head-tail (10) linker. The selection of appropriate decorating functions for the scaffolds, and of rigid and flexible linkers connecting them, is described. The synthesis, purification and analytical characterization of each prepared dimer 8-10 is thoroughly described. (C) 2012 Elsevier Ltd. All rights reserved.