2-(methoxyethyl)-1H-benzisoquinoline-1,3-(2H)dione

• 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: 2-(methoxyethyl)-1H-benzisoquinoline-1,3-(2H)dione
• 英文别名: N-(2-methoxyethyl)-1,8-naphthalimide；2-(2-methoxy-ethyl)benzo[de]isoquinoline-1,3-dione；2-(methoxyethyl)-1H-benz(de)isoquinoline-1,3-(2H)dione；2-(2-methoxyethyl)-1H-benzo[de]isoquinoline-1,3(2H)-dione；2-(2-methoxyethyl)benzo[de]isoquinoline-1,3-dione
• 化学式: C₁₅H₁₃NO₃
• mdl: MFCD00500286
• 分子量: 255.273
• InChiKey: WIWOHADKILRFMJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  46.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  萘亚胺 、 2-氯乙基甲基醚 在 sodium ethanolate 作用下， 生成 2-(methoxyethyl)-1H-benzisoquinoline-1,3-(2H)dione
  参考文献：
  名称：

  环状lmido烷基醚，硫醚，亚砜和砜的低脂活性

  摘要：

  N-取代的烷基酰亚胺的烷基醚，硫醚，亚砜和砜（例如邻苯二甲酰亚胺，糖精，1,8-萘二甲酰亚胺，琥珀酰亚胺和2,3-二氢邻苯二甲酰-1,4-二酮）具有有效的降血脂活性在啮齿动物中的剂量为10和20 mg / kg / d。与各自的母体相比，这些N-取代与其他已知的N-取代（例如，丁基，3-丁酮或邻苯二甲酰亚胺，糖精和2,3-二氢邻苯二甲酸-1,4-二酮的丙酸衍生物）没有任何改善。化合物。然而，2-（甲氧基乙基）-1H-苯并[de]异喹啉-1,3-（2H）二酮（3a），2- [2-甲基亚磺酰基]乙基-1H-苯并[de]异喹啉-1,3-（与母体化合物相比，2H）二酮（3c），1-（2-甲基亚磺酰基）-2,5-吡咯烷基二酮（4c）和1-（2-甲氧基乙基-2,5-吡咯烷基二酮（4a）显着提高了活性，以及以前报道的N-取代的类似物，可将血清胆固醇水平和甘油三酸酯水平降低40％。16天后，琥珀酰亚胺的硫

  DOI：

  10.1002/jps.2600781105

文献信息

• Compound embodiments for hydrogen sulfide production and methods of making and using the same
  申请人：University of Oregon

  公开号：US11040942B1

  公开（公告）日：2021-06-22

  Disclosed herein are embodiments of a donor compound that releases COS and/or CS2, which can be converted to H2S. The donor compound embodiments described herein can be used to deliver H2S to a subject or a sample and further can be used to administer therapeutic agents. Methods of making and using the donor compound embodiments also are disclosed.

  本文披露了释放COS和/或CS2的供体化合物的实施例，这些化合物可以转化为H2S。本文描述的供体化合物实施例可用于向受试者或样品释放H2S，并且进一步可用于给药治疗剂。还披露了制备和使用供体化合物实施例的方法。
• Kinetic Analysis for the Effect of Intramolecular Hydrogen Bonding on Photophysical Properties of<i>N</i>-Hydroxyalkyl-1,8-naphthalimides
  作者：Kazuhiko Matsubayashi、Chisato Kajimura、Hideo Shiratori、Yasuo Kubo、Toshitada Yoshihara、Seiji Tobita

  DOI：10.1246/bcsj.20090330

  日期：2010.9.15

  N-Methyl-, N-(2-hydroxyethyl)-, N-(2-methoxyethyl)-, N-(3-hydroxypropyl)-, and N-(3-methoxypropyl)-1,8-naphthalimide (1, 2a, 2b, 3a, and 3b, respectively) were prepared and their photophysical properties examined. The UV and IR spectra of 2a and 3a in dichloromethane showed the presence of intramolecular hydrogen bonding between the carbonyl group and the hydroxy group. In addition, the fluorescence intensities of 2a and 3a in dichloromethane were found to be about two times larger than those of 1, 2b, and 3b. Furthermore, the fluorescence lifetimes of 2a and 3a, determined by picosecond single photon counting, were about two times longer than those of 1, 2b, and 3b. The rate constants of the intersystem crossing (kisc) for 2a and 3a, calculated based on the quantum yields of the intersystem crossing (Φisc) determined by the time-resolved thermal lensing technique, were about one half of those obtained for 1, 2b, and 3b, while the rate constants of fluorescence emission (kf) and internal conversion (kic) were minimally affected by the presence of intramolecular hydrogen bonding. Enhancement of the fluorescence quantum yield and the lifetime of 2a and 3a was thus explained by a decrease in the efficiency of the intersystem crossing from 1(ππ*) to 3(nπ*), that results from an increase in the energy of the 3(nπ*) level due to the presence of intramolecular hydrogen bonding.

