2,3',5-三氯联苯 | 38444-81-4

• 物质功能分类: 分析化学 - 食品安全 - 二噁英，多氯联苯，呋喃
• 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: 2,3',5-三氯联苯
• 中文别名: 2,3’,5-三氯联苯
• 英文名称: 2,5,3'-trichlorobiphenyl
• 英文别名: 2,3',5-Trichlorobiphenyl；PCB 26；PCB-26；CB 26；CB-26；1,4-dichloro-2-(3-chlorophenyl)benzene
• CAS: 38444-81-4
• 化学式: C₁₂H₇Cl₃
• 分子量: 257.547
• InChiKey: ONNCPBRWFSKDMQ-UHFFFAOYSA-N

物化性质

• 熔点：
  40.5°C
• 沸点：
  334.36°C (rough estimate)
• 密度：
  1.3510 (rough estimate)
• 溶解度：
  9.82e-07 M
• 亨利常数：
  2.00e-04 atm-m3/mole
• 保留指数：
  1814;1836;1825.1;1834.5;1843.6;1844.1

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

ADMET

代谢

多氯联苯(PCBs)通过吸入、口服和皮肤接触途径被吸收。它们通过血液运输，通常与白蛋白结合。由于它们的亲脂性特性，它们倾向于在富含脂质的组织中积累，如肝脏、脂肪组织和皮肤。多氯联苯的代谢非常缓慢，并且根据氯化的程度和位置而有所不同。多氯联苯通过微粒体单加氧酶系统代谢，该系统由细胞色素P-450酶催化，转化为极性代谢物，这些代谢物可以与谷胱甘肽和葡萄糖醛酸结合。主要的代谢物是羟基化产物，通过胆汁和粪便排出。多氯联苯的缓慢代谢意味着它们倾向于在身体组织中积累。(L4, T6)

PCBs are absorbed via inhalation, oral, and dermal routes of exposure. They are trasported in the blood, often bound to albumin. Due to their lipophilic nature they tend to accumulate in lipid-rich tissues, such as the liver, adipose, and skin. Metabolism of PCBs is very slow and varies based on the degree and position of chlorination. PCBs are metabolized by the microsomal monooxygenase system catalyzed by cytochrome P-450 enzymes to polar metabolites that can undergo conjugation with glutathione and glucuronic acid. The major metabolites are hydroxylated products which are excreted in the bile and faeces. The slow metabolism of PCBs means they tend to accumulate in body tissues. (L4, T6)

来源:Toxin and Toxin Target Database (T3DB)

毒理性

• 毒性总结

PCB的作用机制因具体类型而异。类二噁烷PCB通过结合芳基烃受体，通过改变基因的转录来扰乱细胞功能，主要是通过诱导肝脏第一阶段和第二阶段酶的表达，特别是细胞色素P450家族。PCB的大多数毒性效应被认为是由Ah受体结合的结果。其他PCB被认为会干扰钙通道和/或改变大脑中的多巴胺水平。PCB还通过改变甲状腺激素的生成和结合到雌激素受体来引起内分泌紊乱，这可以刺激某些癌细胞的生长并产生其他雌激素效应，如生殖功能障碍。它们会通过结合到如uteroglobin等受体蛋白而生物累积。(A3, A4, A30, A66)

The mechanism of action varies with the specific PCB. Dioxin-like PCBs bind to the aryl hydrocarbon receptor, which disrupts cell function by altering the transcription of genes, mainly be inducing the expression of hepatic Phase I and Phase II enzymes, especially of the cytochrome P450 family. Most of the toxic effects of PCBs are believed to be results of Ah receptor binding. Other PBCs are believed to interfere with calcium channels and/or change brain dopamine levels. PCBs can also cause endocrine disurption by altering the production of thyroid hormones and binding to estrogen receptors, which can stimulate the growth of certain cancer cells and produce other estrogenic effects, such as reproductive dysfunction. They will bioaccumulate by binding to receptor proteins such as uteroglobin. (A3, A4, A30, A66)

来源:Toxin and Toxin Target Database (T3DB)

毒理性

• 致癌物分类

1, 对人类致癌。

1, carcinogenic to humans. (L135)

来源:Toxin and Toxin Target Database (T3DB)

毒理性

• 健康影响

PCBs最常见的健康影响是皮肤状况，如氯痤疮和皮疹。长期暴露于PCBs还可能导致肝脏、胃和肾脏损害、黄疸、水肿、贫血、免疫系统变化、行为改变以及生殖能力受损。

The most common health effects of PCBs are skin conditions such as chloracne and rashes. Chronic PCB exposure has also been shown to cause liver, stomach and kidney, damage, jaundice, edema, anemia, changes in the immune system, behavioral alterations, and impaired reproduction. (L4)

来源:Toxin and Toxin Target Database (T3DB)

毒理性

• 暴露途径

口服（L4级）；吸入（L4级）；皮肤给药（L4级）

Oral (L4) ; inhalation (L4) ; dermal (L4)

