(6-methyl-pyridin-2-ylmethyl)-pyridin-2-ylmethyl-amine | 210175-88-5

• 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: (6-methyl-pyridin-2-ylmethyl)-pyridin-2-ylmethyl-amine
• 英文别名: N-[(6-methylpyridin-2-yl)methyl]-1-pyridin-2-ylmethanamine
• CAS: 210175-88-5
• 化学式: C₁₃H₁₅N₃
• 分子量: 213.282
• InChiKey: IJFKPLIHUQWKJY-UHFFFAOYSA-N

物化性质

• 沸点：
  328.7±37.0 °C(Predicted)
• 密度：
  1.096±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  37.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (6-methyl-pyridin-2-ylmethyl)-pyridin-2-ylmethyl-amine 在 碘 作用下， 以 甲醇 、 丙酮 、 乙腈 为溶剂， 反应 73.0h， 生成
  参考文献：
  名称：

  具有生物相关性的CuIIμ-硫氰酸盐复合物的质子化：配体解离或质子化的CuI二硫键物种的形成？

  摘要：

  一个Cu的质子诱导的电子转移反应II μ-硫醇盐配合物与Cu我含物种已经研究，实验和计算。在Cu II μ-硫醇盐配合物[铜II 2（大号我小号）2 ] 2+分离为具有新的含吡啶基配体大号我SSL我，可形成既铜II硫醇盐和Cu我二硫化物的复合物，这取决于溶剂。Cu II和Cu I配合物在添加质子时显示出反应性。多价四核络合物[Cu I 2 Cu II 2（LS）2（CH 3 CN）6 ] 4+在向含μ-硫醇盐络合物[Cu II 2（LS）2的溶液中添加两当量的强酸后结晶。] 2+，并在溶液中进一步分析。这项研究表明，将质子添加到Cu II硫醇盐化合物后，配体会从铜中心解离，这与先前报道的将氧化还原异构化为Cu I的报道相反。在吡啶基部分质子化的二硫化物。该质子化的Cu的计算研究II μ-硫醇盐和Cu我二硫化物物质与LSSL表明已经在加入两个当量的质子的，配位体离解形成的[铜我（CH 3 CN）4

  DOI：

  10.1002/chem.201403918
• 作为产物：
  描述：

  4-nitro-N-(pyridin-2-ylmethyl)benzenesulfonamide 在 potassium carbonate 、 苯硫酚 、 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 N,N-二甲基甲酰胺 、 甲苯 、 苯 为溶剂， 反应 14.0h， 生成 (6-methyl-pyridin-2-ylmethyl)-pyridin-2-ylmethyl-amine
  参考文献：
  名称：

  Selective Zinc Sensor Molecules with Various Affinities for Zn²⁺, Revealing Dynamics and Regional Distribution of Synaptically Released Zn²⁺ in Hippocampal Slices

  摘要：

  We have developed a series of fluorescent Zn2+ sensor molecules with distinct affinities for Zn2+, because biological Zn2+ concentrations vary over a wide range from sub-nanomolar to millimolar. The new sensors have Kd values in the range of 10(-8)-10(-4) M, compared with 2.7 nM for ZnAF-2. They do not fluoresce in the presence of other biologically important metal ions such as calcium or magnesium, and they can detect Zn2+ within 100 ms. In cultured cells, the fluorescence intensity of ZnAF-2 was saturated at low Zn2+ concentration, while that of ZnAF-3 (K-d = 0.79 mu M) was not saturated even at relatively high Zn2+ concentrations. In hippocampal slices, we measured synaptic release of Zn2+ in response to high-potassium-induced depolarization. ZnAF-2 showed similar levels of fluorescence increase in dentate gyrus (DG), CA3 and CA1, which were indistinguishable. However, ZnAF-3 showed a fluorescence increase only in DG. Thus, by using a combination of sensor molecules, it was demonstrated for the first time that a higher Zn2+ concentration is released in DG than in CA3 or CA1 and that we can easily visualize Zn2+ concentration over a wide range. We believe that the use of various combinations of ZnAF family members will offer unprecedented versatility for fluorescence-microscopic imaging of Zn2+ in biological applications.

