1-氨基-3-(2-羟基苯甲酰胺)丙烷 | 24350-72-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 1-氨基-3-(2-羟基苯甲酰胺)丙烷
• 英文名称: 1-amino-3-(2-hydroxybenzamide)propane
• 英文别名: N-(5-aminopropyl)-2-hydroxy-benzamide；N-Salicoyl-1.3-diamino-propan；N-(3-aminopropyl)salicylamide；N-(3-aminopropyl)-2-hydroxybenzamide
• CAS: 24350-72-9
• 化学式: C₁₀H₁₄N₂O₂
• mdl: MFCD31583446
• 分子量: 194.233
• InChiKey: ZKOOSTQXWGNFJT-UHFFFAOYSA-N

物化性质

• 沸点：
  410.5±30.0 °C(Predicted)
• 密度：
  1.177±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  75.4
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3,5-二碘邻羟基苯醛 、 1-氨基-3-(2-羟基苯甲酰胺)丙烷 以 甲醇 为溶剂， 反应 3.0h， 以86%的产率得到2-hydroxy-N-(3-(2-hydroxy-3,5-diiodobenzylideneamino)propyl)benzamide
  参考文献：
  名称：

  Synthesis, antibacterial activities and molecular docking studies of peptide and Schiff bases as targeted antibiotics

  摘要：

  A series of peptide and Schiff bases (PSB) were synthesized by reacting salicylic acid, primary diamines with salicylaldehyde or its derivatives, and 40 of which were newly reported. The inhibitory activities against Escherichia coli beta-ketoacyl-acyl carrier protein synthase III (ecKAS III) were investigated in vitro and molecular docking simulation also surveyed. Top 10 PSB compounds which posses both good inhibitory activity and well binding affinities were picked out, and their antibacterial activities against Gram-negative and Gram-positive bacterial strains were tested, expecting to exploit potent antibacterial agent with broad-spectrum antibiotics activity. The results demonstrate compound N-(3-(5-bromo-2-hydroxybenzylideneamino)propyl)-2-hydroxybenzamide (2d) can be as a potential antibiotics agent, displaying minimal inhibitory concentration values in the range of 0.39-3.13 mu g/mL against various bacteria. Crown Copyright (c) 2009 Published by Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2009.10.037
• 作为产物：
  描述：

  水杨酸苯酯 、 1,3-丙二胺 以 异丙醇 为溶剂， 反应 48.0h， 生成 1-氨基-3-(2-羟基苯甲酰胺)丙烷
  参考文献：
  名称：

  用古巴制造胶囊†

  摘要：

  当Ni（II）盐与N-氨基烷基水杨酰胺键合配体在甲醇中以4：3的比例反应时，会形成一个包含两个Ni（II）古巴单元的六联连接胶囊。对于短的（丙基）烷基取代基，通过占据每个连接的古巴的一个顶点，在腔体中包含其他的氯离子抗衡离子；而对于更长的（戊基）取代基，则包括高氯酸根和四氟硼酸根阴离子，可能是由H-涉及到内在末端的羟基上的羟基的键合，表明该腔体尽管被认为具有亲脂性，但仍被认为适合于亲水性单元的结合。丁二烯胶囊显示出典型的Ni（II）的铁磁行为），通常其偶联常数取决于盐衍生抗衡阴离子的性质。

  DOI：

  10.1039/c8dt01911h

文献信息

• Proximity effect on the general base catalysed hydrolysis of amide linkage: The role of cationic surfactant, CTABr
  作者：SARAT C DASH、ANADI C DASH

  DOI：10.1007/s12039-011-0084-5

  日期：2011.7

  transition states which can be assembled by favourably oriented phenoxide groups. The solvent kinetic isotope effect for I, k H2O/k D2O + H2O ~1 (20 and 50 volume% D2O), indicates that proton transfer is not involved as a part of the rate controlling process. The observed slowing down of the rate of this reaction for I in the micellar pseudo phase of CTABr also supports the proposed mechanism. Under pre-micellar

