iodo[2-14C]ethane | 71641-02-6

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 有机碘化物
• 英文名称: iodo[2-14C]ethane
• 英文别名: Ethyliodid-β-¹⁴C
• CAS: 71641-02-6
• 化学式: C₂H₅I
• 分子量: 157.955
• InChiKey: HVTICUPFWKNHNG-NJFSPNSNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.44
• 重原子数：
  3.0
• 可旋转键数：
  0.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  0.0
• 氢给体数：
  0.0
• 氢受体数：
  0.0

反应信息

• 作为反应物：
  描述：

  2,5-二甲基己酸 、 iodo[2-14C]ethane 在 四甲基乙二胺 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 为溶剂， 反应 15.0h， 生成
  参考文献：
  名称：

  Metabolic inactivation of 2-oxiranylmethyl 2-ethyl2,5-dimethylhexanoate (C₁₀GE) in skin, lung and liver of human, rat and mouse

  摘要：

  1. The inactivation of 2-oxiranylmethyl 2-ethyl-2,5-dimethylhexanoate (C(10)GE), one of the most abundant isomers of the epoxy-resin Cardura(R) E-10 glycidyl ester, was studied in subcellular fractions of human, C3H mouse and F344 rat liver, lung and skin.2. C(10)GE is chemically very stable and resistant to aqueous hydrolysis, but it was rapidly metabolized in both cytosolic and microsomal fractions of all organs by epoxide hydrolase (EH)-catalysed hydrolysis of the epoxide moiety as well as carboxylesterase (CE)-catalysed hydrolysis of the ester bond. In cytosol the epoxide group was also effciently conjugated with glutathione, catalysed by glutathione S-transferase (GST), but this conjugation was much less important than hydrolysis in human as well as rodent samples. Although CE-catalysed hydrolysis of C(10)GE would theoretically give rise to the formation of glycidol, a directly acting mutagen, it is highly unlikely that any significant level of glycidol would occur in vivo since reported rates of inactivation of glycidol exceed the total rate of hydrolysis of C(10)GE.3. The overall rates of inactivation in vitro decreased in the following order: mouse, rat > human. Scaling of the data in vitro to clearances in vivo suggests that the detoxifying capacity in the rodents is similar and about an order of magnitude greater than in human. Nevertheless, the rate of inactivation is 2-3 orders of magnitude greater than for simple epoxides such as butadiene monoxide and about one order of magnitude higher than for the diglycidyl ether of bisphenol A (BADGE).4. The transdermal penetration and metabolism of [C-14]-C(10)GE was studied in fresh full-thickness mouse, and dermatomized human and rat skin. Of the total radioactivity applied on the skin, only 0.24+/-0.06 (SD), 1.8 +/- 0.2 and 6.8 +/- 0.6 % penetrated through human, mouse and rat skin respectively. The corresponding apparent skin permeability constants were 0.81, 6.42 and 26.4 x 10(-6) cm/h.5. During transdermal penetration, [C-14]-C(10)GE was extensively hydrolysed to the corresponding diol and the free acid. Only 0.01, 0.11 and 0.21 % of the applied dose was absorbed unchanged through the human, mouse and rat skin respectively.

  DOI：

  10.1080/004982599238065