9,10-diphenylanthracene-2,3-dicarboxylic anhydride | 61415-62-1

• 分子结构分类: 有机化合物 - 木脂素、新木脂素和相关化合物 - 芳基萘木脂素
• 英文名称: 9,10-diphenylanthracene-2,3-dicarboxylic anhydride
• 英文别名: 9,10-diphenylanthra[2,3-c]furan-1,3-dione；5,10-Diphenyl-1,3-dioxo-1,3-dihydro-anthra<2.3-c>furan；9,10-diphenyl-anthracene-2,3-dicarboxylic acid anhydride；5,10-Diphenylnaphtho[2,3-f][2]benzofuran-1,3-dione
• CAS: 61415-62-1
• 化学式: C₂₈H₁₆O₃
• 分子量: 400.433
• InChiKey: GSBOKOXEOBCDHV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7
• 重原子数：
  31
• 可旋转键数：
  2
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  9,10-diphenylanthracene-2,3-dicarboxylic anhydride 在 甲烷磺酸 、 双氧水 、 molybdenum(VI) ion 作用下， 以 水 、 二甲基亚砜 为溶剂， 生成
  参考文献：
  名称：

  Novel Fluorescent Probes for Singlet Oxygen

  摘要：

  The first fluorescent chemical traps for (1)O(2) have been developed. DPAXs react specifically with (1)O(2) to yield the corresponding endoperoxides, DPAX-EPs (see scheme; X = H, Cl, F). DPAXs scarcely fluoresce, while DPAX-EPs are strongly fluorescent. Since the fluorescence of these probes is unaffected by H(2)O(2), superoxide, and nitric oxide, they are useful for the selective detection of (1)O(2) in biological systems.

  DOI：

  10.1002/(sici)1521-3773(19991004)38:19<2899::aid-anie2899>3.0.co;2-m
• 作为产物：
  描述：

  dimethyl (3S,4R,5S,6R)-1,8-diphenyl-15,16-dioxapentacyclo[6.6.1.13,6.02,7.09,14]hexadeca-9,11,13-triene-4,5-dicarboxylate 在 氢氧化钾 、 硫酸 、 乙酸酐 作用下， 以 1,4-二氧六环 、 甲醇 、 二氯甲烷 为溶剂， 生成 9,10-diphenylanthracene-2,3-dicarboxylic anhydride
  参考文献：
  名称：

  Novel Fluorescent Probes for Singlet Oxygen

  摘要：

  The first fluorescent chemical traps for (1)O(2) have been developed. DPAXs react specifically with (1)O(2) to yield the corresponding endoperoxides, DPAX-EPs (see scheme; X = H, Cl, F). DPAXs scarcely fluoresce, while DPAX-EPs are strongly fluorescent. Since the fluorescence of these probes is unaffected by H(2)O(2), superoxide, and nitric oxide, they are useful for the selective detection of (1)O(2) in biological systems.

  DOI：

  10.1002/(sici)1521-3773(19991004)38:19<2899::aid-anie2899>3.0.co;2-m

文献信息

• Aarhus Sensor Green: A Fluorescent Probe for Singlet Oxygen
  作者：Stephan K. Pedersen、Jeppe Holmehave、Frances H. Blaikie、Anita Gollmer、Thomas Breitenbach、Henrik H. Jensen、Peter R. Ogilby

  DOI：10.1021/jo500219y

  日期：2014.4.4

  A tetrafluoro-substituted fluorescein derivative covalently linked to a 9,10-diphenyl anthracene moiety has been synthesized, and its photophysical properties have been characterized. This compound, denoted Aarhus Sensor Green (ASG), has distinct advantages for use as a fluorescent probe for singlet molecular oxygen, O2(a1Δg). In the least, ASG overcomes several limitations inherent to the use of the

  已经合成了与9,10-二苯基蒽部分共价连接的四氟取代的荧光素衍生物，并对其光物理性质进行了表征。该化合物，表示为奥尔胡斯传感器绿（ASG），具有用作荧光探针用于单线态分子氧明显的优点，O- 2（A 1 Δ克）。至少，ASG克服了使用名为Singlet氧传感器绿色（SOSG）的相关市售产品所固有的一些限制。既ASG和SOSG导出的一个事实，即这些弱荧光化合物迅速通过与单线态氧反应的官能行为π 2 + π4环加成反应不可逆地产生高荧光内过氧化物。ASG优于SOSG的主要优点是，在生理pH值下，ASG和ASG内过氧化物（ASG-EP）本身都不会对单重态氧的产生进行光敏化。因此，ASG更好地适合成为良性探针的要求。尽管ASG容易进入哺乳动物细胞（即HeLa）并响应细胞内单线态氧的存在，但其在这种可能复杂的环境中的行为仍需进一步研究。
• Phthalocyanines and related compounds: XLI. Synthesis of 9,10-diphenylanthracene-2,3-dicarboxylic acid derivatives
  作者：V. F. Donyagina、E. I. Kovshev、E. A. Luk”yanets

  DOI：10.1134/s107036320604027x

  日期：2006.4

  Derivatives of 9,10-diphenylanthracene-2,3-dicarboxylic acid were synthesized by the Diels-Alder reaction of 1,3-diphenylisobenzofuran with adducts of furan (or silvan) and the corresponding maleic (fumaric) acid derivative or with trans-cyclohex-4-ene-1,2-dicarbonitrile, followed by aromatization.
• Novel Fluorescent Probes for Singlet Oxygen
  作者：Naoki Umezawa、Kumi Tanaka、Yasuteru Urano、Kazuya Kikuchi、Tsunehiko Higuchi、Tetsuo Nagano

  DOI：10.1002/(sici)1521-3773(19991004)38:19<2899::aid-anie2899>3.0.co;2-m

  日期：1999.10.4

  The first fluorescent chemical traps for (1)O(2) have been developed. DPAXs react specifically with (1)O(2) to yield the corresponding endoperoxides, DPAX-EPs (see scheme; X = H, Cl, F). DPAXs scarcely fluoresce, while DPAX-EPs are strongly fluorescent. Since the fluorescence of these probes is unaffected by H(2)O(2), superoxide, and nitric oxide, they are useful for the selective detection of (1)O(2) in biological systems.