4-butylthio-1,8-naphthalic anhydride | 104881-59-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 4-butylthio-1,8-naphthalic anhydride
• 英文别名: 8-Butylsulfanyl-3-oxatricyclo[7.3.1.05,13]trideca-1(12),5(13),6,8,10-pentaene-2,4-dione
• CAS: 104881-59-6
• 化学式: C₁₆H₁₄O₃S
• 分子量: 286.351
• InChiKey: ULYADIBJNYLULA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  68.7
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-butylthio-1,8-naphthalic anhydride 在 盐酸羟胺 、 sodium hydroxide 、 盐酸 作用下， 以 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 1.0h， 以97.4%的产率得到6-Butylsulfanyl-2-hydroxybenzo[de]isoquinoline-1,3-dione
  参考文献：
  名称：

  NOVEL SULFONIC ACID DERIVATIVE COMPOUND AND NOVEL NAPHTHALIC ACID DERIVATIVE COMPOUND

  摘要：

  揭示了一种新颖的磺酸衍生物化合物和一种新颖的萘甲酸衍生物化合物，具有在有机溶剂中高溶解度、良好的光敏性，并适用于光酸发生剂和聚合引发剂。磺酸衍生物化合物由以下式(I)表示（其中R01、R04、R05和R06代表氢原子；R02和R03中的任一表示具有4至18个碳原子的烷氧基，可以被取代为脂环烃基、杂环基或卤素原子，并且可以具有支链等；R07表示具有1至18个碳原子的脂肪烃基，可以被取代为卤素原子和/或烷基硫基等）。

  公开号：

  US20120289697A1
• 作为产物：
  描述：

  丁硫醇 、 4-溴-1,8-萘二甲酸酐 在 三乙烯二胺 作用下， 以 二甲基亚砜 为溶剂， 以74.6%的产率得到4-butylthio-1,8-naphthalic anhydride
  参考文献：
  名称：

  NOVEL SULFONIC ACID DERIVATIVE COMPOUND AND NOVEL NAPHTHALIC ACID DERIVATIVE COMPOUND

  摘要：

  揭示了一种新颖的磺酸衍生物化合物和一种新颖的萘甲酸衍生物化合物，具有在有机溶剂中高溶解度、良好的光敏性，并适用于光酸发生剂和聚合引发剂。磺酸衍生物化合物由以下式(I)表示（其中R01、R04、R05和R06代表氢原子；R02和R03中的任一表示具有4至18个碳原子的烷氧基，可以被取代为脂环烃基、杂环基或卤素原子，并且可以具有支链等；R07表示具有1至18个碳原子的脂肪烃基，可以被取代为卤素原子和/或烷基硫基等）。

  公开号：

  US20120289697A1

文献信息

• Preparation of 1,8-naphthalimides as candidate fluorescent probes of hypoxic cells
  作者：Richard W. Middleton、John Parrick

  DOI：10.1002/jhet.5570220620

  日期：1985.11

  A number of nitro- and dinitro-1,8-naphthalimides have been prepared as potential fluorescent probes of hypoxic cells. The susceptibility of 4-nitro-1,8-naphthalic anhydrides and -naphthalimides to nucleophilic displacement of the nitro group has been demonstrated by reaction with 1-butanethiol to yield 4-butylthio derivatives. Attempted nitration of these 4-butylthio derivatives with sodium nitrate

  已经制备了许多硝基和二硝基-1，8-萘二甲酰亚胺作为缺氧细胞的潜在荧光探针。通过与1-丁硫醇反应生成4-丁硫基衍生物已经证明了4-硝基-1，8-萘酸酐和-萘二甲酰亚胺对硝基的亲核取代的敏感性。用硝酸钠和浓硫酸尝试硝化这些4-丁硫基衍生物，可以高收率得到相应的亚砜。
• Method for identifying electrophiles and nucleophiles in a sample
  申请人：Eichen Yoav

  公开号：US20090258430A1

  公开（公告）日：2009-10-15

  A method and device for identifying a molecule in a sample, the molecule comprising an electrophilic or nucleophilic moiety. The method comprises contacting the sample with a plurality of chemosensors, each of the chemosensors comprising a π-conjugated system and a moiety having a nucleophilic property or an electrophilic property; and measuring an electromagnetic property of each of the chemosensors in the sample; whereby the pattern of changes in the electromagnetic properties of the plurality of chemosensors after chemically reacting with the electrophile or nucleophile of the molecule identifies the molecule in said sample. The device comprises a substrate carrying a plurality of chemosensor molecules having at least one predetermined electromagnetic property, the at least one electromagnetic property being changeable by subjecting the chemosensor molecules to a sample containing at least one electrophile or nuclephile, wherein the pattern of change of the electromagnetic property of the plurality of chemosensor molecules allows the device to identify the electrophile or nuclephile in the sample.

