antimony triphenylsulphide

• 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: antimony triphenylsulphide
• 英文别名: triphenylthioantimony；Sb(SPh)3；Tris-phenylthio-antimon；Benzylthioantimonit；Antimony(3+);benzenethiolate
• 化学式: C₁₈H₁₅S₃Sb
• 分子量: 449.265
• InChiKey: MHVYMFVTMRDLJG-UHFFFAOYSA-K

计算性质

• 辛醇/水分配系数(LogP)：
  6.35
• 重原子数：
  22
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  75.9
• 氢给体数：
  0
• 氢受体数：
  3

ADMET

代谢

锑在体内广泛分布。头发和皮肤含有最高的锑水平。肾上腺、肺、大肠、气管、小脑和肾脏也含有相对较高的锑。血液是将吸收的锑运输到体内各个组织隔室的主要载体。锑是一种金属，因此不会发生分解代谢。锑可以与巯基和磷酸共价相互作用，以及与内源性配体（例如，蛋白质）发生许多可逆的绑定相互作用。目前尚不清楚这些相互作用在毒理学上是否具有重要意义。锑通过尿液和粪便排出体外。部分粪便中的锑可能代表未被吸收的锑，这些锑通过粘液纤毛活动从肺部清除，进入食道再到胃肠道。

Antimony is widely distributed throughout the body. The hair and skin contain the highest levels of antimony. The adrenal glands, lung, large intestine, trachea, cerebellum, and kidneys also contain relatively high levels of antimony. Blood is the main vehicle for the transport of absorbed antimony to various tissue compartments of the body. Antimony is a metal and, therefore, does not undergo catabolism. Antimony can covalently interact with sulfhydryl groups and phosphate, as well as numerous reversible binding interactions with endogenous ligands (e.g., proteins). It is not known if these interactions are toxicologically significant. Antimony is excreted via the urine and feces. Some of the fecal antimony may represent unabsorbed antimony that is cleared from the lung via mucociliary action into the esophagus to the gastrointestinal tract. (L741)

来源:Toxin and Toxin Target Database (T3DB)

毒理性

• 毒性总结

吸入数据表明，心肌是锑中毒的目标。锑可能通过干扰糖原分解和糖异生途径的酶来影响循环葡萄糖。锑的作用机制尚不清楚。然而，一些研究表明，锑与巯基团结合，包括在组织呼吸中几个重要酶中的巯基团。BAL的解毒作用取决于其防止或打断锑与关键酶结合的能力。此外，死亡原因被认为与急性砷中毒基本相同。(T18, L741, A238)

The inhalation data suggests that the myocardium is a target of antimony toxicity. It is possible that antimony affects circulating glucose by interfering with enzymes of the glycogenolysis and gluconeogenesis pathways. The mechanism of action of antimony remains unclear. However, some studies suggest that antimony combines with sulfhydryl groups including those in several enzymes important for tissue respiration. The antidotal action of BAL depends on its ability to prevent or break the union between antimony and vital enzymes. Moreover, the The cause of death is believed to be essentially the same as that in acute arsenic poisoning. (T18, L741, A238)

来源:Toxin and Toxin Target Database (T3DB)

毒理性

• 致癌物分类

无致癌性迹象（未被国际癌症研究机构列名）。

No indication of carcinogenicity (not listed by IARC). (L135)

来源:Toxin and Toxin Target Database (T3DB)

毒理性

• 健康影响

皮肤接触锑可以导致锑斑（围绕汗腺和皮脂腺的丘疹和脓疱）。锑中毒还可能导致肺尘病。吸入锑可引起肺部功能改变和其他影响，包括慢性支气管炎、慢性肺气肿、活动性肺结核、胸膜粘连和刺激。锑中毒还可能导致血压升高。心肌抑制、血管扩张和液体流失可能导致低血压、电解质紊乱和急性肾衰竭的休克。脑水肿、昏迷、抽搐和死亡也是可能的。（L741）

Dermal exposure to antimony can cause antimony spots (papules and pustules around sweat and sebaceous glands). Antimony poisoning can also lead to pneumoconiosis. Alterations in pulmonary function and other effects including chronic bronchitis, chronic emphysema, inactive tuberculosis, pleural adhesions, and irritation can result from inhalation of antimony. Increased blood pressure can also result from antimony poisoning. Myocardial depression, vasodilation and fluid loss may cause shock with hypotension, electrolyte disturbances and acute renal failure. Cerebral oedema, coma, convulsions, and death are possible. (L741)

来源:Toxin and Toxin Target Database (T3DB)

毒理性

• 暴露途径

吸入（L741）；口服（L741）；皮肤给药（L741）

Inhalation (L741) ; oral (L741) ; dermal (L741)

来源:Toxin and Toxin Target Database (T3DB)

毒理性

• 症状

腹部疼痛、呕吐、腹泻可能是由吸入锑引起的。呼吸困难、头痛、呕吐、咳嗽、结膜炎和鼻孔流出血性脓性分泌物可能是由吸入暴露引起的。皮肤或眼睛接触可能导致接触面疼痛和发红。（T64, L741）

Abdominal pain, vomiting, diarrhea can result from inhalation of antimony. Dyspnea, headache, vomiting,cough, conjunctivitis, and bloody purulent discharge from nose can result from inhalation exposure. Skin or eye contact can cause pain and redness of the exposed surface. (T64, L741)

来源:Toxin and Toxin Target Database (T3DB)

反应信息

• 作为反应物：
  描述：

  antimony triphenylsulphide 生成 苯硫酚
  参考文献：
  名称：

  BARTON, DEREK H. R.;OZBALIK, NUBAR;SCHMITT, MARTINE, TETRAHEDRON LETT., 30,(1989) N5, C. 3263-3266

  摘要：

  DOI：
• 作为产物：
  描述：

  苯硫酚 生成 antimony triphenylsulphide
  参考文献：
  名称：

  BERTUS, B. J.;MCKAY, D. L.;MARK, H. W.

