4-氨基-N-(6-甲基吡啶-2-基)苯甲酰胺 | 36845-08-6

• 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: 4-氨基-N-(6-甲基吡啶-2-基)苯甲酰胺
• 英文名称: 2-(4-aminobenzoylamino)-6-methyl-pyridine
• 英文别名: 4-amino-N-(6-methylpyridin-2-yl)benzamide；BENZAMIDE, p-AMINO-N-(6-METHYL-2-PYRIDYL)-
• CAS: 36845-08-6
• 化学式: C₁₃H₁₃N₃O
• mdl: MFCD01666705
• 分子量: 227.266
• InChiKey: OJJAQNZSNFIQSA-UHFFFAOYSA-N

物化性质

• 熔点：
  128 °C
• 沸点：
  345.4±37.0 °C(Predicted)
• 密度：
  1.261±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.076
• 拓扑面积：
  68
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-氨基-N-(6-甲基吡啶-2-基)苯甲酰胺 在 溶剂黄146 作用下， 以 氘代氯仿 为溶剂， 反应 72.0h， 生成
  参考文献：
  名称：

  Compositional Persistence in a Multicyclic Network of Synthetic Replicators

  摘要：

  The emergence of collections of simple chemical entities that create self-sustaining reaction networks, embedding replication and catalysis, is cited as a potential mechanism for the appearance on the early Earth of systems that satisfy minimal definitions of life. In this work, a functional reaction network that creates and maintains a set of privileged replicator structures through auto- and cross-catalyzed reaction cycles is created from the pairwise combinations of four reagents. We show that the addition of individual preformed templates to this network, representing instructions to synthesize a specific replicator, induces changes in the output composition of the system that represent a network-level response. Further, we establish through sets of serial transfer experiments that the catalytic connections that exist between the four replicators in this network and the system-level behavior thereby encoded impose limits on the compositional variability that can be induced by repeated exposure to instructional inputs, in the form of preformed templates, to the system. The origin of this persistence is traced through kinetic simulations to the properties and inter-relationships between the critical ternary complexes formed by the auto- and cross-catalytic templates. These results demonstrate that in an environment where there is no continuous selection pressure the network connectivity, described by the catalytic relationships and system-level interactions between the replicators, is persistent, thereby limiting the ability of this network to adapt and evolve.

  DOI：

  10.1021/jacs.9b06697
• 作为产物：
  描述：

  N-(6-甲基吡啶-2-基)-4-硝基苯甲酰胺 在 palladium on activated charcoal 氢气 作用下， 以 乙醇 为溶剂， 以89%的产率得到4-氨基-N-(6-甲基吡啶-2-基)苯甲酰胺
  参考文献：
  名称：

  Troger的基础分子支架可识别二羧酸。

  摘要：

  人工受体（1-5）已经被设计并由简单的前体合成。在新的荧光Troger基本分子框架（1-3）的腔内对二羧酸的链长选择性研究已经进行了严格的检查，与它们的受体5相比，它们在刚性和柔韧性上的作用至关重要。研究了外消旋Troger碱基受体（1和2）通过与（+）-樟脑酸通过氢键相互作用进行手性识别的手性拆分。

  DOI：

  10.1021/jo9909204

文献信息

• Molecular recognition: Chain length selectivity studies of dicarboxylic acids by the cavity of a new Troger's base receptor
  作者：Shyamaprosad Goswami、Kumaresh Ghosh

  DOI：10.1016/s0040-4039(97)00914-3

  日期：1997.6

  A new dicarboxylic acid receptor 1 having two pyridinc amide motifs built on a Troger's base spacer has been designed and synthesised. The binding studies are performed with a series of dicarboxylic acids and the cavity of receptor 1 was found to be selective for suberic acid.

