2,2’-二硫双(3-甲基苯甲酸) | 13363-59-2

• 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: 2,2’-二硫双(3-甲基苯甲酸)
• 中文别名: 2.2-二甲基联苯胺；2,2`-二硫双(3-甲基苯甲酸)；2,2'-二硫双(3-甲基苯甲酸)；双(3-甲基苯甲酸)-2,2'-二硫醚
• 英文名称: 2,2'-dithiobis<3-methylbenzoic acid>
• 英文别名: Bis-<2-carboxy-6-methyl-phenyl>-disulfid；2,2'-Dicarboxy-6,6'-dimethyl-diphenyldisulfid；6,6'-Dimethyl-2,2'-dicarboxy-diphenyldisulfid；bis(2-hydroxycarbonyl-6-methylphenyl) disulfide；2-[(2-Carboxy-6-methylphenyl)disulfanyl]-3-methylbenzoic acid
• CAS: 13363-59-2
• 化学式: C₁₆H₁₄O₄S₂
• 分子量: 334.417
• InChiKey: NRIKVCMXILLQNH-UHFFFAOYSA-N

物化性质

• 熔点：
  251-253 °C
• 沸点：
  490.1±45.0 °C(Predicted)
• 密度：
  1.44±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  125
• 氢给体数：
  2
• 氢受体数：
  6

安全信息

• 海关编码：
  2930909090

反应信息

• 作为反应物：
  描述：

  2,2’-二硫双(3-甲基苯甲酸) 在 溶剂黄146 、 锌 、 sodium hydroxide 作用下， 以 水 为溶剂， 反应 16.33h， 以0.2 g的产率得到3-甲基-2-硫烷基苯甲酸
  参考文献：
  名称：

  Thiol-dependent DNA cleavage by aminomethylated Beaucage's reagent

  摘要：

  研究发现，氨基甲基化博卡奇试剂 1 比 3H-1,2-苯并二硫醇-3-酮 1,1-二氧化物（博卡奇试剂）对 DNA 的裂解作用更强。目前的研究证明了氨基功能在增强 DNA 切断活性方面的重要性，这些发现可能有助于开发新型含硫 DNA 切断分子用于癌症治疗。

  DOI：

  10.1039/b926217b
• 作为产物：
  描述：

  2,6-二甲基苯磺酰胺 在 氯化亚砜 作用下， 以 乙醇 为溶剂， 生成 2,2’-二硫双(3-甲基苯甲酸)
  参考文献：
  名称：

  Herbicidal compounds, their production and use

  摘要：

  一种通式为##STR1##的化合物，其中R.sub.1是苯基，可以被取代，R.sub.2和R.sub.3分别是较低的烷基或较低的烷氧基，Z是CH或N，n为0或1，或其盐，可用作除草剂。

  公开号：

  US04897105A1

文献信息

• Bi-aromatic compounds linked via a heteroethylene radical, and pharmaceutical and cosmetic compositions using them
  申请人：Galderma Research & Development

  公开号：US20030100583A1

  公开（公告）日：2003-05-29

  Bi-aromatic compounds linked via a heteroethynylene radical are provided along with pharmaceutical and cosmetic compositions containing these compounds and methods for their use.

  提供了通过异乙炔基团连接的双芳香化合物，以及含有这些化合物的药用和化妆品组合物，以及其使用方法。
• Bi-aromatic compounds linked via a heteroethynylene radical, and pharmaceutical and cosmetic compositions containing them
  申请人：Galderama Research & Development.

  公开号：US20010056105A1

  公开（公告）日：2001-12-27

  Compounds of formula (I) 1 in which: Ar represents a radical chosen from formulae (a) to (c) below: 2 Z being O or S or N—R 6 , R 1 represents, in particular, a halogen atom, —CH 3 or carboxyl, R 2 and R 3 represent, in particular, H, alkyl or cycloalkyl, or R 2 and R 3 , taken together, form a 5 - or 6 -membered ring, R 4 and R 5 represent, in particular, H or a halogen atom, R 6 represents, in particular, H or alkyl, X represents a radical —Y—C≡C— Y representing O, S(O) n or SE(O) n , n being 0, 1 or 2, and the salts of the compounds of formula (I). These compounds can be used in particular in the treatment of dermatological complaints associated with a keratinization disorder, and for combating ageing of the skin.