  （1,2）双（2-羟基苯甲酰胺基）乙烷（I），（1,5）双（2-羟基苯甲酰胺基）3-氮杂戊烷（II），（1,3）双（2-羟基苯甲酰胺基）的双酚盐形式丙烷（III），和（1,8）双（2-羟基苯甲酰胺基）-3,6-二氮辛烷（IV）进行酰胺基团中的一个（0.02≤[OH的容易水解 -  ] Ť（摩尔分米 - 3）≤0.5 ，10％甲醇（体积/体积）+ H 2 o中）而不表现出[OH  -  ]的依赖性。反应性趋势遵循我〜II >> III〜IV具有低活化焓25.7±2.8≤ΔH ≠（千焦耳摩尔 - 1）≤64.8±7.0}。较高的活化熵负值和可比较的活化熵-234±8≤ΔS ≠（JK  -1 mol  -1）≤-127±20}与紧密相似且有序的跃迁状态相一致，可以通过取向良好的苯酚基团进行组装。为溶剂动力学同位素效应我，ķ H2O / ķ D2O + H 2 O〜1（20和50％（体积）d 2
• Geometric Selectivity, Hydrogen-Bonding Interaction, and Solvatochromism of Bis{<i>N</i>-(aminoalkyl)salicylamidato(2−)}cobaltate(III)
  作者：Ryoji Mitsuhashi、Takayoshi Suzuki、Yukinari Sunatsuki、Masaaki Kojima

  DOI：10.1246/cl.2011.696

  日期：2011.7.5

  Cobalt(III) complexes with N-(aminoalkyl)salicylamide dianions, Ln2− (n = 1–4), have been prepared and their molecular and crystal structures have been determined. The geometric (mer- or fac-) selectivity of [Co(Ln)2]− complexes was dependent on the number of the amine–amidato chelate ring member. Intermolecular homochiral hydrogen-bonds and solvatochromic behavior of the complexes were also observed.

  我们制备了具有 N-（氨基烷基）水杨酰胺二元离子 Ln2- （n = 1-4）的钴（III）配合物，并确定了它们的分子和晶体结构。Co(Ln)2]-配合物的几何选择性（mer-或facet-）取决于胺酰胺螯合环成员的数量。此外，还观察到了络合物分子间的同手性氢键和溶解变色行为。
• Preparation, structures and properties of manganese complexes containing amine–(amido or amidato)–phenolato type ligands
  作者：Ryoji Mitsuhashi、Rina Ogawa、Ryuta Ishikawa、Takayoshi Suzuki、Yukinari Sunatsuki、Satoshi Kawata

  DOI：10.1016/j.ica.2016.03.036

  日期：2016.6

  e)2] (2 or 4), were isolated and their crystal structures were determined. There was a weak antiferromagnetic interaction between two axially distorted MnIII centers in 2. Also, with the ligand of (L2Me2)2− a mononuclear manganese(IV) complex, [Mn(L2Me2)2]·DMF (3·DMF) was obtained. In the crystal of 3·DMF a heterochiral dimerization via the intermolecular double hydrogen-bonds was observed. In the

  摘要2-羟基-N-（n-氨基烷基）苯甲酰胺的络合物，其中n-氨基烷基取代基是2-氨基-2-甲基丙基（H2L2Me2），（R）-2-氨基丙基（R）-H2L2Me}和3-检查了氨基丙基（H2L3）与氯化锰（II）或高氯酸盐的关系。使用2-氨基丙基衍生物，带有双阴离子配体[Mn（L2Me2或（R）-L2Me）（MeOH）} 2（μ-OMe）2]的双核甲基氧化桥连的锰（III）配合物（2或4） ，分离，并确定其晶体结构。在2中的两个轴向变形的MnIII中心之间存在弱的反铁磁相互作用。而且，通过（L2Me2）2-的配体-单核锰（IV）配合物，获得了[Mn（L2Me2）2]·DMF（3·DMF） 。在3·DMF的晶体中，观察到经由分子间双氢键的异手性二聚。在与H2L3反应的情况下，提供了单核锰（III）配合物[Mn（H2L3'）2CL2] Cl（6）和[Mn（H2L3'）2（MeOH）2] CL2
• Effects of mixed H2O?CH3CN solvents on the Br�nsted coefficient for the intramolecular general base-catalyzed cleavage of ionized phenyl salicylate in the presence of primary and secondary amines
  作者：M. Niyaz Khan、Z. Arifin、A. George、I. A. Wahab

