5-methyl-4-oxo-1,4-dihydro-pyridine-3-carbaldehyde | 90490-56-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 5-methyl-4-oxo-1,4-dihydro-pyridine-3-carbaldehyde
• 英文别名: 5-methyl-4-oxo-1,4-dihydropyridine-3-carbaldehyde；4-Hydroxy-5-methylnicotinaldehyde；5-methyl-4-oxo-1H-pyridine-3-carbaldehyde
• CAS: 90490-56-5
• 化学式: C₇H₇NO₂
• mdl: MFCD18258482
• 分子量: 137.138
• InChiKey: BSIOBECOZFDFHZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.142
• 拓扑面积：
  46.2
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5-methyl-4-oxo-1,4-dihydro-pyridine-3-carbaldehyde 以 乙醇 、 水 、 N,N-二甲基甲酰胺 为溶剂， 生成 Zn3(BDC)3[Cu(Pyen)]*5DMF*5H2O
  参考文献：
  名称：

  Surface Interactions and Quantum Kinetic Molecular Sieving for H₂ and D₂ Adsorption on a Mixed Metal−Organic Framework Material

  摘要：

  A rational strategy has been used to immobilize open metal sites in ultramicroporosity for stronger binding of multiple H-2 molecules per unsaturated metal site for H-2 storage applications. The synthesis and structure of a mixed zinc/copper metal-organic framework material Zn-3(BDC)(3)[CU(Pyen)] center dot(DMF)(5)(H2O)(5) (H2BDC = 1,4 benzenedicarboxylic acid and PyenH(2) = 5-methyl-4-oxo-1,4-dihydro-pyridine-3-carbaldehyde) is reported. Desolvation provides a bimodal porous structure Zn-3(BDC)(3)[Cu(Pyen)] (M'MOF 1) with narrow porosity (<0.56 nm) and an array of pores in the bc crystallographic plane where the adsorbate-adsorbent interactions are maximized by both the presence of open copper centers and overlap of the potential energy fields from pore walls. The H-2 and D-2 adsorption isotherms for M'MOF 1 at 77.3 and 87.3 K were reversible with virtually no hysteresis. Methods for determination of the isosteric enthalpies of H-2 and D-2 adsorption were compared. A virial model gave the best agreement (average deviation <1 standard deviation) with the isotherm data. This was used in conjunction with the van't Hoff isochore giving isosteric enthalpies at zero surface coverage of 12.29 +/- 0.53 and 12.44 +/- 0.50 kJ mol(-1) for H-2 and D-2 adsorption, respectively. This is the highest value so far observed for hydrogen adsorption on a porous material. The enthalpy of adsorption, decreases with increasing amount adsorbed to 9.5 kJ mol(-1) at similar to 1.9 mmol g(-1) (2 H-2 or D-2 molecules per Cu corresponding to adsorption on both sides of planar Cu open centers) and is virtually unchanged in the range 1.9-3.6 mmol g(-1). Virial analysis of isotherms at 87.3 K is also consistent with two H-2 or D-2 molecules being bound to each open Cu center. The adsorption kinetics follow a double exponential model, corresponding to diffusion along two types of pores, a slow component with high activation energy (13.35 +/- 0.59 kJ mol(-1)) for the narrow pores and a faster component with low activation energy (8.56 +/- 0.41 kJ mol(-1)). The D-2 adsorption kinetic constants for both components were significantly faster than the corresponding H-2 kinetics for specific pressure increments and had slightly lower activation energies than the corresponding values for H-2 adsorption. The kD(2)/kH(2) ratio for the slow component was 1.62 +/- 0.07, while the fast component was 1.38 +/- 0.04 at 77.3 K, and the corresponding ratios were smaller at 87.3 K. These observations of kinetic isotope quantum molecular sieving in porous materials are due to the larger zero-point energy for the lighter H-2, resulting in slower adsorption kinetics compared with the heavier D-2. The results show that a combination of open metal centers and confinement in ultramicroporosity leads to a high enthalpy for H-2 adsorption over a wide range of surface coverage and quantum effects influence diffusion of H-2 and D-2 in pores in M'MOF 1.

  DOI：

  10.1021/ja710144k
• 作为产物：
  描述：

  diethyl 2-((propylamino)methylene)malonate 以 四氢呋喃 为溶剂， 以57%的产率得到5-methyl-4-oxo-1,4-dihydro-pyridine-3-carbaldehyde
  参考文献：
  名称：

  Topological control of 3,4-connected frameworks based on the Cu₂-paddle-wheel node:tboorpto, and why?

