5,5'-dichloro-2,2'-(diselanediyl)dibenzoic acid | 1046152-49-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 5,5'-dichloro-2,2'-(diselanediyl)dibenzoic acid
• 英文别名: 2-[(2-Carboxy-4-chlorophenyl)diselanyl]-5-chlorobenzoic acid
• CAS: 1046152-49-1
• 化学式: C₁₄H₈Cl₂O₄Se₂
• 分子量: 469.041
• InChiKey: TVTUOIVYXUQSOG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.66
• 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：
  74.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  5,5'-dichloro-2,2'-(diselanediyl)dibenzoic acid 在 lithium aluminium tetrahydride 、 air 作用下， 以 四氢呋喃 为溶剂， 以50%的产率得到2,2'-diselenobis(5-chlorobenzyl)alcohol
  参考文献：
  名称：

  取代基对作为谷胱甘肽过氧化物酶模拟物的芳香族环硒代酯和螺二氧基硒脲类的催化活性的影响

  摘要：

  在一系列芳族环状硒代酸酯和螺二氧基硒代脲酮中研究了取代基的作用，它们起着抗氧化剂硒代酶谷胱甘肽过氧化物酶模拟物的作用。甲氧基取代的亚硒酸酯被证明是最有效的用苄基硫醇还原过氧化氢的催化剂，并且通过给电子取代基提高了这两种反应速率。哈米特图分别表明亚硒酸盐和亚硒酸盐的ρ= -0.45和-3.1，这表明硒的氧化是其催化循环的速率决定步骤。

  DOI：

  10.1021/jo800381s
• 作为产物：
  描述：

  2-氨基-5-氯苯甲酸 在 盐酸 、 sodium nitrite 、 sodium diselenide 作用下， 以 水 为溶剂， 反应 0.5h， 生成 5,5'-dichloro-2,2'-(diselanediyl)dibenzoic acid
  参考文献：
  名称：

  设计，合成和评估作为对抗阿尔茨海默氏病的多靶标配体的氯喹醇-依布硒啉杂种†

  摘要：

  设计，合成和评估了通过将金属螯合剂氯喹醇和抗氧化剂依布硒啉融合而获得的一系列新型化合物，这些化合物可作为针对阿尔茨海默氏病（AD）的多靶标配体。具体而言，与它们的母体化合物喹喔啉和依伯硒仑相比，这些杂种显示出显着的抑制自我和Cu（II）诱导的淀粉样β（Aβ）聚集的能力，并充当了杰出的抗氧化剂和生物金属螯合剂。此外，该杂种在依布硒啉相关的药理特性方面显示出显着改善，包括模仿谷胱甘肽过氧化物酶和清除H 2 O 2的能力。在这些分子中，化合物10h被确定为AD治疗的潜在先导化合物。重要的是，发现该化合物具有快速的H 2 O 2清除活性和谷胱甘肽过氧化物酶样（GPx样）活性。此外，化合物10h能够有效地分解预制的自我和Cu（II）诱导的Aβ聚集体。此外，在高达2000 mg kg -1的剂量下，10h能够穿透中枢神经系统（CNS），并且在小鼠中没有表现出任何急性毒性。

  DOI：

  10.1039/c5ra26797h

文献信息

• Computer-assisted designed “selenoxy–chinolin”: a new catalytic mechanism of the GPx-like cycle and inhibition of metal-free and metal-associated Aβ aggregation
  作者：Zhiren Wang、Yali Wang、Wenrui Li、Zhihong Liu、Zonghua Luo、Yang Sun、Ruibo Wu、Ling Huang、Xingshu Li

  DOI：10.1039/c5dt02130h

  日期：——

  Using support from rational computer-assisted design, a novel series of hybrids designed by fusing the metal-chelating agent CQ and the antioxidant ebselen were synthesized and evaluated as multitarget-directed ligands.

