bis(6-methyl-2-pyridylmethyl)amine | 25599-07-9

• 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: bis(6-methyl-2-pyridylmethyl)amine
• 英文别名: bis(6-methylpyridin-2-yl)methylamine；Bis[(6-methylpyridin-2-yl)methyl]amine；1-(6-methylpyridin-2-yl)-N-[(6-methylpyridin-2-yl)methyl]methanamine
• CAS: 25599-07-9
• 化学式: C₁₄H₁₇N₃
• mdl: MFCD22196456
• 分子量: 227.309
• InChiKey: HUMBKTHJRGPSNI-UHFFFAOYSA-N

物化性质

• 沸点：
  336.1±37.0 °C(Predicted)
• 密度：
  1.078±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.285
• 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：

  bis(6-methyl-2-pyridylmethyl)amine 在 三乙酰氧基硼氢化钠 作用下， 以 甲醇 、 1,2-二氯乙烷 为溶剂， 生成
  参考文献：
  名称：

  一系列具有柔性萘-间隔基和预配位路易斯酸的 MOM 裂解的双核配合物

  摘要：

  双核系列配合物 [(MOM2tomMe){MIICl2}2]（MII = ZnII、CuII、NiII、CoII、FeII）的合成、光谱、电化学、磁性和结构表征，以及作为比较的配合物结构[(MOM2tom){ZnIICl2}2]。金属离子在 N3Cl2 环境中是五配位的。配位多面体在固态下通过单晶 X 射线晶体学和在溶液中通过 UV/Vis/NIR 光谱对 CuII 和 FeII 配合物进行评估。所有配合物均表现出 1.17–1.40 V 与 Fc+/Fc 范围内的以配体为中心的不可逆氧化，而与 FeII、CoII 和 NiII 的配合物表现出额外的 0.09、0.70 和 0.87 V 与 Fc+ 的以金属为中心的可逆氧化/Fc，分别。氯化物配体的配位使金属离子的路易斯酸性饱和，因此 MOM 基团不会裂解。FT-IR 光谱中 1161 和 1020 cm-1 处的谱带是 MOM 基团存在的标志。在室温下与乙酸铜

  DOI：

  10.1002/zaac.201500553
• 作为产物：
  描述：

  2-氯甲基-6-甲基吡啶 在 硫酸 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 20.0h， 生成 bis(6-methyl-2-pyridylmethyl)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

• Biomimetic Aryl Hydroxylation Derived from Alkyl Hydroperoxide at a Nonheme Iron Center. Evidence for an Fe^IVO Oxidant
  作者：Michael P. Jensen、Steven J. Lange、Mark P. Mehn、Emily L. Que、Lawrence Que

  DOI：10.1021/ja028478l

  日期：2003.2.1

  [(L(1))Fe(II)(NCCH(3))(2)](ClO(4))(2), [(L(6))Fe(II)(OTf)(2)], and [(L(8))Fe(II)(OTf)(2)](2). The complexes react with tert-butyl hydroperoxide ((t)()BuOOH) in CH(3)CN solutions to give iron(III) complexes of ortho-hydroxylated ligands. The product complex derived from L(1) was identified as the solvated monomeric complex [(L(1)O(-))Fe(III)](2+) in equilibrium with its oxo-bridged dimer [(L(1)O(-))(

  许多非血红素铁依赖性酶激活分子氧以催化芳烃底物的羟基化。这种化学的主要特征是通过用单个 α-芳烃取代基修饰三（2-吡啶基甲基）胺 (TPA) 获得的四齿三足配体家族的配合物开发的。这些包括以下：-C(6)H(5)(即，6-PhTPA)、L(1)；-oC(6)H(4)D, od(1)-L(1); -C(6)D(5)，d(5)-L(1)；-mC(6)H(4)NO(2), L(2); -mC(6)H(4)CF(3), L(3); -mC(6)H(4)Cl, L(4); -mC(6)H(4)CH(3), L(5); -mC(6)H(4)OCH(3), L(6); -pC(6)H(4)OCH(3), L(7)。此外，还合成了具有一个 α-苯基和两个 α-甲基取代基 (6,6-Me(2)-6-PhTPA, L(8)) 的相应配体。[(L(1))Fe(II)(NCCH(3))(2)](ClO(4))(2)
• Cu ^I and Cu ^II Complexes Containing Nitrite and Tridentate Aromatic Amine Ligand as Models for the Substrate‐Binding Type‐2 Cu Site of Nitrite Reductase
  作者：Hiroshi Yokoyama、Kazuya Yamaguchi、Manabu Sugimoto、Shinnichiro Suzuki