  摘要：

  DOI：
• 作为试剂：
  描述：

  三苯基乙酰氯 在 antimony triphenylsulphide 作用下， 以 吡啶 、 乙醚 、 二氯甲烷 为溶剂， 反应 13.0h， 生成 三苯基甲醇
  参考文献：
  名称：

  自由基反应的发明。第十八部分。砷，锑和铋铋硫化物中的脱羧自由基加成-一种由羧酸合成正醇的新型方法

  摘要：

  通过合适的硫代异羟肟酸酯的脱羧转化获得的碳中心自由基与Va三苯基硫化物基团反应，得到通式RM（SPh）2（M = As，Sb，Bi）的中间体。它们与空气自发反应，得到相应的醇。在M = Sb的情况下，此过程特别有用。因此，将硫代异羟肟酸酯与三（苯硫基）-锑在空气中搅拌就足够了，直接且高收率地得到正壬醇。中间有机准金属也可以用二氧化氮氧化，以产生期望的硝基烷，尽管收率仅适中。实际上可以分离出相应的衍生自3,3-二苯基丙酸的有机铋中间体，从而为提出的机理提供了有力的证据。

  DOI：

  10.1016/s0040-4020(01)80092-2

文献信息

• Oxidative Addition von Thiolen an Stibinidenkomplexe
  作者：Anthonie Lombard、Gottfried Huttner、Kaspar Evertz

  DOI：10.1016/0022-328x(88)80380-2

  日期：1988.8

  (Cp′ = η5CH3C5H4) could not be obtained from the reaction of the iodostibinidene complex [Cp′(CO)2Mn]2SbI (2) with thiophenol. Instead, 2 reacts with thiophenol to give the product of an oxidative addition process, Cp′(CO)2MnSb(SPh)3 (3) and the radical complex, Cp′(CO)2MnSPh (4). The compounds 3 and 4 could also be obtained from the reaction of Cp′(CO)2MnTHF with Sb(SPh)3. The structure of 3 has been

  所述stibinidene络合物[CP'（CO）2 Mn]为2 SbSPh（1（CP'=η 5 CH 3 Ç 5 ħ 4）不能从iodostibinidene复杂的[CP'（CO）反应得到2 Mn]为2 SbI（2）与苯硫酚，而是2与苯硫酚反应生成氧化加成过程的产物Cp'（CO）2 MnSb（SPh）3（3）和自由基络合物Cp'（CO）2 MnSPh（4）。化合物3和4Cp'（CO）2 MnTHF与Sb（SPh）3的反应也可以得到。3的结构已经通过X射线晶体学确定。
• The invention of radical reactions
  作者：Derek H.R. Barton、Dominique Bridon、Isabel Fernandaz-Picot、Samir Z. Zard

  DOI：10.1016/s0040-4020(01)86878-2

  日期：1987.1

  Esters (mixed anhydrides) derived from aliphatic or alicyclic carboxylic acids (RCO2H) and thiohydroxamic acids or undergo a thermally or photochemically induced radical chain reaction to give sulphides with loss of carbon dioxide. On irradiation at low-temperature however, the chain reaction is essentially supressed. Under these conditions moderate to good yields of dimers R-R are obtained from primary

  衍生自脂肪族或脂环族羧酸（RCO 2 H）和硫代异羟肟酸的酯（混合酸酐），或经过热或光化学诱导的自由基链反应，生成硫化物，并减少二氧化碳的损失。然而，在低温下照射时，链反应基本上被抑制。在这些条件下，从伯酸获得中等至良好产率的二聚体RR。讨论了这些观察结果的机理和综合意义。
• Homolytic organometallic reactions. Bimolecular homolytic substitution by the phenylthio-radical at antimony and bismuth
  作者：Alwyn G. Davies、Simon C. W. Hook

  DOI：10.1039/j29700000735

  日期：——

  react with benzenethiol to give the phenylthio-compounds RnM(SPh)3–n. These reactions can be initiated by di-t-butyl hyponitrite, and sometimes inhibited by galvinoxyl or phenothiazine. It is concluded that the reactions take place by a homolytic chain mechanism, where the product-forming step involves bimolecular homolytic substitution by the phenylthioradical at the metal centre.

  三有机锑和-铋化合物R 3 M（M = Sb或Bi，R = Me，Et或Ph）与苯硫醇反应生成苯硫化合物R n M（SPh）3- n。这些反应可以由亚硝酸二叔丁基酯引发，有时可以被加尔维诺尔或吩噻嗪抑制。结论是反应是通过均相链机理进行的，其中产物形成步骤涉及在金属中心被苯硫基自由基进行双分子均相取代。
• Gmelin Handbuch der Anorganischen Chemie, Gmelin Handbook: Sb: Org.Comp.1, 1.1.1.1.1.2, page 18 - 24
  作者：

  DOI：——

  日期：——
• Triaryl thioantimonites, Sb(SAr)3. Chemical reactions and spectral properties, including 121Sb mössbauer spectra
  作者：R.A. Howie、D.W. Grant、J.L. Wardell

  DOI：10.1016/s0020-1693(00)89042-8

  日期：1978.1