1-(pyren-1-yl)prop-2-yn-1-ol | 796875-97-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 芘
• 英文名称: 1-(pyren-1-yl)prop-2-yn-1-ol
• 英文别名: 1-(Pyren-1-yl)-prop-2-yn-1-ol；1-pyren-1-ylprop-2-yn-1-ol
• CAS: 796875-97-3
• 化学式: C₁₉H₁₂O
• 分子量: 256.304
• InChiKey: QUMDTALCNBPLCN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  20
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1-(pyren-1-yl)prop-2-yn-1-ol 在 palladium on activated charcoal 、 四(三苯基膦)钯 manganese(IV) oxide 、 copper(l) iodide 、 四丁基氟化铵 、 氢气 、 三乙胺 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 31.0h， 生成 MPyU
  参考文献：
  名称：

  Synthesis and properties of novel base-discriminating fluorescent (BDF) nucleosides: a highly polarity-sensitive fluorophore for SNP typing

  摘要：

  We have developed novel alkanoylpyrene-labeled BDF nucleosides, U-AMPy and U-MPy. These nucleosides exhibit strong fluorescence emission at long wavelength that is highly sensitive to solvent polarity. BDF probes containing U-AMPy selectively emit fluorescence only when the base opposite BDF nucleoside is adenine and act as effective reporter probes for homogeneous SNP typing. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.09.003
• 作为产物：
  描述：

  1-芘甲醛 在 正丁基锂 、 potassium carbonate 作用下， 以 四氢呋喃 、 甲醇 、 正己烷 为溶剂， 反应 3.33h， 生成 1-(pyren-1-yl)prop-2-yn-1-ol
  参考文献：
  名称：

  规避金催化下 o-炔基苯胺的常规反应性，用于远端 7-endo-dig 环化

  摘要：

  已经提出了一种直接闭环策略，该策略涉及用于合成苯并 [ b ] 氮卓类化合物的o -炔基苯胺衍生物的不太容易进行 7-内切-挖掘碳环化。由于氮的高亲核性，在 o -炔基苯胺衍生物中的微不足道的 5-内切环化已被克服，通过在金催化下使用它们的插烯酰胺来获得广泛的苯并[ b ]]azepines 以原子经济的方式具有出色的官能团相容性。氘加扰实验和 DFT 研究支持一种机制，该机制涉及通过关键的环丙基金卡宾中间体稳定最初形成的七元乙烯基金中间体的构象变化及其随后由抗衡阴离子介导的原脱氧反应。

  DOI：

  10.1021/acs.joc.2c02668

文献信息

• A novel synthesis of<i>N</i>-hydroxy-3-aroylindoles and 3-aroylindoles
  作者：Gabriella Ieronimo、Giovanni Palmisano、Angelo Maspero、Alessandro Marzorati、Luca Scapinello、Norberto Masciocchi、Giancarlo Cravotto、Alessandro Barge、Marco Simonetti、Keshav Lalit Ameta、Kenneth M. Nicholas、Andrea Penoni

  DOI：10.1039/c8ob01471j

  日期：——

  A straightforward indole synthesis via annulation of C-nitrosoaromatics with conjugated terminal alkynones was realised achieving a simple, highly regioselective, atom- and step economical access to 3-aroylindoles in moderate to good yields. Further functionalizations of indole scaffolds were investigated and an easy way to JWH-018, a synthetic cannabinoid, was achieved.

  通过C-亚硝基芳族化合物与共轭末端炔基的环化反应，可以实现简单的吲哚合成，从而以中等到良好的产率，实现了简单，高度区域选择性，原子和一步经济地获得3-芳基吲哚的方法。研究了吲哚支架的进一步功能化，并获得了合成大麻素JWH-018的简便方法。
• Linear Conjugated Systems Bearing Aromatic Terminal Groups. VII. Syntheses and Electronic Spectra of 1,1′- and 2,2′-Dipyrenylpoly-ynes
  作者：Kazuhiro Nakasuji、Shuzo Akiyama、Masazumi Nakagawa

