2-溴-6-丁基吡啶 | 1309921-19-4

• 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
• 中文名称: 2-溴-6-丁基吡啶
• 英文名称: 2-bromo-6-butylpyridine
• 英文别名: 2-bromo-6-n-butylpyridine；2-Bromo-6-butylpyridine
• CAS: 1309921-19-4
• 化学式: C₉H₁₂BrN
• 分子量: 214.105
• InChiKey: AQEWSEHJPLHBAJ-UHFFFAOYSA-N

物化性质

• 沸点：
  254.2±20.0 °C(Predicted)
• 密度：
  1.300±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  11
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  12.9
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2-溴-6-丁基吡啶 在 盐酸 、 copper(l) iodide 、 trans-1,2-Diaminocyclohexane 、 水 、 potassium carbonate 、 三乙胺 作用下， 以 乙醚 、 二氯甲烷 、 甲苯 为溶剂， 反应 1.0h， 生成 3-cyano-5-fluoro-N-(6-butylpyridin-2-yl)benzamide hydrochloride
  参考文献：
  名称：

  Design and synthesis of substituted N-(1,3-diphenyl-1H-pyrazol-5-yl)benzamides as positive allosteric modulators of the metabotropic glutamate receptor subtype 5

  摘要：

  Based on SAR in the alkyne class of mGlu5 receptor negative allosteric modulators and a set of amide-based positive allosteric modulators, optimized substitution of the aryl 'b' ring was used to create substituted N-(1,3-diphenyl-1H-pyrazol-5-yl)benzamides. Results from an mGlu5 receptor functional assay, using calcium fluorescence, revealed varying efficacies and potencies that provide evidence that subtle changes in compounds within a close structural class can have marked effects on functional activity including switches in modes of efficacy (i.e., negative to positive allosteric modulation). Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2010.12.110

文献信息

• METAL COMPLEX, PYRIDYLPHOSPHINE COMPOUND, AND METHOD FOR PRODUCING ALKYL METHACRYLATE
  申请人：Kawamura Masato

  公开号：US20120214999A1

  公开（公告）日：2012-08-23

  A metal complex having a pyridylphosphine compound represented by the formula (1) and a Group 10 metal atom of the periodic table.

  一种具有式（1）所表示的吡啶膦化合物和周期表第10族金属原子的金属配合物。
• Sequential‐Stimuli Induced Stepwise‐Response of Pyridylpyrenes
  作者：Yufeng Zhang、Shuai Zhang、Chen Liang、Junqing Shi、Lei Ji

  DOI：10.1002/adma.202302732

  日期：2023.8

  Stimuli‐responsive materials, especially multi‐stimuli‐responsive materials, can sense external stimuli such as light, heat, and force, have shown great potential in drug delivery, data storage, encryption, energy‐harvesting, and artificial intelligence. Conventional multi‐stimuli‐responsive materials are sensitive to each independent stimulus, causing losses in the diversity and accuracy of the identification for practical application. Herein, a unique phenomenon of sequential‐stimuli induced stepwise‐response generated from elaborately designed single‐component organic materials is reported, which shows large bathochromic shifts up to 5800 cm⁻¹ under sequential stimuli of force and light. In contrast to multi‐stimuli‐responsive materials, the response of these materials strictly relies on the sequence of stimuli, allowing logicality, rigidity, and accuracy to be integrated into one single‐component material. The molecular keypad lock is built based on these materials, pointing promising to a future for this logical response in significant practical applications. This breakthrough gives a new drive to classical stimuli‐responsiveness and provides a fundamental design strategy for new generations of high‐performance stimuli‐responsive materials.

  摘要刺激响应材料，尤其是多刺激响应材料，能够感知光、热、力等外界刺激，在药物输送、数据存储、加密、能量收集和人工智能等领域显示出巨大的潜力。传统的多刺激响应材料对每个独立的刺激都很敏感，导致实际应用中识别的多样性和准确性受到损失。本文报告了一种由精心设计的单组分有机材料产生的独特的连续刺激诱导阶跃响应现象，它在力和光的连续刺激下显示出高达 5800 cm-1 的大浴色偏移。与多刺激响应材料相比，这些材料的响应严格依赖于刺激的顺序，从而使逻辑性、刚性和精确性集成到一种单组分材料中。分子键盘锁就是基于这些材料制成的，它预示着这种逻辑响应在未来的重要实际应用中大有可为。这一突破为经典的刺激响应性提供了新的动力，并为新一代高性能刺激响应材料提供了基本设计策略。
• Triple B←N Lewis Pair-Functionalized Triazatruxenes with Large Stokes Shifts
  作者：Yufeng Zhang、Xiuli Zheng、Xueyuan Zhao、Haoqiang Xu、Yawen Ma、Lei Ji

  DOI：10.1021/acs.joc.3c02101

  日期：2024.1.5

  A novel class of multiple B←N Lewis pair-functionalized polycyclic aromatic hydrocarbons with different BR2 groups (R = Cl or Et) directly attached at positions 1, 6, and 11 of triazatruxene was synthesized. The triazatruxene backbone of 4 displays a bowl shape, and its molecular skeleton shows a highly twisted propeller-like structure with C3 symmetry. The introduction of B←N Lewis pairs not only

  合成了一类新型的多个B←N路易斯对官能化的多环芳烃，其具有直接连接在triazatruxene的1、6和11位上的不同BR 2基团（R = Cl或Et）。 4的三氮杂苯骨架呈碗状，其分子骨架呈高度扭曲的螺旋桨状结构，具有C 3对称性。 B←N路易斯对的引入不仅导致HOMO-LUMO能隙大幅减小，而且将LUMO降低至-3.00 eV。两种化合物均表现出优异的稳定性，斯托克斯位移≤8234 cm –1 ，并且在不同极性的溶剂中具有溶剂化显色发射。
• Metabotropic Glutamate Receptor 5 Negative Allosteric Modulators as Novel Tools for in Vivo Investigation
  作者：Thomas M. Keck、Mu-Fa Zou、Peng Zhang、Rebecca P. Rutledge、Amy Hauck Newman

  DOI：10.1021/ml3000726

  日期：2012.7.12

  Negative allosteric modulators (NAMs) of metabotropic glutamate receptor subtype 5 (mGluR5) have shown promising results in preclinical models for anxiety and drug abuse. Here, we describe a series of aryl substituted alkynyl analogues of the prototypic mGluR5 NAM 2-methyl-6-(phenylethynyl)pyridine (MPEP, 1). Displacement of [H-3]1 binding in rat brain membranes showed that several of these novel compounds displayed high affinity binding (K-i < 10 nM) for mGluR5, with up to a 24 fold increase in affinity over 1. Replacements of the 2-position Me on the pyridyl ring of 1 along with various 3'-CN, 5'-substitutions were generally well tolerated All of the active analogues in this series had cLog P values in the 2-5 range and displayed inverse agonist characteristics in an ELISA-based assay of G(q)alpha-mediated IP3 production. Compounds 7i and 7j produced in vivo effects in mouse models of anxiety-like behaviors more potently than 1 or 3-3-((2-methyl-4-thiazolyl)ethynyl)pyridine (MTEP, 2), supporting their utility as in vivo tools.
• Diagonal and Vertical B ← N Lewis Pair Functionalized Perylenes
  作者：Yufeng Zhang、Zhenyi Zhang、Lei Ji、Wei Huang

  DOI：10.1021/acs.orglett.3c01812

  日期：2023.7.21