1,3,6,8-四氯二苯并呋喃 | 30402-14-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并呋喃
• 中文名称: 1,3,6,8-四氯二苯并呋喃
• 英文名称: 1,2,3,4-tetrachlorodibenzofuran
• 英文别名: 1,2,3,4-tetrachlorodibenzo[b,d]furan；1,2,3,4-tetrachloro-dibenzofuran
• CAS: 30402-14-3
• 化学式: C₁₂H₄Cl₄O
• 分子量: 305.975
• InChiKey: AETAPIFVELRIDN-UHFFFAOYSA-N

物化性质

• 熔点：
  169.0 °C
• 保留指数：
  2318;2310;2310

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  17
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  13.1
• 氢给体数：
  0
• 氢受体数：
  1

ADMET

代谢

在现有文献中没有找到关于二苯并呋喃在哺乳动物体内的代谢信息。细菌Sphingomonas、Brevibacterium、Terrabacter和Staphylococcus auricularis通过二苯并呋喃4,4a-二加氧酶将二苯并呋喃降解为2,2',3-三羟基联苯。

No information on the metabolism of dibenzofuran in mammalian organisms was found in the available literature. The bacteria Sphingomonas, Brevibacterium, Terrabacter, and Staphylococcus auricularis degrade dibenzofuran to 2,2',3-trihydroxybiphenyl via dibenzofuran 4,4a-dioxygenase. (L952)

来源:Toxin and Toxin Target Database (T3DB)

毒理性

• 毒性总结

卤素代二苯并呋喃（PCDFs和PBDFs）与芳基烃受体（AhR）结合，增加了其在XRE（外源化合物响应元件）启动子区域激活转录的能力。具体来说，AhR与PCDF结合，将其转运到细胞核，并与芳烃核转运蛋白（ARNT）和外来化合物响应元件（XRE）一起增加CYP1A1和芳基烃羟化酶（CYP1B1）的表达。AhR信号还通过环氧合酶-2增加花生四烯酸转化为前列腺素，改变Wnt/β-连环蛋白信号，下调Sox9，并改变炎症细胞因子受体的信号传导。AhR信号还改变类固醇激素受体的蛋白体降解，改变细胞的UVB应激反应，并改变某些T细胞亚群的分化。由此产生的AhR介导的激活和改变导致体重减轻、癌症和胸腺萎缩（免疫和内分泌紊乱的特征），这是对PCDFs和相关有毒卤素代芳基烃的常见毒性反应。

Halogenated dibenzofurans (PCDFs and PBDFs) bind the aryl hydrocarbon receptor (AhR), which increases its ability to activate transcription in the XRE (xenobiotic resoponse element) promoter region. Specifically AhR binds to the PCDF, translocates it to the nucleus and together with hydrocarbon nuclear translocator (ARNT) and xenobiotic responsive element (XRE) increases the expression of CYP1A1 and aryl hydrocarbon hydroxylase (CYP1B1). AhR signaling also increseases conversion of arachidonic acid to prostanoids via cyclooxygenase-2, alters Wnt/beta-catenin signaling downregulating Sox9 and alters signaling by receptors for inflammatory cytokines. AhR signalling also alters proteasomal degradation of steroid hormone receptors, alters cellular UVB stress response and changes the differentiation of certain T-cell subsets. The resulting AhR mediated activation and alteration leads to body weight loss, cancer and thymic atrophy (characteristic of immune and endocrine disruption) which are common toxic responses to PCDFs and related toxic halogenated aryl hydrocarbons.

来源:Toxin and Toxin Target Database (T3DB)

毒理性

• 致癌物分类

3, 其对人类致癌性无法分类。

3, not classifiable as to its carcinogenicity to humans. (L135)

来源:Toxin and Toxin Target Database (T3DB)

毒理性

• 健康影响

CDFs会导致呕吐和腹泻、贫血、更频繁的肺部感染、麻木以及神经系统等其他影响，以及肝脏的轻微变化。然而，在摄入CDFs的人中没有发现永久性的肝脏变化或明确的肝脏损伤。

CDFs cause vomiting and diarrhea, anemia, more frequent lung infections, numbness and other effects on the nervous system, and mild changes in the liver. However, there were no permanent liver changes or definite liver damage found in people who ingested CDFs. (L952)

来源:Toxin and Toxin Target Database (T3DB)