  DOI：10.1246/bcsj.45.875

  日期：1972.3

  1,1′- and 2,2′-Dipyrenylpoly-ynes (In and IIn, n=1–6) have been synthesized. It was found that the bathochromic shift of the longest-wavelength absorption maxima (λL) according to the increase in the number of acetylenic bond (n) can be well expressed by the following formulas:In:λL=3.7n1.7+430 (nm in toluene)In:λL=12.6n1.4+327 (nm in toluene)

  已经合成了 1,1'- 和 2,2'-Dipyrenylpoly-ynes（In 和 IIn，n=1-6）。发现最长波长吸收最大值(λL)的红移随炔键数(n)的增加可以用下式很好地表示：In:λL=3.7n1.7+430 ( nm 在甲苯中)In:λL=12.6n1.4+327 (nm 在甲苯中)
• EMBODIMENTS OF A PROBE AND METHOD FOR TARGETING NUCLEIC ACIDS
  申请人：Hrdlicka Patrick Jerzy

  公开号：US20140220573A1

  公开（公告）日：2014-08-07

  Disclosed embodiments concern a probe comprising one or more pairs of monomers capable of targeting a nucleic acid target. The pair of monomers may be arranged in a manner that promotes thermoinstability of the probe complex, thus producing a probe capable of locating and/or detecting a target. The probe also may comprise one or more natural or non-natural nucleotides capable of Watson-Crick base pairing with an isosequential nucleic acid target. Particular disclosed embodiments concern a method of using the disclosed probe to target nucleic acids. In particular disclosed embodiments, the probe may be incubated with a target nucleic acid and then be detected.

  公开的实施例涉及一种探针，包括一个或多个能够定位到核酸靶标的单体对。这对单体可以被排列在一种促进探针复合物热不稳定性的方式下，从而产生一种能够定位和/或检测靶标的探针。该探针还可以包括一个或多个自然或非自然核苷酸，能够与同构核酸靶标进行Watson-Crick碱基配对。特定的实施例涉及使用所公开的探针来定位核酸的方法。在特定的实施例中，探针可以与靶向核酸一起孵育，然后被检测到。
• Pentacyclic and Hexacyclic Osmaarynes and Their Derivatives
  作者：Xiao Fei Yang、Ming‐Xing Zhang、De Bin Fu、Yang Wang、Jun Yin、Sheng Hua Liu

  DOI：10.1002/chem.202202334

  日期：2022.12.27

  The complex world of osmium: The first pentacyclic and hexacyclic osmaaryne have been successfully synthesized. The nucleophilic reaction of osmaarynes was used to obtain the corresponding osmium complexes, which exhibited near-infrared luminescence, aggregation-induced emission (AIE) and photothermal conversion.

  锇的复杂世界：成功合成了第一个五环和六环奥司马芳。利用osmaarynes的亲核反应得到相应的锇配合物，该配合物表现出近红外发光、聚集诱导发光（AIE）和光热转换。
• Novel 1,4-Substituted-1,2,3-Triazoles as Antitubercular Agents
  作者：Jarrad M. Altimari、Samantha C. Hockey、Helena I. Boshoff、Andaleeb Sajid、Luke C. Henderson

  DOI：10.1002/cmdc.201500051

  日期：2015.5

  AbstractTuberculosis (TB) remains a pressing unmet medical need, particularly with the emergence of multidrug‐resistant and extensively drug‐resistant tuberculosis. Here, a series of 1,4‐substituted‐1,2,3‐triazoles have been synthesized and evaluated as potential antitubercular agents. These compounds were assembled via click chemistry in high crude purity and in moderate to high yield. Of the compounds tested, 12 compounds showed promising antitubercular activity with six possessing minimum inhibitory concentration (MIC) values <10 μg mL−1, and total selectivity for Mycobacterium tuberculosis (Mtb) growth inhibition. A second set of 21 compounds bearing variations on ring C were synthesized and evaluated. This second library gave an additional six compounds displaying MIC values ≤10 μg mL−1 and total selectivity for Mtb growth inhibition. These compounds serve as an excellent starting point for further development of antitubercular therapies.