amantadine-o-vanillin | 57277-82-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: amantadine-o-vanillin
• 英文别名: 2-[(1-Adamantylimino)methyl]-6-methoxyphenol；2-(1-adamantyliminomethyl)-6-methoxyphenol
• CAS: 57277-82-4
• 化学式: C₁₈H₂₃NO₂
• 分子量: 285.386
• InChiKey: DCHOFRMJAYJQQC-UHFFFAOYSA-N

物化性质

• 熔点：
  109 °C(Solv: ethanol (64-17-5))
• 沸点：
  425.2±35.0 °C(Predicted)
• 密度：
  1.28±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.61
• 拓扑面积：
  41.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  amantadine-o-vanillin 在 sodium tetrahydroborate 作用下， 以 乙醇 为溶剂， 反应 2.0h， 以87%的产率得到C₁₈H₂₅NO₂
  参考文献：
  名称：

  POLYMERISATION OF OLEFINS

  摘要：

  提供了一种用于烯烃聚合的过程，该过程使用第IV族过渡金属催化剂。

  公开号：

  US20210079029A1
• 作为产物：
  描述：

  金刚烷胺 、 邻香草醛 在 甲酸 作用下， 以 乙醇 为溶剂， 反应 20.0h， 以65%的产率得到amantadine-o-vanillin
  参考文献：
  名称：

  席夫碱Ti（IV）配合物的新配位模式及其对内酯开环聚合活性的控制

  摘要：

  一系列八种新的双（烷氧基）双（苯氧基-亚胺）钛（IV）催化剂，由衍生自邻位的席夫碱配体进行配位-香兰素（2-羟基-3-甲氧基苯甲醛）对ε-己内酯和ω-十五内酯的开环聚合反应显示出良好的活性和控制力。新的络合物可以很容易地从商业试剂中分两个高产率步骤制备。新的配体都可以采用两种不同的配位方式，具体取决于亚胺上的空间体积：六元N-O螯合物和/或五元O-O螯合物。根据配体配位方式，复合物显示三种不同的结构：A型（N–O：N–O），B型（N–O：O–O）和C型（O–O：O–O） 。在所有情况下，使用可变温度NMR光谱在溶液中确认结构，并使用X射线晶体学在固态下确认结构。复杂的结构影响聚合速率，催化活性按以下顺序降低：C型> B型> 两种单体均为A型。总的来说，这项工作证明了使用这些新的配体进入特定配位模式的潜力，从而可以增强催化活性。

  DOI：

  10.1021/acs.inorgchem.8b02271

文献信息

• 고리형 에스테르 및 고리형 아미드의 개환 중합에 적합한 촉매
  申请人：SCG CHEMICALS PUBLIC COMPANY LIMITED 에스씨지 케미컬스 퍼블릭 컴퍼니 리미티드(520120538582)

  公开号：KR20200044112A

  公开（公告）日：2020-04-28

  고리형 에스테르 및 고리형 아미드의 ROP를 촉매하여 고분자량 및 좁은 PDI를 갖는 폴리머를 생성할 수 있는 새로운 IV족 전이금속 촉매 화합물 군이 제공된다. 새로운 촉매 군은 놀랍게도, 카프로락톤과 같은 락톤의 ROP를 촉매하는데 활성일 뿐만 아니라, 감소된 양의 고리 변형(ring strain)이 전형적으로 효율적인 중합을 손상시키는 매크로락톤(예를 들어, ω-펜타데카락톤, PDL)의 ROP를 촉매하는 데에도 활성이다. 또한, 새로운 촉매 화합물을 사용하는 고리형 에스테르 또는 고리형 아미드의 개환 중합(ROP) 방법이 제공된다.

  提供了一种新的IV族过渡金属催化剂化合物群，能够催化环状酯和环状酰胺的活性自由基聚合(ROP)，生成高分子量且分布指数窄的聚合物。这个新的催化剂群体不仅对类似卡夫罗拉克的环状ROP具有活性，而且在催化减少环张力的环状改性（例如，ω-戊内酯，PDL）的ROP方面也显示出活性，这种环张力通常会导致有效的聚合受损。此外，还提供了一种使用新的催化剂化合物的环状酯或环状酰胺的开环聚合(ROP)方法。
• Zr(IV) Catalyst for the Ring-Opening Copolymerization of Anhydrides (A) with Epoxides (B), Oxetane (B), and Tetrahydrofurans (C) to Make ABB- and/or ABC-Poly(ester-<i>alt</i>-ethers)
  作者：Ryan W. F. Kerr、Charlotte K. Williams