  DOI：10.1002/(sici)1097-4601(2000)32:3<153::aid-kin5>3.0.co;2-w

  日期：——

  Nucleophilic second-order rate constants, knms, for the reactions of several primary and secondary amines with ionized phenyl salicylate (PS−) show a nonlinear decrease with the increase in the content of CH3CN from 2 to ≤50% v/v in mixed aqueous solvent. The values of knms remain almost unchanged with the change in the content of CH3CN at >50% v/v. The nucleophilic reactivity of primary and secondary

  几种伯胺和仲胺与离子化水杨酸苯酯 (PS-) 反应的亲核二级速率常数 knms 随着 CH3CN 含量从 2 增加到 ≤50% v/v 在混合水溶液中呈现非线性下降溶剂。随着 CH3CN 含量的变化 > 50% v/v，knms 值几乎保持不变。伯胺和仲胺对 PS− 的亲核反应性揭示了混合水溶剂中 CH3CN 含量恒定时不同布朗斯台德系数 βnuc 的布朗斯台德图。随着 CH3CN 含量从 2% 增加到 70% v/v，βnuc 的值对于伯胺从 0.4 降低到接近 0，对于仲胺从 0.22 降低到 0.12。在 2–50%v/v CH3CN 范围内获得的 knms/kMeOHms 值（其中 kMeOHms 表示 MeOH 与 PS- 在 H2OCH3CN 溶剂中反应的亲核二级速率常数）符合经验方程：log (knms /kMeOHms) = θ + λX 其中 X 是 CH3CN 的 % v/v
• Selective Formation of Intramolecular Hydrogen-Bonding Palladium(II) Complexes with Nucleosides Using Unsymmetrical Tridentate Ligands
  作者：Ryoji Mitsuhashi、Yuya Imai、Takayoshi Suzuki、Yoshihito Hayashi

  DOI：10.3390/molecules27072098

  日期：——

  purines have several coordination sites, adenosine afforded three kinds of coordination isomers expected from the three different donors. However, guanosine afforded a sole product according to the ligand design such that the formation of double intramolecular hydrogen-bond strongly induced the specific coordination by N1-position of guanine moiety. Furthermore, the preference of the nucleosides was

  三个钯(II) 配合氨基-amidato-phenolato 型三齿配体合成和表征1 H NMR 光谱和X 射线晶体学。与 Pd II配合物的取代位点相邻的氢键供体和受体的战略安排允许核苷的选择性配位。在胞苷和 5-甲基尿苷这两种嘧啶核苷中，胞苷成功地与 Pd II配合物配位，而 5-甲基尿苷则没有。另一方面，嘌呤核苷、腺苷和鸟苷都与 Pd II配位。复杂的。由于嘌呤具有多个配位位点，腺苷提供了三种不同的供体预期的三种配位异构体。然而，鸟苷根据配体设计提供了唯一的产物，使得分子内双氢键的形成强烈诱导了N1的特异性配位。-鸟嘌呤部分的位置。此外，通过加扰反应评估核苷的偏好。研究发现，由于一个配位键和两个氢键的三点相互作用，鸟苷的偏好度几乎是腺苷和胞苷的两倍。这些结果表明，配位键和氢键的组合让人联想到 Watson-Crick 碱基配对，是精确识别核苷的有效工具。