  DOI：

  10.1021/ja050301e

文献信息

• Substituent Effects in Carbon-Nanotube-Supported Copper Phenolato Complexes for Oxygen Reduction Reaction
  作者：Solène Gentil、Jennifer K. Molloy、Marie Carrière、Gisèle Gellon、Christian Philouze、Doti Serre、Fabrice Thomas、Alan Le Goff

  DOI：10.1021/acs.inorgchem.1c00157

  日期：2021.5.17

  copper complexes were designed to be immobilized at multiwalled carbon nanotube (MWCNT) electrodes and form dinuclear bis(μ-phenolato) complexes on the surface. These complexes exhibit a high oxygen reduction reaction activity of 12.7 mA cm–2 and an onset potential of 0.78 V versus reversible hydrogen electrode. The higher activity of these complexes compared to that of mononuclear complexes with bulkier

  将未保护的单核pyr修饰的（双吡啶基氨基甲基）甲基苯酚铜配合物固定在多壁碳纳米管（MWCNT）电极上，并在表面形成双核双（μ-酚基）配合物。与可逆氢电极相比，这些配合物具有12.7 mA cm -2的高氧还原反应活性和0.78 V的起始电势。与具有较大基团的单核复合物相比，这些复合物具有更高的活性，这是由于在MWCNT上有利于早期形成双核催化物质而引起的。
• Electrocatalytic O₂Reduction at a Bio-inspired Mononuclear Copper Phenolato Complex Immobilized on a Carbon Nanotube Electrode
  作者：Solène Gentil、Doti Serre、Christian Philouze、Michael Holzinger、Fabrice Thomas、Alan Le Goff

  DOI：10.1002/anie.201509593

  日期：2016.2.12

  featuring a pyrene group was synthesized. Supramolecular pi‐stacking allows its efficient and soft immobilization at the surface of a Multi‐Walled Carbon Nanotube (MWCNT) electrode. This MWCNT‐supported galactose oxidase model exhibits a 4 H+/4 e− electrocatalytic activity towards oxygen reduction at a redox potential of 0.60 V vs. RHE at pH 5.

  合成了模仿半乳糖氧化酶活性中心，具有a基的原始酚铜盐复合物。超分子pi-stack可将其高效而柔软地固定在多壁碳纳米管（MWCNT）电极的表面。这种MWCNT-支持半乳糖氧化酶模型表现出4小时+ / 4 E -向在0.60 V，相对于RHE的氧化还原电势的氧还原在pH 5的电催化活性。
• Chemical Approach to the Cu(II)-Phenoxyl Radical Site in Galactose Oxidase: Dependence of the Radical Stability on N-Donor Properties
  作者：Yuichi Shimazaki、Stefan Huth、Shun Hirota、Osamu Yamauchi

  DOI：10.1246/bcsj.73.1187

  日期：2000.5

  [CuCl(tbuL(im)(Mepy))] (4) was revealed to be coordinated equatorially; it was converted to the phenoxyl radical upon oxidation with Ce(IV), giving a new absorption peak at 405—420 nm. ESR measurements at low temperatures and resonance Raman spectra established that the radical species has a Cu(II)-phenoxyl radical bond. The cy...

