5-(methylpyrenyl)oxy-1-bromopentane | 766532-19-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 芘
• 英文名称: 5-(methylpyrenyl)oxy-1-bromopentane
• 英文别名: 1-(1-pyrenyl)-2-oxa-7-bromoheptane；1-{[(5-Bromopentyl)oxy]methyl}pyrene；1-(5-bromopentoxymethyl)pyrene
• CAS: 766532-19-8
• 化学式: C₂₂H₂₁BrO
• 分子量: 381.312
• InChiKey: PPAHTSWRPNYGAT-UHFFFAOYSA-N

物化性质

• 熔点：
  83-85 °C
• 沸点：
  510.2±33.0 °C(Predicted)
• 密度：
  1.360±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.5
• 重原子数：
  24
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  5-(methylpyrenyl)oxy-1-bromopentane 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 48.0h， 生成 1-{4-[5-(Pyren-1-ylmethoxy)-pentyloxy]-phenyl}-pyrrole-2,5-dione
  参考文献：
  名称：

  -芳基马来酰亚胺二联体及其Diels-Alder加合物的荧光合成与热调节

  摘要：

  through-芳基马来酰亚胺二聚体及其Diels-Alder加合物的荧光可以通过芳基马来酰亚胺单元与呋喃的可逆Diels-Alder反应进行热调节。此外，二元化合物1与呋喃的Diels-Alder加合物的荧光强度随相应溶液的温度线性变化，表明这些分子是研究荧光分子温度计的有趣化合物。

  DOI：

  10.1016/j.tetlet.2005.04.135
• 作为产物：
  描述：

  1,5-二溴戊烷 、 1-芘甲醇 在 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 48.0h， 以45%的产率得到5-(methylpyrenyl)oxy-1-bromopentane
  参考文献：
  名称：

  -芳基马来酰亚胺二联体及其Diels-Alder加合物的荧光合成与热调节

  摘要：

  through-芳基马来酰亚胺二聚体及其Diels-Alder加合物的荧光可以通过芳基马来酰亚胺单元与呋喃的可逆Diels-Alder反应进行热调节。此外，二元化合物1与呋喃的Diels-Alder加合物的荧光强度随相应溶液的温度线性变化，表明这些分子是研究荧光分子温度计的有趣化合物。

  DOI：

  10.1016/j.tetlet.2005.04.135

文献信息

• Supramolecular Polymers Associative to Carbon Nanotubes
  申请人：Reynolds John R.

  公开号：US20080287638A1

  公开（公告）日：2008-11-20

  A supramolecular polymer and its composite with carbon nanotubes, CNTs, are described. The supramolecular polymer is an ensemble of precursors that independently contain “sticky feet” for non-covalent binding to carbon nanotube surfaces and associative groups. There is at least one of the associative groups covalently bound to each of the precursor and there is at least one covalently connecting moiety connecting associative groups within a precursor or connecting an associative group to a linker to a “sticky foot” in a precursor. When the associative groups are in a dissociative state, the supramolecular polymer precursors and CNTs can be combined to form a dispersion. Upon promotion, the dissociated associative groups in the dispersion can associate to yield a CNT/supramolecular polymer composite.

  本文描述了一种超分子聚合物及其与碳纳米管(CNTs)复合物。超分子聚合物是由预体组成的集合体，这些预体分别含有“粘性脚”以非共价结合到碳纳米管表面和关联基团。每个预体至少有一个关联基团共价结合，至少有一个共价连接基团连接预体内的关联基团或将关联基团连接到预体中的连接器到“粘性脚”。当关联基团处于解离状态时，可以将超分子聚合物预体和CNTs组合形成分散体。在促进作用下，分散液中解离的关联基团可以结合形成CNT/超分子聚合物复合物。
• Novel redox-fluorescence switch based on a triad containing tetrathiafulvalene and pyrene units with tunable monomer and excimer emissions
  作者：Xunwen Xiao、Wei Xu、Deqing Zhang、Hai Xu、Lei Liu、Daoben Zhu

  DOI：10.1039/b507488f

  日期：——

  The ratio of monomer and excimer emissions of a triad 1 with tetrathiafulvalene (TTF) and pyrene units could be reversibly modulated by the different oxidation states of the TTF unit. The working mechanism of this new fluorescence switch was demonstrated to be the collective result of the tunable photoinduced electron transfer and resonance energy transfer processes.

