1-(p-Methoxybenzyl)-6,7-dimethoxy-isochinolin | 41498-25-3

• 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: 1-(p-Methoxybenzyl)-6,7-dimethoxy-isochinolin
• 英文别名: 1-(4-Methoxybenzyl)-6,7-dimethoxyisochinolin；6,7-dimethoxy-1-(4-methoxy-benzyl)-isoquinoline；1-(p-methoxybenzyl)-6,7-dimethoxy-isoquinoline；1-(4-methoxybenzyl)6,7-dimethoxy-isoquinoline；6,7-Dimethoxy-1-(p-methoxybenzyl)isoquinoline；6,7-dimethoxy-1-[(4-methoxyphenyl)methyl]isoquinoline
• CAS: 41498-25-3
• 化学式: C₁₉H₁₉NO₃
• 分子量: 309.365
• InChiKey: RVTQRSDLGBOKCF-UHFFFAOYSA-N

物化性质

• 沸点：
  462.2±40.0 °C(Predicted)
• 密度：
  1.153±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  23
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  40.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  1-(3,4-dimethoxyphenyl)-2-(4-methoxyphenyl)ethanol 在 盐酸 、 三丁基膦 、 W-2 Raney nickel 、 diamide 作用下， 以 1,4-二氧六环 、 乙醇 、 苯 为溶剂， 反应 4.93h， 生成 1-(p-Methoxybenzyl)-6,7-dimethoxy-isochinolin
  参考文献：
  名称：

  N-苄基磺酰胺基1,2-二氢异喹啉的制备及其与阮内镍的反应。轻度新合成的异喹啉

  摘要：

  N-苄基磺酰胺基-1,2-二氢异喹啉与阮内镍反应以优异的收率和在温和的中性条件下提供异喹啉。

  DOI：

  10.1016/s0040-4039(97)00567-4

文献信息

• Reaction of Papaverine with Baran DiversinatesTM
  作者：Folake A. Egbewande、Mark J. Coster、Ian D. Jenkins、Rohan A. Davis

  DOI：10.3390/molecules24213938

  日期：——

  The reaction of papaverine with a series of Baran DiversinatesTM is reported. Although the yields were low, it was possible to synthesize a small biodiscovery library using this plant alkaloid as a scaffold for late-stage C–H functionalization. Ten papaverine analogues (2–11), including seven new compounds, were synthesized. An unexpected radical-induced exchange reaction is reported where the dimethoxybenzyl

  报道了罂粟碱与一系列 Baran DiversinatesTM 的反应。尽管产量低，但可以使用这种植物生物碱作为后期 C-H 功能化的支架来合成一个小型生物发现库。合成了 10 种罂粟碱类似物 (2-11)，包括 7 种新化合物。据报道，一种意想不到的自由基诱导的交换反应，其中罂粟碱的二甲氧基苄基被烷基取代。这种副反应能够合成基于异喹啉支架的其他新片段，异喹啉支架存在于许多天然产物中。讨论了使用这种特殊支架的 DiversinateTM 反应产率低的可能原因。
• Antiplatelet activity of benzylisoquinoline derivatives oxidized by cerium(IV) ammonium nitrate
  作者：Reen-Yen Kuo、Fang-Rong Chang、Chin-Chun Wu、Ramesh Patnam、Wei-Ya Wang、Ying-Chi Du、Yang-Chang Wu

  DOI：10.1016/s0960-894x(03)00477-3

  日期：2003.8

  Oxidation of 1-benzyl-3,4-dihydroisoquinolines with cerium(IV) ammonium nitrate (CAN) under mild condition yielded the mixture of corresponding 1-benzylisoquinolines (b-type) and 1-benzoylisoquinolines (a- or c-type) in an equal yields. The selective oxidation products (c-type) can be prepared by using MeCN instead of MeOH. In the antiplatelet assays, four inducers were employed, including AA, Col

  在温和条件下用硝酸铈（IV）铵（CAN）氧化1-苄基-3,4-二氢异喹啉，得到相应的1-苄基异喹啉（b型）和1-苯甲酰基异喹啉（a或c型）的混合物收益相等。选择性氧化产物（c型）可以通过使用MeCN代替MeOH来制备。在抗血小板测定中，采用了四种诱导剂，包括AA，Col，PAF和Thr。在PAF或Col诱导的血小板聚集中，属于a型和b型的化合物显示出比阿司匹林更强的抑制作用。
• Desulfonylation of N-Sulfonyl Tetrahydroisoquinoline Derivatives by Potassium Fluoride on Alumina Under Microwave Irradiation: Selective Synthesis of 3,4-Dihydroisoquinolines and Isoquinolines
  作者：Claudio C. Silveira、Carmem R. Bernardi、Antonio L. Braga、Teodoro S. Kaufman

  DOI：10.1055/s-2002-31923

  日期：——

  In a solvent-free system, the microwave irradiation of mixtures of N-sulfonyl tetrahydroisoquinolines and 37% potassium fluoride supported on alumina selectively furnished 3,4-dihydroisoquinolines or isoquinolines, depending upon the reaction time.

  在无溶剂系统中，对负载在氧化铝上的 N-磺酰基四氢异喹啉和 37% 氟化钾的混合物进行微波照射，根据反应时间选择性地提供 3,4-二氢异喹啉或异喹啉。
• Fungal cell wall synthesis gene
  申请人：——

  公开号：US20040038239A1

  公开（公告）日：2004-02-26

  A reporter system reflecting the transport process that transports GPI-anchored proteins to the cell wall was constructed and compounds inhibiting this process were discovered. Further, genes conferring resistance to the above compounds were identified and methods of screening for compounds that inhibit the activity of the proteins encoded by these genes were developed. Therefore, through the novel compounds, the present invention showed that antifungal agents having a novel mechanism, i.e. inhibiting the process that transports GPI-anchored proteins to the cell wall, could be achieved.

  构建了一个反映将GPI锚定蛋白转运到细胞壁的运输过程的报告系统，并发现了抑制该过程的化合物。此外，还鉴定了赋予对上述化合物抗性的基因，并开发了筛选抑制这些基因编码的蛋白质活性的化合物的方法。因此，通过新型化合物，本发明展示了可以实现具有新型机制（即抑制将GPI锚定蛋白转运到细胞壁的过程）的抗真菌剂。
• FUNGAL CELL WALL SYNTHESIS GENE
  申请人：Tsukahara Kappei

  公开号：US20090325228A1

  公开（公告）日：2009-12-31

  A reporter system reflecting the transport process that transports GPI-anchored proteins to the cell wall was constructed and compounds inhibiting this process were discovered. Further, genes conferring resistance to the above compounds were identified and methods of screening for compounds that inhibit the activity of the proteins encoded by these genes were developed. Therefore, through the novel compounds, the present invention showed that antifungal agents having a novel mechanism, i.e. inhibiting the process that transports GPI-anchored proteins to the cell wall, could be achieved.

  一个反映将GPI锚定蛋白质运输到细胞壁的传输过程的报告系统被构建，发现了抑制这一过程的化合物。此外，鉴定了赋予对上述化合物抗性的基因，并开发了筛选抑制这些基因编码的蛋白质活性的化合物的方法。因此，通过新型化合物，本发明展示了可以实现一种新颖机制的抗真菌剂，即抑制将GPI锚定蛋白质运输到细胞壁的过程。