N1-(5H-cyclopenta[1,2-b:5,4-b']dipyridin-5-ylidene)benzene-1,4-diamine | 144283-95-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N1-(5H-cyclopenta[1,2-b:5,4-b']dipyridin-5-ylidene)benzene-1,4-diamine
• 英文别名: 4-(3,13-diazatricyclo[7.4.0.02,7]trideca-1(9),2(7),3,5,10,12-hexaen-8-ylideneamino)aniline
• CAS: 144283-95-4
• 化学式: C₁₇H₁₂N₄
• 分子量: 272.309
• InChiKey: INOYMMPVUHJECM-UHFFFAOYSA-N

物化性质

• 沸点：
  526.5±48.0 °C(Predicted)
• 密度：
  1.34±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  21
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  64.2
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N1-(5H-cyclopenta[1,2-b:5,4-b']dipyridin-5-ylidene)benzene-1,4-diamine 、 异氰酸丙基三乙氧基硅烷 生成 1-(4-((4aH-cyclopenta[1,2-b:5,4-b']dipyridin-5(5aH)-ylidene)amino)phenyl)-3-(3-(triethoxysilyl)propyl)urea
  参考文献：
  名称：

  Light-stimulated cargo release from a core–shell structured nanocomposite for site-specific delivery

  摘要：

  This paper reported a core-shell structured site-specific delivery system with a light switch triggered by low energy light (lambda=510 nm). Its core was composed of supermagnetic Fe3O4 nanoparticles for magnetic guiding and targeting. Its outer shell consisted of mesoporous silica molecular sieve MCM-41 which offered highly ordered hexagonal tunnels for cargo capacity. A light switch N1-(4aH-cyclopenta[1,2-b:5,4-b']dipyridin-5(5aH)-ylidene)benzene-1,4-diamine (CBD) was covalently grafted into these hexagonal tunnels, serving as light stimuli acceptor with loading content of 1.1 mu M/g. This composite was fully characterized and confirmed by SEM, TEM, XRD patterns, N-2 adsorption/desorption, thermogravimetric analysis, IR, UV-vis absorption and emission spectra. Experimental data suggested that this composite had a core as wide as 150 nm and could be magnetically guided to specific sites. Its hexagonal tunnels were as long as 180 nm. Upon light stimuli of "on" and "off" states, controllable release was observed with short release time of similar to 900 s (90% capacity). (C) 2015 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.jssc.2015.02.019
• 作为产物：
  描述：

  4,5-二氮芴-9-酮 、 对苯二胺 在 对甲苯磺酸 作用下， 以 甲苯 为溶剂， 反应 8.0h， 生成 N1-(5H-cyclopenta[1,2-b:5,4-b']dipyridin-5-ylidene)benzene-1,4-diamine
  参考文献：
  名称：

  Synthesis of Light-Controlled Superparamagnetic Core–Shell Structured Nanocomposite for Drug Delivery

  摘要：

  本文报道了一种具有核壳结构的位点特异性光控磁性纳米复合物，用于药物传递。其核心由超顺磁性Fe3O4纳米颗粒组成，用于磁导目的。其外壳由介孔硅分子筛MCM-41组成，为药物分子提供高度有序的六角通道。配体N1-(5H-环戊二烯[1,2-b:5,4-b′]二吡啶-5-基)苯-1,4-二胺（简称Dafo-Ph-NH2）与MCM-41壳耦合。Dafo末端可以在510 nm光下翻转，因此可以作为光刺激受体。最终复合物通过电子显微镜图像、XRD、IR光谱、热重、MTT和N2吸附/解吸进行分析。我们的Dafo-MCM-41@Fe3O4复合物在体外表现出维生素B12的光控释放性能。

  DOI：

  10.1166/jnn.2017.13749

文献信息

• Synthesis and characterization of ferrocene-containing new schiff base complexes. The X-ray crystal structure of (C10H6N2)CNNCHFc
  作者：Xia Xu-Bing、Duan Chun-Ying、Zhu Long-Gen、You Xiao-Zeng、Yang Yao、Wang Hua-Qin

  DOI：10.1016/s0277-5387(00)83740-7

  日期：——

  Schiff base complexes, (C10H6N2)CNNCRFc, (C10H6N2)CNC6H4NCRFc and (C10H6N2)CNC6H4C6 H4NCRFc (R: H, CH3), have been synthesized using 1,10-phenanthroline and ferrocene as starting materials. The derivatives were characterized by elemental analyses and spectral data (IR, UV, MS and 1H NMR). The single-crystal X-ray structure is presented for (C10H6N2)CNNCHFc (1). The cyclic voltammograms

  一系列新颖的含二茂铁-席夫碱络合物的，（C 10 H ^ 6 Ñ 2）CNNCRFc，（C 10 H ^ 6 Ñ 2）CNC 6 ħ 4 NCRFc和以1，10-菲咯啉和二茂铁为原料合成了（C 10 H 6 N 2）CN （C 6 H 4 C 6 H 4 1， N 1， CRFc（R：H，CH 3）。通过元素分析和光谱数据（IR，UV，MS和1 H NMR）对衍生物进行表征。提出了单晶X射线结构，用于（C10 H 6 N 2）CNNCHFc（1）。配合物1的循环伏安图显示了可逆的一电子氧化和两步一电子还原。
• A strategy for optical site-specific oxygen sensing: Construction and characterization of a Ru(II)-modified magnetic-luminescent hybrid composite
  作者：Jianjun Li、Chunjie Yang、Yongzhen Wu、Binrui Wang、Weihong Sun、Tiefeng Shao

  DOI：10.1016/j.ica.2015.11.005

  日期：2016.2

  In this effort, a site-specific optical oxygen sensing composite was designed using superparamagnetic Fe3O4 as magnetic guiding component, silica molecular sieve MCM-41 as supporting component and a Ru(II) complex as sensing probe, respectively. This composite was characterized by SEM, TEM, XRD, IR, TGA and mesoporous measurement. Detailed analysis on this composite suggested that a core-shell structure was successfully constructed with its sensing probe covalently loaded. Emission of this composite was decreased upon increasing O-2 concentration with sensitivity of 5.5 (the ratio of I-0/I-100, I-0 is emission intensity under pure N-2 and I-100 is emission intensity under pure O-2) and response time of 15 s. Emission lifetime comparison suggested a dynamic collision mechanism in this composite. A non-linear Stern-Volmer curve was observed and discussed for this composite. (C) 2015 Elsevier B.V. All rights reserved.
• On a magnetic-mesoporous composite loaded with emissive Ru(II) complex for oxygen sensing application: Construction, characterization and emission response to oxygen molecules
  作者：Jianjun Li、Chunjie Yang、Yongzhen Wu、Binrui Wang、Weihong Sun、Tiefeng Shao

  DOI：10.1016/j.ica.2015.12.007

  日期：2016.3

  This paper was devoted to a magnetic-mesoporous composite loaded with emissive Ru(II) complex for oxygen sensing application. Core-shell structure was used for this composite, with superparamagnetic Fe3O4 as the core and silica molecular sieve MCM-41 as the shell, respectively. A Ru(II) complex was covalently grafted into MCM-41 tunnels to minimize photobleaching. This core-shell structured composite was analyzed and confirmed by electron microscope images, XRD, IR, TGA and N-2 adsorption/desorption. Photophysical measurement on this composite suggested that its emission was decreased by increasing O-2 concentration, showing sensing behavior through a dynamic mechanism. Oxygen sensitivity of 5.53 and response time of 6 s were observed from this composite with a non-linear Stern-Volmer working plot. (C) 2015 Elsevier B.V. All rights reserved.