  含有四噻富戊二烯（TTF）和芘单元的三元组 1 的单体和准分子发射比率可通过 TTF 单元的不同氧化态进行可逆调节。这种新型荧光开关的工作机制被证明是可调光诱导电子转移和共振能量转移过程的共同结果。
• Identification and Development of Biphenyl Substituted Iminosugars as Improved Dual Glucosylceramide Synthase/Neutral Glucosylceramidase Inhibitors
  作者：Amar T. Ghisaidoobe、Richard J. B. H. N. van den Berg、Saleem S. Butt、Anneke Strijland、Wilma E. Donker-Koopman、Saskia Scheij、Adrianus M. C. H. van den Nieuwendijk、Gerrit-Jan Koomen、Arnold van Loevezijn、Mark Leemhuis、Tom Wennekes、Mario van der Stelt、Gijsbert A. van der Marel、Constant A. A. van Boeckel、Johannes M. F. G. Aerts、Herman S. Overkleeft

  DOI：10.1021/jm501181z

  日期：2014.11.13

  This work details the evaluation of a number of N-alkylated deoxynojirimycin derivatives on their merits as dual glucosylceramide synthase/neutral glucosylceramidase inhibitors. Building on our previous work, we synthesized a series of d-gluco and l-ido-configured iminosugars N-modified with a variety of hydrophobic functional groups. We found that iminosugars featuring N-pentyloxymethylaryl substituents are considerably more potent inhibitors of glucosylceramide synthase than their aliphatic counterparts. In a next optimization round, we explored a series of biphenyl-substituted iminosugars of both configurations (d-gluco and l-ido) with the aim to introduce structural features known to confer metabolic stability to drug-like molecules. From these series, two sets of molecules emerge as lead series for further profiling. Biphenyl-substituted l-ido-configured deoxynojirimycin derivatives are selective for glucosylceramidase and the nonlysosomal glucosylceramidase, and we consider these as leads for the treatment of neuropathological lysosomal storage disorders. Their d-gluco-counterparts are also potent inhibitors of intestinal glycosidases, and because of this characteristic, we regard these as the prime candidates for type 2 diabetes therapeutics.
• Investigations on Nanoparticle−Chromophore and Interchromophore Interactions in Pyrene-Capped Gold Nanoparticles
  作者：Binil Itty Ipe、K. George Thomas

  DOI：10.1021/jp048321a

  日期：2004.9.1

  Three pyrene alkanethiol derivatives (P1, P2, and P3) possessing flexible alkyl groups of different lengths were attached to nanoparticles of gold (similar to2-3 nm in size) along with dodecanethiol (Au-P1, Au-P2, and Au-P3). The photophysical properties of these systems were investigated as a function of (i) distance of chromophore from gold core, (ii) concentration of pyrene on gold surface, and (iii) solvent polarity. The structured absorption bands of the pyrene chromophore were significantly perturbed near the surface of gold nanoparticles (Au-P1), indicating a strong ground state interaction between the plasmon electrons of Au nanoparticles and thepi-electron cloud of the chromophore. Such effects were not observed in Au-P2 and Au-P3 systems, in which the linker groups are long enough to prevent any ground state interactions. A gradual increase in the peak intensity ratio of band III/I of the normal fluorescence of pyrene chromophore was found with an increase in length of the spacer group. These results indicate that the local environment close to the surface of the An nanoparticle is more polar compared to the bulk medium. Interchromophoric interactions are limited in the Au-P1 system due to the restriction imposed by the curvature of spherical gold nanoparticle whereas the flexible alkyl chain tethering pyrene in Au-P2/Au-P3 allows free interaction between chromophores. Steady state and time-resolved emission studies indicate that the normal fluorescence and intermolecular excimer formation are the main deactivation channels of the singlet excited state of pyrene linked to An nanoparticles, in nonpolar solvents. In contrast, the competitive electron transfer to the gold nanocore dominates in polar solvents.
• [EN] SUPRAMOLECULAR POLYMERS ASSOCIATIVE TO CARBON NANOTUBES<br/>[FR] POLYMÈRES SUPRAMOLÉCULAIRES ASSOCIATIFS ET LEURS COMPOSITES AYANT DES NANOTUBES DE CARBONE
  申请人：UNIV FLORIDA

  公开号：WO2009023337A2

  公开（公告）日：2009-02-19

  A supramolecular polymer and its composite with carbon nanotubes, CNTs, are described. The supramolecular polymer is an ensemble of precursors that independently contain 'sticky feet' for non-covalent binding to carbon nanotube surfaces and associative groups. There is at least one of the associative groups covalently bound to each of the precursor and there is at least one covalently connecting moiety connecting associative groups within a precursor or connecting an associative group to a linker to a 'sticky foot' in a precursor. When the associative groups are in a dissociative state, the supramolecular polymer precursors and CNTs can be combined to form a dispersion. Upon promotion, the dissociated associative groups in the dispersion can associate to yield a CNT/supramolecular polymer composite.