  摘要：

  两种具有不同构象自由度的三齿三位配体：构象不稳定的 H3tcbpa（tris((4-羧基)苯基)胺）和构象受阻的 H3hmbqa（4,4′,4′′-(4,4,8,8,12,12-六甲基-8,12-二氢-4H-苯并[9,1]喹啉-2,6,10-三基)三苯甲酸）被组装成平方平面桨轮节点，旨在选择性地工程化具有 tbo 和 pto 基础网络拓扑的框架。在 H3tcbpa 的情况下，两种拓扑类型都被获取，形成非交错的金属有机框架（MOFs），即 DUT-63（tbo）和 DUT-64（pto）。而 DUT-63 的合成在典型条件下进行，DUT-64 的形成则需要额外的拓扑导向试剂（拓扑修饰剂）。构象受阻的 H3hmbqa 配体与铜盐的溶剂热处理仅产生基于单一 pto 网的 DUT-77 材料。后合成将基于沙伦的金属化柱状配体插入具有 pto 拓扑的网络中，结果得到了 DUT-78 和 DUT-79 材料（均为 ith-d），并为上述拓扑类型框架的后合成插入催化活性金属开辟了新的前景。

  DOI：

  10.1039/c6ce01513a

文献信息

• Zn3(BDC)3[Cu(SalPycy)] AND Zn3(CDC)3[Cu(SalPycy)] - ENANTIOPURE MIXED METAL-ORGANIC FRAMEWORKS FOR SELECTIVE SEPARATIONS AND ENANTIOSELECTIVE RECOGNITION
  申请人：The Board of Regents of the University of Texas System

  公开号：US20130210157A1

  公开（公告）日：2013-08-15

  Disclosed herein are mixed metal-organic frameworks, Zn 3 (BDC) 3 [Cu(SalPycy)] and Zn 3 (CDC) 3 [Cu(SalPycy)], wherein BDC is 1,4-benzenedicarboxylate, CDC is 1,4-cyclohexanedicarboxylate, and SalPyCy is a ligand of the formula: These are useful for applications such as selective gas storage, selective molecular separations, and selective detection of molecules, including enantioselective applications thereof.

  本文披露了混合金属有机框架，Zn3(BDC)3[Cu(SalPycy)]和Zn3(CDC)3[Cu(SalPycy)]，其中BDC是1,4-苯二甲酸酯，CDC是1,4-环己二甲酸酯，SalPyCy是一种配体，化学式为：这些可以用于选择性气体储存、选择性分子分离以及分子的选择性检测，包括手性选择性应用。
• Interplay of Metalloligand and Organic Ligand to Tune Micropores within Isostructural Mixed-Metal Organic Frameworks (M′MOFs) for Their Highly Selective Separation of Chiral and Achiral Small Molecules
  作者：Madhab C. Das、Qunsheng Guo、Yabing He、Jaheon Kim、Cong-Gui Zhao、Kunlun Hong、Shengchang Xiang、Zhangjing Zhang、K. Mark Thomas、Rajamani Krishna、Banglin Chen

  DOI：10.1021/ja302380x

  日期：2012.5.23

  Four porous isostructural mixed-metal-organic frameworks (M'MOFs) have been synthesized and structurally characterized. The pores within these M'MOFs are systematically tuned by the interplay of both the metalloligands and organic ligands which have enabled us not only to direct their highly selective separation of chiral alcohols 1-phenylethanol (PEA), 2-butanol (BUT), and 2-pentanol (2-PEN) with the highest ee up to 82.4% but also to lead highly selective separation of achiral C2H2/C2H4 separation. The potential application of these M'MOFs for the fixed bed pressure swing adsorption (PSA) separation of C2H2/C2H4 has been further examined and compared by the transient breakthrough simulations in which the purity requirement of 40 ppm in the outlet gas can be readily fulfilled by the fixed bed M'MOF-4a adsorber at ambient conditions.
• A Convenient Synthesis of 3-Formyl-4(1<i>H</i>)-pyridones
  作者：F. Arya、J. Bouquant、J. Chuche

  DOI：10.1055/s-1983-30587

  日期：——
• ARYA, F.;BOUQUANT, J.;CHUCHE, J., SYNTHESIS, BRD, 1983, N 11, 946-948
  作者：ARYA, F.、BOUQUANT, J.、CHUCHE, J.

  DOI：——

  日期：——
• SUBSTITUTED 3-HYDROXY-4-PYRIDONE DERIVATIVE
  申请人：Fujishita Toshio

  公开号：US20120022255A1

  公开（公告）日：2012-01-26

  This invention provides compounds having antiviral activities especially inhibiting activity for influenza virus, more preferably provides substituted 3-hydroxy-4-pyridone derivatives having cap-dependent endonuclease inhibitory activity.