  几种新型 N3O 型三足配体的铜 (II) 配合物、2,4-二(叔丁基)-6-[双(2-吡啶基)甲基]氨基甲基}苯酚 (HtbuL)、2,4-di( t-丁基)-6-[(6-methyl-2-pyridyl)methyl](2-pyridylmethyl)aminomethyl}phenol (HtbuL(Mepy)), 2,4-di(t-butyl)-6-bis [(6-甲基-2-吡啶基)甲基]氨基甲基}苯酚(HtbuL(Mepy)2)和2,4-二(叔丁基)-6-[(1-甲基-2-咪唑基)甲基]制备[(6-甲基-2-吡啶基)甲基]氨基甲基}苯酚(HtbuL(im)(Mepy))。它们的结构特征是通过 X 射线晶体学方法具有方形锥体结构，在顶端位置具有弱配位基团。[CuCl(tbuL(Mepy))] (2)、[CuCl(tbuL(Mepy)2)] (3) 和 [CuCl(tbuL(im)(Mepy))]
• Two‐Photon Probes for Zn ²⁺ Ions with Various Dissociation Constants. Detection of Zn ²⁺ Ions in Live Cells and Tissues by Two‐Photon Microscopy
  作者：Isravel Antony Danish、Chang Su Lim、Yu Shun Tian、Ji Hee Han、Min Young Kang、Bong Rae Cho

  DOI：10.1002/asia.201000720

  日期：2011.5.2

  Zn2+‐selective two‐photon fluorescent probes (AZnM1−AZnN) that had a wide range of dissociation constants (KdTP=8 nm‐12 μM) were synthesized. These probes showed appreciable water solubility (>3 μM), cell permeability, high photostability, pH insensitivity at pH>7, significant two‐photon action cross‐sections (86–110 GM) upon complexation with Zn2+, and can detect the Zn2+ ions in HeLa cells and in living

  一系列的Zn 2+ -选择性双光子荧光探针（AZnM1-AZnN），其有一个宽范围的解离常数的（ķ d TP = 8 N间- 12μ中号）的合成。这些探针却有明显的水溶性（> 3μ中号在与锌络合），细胞渗透性，高光稳定性，pH值不敏感，在pH> 7，显著双光子动作的横截面（86-110 GM）2+，并且可以检测大鼠海马HeLa细胞和活组织切片中Zn 2+离子的深度> 80μm，并且不会产生误靶和光漂白的问题。这些探针可潜在地用于检测各种量的Zn 2+ 活细胞和完整组织中的离子。
• Chloride-Triggered Disproportionation of a Mononuclear Rh^II(nbd) Species to Rh^I(nbd) and Rh^III(η¹-norbornenyl) Complexes:  Possibilities for Wacker Type Mono-oxygenation of Norbornadiene to Norbornenone
  作者：Dennis G. H. Hetterscheid、Jan M. M. Smits、Bas de Bruin

  DOI：10.1021/om049654x

  日期：2004.8.1

  norbornadiene and the two inequivalent pyridyl donors of the fac-Me-dpa ligand in the basal plane and the Me-dpa NHamine donor at the apical position. DFT calculations suggest that this conformation may be somewhat stabilized by an agostic interaction between a C−H bond of the Me-dpa methyl group and the RhII center. RhII(nbd) complex [1]2+ is stable in acetone at rt for several hours, but in the presence

  所述N个的反应性3 -配体的铑配合物NBD [（FAC -κ 3 -Me-DPA）的Rh我（NBD）] +（[ 1 ] +）朝向ħ +和氧化剂的Ag +，的FeCl 3，和二茂铁（ Fc +）已被详细研究（Me-dpa ＝N-（2-吡啶基甲基）-N-（6-甲基-2-吡啶基甲基）胺）；nbd = norborna-2,5-diene）。氧化态+ II化合物[（FAC -κ 3 -Me-DPA）的Rh II（NBD）] 2 +（[ 1 ] 2+）通过[ 1 ] +与Ag +或Fc +的单电子氧化制备。EPR光谱和DFT几何优化表明，[ 1 ] 2+是在基面中带有降冰片二烯的两个双键以及FAc -Me-dpa配体的两个不等价的吡啶基供体和Me-dpa N H胺的方锥供体位于根尖。DFT计算表明，该构象可能通过Me-dpa甲基的CH键与Rh II中心之间的不良相互作用而在某种程度上稳定了。Rh II（nbd）配合物[