  利用理性计算机辅助设计的支持，通过融合金属螯合剂CQ和抗氧化剂ebselen设计的新型混合物系列被合成并评估为多靶点定向配体。
• 一种嘧啶硒苯甲酸类衍生物及其制备方法和作为除草剂的应用
  申请人：常州大学

  公开号：CN113651760B

  公开（公告）日：2023-07-25

  本发明属于除草剂技术领域，具体涉及一种嘧啶硒苯甲酸类衍生物及其制备方法和作为除草剂的应用。所述化合物为氨基苯甲酸重氮化与过硒化钠进行亲核取代，形成双硒双苯甲酸中间体，再与4，6‑二甲氧基‑2‑甲磺酰基嘧啶进行缩合，即可得到目标化合物。所述化合物在45g a.i./hm2能有效防治及处理稗草、马齿苋、牛筋草、狗尾草等禾本科杂草和阔叶杂草，同时对环境友好，毒性低，对农作物棉花高度安全，可作为棉花田的候选除草剂，达到提高作物产量和品质的目的。
• Inhibition of thioredoxin reductase by a novel series of bis-1,2-benzisoselenazol-3(2H)-ones: Organoselenium compounds for cancer therapy
  作者：Jie He、Dongdong Li、Kun Xiong、Yongjie Ge、Hongwei Jin、Guozhou Zhang、Mengshi Hong、Yongliang Tian、Jin Yin、Huihui Zeng

  DOI：10.1016/j.bmc.2012.04.033

  日期：2012.6

  Thioredoxin reductase (TrxR) is critical for cellular redox regulation and is involved in tumor proliferation, apoptosis and metastasis. Its C-terminal redox-active center contains a cysteine (Cys497) and a unique selenocysteine (Sec498), which are exposed to solvent and easily accessible. Thus, it is becoming an important target for anticancer drugs. Selective inhibition of TrxR by 1,2-(bis-1,2-benzisoselenazol-3(2H)-one)ethane (4a) prevents proliferation of several cancer cell lines both in vivo and in vitro. Using the structure of 4a as a starting point, a series of novel bis-1,2-benzisoselenazol-3(2H)-ones was designed, prepared and tested to explore the structure-activity relationships (SARs) for this class of inhibitor and to improve their potency. Notably, 1,2-(5,5'-dimethoxybis(1,2-benzisoselenazol-3(2H)-one))ethane (12) was found to be more potent than 4a in both in vitro and in vivo evaluation. Its binding sites were confirmed by biotin-conjugated iodoacetamide assay and a SAR model was generated to guide further structural modification. (C) 2012 Elsevier Ltd. All rights reserved.
• Synthesis and evaluation of 8-hydroxyquinolin derivatives substituted with (benzo[d][1,2]selenazol-3(2H)-one) as effective inhibitor of metal-induced Aβ aggregation and antioxidant
  作者：Bo Wang、Zhiren Wang、Hong Chen、Chuan-Jun Lu、Xingshu Li

  DOI：10.1016/j.bmc.2016.08.017

  日期：2016.10

  A series of 8-hydroxyquinolin derivatives substituted with (benzo[d][1,2]selenazol-3(2H)-one) at the 2 position were synthesized and evaluated for treatment of Alzheimer's disease. In vitro assays demonstrated that most of the target compounds exhibit significant inhibition of Cu(II)-induced A beta(1-42) aggregation, rapid H2O2 scavenging and glutathione peroxidise (GPx)-like catalytic activity. Among these molecules, compound 9a is the most potent peroxide scavenger that possesses the ability to scavenge most H2O2 within 200-220 mm and possesses GPx-like activity (v(0) = 106.0 mu M.min(-1)), enabling modulation of metal -induced All aggregation. (C) 2016 Elsevier Ltd. All rights reserved.
• Novel tacrine–ebselen hybrids with improved cholinesterase inhibitory, hydrogen peroxide and peroxynitrite scavenging activity
  作者：Fei Mao、Jianwen Chen、Qi Zhou、Zonghua Luo、Ling Huang、Xingshu Li

  DOI：10.1016/j.bmcl.2013.10.034

  日期：2013.12

  A series of tacrine-ebselen hybrids were synthesised and evaluated as possible multifunctional anti-Alzheimer's disease (AD) agents. Compound 6i, which is tacrine linked with 5,6-dimethoxybenzo[d][1,2]selenazol-3(2H)-one by a six-carbon spacer, was the most potent acetylcholinesterase (AChE) and butylcholinesterase (BuChE) inhibitor, with IC50 values of 2.55 and 2.80 nM, respectively. Furthermore, this compound demonstrated similar hydrogen peroxide and peroxynitrite scavenging activity as ebselen by horseradish peroxidase assay and peroxynitrite scavenging activity assay, indicating that this hybrid is a good multifunctional drug candidate for the treatment of AD. (C) 2013 Elsevier Ltd. All rights reserved.