9,10-anthracenedipropionic acid disodium salt | 82767-90-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: 9,10-anthracenedipropionic acid disodium salt
• 英文别名: disodium 3,3'-(anthracene-9,10-diyl)-dipropionate；anthracene-9,10-dipropionic acid disodium salt
• CAS: 82767-90-6
• 化学式: C₂₀H₁₆O₄*2Na
• 分子量: 366.324
• InChiKey: JHSRJMZMKXALTH-UHFFFAOYSA-L

计算性质

• 辛醇/水分配系数(LogP)：
  -1.64
• 重原子数：
  25.0
• 可旋转键数：
  6.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  80.26
• 氢给体数：
  0.0
• 氢受体数：
  4.0

安全信息

• 危险性防范说明：
  P264,P280,P302+P352,P337+P313,P305+P351+P338,P362+P364,P332+P313
• 危险性描述：
  H315,H319

反应信息

• 作为反应物：
  描述：

  9,10-anthracenedipropionic acid disodium salt 在 5-[4-(6-(trimethylammonio)hexyloxy)phenyl]-10,15,20-tri-p-tolylporphyrin bromide 、 氧气 作用下， 以 water-d2 为溶剂， 生成 ADPA endoperoxide
  参考文献：
  名称：

  具有光活化抗癌活性的共轭聚合物的设计指南

  摘要：

  同时提供治疗作用和对结果进行成像的多功能材料为治疗各种疾病提供了新的策略。此处显示，具有以聚噻吩-卟啉二聚体为中心的分子设计的水溶性共轭聚合物可有效杀死邻近细胞。光激发后，能量从聚噻吩主链有效转移到卟啉单元，卟啉单元容易产生对细胞有毒的单线态氧（1 O 2）。由于电子离域主链的光收集能力以及光学伙伴之间的有效能量转移，聚噻吩-卟啉二聚体显示出更高的1 O 2。产生效率要比小分子类似物高。这些聚合物的荧光性质还可用于区分活细胞和死细胞。可以将叶酸接枝到聚合物侧链上来设计聚合物，该叶酸可以特异性杀死叶酸受体过表达的细胞，从而通过分子设计提供了重要的抗癌特异性证明。

  DOI：

  10.1002/adfm.201100840

文献信息

• Effect of Toxic Metal Ions on Photosensitized Singlet Oxygen Generation for Photodegradation of Polyaromatic Hydrocarbon Derivatives and Inactivation of <i>Escherichia coli</i>
  作者：Jacob R. Herschmann、Aqeeb Ali、Michele Harris、Matthew McClinton、Matibur Zamadar

  DOI：10.1111/php.13050

  日期：2019.5

  the effect of toxic metal ions on photosensitized singlet oxygen generation for photodegradation of PAH derivatives, Anthracene‐9,10‐dipropionic acid disodium salt (ADPA) and 1,5‐dihydroxynapthalene (DHN) and photoinactivation of Escherichia coli bacteria by using cationic meso‐tetra(N‐methyl‐4‐pyridyl)porphine tetrachloride (TMPyP) as a singlet oxygen photosensitizer. Three s‐block metals ions, such

  在这里，我们报告了有毒金属离子对多环芳烃衍生物、蒽-9,10-二丙酸二钠盐 (ADPA) 和 1,5-二羟基萘 (DHN) 光降解产生光敏单线态氧的影响以及光灭活的实验研究使用阳离子中四（N-甲基-4-吡啶基）四氯化卟啉（TMPyP）作为单线态氧光敏剂的大肠杆菌。研究了三种 s 区金属离子，如 Na+、K+ 和 Ca2+，以及五种有毒金属，如 Cd2+、Cu2+、Hg2+、Zn2+ 和 Pb2+。s-block 金属离子显示出 TMPyP 对 ADPA 或 DHN 的光降解速率没有变化，而在有毒金属的存在下观察到 ADPA 和 DHN 的光降解速率发生了显着变化。对于 Cd2+ 离子，观察到 ADPA 和 DHN 的最大光降解速率常数 [(3.91 ± 0. 20) × 10−3 s−1 和 (7.18 ± 0.35) × 10−4 s−1]。引人注目的是，在 Hg2+ 离子和 Cu2+ 离子的存在下，ADPA
• Kinetic Studies of Singlet Oxygen [4 + 2]-Cycloadditions with Cyclic 1,3-Dienes in 28 Solvents
  作者：Jean-Marie Aubry、Bernadette Mandard-Cazin、Michel Rougee、Rene V. Bensasson

  DOI：10.1021/ja00141a006

  日期：1995.9

  The [4 + 2]-cycloaddition of singlet oxygen with 1,4-dimethylnaphthalene (DMN) and derivatives has been studied in 28 solvents by laser flash photolysis and steady state photolysis. The bimolecular rate constants of singlet oxygen quenching by DMN, via a physical process (k(q)) and via a chemical reaction (k(r)), are solvent-dependent and increase by more than 2 orders of magnitude from cyclohexane to formamide. This significant solvent dependence is in contrast with previous investigations conducted in six or seven solvents. It is discussed in terms of the solvatochromic properties of the different solvents. Moreover, for seven water-soluble 1,3-dienes, the overall rate constant k(0) (= k(r) + k(q)) is much higher in water than in methanol. Our results are consistent with a two-stage mechanism implying as a first step an equilibrium producing an exciplex with charge transfer character. A shift toward the formation of this exciplex leading to the cycloaddition product occurs by an increase (i) in the Hildebrand solubility parameter delta(H), (ii) in the dipolarity-polarizability parameter pi* of the solvent, and (iii) in the solvophobicity of the diene.
• Tetranuclear Gadolinium(III) Porphyrin Complex as a Theranostic Agent for Multimodal Imaging and Photodynamic Therapy
  作者：Jian Luo、Li-Feng Chen、Ping Hu、Zhong-Ning Chen

  DOI：10.1021/ic500238s

  日期：2014.4.21

  We describe herein the elaborate design of a Gd(III)-porphyrin complex as a theranostic agent for multimodal imaging and photodynamic therapy. Far-red-emitting (665 nm) and high relaxivity (14.1 mM(-1) s(-1)) with 10796 increase upon binding to HSA (human serum albumin) (29.2 mM(-1) s(-1)) together with efficiently generating singlet oxygen upon exposure to far-red light irradiation at 650 +/- 20 nm demonstrate that this Gd(III)-porphyrin complex with four Gd(III)-DTTA units bound to tetraphenylporphyrin acts as a potentially theranostic agent with excellent performance for magnetic resonance imaging, optical imaging, and photodynamic therapy.
• Determination of the lifetime of singlet oxygen in water-d2 using 9,10-anthracenedipropionic acid, a water-soluble probe
  作者：Barbara A. Lindig、Michael A. J. Rodgers、A. Paul Schaap

  DOI：10.1021/ja00537a030

  日期：1980.8