2,6-二氯-4-(3,4-二氯苯基)苯酚 | 111810-41-4

• 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: 2,6-二氯-4-(3,4-二氯苯基)苯酚
• 英文名称: 3,3',4',5-Tetrachloro-(1,1'-biphenyl)-4-ol
• 英文别名: 4′-hydroxy-3,3′,4,5′-tetrachlorobiphenyl；4'-hydroxy-3,3',4,5'-tetrachlorobiphenyl；4-Hydroxy-3,3',4',5-tetrachlorobiphenyl；3,3',4',5-tetrachloro-biphenyl-4-ol；3,3',4',5-tetrachlorobiphenyl-4-ol；4-OH-3,3',4',5-tetrachlorobiphenyl；2,6-dichloro-4-(3,4-dichlorophenyl)phenol
• CAS: 111810-41-4
• 化学式: C₁₂H₆Cl₄O
• 分子量: 307.991
• InChiKey: RQGVZEFZWFEKQR-UHFFFAOYSA-N

物化性质

• 沸点：
  385.1±37.0 °C(Predicted)
• 密度：
  1.532±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.2
• 重原子数：
  17
• 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：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2,6-二氯-4-(3,4-二氯苯基)苯酚 、 棕榈酰氯 在 吡啶 作用下， 反应 1.0h， 生成 4-hydroxy-3,3',4',5-tetrachlorobiphenyl palmitic acid ester
  参考文献：
  名称：

  Covalent binding of PCB metabolites to lipids: route of formation and characterization

  摘要：

  1. After an oral dose of C-14-labelled 3,3',4,4'-tetrachlorobiphenyl (CB-77), the conventional germ-free and bile-duct cannulated male Sprague-Dawley rat excreted approximately 80% of the dose in faeces and/or bile within 3 days.2. For the germ-free and conventional rat, 15%, of the dose was excreted via the faeces as metabolites covalently bound to lipids. Bile-duct-cannulated rats excreted similar amounts of lipid-bound metabolites in the bile. The lipid-bound metabolites appear to be formed in the liver and excreted via the bile, and the microflora did not seem essential for the formation of lipid-bound metabolites.3. The novel CB-77 metabolites had chemical and physical properties similar to those of lipids with regard to solubility and polarity, as determined by partition characteristics on various chromatographic systems.4. In addition to identification of hydroxylated CB-77 metabolites, several fatty acid esters of hydroxy-chlorobiphenyls were indicated and one hydroxy-tetrachlorobiphenylol palmitoate was identified, but fatty acid esters were minor metabolites.5. Approximately 70%, of the lipid-bound metabolites were present in the fraction that contained phospholipids. The formation of lipid-bound CB-77 metabolites seems a spontaneous reaction rather than an enzymatically catalysed reaction, as indicated by the large number of different lipid-bound metabolites.

  DOI：

  10.1080/00498250210130573
• 作为产物：
  描述：

  3,3,4,4-四氯联苯 在 rat β-NF hepatic microsomes 、 还原型辅酶II(NADPH)四钠盐 作用下， 以 水 为溶剂， 反应 0.08h， 生成 2,6-二氯-4-(3,4-二氯苯基)苯酚 、 6-Hydroxy-3,3',3,4'-tetrachlorobiphenyl 、 5-Hydroxy-3,3',3,4'-tetrachlorobiphenyl
  参考文献：
  名称：

  β-Naphthoflavone- and self-induced metabolism of 3,3′,4,4′-tetrachlorobiphenyl in hepatic microsomes of the male, pregnant female and foetal rat

  摘要：

  1. The in vitro metabolism of 3,3',4,4'-tetrachloro-[C-14]-biphenyl ([C-14]-TCB) by hepatic microsomes from the Wistar rat was investigated with liver microsomes from the male, pregnant female and foetus.2. Three hydroxylated metabolites (4-OH-3,3',4,5'-tetrachlorobiphenyl, 5-OH-3,3',4,4'-tetrachlorobiphenyl, and 6-OH-3,3',4,4'-tetrachlorobiphenyl) were identified by hplc and gc-ms after incubations of liver microsomes from the beta-naphthoflavone-pretreated male rat and TCB-treated pregnant rat. No metabolites of [C-14]-TCB were found after incubation with foetal liver microsomes from dams pretreated with [C-14]-TCB. The results indicate that the in vivo accumulation of 4-OH-tetraCB in the foetal compartment is probably due to transplacental transport rather than the formation of this metabolite in the foetus.3. Pretreatment of the male rat with beta-naphthoflavone substantially induced the formation of hydroxylated metabolites, but pretreatment with phenobarbital and dexamethasone was without effect. Based on in vitro incubations of liver microsomes from the beta-naphthoflavone pretreated male rat, an apparent K-m and V-max of 4.5 mu M and 240 pmol/mg protein/min respectively was determined for the metabolism of [C-14]-TCB. The formation of phenolic metabolites of [C-14]-TCB was most likely dependent on P4501A induction.

  DOI：

  10.3109/00498259509061849

文献信息

• METHODS FOR TREATING TRANSTHYRETIN AMYLOID DISEASES
  申请人：Kelly Jeffery W.

  公开号：US20100120919A1

  公开（公告）日：2010-05-13

  Kinetic stabilization of the native state of transthyretin is an effective mechanism for preventing protein misfolding. Because transthyretin misfolding plays an important role in transthyretin amyloid diseases, inhibiting such misfolding can be used as an effective treatment or prophylaxis for such diseases. Treatment methods are disclosed.

  转甲状腺素原生态状态的动力学稳定是预防蛋白质错折的有效机制。因为转甲状腺素错折在转甲状腺素淀粉样病中起着重要作用，抑制这种错折可以用作有效的治疗或预防此类疾病的方法。本文公开了治疗方法。
• METHOD AND COMPOSITIONS FOR INCREASING THE SERUM HALF-LIFE OF PHARMACOLOGICALLY ACTIVE AGENTS
  申请人：CHIRON CORPORATION

  公开号：EP0802798A1

  公开（公告）日：1997-10-29
• TRAITEMENT DE LA TOXICITÉ HÉPATIQUE ET CÉRÉBRALE INDUITE PAR AU MOINS UN POLLUANT
  申请人：Université Joseph Fourier

  公开号：EP3188743A1

  公开（公告）日：2017-07-12
• US8168663B2
  申请人：——

  公开号：US8168663B2

  公开（公告）日：2012-05-01
• US8653119B2
  申请人：——

  公开号：US8653119B2

  公开（公告）日：2014-02-18