  合成了 N-甲基、N-(2-羟乙基)、N-(2-甲氧基乙基)、N-(3-羟丙基) 和 N-(3-甲氧基丙基)-1,8-萘酰亚胺 (分别为 1、2a、2b、3a 和 3b)，并考察了它们的光物理性质。2a和3a在二氯甲烷中的紫外和红外光谱显示了羰基和羟基之间的分子内氢键的存在。此外，2a和3a在二氯甲烷中的荧光强度大约是1、2b和3b的两倍。此外，利用皮秒单光子计数法测定的2a和3a的荧光寿命大约是1、2b和3b的两倍。根据时间分辨热透镜技术测定的系间窜越量子产率(Φisc)计算得出，2a和3a的系间窜越速率常数(kisc)约为1、2b和3b的一半，而荧光发射速率常数(kf)和内转换速率常数(kic)则基本不受分子内氢键的影响。因此，2a和3a的荧光量子产率和寿命的增强可归因于从1(ππ*)到3(nπ*)的系间窜越效率的降低，这是由于分子内氢键的存在导致3(nπ*)能级的能量增加所致。
• COMPOUND AND DIMER COMPLEX EMBODIMENTS FOR SUPRAMOLECULAR SENSING
  申请人：UVic Industry Partnerships Inc.

  公开号：US20200407318A1

  公开（公告）日：2020-12-31

  Disclosed herein are embodiments of a compound that can be used as a supramolecular sensor for determining the presence of analytes (e.g., illicit drugs), and for identifying and/or quantifying the analytes. Also disclosed herein is a parallel synthesis method for making compound embodiments, as well as method embodiments for using the compound embodiments. Array embodiments comprising one or more compound embodiments disclosed herein also are described.

  本文披露了一种化合物的实施例，该化合物可用作超分子传感器，用于确定分析物（例如非法药物）的存在，并用于识别和/或定量分析物。还披露了一种用于制备化合物实施例的并行合成方法，以及用于使用化合物实施例的方法实施例。还描述了包括本文披露的一种或多种化合物实施例的阵列实施例。
• Compound embodiments that release H2S by reaction with a reactive compound and methods of making and using the same
  申请人：University of Oregon

  公开号：US11078157B1

  公开（公告）日：2021-08-03

  Disclosed herein are embodiments of a donor compound that releases H2S by reacting with a reactive compound. The donor compound embodiments described herein can be used to deliver H2S to a subject or a sample and further can be used to administer therapeutic agents. The donor compound embodiments also can facilitate bioconjugation. Methods of making and using the donor compound embodiments also are disclosed.

  本文揭示了一种供体化合物的实施例，通过与反应性化合物发生反应释放H2S。本文描述的供体化合物实施例可用于向受试者或样品释放H2S，并且进一步可用于给药治疗剂。供体化合物实施例还可以促进生物共轭。还公开了制备和使用供体化合物实施例的方法。
• Compounds for carbonyl sulfide/carbon disulfide/hydrogen sulfide release and methods of making and using the same
  申请人：University of Oregon

  公开号：US10725055B1

  公开（公告）日：2020-07-28

  Disclosed herein are embodiments of donor compounds that can be used to produce H2S from COS or CS2 released from the donor compounds. In some embodiments, the donor compounds can indirectly produce H2S after being exposed to a reactive component in a triggering event. In other embodiments, the donor compounds can indirectly regenerate H2S after reacting with an H2S analyte. The donor compounds disclosed herein can be used for analytical techniques, disease diagnostics, and/or therapeutic applications. Methods of making and using the donor compounds also are provided herein.

  本文揭示了一些供体化合物的实施例，这些化合物可用于从供体化合物释放的COS或CS2产生H2S。在一些实施例中，供体化合物在暴露于触发事件中的反应组分后可以间接产生H2S。在其他实施例中，供体化合物可以在与H2S分析物反应后间接再生H2S。本文所揭示的供体化合物可用于分析技术、疾病诊断和/或治疗应用。本文还提供了制备和使用供体化合物的方法。