  DOI：10.1002/ejic.200400808

  日期：2005.4

  presence of nitrite have been prepared as models for the active site of dissimilatory copper-containing nitrite reductase (CuNIR). [Cu I I (Me 2 bpa)(H 2 O) (ClO 4 )]ClO 4 (1), [Cu I I (Me 2 bpa)(NO 2 )(ClO 4 )] (2), [Cu I (Me 2 -bpa)(CH 3 CN)]PF 6 (3) and [Cu'(Me2bpa)(NO2)] 2 .[(Ph3P)2-NPF 6 ] (4) were prepared. The X-ray crystal structural analyses of 1, 2, and 4 reveal that the geometries of the Cu centers

  Cu I 和 Cull 配合物包含三齿芳香胺化合物 [双（6-甲基-2-吡啶基甲基）胺，Me 2 bpa] 在亚硝酸盐不存在和存在的情况下，已被制备作为异化含亚硝酸盐亚硝酸盐的活性位点的模型还原酶（CuNIR）。[Cu II (Me 2 bpa)(H 2 O) (ClO 4 )]ClO 4 (1), [Cu II (Me 2 bpa)(NO 2 )(ClO 4 )] (2), [Cu I (Me制备了2-bpa)(CH 3 CN)]PF 6 (3)和[Cu'(Me2bpa)(NO2)] 2 .[(Ph3P)2-NPF 6 ](4)。1、2 和 4 的 X 射线晶体结构分析表明，Cu 中心的几何形状分别为扭曲的四方锥体、扭曲的八面体和四面体。2 和 4 中亚硝酸盐配体的配位模式取决于铜离子的氧化态：亚硝酸盐通过两个氧原子 (O,O') 与 Cu II 和 Cu I 配位 -配位模式）和一个氮原子（N-配位模式），分别。1
• Intramolecular Arene Hydroxylation versus Intermolecular Olefin Epoxidation by (μ-η²:η²-Peroxo)dicopper(II) Complex Supported by Dinucleating Ligand
  作者：Takahiro Matsumoto、Hideki Furutachi、Masashi Kobino、Masato Tomii、Shigenori Nagatomo、Takehiko Tosha、Takao Osako、Shuhei Fujinami、Shinobu Itoh、Teizo Kitagawa、Masatatsu Suzuki

  DOI：10.1021/ja058117g

  日期：2006.3.1

  A discrete (mu-eta2:eta2-peroxo)Cu(II)2 complex, [Cu2(O2)(H-L)]2+, is capable of performing not only intramolecular hydroxylation of a m-xylyl linker of a dinucleating ligand but also intermolecular epoxidation of styrene via electrophilic reaction to the C=C bond and hydroxylation of THF by H-atom abstraction.

  离散的 (mu-eta2:eta2-peroxo)Cu(II)2 复合物 [Cu2(O2)(HL)]2+ 不仅能够进行双核配体的间二甲苯基接头的分子内羟基化，而且通过对 C=C 键的亲电反应和通过 H 原子抽吸使 THF 羟基化，苯乙烯的分子间环氧化。
• 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))]
• Nuclease and anti-proliferative activities of copper(ii) complexes of N3O tripodal ligands involving a sterically hindered phenolate
  作者：Nathalie Berthet、Véronique Martel-Frachet、Fabien Michel、Christian Philouze、Sylvain Hamman、Xavier Ronot、Fabrice Thomas

  DOI：10.1039/c3dt32659d

  日期：——

  7.3 all the copper(II) complexes are mononuclear, mainly under their phenolate neutral form (except 3+), with a coordinated solvent molecule. The DNA cleavage activity of the complexes was tested towards the ϕX174 DNA plasmid. In the absence of an exogenous agent 12+ does not show any cleavage activity, 2+ and 3+ are moderately active, while 4+, 5+ and 6+ exhibit a high nuclease activity. Experiments

  一系列涉及N 3 O供体的三脚架配体的铜（II）配合物1 2+ –6，即2-[（（双吡啶-2-基甲基-氨基）-甲基] -4-甲氧基-苯酚（1L ），2-叔丁基-4-甲氧基-6- [双吡啶-2-基甲基-氨基）-甲基]-苯酚（2L），2-叔丁基-4-甲氧基-6-[（2 -吡啶-2-基-乙基）-吡啶-2-基甲基-氨基]-甲基}-苯酚（3L），2-叔丁基-4-甲氧基-6-[（6-甲基-吡啶-2-基甲基）-吡啶-2--2-基甲基-氨基]-甲基}-苯酚（4L），2-叔丁基-4-氟-6-[（（6-甲基-吡啶-2-基甲基）-吡啶-2- ylmethyl-amino] -methyl} -phenol（5L）and 2- tert分别合成了丁基丁基-4-甲氧基-6- 双[（6-甲基-吡啶-2-基甲基）-氨基]-甲基}-苯酚（6L）。配合物1 2 +，3 +和4 +通过X射线衍射进行结构表征。1 2+