2,2'-硒基二苯甲酸 | 86571-08-6

• 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'-硒基二苯甲酸
• 中文别名: 双（2-羧苯基）硒化物
• 英文名称: 2,2'-selenedibenzoic acid
• 英文别名: 2,2'-Dicarboxy-diphenylselenid；2,2'-selanediyl-di-benzoic acid；2,2'-Selandiyl-di-benzoesaeure；Bis-(2-carboxy-phenyl)-selenid；Diphenylselenid-dicarbonsaeure-(2.2')；2,2'-selenobis-benzoic acid；diseleno salicylic acid；Bis(2-carboxyphenyl)selenide；2-(2-carboxyphenyl)selanylbenzoic acid
• CAS: 86571-08-6
• 化学式: C₁₄H₁₀O₄Se
• 分子量: 321.191
• InChiKey: BHCZOKQWDQZQFK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.74
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  74.6
• 氢给体数：
  2
• 氢受体数：
  4

安全信息

• 海关编码：
  2916399090

反应信息

• 作为反应物：
  描述：

  2,2'-硒基二苯甲酸 在 氯化亚砜 、 氨 作用下， 以 乙腈 、 苯 为溶剂， 反应 0.5h， 生成 bis(2-carbamoylphenyl) selenide
  参考文献：
  名称：

  Crucial Role of Selenium in the Virucidal Activity of Benzisoselenazol-3(2H)-ones and Related Diselenides

  摘要：

  合成了多种N-取代苯异硒唑-3(2H)-酮及其非含硒类似物，并对选定的病毒（HHV-1、EMCV和VSV）进行了测试，以确定硒在抗病毒活性中的作用程度。这里呈现的数据表明，硒的存在对于苯异硒唑-3(2H)-酮的抗病毒特性至关重要，因为其具有不同取代基但缺乏硒的同构结构类似物要么没有显示抗病毒活性，要么其活性明显较低。苯异硒唑-3(2H)-酮的开链类似物——二硒化物也表现出高抗病毒活性，而硒化物和二硫化物对模型病毒则完全无活性。

  DOI：

  10.3390/molecules15118214
• 作为产物：
  描述：

  o-Carboxybenzenediazonium 生成 2,2'-硒基二苯甲酸
  参考文献：
  名称：

  DE319164

  摘要：

  公开号：

文献信息

• 用于测定多硫化半胱氨酸氟硼吡咯类荧光团 衍生物及其应用
  申请人：中国科学院烟台海岸带研究所

  公开号：CN105001250B

  公开（公告）日：2017-09-26

  本发明涉及用于检测多硫化半胱氨酸(CysSnSSH，n>1)的荧光探针，具体的说是一种用于测定多硫化半胱氨酸氟硼吡咯类荧光团(BODIPY)衍生物及其应用。荧光团衍生物如通式Ⅰ所示，通式Ⅰ中：R1(检测基团)为巯基苯甲酰基、硒酚苯甲酰基或碲酚苯甲酰基；R2(定位功能基团)为巯基苯甲酰基、硒酚苯甲酰基、碲酚苯甲酰基、丁基三苯基磷基、N‑丙基吗啉基、生物素基、叶酸基、糖基链基或C1‑25烷基；X为H或卤素；Y为N或C；Z为N或O。本发明CysSnSSH荧光探针的该类化合物，在CysSnSSH存在下对应的荧光强度将发生变化，可用于CysSnSSH的检测，并可大大降低外部检测条件的干扰，节省样品处理时间，提高检测精度。
• Unexpected Formation and Potent Antioxidant Activity of Macrocyclic Dimers Containing Disulfide and Selenide Groups
  作者：Jacob D. R. McMillan、Kai N. Sands、Gary S. Cooney、Benjamin S. Gelfand、Thomas G. Back

  DOI：10.1002/anie.202213744

  日期：2022.12.12

  Oxidation and hydrolysis of selenides containing alkyl or benzylic bis(thioacetoxy) groups resulted in the unexpected formation of macrocyclic dimers, each containing two selenide and two disulfide bonds. These compounds exhibited potent catalytic antioxidant activity. Kinetic experiments indicated an autocatalytic mechanism involving the corresponding selenoxide and hydroxy perhydroxy selenurane intermediates

  含有烷基或苄基双（硫代乙酰氧基）基团的硒化物的氧化和水解导致意外形成大环二聚体，每个大环二聚体包含两个硒化物和两个二硫键。这些化合物表现出有效的催化抗氧化活性。动力学实验表明涉及相应的硒氧化物和羟基过羟基硒脲烷中间体的自催化机制。
• Lesser; Weiss, Chemische Berichte, 1913, vol. 46, p. 2648
  作者：Lesser、Weiss

  DOI：——

  日期：——
• WO2007/44641
  申请人：——

  公开号：——

  公开（公告）日：——
• Aromatic Derivatives and Tellurium Analogues of Cyclic Seleninate Esters and Spirodioxyselenuranes That Act as Glutathione Peroxidase Mimetics
  作者：Thomas G. Back、Dušan Kuzma、Masood Parvez

  DOI：10.1021/jo0512711

  日期：2005.11.1

  Several novel organoselenium and tellurium compounds were prepared and evaluated as mimetics of the selenoenzyme glutathione peroxidase, which protects cells from oxidative stress by reducing harmful peroxides with the thiol glutathione. The compounds were tested for catalytic activity in a model system wherein tert-butyl hydroperoxide or hydrogen peroxide were reduced with benzyl thiol and the rate of the reaction was measured by monitoring the formation of dibenzyl disulfide. Thus, aromatic derivatives 19, 22, 24, and 25 proved to be inferior catalysts compared to the parent cyclic seleninate ester 14 and spirodioxyselenurane 16. In the case of 19 and 22, this was the result of their rapid conversion to the relatively inert selenenyl sulfides 31 and 32, respectively. In general, hydrogen peroxide was reduced faster than tert-butyl hydroperoxide in the presence of the selenium-based catalysts. The cyclic tellurinate ester 27 and spirodioxytellurane 29 proved to be superior catalysts to their selenium analogues 14 and 16, respectively, resulting in the fastest reaction rates by far of all of the compounds we have investigated to date. Oxidation of 29 with hydrogen peroxide produced the unusual and unexpected peroxide 33, in which two hypervalent octahedral tellurium moieties are joined by ether and peroxide bridges. The structure of 33 was confirmed by X-ray crystallography. Although 33 displayed strong catalytic activity when tested independently in the model system, its relatively slow formation from the oxidation of 29 rules out its intermediacy in the catalytic cycle of 29.