3,3'-二硫代二[6-羟基-苯甲酸] | 24619-05-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 3,3'-二硫代二[6-羟基-苯甲酸]
• 中文别名: 冷的乳油
• 英文名称: bis(3-carboxy-4-hydroxyphenyl)disulfide
• 英文别名: 5,5'-Dithiodisalicylic acid；5-[(3-carboxy-4-hydroxyphenyl)disulfanyl]-2-hydroxybenzoic acid
• CAS: 24619-05-4
• 化学式: C₁₄H₁₀O₆S₂
• 分子量: 338.362
• InChiKey: IPIOEZKHDKHTNT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  166
• 氢给体数：
  4
• 氢受体数：
  8

安全信息

• 海关编码：
  2930909090

反应信息

• 作为反应物：
  描述：

  3,3'-二硫代二[6-羟基-苯甲酸] 在 锌 作用下， 以 溶剂黄146 为溶剂， 反应 4.0h， 以67%的产率得到2-羟基-5-硫烷基苯甲酸
  参考文献：
  名称：

  Bacterial Reduction as Means for Colonic Drug Delivery: Can Other Chemical Groups Provide an Alternative to the Azo Bond?

  摘要：

  We compared the rate of colonic bacterial reduction of disulfide and nitro bonds to that of an azo counterpart. The disulfide and nitro reduction rates are comparable to that of azo having a similar molecular structure. We further explored QSAR of bacterial reduction of different nitro compounds giving a Hammett correlation with rho = 0.553, R-2 = 0.97. We conclude that disulfide and nitro compounds have an unexploited potential for use in prodrugs and drug delivery systems targeted to the colon.

  DOI：

  10.1021/jm301381a
• 作为产物：
  描述：

  5-氨基水杨酸 在 potassium hydroxide 、 sodium hydroxide 、 sodium nitrite 作用下， 以 乙醇 、 水 为溶剂， 反应 6.0h， 生成 3,3'-二硫代二[6-羟基-苯甲酸]
  参考文献：
  名称：

  Bacterial Reduction as Means for Colonic Drug Delivery: Can Other Chemical Groups Provide an Alternative to the Azo Bond?

  摘要：

  We compared the rate of colonic bacterial reduction of disulfide and nitro bonds to that of an azo counterpart. The disulfide and nitro reduction rates are comparable to that of azo having a similar molecular structure. We further explored QSAR of bacterial reduction of different nitro compounds giving a Hammett correlation with rho = 0.553, R-2 = 0.97. We conclude that disulfide and nitro compounds have an unexploited potential for use in prodrugs and drug delivery systems targeted to the colon.

  DOI：

  10.1021/jm301381a

文献信息

• Fe₃O₄@mSiO₂ core–shell nanocomposite capped with disulfide gatekeepers for enzyme-sensitive controlled release of anti-cancer drugs
  作者：Chunyu Yang、Wei Guo、Liru Cui、Na An、Ting Zhang、Gang Guo、Huiming Lin、Fengyu Qu

  DOI：10.1039/c4tb01788a

  日期：——

  Multifunctional nanocarriers based on the magnetic Fe₃O₄ nanoparticle core and bis-(3-carboxy-4-hydroxy phenyl) disulfide modified mesoporous silica shell were synthesized for cancer treatment through passive targeting and enzyme-sensitive drug release.

  基于磁性Fe₃O₄纳米粒子核心和经过双-(3-羧基-4-羟基苯基)二硫化物修饰的介孔二氧化硅壳层，合成了多功能纳米载体，用于癌症治疗，通过被动靶向和酶敏感药物释放。
• Ethanol catalyzed synthesis of titanocene aryl carboxylate complexes and crystal structure of (η5-C5H5)2Ti(2-OH-5-S–O2CC6H3)2
  作者：Jin-Ling Li、Zi-Wei Gao、Ping Sun、Ling-Xiang Gao、Wayne Tikkanen

  DOI：10.1016/j.ica.2010.12.037

  日期：2011.3

  A method for the synthesis of titanocene (IV) aryl carboxylate complexes is presented in this paper. It is based on the fact that alcohol can catalyze the reaction between Cp2TiCl2 and aryl carboxylate ligands in the presence of sodium hydroxide (NaOH). The effects of the catalyst on the reaction system were studied and the possible reaction mechanism was proposed. This method was used to prepare a series of titanocene (IV) aryl carboxylate complexes and a macrocyclic titanocene (5,5'-dithiodisalicylato titanocene), whose structure was determined by X-ray diffraction analysis. (C) 2010 Elsevier B.V. All rights reserved.
• Kawahara, Yakugaku Zasshi/Journal of the Pharmaceutical Society of Japan, 1957, vol. 77, p. 963
  作者：Kawahara

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  日期：——
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  作者：Stewart

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  日期：——
• Kaufmann; Rossbach, Chemische Berichte, 1925, vol. 58, p. 1558
  作者：Kaufmann、Rossbach

  DOI：——

  日期：——