来源:Toxin and Toxin Target Database (T3DB)

毒理性

• 症状

慢性 PCB 暴露会导致如下症状：腹痛、恶心、呕吐、腹泻、头痛、眩晕、抑郁、神经紧张、皮肤和眼睛损伤、疲劳、月经周期不规律以及免疫力下降。

Chronic PCB exposure results in symptoms such as abdominal pain, nausea, vomiting, diarrhea, headache, dizziness, depression, nervousness, dermal and ocular lesions, fatigue, irregular menstrual cycles and a lowered immune response. (A3)

来源:Toxin and Toxin Target Database (T3DB)

安全信息

• 海关编码：
  2903999090

反应信息

• 作为产物：
  描述：

  1-氯-3-碘苯 、 1,4-二氯-2-碘苯 在 铜 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 2,3',5-三氯联苯
  参考文献：
  名称：

  Physical, spectral and chromatographic properties of all 209 individual PCB congeners

  摘要：

  Physical, spectral and chromatographic data for all 209 individual PCB congeners is presented. The individual congeners were synthesized and then isolated and purified. Recent emphasis on the source of the toxicity of commercial PCB formulations has increased the need for a complete set of the PCB congeners. Through the use of two capillary GC columns: 40% octadecyl/ 15% phenyl methyl siloxane and 50% phenyl methyl siloxane, it was possible to separate 201 PCB congeners with only four unresolved pairs. The data compiled in this study for all 209 congeners will aid in the identification of selected individual components of these environmental pollutants. The use of this data also presents the opportunity for the improved quantification of the commercial PCB formulations.

  DOI：

  10.1016/0045-6535(95)00140-4

文献信息

• Instruments for detecting low-molecular weight substance
  申请人：Mizukami Haruki

  公开号：US20050148097A1

  公开（公告）日：2005-07-07

  To provide the following instruments 1 and 2 as a low-molecular-weight substance detection instrument employing immunochromatography capable of detecting conveniently and sensitively detecting a low-molecular weight substance such as an environmental pollutant (e.g., a dioxin), as a target substance contained in a test sample: 1. an instrument, which comprises 1) a test sample application section with which a test sample is brought into contact; 2) a label product reaction section containing a label product containing, as a portion thereof, an antibody capable of binding to a target substance contained in the test sample, the label product being not bound to the reaction section; 3) an unbound label product capturing section containing an element capable of capturing the label product which is not bound to the target substance, the element being bound to the capturing section; and 4) a detection section containing a detection element which, when coming into contact with the target substance bound to the label product, causes a visually observable change, and 2. an instrument wherein a test sample is reacted with a labeled antibody containing, as a portion thereof, an antibody capable of binding to a target substance contained in the test sample, and the resultant reaction product is employed for detecting the target substance contained in the test sample.

  提供以下仪器1和2作为低分子量物质检测仪器，采用免疫层析技术，能够方便敏感地检测低分子量物质，例如环境污染物（例如二恶英），作为测试样品中包含的目标物质：1. 仪器，包括1）测试样品应用部分，用于将测试样品接触；2）标签产物反应部分，包含一种标签产物，其中包含一种能够结合到测试样品中的目标物质的抗体，标签产物未结合到反应部分；3）未结合标签产物捕获部分，包含一种能够捕获未结合到目标物质的标签产物的元素，该元素与捕获部分结合；以及4）检测部分，包含一种检测元素，当与结合到标签产物的目标物质接触时，会引起可视的变化；2. 仪器，其中测试样品与标记抗体反应，其中一部分包含能够结合到测试样品中的目标物质的抗体，产生的反应产物用于检测测试样品中包含的目标物质。
• Method and apparatus for decomposing halogenated aliphatic and aromatic compounds
  申请人：CANON KABUSHIKI KAISHA

  公开号：EP0968739A1

  公开（公告）日：2000-01-05

  A method for decomposing halogenated aliphatic hydrocarbon compounds or aromatic compounds characterized by contacting the compound to be decomposed with functional water under light irradiation, wherein the functional water is characterized by a hydrogen ion concentration (pH) of 1 - 4, an oxidation-reduction potential of 800 - 1500 mV (working electrode: platinum, reference electrode: silver-silver chloride) and a chlorine concentration of 5 - 150 mg/l, and the irradiation is carried out with light of a wavelength of 300 nm or more, with an intensity of 10 mW/cm2 or less. This method is carried out at room temperature under the atmospheric pressure. An apparatus for the method is also provided.

  一种分解卤代脂族烃化合物或芳香族化合物的方法，其特征是在光照射下将待分解的化合物与功能水接触，其中功能水的特征是氢离子浓度（pH）为 1 - 4，氧化-还原电位为 800 - 1500 mV（工作电极：铂，参比电极：氯化银-氯化银，氯浓度为 5 - 150 mg/l），照射是用波长为 300 nm 或更长、波长为 300 nm 或更强的光进行的：铂，参比电极：氯化银-氯化银），氯浓度为 5 - 150 毫克/升，光照强度为 10 毫瓦/平方厘米或以下，波长为 300 纳米或以上。该方法在常温常压下进行。还提供了用于该方法的装置。
• INSTRUMENTS FOR DETECTING LOW-MOLECULAR WEIGHT SUBSTANCE
  申请人：Enbiotec Laboratories Co., Ltd.