  一种用于识别样品中分子的方法和装置，该分子包括亲电或亲核基团。该方法包括将样品与多个化学传感器接触，每个化学传感器包括一个π-共轭系统和一个具有亲核性或亲电性的基团；并测量样品中每个化学传感器的电磁性质；因此，在化学反应与分子的亲电或亲核基团后，多个化学传感器的电磁性质的变化模式可以识别样品中的分子。该装置包括一个基板，携带多个化学传感器分子，具有至少一个预定的电磁性质，至少一个电磁性质可通过将化学传感器分子暴露于包含至少一个亲电或亲核物质的样品中而改变，多个化学传感器分子的电磁性质的变化模式允许该装置识别样品中的亲电或亲核物质。
• METHOD FOR IDENTIFYING ELECTROPHILES AND NUCLEOPHILES IN A SAMPLE
  申请人：Eichen Yoav

  公开号：US20110281742A1

  公开（公告）日：2011-11-17

  A method and device for identifying a molecule in a sample, the molecule comprising an electrophilic or nucleophilic moiety. The method comprises contacting the sample with a plurality of chemosensors, each of the chemosensors comprising a π-conjugated system and a moiety having a nucleophilic property or an electrophilic property; and measuring an electromagnetic property of each of the chemosensors in the sample; whereby the pattern of changes in the electromagnetic properties of the plurality of chemosensors after chemically reacting with the electrophile or nucleophile of the molecule identifies the molecule in said sample. The device comprises a substrate carrying a plurality of chemosensor molecules having at least one predetermined electromagnetic property, the at least one electromagnetic property being changeable by subjecting the chemosensor molecules to a sample containing at least one electrophile or nuclephile, wherein the pattern of change of the electromagnetic property of the plurality of chemosensor molecules allows the device to identify the electrophile or nuclephile in the sample.

  一种用于鉴定样品中分子的方法和装置，其中该分子包含一个亲电或亲核基团。该方法包括将样品与多个化学传感器接触，每个化学传感器包括一个π共轭系统和一个具有亲核性或亲电性的基团；并测量样品中每个化学传感器的电磁性质；因此，在化学反应后，多个化学传感器的电磁性质变化的模式可以鉴定样品中的分子。该装置包括一个基质，携带有多个化学传感器分子，其中至少有一个预定的电磁性质，通过将化学传感器分子置于至少含有一个亲电或亲核物的样品中，可以改变至少一个电磁性质，多个化学传感器分子的电磁性质变化模式允许该装置鉴定样品中的亲电或亲核物。
• Sulfur-substituted naphthalimides as photoactivatable anticancer agents: DNA interaction, fluorescence imaging, and phototoxic effects in cultured tumor cells
  作者：Ingo Ott、Yufang Xu、Jianwen Liu、Malte Kokoschka、Melanie Harlos、William S. Sheldrick、Xuhong Qian

  DOI：10.1016/j.bmc.2008.06.052

  日期：2008.8

  A series of sulfur-substituted naphthalimides (1-5) was prepared and investigated as antitumor drugs. Initial DNA interaction studies (by the fluorescence quenching method, UV/vis and CD spectroscopy, thermal denaturation, topoisomerase Western blot analysis, and DNA photocleavage experiments) expectedly suggested the DNA and topoisomerase as main targets of the agents. Fluorescence spectroscopic and microscopic experiments indicated a significant sensitivity of the emission intensities of 3 and 5 to the cellular environment and confirmed the cellular uptake and biodistribution into cell compartments for 1-3 and 5. A comparative evaluation of the antiproliferative effects under different experimental setups (concerning drug exposure period and an additional short-time UV irradiation) revealed significant phototoxic effects for the environmentally sensitive compounds 3 and 5 and strongly suggested the further development of sulfur-substituted naphthalimides for potential use in photodynamic tumor therapy. (C) 2008 Elsevier Ltd. All rights reserved.
• Synthesis and fluorescence of<i>N</i>-substituted-1,8-naphthalimides
  作者：Richard W. Middleton、John Parrick、Eric D. Clarke、Peter Wardman

  DOI：10.1002/jhet.5570230337

  日期：1986.5

  AbstractA number of novel N‐substituted‐1,8‐naphthalimides have been prepared and their fluorescence yields measured in water at pH 7.4. The type of substitutent and the substitution pattern on the naphthalimide nucleus produce markedly different fluorescence yields, (quantum efficiencies, ø varying from ø = 0‐0037 for N‐(3‐N'‐morpholino‐1‐propyl)‐4‐amino‐3‐methoxy‐1,8‐naphthalirnide (7) to ø = 0–77 for N‐(3‐bromopropyl)‐4‐acetamido‐1,8‐naphthalimide (31).