  已经设计并合成了在Troger的碱基间隔基上构建的具有两个吡啶酰胺基序的新型二羧酸受体1。用一系列二元羧酸进行结合研究，发现受体1的空腔对辛二酸具有选择性。
• Troger's Base Molecular Scaffolds in Dicarboxylic Acid Recognition
  作者：Shyamaprosad Goswami、Kumaresh Ghosh、Swagata Dasgupta

  DOI：10.1021/jo9909204

  日期：2000.4.1

  selectivity studies of dicarboxylic acids within the cavities of new fluorescent Troger's base molecular frameworks (1-3) have been carried out with a critical examination of their role of rigidity as well as flexibility in selective binding in comparison to receptor 5. The chiral resolution of the racemic Troger's base receptors (1 and 2) by chiral recognition with (+)- camphoric acid using hydrogen-bonding

  人工受体（1-5）已经被设计并由简单的前体合成。在新的荧光Troger基本分子框架（1-3）的腔内对二羧酸的链长选择性研究已经进行了严格的检查，与它们的受体5相比，它们在刚性和柔韧性上的作用至关重要。研究了外消旋Troger碱基受体（1和2）通过与（+）-樟脑酸通过氢键相互作用进行手性识别的手性拆分。
• Manipulating Replication Processes within a Dynamic Covalent Framework
  作者：Vicente del Amo、Alexandra M. Z. Slawin、Douglas Philp

  DOI：10.1021/ol8018665

  日期：2008.10.16

  reaction of an amine bearing an amidopyridine recognition site and an aldehyde bearing a carboxylic acid recognition site affords an imine that is capable of directing its own formation through a dynamic covalent replication cycle. Additionally, the amine, formed by reduction of the replicating imine, is a more efficient catalyst for the formation of the replicating imine than the imine is a catalyst for

  带有酰胺基吡啶识别位点的胺与带有羧酸识别位点的醛的反应提供了亚胺，该亚胺能够通过动态共价复制循环来指导其自身的形成。另外，与亚胺本身形成的催化剂相比，通过还原亚胺复制形成的胺是形成亚胺的更有效催化剂。
• Water templated hydrogen-bonded network of pyridine amide appended carbamate in solid state
  作者：Kumaresh Ghosh、Suman Adhikari、Roland Fröhlich

  DOI：10.1016/j.molstruc.2005.09.032

  日期：2006.3

  The pyridine amide appended carbamates 1 and 2 have been synthesized and their hydrogen-bonded self-assemblies in solid state have been described. The self-association pattern is dependent on the nature the anchored group of the carbamate moiety and influenced by water inclusion. Inclusion of water molecule gives a ladder type hydrogen bonded assemblies with cavities. (c) 2005 Elsevier B.V. All rights reserved.
• Compositional Persistence in a Multicyclic Network of Synthetic Replicators
  作者：Jürgen Huck、Tamara Kosikova、Douglas Philp

  DOI：10.1021/jacs.9b06697

  日期：2019.9.4

  The emergence of collections of simple chemical entities that create self-sustaining reaction networks, embedding replication and catalysis, is cited as a potential mechanism for the appearance on the early Earth of systems that satisfy minimal definitions of life. In this work, a functional reaction network that creates and maintains a set of privileged replicator structures through auto- and cross-catalyzed reaction cycles is created from the pairwise combinations of four reagents. We show that the addition of individual preformed templates to this network, representing instructions to synthesize a specific replicator, induces changes in the output composition of the system that represent a network-level response. Further, we establish through sets of serial transfer experiments that the catalytic connections that exist between the four replicators in this network and the system-level behavior thereby encoded impose limits on the compositional variability that can be induced by repeated exposure to instructional inputs, in the form of preformed templates, to the system. The origin of this persistence is traced through kinetic simulations to the properties and inter-relationships between the critical ternary complexes formed by the auto- and cross-catalytic templates. These results demonstrate that in an environment where there is no continuous selection pressure the network connectivity, described by the catalytic relationships and system-level interactions between the replicators, is persistent, thereby limiting the ability of this network to adapt and evolve.