  DOI：10.1021/jacs.2c01225

  日期：2022.4.20

  polymers. Despite their promising properties, this class of polymers remains underexplored, in part due to difficulties in polymer synthesis. Here, a catalyzed copolymerization using commercially available monomers, butylene oxide (BO)/oxetane (OX), tetrahydrofuran (THF), and phthalic anhydride (PA), accesses a series of well-defined poly(ester-alt-ethers). A Zr(IV) catalyst is reported that yields

  聚（酯-盐-醚）可以将有益的醚键灵活性和极性与酯键水解性结合起来，提供完全可降解的聚合物。尽管它们具有良好的特性，但这类聚合物仍未得到充分开发，部分原因是聚合物合成存在困难。在这里，使用市售单体、环氧丁烷 (BO)/氧杂环丁烷 (OX)、四氢呋喃 (THF) 和邻苯二甲酸酐 (PA) 的催化共聚反应获得了一系列定义明确的聚（酯-盐-醚）。据报道，一种 Zr(IV) 催化剂产生的聚合物重复单元包含一个开环 PA ( A )，然后是两个开环环醚 ( B/C )（- ABB - 或 - ABC-)。它以高聚合控制、良好的速率运行，并成功地连接环氧化物、氧杂环丁烷和/或四氢呋喃，提供了一种调节酯键之间距离的直接方法。有/无 THF 的 PA/BO 共聚的动力学分析揭示了总体二级速率定律：催化剂和环氧丁烷浓度均为一级，但邻苯二甲酸酐为零级，如果存在，则 THF 为零级。与类似的交替聚酯相比，聚（酯-
• Synthesis, characterization and antibacterial activity of indium(III) complexes with adamantane-ring containing Schiff bases
  作者：Xu-Dong Jin、Yue-Hong Jin、Zhi-Yuan Zou、Zhi-Gang Cui、Hai-Bo Wang、Ping-Li Kang、Chun-Hua Ge、Kai Li

  DOI：10.1080/00958972.2011.575459

  日期：2011.5.10

  Indium(III) chloride tetrahydrate and Schiff-base ligands derived from adamantaneamine and 3-/4-methoxysalicylaldehyde gave two complexes, C(22)H(32)Cl(3)InN(2)O(3) (1) and C(36)H(44)Cl(3)InN(2)O(4) (2), respectively. The complexes were characterized by IR, (1)H NMR, elemental analysis, molar conductance, thermal analysis, and single-crystal X-ray diffraction. Complex 1 crystallizes in the monoclinic system, P2(1)/n space group with the asymmetric unit consisting of one indium(III), one N-(3-methoxysalicylidene)-aminoadamantane (L(1)), three chlorides and one N,N-dimethylformamide molecule. The indium is six-coordinate with reversed triangular-prism geometry via three oxygens and three chlorides. Complex 2 crystallizes in the triclinic system, P (1) over bar space group; the asymmetric unit consists of one indium(III), two N-(4methoxysalicylidene)aminoadamantane (L(2)), and three chlorides. The indium is five-coordinate with distorted trigonal-bipyramidal geometry via two oxygens and three chlorides. Antibacterial activities of the complexes have been investigated against Escherichia coli and Staphylococcus aureus.
• Spectroscopic analyses on interaction of Amantadine-Salicylaldehyde, Amantadine-5-Chloro-Salicylaldehyde and Amantadine-o-Vanillin Schiff-Bases with bovine serum albumin (BSA)
  作者：Zhiqiu Wang、Jingqun Gao、Jun Wang、Xudong Jin、Mingming Zou、Kai Li、Pingli Kang

  DOI：10.1016/j.saa.2011.08.076

  日期：2011.12

  In this work, three Tricyclo [3.3.1.1(3,7)] decane-1-amine (Amantadine) Schiff-Bases, Amantadine-Salicylaldehyde (AS), Amantadine-5-Chloro-Salicylaldehyde (AS-5-C) and Amantadine-o-Vanillin (AS-o-V), were synthesized by direct heating reflux method in ethanol solution and characterized by infrared spectrum and elementary analysis. Fluorescence quenching was used to study the interaction of these Amantadine Schiff-Bases (AS, AS-5-C and AS-o-V) with bovine serum albumin (BSA). According to fluorescence quenching calculations the bimolecular quenching constant (K-q), apparent quenching constant (K-SV), effective binding constant (K-A) and corresponding dissociation constant (K-D), binding site number (n) and binding distance (r) were obtained. The results show that these Amantadine Schiff-Bases can obviously bind to BSA molecules and the binding strength order is AS < AS-5-C= AS-o-V. Synchronous fluorescence spectroscopy reveals that these Amantadine Schiff-Bases adopt different way to bind with BSA molecules. That is, the AS and AS-5-C are accessibility to tryptophan (Trp) residues more than the tyrosine (Tyr) residues, while the AS-o-V is equally close to the Tyr and Trp residues. (C) 2011 Elsevier B.V. All rights reserved.