3H-2,1-benzoxaselenol-3-one Se-oxide | 865855-25-0

• 分子结构分类: 有机化合物 - 苯类化合物
• 英文名称: 3H-2,1-benzoxaselenol-3-one Se-oxide
• 英文别名: benzo-3-oxo-1,2-oxaselenolane Se-oxide；1-Oxo-2,1lambda4-benzoxaselenol-3-one；1-oxo-2,1λ4-benzoxaselenol-3-one
• CAS: 865855-25-0
• 化学式: C₇H₄O₃Se
• 分子量: 215.067
• InChiKey: YVYODVQHXWTBLJ-UHFFFAOYSA-N

物化性质

• 沸点：
  135.9±23.0 °C(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.02
• 重原子数：
  11
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3H-2,1-benzoxaselenol-3-one Se-oxide 在 4-二甲氨基吡啶 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 生成
  参考文献：
  名称：

  硫化氢介导的硒烯基硫化物的串联反应及其在荧光探针开发中的应用。

  摘要：

  发现了H 2 S与含有苯甲酸酯模板的亚硒基硫化物之间的独特反应。H 2 S可能会特别引发该反应，并导致酯键断裂。该反应不受诸如谷胱甘肽和半胱氨酸之类的硫醇的存在的影响。通过该反应，合成并评估了一系列荧光探针。探针在缓冲液和细胞中均表现出对H 2 S的高灵敏度/选择性。

  DOI：

  10.1021/acs.orglett.9b02844
• 作为产物：
  描述：

  双（2-羧基苯基）二硒化物 在 叔丁基过氧化氢 、 sodium tetrahydroborate 作用下， 以 四氢呋喃 、 乙醇 、 二氯甲烷 、 水 为溶剂， 反应 15.25h， 生成 3H-2,1-benzoxaselenol-3-one Se-oxide
  参考文献：
  名称：

  Aromatic Derivatives and Tellurium Analogues of Cyclic Seleninate Esters and Spirodioxyselenuranes That Act as Glutathione Peroxidase Mimetics

  摘要：

  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.

  DOI：

  10.1021/jo0512711
• 作为试剂：
  描述：

  苄硫醇 在 3H-2,1-benzoxaselenol-3-one Se-oxide 双氧水 作用下， 以 甲醇 、 二氯甲烷 、 水 为溶剂， 生成 二苄基二硫
  参考文献：
  名称：

  WO2007/44641

  摘要：

  公开号：