毒理性

• 暴露途径

吸入 (L952) ; 皮肤 (L952) ; 口服 (L952)

Inhalation (L952) ; dermal (L952) ; oral (L952)

来源:Toxin and Toxin Target Database (T3DB)

毒理性

• 症状

皮肤和眼部刺激，尤其是严重的痤疮、肤色变黑和带有分泌物的肿胀眼睑是CDF中毒最明显的健康影响。

Skin and eye irritations, especially severe acne, darkened skin color, and swollen eyelids with discharge are the most obvious health effects of the CDF poisoning. (L952)

来源:Toxin and Toxin Target Database (T3DB)

反应信息

• 作为反应物：
  描述：

  1,3,6,8-四氯二苯并呋喃 在 N-氯代丁二酰亚胺 、 三氟甲磺酸 作用下， 以 氯仿 为溶剂， 反应 24.0h， 以7%的产率得到1,2,3,4,6,7,8,9-八氯二苯并呋喃
  参考文献：
  名称：

  超强酸促进多氯二苯并呋喃的合成

  摘要：

  多氯二苯并呋喃是一步制备的，其方法是邻氯苯腈与芳烃在三氟甲磺酸中缩合。提出了一种机制，该机制涉及单质子化醌（碳鎓离子）的形成，对芳烃的亲电攻击以及碳正离子中间体的环化。通过光谱学和理论研究进一步检查了化学反应。

  DOI：

  10.1016/j.tetlet.2016.06.100
• 作为产物：
  描述：

  二苯并呋喃 在 氯 作用下， 生成 1,3,6,8-四氯二苯并呋喃
  参考文献：
  名称：

  Biosorption of 1,2,3,4-tetrachlorodibenzo-p-dioxin and polychlorinated dibenzofurans by Bacillus pumilus

  摘要：

  Microbial adsorption of 1,2,3,4-tetrachlorodibenzo-p-dioxin (1,2,3,4-TCDD) and various polychlorinated dibenzofurans (PCDFs) was investigated in an effort to determine the significance of microorganisms as potential agents in transferring the molecules in the environment. The microorganisms used in this study were cultivated under low nutrient conditions for 2 months. The increase and decrease of 1,2,3,4-TCDD and PCDFs in the samples were measured by GC/MS. The peak of dibenzofuran (DBF), added as an internal standard, was compared with the peaks of 1,2,3,4-TCDD and PCDFs. The results showed that the dead biomass of microorganisms could remove these molecules from the medium more effectively than live cells. The subsequent studies suggested that the removal of the molecules be concerned with the unknown biocompound(s) of which secretion is pronounced at high temperature. UV-VIS spectrometry was used to monitor the change in the concentration of biocompound(s). (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0043-1354(99)00100-1

文献信息

• N-(azabicyclo moieties)-substituted hetero-bicyclic aromatic compounds for the treatment of disease
  申请人：——

  公开号：US20030176702A1

  公开（公告）日：2003-09-18

  The invention provides compounds of Formula I: 1 wherein Azabicyclo is 2 W 0 is a bicyclic moiety and is 3 These compounds may be in the form of pharmaceutical salts or compositions, may be in pure enantiomeric form or racemic mixtures, and are useful in pharmaceuticals in which &agr;7 is known to be involved.

  本发明提供了I式化合物：1其中Azabicyclo是2W0是一个双环基团，是3这些化合物可以是药物盐或组合物的形式，可以是纯对映体形式或混合物，适用于已知涉及α7的药物中。
• MOLD CAPABLE OF DEGRADING DIOXIN, DEGRADATION OF DIOXIN WITH THE USE OF THE SAME, METHOD FOR PRODUCING COMPOSTS CAPABLE OF DEGRADING DIOXIN AND METHOD FOR GROWING PLANTS
  申请人：IDEMITSU KOSAN COMPANY LIMITED

  公开号：EP1074611A1

  公开（公告）日：2001-02-07

  The invention provides lignin-degradable fungi capable of degrading dioxins that have accumulated in the soil for farm crops, into harmless substances; a method for degrading dioxins by applying the fungi to a dioxin-containing object to such a degree that the cell concentration in the object reaches at least 1 × 102 cfu per gram of the object; compost containing the fungi; a method for producing compost that comprises a step of thermally fermenting a lignin-containing, plant-derived organic material to be compost, at a temperature falling between 65 and 100°C for at least 2 hours, followed by inoculating the thus-fermented material with lignin degrading enzymes-producing fungi and further fermenting it; and a method of using the compost for cultivating plants.