  公开号：EP1489420A1

  公开（公告）日：2004-12-22

  To provide the following instruments 1 and 2 as a low-molecular-weight substance detection instrument employing immunochromatography capable of detecting conveniently and sensitively detecting a low-molecular weight substance such as an environmental pollutant (e.g., a dioxin), as a target substance contained in a test sample: 1. an instrument, which comprises 1) a test sample application section with which a test sample is brought into contact; 2) a label product reaction section containing a label product containing, as a portion thereof, an antibody capable of binding to a target substance contained in the test sample, the label product being not bound to the reaction section; 3) an unbound label product capturing section containing an element capable of capturing the label product which is not bound to the target substance, the element being bound to the capturing section; and 4) a detection section containing a detection element which, when coming into contact with the target substance bound to the label product, causes a visually observable change, and 2. an instrument wherein a test sample is reacted with a labeled antibody containing, as a portion thereof, an antibody capable of binding to a target substance contained in the test sample, and the resultant reaction product is employed for detecting the target substance contained in the test sample.

  提供以下仪器 1 和 2，作为一种采用免疫层析技术的低分子量物质检测仪器，能够方便、灵敏地检测作为检测样品中目标物质的低分子量物质，如环境污染物（如二恶英）： 1.仪器，包括：1）测试样品应用部分，测试样品与之接触；2）标签产品反应部分，包含标签产品，作为其一部分，该标签产品含有能够与测试样品中所含目标物质结合的抗体，标签产品未与反应部分结合；3) 非结合标签产品捕获部分，包含能够捕获未与目标物质结合的标签产品的元件，该元件与捕获部分结合；以及 4) 检测部分，包含检测元件，该元件与结合在标签产品上的目标物质接触时，会引起视觉上可观察到的变化，以及 2. 2. 一种仪器，其中测试样品与标记抗体反应，标记抗体的一部分能够与测试样品中的目标物质结合，反应产物用于检测测试样品中的目标物质。
• METHOD OF DECOMPOSING HALOGENATED ALIPHATIC HYDROCARBON COMPOUNDS OR AROMATIC COMPOUNDS AND APPARATUS TO BE USED FOR THE SAME AS WELL AS METHOD OF CLARIFYING EXHAUST GAS AND APPARATUS TO BE USED FOR THE SAME
  申请人：——

  公开号：US20020130030A1

  公开（公告）日：2002-09-19

  A method for decomposing halogenated aliphatic hydrocarbon compounds or aromatic compounds characterized by contacting the compound to be decomposed with functional water under light irradiation, wherein the functional water is characterized by a hydrogen ion concentration (pH) of 1-4, an oxidation-reduction potential of 800-1500 mV (working electrode: platinum, reference electrode: silver-silver chloride) and a chlorine concentration of 5-150 mg/l, and the irradiation is carried out with light of a wavelength of 300 nm or more, with an intensity of 10 mW/cm 2 or less. This method is carried out at room temperature under the atmospheric pressure. An apparatus for the method is also provided.

  一种分解卤代脂族烃化合物或芳香族化合物的方法，其特征是在光照射下将待分解的化合物与功能水接触，其中功能水的特征是氢离子浓度（pH值）为1-4，氧化还原电位为800-1500毫伏（工作电极：铂，参比电极：氯化银-氯化银），氯浓度为5-150毫克/升，光照强度为10毫瓦/厘米，波长为300纳米或以上的光进行照射。 2 或更低。该方法在常温常压下进行。还提供了用于该方法的装置。
• Apparatus for decomposing halogenated aliphatic hydrocarbon compounds or aromatic compounds
  申请人：CANON KABUSHIKI KAISHA

  公开号：US20030196886A1

  公开（公告）日：2003-10-23

  An apparatus for decomposing a target substance, which is a halogenated aliphatic hydrocarbon compound or a halogenated aromatic compound. This apparatus has a water tank for holding water containing chlorine and for contacting the target substance with the chlorine, a means for feeding the target substance to the water, a light source for irradiating the water containing the supplied target substance with light at a wavelength of 300 nm to 500 nm, and a means for reducing a chlorine concentration of a wastewater discharged from the water tank by contacting the wastewater with air.

  一种用于分解卤代脂族烃化合物或卤代芳香族化合物的目标物质的装置。该装置有一个用于盛放含氯的水并使目标物质与氯接触的水箱、一个用于向水中注入目标物质的装置、一个用于用波长为 300 纳米至 500 纳米的光照射含有目标物质的水的光源，以及一个通过使废水与空气接触来降低从水箱排出的废水的氯浓度的装置。

表征谱图