Iodoselane | 116302-66-0

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 英文名称: Iodoselane
• 英文别名: Iodselan；trisyliodoselane；Iodo(tris(trimethylsilyl)methyl)selane；Tris(trimethylsilyl)methyl selenohypoiodite
• CAS: 116302-66-0
• 化学式: C₁₀H₂₇ISeSi₃
• 分子量: 437.445
• InChiKey: MQSRQUFUABUKCQ-UHFFFAOYSA-N

物化性质

• 熔点：
  156 °C (decomp)
• 沸点：
  318.8±52.0 °C(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.83
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  甲基硫脲嘧啶 、 Iodoselane 在 三乙胺 作用下， 以 甲苯 为溶剂， 生成 4-methyl-2-[tris(trimethylsilyl)methylselanylsulfanyl]-1H-pyrimidin-6-one
  参考文献：
  名称：

  Reactions of Organoselenenyl Iodides with Thiouracil Drugs: An Enzyme Mimetic Study on the Inhibition of Iodothyronine Deiodinase

  摘要：

  The proposed mechanism of iodothyronine deiodinase inhibition by the thiourea-derived drugs 6-n-propylthiouracil (PTU) and 6-methylthiouracil is supported by experimental evidence. Model reactions with sterically or coordinatively stabilized organoselenyl iodides as enzyme-mimetic substrates (E-SeI; see scheme) support the proposal that PTU reacts not with the enzyme but with the enzyme-SeI intermediate containing a covalent Se-I bond, and suggest that the Se-I bond is kinetically activated by basic amino acid groups such as histidine.

  DOI：

  10.1002/1521-3773(20010702)40:13<2486::aid-anie2486>3.0.co;2-n
• 作为产物：
  描述：

  Bisdiselenid 在 碘 作用下， 以 甲苯 为溶剂， 反应 3.0h， 以79%的产率得到Iodoselane
  参考文献：
  名称：

  Mont, Wolf-Walther du; Wagner, Irle, Chemische Berichte, 1988, vol. 121, p. 2109 - 2110

  摘要：

  DOI：

文献信息

• Mont, Wolf-Walter du; Sewing, Dirk; Meyer, Hans-Ulrich, Phosphorus, Sulfur and Silicon and the Related Elements, 1992, vol. 67, # 1-4, p. 11 - 26
  作者：Mont, Wolf-Walter du、Sewing, Dirk、Meyer, Hans-Ulrich、Martens, Reiner、Ostrowski, Martin、Salzen, Andreas Martens von

  DOI：——

  日期：——
• Wagner, Irle; Mont, Wolf-Walther du; Pohl, Siegfried, Chemische Berichte, 1990, vol. 123, # 12, p. 2325 - 2327
  作者：Wagner, Irle、Mont, Wolf-Walther du、Pohl, Siegfried、Saak, Wolfgang

  DOI：——

  日期：——
• MONT, WOLF-WALTHER DU;WAGNER, IRLE, CHEM. BER., 121,(1988) N2, C. 2109-2110
  作者：MONT, WOLF-WALTHER DU、WAGNER, IRLE

  DOI：——

  日期：——
• Mont, Wolf-Walther du; Wagner, Irle, Chemische Berichte, 1988, vol. 121, p. 2109 - 2110
  作者：Mont, Wolf-Walther du、Wagner, Irle

  DOI：——

  日期：——
• Reactions of Organoselenenyl Iodides with Thiouracil Drugs: An Enzyme Mimetic Study on the Inhibition of Iodothyronine Deiodinase
  作者：Wolf-Walther du Mont、Govindasamy Mugesh、Cathleen Wismach、Peter G. Jones

  DOI：10.1002/1521-3773(20010702)40:13<2486::aid-anie2486>3.0.co;2-n

  日期：2001.7.2

  The proposed mechanism of iodothyronine deiodinase inhibition by the thiourea-derived drugs 6-n-propylthiouracil (PTU) and 6-methylthiouracil is supported by experimental evidence. Model reactions with sterically or coordinatively stabilized organoselenyl iodides as enzyme-mimetic substrates (E-SeI; see scheme) support the proposal that PTU reacts not with the enzyme but with the enzyme-SeI intermediate containing a covalent Se-I bond, and suggest that the Se-I bond is kinetically activated by basic amino acid groups such as histidine.