N-((tert-butyloxy)carbonyl)-N'-(2-(4-fluorophenyl)ethyl)iminodiacetic acid monoamide | 188625-17-4

• 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: N-((tert-butyloxy)carbonyl)-N'-(2-(4-fluorophenyl)ethyl)iminodiacetic acid monoamide
• 英文别名: 2-[[2-[2-(4-Fluorophenyl)ethylamino]-2-oxoethyl]-[(2-methylpropan-2-yl)oxycarbonyl]amino]acetic acid；2-[[2-[2-(4-fluorophenyl)ethylamino]-2-oxoethyl]-[(2-methylpropan-2-yl)oxycarbonyl]amino]acetic acid
• CAS: 188625-17-4
• 化学式: C₁₇H₂₃FN₂O₅
• 分子量: 354.378
• InChiKey: YNDYBCHLYGRGEA-UHFFFAOYSA-N

物化性质

• 沸点：
  561.4±50.0 °C(Predicted)
• 密度：
  1.237±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  25
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  95.9
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  N-((tert-butyloxy)carbonyl)-N'-(2-(4-fluorophenyl)ethyl)iminodiacetic acid monoamide 在 盐酸 、 benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate 、 N,N-二异丙基乙胺 、 bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate 作用下， 以 1,4-二氧六环 、 N,N-二甲基甲酰胺 为溶剂， 反应 36.0h， 生成 N,N'-bis(N-(2-(4-fluorophenyl)ethyl)carboxamidomethyl)-N,N'-bis(N-(5-((benzyloxycarbonyl)amino)-5-(methoxycarbonyl)pentyl)carboxamidomethyl)-N''-((tert-butoxy)carbonyl)iminodiacetic acid diamide
  参考文献：
  名称：

  Higher order iminodiacetic acid libraries for probing protein-protein interactions

  摘要：

  Higher order iminodiacetic acid diamide trimer (560 compounds) and tetramer libraries (1260 compounds) are described and were assembled in a convergent multistep solution-phase synthesis for use in studying protein-protein interactions. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(98)00423-5
• 作为产物：
  描述：

  N-BOC-亚氨基二乙酸 在 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 1.0h， 生成 N-((tert-butyloxy)carbonyl)-N'-(2-(4-fluorophenyl)ethyl)iminodiacetic acid monoamide
  参考文献：
  名称：

  溶液相组合合成：通过烯烃易位反应的多样性收敛倍增

  摘要：

  详细介绍了在制备混合物库中，用ω-烯烃官能化的亚氨基二乙酸二酰胺的溶液相合成及其通过烯烃复分解反应的二聚作用。仅由N -BOC-亚氨基二乙酸酐（1），15种胺和4种ω-烯基羧酸说明了可以通过少量单体结构单元的会聚与发散组合实现的多样性，这些单体提供了通常与线性文库合成（包括肽，寡核苷酸和顺序模板功能化。与适合于固相合成技术的此类库的发散合成不同，会聚合成特别适合于溶液相合成，并且由于固相技术通常会在互斥的相中被固相技术排除。

  DOI：

  10.1016/s0040-4020(98)00128-8

文献信息

• Identification of a Novel Class of Small-Molecule Antiangiogenic Agents through the Screening of Combinatorial Libraries Which Function by Inhibiting the Binding and Localization of Proteinase MMP2 to Integrin α_Vβ₃
  作者：Dale L. Boger、Joel Goldberg、Steve Silletti、Torsten Kessler、David A. Cheresh

  DOI：10.1021/ja003579+

  日期：2001.2.1

  endothelial cells based on its ability to directly bind integrin alpha(V)beta(3), suggesting that disrupting this protein--protein interaction may represent a new target for the development of angiogenesis inhibitors. The screening of small molecule libraries led to the identification of compounds which disrupt the MMP2--alpha(V)beta(3) interaction in an in vitro binding assay. A prototypical inhibitor was

  从现有脉管系统中生长新血管的过程，称为血管生成，对多种病理状况至关重要，最显着的是癌症。降解细胞外基质 (ECM) 的 MMP2 和有助于内皮细胞附着到 ECM 的整合素 alpha(V)beta(3) 都参与了这一过程。最近的研究结果表明，基于 MMP2 直接结合整合素 alpha(V)beta(3) 的能力，MMP2 以活性形式定位于侵袭性内皮细胞的表面，这表明破坏这种蛋白质 - 蛋白质相互作用可能代表一个新的目标用于血管生成抑制剂的开发。小分子库的筛选导致鉴定在体外结合测定中破坏 MMP2--alpha(V)beta(3) 相互作用的化合物。进一步发现原型抑制剂可防止蛋白质基质降解，而不会直接抑制 MMP2 活性或破坏 alpha(V)beta(3) 与其经典 ECM 配体玻连蛋白的结合。这种先导化合物的类似物和亚结构的合成和筛选允许鉴定抑制 MMP2 与 alpha(V)beta(3)
• Higher order iminodiacetic acid libraries for probing protein–protein interactions
  作者：Dale L. Boger、Joel Goldberg、Weiqin Jiang、Wenying Chai、Pierre Ducray、Jae Kyoo Lee、Rachel S. Ozer、Carl-Magnus Andersson

  DOI：10.1016/s0968-0896(98)00128-x

  日期：1998.8

  Full details of the preparation of iminodiacetic acid diamide dimer (2040 compounds), trimer (560 compounds), and tetramer (1596 compounds) libraries by multistep convergent solution-phase synthesis for studying protein-protein interactions are provided. The libraries were assembled in a format providing small 8-10 compound mixtures and the deconvolution of many of the small mixtures to identify screening leads by resynthesis of the individual components have been conducted for 320 of the individual compounds to date. A representative example of the subsequent exploration of the structure-activity relationships for an identified receptor binding antagonist (200 additional individual compounds) and steps taken for potential elaboration to a receptor dimerization agonist are defined with preparation of representative linked dimers (70 compounds). (C) 1998 Elsevier Science Ltd. All rights reserved.
• Generation of targeted C2-symmetrical compound libraries by solution-phase combinatorial chemistry
  作者：Dale L. Boger、Rachel S. Ozer、Carl-Magnus Andersson

  DOI：10.1016/s0960-894x(97)00330-2

  日期：1997.7

  An approach to the preparation of C-2-symmetrical chemical libraries for use in protein and receptor homodimerization studies by solution-phase methods which permits the multi-milligram synthesis of each member is described. (C) 1997 Elsevier Science Ltd.
• Solution-phase combinatorial synthesis via the olefin metathesis reaction
  作者：Dale L. Boger、Wenying Chai、Rachel S. Ozer、Carl-Magnus Andersson

  DOI：10.1016/s0960-894x(97)00043-7

  日期：1997.2

  The preparation of C-2-symmetric and unsymmetric chemical libraries by solution-phase techniques including the use of the olefin metathesis reaction to join and combinatorially randomize the length of a linking tether is detailed. (C) 1997, Elsevier Science Ltd.
• US7368478B2
  申请人：——

  公开号：US7368478B2

  公开（公告）日：2008-05-06