N-(2-aminophenyl)-3-(t-butyloxycarbonyl)amino propionamide | 851702-45-9

• 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-(2-aminophenyl)-3-(t-butyloxycarbonyl)amino propionamide
• 英文别名: tert-butyl (3-((2-aminophenyl)amino)-3-oxopropyl)carbamate；tert-butyl N-[3-(2-aminoanilino)-3-oxopropyl]carbamate
• CAS: 851702-45-9
• 化学式: C₁₄H₂₁N₃O₃
• 分子量: 279.339
• InChiKey: SURTXFJHNVIXQV-UHFFFAOYSA-N

物化性质

• 沸点：
  505.6±35.0 °C(Predicted)
• 密度：
  1.182±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  20
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  93.4
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-(2-aminophenyl)-3-(t-butyloxycarbonyl)amino propionamide 在 溶剂黄146 作用下， 反应 2.0h， 以86%的产率得到Boc-NH-CH2-CH2-Bid
  参考文献：
  名称：

  苯并咪唑作为NOD2拮抗剂的结构特征和功能活性。

  摘要：

  NOD1和NOD2是模式识别受体，在先天免疫反应中具有重要作用。尽管它们的过度活化与多种疾病有关，但在这方面，NOD2尤其仍是未开发的靶标，仅报道了一种结构拮抗剂。为了深入了解NOD2拮抗剂的结构-活性关系，设计并合成了一系列新型类似物，然后筛选了与NOD2相对的拮抗剂活性，以及​​与NOD1相对的拮抗活性。化合物32和38被鉴定为有效的和中等选择性的NOD2拮抗剂，化合物33和42被鉴定为双重NOD1 / NOD2拮抗剂，对低微摩尔范围内的两个靶标均具有平衡的活性。

  DOI：

  10.1016/j.ejmech.2020.112089
• 作为产物：
  描述：

  邻苯二胺 在 吡啶 、 decafluorodiphenyl ether 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 以90%的产率得到N-(2-aminophenyl)-3-(t-butyloxycarbonyl)amino propionamide
  参考文献：
  名称：

  [EN] BENZIMIDAZOLES USEFUL AS MODULATORS OF ION CHANNELS
  [FR] BENZIMIDAZOLES CONVENANT COMME MODULATEURS DES CANAUX IONIQUES

  摘要：

  公开号：

  WO2005042497A3

文献信息

• Synthesis, single crystal structure and efficient catalysis for alcohol oxidation of a novel Ru(II) complex with both a N,N,N-tridentate ligand and a pyridinedicarboxylate
  作者：Yuecheng Zhang、Liu Liu、Xiaohui Cao、Jiquan Zhao

  DOI：10.1016/j.poly.2015.08.047

  日期：2016.2

  A novel N,N,N-tridentate ligand known as 2-(2-pyridylmethylamino)ethylbenzimidazole (pymaeb) was designed and synthesized. This ligand in combination with disodium pyridine-2,6-dicarboxylate (pydic) reacted with RuCl3 to afford a novel complex Ru[2-(2-pyridymethylimino)ethylbenzimidazole] pyridinedicarboxylate [Ru(pymieb)(pydic)] which was characterized by NMR, IR, HR-MS and single crystal X-ray diffraction. Crystal structure analysis revealed that the complex has a distorted octahedral geometry. The complex showed excellent activity for the oxidation of various alcohols with TBHP as oxidation under mild and solvent-free conditions. (C) 2015 Elsevier Ltd. All rights reserved.
• Evaluation of the Dmt−Tic Pharmacophore:  Conversion of a Potent δ-Opioid Receptor Antagonist into a Potent δ Agonist and Ligands with Mixed Properties
  作者：Gianfranco Balboni、Remo Guerrini、Severo Salvadori、Clementina Bianchi、Daniela Rizzi、Sharon D. Bryant、Lawrence H. Lazarus

  DOI：10.1021/jm010449i

  日期：2002.1.1

  Analogues of the 2',6'-dimethyl-L-tyrosine (Dmt)-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid (Tic) pharmacophore were prepared to test the hypothesis that a "spacer" and a third aromatic center in opioid peptides are required to convert a delta-antagonist into ligands with delta-agonist or with mixed delta-antagonist/mu-agonist properties. Potent delta-agonists and bifunctional compounds with high delta- and mu-opioid receptor affinities were obtained by varying the spacer length [none, NH-CH2, NH-CH2-CH2, Gly-NH-CH2] and C-terminal aromatic nucleus [1H-benzimidazole-2-yl, phenyl (Ph) and benzyl groups]: C-terminal modification primarily affected,mu-opioid receptor affinities, which increased maximally 1700-fold relative to the prototype delta-antagonist H-Dmt-Tic-NH2 and differentially modified bioactivity. In the absence of a spacer (1), the analogue exhibited dual delta-agonism (pEC(50), 7.28) and delta-antagonism (pA(2), 7.90). H-Dmt-Tic-NH-CH2-1H-benzimidazol-2-yl (Bid) (2) became a highly potent delta-agonist (pEC(50), 9.90), slightly greater than deltorphin C (pEC(50), 9.56), with mu-agonism (pE(50), 7.57), while H-Dmt-Tic-Gly-NH-CH2-Bid (4) retained potent delta-antagonism, (pA2, 9.0) but with an order of magnitude less mu-agonism. Similarly, H-Dmt-Tic-Gly-NH-Ph (5) had nearly equivalent high mu-agonism (pEC(50), 8.52) and mu-agonism (pEC(50), -8.59), while H-Dmt-TicGly-NH-CH2-Ph (6) whose spacer was longer by a single methylene group exhibited potent delta-antagonism. (pA2, 9.25) and very high mu-agonism (pEC(50), 8.57). These data confirm that the distance between the Dmt-Tic pharmacophore and a third aromatic nucleus is an important criterion in converting Dint-Tic from a highly potent delta-antagonist into a potent delta-agonist or into ligands with mixed delta- and,mu-opioid properties.
• BENZIMIDAZOLES USEFUL AS MODULATORS OF ION CHANNELS
  申请人：Wilson Dean M.

  公开号：US20080306129A1

  公开（公告）日：2008-12-11

  The present invention relates to compounds of Formula I: or a pharmaceutically acceptable salt thereof, wherein the R 1 , Z, Y, R A , and W groups of formula I are as defined herein. The invention also provides pharmaceutically acceptable compositions and methods of using the compositions in the treatment of various disorders.
• US7309716B2
  申请人：——

  公开号：US7309716B2

  公开（公告）日：2007-12-18
• US7705031B2
  申请人：——

  公开号：US7705031B2

  公开（公告）日：2010-04-27