  本发明提供了可降解木质素的真菌，该真菌能够将农作物土壤中积累的二恶英降解为无害物质；一种降解二恶英的方法，该方法是将真菌施用到含二恶英的物体上，使该物体中的细胞浓度达到每克物体至少 1×102 cfu；含有该真菌的堆肥；一种生产堆肥的方法，该方法包括以下步骤：将含有木质素的植物有机材料在 65 至 100°C 的温度下热发酵至少 2 小时，然后将产生木质素降解酶的真菌接种到发酵材料中并进一步发酵；以及将堆肥用于栽培植物的方法。
• WHITE ROT FUNGUS AND METHOD FOR DEGRADING DIOXINS BY USING THE SAME
  申请人：Wakao Construction Co., Ltd.

  公开号：EP1114680A1

  公开（公告）日：2001-07-11

  White rot fungi capable of decomposing dioxin were screened from rotten wood to isolate the MZ-340 strain. This MZ-340 could be cultured in the Kirk liquid medium (HCLN) or PDB medium. New systems that can be used to decompose dioxins in incineration ash were constructed using this MZ-340 strain. The present invention can decompose dioxins in incineration ash effectively and efficiently in both solid phase systems and liquid phase systems. Thus, the present invention enables the prevention of environmental pollution by dioxins generated during incineration and also the clean up of dioxin pollutants.

  从朽木中筛选出能够分解二恶英的白腐真菌，并分离出 MZ-340 菌株。这种 MZ-340 菌株可在 Kirk 液体培养基（HCLN）或 PDB 培养基中培养。利用该 MZ-340 菌株构建了可用于分解焚烧灰中二恶英的新系统。本发明在固相系统和液相系统中都能有效和高效地分解焚烧灰中的二恶英。因此，本发明可以防止焚烧过程中产生的二恶英对环境造成污染，还可以清除二恶英污染物。
• METHOD FOR MEASURING TRACE AMOUNT OF MATERIAL BY USE OF QUARTS RESONATOR
  申请人：National Institute of Advanced Industrial Science and Technology

  公开号：EP1508793A1

  公开（公告）日：2005-02-23

  A measurement method which contains: immobilizing a sample on a quartz oscillator which has a recognition element having a specific binding ability to a particular analyte, and a stabilizer for the said recognition element, which stabilizer comprises a synthetic polymer, immobilized thereon; measuring the amount of change in the frequency; comparing the results with the amount of change in the frequency of a quartz oscillator obtained by using a competitive standard substance; and thereby measuring an amount of said analyte in the measured sample.

  测量方法包括 将样品固定在石英振荡器上，石英振荡器上有一个与特定分析物具有特定结合能力的识别元件，以及上述识别元件的稳定器，稳定器包括固定在其上的合成聚合物； 测量频率的变化量 将结果与使用竞争性标准物质获得的石英振荡器频率变化量进行比较；从而 测量被测样品中所述分析物的含量。
• Synchronised variation of source conditions of an atmospheric pressure chemical ionisation mass spectrometer coupled to a gas chromatograph to improve stability during analysis
  申请人：Micromass UK Limited

  公开号：US10141172B2

  公开（公告）日：2018-11-27

  A mass spectrometer is disclosed comprising a gas chromatography separation device, an atmospheric pressure ionization ion source and a control system arranged and adapted: (i) to operate the atmospheric pressure ionization ion source at one or more first settings for a first period of time while one or more solvents elute from the gas chromatography separation device during a solvent front; and then (ii) to operate the atmospheric pressure ionization ion source at one or more second different settings for a second subsequent period of time while one or more analytes elute from the gas chromatography separation device.

  本发明公开了一种质谱仪，该质谱仪包括气相色谱分离装置、常压电离离子源和控制系统，控制系统的布置和适配：(i) 在溶剂前沿期间，当一种或多种溶剂从气相色谱分离装置洗脱时，在第一时间段内以一种或多种第一设置操作常压电离离子源；然后 (ii) 在随后的第二时间段内，当一种或多种分析物从气相色谱分离装置洗脱时，在一种或多种第二不同设置操作常压电离离子源。