Boc-NH-CH2-CH2-Bid | 189560-91-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并咪唑类
• 英文名称: Boc-NH-CH2-CH2-Bid
• 英文别名: (1H-benzimidazol-2-yl-ethyl)carbamic acid tert-butyl ester；2-(2-(t-butyloxycarbonyl)amino)ethyl-1H-benzimidazole；tert-butyl (2-(1H-benzo[d]imidazole-2-yl)ethyl)carbamate；tert-butyl N-[2-(1H-benzimidazol-2-yl)ethyl]carbamate
• CAS: 189560-91-6
• 化学式: C₁₄H₁₉N₃O₂
• 分子量: 261.324
• InChiKey: WEFNFAHTDWNJLP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  67
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  Boc-NH-CH2-CH2-Bid 在 盐酸 、 水 作用下， 以 乙酸乙酯 为溶剂， 以95%的产率得到2-(2-aminoethyl)benzimidazole dihydrochloride
  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
• 作为产物：
  描述：

  Boc-beta-丙氨酸 在 1-羟基苯并三唑 、 溶剂黄146 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 生成 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

文献信息

• Mitochondria‐Targeted Photoinduced Anticancer Activity of Oxidovanadium(IV) Complexes of Curcumin in Visible Light
  作者：Puja Prasad、Ila Pant、Imran Khan、Paturu Kondaiah、Akhil R. Chakravarty

  DOI：10.1002/ejic.201402001

  日期：2014.5

  Oxidovanadium(IV) complexes VO(py-aebmz)(B)]Cl (1, 2) and VO(napth-py-aebmz)(cur)]Cl 3; py-aebmz = 2-(1H-benzimidazol-2-yl)-N-(pyridin-2-ylmethylene)ethanamine, HB = acetylacetone (Hacac, 1) and curcumin (Hcur, 2), napth-py-aebmz = naphthalimide conjugated to py-aebmz ] have been prepared, characterized and their photoinduced DNA cleavage activities and photocytotoxicities studied. Complexes 1-3 each

  氧化钒(IV)配合物VO(py-aebmz)(B)]Cl (1, 2)和VO(napth-py-aebmz)(cur)]Cl 3 ；py-aebmz = 2-(1H-benzimidazol-2-yl)-N-(pyridin-2-ylmethylene)ethanamine, HB = 乙酰丙酮 (Hacac, 1) 和姜黄素 (Hcur, 2),nath-py-aebmz = 萘二甲酰亚胺已经制备、表征了与 py-aebmz 结合的 dna 分子，并研究了它们的光诱导 DNA 裂解活性和光细胞毒性。配合物 1-3 各自在 dmf/0.1 M tbap 中显示出 V-IV/V-III 氧化还原对在 -0.85 V 与 SCE 左右的不可逆循环伏安响应。该复合物通过羟基自由基和单线态氧途径在 454、530 和 647 nm 的可见光下显示出 DNA 光裂解活性。
• Dmt-Tic di-and tri-peptidic derivatives and related compositions and methods of use
  申请人：THE UNITED STATES OF AMERICA, REPRESENTED BY THE SECRETARY, DEPARTMENT OF HEALTH AND HUMAN SERVIC

  公开号：US20020161189A1

  公开（公告）日：2002-10-31

  A compound of formula: 1 wherein X is a spacer comprising one or more amino acid residues and Y comprises an aromatic group and related compositions and methods of use.

  式的化合物： 1 其中 X 是由一个或多个氨基酸残基组成的间隔物，Y 是由一个芳香基团组成的间隔物，以及相关的组合物和使用方法。
• 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.
• VITRONECTIN RECEPTOR ANTAGONISTS
  申请人：SMITHKLINE BEECHAM CORPORATION

  公开号：EP0869787A1

  公开（公告）日：1998-10-14