4-甲氧基-1-甲基异喹啉 | 181872-61-7

• 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
• 中文名称: 4-甲氧基-1-甲基异喹啉
• 英文名称: 4-Methoxy-1-methylisoquinoline
• CAS: 181872-61-7
• 化学式: C₁₁H₁₁NO
• 分子量: 173.214
• InChiKey: AZRMMKRVZUDNBC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  22.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-甲氧基-1-甲基异喹啉 在 氢溴酸 作用下， 以 水 为溶剂， 以7.8 g的产率得到1-甲基异喹啉-4-醇
  参考文献：
  名称：

  10.1002/chem.202401451

  摘要：

  Excited‐state intramolecular proton transfer (ESIPT) molecules, which feature large Stokes shifts to avoid self‐absorption, play an essential role in photoluminescent bioimaging probes. Herein, we report the development of an ESIPT molecule 3‐(3‐hydroxypyridin‐2‐yl)isoquinolin‐4‐ol (PiQ). PiQ not only undergoes a distinct ESIPT process unlike the symmetrical 2,2′‐bipyridyl‐3,3′‐diol but also exhibits aggregation‐induced emission (AIE) characteristics. PiQ self‐assembles into aggregates with an average size of 241.0 ± 51.9 nm in aqueous solutions, leading to significantly enhanced photoluminescence. On the basis of the ESIPT and AIE characteristics of PiQ, the latter is functionalized with a hydrogen peroxide‐responsive 4‐pinacoratoborylbenzyl group (B) and a carboxylesterase‐responsive acetyl group (A) to produce a photoluminescent probe B‐PiQ‐A. The potential of PiQ for applications in bioimaging and chemical sensing is underscored by its efficient detection of both endogenous and exogenous hydrogen peroxide in living cells.

  DOI：

  10.1002/chem.202401451
• 作为产物：
  描述：

  4-甲氧基异喹啉 在 palladium 10% on activated carbon 、 氢气 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 反应 19.75h， 生成 4-甲氧基-1-甲基异喹啉
  参考文献：
  名称：

  10.1002/chem.202401451

  摘要：

  Excited‐state intramolecular proton transfer (ESIPT) molecules, which feature large Stokes shifts to avoid self‐absorption, play an essential role in photoluminescent bioimaging probes. Herein, we report the development of an ESIPT molecule 3‐(3‐hydroxypyridin‐2‐yl)isoquinolin‐4‐ol (PiQ). PiQ not only undergoes a distinct ESIPT process unlike the symmetrical 2,2′‐bipyridyl‐3,3′‐diol but also exhibits aggregation‐induced emission (AIE) characteristics. PiQ self‐assembles into aggregates with an average size of 241.0 ± 51.9 nm in aqueous solutions, leading to significantly enhanced photoluminescence. On the basis of the ESIPT and AIE characteristics of PiQ, the latter is functionalized with a hydrogen peroxide‐responsive 4‐pinacoratoborylbenzyl group (B) and a carboxylesterase‐responsive acetyl group (A) to produce a photoluminescent probe B‐PiQ‐A. The potential of PiQ for applications in bioimaging and chemical sensing is underscored by its efficient detection of both endogenous and exogenous hydrogen peroxide in living cells.

  DOI：

  10.1002/chem.202401451

文献信息

• Hepatitis C Virus Inhibitors
  申请人：Bristol-Myers Squibb Company

  公开号：US20130183269A1

  公开（公告）日：2013-07-18

  The present disclosure is generally directed to antiviral compounds, and more specifically directed to combinations of compounds which can inhibit the function of the NS5A protein encoded by Hepatitis C virus (HCV), compositions comprising such combinations, and methods for inhibiting the function of the NS5A protein.

  本公开涉及抗病毒化合物，更具体地涉及能够抑制丙型肝炎病毒（HCV）编码的NS5A蛋白功能的化合物组合，包括这种组合的组成物，以及抑制NS5A蛋白功能的方法。
• Regioselective Photochemical C-OMe Bond Formation Initiated by One-Electron Transfer and N-OMe Bond Fragmentation in Electron Donor-Acceptor Systems
  作者：Daniel Collado、Ezequiel Perez-Inestrosa

  DOI：10.1002/ejoc.201101595

  日期：2012.3

  Compounds that integrate electron donor–acceptor subunits with N-methoxyisoquinolinium as acceptors and substituted (methoxy)benzenes as donors were synthesized and their luminescent and photochemical properties studied. Photolysis yielded the corresponding photomethoxylation products in a two-step process that involves N–OMe bond scission followed by C–OMe bond formation. Homolysis of the N–OMe bond

  合成了电子供体-受体亚基与 N-甲氧基异喹啉鎓作为受体和取代（甲氧基）苯作为供体的化合物，并研究了它们的发光和光化学性质。光解在两步过程中产生相应的光甲氧基化产物，该过程涉及 N-OMe 键断裂，然后形成 C-OMe 键。N-OMe 键的均裂恢复了芳香族异喹啉核并产生了一个甲氧基自由基，该自由基可以与苯阳离子自由基中所需的环碳原子偶联，从而在由阳离子自由基的自旋密度控制的区域选择性过程中产生产物。这种光处理涉及两种不同的途径：受体的甲氧基化（组分内甲氧基化）或供体的甲氧基化（组分间甲氧基化）。
• HEPATITIS C VIRUS INHIBITORS
  申请人：BRISTOL-MAYERS SQUIBB COMPANY

  公开号：US20160199355A1

  公开（公告）日：2016-07-14

  The present disclosure is generally directed to antiviral compounds, and more specifically directed to combinations of compounds which can inhibit the function of the NS5A protein encoded by Hepatitis C virus (HCV), compositions comprising such combinations, and methods for inhibiting the function of the NS5A protein.

  本公开涉及抗病毒化合物，更具体地涉及能够抑制丙型肝炎病毒（HCV）编码的NS5A蛋白功能的化合物组合、包含这种组合的组合物，以及抑制NS5A蛋白功能的方法。
• Combinations of Hepatitis C Virus Inhibitors
  申请人：BRISTOL-MYERS SQUIBB COMPANY

  公开号：US20160158200A1

  公开（公告）日：2016-06-09

  The present disclosure is generally directed to antiviral compounds, and more specifically directed to combinations of compounds which can inhibit the function of the NS5A protein encoded by Hepatitis C virus (HCV), compositions comprising such combinations, and methods for inhibiting the function of the NS5A protein.

  本公开涉及抗病毒化合物，更具体地涉及能够抑制丙型肝炎病毒（HCV）编码的NS5A蛋白功能的化合物组合，包含这种组合的组合物，以及抑制NS5A蛋白功能的方法。
• NEUE PYRROLIDINDERIVATE ALS METAP-2 INHIBITOREN
  申请人：Merck Patent GmbH

  公开号：EP2288351B1

  公开（公告）日：2018-08-08