2,5-吡咯烷二酮,1-[[6-[4-[1-乙基-2-(4-羟基苯基)-1-丁烯基]苯氧基]-1-羰基己基]氧代]-,(E)- | 140702-09-6

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 中文名称: 2,5-吡咯烷二酮,1-[[6-[4-[1-乙基-2-(4-羟基苯基)-1-丁烯基]苯氧基]-1-羰基己基]氧代]-,(E)-
• 英文名称: succinimidyl 6-(4-O-diethylstilbestyryl)hexanoate
• CAS: 140702-09-6
• 化学式: C₂₈H₃₃NO₆
• 分子量: 479.573
• InChiKey: ZWVMTGVNQKIXQK-OCOZRVBESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.67
• 重原子数：
  35.0
• 可旋转键数：
  12.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  93.14
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  mono-<125I>iodotyramine 、 2,5-吡咯烷二酮,1-[[6-[4-[1-乙基-2-(4-羟基苯基)-1-丁烯基]苯氧基]-1-羰基己基]氧代]-,(E)- 反应 16.0h， 生成 (E)-6-(4-(1-乙基-2-(4-羟基苯基)-1-丁烯基)苯氧基)-N-(2-(4-羟基-3-(碘-125I)苯基)乙基)-己酰胺
  参考文献：
  名称：

  Preparation of the N-(4'-hydroxy-[3'-125I]iodophenethyl)-6-(4-O-diethylstilbestryl)hexanamide for diethylstilbestrol radioimmunoassays

  摘要：

  The synthesis of a radioiodinated diethylstilbestrol (DES) derivative is described. This derivative was prepared by coupling the previously synthesized active ester of 6-(4-O-diethylstilbestryl)hexanoic acid with mono-[I-125]iodotyramine in dry tetrahydrofuran (20 to 22 C, 16 hours). The mono-[I-125]iodotyramine was prepared using a chloramine-T method and purified by paper electrophoresis. The final product, N-(4'-hydroxy-[3'-I-125]iodophenethyl)-6-(4-O-diethylstilbestryl)hexanamide, was separated by thin-layer chromatography (cyclohexane/ethanol/NH4OH 2.5 N/acetone; 40:50:5:20, v/v/v/v); it was stable for 2 months in ethanol at 4 C and had a specific activity higher than 540 Ci/mmol. The [I-125]DES amide synthesized was found to retain the immunoreactivity of DES, since it competed with [H-3]DES or DES in an in vitro radioimmunoassay system for the binding sites of a rabbit anti-DES antibody; thus, it seems to be capable of replacing the tritiated tracer used so far in DES radioimmunoassays.

  DOI：

  10.1016/0039-128x(92)90092-n
• 作为产物：
  描述：

  己烯雌酚 在 sodium hydroxide 、 N,N'-二环己基碳二亚胺 作用下， 以 四氢呋喃 、 甲醇 、 乙醇 为溶剂， 反应 5.5h， 生成 2,5-吡咯烷二酮,1-[[6-[4-[1-乙基-2-(4-羟基苯基)-1-丁烯基]苯氧基]-1-羰基己基]氧代]-,(E)-
  参考文献：
  名称：

  Preparation of the N-(4'-hydroxy-[3'-125I]iodophenethyl)-6-(4-O-diethylstilbestryl)hexanamide for diethylstilbestrol radioimmunoassays

  摘要：

  The synthesis of a radioiodinated diethylstilbestrol (DES) derivative is described. This derivative was prepared by coupling the previously synthesized active ester of 6-(4-O-diethylstilbestryl)hexanoic acid with mono-[I-125]iodotyramine in dry tetrahydrofuran (20 to 22 C, 16 hours). The mono-[I-125]iodotyramine was prepared using a chloramine-T method and purified by paper electrophoresis. The final product, N-(4'-hydroxy-[3'-I-125]iodophenethyl)-6-(4-O-diethylstilbestryl)hexanamide, was separated by thin-layer chromatography (cyclohexane/ethanol/NH4OH 2.5 N/acetone; 40:50:5:20, v/v/v/v); it was stable for 2 months in ethanol at 4 C and had a specific activity higher than 540 Ci/mmol. The [I-125]DES amide synthesized was found to retain the immunoreactivity of DES, since it competed with [H-3]DES or DES in an in vitro radioimmunoassay system for the binding sites of a rabbit anti-DES antibody; thus, it seems to be capable of replacing the tritiated tracer used so far in DES radioimmunoassays.

  DOI：

  10.1016/0039-128x(92)90092-n