3-propylisoquinoline | 76039-79-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异喹啉及其衍生物
• 英文名称: 3-propylisoquinoline
• CAS: 76039-79-7
• 化学式: C₁₂H₁₃N
• 分子量: 171.242
• InChiKey: PLHKUYTXTRSVJM-UHFFFAOYSA-N

物化性质

• 熔点：
  163-164 °C
• 沸点：
  145-148 °C(Press: 21 Torr)
• 密度：
  1.030±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  12.9
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  异喹啉-3-甲醛 在 Lindlar's catalyst 4-二甲氨基吡啶 、 乙基溴化镁 、 氢气 、 碳酸氢钠 、 三乙胺 作用下， 以 四氢呋喃 、 甲醇 、 乙醚 、 乙醇 、 二氯甲烷 为溶剂， 反应 4.25h， 生成 3-propylisoquinoline
  参考文献：
  名称：

  Homochiral isoquinolines by lipase-catalysed resolution and their diastereoselective functionalisation

  摘要：

  Kinetic resolution of racemic isoquinoline alcohols and acetates has been successfully accomplished using lipases as chiral catalysts, The diastereoselective functionalisation of the isoquinoline moiety through the addition of C-nucleophiles to O-protected alcohol 9a in the presence of phenyl chloroformate has been carried out and dihydroquinolyl alcohol derivatives with high diastereomeric excess have been prepared. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(01)00178-1

文献信息

• PROCESS FOR PRODUCTION OF BIS-QUATERNARY AMMONIUM SALT, AND NOVEL INTERMEDIATE
  申请人：Okamoto Kuniaki

  公开号：US20120130107A1

  公开（公告）日：2012-05-24

  Object To provide a method for producing a bis-quaternary ammonium salt efficiently and a novel synthetic intermediate thereof. Solution The present invention relates to a method for producing a bis-quaternary ammonium salt represented by a general formula [3] which comprises reacting a disulfonic acid ester represented by a general formula [1] (in the formula, definitions of two R 1 's and T are as described in claim 1 ) with a tertiary amine represented by a general formula [2] (in the formula, definitions of R 3 to R 5 are as described in claim 1 ), and a disulfonic acid ester represented by a general formula [1′] (in the formula, two R 16 's represent independently a halogen atom or a C1-C3 fluoroalkyl group, and two m's represent independently an integer of 1 to 5).

  提供一种高效生产双季铵盐和其新型合成中间体的方法。本发明涉及一种生产由通用式[3]表示的双季铵盐的方法，包括将由通用式[1]表示的二磺酸酯（在该式中，两个R1和T的定义如权利要求1中所述）与由通用式[2]表示的三级胺（在该式中，R3到R5的定义如权利要求1中所述）以及由通用式[1']表示的二磺酸酯（在该式中，两个R16独立表示卤原子或C1-C3氟烷基，两个m独立表示1至5的整数）反应。
• Hydrophilic Pd-phosphines catalyzed one-pot synthesis of substituted isoquinolines, furopyridines and thienopyridines in aqueous medium
  作者：Veeranna Guguloth、Narasimha Swamy Thirukovela、Ramesh Balaboina、Suresh Paidakula、Ravinder Vadde

  DOI：10.1016/j.tetlet.2018.12.035

  日期：2019.1

  A first example of simple and efficient hydrophilic Pd-phosphine complexes catalyzed one-pot three-component reaction of ortho-bromo aldehydes, terminal alkynes and ammonium acetate proceeds through the tandem coupling-imination-annulation path for the synthesis of substituted isoquinolines, furopyridines and thienopyridines in good to excellent yields in green aqueous medium at mild temperature was

  简单有效的亲水性Pd-膦配合物催化邻溴代乙醛，末端炔烃和乙酸铵的单锅三组分反应的第一个例子是通过串联偶联-胺化-环化路径进行的，用于合成取代的异喹啉，呋喃吡啶和描述了噻吩并吡啶在温和的温度下在绿色水性介质中具有良好至极好的收率。
• Efficient synthesis of isoquinolines and pyridines via copper(i)-catalyzed multi-component reaction
  作者：Kommuri Shekarrao、Partha Pratim Kaishap、Sanjib Gogoi、Romesh C. Boruah

  DOI：10.1039/c3ra46722h

  日期：——

  A wide range of 3-substituted isoquinolines, steroidal pyridines, 5,6-dihydrobenzo[f]isoquinolines and 1,6-naphthyridine were synthesized in good yield via a ligand-free copper-catalyzed three-component reaction of β-halovinyl/aryl aldehyde, aromatic/aliphatic terminal alkyne and tert-butylamine/benzamidine in DMF under microwave irradiation. A catalyst-free reaction of ortho-alkynyl aryl/vinyl aldehydes

  通过无配体铜催化的β-卤代戊基/芳基三组分反应，高收率合成了多种3-取代的异喹啉，甾族吡啶，5,6-二氢苯并[ f ]异喹啉和1,6-萘吡啶微波辐射下，DMF中的乙醛，芳族/脂肪族末端炔烃和叔丁胺/苯甲m 微波辐射下邻炔基芳基/乙烯基醛与苯甲idine的无催化剂反应也以优异的产率提供了3-取代的异喹啉和取代的吡啶衍生物。
• NON-PEPTIDYL, POTENT, AND SELECTIVE MU OPIOID RECEPTOR ANTAGONISTS AND THEIR USE IN TREATING OPIOID ADDICTION AND OPIOID INDUCED CONSTIPATION
  申请人：Virginia Commonwealth University

  公开号：US20140371255A1

  公开（公告）日：2014-12-18

  Selective, non-peptide antagonists of the mu opioid receptor (MOR) and methods of their use are provided. The antagonists may be used, for example, to identify MOR agonists in competitive binding assays, and to treat conditions related to addiction in which MOR is involved, e.g. heroin, prescription drug and alcohol addiction, as well as in the treatment of opioid induced constipation (OIC).

  提供了选择性的、非肽类的μ阿片受体（MOR）拮抗剂及其使用方法。这些拮抗剂可用于识别竞争性结合测定中的MOR激动剂，以及治疗与MOR有关的成瘾症状，例如海洛因、处方药物和酒精成瘾，以及治疗因阿片类药物引起的便秘（OIC）。
• Synthesis of Isoquinolines and Related Heterocycles under Visible-Light Conditions
  作者：Yurong Yuan、Clara Faure、Doriane Menigaux、Mathieu Berthelot、Philippe Belmont、Etienne Brachet

  DOI：10.1021/acs.joc.3c01782

  日期：2023.11.17

  compounds cannot be synthesized due to structural sensitivity. In this context, a seamless reaction pathway toward 6-membered ring nitrogen-containing heterocycles is presented here, offering access to isoquinoline derivatives and related heterocycles.

  可见光催化现在被广泛认为是有效构建各种类型框架的有效方法，特别是高产率的生物活性化合物。然而，这些方法仍然迫切需要进一步发展，因为由于结构敏感性而无法合成某些精致的化合物。在此背景下，本文提出了通往六元环含氮杂环的无缝反应途径，提供了获得异喹啉衍生物和相关杂环的途径。