dithiodisalicylic acid 7,7'-bischlorocarbonylthioindigo | 78925-37-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 硫色烯
• 英文名称: dithiodisalicylic acid 7,7'-bischlorocarbonylthioindigo
• 英文别名: thioindigo-7,7'-dicarboxylic acid chloride；7,7'-bis(chlorocarbonyl)thioindigo；(2E)-2-(7-carbonochloridoyl-3-oxo-1-benzothiophen-2-ylidene)-3-oxo-1-benzothiophene-7-carbonyl chloride
• CAS: 78925-37-8
• 化学式: C₁₈H₆Cl₂O₄S₂
• 分子量: 421.281
• InChiKey: YPNXBAHLQSZUHJ-FOCLMDBBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  26
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  119
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  dithiodisalicylic acid 7,7'-bischlorocarbonylthioindigo 在 吡啶 、 一水合肼 作用下， 以 水 、 1,2-二氯乙烷 、 苯 为溶剂， 生成 39,40-Dihydroxy-11,14,17,24,27,30-hexaoxa-3,20,21,38-tetrathiapentacyclo[34.2.1.12,5.04,9.032,37]tetraconta-1(39),2(40),4,6,8,32,34,36-octaene-10,31-dione
  参考文献：
  名称：

  A novel intramolecular photo-redox reaction: acyclic–cyclic interconversion between dithiol and disulfide in thioindigo derivatives

  摘要：

  介绍了在侧链末端位置含有 SH 基团的新硫代靛蓝衍生物的合成、通过光氧化还原反应形成的分子内 SâS 键，以及由于白基形式的还原能力而导致的热键断裂。

  DOI：

  10.1039/c39920001740
• 作为产物：
  描述：

  1-thio-3-oxoindanyl-7-carboxylic acid 在 氯化亚砜 作用下， 反应 3.0h， 生成 dithiodisalicylic acid 7,7'-bischlorocarbonylthioindigo
  参考文献：
  名称：

  光敏分子镊子。使用具有乙二氧基侧基的硫靛衍生物进行光调节离子捕获和释放

  摘要：

  Etude de deux 衍生出硫靛蓝染料 CH 3 OCH 2 CH 2 OC(O) 或 CH 3 O(CH 2 CH 2 O) 3 (CO) en 7 位和 7' 光异构体顺反式。传输离子 Ag + dans une 膜液体 de dichloro-1,2 乙烷 par 循环 de photoirradiations alternees (529 nm 和 488 nm)

  DOI：

  10.1021/ja00290a045

文献信息

• Chemical Switching of Vesicle Bilayer Membrane Disruption by Bis(crown ether) Bolaamphiphiles
  作者：T. M. Fyles、B. Zeng

  DOI：10.1021/jo981195k

  日期：1998.11.1

  Bis(crown ether) bolaamphiphiles derived from 18-crown-6 dicarboxylic acid were prepared, and their ability to release vesicle encapsulated 5[6]-carboxyfluorescein was determined. Bolaamphiphiles with a linear central spacer are poor membrane disrupting agents except in the presence of alkaline earth metal cations or ethylenediammonium cation. Divalent ion enhancement of membrane disruption is cation selective and can be used to determine the apparent association constant of the bolaamphiphile crown ether with the added cation. The cis-isomer of a thioindigo bis(crown ether) bolaamphiphile is an active membrane disrupting agent, but the trans-isomer is significantly less active. In homogeneous solution, cis-to-trans thermal and photochemical isomerization is retarded by added alkaline earth metal salts, indicating that cooperative ditopic binding of the cations occurs despite the inherent flexibility of the bolaamphiphile. The membrane disruption mechanism occurs via U-shaped conformations of the bolaamphiphile. All available data indicate that divalent cations accelerate membrane disruption by stabilization of the U-shaped conformation via cooperative interaction of the crown ethers with the dication. Thus the membrane disruption process is switched "on" by molecular recognition.
• 7,7'-Bis[(aza-18-crown-6)carbonyl]thioindigo
  作者：J. T. Bien、M. Shang、B. D. Smith

  DOI：10.1107/s0108270195012455

  日期：1996.1.15

  The title compound, 7,7'-bis[(4,7,10,1 3,16-pentaoxa-1-azacyclooctadecane)carbonyl]thioindigo C42H54N2-O14S2, was found to be centrosymmetric and planar. Three members of the crown ether ring were disordered with roughly equal occupancy between two sets of positions.
• Fatah-ur Rahman S. M., Fukunishi Koushi, J. Chem. Soc. Chem. Commun., (1992) N 23, S 1740-1741
  作者：Fatah-ur Rahman S. M., Fukunishi Koushi

  DOI：——

  日期：——