  式(I)的化合物，其中：Ar代表从以下式(a)到(c)中选择的基团：2Z为O、S或N—R6，R1代表特别是卤素原子、—CH3或羧基，R2和R3代表特别是H、烷基或环烷基，或R2和R3一起形成一个5-或6-成员环，R4和R5代表特别是H或卤素原子，R6代表特别是H或烷基，X代表一个基团—Y—C≡C—Y，表示O、S(O)n或SE(O)n，其中n为0、1或2，以及式(I)的化合物的盐。这些化合物特别可用于治疗与角化障碍有关的皮肤疾病，并用于抗皮肤衰老。
• Carbene-Catalyzed Access to Thiochromene Derivatives: Control of Reaction Pathways via Slow Release of Thiols from Disulfides
  作者：Qifei Wu、Shuquan Wu、Juan Zou、Qingyun Wang、Chengli Mou、Pengcheng Zheng、Yonggui Robin Chi

  DOI：10.1021/acs.orglett.3c01414

  日期：2023.6.2

  as thiophenol precursors in organic synthesis. Herein, an N-heterocyclic carbene (NHC)-catalyzed reaction between α-bromoenals and 2,2′-dithiodibenzaldehydes was developed. Through the sustained release strategy, the side reaction can be effectively inhibited, and the chiral thiochromene derivatives can be obtained with good yields and high optical purities. Application studies showed encouraging results

  含有二硫键的底物更稳定、气味更小，可用作有机合成中的苯硫酚前体。在此，开发了 α-溴烯醛和 2,2'-二硫代二苯甲醛之间的 N-杂环卡宾 (NHC) 催化反应。通过缓释策略，可以有效抑制副反应，获得收率高、光学纯度高的手性硫色烯衍生物。当探索所需产品在农药开发中的抗菌效用时，应用研究显示出令人鼓舞的结果。
• Optimization of unique, uncharged thioesters as inhibitors of HIV replication
  作者：Pratibha Srivastava、Marco Schito、Rasem J. Fattah、Toshiaki Hara、Tracy Hartman、Robert W. Buckheit、Jim A. Turpin、John K. Inman、Ettore Appella

  DOI：10.1016/j.bmc.2004.09.032

  日期：2004.12

  A combinatorial chemistry approach was employed to prepare a restricted library of N-substituted S-acyl-2-mercapto-benzamide thioesters. It was shown that many members of this chemotype display anti-HIV activity via their ability to interact with HIV-1, HIV-2, SIV-infected cells, cell-free virus, and chronically and latently infected cells in a manner consistent with targeting of the highly conserved HIV-1 NCp7 zinc fingers. Compounds were initially screened using two different in vitro antiviral assays and evaluated for stability in neutral buffer containing 10% pooled human Serum using a spectrophotometric assay. These data revealed that there was no significant correlation between thioester stability and antiviral activity, however, a slight inverse correlation between serum stability and virucidal activity was noted. Based on the virucidal capability and the ability to select lead compounds to inhibit virus expression from latently infected TNFalpha-induced U1 cells, we next determined if these compounds could prevent HIV cell-to-cell transmission. Several thioesters demonstrated potent inhibition of HIV cell-to-cell transmission with EC50 values in the 80-100 nM range. Thus, we have optimized a series of restricted thioesters and provided evidence that serum stability is not required for antiviral activity. Moreover, selected compounds show potential for development as topical microbicides. (C) 2004 Elsevier Ltd. All rights reserved.
• "Mercaptan-tail" porphyrins: synthetic analogs for the active site of cytochrome P-450
  作者：James P. Collman、Susan E. Groh

  DOI：10.1021/ja00369a041

  日期：1982.3